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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
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
29 Aug – 3 Sept
5.0 out of 5 average rating, 101 reviews
Superhost
Home in Hilton Head Island
Oceanfront Pool, Balcony + Stunning Atlantic Views
5 bedrooms, 6 beds
13–18 Jul
New place to stay
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
Top guest favourite
Home in Hilton Head Island
Beach House, Elevator, Sleeps 12
3 bedrooms, 6 beds
6–11 Aug
4.99 out of 5 average rating, 82 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
Home in Hilton Head Island
Newly Renovated/Walk to Beach/Hot Tub/Game Patio
3 bedrooms, 6 beds
23–28 Aug
New place to stay
Luxe
Home in Hilton Head Island
29 South Beach, Sea Pines: Pool, Walk to Beach
4 bedrooms, 4 beds
12–17 Jul
Superhost
Treehouse in Hilton Head Island
Waterfront Tree House | HT Pool | Private Office
3 bedrooms, 3 beds
27 Jul – 1 Aug
5.0 out of 5 average rating, 5 reviews
Superhost
Home in Hilton Head Island
Pet-Friendly, South Beach Pool Access, 3BR
3 bedrooms, 5 beds
2–7 Aug
New place to stay
Home in Hilton Head Island
Renovated Sea Pines Retreat Near Beach
2 bedrooms, 4 beds
20–25 Jul
Home in Hilton Head Island
Charming remodeled 4th row House walk to Beach !
4 bedrooms, 5 beds
26–31 Jul
New place to stay
Top guest favourite
Home in Hilton Head Island
Hilton Ivory by AvantStay | Luxe Home + Pool/Patio
6 bedrooms, 10 beds
22–27 Aug
5.0 out of 5 average rating, 6 reviews
Guest favourite
Home in Hilton Head Island
Starfish Beach House with Pool and Bikes
3 bedrooms, 4 beds
29 Aug – 3 Sept
4.92 out of 5 average rating, 39 reviews
Flat in Hilton Head Island
Spacious 3 bedroom Beach Pool Tennis Pickleball !
3 bedrooms, 4 beds
17–22 Aug
Home in Hilton Head Island
Spacious, Renovated House with Private Spa and Pri
3 bedrooms, 4 beds
20–25 Sept
Home in Hilton Head Island
Prime Location! 3BR Home Steps to Beach & Coligny
3 bedrooms, 4 beds
8–13 Aug
Top guest favourite
Apartment in Hilton Head Island
Beach View - 1st Floor - King Bed - Pools -Tennis
2 bedrooms, 6 beds
24–29 Oct
4.96 out of 5 average rating, 25 reviews