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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.

$2,995,000

A truly one-of-a-kind offering in Sea Pines, 19 Mizzenmast Court is an exceptionally rare opportunity to own a fully remodeled townhome with sweeping views across the 18th fairway of Harbour Town Golf Links to the Calibogue Sound. Thoughtfully upgraded with high-end finishes throughout and gently used only as a second home, this residence shows like a designer model and delivers a level of quality seldom found in this setting. A welcoming courtyard entry leads to the main level where a light-filled family room opens seamlessly to a covered deck with breathtaking, unobstructed views. The beautifully appointed kitchen and bar area are ideal for both everyday living and entertaining, while a private guest suite with en suite bath completes this level. The lower level is anchored by a luxurious primary suite featuring a spa-inspired bath, expansive custom closet, and a private laundry room. An additional bedroom with full ensuite bath-currently styled as a home office with a built-in Murphy bed-offers flexibility for guests or work-from-home needs. Outdoor living is elevated with three distinct levels of space: a main covered deck designed for soaking in the views, a private lower deck off the primary suite, and a ground-level paver courtyard complete with a hot tub for ultimate relaxation. Throughout the home, thoughtful details abound, including soaring cathedral ceilings, tall windows that frame the scenery, plantation shutters, designer lighting, and rich hardwood floors. Additional highlights include aluminum railings on both front and rear exteriors, a propane fireplace in the family room, and a second fireplace in the primary suite. Fully updated and meticulously maintained, 19 Mizzenmast Court delivers an unparalleled Sea Pines lifestyle with iconic views and exceptional craftsmanship at every turn.

3 Beds ⋅ 3 Baths ⋅ 2,184 SqFt. ⋅ HILTONHEAD-508697 MLS

A truly one-of-a-kind offering in Sea Pines, 19 Mizzenmast Court is an exceptionally rare opportunity to own a fully remodeled townhome with sweeping views across the 18th fairway of Harbour Town Golf Links to the Calibogue Sound. Thoughtfully upgraded with high-end finishes throughout and gently used only as a second home, this residence shows like a designer model and delivers a level of quality seldom found in this setting. A welcoming courtyard entry leads to the main level where a light-filled family room opens seamlessly to a covered deck with breathtaking, unobstructed views. The beautifully appointed kitchen and bar area are ideal for both everyday living and entertaining, while a private guest suite with en suite bath completes this level. The lower level is anchored by a luxurious primary suite featuring a spa-inspired bath, expansive custom closet, and a private laundry room. An additional bedroom with full ensuite bath-currently styled as a home office with a built-in Murphy bed-offers flexibility for guests or work-from-home needs. Outdoor living is elevated with three distinct levels of space: a main covered deck designed for soaking in the views, a private lower deck off the primary suite, and a ground-level paver courtyard complete with a hot tub for ultimate relaxation. Throughout the home, thoughtful details abound, including soaring cathedral ceilings, tall windows that frame the scenery, plantation shutters, designer lighting, and rich hardwood floors. Additional highlights include aluminum railings on both front and rear exteriors, a propane fireplace in the family room, and a second fireplace in the primary suite. Fully updated and meticulously maintained, 19 Mizzenmast Court delivers an unparalleled Sea Pines lifestyle with iconic views and exceptional craftsmanship at every turn.

19 Mizzenmast Court, 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.

$7,000,000

This spectacular home in Spanish Wells Plantation was custom-built as a practical family home and completed in 2021 with the utmost care and meticulous attention to detail. Combining English tradition and Lowcountry life style, the residence boasts a fabulous resort like pool and backyard as well as a river porch with a tidal dock that allows for direct access to Broad Creek. The home features elevated design features and finishings that showcase the owner's passion for the practical. The fabulous kitchen with beautiful cabinetry, up and downstairs laundry rooms, junior principal suite on first floor, fabulous media room, a stylish guest apartment over one garage and a huge family room over the other, ample parking with four garage bays, an English style courtyard entrance and more, truly exemplify that "Home is Resort and Resort is Home".

