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

Guest favourite
Apartment in Hilton Head Island
Ocean View! Remodeled! Steps to beach/Pool/Bar
1 bedroom, 4 beds, 1 private bathroom
13–18 Oct
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4.97 out of 5 average rating, 307 reviews
Top guest favourite
Home in Hilton Head Island
98 Sandcastle Ct
5.0 out of 5 average rating, 119 reviews, 6 bedrooms, 15 beds, 4 bathrooms
23–28 Aug
Top guest favourite
Home in Hilton Head Island
Beach House, Elevator, Sleeps 12
4.99 out of 5 average rating, 81 reviews, 3 bedrooms, 6 beds, 2.5 bathrooms
9–14 Aug
Top guest favourite
Flat in Hilton Head Island
SeaCrest 2512 Stunning, Walk to Coligny Shops/Rest
5.0 out of 5 average rating, 9 reviews, 4 bedrooms, 7 beds, 3 bathrooms
2–7 Dec
Top guest favourite
Apartment in Hilton Head Island
Sea la Vie @Fiddler's Cove - Fitness Room
4.96 out of 5 average rating, 78 reviews, 2 bedrooms, 2 beds, 2 bathrooms
8–13 Aug
Flat in Shipyard
Spacious 3 bedroom Beach Pool Tennis Pickleball !
New place to stay, 3 bedrooms, 4 beds, 2 bathrooms
17–22 Aug
Top guest favourite
Apartment in Palmetto Dunes
Walk to Ocean | Pool | Large Bedrooms | Sea’Esta
4.99 out of 5 average rating, 145 reviews, 2 bedrooms, 4 beds, 2 bathrooms
20–25 Jul
Top guest favourite
Apartment in Hilton Head Island
Ocean Front Resort Condo
4.99 out of 5 average rating, 439 reviews, 1 bedroom, 4 beds, 1 bathroom
4–9 Oct
Top guest favourite
Apartment in Palmetto Dunes
Sea Gem - A Cozy Hilton Head Beach Escape
4.93 out of 5 average rating, 133 reviews, 2 bedrooms, 3 beds, 2 bathrooms
8–13 Aug
Apartment in Hilton Head Island
Walk to Folly Field Beach: Condo in Hilton Head!
1 bedroom, 4 beds, 1 bathroom
7–12 Aug
Top guest favourite
Home in Shipyard
The Caddyshack - Perfect Location!
5.0 out of 5 average rating, 66 reviews, 2 bedrooms, 3 beds, 2.5 bathrooms
16–21 Aug
Top guest favourite
Home in Shipyard
Walk to Beach | Golf | Pool | Private | Shipyard
5.0 out of 5 average rating, 11 reviews, 3 bedrooms, 4 beds, 2 bathrooms
22–27 Aug
Top guest favourite
Apartment in Shipyard
Hilton Head Island VILLA: STEPS 2 Beach & Coligny!
4.99 out of 5 average rating, 109 reviews, 2 bedrooms, 4 beds, 1 bathroom
23–28 Aug
Superhost
Apartment in Hilton Head Island
Close to beach with pool, tennis, pool & private
1 bedroom, 2 beds, 1 bathroom
14–19 Aug
Top guest favourite
Apartment in Shelter Cove
Pet friendly condo with amazing Broad Creek views
4.99 out of 5 average rating, 82 reviews, 1 bedroom, 3 beds, 1 bathroom
9–14 Aug
Home in Hilton Head Island
Hilton Head Retreat
5.0 out of 5 average rating, 4 reviews, 2 bedrooms, 2 beds, 1.5 bathrooms
25–30 Jul
Flat in Palmetto Dunes
Lagoon and Links Escape
1 bedroom, 2 beds, 1.5 bathrooms
10–15 Aug
Apartment in Hilton Head Island
Ocean One 511
2 bedrooms, 2 beds, 2 bathrooms
13–18 Aug
Top guest favourite
Home in Hilton Head Island
Location Matters! Walk to Beach & Everything Else!
5.0 out of 5 average rating, 12 reviews, 2 bedrooms, 3 beds, 2 bathrooms
29 Aug – 3 Sept