Hilton Head Island, SC Acreage Homes For Sale

3 Beds ⋅ 3 Baths ⋅ 2,280 SqFt. ⋅ HILTONHEAD-512734 MLS

Welcome to this beautifully maintained 3-bedroom, 3-bath single-level home in desirable Moss Creek! Designed for effortless one-level living, this spacious home offers an inviting layout with comfortable living spaces, generous bedrooms, and plenty of natural light. Built for today's lifestyle, the kitchen, family, living, and dining areas are open, yet have good separation. Step outside and enjoy your own private backyard oasis featuring a heated and cooled pool, perfect for relaxing, entertaining, and enjoying the outdoors year-round. Mature landscaping keeps your pool area totally private. Composite decking will last forever, and the pergola adds to the gathering areas. The crawl space has been encapsulated - a nice way to help maintain the comfort of the interior. Whether you're hosting friends or unwinding after a long day, this home offers the ideal blend of comfort, style, and resort-like living. Moss Creek is an amenity-rich community that offers plenty for everyone. Boating, 2 challenging golf courses, tennis and pickleball, nature trails, a clubhouse with lively social engagement, and an amazing fitness center. Here you will find the pools, fitness equipment, classes, personal trainers, and wellness programs. Once you see this fabulous home and community- you will not want to be anywhere‌‌‌‌‌‌‌‌‌‌‌‌ else.

68 Timber Lane, Hilton Head Island

Listing courtesy of Charter One Realty.

$1,450,000

4 Beds ⋅ 3 Baths ⋅ 2,002 SqFt. ⋅ HILTONHEAD-512678 MLS

Sparkling fresh and move-in-ready! This four-bedroom, three-bath home is ideally located in Greenwood Forest. Just minutes from the beach and walking distance to the shopping, dining and amenities of Sea Pines Center, this inviting property offers the perfect combination of comfort, convenience and potential. Designed for easy island living, with lots of light pouring in from windows and skylights, this home provides tons of space for family and guests. Rare four bedrooms with garage would perfectly serve as a primary residence, second home or income-producing vacation property. 2 large bedroom suites have their own bath, one with private entrance, and two living spaces are ideal for multi-generation living and vacations. Wet bar and wood burning fireplace are perfect for entertaining with access to outdoor dining on the large deck accessible from the primary bedroom as well. There is a large dining area indoors as well as an oversized kitchen island with stools and kitchen sitting area. The garage space has ample storage and access. Enjoy the added appeal of neighborhood amenities, including a community pool, tennis and basketball-perfect for relaxing, staying active and making the most of the Sea Pines lifestyle .With an excellent rental history and strong rental projections, 19 Dewberry Lane presents an outstanding opportunity for buyers seeking both a personal island retreat and an incredible investment. Whether you're looking for a easy getaway close to the beach, a full-time Hilton Head home or a property with attractive rental income potential, this home checks all the boxes. Come experience the convenience, amenities and coastal charm that make this area one of Hilton Head Island's most desirable destinations and this home is a must see.

19 Dewberry Lane, Hilton Head Island

Listing courtesy of BESTNEST By Beverly Serral.

$499,990

4 Beds ⋅ 4 Baths ⋅ 1,936 SqFt. ⋅ HILTONHEAD-512638 MLS

Pristine, polished, and ready to go! This beautifully maintained 4-bedroom, 3.5-bath townhome in gated Allenwood is an absolute standout. Built in 2019. The main level features a gorgeous white kitchen with granite countertops (all appliances conveying), an inviting living room, half bath, and a large screened-in porch overlooking a lagoon with fountain ~ the perfect spot to start your day or wind down. Upstairs, the primary suite with high ceilings features a walk-in closet, dual sink extra-long vanity, and a view out to the lagoon. You'll also find two additional bedrooms, a full bath, and laundry on the top floor. The fourth bedroom and its full bath are located at the rear of the garage and offer a wonderful bonus: another screened-in porch ~ creating an ideal guest suite, office, or whatever you decide ~ the world is your oyster. All hard-surface flooring means no carpet anywhere. A one-car garage plus an extra-long two-car driveway provides plenty of parking. Allenwood has a great community pool, sidewalks, and is convenient to the public schools and fabulous waterfront restaurants. Available immediately and exceptionally pristine - this one is truly move-in ready and better than new!

207 Ceasar Place, Hilton Head Island

Listing courtesy of RE/MAX Island Realty.

