Hilton Head Real Estate For Sale

5 Beds ⋅ 3 Baths ⋅ 2,752 SqFt. ⋅ HILTONHEAD-511834 MLS

Enjoy sweeping golf course views overlooking the 7th green of the renowned Robert Trent Jones Course from this beautifully furnished 5-bedroom, 3-bath home in the heart of Palmetto Dunes. Perfectly positioned just a short walk or bike ride to the community's award-winning 3-mile beach, this spacious property offers the ideal blend of coastal living and investment opportunity. The thoughtfully designed floor plan features an updated kitchen that opens to the dining area, multiple living spaces including a family room, and a desirable first-floor primary suite. Above the two-car garage, a versatile bonus room provides additional space for guests, recreation, or a home office. Outdoors, enjoy a private pool and expansive golf course views in one of Hilton Head Island's most sought-after resort communities. Currently operating as a successful short-term vacation rental, this property offers exceptional income potential as a primary residence, second home, or investment property. Furnishings are negotiable.

64 Full Sweep, Hilton Head Island

Listing courtesy of Maxey Blackstream Christie's International Real Estate.

$1,500,000

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

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

64 Sandcastle Court, Hilton Head Island

Listing courtesy of ELEVE PROPERTIES Brokered by EXP Realty.

$1,749,500

3 Beds ⋅ 3 Baths ⋅ 2,440 SqFt. ⋅ 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.

$1,650,000

3 Beds ⋅ 3 Baths ⋅ 3,442 SqFt. ⋅ HILTONHEAD-511482 MLS

Perfectly positioned on a spacious corner lot overlooking a tranquil lagoon in Hilton Head Island's prestigious Windmill Harbour, this exceptional Lowcountry home has been completely reimagined into a turnkey coastal retreat where timeless design meets effortless luxury. A welcoming front porch and classic French doors open to beautifully curated interiors where white oak hardwood flooring flows throughout the home. Just off the foyer, the first-floor guest suite, currently used as an office, is complemented by a stunning marble bath with a custom vanity and convenient access from both the bedroom and main living space. Designed to impress, the chef's kitchen features custom cabinetry, GE Café appliances, an oversized porcelain farmhouse sink, illuminated cabinetry, a large island, and custom brass-accented shelving. Across the hall, the dining room is anchored by a striking oyster shell chandelier and designer grasscloth wallpaper, while the spacious living room showcases custom built-ins, detailed millwork, a gas fireplace with quartz surround, and walls of windows that flood the home with natural light. A custom back pantry with additional cabinetry, glass shelving, and a beverage refrigerator provides exceptional storage and entertaining space.Upstairs, the thoughtfully designed split floor plan offers privacy for family and guests. The oversized guest suite features custom closets, a beautifully updated bath, and a separate flex room ideal as a home office, fitness room, or private retreat. The primary suite overlooks the lagoon and features exposed wood beam ceilings, dual custom walk-in closets, and a spa-inspired bath complete with a freestanding soaking tub, oversized shower, and expansive dual vanity. An upstairs laundry room and additional built-in storage add everyday convenience. Designer lighting, custom window treatments, automatic blinds, and bespoke built-ins elevate every space, while the outdoor living areas are equally impressive. A tabby shell paver patio overlooks the lagoon, and a charming brick courtyard illuminated by café lights creates the perfect setting for outdoor entertaining. A covered breezeway seamlessly connects the home to the detached two-car garage, completing its classic Lowcountry charm. Located within Windmill Harbour, home to the South Carolina Yacht Club and one of the East Coast's premier private marinas, this golf-cart-friendly community offers one of Hilton Head Island's most desirable coastal lifestyles.

55 Crosstree Drive, Hilton Head Island

Listing courtesy of Maxey Blackstream Christie's International Real Estate.

$1,595,000

4 Beds ⋅ 4 Baths ⋅ 3,374 SqFt. ⋅ 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.

$1,599,000

6 Beds ⋅ 4 Baths ⋅ 3,920 SqFt. ⋅ 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.

$1,645,000

5 Beds ⋅ 6 Baths ⋅ 4,165 SqFt. ⋅ 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 $112,000 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.

$1,650,000

4 Beds ⋅ 3 Baths ⋅ 2,015 SqFt. ⋅ HILTONHEAD-511511 MLS

Location is everything! This ocean-oriented, four-bedroom, three-and-one-half-bath condominium is just steps from the Atlantic Ocean and the shops, dining and entertainment of South Beach Marina Village in Sea Pines.Ideally positioned beside the new community pool, the residence offers a private rear deck as well as an upstairs deck off the primary suite. Enjoy convenient access to the beach, leisure trails, pickleball, restaurants, shopping and endless opportunities for recreation.Whether you are seeking a primary residence, vacation retreat or investment property, this is a wonderful opportunity to begin making lasting Hilton Head Island memories.

