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$7,800,000
6 Beds 8 Baths 6,208 SqFt. HILTONHEAD-510819 MLS
Experience unparalleled oceanfront luxury in the exclusive, private community of Port Royal on Hilton Head Island. This 6,208-square-foot, two-story coastal home features six bedrooms, five full baths, and three half baths, offering an exceptional blend of timeless architecture. Meticulously enhanced with extensive modern updates, the home welcomes you with a grand foyer, soaring ceilings, and open, light-filled living spaces. Stunning 2-story glass frames sweeping panoramic Atlantic vistas and the maritime landscape from nearly every room. The newly remodeled chef's kitchen is complete with leather-stamped quartz countertops, a premium Sub-Zero refrigerator, a gas Bertazzoni Range, 2 stainless steel sinks, a farmer sink and a customized bar area. A generous island designed for effortless entertaining seats six. Throughout the interior, earth toned tile, stone and wood flooring complement the home's design. The primary suite serves as a serene sanctuary with stunning ocean views and a spa-inspired bathroom while each guest suite ensures ultimate comfort with private en-suites. Notably, three of the six bedrooms boast breathtaking direct ocean views.The luxury extends outdoors to a private beachfront oasis designed for relaxation and entertainment. Expansive patios, second-story veranda balcony, and an oceanside salt water pool offer front-row seats to legendary sunrises, cool sea breezes, and the tranquil lapping of the waves. Enjoy direct, private access to Hilton Head's pristine shoreline right from your backyard. Thoughtfully updated, the property features a durable metal roof, a classic stucco exterior, a spacious three-car garage, newly paved driveway plus paver pathways and refreshed landscaping. Situated on one of Port Royal's private, winding, oak-tree-lined cul-de-sac streets, this gated-community oceanfront residence offers a rare combination of luxury, privacy, and coastal living at its best.

10 Drayton Place, Hilton Head Island

Listing courtesy of EXP Realty LLC.

$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.

$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.

$2,500,000
3 Beds 4 Baths 2,869 SqFt. HILTONHEAD-511247 MLS
Experience the quintessential beachside lifestyle in this residence reminiscent of historic, coastal cottages of years past. The home's interior wraps you in rich character with washed pine walls, crisp painted wood ceilings, and beautifully refinished pine floors, striking balance between nostalgic coastal elegance and modern sophistication. The heart of the home kitchen appointed with 6-burner Viking gas cooktop, convenient refrigerator drawers, a warming drawer, wine cooler and spacious pantry. Included are stone countertops and island with bar seating, open to Great Room and Carolina Room/Dining overlooking water view. Split-floorplan prioritizes privacy with the Owners ensuite and lounge occupying one wing overlooking the water view separated by a gallery hallway leading to two private guest ensuites in separate wing. Enjoy peace of mind with updated operating systems including backup whole-house generator, newer HVAC and ductwork, tankless water heater, new plumbing pipes, young roof & spray foam insulation beneath main floor. Exterior painted within the last 4 years and features high-end permeable driveway & walkway pavers, blending curb appeal with eco-friendly design. Just an easy, short stroll away from two community pools and the sandy shore, this home offers move-in-ready, oceanside living at its finest!

31 Ocean S Point, Hilton Head Island

Listing courtesy of Charter One Realty.

$5,499,800
5 Beds 5 Baths 4,563 SqFt. HILTONHEAD-508634 MLS
Designed for those who love to entertain with purpose and elegance, this custom-built seaside home on a rare 0.77-acre lot offers an unmatched relaxed lifestyle both inside and out. Purposely designed by philanthropic owners, the home's open layout including dual sided fireplace effortlessly accommodates private gatherings and charitable galas for 50+ seated guests-flowing smoothly from indoor living spaces to the expansive, light-filled rear veranda. At the heart of the home, a chef's kitchen features a custom wenge wood-top island flanked by durable finished upper tier cabinetry and a massive butler's pantry built to handle full-service catering or intimate family dinners with equal ease. The outdoor sanctuary continues the theme of year-round hospitality, featuring a screened porch with a cozy fireplace, a custom boardwalk, and a climate-controlled heated and chilled pool for seasonal comfort. Two primary ensuites-conveniently situated on both the main and second levels-provide ultimate privacy and flexibility for hosting overnight guests or multi-generational family living. From grand philanthropic events beneath the veranda to quiet mornings on the shoreline, this home embodies the very best of Port Royal coastal living. Click the video link to view interior and drone exterior footage.

3 Wagener Place, Hilton Head Island

Listing courtesy of Charter One Realty.

$1,625,000
4 Beds 4 Baths 2,921 SqFt. HILTONHEAD-503394 MLS
Stunning views of Millers pond that expands to Marsh views of 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 that 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. 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. Freshly painted interior, New duct work 10/25 & well water for irrigation.

11 Outpost Lane, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty.

$2,990,000
5 Beds 7 Baths 4,417 SqFt. HILTONHEAD-502592 MLS
Custom-built to the highest standards by Steve Dill Builders, this luxurious ocean home in Port Royal defines refined coastal living on Hilton Head Island. Every element was curated for craftsmanship and comfort - from the Andersen impact windows and cement board exterior to interior finishes of oil-rubbed European oak floors, marble and granite surfaces, and artisan woodwork throughout-groove ceilings, poplar shiplap walls, Chicago brick, Italian tile, and a custom-commissioned chandelier create a timeless, coastal-modern aesthetic. The open living plan blends natural light and seamless flow, anchored by a chef's kitchen featuring an induction cooktop, double ovens, wine cooler, and Sub-Zero refrigeration. Each bedroom offers an en-suite bath, while multiple outdoor spaces invite year-round entertaining - including a private bocce court and sunlit terraces framed by lush landscaping. Just three homes back from the ocean, this residence pairs enduring architecture with the serenity of Hilton Head's most private beachfront community - where design, detail, and setting come together in perfect coastal harmony.

