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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
Few mins walk to beach 1st flr pools hot tub pball
2 bedrooms, 3 beds, 2 private bathrooms
28 Sept – 3 Oct
,
4.99 out of 5 average rating, 225 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 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
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 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
Prime Location! 3BR Home Steps to Beach & Coligny
3 bedrooms, 4 beds, 2 bathrooms
8–13 Aug
Guest favourite
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
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
Top guest favourite
Apartment in Hilton Head Island
Ocean View! Remodeled! Steps to beach/Pool/Bar
4.97 out of 5 average rating, 308 reviews, 1 bedroom, 4 beds, 1 bathroom
27 Oct – 1 Nov
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
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
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
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
Home in Sea Pines
Pool and spa in Sea Pines
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
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