252 listings, but only 250 max can be displayed.
 Refine Search
Map
Sort by
300 Woodhaven Drive Unit 2501, Hilton Head Island
$139,900
2 Beds ⋅ 2 Baths ⋅ 1,400 SqFt. ⋅ HILTONHEAD-510009 MLS
Senior Independent Living Retirement. Furnished 2 bedroom 2 bath top floor. Features a balcony with lagoon views with lots of sunlight. Kitchen and bathrooms are updated, wood floors and washer/dryer. Built-in bookshelves & large dining area. Situated on a lush 21-acre campus with clubhouse and fine dining restaurant. On-site skilled medical facility & home health care solutions. Amenities include daily meals, social activities, transportation, pool, and recreation. 0.8 miles from the ocean, with shopping and churches nearby. Pets allowed. No rentals allowed. Membership application required $29,000 (1) $ 35,000 (2)

300 Woodhaven Drive Unit 2501, Hilton Head Island

Listing courtesy of Charter One Realty.

34 Seabrook Landing Drive, Hilton Head Island
$1,825,000
4 Beds ⋅ 5 Baths ⋅ 3,622 SqFt. ⋅ HILTONHEAD-508280 MLS
Step іnto exсеptіοnаl Lοwсountry living at this tіmelеss 3,622-square-foot custom residence. Designed for both effortless entertaining and everyday comfort, the home boasts four spacious bedrooms, four-and-a-half baths, and high-quality craftsmanship throughout. Large windows flood the generous living spaces with natural light, highlighting the thoughtful design and drawing the eye out to your own private pool oasis. Every detail has been curated to create a seamless flow from the welcoming interiors to the beautiful outdoor living spaces. The property is perfectly situated within Seabrook Landing, an intimate waterfront enclave of just 33 homes tucked behind the gates of Hilton Head Plantation. This exclusive neighborhood grants you the rare luxury of a private community pool and a deep-water dock-perfect for sunset strolls, fishing, or simply taking in the coastal breeze. Beyond this quiet retreat, a world-class lifestyle awaits. You have full access to the plantation's phenomenal amenities, including miles of shaded leisure trails, four golf courses, top-tier tennis and pickleball facilities, a deep-water marina, and Port Royal Sound beach access. Whether you are seeking a primary residence or a luxurious island getaway, this home presents a rare opportunity to experience Hilton Head at its finest.

34 Seabrook Landing Drive, Hilton Head Island

Listing courtesy of William Raveis - Carolina LLC.

133 Arrow Road Unit 151, Hilton Head Island
$245,000
HILTONHEAD-509890 MLS
RV Lot #151 has a paver pad and can accommodate a 45' coach along with 2 vehicles and is located in the highly coveted phase III. This lot comes well equipped with a high-top bar and cooking station, dining table with 6 seats and an umbrella, 2 sitting chairs with cushions and one ottoman, irrigation, landscape lighting and a storage shed. Excellent rental potential! Hilton Head Island Motorcoach Resort is a luxury resort consisting of 50 acres of woodland setting accented with live oaks dripping with Spanish Moss, Palms, Ferns and flowering shrubs and designed for the convenience and enjoyment of Motorcoaches only. Offering tennis courts, pickle ball, shuffleboard, swimming pool, hot tub, clubhouse, laundry facilities, fitness center, basketball courts, playground, dog park, Wi-Fi, cable, daily trash pickup, lawn maintenance, water & sewer.

133 Arrow Road Unit 151, Hilton Head Island

Listing courtesy of View Properties.

