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

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Top guest favourite
Apartment in Hilton Head Island
2 bed/2 bath, Oceanfront complex!
2 bedrooms, 2 beds, 2 private bathrooms
27 Sept – 2 Oct
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4.96 out of 5 average rating, 82 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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Apartment in Hilton Head Island
Condo w/ pool - Walk to the beach
2 bedrooms, 4 beds
7–12 Sept
5.0 out of 5 average rating, 3 reviews
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Superhost
Apartment in Hilton Head Island
Coastal Elegance - Tranquil Beach - Tennis & Pools
2 bedrooms, 4 beds
7–12 Sept
New place to stay
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Top guest favourite
Villa in Sea Pines
HHI South Forest beach/WLK TO BEACH, dining, pool
2 bedrooms, 3 beds
11–16 Sept
4.98 out of 5 average rating, 104 reviews
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Top guest favourite
Flat in Shelter Cove
Marriott Harbour Point - 2BD
2 bedrooms, 3 beds
17–22 Nov
4.84 out of 5 average rating, 57 reviews
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Top 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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Villa in Hilton Head Island
Surf Court 45
3 bedrooms, 5 beds
29 Sept – 4 Oct
5.0 out of 5 average rating, 4 reviews
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Flat in Hilton Head Island
Duo at Coligny|Two-Level Penthouse|Steps to Beach
1 bedroom, 3 beds
20–25 Sept
5.0 out of 5 average rating, 3 reviews
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Top guest favourite
Flat in Hilton Head Island
*Cute, comfy, clean* 5 min walk to toes in sand!
3 bedrooms, 6 beds
14–19 Oct
4.96 out of 5 average rating, 57 reviews
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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
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Superhost
Villa in Hilton Head Island
Direct Ocean Front S. Forest Beach
1 bedroom, 1 queen bed
26 Sept – 1 Oct
4.93 out of 5 average rating, 395 reviews
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Guest favourite
Flat in Palmetto Dunes
Incredible Hilton Head condo - private beach!
2 bedrooms, 5 beds
4–9 Oct
4.91 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
9–14 Sept
5.0 out of 5 average rating, 38 reviews
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Guest favourite
Apartment in Palmetto Dunes
Spacious Villa in Hilton Head Resort! STR#024945
2 bedrooms, 4 beds
26 Sept – 1 Oct
4.94 out of 5 average rating, 145 reviews
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Superhost
Flat in Hilton Head Island
Steps From the Beach! Close to Restaurants & Shops
1 bedroom, 2 beds
13–18 Sept
5.0 out of 5 average rating, 25 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
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
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