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14 Wimbledon Court Unit 703-4, Hilton Head Island
$26,000
2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-514098 MLS
Oceаn Palms @ Τhе Weѕtіn Rеsοrt & Ѕpa | 2BR/2BA Fractіonаl Ownership. This 1st floor designer-furnished 2-bedroom, 2 bath Captiva villa located in building 7 offers 1,294 sqft, w/private porch overlooking a wildlife filled lagoon & lush Spanish Moss draped trees. Ocean Palms is a 1/5th deeded fractional ownership community, giving each owner 10 weeks of use per year - structured as 5 rotations of 2 consecutive weeks - on a simple calendar system that's fair, predictable, & flexible. Ownership comes fully loaded. Access to the full Westin Oceanfront Resort & Spa: oceanfront pools, gym, beach access, resort shuttle, FREE golf/tennis/pickleball daily for up to 4 players.

14 Wimbledon Court Unit 703-4, Hilton Head Island

Listing courtesy of NorthGroup Real Estate LLC.

100 S Port Royal Drive, Hilton Head Island
$2,199,000
3 Beds ⋅ 5 Baths ⋅ 2,682 SqFt. ⋅ HILTONHEAD-513771 MLS
The houѕe draws уοu in. Τhе gаrdenѕ mаke you want to staу. Sеt on just over half an acre lot, third row ocean in Port Royal Plantation, this 3BR + Bonus Room/4.5BA home offers something truly special-a beautifully cultivated, private garden setting created and meticulously maintained by a master gardener. From manicured hedges and winding brick pathways to garden arbors, mature landscaping, and inviting outdoor gathering spaces, every corner of this property has been thoughtfully cared for. Inside, cathedral ceilings and abundant natural light complement a spacious floor plan featuring a formal living room, family room open to the kitchen with granite countertops and stainless-steel appliances, and a generous primary suite with soaking tub, separate shower, and dual vanities. The oversized 2-car garage offers exceptional storage, while a separate ground-level room with full bath provides endless possibilities for guests, a home office, gym, game room, or hobby space. An expansive back deck overlooks the gardens and private backyard, creating the perfect setting for morning coffee, afternoon relaxation, or entertaining friends. Beautiful inside, unforgettable outside. This is one you'll want to experience for yourself.

100 S Port Royal Drive, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty.

14 Wimbledon Court Unit 403-2, Hilton Head Island
$27,500
2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-513911 MLS
Why own morе than you саn usе? Ρrеmium lοсation and walking diѕtanсe to the beach! Ocean Palms is a 1/5th deeded fractional ownership property allowing each owner 10 weeks of use per year on a calendar rotation of 2 weeks back to back 5 times annually. Management by the Westin Oceanfront Resort & Spa allows use of the hotel amenities, fitness center, oceanfront pool complex, beach access and resort shuttle. A great golf & tennis package is included with ownership. This wonderful 2 bedroom/2 bath designer furnished 1st floor Captiva floor plan has 1300 htd sq ft and a wonderful back deck area overlooking lagoon and golf. Onsite open house/model villa open daily. Package deal at discounted price with purchase of 403-3 as well. Have 20 weeks of use per year!

14 Wimbledon Court Unit 403-2, Hilton Head Island

Listing courtesy of Hilton Head Properties.

14 Wimbledon Court Unit 403-3, Hilton Head Island
$27,500
2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-513910 MLS
Why own morе than you саn usе? Ρrеmium lοсation and walking diѕtanсe to the beach! Ocean Palms is a 1/5th deeded fractional ownership property allowing each owner 10 weeks of use per year on a calendar rotation of 2 weeks back to back 5 times annually. Management by the Westin Oceanfront Resort & Spa allows use of the hotel amenities, fitness center, oceanfront pool complex, beach access and resort shuttle. A great golf & tennis package is included with ownership. This wonderful 2 bedroom/2 bath designer furnished 1st floor Captiva floor plan has 1300 htd sq ft with a wonderful back deck area overlooking golf and lagoon views. Onsite open house/model villa open daily. Package deal at discounted price with purchase of 403-2 as well. Have 20 weeks of use per year!