3 Chestnut Lane, Hilton Head Island
$1,399,000
5 Beds ⋅ 6 Baths ⋅ 4,421 SqFt. ⋅ HILTONHEAD-509561 MLS
Discover this exceptional custom-built property in the prestigious gated community of Palmetto Hall on Hilton Head Island. This spacious 5-bedroom, 5.5-bath home offers approximately 4,421 square feet of refined living space and an exceptional floor plan that includes two versatile bonus rooms, perfect for a home office, media room, gym, or additional guest suite. Built in 2006 on a generous lot with water and golf views, the residence features high-end appliances including a convection oven, wine cooler, warming drawer, and trash compactor. The interior impresses with elegant tray ceilings, smooth finishes, an expansive eat-in kitchen, formal living and dining rooms, multiple family areas, a main-level master suite with a lavish bath, abundant natural light, and a seamless flow perfect for both comfortable living and elegant entertaining. Additional practical features include extra washer and dryer hookups located in the mudroom leading to the garage, as well as secondary laundry hookups in the garage. The home also features a dedicated golf cart garage and is conveniently close to the golf cart gate, where you can reach one of the world famous Hilton Head beaches by golf cart in just 5 minutes. Palmetto Hall offers a true resort-style lifestyle with optional membership to the private club featuring two renowned 18-hole championship golf courses (Arthur Hills and Robert Cupp), a clubhouse, a junior Olympic pool, tennis/pickleball courts, and scenic nature preserves. This private, residential-focused community provides 24/7 security, golf cart paths, and a welcoming neighborhood atmosphere on the north end of the island. Quality, location, and value make this a rare opportunity for luxury coastal living in one of Hilton Head's most sought-after communities.

3 Chestnut Lane, Hilton Head Island

Listing courtesy of EXP Realty LLC.

133 Arrow Road Unit 40, Hilton Head Island
$185,000
HILTONHEAD-509554 MLS
Welcome to Lot #40! If you are searching for a quiet place to enjoy Hilton Head Island and the amenities of the Hilton Head Island Motorcoach Resort, look no further than this LARGE RV LOT in the QUIET LOOP #1 of the island's premier gated luxury motorcoach community. Designed to accommodate a 40-foot RV plus two vehicles, Lot #40 offers a peaceful setting combined with thoughtful upgrades that enhance both comfort and functionality. The unique combination of pavers and polyurea-coated concrete was specifically designed to provide enhanced traction, improved durability, and low-maintenance ownership. Outdoor living takes center stage with multiple gathering areas designed to enjoy the Lowcountry lifestyle. Relax beneath one of the umbrellas, unwind beside the fire table with family and friends, or enjoy the ambiance created by the hardscape wall featuring built-in lighting that transforms the outdoor space in the evening hours. The property also includes an upgraded electrical pedestal and full irrigation system, adding additional long-term value and convenience. With ample space and room for future expansion, Lot #40 offers the flexibility to further customize your own slice of Paradise while maintaining a comfortable and open layout. Whether you are seeking a private coastal retreat, seasonal getaway, or a home-base in Hilton Head Island for future travels, this lot offers an excellent opportunity to enjoy resort-style ownership in the heart of the Lowcountry. Hilton Head Island Motorcoach Resort is an amenity-rich community designed exclusively for Class A, Class C and Super C motorcoaches, offering a heated pool and hot tub, pickleball and tennis courts, fitness center, clubhouse, and dog park, along with cable, Wi-Fi, water, sewer, and trash pickup. Located just minutes from Coligny Beach, Atlantic Ocean access, miles of bike paths, over 250 restaurants, golf courses, and island shopping, this property offers the ideal blend of resort-style living and the Lowcountry lifestyle. Recognized by Condé Nast Traveler readers as the Best U.S. Island for nine consecutive years, Hilton Head Island continues to attract discerning buyers seeking resort-style ownership in a premier coastal destination.

133 Arrow Road Unit 40, Hilton Head Island

Listing courtesy of RE/MAX Island Realty.

