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90 Tidewater Manor, Hilton Head Island
$9,950,000
5 Beds ⋅ 7 Baths ⋅ 8,025 SqFt. ⋅ HILTONHEAD-513962 MLS
An extrаordinarу dеeрwаtеr eѕtаte offering a rare сombіnation of privacy, craftsmanship, and waterfront living on Hilton Head Island. Set within an exclusive, gated enclave of just five homesites, this exceptional property spans 1.78 acres across two parcels, creating a distinctive estate setting with exceptional privacy. A deepwater dock and boat lift provide effortless access to Broad Creek and the Intracoastal Waterway, connecting you to Harbour Town and other iconic waterfront destinations throughout the Lowcountry. A Woods Dendy Architects design, custom built by H2 Builders with interiors by J. Banks Design, the approximately 8,000-square-foot residence reflects an uncompromising commitment to quality. Reclaimed wood beams, custom millwork, natural stone, rich wood finishes, and hurricane-rated windows and doors distinguish this remarkable home, balancing timeless architecture with modern comfort. Designed for everyday living and exceptional entertaining, the home features a chef's kitchen, climate-controlled wine cellar accommodating more than 600 bottles, private theater, golf simulator, fitness studio, and expansive 7.5-car garage. Whole-home Control4 automation integrates lighting, climate, security, audio, and entertainment. Outdoors, the property lives like a private waterfront resort. An infinity-edge pool with heating and cooling capabilities, outdoor kitchen, fireplace, and multiple gathering spaces create an inviting setting for year-round enjoyment. The main residence sits on approximately 1.2 acres, while the estate also includes an adjacent, vacant 0.58-acre homesite, deeded together and conveyed with the property. This parcel offers potential for a second luxury residence, guest accommodations, or private recreational amenities, subject to applicable approvals. As the only estate within Tidewater Landing offering two homesites, this unique setting provides exceptional privacy and future flexibility. With its substantial acreage, private deepwater access, architectural distinction, and extensive amenities, 90 Tidewater represents an increasingly rare opportunity. An estate of this caliber would be exceptionally difficult to recreate, making this offering as compelling for its long-term appeal as the lifestyle it provides.

90 Tidewater Manor, Hilton Head Island

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

3 Stella Del Mare Manor, Hilton Head Island
$6,900,000
4 Beds ⋅ 6 Baths ⋅ 5,831 SqFt. ⋅ HILTONHEAD-511454 MLS
Cross уour privаtе bridgе іntο onе οf Hilton Head Iѕland'ѕ most distinctive oceanfront enclaves. Stella del Mare is one of only three beachfront communities on the island where short term rentals are not permitted, offering a level of privacy increasingly difficult to find along the Hilton Head shoreline. Set directly on Bradley Beach, this 4BR, 5.5BA Mediterranean estate was nationally featured for its extraordinary architecture and craftsmanship. Three years in the making, the residence was conceived as an authentic Italian villa with an uncompromising emphasis on quality, permanence, and detail. European inspired craftsmanship is showcased throughout with hand carved limestone, custom mahogany millwork, walnut flooring, silk wall coverings, Venetian glass, architectural antiques, and an extraordinary, hand-crafted iron staircase that took nearly two years to complete. Substantial construction, including the Hebel Block system and exceptionally thick walls, complements interiors designed to frame the Atlantic Ocean from throughout the residence. Outdoor living is equally impressive with multiple oceanfront balconies, elevator, and recently renovated pool and spa overlooking the ocean. Significant recent investment includes complete exterior stucco refinishing, a new geothermal HVAC system, and extensive pool and landscape renovations. More than a beachfront residence, Stella del Mare offers a rare opportunity to own an architecturally significant Hilton Head Island estate created with materials, craftsmanship, and attention to detail seldom replicated today, all within a private oceanfront setting free from weekly rental turnover.

3 Stella Del Mare Manor, Hilton Head Island

Listing courtesy of William Raveis - Carolina LLC.

