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$2,850,000

Welcome to your dream coastal retreat on Hilton Head Island. Nestled in the highly sought-after Hammock Breeze community, this stunning like-new waterfront home offers an unparalleled blend of luxury, convenience, and breathtaking natural beauty. Breathtaking views of the Atlantic Ocean and Port Royal Sound call to you from multiple expansive porches, while a newly built, private, secured walkway provides direct access to the pristine shores of Fish Haul Beach, one of the island's most beautiful waterfront parks.Inside, high-end touches and sophisticated craftsmanship abound across five spacious bedrooms and four elegant bathrooms. The newly refreshed interior features custom cabinetry in the kitchen and baths, deluxe flooring throughout, and cozy fireplaces that add warmth to the living room, family room, and bedrooms. On the lower level, a large and flexible tech/exercise room adapts effortlessly to your lifestyle, whether you envision a high-tech media hub, home office, or private gym. Complete with a brand-new back porch added in 2026, a spacious two-car garage, and a private elevator for ultimate convenience, this estate delivers the pinnacle of luxury waterfront living. This is the perfect home for beach lovers or investors looking for excellent short-term rental income.

5 Beds ⋅ 5 Baths ⋅ 3,220 SqFt. ⋅ HILTONHEAD-510715 MLS

Welcome to your dream coastal retreat on Hilton Head Island. Nestled in the highly sought-after Hammock Breeze community, this stunning like-new waterfront home offers an unparalleled blend of luxury, convenience, and breathtaking natural beauty. Breathtaking views of the Atlantic Ocean and Port Royal Sound call to you from multiple expansive porches, while a newly built, private, secured walkway provides direct access to the pristine shores of Fish Haul Beach, one of the island's most beautiful waterfront parks.Inside, high-end touches and sophisticated craftsmanship abound across five spacious bedrooms and four elegant bathrooms. The newly refreshed interior features custom cabinetry in the kitchen and baths, deluxe flooring throughout, and cozy fireplaces that add warmth to the living room, family room, and bedrooms. On the lower level, a large and flexible tech/exercise room adapts effortlessly to your lifestyle, whether you envision a high-tech media hub, home office, or private gym. Complete with a brand-new back porch added in 2026, a spacious two-car garage, and a private elevator for ultimate convenience, this estate delivers the pinnacle of luxury waterfront living. This is the perfect home for beach lovers or investors looking for excellent short-term rental income.

34 Hammock Breeze Way, Hilton Head Island

Listing courtesy of Howard Hanna Allen Tate Lowcountry.

$1,699,000

Southern charm meets island life at this exceptional 4BR/3.5BA waterfront home on the North End of Hilton Head. Offering one of the rare private docks on the island, complete with a covered pier head, 24-foot boat lift, this remarkable waterfront property provides direct access to Old House Creek, MacKay Creek, the May River, & the Intracoastal Waterway-making it a true haven for boaters, anglers, kayakers, paddleboarders, & those seeking the ultimate Lowcountry lifestyle. Set on nearly an acre with no POA restrictions, the 3,344-square-foot residence enjoys front-facing equestrian center views of Jonesville Stables & peaceful water views from the rear. A long, sweeping drive beneath majestic moss-draped oaks welcomes you home, while expansive porches & lush surroundings create the feeling of a private Bahamian retreat tucked away on Hilton Head Island. Inside, beautiful heart pine floors, abundant natural light, & thoughtfully designed living spaces create an atmosphere that is both warm & sophisticated. Expansive windows frame picturesque views throughout the home, while the open floor plan is designed for effortless everyday living and entertaining. The kitchen flows seamlessly into the dining and living areas, while the spacious great room opens to a sweeping wraparound porch overlooking Old House Creek. Whether enjoying morning coffee, afternoon breezes, or evening gatherings, the outdoor living spaces are a natural extension of the home. The main level features a private primary suite, dedicated home office, & den, providing flexibility for work, relaxation, and hosting guests. Upstairs, three additional bedrooms & two full baths comfortably accommodate family & visitors. A spacious 4-car garage offers ample room for vehicles, boating gear, storage, & a workshop. Rarely does a Hilton Head Island waterfront property offer this combination of privacy, acreage, equestrian views, & direct boating access. Located on the North End of Hilton Head Island, this unique waterfront home offers convenient access to Bluffton, beaches, dining, shopping, & world-class golf while maintaining the privacy & character that make this area so desirable. From sunrise kayak adventures & boating excursions to sunset gatherings on your private dock, this is a rare opportunity to own a true waterfront sanctuary where Southern charm, island living, & an unmatched boating lifestyle come together.

