Refine Search
Sort by
$3,995,000
5 Beds 7 Baths HILTONHEAD-512060 MLS
Waterfront living in Wexford doesn't get much better than this and 20 Castlebridge Court offers the ONLY harborfront setting currently available in the community. Set directly on the harbor at the end of a private cul-de-sac, this five-bedroom residence combines exceptional outdoor living with one of the neighborhood's most desirable settings. A heated pool and spa, outdoor fire pit, built-in grilling station, and private dock make the most of life on the water. The spacious floor plan features a grand living room upon entry, adjacent dining room, a generous kitchen enhanced by Sub zero and Viking appliances, two stately gas fireplaces, bonus room, bunk room, three-car garage, and dedicated golf cart bay. The quality of construction does not go unnoticed with solid wood doors, plantation shutters, wide-planked hardwood floors, elevated lighting, and built-in features throughout. Then there is Wexford itself. Boasting a newly redesigned clubhouse with indoor/outdoor dining, community pool, exceptional Arnold Palmer Signature golf, active tennis community, pickle ball, a private marina, and the signature lock-controlled 37 acre inland harbour. The community truly is unlike anything else on Hilton Head Island and for someone looking for harborfront living within Wexford, there is only ONE.

20 Castlebridge Court, Hilton Head Island

Listing courtesy of Daniel Ravenel Sotheby's International Realty.

$899,000
4 Beds 4 Baths HILTONHEAD-512036 MLS
This stunning four-bedroom home located on a cul-de-sac street sits on a great lot with views of the Oyster Reef Golf Course. Even better, it's just around the corner from the access point for the Dolphin Head Bluff Path. This home boasts an incredible floor plan with two primary bedroom suites, one downstairs and one upstairs. You will enjoy the renovated kitchen with stainless steel appliances, custom cabinets, all open to the main living areas. There is so much natural light throughout and tons of storage space. This home has beautiful crown moldings and great ceiling height throughout.Living in the Low Country means outdoor living space is a must, and this has an incredible back yard/patio with exceptional golf views of #8 of the Oyster Reef Course. Updated bathrooms recently painted and the roof was replaced a year ago, you can move in worry free. Hilton Head Plantation has low fees and incredible amenities: Golfers have four championship 18-hole courses within the community (Bear Creek, Dolphin Head, Oyster Reef and the Country Club of Hilton Head). Private beach lovers enjoy a private shoreline along the Port Royal Sound in Dolphin Head Park. HHP has a resort-style zero-entry pool with lazy river and splash pad anchors Spring Lake Recreation Area. There's even a Marina just inside the community and for garden lovers, Seabrook Farms is a place where residents can rent beds to grow vegetables, fruits, and flowers.

16 Yellow Rail Lane, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty.

$7,399,500
5 Beds 6 Baths HILTONHEAD-511871 MLS
Welcome to 34 Ruddy Turnstone - a classic custom-built oceanfront home in Sea Pines designed by renowned Hilton Head architect Jakie Lee. Perfectly positioned on a large private homesite, this timeless residence showcases the charm, craftsmanship, and thoughtful design that define the finest Sea Pines properties. Exceptional quality is evident throughout with wide stairways, custom woodworking, soaring ceilings, and solid-core doors, all blending to create an atmosphere of relaxed yet refined coastal living. Designed for both comfort and entertainment, the home offers generous indoor and outdoor living spaces, including a heated pool and spa surrounded by lush privacy. The second level features the private Primary Suite with a sitting area, a spacious Great Room, Dining Room, and Eat-In Kitchen - all opening to an expansive IPE wood deck with elevated views overlooking the pool and the Atlantic Ocean. The entry level welcomes guests through a covered entrance into a dramatic foyer with high ceilings and access to the large Family Room complete with built-in beverage coolers and bar area. From here, enjoy seamless access to the covered porch, pool/spa and private beach path. Three Guest Bedrooms, each with their own Ensuite Bath, are also located on this level, along with an additional full bath and Laundry Room for added convenience. A fourth Guest Bedroom and full-size private Office with balcony occupy the mid-level, providing additional flexibility for family and guests. A newly installed elevator with service to all four levels, ensuring effortless enjoyment throughout the home. Thoughtfully designed and meticulously maintained by its original owners as a cherished second home, this exceptional oceanfront retreat offers the rare opportunity to enjoy a classic Sea Pines residence exactly as it is today - or reimagine and personalize it over time to create your own coastal legacy.

34 Ruddy Turnstone Road, Hilton Head Island

Listing courtesy of Charter One Realty.

$7,800,000
6 Beds 8 Baths 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.