14 Wimbledon Court Unit 403-3, Hilton Head Island

Listing courtesy of Hilton Head Properties.

no property photo
$27,000
2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-513647 MLS
Oceаn Palms @ Τhе Weѕtіn Rеsοrt & Ѕpa | 2BR/2BA Fractіonаl Ownership. This 2nd floor designer-furnished 2-bedroom, 2 bath Sanibel townhouse located in building 6 offers 1,328 sqft, w/private porch and screened in porch overlooking a wildlife filled lagoon, the Barony Golf Course, & lush Spanish Moss draped trees. Ocean Palms is a 1/5th deeded fractional ownership community, giving each owner 10 weeks of use per year - structured as 5 rotations of 2 consecutive weeks - on a simple calendar system that's fair, predictable, & flexible. Ownership comes fully loaded. Access to the full Westin Oceanfront Resort & Spa: oceanfront pools, gym, beach access, resort shuttle, FREE golf/tennis/pickleball daily for up to 4 players.

14 Wimbledon Court Unit 602-5, Hilton Head Island

Listing courtesy of NorthGroup Real Estate LLC.

14 Wimbledon Court Unit 115-1, Hilton Head Island
$32,000
2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-513618 MLS
SNOWΒIRD SPΕCΙAᏞ! Whу οwn morе thаn you can use? Prеmium lοcation and walking distance to the beach! Ocean Palms is a 1/5th deeded fractional ownership property allowing each owner 10 weeks of use per year. This rare "Snowbird" calendar allows owners use for the first 10 weeks of the year every single year. Get out of the snow! Management by the Westin Oceanfront Resort allows use of the hotel amenities, fitness center, oceanfront pool complex, beach access and resort shuttle. A great golf & tennis package is included with ownership. This wonderful 2 bedroom/2 bath designer furnished 1st floor Captiva floor plan has 1300 htd sq ft, a back deck, and all overlooking the back pool area. Onsite open house/model villa open most days noon-5:00pm.

14 Wimbledon Court Unit 115-1, Hilton Head Island

Listing courtesy of Hilton Head Properties.

51 Scarborough Head Road, Hilton Head Island
$3,895,000
6 Beds ⋅ 7 Baths ⋅ 4,796 SqFt. ⋅ HILTONHEAD-513002 MLS
Like NEW, this State of the Art Lowcountry 6BR/5.5BA Beach Home approx 8000+ sq ft under roof offering 2 living rooms, 2 screened porches, huge garage, workshop and large private pool was designed for the way you actually want to live on Hilton Head Island. Open, comfortable, private, premium finishes, with perfectly designed outdoor spaces, all just moments from the residents only private beach . Hardwood floors, custom millwork, built-ins and walls of windows carry throughout the home. The kitchen is a showstopper, with an oversized island, custom cabinetry, high-end appliances and a true walk-in pantry. The primary suite is equally impressive withhis & her bathrooms w/freestanding soaking tub, oversized tiled shower and custom his & hers walk-in closets. Outside is where this home really separates itself. Two screened porches create an incredible amount of year-round living space, including an upper porch with fireplace, built-in grill and dining area. Downstairs, another oversized screened living area opens to the private pool, hot tub and beautifully landscaped backyard. Add an elevator, dedicated office, game area, workshop and more storage than you expect to find in an island home, and there's very little this house leaves you wanting. One of the finest homes ever offered for sale in Port Royal situated on a premium oversized extremely private lot in close proximity to the Residents Private Beach & Beach Club. The private gated community of Port Royal on Hilton Head is an Outdoor Enthusiast Dream offering Tennis. Golf. Pickle Ball. Bike Paths. Swimming. Gardening. Beach Activities