4 Beds ⋅ 4 Baths ⋅ 3,846 SqFt. ⋅ HILTONHEAD-510468 MLS

Southern charm meets island life at this exceptional 4BR/3.5BA waterfront home on the North End of Hilton Head. Offering one of the rare private docks on the island, complete with a covered pier head, 24-foot boat lift, this remarkable waterfront property provides direct access to Old House Creek, MacKay Creek, the May River, & the Intracoastal Waterway-making it a true haven for boaters, anglers, kayakers, paddleboarders, & those seeking the ultimate Lowcountry lifestyle. Set on nearly an acre with no POA restrictions, the 3,344-square-foot residence enjoys front-facing equestrian center views of Jonesville Stables & peaceful water views from the rear. A long, sweeping drive beneath majestic moss-draped oaks welcomes you home, while expansive porches & lush surroundings create the feeling of a private Bahamian retreat tucked away on Hilton Head Island. Inside, beautiful heart pine floors, abundant natural light, & thoughtfully designed living spaces create an atmosphere that is both warm & sophisticated. Expansive windows frame picturesque views throughout the home, while the open floor plan is designed for effortless everyday living and entertaining. The kitchen flows seamlessly into the dining and living areas, while the spacious great room opens to a sweeping wraparound porch overlooking Old House Creek. Whether enjoying morning coffee, afternoon breezes, or evening gatherings, the outdoor living spaces are a natural extension of the home. The main level features a private primary suite, dedicated home office, & den, providing flexibility for work, relaxation, and hosting guests. Upstairs, three additional bedrooms & two full baths comfortably accommodate family & visitors. A spacious 4-car garage offers ample room for vehicles, boating gear, storage, & a workshop. Rarely does a Hilton Head Island waterfront property offer this combination of privacy, acreage, equestrian views, & direct boating access. Located on the North End of Hilton Head Island, this unique waterfront home offers convenient access to Bluffton, beaches, dining, shopping, & world-class golf while maintaining the privacy & character that make this area so desirable. From sunrise kayak adventures & boating excursions to sunset gatherings on your private dock, this is a rare opportunity to own a true waterfront sanctuary where Southern charm, island living, & an unmatched boating lifestyle come together.

201 Jonesville Road, Hilton Head Island

Listing courtesy of Charter One Realty.

$389,500

Unit 2305 offers a view that needs to be seen soon. From the 3rd floor balcony, overlooking the lagoon and ocean boardwalk through a coastal marsh, the unit boasts one of the best views in the community. Enjoy the early morning sunrises of Singleton Beach in the distance. To the left, you can view the 10th hole of the Ocean Course design by Robert Trent Jones, located in Palmetto Dunes. The unit sleeps 6 with 2 Bedrooms, 2 baths, and a pullout couch. The community includes 3 pools, 2 outside and 1 heated inside, Pickleball, Tennis, Fitness Center, Sun Deck, and an on-site small plates restaurant. Access to the pristine Singleton Beach is located just to the left of the unit and takes you directly to Coco's restaurant on the beach. Enjoy the short walk to the beach over a beautiful lowcountry marsh setting. Centrally located mid-island Hilton Head Resort is a primary location for investors and owners alike, allowing short-term and long-term rental opportunities.

