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

Superhost
Apartment in Hilton Head Island
Beach Front Villa Oak Tree Lined Views to Water
2 bedrooms, 2 beds, 2 private bathrooms
8–13 Aug
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4.81 out of 5 average rating, 180 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
Home in Hilton Head Island
Beach House, Elevator, Sleeps 12
3 bedrooms, 6 beds
2–7 Aug
4.99 out of 5 average rating, 81 reviews
Luxe
Home in Hilton Head Island
29 South Beach, Sea Pines: Pool, Walk to Beach
4 bedrooms, 4 beds
11–16 Jul
Superhost
Home in Hilton Head Island
Pet-Friendly, South Beach Pool Access, 3BR
3 bedrooms, 5 beds
2–7 Aug
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
Hilton Ivory by AvantStay | Luxe Home + Pool/Patio
6 bedrooms, 10 beds
22–27 Aug
5.0 out of 5 average rating, 6 reviews
Top guest favourite
Apartment in Hilton Head Island
Coastal Chic Retreat Near Beach and Sea Pines.
1 bedroom, 1 king bed
3–8 Aug
5.0 out of 5 average rating, 41 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
Flat in Hilton Head Island
Spacious 3 bedroom Beach Pool Tennis Pickleball !
3 bedrooms, 4 beds
17–22 Aug
New place to stay
Home in Hilton Head Island
Newly Renovated/Walk to Beach/Hot Tub/Game Patio
3 bedrooms
19–24 Aug
New place to stay
Home in Hilton Head Island
Luxury 2nd Row Beach Estate | 6BR | Pool Sleeps 12
6 bedrooms, 7 beds
22–29 Aug
New place to stay
Superhost
Home in Hilton Head Island
Oceanfront Pool, Balcony + Stunning Atlantic Views
5 bedrooms, 6 beds
9–14 Jul
New place to stay
Top guest favourite
Home in Hilton Head Island
Location Matters! Walk to Beach & Everything Else!
2 bedrooms, 3 beds
29 Aug – 3 Sept
5.0 out of 5 average rating, 12 reviews
Top guest favourite
Apartment in Hilton Head Island
Coastal Calm: Lagoon View, Beach, Family Friendly
2 bedrooms, 4 beds
26 Sept – 1 Oct
5.0 out of 5 average rating, 29 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
Villa in Hilton Head Island
Twin Oaks 207 | Condo in Hilton Head
3 bedrooms, 6 beds
6–11 Sept
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
Greenside Haven | Gated, Beach, Golf, Pet-Friendly
3 bedrooms, 8 beds
13–18 Jul
New place to stay