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$1,249,000

Set right along the 18th fairway of the Country Club of Hilton Head, 55 Santa Maria Drive delivers the double fairway view that makes a golf course home worth having. The Raintree floor plan gives each of its four bedrooms real separation, with en-suite baths throughout.Inside, tall vaulted ceilings and walls of windows pull the fairway view into the living room, where a fireplace anchors the space without competing with the light. A separate family room, with a fireplace of its own, opens to the kitchen and breakfast nook, distinct from the formal living area. The fourth bedroom sits over the garage, set apart enough to work well as a guest suite, and the garage below leaves room for a dedicated work area alongside the vehicles.Outside, a fenced pool sits behind a nicely grassed backyard, screened by privacy vegetation from everything but the fairway. The outdoor grill and patio make the space livable, not just decorative.The Country Club of Hilton Head is a short stroll away. Whether that means a quick nine or lunch at the clubhouse, the walk is part of what makes this address work.

4 Beds ⋅ 5 Baths ⋅ 3,048 SqFt. ⋅ HILTONHEAD-512841 MLS

Set right along the 18th fairway of the Country Club of Hilton Head, 55 Santa Maria Drive delivers the double fairway view that makes a golf course home worth having. The Raintree floor plan gives each of its four bedrooms real separation, with en-suite baths throughout.Inside, tall vaulted ceilings and walls of windows pull the fairway view into the living room, where a fireplace anchors the space without competing with the light. A separate family room, with a fireplace of its own, opens to the kitchen and breakfast nook, distinct from the formal living area. The fourth bedroom sits over the garage, set apart enough to work well as a guest suite, and the garage below leaves room for a dedicated work area alongside the vehicles.Outside, a fenced pool sits behind a nicely grassed backyard, screened by privacy vegetation from everything but the fairway. The outdoor grill and patio make the space livable, not just decorative.The Country Club of Hilton Head is a short stroll away. Whether that means a quick nine or lunch at the clubhouse, the walk is part of what makes this address work.

55 Santa Maria Drive, Hilton Head Island

Listing courtesy of Sea Pines Real Estate - Beach Club.

$2,100,000

This fully furnished third-row ocean home is ideally located a short distance from the beach via a dedicated path through a winding grove of trees and boardwalk. Situated in the highly sought-after Forest Beach area and conveniently close to the Ocean Gate of Sea Pines Resort, this home is perfectly suited for family getaways, a second home, or investment use. Offering 4 bedrooms and 4.5 baths, this home features welcoming front porches on both the first and second floors, plus two side porches, including a screened porch for relaxing outdoors. Two separate living spaces provide plenty of room for everyone to spread out, making it easy for adults and kids to enjoy their own space. The well-appointed kitchen is ready for everything from casual breakfasts to family dinners. All four bedrooms are located on the second level, offering access to deep patios-perfect for enjoying the coastal breeze and lush surroundings. After a day at the beach, retreat to the private, fenced side yard oasis featuring a pool, spa, and spacious patio area, ideal for afternoon swims, entertaining, cookouts and relaxed evenings. Whether you're looking for a permanent residence, vacation retreat, or rental property, this home offers exceptional flexibility and appeal. Fully furnished and ready to enjoy, this Forest Beach gem captures the best of the Hilton Head Island lifestyle.

4 Beds ⋅ 5 Baths ⋅ 2,256 SqFt. ⋅ HILTONHEAD-512797 MLS

This fully furnished third-row ocean home is ideally located a short distance from the beach via a dedicated path through a winding grove of trees and boardwalk. Situated in the highly sought-after Forest Beach area and conveniently close to the Ocean Gate of Sea Pines Resort, this home is perfectly suited for family getaways, a second home, or investment use. Offering 4 bedrooms and 4.5 baths, this home features welcoming front porches on both the first and second floors, plus two side porches, including a screened porch for relaxing outdoors. Two separate living spaces provide plenty of room for everyone to spread out, making it easy for adults and kids to enjoy their own space. The well-appointed kitchen is ready for everything from casual breakfasts to family dinners. All four bedrooms are located on the second level, offering access to deep patios-perfect for enjoying the coastal breeze and lush surroundings. After a day at the beach, retreat to the private, fenced side yard oasis featuring a pool, spa, and spacious patio area, ideal for afternoon swims, entertaining, cookouts and relaxed evenings. Whether you're looking for a permanent residence, vacation retreat, or rental property, this home offers exceptional flexibility and appeal. Fully furnished and ready to enjoy, this Forest Beach gem captures the best of the Hilton Head Island lifestyle.

6 Cassina Lane, Hilton Head Island

Listing courtesy of Keller Williams Realty.

$4,795,000

Oceanfront Living, Elevated. Set directly along the Atlantic Ocean within Leamington, Palmetto Dunes, 136 South Shore Drive offers an exceptional combination of oceanfront living, privacy, and refined coastal comfort. Tasteful interiors and a spacious floor plan create an inviting setting for both everyday living and entertaining. Just beyond the residence, owners can enjoy the beach, pool, and the natural beauty of Hilton Head Island's coastline. South Shore's intimate setting provides a distinctive advantage. With no short-term rentals, the community maintains a quieter, more private residential atmosphere while remaining conveniently close to the golf, tennis, pickleball, dining, biking, and recreational amenities of Palmetto Dunes.136 South Shore Drive is a rare opportunity to enjoy a beautiful oceanfront residence in one of Hilton Head Island's most desirable and private coastal settings.

4 Beds ⋅ 5 Baths ⋅ 4,386 SqFt. ⋅ HILTONHEAD-512195 MLS

Oceanfront Living, Elevated. Set directly along the Atlantic Ocean within Leamington, Palmetto Dunes, 136 South Shore Drive offers an exceptional combination of oceanfront living, privacy, and refined coastal comfort. Tasteful interiors and a spacious floor plan create an inviting setting for both everyday living and entertaining. Just beyond the residence, owners can enjoy the beach, pool, and the natural beauty of Hilton Head Island's coastline. South Shore's intimate setting provides a distinctive advantage. With no short-term rentals, the community maintains a quieter, more private residential atmosphere while remaining conveniently close to the golf, tennis, pickleball, dining, biking, and recreational amenities of Palmetto Dunes.136 South Shore Drive is a rare opportunity to enjoy a beautiful oceanfront residence in one of Hilton Head Island's most desirable and private coastal settings.

136 S Shore Drive, Hilton Head Island

Listing courtesy of Keller Williams Realty.

$950,000

Don't miss this rare 4-bedroom home in the quiet Club Course section of Sea Pines, ideally positioned along the par-5 2nd hole of the Sea Pines Country Club golf course. Renovated in 2021, this turnkey property offers an updated, easy-living floor plan with beautiful finishes throughout.The kitchen was fully remodeled with updated cabinetry, countertops, and appliances, while the bathrooms were also refreshed and the hardwood flooring refinished throughout. The open floor plan connects the living area to the dining space and Carolina room, with a classic brick fireplace anchoring the main living room.Step outside to a spacious back deck overlooking the golf course, creating a peaceful setting for relaxing or entertaining. Additional updates include a newer HVAC system replaced in 2021.Whether you're looking for a fantastic rental property, second home, or low-maintenance full-time residence, this 4-bedroom Sea Pines home offers a rare combination of space, location, and thoughtful updates. Enjoy all that Sea Pines has to offer, including miles of leisure trails, beautiful beaches, world-class golf, tennis and pickleball, Harbour Town, South Beach Marina, dining, shopping, and endless opportunities to enjoy the Lowcountry lifestyle.

4 Beds ⋅ 3 Baths ⋅ 2,201 SqFt. ⋅ HILTONHEAD-512744 MLS

Don't miss this rare 4-bedroom home in the quiet Club Course section of Sea Pines, ideally positioned along the par-5 2nd hole of the Sea Pines Country Club golf course. Renovated in 2021, this turnkey property offers an updated, easy-living floor plan with beautiful finishes throughout.The kitchen was fully remodeled with updated cabinetry, countertops, and appliances, while the bathrooms were also refreshed and the hardwood flooring refinished throughout. The open floor plan connects the living area to the dining space and Carolina room, with a classic brick fireplace anchoring the main living room.Step outside to a spacious back deck overlooking the golf course, creating a peaceful setting for relaxing or entertaining. Additional updates include a newer HVAC system replaced in 2021.Whether you're looking for a fantastic rental property, second home, or low-maintenance full-time residence, this 4-bedroom Sea Pines home offers a rare combination of space, location, and thoughtful updates. Enjoy all that Sea Pines has to offer, including miles of leisure trails, beautiful beaches, world-class golf, tennis and pickleball, Harbour Town, South Beach Marina, dining, shopping, and endless opportunities to enjoy the Lowcountry lifestyle.