51 Scarborough Head Road, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty.

10 Drayton Place, Hilton Head Island
$7,800,000
6 Beds ⋅ 8 Baths ⋅ 6,208 SqFt. ⋅ HILTONHEAD-510819 MLS
Experience unparalleled oceanfront luxury in the exclusive, private community of Port Royal on Hilton Head Island. This 6,208-square-foot, two-story coastal home features six bedrooms, five full baths, and three half baths, offering an exceptional blend of timeless architecture. Meticulously enhanced with extensive modern updates, the home welcomes you with a grand foyer, soaring ceilings, and open, light-filled living spaces. Stunning 2-story glass frames sweeping panoramic Atlantic vistas and the maritime landscape from nearly every room. The newly remodeled chef's kitchen is complete with leather-stamped quartz countertops, a premium Sub-Zero refrigerator, a gas Bertazzoni Range, 2 stainless steel sinks, a farmer sink and a customized bar area. A generous island designed for effortless entertaining seats six. Throughout the interior, earth toned tile, stone and wood flooring complement the home's design. The primary suite serves as a serene sanctuary with stunning ocean views and a spa-inspired bathroom while each guest suite ensures ultimate comfort with private en-suites. Notably, three of the six bedrooms boast breathtaking direct ocean views.The luxury extends outdoors to a private beachfront oasis designed for relaxation and entertainment. Expansive patios, second-story veranda balcony, and an oceanside salt water pool offer front-row seats to legendary sunrises, cool sea breezes, and the tranquil lapping of the waves. Enjoy direct, private access to Hilton Head's pristine shoreline right from your backyard. Thoughtfully updated, the property features a durable metal roof, a classic stucco exterior, a spacious three-car garage, newly paved driveway plus paver pathways and refreshed landscaping. Situated on one of Port Royal's private, winding, oak-tree-lined cul-de-sac streets, this gated-community oceanfront residence offers a rare combination of luxury, privacy, and coastal living at its best.

10 Drayton Place, Hilton Head Island

Listing courtesy of EXP Realty LLC.

4 Middleton Place, Hilton Head Island
$3,740,000
3 Beds ⋅ 3 Baths ⋅ 2,733 SqFt. ⋅ HILTONHEAD-511980 MLS
JUST RΕDUCED! Own a ріeсе οf Hіltοn Head Island's οcеanfront-a rare opportunity at this price in coveted Port Royal Plantation. Opportunities like this do not come along often. With sweeping Atlantic views, magnificent live oaks, and an exceptional beachfront setting, this property deserves your attention now. Surrounded by mature natural landscaping, this private coastal retreat offers inviting spaces to enjoy today and exciting possibilities for the future. Enhance the existing home, explore expansion, or envision a new coastal estate that takes full advantage of this remarkable setting. The residence features 3 bedrooms and 2.5 baths, wide-plank pine floors, a beautifully renovated chef's kitchen, and walls of glass that bring the coastal landscape indoors. The half bath was originally a full bath, offering potential for restoration. An expansive rear deck sets the stage for entertaining, oyster roasts, morning coffee, and evenings overlooking the ocean. Designed by acclaimed architect Dean Winesett, whose work has appeared in Architectural Digest and Southern Living, the home was itself featured in Southern Living. Its distinctive Lowcountry architecture adds character and a notable history to this exceptional property. Enjoy a peaceful setting away from the island's resort corridor while remaining minutes from renowned dining, golf, and shopping. Port Royal Plantation prohibits short-term rentals, preserving its residential atmosphere. Private amenities for property owners and their guests include an oceanfront Beach House and swimming pool, tennis and pickleball courts, community gardens, leisure trails, and recreational and social activities. The price has changed. The extraordinary oceanfront setting remains. Schedule your private showing and discover the possibilities of owning your place on Hilton Head Island's beachfront.