$1,045,000

3 Beds ⋅ 3 Baths ⋅ 2,731 SqFt. ⋅ HILTONHEAD-512209 MLS

Welcome to 2 Sea Otter Court, a custom one-owner home that has been lovingly maintained & enjoyed for more than 30 years. Located in Hilton Head Plantation about midway between the Spring Lake Pool/Tennis Complex and the Dolphin Head Recreation Area, Playground, and the Pine Island Beach. The bike path is directly across the street, making it easy to navigate the Plantation. This inviting 3-bedroom, 2 1/2 bath home offers timeless craftsmanship & thoughtful updates. Solid oak floors and high smooth ceilings create a warm & spacious feel from the moment you enter. The heart of a home is always the Kitchen; 2 Sea Otter has an updated eat-in kitchen that opens seamlessly to the family room-perfect for everyday living and entertaining. Home chefs will appreciate the top-of-the-line SS appliances, double wall ovens, and Thermador five-burner cooktop, while guests will enjoy gathering around this welcoming space. Step outside to the expansive deck, ideal for grilling, relaxing, or entertaining family & friends. The paver driveway enhances the home's curb appeal & leads to the convenient side-entry garage. The roof was replaced in 2016, and the HVAC system was replaced in 2022. After more than 30 years of enjoyment, the current owners are ready to pass this special home on to its next chapter. Come discover why 2 Sea Otter is ready to welcome you home.

2 Sea Otter Court, Hilton Head Island

Listing courtesy of Charter One Realty.

$899,000

4 Beds ⋅ 4 Baths ⋅ 2,232 SqFt. ⋅ HILTONHEAD-512036 MLS

This stunning four-bedroom home located on a cul-de-sac street sits on a great lot with views of the Oyster Reef Golf Course. Even better, it's just around the corner from the access point for the Dolphin Head Bluff Path. This home boasts an incredible floor plan with two primary bedroom suites, one downstairs and one upstairs. You will enjoy the renovated kitchen with stainless steel appliances, custom cabinets, all open to the main living areas. There is so much natural light throughout and tons of storage space. This home has beautiful crown moldings and great ceiling height throughout.Living in the Low Country means outdoor living space is a must, and this has an incredible back yard/patio with exceptional golf views of #8 of the Oyster Reef Course. Updated bathrooms recently painted and the roof was replaced a year ago, you can move in worry free. Hilton Head Plantation has low fees and incredible amenities: Golfers have four championship 18-hole courses within the community (Bear Creek, Dolphin Head, Oyster Reef and the Country Club of Hilton Head). Private beach lovers enjoy a private shoreline along the Port Royal Sound in Dolphin Head Park. HHP has a resort-style zero-entry pool with lazy river and splash pad anchors Spring Lake Recreation Area. There's even a Marina just inside the community and for garden lovers, Seabrook Farms is a place where residents can rent beds to grow vegetables, fruits, and flowers.

16 Yellow Rail Lane, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty.

$635,000

3 Beds ⋅ 2 Baths ⋅ 1,602 SqFt. ⋅ HILTONHEAD-511997 MLS

Opportunity to own a beautifully updated 3-bedroom townhouse in Hilton Head Plantation for under $700,000. This is one of those homes you truly have to see to appreciate. Stunning renovated kitchen from top to bottom has it all, while the great room features a custom wood-trim ceiling that adds warmth and character. LVP extends throughout the first floor. The bathrooms have been thoughtfully updated with today's finishes. The versatile floor plan includes a 1st floor bedroom or den along with two 2nd floor bedrooms. Outside, you'll find a generously sized fenced front service yard that can also be used as a dog run. The expansive private rear stone patio, complete with a fire pit, creates a peaceful retreat for relaxing alone or with family and friends. Storage is another feature, with 2 separate storage areas--one is exceptionally large and could be a workshop. New Anderson sliding doors add both beauty and energy efficiency. This townhome checks all the boxes, making it a great property for a primary residence, 2nd home, starter home, or long-term rental. It is a low-maintenance lifestyle home, allowing you to enjoy all Hilton Head has to offer. As the saying goes, "Don't judge a book by its cover." This home has been transformed with remarkable updates and is one you won't want to miss.

4 Honeysuckle Court, Hilton Head Island

Listing courtesy of Charter One Realty.

$340,000

2 Beds ⋅ 2 Baths ⋅ 900 SqFt. ⋅ HILTONHEAD-512032 MLS

Investor friendly condo steps to the beach! Short term rental capable, completely renovated and new, fully furnished, with a lovely balcony outfitted with appealing deck chairs. HHBT Resort has it all! Walk or ride bikes to the beach, take a dip in the pools, fit in a gym workout, a match of Pickle ball or Tennis, play on the playground, eat at any of the restaurants within each, and so much more! Don't miss this beautiful opportunity that is priced to sell!