150 Otter Road, Hilton Head Island

Listing courtesy of Charter One Realty.

$6,795,000

Where Palmetto Dunes meets the sea, you get the sunrise before anyone else even reaches the beach. 8 Dinghy is true direct oceanfront in Palmetto Dunes, with the timeless coastal style built for the way Lowcountry living is supposed to feel. The Atlantic is already outside your door, no walk required. Fully remodeled top to bottom with new fixtures, appliances, furniture, kitchen and baths with an additional laundry added to the second floor and the expansion of the screen porch are all exceptional features of this 4,000 square foot home. Seven bedrooms and five and a half baths give you room to bring the whole family without anyone getting in anyone else's way. The gourmet kitchen has two refrigerators built for real entertaining, and the oceanfront pool, large deck, and screened porch turn every meal into an event. The owner turned the garage into a game room during rental season for added family fun and the multiple outdoor living spaces give everyone incredible places to enjoy their time while on Hilton Head Island. A gated path leads directly to the stretch of wide soft sandy beaches and is located just far enough away from the crowded beach areas but yet close enough for a short walk to the heart of Palmetto Dunes. Golf, tennis, and resort amenities are part of everyday life here. Direct oceanfront rarely comes to market on Hilton Head Island. This one is available now, but likely not for long.

7 Beds ⋅ 6 Baths ⋅ 4,000 SqFt. ⋅ HILTONHEAD-512572 MLS

Where Palmetto Dunes meets the sea, you get the sunrise before anyone else even reaches the beach. 8 Dinghy is true direct oceanfront in Palmetto Dunes, with the timeless coastal style built for the way Lowcountry living is supposed to feel. The Atlantic is already outside your door, no walk required. Fully remodeled top to bottom with new fixtures, appliances, furniture, kitchen and baths with an additional laundry added to the second floor and the expansion of the screen porch are all exceptional features of this 4,000 square foot home. Seven bedrooms and five and a half baths give you room to bring the whole family without anyone getting in anyone else's way. The gourmet kitchen has two refrigerators built for real entertaining, and the oceanfront pool, large deck, and screened porch turn every meal into an event. The owner turned the garage into a game room during rental season for added family fun and the multiple outdoor living spaces give everyone incredible places to enjoy their time while on Hilton Head Island. A gated path leads directly to the stretch of wide soft sandy beaches and is located just far enough away from the crowded beach areas but yet close enough for a short walk to the heart of Palmetto Dunes. Golf, tennis, and resort amenities are part of everyday life here. Direct oceanfront rarely comes to market on Hilton Head Island. This one is available now, but likely not for long.

8 Dinghy, Hilton Head Island

Listing courtesy of Luxury Homes of Hilton Head.

$389,000

When money matter...this one has done over $43,000 with 3 months more left of rental income. Move-in ready and beautifully updated, this 2-bedroom, 2-bath villa sits in one of the best locations at Spa Villas at Port Royal Sound - the second closest unit to the water, with sound views right from your private balcony.Every inch of this villa has been tastefully renovated. The open-concept living area features a stunning kitchen with white shaker cabinets, granite counters, subway tile backsplash, and stainless steel appliances, flowing into a spacious living room with a large sectional and a live-edge wood coffee table. Both full baths have been updated with marble-look vanities, modern lighting, and glass-enclosed tub/showers. The primary bedroom is a showstopper, with a bold paneled accent wall, en-suite bath, and walk-in closet with plantation shutters.Sold fully furnished and equipped as a successful short-term rental, this villa is turnkey for an owner-investor or the perfect low-maintenance island retreat. Step out onto the balcony to towering pines, the multiple pools, bbq, hammocks, indoor pool, walking track, dry sauna, pickleball, and adjacent bike paths and sound views beyond. Just minutes to Hilton Head's beaches, dining, shopping, and golf.Rare combination of prime water-adjacent location, high-end finishes, and proven rental income - schedule your showing today!

2 Beds ⋅ 2 Baths ⋅ 917 SqFt. ⋅ HILTONHEAD-512708 MLS

When money matter...this one has done over $43,000 with 3 months more left of rental income. Move-in ready and beautifully updated, this 2-bedroom, 2-bath villa sits in one of the best locations at Spa Villas at Port Royal Sound - the second closest unit to the water, with sound views right from your private balcony.Every inch of this villa has been tastefully renovated. The open-concept living area features a stunning kitchen with white shaker cabinets, granite counters, subway tile backsplash, and stainless steel appliances, flowing into a spacious living room with a large sectional and a live-edge wood coffee table. Both full baths have been updated with marble-look vanities, modern lighting, and glass-enclosed tub/showers. The primary bedroom is a showstopper, with a bold paneled accent wall, en-suite bath, and walk-in closet with plantation shutters.Sold fully furnished and equipped as a successful short-term rental, this villa is turnkey for an owner-investor or the perfect low-maintenance island retreat. Step out onto the balcony to towering pines, the multiple pools, bbq, hammocks, indoor pool, walking track, dry sauna, pickleball, and adjacent bike paths and sound views beyond. Just minutes to Hilton Head's beaches, dining, shopping, and golf.Rare combination of prime water-adjacent location, high-end finishes, and proven rental income - schedule your showing today!

239 Beach City Road Unit 1210, Hilton Head Island

Listing courtesy of EXP Realty LLC.

$67,000

Without question the best view in all of Ocean Palms. Overlooks a beautiful lagoon all the up the 8th fairway of the Barony golf course. Owners and quest enjoy complete use of all Westin Resort services and amenities. Ownership includes golf for 4 players daily for cart fee only. Free tennis or pickle ball. why buy more than you can use. Owners have 10 weeks per year use in 5 two week increments.

3 Beds ⋅ 3 Baths ⋅ HILTONHEAD-512696 MLS

Without question the best view in all of Ocean Palms. Overlooks a beautiful lagoon all the up the 8th fairway of the Barony golf course. Owners and quest enjoy complete use of all Westin Resort services and amenities. Ownership includes golf for 4 players daily for cart fee only. Free tennis or pickle ball. why buy more than you can use. Owners have 10 weeks per year use in 5 two week increments.

14 Wimbledon Court Unit 506-5, Hilton Head Island

Listing courtesy of Hilton Head Properties.

$1,495,000

Some homes give you a place to stay in Sea Pines. 15 Dewberry gives you a reason to stay in. This five-bedroom home in Greenwood Forest pairs the Sea Pines lifestyle with the kind of amenities that make the house itself part of the vacation. And yes, the bikes come with the house. THE PUTTING GREEN: A professionally designed three-hole green spans 35 to 38 feet with an 11 stimp rating and real break, good for a morning warm-up or one more round after dinner. THE HANGOUT: A separate in-law suite with its own kitchenette turned wet bar, ice maker included. One of the home's five bedrooms currently serves as the suite's living room, and flexes just as easily into a bunk room when more sleeping space is needed. THE SPACE: Brazilian hardwood floors, a tongue and groove ceiling, quartz counters, and GE Cafe appliances run throughout the single story home, with new flooring added in the bedrooms. A Carolina room with a daybed and porch swing gives everyone one more place to land. THE NEIGHBORHOOD: Greenwood Forest is one of the few pockets of Sea Pines with its own community pool, tennis and pickleball, and a playground, a short distance from the Shops at Sea Pines and Beach Trolley access through a wooded community path. Easy distance to either HarbourTown or the Beach! Already an active vacation rental, the home has a confirmed booking of 91 nights for 2027 alone, worth more than $19,000, a sign of how much demand a house like this can hold.

5 Beds ⋅ 3 Baths ⋅ 2,504 SqFt. ⋅ HILTONHEAD-512460 MLS

Some homes give you a place to stay in Sea Pines. 15 Dewberry gives you a reason to stay in. This five-bedroom home in Greenwood Forest pairs the Sea Pines lifestyle with the kind of amenities that make the house itself part of the vacation. And yes, the bikes come with the house. THE PUTTING GREEN: A professionally designed three-hole green spans 35 to 38 feet with an 11 stimp rating and real break, good for a morning warm-up or one more round after dinner. THE HANGOUT: A separate in-law suite with its own kitchenette turned wet bar, ice maker included. One of the home's five bedrooms currently serves as the suite's living room, and flexes just as easily into a bunk room when more sleeping space is needed. THE SPACE: Brazilian hardwood floors, a tongue and groove ceiling, quartz counters, and GE Cafe appliances run throughout the single story home, with new flooring added in the bedrooms. A Carolina room with a daybed and porch swing gives everyone one more place to land. THE NEIGHBORHOOD: Greenwood Forest is one of the few pockets of Sea Pines with its own community pool, tennis and pickleball, and a playground, a short distance from the Shops at Sea Pines and Beach Trolley access through a wooded community path. Easy distance to either HarbourTown or the Beach! Already an active vacation rental, the home has a confirmed booking of 91 nights for 2027 alone, worth more than $19,000, a sign of how much demand a house like this can hold.

