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

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Guest favourite
Apartment in Hilton Head Island
Beach & Tennis Resort | 2BR, Pool + King Bed
2 bedrooms, 4 beds, 2 private bathrooms
6–11 Sept
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4.93 out of 5 average rating, 83 reviews
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Top guest favourite
Apartment in Hilton Head Island
Beautiful Oceanfront Condo at Island Club
2 bedrooms, 3 beds
31 Oct – 5 Nov
5.0 out of 5 average rating, 28 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, 375 reviews
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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
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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, 23 reviews
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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, 195 reviews
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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, 122 reviews
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Guest favourite
Apartment in Palmetto Dunes
Ocean Views at Villamare 1405, Right on the Beach!
2 bedrooms, 3 beds
27 Sept – 2 Oct
4.96 out of 5 average rating, 85 reviews
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Top guest favourite
Apartment in Palmetto Dunes
Ocean View | Top Floor | Walk to Beach | Pools!
2 bedrooms, 4 beds
13–18 Sept
4.94 out of 5 average rating, 291 reviews
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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, 68 reviews
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Top guest favourite
Townhouse in Hilton Head Island
Piece of Paradise on Hilton Head Island
2 bedrooms, 5 beds
3–8 Oct
4.92 out of 5 average rating, 168 reviews
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Guest favourite
Flat in Shipyard
Spacious 3 bedroom Beach Pool Tennis Pickleball !
3 bedrooms, 4 beds
7–12 Sept
5.0 out of 5 average rating, 5 reviews
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Guest suite in Hilton Head Island
'Under the Oaks' on Hilton Head - Walk to Beach
2 bedrooms, 3 beds
7–12 Sept
5.0 out of 5 average rating, 23 reviews
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Top guest favourite
Villa in Palmetto Dunes
Spacious dog-friendly villa, walk to the beach
3 bedrooms, 6 beds
5–10 Sept
4.9 out of 5 average rating, 102 reviews
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Guest favourite
Apartment in Shelter Cove
Marriott Sunset Pointe - 2BD
2 bedrooms, 3 beds
12–17 Dec
4.97 out of 5 average rating, 32 reviews
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Top guest favourite
Apartment in Hilton Head Island
Oceanview Luxury! King Bed 75"TV Pickleball & Bar
1 bedroom, 2 beds
14–19 Sept
4.99 out of 5 average rating, 142 reviews
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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, 68 reviews
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Top guest favourite
Villa in Hilton Head Island
Large 2BR|2.5BA w/private beach access & pools
2 bedrooms, 5 beds
7–12 Sept
5.0 out of 5 average rating, 51 reviews
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Flat in Sea Pines
Harbour Town Marina Studio | Walk to Lighthouse
1 bedroom, 1 king bed
25–30 Oct
5.0 out of 5 average rating, 31 reviews