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:
15 Bald Eagle Road, Hilton Head Island

$13,975,000

↓ $1,020,000

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

6 Overlook Place, Hilton Head Island

$8,200,000

6 Overlook Place, Hilton Head Island

6 Beds 7 Baths 7,789 SqFt Residential MLS # 449047

Kevin King Associates Charter One Realty

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

35 Ruddy Turnstone Road, Hilton Head Island

$7,450,000

↓ $500,000

35 Ruddy Turnstone Road, Hilton Head Island

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

Mark Devers The Ocean Broker

70 Brams Point Road, Hilton Head Island

$7,000,000

↑ $200,000

70 Brams Point Road, Hilton Head Island

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

Catherine Casalicchio Daniel Ravenel Sotheby's International Realty

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

13 Piping Plover Road, Hilton Head Island

$6,495,000

13 Piping Plover Road, Hilton Head Island

5 Beds 6 Baths 4,383 SqFt Residential MLS # 449116

Kiser Jetton Team EXP Realty LLC

63 N Calibogue Cay Road, Hilton Head Island

$6,399,000

↓ $176,000

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 Park Lane, Hilton Head Island

$6,245,000

↓ $250,000

10 Park Lane, Hilton Head Island

0 Beds 0 Baths 0 SqFt Commercial Sale MLS # 435105

The Bradford Group 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

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

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

280 Fish Haul Road, Hilton Head Island

$4,995,000

↓ $755,000

280 Fish Haul Road, Hilton Head Island

0 Beds 0 Baths 0 SqFt Land MLS # 448129

Olympia Rymko May River Realty

30 Ruddy Turnstone Road, Hilton Head Island

$4,995,000

↑ $296,000

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

3 Steam Gun Place, Hilton Head Island

$4,900,000

3 Steam Gun Place, Hilton Head Island

4 Beds 4 Baths 5,101 SqFt Residential MLS # 449402

The Prudhomme Team William Raveis - Carolina 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

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

30 Dune Lane, Hilton Head Island

$4,399,000

30 Dune Lane, Hilton Head Island

7 Beds 7 Baths 4,400 SqFt Residential MLS # 449463

Julie Janning HH Island Real Estate and Rentals

1 Green Heron Road, Hilton Head Island

$4,395,000

1 Green Heron Road, Hilton Head Island

6 Beds 6 Baths 3,886 SqFt Residential MLS # 449156

Thurber Scott Sea Pines Real Estate - The Cottage Group, LLC

24 Knightsbridge Lane, Hilton Head Island

$4,200,000

24 Knightsbridge Lane, Hilton Head Island

4 Beds 4 Baths 5,259 SqFt Residential MLS # 449510

The Wedgeworth Team Charter One Realty

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 Armada, Hilton Head Island

$3,995,000

↓ $255,000

3 Armada, Hilton Head Island

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

Philip Schembra Schembra Real Estate Group

22 Bradley Circle, Hilton Head Island

$3,990,000

22 Bradley Circle, Hilton Head Island

10 Beds 10 Baths 7,224 SqFt Residential MLS # 448752

Coast Professionals Ii COAST PROFESSIONALS II - Brokered by EXP Realty

20 Canvasback Road, Hilton Head Island

$3,829,000

↓ $66,000

20 Canvasback Road, Hilton Head Island

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

Jeff Hunt & Associates Dunes Real Estate

155 Mooring Buoy, Hilton Head Island

$3,500,000

155 Mooring Buoy, Hilton Head Island

5 Beds 5 Baths 3,860 SqFt Residential MLS # 448993

Philip Schembra Schembra Real Estate Group

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

40 Sea Lane, Hilton Head Island

$3,499,000

40 Sea Lane, Hilton Head Island

4 Beds 3 Baths 4,300 SqFt Residential MLS # 448935

The Beth Drake Team Keller Williams Realty

7 Cassina Lane, Hilton Head Island

$3,499,000

↓ $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

4 Jessamine Place, Hilton Head Island

$3,495,000

4 Jessamine Place, Hilton Head Island

4 Beds 4 Baths 4,319 SqFt Residential MLS # 448427

Dollenberg Properties Keller Williams Realty

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

19 Green Heron Road, Hilton Head Island

$3,450,000

19 Green Heron Road, Hilton Head Island

4 Beds 3 Baths 3,086 SqFt Residential MLS # 448748

Collins Group Collins Group Realty

15 Black Tern Road, Hilton Head Island

$3,350,000

↓ $145,000

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

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

37 Heritage Road, Hilton Head Island

$3,349,000

↓ $76,000

37 Heritage Road, Hilton Head Island

4 Beds 4 Baths 4,195 SqFt Residential MLS # 448669

Lee Simmons Sea Pines Real Estate - Beach Club

41 Ocean Lane 6501, Hilton Head Island

$3,300,000

↓ $125,000

41 Ocean Lane 6501, Hilton Head Island

3 Beds 3 Baths 1,777 SqFt Residential MLS # 448381

The Dacia Allen Team Keller Williams Realty

28 Oyster Landing Road, Hilton Head Island

$3,295,000

↓ $200,000

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

New
62 Yorkshire Drive, Hilton Head Island

$3,250,000

62 Yorkshire Drive, Hilton Head Island

4 Beds 4 Baths 5,493 SqFt Residential MLS # 449585

Robert D. Rini RE/MAX Island Realty

18 Green Heron Road, Hilton Head Island

$3,250,000

↑ $300,000

18 Green Heron Road, Hilton Head Island

4 Beds 4 Baths 3,006 SqFt Residential MLS # 448615

Richard Pattisall, Jr. The Pattisall Group

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
21 Bridgetown Road, Hilton Head Island

$3,200,000

21 Bridgetown Road, Hilton Head Island

5 Beds 5 Baths 4,525 SqFt Residential MLS # 449736

Magen Boyer Alliance Group Realty/Howard Hanna Tate

84 Mooring Buoy, Hilton Head Island

$3,095,000

84 Mooring Buoy, Hilton Head Island

5 Beds 5 Baths 3,500 SqFt Residential MLS # 448856

Nonna Klinect RE/MAX Island Realty

1 Barrier Beach Cove, Hilton Head Island

$3,095,000

↓ $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

50 Bridgetown Rd, Hilton Head Island

$2,995,000

50 Bridgetown Rd, Hilton Head Island

5 Beds 6 Baths 6,724 SqFt Residential MLS # 448731

Stephen Timperman Charter One Realty

17 Oxford Drive, Hilton Head Island

$2,995,000

17 Oxford Drive, Hilton Head Island

5 Beds 5 Baths 4,000 SqFt Residential MLS # 448757

Coast Professionals COAST PROFESSIONALS Brokered by EXP 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