15 Dewberry Lane, Hilton Head Island

Listing courtesy of Luxury Homes of Hilton Head.

$1,899,000

MASSIVE RENOVATION-EVERY DETAIL REIMAGINED. This is not simply an updated home-it is the result of a complete transformation by a retired luxury homebuilder who purchased the property new in 1986 and, after moving in full-time in 2018, meticulously reimagined virtually every inch of this 3BR+Office home and grounds. The craftsmanship, quality, and attention to detail are evident at every turn. Highlights include a resort-style heated and chilled saltwater pool with waterfall, bubbler, and paver surround; Estate wire-brushed alder hardwood flooring and tile throughout; Sub-Zero and Wolf appliances; Cambria quartz countertops in the kitchen; granite countertops in every bath; extensive custom cabinetry and built-ins; Delta plumbing fixtures; solid-core doors; 5-inch crown molding; vaulted tongue-and-groove ceilings in the living room and screened porch; and a coffered ceiling in the office. Major system improvements include Jeld-Wen Low-E impact-rated windows and doors, HVAC systems, asphalt roof, stairway to large attic over garage, foam attic insulation, garage doors, epoxy garage flooring, paver driveway, and professionally designed landscaping by The Greenery. Perhaps the greatest luxury of all is the lifestyle. Enjoy your own private resort on a picturesque lake, then stroll just ten minutes to one of Hilton Head Island's pristine Atlantic beaches. This is a home where nothing has been overlooked and every day feels like a vacation.

3 Beds ⋅ 3 Baths ⋅ 2,643 SqFt. ⋅ HILTONHEAD-512472 MLS

MASSIVE RENOVATION-EVERY DETAIL REIMAGINED. This is not simply an updated home-it is the result of a complete transformation by a retired luxury homebuilder who purchased the property new in 1986 and, after moving in full-time in 2018, meticulously reimagined virtually every inch of this 3BR+Office home and grounds. The craftsmanship, quality, and attention to detail are evident at every turn. Highlights include a resort-style heated and chilled saltwater pool with waterfall, bubbler, and paver surround; Estate wire-brushed alder hardwood flooring and tile throughout; Sub-Zero and Wolf appliances; Cambria quartz countertops in the kitchen; granite countertops in every bath; extensive custom cabinetry and built-ins; Delta plumbing fixtures; solid-core doors; 5-inch crown molding; vaulted tongue-and-groove ceilings in the living room and screened porch; and a coffered ceiling in the office. Major system improvements include Jeld-Wen Low-E impact-rated windows and doors, HVAC systems, asphalt roof, stairway to large attic over garage, foam attic insulation, garage doors, epoxy garage flooring, paver driveway, and professionally designed landscaping by The Greenery. Perhaps the greatest luxury of all is the lifestyle. Enjoy your own private resort on a picturesque lake, then stroll just ten minutes to one of Hilton Head Island's pristine Atlantic beaches. This is a home where nothing has been overlooked and every day feels like a vacation.

7 Off Shore, Hilton Head Island

Listing courtesy of Daniel Ravenel Sotheby's International Realty.

$36,000

One of the Most Desired Locations in Brigantine Villas in the Beachside Shipyard Community. Rarely Available First Floor Villa. Easy Access to both Pools, Tennis Courts, and Beach. Rotating Schedule with 13 weeks each year allows Enjoying "The Island" Year Round. Award Winning Restaurants, Shopping, and Entertainment Nearby. Excellent Beach Getaway! Don't miss this Opportunity to Enjoy the Good Life on Hilton Head Island!

2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-512550 MLS

One of the Most Desired Locations in Brigantine Villas in the Beachside Shipyard Community. Rarely Available First Floor Villa. Easy Access to both Pools, Tennis Courts, and Beach. Rotating Schedule with 13 weeks each year allows Enjoying "The Island" Year Round. Award Winning Restaurants, Shopping, and Entertainment Nearby. Excellent Beach Getaway! Don't miss this Opportunity to Enjoy the Good Life on Hilton Head Island!

55 Barcelona Road Unit 284-C, Hilton Head Island

Listing courtesy of Dunes Real Estate.

$709,999

This fully furnished 2BR/2.5BA villa at The Greens in Shipyard offers the combination buyers and vacationers are looking for - An easy walk or bike ride to the beach, a peaceful golf setting, and more than $60K in rentals booked this year alone. Inside, LVP flooring runs throughout the main level, where the kitchen, updated in Dec. 2025, is fully loaded with everything you need, features granite countertops, stainless steel appliances, plenty of storage, and an open connection to the living area. Just outside, the back deck overlooks the golf course and gives you a great spot for morning coffee, dinner outside, or winding down after a day at the beach. Upstairs, both bedrooms offer their own updated baths with large tiled showers, creating comfortable spaces for owners and guests. Located in The Greens, approximately 1/4 mile from the beach, and just steps to the community pool. The outdoor storage shed is even loaded with 4 bikes and beach gear for added convenience. This villa puts the Shipyard lifestyle right at your fingertips.

2 Beds ⋅ 3 Baths ⋅ 1,380 SqFt. ⋅ HILTONHEAD-512547 MLS

This fully furnished 2BR/2.5BA villa at The Greens in Shipyard offers the combination buyers and vacationers are looking for - An easy walk or bike ride to the beach, a peaceful golf setting, and more than $60K in rentals booked this year alone. Inside, LVP flooring runs throughout the main level, where the kitchen, updated in Dec. 2025, is fully loaded with everything you need, features granite countertops, stainless steel appliances, plenty of storage, and an open connection to the living area. Just outside, the back deck overlooks the golf course and gives you a great spot for morning coffee, dinner outside, or winding down after a day at the beach. Upstairs, both bedrooms offer their own updated baths with large tiled showers, creating comfortable spaces for owners and guests. Located in The Greens, approximately 1/4 mile from the beach, and just steps to the community pool. The outdoor storage shed is even loaded with 4 bikes and beach gear for added convenience. This villa puts the Shipyard lifestyle right at your fingertips.

113 Shipyard Drive Unit 182, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty.

$950,000

Searching for an oceanfront Hilton Head Island getaway with resort amenities and exceptional rental potential? Located in the oceanfront Villamare complex within Palmetto Dunes Resort, 2514 Villamare is an updated 2-bedroom, 2-bath penthouse villa offering the perfect combination of beach access, convenience, and low-maintenance coastal living. Thoughtfully updated with new flooring, a new HVAC system, an updated kitchen with granite countertops and stainless steel appliances, and a spacious open-concept living area, this villa is ready to enjoy as a second home, vacation retreat, or income-producing rental property. Two well-separated bedroom suites provide privacy for owners and guests, while each enjoys access to its own covered balcony overlooking Villamare's beautifully landscaped grounds with glimpses toward the ocean. What truly sets Villamare apart is its exceptional amenity package, featuring direct beach access, two outdoor pools including an oceanfront adults-only serenity pool, an indoor pool, fitness center, hot tubs, grilling areas, and beautifully maintained tropical grounds. Recent extensive exterior improvements throughout the complex further enhance the ownership experience and long-term appeal. Ideally positioned near the Palmetto Dunes gate, owners and guests enjoy quick access to three championship golf courses, world-class tennis and pickleball, the 11-mile lagoon system, miles of leisure trails, dining, and nearby Shelter Cove Marina and Shelter Cove Towne Centre. Combining a penthouse location, recent updates, outstanding amenities, rental potential, and direct access to one of Hilton Head Island's premier beaches, 2514 Villamare offers an exceptional opportunity to own in one of Palmetto Dunes' most desirable oceanfront communities.

2 Beds ⋅ 2 Baths ⋅ 1,232 SqFt. ⋅ HILTONHEAD-512187 MLS

Searching for an oceanfront Hilton Head Island getaway with resort amenities and exceptional rental potential? Located in the oceanfront Villamare complex within Palmetto Dunes Resort, 2514 Villamare is an updated 2-bedroom, 2-bath penthouse villa offering the perfect combination of beach access, convenience, and low-maintenance coastal living. Thoughtfully updated with new flooring, a new HVAC system, an updated kitchen with granite countertops and stainless steel appliances, and a spacious open-concept living area, this villa is ready to enjoy as a second home, vacation retreat, or income-producing rental property. Two well-separated bedroom suites provide privacy for owners and guests, while each enjoys access to its own covered balcony overlooking Villamare's beautifully landscaped grounds with glimpses toward the ocean. What truly sets Villamare apart is its exceptional amenity package, featuring direct beach access, two outdoor pools including an oceanfront adults-only serenity pool, an indoor pool, fitness center, hot tubs, grilling areas, and beautifully maintained tropical grounds. Recent extensive exterior improvements throughout the complex further enhance the ownership experience and long-term appeal. Ideally positioned near the Palmetto Dunes gate, owners and guests enjoy quick access to three championship golf courses, world-class tennis and pickleball, the 11-mile lagoon system, miles of leisure trails, dining, and nearby Shelter Cove Marina and Shelter Cove Towne Centre. Combining a penthouse location, recent updates, outstanding amenities, rental potential, and direct access to one of Hilton Head Island's premier beaches, 2514 Villamare offers an exceptional opportunity to own in one of Palmetto Dunes' most desirable oceanfront communities.

