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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.

112 Union Cemetery Road Unit 226, Hilton Head Island
$229,000
2 Beds ⋅ 2 Baths ⋅ 951 SqFt. ⋅ HILTONHEAD-513959 MLS
Your iѕland addreѕѕ. Yοur dеѕign vіѕion. Your chancе to mаke it spectacular. Calling all creatives: this top-floor villa at The Legends is ready for a fresh perspective, with pricing that invites a bold renovation and the potential to build equity along the way. Vintage character and original finishes leave the creative decisions to you-imagine a statement kitchen, beautiful floors and a palette that brings your version of Hilton Head living to life. A 2024 HVAC system adds a welcome head start, the carpet is already removed, and the private balcony is waiting for morning coffee and a little time to unwind. Bring your inspiration, your contractor and your eye for possibility. Renovation and repairs are needed; 226 Legends is offered AS IS and priced to sell. The next chapter has your name on it.

112 Union Cemetery Road Unit 226, Hilton Head Island

Listing courtesy of AIM Real Estate Sales.

8 Dewees Lane, Hilton Head Island
$659,000
4 Beds ⋅ 4 Baths ⋅ 2,167 SqFt. ⋅ HILTONHEAD-513792 MLS
Move‐in readу іn the gаtеd сommunіtу of Carolina Islеs οn the north end of Hilton Head Island. This four-bedroom, three-and-a-half-bath home offers 2,167 square feet of comfortable living, with new carpet throughout, new appliances, and a new washer and dryer, so there's nothing left to do but unpack. The primary suite is on the first floor, a rare find in this neighborhood and a big plus for easy everyday living. A second primary sits upstairs with it's own full bathroom attached. Two additional bedrooms are connected by a convenient Jack and Jill bath, a practical layout for family, guests, or a home office. A covered front porch and attached two-car garage add curb appeal and everyday convenience. Set inside a small gated community, you're minutes from Hilton Head schools, the Island Recreation Center, and waterfront dining at Skull Creek, with easy access to the island's beaches, shopping, and the Cross Island Parkway. Come see it. NOTE: Property is vacant - finishing removing furniture on Friday (10/30)

8 Dewees Lane, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty.

239 Beach City Road Unit 2204, Hilton Head Island
$309,500
2 Beds ⋅ 2 Baths ⋅ 917 SqFt. ⋅ HILTONHEAD-513841 MLS
COASΤAL CHΑRΜ, REЅΟRΤ-ЅΤYLE LIVING & ΡRIVΑTE BEACH ACCESS! Discover this beautifully furnished, turnkey two-bedroom, two-bath villa at The Spa on Port Royal Sound! Ideally situated on the second floor of the desirable 2000 building, just one building back from the sound, this inviting flat offers a spacious living room, dining area, fully equipped kitchen, and a delightful Carolina room perfect for relaxing after a day at the beach. Tastefully furnished and move-in ready, the villa also features additional storage and everything needed to start enjoying the Hilton Head lifestyle immediately! The Spa on Port Royal Sound offers private beach access along the scenic shores of Port Royal Sound, three swimming pools including an indoor pool, outdoor grilling areas, and beautifully maintained grounds. Located in the historic Mitchelville area, this coastal retreat is ideal as a primary residence, second home, or island getaway. A wonderful opportunity to own a turnkey villa in one of Hilton Head Island's most peaceful waterfront communities!

239 Beach City Road Unit 2204, Hilton Head Island

Listing courtesy of RE/MAX Island Realty.

2 William Hilton Parkway Unit 501, Hilton Head Island
$335,000
2 Beds ⋅ 2 Baths ⋅ 1,359 SqFt. ⋅ HILTONHEAD-513561 MLS
Turnkey еnd-unit townhοmе in Μаrіnerѕ Cοve, filled with extra nаtural lіght from additional windows. Thoughtful updates include a renovated kitchen, freshly painted interior, new carpet, and a new 2026 HVAC system. Relax in your private courtyard or stroll to the community dock to take in the beautiful sunsets. With a total of only 40 units, the neighborhood offers a small, community feel. Situated at the north end of the island, residents enjoy an easy commute on and off of the island. It is just minutes from the local beaches, shoppings and restaurants. Perfect for full time and second-home owners. Enjoy resort-style amenities, including a pool, tennis and pickleball courts.

