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

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Top guest favourite
Flat in Hilton Head Island
Stunning Ocean View | King Bed | Beach/Pool Resort
1 bedroom, 1 bed, 1 private bathroom
20–25 Oct
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4.97 out of 5 average rating, 38 reviews
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Guest favourite
Flat in Shelter Cove
Marriott Harbour Point - 2BD
2 bedrooms, 3 beds
9–14 Dec
4.85 out of 5 average rating, 59 reviews
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Superhost
Villa in Hilton Head Island
Beachside Villa with Pool, Steps to the Sand
3 bedrooms, 4 beds
24–29 Oct
New place to stay
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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
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Top guest favourite
Treehouse in Sea Pines
Harbour Town Tree House | Private Office | HT Pool
2 bedrooms, 3 beds
19–24 Sept
4.98 out of 5 average rating, 103 reviews
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Superhost
Home in Hilton Head Island
12 Heron: The Happy Heron - 4 Bedrooms North Fores
4 bedrooms, 5 beds
17–22 Oct
5.0 out of 5 average rating, 3 reviews
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Top guest favourite
Guest suite in Hilton Head Island
'Under the Oaks' on Hilton Head - Walk to Beach
2 bedrooms, 3 beds
25–30 Oct
5.0 out of 5 average rating, 27 reviews
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Guest favourite
Home in Palmetto Dunes
Private Pool, Lagoon View, & Walk to Beach!
3 bedrooms, 6 beds
18–23 Oct
5.0 out of 5 average rating, 10 reviews
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Top guest favourite
Apartment in Sea Pines
Island Serenity; Escape life, relax, and unwind.
2 bedrooms, 3 beds
14–19 Nov
5.0 out of 5 average rating, 40 reviews
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Top guest favourite
Apartment in Hilton Head Island
SeaCrest 2512 Stunning, Walk to Coligny Shops/Rest
4 bedrooms, 7 beds
10–15 Apr
5.0 out of 5 average rating, 14 reviews
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Guest favourite
Apartment in Hilton Head Island
Jim's Direct Oceanfront 3BR Penthouse Villa
3 bedrooms, 5 beds
28 Nov – 3 Dec
4.89 out of 5 average rating, 98 reviews
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Top guest favourite
Home in Sea Pines
Modern Sea Pines: Pet-Friendly, Beach, Bikes
2 bedrooms, 4 beds
31 Oct – 5 Nov
5.0 out of 5 average rating, 5 reviews
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Superhost
Home in Sea Pines
NEW! 4BR Private Pool in Sea Pines | Bike to Beach
4 bedrooms, 4 beds
27 Sept – 2 Oct
New place to stay
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Top guest favourite
Treehouse in Sea Pines
Luxury Waterfront Tree House | Harbour Town | Pool
3 bedrooms, 3 beds
26 Sept – 1 Oct
5.0 out of 5 average rating, 38 reviews
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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, 378 reviews
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Guest favourite
Flat in Hilton Head Island
Coastal Charm! Across from Coligny Beach!
2 bedrooms, 4 beds
15–20 Nov
5.0 out of 5 average rating, 14 reviews
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Top guest favourite
Apartment in Hilton Head Island
*New* Easy Breezy at Hilton Head Beach & Tennis
1 bedroom, 4 beds
25–30 Oct
4.9 out of 5 average rating, 240 reviews
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Top guest favourite
Flat in Palmetto Dunes
Family Fun Hilton Head Resort Condo
2 bedrooms, 4 beds
19–24 Sept
5.0 out of 5 average rating, 9 reviews
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Top guest favourite
Home in Sea Pines
SeaPines,2 main suites/screened porch
3 bedrooms, 5 beds
18–23 Sept
4.99 out of 5 average rating, 81 reviews