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

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Guest favourite
Apartment in Hilton Head Island
KING BED 1BR Oceanview Top Floor Villa
1 bedroom, 2 beds, 1 private bathroom
1–6 Oct
,
4.95 out of 5 average rating, 133 reviews
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Guest favourite
Home in Palmetto Dunes
Private Pool, Lagoon View, & Walk to Beach!
3 bedrooms, 6 beds
18–23 Oct
5.0 out of 5 average rating, 11 reviews
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Superhost
Apartment in Palmetto Dunes
Lagoon View Villa in Palmetto Dunes
3 bedrooms, 4 beds
19–24 Oct
5.0 out of 5 average rating, 3 reviews
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Guest favourite
Home in Hilton Head Island
Oceanfront 8BR Home | 8 Suites | Pool | Sleeps 16+
8 bedrooms, 14 beds
19–24 Oct
5.0 out of 5 average rating, 7 reviews
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Top guest favourite
Treehouse in Sea Pines
Harbour Town Tree House | Private Office | HT Pool
2 bedrooms, 3 beds
1–6 Oct
4.98 out of 5 average rating, 103 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
Home in Sea Pines
Canopy House | Walk to Harbour Town | Marshfront
2 bedrooms, 3 beds
3–8 Oct
5.0 out of 5 average rating, 5 reviews
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Home in Hilton Head Island
Beautiful villa in Hilton Head South Carolina!
2 bedrooms, 3 beds
1–6 Oct
New place to stay
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Guest favourite
Home in Palmetto Dunes
Palmetto Dunes Beach House
3 bedrooms, 5 beds
16–21 Oct
5.0 out of 5 average rating, 21 reviews
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Guest favourite
Treehouse in Sea Pines
CoCo's Island Treehouse
2 bedrooms, 5 beds
1–6 Oct
4.91 out of 5 average rating, 79 reviews
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Superhost
Villa in Hilton Head Island
Beachside Villa with Pool, Steps to the Sand
3 bedrooms, 4 beds
24–29 Oct
New place to stay
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Guest favourite
Home in Sea Pines
Luxury Sea Pines Home, Lagoon Views on Hilton Head
3 bedrooms, 6 beds
1–6 Oct
5.0 out of 5 average rating, 8 reviews
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Superhost
Apartment in Hilton Head Island
Stunning 3 BR Oceanfront Retreat at 221 Shorewood
3 bedrooms, 4 beds
6–11 Oct
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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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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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Home in Palmetto Dunes
2-story house with private heated outdoor pool, st
3 bedrooms, 6 beds
26 Oct – 2 Nov
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Top guest favourite
Treehouse in Sea Pines
Luxury Waterfront Tree House | Harbour Town | Pool
3 bedrooms, 3 beds
1–6 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
20–25 Oct
5.0 out of 5 average rating, 6 reviews