Hilton Head Real Estate

Hilton Head Island offers the finest ports of call on the southeastern coast in combination with its many resort luxuries. For more than three decades Hilton Head Island and the Hilton Head Island Real Estate community has been a celebrated landmark for yachtsmen who cruise the Intracoastal Waterway. Along the 244 miles from Charleston, South Carolina to Florida's state line, the ICW abandons the common canals and dredged cuts to wind its way across wide river mouths, through spectacular sounds, and behind and across coastal inlets.

Most people come to Hilton Head Island to take advantage of the wonderful weather and beautiful natural environment. The Island has miles of pristine beaches, beautiful marshland for kayaking, and bike paths that are surrounded by Live Oaks draped in Spanish Moss. With over 20 golf courses and over 300 tennis courts, it's no wonder Hilton Head Island is also known as a great golf and tennis destination.

Hilton Head Real Estate

Sort by:
6 S Calibogue Cay Road, Hilton Head Island

$6,795,000

↓ $505,000

6 S Calibogue Cay Road, Hilton Head Island

0 Beds 0 Baths 0 SqFt Land MLS # 427616

Bob Hodde Hodde Real Estate

75 Dune Lane, Hilton Head Island

$5,995,000

75 Dune Lane, Hilton Head Island

4 Beds 3 Baths 3,022 SqFt Residential MLS # 425877

The Prudhomme Team Carolina Realty Group

8 Ketch, Hilton Head Island

$5,950,000

8 Ketch, Hilton Head Island

7 Beds 7 Baths 4,058 SqFt Residential MLS # 427306

Clark, Cramer & Frank Sea Pines Real Estate South Beach

47 Brams Point Circle, Hilton Head Island

$5,950,000

↓ $550,000

47 Brams Point Circle, Hilton Head Island

4 Beds 6 Baths 9,945 SqFt Residential MLS # 415716

The Wedgeworth Team Charter One Realty C

32 W Beach Lagoon Road, Hilton Head Island

$5,750,000

32 W Beach Lagoon Road, Hilton Head Island

4 Beds 4 Baths 6,148 SqFt Residential MLS # 430734

Herman and Davis Properties Charter One Realty

43 Dune Lane, Hilton Head Island

$5,500,000

43 Dune Lane, Hilton Head Island

7 Beds 7 Baths 6,884 SqFt Residential MLS # 427630

The Joan Kelly Group Keller Williams Realty.