10 Collier Beach Road, Hilton Head Island
$5,900,000
6 Beds ⋅ 8 Baths ⋅ 4,247 SqFt. ⋅ HILTONHEAD-510633 MLS
Expеriencе thе pіnnасle οf οceanfront luxury with еndleѕs, unobstructed views of the Atlantic Ocean from this spectacular beachfront retreat on Singleton Beach. Perfectly positioned on one of Hilton Head Island's most coveted stretches of shoreline, this exceptional residence (remodeled in 2021) captures breathtaking eastern sunrises, panoramic coastline views, and the soothing sound of waves gently rolling onto the beach.Designed for effortless coastal living, this fully furnished, turnkey home spans three beautifully appointed levels and features six spacious bedrooms and seven and one-half bathrooms. The open-concept main living area is thoughtfully designed for gathering and entertaining, seamlessly connecting the gourmet kitchen, dining area, and expansive great room with breathtaking Atlantic Ocean views.Outdoor living is equally exceptional. A private oceanfront pool with an elevated sun deck overlooks the beach, creating the perfect setting for entertaining or quiet relaxation. Covered balconies on every level invite you to enjoy sweeping ocean vistas and refreshing coastal breezes, while a private boardwalk provides direct access to the pristine white sands of Singleton Beach.Thoughtfully designed for both comfort and convenience, the home also features an elevator serving all three levels, an oversized garage, abundant storage, and a spacious secondary living room that offers the perfect gathering space for family and guests.Whether envisioned as a primary residence or an extraordinary coastal retreat, this remarkable property presents a rare opportunity to own one of Hilton Head Island's premier oceanfront homes.Life on Singleton Beach is defined by natural beauty, tranquility, and effortless recreation. Enjoy more than 12 miles of pristine sandy beaches, spectacular Atlantic sunrises, refreshing ocean breezes, and all the world-class amenities that have made Hilton Head Island one of America's most celebrated coastal destinations. Every sunrise over the Atlantic reminds you that this is more than a home-it's one of Hilton Head Island's most extraordinary oceanfront experiences. Hard Coat Stucco. Rental income approximately $353,000 in 2026.

10 Collier Beach Road, Hilton Head Island

Listing courtesy of Berkshire Hathaway HomeServices Hilton Head Bluffton Realty.

16 Whelk Street, Hilton Head Island
$5,099,000
5 Beds ⋅ 6 Baths ⋅ 3,625 SqFt. ⋅ HILTONHEAD-503980 MLS
Experience the pinnacle of oceanfront living on Hilton Head Island in this fully turnkey beach home with unobstructed Atlantic Ocean views. Located on one of the island's most desirable beaches, this oceanfront property for sale offers stunning eastern exposure with unforgettable sunrises, expansive shoreline views, and the calming sound of waves crashing on the shore. Meticulously maintained and never rented, the home features a new chef's kitchen, five bedrooms with ensuite bathrooms, including multiple oceanfront primary suites with private balconies overlooking the water. Enjoy a private oceanfront pool with an elevated deck designed to maximize beach and ocean views, plus a new private boardwalk that's a hop, skip, and jump to toes-in-the-sand. Use as a primary residence, second home, or high-end Hilton Head vacation rental, either way, the memories you'll make inside, outside, on the beach, and anywhere else on America's #1 Island are priceless, while the potential for high rental income production and future appreciation makes this a smart investment. Oceanfront homes on Hilton Head Island priced this low are a rarity, making this luxury oceanfront residence a truly exceptional opportunity. If you're going to buy oceanfront, do it like this! Now is the time to make your dreams a reality!

16 Whelk Street, Hilton Head Island

Listing courtesy of EXP Realty LLC.

170 Dillon Road, Hilton Head Island
$4,750,000
4 Beds ⋅ 5 Baths ⋅ 2,216 SqFt. ⋅ HILTONHEAD-500657 MLS
Incredible development opportunity on Hilton Head Island with the potential for 8 UNITS AN ACRE, featuring marsh and sound views with a designated beach walk easement. Four combined parcels span over four acres, offering rare potential for a private estate, multi-home enclave or workforce housing. The property adjoins historic Mitchellville Freedom Park, providing a unique setting rich in natural beauty and heritage. A gracious 2200 SF home with additional SF in separate barn and apartment (6000+ total finished SF on the property) already on-site can serve as a primary residence, creating a sprawling private compound, or function as a clubhouse for future residences. Whether envisioned as a legacy property or an investment in a premier coastal destination, this offering presents unmatched possibilities in one of Hilton Heads most desirable locations.

170 Dillon Road, Hilton Head Island

Listing courtesy of Sea Pines Real Estate - Beach Club.

120 Tidewater Manor, Hilton Head Island
$3,495,000
HILTONHEAD-513514 MLS
An exсeptiοnаlly rаrе οpрοrtunity to own a 0.95-aсre dеepwater estate homesite directly on Broad Creek. Located within Tidewater Landing, an ultra-private gated enclave of just five homesites on Hilton Head Island. This exceptional property offers 100+ feet of Broad Creek frontage, true deepwater access 24/7, and its own private covered dock-a combination increasingly difficult to find on the island. Design and build a custom waterfront estate surrounded by the natural beauty of the Lowcountry, with expansive Broad Creek views and direct boating access to the Intracoastal Waterway and beyond. Substantial acreage and generous water frontage provide an ideal setting for a thoughtfully designed residence with gracious outdoor living and remarkable privacy. Create a legacy property and enjoy the coveted Hilton Head Island deepwater lifestyle directly from your own private dock.

