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

Apartment in Shipyard
2BR Brigantine Quarters Condo – Dragonfly Layne
2 bedrooms, 4 beds, 2 shared bathrooms
8–15 Aug
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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
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 Hilton Head Island
Oceanfront Pool, Balcony + Stunning Atlantic Views
New place to stay, 5 bedrooms, 6 beds, 5.5 bathrooms
13–18 Jul
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
Luxe
Home in Sea Pines
29 South Beach, Sea Pines: Pool, Walk to Beach
4 bedrooms, 4 beds, 4.5 bathrooms
12–17 Jul
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
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
Home in Sea Pines
Renovated Sea Pines Retreat Near Beach
2 bedrooms, 4 beds, 2 bathrooms
20–25 Jul
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
Superhost
Treehouse in Sea Pines
Waterfront Tree House | HT Pool | Private Office
5.0 out of 5 average rating, 5 reviews, 3 bedrooms, 3 beds, 2.5 bathrooms
27 Jul – 1 Aug
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
Flat in Shipyard
Spacious 3 bedroom Beach Pool Tennis Pickleball !
3 bedrooms, 4 beds, 2 bathrooms
17–22 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
Home in Sea Pines
Spacious, Renovated House with Private Spa and Pri
3 bedrooms, 4 beds, 3.5 bathrooms
20–25 Sept
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 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
Apartment in Hilton Head Island
Beach View - 1st Floor - King Bed - Pools -Tennis
4.96 out of 5 average rating, 25 reviews, 2 bedrooms, 6 beds, 2 bathrooms
24–29 Oct