Michaelfriesproperties.com Search Results

$419,000

Great Price for this Admiral's Row at Hilton Head Beach & Tennis Resort-where oceanfront living meets laid-back Lowcountry charm! This beautifully positioned villa offers direct access to one of Hilton Head's most pristine stretches of beach, just steps from your door. Enjoy morning sunrises over the Atlantic, afternoons by the resort-style pool, and evenings with ocean breezes from your private balcony. The resort features unmatched amenities including tennis courts, pickleball, on-site dining, bike rentals, and gated security-making it a favorite for both personal getaways and strong rental potential. Whether you're looking for a second home or an investment property, this is coastal living the way it was meant to be. With strong rental history potential and consistent visitor demand, this property is ideal for investors seeking reliable coastal income with the added benefit of personal enjoyment. The villa overlooks the Admiral Row pool and has nice ocean views from the balcony. it has updated stainless GE appliances, luxury plank flooring, tiled kitchen and baths, white shaker cabinets, and the HVAC system is one year old. Solid Rental Income! The building is undergoing an updated sprinkler system and the owner has paid all fees associated with the upgrade.

2 Beds ⋅ 2 Baths ⋅ 996 SqFt. ⋅ HILTONHEAD-506911 MLS

Great Price for this Admiral's Row at Hilton Head Beach & Tennis Resort-where oceanfront living meets laid-back Lowcountry charm! This beautifully positioned villa offers direct access to one of Hilton Head's most pristine stretches of beach, just steps from your door. Enjoy morning sunrises over the Atlantic, afternoons by the resort-style pool, and evenings with ocean breezes from your private balcony. The resort features unmatched amenities including tennis courts, pickleball, on-site dining, bike rentals, and gated security-making it a favorite for both personal getaways and strong rental potential. Whether you're looking for a second home or an investment property, this is coastal living the way it was meant to be. With strong rental history potential and consistent visitor demand, this property is ideal for investors seeking reliable coastal income with the added benefit of personal enjoyment. The villa overlooks the Admiral Row pool and has nice ocean views from the balcony. it has updated stainless GE appliances, luxury plank flooring, tiled kitchen and baths, white shaker cabinets, and the HVAC system is one year old. Solid Rental Income! The building is undergoing an updated sprinkler system and the owner has paid all fees associated with the upgrade.

40 Folly Field Road Unit 231, Hilton Head Island

Listing courtesy of Beechee Coastal Properties, LLC.

$505,000

Finally here! Steady rentals throughout the summer made it nearly impossible to see this fantastic villa. We now have several open windows, so come check it out. Terrific 2 bedroom/2 bath villa just steps from the beach! This nicely updated, furnished and finished villa is a great vacation home with solid rental history (grossing approx $40k in 2025). This two-story unit boasts an open floor plan, newer mechanicals, and a great deck overlooking the lagoon. Two ample bedrooms with beds to sleep 6+. Turn key and ready for you to start enjoying or renting. Seascape villa owners have access to a private beachfront cabana with restrooms - a rare and special amenity! All this is just a short walk to Coligny Plaza, Celebration Park, and tons of shopping and dining. Whether you are looking for a beach getaway or a solid investment, make 3037 Seascape yours!

2 Beds ⋅ 2 Baths ⋅ 1,100 SqFt. ⋅ HILTONHEAD-505432 MLS

Finally here! Steady rentals throughout the summer made it nearly impossible to see this fantastic villa. We now have several open windows, so come check it out. Terrific 2 bedroom/2 bath villa just steps from the beach! This nicely updated, furnished and finished villa is a great vacation home with solid rental history (grossing approx $40k in 2025). This two-story unit boasts an open floor plan, newer mechanicals, and a great deck overlooking the lagoon. Two ample bedrooms with beds to sleep 6+. Turn key and ready for you to start enjoying or renting. Seascape villa owners have access to a private beachfront cabana with restrooms - a rare and special amenity! All this is just a short walk to Coligny Plaza, Celebration Park, and tons of shopping and dining. Whether you are looking for a beach getaway or a solid investment, make 3037 Seascape yours!

42 S Forest Beach Drive Unit 3037, Hilton Head Island

Listing courtesy of Sea Pines Real Estate - Beach Club.

$7,000,000

This spectacular home in Spanish Wells Plantation was custom-built as a practical family home and completed in 2021 with the utmost care and meticulous attention to detail. Combining English tradition and Lowcountry life style, the residence boasts a fabulous resort like pool and backyard as well as a river porch with a tidal dock that allows for direct access to Broad Creek. The home features elevated design features and finishings that showcase the owner's passion for the practical. The fabulous kitchen with beautiful cabinetry, up and downstairs laundry rooms, junior principal suite on first floor, fabulous media room, a stylish guest apartment over one garage and a huge family room over the other, ample parking with four garage bays, an English style courtyard entrance and more, truly exemplify that "Home is Resort and Resort is Home".

