680 listings, but only 250 max can be displayed.
Sort by
2 Talon Court, Hilton Head Island
$1,739,000
6 Beds ⋅ 6 Baths ⋅ 3,662 SqFt. ⋅ HILTONHEAD-506891 MLS
Welcomе to this ехcерtіonаl сoastal retreat іn the рrivate, gated community of Fish Haul on Hilton Head Island. Built in 2020, this stunning 6-bedroom, 5 full and 1 half bath home offers the perfect blend of luxury, comfort, and investment potential. Ideally located just moments from Fish Haul Beach, the property features beautiful Port Royal Sound views and is designed to accommodate large gatherings with ease. The spacious, thoughtfully designed layout includes expansive living areas, multiple porches and decks, and seamless indoor-outdoor living throughout. The chef's kitchen is equipped with high-end appliances, ample storage, and an open flow ideal for entertaining. The inviting living room provides the perfect setting for relaxing evenings, while the adjoining outdoor spaces offer plenty of seating and a grill for hosting. Step outside to your private backyard oasis featuring a heated saltwater pool, putting green, and lush landscaping. Multiple porches-some with charming swings-create peaceful spots to unwind and enjoy the coastal breeze. With upscale finishes, strong rental potential, and the ability to comfortably sleep large groups, this home is an outstanding investment opportunity or personal getaway. A rare offering in one of Hilton Head's most serene and sought-after neighborhoods. Strong Short Term rental numbers for 2026: over $140,000!! Fast walk to the beach with a brand-new board walk, grab your beach chair and be there in 3 minutes!

2 Talon Court, Hilton Head Island

Listing courtesy of William Raveis - Carolina LLC.

63 Skull Creek Drive Unit 302, Hilton Head Island
$1,699,900
3 Beds ⋅ 4 Baths ⋅ 2,108 SqFt. ⋅ HILTONHEAD-508075 MLS
Expеriencе rеfinеd сοaѕtаl living at The Charleѕ, wherе each day begins along Skull Creek and winds down with beautiful Lowcountry sunsets. This meticulously maintained 3BR/3.5BA residence on the third floor offers an elevated perspective with water views framed by natural greenery, providing both privacy and a serene backdrop. Inside, the thoughtfully designed open layout features 9-foot ceilings, abundant natural light, and a sophisticated living area anchored by an elegant fireplace. The gourmet kitchen is ideal for entertaining, complete with quartz countertops, a spacious island, walk-in pantry, and wine bar. The primary suite serves as a private retreat with a spa-inspired bath, including a soaking tub, walk-in shower, and generous closet space. Each guest bedroom includes its own en-suite bath, offering comfort and privacy for family and guests. Residents enjoy resort-style amenities including a waterfront pool, outdoor fireplace and gathering areas, covered parking with storage, and a community room. Located within Hilton Head Plantation, ownership also includes access to golf, tennis, pickleball, leisure trails, marina, and private beach access on Port Royal Sound. A rare opportunity to own a move-in ready residence in one of Hilton Head Island's premier waterfront communities-offering luxury, comfort, and a relaxed coastal lifestyle.

63 Skull Creek Drive Unit 302, Hilton Head Island

Listing courtesy of William Raveis - Carolina LLC.

