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$1,779,000
3 Beds 4 Baths 3,218 SqFt. HILTONHEAD-511942 MLS
Rarely does a home offer one-level living on nearly three-quarters of an acre with exceptional privacy, a five-minute walk to the beach, and a location within Port Royal-one of Hilton Head Island's most exclusive private, oceanfront communities. Every day feels like a vacation in this beautifully updated coastal retreat. Impeccably maintained and truly turnkey, this exceptional home features a flowing floor plan with soaring vaulted ceilings, oversized bedrooms, a private executive office adjoining the primary suite, fireplace, custom built-ins, and a chef's kitchen complete with a Wolf induction cooktop and oversized center island. The spacious primary suite is a retreat of its own, offering a generous spa-inspired bath with abundant space between two separate walk-in closets. Situated on a rare point lot at the end of a quiet cul-de-sac, the nearly -acre homesite has been thoughtfully transformed into a spectacular backyard oasis. Mature live oaks, lush landscaping, premium paver walkways, and a beautifully sized pool create a secluded, resort-like setting. The current owners intentionally designed the landscape to maximize privacy while preserving the unique opportunity for a future owner to selectively open portions of the landscaping and capture multiple golf course views. A rare offering where thoughtful design, resort-inspired privacy, and timeless Lowcountry living come together in one of Hilton Head Island's most exclusive private, oceanfront communities.

32 Doubloon Drive, Hilton Head Island

Listing courtesy of Dunes Real Estate.

$1,299,000
4 Beds 3 Baths 2,240 SqFt. HILTONHEAD-511471 MLS
22 Doubloon Dr is nestled beneath majestic live oaks on a nearly 0.6-acre homesite in the sought-after oceanfront community of Port Royal. This beautiful home offers exceptional privacy, picturesque golf views, and a prime Hilton Head Island lifestyle. A long driveway and oversized 3-car garage provide abundant parking and storage. Inside, you'll find 4 bedrooms, 3 full baths, smooth ceilings, wood flooring, a welcoming fireplace, and a large laundry room. The updated kitchen features new appliances, while the updated guest baths, fresh interior paint, BRAND NEW HVAC AUGUST 2026, and new windows make this home truly move-in ready. Enjoy year-round natural light from the sunroom or relax and entertain on the expansive wraparound patio overlooking the tranquil golf course. Located outside the flood zone, this home combines peace of mind with timeless Lowcountry charm. Residents of Port Royal enjoy private beach access, tennis, pickleball, leisure trails, and a private oceanfront beach club with pool in one of Hilton Head Island's most desirable gated communities. Some furniture is negotiable.

22 Doubloon Drive, Hilton Head Island

Listing courtesy of ERA Wilder Realty, Inc - Bluffton.

$1,079,000
4 Beds 4 Baths 3,160 SqFt. HILTONHEAD-511818 MLS
Tastefully appointed and situated on just over half an acre, this Palmetto Hall home sits on one of the most desirable lots, showcasing a beautiful, secluded lagoon view framed by a wooded backdrop. The main level features 3 bedrooms, 2.5 baths, an office, and a screened in lanai with 8 person hot tub. Upstairs has 2 spacious rooms and a full bath, providing the ideal set-up as an in-law suite, teen retreat, or flexible living space. The 3 car garage features epoxy flooring and ample storage. Palmetto Hall is a golf cart friendly community - leave your car at home and take your cart to the pool, the pickleball courts, to the clubhouse for dinner, or through the back gate to Fish Haul beach, where you can be walking on the sand in less than 10 minutes. This home is attractively priced and ready for the next owners to make it their own. Owner is SC real estate agent.

40 Sedge Fern Drive, Hilton Head Island

Listing courtesy of EXP Realty LLC.

