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

Top guest favourite
Villa in Hilton Head Island
2BR|2.5BA Direct Oceanfront Community-5 Star Rated
2 bedrooms, 5 beds, 2.5 private bathrooms
7–12 Sept
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5.0 out of 5 average rating, 51 reviews
Top guest favourite
Home in Hilton Head Island
98 Sandcastle Ct
6 bedrooms, 15 beds
8–13 Nov
5.0 out of 5 average rating, 122 reviews
Guest favourite
Flat in Shipyard
Spacious 3 bedroom Beach Pool Tennis Pickleball !
3 bedrooms, 4 beds
7–12 Sept
5.0 out of 5 average rating, 5 reviews
Top guest favourite
Home in Sea Pines
“Sea La Vie” 3BR, Sea Pines, Walk to Dining, Shops
3 bedrooms, 4 beds
18–23 Sept
4.99 out of 5 average rating, 157 reviews
Guest favourite
Home in Hilton Head Island
Walk2Beach~Pool~Putting Green~Fenced Yard~EV
4 bedrooms, 5 beds
27 Sept – 2 Oct
4.99 out of 5 average rating, 69 reviews
Apartment in Hilton Head Island
Steps to Beach Pool Tennis Pickleball 2 ba/2 bedrm
2 bedrooms, 5 beds
7–12 Sept
5.0 out of 5 average rating, 4 reviews
Guest favourite
Home in Hilton Head Island
The Beachfront Estate at 5 Alder Lane
6 bedrooms, 11 beds
20–27 Sept
4.95 out of 5 average rating, 22 reviews
Top guest favourite
Apartment in Hilton Head Island
Ocean View & Steps to Beach! Remodeled HHBT Condo!
1 bedroom, 4 beds
15–20 Nov
4.96 out of 5 average rating, 375 reviews
Top guest favourite
Villa in Sea Pines
HHI South Forest beach/WLK TO BEACH, dining, pool
2 bedrooms, 3 beds
27 Sept – 2 Oct
4.98 out of 5 average rating, 105 reviews
Top guest favourite
Treehouse in Sea Pines
Luxury Waterfront Tree House | Harbour Town | Pool
3 bedrooms, 3 beds
9–14 Sept
5.0 out of 5 average rating, 38 reviews
Guest favourite
Home in Hilton Head Island
Oceanfront 8BR Home | 8 Suites | Pool | Sleeps 16+
8 bedrooms, 14 beds
27 Sept – 2 Oct
5.0 out of 5 average rating, 7 reviews
Superhost
Apartment in Hilton Head Island
Coastal Elegance - Tranquil Beach - Tennis & Pools
2 bedrooms, 4 beds
7–12 Sept
New place to stay
Guest favourite
Flat in Hilton Head Island
Beach Haven | Quiet Corner | Easy Beach Access
1 bedroom, 2 beds
20–25 Sept
5.0 out of 5 average rating, 7 reviews
Top guest favourite
Apartment in Palmetto Dunes
Sea Gem - Winter Sunshine by the Sea
2 bedrooms, 3 beds
30 Sept – 5 Oct
4.94 out of 5 average rating, 143 reviews
Top guest favourite
Apartment in Hilton Head Island
Heron's Haven on Port Royal Sound, 2BR/2BA
2 bedrooms, 3 beds
6–11 Sept
4.95 out of 5 average rating, 241 reviews
Villa in Hilton Head Island
Surf Court 45
3 bedrooms, 5 beds
26 Sept – 1 Oct
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Apartment in Palmetto Dunes
Oceanside Resort - Private Beach Access - 3 Pools
2 bedrooms, 4 beds
15–20 Sept
4.97 out of 5 average rating, 117 reviews
Guest favourite
Apartment in Hilton Head Island
Whispering Tides II
2 bedrooms, 3 beds
13–18 Sept
4.94 out of 5 average rating, 16 reviews
Superhost
Home in Sea Pines
Canopy House | Walk to Harbour Town | Marshfront
2 bedrooms, 3 beds
6–11 Sept
5.0 out of 5 average rating, 3 reviews