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:
22 Snowy Egret Road, Hilton Head Island

$17,995,000

22 Snowy Egret Road, Hilton Head Island

7 Beds 8 Baths 7,099 SqFt Residential MLS # 442344

COAST PROFESSIONALS COAST PROFESSIONALS Brokered by EXP Realty

15 Bald Eagle Road, Hilton Head Island

$16,500,000

↑ $501,000

15 Bald Eagle Road, Hilton Head Island

6 Beds 6 Baths 6,500 SqFt Residential MLS # 438879

COAST PROFESSIONALS COAST PROFESSIONALS Brokered by EXP Realty

50 Marsh Island Road, Hilton Head Island

$11,500,000

↓ $1,000,000

50 Marsh Island Road, Hilton Head Island

7 Beds 7 Baths 10,020 SqFt Residential MLS # 438889

Nickey Maxey Maxey Blackstream Christie's International Real Es

9 Black Duck Road, Hilton Head Island

$9,995,000

9 Black Duck Road, Hilton Head Island

7 Beds 7 Baths 5,772 SqFt Residential MLS # 437643

Bob Hodde Hodde Real Estate

40 Canvasback Road, Hilton Head Island

$9,399,000

↓ $596,000

40 Canvasback Road, Hilton Head Island

5 Beds 5 Baths 4,050 SqFt Residential MLS # 439374

Mark Devers The Ocean Broker

10 Park Lane, Hilton Head Island

$8,995,000

↓ $1,000,000

10 Park Lane, Hilton Head Island

0 Beds 0 Baths 0 SqFt Commercial Sale MLS # 435105

The Bradford Group Charter One Realty

69 N Calibogue Cay Road, Hilton Head Island

$8,499,000

69 N Calibogue Cay Road, Hilton Head Island

4 Beds 4 Baths 6,243 SqFt Residential MLS # 439249

Jeff Hunt & Associates Dunes Real Estate

70 Brams Point Rd, Hilton Head Island

$8,000,000

70 Brams Point Rd, Hilton Head Island

5 Beds 5 Baths 8,000 SqFt Residential MLS # 438092

Catherine Casalicchio Daniel Ravenel Sotheby's International Realty

18 Armada Street, Hilton Head Island

$7,995,000

↓ $254,995

18 Armada Street, Hilton Head Island

6 Beds 7 Baths 6,398 SqFt Residential MLS # 437864

Sara Kurtz The Alliance Group Realty

9 Galleon, Hilton Head Island

$6,895,000

↓ $230,000

9 Galleon, Hilton Head Island

6 Beds 6 Baths 4,048 SqFt Residential MLS # 432941

Philip Schembra Schembra Real Estate Group

New
51 N Calibogue Cay Road, Hilton Head Island

$6,750,000

51 N Calibogue Cay Road, Hilton Head Island

5 Beds 6 Baths 5,775 SqFt Residential MLS # 442910

Collins Group Collins Group Realty

Enhanced
11 N Calibogue Cay Road, Hilton Head Island

$6,750,000

11 N Calibogue Cay Road, Hilton Head Island

5 Beds 5 Baths 6,473 SqFt Residential MLS # 441743

Herman and Davis Properties Charter One Realty

14 Armada Street, Hilton Head Island

$6,500,000

↓ $350,000

14 Armada Street, Hilton Head Island

5 Beds 5 Baths 5,099 SqFt Residential MLS # 436243

Philip Schembra Schembra Real Estate Group

12 Cassina Lane, Hilton Head Island

$5,895,000

↓ $100,000

12 Cassina Lane, Hilton Head Island

5 Beds 5 Baths 3,913 SqFt Residential MLS # 439114

Joy Vinson Engel & Volkers

Enhanced
29 Baynard Park Road, Hilton Head Island

$5,695,000

↓ $300,000

29 Baynard Park Road, Hilton Head Island

5 Beds 5 Baths 6,042 SqFt Residential MLS # 441264

Herman and Davis Properties Charter One Realty

7 Guscio Way, Hilton Head Island

$5,350,000

↓ $347,000

7 Guscio Way, Hilton Head Island

8 Beds 7 Baths 4,510 SqFt Residential MLS # 436486

