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

Top guest favourite
Townhouse in Hilton Head Island
Beachfront Resort 2b Golf Lagoon Pickleball Tennis
2 bedrooms, 3 beds, 2 private bathrooms
6–11 Jul
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4.98 out of 5 average rating, 164 reviews
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
Top guest favourite
Home in Hilton Head Island
Beach House, Elevator, Sleeps 12
4.99 out of 5 average rating, 81 reviews, 3 bedrooms, 6 beds, 2.5 bathrooms
9–14 Aug
Luxe
Home in Hilton Head Island
8 Gull Point, Sea Pines: Marsh-Front, Private Pool
4 bedrooms, 5 beds, 3 bathrooms
17–22 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
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
Guest favourite
Home in Hilton Head Island
Private Pool ~ Cabana ~ 5 Deer Run Lane
4.89 out of 5 average rating, 18 reviews, 3 bedrooms, 5 beds, 3 bathrooms
16–21 Aug
Superhost
Home in Hilton Head Island
Chic Sea Pines Retreat w Lagoon Views | Sleeps 6
3 bedrooms, 3 beds, 2.5 bathrooms
8–13 Aug
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
19–24 Sept
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
Guest favourite
Home in Hilton Head Island
Hilton Ivory by AvantStay | Luxe Home + Pool/Patio
5.0 out of 5 average rating, 5 reviews, 6 bedrooms, 10 beds, 4.5 bathrooms
22–27 Aug
Superhost
Home in Hilton Head Island
Daydream Believer | New Pool & Spa, Pet Friendly
4 bedrooms, 5 beds, 3 bathrooms
25–30 Jul
Superhost
Home in Hilton Head Island
MyStay at 14 Laughing Gull - 7BR Oceanfront Estate
5.0 out of 5 average rating, 3 reviews, 7 bedrooms, 11 beds, 8 bathrooms
27 Aug – 1 Sept
Villa in Hilton Head Island
Beachwalk 112 - Newly Renovated Hilton Head Villa
New place to stay, 2 bedrooms, 2.5 bathrooms
28 Aug – 2 Sept
Top guest favourite
Townhouse in Hilton Head Island
Beachfront Resort 2B Golf Beach Pickleball Tennis
4.96 out of 5 average rating, 158 reviews, 2 bedrooms, 6 beds, 2 bathrooms
13–18 Aug
Guest favourite
Home in Hilton Head Island
Pink Sand Paradise - A Peaceful Luxury Retreat
5.0 out of 5 average rating, 6 reviews, 4 bedrooms, 5 beds, 2.5 bathrooms
19–24 Jul
Top guest favourite
Apartment in Hilton Head Island
Pet friendly condo with amazing Broad Creek views
4.99 out of 5 average rating, 82 reviews, 1 bedroom, 3 beds, 1 bathroom
7–12 Aug
Home in Hilton Head Island
Pool, Hot Tub & Golf Views | Loblolly Retreat
5.0 out of 5 average rating, 4 reviews, 3 bedrooms, 6 beds, 4 bathrooms
27 Aug – 1 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