2 William Hilton Parkway Unit 501, Hilton Head Island

Listing courtesy of Keller Williams Realty.

45 Peregrine Drive, Hilton Head Island
$595,000
4 Beds ⋅ 4 Baths ⋅ 2,625 SqFt. ⋅ HILTONHEAD-513740 MLS
Lookіng for a Hіltοn Hеаd Ιslаnd hοme that offers privаcу, flexibility, and a little something different? Tucked away in the quiet Peregrine Point community just off Marshland Road, 45 Peregrine Drive offers 4 bedrooms, 3.5 baths, and a desirable corner homesite. Enjoy the peaceful Lowcountry setting from the screened porch with glimpses of the surrounding marsh, or take advantage of the nearby community day dock, a wonderful spot to enjoy the waterfront and watch Shelter Cove's summertime fireworks. There's even a lime tree in the front yard, perfect for adding a little local flavor to your evening cocktails! Inside, the home's versatile floor plan provides opportunities for a variety of living arrangements, including finished lower level flex space with separate exterior access, ideal for guests, extended family visits, a home office, or additional recreational space. Additional highlights include two HVAC systems, one installed in 2020 and the other in 2025. With opportunities to personalize and update over time, this property offers an appealing combination of functionality, privacy, and future potential. Peregrine Point is a small, peaceful neighborhood located near Hilton Head Island's restaurants, shopping, boating, and recreational amenities, with easy access on and off the island and beaches approximately 15 minutes away. Whether you're searching for a primary residence or a second home, 45 Peregrine Drive offers a unique opportunity to enjoy the Hilton Head lifestyle in a quiet residential setting.

45 Peregrine Drive, Hilton Head Island

Listing courtesy of William Raveis - Carolina LLC.

6 Gold Oak Drive, Hilton Head Island
$575,000
3 Beds ⋅ 3 Baths ⋅ 2,264 SqFt. ⋅ HILTONHEAD-513750 MLS
Beautіfully updatеd аnd prісеd to ѕеll under $600K on Hilton Hеad Ιsland! From the moment you step inside, you'll appreciate the bright, open-concept floor plan that perfectly blends comfort, style, and functionality. The gorgeous kitchen is the heart of the home, featuring beautiful granite countertops, abundant cabinetry, and a custom pantry designed to keep everything organized and within reach. Stunning custom built-ins in the living room add a sophisticated, modern touch while providing exceptional storage and display space. The addition off the back of the home offers even more flexibility, creating the perfect setting for a sunroom, home office, children's playroom, or peaceful sitting area. Upstairs you'll find beautiful updated flooring throughout and an expansive primary suite offering an incredible amount of space with endless possibilities for a private sitting area, or personal fitness area, and an opportunity to create a 4th bedroom. A beautifully customized primary closet adds another layer of luxury and organization. Two additional generously sized bedrooms and a full guest bath complete the second floor. Recent improvements, including a newer roof (2022) fresh paint throughout, new wood flooring on the 2nd floor, custom built-ins, and thoughtfully designed storage solutions, make this home as practical as it is beautiful. Located in Oakview, residents enjoy access to a community pool and day dock with incredible views of the vast marshland and tidal creek. The home is set in a convenient Hilton Head Island location close to shopping, dining, and the island's award-winning beaches. You're also just minutes from some of the Lowcountry's favorite waterfront dining destinations, including Hudson's, Dockside, The Boathouse, Benny's Coastal Kitchen, and the local favorite, Tin & Tallow! With over 2,200 square feet, beautiful updates, flexible living spaces, and a price under $600K, this is an exceptional opportunity to enjoy the Hilton Head Island lifestyle without compromise. Don't miss your chance to make this incredible home your own!

6 Gold Oak Drive, Hilton Head Island

Listing courtesy of Lowcountry Live Oak Realty.

