Hilton Head Island and Bluffton Area Real Estate Search

Deepwater Homes for Sale

$1,039,000
3 Beds 2 Baths 1,822 SqFt. HILTONHEAD-512792 MLS
Experience breathtaking sunsets, panoramic marsh and deepwater views, and exceptional outdoor living from this one-of-a-kind custom home in Cedar Woods. The moment you take in the drop-dead gorgeous 180-degree views of the marsh and Broad Creek, you'll understand what makes this property truly special.Completely renovated by the architect/owner in 2013 and bathrooms recently renovated, the home was thoughtfully redesigned to maximize both comfort and its incredible Lowcountry setting. Beautiful heart pine floors add warmth and character throughout, while the renovation included an inviting sunroom, expanded primary suite with large walk in closet system.Step outside and enjoy your own private Lowcountry retreat, launch a kayak and explore the surrounding waterways, watch local wildlife from your backyard, or simply settle in for spectacular sunsets over the marsh and Broad Creek. For the hobbyist or craftsman, the property also features a woodworker's dream workshop in addition to a two-car garage.Cedar Woods is one of Hilton Head Island's hidden gems, offering a peaceful setting while keeping you remarkably close to everything the island has to offer. Coligny Beach, shopping, groceries, pharmacies, favorite local restaurants, and convenient access to the Cross Island Parkway are all approximately five minutes away.

16 Song Sparrow Lane, Hilton Head Island

Listing courtesy of Better Homes and Gardens Real Estate Paracle.

$2,550,000
4 Beds 5 Baths 3,710 SqFt. HILTONHEAD-512736 MLS
Experience the best of Hilton Head Island waterfront living at 5 Sailwing Lane, a spacious harbour-front townhome in the coveted Windmill Harbour community. Offering over 3,700 square feet with four bedrooms - four full baths & 1 half bath, this distinctive residence combines generous living spaces with an enviable Lowcountry setting. The thoughtfully designed floor plan features a beautiful kitchen, dining room, family room, and den (or office or extra BR), providing abundant space for everyday living and entertaining. The curved staircase showcases one of the many exquisite touches throughout the home. The first floor in-law suite offers exceptional flexibility for extended family, guests, a private office, or a separate retreat featuring a spacious BR, full BT, family room (or media room) plus a kitchen area. The elevator services the first, second and top floor. Built with durable Hebel block construction, the home offers the benefits of this energy-efficient, resilient building system while providing the comfort and spaciousness expected in a premier island residence. Need extra storage space? The upper floor (just under 800 sq ft.) is heated and cooled and ready for all your storage needs or future expansion. Positioned directly on the harbour, this home captures the quintessential Hilton Head lifestyle, set within the private and picturesque community of Windmill Harbour. Residents will enjoy a distinctive Lowcountry lifestyle surrounded by water, beautiful landscaping, and a vibrant boating atmosphere. From relaxed mornings overlooking the boats to entertaining family and friends in the expansive living areas, 5 Sailwing Lane offers a rare combination of space, construction quality, flexibility, and prime harbour-front location. A special opportunity to own a substantial four-bedroom, four-bath waterfront townhome in one of Hilton Head Island's most desirable boating communities. The South Carolina Yacht Club is just steps away from your door - It is the perfect club to enjoy a world class meal, vibrant social activities and a competitive fitness environment. Why wait- Your new life awaits!

5 Sailwing Lane, Hilton Head Island

Listing courtesy of Charter One Realty.

$389,000
2 Beds 2 Baths 917 SqFt. HILTONHEAD-512708 MLS
When money matter...this one has done over $43,000 with 3 months more left of rental income. Move-in ready and beautifully updated, this 2-bedroom, 2-bath villa sits in one of the best locations at Spa Villas at Port Royal Sound - the second closest unit to the water, with sound views right from your private balcony.Every inch of this villa has been tastefully renovated. The open-concept living area features a stunning kitchen with white shaker cabinets, granite counters, subway tile backsplash, and stainless steel appliances, flowing into a spacious living room with a large sectional and a live-edge wood coffee table. Both full baths have been updated with marble-look vanities, modern lighting, and glass-enclosed tub/showers. The primary bedroom is a showstopper, with a bold paneled accent wall, en-suite bath, and walk-in closet with plantation shutters.Sold fully furnished and equipped as a successful short-term rental, this villa is turnkey for an owner-investor or the perfect low-maintenance island retreat. Step out onto the balcony to towering pines, the multiple pools, bbq, hammocks, indoor pool, walking track, dry sauna, pickleball, and adjacent bike paths and sound views beyond. Just minutes to Hilton Head's beaches, dining, shopping, and golf.Rare combination of prime water-adjacent location, high-end finishes, and proven rental income - schedule your showing today!