$665,000
3 Beds 3 Baths HILTONHEAD-511940 MLS
Welcome to this beautifully reimagined 3-bedroom, 2.5-bath home in the desirable Tansyleaf community, where timeless Craftsman architecture meets today's modern comforts. Originally built in 2018 with an open-concept floor plan, this home has been extensively upgraded with high-end finishes, custom millwork, smart home features, and exceptional attention to detail throughout. The heart of the home is a stunning designer kitchen featuring quartz countertops, gray shaker cabinetry, a custom island with decorative millwork, stainless farmhouse sink, subway tile backsplash, pantry, breakfast bar, and an upgraded LG ThinQ smart appliance package. The kitchen flows seamlessly into the spacious dining and living areas, creating an ideal space for entertaining or everyday living. The inviting great room showcases a contemporary linear fireplace and an impressive custom floor-to-ceiling wine wall capable of storing more than 300 bottles, creating a true focal point for entertaining. Luxury vinyl plank flooring, fresh paint, updated lighting, custom window treatments, built-in shelving, and designer finishes continue throughout the home, providing a sophisticated yet comfortable coastal aesthetic. Step outside to enjoy the screened lanai complete with composite flooring and retractable solar/privacy shades overlooking a fully fenced backyard featuring a decorative paver patio, mature landscaping, privacy trellises, and inviting outdoor living spaces. Upstairs, the spacious primary suite offers a tray ceiling, walk-in closet with custom organization, luxury vinyl flooring, and an updated ensuite bath with dual vanities and framed mirrors. Two additional bedrooms, an upgraded guest bath, and a Samsung Smart laundry suite complete the second level. Additional upgrades include custom closet systems, hurricane shutters, fresh interior paint, luxury vinyl flooring throughout much of the home, updated lighting and ceiling fans, and meticulous documentation of warranties, finishes, and materials that will transfer to the next owner. This exceptional property offers the perfect blend of style, comfort, functionality, and lifestyle-just minutes from Hilton Head Island's beaches, golf, dining, shopping, and all the Lowcountry has to offer.

18 Tansyleaf Drive, Hilton Head Island

Listing courtesy of Dunes Real Estate.

$849,000
3 Beds 2 Baths HILTONHEAD-512053 MLS
Direct waterfront in Mariners Point, this three bedroom villa presents an exceptional opportunity to own along the water within the gates of Hilton Head Plantation. The enclosed waterside porch takes full advantage of the setting, with sunset vistas across the Intracoastal Waterway. Three spacious bedrooms provide comfortable accommodations for family and guests, while the villa complex pool is an added bonus. Exterior elevators make the second floor unit easily accessible as well. Hilton Head Plantation offers 24-hour gated security and a fantastic collection of amenities, including the Spring Lake Pavilion and pool, the newly refurbished Dolphin Head Beach with its waterfront park and pavilion, the Country Club of Hilton Head, and four golf courses. Beyond the gates, an abundance of acclaimed restaurants, shopping, boating and all that Hilton Head Island has to offer are just minutes away. With its direct waterfront setting, spacious floor plan and access to one of the island's most established communities, this Mariners Point villa presents an especially attractive opportunity.

73 Skull Creek Drive Unit 210, Hilton Head Island

Listing courtesy of Daniel Ravenel Sotheby's International Realty.

$999,000
4 Beds 5 Baths HILTONHEAD-511895 MLS
The Old Ferry Keeper's coastal cottage is ready for its next chapter. Wake up to beautiful deep-water views from the primary bedroom or enjoy the same Lowcountry scenery with morning coffee on the open front porch. Located in Buckingham Landing, 4 Big Oak Street offers a Hilton Head address, nearly half an acre, and no HOA or POA restrictions. This newly renovated 4-bedroom, 4-bath home features solid white oak hardwood floors, custom white oak trim, shiplap accents, and fresh paint. The renovated chef's kitchen includes a marble island, quartz countertops, and new high-end appliances. Upstairs are three spacious bedrooms and three baths, including two recently updated bathrooms and a Jack-and-Jill layout. Downstairs, a private fourth bedroom, full bath, and laundry area offer flexibility for guests, an office, or potential rental income. Additional highlights include a whole-home water filtration system, new washer and dryer, a freshly updated four-car garage with additional storage or hobby space, a newly screened entertaining area, and ample room for a pool.

4 Big Oak Street, Hilton Head Island

Listing courtesy of Lowcountry Live Oak Realty.

$739,000
3 Beds 3 Baths HILTONHEAD-511979 MLS
Overlooking the 6th hole of Moss Creek's South Course, this move-in ready 3-bedroom, 2.5-bath home offers the perfect blend of Lowcountry charm, thoughtful design, and effortless living in one of the area's most sought-after communities.Step inside to discover beautiful pine floors, soaring ceilings, and timeless architectural details throughout. Designed for both everyday living and entertaining, the open floor plan features a spacious kitchen that flows seamlessly into the vaulted great room, complete with a cozy fireplace and custom built-ins. A separate dining room with an elegant tray ceiling provides the perfect setting for family dinners and holiday gatherings.The main-level primary suite offers a private retreat with dual walk-in closets and a spacious bath featuring dual vanities, a soaking tub, a beautifully tiled walk-in shower, and a private water closet. Upstairs, two generously sized guest bedrooms, a full bath, and an oversized storage closet provide excellent separation and privacy for family and visitors.Step outside to the private deck and enjoy peaceful golf course views framed by mature landscaping. Additional highlights include a new roof (2026), new carpet (2026), oversized two-car garage, paver driveway and front walkway, laundry room, powder room, and a low-maintenance homesite designed for easy living. Residents of Moss Creek enjoy an exceptional lifestyle with two championship 18-hole golf courses, a deep-water marina, tennis and pickleball courts, fitness center, clubhouse, waterfront pool complex, nature trails, and Mackay's Grill. Offering the convenience of primarily one-level living, quality finishes, and a highly functional floor plan, this home is ideal as a full-time residence or a lock-and-leave Lowcountry retreat.