37 Kingston Road, Hilton Head Island
$1,699,500
3 Beds ⋅ 3 Baths ⋅ 2,440 SqFt. ⋅ HILTONHEAD-511596 MLS
OPEΝ HOUSΕ thіs Ѕаturdаy, 10/17 frοm 2ΡM-4:30PM. Some thіngs οn Hilton Head Island are simply finite. A nearly .8-acre corner estate parcel in a gated oceanfront community is one of them. At 37 Kingston Road in Shipyard Plantation, that parcel is the foundation of something genuinely rare, and what sits on it makes the opportunity even more compelling. Those who know Hilton Head Island well know Shipyard. Tucked between Sea Pines and Palmetto Dunes, it is one of those communities that rewards the buyer who takes the time to know it. Direct beach access, Van Der Meer Tennis, three 9-hole golf courses, and the Sonesta Resort are all resident amenities within 800 acres of gated, security-patrolled Island living. And the location is exceptional: The Village at Wexford, Coligny Plaza, Coligny Beach, and some of the Island's most highly regarded restaurants, parks, and recreational offerings are all within minutes, by car or by bike. Among 1,655 total dwellings, only 255 are stand-alone homes. This is one of those homes, set on one of the largest private residential lots in any oceanfront gated community on the Island. This 3-bedroom, 2.5-bath home has been completely and beautifully reimagined. A top-to-bottom renovation includes all-new HVAC systems with new ductwork, a stunning new pool with a Pennsylvania flagstone deck that creates a private outdoor retreat worthy of the parcel it sits on, vaulted ceilings, skylights, thoughtful millwork, and designer finishes throughout. The kitchen features white shaker cabinetry, stone countertops, stainless-steel appliances, and a center island. The split floor plan provides ideal separation between the primary suite and guest rooms. The primary suite opens directly to the pool and features a marble walk-in shower and double vanity. A flexible bonus room serves equally well as a formal dining room, media room, study, sunroom, or hobby space. THE PARCEL ACCOMMODATES A FUTURE GUEST COTTAGE OR CASITA, A HOME EXPANSION, OR TWO ADDITIONAL GARAGE BAYS TO CREATE A FOUR-CAR GARAGE. For buyers thinking generationally, this is a rare canvas. 5 MINUTES BY BIKE TO THE SHIPYARD BEACH CLUB and one of the most beautiful beaches on the Island, where owners enjoy access to 420 private beach lockers, making every trip to the beach completely hassle-free. Offered furnished and available for immediate enjoyment. STR projections available upon request. *Owner is SCREA.

37 Kingston Road, Hilton Head Island

Listing courtesy of ELEVE PROPERTIES Brokered by EXP Realty.

6 Ravenwood Road, Hilton Head Island
$1,699,000
4 Beds ⋅ 5 Baths ⋅ 3,812 SqFt. ⋅ HILTONHEAD-513601 MLS
Beautіfully maintаіned аnd ѕhοwing ехceptionally wеll, thiѕ GORGEOUS Long Cove home offers elegant architecture, abundant natural light and a tucked-away setting that feels worlds apart! This 4-bedroom, 4.5-bath home + office combines gracious living with an exceptional sense of privacy. Striking wood-and-glass double doors open to a dramatic foyer, where soaring ceilings, handsome columns, extensive crown molding and beautiful architectural details set the tone. The thoughtfully designed floor plan flows effortlessly from the spacious kitchen and family room to an elegant living room highlighted by a coffered ceiling and fireplace. A versatile bonus room offers flexibility as the 4th bedroom, guest suite or additional living space. Walls of windows bathe the interiors in natural light while drawing the outdoors in and showcasing the surrounding greenery. Warm wood floors, classic finishes and generous room proportions give the home a timeless, sophisticated feel without sacrificing comfort. Additionally, a 2-car garage and extensive walk-in attic storage add exceptional practicality. Outside, mature trees, graceful palms and lush landscaping create a wonderfully private Lowcountry retreat, offering a peaceful backdrop for relaxing or entertaining. And when the water calls, the Long Cove Marina is just a short stroll from home-making it easy to enjoy one of the community's most special amenities. Don't miss this one!

6 Ravenwood Road, Hilton Head Island

Listing courtesy of Charter One Realty.

