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

Guest favourite
Apartment in Palmetto Dunes
Condo w/ Indoor Pool and Hot Tub!! Beach Access🏝
2 bedrooms, 3 beds, 2 private bathrooms
2–7 Aug
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4.81 out of 5 average rating, 274 reviews
Top guest favourite
Apartment in Hilton Head Island
Ocean View KING BED 75"TV Beach Bar Pickleball GYM
1 bedroom, 2 beds, 1 bathroom
22–27 Aug
4.99 out of 5 average rating, 134 reviews
Top guest favourite
Apartment in Hilton Head Island
Ocean Front | Sunrise View | Pool | Gym | Tennis
1 bedroom, 4 beds, 1 bathroom
17–22 Sept
4.94 out of 5 average rating, 93 reviews
Top guest favourite
Flat in Hilton Head Island
Direct Beach & Pool Access - Seaside Villas II
1 bedroom, 2 beds, 1 bathroom
2–7 Aug
5.0 out of 5 average rating, 9 reviews
Guest favourite
Villa in Hilton Head Island
537 Shorewood: Oceanfront Penthouse, 2 BR
2 bedrooms, 3 beds, 2 bathrooms
16–21 Aug
5.0 out of 5 average rating, 9 reviews
Top guest favourite
Flat in Hilton Head Island
Stunning Ocean View | King Bed | Beach/Pool Resort
1 bedroom, 1 king bed, 1 bathroom
10–15 Aug
4.97 out of 5 average rating, 29 reviews
Apartment in Hilton Head Island
Relaxing ocean-view condo with on-site pool, priva
2 bedrooms, 4 beds, 2 bathrooms
29 Aug – 3 Sept
Top guest favourite
Flat in Hilton Head Island
Ocean Front Condo w/ Private Water Front Balcony
1 bedroom, 2 beds, 1 bathroom
27 Aug – 1 Sept
4.98 out of 5 average rating, 40 reviews
Superhost
Home in Sea Pines
Family Memories Are Made Better at Deer Run
3 bedrooms, 4 beds, 3 bathrooms
21–26 Aug
Top guest favourite
Apartment in Hilton Head Island
Sunset Dunes Direct Beach Access
1 bedroom, 2 beds, 1 bathroom
29 Aug – 3 Sept
4.97 out of 5 average rating, 35 reviews
Guest favourite
Apartment in Hilton Head Island
Beach condo in gated resort w/ tons of amenities!
2 bedrooms, 3 beds, 2 bathrooms
26 Sept – 1 Oct
4.91 out of 5 average rating, 189 reviews
Top guest favourite
Flat in Hilton Head Island
SeaCrest 2512 Stunning, Walk to Coligny Shops/Rest
4 bedrooms, 7 beds, 3 bathrooms
2–7 Dec
5.0 out of 5 average rating, 9 reviews
Superhost
Apartment in Hilton Head Island
Pet-Friendly | 5 min. Walk to Beach | First Floor
2 bedrooms, 3 beds, 1.5 bathrooms
16–21 Aug
New place to stay
Home in Palmetto Dunes
Pet Friendly Beach Getaway with Private Pool & Big
3 bedrooms, 4 beds, 3 bathrooms
2–7 Nov
Guest favourite
Apartment in Shelter Cove
2 Mi to Beach: Condo w/ Pool Access in Hilton Head
2 bedrooms, 3 beds, 2 bathrooms
20–25 Aug
4.89 out of 5 average rating, 19 reviews
Guest favourite
Apartment in Sea Pines
HHI escape! Private 2BR condo, tennis, pool, beach
2 bedrooms, 3 beds, 2 bathrooms
15–20 Aug
4.94 out of 5 average rating, 16 reviews
Top guest favourite
Flat in Hilton Head Island
Beach-Bike-Relax-Repeat 5 min from beach!
1 bedroom, 1 bed, 1 bathroom
16–21 Aug
5.0 out of 5 average rating, 35 reviews
Top guest favourite
Apartment in Hilton Head Island
Oceanfront Condo! Breakers 210 w/ Sunrise Views
1 bedroom, 2 beds, 1 bathroom
23–28 Oct
4.92 out of 5 average rating, 12 reviews
Top guest favourite
Apartment in Hilton Head Island
3 min to Beach, Cute and Clean Beach Time Getaway
1 bedroom, 3 beds, 1 bathroom
2–7 Aug
5.0 out of 5 average rating, 41 reviews