6 Beds ⋅ 8 Baths ⋅ 7,366 SqFt. ⋅ HILTONHEAD-506748 MLS

This spectacular home in Spanish Wells Plantation was custom-built as a practical family home and completed in 2021 with the utmost care and meticulous attention to detail. Combining English tradition and Lowcountry life style, the residence boasts a fabulous resort like pool and backyard as well as a river porch with a tidal dock that allows for direct access to Broad Creek. The home features elevated design features and finishings that showcase the owner's passion for the practical. The fabulous kitchen with beautiful cabinetry, up and downstairs laundry rooms, junior principal suite on first floor, fabulous media room, a stylish guest apartment over one garage and a huge family room over the other, ample parking with four garage bays, an English style courtyard entrance and more, truly exemplify that "Home is Resort and Resort is Home".

48 Widewater Road, Hilton Head Island

Listing courtesy of Daniel Ravenel Sotheby's International Realty.

$6,500,000

Positioned along one of Hilton Head Island's most coveted stretches of coastline, 9 Bayberry Lane offers a rare blend of privacy, architectural distinction, and timeless coastal elegance. Completed in 2019, the home showcases extraordinary craftsmanship and thoughtfully curated natural materials throughout. Spanning 5 bedrooms and 5 bathrooms, it was designed for both relaxed living and refined entertaining, featuring 2 luxurious primary suites with spa-inspired baths and ocean views. Soaring ceilings, bespoke finishes, and expansive gathering spaces create an atmosphere that is both sophisticated and inviting, while a screened porch and elevated ocean lookout provide the perfect vantage points to enjoy the ocean breeze and ever-changing coastal landscape.

5 Beds ⋅ 5 Baths ⋅ 4,000 SqFt. ⋅ HILTONHEAD-505596 MLS

Positioned along one of Hilton Head Island's most coveted stretches of coastline, 9 Bayberry Lane offers a rare blend of privacy, architectural distinction, and timeless coastal elegance. Completed in 2019, the home showcases extraordinary craftsmanship and thoughtfully curated natural materials throughout. Spanning 5 bedrooms and 5 bathrooms, it was designed for both relaxed living and refined entertaining, featuring 2 luxurious primary suites with spa-inspired baths and ocean views. Soaring ceilings, bespoke finishes, and expansive gathering spaces create an atmosphere that is both sophisticated and inviting, while a screened porch and elevated ocean lookout provide the perfect vantage points to enjoy the ocean breeze and ever-changing coastal landscape.

9 Bayberry Lane, Hilton Head Island

Listing courtesy of Dunes Real Estate.

$2,595,000

Beautiful architectural design House with a distinctive curb appeal. Large floor to ceiling windows to feel connected to the tropical outside, steps away from the beach. Newly painted inside and out. Updated Gourmet kitchen stainless steel appliances and new quartz countertops. Extra large Pool with 9 foot deep end and built in bench. Private dock to cruise the 11 mile canal system. Lot has a full seawall keeping, maximum privacy toward the back neighbors. Beautiful suspended decking around the House with large areas to entertain and have fun under the sun.

3 Beds ⋅ 4 Baths ⋅ 2,492 SqFt. ⋅ HILTONHEAD-506000 MLS

Beautiful architectural design House with a distinctive curb appeal. Large floor to ceiling windows to feel connected to the tropical outside, steps away from the beach. Newly painted inside and out. Updated Gourmet kitchen stainless steel appliances and new quartz countertops. Extra large Pool with 9 foot deep end and built in bench. Private dock to cruise the 11 mile canal system. Lot has a full seawall keeping, maximum privacy toward the back neighbors. Beautiful suspended decking around the House with large areas to entertain and have fun under the sun.

41 Mooring Buoy, Hilton Head Island

Listing courtesy of I Save Realty.

$2,049,000

Set along a peaceful tidal lagoon in the heart of Wexford, 3 Roxbury Circle is an exceptional courtyard home designed for effortless Lowcountry living. High ceilings, abundant natural light, multiple private guest suites, and seamless indoor-outdoor living create an ideal blend of comfort, privacy, and lifestyle. The main level centers around an open kitchen, dining area, and spacious great room, where coffered ceilings and custom built-ins add warmth and character. The bright kitchen features a cleverly hidden walk-in pantry and flows naturally into the main living space. Just beyond, a screened terrace with a built-in hot tub provides an inviting setting for relaxed evenings and entertaining. The main-level primary suite offers direct terrace access, generous walk-in closet, and beautifully appointed bath with a large zero-entry shower. Also on this level are a spacious ensuite guest bedroom, dedicated home office, and laundry room. Above the garage, a generously sized bedroom and full bath provide added privacy. A 3-stop elevator conveniently connects the garage, main level, and this guest level. Upstairs, an add'l ensuite guest suite features a sitting area and direct access to a private covered deck overlooking the tranquil surroundings. Outdoor spaces take full advantage of the picturesque lagoon setting. A rear bulkhead frames the homesite, while a wraparound deck and covered grilling area with a built-in gas grill extend the living and entertaining spaces. Add'l features include a 2-car plus golf cart garage with an epoxy-finished floor, built-in cabinetry, and utility sink, as well as a new roof in 2025 and exterior paint in 2022. Ideally located within Wexford, the home is just a short distance from the driving range, tennis center, clubhouse, Harbour Center, and pool complex. Members enjoy Wexford's distinctive private-club lifestyle, including a private marina, championship golf, Har-Tru tennis, pickleball, croquet, clubhouse dining, resort-style pools, community fire pit, and an active year-round social calendar. The recently opened new Harbour Center and expanded Clubhouse further enhance the experience with new gathering and social spaces at the heart of the community. With tranquil lagoon views, thoughtfully designed indoor and outdoor spaces, exceptional flexibility, and Wexford's extensive amenities close at hand, 3 Roxbury Circle offers a compelling opportunity to enjoy the best of Lowcountry living.