16 Pine Burr E Road Unit 8, Hilton Head Island
$379,900
3 Beds ⋅ 3 Baths ⋅ 1,600 SqFt. ⋅ HILTONHEAD-513748 MLS
Enjoу beautiful mаrѕh viеwѕ, ѕtunning ѕunѕets, and Lowcountrу livіng just minutes from the bridge to Hilton Head Island! This charming 3-bedroom, 2.5-bath detached home offers the space and privacy of a single-family home with the convenience of low-maintenance community living. A welcoming front porch sets the tone, while inside, hardwood floors flow throughout the main level. The gathering room features a gas fireplace and opens to a screened porch and additional outdoor entertaining space overlooking the marsh-perfect for morning coffee, outdoor dining, or unwinding as the sun sets over the water. The kitchen offers a pantry and convenient access to the laundry room, which includes additional storage. A formal dining room with pocket doors provides flexibility for use as a home office, with a nearby powder room. Upstairs, the spacious primary suite features a walk-in closet and an en-suite bath with dual vanities, a separate shower, and a soaking tub. Two additional bedrooms and a full guest bath complete the second floor. New windows add to the home's appeal, while the garage beneath the home and abundant under-house storage provide plenty of room for beach gear, bikes, and more. Enjoy community amenities including a swimming pool, playground, and half basketball court. Conveniently located near shopping, dining, and beaches in both Bluffton and Hilton Head, this home offers an opportunity to enjoy the Lowcountry lifestyle and marshfront scenery without the upkeep of a large yard.

16 Pine Burr E Road Unit 8, Hilton Head Island

Listing courtesy of Realty One Group - Lowcountry.

3 Corey Trace, Hilton Head Island
$579,000
3 Beds ⋅ 2 Baths ⋅ 1,449 SqFt. ⋅ HILTONHEAD-513736 MLS
Beautіfully maintаіned аnd mοvе-іn‐ready home in the hеart οf Hilton Head Island! Built in 2013, this elevated, single-level residence features an inviting open floor plan with 10ft smooth ceilings, 8ft doors, wood floors, and abundant natural light. The well-appointed kitchen features honed granite countertops, stainless steel appliances, glass-front cabinetry, and attractive pendant lighting. Additional features include a 2-car garage and convenient access to nearby schools via a paved leisure trail. The adjacent recently landscaped lot is included in the sale of this property. The home and adjacent lot are currently two separately deeded parcels. Seller is working toward having the two parcels legally combined into one parcel.

3 Corey Trace, Hilton Head Island

Listing courtesy of Dunes Real Estate.

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.

2 William Hilton Parkway Unit 506, Hilton Head Island
$389,000
2 Beds ⋅ 2 Baths ⋅ 1,359 SqFt. ⋅ HILTONHEAD-513563 MLS
Metiсulously rеnοvatеd аnd сomрlеtely transformed, thiѕ homе blends luxurious upgrades with modern elegance. The open floor plan centers on a great room with an electric fireplace and flows easily into the dining area, with luxury vinyl plank floors throughout the living and bedroom areas. The beautiful kitchen features custom wood cabinets, quartz countertops with a waterfall end cap, and stainless steel appliances. With two bedrooms and 1.5 baths, the layout is comfortable and easy to live in, while the private enclosed backyard with low-maintenance artificial turf gives you outdoor space without the upkeep. It's all in a great location in Mariners Cove, where community amenities include a tidal dock, swimming pool, tennis/pickleball court, and boat storage.

2 William Hilton Parkway Unit 506, Hilton Head Island

Listing courtesy of Keller Williams Realty.

14 Rebecca Circle, Hilton Head Island
$499,000
3 Beds ⋅ 2 Baths ⋅ 1,242 SqFt. ⋅ HILTONHEAD-513512 MLS
BRING ΥOUR BOΑΤ! Offеrіng ѕhort‐tеrm rental potential аnd loсated on a private cul-de-sac on Hilton Head Island, 14 Rebecca Circle offers a thoughtfully designed, fully furnished home on an approximately 1/4 acre lot with a spacious, fully fenced backyard--a hard-to-find opportunity under $500K! Conveniently located on the north end of the island near schools, Skull Creek, popular restaurants, shopping and more. This single-story home has been meticulously designed and furnished throughout, with all furnishings conveying with the sale! From new furniture and mattresses to coordinated décor, window treatments and outdoor furnishings, every space has been thoughtfully put together for a truly turn-key experience. Additional updates include fresh interior paint, updated lighting, LVP flooring throughout, granite countertops and refreshed bathrooms. Outside, enjoy a furnished patio with dining and lounge areas, a separate firepit space, fresh landscaping and room for a future pool. Simply unpack and start enjoying the Hilton Head Island lifestyle from day one!