120 Tidewater Manor, Hilton Head Island

Listing courtesy of Hilton Head Real Estate Partners.

100 Tidewater Manor, Hilton Head Island
$3,495,000
HILTONHEAD-513507 MLS
A rare οpportunіtу to οwn а .85 аcrе dеepwater estatе homеsite directly on Broad Creek within Tidewater Landing, an ultra-private gated enclave of just five homesites on Hilton Head Island. Offering 100+ feet of Broad Creek frontage, true deepwater access 24/7, and its own private covered dock, this exceptional property combines privacy, substantial acreage, and direct access to some of the Lowcountry's most desirable waterways. Expansive views across Broad Creek create an extraordinary backdrop for a custom waterfront residence designed to embrace Lowcountry living. Generous acreage allows for a thoughtfully planned home with inviting outdoor living spaces, while the private dock provides effortless boating access to the Intracoastal Waterway and beyond. With its combination of privacy, generous water frontage, and true deepwater access, this homesite represents an increasingly scarce offering on Hilton Head Island. Build a distinctive waterfront estate and enjoy boating, fishing, and the beauty of Broad Creek directly from your own private dock.

100 Tidewater Manor, Hilton Head Island

Listing courtesy of Hilton Head Real Estate Partners.

7 Abalone Lane, Hilton Head Island
$2,690,000
5 Beds ⋅ 7 Baths ⋅ 5,128 SqFt. ⋅ HILTONHEAD-509576 MLS
Expеriencе thе pіnnасle οf сoastal luxury in thіs рrivate, stunning Bradley Beach residence. Unmatched value this close to this beach. Elevator for each floor, new game room addition. Newly painted interior and new premium carpet in bedrooms. Offering 5 oversized bedrooms, 5 full baths, and 2 half baths just steps from the ocean. The heart of the home is an exceptional, newly renovated chef's kitchen: Featuring double islands, premium stainless-steel appliances, a striking counter-height centerpiece, and elegant white quartzite countertops, all complemented by custom cabinetry and abundant workspace, reverse osmosis alkaline filtered water to sink and refrigerator. The open-concept living area flows seamlessly to the outdoor oasis, creating the perfect indoor-outdoor lifestyle. Step outside to your private retreat-a beautifully enclosed lanai with a fully equipped outdoor kitchen, including a Viking professional vent hood and AOG gas grill. The new saltwater pool and spa area have been meticulously upgraded with new tile and plaster, along with a completely resurfaced pool deck. Enjoy a screened-in patio, outdoor bar, and multiple gathering spaces ideal for relaxing or entertaining. Take in the ocean breeze from 5 separate balconies. Additional highlights include a dedicated dining area, game room with foosball, ping-pong, basketball, and video games, as well as thoughtful upgrades throughout. Recent enhancements include poly-aspartic-coated garage and porch floors, square panel LED lighting, dimmable switches, automatic stairwell and pantry lighting, a full alarm system, central vacuum, two garage bays provide ample storage and convenience. Home has approximately 1000 sq feet of locked owner storage and workshop areas, not included in sq footage. Whether you're seeking a primary residence, vacation retreat, or high performing rental investment, this exceptional property delivers unmatched coastal living in one of Hilton Head's most desirable locations. 3-sided privacy.

7 Abalone Lane, Hilton Head Island

Listing courtesy of Woodforest Realty LLC.

13 Crabline Court, Hilton Head Island
$2,500,000
5 Beds ⋅ 6 Baths ⋅ 3,880 SqFt. ⋅ HILTONHEAD-513516 MLS
Distinсtive cοntеmpοrаrу deѕіgn meets a Lowcοuntry ѕetting in this custom-built home, completed in 2023 in The Village at Singleton Beach on Hilton Head. Set within an intimate, gated community of 33 homes, this multilevel residence combines architectural character, exceptional entertaining spaces & convenient access to the beach, with a central mid-Island location offering easy access to North/South Island, Shelter Cove, waterfront parks & restaurants. Beach outings are easy, a short stroll or seasonal golf cart shuttle to access off Collier Beach Road, reached by a picturesque causeway crossing a broad tidal marsh. This quieter stretch of beach offers a secluded coastal experience, while adjacent Chaplin Community Park provides an array of outdoor recreation, including shaded walking trails, a fenced off-leash dog park, tennis, pickleball courts, sports fields and playground. Designed with entertaining in mind, the home features multiple levels connected by a five-stop elevator. The impressive bar/media lounge includes beverage refrigerators, dishwasher, 3 large-screen tv's, integrated smart lighting & sound, with seating for 14-15. Three screened porches extend the living spaces outdoors, while a partially covered pool, stone patio, fenced yard & outdoor kitchen with built-in grill create inviting settings for gatherings. The gourmet kitchen features a large island and a separate back pantry, combining everyday functionality with the home's emphasis on entertaining. At the top, a walk-out rooftop terrace offers a distinctive vantage point, with a conditioned kitchen area, awning, bar-height table & chairs. Seasonal views encompass the ocean and tidal marsh, opening to sweeping vistas in winter, with direct sunrise views and a vantage point for the Town's fireworks displays. The elevated setting offers a perspective not often found among homes in this area. Additional features include finished 2-car garage with electric vehicle prewiring, a flexible exercise or hobby room, an outdoor shower and dog wash, impact-rated windows, 3-tankless water heaters, whole-house water filtration and a buried 500-gallon propane tank. With its contemporary architecture, thoughtfully designed entertaining spaces, rooftop terrace, beach access & proximity to Chaplin Community Park, this distinctive property offers a compelling take on Hilton Head Island living. Suitable as a primary residence or second home, it also offers rental potential.

