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

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Top guest favourite
Apartment in Hilton Head Island
Atlantic Views: Your Premier Hilton Head Condo
1 bedroom, 2 beds, 1 private bathroom
27 Sept – 2 Oct
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4.93 out of 5 average rating, 58 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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Home in Hilton Head Island
Family Retreat | 1 Min to Beach | Pool Spa Theater
6 bedrooms, 12 beds, 4 bathrooms
5–10 Oct
5.0 out of 5 average rating, 14 reviews
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Guest favourite
Flat in Shelter Cove
Marriott Harbour Point - 2BD
2 bedrooms, 3 beds, 2 bathrooms
7–12 Dec
4.85 out of 5 average rating, 59 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
27 Sept – 2 Oct
5.0 out of 5 average rating, 7 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, 1 bathroom
15–20 Nov
4.96 out of 5 average rating, 378 reviews
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Top guest favourite
Villa in Palmetto Dunes
Spacious dog-friendly villa, walk to the beach
3 bedrooms, 6 beds, 2.5 bathrooms
17–22 Oct
4.9 out of 5 average rating, 104 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, 2.5 bathrooms
18–23 Oct
4.97 out of 5 average rating, 58 reviews
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Flat in Hilton Head Island
Coastal Charm! Across from Coligny Beach!
2 bedrooms, 4 beds, 2 bathrooms
15–20 Nov
5.0 out of 5 average rating, 14 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, 2 bathrooms
20–25 Sept
4.89 out of 5 average rating, 62 reviews
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Guest favourite
Apartment in Hilton Head Island
Lovely Beachside Villa w/ Resort Amenities
2 bedrooms, 5 beds, 2 bathrooms
18–23 Sept
4.95 out of 5 average rating, 115 reviews
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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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Home in Shipyard
Top Rated Golf Hilton Head Isle home mins to beach
3 bedrooms, 5 beds, 2 bathrooms
3–10 Oct
5.0 out of 5 average rating, 13 reviews
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Top guest favourite
Home in Sea Pines
NEW Sea Pines tranquil retreat bikes, pool, tennis
5 bedrooms, 7 beds, 3.5 bathrooms
27 Sept – 2 Oct
5.0 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 bathroom
1–6 Nov
4.82 out of 5 average rating, 28 reviews
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Top guest favourite
Flat in Palmetto Dunes
Incredible Hilton Head condo - private beach!
2 bedrooms, 5 beds, 2 bathrooms
4–9 Oct
4.93 out of 5 average rating, 14 reviews
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Top guest favourite
Home in Sea Pines
Two Fawns@Sea Pines|4+BR|Private Heated Pool/Spa
4 bedrooms, 5 beds, 2 bathrooms
21–26 Oct
5.0 out of 5 average rating, 17 reviews
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Guest favourite
Home in Hilton Head Island
Newly Renovated; 3.5 Acres Private Waterfront
3 bedrooms, 8 beds, 3.5 bathrooms
27 Sept – 2 Oct
4.94 out of 5 average rating, 18 reviews
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Guest favourite
Home in Hilton Head Island
Beach House, Elevator, Sleeps 12
3 bedrooms, 6 beds, 2.5 bathrooms
17–22 Sept
4.98 out of 5 average rating, 87 reviews