25

Hilton Head Island, SC Homes for Sale with Acreage

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  • /100

    $10,995,000

    • 5 Beds
    • 6.5 Baths
    • 8,025 Sq Ft

    90 Tidewater Manor, Hilton Head Island, SC 29926

    Introducing a distinguished waterfront estate located within an ultra-private five-lot, gated deep-water enclave on Hilton Head. This exceptional offering is the only residence in the community comprised of two separate lots, conveyed together to create an unparalleled opportunity for privacy and long-term flexibility. The primary residence is positioned on 1.2 acres, complemented by an

    Maxey Distinctiv Properties Maxey Blackstream Christie's International Real Estate (898)

    90 Tidewater Manor, Hilton Head Island, SC 29926
  • /72

    $3,295,000

    • 5 Beds
    • 5.5 Baths
    • 4,334 Sq Ft

    34 N Live Oak Rd, Hilton Head Island, SC 29928

    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

    Lorri Lewis Sea Pines RE At The Beach Club

    34 N Live Oak Rd, Hilton Head Island, SC 29928
  • /96

    $2,275,000

    • 4 Beds
    • 3.5 Baths
    • 3,494 Sq Ft

    13 Mcintosh Rd, Hilton Head Island, SC 29926

    Welcome to this beautifully reimagined luxury residence in the sought-after deep-water community of Spanish Wells, where timeless coastal elegance meets modern sophistication. 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

    Tracy Dayton COAST PROFESSIONALS Brokered by EXP Realty (901)

    13 Mcintosh Rd, Hilton Head Island, SC 29926
  • /5

    $239,900

    • Land
    • 1 Acre
    • $239,900 per Acre

    24 Welsh Pony Ln, Hilton Head Island, SC 29926

    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

    Bob Jones Howard Hanna Allen Tate Lowcountry (222)

    24 Welsh Pony Ln, Hilton Head Island, SC 29926
  • /18

    $499,000

    • Land
    • 1.01 Acres
    • $494,059 per Acre

    15 Sassafras Ln, Hilton Head Island, SC 29926

    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.

    Teena Manzira Flamelilly Real Estate Group

    15 Sassafras Ln, Hilton Head Island, SC 29926
  • /62

    $1,450,000

    • 4 Beds
    • 4.5 Baths
    • 3,448 Sq Ft

    49 Widewater Rd, Hilton Head Island, SC 29926

    Welcome to 49 Widewater in the highly sought-after waterfront community of Spanish Wells. Set on over 1.4 acres, this beautiful Lowcountry home offers exceptional privacy, expansive outdoor space, and a stunning private pool-perfect for relaxing or entertaining. A charming front porch welcomes you into the home, where you'll find a bright two-story living room filled with natural light. The open

    The Wedgeworth Team Charter One Realty (063C)

    49 Widewater Rd, Hilton Head Island, SC 29926
  • /48

    $1,150,000

    • 3 Beds
    • 3.5 Baths
    • 2,843 Sq Ft

    5 Narragansett Ln, Hilton Head Island, SC 29928

    LOCATION LOCATION!!! Opportunities like this are rare in Shipyard on Hilton Head's sought-after south end. Situated on over one acre overlooking the 9th green of the Clipper Golf Course. This 2,853 sq ft home offers space, privacy, and unlimited potential just minutes from the island's most beautiful beach and the vibrant Coligny Shopping Plaza. Inside, you'll find oak floors, 3 bedrooms, 3.5

    Joseph Capozzoli Lowcountry Live Oak Realty (883)

    5 Narragansett Ln, Hilton Head Island, SC 29928
  • /8

    $699,000

    • Land
    • 1.5 Acres
    • $466,000 per Acre

    0 Wild Horse Rd, Hilton Head Island, SC 29926

    Go & Show.

    Tomeca McPherson Howard Hanna Allen Tate Lowcou

    0 Wild Horse Rd, Hilton Head Island, SC 29926
  • /50

    $2,449,000

    • 5 Beds
    • 4 Baths
    • 2,922 Sq Ft

    30 Plantation Dr, Hilton Head Island, SC 29928

    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

    Michael Chou Harbour & Home Real Estate

    30 Plantation Dr, Hilton Head Island, SC 29928
  • /11

    $529,000

    • Land
    • 5,227 Acres
    • $101 per Acre

    68 Bermuda Pointe Cir, Hilton Head Island, SC 29926

    Rare deep-water homesite in the gated waterfront community of Bermuda Pointe on Skull Creek. Enjoy expansive Intracoastal Waterway views, breathtaking sunsets, and direct boating access from your neighborhood dock potential. This premier North End location offers quick access to open water, easy on and off island convenience, and close proximity to Skull Creek's popular waterfront dining and

    COAST PROFESSIONALS II COAST - Brokered by EXP Realty (901A)