239 Beach City Road Unit 1210, Hilton Head Island

Listing courtesy of EXP Realty LLC.

$2,195,000
4 Beds 5 Baths 4,199 SqFt. HILTONHEAD-512563 MLS
Rarely does a home combine views this dramatic with privacy this complete. Set on an oversized, beautifully landscaped homesite at the end of a quiet cul-de-sac, 70 Deerfield Road enjoys captivating marsh and Port Royal Sound views, with the newly renourished sands of Pine Island Beach at Dolphin Head visible from multiple rooms and accessible just steps away via the beach path. Comprehensively refreshed in 2025-2026, this custom residence offers effortless Lowcountry living with every bedroom featuring an ensuite bath, a separate dining room, and a richly wood-paneled den with pocket doors. The primary retreat occupies a private pod all its own; hidden behind a discreet door off the living room, it reveals what may be the most spectacular sunrise view from bed you will ever experience. Outdoor spaces include a private courtyard, screened patio, expansive deck, sunken hot tub, propane-fed grill station, and zero-step ramp access, while a large folding living-room door invites the outdoors in. The well-appointed kitchen features a spacious island with seating, dual ovens-one convection-a five-burner cooktop, generous pantry storage, and an adjacent wet bar. Significant improvements include crawlspace encapsulation, extensive spray-foam insulation, refreshed skylights, three geothermal HVAC systems, a metal roof, PSD water, and well-fed irrigation. With extraordinary privacy, exceptional indoor-outdoor living, beach access, and one of Hilton Head Plantation's most remarkable marsh-to-Sound settings, this is more than a beautiful home-it is a truly special retreat. Select photos are virtually staged. Listing Broker is the Seller and is licensed in South Carolina, Georgia, and Wisconsin.

70 Deerfield Road, Hilton Head Island

Listing courtesy of AIM Real Estate Sales.

$2,995,000
4 Beds 6 Baths 6,366 SqFt. HILTONHEAD-511890 MLS
Rare opportunity to own one of Wexford's most distinctive residences, perfectly situated on an oversized corner double lot with picturesque harbor and Broad Creek water views and a 65 foot boat slip. This exceptional townhome combines the ease of low-maintenance living with the privacy, space, and amenities typically found in a single-family home.Designed for effortless living, the home features a private elevator providing convenient access to every level. The spacious, open-concept floor plan centers around a beautifully appointed kitchen that flows seamlessly into the dining room and living areas, making it ideal for entertaining but with the primary bedroom, laundry room and outdoor kitchen on the same level, this is perfect for easy living. Dedicated Library and office space, wine room and open third floor living space offer endless opportunity and something for everyone. Expansive windows fill the home with natural light while framing the tranquil waterfront setting and stunning multi level fountain.Outdoor living is equally impressive, with inviting spaces to relax, dine, and enjoy coastal breezes while overlooking the Broad Creek and harbor in both directions. A rare 6-8-car garage offers exceptional flexibility for automobile collectors, golf carts, recreational equipment, workshop space, and abundant storage.Recent improvements include a new roof, providing added value and peace of mind. Residents will also appreciate being just moments from Wexford's newly completed Harbour Center, featuring enhanced marina amenities, waterfront gathering spaces, and a vibrant social atmosphere.Located within the prestigious, gated Wexford community, residents enjoy world-class amenities including a championship golf course, deep-water marina with lock system, tennis and pickleball courts, swimming pool, clubhouse, fine dining, and an active lifestyle in one of Hilton Head Island's most sought-after private communities.Experience luxury waterfront living where exceptional views, outstanding amenities, and an unbeatable location come together at 2 Wexford on the Green.

