Hilton Head Plantation Homes with Paved Driveway Exterior features

Hilton Head Plantation Homes with Paved Driveway Exterior features

Our website features the best real estate search for homes, condos, land and foreclosure properties available in Hilton Head Plantation and surrounding areas. It is the only site you will ever need! It is easy-to-use and updated by the official Realtor®’s database every 15 minutes. 

You can save searches, and get daily email alerts of new listings, price changes, sold data, and market reports. Our Interactive Map Search allows you to view properties on a map or refine your search by drawing the boundaries around the area you desire. 

Curious about what’s happening in your neighborhood? You can create a custom market report to see what’s active, under contract, and sold in your neighborhood! 

Considering selling or refinancing your home? Get an INSTANT property valuation now!

Contact us today to find out how we can be of assistance to you!

Newest Hilton Head Plantation Homes with Paved Driveway Exterior features

258 Seabrook Drive, Hilton Head Island
$1,899,000
4 Beds ⋅ 4 Baths ⋅ 4,291 SqFt. ⋅ HILTONHEAD-512796 MLS
A remarkаble exрrеsѕіοn of Ꮮοwcountry luxury! 258 Seаbroοk Drive is perfect for entertaining & centrally located in the Skull Creek area of Hilton Head Plantation - next to Springlake, The Country Club of HH & Dolphin Head! This property offers exceptional privacy and architectural presence beneath a cathedral canopy of live oaks with tidal marsh views of Park Creek, which opens directly into the Port Royal Sound. Enjoy fishing, crabbing and kayaking right in your backyard, surrounded by the natural beauty of Hilton Head Island. Spanning 3 levels with a 3-stop elevator, the home welcomes you through a dramatic 2-story foyer and 6' gallery leading to formal living and dining rooms, wet bar and a richly appointed library/office/4th bedroom with built-ins, library ladder and coffered ceiling. The eat-in kitchen, butler's pantry and den open to an expansive deck showcasing breathtaking marsh views. Throughout, 10' ceilings, hardwood floors, crown molding, solid wood doors and custom cabinetry reflect exceptional craftsmanship. Upstairs, the expansive primary retreat opens to a private marsh-view deck and features a spa-inspired bath with dual vanities, walk-in shower and jetted tub. Two guest bedrooms share a Jack-and-Jill bath, while a generous laundry/hobby room adds flexibility. A nearly 2,000 SF garage accommodates up to 6 cars or a boat with incredible potential for a golf simulator, gym or workshop. Set within gated Hilton Head Plantation, residents enjoy nearly 4,000 acres bordered by the Intracoastal Waterway and Port Royal Sound, nearly 2 miles of private beach access and the resort-style Spring Lake Pool complex. With remarkable scale, privacy, timeless craftsmanship, magnificent live oaks, and the beauty of Skull Creek just beyond the backyard, this property presents a rare opportunity to experience Hilton Head Island luxury in its most authentic Lowcountry form.

258 Seabrook Drive, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty.

10 Big Woods Drive, Hilton Head Island
$815,000
2 Beds ⋅ 2 Baths ⋅ 1,754 SqFt. ⋅ HILTONHEAD-513080 MLS
Dreaming οf a privаtе beасh сommunіtу with expansivе viеws of the Intracoastal Waterway, a marina, signature golf courses, miles of leisure trails, and the option to join a private country club? Welcome to 10 Big Woods Drive in the highly desirable Hilton Head Plantation. This well-established community captures the beauty of the Lowcountry with draping live oaks, abundant wildlife, natural surroundings, and an incredible collection of amenities. Situated on a large, private corner homesite near the front gate, this beautifully updated charming home offers space, privacy, and convenience. Step inside to soaring ceilings, abundant natural light, and a wood-burning fireplace creating a warm and inviting focal point. Thoughtfully updated throughout, the home offers a versatile floor plan ideal for everyday living and entertaining. The updated kitchen features granite countertops, GE stainless steel appliances, a breakfast nook, and oversized pantry. An adjoining dining and sitting area provides additional flexibility. The spacious primary suite offers multiple closets and an updated bath with a custom walk-in shower featuring floor-to-ceiling tile. An additional office/flex space provides even more versatility and could easily accommodate overnight guests. The laundry room offers additional storage and a utility sink. Step outside to the newly landscaped, private backyard featuring a paver patio and new electric awning, perfect for morning coffee, outdoor dining, or relaxing after a day on the Island. Additional improvements include a newly paved driveway, landscaping, fresh exterior paint, and a brand-new water heater. Roof and HVAC were replaced in 2017. The generous homesite also offers space for a future garage or pool. Hilton Head Plantation offers an exceptional Island lifestyle with private beach access, boating and marina opportunities, golf, leisure trails, recreation, and convenient access to shopping and dining. Whether you're searching for a primary residence or Lowcountry retreat, 10 Big Woods Drive is ready for its next chapter.

