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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
98 Sandcastle Ct
6 bedrooms, 15 beds
8–13 Nov
5.0 out of 5 average rating, 124 reviews
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Townhouse in Hilton Head Island
Courtside 77
2 bedrooms, 3 beds
4–9 Oct
5.0 out of 5 average rating, 4 reviews
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Guest favourite
Flat in Hilton Head Island
2BR Dunes VIlla - Pool
2 bedrooms, 4 beds
9–14 Oct
5.0 out of 5 average rating, 11 reviews
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Guest favourite
Flat in Shipyard
Spacious 3 bedroom Beach Pool Tennis Pickleball !
3 bedrooms, 4 beds
1–6 Oct
5.0 out of 5 average rating, 5 reviews
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Guest favourite
Apartment in Palmetto Dunes
Spacious Villa in Hilton Head Resort! STR#024945
2 bedrooms, 4 beds
19–24 Oct
4.94 out of 5 average rating, 149 reviews
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Top guest favourite
Apartment in Hilton Head Island
Beachside Hilton Head Villa Fully Renovated
2 bedrooms, 4 beds
20–25 Oct
4.95 out of 5 average rating, 148 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
10–15 Apr
5.0 out of 5 average rating, 15 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, 17 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
16–21 Oct
5.0 out of 5 average rating, 34 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
4.83 out of 5 average rating, 29 reviews
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Guest favourite
Villa in Hilton Head Island
Surf Court 45
3 bedrooms, 5 beds
25–30 Oct
5.0 out of 5 average rating, 5 reviews
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Superhost
Apartment in Hilton Head Island
Private Rooftop Pool! Steps to Beach Hilton Head
3 bedrooms, 5 beds
18–23 Oct
5.0 out of 5 average rating, 4 reviews
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Villa in Shipyard
Entire Villa in the Greens, Hilton Head Island
2 bedrooms, 3 beds
1–6 Oct
New place to stay
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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, 380 reviews
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Guest favourite
Home in Hilton Head Island
Beach House, Elevator, Sleeps 12
3 bedrooms, 6 beds
26–31 Oct
4.98 out of 5 average rating, 88 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, 76 reviews
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Top guest favourite
Apartment in Hilton Head Island
*New* Easy Breezy at Hilton Head Beach & Tennis
1 bedroom, 4 beds
20–25 Oct
4.9 out of 5 average rating, 241 reviews
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Superhost
Home in Hilton Head Island
Coastal Luxury Home Private Pool on Hilton Head
4 bedrooms, 6 beds
16–21 Oct
4.89 out of 5 average rating, 28 reviews