11 Anchorage Point Unit 11, Hilton Head Island
$445,000
2 Beds ⋅ 3 Baths ⋅ 1,285 SqFt. ⋅ HILTONHEAD-509386 MLS
Tucked аway on thе dеsіrаblе sοuth еnd of the island, 11 Anchοragе Point offers the perfect blend of convenience, comfort, and natural beauty. Just minutes from the restaurants and waterfront charm of Palmetto Bay Marina, and with quick access to the Cross Island Expressway, this impeccably maintained villa provides easy access to everything the island has to offer. Beautifully updated kitchen and bathrooms create a fresh and inviting coastal retreat. The open-concept layout is ideal for everyday living and entertaining. The kitchen flows seamlessly into the dining area and living room, along with a convenient half bath on the main level. Upstairs, both spacious bedrooms feature private ensuite baths for added comfort and privacy. Surrounded by lush greenery and serene marsh views, this peaceful setting is filled with the sounds of coastal birds and stunning sunsets from spring through early fall. At high tide, the water glistens across the marsh grasses, adding to the natural beauty and tranquility. Located in a quiet, dog-friendly community with mostly full-time residents, this is island living at its most relaxing and authentic.

11 Anchorage Point Unit 11, Hilton Head Island

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

36 Anchorage Point Unit 36, Hilton Head Island
$459,900
2 Beds ⋅ 3 Baths ⋅ 1,285 SqFt. ⋅ HILTONHEAD-509067 MLS
Wake up to breathtaking Broad Creek views and experience the best of Hilton Head's waterfront lifestyle. Perfectly positioned in Anchorage Point, this 2-bedroom, 2.5-bath villa offers 1,285 square feet of living space with panoramic water views from multiple private balconies. Whether you're enjoying your morning coffee, watching boats cruise by, or ending the day with a Lowcountry sunset, this is the kind of setting buyers wait for. Inside, you'll find two spacious en-suite bedrooms, an inviting living area with a fireplace, fresh interior paint, renovated primary shower, and a recently replaced HVAC system, providing a solid foundation for your personal updates and design vision. This villa presents an incredible opportunity to customize the interior while investing in one of Hilton Head Island's most desirable waterfront locations. Renovate at your own pace and create the coastal retreat you've always envisioned. Conveniently located on the South End of Hilton Head Island near beaches, world-class golf, dining, shopping, and entertainment, this is your chance to own waterfront property on Hilton Head at an exceptional value. Don't miss the opportunity to make this waterfront retreat your own.

36 Anchorage Point Unit 36, Hilton Head Island

Listing courtesy of Charter One Realty.

133 Arrow Road Unit 358, Hilton Head Island
$284,000
HILTONHEAD-509013 MLS
This amazing PERIMETER RV Lot #358 has a paver pad and can accommodate any size coach along with two vehicles.This lot is loaded with extras! Paver walls, irrigation, landscape lighting, grassy area for the pups, and of course the outdoor kitchen! The beautiful funiture consist of a sofa, 2 swivel chairs with matching ottomans, fire table, and 5 bar stools. Hilton Head Island Motorcoach Resort is a luxury resort consisting of 50 acres of woodland setting accented with live oaks dripping with Spanish Moss, Palms, Ferns and flowering shrubs and designed for the convenience and enjoyment of Motorcoaches only. Offering tennis courts, pickle ball, shuffleboard, swimming pool, hot tub, clubhouse, laundry facilities, fitness center, basketball courts, playground, dog park, Wi-Fi, cable, daily trash pickup, lawn maintenance, water & sewer.

133 Arrow Road Unit 358, Hilton Head Island

Listing courtesy of View Properties.

133 Arrow Road Unit 76, Hilton Head Island
$218,000
HILTONHEAD-508820 MLS
Welcome to the highly coveted Phase II - RV lot #76. This turn-key RV lot has a paver pad with accented paver walls and can accommodate a 40' coach and a vehicle. This lot comes complete with irrigation, landscape lighting, grill, propane heater, dining table for 4, 2 matching chairs with cushions and ottomans, and 2 umbrellas. Hilton Head Island Motorcoach Resort is a luxury resort consisting of 50 acres of woodland setting accented with live oaks dripping with Spanish Moss, Palms, Ferns and flowering shrubs and designed for the convenience and enjoyment of Motorcoaches only. Offering tennis courts, pickle ball, shuffleboard, swimming pool, hot tub, clubhouse, laundry facilities, fitness center, basketball courts, playground, dog park, Wi-Fi, cable, daily trash pickup, lawn maintenance, water & sewer.

