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

Guest favourite
Home in Shipyard
Private Beach Access-Pet Friendly-Hot Tub!
4 bedrooms, 7 beds, 3 private bathrooms
21–26 Aug
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4.84 out of 5 average rating, 265 reviews
Top guest favourite
Home in Hilton Head Island
98 Sandcastle Ct
6 bedrooms, 15 beds, 4 bathrooms
17–22 Oct
5.0 out of 5 average rating, 119 reviews
Home in Shipyard
Greenside Haven | Gated, Beach, Golf, Pet-Friendly
3 bedrooms, 8 beds, 3.5 bathrooms
2–7 Aug
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Flat in Hilton Head Island
SeaCrest 2512 Stunning, Walk to Coligny Shops/Rest
4 bedrooms, 7 beds, 3 bathrooms
2–7 Dec
5.0 out of 5 average rating, 9 reviews
Top guest favourite
Home in Hilton Head Island
Beach House, Elevator, Sleeps 12
3 bedrooms, 6 beds, 2.5 bathrooms
30 Aug – 4 Sept
4.99 out of 5 average rating, 83 reviews
Superhost
Home in Hilton Head Island
Oceanfront Pool, Balcony + Stunning Atlantic Views
5 bedrooms, 6 beds, 5.5 bathrooms
5–10 Sept
New place to stay
Home in Hilton Head Island
Prime Location! 3BR Home Steps to Beach & Coligny
3 bedrooms, 4 beds, 2 bathrooms
8–13 Aug
Superhost
Home in Hilton Head Island
1 Min Walk to Beach | Private Pool Retreat
3 bedrooms, 7 beds, 2 bathrooms
29 Aug – 3 Sept
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Apartment in Hilton Head Island
The Lookout - A Modern Beach Retreat (Oceanfront)
1 bedroom, 4 beds, 1 bathroom
31 Aug – 5 Sept
5.0 out of 5 average rating, 103 reviews
Luxe
Home in Sea Pines
8 Gull Point, Sea Pines: Marsh-Front, Private Pool
4 bedrooms, 5 beds, 3 bathrooms
26–31 Aug
Home in Hilton Head Island
Newly Renovated/Walk to Beach/Hot Tub/Game Patio
3 bedrooms, 6 beds, 2 bathrooms
30 Aug – 4 Sept
New place to stay
Top guest favourite
Home in Hilton Head Island
Dove's Nest - New Pool&Spa! Steps to beach&dining
4 bedrooms, 9 beds, 3 bathrooms
30 Aug – 4 Sept
5.0 out of 5 average rating, 13 reviews
Top guest favourite
Treehouse in Sea Pines
Luxury Waterfront Tree House | Harbour Town | Pool
3 bedrooms, 3 beds, 2 bathrooms
26 Sept – 1 Oct
5.0 out of 5 average rating, 34 reviews
Home in Sea Pines
Spacious, Renovated House with Private Spa and Pri
3 bedrooms, 4 beds, 3.5 bathrooms
20–25 Sept
Top guest favourite
Apartment in Hilton Head Island
Chic Beachside Escape at Xanadu Villas
1 bedroom, 1 sofa bed, 1 bathroom
12–17 Oct
5.0 out of 5 average rating, 29 reviews
Superhost
Home in Sea Pines
Family Memories Are Made Better at Deer Run
3 bedrooms, 4 beds, 3 bathrooms
16–21 Aug
Top guest favourite
Flat in Hilton Head Island
Near Beach|Pool| Pickleball| WaterView|Island Club
1 bedroom, 2 beds, 1.5 bathrooms
10–15 Oct
5.0 out of 5 average rating, 5 reviews
Guest favourite
Home in Sea Pines
Two Fawns at Sea Pines|4+BR|New Pool/Spa!
4 bedrooms, 5 beds, 2 bathrooms
25–30 Jul
5.0 out of 5 average rating, 5 reviews
Apartment in Palmetto Dunes
Renovated - Private Beach - 3 Pools - King Bed!
2 bedrooms, 4 beds, 2 bathrooms
28 Aug – 2 Sept
5.0 out of 5 average rating, 4 reviews