4 Beds ⋅ 4 Baths ⋅ 4,150 SqFt. ⋅ HILTONHEAD-505262 MLS

Set along a peaceful tidal lagoon in the heart of Wexford, 3 Roxbury Circle is an exceptional courtyard home designed for effortless Lowcountry living. High ceilings, abundant natural light, multiple private guest suites, and seamless indoor-outdoor living create an ideal blend of comfort, privacy, and lifestyle. The main level centers around an open kitchen, dining area, and spacious great room, where coffered ceilings and custom built-ins add warmth and character. The bright kitchen features a cleverly hidden walk-in pantry and flows naturally into the main living space. Just beyond, a screened terrace with a built-in hot tub provides an inviting setting for relaxed evenings and entertaining. The main-level primary suite offers direct terrace access, generous walk-in closet, and beautifully appointed bath with a large zero-entry shower. Also on this level are a spacious ensuite guest bedroom, dedicated home office, and laundry room. Above the garage, a generously sized bedroom and full bath provide added privacy. A 3-stop elevator conveniently connects the garage, main level, and this guest level. Upstairs, an add'l ensuite guest suite features a sitting area and direct access to a private covered deck overlooking the tranquil surroundings. Outdoor spaces take full advantage of the picturesque lagoon setting. A rear bulkhead frames the homesite, while a wraparound deck and covered grilling area with a built-in gas grill extend the living and entertaining spaces. Add'l features include a 2-car plus golf cart garage with an epoxy-finished floor, built-in cabinetry, and utility sink, as well as a new roof in 2025 and exterior paint in 2022. Ideally located within Wexford, the home is just a short distance from the driving range, tennis center, clubhouse, Harbour Center, and pool complex. Members enjoy Wexford's distinctive private-club lifestyle, including a private marina, championship golf, Har-Tru tennis, pickleball, croquet, clubhouse dining, resort-style pools, community fire pit, and an active year-round social calendar. The recently opened new Harbour Center and expanded Clubhouse further enhance the experience with new gathering and social spaces at the heart of the community. With tranquil lagoon views, thoughtfully designed indoor and outdoor spaces, exceptional flexibility, and Wexford's extensive amenities close at hand, 3 Roxbury Circle offers a compelling opportunity to enjoy the best of Lowcountry living.

3 Roxbury Circle, Hilton Head Island

Listing courtesy of Charter One Realty.

$475,000

Seller is offering a $5000 credit at closing with an acceptable offer! Discover the perfect getaway at this updated villa, ideally situated near Hilton Head Island's best beaches, dining, shopping, and entertainment. Rare opportunity to own a piece of HHI paradise with 2 private courtyards in Hilton Head Beach Club Villas! This 2-bedroom, 1.5 bath villa is being sold fully furnished and ready for the new owners and their guests! The open floor plan is bright & airy w/a full kitchen ready for your cooking & entertaining needs. The living area walks out to the spacious rear courtyard, complete with a dining table and gas grill nestled under the lush palm trees, with access to the sundeck and pool. You will find two bedrooms and a shared, recently remodeled bath upstairs. The Primary bedroom has a private balcony for enjoying coffee or a cocktail. The villa is a quick walk to the beach, Coligny Plaza with its shops and restaurants, or Low Country Celebration Park. Don't miss your opportunity to call this villa your favorite escape!! Currently, an active vacation rental that is managed by a local professional property management company!

2 Beds ⋅ 2 Baths ⋅ 1,160 SqFt. ⋅ HILTONHEAD-505362 MLS

Seller is offering a $5000 credit at closing with an acceptable offer! Discover the perfect getaway at this updated villa, ideally situated near Hilton Head Island's best beaches, dining, shopping, and entertainment. Rare opportunity to own a piece of HHI paradise with 2 private courtyards in Hilton Head Beach Club Villas! This 2-bedroom, 1.5 bath villa is being sold fully furnished and ready for the new owners and their guests! The open floor plan is bright & airy w/a full kitchen ready for your cooking & entertaining needs. The living area walks out to the spacious rear courtyard, complete with a dining table and gas grill nestled under the lush palm trees, with access to the sundeck and pool. You will find two bedrooms and a shared, recently remodeled bath upstairs. The Primary bedroom has a private balcony for enjoying coffee or a cocktail. The villa is a quick walk to the beach, Coligny Plaza with its shops and restaurants, or Low Country Celebration Park. Don't miss your opportunity to call this villa your favorite escape!! Currently, an active vacation rental that is managed by a local professional property management company!

11 Tanglewood Drive Unit 34, Hilton Head Island

Listing courtesy of RE/MAX Island Realty.

