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

Guest favourite
Home in Sea Pines
SeaPines - Private Beach Path, Private Pool, Bikes
3 bedrooms, 6 beds, 4 private bathrooms
10–15 Aug
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4.88 out of 5 average rating, 68 reviews
Superhost
Home in Sea Pines
Chic Sea Pines Retreat w Lagoon Views | Sleeps 6
3 bedrooms, 3 king beds, 2.5 bathrooms
9–14 Jul
Top guest favourite
Home in Hilton Head Island
Beach House, Elevator, Sleeps 12
3 bedrooms, 6 beds, 2.5 bathrooms
9–14 Aug
4.99 out of 5 average rating, 79 reviews
Superhost
Home in Sea Pines
Spacious, Renovated House with Private Spa and Pri
3 bedrooms, 4 beds, 3.5 bathrooms
27 Aug – 1 Sept
Superhost
Apartment in Hilton Head Island
Bluewater Resort & Marina - Large 3BR/3BA
3 bedrooms, 5 beds, 3 bathrooms
19–26 Jul
5.0 out of 5 average rating, 4 reviews
Guest favourite
Home in Sea Pines
Starfish Beach House with Pool and Bikes
3 bedrooms, 4 beds, 2.5 bathrooms
29 Aug – 3 Sept
4.95 out of 5 average rating, 38 reviews
Top guest favourite
Treehouse in Sea Pines
Luxury Waterfront Tree House | Harbour Town | Pool
3 bedrooms, 3 beds, 2 bathrooms
26 Sept – 1 Oct
5.0 out of 5 average rating, 31 reviews
Top guest favourite
Townhouse in Hilton Head Island
Beautiful new duplex!
4 bedrooms, 5 beds, 2.5 bathrooms
6–11 Jul
4.96 out of 5 average rating, 73 reviews
Top guest favourite
Home in Sea Pines
Sea Pines house ~ Golf Sim / Putting Green / Games
4 bedrooms, 4 bathrooms
23–28 Jul
5.0 out of 5 average rating, 87 reviews
Luxe
Home in Hilton Head Island
Private Island in Hilton Head, Events & Poolside
8 bedrooms, 15 beds, 8 bathrooms
19–24 Jul
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Home in Shipyard
Walk to Beach | Golf | Pool | Private | Shipyard
3 bedrooms, 4 beds, 2 bathrooms
22–27 Aug
5.0 out of 5 average rating, 10 reviews
Top guest favourite
Home in Hilton Head Island
Location Matters! Walk to Beach & Everything Else!
2 bedrooms, 3 beds, 2 bathrooms
26–31 Jul
5.0 out of 5 average rating, 9 reviews
Luxe
Home in Sea Pines
8 Gull Point, Sea Pines: Marsh-Front, Private Pool
4 bedrooms, 5 beds, 3 bathrooms
17–22 Jul
Flat in Shipyard
2Bd/2Ba Unit 292 - Brigantine Quarters Shipyard
2 bedrooms, 4 beds, 2 bathrooms
4–11 Jul
New place to stay
Flat in Palmetto Dunes
Lagoon and Links Escape
1 bedroom, 2 beds, 1.5 bathrooms
10–15 Aug
Superhost
Home in Hilton Head Island
Oceanfront Pool, Balcony + Stunning Atlantic Views
5 bedrooms, 6 beds, 5.5 bathrooms
23–28 Aug
New place to stay
Top guest favourite
Flat in Sea Pines
Renovated 1BR HHI – Walk to Beach & Salty Dog Café
1 bedroom, 3 beds, 1 bathroom
22–27 Aug
5.0 out of 5 average rating, 17 reviews
Superhost
Apartment in Sea Pines
Harbour Town villa with courtyard view & pool - cl
2 bedrooms, 3 beds, 2.5 bathrooms
29 Aug – 3 Sept
Superhost
Apartment in Palmetto Dunes
Family-friendly condo w/ a furnished deck & shared
2 bedrooms, 4 beds, 2 bathrooms
24–29 Aug