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

Guest favourite
Home in Shipyard
Private Beach Access-Pet Friendly-Hot Tub!
4 bedrooms, 7 beds, 3 private bathrooms
21–26 Aug
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4.84 out of 5 average rating, 264 reviews
Top guest favourite
Home in Hilton Head Island
98 Sandcastle Ct
6 bedrooms, 15 beds, 4 bathrooms
23–28 Aug
5.0 out of 5 average rating, 118 reviews
Top guest favourite
Home in Hilton Head Island
Beach House, Elevator, Sleeps 12
3 bedrooms, 6 beds, 2.5 bathrooms
9–14 Aug
4.99 out of 5 average rating, 81 reviews
Top guest favourite
Home in Shipyard
The Caddyshack - Perfect Location!
2 bedrooms, 3 beds, 2.5 bathrooms
16–21 Aug
5.0 out of 5 average rating, 65 reviews
Top guest favourite
Apartment in Shelter Cove
Pet friendly condo with amazing Broad Creek views
1 bedroom, 3 beds, 1 bathroom
9–14 Aug
4.99 out of 5 average rating, 82 reviews
Top guest favourite
Apartment in Hilton Head Island
The Lookout - A Modern Beach Retreat (Oceanfront)
1 bedroom, 4 beds, 1 bathroom
29 Aug – 3 Sept
5.0 out of 5 average rating, 99 reviews
Superhost
Apartment in Palmetto Dunes
2-bedroom beachside condo with balcony, pools, & W
2 bedrooms, 4 beds, 2 bathrooms
30 Aug – 4 Sept
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Villa in Sea Pines
HHI South Forest beach/WLK TO BEACH, dining, pool
2 bedrooms, 3 beds, 2 bathrooms
9–14 Aug
4.98 out of 5 average rating, 100 reviews
Flat in Shipyard
Spacious 3 bedroom Beach Pool Tennis Pickleball !
3 bedrooms, 4 beds, 2 bathrooms
17–22 Jul
New place to stay
Top guest favourite
Treehouse in Sea Pines
Luxury Waterfront Tree House | Harbour Town | Pool
3 bedrooms, 3 beds, 2 bathrooms
26 Sept – 1 Oct
5.0 out of 5 average rating, 32 reviews
Top guest favourite
Apartment in Sea Pines
Island Serenity; Escape life, relax, and unwind.
2 bedrooms, 3 beds, 2 bathrooms
25–30 Sept
5.0 out of 5 average rating, 29 reviews
Top guest favourite
Apartment in Hilton Head Island
Ocean View! Remodeled! Steps to beach/Pool/Bar
1 bedroom, 4 beds, 1 bathroom
13–18 Oct
4.97 out of 5 average rating, 305 reviews
Guest favourite
Flat in Hilton Head Island
SeaCrest 2512 Stunning, Walk to Coligny Shops/Rest
4 bedrooms, 7 beds, 3 bathrooms
19–24 Sept
5.0 out of 5 average rating, 8 reviews
Superhost
Apartment in Palmetto Dunes
Family-friendly condo w/ a furnished deck & shared
2 bedrooms, 4 beds, 2 bathrooms
24–29 Aug
Apartment in Hilton Head Island
Walk to Folly Field Beach: Condo in Hilton Head!
1 bedroom, 4 beds, 1 bathroom
16–21 Jul
Top guest favourite
Apartment in Hilton Head Island
Ocean Front Resort Condo
1 bedroom, 4 beds, 1 bathroom
4–9 Oct
4.99 out of 5 average rating, 439 reviews
Top guest favourite
Apartment in Palmetto Dunes
Ocean View | Top Floor | Walk to Beach | Pools!
2 bedrooms, 7 beds, 2 bathrooms
8–13 Aug
4.94 out of 5 average rating, 283 reviews
Top guest favourite
Home in Shipyard
Walk to Beach | Golf | Pool | Private | Shipyard
3 bedrooms, 4 beds, 2 bathrooms
22–27 Aug
5.0 out of 5 average rating, 11 reviews
Apartment in Hilton Head Island
Ocean One 511
2 bedrooms, 2 king beds, 2 bathrooms
8–13 Aug