Refine Search
Map
Sort by
$558,000
2 Beds ⋅ 3 Baths ⋅ HILTONHEAD-508167 MLS
Nestled in the quietest & most private building in Island Club, unit 131 is just a 4 minute walk to the ocean & backs up to the lovely, tree-lined, Islanders Beach Park. Ocean waves can be heard from the kitchen & guest bedroom windows. Hardwoods on main floor. Peaceful lagoon view. Island Club is gated with beach access, 3 swimming pools, 8 tennis courts, 3 pickleball courts, basketball, playground, & 24-hour, on-site security.

85 Folly Field Road Unit 131, Hilton Head Island

Courtesy of Charter One Realty
$1,050,000
3 Beds ⋅ 4 Baths ⋅ HILTONHEAD-508199 MLS
This newly built custom 3 bed, 3.5 bath home features an open-concept living area, spacious garage, and 4-stop elevator. The primary suite includes two walk-in closets and en suite bath. The forth floor offers a flexible space featuring a bedroom, full bath, and living area with elevator access. Community amenities include a fishing dock and pool. A rare opportunity to own a thoughtfully designed home in a serene coastal setting with spectacular sunsets and marsh views! *ARB pre-approved plans for upper and lower rear deck extensions are in progress.

31 Sterling Pointe Drive, Hilton Head Island

Courtesy of Schembra Real Estate Group
$399,000
1 Beds ⋅ 1 Baths ⋅ HILTONHEAD-508191 MLS
Looking for a high gross rental unit on the beach, look no further. 2025 Gross Rentals topped $37k in 2025. Wake up to the sound of the ocean in this perfectly located beachfront vacation rental, just steps from Coligny Plaza. With numerous shops, restaurants, and a grocery store right across the street, plus Celebration Park nearby, you can park your car and enjoy everything close by. This inviting one-bedroom, one-bath condo is ideal for couples or small families looking for a relaxing coastal getaway. The full kitchen features newer stainless steel appliances, making it easy to cook meals at home. The private bedroom includes a comfortable queen-sized bed and ample storage. Built-in hallway bunk bed perfect for kids. The living room also offers a sofa sleeper for additional guests. For added convenience, the unit includes an in-unit washer and dryer-perfect for extended stays. Whether you're here to relax on the beach, explore local dining, or enjoy nearby parks and activities, this condo puts you in the heart of it all.

4 N Forest Beach Drive Unit 134, Hilton Head Island

Courtesy of Lowcountry Realty Group, LLC
$359,000
1 Beds ⋅ 1 Baths ⋅ HILTONHEAD-508190 MLS
Experience the best of Hilton Head living in this beautifully situated beachfront condo, perfectly positioned just a short stroll from Coligny Plaza and Celebration Park. This proven rental performer generated $30k in gross revenue in 2025, making it an excellent opportunity for investors seeking strong returns. Enjoy effortless access to top dining, shopping, and entertainment while still embracing the peaceful charm of oceanfront living. Whether you're searching for a lucrative investment property, a relaxing vacation getaway, or a full-time coastal residence, this inviting retreat offers the ideal balance of comfort and seaside serenity.

4 N Forest Beach Drive Unit 105, Hilton Head Island

Courtesy of Lowcountry Realty Group, LLC
$250,000
HILTONHEAD-508186 MLS
Introducing 7 Silver Oak -an exceptional homesite located within the exclusive gated community of Silver Oak. Perfectly positioned along the marsh front, this premier lot showcases breathtaking panoramic views of Jarvis Creek stretching out to the Interacoastal Waterway. Immerse yourself in the natural beauty of the Lowcountry, where vibrant sunsets & tranquil surroundings create an idyllic backdrop for your future home. With the flexibility to choose your own builder & no required timeline to begin construction, you have the freedom to design & build at your own pace. Residents of Silver Oak enjoy a thought fully design array of amenities, including a secure gate entrance, a spacious community pool, and a private day dock-perfect for kayaking, fishing, birdwatching, or simply soaking in unforgettable sunsets over Caliboque Sound,