40 Folly Field Road Unit APT G21, Hilton Head Island

Listing courtesy of EXP Realty LLC.

$699,000

3 Beds ⋅ 3 Baths ⋅ 2,179 SqFt. ⋅ HILTONHEAD-511040 MLS

Beautifully maintained 3-bedroom, 2.5-bath home offering picturesque tidal marsh views in one of Hilton Head Island's most conveniently located gated communities. Thoughtfully designed for comfortable Lowcountry living, this home combines privacy, natural beauty, and easy access to everything the island has to offer. Enjoy tranquil marsh vistas from your living spaces and outdoor areas, creating the perfect backdrop for morning coffee, evening sunsets, and year-round wildlife viewing. The home's immaculate condition reflects pride of ownership throughout, making it truly move-in ready. Located within the gated Jarvis Creek Club community, residents enjoy access to a neighborhood swimming pool, scenic lagoons, and a welcoming atmosphere. The central island location provides quick access to shopping, dining, schools, healthcare, and Hilton Head's renowned beaches, while nearby walking and leisure paths make it easy to enjoy an active outdoor lifestyle. The community offers a pool and gated entry, with convenient access to major island destinations. Whether you're seeking a primary residence, second home, or island retreat, 9 Jarvis Creek Court presents a rare opportunity to enjoy marshfront serenity, exceptional convenience, and the best of Hilton Head living. Impeccably maintained and ideally situated, this is Lowcountry living at its finest.

9 Jarvis Creek Court, Hilton Head Island

Listing courtesy of BESTNEST By Beverly Serral.

$2,295,000

4 Beds ⋅ 6 Baths ⋅ 3,592 SqFt. ⋅ HILTONHEAD-510274 MLS

LOCATED in Port Royal the oceanfront private community on Hilton Head. ON A 1.3 ACRE LOT with massive live Oaks and TIDAL VIEWS FOR MILES toward PORT ROYAL SOUND. Natural landscape changes constantly with the tides, showing changing colors of the Spartina grass. This home offers unmatched quietness and privacy to allow you to unwind and escape the daily rush. See a wide variety of birds, marine life and other animals like being in a private nature sanctuary. Outdoor kitchen pool, and gazebo for the firepit overlooking tidal marsh out to Port Royal Sound. Large porch overlooking the pool and Pool power room. The main house has a Master & Three bedrooms.. A large quest suite over the three-car garage. The garage has GREAT storage and workspace. The updated kitchen opens to a large dining area. This area is connected to two large sitting areas overlooking the tidal marsh. The 3-car garage has all built-in storage and epoxy floors. A total of 4 bedrooms with 4 full baths and 2 half baths ( one is by the pool) If you ever wanted to enjoy nature, this is the perfect location.

4 Hartford Place, Hilton Head Island

Listing courtesy of Charter One Realty.

$6,500,000

5 Beds ⋅ 7 Baths ⋅ 6,000 SqFt. ⋅ HILTONHEAD-509318 MLS

There is a particular kind of home that reveals itself slowly. That earns your attention rather than demanding it. 12 Brams Point Road is that home. Set on one and a half acres along the Calibogue Sound within the exclusive enclave of Spanish Wells, this is one of Hilton Head Island's true deep-water residential positions. Spanish Wells is not a club-centric community. It is one that values privacy, quality of life, and living by the water. A sandy beach at the water's edge and the optional Spanish Wells Club, with its walking 9-hole course, Har-Tru tennis, pickleball, and waterside clubhouse, are simply there for those who want them. The first chapter belongs to a world-renowned transplant surgeon and his wife, who conceived and built this home under their own exacting supervision, with the precision and uncompromising standard that defines a life spent at the highest level of human endeavor. Among the things they built into it from the start: a geothermal HVAC system, at a moment when very few residential builders were thinking that far ahead. The second chapter belongs to a noted art collector and architecture connoisseur who knew precisely what this home was when he found it, and precisely what it needed. He did not renovate it. He completed it, adding the Havana deck, the infinity edge spilling into a dedicated lap pool below, the fully screened outdoor great room with fireplace and full kitchen, and the layers of landscape that make the privacy here feel effortless and absolute. In 2023, the geothermal system was completely replaced and upgraded to the newest available filtration technology, producing hospital-quality air throughout. A standard that, across two ownerships, was never incidental. Five bedroom suites, each with its own private view of water or gardens. Gallery walls throughout. A layout open, connected, and completely private. A dock permit in hand. Traded once, in 2018. Offered now for only the second time. Come home to 12 Brams Point.