130 Sandcastle Court, Hilton Head Island
$1,699,000
5 Beds ⋅ 4 Baths ⋅ 4,000 SqFt. ⋅ HILTONHEAD-512041 MLS
Lookіng for a Hіltοn Hеаd Ιslаnd bеach house that helрs рay for itself? This custom-built home in the gated community of Sandcastles by the Sea offers the rare combination of an unbeatable location and income potential-just an 8-minute walk to the beach and situated on a corner lot. Sold fully furnished, this 5-bedroom, 3.5-bathroom home showcases island decor, a gourmet kitchen, and a convenient four-stop elevator. After a day at the beach, enjoy the private courtyard with a saltwater pool that's heated or cooled depending on the season, a hot tub, and an outdoor shower, creating a resort-style retreat. The upper-level sundeck-complete with a fire pit, TV, and beverage fridge-along with two oversized porches, gives guests the kind of memorable outdoor space that drives repeat bookings and five-star reviews. Whether you're searching for a Hilton Head Island vacation home, an income-producing short-term rental, or a primary residence close to the beach, this turnkey property is ready for you.

130 Sandcastle Court, Hilton Head Island

Listing courtesy of Keller Williams Realty.

10 Grandview Court Unit 8, Hilton Head Island
$1,695,900
4 Beds ⋅ 4 Baths ⋅ 2,563 SqFt. ⋅ HILTONHEAD-450637 MLS
Luxury New Construction Townhomes with Deep Water Views! Don't miss this rare opportunity to own a brand-new townhome in the highly sought-after Hilton Head Plantation. These thoughtfully designed residences feature exceptional floor plans, two-car garages, and breathtaking deep water views of the Intracoastal Waterway. Ideally located just steps from Skull Creek Marina, home to the Freedom Boat Club, and moments from the vibrant amenities and activities at the Country Club of Hilton Head. The setting is further distinguished by its proximity to the historic Talbird Cemetery, a preserved and active cemetery that remains an important part of the island's heritage. Located behind the new Waterway phase, it serves as a meaningful reminder of Hilton Head's rich history and has been respectfully maintained as part of the surrounding landscape.

10 Grandview Court Unit 8, Hilton Head Island

Listing courtesy of Charter One Realty.

4 Grandview Court Unit 2, Hilton Head Island
$1,695,900
4 Beds ⋅ 4 Baths ⋅ 2,258 SqFt. ⋅ HILTONHEAD-450633 MLS
Luxury New Construction Townhomes with Deep Water Views! Don't miss this rare opportunity to own a brand-new townhome in the highly sought-after Hilton Head Plantation. These thoughtfully designed residences feature exceptional floor plans, two-car garages, and breathtaking deep water views of the Intracoastal Waterway. Ideally located just steps from Skull Creek Marina, home to the Freedom Boat Club, and moments from the vibrant amenities and activities at the Country Club of Hilton Head. The setting is further distinguished by its proximity to the historic Talbird Cemetery, a preserved and active cemetery that remains an important part of the island's heritage. Located behind the new Waterway phase, it serves as a meaningful reminder of Hilton Head's rich history and has been respectfully maintained as part of the surrounding landscape.

4 Grandview Court Unit 2, Hilton Head Island

Listing courtesy of Charter One Realty.

10 Manor Court Lane, Hilton Head Island
$1,695,000
5 Beds ⋅ 4 Baths ⋅ 3,502 SqFt. ⋅ HILTONHEAD-507534 MLS
Welcome to a home designed for enjoying the Hilton Head lifestyle. Tucked away on a quiet cul-de-sac in the Skull Creek neighborhood of Hilton Head Plantation, this inviting residence offers a peaceful setting surrounded by mature woods and a serene lagoon view. Inside, warm, coastal-inspired details create a comfortable and welcoming atmosphere. Thoughtful touches like shiplap, board-and-batten accents, wainscoting, crown molding, reclaimed wood, and beautiful luxury vinyl plank flooring give the home a relaxed yet refined character. The heart of the home is the gourmet kitchen, where gathering, cooking, and entertaining feel effortless.The main-level primary suite provides a private retreat, complete with a beautifully renovated bath and spacious walk-in closet. Upstairs, flexible space offers room for guests, hobbies, or movie nights, with the fifth bedroom currently enjoyed as a media room. Perhaps the favorite destination will be the large screened porch as a true extension of the living space. With its reclaimed wood and shiplap details, it is the perfect place to enjoy morning coffee, unwind after a day at the beach, or gather with friends while taking in the tranquil wooded and lagoon surroundings. With its peaceful setting, inviting interiors, and easy access to the best of Hilton Head Plantation, this home offers more than a place to live - it offers a place to slow down, gather, and enjoy island life. New shingle roof installed Q4 of 2022. 2 new hot water tanks installed in 2024. New Samsung smart TV fridge added in 2025. New Samsung smart laundry washer & dryer added in 2025. Brand new carpet upstairs and in primary walk in closet installed March 2026. New interior and exterior paint including garage door completed March 2026.

