Michaelfriesproperties.com Search Results

$1,150,000

A rare 4-bedroom villa in Shipyard that lives more like a home than a condo! Not used as a rental, this spacious residence offers an ideal primary-home feel with generous living areas, a gated front courtyard, fireplace, plantation shutters, smooth ceilings, solid-core doors, cherry wood flooring, and high-end finishes throughout. The impressive kitchen will please any chef, and three sets of updated French doors bring in natural light and provide access to an oversized rear patio. Set within an approximately 23-acre regime with a lighted paver walkway to the pool, this property benefits from a strong regime with reserves, no special assessments, and fees that include insurance, cable, internet, and water. Buildings were recently painted in 2026. A special opportunity in Shipyard with rare size, quality, and flexibility - the seller would like to sell in 2026 and welcomes all offers.

4 Beds ⋅ 4 Baths ⋅ 2,486 SqFt. ⋅ HILTONHEAD-511190 MLS

A rare 4-bedroom villa in Shipyard that lives more like a home than a condo! Not used as a rental, this spacious residence offers an ideal primary-home feel with generous living areas, a gated front courtyard, fireplace, plantation shutters, smooth ceilings, solid-core doors, cherry wood flooring, and high-end finishes throughout. The impressive kitchen will please any chef, and three sets of updated French doors bring in natural light and provide access to an oversized rear patio. Set within an approximately 23-acre regime with a lighted paver walkway to the pool, this property benefits from a strong regime with reserves, no special assessments, and fees that include insurance, cable, internet, and water. Buildings were recently painted in 2026. A special opportunity in Shipyard with rare size, quality, and flexibility - the seller would like to sell in 2026 and welcomes all offers.

63 Shipyard Drive Unit 1806, Hilton Head Island

Listing courtesy of Collins Group Realty.

$1,199,000

Exceptional Multi-Generational Golf Course Estate with Private In-Law Residence, Bonus Suite & Climate-Controlled Workshop - Nestled within the highly sought-after community of Hilton Head Plantation, this exceptional golf course property is uniquely designed for multi-generational living, offering multiple private living spaces while keeping family close. Surrounded by mature trees and enhanced by an adjacent non-buildable lot, the property provides a rare combination of privacy, flexibility, and space-all within one of Hilton Head Island's premier gated communities. The main residence features generous living areas, abundant natural light, and beautiful golf course views. Designed for comfortable everyday living and entertaining alike, the home offers spacious gathering areas and seamless access to outdoor living spaces. A standout feature is the private mother-in-law residence, offering true independent living with its own entrance, full kitchen, laundry, living area, one bedroom, and one-and-a-half baths. Ideal for parents, adult children, extended family, long-term guests, or a live-in caregiver, this separate residence provides privacy and independence while remaining conveniently connected to the property. Car enthusiasts, hobbyists, and makers will appreciate the detached three-car garage, including a climate-controlled bay ideal for a workshop, collector vehicle, fitness area, golf simulator, or year-round projects. Above the garage, a finished bonus suite complete with a full bathroom and closet provides yet another flexible space for guests, recreation, work-from-home needs, or a private studio. Outdoor living is equally impressive. A spacious paver patio overlooks the mature landscape and golf course setting, creating an inviting space for entertaining, dining, and relaxing throughout the year. A full-yard irrigation system helps keep the grounds looking their best with minimal effort. Significant improvements provide added peace of mind, including a roof replacement in 2016 and three HVAC systems replaced within the last five years. This is a rare opportunity to own a Hilton Head Plantation property offering true multi-generational living, multiple private living spaces, an oversized setting, and exceptional flexibility-all within one of Hilton Head Island's most desirable communities.

5 Beds ⋅ 6 Baths ⋅ 4,083 SqFt. ⋅ HILTONHEAD-511235 MLS

Exceptional Multi-Generational Golf Course Estate with Private In-Law Residence, Bonus Suite & Climate-Controlled Workshop - Nestled within the highly sought-after community of Hilton Head Plantation, this exceptional golf course property is uniquely designed for multi-generational living, offering multiple private living spaces while keeping family close. Surrounded by mature trees and enhanced by an adjacent non-buildable lot, the property provides a rare combination of privacy, flexibility, and space-all within one of Hilton Head Island's premier gated communities. The main residence features generous living areas, abundant natural light, and beautiful golf course views. Designed for comfortable everyday living and entertaining alike, the home offers spacious gathering areas and seamless access to outdoor living spaces. A standout feature is the private mother-in-law residence, offering true independent living with its own entrance, full kitchen, laundry, living area, one bedroom, and one-and-a-half baths. Ideal for parents, adult children, extended family, long-term guests, or a live-in caregiver, this separate residence provides privacy and independence while remaining conveniently connected to the property. Car enthusiasts, hobbyists, and makers will appreciate the detached three-car garage, including a climate-controlled bay ideal for a workshop, collector vehicle, fitness area, golf simulator, or year-round projects. Above the garage, a finished bonus suite complete with a full bathroom and closet provides yet another flexible space for guests, recreation, work-from-home needs, or a private studio. Outdoor living is equally impressive. A spacious paver patio overlooks the mature landscape and golf course setting, creating an inviting space for entertaining, dining, and relaxing throughout the year. A full-yard irrigation system helps keep the grounds looking their best with minimal effort. Significant improvements provide added peace of mind, including a roof replacement in 2016 and three HVAC systems replaced within the last five years. This is a rare opportunity to own a Hilton Head Plantation property offering true multi-generational living, multiple private living spaces, an oversized setting, and exceptional flexibility-all within one of Hilton Head Island's most desirable communities.

14 Field Sparrow Road, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty.

$3,450,000

Built in 2018 by May River Custom Homes, 24 Rum Row delivers luxury coastal living in a coveted Palmetto Dunes location, where high-end construction is notably enhanced with wide (11-mile) lagoon views, a private dock, and convenient beach access! Impressively designed and professionally decorated, this FIVE-bedroom retreat features wide-plank wood floors, 8' solid-core doors, coffered ceilings, upgraded lighting, a gas fireplace, multiple laundry rooms, and impressive open living spaces on both levels. The chef-style kitchen shines with quartz countertops, a large island, a professional gas range, a pot filler, a pantry, and current features/finishes. Seamless indoor/outdoor living includes a large (screened) porch, private swimming pool, a covered poolside kitchen with a Napoleon grill, outdoor lounging/dining areas, and tranquil pool-to-lagoon views. High Quality throughout, numerous coastal-inspired finishes, a double garage, strong rental appeal, and offered fully furnished.

5 Beds ⋅ 5 Baths ⋅ 4,240 SqFt. ⋅ HILTONHEAD-511130 MLS

Built in 2018 by May River Custom Homes, 24 Rum Row delivers luxury coastal living in a coveted Palmetto Dunes location, where high-end construction is notably enhanced with wide (11-mile) lagoon views, a private dock, and convenient beach access! Impressively designed and professionally decorated, this FIVE-bedroom retreat features wide-plank wood floors, 8' solid-core doors, coffered ceilings, upgraded lighting, a gas fireplace, multiple laundry rooms, and impressive open living spaces on both levels. The chef-style kitchen shines with quartz countertops, a large island, a professional gas range, a pot filler, a pantry, and current features/finishes. Seamless indoor/outdoor living includes a large (screened) porch, private swimming pool, a covered poolside kitchen with a Napoleon grill, outdoor lounging/dining areas, and tranquil pool-to-lagoon views. High Quality throughout, numerous coastal-inspired finishes, a double garage, strong rental appeal, and offered fully furnished.

24 Rum Row, Hilton Head Island

Listing courtesy of Collins Group Realty.

$629,000

Welcome to this charming and convenient one-story flat villa with ground floor entry at Surf Court Villas. Perfectly situated just moments from the beautiful beaches of Hilton Head Island. This is a fully furnished turnkey property located on South Forest Beach Drive. This delightful beachside property offers 2 bedrooms and 2 bathrooms with an inviting layout that is ideal for relaxation or as a strong income producing rental. Each bedroom has an attached ensuite. Kitchen has granite countertops, stainless full-sized appliances, plantation shutters and LVP flooring throughout. Enjoy the perfect blend of coastal living and easy access to the island amenities. Villa has peaceful garden views from the private patio. Community pool through private garden courtyard for residents use only. Unit is currently a Vacation Rental, Owner is a Licensed SCRE Agent

2 Beds ⋅ 2 Baths ⋅ 1,180 SqFt. ⋅ HILTONHEAD-511310 MLS

Welcome to this charming and convenient one-story flat villa with ground floor entry at Surf Court Villas. Perfectly situated just moments from the beautiful beaches of Hilton Head Island. This is a fully furnished turnkey property located on South Forest Beach Drive. This delightful beachside property offers 2 bedrooms and 2 bathrooms with an inviting layout that is ideal for relaxation or as a strong income producing rental. Each bedroom has an attached ensuite. Kitchen has granite countertops, stainless full-sized appliances, plantation shutters and LVP flooring throughout. Enjoy the perfect blend of coastal living and easy access to the island amenities. Villa has peaceful garden views from the private patio. Community pool through private garden courtyard for residents use only. Unit is currently a Vacation Rental, Owner is a Licensed SCRE Agent

26 S Forest Beach Drive Unit 62, Hilton Head Island

Listing courtesy of LPT Realty, LLC.

