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Search results; Over 1,000 homes in Hilton Head Island

Guest favourite
Holiday home in Hilton Head Island
Spectacular Ocean Front 2 BR Vacation Home
2 bedrooms, 4 beds, 2 private bathrooms
25–30 Oct
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5.0 out of 5 average rating, 20 reviews
Top guest favourite
Apartment in Hilton Head Island
Ocean View & Steps to Beach! Remodeled HHBT Condo!
1 bedroom, 4 beds, 1 bathroom
2–7 Sept
4.96 out of 5 average rating, 374 reviews
Superhost
Home in Hilton Head Island
Canopy House | Walk to Harbour Town | Marshfront
2 bedrooms, 3 beds, 2 bathrooms
6–11 Sept
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Apartment in Hilton Head Island
*New* Easy Breezy at Hilton Head Beach & Tennis
1 bedroom, 4 beds, 1 bathroom
2–7 Oct
4.9 out of 5 average rating, 238 reviews
Top guest favourite
Apartment in Hilton Head Island
Ocean Front Resort Condo
1 bedroom, 4 beds, 1 bathroom
27 Oct – 1 Nov
4.99 out of 5 average rating, 449 reviews
Top guest favourite
Treehouse in Hilton Head Island
Luxury Waterfront Tree House | Harbour Town | Pool
3 bedrooms, 3 beds, 2 bathrooms
9–14 Sept
5.0 out of 5 average rating, 37 reviews
Top guest favourite
Apartment in Hilton Head Island
Ocean View! Remodeled! Steps to beach/Pool/Bar
1 bedroom, 4 beds, 1 bathroom
9–14 Oct
4.97 out of 5 average rating, 316 reviews
Top guest favourite
Villa in Hilton Head Island
Luxury Oceanfront•Newly Renovated•Near Coligny
1 bedroom, 2 beds, 1 bathroom
1–6 Nov
5.0 out of 5 average rating, 13 reviews
Top guest favourite
Flat in Hilton Head Island
Harbour Town Marina Studio | Walk to Lighthouse
1 bedroom, 1 king bed, 1 bathroom
30 Sept – 5 Oct
5.0 out of 5 average rating, 30 reviews
Top guest favourite
Flat in Hilton Head Island
Ocean Front Condo w/ Private Water Front Balcony
1 bedroom, 2 beds, 1 bathroom
19–24 Sept
4.98 out of 5 average rating, 42 reviews
Guest favourite
Apartment in Hilton Head Island
Relaxing Coastal Retreat w/ Pools + Beach <1/4mi
2 bedrooms, 3 beds, 2 bathrooms
14–19 Sept
4.92 out of 5 average rating, 12 reviews
Top guest favourite
Flat in Hilton Head Island
Marriott Harbour Point - 2BD
2 bedrooms, 3 beds, 2 bathrooms
1–6 Dec
4.84 out of 5 average rating, 57 reviews
Top guest favourite
Guest suite in Hilton Head Island
'Under the Oaks' on Hilton Head - Walk to Beach
2 bedrooms, 3 beds, 1 bathroom
7–12 Sept
5.0 out of 5 average rating, 23 reviews
Top guest favourite
Apartment in Hilton Head Island
Oceanview Luxury! King Bed 75"TV Pickleball & Bar
1 bedroom, 2 beds, 1 bathroom
14–19 Sept
4.99 out of 5 average rating, 140 reviews
Top guest favourite
Guest house in Bluffton
Cozy Carriage House Under Oaks | Old Town Bluffton
1 bedroom, 2 beds, 1 bathroom
7–12 Sept
5.0 out of 5 average rating, 13 reviews
Top guest favourite
Guest house in Bluffton
Lowcountry Retreat Carriage House
1 bedroom, 2 beds, 1 bathroom
6–11 Sept
4.99 out of 5 average rating, 711 reviews
Top guest favourite
Home in Hilton Head Island
“Sea La Vie” 3BR, Sea Pines, Walk to Dining, Shops
3 bedrooms, 4 beds, 2 bathrooms
18–23 Sept
4.99 out of 5 average rating, 157 reviews
Top guest favourite
Villa in Hilton Head Island
Oceanfront Scandi Oasis Amazing View & Heated Pool
1 bedroom, 3 beds, 1 bathroom
7–12 Sept
4.97 out of 5 average rating, 133 reviews
Flat in Hilton Head Island
Lagoon and Links Escape
1 bedroom, 2 beds, 1.5 bathrooms
14–19 Sept