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

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Guest favourite
Villa in Hilton Head Island
Beach Awaits You! Low rates, snowbird discounts!
1 bedroom, 1 bed, 1 private bathroom
21–26 Sept
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4.91 out of 5 average rating, 118 reviews
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Top guest favourite
Home in Hilton Head Island
98 Sandcastle Ct
6 bedrooms, 15 beds, 4 bathrooms
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, 2 bathrooms
18–23 Sept
4.98 out of 5 average rating, 103 reviews
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Top guest favourite
Apartment in Sea Pines
Island Serenity; Escape life, relax, and unwind.
2 bedrooms, 3 beds, 2 bathrooms
14–19 Nov
5.0 out of 5 average rating, 39 reviews
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Guest favourite
Apartment in Palmetto Dunes
Spacious Villa in Hilton Head Resort! STR#024945
2 bedrooms, 4 beds, 2 bathrooms
26 Sept – 1 Oct
4.94 out of 5 average rating, 147 reviews
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Guest favourite
Home in Palmetto Dunes
Palmetto Dunes Beach House
3 bedrooms, 5 beds, 2 bathrooms
16–21 Oct
5.0 out of 5 average rating, 21 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, 1 bathroom
25–30 Oct
5.0 out of 5 average rating, 26 reviews
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Guest favourite
Treehouse in Sea Pines
CoCo's Island Treehouse
2 bedrooms, 5 beds, 2 bathrooms
18–23 Sept
4.91 out of 5 average rating, 79 reviews
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Guest favourite
Home in Hilton Head Island
Beach House, Elevator, Sleeps 12
3 bedrooms, 6 beds, 2.5 bathrooms
20–25 Sept
4.98 out of 5 average rating, 87 reviews
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Top guest favourite
Home in Hilton Head Island
Location Matters! Walk to Beach & Everything Else!
2 bedrooms, 3 beds, 2 bathrooms
22–27 Nov
5.0 out of 5 average rating, 23 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, 3 bathrooms
10–15 Apr
5.0 out of 5 average rating, 14 reviews
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Top guest favourite
Flat in Hilton Head Island
Ocean Front Condo w/ Private Water Front Balcony
1 bedroom, 2 beds, 1 bathroom
6–11 Oct
4.98 out of 5 average rating, 44 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, 1 bathroom
15–20 Nov
4.96 out of 5 average rating, 378 reviews
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Top guest favourite
Treehouse in Sea Pines
Luxury Waterfront Tree House | Harbour Town | Pool
3 bedrooms, 3 beds, 2 bathrooms
26 Sept – 1 Oct
5.0 out of 5 average rating, 38 reviews
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Guest favourite
Home in Hilton Head Island
Spacious Deck, Hot Tub, Second Row To Beach & Bra
3 bedrooms, 8 beds, 3 bathrooms
26 Sept – 1 Oct
5.0 out of 5 average rating, 6 reviews
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Superhost
Villa in Hilton Head Island
Beachside Villa with Pool, Steps to the Sand
3 bedrooms, 4 beds, 3 bathrooms
24–29 Oct
New place to stay
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Guest favourite
Apartment in Hilton Head Island
Oceanfront paradise just steps away to the beach.
2 bedrooms, 3 beds, 2 bathrooms
30 Oct – 4 Nov
4.96 out of 5 average rating, 50 reviews
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Top guest favourite
Flat in Palmetto Dunes
Family Fun Hilton Head Resort Condo
2 bedrooms, 4 beds, 2 bathrooms
19–24 Sept
5.0 out of 5 average rating, 9 reviews
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Home in Palmetto Dunes
2-story house with private heated outdoor pool, st
3 bedrooms, 6 beds, 3 bathrooms
26 Oct – 2 Nov