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

Guest favourite
Apartment in Hilton Head Island
Ocean Views at Villamare, Steps to the Beach!
2 bedrooms, 3 beds, 2 private bathrooms
16–21 Aug
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4.94 out of 5 average rating, 121 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, 118 reviews
Top guest favourite
Home in Hilton Head Island
Beach House, Elevator, Sleeps 12
3 bedrooms, 6 beds, 2.5 bathrooms
9–14 Aug
4.99 out of 5 average rating, 81 reviews
Luxe
Home in Hilton Head Island
8 Gull Point, Sea Pines: Marsh-Front, Private Pool
4 bedrooms, 5 beds, 3 bathrooms
17–22 Jul
Superhost
Home in Hilton Head Island
Pet-Friendly, South Beach Pool Access, 3BR
3 bedrooms, 5 beds, 2 bathrooms
5–10 Jul
New place to stay
Top guest favourite
Treehouse in Hilton Head Island
Luxury Waterfront Tree House | Harbour Town | Pool
3 bedrooms, 3 beds, 2 bathrooms
26 Sept – 1 Oct
5.0 out of 5 average rating, 32 reviews
Guest favourite
Home in Hilton Head Island
Private Pool ~ Cabana ~ 5 Deer Run Lane
3 bedrooms, 5 beds, 3 bathrooms
16–21 Aug
4.89 out of 5 average rating, 18 reviews
Superhost
Home in Hilton Head Island
Chic Sea Pines Retreat w Lagoon Views | Sleeps 6
3 bedrooms, 3 king beds, 2.5 bathrooms
8–13 Aug
Guest favourite
Flat in Hilton Head Island
SeaCrest 2512 Stunning, Walk to Coligny Shops/Rest
4 bedrooms, 7 beds, 3 bathrooms
19–24 Sept
5.0 out of 5 average rating, 8 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, 47 reviews
Superhost
Home in Hilton Head Island
Daydream Believer | New Pool & Spa, Pet Friendly
4 bedrooms, 5 beds, 3 bathrooms
25–30 Jul
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, 5 reviews
Home in Hilton Head Island
Pool, Hot Tub & Golf Views | Loblolly Retreat
3 bedrooms, 6 beds, 4 bathrooms
27 Aug – 1 Sept
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Townhouse in Hilton Head Island
Beachfront Resort 2B Golf Beach Pickleball Tennis
2 bedrooms, 6 beds, 2 bathrooms
13–18 Aug
4.96 out of 5 average rating, 158 reviews
Top guest favourite
Apartment in Hilton Head Island
Pet friendly condo with amazing Broad Creek views
1 bedroom, 3 beds, 1 bathroom
7–12 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
Superhost
Home in Hilton Head Island
MyStay at 14 Laughing Gull - 7BR Oceanfront Estate
7 bedrooms, 11 beds, 8 bathrooms
27 Aug – 1 Sept
5.0 out of 5 average rating, 3 reviews
Superhost
Home in Hilton Head Island
Private Pool Retreat | One Level | 2 Living Areas
3 bedrooms, 3 king beds, 3 bathrooms
10–15 Aug
New place to stay
Home in Hilton Head Island
Luxury 2nd Row Beach Estate | 6BR | Pool Sleeps 12
6 bedrooms, 7 beds, 6.5 bathrooms
4–11 Jul
New place to stay