    68 Bermuda Pointe Cir, Hilton Head Island, SC 29926
  • /50

    $2,795,000

    • 4 Beds
    • 4.5 Baths
    • 3,216 Sq Ft

    2 Willow Oak Rd W, Hilton Head Island, SC 29928

    Welcome to 2 Willow Oak Road West, an extraordinary and masterfully renovated residence located in the heart of Sea Pines on Hilton Head Island. Thoughtfully redesigned with impeccable attention to detail, this stunning home now offers 4 bedrooms, 4.5 bathrooms, and a seamless blend of modern luxury and Lowcountry sophistication. Every inch of the home has been transformed, featuring

    Andrea Fasano Keller Williams Realty (322)

    2 Willow Oak Rd W, Hilton Head Island, SC 29928
  • /12

    $875,000

    • Land
    • 2 Acres
    • $437,500 per Acre

    Tbd Farmers Club Rd, Hilton Head Island, SC 29926

    Prime Hilton Head Development Opportunity! Approximately 2 acres located at 1 Farmers Club Road, zoned multi-use—offering exceptional flexibility for commercial, residential, or mixed-use development. Situated just off Highway 278, the property provides excellent visibility, easy access to Bluffton and Hilton Head Island, and strong traffic exposure. Ideal for office, retail, medical, or

    Craig Cleveland Charter One Realty

    Tbd Farmers Club Rd, Hilton Head Island, SC 29926
  • /98

    $3,950,000

    • 5 Beds
    • 7 Baths
    • 6,377 Sq Ft

    1 Cedar Ln, Hilton Head Island, SC 29926

    One of one. Welcome home to 1 Cedar, a deep-water sanctuary tucked into the privacy of gated Moss Creek, offering a private marina, dog park, fitness, riverfront pool complex, golf, racquet sports, dining, and some of the most stunningly beautiful Lowcountry backdrops imaginable. There is simply nothing else like it. Here, the rhythm of the tides becomes the rhythm of your life... gentle,

    Daniella Stonefield Eleve Properties Bkd by eXp

    1 Cedar Ln, Hilton Head Island, SC 29926
  • /12

    $875,000

    • Land
    • 2 Acres
    • $437,500 per Acre

    1 Farmers Club Dr, Hilton Head Island, SC 29926

    Prime Hilton Head Development Opportunity! Approximately 2 acres located at 1 Farmers Club Road, zoned RM-4, offering exceptional flexibility for residential development. Situated just off Highway 278, the property provides excellent visibility, easy access to Bluffton and Hilton Head Island, and strong traffic exposure. Ideal for single family homes, mobile homes, or townhomes. A standout

    Craig Cleveland Charter One Realty (063D)

    1 Farmers Club Dr, Hilton Head Island, SC 29926
  • /36

    $4,000,000

    • Land
    • 3.87 Acres
    • $1,033,592 per Acre

    210 Fish Haul Rd, Hilton Head Island, SC 29926

    Premier 3.87-acre residential development opportunity on Hilton Head Island’s North End! Located at 210 Fish Haul Rd, this parcel is zoned residential & minutes from Fish Haul Beach Park, Port Royal Sound, Hilton Head Airport, golf, & more. Offered with the adjoining parcel, this combined offering expands development potential. Excellent site for a private estate, vacation homes, or a small

    Colleen Sullivan Keller Williams Realty (322)

    210 Fish Haul Rd, Hilton Head Island, SC 29926
  • /67

    $5,675,000

    • 4 Beds
    • 7 Baths
    • 5,941 Sq Ft

    10 Brams Point Rd, Hilton Head Island, SC 29926

    Stunning deep water views in Spanish Wells! Opportunity of a lifetime awaits you in this almost 6,000 sqft estate that enjoys breathtaking views on Hilton Head’s ICW. The home features a custom floor plan w/ exquisite millwork, Italian stone floors, & heart pine in the kitchen/great room. Entertain w/ butler’s pantry & beverage bar. The primary suite is located on the 1st floor. All other

    Justin Remegi EXP Realty LLC (938)

    10 Brams Point Rd, Hilton Head Island, SC 29926
  • /100

    $7,900,000

    • 4 Beds
    • 5.5 Baths
    • 5,831 Sq Ft

    3 Stella Del Mare Manor, Hilton Head Island, SC 29928

    Cross your private bridge into one of Hilton Head Island's most discreet and protected oceanfront enclaves. Stella del Mare is one of only two beachfront communities on the island where short-term rentals are not permitted - ensuring year-round privacy, security, and a consistently quiet residential environment. For buyers who value ownership over occupancy turnover, this 4-bedroom, 5.5-bath

    The Prudhomme Team William Raveis - Carolina LLC (332)

    3 Stella Del Mare Manor, Hilton Head Island, SC 29928
  • /98

    $6,800,000

    • 5 Beds
    • 6.5 Baths
    • 9,287 Sq Ft

    16 Oyster Shell Ln, Hilton Head Island, SC 29926

    Stately, Sound front home with Ocean views. 199 ft of Waterfront. Water views from every room to include Ocean, Sound, Lagoon and #6 Oyster Reef Golf green. The home boasts man-made and natural elements that make it Dazzle. Designed for Cooking and Entertaining with large open concept spaces surrounded by glass. Well designed Chefs Kitchen to include Sub zero refrigerators, Wolf cooktop and Miele