$1,029,000

Spacious two story home (3,244sf) on large private lot located in a quiet cul-de-sac. Opportunity awaits to create your own loving home or investment property. Grand two story living room with fireplace, private study with oversized screened porch. Two zone heating and air conditioning, long expansive driveway, oversized two car garage, mature landscaping with live oaks draped in Spanish Moss. Palmetto Hall is a private gated community with two available 18 hole championship golf courses. Palmetto Hall Amenities include Southern style clubhouse, olympic size swimming pool, tennis/pickleball courts, sports field and a 100-acre nature preserve

4 Beds ⋅ 4 Baths ⋅ 3,244 SqFt. ⋅ HILTONHEAD-510241 MLS

Spacious two story home (3,244sf) on large private lot located in a quiet cul-de-sac. Opportunity awaits to create your own loving home or investment property. Grand two story living room with fireplace, private study with oversized screened porch. Two zone heating and air conditioning, long expansive driveway, oversized two car garage, mature landscaping with live oaks draped in Spanish Moss. Palmetto Hall is a private gated community with two available 18 hole championship golf courses. Palmetto Hall Amenities include Southern style clubhouse, olympic size swimming pool, tennis/pickleball courts, sports field and a 100-acre nature preserve

10 Stonewall Circle, Hilton Head Island

Listing courtesy of EXP Realty LLC.

$515,000

Lovely home. Must see! Ground floor unit right in front of the fountain. Quiet area. Recently upgraded. A must see unit if you are interested in the South Forest Beach area.

2 Beds ⋅ 3 Baths ⋅ 1,346 SqFt. ⋅ HILTONHEAD-511288 MLS

Lovely home. Must see! Ground floor unit right in front of the fountain. Quiet area. Recently upgraded. A must see unit if you are interested in the South Forest Beach area.

15 Deallyon Avenue Unit 91, Hilton Head Island

Listing courtesy of I Save Realty.

$619,000

Nearly new, immaculately maintained 3 bedroom 2.5 bath home with den/office. Screened back porch overlooking the large fenced in back yard with patio. Oversized primary bedroom with walk in closet and ensuite bath. This home has ample upgrades totaling over $30K including: a custom coffee bar, extra under stairs & garage storage, custom stair railings, tiled master shower & quartz countertops. Convenient neighborhood location within 2 miles of some of Hilton Heads best waterfront restaurants, waterfront parks, marinas, schools & rec center. North end location provides easy access to all of Hilton Head or Bluffton.

3 Beds ⋅ 3 Baths ⋅ 1,600 SqFt. ⋅ HILTONHEAD-511119 MLS

Nearly new, immaculately maintained 3 bedroom 2.5 bath home with den/office. Screened back porch overlooking the large fenced in back yard with patio. Oversized primary bedroom with walk in closet and ensuite bath. This home has ample upgrades totaling over $30K including: a custom coffee bar, extra under stairs & garage storage, custom stair railings, tiled master shower & quartz countertops. Convenient neighborhood location within 2 miles of some of Hilton Heads best waterfront restaurants, waterfront parks, marinas, schools & rec center. North end location provides easy access to all of Hilton Head or Bluffton.

26 Old Stoney Lane, Hilton Head Island

Listing courtesy of Condomaximum Concepts Inc.

$284,000

Great Value You Don't Want to Miss! Finding a 3-bedroom, 3-bath home on Hilton Head Island at this price is becoming increasingly rare. Offering approximately 1,250 square feet, this free-standing condo in The Gatherings presents an outstanding opportunity as a full-time residence, vacation getaway, or investment property. Well-maintained and move-in-ready, featuring a bright, inviting living room and a cheerful eat-in kitchen that serves as the heart of the home. The first floor offers two comfortable bedrooms, two full baths, and a conveniently located laundry closet. Upstairs, you'll find a spacious private suite complete with a large bedroom, full bath, and generous walk-in closet-perfect as a primary retreat or private guest suite. Step outside to enjoy the private deck or take advantage of the community pool located directly across the street. The Gatherings is an established neighborhood with a welcoming atmosphere, longtime residents, and an exceptionally convenient location offering easy access to both Hilton Head Island and Bluffton. Select restaurants and shopping are within near distance, adding to the convenience of everyday island living.If you've been searching for an affordable Hilton Head address without sacrificing space, comfort, or convenience, this home deserves a place at the top of your list.

3 Beds ⋅ 3 Baths ⋅ 1,254 SqFt. ⋅ HILTONHEAD-511188 MLS

Great Value You Don't Want to Miss! Finding a 3-bedroom, 3-bath home on Hilton Head Island at this price is becoming increasingly rare. Offering approximately 1,250 square feet, this free-standing condo in The Gatherings presents an outstanding opportunity as a full-time residence, vacation getaway, or investment property. Well-maintained and move-in-ready, featuring a bright, inviting living room and a cheerful eat-in kitchen that serves as the heart of the home. The first floor offers two comfortable bedrooms, two full baths, and a conveniently located laundry closet. Upstairs, you'll find a spacious private suite complete with a large bedroom, full bath, and generous walk-in closet-perfect as a primary retreat or private guest suite. Step outside to enjoy the private deck or take advantage of the community pool located directly across the street. The Gatherings is an established neighborhood with a welcoming atmosphere, longtime residents, and an exceptionally convenient location offering easy access to both Hilton Head Island and Bluffton. Select restaurants and shopping are within near distance, adding to the convenience of everyday island living.If you've been searching for an affordable Hilton Head address without sacrificing space, comfort, or convenience, this home deserves a place at the top of your list.

36 Wee Road Unit 36, Hilton Head Island

Listing courtesy of Charter One Realty.

$845,000

Take advantage of this unique opportunity to own an updated 3-Bedroom home in the sought-after Hilton Head Plantation. Ideally located just a short distance from Dolphin Head Beach Park & Pine Island, the home also sits conveniently between Dolphin Head Recreation Area and the Spring Lake Pool & Tennis Complex, offering easy access to some of the community's most desirable amenities. Adding to its appeal, the property comes with a long-term tenant in place through July 1, 2027, providing immediate rental income of $3,700 per month plus utilities. This is an excellent opportunity to purchase at today's prices while generating steady income until you're ready to make Hilton Head Plantation your permanent residence, seasonal retreat, or retirement home.

3 Beds ⋅ 3 Baths ⋅ 1,876 SqFt. ⋅ HILTONHEAD-511226 MLS

Take advantage of this unique opportunity to own an updated 3-Bedroom home in the sought-after Hilton Head Plantation. Ideally located just a short distance from Dolphin Head Beach Park & Pine Island, the home also sits conveniently between Dolphin Head Recreation Area and the Spring Lake Pool & Tennis Complex, offering easy access to some of the community's most desirable amenities. Adding to its appeal, the property comes with a long-term tenant in place through July 1, 2027, providing immediate rental income of $3,700 per month plus utilities. This is an excellent opportunity to purchase at today's prices while generating steady income until you're ready to make Hilton Head Plantation your permanent residence, seasonal retreat, or retirement home.

3 Deerfield Road, Hilton Head Island

Listing courtesy of Charter One Realty.

$379,900

This one won't last! Dreamy 1st floor 2 bed/2bath, fully furnished, completed stocked, and ready to move in. The only unit offering both a garage and not 1, but 2 storage rooms right next to the front door. A professional decorator's home and beautifully renovated. Enjoy the easy luxury of a short bike ride or golf cart to nearby beaches. Already fully stocked, so all you need to do is park in your personal garage and start enjoying your new island lifestyle. Whether you're looking for a vacation home, a full-time residence, or a long-term rental, this property is a true turn-key opportunity with everything you need for every room, ready for your first night on timeless Hilton Head Island. Take full advantage of community amenities featuring 2 sparkling pools and 2 workout rooms, perfect for relaxing and staying fit. Plus, you'll find yourself just a short golf cart, or bike ride away from great restaurants, grocery, pickleball, and beautiful beaches. Grab this rare opportunity now as is. Properties like this don't last long! Schedule your showing today and make this stunning unit your own. Port Royal golf and tennis nearby, plus a new HHI park is planned right next door and ready for future fun and memories. Presidential mortgage is offering 2,500 cash to close! Ask agent for details

2 Beds ⋅ 2 Baths ⋅ 951 SqFt. ⋅ HILTONHEAD-511217 MLS

This one won't last! Dreamy 1st floor 2 bed/2bath, fully furnished, completed stocked, and ready to move in. The only unit offering both a garage and not 1, but 2 storage rooms right next to the front door. A professional decorator's home and beautifully renovated. Enjoy the easy luxury of a short bike ride or golf cart to nearby beaches. Already fully stocked, so all you need to do is park in your personal garage and start enjoying your new island lifestyle. Whether you're looking for a vacation home, a full-time residence, or a long-term rental, this property is a true turn-key opportunity with everything you need for every room, ready for your first night on timeless Hilton Head Island. Take full advantage of community amenities featuring 2 sparkling pools and 2 workout rooms, perfect for relaxing and staying fit. Plus, you'll find yourself just a short golf cart, or bike ride away from great restaurants, grocery, pickleball, and beautiful beaches. Grab this rare opportunity now as is. Properties like this don't last long! Schedule your showing today and make this stunning unit your own. Port Royal golf and tennis nearby, plus a new HHI park is planned right next door and ready for future fun and memories. Presidential mortgage is offering 2,500 cash to close! Ask agent for details

112 Union Cemetery Road Unit APT 113, Hilton Head Island

Listing courtesy of Realty One Group - Lowcountry.

