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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
23–28 Aug
5.0 out of 5 average rating, 119 reviews
Top guest favourite
Home in Hilton Head Island
Beach House, Elevator, Sleeps 12
3 bedrooms, 6 beds
2–7 Aug
4.99 out of 5 average rating, 81 reviews
Top guest favourite
Apartment in Hilton Head Island
Beachside Hilton Head Villa Fully Renovated
2 bedrooms, 4 beds
3–8 Aug
4.96 out of 5 average rating, 141 reviews
Top guest favourite
Apartment in Hilton Head Island
Ocean Front Resort Condo
1 bedroom, 4 beds
4–9 Oct
4.99 out of 5 average rating, 439 reviews
Top guest favourite
Home in Shipyard
The Caddyshack - Perfect Location!
2 bedrooms, 3 beds
16–21 Aug
5.0 out of 5 average rating, 66 reviews
Flat in Shipyard
Spacious 3 bedroom Beach Pool Tennis Pickleball !
3 bedrooms, 4 beds
17–22 Aug
New place to stay
Top guest favourite
Flat in Hilton Head Island
SeaCrest 2512 Stunning, Walk to Coligny Shops/Rest
4 bedrooms, 7 beds
2–7 Dec
5.0 out of 5 average rating, 9 reviews
Top guest favourite
Apartment in Palmetto Dunes
Sea Gem - A Cozy Hilton Head Beach Escape
2 bedrooms, 3 beds
8–13 Aug
4.93 out of 5 average rating, 133 reviews
Guest favourite
Apartment in Hilton Head Island
Hilton Head Hidden Gem
2 bedrooms, 2 beds
17–22 Aug
4.89 out of 5 average rating, 209 reviews
Top guest favourite
Home in Shipyard
Walk to Beach | Golf | Pool | Private | Shipyard
3 bedrooms, 4 beds
22–27 Aug
5.0 out of 5 average rating, 11 reviews
Superhost
Treehouse in Sea Pines
Waterfront Tree House | HT Pool | Private Office
3 bedrooms, 3 beds
27 Jul – 1 Aug
5.0 out of 5 average rating, 4 reviews
Home in Hilton Head Island
Hilton Head Retreat
2 bedrooms, 2 beds
25–30 Jul
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Apartment in Hilton Head Island
The Lookout - A Modern Beach Retreat (Oceanfront)
1 bedroom, 4 beds
29 Aug – 3 Sept
5.0 out of 5 average rating, 100 reviews
Top guest favourite
Apartment in Sea Pines
Island Serenity; Escape life, relax, and unwind.
2 bedrooms, 3 beds
25–30 Sept
5.0 out of 5 average rating, 30 reviews
Top guest favourite
Apartment in Shelter Cove
Pet friendly condo with amazing Broad Creek views
1 bedroom, 3 beds
9–14 Aug
4.99 out of 5 average rating, 82 reviews
Guest favourite
Apartment in Hilton Head Island
Ocean View! Remodeled! Steps to beach/Pool/Bar
1 bedroom, 4 beds
13–18 Oct
4.97 out of 5 average rating, 307 reviews
Top guest favourite
Home in Hilton Head Island
Location Matters! Walk to Beach & Everything Else!
2 bedrooms, 3 beds
29 Aug – 3 Sept
5.0 out of 5 average rating, 12 reviews
Apartment in Hilton Head Island
Close to beach with pool, tennis, pool & private
1 bedroom, 2 beds
14–19 Aug