7 Silver Oak Circle, Hilton Head Island

Courtesy of Charter One Realty
$260,000
2 Beds ⋅ 3 Baths ⋅ 195892 MLS
Discover the perfect blend of comfort and convenience in this stunning mid-island gem. This beautiful 2-bedroom, 2.5-bath home offers serene lagoon views and a cozy fireplace, creating the ideal atmosphere for relaxing after a long day. Enjoy a lifestyle of ease with premium amenities just steps away, including a sparkling pool and a fully-equipped fitness center. Perfectly positioned within walking distance to the new Aldi, Food Lion, and various shopping and dining destinations. Whether you are looking for a primary residence, a savvy investment property, or the ultimate second home, this property checks every box. Don't miss your chance to own a piece of island living that combines tranquility with unmatched accessibility. Schedule your private tour today!

96 Mathews Drive Unit 19, Hilton Head Island

Courtesy of Keller Williams Realty, from Lowcountry Regional MLS.
$260,000
2 Beds ⋅ 3 Baths ⋅ HILTONHEAD-507887 MLS
Discover the perfect blend of comfort and convenience in this stunning mid-island gem. This beautiful 2-bedroom, 2.5-bath home offers serene lagoon views and a cozy fireplace, creating the ideal atmosphere for relaxing after a long day. Enjoy a lifestyle of ease with premium amenities just steps away, including a sparkling pool and a fully-equipped fitness center. Perfectly positioned within near distance to the new Aldi, Food Lion, and various shopping and dining destinations. Whether you are looking for a primary residence, a savvy investment property, or the ultimate second home, this property checks every box. Don't miss your chance to own a piece of island living that combines tranquility with unmatched accessibility. Schedule your private tour today!

96 Mathews Drive Unit 19, Hilton Head Island

Courtesy of Keller Williams Realty
$35,000
2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-508179 MLS
Coastal Retreat! This is your opportunity to own a deeded 2-bedroom, 2-bath quartershare at Brigantine Quarters in Shipyard with 13 rotating weeks yearly. Unit 292 offers serene lagoon from the back porch. This mini-resort includes tennis, pickleball, pools, playground, and private beach gate for BQ owners and guests. Maintenance charge covers appliances, furniture, maintenance upkeep, taxes, Shipyard HOA, and more, ensuring a stress-free experience, ideal for personal use, trade, or rentals.

55 Barcelona N Road Unit 292B, Hilton Head Island

Courtesy of The Homesfinder Realty Group
$35,000
2 Beds ⋅ 2 Baths ⋅ 196071 MLS
Coastal Retreat! This is your opportunity to own a deeded 2-bedroom, 2-bath quartershare at Brigantine Quarters in Shipyard with 13 rotating weeks yearly. Unit 292 offers serene lagoon and golf views from the back porch. This mini-resort includes tennis, pickleball, pools, playground, and private beach gate for BQ owners and guests. Maintenance charge covers appliances, furniture, maintenance upkeep, taxes, Shipyard HOA, and more, ensuring a stress-free experience, ideal for personal use, trade, or rentals.

55 Barcelona Road Unit 292b, Hilton Head Island

Courtesy of The HomesFinder Realty Group, from Lowcountry Regional MLS.
$2,400,000
4 Beds ⋅ 4 Baths ⋅ 196060 MLS
Welcome to 30 N Forest Beach Drive, a spectacular coastal retreat located in the highly sought-after North Forest Beach area of Hilton Head Island, just steps from the ocean. This exceptional home offers the ultimate blend of location, luxury, and lifestyle perfectly positioned for effortless beach access and enjoying everything Hilton Head has to offer. Thoughtfully designed with numerous upgrades throughout, the home features a bright, open-concept layout ideal for both everyday living and entertaining. The interior showcases high-end finishes, spacious living areas, and a seamless flow to the outdoor spaces. Step outside to your own private oasis, where a beautiful pool and expansive outdoor living area create the perfect setting for relaxing or hosting guests after a day at the Whether you?re enjoying morning walks to the ocean or evenings by the pool, this property embodies true Lowcountry living. With its premier location, strong rental performance, and exceptional design, 30 N Forest Beach Drive presents a rare opportunity as a primary residence, second home, or high-performing investment property on Hilton Head Island!