1 Ocean Lane Unit 2514, Hilton Head Island

Listing courtesy of William Raveis - Carolina LLC.

$949,900

This turnkey 3BR/3BA end-unit villa in Stoney Creek offers the easy Sea Pines lifestyle so many buyers are looking for, with a first-floor primary suite and a location just moments from Harbour Town. Smooth, cathedral ceilings give the main living area a bright, open feel, while the updated kitchen features granite countertops and stainless-steel appliances. All three baths have been updated, and plenty of storage makes the villa just as practical for an extended stay as it is for everyday living. But it's the setting that really makes this one special. Multiple outdoor living areas give you plenty of ways to enjoy the view, morning coffee, an afternoon with a book, or a quiet evening watching the Lowcountry landscape change with the tide. Offered partially furnished and used strictly as a second home. Stoney Creek has a community pool, and with Harbour Town just a short distance away, restaurants, shops, the marina, golf, and some of Sea Pines' most loved destinations are practically in your backyard. Come for the location, stay for the marsh views, easy layout, and the feeling that you've finally found your place on Hilton Head.

3 Beds ⋅ 3 Baths ⋅ 1,750 SqFt. ⋅ HILTONHEAD-512403 MLS

This turnkey 3BR/3BA end-unit villa in Stoney Creek offers the easy Sea Pines lifestyle so many buyers are looking for, with a first-floor primary suite and a location just moments from Harbour Town. Smooth, cathedral ceilings give the main living area a bright, open feel, while the updated kitchen features granite countertops and stainless-steel appliances. All three baths have been updated, and plenty of storage makes the villa just as practical for an extended stay as it is for everyday living. But it's the setting that really makes this one special. Multiple outdoor living areas give you plenty of ways to enjoy the view, morning coffee, an afternoon with a book, or a quiet evening watching the Lowcountry landscape change with the tide. Offered partially furnished and used strictly as a second home. Stoney Creek has a community pool, and with Harbour Town just a short distance away, restaurants, shops, the marina, golf, and some of Sea Pines' most loved destinations are practically in your backyard. Come for the location, stay for the marsh views, easy layout, and the feeling that you've finally found your place on Hilton Head.

19 Stoney Creek Road Unit 278, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty.

$9,000

The Owners Club at Hilton Head is a fractional-ownership community with free-standing, fully-equipped, homes. Our clubhouse, pool, and playground are just some of the highlights we offer. Catch a glimpse of the vast low country wildlife around our lagoons. Join us by purchasing a 27 day ownership in the community. The Homes The Club home includes two master suites, and ensuite bathrooms, third bedroom and next-door bath, television in each room, fully-equipped kitchen and laundry. Each 2000sq.ft. home comes with free wifi, cable tv, long-distance phone.

3 Beds ⋅ 3 Baths ⋅ 1,992 SqFt. ⋅ HILTONHEAD-512400 MLS

The Owners Club at Hilton Head is a fractional-ownership community with free-standing, fully-equipped, homes. Our clubhouse, pool, and playground are just some of the highlights we offer. Catch a glimpse of the vast low country wildlife around our lagoons. Join us by purchasing a 27 day ownership in the community. The Homes The Club home includes two master suites, and ensuite bathrooms, third bedroom and next-door bath, television in each room, fully-equipped kitchen and laundry. Each 2000sq.ft. home comes with free wifi, cable tv, long-distance phone.

28 Aberdeen Court, Hilton Head Island

Listing courtesy of Chosen Realty LLC.

$5,000

Experience luxury Hilton Head Island living without the full-time ownership costs in a private gated enclave and a part of prestigious Indigo Run, featuring beautifully furnished 3-bedroom, 3-bath detached homes and one of the Island's most flexible fractional ownership opportunities. Owners enjoy 27 annual days and nights with customizable reservation options perfect for weekend escapes, golf getaways, family vacations, or extended coastal stays throughout the year. This resort-style community offers exclusive amenities including a private clubhouse with concierge services, sparkling pool, two hot tubs, fitness center, billiards room, and spacious big-screen TV lounges. Unlimited golf playing privileges at 7 premier Hilton Head golf courses for only a nominal cart fee. Owners have access to Golden Bear, Indigo Run tennis facilities, Sunningdale Park pool, scenic paved leisure trails, and an easy bike ride to the beach creating the ULTIMATE Lowcountry lifestyle experience. High speed WiFi, outdoor grills and multiple TVs are available throughout all residences and clubhouse facilities. Ideal for vacation homeowners, golf enthusiasts, and buyers seeking affordable luxury ownership in one of Hilton Head Island's most desirable gated communities.

3 Beds ⋅ 3 Baths ⋅ HILTONHEAD-512391 MLS

Experience luxury Hilton Head Island living without the full-time ownership costs in a private gated enclave and a part of prestigious Indigo Run, featuring beautifully furnished 3-bedroom, 3-bath detached homes and one of the Island's most flexible fractional ownership opportunities. Owners enjoy 27 annual days and nights with customizable reservation options perfect for weekend escapes, golf getaways, family vacations, or extended coastal stays throughout the year. This resort-style community offers exclusive amenities including a private clubhouse with concierge services, sparkling pool, two hot tubs, fitness center, billiards room, and spacious big-screen TV lounges. Unlimited golf playing privileges at 7 premier Hilton Head golf courses for only a nominal cart fee. Owners have access to Golden Bear, Indigo Run tennis facilities, Sunningdale Park pool, scenic paved leisure trails, and an easy bike ride to the beach creating the ULTIMATE Lowcountry lifestyle experience. High speed WiFi, outdoor grills and multiple TVs are available throughout all residences and clubhouse facilities. Ideal for vacation homeowners, golf enthusiasts, and buyers seeking affordable luxury ownership in one of Hilton Head Island's most desirable gated communities.

55 Aberdeen Court, Hilton Head Island

Listing courtesy of Berkshire Hathaway HomeServices Hilton Head Bluffton Realty.

$785,000

New co-ownership opportunity: Own one-eighth of this professionally managed, turnkey home by Pacaso. Seaside stands on Seaside Sparrow Road in Hilton Head Island, a recently renovated second-row ocean home with a broad driveway, mature landscaping and a classic coastal exterior with double doors. The architecture spans two levels, with coffered ceilings and French doors on the main floor giving way to a soaring vaulted wood ceiling in the upper level great room. The main floor has a sitting area with a wet bar and tray ceiling, opening to the patio, pool and screened sun porch. Upstairs, the great room centers on a fireplace beneath the vaulted wood ceiling, alongside a generous dining area and a kitchen with dark stone countertops, white cabinetry, pendant lighting and a large island. The primary suite has a curved balcony overlooking the pool and an en suite bath with a tiled shower and dual vanities. Five additional bedrooms including a bunk room complete the layout. The pool, hot tub, screened porch and outdoor fireplace and grill area give Seaside a full outdoor sequence suited to larger groups. The beach is a short walk away, and Harbour Town, Sea Pines Resort's golf courses and the island's bike trail network are all close at hand. Seaside is fully designed, furnished and managed by Pacaso. Owners arrive to find the home exactly as it should be every time.

6 Beds ⋅ 8 Baths ⋅ 4,622 SqFt. ⋅ HILTONHEAD-512378 MLS

New co-ownership opportunity: Own one-eighth of this professionally managed, turnkey home by Pacaso. Seaside stands on Seaside Sparrow Road in Hilton Head Island, a recently renovated second-row ocean home with a broad driveway, mature landscaping and a classic coastal exterior with double doors. The architecture spans two levels, with coffered ceilings and French doors on the main floor giving way to a soaring vaulted wood ceiling in the upper level great room. The main floor has a sitting area with a wet bar and tray ceiling, opening to the patio, pool and screened sun porch. Upstairs, the great room centers on a fireplace beneath the vaulted wood ceiling, alongside a generous dining area and a kitchen with dark stone countertops, white cabinetry, pendant lighting and a large island. The primary suite has a curved balcony overlooking the pool and an en suite bath with a tiled shower and dual vanities. Five additional bedrooms including a bunk room complete the layout. The pool, hot tub, screened porch and outdoor fireplace and grill area give Seaside a full outdoor sequence suited to larger groups. The beach is a short walk away, and Harbour Town, Sea Pines Resort's golf courses and the island's bike trail network are all close at hand. Seaside is fully designed, furnished and managed by Pacaso. Owners arrive to find the home exactly as it should be every time.