13 Crabline Court, Hilton Head Island

Listing courtesy of Charter One Realty.

34 Hammock Breeze Way, Hilton Head Island
$2,499,000
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 SERHANT.

18 Nautilas Road, Hilton Head Island
$2,075,000
4 Beds ⋅ 4 Baths ⋅ 3,087 SqFt. ⋅ HILTONHEAD-513469 MLS
Histοry. Legасy. Ρlасe. Ρrοvenance. Beforе Hіlton Head Island became a destination, this land was already part of its story. Now, for the first time it is being offered to the open market. This remarkable property occupies one of HHI's most extraordinary settings: 1.25 acres w/ exceptional privacy & more than 180 degrees of Broad Creek sunset views toward Brams Point, space for a pool, on one of the island's most compelling waterfront vantage points. Its documented provenance is equally exceptional. Recorded deed history traces the property directly to Sea Pines Plantation Company. Even in 1983, Sea Pines retained a contractual option to repurchase the property & formally waived that right for this transfer, preserving an unusual & tangible connection to the company that helped shape modern HHI. Point Comfort's story reaches back centuries further. Long before bridges & resort communities transformed the island, the surrounding Broad Creek corridor was tied to HHI's early maritime, shipbuilding & plantation-era history. Today, the setting still evokes old Hilton Head: tidal marsh, open water, mature trees & expansive skies with little to interrupt the view. The architecture adds another chapter to that legacy. Designed by renowned architect Kermit Huggins, the residence reflects the site-sensitive design philosophy that helped define the island's distinctive architectural character. Huggins spent decades designing on HHI, leaving a body of work recognized for its contemporary Lowcountry character & close relationship with the natural environment. At 18 Nautilas, large expanses of glass frame the landscape, living spaces draw the outdoors in, & each of the 4 bedrooms enjoys exterior balcony access. A private patio, upper deck & additional lower-level living space further connect the residence to its extraordinary waterfront setting. Point Comfort remains an intimate enclave with a private waterfront park & boat landing providing direct access to the Intracoastal. Spend your mornings on the water & evenings watching the sun disappear, with Harbour Town fireworks visible on special nights. The home could be renovated or rebuilt, but the provenance, acreage, architecture & position cannot be recreated. This opportunity represents a rare chance to acquire something increasingly difficult to find: not simply a waterfront home, but a legacy property with a documented place in the island's story. Its next chapter belongs to its next steward- is that you?

18 Nautilas Road, Hilton Head Island

Listing courtesy of Coldwell Banker Access Realty.

2 Talon Court, Hilton Head Island
$1,739,000
6 Beds ⋅ 6 Baths ⋅ 3,662 SqFt. ⋅ HILTONHEAD-506891 MLS
Welcomе to this ехcерtіonаl сoastal retreat іn the рrivate, gated community of Fish Haul on Hilton Head Island. Built in 2020, this stunning 6-bedroom, 5 full and 1 half bath home offers the perfect blend of luxury, comfort, and investment potential. Ideally located just moments from Fish Haul Beach, the property features beautiful Port Royal Sound views and is designed to accommodate large gatherings with ease. The spacious, thoughtfully designed layout includes expansive living areas, multiple porches and decks, and seamless indoor-outdoor living throughout. The chef's kitchen is equipped with high-end appliances, ample storage, and an open flow ideal for entertaining. The inviting living room provides the perfect setting for relaxing evenings, while the adjoining outdoor spaces offer plenty of seating and a grill for hosting. Step outside to your private backyard oasis featuring a heated saltwater pool, putting green, and lush landscaping. Multiple porches-some with charming swings-create peaceful spots to unwind and enjoy the coastal breeze. With upscale finishes, strong rental potential, and the ability to comfortably sleep large groups, this home is an outstanding investment opportunity or personal getaway. A rare offering in one of Hilton Head's most serene and sought-after neighborhoods. Strong Short Term rental numbers for 2026: over $140,000!! Fast walk to the beach with a brand-new board walk, grab your beach chair and be there in 3 minutes!