$1,645,000

Rental machine grossing over $100K the past two years! Ideally positioned within a private gated community just a 9-minute stroll to the beach. Designed for both grand entertaining and relaxed seaside living, this six-bedroom, four-bath, three-story residence offers exceptional scale, comfort, and privacy. An elevator services all three levels, providing effortless access throughout the home and adding both convenience and sophistication. Expansive living areas are thoughtfully arranged to accommodate 20+ guests, making the property ideal for multi-generational gatherings, executive retreats, or hosting extended family in style. Outdoors, a private heated in-ground pool creates a true resort-style experience, while the backyard paver patio overlooks a peaceful wooded backdrop. Located in a golf cart and Low Speed Vehicle-friendly neighborhood with nighttime security patrol, the community offers both leisure and peace of mind. The combination of gated access, quick proximity to the beach, and spacious design makes this property a standout in the coastal luxury market.

6 Beds ⋅ 4 Baths ⋅ 3,333 SqFt. ⋅ HILTONHEAD-504810 MLS

Rental machine grossing over $100K the past two years! Ideally positioned within a private gated community just a 9-minute stroll to the beach. Designed for both grand entertaining and relaxed seaside living, this six-bedroom, four-bath, three-story residence offers exceptional scale, comfort, and privacy. An elevator services all three levels, providing effortless access throughout the home and adding both convenience and sophistication. Expansive living areas are thoughtfully arranged to accommodate 20+ guests, making the property ideal for multi-generational gatherings, executive retreats, or hosting extended family in style. Outdoors, a private heated in-ground pool creates a true resort-style experience, while the backyard paver patio overlooks a peaceful wooded backdrop. Located in a golf cart and Low Speed Vehicle-friendly neighborhood with nighttime security patrol, the community offers both leisure and peace of mind. The combination of gated access, quick proximity to the beach, and spacious design makes this property a standout in the coastal luxury market.

119 Sandcastle Court, Hilton Head Island

Listing courtesy of Lowcountry Realty Group, LLC.

$3,875,000

7 Bedrooms | Brand New Construction | Close Proximity to the Beach | Sea Pines - Set along the fairways of Heron Point Golf Course in the heart of Sea Pines, 34 Tupelo is a newly constructed luxury residence designed for gracious living, gathering, and effortless Lowcountry style. With seven bedrooms and beautifully curated spaces throughout, this home offers both scale and intimacy. Inside, soaring ceilings and abundant natural light frame an open-concept layout that feels both elevated and welcoming. The chef's kitchen anchors the home with high-end appliances including a gas range, dual dishwashers and refrigerators, a butler's pantry, designed for entertaining with ease. Multiple living areas, including a recreation room, reading nook, and private in-law suite with its own staircase, provide flexibility and privacy for every lifestyle. A private pool overlooks the golf course, while the patio and built-in outdoor kitchen create an ideal setting for morning coffee, relaxed afternoons, or evenings spent under the stars. The home's location within Sea Pines Resort places you minutes from the beach, Harbour Town Marina, the iconic lighthouse, Lawton Stables, world-class golf and tennis, and miles of leisure trails. Whether biking to the beach, or exploring everything Sea Pines has to offer, the lifestyle here is both convenient and exceptional. 34 Tupelo is a rare opportunity to own a brand-new luxury home in one of Hilton Head Island's most sought-after resort communities. This is where refined design, thoughtful spaces, and an unmatched setting come together seamlessly.

7 Beds ⋅ 7 Baths ⋅ 4,400 SqFt. ⋅ HILTONHEAD-504560 MLS

7 Bedrooms | Brand New Construction | Close Proximity to the Beach | Sea Pines - Set along the fairways of Heron Point Golf Course in the heart of Sea Pines, 34 Tupelo is a newly constructed luxury residence designed for gracious living, gathering, and effortless Lowcountry style. With seven bedrooms and beautifully curated spaces throughout, this home offers both scale and intimacy. Inside, soaring ceilings and abundant natural light frame an open-concept layout that feels both elevated and welcoming. The chef's kitchen anchors the home with high-end appliances including a gas range, dual dishwashers and refrigerators, a butler's pantry, designed for entertaining with ease. Multiple living areas, including a recreation room, reading nook, and private in-law suite with its own staircase, provide flexibility and privacy for every lifestyle. A private pool overlooks the golf course, while the patio and built-in outdoor kitchen create an ideal setting for morning coffee, relaxed afternoons, or evenings spent under the stars. The home's location within Sea Pines Resort places you minutes from the beach, Harbour Town Marina, the iconic lighthouse, Lawton Stables, world-class golf and tennis, and miles of leisure trails. Whether biking to the beach, or exploring everything Sea Pines has to offer, the lifestyle here is both convenient and exceptional. 34 Tupelo is a rare opportunity to own a brand-new luxury home in one of Hilton Head Island's most sought-after resort communities. This is where refined design, thoughtful spaces, and an unmatched setting come together seamlessly.

