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

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