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

Superhost
Apartment in Hilton Head Island
HHB&T 3 min walk to the sand
1 bedroom, 4 beds, 1 private bathroom
27 Sept – 2 Oct
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4.85 out of 5 average rating, 186 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, 375 reviews
Top guest favourite
Apartment in Hilton Head Island
Beach condo in gated resort w/ tons of amenities!
2 bedrooms, 3 beds
26 Sept – 1 Oct
4.91 out of 5 average rating, 196 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
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, 24 reviews
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, 157 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, 122 reviews
Apartment in Hilton Head Island
Shorewood 332
2 bedrooms, 3 beds
26–31 Oct
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, 168 reviews
Superhost
Home in Sea Pines
Canopy House | Walk to Harbour Town | Marshfront
2 bedrooms, 3 beds
6–11 Sept
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Home in Palmetto Dunes
Palmetto Dunes Beach House
3 bedrooms, 5 beds
20–25 Sept
5.0 out of 5 average rating, 21 reviews
Guest favourite
Apartment in Palmetto Dunes
Ocean Views at Villamare 1405, Right on the Beach!
2 bedrooms, 3 beds
27 Sept – 2 Oct
4.97 out of 5 average rating, 86 reviews
Guest favourite
Apartment in Hilton Head Island
Hilton Head Beach & Tennis Resort Ocean View!
1 bedroom, 3 beds
13–18 Sept
4.91 out of 5 average rating, 289 reviews
Top guest favourite
Treehouse in Sea Pines
Luxury Waterfront Tree House | Harbour Town | Pool
3 bedrooms, 3 beds
9–14 Sept
5.0 out of 5 average rating, 38 reviews
Guest favourite
Home in Hilton Head Island
Walk2Beach~Pool~Putting Green~Fenced Yard~EV
4 bedrooms, 5 beds
27 Sept – 2 Oct
4.99 out of 5 average rating, 69 reviews
Guest favourite
Home in Hilton Head Island
Luxury Beachside 6BR Coastal Paradise~Pool/Hot Tub
6 bedrooms, 10 beds
4–9 Nov
4.91 out of 5 average rating, 69 reviews
Top guest favourite
Home in Sea Pines
Sea Pines Home w Large Deck | Great for Couples!
3 bedrooms, 3 beds
11–16 Sept
5.0 out of 5 average rating, 33 reviews
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
Top guest favourite
Home in Sea Pines
Two Fawns at Sea Pines|4+BR|New Heated Pool/Spa!
4 bedrooms, 5 beds
4–9 Oct
5.0 out of 5 average rating, 15 reviews