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

Superhost
Home in Hilton Head Island
27 Heated Pool, Elevator & Epic Kids Retreat
6 bedrooms, 17 beds, 4 private bathrooms
9–14 Aug
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4.87 out of 5 average rating, 113 reviews
Top guest favourite
Home in Hilton Head Island
98 Sandcastle Ct
6 bedrooms, 15 beds
17–22 Oct
5.0 out of 5 average rating, 119 reviews
Top guest favourite
Flat in Hilton Head Island
SeaCrest 2512 Stunning, Walk to Coligny Shops/Rest
4 bedrooms, 7 beds
2–7 Dec
5.0 out of 5 average rating, 9 reviews
Superhost
Home in Hilton Head Island
Oceanfront Pool, Balcony + Stunning Atlantic Views
5 bedrooms, 6 beds
5–10 Sept
New place to stay
Home in Hilton Head Island
Prime Location! 3BR Home Steps to Beach & Coligny
3 bedrooms, 4 beds
8–13 Aug
Home in Hilton Head Island
Newly Renovated/Walk to Beach/Hot Tub/Game Patio
3 bedrooms, 6 beds
30 Aug – 4 Sept
New place to stay
Top guest favourite
Treehouse in Sea Pines
Luxury Waterfront Tree House | Harbour Town | Pool
3 bedrooms, 3 beds
26 Sept – 1 Oct
5.0 out of 5 average rating, 34 reviews
Superhost
Home in Sea Pines
MyStay at 14 Laughing Gull - 7BR Oceanfront Estate
7 bedrooms, 11 beds
27 Aug – 1 Sept
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Home in Hilton Head Island
Walk to Beach-Amazing New Home-Hot Tub-Heated Pool
6 bedrooms, 11 beds
30 Aug – 4 Sept
5.0 out of 5 average rating, 95 reviews
Top guest favourite
Home in Hilton Head Island
Beach House, Elevator, Sleeps 12
3 bedrooms, 6 beds
30 Aug – 4 Sept
4.99 out of 5 average rating, 83 reviews
Luxe
Home in Sea Pines
8 Gull Point, Sea Pines: Marsh-Front, Private Pool
4 bedrooms, 5 beds
26–31 Aug
Home in Sea Pines
Spacious, Renovated House with Private Spa and Pri
3 bedrooms, 4 beds
20–25 Sept
Top guest favourite
Home in Hilton Head Island
Dove's Nest - New Pool&Spa! Steps to beach&dining
4 bedrooms, 9 beds
30 Aug – 4 Sept
5.0 out of 5 average rating, 13 reviews
Home in Hilton Head Island
Charming remodeled 4th row House walk to Beach !
4 bedrooms, 5 beds
26–31 Jul
New place to stay
Superhost
Flat in Palmetto Dunes
Incredible Hilton Head condo - private beach!
2 bedrooms, 5 beds
16–21 Aug
New place to stay
Apartment in Sea Pines
Spacious Getaway, Steps Away From The Ocean
3 bedrooms, 5 beds
15–20 Aug
Top guest favourite
Home in Palmetto Dunes
Palmetto Dunes Beach House
3 bedrooms, 5 beds
23–28 Aug
5.0 out of 5 average rating, 20 reviews
Top guest favourite
Apartment in Palmetto Dunes
Experience Island Vibes!
2 bedrooms
3–8 Aug
5.0 out of 5 average rating, 24 reviews
Superhost
Home in Sea Pines
Pet-Friendly, South Beach Pool Access, 3BR
3 bedrooms, 5 beds
2–7 Aug
New place to stay