2 Wexford On The Green, Hilton Head Island

Listing courtesy of BESTNEST By Beverly Serral.

$14,000,000
7 Beds 11 Baths 9,128 SqFt. HILTONHEAD-511586 MLS
8 Anson Park Road East is an estate that simply leaves an impression. Set on nearly an acre in Palmetto Bluff's highly sought-after May River Forest, this extraordinary property was created by assembling two premier homesites, capturing sweeping views across the 10th fairway to the May River with spectacular sunrise vistas beyond. The result is over 7,500 square feet in the main residence complemented by a beautifully positioned 1,400 square-foot guest house that provides exceptional privacy for family and friends. In total, more than 9,000 square feet of refined living space unfolds across the property, where seven beautifully appointed bedrooms transform this remarkable estate into a true home. The estate was designed for both grand entertaining and intimate everyday living, a balance that is exceedingly evident throughout. Every inch of this property reflects the collaboration of exceptional craftsmen, an elite architectural and design team, and owners whose uncompromising vision ensured every detail was thoughtfully executed. All seven bedrooms feature bespoke en suite baths, while the kitchen transcends what is typically considered custom. A curated butler's pantry, lacquered wet bar with a full-height Sub-Zero wine cabinet, custom electronic draperies, four powder rooms, a wrapping room, three laundry facilities, oversized three car garage, his and her studies, soaring ceilings precisely where they belong, and dressing rooms that rival the finest luxury boutiques are just a glimpse of what awaits. Outside, a heated pool and spa anchor the home's outdoor living spaces, offering a natural extension of the interiors. Covered screened porches and open-air gathering areas are positioned to take full advantage of the views and setting, creating an easy flow for both quiet mornings and evenings meant for entertaining. 8 Anson Park Road East is located nearly adjacent to the May River Golf Club, tucked just inside the private security gate to the highly sought-after May River Forest enclave within Palmetto Bluff. The location is an extremely short golf cart ride to Wilson Village, Palmetto Bluff's original and storied village with world-class dining, boat excursions and dockage options, as well as the historic Wilson hunting lodge ruins; one of the most picturesque and beloved areas of the community. The location is idyllic, the home is of the finest quality, the views are beyond exceptional, and the lifestyle is unparalleled.

8 Anson Park E Road, Bluffton

Listing courtesy of Daniel Ravenel Sotheby's International Realty.

$849,000
3 Beds 2 Baths 1,641 SqFt. HILTONHEAD-511329 MLS
Experience waterfront living at Mariner's Point, a sought-after villa community within gated Hilton Head Plantation. Set along Skull Creek with river and deep-water views, this 3 bedroom, 2 bath villa offers 1,641 square feet of Lowcountry comfort surrounded by marina views, tidal marsh, mature oaks, palms, and natural coastal beauty. The interior features a light-filled, open layout designed to take advantage of the setting. The kitchen offers granite countertops, white cabinetry, generous bar seating, and a seamless connection to the dining and living areas. The living room is warm and inviting with a fireplace and large windows that frame peaceful views of the water and marina. A bright Carolina Room extends the living space and creates the perfect spot to enjoy morning coffee, quiet evenings, spectacular sunsets, and the ever-changing scenery of Skull Creek. With a deep-water view primary bedroom, two additional bedrooms, in-unit laundry, storage space, and back porch, this villa offers both comfort and convenience. Mariner's Point residents enjoy community amenities including a pool, tennis courts, leisure trails, gardens, and the security of Hilton Head Plantation. Adjacent to Skull Creek Marina and across the street from the Country Club of Hilton Head, this villa places you close to some of the island's most scenic surroundings. This is a rare opportunity to enjoy island living in one of Hilton Head's most desirable waterfront settings.

73 Skull Creek Drive Unit 114, Hilton Head Island

Listing courtesy of Keller Williams Realty.