    Corey Campbell Lighthouse Realty (207)

    16 Oyster Shell Ln, Hilton Head Island, SC 29926
  • /42

    $559,000

    • 4 Beds
    • 3.5 Baths
    • 2,056 Sq Ft

    44 Pink Sand Ln, Hilton Head Island, SC 29926

    Unmatched Value on Hilton Head Island! Discover one of the best price-per-square-foot opportunities on the island at 44 Pink Sand. Built in 2022, this 4-bedroom, 3.5-bath townhome boasts the largest floor plan in the community-offering more space, flexibility, and livability than any other available unit. Spanning three levels, enjoy an open-concept main floor perfect for entertaining, spacious

    Brandon Greenplate Greenplate Group Brokered by eXp Realty (985)

    44 Pink Sand Ln, Hilton Head Island, SC 29926
  • /81

    $4,600,000

    • 4 Beds
    • 5.5 Baths
    • 6,042 Sq Ft

    29 Baynard Park Rd, Hilton Head Island, SC 29928

    This one-of-a-kind property is privately sited on almost an acre lot with panoramic marsh and water views providing the perfect backdrop for spectacular sunsets. Kermit Huggins, renowned architect, designed this property with 2 structures that harmoniously co-exist with their natural surroundings. Special features include new metal roof, hardwood flooring, pella windows/doors, renovated kitchen,&

    Herman and Davis Properties Charter One Realty (063C)

    29 Baynard Park Rd, Hilton Head Island, SC 29928
  • /7

    $3,500,000

    • Land
    • 4 Acres
    • $875,000 per Acre

    00 Dillon Rd, Hilton Head Island, SC 29926

    This could possibly be the last undeveloped parcel of this size on Hilton Head Island. Total acreage = 4.06. This parcel backs up to the fire department training center and the HH Airport. Plans to upgrade the current airport with 43k additional sq ft. New gates/jetways, more parking, enhanced security and modern baggage claim. FAA grant of $20 million will go toward the project budget of $53

    Lindsay Bunting Sea Pines Real Estate - The Cottage Group, LLC (506)

    00 Dillon Rd, Hilton Head Island, SC 29926
  • /2

    $139,500

    • Land
    • 1.7 Acres
    • $82,059 per Acre

    41 Jenkins Rd Unit 166, Hilton Head Island, SC 29926

    Great Lot located on the Inner loop of RV Resort. This lot offers water/sewage, wifi and cable. The lot has a concrete slab can accomodate up to 50'' Motorcoach. Power hook up offers a 30/50 amp hookup

    Dave Collins eXp Realty LLC - Bluffton

    41 Jenkins Rd Unit 166, Hilton Head Island, SC 29926
  • /2

    $275,000

    • Land
    • 3.4 Acres
    • $80,882 per Acre

    00 Tbd Dr, Hilton Head Island, SC 29926

    3.4 land-locked acres on Hilton Head Island - Presently no existing easement to the lot. Buyer to verify all details and ability to develop/build as land is currently considered wetlands.

    Kate Weglarz Brokers Real Estate, Inc.

    00 Tbd Dr, Hilton Head Island, SC 29926
  • /2

    $299,000

    • Land
    • 1 Acre
    • $299,000 per Acre

    598 William Hilton Pkwy, Hilton Head Island, SC 29928

    This roughly .36ac commercial/residential mix use parcel has around 74' of prime William Hilton Parkway frontage. All utilities available! It is located mid-island within the historic Gullah community of Chaplin which is one of the Town of Hilton Head Island's initiative areas. There are plans to redevelop Chaplin Park across the street and also plans for a 100+ac park at Port Royal. This lot is

    Taiwan Scott Atlantic Real Estate Inc (217)

    598 William Hilton Pkwy, Hilton Head Island, SC 29928
  • /90

    $4,295,000 New Construction

    • 6 Beds
    • 6.5 Baths
    • 3,097 Sq Ft

    71 Dune Ln, Hilton Head Island, SC 29928

    Introducing an extraordinary 2026 brand new construction luxury residence at 71 Dune Lane. Perfectly positioned oceanside in the sought after North Forest Beach enclave. This 6-bedroom, 6.5-bath home, set within one of Hilton Head Island's most prestigious beach corridors, celebrates modern coastal living with ocean views, premium design, and thoughtful functionality. Architectural design by Neil

    Coast Professionals COAST PROFESSIONALS Brokered by EXP Realty (901)

    71 Dune Ln, Hilton Head Island, SC 29928

Home Trends in Hilton Head Island, SC

Housing Trends

Median Sale Price
$775,000
Median Single Family Sale Price
$915,000
Median Townhouse Sale Price
$807,000
Median 2 Bedroom Sale Price
$468,250
Median 1 Bedroom Sale Price
$337,500
Average Price Per Sq Ft
$499
Number of Homes for Sale
625
Last 12 months Home Sales
2,009
Months of Supply
3.70
Median List Price
$765,000
Median Change From 1st List Price
4%
Median Home Sale Price YoY Change
-1%
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