David Gerwels EXP Realty LLC

31 N Calibogue Cay Road, Hilton Head Island

$5,200,000

31 N Calibogue Cay Road, Hilton Head Island

5 Beds 5 Baths 5,206 SqFt Residential MLS # 440242

The Wedgeworth Team Charter One Realty

3 Ketch, Hilton Head Island

$4,995,000

↓ $205,000

3 Ketch, Hilton Head Island

6 Beds 6 Baths 6,086 SqFt Residential MLS # 437681

Stephen Timperman Charter One Realty

24 Bradley Circle, Hilton Head Island

$4,995,000

24 Bradley Circle, Hilton Head Island

10 Beds 10 Baths 7,266 SqFt Residential MLS # 432967

David Carroll EXP Realty LLC

24 Widewater Road, Hilton Head Island

$4,895,000

↓ $104,000

24 Widewater Road, Hilton Head Island

4 Beds 4 Baths 7,492 SqFt Residential MLS # 437821

Robert D. Rini RE/MAX Island Realty

5 Singleton Beach Place, Hilton Head Island

$4,750,000

5 Singleton Beach Place, Hilton Head Island

6 Beds 6 Baths 4,918 SqFt Residential MLS # 440480

Tony Faulkner Hilton Head Area Properties, LLC

3 Armada Street, Hilton Head Island

$4,750,000

3 Armada Street, Hilton Head Island

6 Beds 6 Baths 5,418 SqFt Residential MLS # 439986

Philip Schembra Schembra Real Estate Group

30 Ruddy Turnstone Road, Hilton Head Island

$4,699,000

↓ $291,000

30 Ruddy Turnstone Road, Hilton Head Island

5 Beds 6 Baths 3,880 SqFt Residential MLS # 433505

Turner Rudd Group Daniel Ravenel Sotheby's International Realty

2 Marsh Dr, Hilton Head Island

$4,575,000

2 Marsh Dr, Hilton Head Island

6 Beds 6 Baths 6,100 SqFt Residential MLS # 438606

Larry Page Charter One Realty

3 Driftwood Lane, Hilton Head Island

$4,500,000

3 Driftwood Lane, Hilton Head Island

5 Beds 4 Baths 4,100 SqFt Residential MLS # 441242

The Etheridge Group Daniel Ravenel Sotheby's International Realty

22 Bradley Circle, Hilton Head Island

$4,450,000

22 Bradley Circle, Hilton Head Island

10 Beds 10 Baths 7,224 SqFt Residential MLS # 438582

David Gerwels EXP Realty LLC

10 Singleton Shores Manor, Hilton Head Island

$4,350,000

10 Singleton Shores Manor, Hilton Head Island

7 Beds 7 Baths 5,009 SqFt Residential MLS # 438114

Jerry McElroy J & J Real Estate Investments LLC

1 Seaside Sparrow Road, Hilton Head Island

$4,199,000

1 Seaside Sparrow Road, Hilton Head Island

7 Beds 7 Baths 5,022 SqFt Residential MLS # 441953

Clark, Cramer & Frank Sea Pines Real Estate South Beach

138 S Shore Drive 138, Hilton Head Island

$4,199,000

138 S Shore Drive 138, Hilton Head Island

4 Beds 5 Baths 4,232 SqFt Residential MLS # 442141

Ann Webster Sea Pines Real Estate - The Cottage Group, LLC

5 Alder Lane, Hilton Head Island

$4,190,000

↑ $400,000

5 Alder Lane, Hilton Head Island

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

Stephen Timperman Charter One Realty C

7 Cassina Lane, Hilton Head Island

$3,999,000

7 Cassina Lane, Hilton Head Island

6 Beds 5 Baths 3,308 SqFt Residential MLS # 441723

The Cobb Group The Cobb Group brokered by eXp Realty

New
1 Beach Lagoon Road 5001, Hilton Head Island

$3,995,000

1 Beach Lagoon Road 5001, Hilton Head Island

4 Beds 4 Baths 2,233 SqFt Residential MLS # 442715

The Reed Team Charter One Realty

146 N Sea Pines Drive, Hilton Head Island