$10,000,000
6 Beds 4 Baths 560 SqFt. HILTONHEAD-508833 MLS
This is your opportunity to claim your own private retreat at the center of the South Carolina Lowcountry with 65 acres of exquisite private island living on Jack Rowe Island. Set on the Cooper River as it winds away from Palmetto Bluff toward Hilton Head Island and down to Savannah, the location of this secluded getaway is marvel enough on its own, with world-class resort destinations just minutes away by boat. But why go anywhere when across these 65 acres you'll find maritime forests, tidal creeks, secluded lagoons and endless opportunities for fishing, boating and exploring. Adding to this staggering natural habitat are turnkey amenities that include existing well, septic and electric infrastructure, six deep-water docks and a variety of living quarters including 2,500-square-foot clubhouse, and five "glamping tents." With soaring vaulted ceilings, rustic hardwood flooring, and a large front porch, the clubhouse offers the perfect place to gather and enjoy the peaceful surroundings. Gathered around a pavilion for late night fires and gatherings, each of the glamping tents boast their own screened porch and air conditioning. Those wishing to build on the island will find everything they need to get started, from an 1,800-foot private landing strip, nine estate-sized and fully permitted waterfront homesites to equipment including 22,000 pound barge, D2 Caterpillar dozer, John Deere tractor with eight-foot bush hog front loader and Kubota lawnmower that all convey with the property. All told, Jack Rowe Island's incredible scale, secluded privacy and existing infrastructure make it a rare opportunity for building a family compound, boutique development or investment opportunity.

12 Jack Rowe Island Drive, Bluffton

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

$204,900
2 Beds 3 Baths 1,120 SqFt. HILTONHEAD-510683 MLS
Filtered marsh, sunrise, and partial ocean views set this Cotton Hope villa apart as one of the more compelling ownership opportunities on Hilton Head Island's north end. This 2-bedroom, 2.5-bath villa offers approximately 1,120 heated sq. ft. with a practical two-level layout, upstairs bedrooms, main-level living and dining area, fireplace, smooth ceilings, in-unit washer and dryer, balcony, and under-building parking. Prior updates include Cali bamboo waterproof vinyl flooring, refreshed cabinets and vanities, an opened kitchen-to-living room transition, and an updated fireplace, giving the interior a cleaner, more open feel than many older Cotton Hope villas. Items shown in the listing photos convey, making the property easier to use from day one as a primary residence, second home, or investment option. The balcony captures live oaks, marsh scenery, water views, and a beautiful sunrise view. Regime fee includes building maintenance, common electric, common sewer, common water, flood insurance, insurance, landscaping, management, pest control, pool maintenance, refuse, and water. Cotton Hope offers a community pool, playground, and convenient access to Fish Haul, Beach City Road, schools, shopping, dining, and everyday island services. Per seller, there are no known current assessments or major regime projects. Buyer to verify rental rules, fees, insurance, and all items important to purchase.

156 Dillon Road Unit 225, Hilton Head Island

Listing courtesy of RE/MAX Island Realty.

$364,990
1 Beds 2 Baths 1,028 SqFt. HILTONHEAD-510189 MLS
BACK ON THE MARKET at NO FAULT OF SELLER --- This one did not come out of a design catalog. Somebody put real thought into every corner of this Penthouse unit at Palmetto Bay Marina, and it shows the moment you walk in. The kitchen is the first thing people talk about: large quartz island with a custom corrugated metal and wood base, white maple shaker cabinets, GE Profile stainless appliances, blue-green handmade tile backsplash, exposed wood beam, and pendant lights that actually look incredible. It's genuinely a beautiful kitchen. This property has two full baths that have been completely redone. The primary bath upstairs has double quartz vanities, a frameless glass shower with Carrara-style tile, and matte black fixtures throughout. The full bath downstairs is its own thing entirely: a vessel sink carved from natural stone on a live-edge wood top, cedar shiplap wall, corrugated metal ceiling. Guests notice it every time. The bonus room has a Murphy bed already installed with built-in shelving, so it works as an office, a gym, or a guest room depending on the week. Views of Broad Creek and Palmetto Bay Marina from the outside balcony. Elevator access to the building and close to waterfront dining, the marina, and everything that makes this part of Hilton Head worth owning. Being a top-floor penthouse unit means more windows, more light, and more quiet than most condos in this community. Turn-key and move-in ready. Nothing to renovate, update, or apologize for. Just show up and enjoy the convenience of being close to everything.

70 Paddle Boat Lane Unit 411C, Hilton Head Island

Listing courtesy of Luxury Homes of Hilton Head.

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