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

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15 Bald Eagle Road, Hilton Head Island

$14,995,000

↓ $1,505,000

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

35 Ruddy Turnstone Road, Hilton Head Island

$7,950,000

35 Ruddy Turnstone Road, Hilton Head Island

5 Beds 5 Baths 5,637 SqFt Residential MLS # 447051

Mark Devers The Ocean Broker

206 N Sea Pines Drive, Hilton Head Island

$7,495,000

206 N Sea Pines Drive, Hilton Head Island

7 Beds 7 Baths 8,560 SqFt Residential MLS # 446822

The Wedgeworth Team Charter One Realty

18 Armada Street, Hilton Head Island

$7,495,000

18 Armada Street, Hilton Head Island

6 Beds 7 Baths 6,398 SqFt Residential MLS # 446428

Jeff Hunt & Associates Dunes Real Estate

70 Brams Point Rd, Hilton Head Island

$7,000,000

↑ $200,000

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

10 Park Lane, Hilton Head Island

$6,995,000

↓ $2,000,000

10 Park Lane, Hilton Head Island

0 Beds 0 Baths 0 SqFt Commercial Sale MLS # 435105

The Bradford Group Charter One Realty

63 N Calibogue Cay Road, Hilton Head Island

$6,750,000

↓ $235,000

63 N Calibogue Cay Road, Hilton Head Island

4 Beds 5 Baths 5,300 SqFt Residential MLS # 448072

Lee Simmons Sea Pines Real Estate - Beach Club

10 Brams Point Road, Hilton Head Island

$6,500,000

10 Brams Point Road, Hilton Head Island

4 Beds 5 Baths 5,941 SqFt Residential MLS # 446761

The Wedgeworth Team Charter One Realty

Enhanced
11 N Calibogue Cay Road, Hilton Head Island

$5,950,000

↓ $300,000

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

280 Fish Haul Road, Hilton Head Island

$5,750,000

280 Fish Haul Road, Hilton Head Island

0 Beds 0 Baths 0 SqFt Land MLS # 448129

Olympia Rymko May River Realty

New
3 Cardinal Court, Hilton Head Island

$5,500,000

3 Cardinal Court, Hilton Head Island

0 Beds 0 Baths 0 SqFt Commercial Sale MLS # 448273

Tidalshores Team EXP Realty LLC

New
4 Cardinal Court, Hilton Head Island

$5,500,000

4 Cardinal Court, Hilton Head Island

0 Beds 0 Baths 0 SqFt Commercial Sale MLS # 448274

Tidalshores Team EXP Realty LLC

29 Baynard Park Road, Hilton Head Island

$5,395,000

29 Baynard Park Road, Hilton Head Island

5 Beds 5 Baths 6,042 SqFt Residential MLS # 447864

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

3 Ketch, Hilton Head Island

$4,750,000

3 Ketch, Hilton Head Island

6 Beds 6 Baths 6,086 SqFt Residential MLS # 447838

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

30 Dune Lane, Hilton Head Island

$4,549,999

↓ $149,001

30 Dune Lane, Hilton Head Island

7 Beds 7 Baths 4,447 SqFt Residential MLS # 445728

Julie Janning HH Island Real Estate and Rentals

25 Starboard Tack, Hilton Head Island

$4,500,000

25 Starboard Tack, Hilton Head Island

6 Beds 6 Baths 6,380 SqFt Residential MLS # 446475

Robbie Bunting Hilton Head Properties

3 Armada, Hilton Head Island

$4,250,000

↓ $245,000

3 Armada, Hilton Head Island

6 Beds 6 Baths 5,418 SqFt Residential MLS # 444778

Philip Schembra Schembra Real Estate Group

3 Heyward Place, Hilton Head Island

$4,175,000

3 Heyward Place, Hilton Head Island

6 Beds 6 Baths 5,672 SqFt Residential MLS # 446899

Bobby Blakley Engel & Volkers

1 Seaside Sparrow Road, Hilton Head Island

$3,999,000

1 Seaside Sparrow Road, Hilton Head Island

7 Beds 7 Baths 5,022 SqFt Residential MLS # 446927

Clark, Cramer & Frank Sea Pines Real Estate South Beach

3 Black Duck Road, Hilton Head Island

$3,950,000

3 Black Duck Road, Hilton Head Island

5 Beds 5 Baths 4,414 SqFt Residential MLS # 447644

Herman And Davis Properties Charter One Realty

16 Castlebridge Court, Hilton Head Island

$3,895,000

16 Castlebridge Court, Hilton Head Island

4 Beds 4 Baths 6,362 SqFt Residential MLS # 447818

Kelly Ruhlin Weichert Realtors Coastal Properties

20 Canvasback Road, Hilton Head Island

$3,895,000

↓ $205,000

20 Canvasback Road, Hilton Head Island

5 Beds 5 Baths 4,296 SqFt Residential MLS # 443640

Jeff Hunt & Associates Dunes Real Estate

28 Oyster Landing Road, Hilton Head Island

$3,695,000

↓ $300,000

28 Oyster Landing Road, Hilton Head Island