30 N Forest Beach Drive, Hilton Head Island

Courtesy of RE/MAX Island Realty Inc., from Lowcountry Regional MLS.
$599,000
3 Beds ⋅ 3 Baths ⋅ 196061 MLS
Welcome to 9 Old Stoney Lane, a beautifully crafted 2023-built townhome offering modern Lowcountry living in one of the most desirable areas of Hilton Head Island. This practically new 3-bedroom, 2.5-bath residence features a bright and open concept floor plan designed for both everyday comfort and effortless entertaining.The main living space flows seamlessly into a stylish kitchen with high-end finishes, creating a warm and inviting atmosphere throughout. Upstairs, the spacious bedrooms provide privacy and flexibility, with a well-appointed primary suite offering a relaxing retreat. Ideally located just minutes from Hilton Head's renowned beaches, golf courses, dining, and shopping, this low maintenance townhome presents an exceptional opportunity as a primary residence, second home, or investment property. Move-in ready and built with today's standards in mind 9 Old Stoney Lane combines location, quality, and convenience in one compelling offering!

9 Old Stoney Lane, Hilton Head Island

Courtesy of RE/MAX Island Realty Inc., from Lowcountry Regional MLS.
$250,000
HILTONHEAD-508125 MLS
Experience the perfect blend of privacy and convenience on this meticulously maintained, oversized lot. Featuring immaculate stamped concrete pad and extensive & mature landscaping, this site easily accommodates a 45-foot motorcoach. Sold fully furnished with extensive furniture collection, umbrellas, grill, and shed-this is truly a "bring your coach and stay" opportunity. Located just steps from the premier amenities of the #1 resort in America you are perfectly positioned to enjoy the pool, pickleball, clubhouse and the best of the island's south end on foot or bike.

133 Arrow Road Unit 263, Hilton Head Island

Courtesy of Howard Hanna Allen Tate Lowcountry
$2,400,000
4 Beds ⋅ 4 Baths ⋅ HILTONHEAD-508119 MLS
Welcome to 30 N Forest Beach Drive, a spectacular coastal retreat located in the highly sought-after North Forest Beach area of Hilton Head Island, just steps from the ocean. This exceptional home offers the ultimate blend of location, luxury, and lifestyle perfectly positioned for effortless beach access and enjoying everything Hilton Head has to offer.Thoughtfully designed with numerous upgrades throughout, the home features a bright, open-concept layout ideal for both everyday living and entertaining. The interior showcases high-end finishes, spacious living areas, and a seamless flow to the outdoor spaces.Step outside to your own private oasis, where a beautiful pool and expansive outdoor living area create the perfect setting for relaxing or hosting guests after a day at the beach. Whether you?re enjoying morning walks to the ocean or evenings by the pool, this property embodies true Lowcountry living.With its premier location, strong rental performance, and exceptional design, 30 N Forest Beach Drive presents a rare opportunity as a primary residence, second home, or high-performing investment property on Hilton Head Island!

30 Forest Beach Drive, Hilton Head Island

Courtesy of RE/MAX Island Realty
$599,000
3 Beds ⋅ 3 Baths ⋅ HILTONHEAD-508118 MLS
Welcome to 9 Old Stoney Lane, a beautifully crafted 2023-built townhome offering modern Lowcountry living in one of the most desirable areas of Hilton Head Island. This practically new 3-bedroom, 2.5-bath residence features a bright and open-concept floor plan designed for both everyday comfort and effortless entertaining. The main living space flows seamlessly into a stylish kitchen with high-end finishes, creating a warm and inviting atmosphere throughout. Upstairs, the spacious bedrooms provide privacy and flexibility, with a well-appointed primary suite offering a relaxing retreat. Ideally located just minutes from Hilton Head?s renowned beaches, golf courses, dining, and shopping, this low-maintenance townhome presents an exceptional opportunity as a primary residence, second home, or investment property. Move-in ready and built with today?s standards in mind, 9 Old Stoney Lane combines location, quality, and convenience in one compelling offering!