21 Wax Myrtle Court, Hilton Head Island

Listing courtesy of William Raveis - Carolina LLC.

$828,900
3 Beds 3 Baths HILTONHEAD-511971 MLS
Welcome to The Tybee currently under construction, a beautifully designed 3 bedroom, 2.5 bath coastal retreat. This stunning elevated home offers the perfect blend of style and functionality. With a spacious drive-under garage and charming front porch, it showcases exceptional curb appeal. Upon entering the main floor, you will be greeted by a bright and open living space designed for comfort and entertaining. The open-concept kitchen, great room, and dining area create the perfect gathering space for family and friends. The gourmet kitchen is a chef's delight, featuring a large island, ample cabinetry, and modern finishes throughout. Photos are not the actual home, but representations of the models.

131 Sandy Oaks Drive, Hilton Head Island

Listing courtesy of K. Hovnanian Homes.

$2,500,000
4 Beds 5 Baths 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.

$1,300,000
4 Beds 3 Baths HILTONHEAD-511956 MLS
First time on the market! Come see this bright, elegant home with high smooth ceilings, skylights, and glass on nearly every wall. This 4 bedroom (or 3-bed + bonus), 3-bath home includes a large bonus room with full bath over the garage that could be the 4th bedroom, or a studio, office, den, lounge, or workout space, along with a 2-car garage & under-house storage. The living room was designed for cozy movie nights & entertaining, with built-ins flanking the never-used wood fireplace. Bull-nosed corners soften the space. Out back is private & protected, with lagoon & Forest Preserve views that mean your morning coffee comes with egrets, herons, and turtles. An easy bike or walk to the restaurants & shops outside the main gate, or ride through the Forest Preserve to the beach, garden, or Harbour Town. Enjoy all the amenities Sea Pines and Carolina Place have to offer. Carolina Place fees include pool, pickleball, tennis, steam room, sauna, lawn & landscape maintenance, pest control, and trash. The owner had this home built & has never rented it, which is easy to see once you walk through the front door. It is spotlessly clean & updated. New roof in 2018. Replaced subflooring in 2020 through much of the main level, topped with 5-inch ebonized oak plank hardwood & a UV sealer coat to protect it. KitchenAid appliances. The primary bath was redone with new flooring, a new shower, and Kohler fixtures & hardware throughout, and the other two baths have new toilets. Both front bedrooms have hurricane-resistant pop-out windows. Gutters & gutter guards in 2020, skylights re-tightened, the entire exterior painted, and about 70 percent of the interior. New garage door system & front door hardware in 2026, along with new upstairs shower fixtures & paint. The HVAC compressor & furnace fan motor were replaced in 2025 on one of the two maintained 2016 systems, and the kitchen faucet & disposal are new as well. Underneath, a vapor barrier & foam insulation were added in 2020, and the perimeter is fenced with secured access gates. Outside, six large trees were cleared to open up the lot, with new sod, fresh landscaping, and a 2021 Rainbird irrigation system. Termite bond has been in place since 2020 with annual inspections & no issues. If you're looking for a home that's ready to move into, this is it. Some photos are virtually staged to show what the space can do. This home would be excellent as a primary, secondary, or rental home. Homes like this do not come up often.

64 Shell Ring Road, Hilton Head Island

Listing courtesy of Southern Lifestyle Properties of SC LLC.

$1,195,000
4 Beds 5 Baths HILTONHEAD-511954 MLS
Offered for the first time by its original owners, 342 Long Cove Drive is a rare opportunity to own one of Long Cove Club's distinctive custom residences. Thoughtfully designed and impeccably maintained since its construction, including a new roof in 2025, this timeless brick home blends enduring craftsmanship with exceptional architectural character. Privately sited on a beautifully landscaped homesite, the residence enjoys sweeping golf-to-lagoon views while offering remarkable privacy. Soaring ceilings, expansive windows, and light-filled living spaces create an open, airy atmosphere throughout, while the home's unique design offers warmth, flexibility, and timeless appeal. Designed for comfortable everyday living and gracious entertaining, the floor plan features two spacious primary suites, one on each level, elevator access to all levels, a dedicated office, generous gathering spaces, and a detached two-car garage. The private front brick courtyard surrounds a sparkling swimming pool, creating a secluded outdoor retreat unlike any other. Lovingly cared for over the years, the home presents an outstanding opportunity for its next owner to personalize the interiors while preserving the quality and architectural integrity that make it so special. Combining classic design, exceptional maintenance, and one of Long Cove's most desirable settings, this is a truly rare offering in one of Hilton Head Island's premier private communities. Long Cove Club is a community that features world-class amenities, including a top ranked Pete Dye designed golf course, deep water marina facilities, Jr. Olympic size pool, tennis, pickleball, bocce ball, basketball court, dog park, playground and community garden.