9 Brown Pelican Road, Hilton Head Island

$5,349,000

9 Brown Pelican Road, Hilton Head Island

0 Beds 0 Baths 0 SqFt Land MLS # 429564

Clark, Cramer & Frank Sea Pines Real Estate South Beach

9 Brown Pelican Road, Hilton Head Island

$5,349,000

9 Brown Pelican Road, Hilton Head Island

5 Beds 5 Baths 4,028 SqFt Residential MLS # 429562

Clark, Cramer & Frank Sea Pines Real Estate South Beach

30 Ruddy Turnstone Road, Hilton Head Island

$4,990,000

30 Ruddy Turnstone Road, Hilton Head Island

5 Beds 6 Baths 3,880 SqFt Residential MLS # 430893

Turner Rudd Group Daniel Ravenel Sotheby's International Realty

36 Plumbridge Circle, Hilton Head Island

$4,895,000

36 Plumbridge Circle, Hilton Head Island

5 Beds 6 Baths 6,389 SqFt Residential MLS # 429240

The Etheridge Group Daniel Ravenel Sotheby's International Realty-

30 W Beach Lagoon Road, Hilton Head Island

$4,850,000

30 W Beach Lagoon Road, Hilton Head Island

4 Beds 4 Baths 3,520 SqFt Residential MLS # 430299

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

25 N Calibogue Cay Road, Hilton Head Island

$4,595,000

↓ $200,000

25 N Calibogue Cay Road, Hilton Head Island

6 Beds 5 Baths 6,000 SqFt Residential MLS # 422821

Richard Neste DOT REAL ESTATE

15 Ruddy Turnstone Road, Hilton Head Island

$4,500,000

15 Ruddy Turnstone Road, Hilton Head Island

6 Beds 6 Baths 4,505 SqFt Residential MLS # 429303

Lorri Lewis Sea Pines Real Estate - Beach Club

2 Marsh Drive, Hilton Head Island

$4,500,000

2 Marsh Drive, Hilton Head Island

6 Beds 6 Baths 6,100 SqFt Residential MLS # 428810

Larry Page Charter One Realty

2 Seaside Sparrow Road, Hilton Head Island

$4,195,000

↓ $300,000

2 Seaside Sparrow Road, Hilton Head Island

6 Beds 6 Baths 4,650 SqFt Residential MLS # 424167

The Prudhomme Team Carolina Realty Group

5 Alder Lane, Hilton Head Island

$4,189,000

↓ $400,000

5 Alder Lane, Hilton Head Island

6 Beds 5 Baths 4,003 SqFt Residential MLS # 425738

Stephen Timperman Charter One Realty C

1 Seaside Sparrow Road, Hilton Head Island

$3,999,000

1 Seaside Sparrow Road, Hilton Head Island

7 Beds 7 Baths 5,264 SqFt Residential MLS # 429147

Clark, Cramer & Frank Sea Pines Real Estate South Beach

36 Combahee Road, Hilton Head Island

$3,999,000

36 Combahee Road, Hilton Head Island

5 Beds 5 Baths 6,907 SqFt Residential MLS # 425729

The Ferguson Team Carson Realty of the Lowcountry LLC

24 Red Cardinal Road, Hilton Head Island

$3,999,000

↓ $101,000

24 Red Cardinal Road, Hilton Head Island

4 Beds 4 Baths 3,160 SqFt Residential MLS # 423395

Mary Pracht Sea Pines Real Estate - Beach Club

8 Nighthawk Street, Hilton Head Island

$3,995,500

8 Nighthawk Street, Hilton Head Island

6 Beds 6 Baths 3,600 SqFt Residential MLS # 427708

Charles Sampson Group Charter One Realty

Enhanced
20 Canvasback Road, Hilton Head Island

$3,995,000

↓ $200,000

20 Canvasback Road, Hilton Head Island

5 Beds 5 Baths 4,296 SqFt Residential MLS # 430199

The Melton Group Charter One Realty

5 Belted Kingfisher, Hilton Head Island

$3,875,000

5 Belted Kingfisher, Hilton Head Island

6 Beds 6 Baths 4,300 SqFt Residential MLS # 428477

Lorri Lewis Sea Pines Real Estate - Beach Club

4 Gadwall Road, Hilton Head Island

$3,850,000

4 Gadwall Road, Hilton Head Island

4 Beds 4 Baths 3,100 SqFt Residential MLS # 425495

Carolyn Sonberg Keller Williams Realty

30 Bryant Road, Hilton Head Island

$3,750,000

30 Bryant Road, Hilton Head Island

0 Beds 0 Baths 0 SqFt Land MLS # 430530

Christopher Sankowski Vacation Homes of Hilton Head, Inc

13 Full Sweep, Hilton Head Island

$3,600,000

13 Full Sweep, Hilton Head Island

6 Beds 6 Baths 4,003 SqFt Residential MLS # 429069

COAST PROFESSIONALS COAST PROFESSIONALS Brokered by EXP Realty

50 Widewater Road, Hilton Head Island

$3,595,000

50 Widewater Road, Hilton Head Island

7 Beds 6 Baths 6,553 SqFt Residential MLS # 430058

Patrick & Taylor Team Charter One Realty

00 Dillon Road, Hilton Head Island

$3,500,000

00 Dillon Road, Hilton Head Island

0 Beds 0 Baths 0 SqFt Land MLS # 429026