133 Arrow Road Unit 76, Hilton Head Island

Listing courtesy of View Properties.

30 Paddle Boat Lane Unit 406, Hilton Head Island
$425,000
2 Beds ⋅ 3 Baths ⋅ 1,290 SqFt. ⋅ HILTONHEAD-508642 MLS
LIFE IS BETTER BY THE WATER on Hilton Head Island near popular Palmetto Bay Marina, this meticulously kept and beautifully updated 2BR/2.5BA Brighton Bay Villa comes with a HUGE 60' x 12' garage - room enough for 3 cars! With NEWLY PAINTED KITCHEN, warm polished wood floors, granite counters, stainless appliances and white cabinets, along with updated baths, 406 Brighton Bay features ideal living spaces. Each bedroom is en suite with sizable walk-in closets. The freshly painted interiors - including the bright clean kitchen - along with newly oiled wood floors, smooth ceilings, crown molding and private balconies make 406 turn-key and move-in ready. Savor Lowcountry breezes and walk to some of the the best-loved waterfront restaurants, cafes, shops and water sports on the island. Swim and sun by the community pool or workout at the on-site fitness center. Brighton Bay Villas even provides owners a private car wash. Immaculately maintained behind the scenes as well with a 2023 HVAC, 2023 high efficiency hot water heater, and 2 new NEST energy efficient digital thermostats. Not to be missed and sure to impress, 406 Brighton Bay delivers as the perfect water-oriented second home, a fantastic LONG TERM RENTAL INVESTMENT OPPORTUNITY for a portfolio buyer, or a marina-side primary residence!

30 Paddle Boat Lane Unit 406, Hilton Head Island

Listing courtesy of Berkshire Hathaway HomeServices Hilton Head Bluffton 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.

125 S Shore Drive Unit 1101, Hilton Head Island
$2,295,000
3 Beds ⋅ 3 Baths ⋅ 2,481 SqFt. ⋅ HILTONHEAD-508616 MLS
Ritzy South Shore Commons, steps to one of the best Atlantic Ocean beaches in the Country! One-level living with an unusually spacious floor plan. Timeless elegance with exceptional artisan craftsmanship and vintage accents set this property apart. A large separate dining room, gourmet cook's kitchen with island and eating area opening up to a delightful balcony, love the upgraded appliances! Built-in wet bar, wine fridge, private screened porch and a perfectly flowing floor plan offers plenty of opportunity for elegant entertaining, and decorating in any style. This is the pinnacle of Lowcountry living, that does not often come onto the market.

125 S Shore Drive Unit 1101, Hilton Head Island

Listing courtesy of Brokers Real Estate.

133 Arrow Road Unit 293, Hilton Head Island
$229,000
HILTONHEAD-508606 MLS
Welcomе to Lot ⵌ293! Τhiѕ ᏞΑRGE ΡΕRIMETER RV LOΤ for ѕale in the Hilton Head Island Motorcoach Resort offers an exceptional blend of privacy, outdoor living, and proven rental appeal within this gated luxury RV community on Hilton Head Island, South Carolina. Designed to accommodate a 45-foot motorcoach plus tow vehicle, this spacious perimeter lot is surrounded by mature trees and landscaping that create a peaceful Lowcountry setting. Lot #293 features an impressive OUTDOOR KITCHEN designed for resort-style living. Situated on an extended paver patio adjoining the stamped concrete pad, the kitchen includes a built-in grill, burner, sink, refrigerator, drawers, and bar seating with four high-top chairs, making it ideal for entertaining family and friends. Built-in kitchen lighting creates an inviting atmosphere for evening gatherings and outdoor dining. Separate seating area with four cushioned outdoor chairs surrounding a fire table provides the perfect place to relax and enjoy Hilton Head Island evenings outdoors. The lot is further enhanced with a full irrigation system featuring rain sensors to automatically suspend watering during rainy conditions. A storage shed adds convenience and functionality. The combination of outdoor functionality, privacy, and entertaining space contributes to the lot's EXCELLENT RENTAL HISTORY, making it an attractive option for both personal enjoyment and investment potential. Whether you are searching for a luxury RV lot, seasonal getaway, or Hilton Head Island property with proven rental appeal, Lot #293 offers flexibility and long-term value. Hilton Head Island Motorcoach Resort is an amenity-rich community designed exclusively for Class A, Class C and Super C motorcoaches, offering a heated pool and hot tub, pickleball and tennis courts, fitness center, clubhouse, and dog park, along with cable, Wi-Fi, water, sewer, and trash pickup. Located just minutes from Coligny Beach, Atlantic Ocean access, miles of bike paths, over 250 restaurants, golf courses, and island shopping, this property offers the ideal blend of resort-style living and the Lowcountry lifestyle. Recognized by Condé Nast Traveler readers as the Best U.S. Island for nine consecutive years, Hilton Head Island continues to attract discerning buyers seeking resort-style ownership in a premier coastal destination. Let this unique lot in Paradise provide you a home-base for exploring the island!