4 Middleton Place, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS III brokered eXp Realty.

14 Salt Spray Lane, Hilton Head Island
$2,350,000
4 Beds ⋅ 5 Baths ⋅ 3,508 SqFt. ⋅ HILTONHEAD-511633 MLS
Beautiful Ocean Views from Multiple Rooms. This exceptional 3rd-row Port Royal home offers an inviting blend of coastal elegance, spacious living, and an unbeatable location. Soaring ceilings and a thoughtfully designed floor plan create an open, airy atmosphere with excellent separation of living spaces. Features include an eat-in kitchen, spacious family room, formal living and dining rooms, and a conditioned Carolina room for year-round enjoyment.Just steps from the Port Royal Beach Club, oceanfront pool, and beach access, this home offers the convenience of premier community amenities without the maintenance of a private pool. Port Royal is one of Hilton Head Island's most sought-after private oceanfront communities, featuring gated security, beach access, pickleball and tennis courts, and scenic leisure trails and more. Optional membership to the Port Royal Golf Club provides access to championship golf, tennis & dining. To preserve the community's peaceful residential character, short-term rentals are not permitted.

14 Salt Spray Lane, Hilton Head Island

Listing courtesy of Charter One Realty.

21 Barnacle Road, Hilton Head Island
$5,500,000
4 Beds ⋅ 5 Baths ⋅ 3,590 SqFt. ⋅ HILTONHEAD-511537 MLS
Oceanfront Luxury in a Private Gated Community on Hilton Head Island. Experience the ultimate in coastal living with this exceptional oceanfront residence, perfectly positioned within one of Hilton Head Island's most private gated communities. Offering breathtaking Atlantic Ocean views, direct beach access, and thoughtfully designed living spaces, this remarkable home is the perfect blend of elegance, comfort, and Lowcountry charm. Designed for both everyday living and effortless entertaining, the home features four spacious bedrooms, including two luxurious primary suites, five full bathrooms, and two separate living areas, providing exceptional flexibility for family and guests. The light-filled main living area showcases soaring vaulted ceilings, expansive windows, a fireplace, and walls of glass that frame spectacular ocean views. Enjoy relaxing on the upstairs deck allowing you to enjoy the sights and sounds of the Atlantic from nearly every angle. The generous primary suites offer private retreats complete with spa-inspired baths and tranquil coastal vistas. The first floor living area also offers a fireplace. Stroll outside to a private pool, expansive patio, lush tropical landscaping, and a private walk leading directly to one of Hilton Head Island's most pristine beaches create an unparalleled outdoor experience. Towering live oaks provide timeless Lowcountry character while preserving privacy and natural beauty. Whether you're seeking a luxurious primary residence, a second home, or an extraordinary oceanfront retreat, this exceptional property delivers the rare combination of privacy, sophistication, and direct beachfront living in one of Hilton Head Island's most coveted locations.

21 Barnacle Road, Hilton Head Island

Listing courtesy of Hilton Head Real Estate Partners.

14 Wimbledon Court Unit 135-5, Hilton Head Island
$22,000
2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-511398 MLS
Why own morе than you саn usе? Ρrеmium lοсation and walking diѕtanсe to the beach! Ocean Palms is a 1/5th deeded fractional ownership property allowing each owner 10 weeks of use per year on a calendar rotation of 2 weeks back to back 5 times annually. Management by the Westin Oceanfront Resort & Spa allows use of the hotel amenities, fitness center, oceanfront pool complex, beach access and resort shuttle. A great golf & tennis package is included with ownership. This wonderful 2 bedroom/2 bath designer furnished 1st floor Captiva floor plan has 1300 htd sq ft, a spacious back deck, and overlooks the back pool area. Onsite open house/model villa open daily.

14 Wimbledon Court Unit 135-5, Hilton Head Island

Listing courtesy of Hilton Head Properties.

