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

Guest favourite
Home in Sea Pines
Walk to Harbour Town: Airy Treehouse w/ Bikes
2 bedrooms, 3 beds, 2 bathrooms
25–30 Aug
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5.0 out of 5 average rating, 154 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
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
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
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
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
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
Top guest favourite
Home in Hilton Head Island
Dove's Nest - New Pool&Spa! Steps to beach&dining
4 bedrooms, 9 beds
30 Aug – 4 Sept
5.0 out of 5 average rating, 13 reviews
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
Flat in Shipyard
Spacious 3 bedroom Beach Pool Tennis Pickleball !
3 bedrooms, 4 beds
17–22 Aug
Home in Hilton Head Island
Charming remodeled 4th row House walk to Beach !
4 bedrooms, 5 beds
26–31 Jul
New place to stay
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
Home in Shipyard
The Caddyshack - Perfect Location!
2 bedrooms, 3 beds
16–21 Aug
5.0 out of 5 average rating, 67 reviews
Luxe
Home in Sea Pines
8 Gull Point, Sea Pines: Marsh-Front, Private Pool
4 bedrooms, 5 beds
26–31 Aug
Superhost
Home in Palmetto Dunes
Private Pool + Pet Friendly @ Palmetto Dunes
4 bedrooms, 4 beds
29 Aug – 3 Sept
Top guest favourite
Home in Hilton Head Island
Moon Crab-Folly Field Area Hilton Head
4 bedrooms, 5 queen beds
10–17 Aug
5.0 out of 5 average rating, 6 reviews
Guest favourite
Townhouse in Hilton Head Island
Brand New LUX Townhome-Mins to Beaches, private po
4 bedrooms, 7 beds
16–21 Aug
5.0 out of 5 average rating, 14 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
Townhouse in Palmetto Dunes
3BR Villa in Palmetto Dunes
3 bedrooms, 4 beds
18–23 Jul
4.57 out of 5 average rating, 7 reviews