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

Top guest favourite
Apartment in Hilton Head Island
Seascape Spotless condo steps to beach!
1 bedroom, 2 beds, 1 private bathroom
1–6 Sept
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4.95 out of 5 average rating, 114 reviews
Home in Hilton Head Island
3 bedroom home Palm lined hideaway with pool and D
3 bedrooms, 5 beds, 2 bathrooms
15–20 Nov
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Home in Hilton Head Island
98 Sandcastle Ct
6 bedrooms, 15 beds, 4 bathrooms
8–13 Nov
5.0 out of 5 average rating, 122 reviews
Guest favourite
Home in Sea Pines
Walk to Harbour Town: Airy Treehouse w/ Bikes
2 bedrooms, 3 beds, 2 bathrooms
7–12 Sept
5.0 out of 5 average rating, 157 reviews
Top guest favourite
Apartment in Hilton Head Island
Ocean View & Steps to Beach! Remodeled HHBT Condo!
1 bedroom, 4 beds, 1 bathroom
15–20 Nov
4.96 out of 5 average rating, 374 reviews
Guest favourite
Apartment in Hilton Head Island
SeaCrest 2512 Stunning, Walk to Coligny Shops/Rest
4 bedrooms, 7 beds, 3 bathrooms
11–16 Dec
5.0 out of 5 average rating, 10 reviews
Townhouse in Hilton Head Island
Surf Court 53
2 bedrooms, 2 beds, 2.5 bathrooms
21–26 Sept
Guest favourite
Apartment in Shelter Cove
Marriott Sunset Pointe - 2BD
2 bedrooms, 3 beds, 2 bathrooms
12–17 Dec
4.97 out of 5 average rating, 32 reviews
Townhouse in Hilton Head Island
Courtside 77
2 bedrooms, 3 beds, 2.5 bathrooms
4–9 Oct
Superhost
Home in Sea Pines
Family Memories Are Made Better at Deer Run
3 bedrooms, 4 beds, 3 bathrooms
7–12 Nov
5.0 out of 5 average rating, 4 reviews
Guest favourite
Home in Hilton Head Island
Walk2Beach~Pool~Putting Green~Fenced Yard~EV
4 bedrooms, 5 beds, 2 bathrooms
27 Sept – 2 Oct
4.99 out of 5 average rating, 68 reviews
Top guest favourite
Villa in Sea Pines
HHI South Forest beach/WLK TO BEACH, dining, pool
2 bedrooms, 3 beds, 2 bathrooms
7–12 Sept
4.98 out of 5 average rating, 104 reviews
Top guest favourite
Home in Sea Pines
Sea Pines house ~ Golf Sim / Putting Green / Games
4 bedrooms, 4 bathrooms
16–21 Sept
5.0 out of 5 average rating, 93 reviews
Top guest favourite
Apartment in Hilton Head Island
Beautiful Oceanfront Condo at Island Club
2 bedrooms, 3 beds, 2 bathrooms
31 Oct – 5 Nov
5.0 out of 5 average rating, 26 reviews
Top guest favourite
Treehouse in Sea Pines
Luxury Waterfront Tree House | Harbour Town | Pool
3 bedrooms, 3 beds, 2 bathrooms
9–14 Sept
5.0 out of 5 average rating, 38 reviews
Guest favourite
Apartment in Hilton Head Island
Pet-Friendly | 5 min. Walk to Beach | First Floor
2 bedrooms, 3 beds, 1.5 bathrooms
12–17 Oct
5.0 out of 5 average rating, 6 reviews
Top guest favourite
Flat in Sea Pines
Penthouse flat in Sea Pines | Harbour Town
2 bedrooms, 2 beds, 2 bathrooms
24–29 Oct
5.0 out of 5 average rating, 26 reviews
Guest favourite
Flat in Palmetto Dunes
Family Fun Hilton Head Resort Condo
2 bedrooms, 4 beds, 2 bathrooms
7–12 Sept
5.0 out of 5 average rating, 8 reviews
Guest favourite
Home in Palmetto Dunes
Palmetto Dunes Beach House
3 bedrooms, 5 beds, 2 bathrooms
8–13 Sept
5.0 out of 5 average rating, 20 reviews