12 Brams Point Road, Hilton Head Island

Listing courtesy of ELEVE PROPERTIES Brokered by EXP Realty.

$1,050,000

3 Beds ⋅ 4 Baths ⋅ 2,296 SqFt. ⋅ HILTONHEAD-508199 MLS

This newly built custom 3 bed, 3.5 bath home features an open-concept living area, spacious garage, and 4-stop elevator. The primary suite includes two walk-in closets and en suite bath. The forth floor offers a flexible space featuring a bedroom, full bath, and living area with elevator access. Community amenities include a fishing dock and pool. A rare opportunity to own a thoughtfully designed home in a serene coastal setting with spectacular sunsets and marsh views! *ARB pre-approved plans for upper and lower rear deck extensions are in progress.

31 Sterling Pointe Drive, Hilton Head Island

Listing courtesy of Schembra Real Estate Group.

$150,000

HILTONHEAD-507477 MLS

This is one of the widest Jib Sail lots. Well established residential area with an outstanding mid Island location. Easy walk to Shelter Cove's shops and restaurants. No need to worry about parking for the fireworks on Tuesday night.

46 Jib Sail Court, Hilton Head Island

Listing courtesy of Distinctive Properties of HH.

$3,749,000

4 Beds ⋅ 5 Baths ⋅ 3,943 SqFt. ⋅ HILTONHEAD-507434 MLS

Fantastic waterfront home is Spanish Wells. This home is beautifully remodeled and is in perfect condition. Property is over 1 acre with deep water dock, pool and oversized 2 car garage. It has a spacious mother-in-law suite over the garage.

12 Widewater Road, Hilton Head Island

Listing courtesy of Searchlight Realty Daniel T Jackson Inc.

$7,000,000

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

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

48 Widewater Road, Hilton Head Island

Listing courtesy of Daniel Ravenel Sotheby's International Realty.

$1,999,000

4 Beds ⋅ 4 Baths ⋅ 3,494 SqFt. ⋅ HILTONHEAD-506548 MLS

Welcome to this beautifully reimagined luxury residence in the sought-after deep-water community of Spanish Wells, where timeless coastal elegance meets modern sophistication. Golf Carts & Motorcyle Community! This home was completely renovated in March 2026, showcasing exceptional craftsmanship & thoughtful design throughout. Upon entering, you are greeted by gorgeous solid white oak flooring that flows throughout the main level, creating a warm and refined atmosphere. The spacious living room, has a tray ceiling & natural light from newly installed windows, offers an inviting elegant setting for everyday living. At the heart of the home is the stunning chef's kitchen, beautifully appointed w/granite countertops, stainless-steel appliances & a professional-grade 6-burner double oven w/pasta filler faucet. A generous pantry & additional storage ensure both beauty & functionality. The kitchen opens seamlessly to the expansive great room, where vaulted ceilings & a striking brick wood-burning fireplace w/custom built-ins create a dramatic gathering space. Designed for effortless entertaining, the home offers a private courtyard on one side & a large screened Carolina room on the other, perfect for enjoying the coastal climate year-round. A formal dining room just off the kitchen provides an elegant setting for hosting memorable dinners & celebrations. The open-concept layout blends modern luxury w/relaxed coastal living, making this home ideal for both entertaining & everyday comfort. The luxurious primary suite is a private retreat featuring an oversized walk-in closet w/a built-in closet system. The spa-inspired primary bath includes a freestanding soaking tub, separate shower, dual vanities, & a private water closet, offering a serene sanctuary. Sliding doors lead to the private courtyard, Also on the first floor is a newly constructed guest bedroom with a full bath, ideal for guests or multi-generational living. A laundry room & stylish half bath are conveniently located down the hall from the kitchen. Upstairs, two additional bedrooms w/new carpeting share a beautifully updated full bath, providing comfortable accommodations for family & visitors. This 4-bedroom, 3-bath residence sits on an expansive lot of just over one acre, offering privacy & space to enjoy Lowcountry living. Property allows Golf Carts, RV's, Boats & Motorcycles, circular driveway, a spacious two-car garage & RV parking pad w/privacy fence! See list of additional features

13 Mcintosh Road, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty.

$239,900

HILTONHEAD-506404 MLS

Amazing opportunity to build your dream home on a beautiful corner lot in one of Hilton Head Island's finest north end gated communities. The Paddocks is one of Hilton Head's best kept secrets. Enjoy the community dock, nature trails, fishing, kayaking, a community pool with hot tub, clubhouse, open air pavilion, outdoor fireplace, etc. The Paddocks sits off Jonesville Road which is located in an area that screams southern charm with moss dripping from live oaks. Make this lot your next and final homesite

24 Welsh Pony Lane, Hilton Head Island

Listing courtesy of Howard Hanna Allen Tate Lowcountry.