$515,000

Experience the best of Lowcountry waterfront living at Mariners Cove. This beautifully maintained 2-bedroom, 2.5-bath villa offers an open and inviting floor plan, abundant natural light, and peaceful views of Skull Creek and the Intracoastal Waterway. The spacious living area opens to a quiet private patio overlooking a serene marsh setting that extends to the Intracoastal Waterway, creating the perfect backdrop for morning coffee, outdoor dining, and breathtaking sunsets. The kitchen and baths have been thoughtfully updated, creating a move-in-ready opportunity for full-time residents, second-home owners, or investors. Mariners Cove amenities include a community pool, tennis/pickleball courts, private dock access, kayak storage, and boat trailer parking. Ideally located at the entrance to Hilton Head Island, just minutes from beaches, shopping, dining, golf, and Shelter Cove. Enjoy a relaxed waterfront lifestyle with easy access on and off the island.

2 Beds ⋅ 3 Baths ⋅ 1,359 SqFt. ⋅ HILTONHEAD-510534 MLS

Experience the best of Lowcountry waterfront living at Mariners Cove. This beautifully maintained 2-bedroom, 2.5-bath villa offers an open and inviting floor plan, abundant natural light, and peaceful views of Skull Creek and the Intracoastal Waterway. The spacious living area opens to a quiet private patio overlooking a serene marsh setting that extends to the Intracoastal Waterway, creating the perfect backdrop for morning coffee, outdoor dining, and breathtaking sunsets. The kitchen and baths have been thoughtfully updated, creating a move-in-ready opportunity for full-time residents, second-home owners, or investors. Mariners Cove amenities include a community pool, tennis/pickleball courts, private dock access, kayak storage, and boat trailer parking. Ideally located at the entrance to Hilton Head Island, just minutes from beaches, shopping, dining, golf, and Shelter Cove. Enjoy a relaxed waterfront lifestyle with easy access on and off the island.

2 William Hilton Parkway Unit 407, Hilton Head Island

Listing courtesy of William Raveis - Carolina LLC.

$299,900

This first-floor beautifully remodeled 2 bedroom, 2 full bath condominium. Tile flooring throughout , all new appliances, upgraded cabinetry and freshly painted throughout. Fabulous location mid-island close to Hospital, Church, Airport, Restaurants, Golf, Beach and more. Well Maintained Community of only 64 properties, with top notch amenities. Pet-friendly complex offering Tennis Court. Swimming Pool and easy parking.

2 Beds ⋅ 2 Baths ⋅ 960 SqFt. ⋅ HILTONHEAD-510723 MLS

This first-floor beautifully remodeled 2 bedroom, 2 full bath condominium. Tile flooring throughout , all new appliances, upgraded cabinetry and freshly painted throughout. Fabulous location mid-island close to Hospital, Church, Airport, Restaurants, Golf, Beach and more. Well Maintained Community of only 64 properties, with top notch amenities. Pet-friendly complex offering Tennis Court. Swimming Pool and easy parking.

141 Lamotte Drive Unit E3, Hilton Head Island

Listing courtesy of Premier Properties of Hilton Head Island.

$2,850,000

Welcome to your dream coastal retreat on Hilton Head Island. Nestled in the highly sought-after Hammock Breeze community, this stunning like-new waterfront home offers an unparalleled blend of luxury, convenience, and breathtaking natural beauty. Breathtaking views of the Atlantic Ocean and Port Royal Sound call to you from multiple expansive porches, while a newly built, private, secured walkway provides direct access to the pristine shores of Fish Haul Beach, one of the island's most beautiful waterfront parks.Inside, high-end touches and sophisticated craftsmanship abound across five spacious bedrooms and four elegant bathrooms. The newly refreshed interior features custom cabinetry in the kitchen and baths, deluxe flooring throughout, and cozy fireplaces that add warmth to the living room, family room, and bedrooms. On the lower level, a large and flexible tech/exercise room adapts effortlessly to your lifestyle, whether you envision a high-tech media hub, home office, or private gym. Complete with a brand-new back porch added in 2026, a spacious two-car garage, and a private elevator for ultimate convenience, this estate delivers the pinnacle of luxury waterfront living. This is the perfect home for beach lovers or investors looking for excellent short-term rental income.

5 Beds ⋅ 5 Baths ⋅ 3,220 SqFt. ⋅ HILTONHEAD-510715 MLS

Welcome to your dream coastal retreat on Hilton Head Island. Nestled in the highly sought-after Hammock Breeze community, this stunning like-new waterfront home offers an unparalleled blend of luxury, convenience, and breathtaking natural beauty. Breathtaking views of the Atlantic Ocean and Port Royal Sound call to you from multiple expansive porches, while a newly built, private, secured walkway provides direct access to the pristine shores of Fish Haul Beach, one of the island's most beautiful waterfront parks.Inside, high-end touches and sophisticated craftsmanship abound across five spacious bedrooms and four elegant bathrooms. The newly refreshed interior features custom cabinetry in the kitchen and baths, deluxe flooring throughout, and cozy fireplaces that add warmth to the living room, family room, and bedrooms. On the lower level, a large and flexible tech/exercise room adapts effortlessly to your lifestyle, whether you envision a high-tech media hub, home office, or private gym. Complete with a brand-new back porch added in 2026, a spacious two-car garage, and a private elevator for ultimate convenience, this estate delivers the pinnacle of luxury waterfront living. This is the perfect home for beach lovers or investors looking for excellent short-term rental income.

34 Hammock Breeze Way, Hilton Head Island

Listing courtesy of Howard Hanna Allen Tate Lowcountry.

$620,000

Welcome to easy living in the desirable Fernwood community within Hilton Head Plantation. Tucked into one of the neighborhood's most private settings, this beautifully maintained one-story residence offers the comfort and feel of a single-family home. Surrounded by mature landscaping, the 3-bedroom, 2-bath home provides exceptional privacy with wooded and distant views of Dolphin Head Golf Course. Offering 1,610 square feet of thoughtfully designed space, plus a spacious screened porch that serves as a true outdoor living room, the home lives much larger than its size. Inside, warm and inviting spaces feature a fireplace, soaring finished ceilings accented with beadboard and wainscoting, a comfortable living room, separate dining area, and an eat-in kitchen perfect for casual mornings or entertaining friends and family. The seamless connection between the indoor living areas and the screened porch creates the perfect setting to enjoy Hilton Head's year-round coastal climate.Fernwood offers the ideal "lock-and-leave" lifestyle. Owners enjoy the privacy and comfort of a detached home while the community's thoughtfully maintained appearance preserves its charm and appeal. Life in Hilton Head Plantation includes some of the island's finest amenities, including the Dolphin Head Recreation Area, Pine Island Beach, community pool with lazy river, fire pits, playground, community centers, restaurant, miles of leisure trails, and 4 championship golf courses. The Plantation's sought-after north-end location also provides convenient access to shopping, dining, entertainment, and the island's main entrance.With no short-term or weekly vacation rentals permitted, Fernwood offers a peaceful residential atmosphere, making it an exceptional choice for a primary residence, second home, or anyone seeking carefree island living.