34 Tupelo Road, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty.

$5,000,000

Wake up to the sound of waves at this exceptional oceanfront estate in coveted Forest Beach. This 8-bedroom, 7.5-bathroom retreat isn't just a home-it's a gateway to the Hilton Head lifestyle you've been dreaming of. Step inside to sun-drenched living spaces where floor-to-ceiling windows frame unobstructed ocean views like living artwork. The open-concept design flows effortlessly from room to room, perfect for gatherings large and intimate. Contemporary finishes meet coastal charm throughout, creating spaces that feel both sophisticated and refreshingly relaxed. Outside, your private dune landscape provides direct beach access-no streets to cross, no long walks. Just steps from your door to your toes in the sand. Whether you're hosting extended family, running a successful vacation rental, or simply claiming your piece of paradise, this property delivers the rare combination of luxury, location, and lifestyle. With 8 generously sized bedrooms, there's room for everyone to spread out and create their own coastal memories. The 7.5 bathrooms ensure comfort and convenience, while the distinctive architectural style sets this property apart from typical beach homes.Forest Beach location. Oceanfront position. Unmatched potential. Your next chapter starts here.

8 Beds ⋅ 8 Baths ⋅ 4,510 SqFt. ⋅ HILTONHEAD-504438 MLS

Wake up to the sound of waves at this exceptional oceanfront estate in coveted Forest Beach. This 8-bedroom, 7.5-bathroom retreat isn't just a home-it's a gateway to the Hilton Head lifestyle you've been dreaming of. Step inside to sun-drenched living spaces where floor-to-ceiling windows frame unobstructed ocean views like living artwork. The open-concept design flows effortlessly from room to room, perfect for gatherings large and intimate. Contemporary finishes meet coastal charm throughout, creating spaces that feel both sophisticated and refreshingly relaxed. Outside, your private dune landscape provides direct beach access-no streets to cross, no long walks. Just steps from your door to your toes in the sand. Whether you're hosting extended family, running a successful vacation rental, or simply claiming your piece of paradise, this property delivers the rare combination of luxury, location, and lifestyle. With 8 generously sized bedrooms, there's room for everyone to spread out and create their own coastal memories. The 7.5 bathrooms ensure comfort and convenience, while the distinctive architectural style sets this property apart from typical beach homes.Forest Beach location. Oceanfront position. Unmatched potential. Your next chapter starts here.

7 Guscio Way, Hilton Head Island

Listing courtesy of EXP Realty LLC.

$15,000

Best Fractional Ownership homes on the Island! 3 BR, 3 BA single family homes with approximately 2,000 sq ft of fully furnished living space. The 1/13 deeded home ownership also includes the owner's private clubhouse with lounge, conference, game, fitness rooms, pool, hot tubs, and concierge service. Perfect for those desiring a turn-key vacation home which can be used for multiple visits of a few days, by the week or longer for a total of 27 days every year. All stays are by reservation for ultimate flexibility for family, friends, or clients use. Come check out one of our 28 homes. Enjoy access to 7 local courses with cart-fee-only play for both the owner and an in-residence guest.

3 Beds ⋅ 3 Baths ⋅ HILTONHEAD-503883 MLS

Best Fractional Ownership homes on the Island! 3 BR, 3 BA single family homes with approximately 2,000 sq ft of fully furnished living space. The 1/13 deeded home ownership also includes the owner's private clubhouse with lounge, conference, game, fitness rooms, pool, hot tubs, and concierge service. Perfect for those desiring a turn-key vacation home which can be used for multiple visits of a few days, by the week or longer for a total of 27 days every year. All stays are by reservation for ultimate flexibility for family, friends, or clients use. Come check out one of our 28 homes. Enjoy access to 7 local courses with cart-fee-only play for both the owner and an in-residence guest.

51 Aberdeen Court Unit 28-11, Hilton Head Island

Listing courtesy of Dunes Real Estate.

$32,000

Enjoy 2 BR, 2 BA fixed 10 weeks of the new year. First 10 weeks of January - the second week of March. Desirable first floor unit. Balcony view of the pool. Short stroll to the beach and all amenities. Enjoy the theatre, fine and casual dinning. bike our 100+ miles of biking, and lots more. Day trips to historical Charleston and Savannah and many small towns in between.

2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-504118 MLS

Enjoy 2 BR, 2 BA fixed 10 weeks of the new year. First 10 weeks of January - the second week of March. Desirable first floor unit. Balcony view of the pool. Short stroll to the beach and all amenities. Enjoy the theatre, fine and casual dinning. bike our 100+ miles of biking, and lots more. Day trips to historical Charleston and Savannah and many small towns in between.

14 Wimbledon Court Unit 123-1, Hilton Head Island

Listing courtesy of Dunes Real Estate.

$6,800,000

A rare opportunity to own a beautifully updated 8-bedroom oceanfront home in the heart of North Forest Beach. Designed to take full advantage of its exceptional setting, 9 Guscio Way offers sweeping Atlantic views, direct beach access, and multiple covered balconies spanning all three levels. The spacious, open-concept interior is ideal for gathering and entertaining, with an elevator serving each floor and a bonus room with a second kitchen providing added flexibility for guests. Outside, enjoy a private pool and spa, paved pool deck, lush landscaping, and a private boardwalk leading directly to the beach. Extensive improvements include a new roof, new HVAC systems, new Hardie siding, impact windows and doors, and more-offering the benefit of a well-cared-for oceanfront property with many major updates already completed. Equally appealing as a luxury second home or high-performing vacation rental, the property has generated exceptional rental income, with over $400,000 for 2026. All of this is just a short walk or golf cart ride from Coligny Plaza, Celebration Park, restaurants, shopping, and entertainment-combining the privacy of an oceanfront retreat with one of Hilton Head Island's most desirable and convenient beach locations.