9 Old Stoney Lane, Hilton Head Island

Courtesy of RE/MAX Island Realty
$3,395,000
4 Beds ⋅ 6 Baths ⋅ HILTONHEAD-508097 MLS
Set on nearly 0.70 acres in the heart of Wexford, this estate-sized golf course home is defined by its architectural character, impressive scale, and private setting. A sweeping horseshoe driveway framed by mature landscaping leads to a tucked courtyard that shares the front entry. Filled with unique design elements, the home showcases a dramatic barrel ceiling with a skylight in the foyer, antique doors throughout the main level, and rich reclaimed wood flooring that adds warmth and authenticity. The expansive great room is truly a centerpiece, offering the flexibility for multiple seating areas, formal and casual dining, and even space for a baby grand piano, all anchored by a massive stone fireplace and seamless access to outdoor living areas. Directly off the great room, the chef's kitchen features a breakfast area, a walk-in pantry, and direct access to the covered outdoor dining space. The primary suite is well-positioned for comfort and convenience, featuring a sitting area framed by floor-to-ceiling windows, a unique cross-vaulted ceiling, direct access to the pool and spa, an oversized walk-in closet, a secondary walk-in closet, private laundry, and a well-appointed bath with soaking tub and separate water closet. Add'l living spaces continue throughout the home, including a distinctive lower-level bar or collector's room with vaulted ceilings, exposed beams, built-in bar, intricate fireplace, access to the front courtyard, and a full bath. Over the garage, a large fitness room or den is complemented by two ensuite bedrooms - one featuring a private deck. The fourth guest ensuite offers generous closet space and French doors opening to the courtyard. Outdoors, the backyard is set on a golf course lot while still offering a quiet, private setting. A secluded pool and hot tub, covered lounging/dining area, and an add'l deck are surrounded by mature landscaping, creating a peaceful, highly private environment. Additional highlights include an oversized three-car garage, workshop, wine storage, and dual laundry areas for added convenience. In addition, Wexford has just celebrated the grand opening of the new construction Harbour Center. The clubhouse is currently undergoing an exciting expansion, scheduled to open spring/summer 2026, further enhancing the exceptional amenities within this private community. A rare opportunity to own a distinctive, estate-sized property in one of Hilton Head's most sought-after private club communities.

19 Wexford Club Drive, Hilton Head Island

Courtesy of Charter One Realty
$319,000
2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-507919 MLS
MOTIVATED SELLER. Welcome to A12 Summer House! This ground level (no stairs) 2 bedroom, 2 bathroom villa features an open concept living area with ideal bedroom separation, while the spacious screened porch extends the living space, overlooking the lagoon & fountain - a peaceful setting, indeed. Recent updates include LVP flooring in the main living area and a walk-in shower in the primary bath. The strategic mid-island location of Summer House provides for timely access across (and off) the Island - Be on the beach in 10 minutes, or be off the Island in 10 minutes...just about anywhere on Hilton Head can be reached within 10 minutes; while the nearby Marinas offer convenient dining, activities and entertainment. Summer House is one of the newer condominium communities on Hilton Head (built in 2001), offering SOLID construction, gorgeous landscaping and upscale amenities (resort style pool with full outdoor kitchen, pool-side cabanas and hot tub; fitness center, clubhouse, ample green space and even a car wash). With no short-term rentals being permitted, Summer House has the feel of a true residential neighborhood, where "you know your neighbors". The "A" building is situated just inside the gates at the front of the community and is directly adjacent to the pool and clubhouse, thus providing a sense of security and social opportunities. With ample storage (both bedrooms have walk-in closets, plus the 4'x8' closet on porch) and a full laundry room, this property is well suited for full-time living, a 2nd home and/or long term investment. The location and fundamentals of this property offer an exceptional value for Hilton Head Island. Is it time to start living the dream? Let it begin at A12 Summer House! MOTIVATED Seller is also offering a $4000 flooring credit for bedrooms.

