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

Top guest favourite
Apartment in Hilton Head Island
Ocean Overlook - The Ultimate Vacation Experience
1 bedroom, 2 beds, 1 private bathroom
10–15 Aug
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4.96 out of 5 average rating, 218 reviews
Top guest favourite
Apartment in Hilton Head Island
The Lookout - A Modern Beach Retreat (Oceanfront)
5.0 out of 5 average rating, 101 reviews, 1 bedroom, 4 beds, 1 bathroom
29 Aug – 3 Sept
Top guest favourite
Apartment in Hilton Head Island
Ocean Front Resort Condo
4.99 out of 5 average rating, 440 reviews, 1 bedroom, 4 beds, 1 bathroom
27 Oct – 1 Nov
Top guest favourite
Apartment in Sea Pines
Island Serenity; Escape life, relax, and unwind.
5.0 out of 5 average rating, 30 reviews, 2 bedrooms, 3 beds, 2 bathrooms
25–30 Sept
Top guest favourite
Home in Hilton Head Island
Location Matters! Walk to Beach & Everything Else!
5.0 out of 5 average rating, 12 reviews, 2 bedrooms, 3 beds, 2 bathrooms
29 Aug – 3 Sept
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
13–18 Oct
Apartment in Palmetto Dunes
2-bedroom beachside condo with balcony, pools, & W
5.0 out of 5 average rating, 4 reviews, 2 bedrooms, 4 beds, 2 bathrooms
30 Aug – 4 Sept
Apartment in Palmetto Dunes
'Wright by the Beach': Hilton Head Condo w/ Perks
4.91 out of 5 average rating, 54 reviews, 2 bedrooms, 4 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
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Flat in Hilton Head Island
Top Floor Beach Villa Best in HH
4.97 out of 5 average rating, 59 reviews, 2 bedrooms, 3 beds, 2 bathrooms
7–12 Sept
Superhost
Apartment in Hilton Head Island
5 mins to Beach, heated pools, Beach gear, Resort
5.0 out of 5 average rating, 4 reviews, 2 bedrooms, 4 beds, 2 bathrooms
30 Aug – 4 Sept
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
Top guest favourite
Apartment in Hilton Head Island
Chic Beachside Escape at Xanadu Villas
5.0 out of 5 average rating, 29 reviews, 1 bedroom, 2 beds, 1 bathroom
31 Aug – 5 Sept
Superhost
Apartment in Hilton Head Island
Ocean View B235-The Beach Lovers Dream!
5.0 out of 5 average rating, 3 reviews, 1 bedroom, 1 bed, 1 bathroom
8–13 Aug
Top guest favourite
Apartment in Palmetto Dunes
Oceanside Resort - Private Beach Access - 3 Pools
4.96 out of 5 average rating, 110 reviews, 2 bedrooms, 4 beds, 2 bathrooms
4–9 Sept
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Apartment in Hilton Head Island
Coastal Calm: Lagoon View, Beach, Family Friendly
5.0 out of 5 average rating, 29 reviews, 2 bedrooms, 4 beds, 2 bathrooms
31 Aug – 5 Sept
Top guest favourite
Flat in Hilton Head Island
HHI 2B/2B & Private Beach Access
4.98 out of 5 average rating, 48 reviews, 2 bedrooms, 4 beds, 2 bathrooms
8–13 Aug
Top guest favourite
Apartment in Hilton Head Island
*New* Easy Breezy at Hilton Head Beach & Tennis
4.9 out of 5 average rating, 233 reviews, 1 bedroom, 4 beds, 1 bathroom
26–31 Jul
Top guest favourite
Apartment in Hilton Head Island
Island Club Condo: Beach, Pool, Gym, Pickleball
4.94 out of 5 average rating, 96 reviews, 1 bedroom, 4 beds, 1.5 bathrooms
16–21 Aug