3 Beds ⋅ 2 Baths ⋅ 1,610 SqFt. ⋅ HILTONHEAD-511050 MLS

Welcome to easy living in the desirable Fernwood community within Hilton Head Plantation. Tucked into one of the neighborhood's most private settings, this beautifully maintained one-story residence offers the comfort and feel of a single-family home. Surrounded by mature landscaping, the 3-bedroom, 2-bath home provides exceptional privacy with wooded and distant views of Dolphin Head Golf Course. Offering 1,610 square feet of thoughtfully designed space, plus a spacious screened porch that serves as a true outdoor living room, the home lives much larger than its size. Inside, warm and inviting spaces feature a fireplace, soaring finished ceilings accented with beadboard and wainscoting, a comfortable living room, separate dining area, and an eat-in kitchen perfect for casual mornings or entertaining friends and family. The seamless connection between the indoor living areas and the screened porch creates the perfect setting to enjoy Hilton Head's year-round coastal climate.Fernwood offers the ideal "lock-and-leave" lifestyle. Owners enjoy the privacy and comfort of a detached home while the community's thoughtfully maintained appearance preserves its charm and appeal. Life in Hilton Head Plantation includes some of the island's finest amenities, including the Dolphin Head Recreation Area, Pine Island Beach, community pool with lazy river, fire pits, playground, community centers, restaurant, miles of leisure trails, and 4 championship golf courses. The Plantation's sought-after north-end location also provides convenient access to shopping, dining, entertainment, and the island's main entrance.With no short-term or weekly vacation rentals permitted, Fernwood offers a peaceful residential atmosphere, making it an exceptional choice for a primary residence, second home, or anyone seeking carefree island living.

25 Fernwood Court, Hilton Head Island

Listing courtesy of Charter One Realty.

$265,000

Enjoy easy island living in this TURN-KEY, top-floor 2-bedroom, 2-bath villa at Hilton Head Resort, thoughtfully updated with NEW LVP FLOORING, SMOOTH CEILINGS, an UPGRADED KITCHEN, quality furnishings, NEW HVAC in 2020, a brand-new tiled kitchen backsplash, and floor-to-ceiling tile in both baths, all while enjoying a convenient building location with tennis and pickleball courts just below the front porch, BBQ grills and picnic space out back, and an outdoor pool just down the hall at ground level; move right in, personalize it with your own décor, or prepare it for rental use and start enjoying your Hilton Head getaway from day one in this gated community featuring direct beach access by scenic marsh boardwalk with seasonal shuttle, two outdoor pools, one indoor pool, running track, tennis courts, sauna, jacuzzi, fitness room, atrium, beach bar, restaurant, volleyball, and a prime location just steps from the ocean and a short bike ride to Shelter Cove Marina & Towne Centre.

2 Beds ⋅ 2 Baths ⋅ 831 SqFt. ⋅ HILTONHEAD-510822 MLS

Enjoy easy island living in this TURN-KEY, top-floor 2-bedroom, 2-bath villa at Hilton Head Resort, thoughtfully updated with NEW LVP FLOORING, SMOOTH CEILINGS, an UPGRADED KITCHEN, quality furnishings, NEW HVAC in 2020, a brand-new tiled kitchen backsplash, and floor-to-ceiling tile in both baths, all while enjoying a convenient building location with tennis and pickleball courts just below the front porch, BBQ grills and picnic space out back, and an outdoor pool just down the hall at ground level; move right in, personalize it with your own décor, or prepare it for rental use and start enjoying your Hilton Head getaway from day one in this gated community featuring direct beach access by scenic marsh boardwalk with seasonal shuttle, two outdoor pools, one indoor pool, running track, tennis courts, sauna, jacuzzi, fitness room, atrium, beach bar, restaurant, volleyball, and a prime location just steps from the ocean and a short bike ride to Shelter Cove Marina & Towne Centre.

663 William Hilton Parkway Unit 4432, Hilton Head Island

Listing courtesy of Real Broker, LLC.

$559,000

OPEN HOUSE this Sunday, 9/13 from 12PM-2PM. There is no better value on Hilton Head Island under $600K. Cottage 9, known as Molly's Cottage in Bryant Park, is back on the market through no fault of the seller or the home itself, offering a rare chance to own a green-built, detached home in one of the Island's most charming communities, all with a $15,000 BUYER CREDIT AT CLOSING. Located in Bryant Park, Ross Chapin's celebrated pocket neighborhood design, this home overlooks the community park and pool, surrounded by garden paths and shared green space. The main level features a comfortable bedroom suite, while upstairs offers two additional bedrooms alongside a versatile loft space, perfect for a home office, study, wellness area, or library. Designed to make the most of every square foot, the layout is open and comfortable, filled with natural light, quality finishes, and a well-equipped kitchen. A detached garage provides additional convenience and storage, and the backyard offers room to create your own private courtyard retreat. Nestled in the desirable Spanish Wells community, known for its many amenities, homes like this one are rarely available. With its storybook charm and walkable garden paths, Bryant Park is truly unlike anything else on Hilton Head Island or in the surrounding area, a neighborhood built around genuine connection, where front porches and shared pathways naturally bring people together. It's all within near distance to Spanish Wells Club for golf, tennis, and sunsets, and just minutes from shopping, dining, healthcare, and Hilton Head Island's beaches. BUYER BONUS of $15,000 to be used for closing costs, an interest rate buydown, or future improvements. To learn more about the pocket neighborhood concept, visit RossChapin online.

3 Beds ⋅ 2 Baths ⋅ 1,277 SqFt. ⋅ HILTONHEAD-510514 MLS

OPEN HOUSE this Sunday, 9/13 from 12PM-2PM. There is no better value on Hilton Head Island under $600K. Cottage 9, known as Molly's Cottage in Bryant Park, is back on the market through no fault of the seller or the home itself, offering a rare chance to own a green-built, detached home in one of the Island's most charming communities, all with a $15,000 BUYER CREDIT AT CLOSING. Located in Bryant Park, Ross Chapin's celebrated pocket neighborhood design, this home overlooks the community park and pool, surrounded by garden paths and shared green space. The main level features a comfortable bedroom suite, while upstairs offers two additional bedrooms alongside a versatile loft space, perfect for a home office, study, wellness area, or library. Designed to make the most of every square foot, the layout is open and comfortable, filled with natural light, quality finishes, and a well-equipped kitchen. A detached garage provides additional convenience and storage, and the backyard offers room to create your own private courtyard retreat. Nestled in the desirable Spanish Wells community, known for its many amenities, homes like this one are rarely available. With its storybook charm and walkable garden paths, Bryant Park is truly unlike anything else on Hilton Head Island or in the surrounding area, a neighborhood built around genuine connection, where front porches and shared pathways naturally bring people together. It's all within near distance to Spanish Wells Club for golf, tennis, and sunsets, and just minutes from shopping, dining, healthcare, and Hilton Head Island's beaches. BUYER BONUS of $15,000 to be used for closing costs, an interest rate buydown, or future improvements. To learn more about the pocket neighborhood concept, visit RossChapin online.

625 Spanish Wells Road Unit Unit 9, Hilton Head Island

Listing courtesy of ELEVE PROPERTIES Brokered by EXP Realty.

$743,900

Welcome to The Palm currently under construction, a beautifully designed 3 bedroom, 2.5 bath coastal retreat. This stunning elevated home offers the perfect blend of style and functionality. With a spacious drive-under garage and charming front porch, it showcases exceptional curb appeal. Upon entering the main floor, you will be greeted by a bright and open living space designed for comfort and entertaining. The open-concept kitchen, great room, and dining area create the perfect gathering space for family and friends. The gourmet kitchen is a chef's delight, featuring a large island, ample cabinetry, and modern finishes throughout. Photos are not the actual home, but representations of the models.

3 Beds ⋅ 3 Baths ⋅ 1,879 SqFt. ⋅ HILTONHEAD-510704 MLS

Welcome to The Palm currently under construction, a beautifully designed 3 bedroom, 2.5 bath coastal retreat. This stunning elevated home offers the perfect blend of style and functionality. With a spacious drive-under garage and charming front porch, it showcases exceptional curb appeal. Upon entering the main floor, you will be greeted by a bright and open living space designed for comfort and entertaining. The open-concept kitchen, great room, and dining area create the perfect gathering space for family and friends. The gourmet kitchen is a chef's delight, featuring a large island, ample cabinetry, and modern finishes throughout. Photos are not the actual home, but representations of the models.

144 Sandy Oaks Drive, Hilton Head Island

Listing courtesy of K. Hovnanian Homes.

$1,449,000

Experience the ease of the Sea Pines lifestyle in this beautifully updated Greenwood Forest retreat, where soaring ceilings, walls of glass, and a private wooded setting create a home that feels both spacious and serene. Tucked away on a quiet cul-de-sac, this light-filled 4-bedroom, 3-bath home offers exceptional indoor-outdoor living in one of Sea Pines' most convenient locations. Multiple gathering spaces flow seamlessly together, creating a layout equally suited for everyday living and entertaining. The heart of the home is the stunning kitchen, completely renovated in April 2026. Thoughtfully designed with expansive quartz countertops, abundant cabinetry, a large center island, stainless steel appliances, beverage cooler, and generous workspace, it balances style and function beautifully. Whether hosting friends or enjoying a quiet morning before a day at the beach, this is a space designed to bring people together. Just beyond, the spectacular sunroom serves as the home's signature gathering space. Framed by dramatic windows and vaulted ceilings, it captures peaceful views of the private backyard while flooding the interior with natural light. Morning coffee, afternoon reading, evening conversations-this is the space you'll find yourself drawn to again and again. Outdoor living is equally inviting. An expansive deck, hot tub, mature landscaping, and private wooded backdrop create a setting that feels worlds away while remaining remarkably convenient to everything Sea Pines has to offer. Greenwood Forest's central location is one of its greatest advantages. Residents enjoy access to the private community pool, miles of leisure trails, and a dedicated pathway to Sea Pines Center for coffee, lunch, shopping, and everyday conveniences. Harbour Town, golf, tennis, dining, and the beach are all just a short bike ride away. Whether you're searching for a primary residence, second home, or investment property, this thoughtfully updated home delivers the privacy, convenience, and lifestyle that make Sea Pines one of Hilton Head Island's most sought-after communities.