342 Long Cove Drive, Hilton Head Island

Listing courtesy of Daniel Ravenel Sotheby's International Realty.

$1,195,000
4 Beds 5 Baths HILTONHEAD-511946 MLS
Beautifully updated and lovingly maintained, this Charleston-style townhome offers timeless Lowcountry charm in Windmill Harbour, one of Hilton Head Island's most desirable gated waterfront communities. The property sits mere steps from the marina and South Carolina Yacht Club, providing a direct connection to the island's coastal lifestyle. Situated on one of the neighborhood's charming and peaceful streets, this corner townhome spans three stories with a private elevator, four ensuite bedrooms, and a layout designed to balance privacy with inviting spaces to gather and connect. Classic Charleston architecture is showcased through double balconies with traditional haint blue ceilings, while the interiors feature distinctive dentil crown molding and curated finishes throughout.Recent improvements include a renovated kitchen with quartz countertops, a custom Venetian plaster range hood, premium appliances, and a custom-built wine bar. The exterior has been repainted, and two new HVAC systems were installed in July 2026, offering modern efficiency and peace of mind. With its low-maintenance design and ideal setting, this townhome offers the ease of a true lock-and-leave lifestyle, perfectly suited for full-time living or coastal getaways.

3 Leeward Passage, Hilton Head Island

Listing courtesy of I Save Realty.

$849,000
2 Beds 3 Baths HILTONHEAD-511929 MLS
Waterfront Luxury Living in Palmetto Dunes! Set within the exclusive waterfront enclave of Newport Villas, this fully renovated first-floor residence offers a rare blend of refined coastal luxury and effortless island living in the heart of Palmetto Dunes. With serene lagoon and live oak views just beyond your doorstep, this 2-bedroom, 2.5-bath villa delivers the ultimate Lowcountry lifestyle - where elegance meets the water's edge. An open-concept layout showcases expert design, high quality finishes , and a welcoming fireplace, all enhanced by abundant natural light through new sliding glass doors. The designer kitchen flows seamlessly into the living and dining areas, creating an elegant setting for entertaining or relaxed island living. The expansive primary suite serves as a private retreat, featuring a sitting area, generous closet space, and tranquil views of the lagoon and mature live oak canopy. Thoughtfully updated throughout, the villa is truly turnkey. Approximately 1,445 square feet, the residence includes two bedrooms, two full baths, one half bath, and convenient parking just steps from the entry. Set within the heart of Palmetto Dunes, residents enjoy access to three miles of pristine Atlantic beaches, championship golf, world-class tennis and pickleball, miles of leisure trails, Shelter Cove Marina, waterfront dining, boutique shopping, and year-round entertainment. Newport Villas further enhances the lifestyle with arguably the best community pool on the island, tennis and pickleball courts, and beautifully maintained grounds overlooking the marsh and lagoon. An exceptional opportunity for a luxury island retreat that is a custom home disguised as a villa offering the best Hilton Head Island has to offer.

5 Newport Drive Unit 7102, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty.

$434,000
2 Beds 3 Baths HILTONHEAD-511872 MLS
This beautifully & totally renovated 2 bedroom, 2.5 bath villa is all on ground level. Very open and spacious feeling interior with tons of natural light. The well-appointed kitchen has a large quartz center island countertop that separates the kitchen and living area. Stainless steel appliances, LVP flooring, smooth ceilings and updated bathrooms make this property so special. Including a beautiful natural wood burning fireplace. Both bedrooms offer walk-in closets. Separate laundry room with full-sized washer & dryer. Unit 510 has a very large rear patio which is great for entertaining. (Jacuzzi tub is working and being sold 'as-is'). The front entrance is a private courtyard that welcomes you home. Also has an exterior large storage closet for bikes, beach chairs and other gear. Mariners Cove has great amenities which include a community pool, tennis, pickleball courts, private boat docks, kayak storage and boat trailer parking. Come and see why many people for many years have enjoyed the lifestyle Mariners Cove has to offer! Seller is a SCREA