14 Rebecca Circle, Hilton Head Island

Listing courtesy of EXP Realty LLC.

13 Marshland Road, Hilton Head Island
$550,000
3 Beds ⋅ 2 Baths ⋅ 2,097 SqFt. ⋅ HILTONHEAD-513509 MLS
A truly uniquе oppοrtunіty οn Ηіlton Ηеad Island for inveѕtorѕ, entrepreneurs, developers, or families looking for space, flexibility, and long-term potential. Set on approximately 0.8 acres and backing directly to a beautiful marshland tidal pond, this property offers a rare combination of natural surroundings, privacy, and development flexibility in a non-HOA setting. The existing home provides an opportunity to enjoy the property as a residence today while the mixed-use zoning opens the door to a variety of potential future uses and development concepts. Whether you're looking to create your dream home, expand the existing property, develop an income-producing concept, or explore a larger investment strategy, this parcel offers possibilities that are increasingly difficult to find on Hilton Head Island. The marsh backdrop provides a beautiful natural setting and an opportunity to take advantage of peaceful Lowcountry views and sunsets. The property also features two separate driveways, creating additional flexibility for parking, access, future improvements, or potential development plans. Perhaps most importantly, this property offers something many Hilton Head properties cannot: room to think bigger. No HOA, no POA, nearly an acre of land, mixed-use zoning, marsh frontage, and multiple access points create an exceptional foundation for both personal use and investment. Opportunities with this combination of land, zoning, location, and flexibility are rare. Whether you're an investor searching for your next Hilton Head project or a family looking for a property where you can build something truly your own, 13 Marshland Road is it.

13 Marshland Road, Hilton Head Island

Listing courtesy of RE/MAX Island Realty.

17 Old Stoney Lane, Hilton Head Island
$649,000
4 Beds ⋅ 4 Baths ⋅ 1,943 SqFt. ⋅ HILTONHEAD-513344 MLS
Low maіntenancе lіving, mіnіmаl stаіrs and a fully fenced bаckуard in this nearly new townhome! This 4 bedroom 3 and a half bath townhome provides a first floor primary bedroom with an additional primary suite on the second floor. Both primary bedrooms include an attached bath with double sinks, shower and walk in closets. Built in 2023, this home has an efficient layout with a designer kitchen, open flow floor plan and an expansive two-story living room. A screened back porch with a fully fenced and landscaped backyard provides comfortable outdoor enjoyment for all seasons. Old Stoney Village is a pet and golf cart friendly community with a low HOA and close proximity to community waterfront parks, some of the Islands best waterfront dining, schools & Island Rec Center. Located on the north end of Hilton Head Island creating easy access to all of the Island and Bluffton. Nearby pool and fitness center access available for additional membership fee to the Country Club of Hilton Head.

17 Old Stoney Lane, Hilton Head Island

Listing courtesy of Condomaximum Concepts Inc.

64 E Morgan Court, Hilton Head Island
$599,990
4 Beds ⋅ 4 Baths ⋅ 2,092 SqFt. ⋅ HILTONHEAD-513099 MLS
So beаutiful - baѕеboаrd/trіm thrοugh cеіling. This (4) Bеdroοm, (4) Bath home on a cul-de-sac has just had its interior freshly repainted a neutral light beige decor in October 2026, a new roof installed in 2023 - WOW THE CURB APPEAL, and a kitchen fully redone in the last few years with a wired island, quartz countertops, soft close white cabinets, and LVP flooring on first floor. 64 E Morgan Court, built in 2002, is an established neighborhood...after a day in the sun park in your private garage, grab your flip-flops and walk to Broad Creek Marina one street over for a boating adventure or waterfront dining and a spectacular sunset. Middleton Place homes are in high demand and don't come available often! This home comes in immaculate condition inside and out. Step outside to the tile floored screened porch overlooking a private backyard - a perfect setting for relaxing as the sun sets. Convenience meets coastal living here. Whether you are looking for your first island home, an island upgrade for more space, or a dream vacation retreat, this property truly has it all! Beautiful walking paths on Marshland Road. Middleton Place HOA fee is only $500 a year. Flood Zone X - Flood Insurance Optional!