$1,049,000
4 Beds 4 Baths 3,095 SqFt. HILTONHEAD-511560 MLS
Wonderfully set along a quiet, residential cul-de-sac, nicely buffered for privacy, and featuring distant golf views. Palmetto Hall is one of Hilton Head Island's most established and inviting residential communities, and this is the first time this beautiful (3,095sqft) home has ever been made available for sale. It is perfectly situated on a full-size homesite with additional outdoor living areas and open space to the South and West. And while this is a predominantly single-story home, a versatile upstairs bonus suite offers added flexibility, as a home office or a 4th bedroom suite. The spacious kitchen includes stainless steel appliances, a pantry, and an open connection to the family room! Plus, tall (smooth-finished) ceilings and a fireplace help create a comfortable and relaxing feel. Additional highlights include plantation shutters and an elegant living room with a double-tray ceiling. The screened porch, constructed in 2011, has been a well-enjoyed feature of this home for years, and truly extends the living space outdoors (and we all know the weather here is awesome nearly year-round!) Additionally, the backyard patio creates an ideal place outside to embrace the quiet backyard setting and/or entertain friends and neighbors! All this plus a multi-zone HVAC, a new roof in 2023, and a new water heater (2026) come together nicely to add valuable peace of mind.

7 Lenox Lane, Hilton Head Island

Listing courtesy of Collins Group Realty.

$1,095,000
4 Beds 4 Baths 3,827 SqFt. HILTONHEAD-511114 MLS
Tucked away on one of the most coveted cul-de-sac streets in prestigious Rose Hill Plantation, this exceptional custom-built residence embodies the very best of Lowcountry luxury. Set on a rare .73-acre homesite, the property offers an extraordinary sense of tranquility, and space, creating peaceful views and exceptional privacy rarely found in today's market. Encompassing more than 3,800 heated square feet, this meticulously maintained home was thoughtfully designed for gracious living and effortless entertaining. The spacious floor plan flows beautifully from one inviting gathering space to the next, offering an ideal balance of refined elegance and everyday comfort. At the heart of the home, the beautifully appointed kitchen is both sophisticated and functional, offering generous workspace, quality finishes, and seamless connection to the surrounding living spaces. An updated laundry room enhances the home's modern convenience, while 3 generously sized bedrooms and 3.5 baths provide exceptional comfort and flexibility for family and guests alike. The bonus room (4th bedroom) is perfect for a private guest suite, man cave, or theatre room...you choose! 2023 roof, 2022 & 2023 HVAC systems, 2024 Essency water heater. Life in Rose Hill Plantation is about embracing an extraordinary lifestyle. Miles of picturesque roads shaded by centuries-old oaks, championship golf, 3 swimming pools, tennis and pickleball, deep-water access to the Colleton River, and a vibrant sense of community create one of Bluffton's most treasured addresses. Some photos virtually staged.

62 Greenwood Drive, Bluffton

Listing courtesy of William Raveis - Carolina LLC.

$1,650,000
4 Beds 4 Baths 3,128 SqFt. HILTONHEAD-511837 MLS
Brand new construction in the private golf community of Belfair. With over 3,100 heated square feet this new home design offers 4 bedrooms, 4 full baths, study and a large great room/dining area combo all situated on one living floor. Your 16'x10' sliding glass door places you out on your 31-foot-long tiled screened rear porch with an outdoor grilling area. Large walk-in pantry with secondary refrigerator, GE Monogram appliance package, quartz counters throughout and an 80" three-sided electric LED fireplace just to name a few. The oversized three car garage offers an air-conditioned workshop and a rear 4th garage door which provides for a private golf cart entrance. Hundreds of square feet worth of attic storage from your walk-up attic stairs. Enjoy the golf/lagoon view located on the 5th hole of the West course.

23 E Summerton Drive, Bluffton

Listing courtesy of Bryan Homes Realty.

$1,500,000
5 Beds 5 Baths 3,032 SqFt. HILTONHEAD-510354 MLS
OPEN HOUSE this Saturday, 9/12 from 3PM-5PM. Welcome to 64 Sandcastle Court. Built in 2017, this is the newest home on 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.

$1,749,500
3 Beds 3 Baths 2,440 SqFt. HILTONHEAD-511596 MLS
OPEN HOUSE this Sunday, 9/13 from 1PM-3PM. Some things on 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.

