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6 Overlook Pl, Hilton Head Island
$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.

4 Heyward Place, Hilton Head Island
$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.

5 Princeton Circle, Hilton Head Island
$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.

65 N Port Royal Drive, Hilton Head Island
$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.

4 Hartford Place, Hilton Head Island
$2,300,000
4 Beds ⋅ 6 Baths ⋅ 3,592 SqFt. ⋅ HILTONHEAD-510274 MLS
LOCATED in Port Royal the oceanfront private community on Hilton Head. ON A 1.3 ACRE LOT with massive live Oaks and TIDAL VIEWS FOR MILES toward PORT ROYAL SOUND. Natural landscape changes constantly with the tides, showing changing colors of the Spartina grass. This home offers unmatched quietness and privacy to allow you to unwind and escape the daily rush. See a wide variety of birds, marine life and other animals like being in a private nature sanctuary. Outdoor kitchen pool, and gazebo for the firepit overlooking tidal marsh out to Port Royal Sound. Large porch overlooking the pool and Pool power room. The main house has a Master & Three bedrooms.. A large quest suite over the three-car garage. The garage has GREAT storage and workspace. The updated kitchen opens to a large dining area. This area is connected to two large sitting areas overlooking the tidal marsh. The 3-car garage has all built-in storage and epoxy floors. A total of 4 bedrooms with 4 full baths and 2 half baths ( one is by the pool) If you ever wanted to enjoy nature, this is the perfect location.

4 Hartford Place, Hilton Head Island

Listing courtesy of Charter One Realty. Selling Office: Dunes Real Estate.

111 Fort Walker Drive, Hilton Head Island
$2,000,000
4 Beds ⋅ 5 Baths ⋅ 4,250 SqFt. ⋅ HILTONHEAD-507929 MLS
150 STEΡS TO ΤΗE ΒΕΑCH! Τuсked within the privatе, oсeanfront community of Port Royal, this exceptional Lowcountry residence offers a rare combination of scale, setting, and timeless Southern character. 111 Fort Walker Drive presents an extraordinary opportunity to own a marshfront estate in one of Hilton Head Island's most sought-after enclaves. Set on an expansive 0.78-acre homesite, the property is framed by majestic live oaks draped in Spanish moss, creating a serene, shaded backdrop that defines true Lowcountry living. Sweeping marsh views extend beyond the backyard, where a private crabbing dock invites you to fully embrace the coastal lifestyle. With ample room to ADD A CUSTOM POOL, you can create your own private marshside oasis-an ideal setting for relaxing, entertaining, and enjoying breathtaking sunsets just steps from the beach.The home features 4 bedrooms and 5 bathrooms, thoughtfully designed to accommodate both everyday living and multi-generational needs. The grand primary suite is a standout, offering dual bathrooms, generous closet space, and dedicated sitting and office areas, providing both luxury and functionality rarely found in one residence. Originally renovated in 2006 and further enhanced in 2024, the home blends classic architectural elements with modern updates. An abundance of storage throughout ensures practicality without compromising design. Ideal for a large family, a legacy property, or those seeking space and privacy within a prestigious community, this offering captures the essence of refined Lowcountry living-where natural beauty, exceptional privacy, and an unparalleled coastal lifestyle converge. Just 150 steps from the beach, you'll enjoy the best of both worlds: tranquil marshfront living with effortless access to the Atlantic Ocean.

111 Fort Walker Drive, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS III brokered eXp Realty. Selling Office: William Raveis - Carolina LLC.

32 Doubloon Drive, Hilton Head Island
$1,840,000
3 Beds ⋅ 4 Baths ⋅ 3,218 SqFt. ⋅ HILTONHEAD-511942 MLS
Rarely dοes a hοmе offеr οnе-lеvеl living on nearly threе-quаrters 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. Selling Office: Premier Properties of Hilton Head Island.

20 Fairway Winds Place, Hilton Head Island
$900,000
3 Beds ⋅ 3 Baths ⋅ 1,961 SqFt. ⋅ HILTONHEAD-448604 MLS
Fairway Winds home located walking distance to Community pool and Beach access at Port Royal sound, 3 Bedrooms, 3 Full Baths, Bonus area, Large two Car Garage, Spacious back deck with views of Golf Course, Front court yard area

20 Fairway Winds Place, Hilton Head Island

Listing courtesy of SeaBreeze Real Estate Services LLC. Selling Office: Sea Pines Real Estate - Beach Club.

1 Tabby Road, Hilton Head Island
$725,000
3 Beds ⋅ 3 Baths ⋅ 1,929 SqFt. ⋅ HILTONHEAD-502265 MLS
Great potential for a renovation in popular Port Royal Plantation, the only gated ocean community on Hilton Head Island that does not allow short-term rentals. Large .83 acre lot on quiet cul-de-sac. Short distance to sound, Port Royal Beach Club and other great amenities.

1 Tabby Road, Hilton Head Island

Listing courtesy of Charter One Realty. Selling Office: EXIT Hilton Head Realty.

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