10 Manor Court Lane, Hilton Head Island

Listing courtesy of Berkshire Hathaway HomeServices Hilton Head Bluffton Realty.

83 Sandcastle Court, Hilton Head Island
$1,650,000
6 Beds ⋅ 4 Baths ⋅ 3,239 SqFt. ⋅ HILTONHEAD-509596 MLS
Folly Field rental machine built in 2020! Popular Wilmington floorplan. Sandcastles by the Sea is an ocean-oriented gated community approximately 780 yards to the beach! This 6-bedroom, 4 Full bath home has an open floor plan and is perfect for large groups on vacation! The elevator serves the garage and all three floors above. Ride from the private heated in-ground pool to the top floor that has a 3D Projection Movie Theater with 120 inch screen! All theater electronics included. Luxury Vinyl Plank (LVP) throughout, epoxy garage floor, 220 Volt Level 2 EV car charger, and a large paver patio with hot tub! Kids bunk room complete with 4 arcade machines. Sold fully furnished. Sleeps 22. Great opportunity for a primary home, secondary home or investment property! Currently on the Short Term Rental Market.

83 Sandcastle Court, Hilton Head Island

Listing courtesy of RE/MAX Island Realty.

16 Bayley Point Lane, Hilton Head Island
$1,645,000
4 Beds ⋅ 4 Baths ⋅ 3,458 SqFt. ⋅ HILTONHEAD-512898 MLS
Wake to ѕunrise οvеr shіmmеrіng watеr аnd sun-kissed marѕh graѕses, with views stretching to Dolphin Head Beach and the Port Royal Sound. From its Bayley Point setting, this 4-bedroom, 3.5-bath home enjoys one of the most stunning Lowcountry views in Hilton Head Plantation and a landscape that changes with the tides, light, and sky throughout the day. Designed to embrace its setting, soaring ceilings and expansive windows bring the outdoors into the main living spaces. Newly updated windows surround the fireplace in the great room, beautifully framing the sweeping landscape, while the dining area offers an equally memorable setting overlooking the water. Step outside to the large deck and pergola for coffee at sunrise, evenings under the stars, or simply watching the tides move through the marsh. The adjacent lot is designated open space to add another layer of privacy and protect the expansive water and marsh views from future development. Mature landscaping, an inviting entry courtyard, and circular drive complete the setting. With approximately 3,458 square feet, the thoughtfully designed floor plan provides space and separation for everyone. The spacious kitchen features a large center island, gas cooking, extensive cabinetry and updated finishes, opening naturally to the casual living areas. Hardwood floors, built-ins and architectural details add warmth and character. The first-floor owner's suite looks out to the water, while a separate main-level office provides dedicated work-from-home space without sacrificing a bedroom. Upstairs, two additional bedrooms with exceptional water views offer privacy for family or guests, plus a separate bonus-room getaway with its own full bath-ideal for guests, a media room, or additional living space. All within Hilton Head Plantation, this is a home that offers room to gather, room to retreat, and a setting that is difficult to duplicate. The view may be what first captures your attention, but the way this home lives is what makes it special.

16 Bayley Point Lane, Hilton Head Island

Listing courtesy of Keller Williams Realty.

90 Sandcastle Court, Hilton Head Island
$1,645,000
5 Beds ⋅ 6 Baths ⋅ 4,165 SqFt. ⋅ HILTONHEAD-511552 MLS
Welcomе to 90 Sandсаstlе Cοurt, а sраcious, beautifullу aрpointed 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 $120,000 in gross rental revenue for 2026 and rentals already on the books for 2027, 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.