2 William Hilton Parkway Unit 510, Hilton Head Island

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

$950,000
3 Beds 2 Baths HILTONHEAD-511543 MLS
Tucked away on a quiet cul-de-sac in the desirable Big Woods neighborhood of Hilton Head Plantation, this beautifully renovated 3 BR, 2 BA home offers spacious, single-level living with a flexible floor plan designed for everyday comfort and entertaining.The home underwent a comprehensive, top-to-bottom renovation in 2016, with finishes, fixtures, & major components replaced or updated throughout. The formal living room features a striking brick fireplace, impressive tall ceilings & a beautiful wood beam that adds warmth & architectural character. The open kitchen includes an eat-in area with a bay window and opens to a spacious family room featuring a second fireplace & elegant tray ceilings. Smooth ceilings throughout contribute to the home's clean, updated appearance.A large formal dining room with a bay window & a bright Carolina room provide additional spaces for entertaining, relaxing, working from home, or enjoying a quiet morning with a cup of coffee. The generously sized primary suite features its own bay window, a spacious walk-in closet, and master bath with a soaking tub plus large separate shower.Additional highlights include impact windows throughout, a 2-car garage, abundant living space & a large, private backyard with plenty of room to create an outdoor entertaining area or add a swimming pool.Hilton Head Plantation offers an exceptional Lowcountry lifestyle and an impressive collection of recreational amenities. At Spring Lake, residents enjoy a resort-style pool with zero-entry access, a lazy river, splash areas, and lap lanes, along with nearby tennis & pickleball facilities. Dolphin Head Recreation Park provides a beautiful waterfront setting along Port Royal Sound, while the restored Pine Island shoreline offers an expansive beach area that is perfect for walking the dog, watching the sunset, or settling in with a good book.Hilton Head Plantation can enjoy access to Sea Pines Resort with their property owner decal making it easy to visit Harbour Town and its popular shops, restaurants, & public attractions.The home is conveniently located near Hilton Head Plantation's front gate, providing easy access to grocery stores, shopping, dining, & everyday conveniences.This special home combines a peaceful cul-de-sac setting, extensive renovations, distinctive architectural details, flexible living spaces, outstanding community amenities, & a convenient north end location with easy beach access to the Islander or Coligny Beaches.

6 Horseman Lane, Hilton Head Island

Listing courtesy of Berkshire Hathaway HomeServices Hilton Head Bluffton Realty.

$1,849,500
3 Beds 3 Baths HILTONHEAD-511596 MLS
Classic Hilton Head Island architecture, perfectly preserved and completely reimagined. Set on a rare corner estate lot of more than three-quarters of an acre in Shipyard Plantation, 37 Kingston Road offers a level of finish and scale rarely found at this price point among the Island's premier gated communities. A complete renovation from top to bottom includes brand new HVAC systems with all new ductwork, a stunning new pool with a Pennsylvania flagstone deck, and designer finishes throughout. Vaulted ceilings, skylights, and thoughtful millwork bring warmth, character, and natural light to every room. The kitchen blends timeless design with tasteful updates, featuring white shaker cabinetry, stone countertops, stainless steel appliances, updated hardware and fixtures, and a center island. The split floor plan offers ideal separation between the primary suite and guest bedrooms, while the generous lot provides the opportunity to add a guest house or casita. The primary suite is spacious and serene, with direct access to the pool and a beautifully renovated bath featuring a marble walk-in shower and double vanity. Every bathroom reflects the same level of craftsmanship and attention to detail found throughout the home. Outside, the new pool and Pennsylvania flagstone deck create a private outdoor retreat surrounded by mature live oaks and classic Lowcountry landscaping. The bonus Carolina room extends the living space, creating a seamless connection between the home's interior and outdoor living areas. Offered furnished and available for immediate enjoyment, the home is just a five-minute bike ride to the Shipyard Beach Club and the Sonesta Resort, and only minutes from some of the Island's best dining, shopping, golf, and recreation. Short-term rental projections are available upon request. Whether the goal is a primary residence, a multigenerational retreat, a second home, or an income-producing investment property, 37 Kingston Road is uniquely positioned to deliver. A rare corner estate, completely renovated, furnished, and ready, at a price that rewards the discerning buyer who knows this market. *Owner is SCREA.

37 Kingston Road, Hilton Head Island

Listing courtesy of ELEVE PROPERTIES Brokered by EXP Realty.