380 Marshland Road Unit A12, Hilton Head Island

Courtesy of COAST PROFESSIONALS Brokered by EXP Realty
$240,000
2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-508086 MLS
Experience the ultimate island lifestyle in this nicely updated 2-bedroom, 2-bathroom villa located in The Spa at Hilton Head. This third-floor gem is situated in one of the most tranquil buildings within the complex, offering peaceful landscape & tennis court views with refreshing coastal breezes from your private balcony. The complex offers 2 outdoor pools, an indoor pool, a hot tub, a dry sauna, multiple tennis courts, a walking track & fitness center. Pickleball courts are soon to come and are currently under construction. The beach and the lookout pier are a short walk from the condo. HVAC and water heater are newer for peace of mind. This is a wonderful short-term rental or second home opportunity for an investor wanting a beach-oriented condo well under 300k on Hilton Head Island. RENTAL PROJECTIONS of $35,000.00 Plus. MOTIVATED SELLERS!

239 Beach City Road Unit 3336, Hilton Head Island

Courtesy of COAST PROFESSIONALS Brokered by EXP Realty
$288,000
2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-508085 MLS
Located in the absolutely most preferred #1 Building, closest to the beach access! Completely upgraded 2 Bedroom, 2 Full Bath first floor unit. New kitchen counters in 2026. Current owner only used as a 2nd home, but would make an awesome rental property!

663 William Hilton Parkway Unit 1122, Hilton Head Island

Courtesy of RE/MAX Island Realty
$2,235,000
5 Beds ⋅ 5 Baths ⋅ 195872 MLS
Experience elevated harbor front living in one of Hilton Head Island's most exclusive gated waterfront communities. Perfectly positioned in Windmill Harbour, 58 Sparwheel Lane offers sweeping marina views, timeless architecture, and an extensively renovated home designed for effortless coastal living. Reimagined in 2017, this exceptional residence showcases custom craftsmanship, refined interior design, and high end finishes throughout, blending classic elegance with modern comfort. Expansive lanais overlook a picturesque backdrop of sailboats and yachts, creating an ever changing waterfront setting for morning coffee, sunset cocktails, or entertaining family and friends. The luxurious primary suite features a private lanai and fireplace, while four ensuite guest bedrooms provide exceptional comfort and privacy. A chef's kitchen, inviting living room with fireplace, lower level family room, two laundry areas, and a two car garage offer the functionality today's buyers desire. Boating enthusiasts will appreciate Windmill Harbour's renowned lock controlled marina, one of only three private lock systems on the East Coast, providing protected deep water access to the Intracoastal Waterway regardless of the tides. Residents also enjoy a community pool, and optional membership to the South Carolina Yacht Club with dining, tennis, pickleball, fitness, and social amenities. Whether you're searching for a luxury primary residence or an exceptional second home, this is a rare opportunity to own one of Windmill Harbour's premier marina front properties.

58 Sparwheel Lane, Hilton Head Island

Courtesy of William Raveis - Carolina LLC, from Lowcountry Regional MLS.
$2,235,000
5 Beds ⋅ 5 Baths ⋅ HILTONHEAD-507876 MLS
Experience elevated harbor front living in one of Hilton Head Island's most exclusive gated waterfront communities. Perfectly positioned in Windmill Harbour, 58 Sparwheel Lane offers sweeping marina views, timeless architecture, and an extensively renovated home designed for effortless coastal living. Reimagined in 2017, this exceptional residence showcases custom craftsmanship, refined interior design, and high-end finishes throughout, blending classic elegance with modern comfort. Expansive lanais overlook a picturesque backdrop of sailboats and yachts, creating an ever-changing waterfront setting for morning coffee, sunset cocktails, or entertaining family and friends. The luxurious primary suite features a private lanai and fireplace, while four ensuite guest bedrooms provide exceptional comfort and privacy. A chef's kitchen, inviting living room with fireplace, lower level family room, two laundry areas, and a two car garage offer the functionality today's buyers desire. Boating enthusiasts will appreciate Windmill Harbour's renowned lock-controlled marina, one of only three private lock systems on the East Coast, providing protected deep water access to the Intracoastal Waterway regardless of the tides. Residents also enjoy a community pool, and optional membership to the South Carolina Yacht Club with dining, tennis, pickleball, fitness, and social amenities. Whether you're searching for a luxury primary residence or an exceptional second home, this is a rare opportunity to own one of Windmill Harbour's premier marina front properties.