4 Beds ⋅ 3 Baths ⋅ 2,500 SqFt. ⋅ HILTONHEAD-510645 MLS

Experience the ease of the Sea Pines lifestyle in this beautifully updated Greenwood Forest retreat, where soaring ceilings, walls of glass, and a private wooded setting create a home that feels both spacious and serene. Tucked away on a quiet cul-de-sac, this light-filled 4-bedroom, 3-bath home offers exceptional indoor-outdoor living in one of Sea Pines' most convenient locations. Multiple gathering spaces flow seamlessly together, creating a layout equally suited for everyday living and entertaining. The heart of the home is the stunning kitchen, completely renovated in April 2026. Thoughtfully designed with expansive quartz countertops, abundant cabinetry, a large center island, stainless steel appliances, beverage cooler, and generous workspace, it balances style and function beautifully. Whether hosting friends or enjoying a quiet morning before a day at the beach, this is a space designed to bring people together. Just beyond, the spectacular sunroom serves as the home's signature gathering space. Framed by dramatic windows and vaulted ceilings, it captures peaceful views of the private backyard while flooding the interior with natural light. Morning coffee, afternoon reading, evening conversations-this is the space you'll find yourself drawn to again and again. Outdoor living is equally inviting. An expansive deck, hot tub, mature landscaping, and private wooded backdrop create a setting that feels worlds away while remaining remarkably convenient to everything Sea Pines has to offer. Greenwood Forest's central location is one of its greatest advantages. Residents enjoy access to the private community pool, miles of leisure trails, and a dedicated pathway to Sea Pines Center for coffee, lunch, shopping, and everyday conveniences. Harbour Town, golf, tennis, dining, and the beach are all just a short bike ride away. Whether you're searching for a primary residence, second home, or investment property, this thoughtfully updated home delivers the privacy, convenience, and lifestyle that make Sea Pines one of Hilton Head Island's most sought-after communities.

8 Pine Court, Hilton Head Island

Listing courtesy of Keller Williams Realty.

$995,000

Exceptional value on superbly maintained residence with spacious floor plan and expansive private pool in amenity rich Moss Creek. Features include natural stone flooring, granite counters, custom built-ins, vaulted ceilings, walls of windows to pool & grounds, stone surround gas fireplace, stainless steel appliances, max cabinet/counter space, recessed lighting, skylights, impressive storage space including walk-in attic, oversize 2 car garage + newer roof & energy efficient HVAC systems. Very livable/flexible floor plan boasts kitchen with breakfast bar, open to formal/casual dining, den/study, great room, 2 large 4 season Carolina rooms (screened + plexi-glass windows), well-appointed & private primary suite, 2 ample guest BR's & bath, powder room, large laundry room + huge bonus suite with kitchenette/BR/Living Area/Bath and pool view terrace! Owner groomed landscape/hardscape offers mature plantings, specimen trees, stay cool pool deck, secret garden, carriage lighting, and maximum privacy. All on quiet cul-de-sac street with primo central locale close to all this private club community has to offer!

4 Beds ⋅ 4 Baths ⋅ 3,428 SqFt. ⋅ HILTONHEAD-510654 MLS

Exceptional value on superbly maintained residence with spacious floor plan and expansive private pool in amenity rich Moss Creek. Features include natural stone flooring, granite counters, custom built-ins, vaulted ceilings, walls of windows to pool & grounds, stone surround gas fireplace, stainless steel appliances, max cabinet/counter space, recessed lighting, skylights, impressive storage space including walk-in attic, oversize 2 car garage + newer roof & energy efficient HVAC systems. Very livable/flexible floor plan boasts kitchen with breakfast bar, open to formal/casual dining, den/study, great room, 2 large 4 season Carolina rooms (screened + plexi-glass windows), well-appointed & private primary suite, 2 ample guest BR's & bath, powder room, large laundry room + huge bonus suite with kitchenette/BR/Living Area/Bath and pool view terrace! Owner groomed landscape/hardscape offers mature plantings, specimen trees, stay cool pool deck, secret garden, carriage lighting, and maximum privacy. All on quiet cul-de-sac street with primo central locale close to all this private club community has to offer!

18 Saw Timber Drive, Hilton Head Island

Listing courtesy of Charter One Realty.

$659,000

Motivated Seller: Coastal living at its finest, this spacious 3-bedroom, 2.5-bath home is located in the desirable coastal living community of Salt Creek Landing. Featuring the popular Calibogue floor plan, this Lowcountry home offers an open-concept design filled with natural light, generous living spaces, and an easy flow for everyday living and entertaining. The large primary suite provides a relaxing private retreat and includes its own balcony-an ideal spot to enjoy your morning coffee and coastal breezes. Additional highlights include an oversized two-car garage with abundant storage and a fenced backyard featuring a spacious paver patio, great for grilling, pets, outdoor dining, and entertaining. Salt Creek Landing is known for its sought-after boating amenities, including a community dock, kayak storage, and secured boat storage. Whether you enjoy fishing, kayaking, paddleboarding, or exploring the waterways of the South Carolina Lowcountry, this community makes it easy to embrace the Hilton Head Island coastal lifestyle. Conveniently located near Hilton Head Island beaches, championship golf courses, restaurants, shopping, bike paths, marinas, and outdoor recreation, the home also provides easy access to Old Town Bluffton and Savannah, Georgia. Perfect as a primary residence, second home, or relaxing Lowcountry retreat, this property offers space, convenience, and access to one of the area's most desirable coastal lifestyles. Schedule your private showing or live video tour today.

3 Beds ⋅ 3 Baths ⋅ 2,029 SqFt. ⋅ HILTONHEAD-510568 MLS

Motivated Seller: Coastal living at its finest, this spacious 3-bedroom, 2.5-bath home is located in the desirable coastal living community of Salt Creek Landing. Featuring the popular Calibogue floor plan, this Lowcountry home offers an open-concept design filled with natural light, generous living spaces, and an easy flow for everyday living and entertaining. The large primary suite provides a relaxing private retreat and includes its own balcony-an ideal spot to enjoy your morning coffee and coastal breezes. Additional highlights include an oversized two-car garage with abundant storage and a fenced backyard featuring a spacious paver patio, great for grilling, pets, outdoor dining, and entertaining. Salt Creek Landing is known for its sought-after boating amenities, including a community dock, kayak storage, and secured boat storage. Whether you enjoy fishing, kayaking, paddleboarding, or exploring the waterways of the South Carolina Lowcountry, this community makes it easy to embrace the Hilton Head Island coastal lifestyle. Conveniently located near Hilton Head Island beaches, championship golf courses, restaurants, shopping, bike paths, marinas, and outdoor recreation, the home also provides easy access to Old Town Bluffton and Savannah, Georgia. Perfect as a primary residence, second home, or relaxing Lowcountry retreat, this property offers space, convenience, and access to one of the area's most desirable coastal lifestyles. Schedule your private showing or live video tour today.

5 Creek Landing Trace, Hilton Head Island

Listing courtesy of EXP Realty LLC.

$599,000

Tucked beneath a canopy of moss-draped oaks in the prestigious Moss Creek community, this exceptional retreat captures serene lagoon views of Night Heron Pond through dramatic walls of glass that flood the home with natural light. Seven Anderson sliding glass doors, all in excellent condition, enhance the seamless connection to the outdoors. Designed for Lowcountry living, the residence features built-in bookshelves and cabinets in two rooms, along with two stunning atrium porches that create private outdoor sanctuaries for morning coffee or evening cocktails. A rare combination of tranquility, architecture, and natural beauty, this home offers an inviting coastal lifestyle surrounded by nature and timeless charm.

3 Beds ⋅ 2 Baths ⋅ 2,200 SqFt. ⋅ HILTONHEAD-509806 MLS

Tucked beneath a canopy of moss-draped oaks in the prestigious Moss Creek community, this exceptional retreat captures serene lagoon views of Night Heron Pond through dramatic walls of glass that flood the home with natural light. Seven Anderson sliding glass doors, all in excellent condition, enhance the seamless connection to the outdoors. Designed for Lowcountry living, the residence features built-in bookshelves and cabinets in two rooms, along with two stunning atrium porches that create private outdoor sanctuaries for morning coffee or evening cocktails. A rare combination of tranquility, architecture, and natural beauty, this home offers an inviting coastal lifestyle surrounded by nature and timeless charm.

