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

Guest favourite
Cottage in Shipyard
Shipyard! - Private Beach & Golf! Pet Friendly!
2 bedrooms, 3 beds, 2.5 private bathrooms
18–23 Jul
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4.91 out of 5 average rating, 139 reviews
Top guest favourite
Home in Hilton Head Island
98 Sandcastle Ct
5.0 out of 5 average rating, 119 reviews, 6 bedrooms, 15 beds, 4 bathrooms
23–28 Aug
Top guest favourite
Home in Hilton Head Island
Beach House, Elevator, Sleeps 12
4.99 out of 5 average rating, 83 reviews, 3 bedrooms, 6 beds, 2.5 bathrooms
2–7 Aug
Flat in Shipyard
Spacious 3 bedroom Beach Pool Tennis Pickleball !
3 bedrooms, 4 beds, 2 bathrooms
17–22 Aug
Top guest favourite
Flat in Hilton Head Island
SeaCrest 2512 Stunning, Walk to Coligny Shops/Rest
5.0 out of 5 average rating, 9 reviews, 4 bedrooms, 7 beds, 3 bathrooms
2–7 Dec
Top guest favourite
Home in Shipyard
Walk to Beach | Golf | Pool | Private | Shipyard
5.0 out of 5 average rating, 12 reviews, 3 bedrooms, 4 beds, 2 bathrooms
13–18 Sept
Top guest favourite
Home in Shipyard
The Caddyshack - Perfect Location!
5.0 out of 5 average rating, 67 reviews, 2 bedrooms, 3 beds, 2.5 bathrooms
16–21 Aug
Top guest favourite
Apartment in Palmetto Dunes
Walk to Ocean | Pool | Large Bedrooms | Sea’Esta
4.99 out of 5 average rating, 146 reviews, 2 bedrooms, 4 beds, 2 bathrooms
27 Jul – 1 Aug
Top guest favourite
Apartment in Sea Pines
Island Serenity; Escape life, relax, and unwind.
5.0 out of 5 average rating, 30 reviews, 2 bedrooms, 3 beds, 2 bathrooms
25–30 Sept
Guest favourite
Apartment in Palmetto Dunes
Spacious, Two-Bedroom Villa in Hilton Head Resort!
4.94 out of 5 average rating, 142 reviews, 2 bedrooms, 4 beds, 2 bathrooms
11–16 Sept
Guest favourite
Villa in Hilton Head Island
Steps from the beach Large pool, family friendly
4.82 out of 5 average rating, 17 reviews, 1 bedroom, 1 bed, 1 bathroom
17–22 Aug
Top guest favourite
Apartment in Hilton Head Island
ON THE BEACH! POOL! Large 3 BR. S. Forest Beach
4.87 out of 5 average rating, 195 reviews, 3 bedrooms, 5 beds, 3 bathrooms
20–25 Sept
Top guest favourite
Villa in Palmetto Dunes
Spacious dog-friendly villa, walk to the beach
4.89 out of 5 average rating, 95 reviews, 3 bedrooms, 6 beds, 2.5 bathrooms
29 Aug – 5 Sept
Top guest favourite
Apartment in Hilton Head Island
Hilton Head Hidden Gem
4.9 out of 5 average rating, 210 reviews, 2 bedrooms, 2 beds, 2 bathrooms
14–19 Sept
Superhost
Home in Palmetto Dunes
HHI. Direct Beach Access. 3 bedrooms. 3 Pools.
5.0 out of 5 average rating, 3 reviews, 3 bedrooms, 4 beds, 2 bathrooms
10–15 Aug
Superhost
Apartment in Hilton Head Island
5 mins to Beach, heated pools, Beach gear, Resort
4.8 out of 5 average rating, 5 reviews, 2 bedrooms, 4 beds, 2 bathrooms
30 Aug – 4 Sept
Flat in Hilton Head Island
Coastal Charm! Across from Coligny Beach!
5.0 out of 5 average rating, 4 reviews, 2 bedrooms, 4 beds, 2 bathrooms
12–17 Aug
Top guest favourite
Home in Palmetto Dunes
Palmetto Dunes Beach House
5.0 out of 5 average rating, 20 reviews, 3 bedrooms, 5 beds, 2 bathrooms
23–28 Aug
Top guest favourite
Flat in Hilton Head Island
Walk to Beach from Courtside Villas
4.94 out of 5 average rating, 175 reviews, 2 bedrooms, 4 beds, 2.5 bathrooms
14–19 Aug