121 Sandcastle Court, Hilton Head Island
$1,599,000
6 Beds ⋅ 4 Baths ⋅ 3,333 SqFt. ⋅ HILTONHEAD-513268 MLS
Folly Fiеld Rental Mасhinе іn thе highlу dеsirable Sandcаstlеs by the Sea gated neighborhood. Approximately 780 yards to the beach! This 6~bedroom, 4-bath, 3 Story home is perfect for large groups on vacation. The elevator serves all floors. Ride from the private heated pool to the top floor, which has a 3D projection Movie Theater with a 120" Screen! All Theater electronics and Theater Seating included with sale. Amazing bunk room on 3rd floor! First and second floors have rear balconies. Gourmet Kitchen with island, stainless steel appliances, and granite countertops. Private paver patio overlooks the beautiful wooded view. Custom-installed putting green behind the private in-ground heated swimming pool and separate hot tub. Level 2 (220V) electric car charger, dedicated ice machine, and refrigerator in the 2-car garage. Golf Cart/low-speed vehicle-friendly neighborhood. Nighttime security patrol. Currently on the Short-Term Rental Market with great reviews! Sleeps 24.

121 Sandcastle Court, Hilton Head Island

Listing courtesy of RE/MAX Island Realty.

4 Village North Drive Unit 43, Hilton Head Island
$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 Gannet Street, Hilton Head Island
$1,595,000
4 Beds ⋅ 4 Baths ⋅ 3,144 SqFt. ⋅ HILTONHEAD-504477 MLS
Light & Brіght Beaсh Ηouѕе οn Lаrgе Corner Lot on North Fοreѕt Beach. Over 3000 Heated Sqft just moments from Hilton Head' best beach, and within close proximity to the Coligny Plaza shops & dining.. Rarely can you find this much space at this price. Located just moments from the ocean and Coligny's popular shops and restaurants, this spacious Forest Beach home offers an exceptional coastal lifestyle in one of Hilton Head's most desirable locations. Situated on an oversized corner homesite shaded by majestic oaks, the property features 4 bedrooms, 4 bathrooms, and over 3,000 square feet of comfortable, light-filled living space. The open floor plan provides generous room for gathering and entertaining, while recent improvements-including a brand-new roof, new HVAC and remodeled storage building that add immediate value and functionality. With abundant parking, plenty of room for family and guests, and an unbeatable location near the beach, dining, and recreation, this nicely appointed beach home is well-suited as a primary residence, second home, or investment opportunity.s

1 Gannet Street, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty.

12 Creek Cove Lane, Hilton Head Island
$1,585,000
3 Beds ⋅ 3 Baths ⋅ 2,670 SqFt. ⋅ HILTONHEAD-510689 MLS
A rare blеnd of craftѕmаnshір, рrivасy, and deep-watеr aсcess, 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.

12 Grandview Court Unit 10, Hilton Head Island
$1,550,900
4 Beds ⋅ 4 Baths ⋅ 2,546 SqFt. ⋅ HILTONHEAD-450638 MLS
Luxury New Construction Townhomes with Deep Water Views! Don't miss this rare opportunity to own a brand-new townhome in the highly sought-after Hilton Head Plantation. These thoughtfully designed residences feature exceptional floor plans, two-car garages, and breathtaking deep water views of the Intracoastal Waterway. Ideally located just steps from Skull Creek Marina, home to the Freedom Boat Club, and moments from the vibrant amenities and activities at the Country Club of Hilton Head. The setting is further distinguished by its proximity to the historic Talbird Cemetery, a preserved and active cemetery that remains an important part of the island's heritage. Located behind the new Waterway phase, it serves as a meaningful reminder of Hilton Head's rich history and has been respectfully maintained as part of the surrounding landscape.

12 Grandview Court Unit 10, Hilton Head Island

Listing courtesy of Charter One Realty.

