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

Top guest favourite
Apartment in Hilton Head Island
Condo w/ Pools & Tennis Courts-Walk to Beach
2 bedrooms, 4 beds, 2.5 private bathrooms
24–29 Aug
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4.96 out of 5 average rating, 280 reviews
Top guest favourite
Home in Hilton Head Island
98 Sandcastle Ct
6 bedrooms, 15 beds
23–28 Aug
5.0 out of 5 average rating, 118 reviews
Home in Hilton Head Island
Luxury 2nd Row Beach Estate | 6BR | Pool Sleeps 12
6 bedrooms, 7 beds
4–11 Jul
New place to stay
Luxe
Home in Hilton Head Island
8 Gull Point, Sea Pines: Marsh-Front, Private Pool
4 bedrooms, 5 beds
17–22 Jul
Top guest favourite
Treehouse in Hilton Head Island
Luxury Waterfront Tree House | Harbour Town | Pool
3 bedrooms, 3 beds
26 Sept – 1 Oct
5.0 out of 5 average rating, 32 reviews
Home in Hilton Head Island
Charming remodeled 4th row House walk to Beach !
4 bedrooms, 5 beds
5–10 Jul
New place to stay
Superhost
Home in Hilton Head Island
Chic Sea Pines Retreat w Lagoon Views | Sleeps 6
3 bedrooms, 3 king beds
8–13 Aug
Top guest favourite
Home in Hilton Head Island
Beach House, Elevator, Sleeps 12
3 bedrooms, 6 beds
9–14 Aug
4.99 out of 5 average rating, 81 reviews
Superhost
Home in Hilton Head Island
Luxury Dunes Paradise - Private Pool
4 bedrooms, 7 beds
6–11 Jul
New place to stay
Guest favourite
Flat in Hilton Head Island
SeaCrest 2512 Stunning, Walk to Coligny Shops/Rest
4 bedrooms, 7 beds
19–24 Sept
5.0 out of 5 average rating, 8 reviews
Superhost
Guest house in Bluffton
Cozy Carriage House Under Oaks | Old Town Bluffton
1 bedroom, 2 beds
31 Jul – 5 Aug
5.0 out of 5 average rating, 4 reviews
Guest favourite
Home in Hilton Head Island
Private Pool ~ Cabana ~ 5 Deer Run Lane
3 bedrooms, 5 beds
16–21 Aug
4.89 out of 5 average rating, 18 reviews
Luxe
Home in Hilton Head Island
Private Pool & Spa | Secluded | in Heritage Woods
5 bedrooms, 8 beds
16–21 Aug
5.0 out of 5 average rating, 47 reviews
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, 11 reviews
Luxe
Villa in Hilton Head Island
1465 Sound Villas, Sea Pines: Beachfront Luxury
4 bedrooms, 5 beds
8–13 Aug
Luxe
Home in Hilton Head Island
Private Island in Hilton Head, Events & Poolside
8 bedrooms, 15 beds
19–24 Jul
5.0 out of 5 average rating, 4 reviews
Superhost
Apartment in Hilton Head Island
Family-friendly condo w/ a furnished deck & shared
2 bedrooms, 4 beds
24–29 Aug
Superhost
Home in Hilton Head Island
Private Pool Retreat | One Level | 2 Living Areas
3 bedrooms, 3 king beds
10–15 Aug
New place to stay
Home in Hilton Head Island
Hilton Head Retreat
2 bedrooms, 2 beds
25–30 Jul
5.0 out of 5 average rating, 4 reviews