Hilton Head Homes/Houses For Sale

Whether you’re searching for a second home or a primary residence, Hilton Head Island has many options waiting for you. Once a sleepy vacation town, Hilton Head Island is now home to over 40,000 year round residents. Hilton Head Island offers something for every buyer. You’ll find homes in private gated golf, waterfront or oceanfront communities. Small micro communities are found throughout the island offering quaint beach style living. Hilton Head Island has been sheltered from the recent real estate economy troubles and has remained affordable offering comfort, luxury, hospitality to its residents. Hilton Head Island offers a wide range of villa options for the buyer. Here you’ll find carriage homes in golf communities, townhomes, affordable single family homes and sprawling oceanfront or waterfront estates. Hilton Head Island’s communities are all very different. Before you start your search, you may want to speak with a Realtor to familiarize yourself with the neighborhoods and plantation and help you find the perfect Hilton Head home. 

Homes & Houses For Sale In Hilton Head Island

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100 Brams Point Road, Hilton Head Island

$14,995,000

100 Brams Point Road, Hilton Head Island

8 Beds 11 Baths 6,756 SqFt Residential MLS # 507065

New
80 Bridgetown Ln, Hilton Head Island

$12,900,000

80 Bridgetown Ln, Hilton Head Island

8 Beds 15 Baths 18,056 SqFt Residential MLS # 452855

52 Canvasback Road, Hilton Head Island

$9,495,000

52 Canvasback Road, Hilton Head Island

4 Beds 5 Baths 4,025 SqFt Residential MLS # 504472

33 Ruddy Turnstone Road, Hilton Head Island

$9,375,000

33 Ruddy Turnstone Road, Hilton Head Island

5 Beds 6 Baths 5,837 SqFt Residential MLS # 510013

21 Red Cardinal Road, Hilton Head Island

$7,950,000

21 Red Cardinal Road, Hilton Head Island

7 Beds 5 Baths 6,034 SqFt Residential MLS # 510860

10 Drayton Place, Hilton Head Island

$7,800,000

10 Drayton Place, Hilton Head Island

6 Beds 8 Baths 6,208 SqFt Residential MLS # 510819

3 Stella Del Mare Manor, Hilton Head Island

$7,400,000

3 Stella Del Mare Manor, Hilton Head Island

4 Beds 6 Baths 5,831 SqFt Residential MLS # 511454

Open House
21 Belted Kingfisher, Hilton Head Island

$7,400,000

↓ $250,000

21 Belted Kingfisher, Hilton Head Island

4 Beds 4 Baths 5,194 SqFt Residential
Sun, Aug 30th, 2026 @ 1pm - 3pm
MLS # 506820

New
34 Ruddy Turnstone Road, Hilton Head Island

$7,399,500

34 Ruddy Turnstone Road, Hilton Head Island

5 Beds 6 Baths 5,278 SqFt Residential MLS # 511871

48 Widewater Road, Hilton Head Island

$7,000,000

48 Widewater Road, Hilton Head Island

6 Beds 8 Baths 7,366 SqFt Residential MLS # 506748

18 Oyster Catcher Road, Hilton Head Island

$6,999,000

18 Oyster Catcher Road, Hilton Head Island

5 Beds 6 Baths 3,669 SqFt Residential MLS # 500303

77 Dune Lane, Hilton Head Island

$6,995,000

77 Dune Lane, Hilton Head Island

5 Beds 7 Baths 4,655 SqFt Residential MLS # 510012

9 Guscio Way, Hilton Head Island

$6,800,000

9 Guscio Way, Hilton Head Island

8 Beds 8 Baths 5,752 SqFt Residential MLS # 503643

12 Brams Point Road, Hilton Head Island

$6,500,000

12 Brams Point Road, Hilton Head Island

5 Beds 7 Baths 6,000 SqFt Residential MLS # 509318

9 Bayberry Lane, Hilton Head Island

$6,500,000

9 Bayberry Lane, Hilton Head Island

5 Beds 5 Baths 4,000 SqFt Residential MLS # 505596