4 Heyward Place, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty. Selling Office: Keller Williams Realty.

$2,600,000
5 Beds 6 Baths 4,677 SqFt. HILTONHEAD-502346 MLS
Step into an extraordinary coastal lifestyle with this spectacular Kermit Huggins custom designed residence that offers an expansive floor plan with five bedrooms, that include two primary suites, four full baths and two half baths and is perfectly positioned across the street from the beach and on a private golf course setting; two additional rooms serve as a media room and a cozy morning/reading room. The magnificent lanai with balcony, spiral staircase, fireplace and Lynx built-in grill provides a seamless transition from the interior to your private oasis.The grand live oaks and magnolias welcome you into the gated courtyard entrance to this meticulously maintained home with high-end finishes. This home offers a rare blend of exclusive seaside living and tranquil, resort style amenities, making it a sanctuary for luxury and leisure. Features include new 2023 and 2024 HVAC systems, new Subzero refrigerator, custom closets, whole house Aquasana water filtration system, newer metal roof, epoxy with urethane finished garage floors and electric vehicle H/U Level 2, Port Royal offers private beach access, a stunning beach house, pool, fire pits, tennis and pickle ball courts, playground, leisure trails, community gardens, farm plots and gated 24-hour security; Port Royal is the only Hilton Head private oceanfront community with no short-term rentals and no commercial activity. The optional country club membership offers a clubhouse with dining, golf, pickle ball and tennis.

65 N Port Royal Drive, Hilton Head Island

Listing courtesy of Carolina One MPN. Selling Office: ELEVE PROPERTIES Brokered by EXP Realty.

$2,725,000
5 Beds 6 Baths 3,452 SqFt. HILTONHEAD-501940 MLS
Nestled within the sea breezes of Port Royal Sound, this exceptional 5-bedroom home sits within the private, gated community of Port Royal, just a short stroll from the pristine beach. The interiors are bright and inviting, with abundant windows that fill the space with natural light. White oak accents, designer lighting, and a kitchen featuring striking black marble countertops blend effortlessly to create a serene, modern coastal vibe. Every detail has been thoughtfully curated for comfort and convenience, from automatic blinds to a whole-house generator and EV charger. Step outside to a beautifully designed covered patio with a private splash pool and hot tub, where built-in music and seamless indoor-outdoor flow create the perfect setting for entertaining or relaxing in shaded comfort. Beyond the property, enjoy the best of Port Royal living with a newly renovated beach club, two championship golf courses, tennis and pickleball courts, and miles of scenic leisure trails.

5 Princeton Circle, Hilton Head Island

Listing courtesy of RE/MAX Island Realty. Selling Office: Charter One Realty.

$7,050,000
6 Beds 9 Baths 7,789 SqFt. HILTONHEAD-453976 MLS
Unobstructed ocean views define this 1.16-acre Hilton Head Island estate cocooned in the privacy of a double lot. Designed for both quiet comfort and large-scale entertaining, noteworthy features include a temperature-controlled wine cellar for 1,000 bottles, an outdoor sports area with basketball, bocce, and shuffleboard, a beachfront putting green, a resort-style pool, and an outdoor kitchen. High ceilings and boundless windows allow for serene ocean vistas from the home's grand interiors, while coffered ceilings add to its timeless luxury. Complete with a temperature-controlled four-bay garage - this is the home for a true collector.

6 Overlook Pl, Hilton Head Island

Listing courtesy of Daniel Ravenel Sotheby's International Realty. Selling Office: Keller Williams Realty.

$3,900,000
5 Beds 6 Baths 5,900 SqFt. HILTONHEAD-444541 MLS
A rare find in the private Port Royal community on Hilton Head. Enjoy coastal living at its finest in this 2017 custom-built 2nd row home with partial ocean views & private beach access. A perfectly designed multi-generational home combining luxury & comfort. Enjoy seamless indoor & outdoor living with a game room, study, media room, & expansive screened lanai. The gourmet kitchen with high-end appliances & screened-in outdoor kitchen is perfect for the chef or entertainer. Beautifully landscaped grounds feature a private pool & spa. High ceilings, custom finishes, elevator, & designer fixtures enhance this unparalleled living experience.

95 S Port Royal Drive, Hilton Head Island

Listing courtesy of EXP Realty LLC. Selling Office: Daniel Ravenel Sotheby's International Realty.

$4,325,000
4 Beds 5 Baths 4,959 SqFt. HILTONHEAD-441165 MLS
A most unique, and rare opportunity! This remarkable property defines Lowcountry living. On 1.4 acres, this ocean/sound-front peninsula is wrapped by Fish Haul Creek where you can fish, crab, shrimp, or boat from your own private dock. Enjoy spectacular ocean, sound & marsh views on 3 sides; 2 primary suites; 4 total BR; 4.5 BA; large, open kitchen; 2 laundry rooms; 3 fireplaces; multiple balconies; 3+car garage, & multi-level decks. This beachfront home has something for everyone. Whether you swim in the sea, read on the beach, float in the pool, soak in the spa, or boat from your dock, you will be living the dream at 136 Fort Walker Dr.

136 Fort Walker Drive, Hilton Head Island

Listing courtesy of William Raveis - Carolina LLC. Selling Office: COAST PROFESSIONALS Brokered by EXP Realty.

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