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

Guest favourite
Cottage in Hilton Head Island
Shipyard! - Private Beach & Golf! Pet Friendly!
2 bedrooms, 3 beds, 2.5 private bathrooms
18–23 Jul
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4.91 out of 5 average rating, 139 reviews
Top guest favourite
Home in Hilton Head Island
98 Sandcastle Ct
6 bedrooms, 15 beds, 4 bathrooms
23–28 Aug
5.0 out of 5 average rating, 119 reviews
Top guest favourite
Apartment in Hilton Head Island
The Lookout - A Modern Beach Retreat (Oceanfront)
1 bedroom, 4 beds, 1 bathroom
29 Aug – 3 Sept
5.0 out of 5 average rating, 101 reviews
Home in Hilton Head Island
Greenside Haven | Gated, Beach, Golf, Pet-Friendly
3 bedrooms, 8 beds, 3.5 bathrooms
2–7 Aug
New place to stay
Superhost
Home in Hilton Head Island
Oceanfront Pool, Balcony + Stunning Atlantic Views
5 bedrooms, 6 beds, 5.5 bathrooms
13–18 Jul
New place to stay
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
6–11 Aug
4.99 out of 5 average rating, 82 reviews
Superhost
Guest house in Bluffton
Cozy Carriage House Under Oaks | Old Town Bluffton
1 bedroom, 2 beds, 1 bathroom
31 Jul – 5 Aug
5.0 out of 5 average rating, 4 reviews
Luxe
Home in Hilton Head Island
8 Gull Point, Sea Pines: Marsh-Front, Private Pool
4 bedrooms, 5 beds, 3 bathrooms
26–31 Aug
Top guest favourite
Home in Hilton Head Island
Hilton Ivory by AvantStay | Luxe Home + Pool/Patio
6 bedrooms, 10 beds, 4.5 bathrooms
22–27 Aug
5.0 out of 5 average rating, 6 reviews
Home in Hilton Head Island
Newly Renovated/Walk to Beach/Hot Tub/Game Patio
3 bedrooms, 6 beds, 2 bathrooms
23–28 Aug
New place to stay
Superhost
Home in Hilton Head Island
Pet-Friendly, South Beach Pool Access, 3BR
3 bedrooms, 5 beds, 2 bathrooms
2–7 Aug
New place to stay
Guest favourite
Treehouse in Hilton Head Island
Waterfront Tree House | HT Pool | Private Office
3 bedrooms, 3 beds, 2.5 bathrooms
27 Jul – 1 Aug
5.0 out of 5 average rating, 5 reviews
Home in Hilton Head Island
Charming remodeled 4th row House walk to Beach !
4 bedrooms, 5 beds, 3 bathrooms
26–31 Jul
New place to stay
Guest favourite
Home in Hilton Head Island
Shipyard Golf: Where Family Memories Shine!
3 bedrooms, 4 beds, 3 bathrooms
2–7 Aug
5.0 out of 5 average rating, 5 reviews
Home in Hilton Head Island
Renovated Sea Pines Retreat Near Beach
2 bedrooms, 4 beds, 2 bathrooms
20–25 Jul
Top guest favourite
Apartment in Hilton Head Island
Beach View - 1st Floor - King Bed - Pools -Tennis
2 bedrooms, 6 beds, 2 bathrooms
24–29 Oct
4.96 out of 5 average rating, 26 reviews
Luxe
Home in Hilton Head Island
Private Pool & Spa | Secluded | in Heritage Woods
5 bedrooms, 8 beds, 5 bathrooms
16–21 Aug
5.0 out of 5 average rating, 48 reviews
Home in Hilton Head Island
Spacious, Renovated House with Private Spa and Pri
3 bedrooms, 4 beds, 3.5 bathrooms
20–25 Sept