$3,995,000

↓ $155,000

146 N Sea Pines Drive, Hilton Head Island

6 Beds 5 Baths 4,400 SqFt Residential MLS # 440844

Dollenberg Properties Keller Williams Realty

7 Belted Kingfisher, Hilton Head Island

$3,500,000

7 Belted Kingfisher, Hilton Head Island

4 Beds 4 Baths 2,396 SqFt Residential MLS # 442944

William Anderson Daniel Ravenel Sotheby's International Realty

34 Windjammer Court, Hilton Head Island

$3,499,000

34 Windjammer Court, Hilton Head Island

4 Beds 5 Baths 3,500 SqFt Residential MLS # 442059

Randal Longo I Save Realty

10 N Forest Beach Drive 3301, Hilton Head Island

$3,470,000

↑ $275,000

10 N Forest Beach Drive 3301, Hilton Head Island

3 Beds 3 Baths 2,033 SqFt Residential MLS # 432969

Debbie Mazuras Realty One Group - Lowcountry

9 Green Wing Teal Road, Hilton Head Island

$3,425,000

9 Green Wing Teal Road, Hilton Head Island

4 Beds 4 Baths 2,239 SqFt Residential MLS # 441116

COAST PROFESSIONALS COAST PROFESSIONALS Brokered by EXP Realty

18 Hickory Lane, Hilton Head Island

$3,345,000

18 Hickory Lane, Hilton Head Island

7 Beds 8 Baths 5,400 SqFt Residential MLS # 442542

Michael Powers Hilton Head Area Properties, LLC

39 Seabrook Landing Drive, Hilton Head Island

$3,300,000

39 Seabrook Landing Drive, Hilton Head Island

5 Beds 4 Baths 6,340 SqFt Residential MLS # 442510

Charles Sampson Group Charter One Realty

23 Sand Dollar Road, Hilton Head Island

$3,300,000

23 Sand Dollar Road, Hilton Head Island

5 Beds 5 Baths 3,081 SqFt Residential MLS # 442287

COAST PROFESSIONALS COAST PROFESSIONALS Brokered by EXP Realty

40 Ocean Point S, Hilton Head Island

$3,249,000

↓ $150,000

40 Ocean Point S, Hilton Head Island

4 Beds 3 Baths 3,200 SqFt Residential MLS # 441305

Tammy Henry The Alliance Group Realty

40 Spanish Pointe Drive, Hilton Head Island

$3,200,000

40 Spanish Pointe Drive, Hilton Head Island

4 Beds 4 Baths 3,632 SqFt Residential MLS # 441021

Ken Oliver Dunes Real Estate

8 Juniper Lane, Hilton Head Island

$3,199,000

8 Juniper Lane, Hilton Head Island

4 Beds 3 Baths 2,196 SqFt Residential MLS # 440669

Kimberly McElman Weichert Realtors Coastal Properties

40 N Calibogue Cay Road, Hilton Head Island

$3,190,000

↓ $200,000

40 N Calibogue Cay Road, Hilton Head Island

4 Beds 4 Baths 4,015 SqFt Residential MLS # 441473

Herman and Davis Properties Charter One Realty

200 Jacana Street, Hilton Head Island

$3,150,000

200 Jacana Street, Hilton Head Island

6 Beds 6 Baths 3,618 SqFt Residential MLS # 442325

Charles Sampson Group Charter One Realty

New
52 N Calibogue Cay Road, Hilton Head Island

$3,100,000

52 N Calibogue Cay Road, Hilton Head Island

4 Beds 5 Baths 4,296 SqFt Residential MLS # 443100

Russell Fielden Southern Coast Realty LLC

125 N Sea Pines Drive, Hilton Head Island

$3,000,000

125 N Sea Pines Drive, Hilton Head Island

4 Beds 4 Baths 2,456 SqFt Residential MLS # 442257

BD Coastal Living Team Keller Williams Realty

17 Firethorn Lane, Hilton Head Island

$3,000,000

↓ $300,000

17 Firethorn Lane, Hilton Head Island

5 Beds 6 Baths 5,107 SqFt Residential MLS # 439493

The Joan Kelly Group Keller Williams Realty