5 Beds 6 Baths 6,004 SqFt Residential MLS # 446668

Clark, Cramer & Frank Sea Pines Real Estate South Beach

28 W Beach Lagoon Road, Hilton Head Island

$3,600,000

28 W Beach Lagoon Road, Hilton Head Island

4 Beds 4 Baths 3,656 SqFt Residential MLS # 448080

Felice Lamarca Berkshire Hathaway HomeServices Hilton Head Blufft

7 Cassina Lane, Hilton Head Island

$3,599,000

↓ $100,000

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

15 Harrogate Drive, Hilton Head Island

$3,500,000

15 Harrogate Drive, Hilton Head Island

4 Beds 5 Baths 6,828 SqFt Residential MLS # 447291

The Wedgeworth 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

15 Black Tern Road, Hilton Head Island

$3,495,000

15 Black Tern Road, Hilton Head Island

4 Beds 5 Baths 4,553 SqFt Residential MLS # 447843

Clark, Cramer & Frank Sea Pines Real Estate South Beach

36 Plumbridge Circle, Hilton Head Island

$3,495,000

↓ $100,000

36 Plumbridge Circle, Hilton Head Island

5 Beds 6 Baths 6,389 SqFt Residential MLS # 445452

Jenna Kooi EXP Realty LLC

47 Haul Away, Hilton Head Island

$3,384,000

47 Haul Away, Hilton Head Island

4 Beds 4 Baths 3,684 SqFt Residential MLS # 447176

Collins Group Collins Group Realty

4 Catboat, Hilton Head Island

$3,350,000

↓ $149,000

4 Catboat, Hilton Head Island

5 Beds 5 Baths 4,000 SqFt Residential MLS # 444515

Michael Powers Hilton Head Area Properties, LLC

18 Plumbridge Lane, Hilton Head Island

$3,300,000

18 Plumbridge Lane, Hilton Head Island

5 Beds 5 Baths 6,010 SqFt Residential MLS # 448037

Stephen Timperman Charter One Realty

1 Barrier Beach Cove, Hilton Head Island

$3,295,000

↓ $200,000

1 Barrier Beach Cove, Hilton Head Island

6 Beds 6 Baths 4,200 SqFt Residential MLS # 445784

Christopher Sankowski Vacation Homes of Hilton Head, Inc

3 Plumbridge Lane, Hilton Head Island

$3,250,000

3 Plumbridge Lane, Hilton Head Island

5 Beds 5 Baths 6,395 SqFt Residential MLS # 446093

The Wedgeworth Team Charter One Realty

New
9 Green Wing Teal Road, Hilton Head Island

$3,195,000

9 Green Wing Teal Road, Hilton Head Island

4 Beds 4 Baths 2,239 SqFt Residential MLS # 448281

Kiser Jetton Team EXP Realty LLC

New
52 Widewater Road, Hilton Head Island

$3,150,000

52 Widewater Road, Hilton Head Island

4 Beds 3 Baths 4,769 SqFt Residential MLS # 448479

Robert D. Rini RE/MAX Island Realty

92 S Shore Drive, Hilton Head Island

$3,100,000

92 S Shore Drive, Hilton Head Island

6 Beds 6 Baths 4,940 SqFt Residential MLS # 446533

Philip Schembra Schembra Real Estate Group

60 N Sea Pines Drive, Hilton Head Island

$3,095,000

60 N Sea Pines Drive, Hilton Head Island

4 Beds 4 Baths 4,051 SqFt Residential MLS # 442368

Herman And Davis Properties Charter One Realty

23 Bridgetown Road, Hilton Head Island

$2,995,000

↓ $104,000

23 Bridgetown Road, Hilton Head Island

5 Beds 5 Baths 5,276 SqFt Residential MLS # 445632

The Etheridge Group Daniel Ravenel Sotheby's International Realty

137 Mooring Buoy, Hilton Head Island

$2,950,000

137 Mooring Buoy, Hilton Head Island

4 Beds 4 Baths 4,538 SqFt Residential MLS # 447187

Michael Hahn Seaboard Commercial Properties

7 Post Mill Road, Hilton Head Island

$2,925,000

↓ $1,000,000

7 Post Mill Road, Hilton Head Island

4 Beds 5 Baths 4,600 SqFt Residential MLS # 446409

Carol Simon The Simon Group

125 Jacana Street, Hilton Head Island

$2,895,000

↓ $55,000

125 Jacana Street, Hilton Head Island

5 Beds 5 Baths 5,912 SqFt Residential MLS # 439746

Turner Rudd Group Daniel Ravenel Sotheby's International Realty

225 S Sea Pines Drive 1411, Hilton Head Island

$2,850,000

225 S Sea Pines Drive 1411, Hilton Head Island

4 Beds 3 Baths 2,015 SqFt Residential MLS # 447248

John White Century 21 Diamond Realty

8 Surf Scoter Road, Hilton Head Island

$2,795,000

8 Surf Scoter Road, Hilton Head Island

5 Beds 4 Baths 3,637 SqFt Residential MLS # 447640

Kiser Jetton Team EXP Realty LLC

110 Shell Midden Lane, Hilton Head Island

$2,795,000

↑ $145,000

110 Shell Midden Lane, Hilton Head Island

7 Beds 7 Baths 4,639 SqFt Residential MLS # 440375

Coast Professionals COAST PROFESSIONALS Brokered by EXP Realty