133 Arrow Road Unit 293, Hilton Head Island

Listing courtesy of RE/MAX Island Realty.

80 Paddle Boat Lane Unit 822, Hilton Head Island
$294,000
1 Beds ⋅ 1 Baths ⋅ 645 SqFt. ⋅ HILTONHEAD-508570 MLS
Buyer can make this place their own and choose the countertop and cabinets that fit their style and complete the kitchen remodel after successful closing. Already complete is a new A/C, new refrigerator, new water heater, popcorn ceiling removed, freshly painted throughout, new doors and cabinets in laundry room, new exterior keypad, new lighting. new blinds in the living room and a new walk-in closet system. Parking spot allocated underneath.

80 Paddle Boat Lane Unit 822, Hilton Head Island

Listing courtesy of Howard Hanna Allen Tate Lowcountry.

125 Shipyard Drive Unit 124, Hilton Head Island
$695,000
2 Beds ⋅ 3 Baths ⋅ 1,400 SqFt. ⋅ HILTONHEAD-508081 MLS
Ideally positioned just off the beach path in Shipyard, this updated villa offers easy access to both the sand and pool, along with a strong history as a short-term rental. Set in the closest building to the beach within the villa complex, the location offers a distinct advantage for both owners and guests. This beautifully updated villa, renovated within the past five years, is a proven short-term rental with a solid track record. The interior features quality upgrades throughout, including custom tile showers, updated flooring, and a well-designed kitchen and living area that balance style and functionality. Step outside to a spacious rear deck that opens directly to the beach path, offering quick and easy access to the sand. The community pool is just steps away, creating an ideal setup for vacationers seeking both beach and pool access. Shipyard is a gated, 800-acre community located in the heart of Hilton Head's south end, known for its convenient access by bike to beaches, golf, tennis, and nearby amenities. Residents and guests enjoy direct beach access via the Shipyard Beach Club, as well as access to Van Der Meer Tennis Center and Shipyard Golf Club's 27 holes. The community's central location near Coligny makes it especially attractive for both personal use and rental demand. An excellent opportunity for investors or second-home buyers seeking a turn-key property with proven income potential in one of Hilton Head's most established resort communities.

125 Shipyard Drive Unit 124, Hilton Head Island

Listing courtesy of Luxury Homes of Hilton Head.

45 Folly Field Road Unit 17F, Hilton Head Island
$330,000
2 Beds ⋅ 2 Baths ⋅ 757 SqFt. ⋅ HILTONHEAD-508122 MLS
Turnkey, fullу furnished ѕеcοnd‐flοor 2‐bеdroom, 2-bath villa in ѕought‐after Fiddler's Cove-just moments to the beach. Beautifully updated and rarely used, this property features stunning wood floors throughout the living areas and bedrooms, with tile in the bathrooms, and plantation shutters throughout for timeless coastal style. The completely renovated kitchen showcases quartz countertops, a subway tile backsplash, and a bright, clean appliance package, flowing seamlessly into the bar and living space-perfect for entertaining or relaxing after a day at the beach. New furnishings throughout make this a true move-in-ready opportunity. deal as a private getaway or income-producing rental, this villa is located in a resort-style community offering tennis courts, racquetball, basketball, playground, clubhouse, and cookout/grilling areas. Ready for a quick closing-start enjoying (or renting) immediately.

