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

Guest favourite
Apartment in Hilton Head Island
Chic Beach Days & Breezes on Hilton Head!
2 bedrooms, 5 beds, 2 private bathrooms
10–15 Oct
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4.93 out of 5 average rating, 161 reviews
Top guest favourite
Apartment in Hilton Head Island
Ocean View! Remodeled! Steps to beach/Pool/Bar
1 bedroom, 4 beds, 1 bathroom
9–14 Oct
4.97 out of 5 average rating, 316 reviews
Top guest favourite
Apartment in Hilton Head Island
Ocean Front Resort Condo
1 bedroom, 4 beds, 1 bathroom
27 Oct – 1 Nov
4.99 out of 5 average rating, 449 reviews
Top guest favourite
Home in Hilton Head Island
98 Sandcastle Ct
6 bedrooms, 15 beds, 4 bathrooms
8–13 Nov
5.0 out of 5 average rating, 122 reviews
Top guest favourite
Home in Hilton Head Island
Location Matters! Walk to Beach & Everything Else!
2 bedrooms, 3 beds, 2 bathrooms
29 Aug – 3 Sept
5.0 out of 5 average rating, 20 reviews
Top guest favourite
Guest house in Bluffton
Cozy Carriage House Under Oaks | Old Town Bluffton
1 bedroom, 2 beds, 1 bathroom
7–12 Sept
5.0 out of 5 average rating, 13 reviews
Superhost
Apartment in Hilton Head Island
Coastal Elegance - Tranquil Beach - Tennis & Pools
2 bedrooms, 4 beds, 2 bathrooms
19–24 Aug
New place to stay
Top guest favourite
Apartment in Hilton Head Island
Ocean View & Steps to Beach! Remodeled HHBT Condo!
1 bedroom, 4 beds, 1 bathroom
2–7 Sept
4.96 out of 5 average rating, 373 reviews
Top guest favourite
Flat in Hilton Head Island
Amanzi | Stylish Seaside Gem | Beach, Pool, Gym
2 bedrooms, 2 queen beds, 2 bathrooms
20–25 Aug
4.97 out of 5 average rating, 36 reviews
Top guest favourite
Apartment in Hilton Head Island
Big Ocean View KING BED 75"TV Beach Bar Pickleball
1 bedroom, 2 beds, 1 bathroom
22–27 Aug
4.99 out of 5 average rating, 140 reviews
Villa in Hilton Head Island
Palmetto Dunes Beach Villa | Golf, Pool, Dogs OK
2 bedrooms, 3 beds, 1 bathroom
27 Sept – 2 Oct
Guest favourite
Apartment in Hilton Head Island
Marriott Sunset Pointe - 2BD
2 bedrooms, 3 beds, 2 bathrooms
12–17 Dec
4.97 out of 5 average rating, 32 reviews
Top guest favourite
Apartment in Hilton Head Island
Oceanside Resort - Private Beach Access - 3 Pools
2 bedrooms, 4 beds, 2 bathrooms
30 Aug – 4 Sept
4.97 out of 5 average rating, 115 reviews
Top guest favourite
Guest house in Bluffton
Lowcountry Retreat Carriage House
1 bedroom, 2 beds, 1 bathroom
6–11 Sept
4.99 out of 5 average rating, 711 reviews
Guest favourite
Home in Hilton Head Island
Walk to Harbour Town: Airy Treehouse w/ Bikes
2 bedrooms, 3 beds, 2 bathrooms
6–11 Sept
5.0 out of 5 average rating, 157 reviews
Guest favourite
Apartment in Hilton Head Island
Ocean Views at Villamare 1405, Steps to the Beach!
2 bedrooms, 3 beds, 2 bathrooms
24–29 Aug
4.96 out of 5 average rating, 84 reviews
Top guest favourite
Villa in Hilton Head Island
Oceanfront Scandi Oasis Amazing View & Heated Pool
1 bedroom, 3 beds, 1 bathroom
27 Aug – 1 Sept
4.97 out of 5 average rating, 133 reviews
Top guest favourite
Guest suite in Hilton Head Island
'Under the Oaks' on Hilton Head - Walk to Beach
2 bedrooms, 3 beds, 1 bathroom
30 Aug – 4 Sept
5.0 out of 5 average rating, 22 reviews
Top guest favourite
Villa in Hilton Head Island
Modern Oceanfront Villa With Views and Heated Pool
2 bedrooms, 3 beds, 2 bathrooms
11–16 Sept
4.94 out of 5 average rating, 144 reviews