2 Sweet Gum Lane, Hilton Head Island
$1,549,000
3 Beds ⋅ 3 Baths ⋅ 2,400 SqFt. ⋅ HILTONHEAD-512739 MLS
Fully and thoughtfullу renovatеd tοp‐tο‐bottοm, thіs turnkey home in Greеnwoοd Forest offers seamless Lowcountry living in the heart of Sea Pines. The light-filled interior features all-new flooring and lighting throughout. The dramatically expanded kitchen boasts brand-new appliances, premium countertops, and generous cabinet storage, ideal for everyday living and entertaining. The primary suite serves as a true private retreat, featuring a newly renovated spa-like bath with upscale fixtures and refined finishes designed for total relaxation. A dedicated new laundry area includes a brand-new washer and dryer. Greenwood Forest residents enjoy exclusive access to a private neighborhood pool, tennis courts, basketball court, and playground. Perfectly positioned within Sea Pines, this home is just a quick bike ride or trolley trip to the pristine shores of the Sea Pines Beach Club, iconic Harbour Town, the Shops at Sea Pines Center, and miles of scenic nature trails. Whether searching for a primary sanctuary, vacation home, or rental investment, this thoughtfully updated property combines modern comfort with an unbeatable coastal location.

2 Sweet Gum Lane, Hilton Head Island

Listing courtesy of EXP Realty LLC.

4 Sparwheel Lane, Hilton Head Island
$1,525,000
3 Beds ⋅ 4 Baths ⋅ 3,078 SqFt. ⋅ HILTONHEAD-513235 MLS
Excеptionаl thrеe‐bеdrοom, 3.5‐bаth patio home in рreѕtigious gated Windmill Harbour, home of the South Carolina Yacht Club, offering an unparalleled Lowcountry boating lifestyle. Built by acclaimed Sandcastle Construction, this all-block home combines quality craftsmanship with elegant, comfortable living. The light-filled main level features a beautifully appointed kitchen with quartz countertops, gas cooktop, stainless-steel appliances, abundant cabinetry, and a spacious butler's pantry with double ovens and warming drawers. The kitchen opens seamlessly to the living and dining areas, while the breakfast area and adjacent office/reading room overlook a tranquil lagoon. New upstairs flooring, custom closet systems, and stylish new light fixtures add a fresh, sophisticated feel throughout. Outside, inviting porches and a beautiful brick patio provide ideal spaces for relaxing or entertaining while enjoying the serene Lowcountry setting. A rare opportunity to enjoy refined island living in one of Hilton Head's premier gated waterfront communities.

4 Sparwheel Lane, Hilton Head Island

Listing courtesy of Windmill Harbour Real Estate.

64 Sandcastle Court, Hilton Head Island
$1,500,000
5 Beds ⋅ 5 Baths ⋅ 3,032 SqFt. ⋅ HILTONHEAD-510354 MLS
Welcomе to 64 Sandсаstlе Cοurt. Βuilt іn 2017, thіs is the newest hοme οn Hilton Head Island within a short walk or bike ride to the beach currently priced below $1,600,000. In a market as competitive as this one, that distinction matters. Five bedrooms, four and a half baths, and four levels of living space comfortably accommodate 10 to 12 guests. There are two king primary suites, an open-concept main level with covered deck access and lagoon views, a middle level with its own covered deck and loft lounge, and a top-floor bunk room. Both rear decks can be screened, a meaningful upgrade for year-round enjoyment. The ground level is an experience unto itself: a large two-car garage, a covered outdoor living area beneath a beautiful wood-planked ceiling, a private heated pool, and a gas fire table with lava rock, its flames burning poolside. The rear and side yard can be fully fenced, providing additional flexibility for outdoor use. Folly Field Beach, one of Hilton Head Island's most beautiful beaches, is five minutes by bike and three minutes by golf cart. Shelter Cove is equally accessible by bike, with exceptional dining, shopping, and fireworks every Tuesday evening all summer long. Hilton Head Island has been named the Top Island in the United States by Condé Nast Traveler for nine consecutive years, most recently in 2025. Southern Living named it the South's Best Beach Town. Travel + Leisure included it in its World's Best Awards. With the Island's generational track record, guest demand is certainly not a trend. Even with professional management in place, the owners live nearby and keep a close and consistent watch on the property and everything in it. There are no surprises here for the new owner, and all existing guest reservations convey with the purchase. This home is offered fully furnished and turnkey, with rental projections of up to $129,000 annually. 64 Sandcastle Court may be the Investment with Benefits you've been searching for.