33 Victoria Drive, Hilton Head Island

Listing courtesy of Collins Group Realty.

$695,000

Welcome to one of the most desirable locations in Plantation Club! This beautifully maintained 2BR/2BA ground-floor corner villa enjoys expansive views of Atlantic Dunes Golf Course and is located in the closest Plantation Club building to the Sea Pines Beach Club-only 700 yards away.Designed for easy coastal living, the villa features smooth ceilings, luxury vinyl plank flooring, and a comfortable floor plan that seamlessly connects the living and dining areas to an oversized private patio. Perfect for morning coffee, outdoor dining, or relaxing after a day at the beach, the spacious patio offers exceptional golf course views and a peaceful Lowcountry setting.Offered fully furnished, this move-in-ready villa presents an outstanding opportunity as a primary residence, vacation retreat, or income-producing rental property. Its prime Sea Pines location provides convenient access to the beach, pools, Harbour Town, South Beach Marina, Sea Pines Center, and miles of scenic leisure trails. The seasonal Sea Pines Trolley stop is located nearby, making it easy to enjoy all of Sea Pines' world-class amenities.Whether you're seeking a personal getaway or an investment opportunity, this exceptional Plantation Club villa combines ground-floor convenience, outstanding golf views, and one of the community's most walkable locations to the beach.

2 Beds ⋅ 2 Baths ⋅ 1,210 SqFt. ⋅ HILTONHEAD-510242 MLS

Welcome to one of the most desirable locations in Plantation Club! This beautifully maintained 2BR/2BA ground-floor corner villa enjoys expansive views of Atlantic Dunes Golf Course and is located in the closest Plantation Club building to the Sea Pines Beach Club-only 700 yards away.Designed for easy coastal living, the villa features smooth ceilings, luxury vinyl plank flooring, and a comfortable floor plan that seamlessly connects the living and dining areas to an oversized private patio. Perfect for morning coffee, outdoor dining, or relaxing after a day at the beach, the spacious patio offers exceptional golf course views and a peaceful Lowcountry setting.Offered fully furnished, this move-in-ready villa presents an outstanding opportunity as a primary residence, vacation retreat, or income-producing rental property. Its prime Sea Pines location provides convenient access to the beach, pools, Harbour Town, South Beach Marina, Sea Pines Center, and miles of scenic leisure trails. The seasonal Sea Pines Trolley stop is located nearby, making it easy to enjoy all of Sea Pines' world-class amenities.Whether you're seeking a personal getaway or an investment opportunity, this exceptional Plantation Club villa combines ground-floor convenience, outstanding golf views, and one of the community's most walkable locations to the beach.

10 Lighthouse Road Unit 426, Hilton Head Island

Listing courtesy of Charter One Realty.

$6,995,000

Exceptional Nantucket-inspired oceanfront luxury on coveted Dune Lane in North Forest Beach! Rarely does an opportunity like this come along-an extraordinary 5-bedroom, 5-bath, 2 half-bath coastal retreat that has never been rented and has been lovingly enjoyed as a private family getaway. Offered fully furnished and move-in ready, this stunning oceanfront home is ready for immediate enjoyment. Thoughtfully designed for entertaining and effortless coastal living, this beautifully updated home showcases timeless architecture, hardwood floors throughout, elegant coffered ceilings, and walls of windows designed to capture breathtaking ocean views. The stunning chef's kitchen serves as the heart of the home with sea glass granite countertops, gas range and oven, updated appliances, and generous gathering spaces ideal for hosting family and friends. Designed with comfort and flexibility in mind, the home features primary suites on both the first and second floors along with spacious guest accommodations throughout. Expansive oceanfront decks on both levels create the perfect setting for morning coffee, evening cocktails, and endless views of the sandy shoreline and Atlantic Ocean. Outside, enjoy your private oceanfront oasis complete with a sparkling pool, direct beach access, and abundant covered parking and storage below. Whether you envision a private family compound, luxury second home, or exceptional investment opportunity, the strong rental potential provides flexibility for years to come. Located in the heart of North Forest Beach, this premier location places you just moments from Coligny's shops, restaurants, entertainment, and activities while offering the exclusivity and prestige that make Dune Lane one of Hilton Head Island's most sought-after oceanfront addresses. Timeless Nantucket-inspired design. Unrivaled oceanfront living. The beach house generations dream about owning.

5 Beds ⋅ 7 Baths ⋅ 4,655 SqFt. ⋅ HILTONHEAD-510012 MLS

Exceptional Nantucket-inspired oceanfront luxury on coveted Dune Lane in North Forest Beach! Rarely does an opportunity like this come along-an extraordinary 5-bedroom, 5-bath, 2 half-bath coastal retreat that has never been rented and has been lovingly enjoyed as a private family getaway. Offered fully furnished and move-in ready, this stunning oceanfront home is ready for immediate enjoyment. Thoughtfully designed for entertaining and effortless coastal living, this beautifully updated home showcases timeless architecture, hardwood floors throughout, elegant coffered ceilings, and walls of windows designed to capture breathtaking ocean views. The stunning chef's kitchen serves as the heart of the home with sea glass granite countertops, gas range and oven, updated appliances, and generous gathering spaces ideal for hosting family and friends. Designed with comfort and flexibility in mind, the home features primary suites on both the first and second floors along with spacious guest accommodations throughout. Expansive oceanfront decks on both levels create the perfect setting for morning coffee, evening cocktails, and endless views of the sandy shoreline and Atlantic Ocean. Outside, enjoy your private oceanfront oasis complete with a sparkling pool, direct beach access, and abundant covered parking and storage below. Whether you envision a private family compound, luxury second home, or exceptional investment opportunity, the strong rental potential provides flexibility for years to come. Located in the heart of North Forest Beach, this premier location places you just moments from Coligny's shops, restaurants, entertainment, and activities while offering the exclusivity and prestige that make Dune Lane one of Hilton Head Island's most sought-after oceanfront addresses. Timeless Nantucket-inspired design. Unrivaled oceanfront living. The beach house generations dream about owning.

77 Dune Lane, Hilton Head Island

Listing courtesy of Charter One Realty.

$565,000

Welcome to 12 Gold Oak Drive, a beautifully appointed 3-bedroom, 2.5-bathroom home nestled in Oakview, one of Hilton Head Island's most beloved residential communities just off Spanish Wells Road. Framed by the graceful live oaks and Spanish moss that define Lowcountry living, this home delivers the island lifestyle families dream about, priced under $600,000 in a market where that kind of value is increasingly rare.Inside, the open floor plan creates effortless flow between living, dining, and kitchen spaces, filled with natural light and anchored by rich hardwood flooring throughout. The layout is equally suited to everyday family life and relaxed coastal entertaining.Step outside to your private paver patio, a true extension of the living space ideal for morning coffee, evening gatherings, or simply soaking in the serene surroundings that make Hilton Head living so special. A spacious garage rounds out the everyday practicality today's buyers expect.Oakview residents enjoy a community pool, a day dock, and bike-friendly streets, all within minutes of the Cross Island Parkway, championship golf, award-winning beaches, top-rated dining, and the shopping corridors of mid-island Hilton Head. Whether you are relocating, rightsizing, or planting roots on the island, 12 Gold Oak Drive is an opportunity that will not last.

3 Beds ⋅ 3 Baths ⋅ 1,963 SqFt. ⋅ HILTONHEAD-510252 MLS

Welcome to 12 Gold Oak Drive, a beautifully appointed 3-bedroom, 2.5-bathroom home nestled in Oakview, one of Hilton Head Island's most beloved residential communities just off Spanish Wells Road. Framed by the graceful live oaks and Spanish moss that define Lowcountry living, this home delivers the island lifestyle families dream about, priced under $600,000 in a market where that kind of value is increasingly rare.Inside, the open floor plan creates effortless flow between living, dining, and kitchen spaces, filled with natural light and anchored by rich hardwood flooring throughout. The layout is equally suited to everyday family life and relaxed coastal entertaining.Step outside to your private paver patio, a true extension of the living space ideal for morning coffee, evening gatherings, or simply soaking in the serene surroundings that make Hilton Head living so special. A spacious garage rounds out the everyday practicality today's buyers expect.Oakview residents enjoy a community pool, a day dock, and bike-friendly streets, all within minutes of the Cross Island Parkway, championship golf, award-winning beaches, top-rated dining, and the shopping corridors of mid-island Hilton Head. Whether you are relocating, rightsizing, or planting roots on the island, 12 Gold Oak Drive is an opportunity that will not last.