$555,000
2 Beds 2 Baths HILTONHEAD-511793 MLS
Experience coastal luxury in this stunning, fully furnished 2-bedroom, 2-bath villa inspired by the sophisticated design and spa-like ambiance of Miami's iconic 1 Hotel. Located in the highly sought-after Admiral's Row section of Hilton Head Beach & Tennis Resort, this turnkey ocean-view retreat is being offered fully furnished and is just steps from one of the East Coast's most breathtaking beaches. The villa has an excellent established rental history. .From the moment you enter, you'll be captivated by panoramic ocean views and an abundance of natural light. The open-concept living space blends modern elegance with comfort, featuring a spacious living area ideal for relaxing or entertaining. The dining area comfortably seats six, while the beautifully updated kitchen is designed for both style and functionality.Step outside to your private ocean-view balcony, complete with a hanging swing, daybed, and bar-height seating-the perfect place to enjoy your morning coffee or unwind while listening to the waves.The primary suite features a king bed and a beautifully renovated ensuite bath. The guest bedroom is ideal for families and guests, offering a queen storage bed, twin bed, and ample storage. Convenient elevator and stair access are located just steps from the villa.Owners and guests enjoy access to Hilton Head Beach & Tennis Resort's exceptional amenities, including the island's largest oceanfront pool and kiddie pool, a second pool located just outside the building, 10 tennis courts, fitness center, playground, grilling and picnic areas, conference facilities, and two on-site restaurants.Whether you're seeking a primary residence, vacation retreat, or investment property, this turnkey, fully furnished villa offers the ultimate Hilton Head lifestyle in one of the island's most desirable beachfront communities. With its premier ocean-oriented location, luxury renovation, resort-style amenities, and strong appeal to vacation renters, this property presents an exceptional opportunity to generate rental income while enjoying your own private coastal getaway.

40 Folly Field Road Unit 215, Hilton Head Island

Listing courtesy of Beach House Boutique.

$649,000
5 Beds 3 Baths HILTONHEAD-511641 MLS
Don't miss this spacious 5-bedroom Hilton Head Island home with NO HOA fees and a private wooded backyard oasis. Ideally located on the island's desirable north end, you'll enjoy easy access to shopping, Skull Creek waterfront restaurants, Cross Island Parkway, Bluffton, the south end of Hilton Head, and can walk to the school complex and Hilton Head Island Recreation Center. The flexible floor plan features a first-floor bedroom, four additional bedrooms upstairs, plus a dedicated office. Welcoming foyer, formal dining room, expansive great room, eat-in kitchen (newer appliances), abundant storage, luxury vinyl plank flooring throughout, and an attached 2-car garage. Relax or entertain on the large deck overlooking the peaceful backyard complete with a Tiki hut and fire pit. New HVAC (2022). A rare combination of space, location, privacy, and freedom without HOA restrictions.

20 Hanahan Lane, Hilton Head Island

Listing courtesy of The Cobb Group brokered by eXp Realty.

$1,695,000
4 Beds 4 Baths HILTONHEAD-511697 MLS
Extremely rare opportunity! No expense spared in this 100% remodeled luxury penthouse villa with sweeping Skull Creek & ICW views. Top of the line, curated finishes by award winning design team throughout including wide plank maple flooring, soaring smooth ceilings, built-ins & millwork by master craftsmen, walls of windows & private terraces to view, high end designer fixtures, hardware, window treatments, wall & door coverings (MDF panels, polished stainless steel, leathered, etc.), lighting (crystal waterfall & raindrop chandeliers, sconces, pendant, niche, accent, recessed LED), stainless steel & glass staircase railings, dramatic floor to ceiling fireplace w/ herringbone tile surround, ultra custom cabinetry, limestone & quartz counters, acid etched mirrored backsplash, 800 series Bosch & Fisher-Paykel appliances, dual Fagor wine coolers, tankless water heater, floating vanities, glass & tile surround showers, wall-mounted fixtures, integrated Alexa system & built-in speakers, etc. Thoughtfully designed floor plan for living and entertaining includes first floor Chef's peninsula kitchen & breakfast bar open to spacious dining area, handsome den w/wet bar, awe-inspiring great room & water view sitting area, lavish primary suite with stunning bath, guest BR & bath + laundry room. 2nd floor offers game area, media area, office nook, ensuite BR's 3 & 4 with well-appointed baths + storage & mechanical access. A stunning transformation with a breathtaking locale... All with covered parking, large storage unit & private complex pool and cabana. And just down the street from CCHH, waterfront dining & entertainment + Spring Lake pool complex, Dolphin Head Recreational Area & recently renourished Pine Island Beach Park.

4 Village North Drive Unit 43, Hilton Head Island

Listing courtesy of Charter One Realty.

