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

Guest favourite
Home in Shipyard
2-minute walk to beach with private pool!
3 bedrooms, 4 beds, 3 private bathrooms
23–28 Aug
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4.92 out of 5 average rating, 12 reviews
Home in Shipyard
Prime Location Dream Home Outdoor Oasis & Pool
3 bedrooms, 4 beds
23–28 Oct
New place to stay
Superhost
Home in Sea Pines
Family Memories Are Made Better at Deer Run
3 bedrooms, 4 beds
21–26 Aug
Top guest favourite
Home in Hilton Head Island
98 Sandcastle Ct
6 bedrooms, 15 beds
17–22 Oct
5.0 out of 5 average rating, 121 reviews
Top guest favourite
Home in Hilton Head Island
Beach House, Elevator, Sleeps 12
3 bedrooms, 6 beds
9–14 Aug
4.99 out of 5 average rating, 85 reviews
Home in Sea Pines
Fire Table Deck + Lawn Games • Bike to Beach
3 bedrooms, 5 beds
9–14 Aug
New place to stay
Top guest favourite
Home in Sea Pines
Private Pool/Spa | Private Office | Harbour Town
3 bedrooms, 4 beds
16–21 Aug
5.0 out of 5 average rating, 33 reviews
Top guest favourite
Home in Sea Pines
Two Fawns at Sea Pines|4+BR|New Pool/Spa!
4 bedrooms, 5 beds
16–21 Aug
5.0 out of 5 average rating, 10 reviews
Home in Sea Pines
Sea Pines Haven | Private Pool | Harbour Town
3 bedrooms, 6 beds
6–11 Aug
New place to stay
Top guest favourite
Apartment in Shelter Cove
Pet friendly condo with amazing Broad Creek views
1 bedroom, 3 beds
9–14 Aug
4.99 out of 5 average rating, 89 reviews
Top guest favourite
Home in Sea Pines
Sea Pines house ~ Golf Sim / Putting Green / Games
4 bedrooms
21–26 Aug
5.0 out of 5 average rating, 91 reviews
Guest favourite
Home in Hilton Head Island
The Beachfront Estate at 5 Alder Lane
6 bedrooms, 11 beds
20–27 Sept
4.95 out of 5 average rating, 20 reviews
Guest favourite
Home in Palmetto Dunes
Palmetto Dunes Villa – Golf, Pools & Bike to Beach
2 bedrooms, 2 double beds
17–22 Aug
5.0 out of 5 average rating, 9 reviews
Guest favourite
Apartment in Hilton Head Island
Whispering Tides II
2 bedrooms, 3 beds
23–28 Aug
4.91 out of 5 average rating, 11 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
Canopy House | Walk to Harbour Town | Marshfront
2 bedrooms, 3 beds
8–13 Aug
New place to stay
Superhost
Apartment in Hilton Head Island
Coligny Beach | Walk Everywhere | Family Favorite
2 bedrooms, 4 beds
29 Aug – 3 Sept
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Flat in Palmetto Dunes
Incredible Hilton Head condo - private beach!
2 bedrooms, 5 beds
16–21 Aug
5.0 out of 5 average rating, 7 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, 17 reviews