12 Gold Oak Drive, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty.

$4,300,000

Custom waterfront estate in the prestigious gated community of Windmill Harbour, home of the South Carolina Yacht Club, offering an exceptional Lowcountry boating lifestyle. Situated on 2 harbor-front lots with 2 private 70' boat slips, this custom residence was designed for luxury living and entertaining. Expansive open spaces, soaring ceilings, fireplaces, and multiple balconies capture stunning water views throughout. The main level features the primary suite, private office, formal dining room, spacious living areas, and a chef's kitchen with premium appliances. The 4th bedroom above the 3-car garage offers flexible use as a guest suite, media room, exercise space, or mother-in-law suite. Room for a custom pool and outdoor kitchen. Convenient to Bluffton, Savannah, golf, dining, and beaches.

4 Beds ⋅ 5 Baths ⋅ 7,324 SqFt. ⋅ HILTONHEAD-509253 MLS

Custom waterfront estate in the prestigious gated community of Windmill Harbour, home of the South Carolina Yacht Club, offering an exceptional Lowcountry boating lifestyle. Situated on 2 harbor-front lots with 2 private 70' boat slips, this custom residence was designed for luxury living and entertaining. Expansive open spaces, soaring ceilings, fireplaces, and multiple balconies capture stunning water views throughout. The main level features the primary suite, private office, formal dining room, spacious living areas, and a chef's kitchen with premium appliances. The 4th bedroom above the 3-car garage offers flexible use as a guest suite, media room, exercise space, or mother-in-law suite. Room for a custom pool and outdoor kitchen. Convenient to Bluffton, Savannah, golf, dining, and beaches.

34 Sparwheel Lane, Hilton Head Island

Listing courtesy of Collins Group Realty.

$330,000

Perfectly positioned at the gateway to Hilton Head Island yet firmly rooted in the heart of beautiful and historic Bluffton, this precious 4-bedroom, 3-bath property offers more than just a place to live - it offers a way of life. Unlike a traditional condo or townhome, this home has no shared walls, no neighbors above or below, and lives just like a private single-family residence. You get the privacy, space, and independence of your own home, while enjoying the convenience and lower-maintenance lifestyle that comes with condominium ownership. Imagine mornings spent sipping coffee on your back deck as the birds and wildlife awaken around you. Inside, the home welcomes you with warm coastal charm, inviting spaces, and room for everyone you love. What truly sets this property apart is its place within the newly imagined community of The Gatherings. Designed around connection, friendship, and the simple joys of everyday life, this is a neighborhood where front porches matter, conversations happen naturally, and neighbors become lifelong friends. This isn't just another home for sale. It's a front-row seat to the beauty of the Lowcountry. A launching point for Island adventures. A place where memories will be made for years to come. A coastal cottage that captures everything people dream about when they imagine living where the marsh meets the ocean. Your Regime fee covers insurance, roof, security, exterior maintenance and trash collection - truly carefree living. Incredible opportunity for an investment property, second home or primary coastal escape. Some homes are viewed. Others are experienced. And this one simply must be seen to be fully appreciated. Come discover what life can look like when charm, location, community, and the beauty of the South Carolina coast come together in one unforgettable place.

4 Beds ⋅ 3 Baths ⋅ 1,950 SqFt. ⋅ HILTONHEAD-510211 MLS

Perfectly positioned at the gateway to Hilton Head Island yet firmly rooted in the heart of beautiful and historic Bluffton, this precious 4-bedroom, 3-bath property offers more than just a place to live - it offers a way of life. Unlike a traditional condo or townhome, this home has no shared walls, no neighbors above or below, and lives just like a private single-family residence. You get the privacy, space, and independence of your own home, while enjoying the convenience and lower-maintenance lifestyle that comes with condominium ownership. Imagine mornings spent sipping coffee on your back deck as the birds and wildlife awaken around you. Inside, the home welcomes you with warm coastal charm, inviting spaces, and room for everyone you love. What truly sets this property apart is its place within the newly imagined community of The Gatherings. Designed around connection, friendship, and the simple joys of everyday life, this is a neighborhood where front porches matter, conversations happen naturally, and neighbors become lifelong friends. This isn't just another home for sale. It's a front-row seat to the beauty of the Lowcountry. A launching point for Island adventures. A place where memories will be made for years to come. A coastal cottage that captures everything people dream about when they imagine living where the marsh meets the ocean. Your Regime fee covers insurance, roof, security, exterior maintenance and trash collection - truly carefree living. Incredible opportunity for an investment property, second home or primary coastal escape. Some homes are viewed. Others are experienced. And this one simply must be seen to be fully appreciated. Come discover what life can look like when charm, location, community, and the beauty of the South Carolina coast come together in one unforgettable place.

48 Salt Marsh Drive Unit 48, Hilton Head Island

Listing courtesy of Charter One Realty.

$8,995,000

Positioned directly on the Atlantic Ocean within the prestigious Sea Pines Resort, 33 Ruddy Turnstone Road is an extraordinary 5-bedroom, 4.5-bath oceanfront estate where timeless coastal architecture, resort-style amenities, and uncompromising craftsmanship come together to create one of Hilton Head Island's premier waterfront residences. Spanning approximately 5,837 square feet, commercial-grade marble and hardwood floors set the tone throughout an interior designed for effortless coastal living. The chef's kitchen is equipped with Wolf appliances and a Sub-Zero refrigerator, seamlessly connecting the main living areas to the outdoor entertaining spaces. Just beyond, a stunning new 2026 pool and spa overlook a wide stretch of private beach and panoramic Atlantic views. A dramatic floating translucent staircase connects three thoughtfully designed levels, each curated for entertaining. The top-floor Sky Bar & Bedroom features folding glass walls opening to an expansive oceanfront terrace, complete with a wet bar, ice maker, and refrigerator. The ground-level sports bar offers the same indoor-outdoor experience through its folding glass wall, while the 1,800-bottle climate-controlled wine room with an eSommelier system creates an unforgettable centerpiece. A 20-zone Sonos sound system serves every room and outdoor living area, all controlled from your phone. Above the three-car garage, a fully finished, independent flex space offering 2 full bedrooms plus a punk loft with its own HVAC, water heater, and electrical system provides ideal accommodations for guests, extended family, a private office, or fitness studio. The garage itself is equally well-appointed with a second Sub-Zero refrigerator, sink, ice maker, and wine cooler. Additional highlights include a Tesla charger, 1,000-pound elevator, whole-house water filtration, tankless water heaters, highest-rated hurricane-impact windows and doors, outdoor bar & grill, a new 2024 roof, and professionally redesigned landscaping in 2026. Located within Sea Pines Resort, owners enjoy private beach access, 90 holes of championship golf including Harbour Town Golf Links, miles of leisure trails, world-class dining, boutique shopping, and the island's premier resort amenities. Whether you're seeking a primary residence, luxury vacation home, or an exceptional short-term rental investment, 33 Ruddy Turnstone Road offers an extraordinary opportunity to own one of Hilton Head Island's premier oceanfront properties.

5 Beds ⋅ 6 Baths ⋅ 5,837 SqFt. ⋅ HILTONHEAD-510013 MLS

Positioned directly on the Atlantic Ocean within the prestigious Sea Pines Resort, 33 Ruddy Turnstone Road is an extraordinary 5-bedroom, 4.5-bath oceanfront estate where timeless coastal architecture, resort-style amenities, and uncompromising craftsmanship come together to create one of Hilton Head Island's premier waterfront residences. Spanning approximately 5,837 square feet, commercial-grade marble and hardwood floors set the tone throughout an interior designed for effortless coastal living. The chef's kitchen is equipped with Wolf appliances and a Sub-Zero refrigerator, seamlessly connecting the main living areas to the outdoor entertaining spaces. Just beyond, a stunning new 2026 pool and spa overlook a wide stretch of private beach and panoramic Atlantic views. A dramatic floating translucent staircase connects three thoughtfully designed levels, each curated for entertaining. The top-floor Sky Bar & Bedroom features folding glass walls opening to an expansive oceanfront terrace, complete with a wet bar, ice maker, and refrigerator. The ground-level sports bar offers the same indoor-outdoor experience through its folding glass wall, while the 1,800-bottle climate-controlled wine room with an eSommelier system creates an unforgettable centerpiece. A 20-zone Sonos sound system serves every room and outdoor living area, all controlled from your phone. Above the three-car garage, a fully finished, independent flex space offering 2 full bedrooms plus a punk loft with its own HVAC, water heater, and electrical system provides ideal accommodations for guests, extended family, a private office, or fitness studio. The garage itself is equally well-appointed with a second Sub-Zero refrigerator, sink, ice maker, and wine cooler. Additional highlights include a Tesla charger, 1,000-pound elevator, whole-house water filtration, tankless water heaters, highest-rated hurricane-impact windows and doors, outdoor bar & grill, a new 2024 roof, and professionally redesigned landscaping in 2026. Located within Sea Pines Resort, owners enjoy private beach access, 90 holes of championship golf including Harbour Town Golf Links, miles of leisure trails, world-class dining, boutique shopping, and the island's premier resort amenities. Whether you're seeking a primary residence, luxury vacation home, or an exceptional short-term rental investment, 33 Ruddy Turnstone Road offers an extraordinary opportunity to own one of Hilton Head Island's premier oceanfront properties.

