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

Descriptions are based on details hosts provide
Top guest favourite
Apartment in Hilton Head Island
Ocean View! Remodeled! Steps to beach/Pool/Bar
1 bedroom, 4 beds, 1 private bathroom
27 Oct – 1 Nov
,
4.97 out of 5 average rating, 308 reviews
Top guest favourite
Home in Hilton Head Island
Heated pool and elevator near beach
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 with a hot tub
New place to stay, 3 bedrooms, 6 beds, 2 bathrooms
30 Aug – 4 Sept
Top guest favourite
Flat in Hilton Head Island
Beachfront penthouse with ocean and lagoon views
5.0 out of 5 average rating, 9 reviews, 4 bedrooms, 7 beds, 3 bathrooms
2–7 Dec
Top guest favourite
Home in Hilton Head Island
Newly built with elevator near beach
4.99 out of 5 average rating, 83 reviews, 3 bedrooms, 6 beds, 2.5 bathrooms
2–7 Aug
Superhost
Home in Hilton Head Island
Oceanfront with a pool and spa
New place to stay, 5 bedrooms, 6 beds, 5.5 bathrooms
5–10 Sept
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 Hilton Head Island
Remodeled with a chef’s kitchen, near beach
3 bedrooms, 4 beds, 2 bathrooms
8–13 Aug
Guest favourite
Treehouse in Sea Pines
Floor-to-ceiling views of Calibogue Sound
5.0 out of 5 average rating, 5 reviews, 3 bedrooms, 3 beds, 2.5 bathrooms
27 Jul – 1 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
18–23 Jul
Top guest favourite
Apartment in Hilton Head Island
Oceanfront with a 5-minute walk downtown
5.0 out of 5 average rating, 102 reviews, 1 bedroom, 4 beds, 1 bathroom
3–8 Aug
Luxe
Home in Sea Pines
Marsh-front pool with sunset views
4 bedrooms, 5 beds, 3 bathrooms
26–31 Aug
Top guest favourite
Home in Shipyard
The Caddyshack - Perfect Location!
5.0 out of 5 average rating, 67 reviews, 2 bedrooms, 3 beds, 2.5 bathrooms
16–21 Aug
Top guest favourite
Home in Hilton Head Island
New pool and spa near the beach
5.0 out of 5 average rating, 13 reviews, 4 bedrooms, 9 beds, 3 bathrooms
30 Aug – 4 Sept
Top guest favourite
Home in Hilton Head Island
Walk to Beach-Amazing New Home-Hot Tub-Heated Pool
5.0 out of 5 average rating, 95 reviews, 6 bedrooms, 11 beds, 4 bathrooms
30 Aug – 4 Sept
Home in Sea Pines
Spacious, Renovated House with Private Spa and Pri
3 bedrooms, 4 beds, 3.5 bathrooms
20–25 Sept
Guest favourite
Apartment in Shelter Cove
Waterside resort with pool and fire pit
4.97 out of 5 average rating, 32 reviews, 2 bedrooms, 3 beds, 2 bathrooms
4–9 Dec
Guest favourite
Home in Sea Pines
Sea Pines pool and spa near beach
4.86 out of 5 average rating, 7 reviews, 5 bedrooms, 7 beds, 4 bathrooms
10–15 Aug
Top guest favourite
Apartment in Hilton Head Island
Top-floor condo with balcony pool views
5.0 out of 5 average rating, 29 reviews, 1 bedroom, 2 beds, 1 bathroom
31 Aug – 5 Sept