8 Beds ⋅ 8 Baths ⋅ 5,752 SqFt. ⋅ HILTONHEAD-503643 MLS

A rare opportunity to own a beautifully updated 8-bedroom oceanfront home in the heart of North Forest Beach. Designed to take full advantage of its exceptional setting, 9 Guscio Way offers sweeping Atlantic views, direct beach access, and multiple covered balconies spanning all three levels. The spacious, open-concept interior is ideal for gathering and entertaining, with an elevator serving each floor and a bonus room with a second kitchen providing added flexibility for guests. Outside, enjoy a private pool and spa, paved pool deck, lush landscaping, and a private boardwalk leading directly to the beach. Extensive improvements include a new roof, new HVAC systems, new Hardie siding, impact windows and doors, and more-offering the benefit of a well-cared-for oceanfront property with many major updates already completed. Equally appealing as a luxury second home or high-performing vacation rental, the property has generated exceptional rental income, with over $400,000 for 2026. All of this is just a short walk or golf cart ride from Coligny Plaza, Celebration Park, restaurants, shopping, and entertainment-combining the privacy of an oceanfront retreat with one of Hilton Head Island's most desirable and convenient beach locations.

9 Guscio Way, Hilton Head Island

Listing courtesy of Daniel Ravenel Sotheby's International Realty.

$99,000

Direct Harbourfront View! What are you waiting for? Come own a piece of paradise! Completely renovated quarter-share condo in a Mediterranean-style Harbour community. Enjoy live music & entertainment from the balcony. Enjoy everything the area has to offer without ever getting in the car. Amenities include a private pool, hot tub, gas grills, private secure parking, & access to Palmetto Dunes. Experience world-class amenities: beach, golf, tennis, lagoon system & leisure trails. Yearly fee incl: taxes, insurance, utilities, etc! Just bring your suitcase. Hassle-free deeded ownership provides 13 rotating weeks of use on Hilton Head.

2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-503819 MLS

Direct Harbourfront View! What are you waiting for? Come own a piece of paradise! Completely renovated quarter-share condo in a Mediterranean-style Harbour community. Enjoy live music & entertainment from the balcony. Enjoy everything the area has to offer without ever getting in the car. Amenities include a private pool, hot tub, gas grills, private secure parking, & access to Palmetto Dunes. Experience world-class amenities: beach, golf, tennis, lagoon system & leisure trails. Yearly fee incl: taxes, insurance, utilities, etc! Just bring your suitcase. Hassle-free deeded ownership provides 13 rotating weeks of use on Hilton Head.

9 Harbourside Lane Unit 7312B, Hilton Head Island

Listing courtesy of Sea Pines Real Estate - The Cottage Group, LLC.

$5,295,000

A rare opportunity, nestled on over 2 acres in popular Sea Pines. This Lowcountry, custom estate features a private, detached multi-purpose cottage, quietly located in the rear of the property, accessed exclusively by a land bridge. A beautifully curated 5 bedroom compound, set among majestic live oaks and pines, offers a sanctuary with single level living on the main floor, a private lagoon, pool/spa along with multiple outdoor spaces, ideal for entertaining. Throughout the main living areas you'll find rich hardwood floors, beautiful trim details and walls finished in sophisticated, classic neutral tones-creamy whites and warm taupes. The kitchen sets the tone of the home with natural dolomite countertops, taupe perimeter and island cabinets with custom arched oak upper cabinets flanking the range, complete with pure brass hardware. The mix of traditional selections is balanced with a modern, linear light fixture over the island. The scullery kitchen provides ample prep space and storage in addition to a dedicated pantry. Enjoy mixing cocktails in the well appointed wet bar with floating shelves and knurled brass plumbing. Features in the bathrooms include timeless marble mosaics paired effortlessly with curated ceramics complete with custom cabinetry and classic hardware selections. This commitment to mixing the traditional with modern, high-end selections guarantees a home that will never go out of style. Experience working remotely in the study featuring custom built-in desks. Dramatic, cathedral ceilings make the home feel larger than life. A media room invites you to relax and linger. Details abound with ceilings trimmed in tongue and groove, shiplap walls, custom wood stained wall paneling, arched built-ins, custom built-in office. The versatile guest cottage welcomes friends and family, featuring a living room, wet bar, bedroom, full bathroom, and additional garage space for up to three vehicles. An expansive screened porch enhances the outdoor experience, making it perfect for gatherings such as oyster roasts or bourbon tastings, or simply relaxing while enjoying the picturesque natural surroundings. Experience a home that seamlessly integrates classic design with modern living amidst the scenic beauty rooted in Lowcountry heritage.This property offers a unique experience of residing on a secluded estate with world-class amenities including golf, tennis, stables, a nature preserve, restaurants and shops just a stroll away.