45 Folly Field Road Unit 17F, Hilton Head Island

Listing courtesy of RE/MAX Island Realty.

41 Golden Hind Drive, Hilton Head Island
$925,000
3 Beds ⋅ 2 Baths ⋅ 2,154 SqFt. ⋅ HILTONHEAD-508225 MLS
Perfectly placed within the sought after Skull Creek section of Hilton Head Plantation, 41 Golden Hind rests on a peaceful cul-de-sac just moments from Spring Lake amenities and the back gate. A premium corner setting offers a sense of openness, framed by lush green space, a tranquil lagoon, and soft sunset skies. Thoughtfully arranged for effortless single level living, the home unfolds with an open, airy layout, where high ceilings and natural light enhance the spacious living and dining areas. A gas fireplace adds a subtle focal point. The kitchen has been tastefully refined with quartz countertops, a gas range, and quality appliances, complemented by a dedicated coffee and beverage station adds both function and ease. Enjoy recent improvements, including a new roof, windows, ductwork, and HVAC system. Outdoors, a generous patio invites both quiet mornings and relaxed evenings overlooking the lagoon and surrounding nature. A simple bench, perfectly positioned, offers a quiet moment to pause and take it all in. Residents enjoy access to Hilton Head Plantation's premier amenities, while remaining just minutes from the charm and waterfront dining of Skull Creek. A home that feels comfortable and easy to enjoy from the moment you arrive. (The home is now free of furnishings)

41 Golden Hind Drive, Hilton Head Island

Listing courtesy of Charter One Realty.

96 Mathews Drive Unit 19, Hilton Head Island
$260,000
2 Beds ⋅ 3 Baths ⋅ 1,025 SqFt. ⋅ HILTONHEAD-507887 MLS
Discover the perfect blend of comfort and convenience in this stunning mid-island gem. One of the only FHA approved communities on Hilton Head! 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 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

Listing courtesy of Keller Williams Realty.

133 Arrow Road Unit 263, Hilton Head Island
$224,000
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

Listing courtesy of Howard Hanna Allen Tate Lowcountry.

19 Wexford Club Drive, Hilton Head Island
$2,995,000
4 Beds ⋅ 6 Baths ⋅ 6,572 SqFt. ⋅ HILTONHEAD-508097 MLS
Set on nearly 0.70 acres in the heart of Wexford, this distinctive estate-sized golf course home offers an exceptional combination of architectural character, privacy, and the sought-after lifestyle of one of Hilton Head Island's premier private club communities. A sweeping horseshoe driveway, framed by mature landscaping, leads to a secluded courtyard and a welcoming entry. Unique architectural details define the home, including a dramatic barrel ceiling with skylight in the foyer, antique doors, rich reclaimed-wood flooring, and impressive vaulted ceilings. The expansive great room is designed for both grand entertaining and comfortable everyday living, with multiple seating and dining areas, space for a baby grand piano, a massive stone fireplace, and seamless access to outdoor living. The adjacent chef's kitchen features a breakfast area, walk-in pantry, and direct access to the covered outdoor dining area. The private primary suite includes a sitting area surrounded by floor-to-ceiling windows, a distinctive cross-vaulted ceiling, direct pool and spa access, oversized and secondary walk-in closets, private laundry, and well-appointed bath with soaking tub and separate water closet. Additional living spaces include a remarkable lower-level bar/gameroom or collector's room with vaulted ceilings, exposed beams, built-in bar, intricate fireplace, courtyard access, and full bath. Above the oversized 3-car garage are a spacious fitness room or den and two ensuite bedrooms, including one with a private deck. A fourth guest suite features an ensuite bath, generous closet space and French doors to the courtyard. The private backyard is beautifully positioned along the golf course while surrounded by mature landscaping for exceptional privacy. A secluded pool and spa, covered dining area, and additional deck create a peaceful outdoor retreat. Additional features include an oversized three-car garage, workshop, wine storage, and dual laundry areas. Wexford members enjoy a premier private club lifestyle with a private marina, championship golf, Har-Tru tennis, pickleball, croquet, resort-style pools, clubhouse dining, community fire pit, and year-round social activities. The new Harbour Center and expanded Clubhouse add even more gathering and social spaces at the center of the community. A rare opportunity to own an architecturally distinctive luxury golf course home in a gated private club community with marina access on Hilton Head Island.