$3,199,000
4 Beds 5 Baths 4,755 SqFt. HILTONHEAD-511411 MLS
Gracefully positioned on nearly an acre within the prestigious Belfair community, this extraordinary custom residence commands some of the finest views in the Lowcountry, overlooking the Colleton River, expansive marshes, and the award-winning Tom Fazio West golf course. Designed to maximize its spectacular setting, every principal room is oriented to capture breathtaking panoramas and an ever-changing natural backdrop. Timeless architecture, exceptional craftsmanship, and refined finishes define the home's sophisticated yet inviting interior. Sunlit living spaces flow effortlessly through an open-concept design, while expansive windows and glass doors create a seamless connection between indoors and out. The gourmet kitchen anchors the home, opening beautifully to the main living and dining areas, making it equally suited for intimate gatherings or elegant entertaining. Outdoor living is every bit as impressive, offering multiple spaces to relax, dine, and take in unforgettable sunrises over the marsh. Whether enjoying morning coffee, hosting friends, or simply watching the tide roll in, the setting is both peaceful and captivating. Above the 2.5-car garage, approximately 930 square feet of unfinished space, already plumbed for a future bath, provides exceptional flexibility for a guest suite, media room, home office, or additional bedrooms. Life in Belfair is as remarkable as the home itself. Residents enjoy two Tom Fazio championship golf courses, a world-class golf learning center, an expansive fitness and wellness campus, resort-style pools, tennis and pickleball, scenic walking trails, and a vibrant clubhouse renowned for its exceptional dining and active social calendar. Offering an extraordinary combination of privacy, luxury, and one of Belfair's most coveted settings, this is a rare opportunity to own a home where timeless design meets the very best of Lowcountry living.

50 Richland Drive, Bluffton

Listing courtesy of Charter One Realty.

$1,159,000
5 Beds 5 Baths 3,472 SqFt. HILTONHEAD-511306 MLS
Offering generous living spaces, thoughtful design, and exceptional flexibility, 58 Clifton Drive is perfectly suited for both everyday comfort and entertaining. The open-concept kitchen is anchored by an oversized island and flows seamlessly into the light-filled family room, where doors open to an expansive Southern-style porch, the perfect setting for relaxing or gathering with family and friends. The main-level primary suite provides a private retreat with a spa-inspired bathroom and generous walk-in closet. Upstairs are three additional bedrooms, two full bathrooms, a convenient pocket office, and a large flex space that can serve as a media room, playroom, or second living area. The finished room over the garage offers exceptional privacy for guests, complete with a full bathroom and kitchenette. Located within one of Bluffton's premier private communities, residents of Berkeley Hall enjoy two Tom Fazio-designed golf courses, exceptional practice facilities, clubhouse dining, a spa and fitness center, racquet sports, and River Park along the Okatie River.

58 Clifton Drive, Okatie

Listing courtesy of Charter One Realty.

$1,295,000
5 Beds 3 Baths 3,420 SqFt. HILTONHEAD-511733 MLS
Experience Lowcountry living at its finest in this beautifully updated home within one of Hilton Head Island's most private gated waterfront communities. Perfectly positioned to capture peaceful Intracoastal Waterway and pond views, this home offers exceptional privacy with no homes behind and only one neighboring home visible from the expansive porches and rooftop deck. Designed for both everyday living and entertaining, recent improvements include new pine flooring in the kitchen and living rooms, refinished hardwood floors, luxury carpet, fresh interior paint, HVAC, water heater, resurfaced rooftop deck, updated landscaping, new stucco, French drains, and an oversized two-car garage with workshop space, plus two large storage rooms. A three-stop elevator provides effortless access to every level, while the upstairs bonus room offers flexibility as a fifth bedroom, office, or media room. Enjoy coffee overlooking the water as coastal breezes, abundant wildlife, wading birds, and even the occasional bald eagle create an unforgettable setting. Spend evenings watching boats cruise the Intracoastal or take the short stroll down tropical walking trail to the community's newly renovated private dock, where dolphins are frequent visitors, fishing is just steps away, and spectacular sunsets never disappoint. Marina slips are available for only $125 per month, along with a convenient day dock. Residents enjoy low HOA fees of just $1,800 annually, a community pool within near distance, scenic waterfront trails, and quick access to some of Hilton Head's favorite waterfront restaurants including Benny's Coastal Kitchen, Hudson's Seafood House on the Docks, Dockside, and Skull Creek Boathouse. With multiple routes to Beach, the bridge, and Bluffton, this home offers the perfect blend of luxury waterfront tranquility, convenience, and island living.

42 Bermuda Pointe Circle, Hilton Head Island

Listing courtesy of Realty One Group - Lowcountry.