9 Seaside Sparrow Road, Hilton Head Island

Listing courtesy of William Raveis - Carolina LLC.

$275,000

Wake up to Lowcountry Beach living at its most effortless in this beautifully updated two bedroom, two bath villa at The Spa at Port Royal Sound, one of Hilton Head's most amenity rich resort communities. The photos will illustrate decor upgrade options, we have a full detailed plan available for use as a second residence or short term rental villa with income potential. Step inside to an open living and dining layout anchored by warm and inviting LVP flooring that flows throughout the main living space. The dining area sits open to a fully renovated kitchen finished with crisp white cabinetry, granite countertops, subway tile backsplash, and a full suite of stainless steel appliances including refrigerator, range, and dishwasher. It's a kitchen built for both everyday living and easy entertaining.The primary suite offers a private retreat with an en suite bath featuring a sleek frameless glass shower enclosure and clean, modern finishes. The second bedroom and full bath provide comfortable flexibility for guests, family, or a home office setup, with the guest bath finished in a soothing sage green palette, a tub and shower combo, and elegant sconce lighting. A washer and dryer inside the unit add everyday convenience that's hard to find at this price point in a resort community. Just off the living area, a screened porch extends your living space outdoors, the perfect spot for morning coffee or an evening breeze, overlooking lush landscaping with tennis court views just beyond the tree line. Beyond the walls of this villa, The Spa at Port Royal Sound delivers a well appointed resort lifestyle: two outdoor pools, an indoor pool, hot tub, dry sauna, tennis and pickleball courts, hammocks, and community grilling areas, all just steps from your front door. Whether you're looking for a full time coastal residence, a second home, or a turnkey investment property, this villa offers the space, updates, and lifestyle amenities that make Hilton Head living so desirable. Don't miss this opportunity to own a move in ready two bedroom villa in one of the island's best priced resort communities.

2 Beds ⋅ 2 Baths ⋅ 917 SqFt. ⋅ HILTONHEAD-512308 MLS

Wake up to Lowcountry Beach living at its most effortless in this beautifully updated two bedroom, two bath villa at The Spa at Port Royal Sound, one of Hilton Head's most amenity rich resort communities. The photos will illustrate decor upgrade options, we have a full detailed plan available for use as a second residence or short term rental villa with income potential. Step inside to an open living and dining layout anchored by warm and inviting LVP flooring that flows throughout the main living space. The dining area sits open to a fully renovated kitchen finished with crisp white cabinetry, granite countertops, subway tile backsplash, and a full suite of stainless steel appliances including refrigerator, range, and dishwasher. It's a kitchen built for both everyday living and easy entertaining.The primary suite offers a private retreat with an en suite bath featuring a sleek frameless glass shower enclosure and clean, modern finishes. The second bedroom and full bath provide comfortable flexibility for guests, family, or a home office setup, with the guest bath finished in a soothing sage green palette, a tub and shower combo, and elegant sconce lighting. A washer and dryer inside the unit add everyday convenience that's hard to find at this price point in a resort community. Just off the living area, a screened porch extends your living space outdoors, the perfect spot for morning coffee or an evening breeze, overlooking lush landscaping with tennis court views just beyond the tree line. Beyond the walls of this villa, The Spa at Port Royal Sound delivers a well appointed resort lifestyle: two outdoor pools, an indoor pool, hot tub, dry sauna, tennis and pickleball courts, hammocks, and community grilling areas, all just steps from your front door. Whether you're looking for a full time coastal residence, a second home, or a turnkey investment property, this villa offers the space, updates, and lifestyle amenities that make Hilton Head living so desirable. Don't miss this opportunity to own a move in ready two bedroom villa in one of the island's best priced resort communities.

239 Beach City Road Unit 3123, Hilton Head Island

Listing courtesy of EXP Realty LLC.

$2,250,000

Steps away from the famed 18th green lies a unique opportunity in the heart of Sea Pines' iconic Harbour Town. This turnkey furnished home boasts 6 en-suite bedrooms, perfect for family gatherings and countless vacation memories. Rows of sliders lead guests from the newly renovated kitchen and double-story living area to the freshly resurfaced swimming pool and spa. This unique home features a rooftop deck with views to Calibogue Sound and is walking distance to the famous lighthouse, Liberty Oak, and family friendly dining and retail. The Sea Pines trolley is a short stroll away with transportation to the Sea Pines Beach Club, Sea Pines Center and South Beach amenities. With an established rental history, premier location and sleeping space for 20 this home is truly an investor's dream.

6 Beds ⋅ 7 Baths ⋅ 2,786 SqFt. ⋅ HILTONHEAD-512306 MLS

Steps away from the famed 18th green lies a unique opportunity in the heart of Sea Pines' iconic Harbour Town. This turnkey furnished home boasts 6 en-suite bedrooms, perfect for family gatherings and countless vacation memories. Rows of sliders lead guests from the newly renovated kitchen and double-story living area to the freshly resurfaced swimming pool and spa. This unique home features a rooftop deck with views to Calibogue Sound and is walking distance to the famous lighthouse, Liberty Oak, and family friendly dining and retail. The Sea Pines trolley is a short stroll away with transportation to the Sea Pines Beach Club, Sea Pines Center and South Beach amenities. With an established rental history, premier location and sleeping space for 20 this home is truly an investor's dream.

7 Genoa Court, Hilton Head Island

Listing courtesy of The Hilton Head Agency.

$5,500,000

BREATHTAKING Mediterranean Estate Home overlooking the 16th Fairway of the Robert Trent Jones Golf Course in Palmetto Dunes. Gated community and Just a Short Walk to the Beach. 7,051 Square Feet with Amazing Craftsmanship rarely seen that captivates you. Step inside Front Door and Immediately be in Awe of the Beauty. Grand Marble Staircase, Spectacular Flooring, Open Living Spaces. Inviting Spacious Living Area with a Fireplace and Spectacular Chandeliers overlooks the Large Porch, Patio and Pool Area. Off Living Area is an Inviting and Open Dining Area. A Chef's Dream Kitchen is nearby with a 10-Foot Island that seats 6 plus a Dining Table Area. Also, a Comfortable Living Area with a Fireplace that opens to a Veranda with Built in Grilling Area and has Half Bath by Pool. Off Kitchen is a Butler's Pantry and a Laundry Area. Spectacular Wood Paneled Parlor with Sitting Area and Full Bar. 5 Bedroom Suites with Great Separation and Privacy. Primary Bedroom Suite is First Floor, has a Veranda and is steps away to the Raised Invisible Edge Pool and Spa. Also, 2 other Bedrooms have a Veranda. 6-Car Drive Through Cooled Garage, ELEVATOR, Terra Cotta Tile Roof, Paver Driveway and Mature Landscaping. Perfect Home for Relaxing and Entertaining Family, Friends, or Business Outings. Truly EXCEPTIONAL in every way. Come Enjoy the BEST OF LIFE at 11 Sea Lane on Hilton Head Island!

5 Beds ⋅ 7 Baths ⋅ 7,051 SqFt. ⋅ HILTONHEAD-511760 MLS

BREATHTAKING Mediterranean Estate Home overlooking the 16th Fairway of the Robert Trent Jones Golf Course in Palmetto Dunes. Gated community and Just a Short Walk to the Beach. 7,051 Square Feet with Amazing Craftsmanship rarely seen that captivates you. Step inside Front Door and Immediately be in Awe of the Beauty. Grand Marble Staircase, Spectacular Flooring, Open Living Spaces. Inviting Spacious Living Area with a Fireplace and Spectacular Chandeliers overlooks the Large Porch, Patio and Pool Area. Off Living Area is an Inviting and Open Dining Area. A Chef's Dream Kitchen is nearby with a 10-Foot Island that seats 6 plus a Dining Table Area. Also, a Comfortable Living Area with a Fireplace that opens to a Veranda with Built in Grilling Area and has Half Bath by Pool. Off Kitchen is a Butler's Pantry and a Laundry Area. Spectacular Wood Paneled Parlor with Sitting Area and Full Bar. 5 Bedroom Suites with Great Separation and Privacy. Primary Bedroom Suite is First Floor, has a Veranda and is steps away to the Raised Invisible Edge Pool and Spa. Also, 2 other Bedrooms have a Veranda. 6-Car Drive Through Cooled Garage, ELEVATOR, Terra Cotta Tile Roof, Paver Driveway and Mature Landscaping. Perfect Home for Relaxing and Entertaining Family, Friends, or Business Outings. Truly EXCEPTIONAL in every way. Come Enjoy the BEST OF LIFE at 11 Sea Lane on Hilton Head Island!