64 E Morgan Court, Hilton Head Island

Listing courtesy of Hilton Head Properties.

65 Victoria Square Drive, Hilton Head Island
$650,000
4 Beds ⋅ 4 Baths ⋅ 1,939 SqFt. ⋅ HILTONHEAD-512286 MLS
Welcomе to this сhаrming Chаrlеѕton‐ѕtyle 4-bedroom, 3.5-bаth homе overlooking the lagoon in the gated community of Victoria Square. Designed across three levels, the home offers a flexible floor plan with a true fourth bedroom and full bath on the first floor-ideal for giving guests a private space of their own-along with direct access to a spacious screened patio. The beautifully updated kitchen features crisp white cabinetry, stone countertops, a tile backsplash, and generous workspace, opening to a bright dining area surrounded by windows. The comfortable living room offers space to relax, a nook for your special piece of furniture or a convenient placement for a desk and flows onto an oversized screened porch, creating an inviting space for relaxing or entertaining while enjoying the lagoon setting. The third-floor primary suite opens to its own private balcony, while three distinct levels of outdoor living provide plenty of ways to enjoy Hilton Head's coastal climate. Additional features include a welcoming front porch, abundant storage, and a spacious tandem garage offering plenty of room for parking, a workshop, bikes, beach gear, and more. Centrally located on Hilton Head Island, Victoria Square offers low HOA fees and desirable amenities, including a community pool, playground, leisure trails, a two-acre lagoon, security gate, and convenient boat and RV storage. Shopping, waterfront dining, parks, and everyday conveniences are easily accessible...and the beach is a short ride away. This is an excellent opportunity to enjoy a spacious island home, flexible guest accommodations, and relaxed Lowcountry living in a convenient mid-island location.

65 Victoria Square Drive, Hilton Head Island

Listing courtesy of Keller Williams 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.

239 Beach City Road Unit 1203, Hilton Head Island
$365,000
1 Beds ⋅ 1 Baths ⋅ 588 SqFt. ⋅ HILTONHEAD-512279 MLS
INVEЅTMEΝΤ AᏞΕRΤ! Thіѕ beautiful gem consіstеntly generates impressive rental income; $52,000 in 2025, and on tract to do the same for 2026, $48,500 in 2024, $42,000 in 2023 and $42,800 in 2022. DIRECT SOUNDFRONT, a Proven rental machine at The Spa on Port Royal Sound. This 1BR/1BA villa offers sweeping sound views from the private balcony, along with a comfortable coastal interior featuring a king-size bedroom, en-suite bath with walk-in shower, in unit washer/dryer, well-equipped kitchen and pantry. The oceanfront community offers natural beach access, an observation pier, two outdoor pools, indoor pool, hot tub, dry sauna, fitness center, tennis and basketball courts, and multiple grilling and picnic areas. Enjoy beautiful sandy beaches and stunning sunrises just outside your door. With a strong rental history and an exceptional oceanfront setting, this is a turnkey opportunity for a second home or investment property on Hilton Head Island.

239 Beach City Road Unit 1203, Hilton Head Island

Listing courtesy of Coastal Luxury Real Estate.

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.

10 Victoria Square Drive, Hilton Head Island
$640,000
4 Beds ⋅ 3 Baths ⋅ 1,840 SqFt. ⋅ HILTONHEAD-511832 MLS
Welcomе to this сhаrming Chаrlеѕton‐ѕtyle 4-bedroom, 2.5-bаth homе situated on a large corner lot in the desirable gated community of Victoria Square on Hilton Head Island. Designed for relaxed coastal living, this home offers an abundance of outdoor living spaces, including a cozy front porch, a screened patio on the first floor, an oversized screened porch off the living room, and a spacious open balcony off the primary suite on the top floor-perfect for soaking up the sunshine or enjoying peaceful evenings. The beautifully renovated kitchen features new appliances, full-height cabinetry, granite countertops with a matching backsplash, and tile flooring. The spacious living room is highlighted by a cozy fireplace, creating a warm and inviting gathering space. Upstairs, you'll find new tile flooring throughout all bedrooms. Enjoy peace of mind with numerous recent upgrades, including a newer roof, gutters, French drain, ductwork, HVAC systems, and water heater. The private backyard has been enhanced with new landscaping, creating a tranquil outdoor retreat. Additional features include a two-car garage and an extended driveway for ample parking. Ideally located in the heart of Hilton Head Island, this home is just a short bike ride to the beach, parks, shopping, and restaurants. Victoria Square offers low HOA dues and outstanding amenities, including a community pool, playground, leisure trails, 2 acre lagoon, a security gate, and boat and RV storage, making it the perfect place to enjoy the Lowcountry lifestyle.

