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

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Guest favourite
Apartment in Sea Pines
SeaPines - Walk to Beach, Free Bikes, On-Site Pool
2 bedrooms, 5 beds, 2 private bathrooms
24–29 Nov
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4.9 out of 5 average rating, 39 reviews
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Top guest favourite
Home in Hilton Head Island
98 Sandcastle Ct
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
Modern condo 2 BR 2 bath w/sleeper-sofa
3 beds
20–25 Sept
4.89 out of 5 average rating, 62 reviews
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Guest favourite
Flat in Hilton Head Island
*Cute, comfy, clean* 5 min walk to toes in sand!
6 beds
7–12 Oct
4.97 out of 5 average rating, 58 reviews
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Top guest favourite
Apartment in Hilton Head Island
Ocean View & Steps to Beach! Remodeled HHBT Condo!
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
The Lookout - A Modern Beach Retreat (Oceanfront)
4 beds
8–13 Oct
5.0 out of 5 average rating, 114 reviews
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Top guest favourite
Home in Hilton Head Island
W2Bch*4TVs*1GIG I*PetsWC *WiFi*4King beds*grill*gms
5 beds
26 Sept – 1 Oct
4.87 out of 5 average rating, 406 reviews
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Top guest favourite
Apartment in Hilton Head Island
Coastal Calm: Lagoon View, Beach, Family Friendly
4 beds
2–7 Jan
5.0 out of 5 average rating, 45 reviews
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Top guest favourite
Villa in Palmetto Dunes
Spacious dog-friendly villa, walk to the beach
6 beds
17–22 Oct
4.9 out of 5 average rating, 104 reviews
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Guest favourite
Home in Hilton Head Island
Beach House, Elevator, Sleeps 12
6 beds
20–25 Sept
4.98 out of 5 average rating, 87 reviews
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Top guest favourite
Apartment in Palmetto Dunes
Sea Gem - Winter Sunshine by the Sea
3 beds
21–26 Sept
4.94 out of 5 average rating, 146 reviews
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Top guest favourite
Villa in Palmetto Dunes
Walk to the Beach, One Level Villa, COMFY beds
3 beds
4–9 Dec
4.91 out of 5 average rating, 141 reviews
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Top guest favourite
Flat in Hilton Head Island
Beach-themed Corner | Easy Beach Access | Shibumi
2 beds
9–14 Oct
5.0 out of 5 average rating, 9 reviews
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Top guest favourite
Home in Hilton Head Island
4BR with Private Pool, Pets Welcome, Steps to Sand
5 beds
26 Sept – 1 Oct
5.0 out of 5 average rating, 90 reviews
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Home in Hilton Head Island
Beautiful villa in Hilton Head South Carolina!
3 beds
20–25 Sept
New place to stay
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Guest favourite
Apartment in Palmetto Dunes
Spacious Villa in Hilton Head Resort! STR#024945
4 beds
26 Sept – 1 Oct
4.94 out of 5 average rating, 149 reviews
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Guest favourite
Apartment in Hilton Head Island
Oceanfront Breakers 137 Condo w/ Sunrise Views!
2 beds
24–29 Oct
5.0 out of 5 average rating, 11 reviews
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Top guest favourite
Home in Shipyard
The Caddyshack - Perfect Location!
3 beds
5–10 Oct
4.99 out of 5 average rating, 75 reviews
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Guest favourite
Apartment in Hilton Head Island
Lovely Beachside Villa w/ Resort Amenities
5 beds
17–22 Oct
4.95 out of 5 average rating, 115 reviews