6 Beds ⋅ 8 Baths ⋅ 7,366 SqFt. ⋅ HILTONHEAD-506748 MLS

This spectacular home in Spanish Wells Plantation was custom-built as a practical family home and completed in 2021 with the utmost care and meticulous attention to detail. Combining English tradition and Lowcountry life style, the residence boasts a fabulous resort like pool and backyard as well as a river porch with a tidal dock that allows for direct access to Broad Creek. The home features elevated design features and finishings that showcase the owner's passion for the practical. The fabulous kitchen with beautiful cabinetry, up and downstairs laundry rooms, junior principal suite on first floor, fabulous media room, a stylish guest apartment over one garage and a huge family room over the other, ample parking with four garage bays, an English style courtyard entrance and more, truly exemplify that "Home is Resort and Resort is Home".

48 Widewater Road, Hilton Head Island

Listing courtesy of Daniel Ravenel Sotheby's International Realty.

$3,999,999

Located in Sea Pines, this one-level 3 bed 2 1/2 bath waterfront home offers a deep-water dock and a private, oak-framed setting with serene water views. Vaulted, beamed ceilings, warm wood paneling, and hardwood floors create a timeless Lowcountry feel. The home features a built-in wet bar, kitchen with breakfast area, formal dining room with adjacent flex space, and a spacious primary suite with access to outdoor living. Recently remodeled with new Pella doors and expansive windows, the raised Old Savannah brick patio overlooks a lush, manicured lawn. This property sits close to the popular Harbour Town as well as beaches, golf, and leisure trails.

3 Beds ⋅ 3 Baths ⋅ 2,549 SqFt. ⋅ HILTONHEAD-504606 MLS

Located in Sea Pines, this one-level 3 bed 2 1/2 bath waterfront home offers a deep-water dock and a private, oak-framed setting with serene water views. Vaulted, beamed ceilings, warm wood paneling, and hardwood floors create a timeless Lowcountry feel. The home features a built-in wet bar, kitchen with breakfast area, formal dining room with adjacent flex space, and a spacious primary suite with access to outdoor living. Recently remodeled with new Pella doors and expansive windows, the raised Old Savannah brick patio overlooks a lush, manicured lawn. This property sits close to the popular Harbour Town as well as beaches, golf, and leisure trails.

21 N Calibogue Cay Road, Hilton Head Island

Listing courtesy of Daniel Ravenel Sotheby's International Realty.

$3,999,000

Claim The Water at 47 River Club Drive, a residence that does not merely sit on the water-it belongs to it. Located within the private, gated community of The River Club on Hilton Head Island, this exceptional deep-water estate represents a rare convergence of architecture, craftsmanship, and setting, where Broad Creek becomes both your view and your playground. Arrival is marked by quiet confidence: a stone-paver driveway and arched wood entry door with copper-foil glass, set the tone. Inside, soaring ceilings, six-panel solid wood doors, crown moldings, and inlaid Chocolate Saturnia limestone establish a sense of timeless elegance. The first-floor primary suite is a true retreat, positioned to capture breathtaking water views and finished with hardwood floors. The expansive ensuite features a soaking tub, separate glass-enclosed shower, and generous custom closets. The primary suite is so substantial, it can even accommodate an in-home gym. At the heart of the home, the gourmet kitchen is designed without compromise. Custom Cuisine Laurier cabinetry, Viking and Sub-Zero appliances, dual dishwashers, Insta-Hot water, prep sink, walk-in and butler's pantries, and a dedicated wine area with Marvel cooler and Scotsman icemaker make entertaining effortless. Living spaces unfold with purpose: a formal living room anchored by a gas fireplace with limestone surround and Enkeboll carvings, a theatre room, game room with wet bar, dedicated office, craft room, and upstairs bedroom suites with custom shelving and window seats. Then there is the waterfront-unmistakable and breathtaking. Majestic live oaks frame panoramic Broad Creek views, while a custom saltwater pool and spa appear to float at river level. A covered outdoor sanctuary with a Savannah brick gas fireplace invites year-round enjoyment. For boating enthusiasts, the property stands apart. A private deep-water dock and dock house-with electricity, water, fish-cleaning station, ceiling fans, and additional floating dock-offers immediate access to the creek and beyond. The perfect spot to watch the Summertime fireworks. A new 150-foot seawall secures the shoreline. Additional highlights include a three-car garage with epoxy floors, workshop and storage, central vacuum systems, reverse-osmosis water filtration, multiple HVAC systems, and museum-quality lighting. Optional membership to the Jack Nicklaus Signature Golf Club at Indigo Run completes the lifestyle.47 River Club Drive is a legacy property.

