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

Guest favourite
Apartment in Hilton Head Island
Walk to Beach, Coligny Plaza, Celebration Park!
2 bedrooms, 4 beds, 1.5 private bathrooms
17–22 Jul
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4.88 out of 5 average rating, 132 reviews
Superhost
Home in Hilton Head Island
Pet-Friendly, South Beach Pool Access, 3BR
New place to stay, 3 bedrooms, 5 beds, 2 bathrooms
5–10 Jul
Guest favourite
Flat in Hilton Head Island
SeaCrest 2512 Stunning, Walk to Coligny Shops/Rest
5.0 out of 5 average rating, 8 reviews, 4 bedrooms, 7 beds, 3 bathrooms
15–20 Dec
Top guest favourite
Treehouse in Hilton Head Island
Luxury Waterfront Tree House | Harbour Town | Pool
5.0 out of 5 average rating, 32 reviews, 3 bedrooms, 3 beds, 2 bathrooms
26 Sept – 1 Oct
Top guest favourite
Home in Hilton Head Island
98 Sandcastle Ct
5.0 out of 5 average rating, 118 reviews, 6 bedrooms, 15 beds, 4 bathrooms
23–28 Aug
Home in Hilton Head Island
Hilton Head Retreat
5.0 out of 5 average rating, 4 reviews, 2 bedrooms, 2 beds, 1.5 bathrooms
25–30 Jul
Luxe
Home in Hilton Head Island
8 Gull Point, Sea Pines: Marsh-Front, Private Pool
4 bedrooms, 5 beds, 3 bathrooms
17–22 Jul
Apartment in Hilton Head Island
The Salty Mermaid
New place to stay, 2 bedrooms, 4 beds, 2 bathrooms
19–24 Jul
Superhost
Guest house in Bluffton
Cozy Carriage House Under Oaks | Old Town Bluffton
5.0 out of 5 average rating, 4 reviews, 1 bedroom, 2 beds, 1 bathroom
31 Jul – 5 Aug
Guest favourite
Home in Hilton Head Island
Starfish Beach House with Pool and Bikes
4.92 out of 5 average rating, 39 reviews, 3 bedrooms, 4 beds, 2.5 bathrooms
29 Aug – 3 Sept
Flat in Hilton Head Island
Lagoon and Links Escape
1 bedroom, 2 beds, 1.5 bathrooms
10–15 Aug
Top guest favourite
Home in Hilton Head Island
Dove's Nest - New Pool&Spa! Steps to beach&dining
5.0 out of 5 average rating, 11 reviews, 4 bedrooms, 9 beds, 3 bathrooms
30 Aug – 4 Sept
Superhost
Villa in Hilton Head Island
Charming bay view villa with pool, washer/dryer, b
2 bedrooms, 3 beds, 2.5 bathrooms
12–17 Sept
Luxe
Home in Hilton Head Island
Private Island in Hilton Head, Events & Poolside
5.0 out of 5 average rating, 4 reviews, 8 bedrooms, 15 beds, 8 bathrooms
19–24 Jul
Superhost
Home in Hilton Head Island
Private Pool Retreat | One Level | 2 Living Areas
New place to stay, 3 bedrooms, 3 beds, 3 bathrooms
10–15 Aug
Guest favourite
Home in Hilton Head Island
Top Rated Golf Hilton Head Isle home mins to beach
5.0 out of 5 average rating, 10 reviews, 3 bedrooms, 5 beds, 2 bathrooms
15–22 Aug
Superhost
Home in Hilton Head Island
Chic Sea Pines Retreat w Lagoon Views | Sleeps 6
3 bedrooms, 3 beds, 2.5 bathrooms
8–13 Aug
Top guest favourite
Home in Hilton Head Island
Walk to Beach | Golf | Pool | Private | Shipyard
5.0 out of 5 average rating, 11 reviews, 3 bedrooms, 4 beds, 2 bathrooms
22–27 Aug
Superhost
Flat in Hilton Head Island
Near Beach|Pool| Pickleball| WaterView|Island Club
New place to stay, 1 bedroom, 2 beds, 1.5 bathrooms
16–21 Aug