58 Sparwheel Lane, Hilton Head Island

Courtesy of William Raveis - Carolina LLC
$749,000
3 Beds ⋅ 3 Baths ⋅ HILTONHEAD-507555 MLS
Beautiful and bright 3BR 3BA. End unit. Spacious & inviting living & dining areas with a vaulted ceiling & open to a kitchen with stainless appliances & all the essentials for cooking & entertaining. A large Carolina room can provide cozy space or become your work from home office while enjoying a lovely long lagoon view. Large master suite with generous master bath & large walk in closet. Each guest bedroom has its own private bath. Beautifully appointed with very tasteful furniture, light fixtures & accessories including smooth ceilings. Community pool, tennis and pickleball court. Perfect as primary home or as an investment property.

1 Gloucester Road Unit J-2, Hilton Head Island

Courtesy of Charter One Realty
$565,000
2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-507895 MLS
Coastal Living at its Finest - Fully Renovated & Ready for You! Experience the ultimate beach lifestyle in this stunning, newly renovated 2/2 condo just steps from the ocean. Enter through the security door which opens up to the newly renovated pool area open to the sky and the atrium beyond. Enjoy the view through the glass front elevator to your ride to the second floor. This property is the perfect blend of modern luxury and resort-style amenities. Home Highlights :Modern Upgrades: Enjoy a fresh, contemporary interior with high-end finishes and an open layout. Year-Round Swimming: Take your pick between the sparkling outdoor pool for summer sun or the all-season indoor pool for year-round relaxation. Active Living: Play a match on the tennis courts or head to the grilling area for an afternoon BBQ with friends and family. Prime Location: Just a short stroll to the sand and surf. Don't miss your chance to own a piece of paradise. Schedule your private tour today and start living the beach life you've always dreamed of!

10 Lemoyne Avenue Unit 212, Hilton Head Island

Courtesy of Berkshire Hathaway HomeServices Hilton Head Bluffton Realty
$2,995,000
5 Beds ⋅ 5 Baths ⋅ HILTONHEAD-508033 MLS
Experience elevated Lowcountry living in this exceptional new construction home, perfectly positioned to capture sweeping marsh-to-Intracoastal Waterway views. Thoughtfully designed with both luxury and functionality in mind, this 4,199 heated square foot residence offers four spacious bedrooms, each with its own private ensuite, along with five full baths to comfortably accommodate family and guests.From the moment you arrive, the raised construction provides abundant covered parking and generous storage space beneath the home-ideal for coastal living. Inside, high-end appointments are showcased throughout, blending refined finishes with timeless design. The open-concept living area features a gas fireplace, creating a warm focal point while framing stunning natural vistas just beyond.An array of outdoor living spaces invites you to fully embrace the serene surroundings. Multiple rear porches and a screened porch offer uninterrupted views of the marshes stretching to the Intracoastal Waterway, perfect for morning coffee or evening sunsets. The private elevator ensures effortless access to all levels, enhancing convenience and accessibility.The home also includes a dedicated office, ideal for remote work or quiet study, as well as a versatile bonus room that opens to a rooftop deck-an extraordinary vantage point for long, panoramic marsh-to-ICW views. Every detail has been carefully considered to maximize both comfort and the beauty of the coastal environment.Located within the highly sought-after Windmill Harbour community, residents enjoy access to a 15.5-acre lock-controlled marina, home to the South Carolina Yacht Club, along with tennis facilities and an Olympic-size community pool. Additionally, the Indian Hill community pool is conveniently located just across the street.With completion estimated for Spring 2027, this home presents a rare opportunity to own a brand-new coastal retreat in one of the area's most prestigious waterfront communities.