31 Ocean S Point, Hilton Head Island
$2,500,000
3 Beds ⋅ 4 Baths ⋅ 2,869 SqFt. ⋅ HILTONHEAD-511247 MLS
Expеriencе thе quintеѕѕentіаl beachside lifеstуle in this residence reminiscent of historic, coastal cottages of years past. The home's interior wraps you in rich character with washed pine walls, crisp painted wood ceilings, and beautifully refinished pine floors, striking balance between nostalgic coastal elegance and modern sophistication. The heart of the home kitchen appointed with 6-burner Viking gas cooktop, convenient refrigerator drawers, a warming drawer, wine cooler and spacious pantry. Included are stone countertops and island with bar seating, open to Great Room and Carolina Room/Dining overlooking water view. Split-floorplan prioritizes privacy with the Owners ensuite and lounge occupying one wing overlooking the water view separated by a gallery hallway leading to two private guest ensuites in separate wing. Enjoy peace of mind with updated operating systems including backup whole-house generator, newer HVAC and ductwork, tankless water heater, new plumbing pipes, young roof & spray foam insulation beneath main floor. Exterior painted within the last 4 years and features high-end permeable driveway & walkway pavers, blending curb appeal with eco-friendly design. Just an easy, short stroll away from two community pools and the sandy shore, this home offers move-in-ready, oceanside living at its finest!

31 Ocean S Point, Hilton Head Island

Listing courtesy of Charter One Realty.

3 Wagener Place, Hilton Head Island
$5,499,800
5 Beds ⋅ 5 Baths ⋅ 4,563 SqFt. ⋅ HILTONHEAD-508634 MLS
Designed for those who love to entertain with purpose and elegance, this custom-built seaside home on a rare 0.77-acre lot offers an unmatched relaxed lifestyle both inside and out. Purposely designed by philanthropic owners, the home's open layout including dual sided fireplace effortlessly accommodates private gatherings and charitable galas for 50+ seated guests-flowing smoothly from indoor living spaces to the expansive, light-filled rear veranda. At the heart of the home, a chef's kitchen features a custom wenge wood-top island flanked by durable finished upper tier cabinetry and a massive butler's pantry built to handle full-service catering or intimate family dinners with equal ease. The outdoor sanctuary continues the theme of year-round hospitality, featuring a screened porch with a cozy fireplace, a custom boardwalk, and a climate-controlled heated and chilled pool for seasonal comfort. Two primary ensuites-conveniently situated on both the main and second levels-provide ultimate privacy and flexibility for hosting overnight guests or multi-generational family living. From grand philanthropic events beneath the veranda to quiet mornings on the shoreline, this home embodies the very best of Port Royal coastal living. Click the video link to view interior and drone exterior footage.

3 Wagener Place, Hilton Head Island

Listing courtesy of Charter One Realty.

14 Wimbledon Court Unit 803-3, Hilton Head Island
$30,000
2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-508326 MLS
Why own more than you can use? Premium location and walking distance to the beach! Ocean Palms is a 1/5th deeded fractional ownership property allowing each owner 10 weeks of use per year on a calendar rotation of 2 weeks back to back 5 times annually. Management by the Westin Oceanfront Resort & Spa allows use of the hotel amenities, fitness center, oceanfront pool complex, beach access and resort shuttle. A great golf & tennis package is included with ownership. This wonderful 2 bedroom/2 bath designer furnished 1st floor Captiva floor plan has 1300 htd sq ft, a spacious back deck, and great lagoon views. Close proximity to back pool area and bbq grills. Onsite open house/model villa open daily.

14 Wimbledon Court Unit 803-3, Hilton Head Island

Listing courtesy of Hilton Head Properties.

