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

Guest favourite
Apartment in Hilton Head Island
Exclusive Oceanfront Decorator Decor Spacious Bdrm
2 bedrooms, 3 beds, 2 private bathrooms
24–29 Aug
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4.89 out of 5 average rating, 157 reviews
Guest favourite
Apartment in Hilton Head Island
Beach condo in gated resort w/ tons of amenities!
2 bedrooms, 3 beds, 2 bathrooms
26 Sept – 1 Oct
4.91 out of 5 average rating, 189 reviews
Top guest favourite
Apartment in Hilton Head Island
Ocean View! Remodeled! Steps to beach/Pool/Bar
1 bedroom, 4 beds, 1 bathroom
27 Oct – 1 Nov
4.97 out of 5 average rating, 308 reviews
Guest favourite
Apartment in Shelter Cove
Marriott Sunset Pointe - 2BD
2 bedrooms, 3 beds, 2 bathrooms
4–9 Dec
4.97 out of 5 average rating, 32 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, 441 reviews
Top guest favourite
Apartment in Sea Pines
Island Serenity; Escape life, relax, and unwind.
2 bedrooms, 3 beds, 2 bathrooms
25–30 Sept
5.0 out of 5 average rating, 30 reviews
Apartment in Palmetto Dunes
'Wright by the Beach': Hilton Head Condo w/ Perks
2 bedrooms, 4 beds, 2 bathrooms
30 Aug – 4 Sept
4.91 out of 5 average rating, 54 reviews
Top guest favourite
Flat in Hilton Head Island
Top Floor Beach Villa Best in HH
2 bedrooms, 3 beds, 2 bathrooms
7–12 Sept
4.97 out of 5 average rating, 59 reviews
Top guest favourite
Apartment in Hilton Head Island
Lovely family Villa Close to Beach
2 bedrooms, 3 beds, 2 bathrooms
23–28 Aug
4.96 out of 5 average rating, 150 reviews
Top guest favourite
Apartment in Hilton Head Island
Island Club Condo: Beach, Pool, Gym, Pickleball
1 bedroom, 4 beds, 1.5 bathrooms
16–21 Aug
4.94 out of 5 average rating, 96 reviews
Apartment in Palmetto Dunes
2-bedroom beachside condo with balcony, pools, & W
2 bedrooms, 4 beds, 2 bathrooms
30 Aug – 4 Sept
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Apartment in Palmetto Dunes
Experience Island Vibes!
2 bedrooms, 2 bathrooms
3–8 Aug
5.0 out of 5 average rating, 24 reviews
Top guest favourite
Flat in Hilton Head Island
HHI 2B/2B & Private Beach Access
2 bedrooms, 4 beds, 2 bathrooms
8–13 Aug
4.98 out of 5 average rating, 48 reviews
Top guest favourite
Home in Hilton Head Island
98 Sandcastle Ct
6 bedrooms, 15 beds, 4 bathrooms
23–28 Aug
5.0 out of 5 average rating, 119 reviews
Guest favourite
Apartment in Palmetto Dunes
Spacious, Two-Bedroom Villa in Hilton Head Resort!
2 bedrooms, 4 beds, 2 bathrooms
11–16 Sept
4.94 out of 5 average rating, 142 reviews
Guest favourite
Apartment in Hilton Head Island
Beautiful Oceanview Top Floor Villa Near Elevator
1 bedroom, 4 beds, 1 bathroom
14–19 Aug
4.92 out of 5 average rating, 25 reviews
Top guest favourite
Apartment in Palmetto Dunes
Oceanside Resort - Private Beach Access - 3 Pools
2 bedrooms, 4 beds, 2 bathrooms
4–9 Sept
4.96 out of 5 average rating, 110 reviews
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, 365 reviews
Top guest favourite
Townhouse in Shipyard
Beachfront Resort 2B Golf Beach Pickleball Tennis
2 bedrooms, 6 beds, 2 bathrooms
13–18 Aug
4.96 out of 5 average rating, 161 reviews