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

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Guest favourite
Flat in Shipyard
Spacious 3 bedroom Beach Pool Tennis Pickleball !
3 bedrooms, 4 beds
16–21 Sept
5.0 out of 5 average rating, 5 reviews
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Guest favourite
Apartment in Hilton Head Island
Steps to Beach | Pool | Pet Friendly | Sleeps 8 |
2 bedrooms, 6 beds
27 Sept – 2 Oct
4.92 out of 5 average rating, 37 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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Superhost
Apartment in Hilton Head Island
Private Rooftop Pool! Steps to Beach Hilton Head
3 bedrooms, 5 beds
24–29 Oct
5.0 out of 5 average rating, 4 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, 123 reviews
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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, 171 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, 25 reviews
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Top guest favourite
Home in Sea Pines
SeaPines,2 main suites/screened porch
3 bedrooms, 5 beds
16–21 Sept
4.99 out of 5 average rating, 81 reviews
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Superhost
Apartment in Palmetto Dunes
Lagoon View Villa in Palmetto Dunes
3 bedrooms, 4 beds
17–22 Sept
5.0 out of 5 average rating, 3 reviews
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Top guest favourite
Apartment in Palmetto Dunes
Gorgeous OCEAN Views! Resort Amenities & Beach!
2 bedrooms, 3 beds
13–18 Oct
4.94 out of 5 average rating, 160 reviews
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Top guest favourite
Apartment in Hilton Head Island
Big OceanView 65TV Beach Bar Pickleball Tennis Gym
1 bedroom, 4 beds
27 Sept – 2 Oct
4.96 out of 5 average rating, 143 reviews
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Top guest favourite
Home in Sea Pines
Sea Pines house ~ Golf Sim / Putting Green / Games
4 bedrooms
16–21 Sept
5.0 out of 5 average rating, 96 reviews
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Top guest favourite
Treehouse in Sea Pines
Harbour Town Tree House | Private Office | HT Pool
2 bedrooms, 3 beds
16–21 Sept
4.98 out of 5 average rating, 103 reviews
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Top guest favourite
Apartment in Palmetto Dunes
Newly Renovated Condo!
3 bedrooms, 7 beds
16–21 Sept
4.93 out of 5 average rating, 138 reviews
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Apartment in Hilton Head Island
Shorewood 332
2 bedrooms, 3 beds
26–31 Oct
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Guest favourite
Home in Hilton Head Island
Walk2Beach~Pool~Putting Green~Fenced Yard~EV
4 bedrooms, 5 beds
28 Sept – 3 Oct
4.99 out of 5 average rating, 70 reviews
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Guest favourite
Treehouse in Sea Pines
CoCo's Island Treehouse
2 bedrooms, 5 beds
16–21 Sept
4.91 out of 5 average rating, 79 reviews
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Top guest favourite
Apartment in Hilton Head Island
1 Minute walk to the beach *Amazing ocean view*
1 bedroom, 2 beds
1–6 Nov
4.96 out of 5 average rating, 404 reviews