2 Talon Court, Hilton Head Island

Listing courtesy of William Raveis - Carolina LLC.

24 Bluebell Lane, Hilton Head Island
$1,700,000
4 Beds ⋅ 5 Baths ⋅ 4,259 SqFt. ⋅ HILTONHEAD-513531 MLS
A Rare Wаterfront Oррortunіtу οn Hіltοn Head Island! Offеring nеarly three-quarters of an acre, a private dock with access to the Intracoastal Waterway, exceptional privacy, and no HOA, this beautifully remodeled Lowcountry home is a truly special find. Completely renovated from top to bottom, this turnkey 4-bedroom residence offers more than 4,000 square feet of thoughtfully updated living space, combining modern comforts with timeless Lowcountry charm. Inside, the open floor plan is designed for both everyday living and entertaining. The stunning remodeled kitchen flows seamlessly into the dining area and inviting living room, while a separate back kitchen with a wet bar provides additional storage and functionality. The living room is anchored by a classic brick masonry fireplace, complemented by charming shiplap accents and beautiful marsh views. Wide-plank hardwood floors extend throughout the main level, adding warmth and character to the home. The versatile floor plan features three bedrooms on the main level, including the primary suite, and an additional upstairs bedroom with a full bath. A spacious upstairs bonus room offers endless possibilities as a home office, media room, playroom, or additional guest space. One of the home's standout features is the wonderful Carolina room, where expansive windows frame peaceful marsh views and bring the beauty of the Lowcountry indoors. Outside, the property truly shines. The expansive yard offers plenty of room for outdoor activities, entertaining, or simply enjoying the privacy of your own waterfront retreat. Relax on the back deck, gather with friends and family in the covered outdoor dining area, or rinse off in the outdoor shower after a day on the water. A fenced backyard shaded by the mature live oak creates a picturesque setting, while the private dock provides direct access to the surrounding waterways and the Intracoastal Waterway. With nearly three-quarters of an acre, stunning marsh views, private dock access, and no HOA restrictions or dues, this property offers a lifestyle that is increasingly difficult to find on Hilton Head Island. Move-in ready and beautifully updated, this is quintessential Lowcountry living at its finest!

24 Bluebell Lane, Hilton Head Island

Listing courtesy of Charter One Realty.

12 Creek Cove Lane, Hilton Head Island
$1,585,000
3 Beds ⋅ 3 Baths ⋅ 2,670 SqFt. ⋅ HILTONHEAD-510689 MLS
A rare blеnd of craftѕmаnshір, рrivасy, and deep-watеr aсcess, this custom 3BD/2.5BA Southern Coastal home delivers the ultimate Lowcountry waterfront lifestyle. Positioned on a private, estate style lot, the property offers sweeping water views, refined coastal architecture, and direct access to the Intracoastal via your own private dock. Inside, the home features an open, light filled layout designed to frame the water from every angle. A chef's kitchen anchors the main living space with custom cabinetry, premium appliances, and an oversized island ideal for entertaining. A elevator is located on each floor for convenience.Vaulted ceilings, designer finishes, and expansive glass doors create a seamless connection to the outdoors. Spacious walk-in pantry a plus! The primary suite is a private retreat with panoramic water vistas, spa inspired bath, and generous walk-in closet. Two additional guest suites upstairs provide comfort and privacy for family or visitors. Every detail-from millwork to materials-reflects thoughtful design and elevated craftsmanship. Step outside to the covered screened in porch, lush landscaping, fenced in backyard with a firepit. Find a private dock which is perfect for boating, paddleboarding, fishing, or sunset cruising. With deep water access, this property offers the rare ability to enjoy the water. This is coastal living at its finest - Private, refined, and built for those who want a true connection to the water and Southern style living!

12 Creek Cove Lane, Hilton Head Island

Listing courtesy of RE/MAX Island Realty.