18 Indian Hill Lane, Hilton Head Island

Courtesy of COAST PROFESSIONALS Brokered by EXP Realty
$349,900
2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-508028 MLS
A peaceful, lagoon-front retreat in the heart of Hilton Head Island! Priced to sell and sold furnished, this 2-bedroom / 2-bathroom end-unit Wyndemere Villa in Yacht Cove conveniently located on the first-floor offers an incredible opportunity for a primary residence or second home island escape with exceptionally spacious bedrooms and an unbeatable location. Palmetto Dunes Oceanfront Resort is just across the street, and it's a short bike ride to Shelter Cove Harbour & Marina, known for year-round waterfront dining, shopping, entertainment, water activities, and seasonal summer fireworks. Enjoy the lowcountry with seamless indoor-outdoor living from the large private deck overlooking the lagoon and fountains-deck features generously-sized storage closet and direct deck access from the primary suite. Wyndemere's tranquil setting is a big part of the appeal: watch wildlife from the balconies, fish along Broad Creek, stroll wooded walking paths, play on the community tennis courts, or unwind at the community pool. If you're looking for low-maintenance island living with a serene view corridor and quick access to Hilton Head's best amenities, 410 Wyndemere is right where you want to be.

50 Yacht Cove Drive Unit 410, Hilton Head Island

Courtesy of Greenplate Group Brokered by eXp Realty
$389,500
2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-508012 MLS
Unit 2305 offers a view that needs to be seen soon. From the 3rd floor balcony, overlooking the lagoon and ocean boardwalk through a coastal marsh, the unit boasts one of the best views in the community. Enjoy the early morning sunrises of Singleton Beach in the distance. To the left, you can view the 10th hole of the Ocean Course design by Robert Trent Jones, located in Palmetto Dunes. The unit sleeps 6 with 2 Bedrooms, 2 baths, and a pullout couch. The community includes 3 pools, 2 outside and 1 heated inside, Pickleball, Tennis, Fitness Center, Sun Deck, and an on-site small plates restaurant. Access to the pristine Singleton Beach is located just to the left of the unit and takes you directly to Coco's restaurant on the beach. Enjoy the short walk to the beach over a beautiful lowcountry marsh setting. Centrally located mid-island Hilton Head Resort is a primary location for investors and owners alike, allowing short-term and long-term rental opportunities.

663 William Hilton Parkway Unit 2305, Hilton Head Island

Courtesy of Realty One Group - Lowcountry
$2,250
2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-508006 MLS
TWO DEEDED WEEKS AT SPICEBUSH IN SEA PINES (WEEK 32 & 33)! Nestled in the heart of Hilton Head's iconic Sea Pines community, this is a rare opportunity to own two consecutive mid-August weeks in the same end unit; perfect for extended stays or flexible vacation planning. Just steps from the Sea Pines Beach Club and the Plantation Club Golf Course, you'll be right in the center of everything that makes the island special. Your Spicebush Weeks 32 & 33 place you here during one of the most vibrant times of the summer: when the island is alive with warm coastal breezes, long sun-filled days, and unforgettable evenings. Enjoy championship golf, sugar-soft beaches, waterfront dining, and all the seasonal energy Hilton Head is known for. Wake up to the sound of the ocean, spend your days exploring or unwinding, and linger over golden sunsets that stretch late into the evening. With effortless, low-maintenance ownership and the added value of two back-to-back weeks, your island retreat is always within reach-offering the perfect blend of relaxation, adventure, and lasting memories.

124 Sea Pines Drive Unit 583, Hilton Head Island

Courtesy of Lighthouse Realty
$37,500
HILTONHEAD-507997 MLS
Enjoy the Wexford boating lifestyle with Slip 28 on Pier 4, now available in the private harbor of Wexford Plantation. Designed to accommodate vessels up to 35', this ideally positioned slip is located near the Harbour Center, offering easy access to parking and the lock system. A rare offering, ownership is reserved exclusively for Wexford property owners, perfect for those seeking convenience, security, and premier marina access.

