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

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Top guest favourite
Home in Hilton Head Island
6 BR, Sleeps 26, Beach Time
6 bedrooms, 13 beds, 4 private bathrooms
3–8 Oct
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4.99 out of 5 average rating, 117 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
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
Villa in Hilton Head Island
Steps from the beach Large pool, family friendly
1 bedroom, 1 bed
1–6 Nov
4.82 out of 5 average rating, 28 reviews
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Top guest favourite
Home in Hilton Head Island
W2Bch*4TVs*1GIG I*PetsWC *WiFi*4King beds*grill*gms
4 bedrooms, 5 beds
26 Sept – 1 Oct
4.87 out of 5 average rating, 405 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
Flat in Palmetto Dunes
Incredible Hilton Head condo - private beach!
2 bedrooms, 5 beds
4–9 Oct
4.93 out of 5 average rating, 14 reviews
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Top guest favourite
Villa in Palmetto Dunes
Spacious dog-friendly villa, walk to the beach
3 bedrooms, 6 beds
17–22 Oct
4.9 out of 5 average rating, 104 reviews
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Top guest favourite
Home in Hilton Head Island
Family Retreat | 1 Min to Beach | Pool Spa Theater
6 bedrooms, 12 beds
5–10 Oct
5.0 out of 5 average rating, 14 reviews
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Townhouse in Hilton Head Island
Surf Court 66
2 bedrooms, 3 beds
17–22 Sept
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Guest favourite
Flat in Hilton Head Island
*Cute, comfy, clean* 5 min walk to toes in sand!
3 bedrooms, 6 beds
18–23 Oct
4.97 out of 5 average rating, 58 reviews
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Top guest favourite
Flat in Hilton Head Island
2BR Dunes VIlla - Pool
2 bedrooms, 4 beds
28 Sept – 3 Oct
5.0 out of 5 average rating, 11 reviews
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Top guest favourite
Home in Shipyard
The Caddyshack - Perfect Location!
2 bedrooms, 3 beds
5–10 Oct
4.99 out of 5 average rating, 74 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
9–14 Oct
4.91 out of 5 average rating, 197 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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Guest favourite
Apartment in Hilton Head Island
Condo w/ pool - Walk to the beach
2 bedrooms, 4 beds
21–26 Sept
5.0 out of 5 average rating, 6 reviews
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Top guest favourite
Home in Hilton Head Island
Newly Renovated/Walk to Beach/Hot Tub/Putting Grn
3 bedrooms, 6 beds
1–6 Nov
5.0 out of 5 average rating, 11 reviews
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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 Palmetto Dunes
Oceanside Resort - Private Beach Access - 3 Pools
2 bedrooms, 4 beds
4–9 Oct
4.97 out of 5 average rating, 119 reviews