11 Sea Lane, Hilton Head Island

Listing courtesy of Dunes Real Estate.

$875,000

Beautifully RENOVATED and fully FURNISHED, this END UNIT villa at 27 Water Oak is ideally situated directly on the first fairway of the Robert Trent Jones Golf Course in the heart of Palmetto Dunes. Gorgeous NEW flooring throughout, HIGH END furnishings give the villa an elevated coastal feel that is fresh, sophisticated and inviting. The unique floor plan offers no steps to the front door, a first-floor primary suite, a powder room, and two spacious bedrooms, each with a private ensuite bath and deck. A generous LOFT provides flexible space for additional sleeping, a home office or extra living space. Enjoy expansive fairway VIEWS and sensational SUNSETS from the WRAPAROUND deck. The community pool is just across the street and the BEACH is a short walk away. Palmetto Dunes offers three championship golf courses, an 11-mile lagoon, world class tennis and pickleball, restaurants, a general store and the complimentary Dunes Buggy. Whether a place to call home, a weekend retreat or an investment opportunity, this exceptional villa is ready to be enjoyed from day one.

2 Beds ⋅ 3 Baths ⋅ 1,289 SqFt. ⋅ HILTONHEAD-512261 MLS

Beautifully RENOVATED and fully FURNISHED, this END UNIT villa at 27 Water Oak is ideally situated directly on the first fairway of the Robert Trent Jones Golf Course in the heart of Palmetto Dunes. Gorgeous NEW flooring throughout, HIGH END furnishings give the villa an elevated coastal feel that is fresh, sophisticated and inviting. The unique floor plan offers no steps to the front door, a first-floor primary suite, a powder room, and two spacious bedrooms, each with a private ensuite bath and deck. A generous LOFT provides flexible space for additional sleeping, a home office or extra living space. Enjoy expansive fairway VIEWS and sensational SUNSETS from the WRAPAROUND deck. The community pool is just across the street and the BEACH is a short walk away. Palmetto Dunes offers three championship golf courses, an 11-mile lagoon, world class tennis and pickleball, restaurants, a general store and the complimentary Dunes Buggy. Whether a place to call home, a weekend retreat or an investment opportunity, this exceptional villa is ready to be enjoyed from day one.

21 Haul Away Unit 27, Hilton Head Island

Listing courtesy of Charter One Realty.

$1,150,000

Rare Dolphin Head opportunity in Hilton Head Plantation. This 4BR/3BTH, 3357 SF home on a 0.42-acre homesite w/stunning lagoon views stretching to the 18th fairway of the Dolphin Head Golf Club-wide unobstructed views, gorgeous sunsets over the water, 50 year roof installed in 2014 and bright light/windows galore. This home was loved and lived in for 25 years. $10,000 seller credit toward updating. Buyers can move in with confidence. Clean stucco report and home inspection completed 7/7/2026. This is a true lagoon-fairway retreat minutes from groceries, Hospital Medical Pavilion, Schools, Spring Lake pool and tennis/pickle-ball and island beaches. HHP is voted over & over as "best community to live in" on the north end of Hilton Head Island.

4 Beds ⋅ 3 Baths ⋅ 3,357 SqFt. ⋅ HILTONHEAD-511846 MLS

Rare Dolphin Head opportunity in Hilton Head Plantation. This 4BR/3BTH, 3357 SF home on a 0.42-acre homesite w/stunning lagoon views stretching to the 18th fairway of the Dolphin Head Golf Club-wide unobstructed views, gorgeous sunsets over the water, 50 year roof installed in 2014 and bright light/windows galore. This home was loved and lived in for 25 years. $10,000 seller credit toward updating. Buyers can move in with confidence. Clean stucco report and home inspection completed 7/7/2026. This is a true lagoon-fairway retreat minutes from groceries, Hospital Medical Pavilion, Schools, Spring Lake pool and tennis/pickle-ball and island beaches. HHP is voted over & over as "best community to live in" on the north end of Hilton Head Island.

11 China Cockle Way, Hilton Head Island

Listing courtesy of Charter One Realty.

$4,000

Shipyard 1st full week of June! maintence fee is less than 1200.00, so no more guessing, booking, and hoping it's a perfect spot to vacation. This can be your traditional week for life! Deeded legacy week tucked into shipyard with everything you need; bikes, tennis, golf, pool cookouts, and a sweet Rec room to play in on rainy day.

2 Beds ⋅ 2 Baths ⋅ 1,179 SqFt. ⋅ HILTONHEAD-512244 MLS

Shipyard 1st full week of June! maintence fee is less than 1200.00, so no more guessing, booking, and hoping it's a perfect spot to vacation. This can be your traditional week for life! Deeded legacy week tucked into shipyard with everything you need; bikes, tennis, golf, pool cookouts, and a sweet Rec room to play in on rainy day.

35 Egret Point Way Unit 4317, Hilton Head Island

Listing courtesy of Realty One Group - Lowcountry.

$3,995,000

Waterfront living in Wexford doesn't get much better than this and 20 Castlebridge Court offers the ONLY harborfront setting currently available in the community. Set directly on the harbor at the end of a private cul-de-sac, this five-bedroom residence combines exceptional outdoor living with one of the neighborhood's most desirable settings. A heated pool and spa, outdoor fire pit, built-in grilling station, and private dock make the most of life on the water. The spacious floor plan features a grand living room upon entry, adjacent dining room, a generous kitchen enhanced by Sub zero and Viking appliances, two stately gas fireplaces, bonus room, bunk room, three-car garage, and dedicated golf cart bay. The quality of construction does not go unnoticed with solid wood doors, plantation shutters, wide-planked hardwood floors, elevated lighting, and built-in features throughout. Then there is Wexford itself. Boasting a newly redesigned clubhouse with indoor/outdoor dining, community pool, exceptional Arnold Palmer Signature golf, active tennis community, pickle ball, a private marina, and the signature lock-controlled 37 acre inland harbour. The community truly is unlike anything else on Hilton Head Island and for someone looking for harborfront living within Wexford, there is only ONE.

5 Beds ⋅ 7 Baths ⋅ 4,566 SqFt. ⋅ HILTONHEAD-512060 MLS

Waterfront living in Wexford doesn't get much better than this and 20 Castlebridge Court offers the ONLY harborfront setting currently available in the community. Set directly on the harbor at the end of a private cul-de-sac, this five-bedroom residence combines exceptional outdoor living with one of the neighborhood's most desirable settings. A heated pool and spa, outdoor fire pit, built-in grilling station, and private dock make the most of life on the water. The spacious floor plan features a grand living room upon entry, adjacent dining room, a generous kitchen enhanced by Sub zero and Viking appliances, two stately gas fireplaces, bonus room, bunk room, three-car garage, and dedicated golf cart bay. The quality of construction does not go unnoticed with solid wood doors, plantation shutters, wide-planked hardwood floors, elevated lighting, and built-in features throughout. Then there is Wexford itself. Boasting a newly redesigned clubhouse with indoor/outdoor dining, community pool, exceptional Arnold Palmer Signature golf, active tennis community, pickle ball, a private marina, and the signature lock-controlled 37 acre inland harbour. The community truly is unlike anything else on Hilton Head Island and for someone looking for harborfront living within Wexford, there is only ONE.

20 Castlebridge Court, Hilton Head Island

Listing courtesy of Daniel Ravenel Sotheby's International Realty.

$799,000

Own one-eighth of this professionally managed, turnkey home by Pacaso. Bald Eagle sits on a quiet third-row lot on Hilton Head Island, just a short walk from the Atlantic through a private beachside community. The exterior has a covered front porch, classic columns and a shingled roofline that feels considered and unhurried against the island's natural landscape. Inside, the entry foyer has a custom curved staircase, ornate columns, coffered ceilings and light hardwood floors that run throughout the main level. The great room has box beam ceilings, a traditional fireplace with a modern tile surround and built-in storage, opening directly into the dining area with French doors to the backyard. The kitchen has dark stone countertops, a premium range hood, glass-front cabinetry, a quartz-topped island and a separate breakfast bar. The primary bedroom opens to the backyard patio and has a spa-caliber en suite bath with a freestanding soaking tub, tiled shower and dual vanities. Five additional bedrooms, each with private baths, and a bonus room with wet bar complete the layout across three floors connected by a four-stop elevator. The heated pool, overflowing hot tub and outdoor cooking area sit within mature landscaping that gives the backyard a private, enclosed quality. The beach is a short walk through the community's private beachside access. Harbour Town and its iconic lighthouse, the Quarterdeck's waterfront dining and the Sea Pines Resort's golf courses and trails are all within easy reach. Bald Eagle is professionally designed, appointed and managed by Pacaso. Owners arrive to find the home ready at every visit, with nothing left to coordinate before the stay begins.

