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

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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, 2 shared bathrooms
31 Mar – 5 Apr
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4.99 out of 5 average rating, 158 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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Top guest favourite
Apartment in Hilton Head Island
Relaxing Coastal Retreat w/ Pools + Beach <1/4mi
2 bedrooms, 3 beds
19–24 Sept
4.93 out of 5 average rating, 14 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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Top guest favourite
Apartment in Hilton Head Island
Modern condo 2 BR 2 bath w/sleeper-sofa
2 bedrooms, 3 beds
20–25 Sept
4.89 out of 5 average rating, 62 reviews
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Guest favourite
Treehouse in Sea Pines
2031 Deer Island Treehouse - Walk to Harbour Town
2 bedrooms, 3 beds
18–23 Sept
4.85 out of 5 average rating, 75 reviews
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Guest favourite
Apartment in Hilton Head Island
Lovely Beachside Villa w/ Resort Amenities
2 bedrooms, 5 beds
18–23 Sept
4.95 out of 5 average rating, 115 reviews
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Top guest favourite
Flat in Hilton Head Island
Duo at Coligny|Two-Level Penthouse|Steps to Beach
1 bedroom, 3 beds
17–22 Oct
5.0 out of 5 average rating, 6 reviews
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Superhost
Apartment in Palmetto Dunes
Lagoon View Villa in Palmetto Dunes
3 bedrooms, 4 beds
18–23 Sept
5.0 out of 5 average rating, 3 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 Shipyard
Spacious 3 bedroom Beach Pool Tennis Pickleball !
3 bedrooms, 4 beds
17–22 Sept
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
26 Sept – 1 Oct
4.94 out of 5 average rating, 147 reviews
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Top guest favourite
Villa in Hilton Head Island
Direct Ocean Front S. Forest Beach
1 bedroom, 1 queen bed
21–26 Oct
4.93 out of 5 average rating, 396 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
25–30 Oct
4.9 out of 5 average rating, 239 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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Guest favourite
Flat in Shelter Cove
Marriott Harbour Point - 2BD
2 bedrooms, 3 beds
7–12 Dec
4.85 out of 5 average rating, 59 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, 15 reviews
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Townhouse in Hilton Head Island
Surf Court 66
2 bedrooms, 3 beds
18–23 Sept