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

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Guest favourite
Apartment in Sea Pines
#827 2 BR/1.5 BA/Pool/Smart TV/Patio/Harbor Views
2 bedrooms, 4 beds, 1.5 private bathrooms
12–17 Oct
,
4.9 out of 5 average rating, 69 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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Guest favourite
Home in Hilton Head Island
Oceanfront 8BR Home | 8 Suites | Pool | Sleeps 16+
8 bedrooms, 14 beds, 7.5 bathrooms
19–24 Oct
5.0 out of 5 average rating, 7 reviews
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Home in Hilton Head Island
Beautiful villa in Hilton Head South Carolina!
2 bedrooms, 3 beds, 2 bathrooms
1–6 Oct
New place to stay
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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
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Top guest favourite
Apartment in Hilton Head Island
Jim's Chic Direct Oceanfront 2BR Villa
2 bedrooms, 3 beds, 2 bathrooms
3–8 Dec
4.86 out of 5 average rating, 101 reviews
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Superhost
Apartment in Palmetto Dunes
Lagoon View Villa in Palmetto Dunes
3 bedrooms, 4 beds, 2.5 bathrooms
12–17 Oct
5.0 out of 5 average rating, 3 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
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, 41 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
1–6 Oct
4.98 out of 5 average rating, 44 reviews
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Top guest favourite
Apartment in Hilton Head Island
Jim's Direct Oceanfront 3BR Penthouse Villa
3 bedrooms, 5 beds, 3 bathrooms
28 Nov – 3 Dec
4.89 out of 5 average rating, 99 reviews
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Guest favourite
Home in Sea Pines
Oceanfront, Private Beach Access
6 bedrooms, 8 beds, 6.5 bathrooms
10–17 Oct
5.0 out of 5 average rating, 15 reviews
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Top guest favourite
Home in Sea Pines
Sea Pines house ~ Golf Sim / Putting Green / Games
4 bedrooms, 4 bathrooms
29 Nov – 4 Dec
5.0 out of 5 average rating, 96 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
Flat in Hilton Head Island
Top Floor Beach Villa Best in HH
2 bedrooms, 3 beds, 2 bathrooms
17–22 Oct
4.97 out of 5 average rating, 71 reviews
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Top guest favourite
Apartment in Sea Pines
Coastal Chic Retreat Near Beach and Sea Pines.
1 bedroom, 1 king bed, 1 bathroom
1–6 Oct
5.0 out of 5 average rating, 46 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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Top guest favourite
Villa in Hilton Head Island
Breakers, Ocean Front Villa - Spectacular View
1 bedroom, 1 queen bed, 1 bathroom
7–14 Nov
4.91 out of 5 average rating, 94 reviews
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Superhost
Apartment in Hilton Head Island
Stunning 3 BR Oceanfront Retreat at 221 Shorewood
3 bedrooms, 4 beds, 3 bathrooms
6–11 Oct