6 Beds ⋅ 8 Baths ⋅ 4,407 SqFt. ⋅ HILTONHEAD-512129 MLS

Own one-eighth of this professionally managed, turnkey home by Pacaso. Bald Eagle sits on a quiet third-row lot on Hilton Head Island, just a short walk from the Atlantic through a private beachside community. The exterior has a covered front porch, classic columns and a shingled roofline that feels considered and unhurried against the island's natural landscape. Inside, the entry foyer has a custom curved staircase, ornate columns, coffered ceilings and light hardwood floors that run throughout the main level. The great room has box beam ceilings, a traditional fireplace with a modern tile surround and built-in storage, opening directly into the dining area with French doors to the backyard. The kitchen has dark stone countertops, a premium range hood, glass-front cabinetry, a quartz-topped island and a separate breakfast bar. The primary bedroom opens to the backyard patio and has a spa-caliber en suite bath with a freestanding soaking tub, tiled shower and dual vanities. Five additional bedrooms, each with private baths, and a bonus room with wet bar complete the layout across three floors connected by a four-stop elevator. The heated pool, overflowing hot tub and outdoor cooking area sit within mature landscaping that gives the backyard a private, enclosed quality. The beach is a short walk through the community's private beachside access. Harbour Town and its iconic lighthouse, the Quarterdeck's waterfront dining and the Sea Pines Resort's golf courses and trails are all within easy reach. Bald Eagle is professionally designed, appointed and managed by Pacaso. Owners arrive to find the home ready at every visit, with nothing left to coordinate before the stay begins.

8 Bald Eagle Road, Hilton Head Island

Listing courtesy of William Raveis - Carolina LLC.

$7,050,000

Welcome to 34 Ruddy Turnstone - a classic custom-built oceanfront home in Sea Pines designed by renowned Hilton Head architect Jakie Lee. Perfectly positioned on a large private homesite, this timeless residence showcases the charm, craftsmanship, and thoughtful design that define the finest Sea Pines properties. Exceptional quality is evident throughout with wide stairways, custom woodworking, soaring ceilings, and solid-core doors, all blending to create an atmosphere of relaxed yet refined coastal living. Designed for both comfort and entertainment, the home offers generous indoor and outdoor living spaces, including a heated pool and spa surrounded by lush privacy. The second level features the private Primary Suite with a sitting area, a spacious Great Room, Dining Room, and Eat-In Kitchen - all opening to an expansive IPE wood deck with elevated views overlooking the pool and the Atlantic Ocean. The entry level welcomes guests through a covered entrance into a dramatic foyer with high ceilings and access to the large Family Room complete with built-in beverage coolers and bar area. From here, enjoy seamless access to the covered porch, pool/spa and private beach path. Three Guest Bedrooms, each with their own Ensuite Bath, are also located on this level, along with an additional full bath and Laundry Room for added convenience. A fourth Guest Bedroom and full-size private Office with balcony occupy the mid-level, providing additional flexibility for family and guests. A newly installed elevator with service to all four levels, ensuring effortless enjoyment throughout the home. Thoughtfully designed and meticulously maintained by its original owners as a cherished second home, this exceptional oceanfront retreat offers the rare opportunity to enjoy a classic Sea Pines residence exactly as it is today - or reimagine and personalize it over time to create your own coastal legacy.

5 Beds ⋅ 6 Baths ⋅ 5,278 SqFt. ⋅ HILTONHEAD-511871 MLS

Welcome to 34 Ruddy Turnstone - a classic custom-built oceanfront home in Sea Pines designed by renowned Hilton Head architect Jakie Lee. Perfectly positioned on a large private homesite, this timeless residence showcases the charm, craftsmanship, and thoughtful design that define the finest Sea Pines properties. Exceptional quality is evident throughout with wide stairways, custom woodworking, soaring ceilings, and solid-core doors, all blending to create an atmosphere of relaxed yet refined coastal living. Designed for both comfort and entertainment, the home offers generous indoor and outdoor living spaces, including a heated pool and spa surrounded by lush privacy. The second level features the private Primary Suite with a sitting area, a spacious Great Room, Dining Room, and Eat-In Kitchen - all opening to an expansive IPE wood deck with elevated views overlooking the pool and the Atlantic Ocean. The entry level welcomes guests through a covered entrance into a dramatic foyer with high ceilings and access to the large Family Room complete with built-in beverage coolers and bar area. From here, enjoy seamless access to the covered porch, pool/spa and private beach path. Three Guest Bedrooms, each with their own Ensuite Bath, are also located on this level, along with an additional full bath and Laundry Room for added convenience. A fourth Guest Bedroom and full-size private Office with balcony occupy the mid-level, providing additional flexibility for family and guests. A newly installed elevator with service to all four levels, ensuring effortless enjoyment throughout the home. Thoughtfully designed and meticulously maintained by its original owners as a cherished second home, this exceptional oceanfront retreat offers the rare opportunity to enjoy a classic Sea Pines residence exactly as it is today - or reimagine and personalize it over time to create your own coastal legacy.

34 Ruddy Turnstone Road, Hilton Head Island

Listing courtesy of Charter One Realty.

$545,000

Charming 2-bedroom, 1-bath villa in the desirable Queens Grant community of Palmetto Dunes. This well-maintained condo features a private rear courtyard and a strong history of short-term rental income, making it an excellent investment or vacation getaway. Enjoy world-class resort amenities, including three championship golf courses, tennis and pickleball, bike rentals, an 11-mile lagoon, beach access, and a variety of restaurants. A fantastic opportunity to own in one of Hilton Head Island's premier resort communities.

2 Beds ⋅ 1 Baths ⋅ 1,043 SqFt. ⋅ HILTONHEAD-511941 MLS

Charming 2-bedroom, 1-bath villa in the desirable Queens Grant community of Palmetto Dunes. This well-maintained condo features a private rear courtyard and a strong history of short-term rental income, making it an excellent investment or vacation getaway. Enjoy world-class resort amenities, including three championship golf courses, tennis and pickleball, bike rentals, an 11-mile lagoon, beach access, and a variety of restaurants. A fantastic opportunity to own in one of Hilton Head Island's premier resort communities.

45 Queens Folly Road Unit 605, Hilton Head Island

Listing courtesy of Dunes Real Estate.

$2,995,000

Rare opportunity to own one of Wexford's most distinctive residences, perfectly situated on an oversized corner double lot with picturesque harbor and Broad Creek water views and a 65 foot boat slip. This exceptional townhome combines the ease of low-maintenance living with the privacy, space, and amenities typically found in a single-family home.Designed for effortless living, the home features a private elevator providing convenient access to every level. The spacious, open-concept floor plan centers around a beautifully appointed kitchen that flows seamlessly into the dining room and living areas, making it ideal for entertaining but with the primary bedroom, laundry room and outdoor kitchen on the same level, this is perfect for easy living. Dedicated Library and office space, wine room and open third floor living space offer endless opportunity and something for everyone. Expansive windows fill the home with natural light while framing the tranquil waterfront setting and stunning multi level fountain.Outdoor living is equally impressive, with inviting spaces to relax, dine, and enjoy coastal breezes while overlooking the Broad Creek and harbor in both directions. A rare 6-8-car garage offers exceptional flexibility for automobile collectors, golf carts, recreational equipment, workshop space, and abundant storage.Recent improvements include a new roof, providing added value and peace of mind. Residents will also appreciate being just moments from Wexford's newly completed Harbour Center, featuring enhanced marina amenities, waterfront gathering spaces, and a vibrant social atmosphere.Located within the prestigious, gated Wexford community, residents enjoy world-class amenities including a championship golf course, deep-water marina with lock system, tennis and pickleball courts, swimming pool, clubhouse, fine dining, and an active lifestyle in one of Hilton Head Island's most sought-after private communities.Experience luxury waterfront living where exceptional views, outstanding amenities, and an unbeatable location come together at 2 Wexford on the Green.