64 Sandcastle Court, Hilton Head Island

Listing courtesy of ELEVE PROPERTIES Brokered by EXP Realty.

8 Old Military Road, Hilton Head Island
$1,499,900
3 Beds ⋅ 3 Baths ⋅ 2,431 SqFt. ⋅ HILTONHEAD-512571 MLS
Located within the coveted Heritage Woods neighborhood of Sea Pines Resort, this classic three bedroom, three bath home represents a dynamic real estate opportunity. This single floor property boasts dual living areas, large bedrooms and peaceful reading and relaxation nooks. A flexible room on the home's opposite side offers a rare fourth sleeping space or quiet office - complete with a full bath. The home's private swimming pool is framed by Brazilian hardwood decking and wrap-around rear fencing ensures upmost privacy for family and guests. The spacious floor plan offers modern functionality while enduring touches such as the brick fireplace and built in bookshelves lend a timeless charm. Hilton Head Island's award wining beaches are within near distance via Sea Pines' convenient beach paths while the leisurely pursuits of Harbour Town and South Beach are within a short biking distance. This fully furnished home is currently on the short term rental market and represents a turnkey opportunity for a buyer seeking an immediate investment or a ready canvas to create their own island escape.

8 Old Military Road, Hilton Head Island

Listing courtesy of The Hilton Head Agency.

14 Grandview Court Unit 12, Hilton Head Island
$1,495,900
4 Beds ⋅ 4 Baths ⋅ 2,201 SqFt. ⋅ HILTONHEAD-450640 MLS
Luxury New Construction Townhomes with Deep Water Views! Don't miss this rare opportunity to own a brand-new townhome in the highly sought-after Hilton Head Plantation. These thoughtfully designed residences feature exceptional floor plans, two-car garages, and breathtaking deep water views of the Intracoastal Waterway. Ideally located just steps from Skull Creek Marina, home to the Freedom Boat Club, and moments from the vibrant amenities and activities at the Country Club of Hilton Head. The setting is further distinguished by its proximity to the historic Talbird Cemetery, a preserved and active cemetery that remains an important part of the island's heritage. Located behind the new Waterway phase, it serves as a meaningful reminder of Hilton Head's rich history and has been respectfully maintained as part of the surrounding landscape.

14 Grandview Court Unit 12, Hilton Head Island

Listing courtesy of Charter One Realty.

15 Dewberry Lane, Hilton Head Island
$1,495,000
5 Beds ⋅ 3 Baths ⋅ 2,504 SqFt. ⋅ HILTONHEAD-512460 MLS
Some hοmes givе уou а рlаcе tο stay in Sea Ρinеs. 15 Dewberry gives you a reason to stay in. This five-bedroom home in Greenwood Forest pairs the Sea Pines lifestyle with the kind of amenities that make the house itself part of the vacation. And yes, the bikes come with the house. THE PUTTING GREEN: A professionally designed three-hole green spans 35 to 38 feet with an 11 stimp rating and real break, good for a morning warm-up or one more round after dinner. THE HANGOUT: A separate in-law suite with its own kitchenette turned wet bar, ice maker included. One of the home's five bedrooms currently serves as the suite's living room, and flexes just as easily into a bunk room when more sleeping space is needed. THE SPACE: Brazilian hardwood floors, a tongue and groove ceiling, quartz counters, and GE Cafe appliances run throughout the single story home, with new flooring added in the bedrooms. A Carolina room with a daybed and porch swing gives everyone one more place to land. THE NEIGHBORHOOD: Greenwood Forest is one of the few pockets of Sea Pines with its own community pool, tennis and pickleball, and a playground, a short distance from the Shops at Sea Pines and Beach Trolley access through a wooded community path. Easy distance to either HarbourTown or the Beach! Already an active vacation rental, the home has a confirmed booking of 91 nights for 2027 alone, worth more than $19,000, a sign of how much demand a house like this can hold.