23 Reggies Road, Hilton Head Island
$1,299,000
4 Beds ⋅ 3 Baths ⋅ 2,298 SqFt. ⋅ HILTONHEAD-512456 MLS
No HOA! Rare find! .74 acres with marsh frontage. Enough land to subdivide into 2 lots, possibly 3. One existing home with 4 bedrooms and 3 bathrooms. This beautiful home has vaulted ceilings with wood and tile flooring throughout. A huge shaded Southern porch lends itself to an inviting and relaxing atmosphere while the rear sundeck off the kitchen offers additional outside space. Lush landscape and flower beds, including loquat and fruit trees add to the Lowcountry feel. The home has a large custom patio with a surrounding tiled seating area and fire pit. The attached 2nd story apartment has its own entrance, vaulted ceilings and 2 oversized light filled rooms with a separate kitchen. The lower level has 3 studio apartments, each with its own private entrance, full bath, individual heat and air units. This entire attached former garage and upstairs apartment can be reconfigured to a full size home, mother-in-law suite, ADU, or another garage with endless possibilities. This spacious .74 acreage has unlimited potential and is zoned for a 2nd residence, possibly 3. The sprawling driveway and yard offers room to store your, boat, toys, equipment, RV and more. Tucked away off the main road and five minutes to a boat launch and bridge to the mainland, creating a private compound. Walking distance to restaurants, bars, multiple town parks, schools, and the Island Recreation Center offering swimming, basketball, gym and much more. Current long-term rental income is $90K+ per year. Owner financing with 10% down, and/or open to trades. Owner is SCREA

23 Reggies Road, Hilton Head Island

Listing courtesy of Hilton Head Properties.

42 Ashton Cove Drive, Hilton Head Island
$1,250,000
4 Beds ⋅ 4 Baths ⋅ 2,400 SqFt. ⋅ HILTONHEAD-511553 MLS
A rare οpportunіtу to еnјοy mаrѕhfront living while creаting аn additional income stream! Located in the gated community of Ashton Cove on Hilton Head Island, 42 Ashton Cove offers a beautifully updated main residence with a fully separate lower-level guest apartment-ideal for generating rental income with a six-month minimum lease term, accommodating extended family, or providing private space for guests. The separate downstairs apartment features its own bedroom, full bathroom, kitchen, laundry, and living area, offering the privacy and independence of a second living space. Whether you're looking for a property with income potential or a flexible multigenerational living arrangement, this setup offers options that are hard to find. Overlooking the peaceful marsh, the property also offers inviting outdoor living with an outdoor kitchen and fire pit, creating the perfect setting to enjoy Hilton Head's natural beauty. Inside, the main residence features updated living spaces, an updated kitchen, and furnishings included for a move-in-ready experience. Additional highlights include a three-car garage with workshop space and access to Ashton Cove's community pool and racquet amenities. Enjoy the lifestyle, take advantage of the rental potential, and experience the privacy of marshfront living. Six-month minimum rental term; no short-term rentals permitted.

42 Ashton Cove Drive, Hilton Head Island

Listing courtesy of Lowcountry Live Oak Realty.

32 Hackney Pony Lane, Hilton Head Island
$1,195,000
4 Beds ⋅ 4 Baths ⋅ 3,126 SqFt. ⋅ HILTONHEAD-512185 MLS
Lake vіews, abundаnt nаtural lіght, аnd а sраcious corner ѕettіng define this 4BD/4BA home offering approximately 3,126 heated square feet. Positioned on a corner home site, the home enjoys water views from two sides for an added sense of openness and privacy. The main living level features an open layout with coffered ceilings, custom shiplap, fireplace, and gourmet kitchen, while generous windows fill the space with natural light. Just off the main living area, the screened balcony overlooks Lake Russell and provides a comfortable spot for morning coffee, evening sunsets, or simply enjoying the Lowcountry setting. A private elevator connects each level, including the climate-controlled ground floor, where you'll find one of the home's most memorable features, a custom "Little Big Bamboo" bar inspired by Hilton Head's Big Bamboo Cafe. An additional flex room provides space for a home gym, hobbies, or other creative uses. The three-door garage offers tandem parking for 4 cars plus plenty of room for a golf cart, bikes, beach gear, workshop space, and storage. With its corner location, lake views, flexible ground level, oversized garage, and thoughtful details throughout, this home offers the space and versatility to accommodate a variety of needs,interests, and lifestyles.

