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

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Guest favourite
Townhouse in Hilton Head Island
Luxury 3-Bdrm HHI Art Loft (STR Permit #07700)
3 bedrooms, 4 beds, 2.5 private bathrooms
3–8 Oct
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4.92 out of 5 average rating, 141 reviews
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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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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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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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Apartment in Hilton Head Island
Coastal Calm: Lagoon View, Beach, Family Friendly
2 bedrooms, 4 beds
2–7 Jan
5.0 out of 5 average rating, 44 reviews
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Villa in Palmetto Dunes
Spacious dog-friendly villa, walk to the beach
3 bedrooms, 6 beds
17–22 Oct
4.9 out of 5 average rating, 104 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, 406 reviews
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Guest favourite
Flat in Hilton Head Island
*Cute, comfy, clean* 5 min walk to toes in sand!
3 bedrooms, 6 beds
7–12 Oct
4.97 out of 5 average rating, 58 reviews
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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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Home in Hilton Head Island
4BR with Private Pool, Pets Welcome, Steps to Sand
4 bedrooms, 5 beds
26 Sept – 1 Oct
5.0 out of 5 average rating, 90 reviews
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Flat in Hilton Head Island
Beach-themed Corner | Easy Beach Access | Shibumi
1 bedroom, 2 beds
9–14 Oct
5.0 out of 5 average rating, 9 reviews
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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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Guest favourite
Apartment in Hilton Head Island
Oceanfront Breakers 137 Condo w/ Sunrise Views!
1 bedroom, 2 beds
24–29 Oct
5.0 out of 5 average rating, 11 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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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
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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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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, 240 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, 14 reviews
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Home in Hilton Head Island
Beautiful villa in Hilton Head South Carolina!
2 bedrooms, 3 beds
20–25 Sept
New place to stay