$1,050,000
3 Beds 3 Baths 2,164 SqFt. HILTONHEAD-511814 MLS
An opportunity to purchase one of the showplace homes in the Lowcountry. You need only to bring your suitcase and move in. All floors are pristine Mohawk Wood Laminate. Every part of this home looks like the day it was completed. The main house is 2164 sq. ft. Additionally, there are an unfisished 2nd floor with approximately 300 sq. ft. of buildable area, an 800+ sq. ft. barn, greenhouse, workshop and a garden containing 36 bluberry bushes. A walking/cart path flows through the 5 acres of your homesite. As a bonus, the second floor access through the main home is ready for your finishing touches. A suggested plan is available. There are so many unique features there is an attachment describing them all. If you see this home, you will not want any other. Directions: From Beaufort: Take SR 170 to Snake Rd. Turn right. Go to SR 462. Turn right. Go to SR 336. Turn left. Go apprx. 3 miles to Honey Hill entrance. Turn right and follow road to right to 2766 Honey Hill Circle. FROM HHI, & BLUFFTON: Take 278 to SR 170. Go East on SR 170 to SR 462. Turn left and Go to SR 336. Turn left. Go apprx. 3 miles to Honey Hill entrance. Turn right and follow road to right to 2766 Honey Hill Circle. The renovation of the community fence is underway. Beaufort Fence has started to remove all the rotted and damaged boards and replacing everything with new lumber. Once all the bad wood is replaced, they will pressure wash the entire fence, prime the bare wood and then paint the whole fence. Since the new boards will need time to weather, this effort will be ongoing for a few weeks.

2766 Honey Hill Circle, Ridgeland

Listing courtesy of BHHS Bay Street Realty Group (Beaufort).

$1,150,000
3 Beds 5 Baths 3,250 SqFt. HILTONHEAD-511807 MLS
Excellent value on updated, superbly maintained lifestyle home with private pool/spa and panoramic lagoon views on quiet cul de sac street in popular Hilton Head Plantation. Features include soaring, smooth vaulted & tray ceilings, wood & tile flooring, granite & composite counters, high end appliances (Forno 8 burner gas range & double Ovens, etc.), custom cabinetry/vanities/built-ins, plantation shutters, skylights, recessed lighting, ceiling fans, walls of windows to pool & lagoon views, 17 SEER high efficiency HVAC system, newer roof (2022) & mechanicals, etc. Very livable floor plan offers Chef's dream kitchen (large island, coffee/wet bar, butlers pantry, max cabinet & counter space), open to casual and formal dining, expansive great room, bonus/media room, much desired screened porch, 3 BR suites including well-appointed primary suite w/private courtyard, 2 ample guest BR's with updated baths (glass & tile surround showers, new vanities, counters, lighting), secluded den/study, 2 powder rooms, 2nd floor loft, walk-in attic space, 2 car garage and ample closet/storage space. All with charming curb appeal, circular drive, specimen live oaks, palms, azaleas, etc. and proximity to Crooked Pond Pool/Tennis, front gate & shopping/dining/entertainment + HHP's Spring Lake Pool Complex, Dolphin Head Recreational Area and newly refurbished Pine Island Beach Park!

3 Twisted Cay Lane, Hilton Head Island

Listing courtesy of Charter One 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.

$1,275,000
4 Beds 4 Baths 3,132 SqFt. HILTONHEAD-511593 MLS
This beautiful 4 bedroom, 3.5 bath home offers the perfect blend of comfort, style, and convenience. Located on one of the most desirable streets in HHP with golf and lagoon views within easy walking distance to the Country Club of Hilton Head. Impressive 12ft ceilings, 8ft doors, arched hallway passages, crown molding, travertine stone and hardwood floors create an ideal balance of modern living and timeless appeal. The home has been extensively updated, featuring a recently remodeled kitchen and renovated bathrooms, along with fresh paint throughout. Two new heat pumps including air ducts provide added comfort and efficiency. The versatile bonus room can be used as a home office, media room, exercise area, guest space, or whatever best suits your lifestyle. The impressive three-car garage adds exceptional convenience and storage, complete with new garage doors and durable urethane floor.

52 Old Fort Drive, Hilton Head Island

Listing courtesy of Howard Hanna Allen Tate Lowcountry.