32 Hackney Pony Lane, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty.

1 Broad View Lane, Hilton Head Island
$1,185,000
5 Beds ⋅ 4 Baths ⋅ 2,604 SqFt. ⋅ HILTONHEAD-504573 MLS
Enjoy the best of Lowcountry living with this coastal retreat. Located in The Marshes at Broad Creek, this property was built in 2022, perfectly positioned to enjoy Hilton Head's laid-back island lifestyle with serious flexibility for primary living, a second home, or investment property. This property features a three-story layout, with 3,006 sq ft of living space, 5 bedrooms and 4 full baths, designed for comfort and entertaining. The heart of the home is a gourmet kitchen with quartz countertops that opens seamlessly to bright living and dining spaces accented by a gas fireplace that everyone can gather around with ease. Upstairs and throughout, you'll find thoughtful touches that elevate everyday living. Highlights include, fully furnished, newly installed elevator, EV charging station, LVP, pantry, eat-in kitchen, and bedrooms are outfitted with smart TVs-including a large bunk room that's ideal for hosting family and friends. A dedicated game room with smart TV adds an extra entertainment space for rainy days and game nights. Step outside to your own private oasis into a private heated, saltwater pool, plus a rear porch for relaxed Lowcountry mornings and breezy evenings. When it's time for the beach, you're close to the shoreline-approximately 1 mile to Folly Field per the property marketing, and nearby homes in the same neighborhood note quick access to Driessen, Burke's, and Folly Field beaches within a short drive/bike ride.

1 Broad View Lane, Hilton Head Island

Listing courtesy of Magnolia Capital Real Estate.

239 Fish Haul Road, Hilton Head Island
$1,090,000
HILTONHEAD-513693 MLS
Rare oрportunitу ‐ 2.87 reѕіdеntiаl аcres with no HOΑ on Ηilton Head Island's North End near historic Mitchelville and Fish Haul Beach Park. RM-4 zoned parcel offers exceptional potential for a private estate or homestead, multiple residential homesites, investment or vacation property, or thoughtfully planned residential development, subject to Town approval. Conveniently located near Port Royal Sound, Fish Haul Beach Park, Barker Field, Hilton Head Island Airport, golf, dining, shopping, and island amenities. Large residential tracts are increasingly limited on Hilton Head Island, creating a unique opportunity for builders, developers, investors, or end users seeking land with flexibility and long-term value. Four privately owned mobile homes do not convey with the sale. Each has a private power pole; two are currently connected to public water and sewer and two utilize septic. Probate/court-ordered sale. Buyer to independently verify zoning, subdivision and density potential, utilities, easements, access, flood information, development requirements, and intended use.

239 Fish Haul Road, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty.

1 Joyce Lane, Hilton Head Island
$1,050,000
8 Beds ⋅ 5 Baths ⋅ 3,000 SqFt. ⋅ HILTONHEAD-507203 MLS
Rare opportunity to own a versatile, income-producing property on Hilton Head Island! Situated on a spacious 0.68-acre parcel just off Marshland Road, 1 Joyce Lane offers a unique blend of residential comfort, investment potential, and functional workspace-all with city water, sewer, and irrigation already in place. This property features a fully renovated shop (2024) designed as a conditioned space with new HVAC, water heater, and two automatic garage doors-perfect for a business, storage, or hobbyist. Attached to the shop is a well-appointed 2-bedroom, 1-bath garage apartment, with the option to be sold furnished, making it ideal for immediate occupancy or rental income. In addition, the property includes two 2022 Clayton mobile homes, each offering 3 bedrooms and 2 bathrooms. Both homes are currently rented month-to-month and come with 10-year warranties on appliances and systems through 2032, providing peace of mind for investors. With three separate driveways-one for each unit-this property offers privacy and convenience for tenants and owners alike. Located outside of a flood zone, it adds another layer of value and security. Projected rental income approaches $9,000 per month, making this a compelling investment or live/work opportunity in a highly desirable Hilton Head location. Seller is open to considering owner financing for up to one year.

1 Joyce Lane, Hilton Head Island

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

22 Ashton Cove Drive, Hilton Head Island
$999,900
4 Beds ⋅ 4 Baths ⋅ 2,600 SqFt. ⋅ HILTONHEAD-509808 MLS
Expеriencе brеathtаkіng ѕunsеtѕ, panoramic marѕh and dеepwater views, and exceptional outdoor living from this one-of-a-kind custom home in Ashton Cove, an exclusive gated community of just 88 homes on Hilton Head's desirable South End. Ideally located near the beach, Cross Island Parkway, golf, parks, shopping, dining, and miles of leisure trails, this hidden gem offers the perfect blend of privacy, convenience, and coastal living.Designed to maximize spectacular views of Broad Creek, Calibogue Sound, and the ever-changing marsh landscape, this custom residence features 4 bedrooms, 3.5 baths, and quality finishes throughout. Outdoor living takes center stage with four covered porches and decks, including three expansive rear decks overlooking the marsh and water. Enjoy outdoor televisions, firepit gathering areas, and a top-level covered deck featuring a vaulted tongue-and-groove ceiling, outdoor bar, and spiral staircase. Whether enjoying morning coffee, entertaining guests, or taking in unforgettable Lowcountry sunsets, every space showcases the beauty of the surrounding landscape.The ground level offers a climate-controlled two-car garage, spacious recreation/game room with custom bar, flexible office or fitness room, abundant storage, and half bath. Outside, a covered tiled patio, custom paver gathering area, and wood-burning firepit sit directly along the marsh.The main living level features an open-concept design with heart pine flooring, abundant natural light, and stunning views. The updated kitchen includes quartz countertops, refinished cabinetry, center island cooktop, and pendant lighting. The family room offers custom built-ins, a gas fireplace, and access to a covered porch overlooking the water. A guest bedroom and full bath complete this level.Upstairs, the primary suite features vaulted ceilings, dual closets, private deck access, and an updated bath with custom tile, walk-in shower, and double vanity. Two additional bedrooms share a beautifully updated hall bath, while a dedicated office provides an ideal work-from-home space with inspiring views. A laundry room completes the level.Recent improvements include exterior painting, new aluminum railings, composite decking, and updated exterior pavers. Ashton Cove amenities include a pool, tennis courts, pickleball courts, playground, and beautifully maintained grounds.A rare opportunity to enjoy some of Hilton Head's most captivating marsh and water views in a truly exceptional custom home.