107 Wexford Club Drive, Hilton Head Island

Courtesy of RE/MAX Island Realty
$269,000
HILTONHEAD-507994 MLS
Widely regarded by owners as the premier layout in the park, Lot 300 offers an unparalleled outdoor experience. Featuring contemporary pavers and a custom border wall, this site defines one of the resort's most expansive private living spaces. Designed for the serious traveler, it provides dedicated parking for a 40' coach plus two additional vehicles. With extensive professional lighting, integrated irrigation, and additional utilities, this lot is as effortless to maintain as it is to enjoy. While cherished exclusively by the current owner for years, its "Paradise" setting and sprawling footprint would make it a high-demand opportunity for the rental market. Steps from the pool, clubhouse, racquet sports, and laundry. Beyond the front gates, enjoy convenient access to shopping, dining, the beach, bike paths, and the town trolley. Experience the #1 Motorcoach Resort on the #1 island destination in America - an exceptional blend of lifestyle and investment.

133 Arrow Rd., #300, Hilton Head Island

Courtesy of Howard Hanna Allen Tate Lowcountry
$37,500
195948 MLS
Enjoy the Wexford boating lifestyle with Slip 28 on Pier 4, now available in the private harbor of Wexford Plantation. Designed to accommodate vessels up to 35', this ideally positioned slip is located near the Harbour Center, offering easy access to parking and the lock system. A rare offering, ownership is reserved exclusively for Wexford property owners-perfect for those seeking convenience, security, and premier marina access.

107 Wexford Club Drive, Hilton Head Island

Courtesy of RE/MAX Island Realty Inc., from Lowcountry Regional MLS.
$1,095,000
1 Beds ⋅ 2 Baths ⋅ HILTONHEAD-507877 MLS
Searching for a truly private Sea Pines retreat with unmatched views just steps from Harbour Town? 2065 Deer Island Road offers a rare end-of-the-road setting in the coveted Sea Pines Resort, delivering breathtaking views of the marsh and out to the Calibogue Sound. Tucked away at the end of a quiet road, this unique home is surrounded by nature, where walls of windows flood the home with natural light and frame stunning water and wildlife views from every angle. Thoughtfully updated with luxurious finishes, the home features high-end appliances including a Sub-Zero refrigerator, JennAir range, and Bosch dishwasher and microwave, along with quartz countertops and an open-concept living space designed for relaxed coastal living. Heart pine floors upstairs and bamboo flooring on the lower level add warmth and character, while multiple decks provide the perfect setting to take in unforgettable sunsets over the water. The upstairs level of all Deer Island properties are similar and can be re-configured to accommodate various bedroom and bathroom layouts. This flexible layout lives beautifully as a second home or income-producing rental, offering a peaceful, private escape just a short walk or bike ride to the Harbour Town Lighthouse, the Quarterdeck Restaurant, and the shops, dining, and amenities of Harbour Town. A rare opportunity to own one of the most scenic and private homes in Sea Pines.

2065 Deer Island Road, Hilton Head Island

Courtesy of William Raveis - Carolina LLC
board logo

We do not attempt to independently verify the currency, completeness, accuracy or authenticity of the data contained herein. It may be subject to transcription and transmission errors. Accordingly, the data is provided on an “as is” “as available” basis only and may not reflect all real estate activity in the market. © 2026 REsides, Inc. All rights reserved. Certain information contained herein is derived from information, which is the licensed property of, and copyrighted by, REsides, Inc.

board logo

This information is deemed reliable, but not guaranteed. Neither the Lowcountry Regional MLS, nor the listing broker, nor their agents or subagents are responsible for the accuracy of the information. The buyer is responsible for verifying all information. This information is provided by the Lowcountry Regional MLS for use by its members and is not intended for use for any other purpose.