5 Beds ⋅ 6 Baths ⋅ 4,965 SqFt. ⋅ HILTONHEAD-503477 MLS

A rare opportunity, nestled on over 2 acres in popular Sea Pines. This Lowcountry, custom estate features a private, detached multi-purpose cottage, quietly located in the rear of the property, accessed exclusively by a land bridge. A beautifully curated 5 bedroom compound, set among majestic live oaks and pines, offers a sanctuary with single level living on the main floor, a private lagoon, pool/spa along with multiple outdoor spaces, ideal for entertaining. Throughout the main living areas you'll find rich hardwood floors, beautiful trim details and walls finished in sophisticated, classic neutral tones-creamy whites and warm taupes. The kitchen sets the tone of the home with natural dolomite countertops, taupe perimeter and island cabinets with custom arched oak upper cabinets flanking the range, complete with pure brass hardware. The mix of traditional selections is balanced with a modern, linear light fixture over the island. The scullery kitchen provides ample prep space and storage in addition to a dedicated pantry. Enjoy mixing cocktails in the well appointed wet bar with floating shelves and knurled brass plumbing. Features in the bathrooms include timeless marble mosaics paired effortlessly with curated ceramics complete with custom cabinetry and classic hardware selections. This commitment to mixing the traditional with modern, high-end selections guarantees a home that will never go out of style. Experience working remotely in the study featuring custom built-in desks. Dramatic, cathedral ceilings make the home feel larger than life. A media room invites you to relax and linger. Details abound with ceilings trimmed in tongue and groove, shiplap walls, custom wood stained wall paneling, arched built-ins, custom built-in office. The versatile guest cottage welcomes friends and family, featuring a living room, wet bar, bedroom, full bathroom, and additional garage space for up to three vehicles. An expansive screened porch enhances the outdoor experience, making it perfect for gatherings such as oyster roasts or bourbon tastings, or simply relaxing while enjoying the picturesque natural surroundings. Experience a home that seamlessly integrates classic design with modern living amidst the scenic beauty rooted in Lowcountry heritage.This property offers a unique experience of residing on a secluded estate with world-class amenities including golf, tennis, stables, a nature preserve, restaurants and shops just a stroll away.

4 Plantation Drive, Hilton Head Island

Listing courtesy of Howard Hanna Allen Tate Lowcountry.

$4,199,000

Located in the highly sought-after North Forest Beach neighborhood of Hilton Head Island, 3 Driftwood Lane is a rare coastal luxury home situated on a private street of just nine residences that share exclusive private beach access reserved solely for the street. This spacious five-bedroom home with four full and two half bathrooms offers approximately 4,100 square feet of living space, combining privacy, close proximity to the beach, and refined Lowcountry design. Designed for elevated coastal living, the property features a resort-style outdoor living area with an elevated pool and spa, an outdoor kitchen, and a private outdoor shower and bathroom, making it ideal for seamless indoor-outdoor entertaining. Interior living spaces are generously sized and provide flexible accommodations for family and guests, while the oversized garage offers abundant storage, a valuable feature for beach gear and everyday convenience.Just steps from the Atlantic Ocean and minutes from Hilton Head Island's premier shopping, dining, and entertainment, this North Forest Beach home offers an exceptional blend of seclusion and accessibility. Whether used as a primary residence, a luxury second home, or a high-end vacation rental investment, 3 Driftwood Lane represents a rare opportunity to own a private beach access home in one of Hilton Head's most desirable locations.

5 Beds ⋅ 6 Baths ⋅ 4,100 SqFt. ⋅ HILTONHEAD-503345 MLS

Located in the highly sought-after North Forest Beach neighborhood of Hilton Head Island, 3 Driftwood Lane is a rare coastal luxury home situated on a private street of just nine residences that share exclusive private beach access reserved solely for the street. This spacious five-bedroom home with four full and two half bathrooms offers approximately 4,100 square feet of living space, combining privacy, close proximity to the beach, and refined Lowcountry design. Designed for elevated coastal living, the property features a resort-style outdoor living area with an elevated pool and spa, an outdoor kitchen, and a private outdoor shower and bathroom, making it ideal for seamless indoor-outdoor entertaining. Interior living spaces are generously sized and provide flexible accommodations for family and guests, while the oversized garage offers abundant storage, a valuable feature for beach gear and everyday convenience.Just steps from the Atlantic Ocean and minutes from Hilton Head Island's premier shopping, dining, and entertainment, this North Forest Beach home offers an exceptional blend of seclusion and accessibility. Whether used as a primary residence, a luxury second home, or a high-end vacation rental investment, 3 Driftwood Lane represents a rare opportunity to own a private beach access home in one of Hilton Head's most desirable locations.

3 Driftwood Lane, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty.

$6,500,000

Spectacular must-see modern and dramatic Wayne Windham designed oceanfront estate in residential Port Royal. This gorgeous home offers a flexible floor plan with a gourmet kitchen and great room, 3-4 bedroom suites, and endless extra living areas to accommodate an office, children's area, game tables, piano room, work-out room, you name it! Perfect for family living as well as entertaining! Located on a prime ocean view lot, this home has been lightly lived in. Professional landscaping, free-standing columns, dramatic sweeping twin staircases, saturnia inlayed flooring, Vitricore kitchen cabinets, fireplace, glass brick walls, infinity pool, are just some of the upscale appointments of this light-filled masterpiece.