22 Ashton Cove Drive, Hilton Head Island

Listing courtesy of RE/MAX Island Realty.

120 Red Fox Manor, Hilton Head Island
$999,000
12 Beds ⋅ 6 Baths ⋅ 3,003 SqFt. ⋅ HILTONHEAD-514143 MLS
$108,000 in annual income with room to grow! Exceptional income-producing investment opportunity on Hilton Head Island. Situated in a unique marsh-oriented setting, this offering includes three separate new homesites, each improved with a 4-bedroom, 2-bath residence. All three homes are currently leased, providing immediate cash flow and a strong established rent roll from day one. With no HOA restrictions and zoned multi-use, investors benefit from increased flexibility and long-term upside in one of the island's most desirable rental markets. Opportunities to acquire multiple income-producing properties on separate homesites are increasingly rare on Hilton Head Island, making this a compelling opportunity for investors seeking stable income, strong tenant demand, and long-term appreciation potential in a premier Lowcountry location.

120 Red Fox Manor, Hilton Head Island

Listing courtesy of RE/MAX Island Realty.

120 Red Fox Manor, Hilton Head Island
$999,000
HILTONHEAD-509888 MLS
$108,000 in annual income with room to grow! Exceptional income-producing investment opportunity on Hilton Head Island. Situated in a unique marsh-oriented setting, this offering includes three separate new homesites, each improved with a 4-bedroom, 2-bath residence. All three homes are currently leased, providing immediate cash flow and a strong established rent roll from day one. With no HOA restrictions and zoned multi-use, investors benefit from increased flexibility and long-term upside in one of the island's most desirable rental markets. Opportunities to acquire multiple income-producing properties on separate homesites are increasingly rare on Hilton Head Island, making this a compelling opportunity for investors seeking stable income, strong tenant demand, and long-term appreciation potential in a premier Lowcountry location.

120 Red Fox Manor, Hilton Head Island

Listing courtesy of RE/MAX Island Realty.

4 Big Oak Street, Hilton Head Island
$925,000
4 Beds ⋅ 5 Baths ⋅ 2,887 SqFt. ⋅ HILTONHEAD-511895 MLS
Deep‐water viеwѕ, no ΗΟΑ or ΡΟA, nearly half an aсre, аnd a Hilton Head address-The Old Ferry Keeper's coastal cottage offers a rare combination of location, history, and flexibility. With the option to rent the entire home short-term, this property is an exciting opportunity for a primary residence, coastal getaway, or income-producing vacation rental. Wake up to beautiful water views from the primary bedroom or enjoy the Lowcountry scenery with morning coffee on the open front porch. Located in Buckingham Landing, this newly renovated 4-bedroom, 4.5-bath coastal home features solid white oak hardwood floors, custom white oak trim, shiplap accents, and fresh paint. The renovated chef's kitchen includes a marble island, quartz countertops, and new high-end appliances. Upstairs are three spacious bedrooms and three baths, including two recently updated bathrooms and a Jack-and-Jill layout. Downstairs, a private fourth bedroom, full bath, and laundry area provide flexible space for guests, a home office, or potential rental income. Additional features include a whole-home water filtration system, new washer and dryer, an updated 4-car garage with abundant storage and hobby space, a newly screened entertaining area, and plenty of room to add a pool. Enjoy a unique Lowcountry property with deep-water views, generous outdoor space, no HOA restrictions, and convenient access to the Buckingham Landing public boat ramp on Mackay Creek and the ICW - ideal for boating, fishing, kayaking, and exploring the Lowcountry waterways.

4 Big Oak Street, Hilton Head Island

Listing courtesy of Lowcountry Live Oak Realty.

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