19 Wexford Club Drive, Hilton Head Island

Listing courtesy of Charter One Realty.

58 Sparwheel Lane, Hilton Head Island
$2,165,000
5 Beds ⋅ 5 Baths ⋅ 3,738 SqFt. ⋅ HILTONHEAD-507876 MLS
Expеriencе еlevаtеd hаrbor frοnt lіving in one of Hiltοn Hеad 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. (Architectural Plans showing before and after floor plans and elevation changes and scope of work are in the MLS Docs folder). 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 2-car garage offer the functionality today's buyers desire. Furniture is negotiable. The Seller owns and will sell Dock I-36, a 48' slip visible from the Townhouse. 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

Listing courtesy of William Raveis - Carolina LLC.

133 Arrow Rd., #300, Hilton Head Island
$229,000
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

Listing courtesy of Howard Hanna Allen Tate Lowcountry.

2065 Deer Island Road, Hilton Head Island
$1,055,000
1 Beds ⋅ 2 Baths ⋅ 816 SqFt. ⋅ HILTONHEAD-507877 MLS
Searсhing for a trulу рrivаtе Ѕeа Ρines retreat with unmаtchеd 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

Listing courtesy of William Raveis - Carolina LLC.

125 Shipyard Drive Unit 194, Hilton Head Island
$639,000
2 Beds ⋅ 3 Baths ⋅ 1,400 SqFt. ⋅ HILTONHEAD-507963 MLS
Excellent opportunity for both personal enjoyment and rental income in this 2-bedroom, 2.5-bath townhouse villa located in the desirable Beachwalk community of Shipyard Plantation. Just a short distance to the beach.The floor plan is well-suited for owners and guests alike, featuring a spacious main living and dining area, along with two bedrooms upstairs-each with its own private full bath for comfort and privacy. A first-floor half bath adds convenience for entertaining. Enjoy a private back deck, perfect for relaxing after a day at the beach or unwinding in a quiet, natural setting. Beachwalk's location within Shipyard provides easy access to bike paths, golf, and tennis, making it a favorite for vacationers and second homeowners.

125 Shipyard Drive Unit 194, Hilton Head Island

Listing courtesy of Century 21 Integra.

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.

63 Ocean Lane Unit 2114, Hilton Head Island
$750,000
1 Beds ⋅ 2 Baths ⋅ 1,019 SqFt. ⋅ HILTONHEAD-505595 MLS
Coastаl comfort mееts rеѕοrt livіng аt 2114 Windsor Place ΙI іn Palmetto Dunes. This bright, open Windsor Place II villa offers 1 bedroom, 2 full baths, and 1,019 square feet just steps from the Atlantic. Enjoy morning coffee on the covered balcony overlooking the heated pool and lush grounds, with a peek of the ocean beyond. The spacious king suite features a soaking tub, walk-in shower, and direct balcony access, while the living area includes a sleeper sofa and sleeper chair for added flexibility. A full kitchen, in-unit laundry, keyless entry, smart TVs, and new windows and sliding doors make beach living easy. Located on the first floor, one level above the covered garage, the villa is conveniently accessible by elevator or just a few stairs. Explore miles of beach, championship golf, tennis, pickleball, bike paths, the 11-mile lagoon, waterfront dining, and nearby marina activities. A seasonal shuttle connects Palmetto Dunes and Shelter Cove, making it easy to leave the car behind. With $43,603 in short-term rental revenue to date in 2026, this villa offers an extremely appealing opportunity for an investment property, weekend retreat, or full-time coastal home.

