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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
Ocean View! Remodeled! Steps to beach/Pool/Bar
1 bedroom, 4 beds, 1 private bathroom
2–7 Nov
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4.98 out of 5 average rating, 322 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, 124 reviews
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Guest favourite
Flat in Shipyard
Spacious 3 bedroom Beach Pool Tennis Pickleball !
3 bedrooms, 4 beds, 2 bathrooms
1–6 Oct
5.0 out of 5 average rating, 5 reviews
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Townhouse in Hilton Head Island
Courtside 77
2 bedrooms, 3 beds, 2.5 bathrooms
4–9 Oct
5.0 out of 5 average rating, 4 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
19–24 Oct
4.94 out of 5 average rating, 149 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, 2.5 bathrooms
7–12 Oct
4.97 out of 5 average rating, 59 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, 15 reviews
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Guest favourite
Villa in Hilton Head Island
Surf Court 45
3 bedrooms, 5 beds, 2.5 bathrooms
25–30 Oct
5.0 out of 5 average rating, 5 reviews
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Top guest favourite
Apartment in Hilton Head Island
Beachside Hilton Head Villa Fully Renovated
2 bedrooms, 4 beds, 2 bathrooms
20–25 Oct
4.95 out of 5 average rating, 148 reviews
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Guest favourite
Flat in Hilton Head Island
Coastal Charm! Across from Coligny Beach!
2 bedrooms, 4 beds, 2 bathrooms
15–20 Nov
5.0 out of 5 average rating, 20 reviews
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Guest favourite
Home in Hilton Head Island
Beach House, Elevator, Sleeps 12
3 bedrooms, 6 beds, 2.5 bathrooms
26–31 Oct
4.98 out of 5 average rating, 88 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, 2 bathrooms
16–21 Oct
5.0 out of 5 average rating, 34 reviews
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Top guest favourite
Home in Shipyard
The Caddyshack - Perfect Location!
2 bedrooms, 3 beds, 2.5 bathrooms
5–10 Oct
4.99 out of 5 average rating, 76 reviews
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Top guest favourite
Villa in Hilton Head Island
Chic Coligny walkable beach villa w/Pool
3 bedrooms, 6 beds, 4 bathrooms
4–9 Oct
5.0 out of 5 average rating, 101 reviews
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Superhost
Home in Hilton Head Island
Coastal Luxury Home Private Pool on Hilton Head
4 bedrooms, 6 beds, 3 bathrooms
16–21 Oct
4.89 out of 5 average rating, 28 reviews
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Guest favourite
Apartment in Hilton Head Island
Lovely Beachside Villa w/ Resort Amenities
2 bedrooms, 5 beds, 2 bathrooms
22–27 Oct
4.95 out of 5 average rating, 115 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
1–6 Nov
4.96 out of 5 average rating, 380 reviews
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Villa in Shipyard
Entire Villa in the Greens, Hilton Head Island
2 bedrooms, 3 beds, 2.5 bathrooms
1–6 Oct
New place to stay
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Top guest favourite
Home in Hilton Head Island
Large home, beach close, pool
6 bedrooms, 16 beds, 4 bathrooms
16–21 Oct
4.94 out of 5 average rating, 238 reviews