Homes in Hilton Head Island, SC

CompCasa Valuations & Market Research

11 properties analyzed · 1–6 bedrooms · Median estimate $849,000

Living in Hilton Head Island, SC

CompCasa analysis of Hilton Head Island's housing market

About Hilton Head Island

Hilton Head Island is a classic Lowcountry treasure where maritime forests, salt marshes, and wide sandy beaches meet a relaxed, upscale coastal lifestyle. The island’s history blends Gullah-Geechee cultural roots and a legacy of sea island plantations with modern resort development; areas like Mitchelville and Sea Pines highlight both the island’s historic significance and its long-standing commitment to conservation-minded planning. Geography plays a big role in the island’s appeal: as a barrier island along the South Carolina coast, Hilton Head offers a mix of beachfront, marshfront, and inland neighborhoods connected by miles of bike paths and scenic waterways.

What makes Hilton Head Island a great place to live is the balance of natural beauty and year-round amenities. Residents enjoy an outdoor-oriented lifestyle with easy access to beaches, boating, world-class golf, and nature preserves, while also having shopping, dining, and cultural offerings nearby. The island’s reputation as a safe, family-friendly community and a top destination for retirees and vacationers alike keeps it desirable for second-home buyers and year-round residents who value both tranquility and access to recreational opportunities.

11 Properties in Hilton Head Island

3 Oak Creek Dr, Hilton Head Island, SC, 29928

Lowcountry Water-View Home on Millers Pond in Port Royal

3 Beds 3.5 Baths 2,382 sqft 1976

$1,375,000

Mar 8, 2026

2544 Gleneagle Ln #2544, Hilton Head Island, SC, 29928

Harbour Town Golf Course Views in Exclusive Gleneagle Villa

2 Beds 2.5 Baths 1,600 sqft 1983

$839,000

Mar 8, 2026

43 Woodbine Pl, Hilton Head Island, SC, 29928

Sea Pines One-Level Oasis with Private Lagoon and Pool

3 Beds 3 Baths 1,888 sqft 1977

$1,595,000

Mar 8, 2026

40 Folly Field Rd Unit B130, Hilton Head Island, SC, 29928

Oceanfront First-Floor Villa with Upgraded Kitchen on Folly Field

1 Beds 1 Baths 540 sqft 1980

$389,000

Mar 8, 2026

80 Paddle Boat Ln #825, Hilton Head Island, SC, 29928

Top-Floor Brighton Bay Villa with Marsh & Broad Creek Views

1 Beds 1 Baths 634 sqft 2002

$310,000

Mar 8, 2026

237 Moss Creek Dr, Hilton Head Island, SC, 29926

Panoramic Lagoon & Golf-View Home in Moss Creek

3 Beds 3.5 Baths 2,869 sqft 1990

$985,000

Mar 8, 2026

29 Royal Pointe Dr, Hilton Head Island, SC, 29926

Charming 3-Bed, 2-Bath Home on Hilton Head Island

3 Beds 2 Baths 1,448 sqft 1994

$575,000

Mar 8, 2026

27 Madison Ln, Hilton Head Island, SC, 29926

Palmetto Hall Modern Residence with Golf Course Views

6 Beds 6 Baths 5,291 sqft 2025

$2,650,000

Mar 8, 2026

133 Arrow Rd #349, Hilton Head Island, SC, 29928

Lakefront Pull-In RV Lot at Hilton Head Motorcoach Resort

$329,000

Mar 8, 2026

212 Fort Howell Dr, Hilton Head Island, SC, 29926

Palmetto Hall Traditional with Primary on Main and Guest Suite

4 Beds 3.5 Baths 3,258 sqft 1999

$849,000

Mar 8, 2026

8 Old Fort Way, Hilton Head Island, South Carolina 29926, United States

Golf-Front Home with Private Heated Pool and Spa

3 Beds 2.5 Baths 2,400 sqft 2000

$1,350,000

Mar 5, 2026