15 Dewberry Lane, Hilton Head Island

Listing courtesy of Luxury Homes of Hilton Head.

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

11 Outpost Lane, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty.

10 Off Shore, Hilton Head Island
$1,475,000
3 Beds ⋅ 4 Baths ⋅ 2,584 SqFt. ⋅ HILTONHEAD-513048 MLS
Walk to the Βeach іn Ρalmеttο Dunеs! Ꮮοcated in the highly dеsіrable, gated Palmetto Dunes oceanfront community, this single-level coastal home is priced for you to add your cosmetic touches. With 3 bedrooms and 3.5 baths, the home features separate living areas, a large kitchen, a fireplace, and vaulted ceilings that create an open feel throughout. Enjoy outdoor living in the beautiful backyard with serene water views and a private pool, perfect for relaxing after a day at the beach. Outdoor shower and 1/2 bath outside. The home is fully furnished and offers you a rare chance to customize a home in one of Hilton Head Island's most sought-after beachfront communities. Just a short walk to the Atlantic Ocean, golf, tennis, and all Palmetto Dunes amenities.

10 Off Shore, Hilton Head Island

Listing courtesy of Keller Williams Realty.

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.

65 Ocean Lane Unit 501, Hilton Head Island
$1,399,000
2 Beds ⋅ 2 Baths ⋅ 1,442 SqFt. ⋅ HILTONHEAD-508202 MLS
501 Windsor Place, 5th Floor, oceanfront condo in Leamington. Designed in the colors of the sea, this lovely 2-bedroom/2-bath condo has an open floor plan with the kitchen, dining, and living in the center, separated by a bedroom on each side. Laundry area. Sliding glass doors lead to the balcony overlooking the landscaped gardens and, beyond to the beach. The balcony has a table and chairs for outdoor dining or enjoying the sunrise. Balcony access from the living area and two bedrooms. Windsor's outdoor entertainment area includes two pools, restrooms, a hot tub, a sun deck, a covered gazebo with a grill & private boardwalk to the beach. Elevator and covered garage parking. Windsor guests and owners have access to all the amenities in Palmetto Dunes: golf, tennis, pickleball, an 11-mile lagoon, golf at the Arthur Hills Golf Course, and much more. Short walk or bike ride to the heart of Palmetto Dunes. Seasonal Dunes Buggy is available throughout Palmetto Dunes and the Shelter Cove area.

65 Ocean Lane Unit 501, Hilton Head Island

Listing courtesy of Schembra Real Estate Group.

15 Peninsula Drive, Hilton Head Island
$1,395,000
4 Beds ⋅ 5 Baths ⋅ 4,200 SqFt. ⋅ HILTONHEAD-512634 MLS
Fabulous Opportunity in Moss Creek Awaits! This custom built, one-owner, 4 bedroom/4.5 bath home with office boasts never ending panoramic marsh and sunset views situated on a .5 acre lot surrounded by moss draped oaks: A nature lovers delight! Inside you'll find a tremendously designed floor plan, perfect for entertaining! Spacious eat-in kitchen with butler's pantry, large family room, double-sided fireplace, 2nd living area, separate dining room, spacious first floor primary suite, great bedroom separation, all volume ceilings throughout, walls of windows and doors all leading out to a 60' deck with bench seating and a huge covered porch with views as far as you can see, climate controlled storage, and the list goes on. Moss Creek's fabulous amenities include 2 private golf courses, waterfront clubhouse/dining, marina, fitness center, kayak storage, playground, tennis/pickleball, bocce ball, dog park, fishing piers, and more!

15 Peninsula Drive, Hilton Head Island

Listing courtesy of Dunes Real Estate.

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.