$4,495,000
4 Beds 5 Baths HILTONHEAD-511638 MLS
A remarkable expression of Lowcountry luxury, this exceptional custom residence is perfectly positioned on a quiet cul-de-sac in the prestigious Port Royal community, offering the rare opportunity to enjoy both breathtaking marsh front living and easy access to the beach. Here, you don't have to choose between sweeping tidal marsh views and walking distance to the beach, this home offers both. Encompassing more than 4,600 square feet of thoughtfully designed single-level living, the home captures panoramic vistas of Fish Haul Creek, the tidal marsh, and the Atlantic Ocean beyond while blending timeless architecture with impeccable craftsmanship. From the impressive front elevation and grand wrought-iron staircase to the custom wood and glass entry doors, every detail has been carefully curated. Inside, soaring ceilings, custom millwork, coquina-shell columns, extensive stone flooring, designer lighting, walls of glass, and multiple fireplaces create warm yet sophisticated living spaces designed to showcase the surrounding natural beauty. The gourmet kitchen is a chef's dream, featuring premium Wolf, Viking, Bosch, and Sub-Zero appliances, custom cabinetry, generous prep space, and an adjoining butler's pantry with wet bar-ideal for entertaining. The luxurious primary suite serves as a private retreat with veranda access, custom walk-in closets, and a spa-inspired bath complete with heated stone floors, a soaking tub, oversized walk-in shower, and skylight. Two additional guest suites, a dedicated office, elevator access, and a spacious six-car climate-controlled garage provide exceptional flexibility for family and guests alike. Designed for year-round enjoyment, the outdoor living spaces are equally impressive. Expansive covered verandas, exposed cypress beams, an outdoor fireplace, built-in grilling area, professionally designed gardens, a custom hot tub with waterfall, and a private dock with a floating dock on Fish Haul Creek create an extraordinary setting for entertaining or simply enjoying the peaceful waterfront surroundings. Whether you're launching a kayak from your backyard, spending the afternoon on the beach just moments away, or watching spectacular sunsets over the marsh from your veranda, this one-of-a-kind estate offers an unparalleled coastal lifestyle in one of Hilton Head Island's most coveted communities.

127 Fort Walker Drive, Hilton Head Island

Listing courtesy of Charter One Realty.

$1,599,000
6 Beds 4 Baths HILTONHEAD-511679 MLS
Sandcastles by the Sea is a gated community gem centrally located mid-island and a 5-min walk (by direct bike path) to one of Hilton Head Island's most desired public beaches. This 6BR|4BA versatile luxury property has an array of opportunities including primary or secondary residence, multigenerational utilization, short/long term rental revenue or corporate investment for perks & prospects. Enjoy year-round swimming in the heated private pool or throw your cares to the southern breeze from a large balcony overlooking a wildlife haven in the neighborhood lagoon. An elevator provides seamless access to all three levels, offering everyday convenience while enhancing the home's comfort and refined design. Nestled within a gated, golf cart and low-speed vehicle-friendly community with nightly security patrols, this exceptional property offers the perfect blend of privacy, convenience, and coastal elegance. Just moments from the beach, the spacious residence is designed for effortless indoor-outdoor living, making it a rare opportunity to own a premier luxury retreat in one of Hilton Head Island's most desirable beachfront communities. Excellent rental history available upon request. House will be sold FULLY FURNISHED.

124 Sandcastle Court, Hilton Head Island

Listing courtesy of Beach House Boutique.

$850,000
3 Beds 3 Baths HILTONHEAD-511037 MLS
BRAND NEW DUCT WORK AND HVAC (main system) - fully transferable. Tucked away at the end of a quiet cul-de-sac in sought-after Moss Creek, this light-filled contemporary home offers stunning long views of the North Course's 9th and 10th fairways. Vaulted ceilings, skylights, walls of glass, and an open floor plan create an airy, inviting feel. The spacious great room flows seamlessly to the dining area, living room, screened porch, and flagstone patio-perfect for entertaining or simply enjoying the scenery. The kitchen features a large island and sunny breakfast area overlooking the golf course. The luxurious primary suite is thoughtfully separated from the guest bedrooms for added privacy. Strong architectural bones, abundant natural light, and timeless design provide the perfect opportunity to make this home your own while enjoying Moss Creek's exceptional golf, marina, tennis, pickleball, fitness center, pools, and vibrant Lowcountry lifestyle.

107 Saw Timber Drive, Hilton Head Island

Listing courtesy of The Cobb Group brokered by eXp Realty.

$1,695,000
5 Beds 6 Baths HILTONHEAD-511552 MLS
Welcome to 90 Sandcastle Court, a spacious, beautifully appointed beach home in the gated Sandcastles by the Sea community. One of the larger homes in the neighborhood, this fully furnished, turnkey property offers five bedrooms, four full baths, two half baths, and elevator access to every level. The open-concept main living area is designed for gathering and entertaining, with a gourmet kitchen featuring granite countertops, GE Monogram appliances, a gas range, generous dining space, and an inviting living area. The lower level provides flexible recreation and additional living space with direct access to the private pool, hot tub, patio, and outdoor entertaining areas. Additional highlights include a large deck, low-maintenance artificial turf lawn, EV charging outlet, and multiple indoor and outdoor spaces for relaxing with family and guests. Ideally located just a short walk from the beach and close to Hilton Head Island's restaurants, shopping, golf, and attractions. Offered fully furnished with approximately $110,000 in gross rental revenue already booked for 2026, this exceptional property is ready to enjoy as a primary residence, vacation home, or income-producing short-term rental.

90 Sandcastle Court, Hilton Head Island

Listing courtesy of Daniel Ravenel Sotheby's International Realty.