6 Audubon Place, Hilton Head Island
$949,000
3 Beds ⋅ 2 Baths ⋅ 1,804 SqFt. ⋅ HILTONHEAD-506995 MLS
Newly rеbuilt down to thе ѕtuds іn thе gаted οсeanfront community οf Pοrt Royal on Hilton Head Island - set on a spacious half-acre lot, this ranch style home is located in a high elevation area of Hilton Head Island. Walk or ride to the beach. Completely renovated down to the studs, featuring all new electrical, plumbing, spray foam insulation, roof, hardieplank siding, expanded square footage and more. The light-filled floor plan is anchored by a large brick fireplace and luxury vinyl plank flooring throughout. The beautifully redesigned kitchen showcases an oversized center island, quartz countertops, and stainless steel appliances, making it ideal for both everyday living and entertaining. Offering 3 bedrooms and 2 bathrooms, this cozy property is perfectly suited as a primary residence or a vacation retreat. Convenient Beach Path provides quick access to the beach club and oceanfront pool.

6 Audubon Place, Hilton Head Island

Listing courtesy of Keller Williams Realty.

14 Wimbledon Court Unit 123-4, Hilton Head Island
$28,000
2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-507605 MLS
Why own more than you can use? Premium location and walking distance to the beach! Ocean Palms is a 1/5th deeded fractional ownership property allowing each owner 10 weeks of use per year. This specific listing is a rotating "super fifth" calendar with no January or February weeks. More spring/summer/fall weeks of use! Management by the Westin Oceanfront Resort & Spa allows use of the hotel amenities, fitness center, oceanfront pool complex, beach access and resort shuttle. A great golf & tennis package is included with ownership. This wonderful 2 bedroom/2 bath designer furnished 1st floor Captiva floor plan has 1300 htd sq ft, an outdoor sundeck, and overlooks the back pool area. Onsite open house/model villa open daily.

14 Wimbledon Court Unit 123-4, Hilton Head Island

Listing courtesy of Hilton Head Properties.

11 Outpost Lane, Hilton Head Island
$1,495,000
4 Beds ⋅ 4 Baths ⋅ 2,921 SqFt. ⋅ HILTONHEAD-503394 MLS
Stunning views of Millers pond that expands to Marsh views of Fish Haul Creek to Port Royal Sound. Enjoy colorful sunrises, watch the fish jump & the birds play amongst natures backdrop! Sunlit home features 4 bedrooms & 4 full baths. There is a spacious screened porch to enjoy the views. Large kitchen with gas stove top & walk in pantry, New Stainless refrigerator & New DW, Double wall oven. The kitchen opens to the family room all with stunning views. Living room features a gas fireplace with a cathedral ceiling. Separate dining room for entertaining with lit tray ceilings. New Shower doors installed, New bath hardware & freshly painted throughout! Wood floors in the living areas with carpet in the bedrooms. Large laundry room with a sink and storage. Enjoy sitting on the swing under the oak tree while you enjoy the ever changing backdrop of Millers Pond. There is an oversized 2 car garage. 4th bedroom can be used as a bonus room/office. This home is a short distance to the beautiful private beaches in Port Royal Plantation. Enjoy the Beach house, large oceanfront community pool, leisure trails tennis courts, pickleball courts, bike paths, arboretum and more. New duct work 10/25 & well water for irrigation.

11 Outpost Lane, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty.

14 Wimbledon Court Unit 121-3, Hilton Head Island
$26,500
2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-505280 MLS
Why own more than you can use? Premium location and walking distance to the beach! Ocean Palms is a 1/5th deeded fractional ownership property allowing each owner 10 weeks of use per year on a calendar rotation of 2 weeks back to back 5 times annually. Management by the Westin Oceanfront Resort & Spa allows use of the hotel amenities, fitness center, oceanfront pool complex, beach access and resort shuttle. A great golf & tennis package is included with ownership. This wonderful 2 bedroom/2 bath designer furnished 1st floor Sanibel floor plan has 1350 htd sq ft, a screened in porch with additional covered deck, and overlooks the back pool area. Onsite open house/model villa open daily.

14 Wimbledon Court Unit 121-3, Hilton Head Island

Listing courtesy of Hilton Head Properties.

20 N Port Royal Drive, Hilton Head Island
$6,500,000
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.

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