$1,249,000
5 Beds 4 Baths 3,100 SqFt. HILTONHEAD-511340 MLS
Experience refined Lowcountry living in this custom-built Hampton Hall residence, thoughtfully designed for effortless entertaining and everyday comfort. The open-concept floor plan is enhanced by expansive stackable sliding doors that open to a spacious screened lanai, seamlessly blending indoor and outdoor living while showcasing one of the community's most spectacular long lagoon and wooded views. The gourmet kitchen, centered around an oversized island, offers abundant cabinetry and exceptional workspace for gathering with family and friends. A well-designed split-bedroom layout provides outstanding privacy, while generous storage and energy-efficient spray foam insulation add everyday convenience. Step outside to the expansive brick paver patio and enjoy the serene setting. A brick paver driveway and elegant entrance fountain create a memorable first impression, completing this exceptional Hampton Hall home where luxury, comfort, and breathtaking views come together.

55 Wicklow Drive, Bluffton

Listing courtesy of Collins Group Realty.

$4,495,000
4 Beds 5 Baths 4,616 SqFt. 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 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.

$5,900,000
7 Beds 8 Baths 5,203 SqFt. HILTONHEAD-511606 MLS
Properties of this caliber are increasingly difficult to find in Sea Pines. 7 Bedroom/6.5 Baths PLUS Pool Bath, 2022 construction, designer furnished and just a 3-minute walk to the beach. Set on an oversized nearly 1/3-acre 3rd row homesite, this is the rare combination discerning buyers wait years to find. Custom construction and incredibly designed for effortless coastal living, the home showcases sophisticated finishes, soaring ceilings, a gourmet kitchen with a separate prep kitchen, and seamless indoor-outdoor living centered around a covered porch with an outdoor fireplace, summer kitchen, heated pool, and spa. Seven beautifully appointed bedrooms-including a first-floor primary suite and four ensuite guest suites-provide exceptional comfort and privacy, while multiple gathering spaces make the home ideal for entertaining family and friends. Combining exceptional quality, an oversized homesite, beach proximity, and one of Sea Pines' most desirable locations, this is a true legacy property offering the very best of coastal living. Current rental projections of approximately $349,000 annually.

10 Bald Eagle Road, Hilton Head Island

Listing courtesy of Sea Pines Real Estate - Beach Club.

$1,795,000
4 Beds 5 Baths 3,847 SqFt. HILTONHEAD-511544 MLS
Timeless custom estate in the heart of Oldfield, masterfully built by renowned builder Yestermorrow. A circular motor court shaded by majestic live oaks creates a memorable arrival to this exceptional residence. Impeccable craftsmanship is showcased throughout with custom inset cabinetry, heart pine floors, extensive millwork, and designer finishes. A welcoming front porch leads to a grand foyer, where a soaring two-story great room is anchored by a Savannah brick fireplace and flanked by custom built-ins. The gourmet kitchen is the heart of the home, featuring a charming breakfast nook with custom built-in cupboards and serving the expansive dining room and main living area. Both spaces open seamlessly to over 1,000 square feet of screened porch, creating exceptional indoor-outdoor living and entertaining. The luxurious primary suite features a private sitting area with custom built-ins, timeless finishes, and separate his-and-her closets. Upstairs, the home offers a media loft, two ensuite bedrooms, and a dedicated study. A private guest suite above the attached two-car plus golf cart garage provides ideal accommodations for family and visitors. Thoughtfully designed for lasting beauty and peace of mind, the home features a 5V metal roof, Hardie Plank siding, hurricane-rated insulated windows, a whole-house natural gas generator, and an encapsulated crawlspace. A rare opportunity to own an impeccably crafted Lowcountry residence in one of Bluffton's most sought-after private communities, where timeless architecture and exceptional quality define luxury living.

45 Oldfield Way, Bluffton

Listing courtesy of Charter One Realty.

$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.

$1,370,000
3 Beds 2 Baths 1,528 SqFt. HILTONHEAD-511499 MLS
Turn-key, fully renovated beach home in the highly sought-after Forest Beach area of Hilton Head Island, just a short walk to the beach, Coligny Plaza, restaurants, shopping, and grocery stores. Whether you're looking for a primary residence, second home, or vacation rental investment, this property checks every box. Pride of ownership is evident throughout. The updated kitchen features stainless steel appliances, a center island, and opens seamlessly to the spacious living room with a cozy fireplace, creating the perfect gathering space. The generous primary suite offers a private ensuite bath, while two additional bedrooms comfortably accommodate family and guests. Step outside to your own private backyard retreat featuring a fenced yard, oversized swimming pool, spa, putting green, cornhole area, hammock, grilling space, and outdoor shower, perfect for relaxing after a day at the beach or entertaining year-round. With no POA or HOA fees and an unbeatable North Forest Beach location, this move-in ready Hilton Head home offers exceptional flexibility as a personal getaway or income-producing investment.

