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

Top guest favourite
Apartment in Hilton Head Island
Cozy Villa 6 Minute Walk From the Beach & Golf
2 bedrooms, 4 beds, 2 private bathrooms
23–28 Aug
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4.96 out of 5 average rating, 135 reviews
Top guest favourite
Home in Hilton Head Island
98 Sandcastle Ct
5.0 out of 5 average rating, 120 reviews, 6 bedrooms, 15 beds, 4 bathrooms
17–22 Oct
Home in Shipyard
Greenside Haven | Gated, Beach, Golf, Pet-Friendly
5.0 out of 5 average rating, 3 reviews, 3 bedrooms, 8 beds, 3.5 bathrooms
2–7 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
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
Superhost
Home in Hilton Head Island
Oceanfront Pool, Balcony + Stunning Atlantic Views
New place to stay, 5 bedrooms, 6 beds, 5.5 bathrooms
30 Aug – 4 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
Home in Sea Pines
Modern Sea Pines: Pet-Friendly, Beach, Bikes
2 bedrooms, 4 beds, 2 bathrooms
28 Aug – 2 Sept
Top guest favourite
Home in Hilton Head Island
Beach House, Elevator, Sleeps 12
4.99 out of 5 average rating, 83 reviews, 3 bedrooms, 6 beds, 2.5 bathrooms
30 Aug – 4 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
10 Pender Lane-Sea Pines Home
5.0 out of 5 average rating, 6 reviews, 4 bedrooms, 5 beds, 4.5 bathrooms
10–15 Aug
Villa in Shipyard
Family Friendly Villa near the Beach, Patio, & Sha
2 bedrooms, 4 beds, 2.5 bathrooms
12–17 Aug
Top guest favourite
Home in Hilton Head Island
Dove's Nest - New Pool&Spa! Steps to beach&dining
5.0 out of 5 average rating, 15 reviews, 4 bedrooms, 9 beds, 3 bathrooms
30 Aug – 4 Sept
Top guest favourite
Home in Sea Pines
Sea Pines house ~ Golf Sim / Putting Green / Games
5.0 out of 5 average rating, 89 reviews, 4 bedrooms, 4 bathrooms
23–28 Jul
Luxe
Home in Sea Pines
8 Gull Point, Sea Pines: Marsh-Front, Private Pool
4 bedrooms, 5 beds, 3 bathrooms
26–31 Aug
Top guest favourite
Apartment in Hilton Head Island
The Lookout - A Modern Beach Retreat (Oceanfront)
5.0 out of 5 average rating, 103 reviews, 1 bedroom, 4 beds, 1 bathroom
31 Aug – 5 Sept
Top guest favourite
Apartment in Palmetto Dunes
Experience Island Vibes!
5.0 out of 5 average rating, 24 reviews, 2 bedrooms, 2 bathrooms
3–8 Aug
Home in Sea Pines
Spacious, Renovated House with Private Spa and Pri
3 bedrooms, 4 beds, 3.5 bathrooms
20–25 Sept
Top guest favourite
Home in Sea Pines
Private Pool/Spa | Private Office | Harbour Town
5.0 out of 5 average rating, 31 reviews, 3 bedrooms, 4 beds, 3.5 bathrooms
16–21 Aug