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

Top guest favourite
Home in Sea Pines
Governor’s Quarters Pet Friendly, Fenced in Yard
4 bedrooms, 5 beds, 3 private bathrooms
12–17 Sept
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4.98 out of 5 average rating, 107 reviews
Top guest favourite
Home in Hilton Head Island
98 Sandcastle Ct
5.0 out of 5 average rating, 120 reviews, 6 bedrooms, 15 beds, 4 bathrooms
4–9 Oct
Top guest favourite
Home in Sea Pines
Hilton Ivory by AvantStay | Luxe Home + Pool/Patio
5.0 out of 5 average rating, 6 reviews, 6 bedrooms, 10 beds, 4.5 bathrooms
22–27 Aug
Top guest favourite
Home in Hilton Head Island
Beach House, Elevator, Sleeps 12
4.99 out of 5 average rating, 84 reviews, 3 bedrooms, 6 beds, 2.5 bathrooms
6–11 Aug
Superhost
Home in Hilton Head Island
Oceanfront Pool, Balcony + Stunning Atlantic Views
New place to stay, 5 bedrooms, 6 beds, 5.5 bathrooms
30 Aug – 4 Sept
Top guest favourite
Home in Sea Pines
Sea Pines house ~ Golf Sim / Putting Green / Games
5.0 out of 5 average rating, 89 reviews, 4 bedrooms, 4 bathrooms
23–28 Jul
Superhost
Home in Palmetto Dunes
HHI. Direct Beach Access. 3 bedrooms. 3 Pools.
5.0 out of 5 average rating, 4 reviews, 3 bedrooms, 4 beds, 2 bathrooms
6–11 Aug
Top guest favourite
Treehouse in Sea Pines
Luxury Waterfront Tree House | Harbour Town | Pool
5.0 out of 5 average rating, 35 reviews, 3 bedrooms, 3 beds, 2 bathrooms
21–26 Jul
Top guest favourite
Treehouse in Sea Pines
Harbour Town Tree House | Private Office | HT Pool
4.98 out of 5 average rating, 96 reviews, 2 bedrooms, 3 beds, 2 bathrooms
23–28 Aug
Home in Hilton Head Island
Newly Renovated/Walk to Beach/Hot Tub/Game Patio
5.0 out of 5 average rating, 3 reviews, 3 bedrooms, 6 beds, 2 bathrooms
30 Aug – 4 Sept
Superhost
Home in Sea Pines
Family Memories Are Made Better at Deer Run
3 bedrooms, 4 beds, 3 bathrooms
21–26 Aug
Home in Hilton Head Island
Conveniently located, gorgeous home with private p
7 bedrooms, 16 beds, 6.5 bathrooms
1–8 Aug
Superhost
Home in Sea Pines
Pet-Friendly, South Beach Pool Access, 3BR
New place to stay, 3 bedrooms, 5 beds, 2 bathrooms
15–20 Aug
Top guest favourite
Flat in Hilton Head Island
SeaCrest 2512 Stunning, Walk to Coligny Shops/Rest
5.0 out of 5 average rating, 9 reviews, 4 bedrooms, 7 beds, 3 bathrooms
2–7 Dec
Guest favourite
Home in Sea Pines
10 Pender Lane-Sea Pines Home
5.0 out of 5 average rating, 7 reviews, 4 bedrooms, 5 beds, 4.5 bathrooms
10–15 Aug
Guest favourite
Home in Shipyard
Top Rated Golf Hilton Head Isle home mins to beach
5.0 out of 5 average rating, 11 reviews, 3 bedrooms, 5 beds, 2 bathrooms
15–22 Aug
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, 15 reviews, 4 bedrooms, 9 beds, 3 bathrooms
30 Aug – 4 Sept
Top guest favourite
Apartment in Palmetto Dunes
Experience Island Vibes!
5.0 out of 5 average rating, 24 reviews, 2 bedrooms, 2 bathrooms
3–8 Aug
Top guest favourite
Townhouse in Shipyard
Beachfront Resort 2B Golf Beach Pickleball Tennis
4.96 out of 5 average rating, 164 reviews, 2 bedrooms, 6 beds, 2 bathrooms
13–18 Aug