$3,295,000

5 Beds ⋅ 6 Baths ⋅ 4,334 SqFt. ⋅ HILTONHEAD-505653 MLS

Set on more than one acre in the heart of Sea Pines, this 5-bedroom, 5.5-bath home offers 270-degree golf views across two of the most celebrated courses on Hilton Head Island. Enjoy sweeping fairway vistas of the 1st and 18th holes at Heron Point by Pete Dye and the 5th and 6th holes at Atlantic Dunes by Davis Love III-a rare vantage point that places you at the center of the Sea Pines golf and beach lifestyle. Properties with this level of acreage, privacy, and panoramic golf views in Sea Pines are exceptionally rare. Designed as a sprawling open ranch, the home celebrates the natural beauty that defines Sea Pines. Expansive windows frame spectacular golf course views and invite the outdoors in, creating a light-filled interior connected to the surrounding landscape. The layout reflects a timeless philosophy-homes designed to flow seamlessly with nature. Outdoor living shines with extensive patio spaces for dining, entertaining, and relaxing, all set against the dramatic backdrop of championship golf. A private pool offers a peaceful retreat after a day at the beach or on the course, making the property ideal as a Sea Pines vacation home, luxury second home, or Hilton Head Island investment property. Located in one of the most sought-after areas of Sea Pines, the home is walkable to the beach, Sea Pines trolley stops, and multiple restaurants and amenities. Currently featured as a vacation rental property with Sea Pines Resort, it offers immediate income potential while also serving as an exceptional private retreat within Sea Pines.

34 N Live Oak Road, Hilton Head Island

Listing courtesy of Sea Pines Real Estate - Beach Club.

$499,000

HILTONHEAD-505726 MLS

A Rare Find In The Highly Desirable Spanish Wells Area Of Hilton Head Island. This Marsh Front Lot Invites You To Enjoy 1.1 Acres Of Peace And Tranquility! This Lot Features Majestic Oak Trees And Views! Located Close To Everything Hilton Head This Lot Is Waiting For You!!! The Neighboring 1.01 Acre Lot Is Also Available For Sale!

15 Sassafras Lane, Hilton Head Island

Listing courtesy of Flame Lilly Real Estate Group.

$599,000

2 Beds ⋅ 1 Baths ⋅ 972 SqFt. ⋅ HILTONHEAD-505263 MLS

A rare find in the highly desirable Spanish Wells area of Hilton Head Island. This marsh front lot invites you to enjoy 1.1 acres of peace and tranquility! The cute little brick house though needing repair holds abundant potential to make a dream come true! This lot features majestic oak trees and views! Located close to everything Hilton Head This lot is waiting for you!!! Adjacent 1.1 acre lot also available.

13 Sassafras Lane, Hilton Head Island

Listing courtesy of Flame Lilly Real Estate Group.

$2,249,900

4 Beds ⋅ 4 Baths ⋅ 2,922 SqFt. ⋅ HILTONHEAD-504552 MLS

Experience Lowcountry living at its finest in this bright, airy home designed for seamless indoor-outdoor enjoyment. Expansive floor to ceiling windows and sliding doors flood the main living area with natural light while opening directly to the outdoor entertaining spaces. The gourmet kitchen features premium appliances, generous island seating, a cozy breakfast nook, and a separate formal dining area, perfect for both casual meals and elegant gatherings. Four bedrooms plus a versatile flex room provide plenty of space for family, guests, or a home office. Step outside to your private backyard oasis, complete with a saltwater pool and spa, spacious deck for al fresco dining, and lush landscaping that frames peaceful lagoon views. Ideally located just 1.2 miles from the beach and minutes from world class golf, tennis, and Harbour Town, this residence offers effortless indoor-outdoor living and a lifestyle rich with recreation.

30 Plantation Drive, Hilton Head Island

Listing courtesy of Harbour & Home Real Estate.

Hilton Head Island, SC Acreage Homes for Sale

Acreage Homes for sale in Hilton Head Island, SC