2 Beds ⋅ 2 Baths ⋅ 843 SqFt. ⋅ HILTONHEAD-508012 MLS

Unit 2305 offers a view that needs to be seen soon. From the 3rd floor balcony, overlooking the lagoon and ocean boardwalk through a coastal marsh, the unit boasts one of the best views in the community. Enjoy the early morning sunrises of Singleton Beach in the distance. To the left, you can view the 10th hole of the Ocean Course design by Robert Trent Jones, located in Palmetto Dunes. The unit sleeps 6 with 2 Bedrooms, 2 baths, and a pullout couch. The community includes 3 pools, 2 outside and 1 heated inside, Pickleball, Tennis, Fitness Center, Sun Deck, and an on-site small plates restaurant. Access to the pristine Singleton Beach is located just to the left of the unit and takes you directly to Coco's restaurant on the beach. Enjoy the short walk to the beach over a beautiful lowcountry marsh setting. Centrally located mid-island Hilton Head Resort is a primary location for investors and owners alike, allowing short-term and long-term rental opportunities.

663 William Hilton Parkway Unit 2305, Hilton Head Island

Listing courtesy of Realty One Group - Lowcountry.

$9,995,000

Introducing a distinguished waterfront estate located within an ultra-private five-lot, gated deep-water enclave on Hilton Head. This exceptional offering is the only residence in the community comprised of two separate lots, conveyed together to create an unparalleled opportunity for privacy and long-term flexibility. The primary residence is positioned on 1.2 acres, complemented by an additional 0.58-acre parcel. The secondary lot allows for the construction of a second luxury residence for multi-generational living or guest accommodations, or the creation of a private amenity setting featuring tennis/pickleball courts, a chipping/putting green or boat storage. The home was custom built by H2 Builders, with architectural design by Woods Dendy Architects and interiors curated by J. Banks Design, resulting in a residence of exceptional craftsmanship and architectural integrity. Reclaimed wood beams, bespoke millwork, refined stone and wood finishes, and hurricane-grade windows and doors define the home's elevated aesthetic. Interior amenities include a chef's kitchen, a 600+ bottle climate-controlled wine cellar, theater, golf simulator, fitness studio, garden, and a 7.5-car garage providing exceptional storage and flexibility. The residence is equipped with whole-home Control4 automation, seamlessly integrating lighting, climate, audio, security, and entertainment systems. Outdoor living is anchored by a resort-style environment featuring an infinity-edge pool heated and cooled for year-round enjoyment, outdoor kitchen, fireplace, and multiple gathering areas designed for entertaining. A private deep-water dock with boat lift provides effortless access to Broad Creek, allowing owners to boat locally to areas like Harbour Town and Palmetto Bluff or up and down the intercoastal. This legacy waterfront estate is located moments from premier private golf and tennis clubs - allowing you to fully enjoy the lowcountry lifestyle.

5 Beds ⋅ 7 Baths ⋅ 8,025 SqFt. ⋅ HILTONHEAD-451687 MLS

Introducing a distinguished waterfront estate located within an ultra-private five-lot, gated deep-water enclave on Hilton Head. This exceptional offering is the only residence in the community comprised of two separate lots, conveyed together to create an unparalleled opportunity for privacy and long-term flexibility. The primary residence is positioned on 1.2 acres, complemented by an additional 0.58-acre parcel. The secondary lot allows for the construction of a second luxury residence for multi-generational living or guest accommodations, or the creation of a private amenity setting featuring tennis/pickleball courts, a chipping/putting green or boat storage. The home was custom built by H2 Builders, with architectural design by Woods Dendy Architects and interiors curated by J. Banks Design, resulting in a residence of exceptional craftsmanship and architectural integrity. Reclaimed wood beams, bespoke millwork, refined stone and wood finishes, and hurricane-grade windows and doors define the home's elevated aesthetic. Interior amenities include a chef's kitchen, a 600+ bottle climate-controlled wine cellar, theater, golf simulator, fitness studio, garden, and a 7.5-car garage providing exceptional storage and flexibility. The residence is equipped with whole-home Control4 automation, seamlessly integrating lighting, climate, audio, security, and entertainment systems. Outdoor living is anchored by a resort-style environment featuring an infinity-edge pool heated and cooled for year-round enjoyment, outdoor kitchen, fireplace, and multiple gathering areas designed for entertaining. A private deep-water dock with boat lift provides effortless access to Broad Creek, allowing owners to boat locally to areas like Harbour Town and Palmetto Bluff or up and down the intercoastal. This legacy waterfront estate is located moments from premier private golf and tennis clubs - allowing you to fully enjoy the lowcountry lifestyle.

90 Tidewater Manor, Hilton Head Island

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