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

Top guest favourite
Home in Hilton Head Island
80 Steps to Private Beach Access • Walk to Coligny
2 bedrooms, 3 beds, 1 bathroom
1–6 Oct
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4.99 out of 5 average rating, 71 reviews
Top guest favourite
Apartment in Hilton Head Island
Relaxing Coastal Retreat w/ Pools + Beach <1/4mi
2 bedrooms, 3 beds
19–24 Oct
4.92 out of 5 average rating, 13 reviews
Guest favourite
Flat in Shipyard
Spacious 3 bedroom Beach Pool Tennis Pickleball !
3 bedrooms, 4 beds
9–14 Sept
5.0 out of 5 average rating, 5 reviews
Top guest favourite
Apartment in Hilton Head Island
Beach condo in gated resort w/ tons of amenities!
2 bedrooms, 3 beds
3–8 Oct
4.91 out of 5 average rating, 196 reviews
Top guest favourite
Apartment in Hilton Head Island
Ocean View! Remodeled! Steps to beach/Pool/Bar
1 bedroom, 4 beds
13–18 Sept
4.97 out of 5 average rating, 317 reviews
Top guest favourite
Apartment in Hilton Head Island
Ocean View & Steps to Beach! Remodeled HHBT Condo!
1 bedroom, 4 beds
15–20 Nov
4.96 out of 5 average rating, 377 reviews
Top guest favourite
Townhouse in Hilton Head Island
Piece of Paradise on Hilton Head Island
2 bedrooms, 5 beds
11–16 Oct
4.92 out of 5 average rating, 170 reviews
Top guest favourite
Apartment in Hilton Head Island
Beautiful Oceanfront Condo at Island Club
2 bedrooms, 3 beds
6–11 Nov
5.0 out of 5 average rating, 28 reviews
Top guest favourite
Home in Hilton Head Island
98 Sandcastle Ct
6 bedrooms, 15 beds
8–13 Nov
5.0 out of 5 average rating, 123 reviews
Top guest favourite
Apartment in Shipyard
202 Beachwalk 3BR/3.5BA Villa 10min Walk to Beach
3 bedrooms, 6 beds
29 Nov – 4 Dec
5.0 out of 5 average rating, 25 reviews
Superhost
Apartment in Palmetto Dunes
Lagoon View Villa in Palmetto Dunes
3 bedrooms, 4 beds
10–15 Sept
Top guest favourite
Home in Sea Pines
“Sea La Vie” 3BR, Sea Pines, Walk to Dining, Shops
3 bedrooms, 4 beds
18–23 Sept
4.99 out of 5 average rating, 158 reviews
Guest favourite
Apartment in Shelter Cove
Marriott Sunset Pointe - 2BD
2 bedrooms, 3 beds
12–17 Dec
4.97 out of 5 average rating, 33 reviews
Guest favourite
Home in Sea Pines
High Cotton in Sea Pines
3 bedrooms, 3 beds
9–14 Sept
5.0 out of 5 average rating, 24 reviews
Top guest favourite
Villa in Palmetto Dunes
Spacious dog-friendly villa, walk to the beach
3 bedrooms, 6 beds
13–18 Sept
4.9 out of 5 average rating, 104 reviews
Top guest favourite
Apartment in Palmetto Dunes
Newly Renovated Condo!
3 bedrooms, 7 beds
10–15 Sept
4.93 out of 5 average rating, 137 reviews
Top guest favourite
Guest suite in Hilton Head Island
'Under the Oaks' on Hilton Head - Walk to Beach
2 bedrooms, 3 beds
20–25 Oct
5.0 out of 5 average rating, 26 reviews
Superhost
Apartment in Hilton Head Island
Hilton Head Beach and Tennis TV F18
2 bedrooms, 4 beds
10–15 Sept
Top guest favourite
Apartment in Hilton Head Island
Condo w/ Pools & Tennis Courts-Walk to Beach
2 bedrooms, 4 beds
27 Sept – 2 Oct
4.96 out of 5 average rating, 286 reviews