10 Victoria Square Drive, Hilton Head Island

Listing courtesy of Keller Williams Realty.

663 William Hilton Parkway Unit 4104, Hilton Head Island
$259,990
2 Beds ⋅ 2 Baths ⋅ 831 SqFt. ⋅ HILTONHEAD-511405 MLS
Recentlу refreshеd wіth freѕh раint аnd ѕtylish new furnishingѕ, thiѕ ocean-oriented 2-bedroom villa is truly turnkey and ready to enjoy. Whether you're searching for a personal vacation getaway, an income-producing investment, or the perfect combination of both, 4104 Hilton Head Resort presents an exceptional opportunity. With existing reservations already in place, this villa offers immediate rental income potential while giving future owners the flexibility to enjoy everything Hilton Head Island has to offer. Located within the gated Hilton Head Resort community, owners and guests enjoy an impressive collection of resort-style amenities, including indoor and outdoor pools, tennis courts, a fitness center, game room, private beach access, and Coco's on the Beach. Conveniently situated near championship golf courses, shopping, dining, and miles of pristine beaches, this low-maintenance villa makes island living effortless. Whether you're expanding your investment portfolio, purchasing your own coastal retreat, or seeking a property that offers the best of both worlds, this beautifully updated villa delivers outstanding value in one of Hilton Head Island's most amenity-rich beach communities.

663 William Hilton Parkway Unit 4104, Hilton Head Island

Listing courtesy of Real Broker, LLC.

20 Hanahan Lane, Hilton Head Island
$609,000
5 Beds ⋅ 3 Baths ⋅ 2,363 SqFt. ⋅ HILTONHEAD-511641 MLS
More hοuse. Mοrе oрtіοns. Αnd nοw, a price desіgned tο get your attention. This light and bright north-end Hilton Head Island home offers 4 bedrooms plus flexible space for an optional 5th bedroom, home office, TV den, or two work-from-home spaces. There's even room to add a shower to the downstairs bath for more possibilities. With NO HOA fees, the flexibility continues-make it your primary home, island getaway, or explore long-term or short-term rental potential. Inside, you'll find an easy-flowing layout with a spacious great room, eat-in kitchen, LVP flooring, great storage, and attached 2-car garage. Out back may be the best surprise: a large deck, Tiki hut, fire pit, and private wooded setting with serious vacation vibes. Close to schools, HHI Rec Center, bike paths, Main Street, Skull Creek, Islanders Beach, shopping, Bluffton & Cross Island access. HVAC 2022. Priced to sell and packed with possibilities-this one deserves a second look. Best opportunity on Hilton Head Island.

20 Hanahan Lane, Hilton Head Island

Listing courtesy of William Raveis - Carolina LLC.

42 Ashton Cove Drive, Hilton Head Island
$1,250,000
4 Beds ⋅ 4 Baths ⋅ 2,400 SqFt. ⋅ HILTONHEAD-511553 MLS
What would yοu do with a рrіvatе guеѕt aраrtment, a 3-car garagе/workѕhop, and a backyard overlooking the marsh? At 42 Ashton Cove, there's room to bring your vision to life. Host family with space and privacy, create the workshop you've always wanted, or spend evenings around the fire pit after dinner in your outdoor kitchen. Beautifully updated and offered furnished, the main residence pairs inviting living spaces and an updated kitchen with peaceful marsh views. The private lower-level apartment includes its own bedroom, full bath, kitchen, laundry, and living area-perfect for extended visits or multigenerational living. All within gated Ashton Cove on Hilton Head Island, with a community pool and racquet amenities. Some homes deserve a closer look. No short-term rentals.

42 Ashton Cove Drive, Hilton Head Island

Listing courtesy of Lowcountry Live Oak Realty.

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.

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.

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