4 Beds ⋅ 6 Baths ⋅ 6,366 SqFt. ⋅ HILTONHEAD-511890 MLS

Rare opportunity to own one of Wexford's most distinctive residences, perfectly situated on an oversized corner double lot with picturesque harbor and Broad Creek water views and a 65 foot boat slip. This exceptional townhome combines the ease of low-maintenance living with the privacy, space, and amenities typically found in a single-family home.Designed for effortless living, the home features a private elevator providing convenient access to every level. The spacious, open-concept floor plan centers around a beautifully appointed kitchen that flows seamlessly into the dining room and living areas, making it ideal for entertaining but with the primary bedroom, laundry room and outdoor kitchen on the same level, this is perfect for easy living. Dedicated Library and office space, wine room and open third floor living space offer endless opportunity and something for everyone. Expansive windows fill the home with natural light while framing the tranquil waterfront setting and stunning multi level fountain.Outdoor living is equally impressive, with inviting spaces to relax, dine, and enjoy coastal breezes while overlooking the Broad Creek and harbor in both directions. A rare 6-8-car garage offers exceptional flexibility for automobile collectors, golf carts, recreational equipment, workshop space, and abundant storage.Recent improvements include a new roof, providing added value and peace of mind. Residents will also appreciate being just moments from Wexford's newly completed Harbour Center, featuring enhanced marina amenities, waterfront gathering spaces, and a vibrant social atmosphere.Located within the prestigious, gated Wexford community, residents enjoy world-class amenities including a championship golf course, deep-water marina with lock system, tennis and pickleball courts, swimming pool, clubhouse, fine dining, and an active lifestyle in one of Hilton Head Island's most sought-after private communities.Experience luxury waterfront living where exceptional views, outstanding amenities, and an unbeatable location come together at 2 Wexford on the Green.

2 Wexford On The Green, Hilton Head Island

Listing courtesy of BESTNEST By Beverly Serral.

$1,500,000

OPEN HOUSE this Saturday, 9/12 from 3PM-5PM. Built in 2017 and expertly maintained, this 5-bed, 4.5-bath, lagoon-front home in gated Sandcastles by the Sea is one of Folly Field's most compelling turnkey investment opportunities. Offered fully furnished, with future bookings transferring at closing, this home is ready to perform from day one. Four levels of well-appointed living space accommodate up to 14 guests, anchored by two king primary suites, an open-concept main level, a loft lounge, and a top-floor suite designed for maximum occupancy. Every level opens to covered deck space with serene lagoon views, a consistent driver of repeat bookings. The private heated pool and gated community setting complete a package that guests and owners alike return to season after season. Folly Field Beach is just steps away, accessible by foot, bike, or golf cart in minutes. This level of beach access continues to drive strong guest demand and supports premium rental rates year after year. As a newer home with a well-documented history of expert care, this property offers something increasingly rare in the short-term rental market: true confidence in condition. Minimal maintenance and years of reliable operation ahead mean a buyer can close and focus on the return, not the upkeep.

5 Beds ⋅ 5 Baths ⋅ 3,032 SqFt. ⋅ HILTONHEAD-510354 MLS

OPEN HOUSE this Saturday, 9/12 from 3PM-5PM. Built in 2017 and expertly maintained, this 5-bed, 4.5-bath, lagoon-front home in gated Sandcastles by the Sea is one of Folly Field's most compelling turnkey investment opportunities. Offered fully furnished, with future bookings transferring at closing, this home is ready to perform from day one. Four levels of well-appointed living space accommodate up to 14 guests, anchored by two king primary suites, an open-concept main level, a loft lounge, and a top-floor suite designed for maximum occupancy. Every level opens to covered deck space with serene lagoon views, a consistent driver of repeat bookings. The private heated pool and gated community setting complete a package that guests and owners alike return to season after season. Folly Field Beach is just steps away, accessible by foot, bike, or golf cart in minutes. This level of beach access continues to drive strong guest demand and supports premium rental rates year after year. As a newer home with a well-documented history of expert care, this property offers something increasingly rare in the short-term rental market: true confidence in condition. Minimal maintenance and years of reliable operation ahead mean a buyer can close and focus on the return, not the upkeep.

64 Sandcastle Court, Hilton Head Island

Listing courtesy of ELEVE PROPERTIES Brokered by EXP Realty.

$1,295,000

Experience Lowcountry living at its finest in this beautifully updated home within one of Hilton Head Island's most private gated waterfront communities. Perfectly positioned to capture peaceful Intracoastal Waterway and pond views, this home offers exceptional privacy with no homes behind and only one neighboring home visible from the expansive porches and rooftop deck. Designed for both everyday living and entertaining, recent improvements include new pine flooring in the kitchen and living rooms, refinished hardwood floors, luxury carpet, fresh interior paint, HVAC, water heater, resurfaced rooftop deck, updated landscaping, new stucco, French drains, and an oversized two-car garage with workshop space, plus two large storage rooms. A three-stop elevator provides effortless access to every level, while the upstairs bonus room offers flexibility as a fifth bedroom, office, or media room. Enjoy coffee overlooking the water as coastal breezes, abundant wildlife, wading birds, and even the occasional bald eagle create an unforgettable setting. Spend evenings watching boats cruise the Intracoastal or take the short stroll down tropical walking trail to the community's newly renovated private dock, where dolphins are frequent visitors, fishing is just steps away, and spectacular sunsets never disappoint. Marina slips are available for only $125 per month, along with a convenient day dock. Residents enjoy low HOA fees of just $1,800 annually, a community pool within near distance, scenic waterfront trails, and quick access to some of Hilton Head's favorite waterfront restaurants including Benny's Coastal Kitchen, Hudson's Seafood House on the Docks, Dockside, and Skull Creek Boathouse. With multiple routes to Beach, the bridge, and Bluffton, this home offers the perfect blend of luxury waterfront tranquility, convenience, and island living.

5 Beds ⋅ 3 Baths ⋅ 3,420 SqFt. ⋅ HILTONHEAD-511733 MLS

Experience Lowcountry living at its finest in this beautifully updated home within one of Hilton Head Island's most private gated waterfront communities. Perfectly positioned to capture peaceful Intracoastal Waterway and pond views, this home offers exceptional privacy with no homes behind and only one neighboring home visible from the expansive porches and rooftop deck. Designed for both everyday living and entertaining, recent improvements include new pine flooring in the kitchen and living rooms, refinished hardwood floors, luxury carpet, fresh interior paint, HVAC, water heater, resurfaced rooftop deck, updated landscaping, new stucco, French drains, and an oversized two-car garage with workshop space, plus two large storage rooms. A three-stop elevator provides effortless access to every level, while the upstairs bonus room offers flexibility as a fifth bedroom, office, or media room. Enjoy coffee overlooking the water as coastal breezes, abundant wildlife, wading birds, and even the occasional bald eagle create an unforgettable setting. Spend evenings watching boats cruise the Intracoastal or take the short stroll down tropical walking trail to the community's newly renovated private dock, where dolphins are frequent visitors, fishing is just steps away, and spectacular sunsets never disappoint. Marina slips are available for only $125 per month, along with a convenient day dock. Residents enjoy low HOA fees of just $1,800 annually, a community pool within near distance, scenic waterfront trails, and quick access to some of Hilton Head's favorite waterfront restaurants including Benny's Coastal Kitchen, Hudson's Seafood House on the Docks, Dockside, and Skull Creek Boathouse. With multiple routes to Beach, the bridge, and Bluffton, this home offers the perfect blend of luxury waterfront tranquility, convenience, and island living.

42 Bermuda Pointe Circle, Hilton Head Island

Listing courtesy of Realty One Group - Lowcountry.

$1,250,000

42 Ashton Cove Drive is a rare South Island opportunity! Beautifully updated throughout, this home features an open-concept floor plan, chef's kitchen, high-end finishes, and three spacious bedrooms with resort-style baths. The lower level offers a private one-bedroom apartment with a full kitchen, full bath, laundry, and flexible living space-ideal for guests, in-laws, a home office, or rental potential (where permitted). Enjoy expansive covered porches with breathtaking marsh views, an outdoor kitchen with beverage refrigerator, a large back yard, fire pit, and multiple entertaining areas. The oversized lower level also includes a 3+ car garage, workshop, and abundant storage. Community amenities include a pool and racquet courts. Offered furnished (excluding personal items). No short-term rentals.

4 Beds ⋅ 4 Baths ⋅ 2,400 SqFt. ⋅ HILTONHEAD-511553 MLS

42 Ashton Cove Drive is a rare South Island opportunity! Beautifully updated throughout, this home features an open-concept floor plan, chef's kitchen, high-end finishes, and three spacious bedrooms with resort-style baths. The lower level offers a private one-bedroom apartment with a full kitchen, full bath, laundry, and flexible living space-ideal for guests, in-laws, a home office, or rental potential (where permitted). Enjoy expansive covered porches with breathtaking marsh views, an outdoor kitchen with beverage refrigerator, a large back yard, fire pit, and multiple entertaining areas. The oversized lower level also includes a 3+ car garage, workshop, and abundant storage. Community amenities include a pool and racquet courts. Offered furnished (excluding personal items). No short-term rentals.

42 Ashton Cove Drive, Hilton Head Island

Listing courtesy of Lowcountry Live Oak Realty.