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

Top guest favourite
Apartment in Palmetto Dunes
Sunset Serenity - Luxury on The Lagoon!
2 bedrooms, 4 beds, 2 private bathrooms
23–28 Jul
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4.97 out of 5 average rating, 147 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 Sea Pines
Hilton Ivory by AvantStay | Luxe Home + Pool/Patio
6 bedrooms, 10 beds
22–27 Aug
5.0 out of 5 average rating, 6 reviews
Home in Hilton Head Island
Newly Renovated/Walk to Beach/Hot Tub/Game Patio
3 bedrooms, 6 beds
30 Aug – 4 Sept
New place to stay
Superhost
Home in Hilton Head Island
Oceanfront Pool, Balcony + Stunning Atlantic Views
5 bedrooms, 6 beds
5–10 Sept
New place to stay
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, 83 reviews
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
Home in Hilton Head Island
Prime Location! 3BR Home Steps to Beach & Coligny
3 bedrooms, 4 beds
8–13 Aug
Guest favourite
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, 5 reviews
Top guest favourite
Apartment in Hilton Head Island
The Lookout - A Modern Beach Retreat (Oceanfront)
1 bedroom, 4 beds
3–8 Aug
5.0 out of 5 average rating, 102 reviews
Guest favourite
Home in Sea Pines
10 Pender Lane-Sea Pines Home
4 bedrooms, 5 beds
18–23 Jul
5.0 out of 5 average rating, 6 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, 67 reviews
Top guest favourite
Apartment in Hilton Head Island
Ocean View! Remodeled! Steps to beach/Pool/Bar
1 bedroom, 4 beds
27 Oct – 1 Nov
4.97 out of 5 average rating, 308 reviews
Home in Sea Pines
Spacious, Renovated House with Private Spa and Pri
3 bedrooms, 4 beds
20–25 Sept
Luxe
Home in Sea Pines
8 Gull Point, Sea Pines: Marsh-Front, Private Pool
4 bedrooms, 5 beds
26–31 Aug
Top guest favourite
Home in Hilton Head Island
Walk to Beach-Amazing New Home-Hot Tub-Heated Pool
6 bedrooms, 11 beds
30 Aug – 4 Sept
5.0 out of 5 average rating, 95 reviews
Top guest favourite
Apartment in Hilton Head Island
Chic Beachside Escape at Xanadu Villas
1 bedroom, 1 sofa bed
31 Aug – 5 Sept
5.0 out of 5 average rating, 29 reviews
Guest favourite
Home in Sea Pines
Steps to Beach | Pool & Spa | Sleeps 12
5 bedrooms, 7 beds
10–15 Aug
4.86 out of 5 average rating, 7 reviews
Top guest favourite
Apartment in Hilton Head Island
MyStay at 307 Forest Beach Villas - Prime Coligny!
1 bedroom, 2 beds
26–31 Jul
4.97 out of 5 average rating, 36 reviews