33 Ruddy Turnstone Road, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty.

$1,475,000

Discover this exceptional custom-built property in the prestigious gated community of Palmetto Hall on Hilton Head Island. This spacious 5-bedroom, 5.5-bath home offers approximately 4,421 square feet of refined living space and an exceptional floor plan that includes two versatile bonus rooms, perfect for a home office, media room, gym, or additional guest suite. Built in 2006 on a generous lot with water and golf views, the residence features high-end appliances including a convection oven, wine cooler, warming drawer, and trash compactor. The interior impresses with elegant tray ceilings, smooth finishes, an expansive eat-in kitchen, formal living and dining rooms, multiple family areas, a main-level master suite with a lavish bath, abundant natural light, and a seamless flow perfect for both comfortable living and elegant entertaining. Additional practical features include extra washer and dryer hookups located in the mudroom leading to the garage, as well as secondary laundry hookups in the garage. The home also features a dedicated golf cart garage and is conveniently close to the golf cart gate, where you can reach one of the world famous Hilton Head beaches by golf cart in just 5 minutes. Palmetto Hall offers a true resort-style lifestyle with optional membership to the private club featuring two renowned 18-hole championship golf courses (Arthur Hills and Robert Cupp), a clubhouse, a junior Olympic pool, tennis/pickleball courts, and scenic nature preserves. This private, residential-focused community provides 24/7 security, golf cart paths, and a welcoming neighborhood atmosphere on the north end of the island. Quality, location, and value make this a rare opportunity for luxury coastal living in one of Hilton Head's most sought-after communities.

5 Beds ⋅ 6 Baths ⋅ 4,421 SqFt. ⋅ HILTONHEAD-509561 MLS

Discover this exceptional custom-built property in the prestigious gated community of Palmetto Hall on Hilton Head Island. This spacious 5-bedroom, 5.5-bath home offers approximately 4,421 square feet of refined living space and an exceptional floor plan that includes two versatile bonus rooms, perfect for a home office, media room, gym, or additional guest suite. Built in 2006 on a generous lot with water and golf views, the residence features high-end appliances including a convection oven, wine cooler, warming drawer, and trash compactor. The interior impresses with elegant tray ceilings, smooth finishes, an expansive eat-in kitchen, formal living and dining rooms, multiple family areas, a main-level master suite with a lavish bath, abundant natural light, and a seamless flow perfect for both comfortable living and elegant entertaining. Additional practical features include extra washer and dryer hookups located in the mudroom leading to the garage, as well as secondary laundry hookups in the garage. The home also features a dedicated golf cart garage and is conveniently close to the golf cart gate, where you can reach one of the world famous Hilton Head beaches by golf cart in just 5 minutes. Palmetto Hall offers a true resort-style lifestyle with optional membership to the private club featuring two renowned 18-hole championship golf courses (Arthur Hills and Robert Cupp), a clubhouse, a junior Olympic pool, tennis/pickleball courts, and scenic nature preserves. This private, residential-focused community provides 24/7 security, golf cart paths, and a welcoming neighborhood atmosphere on the north end of the island. Quality, location, and value make this a rare opportunity for luxury coastal living in one of Hilton Head's most sought-after communities.

3 Chestnut Lane, Hilton Head Island

Listing courtesy of EXP Realty LLC.

$774,999

Experience exceptional Lowcountry living in this beautifully designed marshfront home located in the gated community of Salt Creek Landing. Built in 2016, this elevated 4-bedroom, 3.5-bath residence blends newer construction style with stunning waterfront views of Old House Creek. The spacious floor plan includes a first-floor bedroom and three additional bedrooms upstairs, offering flexibility for guests and family alike. Designed for both everyday comfort and entertaining, the home features an expanded living area with 6 feet of extra living space, abundant natural light, extensive kitchen cabinetry, generous storage throughout, and an oversized 2-car garage with additional storage space. Outdoor living is just as impressive with two screened porches, an extended patio, and direct access from the porch to the backyard, perfect for enjoying the coastal setting and marsh views. Salt Creek Landing offers residents access to a community day dock and boat storage, all tucked behind the gates on desirable Spanish Wells Road.

4 Beds ⋅ 4 Baths ⋅ 2,490 SqFt. ⋅ HILTONHEAD-509078 MLS

Experience exceptional Lowcountry living in this beautifully designed marshfront home located in the gated community of Salt Creek Landing. Built in 2016, this elevated 4-bedroom, 3.5-bath residence blends newer construction style with stunning waterfront views of Old House Creek. The spacious floor plan includes a first-floor bedroom and three additional bedrooms upstairs, offering flexibility for guests and family alike. Designed for both everyday comfort and entertaining, the home features an expanded living area with 6 feet of extra living space, abundant natural light, extensive kitchen cabinetry, generous storage throughout, and an oversized 2-car garage with additional storage space. Outdoor living is just as impressive with two screened porches, an extended patio, and direct access from the porch to the backyard, perfect for enjoying the coastal setting and marsh views. Salt Creek Landing offers residents access to a community day dock and boat storage, all tucked behind the gates on desirable Spanish Wells Road.

12 Hammock Oaks Circle, Hilton Head Island

Listing courtesy of Charter One Realty.

$6,500,000

There is a particular kind of home that reveals itself slowly. That earns your attention rather than demanding it. 12 Brams Point Road is that home. Set on one and a half acres along the Calibogue Sound within the exclusive enclave of Spanish Wells, this is one of Hilton Head Island's true deep-water residential positions. Spanish Wells is not a club-centric community. It is one that values privacy, quality of life, and living by the water. A sandy beach at the water's edge and the optional Spanish Wells Club, with its walking 9-hole course, Har-Tru tennis, pickleball, and waterside clubhouse, are simply there for those who want them. The first chapter belongs to a world-renowned transplant surgeon and his wife, who conceived and built this home under their own exacting supervision, with the precision and uncompromising standard that defines a life spent at the highest level of human endeavor. Among the things they built into it from the start: a geothermal HVAC system, at a moment when very few residential builders were thinking that far ahead. The second chapter belongs to a noted art collector and architecture connoisseur who knew precisely what this home was when he found it, and precisely what it needed. He did not renovate it. He completed it, adding the Havana deck, the infinity edge spilling into a dedicated lap pool below, the fully screened outdoor great room with fireplace and full kitchen, and the layers of landscape that make the privacy here feel effortless and absolute. In 2023, the geothermal system was completely replaced and upgraded to the newest available filtration technology, producing hospital-quality air throughout. A standard that, across two ownerships, was never incidental. Five bedroom suites, each with its own private view of water or gardens. Gallery walls throughout. A layout open, connected, and completely private. A dock permit in hand. Traded once, in 2018. Offered now for only the second time. Come home to 12 Brams Point.

5 Beds ⋅ 7 Baths ⋅ 6,000 SqFt. ⋅ HILTONHEAD-509318 MLS

There is a particular kind of home that reveals itself slowly. That earns your attention rather than demanding it. 12 Brams Point Road is that home. Set on one and a half acres along the Calibogue Sound within the exclusive enclave of Spanish Wells, this is one of Hilton Head Island's true deep-water residential positions. Spanish Wells is not a club-centric community. It is one that values privacy, quality of life, and living by the water. A sandy beach at the water's edge and the optional Spanish Wells Club, with its walking 9-hole course, Har-Tru tennis, pickleball, and waterside clubhouse, are simply there for those who want them. The first chapter belongs to a world-renowned transplant surgeon and his wife, who conceived and built this home under their own exacting supervision, with the precision and uncompromising standard that defines a life spent at the highest level of human endeavor. Among the things they built into it from the start: a geothermal HVAC system, at a moment when very few residential builders were thinking that far ahead. The second chapter belongs to a noted art collector and architecture connoisseur who knew precisely what this home was when he found it, and precisely what it needed. He did not renovate it. He completed it, adding the Havana deck, the infinity edge spilling into a dedicated lap pool below, the fully screened outdoor great room with fireplace and full kitchen, and the layers of landscape that make the privacy here feel effortless and absolute. In 2023, the geothermal system was completely replaced and upgraded to the newest available filtration technology, producing hospital-quality air throughout. A standard that, across two ownerships, was never incidental. Five bedroom suites, each with its own private view of water or gardens. Gallery walls throughout. A layout open, connected, and completely private. A dock permit in hand. Traded once, in 2018. Offered now for only the second time. Come home to 12 Brams Point.

12 Brams Point Road, Hilton Head Island

Listing courtesy of ELEVE PROPERTIES Brokered by EXP Realty.