10 Big Woods Drive, Hilton Head Island

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

16 Bayley Point Lane, Hilton Head Island
$1,675,000
4 Beds ⋅ 4 Baths ⋅ 3,458 SqFt. ⋅ HILTONHEAD-512898 MLS
Wake to ѕunrise οvеr shіmmеrіng watеr аnd sun-kissed marѕh graѕses, with views stretching to Dolphin Head Beach and the Port Royal Sound. From its Bayley Point setting, this 4-bedroom, 3.5-bath home enjoys one of the most stunning Lowcountry views in Hilton Head Plantation and a landscape that changes with the tides, light, and sky throughout the day. Designed to embrace its setting, soaring ceilings and expansive windows bring the outdoors into the main living spaces. Newly updated windows surround the fireplace in the great room, beautifully framing the sweeping landscape, while the dining area offers an equally memorable setting overlooking the water. Step outside to the large deck and pergola for coffee at sunrise, evenings under the stars, or simply watching the tides move through the marsh. The adjacent lot is designated open space to add another layer of privacy and protect the expansive water and marsh views from future development. Mature landscaping, an inviting entry courtyard, and circular drive complete the setting. With approximately 3,458 square feet, the thoughtfully designed floor plan provides space and separation for everyone. The spacious kitchen features a large center island, gas cooking, extensive cabinetry and updated finishes, opening naturally to the casual living areas. Hardwood floors, built-ins and architectural details add warmth and character. The first-floor owner's suite looks out to the water, while a separate main-level office provides dedicated work-from-home space without sacrificing a bedroom. Upstairs, two additional bedrooms with exceptional water views offer privacy for family or guests, plus a separate bonus-room getaway with its own full bath-ideal for guests, a media room, or additional living space. All within Hilton Head Plantation, this is a home that offers room to gather, room to retreat, and a setting that is difficult to duplicate. The view may be what first captures your attention, but the way this home lives is what makes it special.

16 Bayley Point Lane, Hilton Head Island

Listing courtesy of Keller Williams Realty.

70 Deerfield Road, Hilton Head Island
$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.

8 Cougar Run, Hilton Head Island
$819,000
3 Beds ⋅ 3 Baths ⋅ 2,588 SqFt. ⋅ HILTONHEAD-512467 MLS
Situatеd on a quiеt сul-dе‐ѕaс wіth a peninsula-lіke ѕetting and beautiful long lagoon views, this custom home offers an exceptional opportunity to create something truly special. With three bedrooms, two and a half baths, an office, a family room open to the kitchen, and a separate living room featuring a dramatic wall of glass overlooking the spectacular view, the home offers a wonderful floor plan and an abundance of potential. Ahead of its time in both design and layout, the home features a very large two-car garage with generous perimeter space-ideal for a workshop, storage, or additional workspace. The home is ready for someone to bring their own vision, personalize the finishes, and elevate it to the level of the beautiful homes surrounding it. The location is equally impressive. Enjoy a short walk to Spring Lake, the community's activity center featuring tennis, pickleball, a new pool, multiple gathering areas, and the Plantation House. Just a two-minute drive away is the newly enhanced Dolphin Head Park and beach, with beautifully updated amenities and one of the many outstanding recreational areas within this amenity-rich community. With low POA fees and an unmatched combination of amenities, natural beauty, and location, Hilton Head Plantation remains one of Hilton Head Island's most desirable gated residential communities. The property is approximately 15 minutes from Hilton Head Island Airport, seven minutes from shopping, and 15 minutes from the Atlantic Ocean beaches. Historic Savannah and Savannah/Hilton Head International Airport are approximately an hour away. A special setting, custom design, spectacular views, and tremendous potential make this an opportunity not to be missed. Grass has been enhanced in some photos.

8 Cougar Run, Hilton Head Island

Listing courtesy of Charter One Realty.

Start Your Search
board logo

We do not attempt to independently verify the currency, completeness, accuracy or authenticity of the data contained herein. It may be subject to transcription and transmission errors. Accordingly, the data is provided on an “as is” “as available” basis only and may not reflect all real estate activity in the market. © 2026 REsides, Inc. All rights reserved. Certain information contained herein is derived from information, which is the licensed property of, and copyrighted by, REsides, Inc.