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

3 Gull Point Road, Hilton Head Island

$3,499,000

3 Gull Point Road, Hilton Head Island

5 Beds 5 Baths 4,738 SqFt Residential MLS # 430499

Mark Devers The Ocean Broker

6 N Calibogue Cay Road, Hilton Head Island

$3,480,000

↓ $200,000

6 N Calibogue Cay Road, Hilton Head Island

4 Beds 3 Baths 3,660 SqFt Residential MLS # 425633

Clark, Cramer & Frank Sea Pines Real Estate South Beach

9 Green Heron Road, Hilton Head Island

$3,350,000

9 Green Heron Road, Hilton Head Island

6 Beds 6 Baths 3,731 SqFt Residential MLS # 430302

The Collins Group Collins Group Realty

New
14 Mooring Buoy, Hilton Head Island

$3,250,000

14 Mooring Buoy, Hilton Head Island

6 Beds 7 Baths 5,884 SqFt Residential MLS # 429857

Phil Schembra Schembra Real Estate Group

20 Horvaths Peninsula, Hilton Head Island

$3,250,000

20 Horvaths Peninsula, Hilton Head Island

5 Beds 5 Baths 3,942 SqFt Residential MLS # 430363

Christopher Sankowski Vacation Homes of Hilton Head, Inc

New
49 Planters Row, Hilton Head Island

$2,995,000

49 Planters Row, Hilton Head Island

4 Beds 4 Baths 4,500 SqFt Residential MLS # 430900

David Carroll Charter One Realty

18 Hickory Lane, Hilton Head Island

$2,995,000

18 Hickory Lane, Hilton Head Island

7 Beds 8 Baths 4,500 SqFt Residential MLS # 429954

Powers/ Faulkner Team Carson Realty of the Lowcountry LLC

37 Yorkshire Drive, Hilton Head Island

$2,995,000

↓ $105,000

37 Yorkshire Drive, Hilton Head Island

5 Beds 5 Baths 6,800 SqFt Residential MLS # 429560

The Wedgeworth Team Charter One Realty

31 Plumbridge Circle, Hilton Head Island

$2,995,000

↓ $500,000

31 Plumbridge Circle, Hilton Head Island

5 Beds 5 Baths 6,694 SqFt Residential MLS # 428319

Stephen Timperman Charter One Realty

New
21 Wexford Circle, Hilton Head Island

$2,950,000

21 Wexford Circle, Hilton Head Island

4 Beds 5 Baths 6,046 SqFt Residential MLS # 430983

Cindy Creamer Dunes Real Estate

29 Bridgetown Road, Hilton Head Island

$2,895,000

↓ $104,999

29 Bridgetown Road, Hilton Head Island

5 Beds 6 Baths 5,472 SqFt Residential MLS # 427884

Lowcountry Group Engel & Volkers

2 Wicklow Drive, Hilton Head Island

$2,885,000

↓ $65,000

2 Wicklow Drive, Hilton Head Island

5 Beds 6 Baths 5,266 SqFt Residential MLS # 429140

Beth Askeland Carolina Realty Group

13 Red Cardinal Road, Hilton Head Island

$2,855,000

↓ $200,000

13 Red Cardinal Road, Hilton Head Island

5 Beds 5 Baths 2,986 SqFt Residential MLS # 429034

Eric Kuhn Weichert Realtors Coastal Properties

51 Ocean Lane 4409, Hilton Head Island

$2,725,000

↓ $150,000

51 Ocean Lane 4409, Hilton Head Island

4 Beds 4 Baths 2,135 SqFt Residential MLS # 428975

Phil Schembra Schembra Real Estate Group

22 Pelican Watch Way, Hilton Head Island

$2,699,000

↓ $201,000

22 Pelican Watch Way, Hilton Head Island

4 Beds 3 Baths 4,586 SqFt Residential MLS # 429988

Kelly Ruhlin Weichert Realtors Coastal Properties

51 Dune Lane, Hilton Head Island

$2,699,000

↓ $300,999

51 Dune Lane, Hilton Head Island

4 Beds 4 Baths 1,636 SqFt Residential MLS # 427690

Archer Brooks Island Getaway, Ltd

7 Sea Front Lane, Hilton Head Island

$2,695,000

↓ $100,000

7 Sea Front Lane, Hilton Head Island

7 Beds 7 Baths 5,148 SqFt Residential MLS # 425884

B Butler & Company Real Life Brokered By EXP Realty LLC

10 Royal Crest Drive, Hilton Head Island

$2,600,000

10 Royal Crest Drive, Hilton Head Island

5 Beds 6 Baths 7,000 SqFt Residential MLS # 430956

The Wedgeworth Team Charter One Realty

20 Capital Drive, Hilton Head Island

$2,600,000

20 Capital Drive, Hilton Head Island

0 Beds 0 Baths 0 SqFt Commercial Sale MLS # 428619

Alexandra Barnum Coastal Neighborhood Properties LLC

17 Sandhill Crane Road, Hilton Head Island

$2,599,000

↓ $200,000

17 Sandhill Crane Road, Hilton Head Island

5 Beds 4 Baths 3,309 SqFt Residential MLS # 425169

Mark Devers The Ocean Broker

6 Drayton Place, Hilton Head Island

$2,575,000

↓ $315,000

6 Drayton Place, Hilton Head Island

4 Beds 3 Baths 4,075 SqFt Residential MLS # 428988

Lowcountry Group Engel & Volkers