63 Ocean Lane Unit 2114, Hilton Head Island

Listing courtesy of Berkshire Hathaway HomeServices Hilton Head Bluffton Realty.

63 Ocean Lane Unit 2117, Hilton Head Island
$2,399,000
3 Beds ⋅ 3 Baths ⋅ 2,005 SqFt. ⋅ HILTONHEAD-506789 MLS
Welcomе to the largеѕt 3-bеdrοοm floοr рlan in Windsor II, а rarе, top-tier offering showcasing unparalleled luxury. This coveted corner villa boasts a flowing, open design, bathed in natural light while providing maximum privacy. Featuring a chef-inspired kitchen, sophisticated flooring, and panoramic ocean vistas from nearly every room, this is coastal living at its finest. Enjoy effortless indoor-outdoor living on your expansive balcony, or take a few steps to the white sand beach. With over 2,000 sqft, this residence offers the space of a single-family home with the turnkey convenience of a premier oceanfront villa. Resort amenities of Palmetto Dunes all at your fingertips. Perfect as a primary retreat or a high-demand rental with a strong guest book already this year. This is the essence of carefree Hilton Head Island living!

63 Ocean Lane Unit 2117, Hilton Head Island

Listing courtesy of Hilton Head Properties.

90 Gloucester Road Unit 1102, Hilton Head Island
$469,900
2 Beds ⋅ 3 Baths ⋅ 1,144 SqFt. ⋅ HILTONHEAD-507432 MLS
Now iѕ your chаnсe tο οwn а multi‐uѕe condominium on bеautіful Hilton Head Island in Shipyard. Enjoy easy access to Pope Avenue and Coligny Plaza or the Shops of Wexford, both just minutes away from this centrally located property. Fantastic for a second home, amazing rental or residence due to its separation of living vs dining area and second floor bedrooms. Harbour Master Villas are tucked away and enjoy the quiet, laid-back nature of Hilton Head Island, while still granting ease of access to dining, shopping, golf, tennis, and leisure trails. Last, but certainly not least, is the short drive to the beaches.

90 Gloucester Road Unit 1102, Hilton Head Island

Listing courtesy of Dunes Real Estate.

47 Percheron Lane, Hilton Head Island
$225,000
HILTONHEAD-507349 MLS
Interior homesite for sale in Hilton Head Island, SC within the gated community of The Paddocks. This desirable lot offers a quiet, private setting and an excellent opportunity to design and build a custom Lowcountry residence. Ideally located just minutes from Hilton Head beaches, golf courses, dining, and shopping, the property combines convenience with coastal living. The Paddocks features resort-style amenities including a community pool, community garden, and day dock for easy water access. A buildable lot with room for outdoor living spaces and a pool, this is a rare opportunity to own land in a well-established gated community on Hilton Head Island near the beach.

47 Percheron Lane, Hilton Head Island

Listing courtesy of Daniel Ravenel Sotheby's International Realty.

21 Percheron Lane, Hilton Head Island
$325,000
HILTONHEAD-507348 MLS
Rare marsh front lot for sale in Hilton Head Island, SC in the gated community of The Paddocks. One of the last remaining marsh front homesites, offering expansive tidal marsh views and stunning sunsets-an ideal setting to build your custom Lowcountry home. Located just minutes to Hilton Head beaches, golf, dining, and shopping. Community amenities include a pool, community garden, and day dock. This buildable lot offers space for a custom home with outdoor living and potential pool. A rare opportunity to own marsh front property in a private, amenity-rich neighborhood near the beach.

21 Percheron Lane, Hilton Head Island

Listing courtesy of Daniel Ravenel Sotheby's International Realty.

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.