3 Beds ⋅ 5 Baths ⋅ 5,725 SqFt. ⋅ HILTONHEAD-502804 MLS

Spectacular must-see modern and dramatic Wayne Windham designed oceanfront estate in residential Port Royal. This gorgeous home offers a flexible floor plan with a gourmet kitchen and great room, 3-4 bedroom suites, and endless extra living areas to accommodate an office, children's area, game tables, piano room, work-out room, you name it! Perfect for family living as well as entertaining! Located on a prime ocean view lot, this home has been lightly lived in. Professional landscaping, free-standing columns, dramatic sweeping twin staircases, saturnia inlayed flooring, Vitricore kitchen cabinets, fireplace, glass brick walls, infinity pool, are just some of the upscale appointments of this light-filled masterpiece.

20 N Port Royal Drive, Hilton Head Island

Listing courtesy of Sea Pines Real Estate South Beach.

$390,000

Absolutely incredible Top Floor Direct Ocean Front Condo just moments from the sand and poolside, this exceptional 3rd-floor residence captures one of the finest views in all of Hilton Head Beach & Tennis. Meticulously redesigned with newer HVAC and electrical, all-new walls, ceilings, and flooring, built-in bunks, and a curated selection of luxury finishes. Enjoy cultured marble surfaces, a spa-like walk-in shower, quartz countertops, shaker cabinetry, ceramic plank tile, and custom fixtures throughout. Ideal as a high-performing rental or full time home. Experience coastal living at its finest!

1 Beds ⋅ 1 Baths ⋅ 560 SqFt. ⋅ HILTONHEAD-503249 MLS

Absolutely incredible Top Floor Direct Ocean Front Condo just moments from the sand and poolside, this exceptional 3rd-floor residence captures one of the finest views in all of Hilton Head Beach & Tennis. Meticulously redesigned with newer HVAC and electrical, all-new walls, ceilings, and flooring, built-in bunks, and a curated selection of luxury finishes. Enjoy cultured marble surfaces, a spa-like walk-in shower, quartz countertops, shaker cabinetry, ceramic plank tile, and custom fixtures throughout. Ideal as a high-performing rental or full time home. Experience coastal living at its finest!

40 Folly Field Road Unit APT C330, Hilton Head Island

Listing courtesy of Lowcountry Realty Group, LLC.

$2,199,000

This sophisticated Marsh Island turn-key home offers a perfect floor plan and a gorgeous stunning marsh-wrapped view of the free-form pool with a large Stone Works designed surround. The numerous first-class updates in this home, its meticulous care, and only part-time occupancy by the owners add to its endless appeal. Enter into an atrium that opens to the great room and dining area with soaring ceiling, and the kitchen and breakfast area. This magazine-worthy kitchen offers extensive Poggen Pohl cabinets, SubZero refrigerator, Wolf Microwave and cook top, double ovens, Madagascar marble counters, and a laundry/pantry room with wine racks and a wine refrigerator. Also located on the first floor are a separate office and the primary suite. Over the garage is a large bonus room. Off the foyer soars a modern staircase and balcony with stainless handrails and balusters leading to the 3 guest rooms. There is a 220 volt EV charger in the garage. Enjoy the exclusive and coveted Marsh Island residential neighborhood, with close access to Sea Pines Country Club and all that Sea Pines offers.

4 Beds ⋅ 4 Baths ⋅ 3,125 SqFt. ⋅ HILTONHEAD-500571 MLS

This sophisticated Marsh Island turn-key home offers a perfect floor plan and a gorgeous stunning marsh-wrapped view of the free-form pool with a large Stone Works designed surround. The numerous first-class updates in this home, its meticulous care, and only part-time occupancy by the owners add to its endless appeal. Enter into an atrium that opens to the great room and dining area with soaring ceiling, and the kitchen and breakfast area. This magazine-worthy kitchen offers extensive Poggen Pohl cabinets, SubZero refrigerator, Wolf Microwave and cook top, double ovens, Madagascar marble counters, and a laundry/pantry room with wine racks and a wine refrigerator. Also located on the first floor are a separate office and the primary suite. Over the garage is a large bonus room. Off the foyer soars a modern staircase and balcony with stainless handrails and balusters leading to the 3 guest rooms. There is a 220 volt EV charger in the garage. Enjoy the exclusive and coveted Marsh Island residential neighborhood, with close access to Sea Pines Country Club and all that Sea Pines offers.

2 Long Marsh Lane, Hilton Head Island

Listing courtesy of Sea Pines Real Estate South Beach.

$30,000

Buyer to pay $1,000.00 Capital Reserve Transfer Fee. Model Open Daily. Fabulous Sun rise overlooking huge lagoon. Ownership includes 10 weeks of use in 5 two week increments rotating throughout the year. Enjoy all the services and amenities of the Westin Resort, golf for 4 daily for four players for cart fee only, free tennis and or pickle ball

2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-500519 MLS

Buyer to pay $1,000.00 Capital Reserve Transfer Fee. Model Open Daily. Fabulous Sun rise overlooking huge lagoon. Ownership includes 10 weeks of use in 5 two week increments rotating throughout the year. Enjoy all the services and amenities of the Westin Resort, golf for 4 daily for four players for cart fee only, free tennis and or pickle ball

14 Wimbledon Court Unit 702-5, Hilton Head Island

Listing courtesy of Hilton Head Properties.