225 S Sea Pines Drive Unit 1401, Hilton Head Island

Listing courtesy of Keller Williams Realty.

$1,750,000

4 Beds ⋅ 4 Baths ⋅ 3,218 SqFt. ⋅ 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.

$1,675,000

3 Beds ⋅ 4 Baths ⋅ 2,414 SqFt. ⋅ HILTONHEAD-511146 MLS

Nestled on a quiet street just moments from the beach, this traditional Sea Pines home offers picturesque lagoon views, 3 bedrooms, and 3.5 baths. A warm and inviting foyer opens to a spacious living room with soaring ceilings and a wall of French doors that flood the home with natural light while framing the tranquil water views. Designed for both everyday living and entertaining, the open kitchen features a large center island with seating and a bright dining area surrounded by windows. The first-floor primary suite provides a peaceful retreat, while a dedicated office offers an ideal work-from-home space. Upstairs, two generously sized guest bedrooms, each with an en-suite bath, ensure comfort and privacy for family and friends. With its timeless architecture, inviting floor plan, and desirable location near the beach, this Sea Pines home offers the perfect blend of Lowcountry charm and relaxed coastal living.

9 Cannon Row, Hilton Head Island

Listing courtesy of Howard Hanna Allen Tate Lowcountry.

$1,645,000

3 Beds ⋅ 3 Baths ⋅ 1,762 SqFt. ⋅ HILTONHEAD-511199 MLS

Wake up to the Atlantic at Captain's Walk - a rare, direct-oceanfront villa that's almost never open to tour. Six steps off your private back porch put you on the beach path, with sand underfoot in under two minutes. As a first-floor corner residence, it offers true single-level living - no elevators, no stairs to your door - looking straight out to the ocean. Inside, roughly 1,762 square feet of bright, open-concept living opens to the view. The updated kitchen features quartz countertops, custom cabinetry, and stainless-steel appliances, flowing into spacious dining and living areas with a sleeper sofa for extra guests, plus in-unit washer and dryer. All three bedrooms are en suite - a primary with a king and ocean views, a second with two queens, and a third with a king - comfortably sleeping eight. Just outside your door: an oceanfront pool, children's pool, cabana, expansive sundecks, a grilling area, and a boardwalk to the sand. Ownership unlocks all of Palmetto Dunes - an 11-mile lagoon system, three championship golf courses, a tennis and pickleball center, and the seasonal Dunes Buggy to Shelter Cove Marina's shops and dining. Offered fully turnkey, it's income-ready from day one - an established rental with a 10/10 guest rating across 28 reviews. And with owner pet privileges for up to two dogs, it's a rarity among resort rental villas. Homes like this rarely come open - see it while you can.

21 Ocean Lane Unit 401, Hilton Head Island

Listing courtesy of Charter One Realty.

$1,699,000

3 Beds ⋅ 3 Baths ⋅ 2,670 SqFt. ⋅ HILTONHEAD-510689 MLS

A rare blend of craftsmanship, privacy, and deep-water access, this custom 3BD/2.5BA Southern Coastal home delivers the ultimate Lowcountry waterfront lifestyle. Positioned on a private, estate style lot, the property offers sweeping water views, refined coastal architecture, and direct access to the Intracoastal via your own private dock. Inside, the home features an open, light filled layout designed to frame the water from every angle. A chef's kitchen anchors the main living space with custom cabinetry, premium appliances, and an oversized island ideal for entertaining. A elevator is located on each floor for convenience.Vaulted ceilings, designer finishes, and expansive glass doors create a seamless connection to the outdoors. Spacious walk-in pantry a plus! The primary suite is a private retreat with panoramic water vistas, spa inspired bath, and generous walk-in closet. Two additional guest suites upstairs provide comfort and privacy for family or visitors. Every detail-from millwork to materials-reflects thoughtful design and elevated craftsmanship. Step outside to the covered screened in porch, lush landscaping, fenced in backyard with a firepit. Find a private dock which is perfect for boating, paddleboarding, fishing, or sunset cruising. With deep water access, this property offers the rare ability to enjoy the water. This is coastal living at its finest - Private, refined, and built for those who want a true connection to the water and Southern style living!

12 Creek Cove Lane, Hilton Head Island

Listing courtesy of RE/MAX Island Realty.

$1,550,000

HILTONHEAD-510684 MLS

Here's your opportunity to own a 5th row steps away from world famous HIlton Head Island beaches and a short walk to everything Coligny Plaza has to offer. Build your dream home for private or investment use! This area is highly sought after for its walkability to everything you'd want to do and the laidback atmophere that Forest Beach offers.

12 Flamingo Street, Hilton Head Island

Listing courtesy of EXP Realty LLC.

Newest Hilton Head MLS Listings $1.5M-$1.75M