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

Top guest favourite
Home in Hilton Head Island
A WAVE FROM IT ALL! Rest, Relax, Recharge!
3 bedrooms, 8 beds, 3 private bathrooms
8–13 Aug
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5.0 out of 5 average rating, 74 reviews
Guest favourite
Flat in Hilton Head Island
SeaCrest 2512 Stunning, Walk to Coligny Shops/Rest
5.0 out of 5 average rating, 8 reviews, 4 bedrooms, 7 beds, 3 bathrooms
15–20 Dec
Superhost
Home in Hilton Head Island
Pet-Friendly, South Beach Pool Access, 3BR
New place to stay, 3 bedrooms, 5 beds, 2 bathrooms
5–10 Jul
Top guest favourite
Treehouse in Hilton Head Island
Luxury Waterfront Tree House | Harbour Town | Pool
5.0 out of 5 average rating, 32 reviews, 3 bedrooms, 3 beds, 2 bathrooms
26 Sept – 1 Oct
Top guest favourite
Home in Hilton Head Island
98 Sandcastle Ct
5.0 out of 5 average rating, 118 reviews, 6 bedrooms, 15 beds, 4 bathrooms
23–28 Aug
Luxe
Home in Hilton Head Island
Private Pool & Spa | Secluded | in Heritage Woods
5.0 out of 5 average rating, 46 reviews, 5 bedrooms, 8 beds, 5 bathrooms
16–21 Aug
Superhost
Guest house in Bluffton
Cozy Carriage House Under Oaks | Old Town Bluffton
5.0 out of 5 average rating, 4 reviews, 1 bedroom, 2 beds, 1 bathroom
31 Jul – 5 Aug
Home in Hilton Head Island
Hilton Head Retreat
5.0 out of 5 average rating, 4 reviews, 2 bedrooms, 2 beds, 1.5 bathrooms
25–30 Jul
Luxe
Home in Hilton Head Island
8 Gull Point, Sea Pines: Marsh-Front, Private Pool
4 bedrooms, 5 beds, 3 bathrooms
17–22 Jul
Guest favourite
Home in Hilton Head Island
Starfish Beach House with Pool and Bikes
4.92 out of 5 average rating, 39 reviews, 3 bedrooms, 4 beds, 2.5 bathrooms
29 Aug – 3 Sept
Home in Hilton Head Island
Luxury 2nd Row Beach Estate | 6BR | Pool Sleeps 12
New place to stay, 6 bedrooms, 7 beds, 6.5 bathrooms
4–11 Jul
Superhost
Home in Hilton Head Island
Oceanfront Pool, Balcony + Stunning Atlantic Views
New place to stay, 5 bedrooms, 6 beds, 5.5 bathrooms
23–28 Aug
Flat in Hilton Head Island
Lagoon and Links Escape
1 bedroom, 2 beds, 1.5 bathrooms
10–15 Aug
Luxe
Home in Hilton Head Island
Private Island in Hilton Head, Events & Poolside
5.0 out of 5 average rating, 4 reviews, 8 bedrooms, 15 beds, 8 bathrooms
19–24 Jul
Top guest favourite
Home in Hilton Head Island
Dove's Nest - New Pool&Spa! Steps to beach&dining
5.0 out of 5 average rating, 11 reviews, 4 bedrooms, 9 beds, 3 bathrooms
30 Aug – 4 Sept
Superhost
Home in Hilton Head Island
Private Pool Retreat | One Level | 2 Living Areas
New place to stay, 3 bedrooms, 3 beds, 3 bathrooms
10–15 Aug
Top guest favourite
Apartment in Hilton Head Island
Charming , cozy apartment near the beach ….
5.0 out of 5 average rating, 39 reviews, 1 bedroom, 1 bed, 1 bathroom
13–18 Jul
Superhost
Villa in Hilton Head Island
Charming bay view villa with pool, washer/dryer, b
2 bedrooms, 3 beds, 2.5 bathrooms
12–17 Sept
Superhost
Flat in Hilton Head Island
Near Beach|Pool| Pickleball| WaterView|Island Club
New place to stay, 1 bedroom, 2 beds, 1.5 bathrooms
16–21 Aug