$1,195,000
3 Beds 4 Baths HILTONHEAD-511567 MLS
Welcome to Windmill Harbour, one of Hilton Head Island's premier gated waterfront communities. This beautifully maintained 3-bedroom, 3.5-bath home offers the perfect blend of Lowcountry charm, comfort, and functionality. The thoughtfully designed floor plan features spacious living areas filled with natural light, creating an inviting atmosphere for both everyday living and entertaining. Enjoy multiple outdoor living spaces, including front and rear balconies and a private deck, all perfectly positioned to take in breathtaking Intracoastal Waterway and serene marsh views. Whether you're enjoying your morning coffee or unwinding at sunset, the picturesque Lowcountry scenery provides an ever-changing backdrop. Each bedroom offers privacy and comfort, making the home ideal for family and guests alike. Residents of Windmill Harbour enjoy access to the world-renowned lock-controlled marina, the South Carolina Yacht Club, scenic walking paths, and beautifully landscaped grounds. Conveniently located just minutes from Hilton Head's beaches, championship golf, dining, and shopping, this exceptional property offers the perfect combination of waterfront beauty, luxury, and the unmatched Lowcountry lifestyle.

135 Harbour Passage, Hilton Head Island

Listing courtesy of Charter One Realty.

$5,500,000
4 Beds 5 Baths 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.

$329,900
2 Beds 2 Baths HILTONHEAD-511507 MLS
Beautifully updated, fully furnished 2-bedroom, 2-bath end-unit villa located in the highly sought-after Hilton Head Beach & Tennis Resort. Whether you're looking for a turnkey vacation home, a full-time residence, or an established investment property, this villa offers the perfect combination of comfort, convenience, and coastal living. The bright, open floor plan features luxury vinyl plank flooring, an updated kitchen with newer appliances, tasteful coastal décor, and a private balcony overlooking the pickleball courts. Being offered fully furnished, this villa is truly move-in or rental ready. Located just a short walk from the beach, owners and guests enjoy access to an impressive array of resort amenities, including one of Hilton Head's largest oceanfront pools, three on-site restaurants, a beach bar, pickleball and tennis courts, a fitness center, bike rentals, playground, 24-hour gated security, and beautifully maintained grounds. Ideally situated near Coligny Plaza, Shelter Cove, Harbour Town, championship golf courses, shopping, dining, and miles of scenic bike paths, this property offers everything buyers love about Hilton Head Island. With a strong rental history and exceptional resort amenities, this is a rare opportunity to own a beautifully maintained coastal retreat with outstanding investment potential.

40 Folly Field Road Unit APT E17, Hilton Head Island

Listing courtesy of EXP Realty LLC.

$999,000
3 Beds 3 Baths HILTONHEAD-511432 MLS
Move-In Ready Hickory Forest Home. Welcome to this highly sought-after Hickory Forest home, ideally situated on a corner lot with fresh new landscaping and just a short walk to Hickory Forest's private beach access. This one-level home offers 3 bedrooms and 2 1/2 baths, providing a comfortable and convenient layout. Bright Living Spaces - As you enter, floor-to-ceiling windows frame views of the deck and beautiful lagoon, filling the home with natural light. The kitchen features an eat-in area, Bosch stainless steel appliances, granite countertops, and solid cherry cabinets. The primary bath includes a walk-in shower with dual shower heads. The exterior has been freshly painted, adding to the home's inviting curb appeal. Virtually Staged.

2 Ivory Gull Place, Hilton Head Island

Listing courtesy of Charter One Realty.

$1,850,000
4 Beds 4 Baths HILTONHEAD-511500 MLS
Experience the best of Hilton Head living in this beautifully designed home within the highly sought-after Port Royal Community. Perfectly positioned directly across from the residents' beach path, the Atlantic Ocean is less than 0.3 miles away, making beach days part of everyday life.Thoughtfully designed with exceptional bedroom separation, this predominantly single-story home offers 4 bedrooms and 4 baths, including a guest suite above the garage that can be closed off from the main home offering comfortable space for extended family or homeowners. The welcoming floor plan features a gracious foyer, formal dining room, spacious living room with a fireplace, and an inviting kitchen with counter seating, a sun-filled breakfast nook, and an adjoining great room with a second fireplace. The screened porch and expansive deck overlook the 11th fairway of the Barony Course, creating a peaceful backdrop for relaxing or entertaining.The spacious primary suite offers a calm and restful setting with a walk-in closet, dual vanities, a soaking tub, a separate shower, and a water closet. Two additional ensuite guest rooms are privately situated in their own wing.Set on a generous 0.636-acre homesite with room for a pool, this 3,218-square-foot home is part of one of Hilton Head Island's premier residential communities, where short-term rentals are prohibited. Residents enjoy private beach access, an oceanfront beach house, leisure trails, tennis, pickleball, gardens, 24-hour security, and optional membership to the Port Royal Golf Club.

108 S Port Royal Drive, Hilton Head Island

Listing courtesy of Charter One 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.

© 2026 Georgia MLS. All rights reserved. Information Deemed Reliable But Not Guaranteed.