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

Guest favourite
Apartment in Hilton Head Island
Coastal Comfort! Condo in beachfront resort.
1 bedroom, 2 beds, 1 private bathroom
15–20 Aug
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4.89 out of 5 average rating, 181 reviews
Top guest favourite
Apartment in Hilton Head Island
Ocean View KING BED 75"TV Beach Bar Pickleball GYM
4.99 out of 5 average rating, 134 reviews, 1 bedroom, 2 beds, 1 bathroom
22–27 Aug
Top guest favourite
Apartment in Hilton Head Island
Ocean Front | Sunrise View | Pool | Gym | Tennis
4.94 out of 5 average rating, 93 reviews, 1 bedroom, 4 beds, 1 bathroom
17–22 Sept
Top guest favourite
Apartment in Hilton Head Island
Sunset Dunes Direct Beach Access
4.97 out of 5 average rating, 35 reviews, 1 bedroom, 2 beds, 1 bathroom
29 Aug – 3 Sept
Guest favourite
Flat in Hilton Head Island
Walk to Beach/Lagoon View/ Pool/Tennis/2 Bikes
5.0 out of 5 average rating, 5 reviews, 1 bed, 1 bathroom
1–6 Aug
Top guest favourite
Flat in Hilton Head Island
Direct Beach & Pool Access - Seaside Villas II
5.0 out of 5 average rating, 9 reviews, 1 bedroom, 2 beds, 1 bathroom
2–7 Aug
Top guest favourite
Flat in Hilton Head Island
Stunning Ocean View | King Bed | Beach/Pool Resort
4.97 out of 5 average rating, 29 reviews, 1 bedroom, 1 bed, 1 bathroom
10–15 Aug
Guest favourite
Villa in Hilton Head Island
537 Shorewood: Oceanfront Penthouse, 2 BR
5.0 out of 5 average rating, 9 reviews, 2 bedrooms, 3 beds, 2 bathrooms
16–21 Aug
Apartment in Hilton Head Island
Relaxing ocean-view condo with on-site pool, priva
2 bedrooms, 4 beds, 2 bathrooms
29 Aug – 3 Sept
Superhost
Home in Sea Pines
Family Memories Are Made Better at Deer Run
3 bedrooms, 4 beds, 3 bathrooms
21–26 Aug
Superhost
Apartment in Hilton Head Island
Pet-Friendly | 5 min. Walk to Beach | First Floor
New place to stay, 2 bedrooms, 3 beds, 1.5 bathrooms
16–21 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
Home in Palmetto Dunes
Pet Friendly Beach Getaway with Private Pool & Big
3 bedrooms, 4 beds, 3 bathrooms
2–7 Nov
Top guest favourite
Flat in Hilton Head Island
Ocean Front Condo w/ Private Water Front Balcony
4.98 out of 5 average rating, 40 reviews, 1 bedroom, 2 beds, 1 bathroom
27 Aug – 1 Sept
Top guest favourite
Flat in Hilton Head Island
Beach-Bike-Relax-Repeat 5 min from beach!
5.0 out of 5 average rating, 35 reviews, 1 bedroom, 1 bed, 1 bathroom
16–21 Aug
Apartment in Hilton Head Island
Updated Coastal Condo- Biking -3 min Walk to Shore
2 bedrooms, 5 beds, 1.5 bathrooms
5–10 Oct
Top guest favourite
Apartment in Hilton Head Island
1st Floor, 1 BR Condo - Steps to Beach and Pool!
4.96 out of 5 average rating, 153 reviews, 1 bedroom, 1 bed, 1 bathroom
28 Aug – 2 Sept
Top guest favourite
Apartment in Hilton Head Island
Oceanfront Condo! Breakers 210 w/ Sunrise Views
4.92 out of 5 average rating, 12 reviews, 1 bedroom, 2 beds, 1 bathroom
23–28 Oct
Superhost
Apartment in Hilton Head Island
Coligny Beach | Walk Everywhere | Family Favorite
5.0 out of 5 average rating, 3 reviews, 2 bedrooms, 4 beds, 1.5 bathrooms
16–21 Aug