8 Flamingo Street, Hilton Head Island

Listing courtesy of Berkshire Hathaway HomeServices Hilton Head Bluffton Realty.

$1,250,000
4 Beds 4 Baths 2,400 SqFt. HILTONHEAD-511553 MLS
42 Ashton Cove Drive is a rare South Island opportunity! Beautifully updated throughout, this home features an open-concept floor plan, chef's kitchen, high-end finishes, and three spacious bedrooms with resort-style baths. The lower level offers a private one-bedroom apartment with a full kitchen, full bath, laundry, and flexible living space-ideal for guests, in-laws, a home office, or rental potential (where permitted). Enjoy expansive covered porches with breathtaking marsh views, an outdoor kitchen with beverage refrigerator, a large back yard, fire pit, and multiple entertaining areas. The oversized lower level also includes a 3+ car garage, workshop, and abundant storage. Community amenities include a pool and racquet courts. Offered furnished (excluding personal items). No short-term rentals.

42 Ashton Cove Drive, Hilton Head Island

Listing courtesy of Lowcountry Live Oak Realty.

$5,500,000
4 Beds 5 Baths 3,590 SqFt. 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.

$1,599,000
4 Beds 6 Baths 4,120 SqFt. HILTONHEAD-511536 MLS
Enjoy effortless golf course living in this beautifully updated Belfair home overlooking the fairway. Offering 4,120 square feet, this thoughtfully designed residence features 4 bedrooms, 5 1/2 baths, and a private office with a custom Murphy bed and full bath, providing exceptional flexibility for family and guests. The ideal floor plan places the primary suite and two guest ensuite bedrooms on the main level, while a private guest suite above the 3-car garage offers outstanding privacy for visitors. At the heart of the home, the spacious kitchen has been beautifully updated with a new refrigerator, double ovens, dishwasher, wine cooler, and designer lighting, opening seamlessly to inviting living and dining spaces anchored by a warm gas fireplace. An open patio captures peaceful fairway views, creating the perfect setting for morning coffee, afternoon relaxation, or entertaining friends. Extensive recent improvements include a new roof, two new HVAC systems, foam insulation, water softener, gutter guards, and garage refrigerator, offering exceptional peace of mind. A Weber gas grill is also included, making outdoor entertaining effortless from day one. Built in 2000 and meticulously maintained, this move-in-ready home combines timeless Lowcountry architecture with today's most desired updates-all within one of Belfair's premier private golf communities.

23 Lexington Drive, Bluffton

Listing courtesy of Charter One Realty.

$1,395,000
4 Beds 4 Baths 3,023 SqFt. HILTONHEAD-511399 MLS
With so few new homes available island-wide, 68 Wedgefield presents a rare opportunity--especially with two of any home's most significant improvements already complete. This spring, the owners completely rebuilt the backyard pool structure and replaced nearly every window with new hurricane-impact glass, with the exception of the two areas in the vaulted ceiling. Designed for the way people live today, this spacious home offers four bedrooms (or three bedrooms plus a bonus room), three and a half baths, a private office, and a dramatic great room with soaring ceilings that flows seamlessly into the kitchen and family room. Extensively updated throughout, the home also features spray foam insulation in the attic, luxury vinyl plank flooring, a beautifully renovated primary bathroom, and numerous additional improvements that add both comfort and value. Positioned on the outside of a dogleg, the property enjoys an exceptional sense of privacy, enhanced by a natural buffer and sweeping panoramic views of the 13th and 14th holes of the Golden Bear Course in Indigo Run. Just seven minutes from shopping and ten minutes from the beach, 68 Wedgefield offers an ideal combination of thoughtful updates, a highly desirable floor plan, exceptional privacy, and a premier location within one of the Island's most sought-after communities. Grass has been enhanced in photos.

68 Wedgefield Drive, Hilton Head Island

Listing courtesy of Charter One Realty.

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