5 Beds ⋅ 6 Baths ⋅ 6,330 SqFt. ⋅ HILTONHEAD-504359 MLS

Claim The Water at 47 River Club Drive, a residence that does not merely sit on the water-it belongs to it. Located within the private, gated community of The River Club on Hilton Head Island, this exceptional deep-water estate represents a rare convergence of architecture, craftsmanship, and setting, where Broad Creek becomes both your view and your playground. Arrival is marked by quiet confidence: a stone-paver driveway and arched wood entry door with copper-foil glass, set the tone. Inside, soaring ceilings, six-panel solid wood doors, crown moldings, and inlaid Chocolate Saturnia limestone establish a sense of timeless elegance. The first-floor primary suite is a true retreat, positioned to capture breathtaking water views and finished with hardwood floors. The expansive ensuite features a soaking tub, separate glass-enclosed shower, and generous custom closets. The primary suite is so substantial, it can even accommodate an in-home gym. At the heart of the home, the gourmet kitchen is designed without compromise. Custom Cuisine Laurier cabinetry, Viking and Sub-Zero appliances, dual dishwashers, Insta-Hot water, prep sink, walk-in and butler's pantries, and a dedicated wine area with Marvel cooler and Scotsman icemaker make entertaining effortless. Living spaces unfold with purpose: a formal living room anchored by a gas fireplace with limestone surround and Enkeboll carvings, a theatre room, game room with wet bar, dedicated office, craft room, and upstairs bedroom suites with custom shelving and window seats. Then there is the waterfront-unmistakable and breathtaking. Majestic live oaks frame panoramic Broad Creek views, while a custom saltwater pool and spa appear to float at river level. A covered outdoor sanctuary with a Savannah brick gas fireplace invites year-round enjoyment. For boating enthusiasts, the property stands apart. A private deep-water dock and dock house-with electricity, water, fish-cleaning station, ceiling fans, and additional floating dock-offers immediate access to the creek and beyond. The perfect spot to watch the Summertime fireworks. A new 150-foot seawall secures the shoreline. Additional highlights include a three-car garage with epoxy floors, workshop and storage, central vacuum systems, reverse-osmosis water filtration, multiple HVAC systems, and museum-quality lighting. Optional membership to the Jack Nicklaus Signature Golf Club at Indigo Run completes the lifestyle.47 River Club Drive is a legacy property.

47 River Club Drive, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty.

$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.

$4,250,000

Stunning deep-water residence in Sea Pines features a private, oversized dock with a boat lift, offering unparalleled waterfront access. Spanning nearly 6,000 square feet, the open floor plan showcases breathtaking, unobstructed water views. The entertainer’s dream kitchen boasts a 60” Viking gas range, double stainless steel refrigerator, walk-in pantry, and a striking 12-foot granite bar complete with a wine cooler and ice maker. The outdoor living space features a circular driveway with pervious pavers, a resort-style private pool and hot tub, and a fire pit—all set within over 3,000 square feet of beautifully designed patio space. OSCREA

6 Beds ⋅ 6 Baths ⋅ 6,000 SqFt. ⋅ HILTONHEAD-450230 MLS

Stunning deep-water residence in Sea Pines features a private, oversized dock with a boat lift, offering unparalleled waterfront access. Spanning nearly 6,000 square feet, the open floor plan showcases breathtaking, unobstructed water views. The entertainer’s dream kitchen boasts a 60” Viking gas range, double stainless steel refrigerator, walk-in pantry, and a striking 12-foot granite bar complete with a wine cooler and ice maker. The outdoor living space features a circular driveway with pervious pavers, a resort-style private pool and hot tub, and a fire pit—all set within over 3,000 square feet of beautifully designed patio space. OSCREA

25 N Calibogue Cay Road, Hilton Head Island

Listing courtesy of DOT REAL ESTATE.