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

Guest favourite
Apartment in Hilton Head Island
Modern villa for vacation or remote work getaway!
2 bedrooms, 3 beds, 2 private bathrooms
8–13 Aug
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4.84 out of 5 average rating, 134 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
Home in Hilton Head Island
Newly Renovated/Walk to Beach/Hot Tub/Game Patio
New place to stay, 3 bedrooms, 6 beds, 2 bathrooms
23–28 Aug
Top guest favourite
Apartment in Hilton Head Island
The Lookout - A Modern Beach Retreat (Oceanfront)
5.0 out of 5 average rating, 101 reviews, 1 bedroom, 4 beds, 1 bathroom
29 Aug – 3 Sept
Superhost
Home in Sea Pines
Pet-Friendly, South Beach Pool Access, 3BR
New place to stay, 3 bedrooms, 5 beds, 2 bathrooms
2–7 Aug
Luxe
Home in Sea Pines
29 South Beach, Sea Pines: Pool, Walk to Beach
4 bedrooms, 4 beds, 4.5 bathrooms
11–16 Jul
Top guest favourite
Home in Sea Pines
Hilton Ivory by AvantStay | Luxe Home + Pool/Patio
5.0 out of 5 average rating, 6 reviews, 6 bedrooms, 10 beds, 4.5 bathrooms
22–27 Aug
Top guest favourite
Treehouse in Sea Pines
Luxury Waterfront Tree House | Harbour Town | Pool
5.0 out of 5 average rating, 33 reviews, 3 bedrooms, 3 beds, 2 bathrooms
26 Sept – 1 Oct
Top guest favourite
Home in Hilton Head Island
Beach House, Elevator, Sleeps 12
4.99 out of 5 average rating, 82 reviews, 3 bedrooms, 6 beds, 2.5 bathrooms
6–11 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
Home in Hilton Head Island
Charming remodeled 4th row House walk to Beach !
New place to stay, 4 bedrooms, 5 beds, 3 bathrooms
26–31 Jul
Guest favourite
Home in Sea Pines
Modern Home ~ Golf Course Views ~ .8 Mile to Beach
5.0 out of 5 average rating, 19 reviews, 4 bedrooms, 5 beds, 3 bathrooms
8–13 Aug
Home in Sea Pines
Spacious, Renovated House with Private Spa and Pri
3 bedrooms, 4 beds, 3.5 bathrooms
20–25 Sept
Home in Sea Pines
Renovated Sea Pines Retreat Near Beach
2 bedrooms, 4 beds, 2 bathrooms
20–25 Jul
Luxe
Home in Sea Pines
Private Pool & Spa | Secluded | in Heritage Woods
5.0 out of 5 average rating, 47 reviews, 5 bedrooms, 8 beds, 5 bathrooms
16–21 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
Home in Hilton Head Island
Prime Location! 3BR Home Steps to Beach & Coligny
3 bedrooms, 4 beds, 2 bathrooms
8–13 Aug
Guest favourite
Home in Sea Pines
Starfish Beach House with Pool and Bikes
4.92 out of 5 average rating, 39 reviews, 3 bedrooms, 4 beds, 2.5 bathrooms
29 Aug – 3 Sept
Top guest favourite
Treehouse in Sea Pines
Harbour Town Tree House | Private Office | HT Pool
4.98 out of 5 average rating, 94 reviews, 2 bedrooms, 3 beds, 2 bathrooms
23–28 Aug