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

Guest favourite
Apartment in Hilton Head Island
Modern villa for vacation or remote work getaway!
2 bedrooms, 3 beds, 2 private bathrooms
8–13 Sept
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4.84 out of 5 average rating, 135 reviews
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, 122 reviews
Apartment in Hilton Head Island
Beach Blessing - Short Walk to Beach and Coligny
2 bedrooms, 4 beds, 2 bathrooms
18–23 Oct
New place to stay
Guest favourite
Flat in Shelter Cove
Marriott Harbour Point - 2BD
2 bedrooms, 3 beds, 2 bathrooms
8–13 Nov
4.84 out of 5 average rating, 57 reviews
Guest favourite
Flat in Hilton Head Island
Beach Haven | Quiet Corner | Easy Beach Access
1 bedroom, 2 beds, No bathroom
20–25 Sept
5.0 out of 5 average rating, 7 reviews
Top guest favourite
Apartment in Hilton Head Island
The Lookout - A Modern Beach Retreat (Oceanfront)
1 bedroom, 4 beds, 1 bathroom
15–20 Nov
5.0 out of 5 average rating, 113 reviews
Guest favourite
Home in Hilton Head Island
Walk2Beach~Pool~Putting Green~Fenced Yard~EV
4 bedrooms, 5 beds, 2 bathrooms
27 Sept – 2 Oct
4.99 out of 5 average rating, 69 reviews
Top 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
Townhouse in Hilton Head Island
Hilton Head Cabana 40
2 bedrooms, 3 beds, 1.5 bathrooms
25–30 Oct
Top guest favourite
Villa in Sea Pines
HHI South Forest beach/WLK TO BEACH, dining, pool
2 bedrooms, 3 beds, 2 bathrooms
27 Sept – 2 Oct
4.98 out of 5 average rating, 105 reviews
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, 376 reviews
Top guest favourite
Apartment in Hilton Head Island
Hilton Head Hidden Gem
2 bedrooms, 2 beds, 2 bathrooms
8–13 Sept
4.9 out of 5 average rating, 216 reviews
Top guest favourite
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
Top guest favourite
Villa in Palmetto Dunes
Walk to the Beach, One Level Villa, COMFY beds
2 bedrooms, 3 beds, 2 bathrooms
28 Nov – 3 Dec
4.91 out of 5 average rating, 139 reviews
Top guest favourite
Villa in Hilton Head Island
Modern Oceanfront Villa With Views and Heated Pool
2 bedrooms, 3 beds, 2 bathrooms
14–19 Sept
4.95 out of 5 average rating, 146 reviews
Top guest favourite
Apartment in Hilton Head Island
Relaxing Coastal Retreat w/ Pools + Beach <1/4mi
2 bedrooms, 3 beds, 2 bathrooms
16–21 Oct
4.92 out of 5 average rating, 13 reviews
Top guest favourite
Home in Sea Pines
“Sea La Vie” 3BR, Sea Pines, Walk to Dining, Shops
3 bedrooms, 4 beds, 2 bathrooms
18–23 Sept
4.99 out of 5 average rating, 157 reviews
Guest favourite
Apartment in Palmetto Dunes
Spacious Villa in Hilton Head Resort! STR#024945
2 bedrooms, 4 beds, 2 bathrooms
26 Sept – 1 Oct
4.94 out of 5 average rating, 145 reviews
Top guest favourite
Home in Hilton Head Island
4BR with Private Pool, Pets Welcome, Steps to Sand
4 bedrooms, 5 beds, 3 bathrooms
13–18 Sept
5.0 out of 5 average rating, 89 reviews