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

Top guest favourite
Apartment in Hilton Head Island
Ocean View! Remodeled! Steps to beach/Pool/Bar
1 bedroom, 4 beds, 1 private bathroom
13–18 Oct
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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 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
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
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, 12 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
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
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
Experience Island Vibes!
2 bedrooms, 2 bathrooms
3–8 Aug
5.0 out of 5 average rating, 23 reviews
Top guest favourite
Apartment in Hilton Head Island
Ocean Front Resort Villa
1 bedroom, 4 beds, 1 bathroom
4–9 Oct
4.98 out of 5 average rating, 357 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
Guest favourite
Apartment in Palmetto Dunes
Spacious, Two-Bedroom Villa in Hilton Head Resort!
2 bedrooms, 4 beds, 2 bathrooms
10–15 Sept
4.94 out of 5 average rating, 142 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
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
Superhost
Apartment in Hilton Head Island
Ocean View B235-The Beach Lovers Dream!
1 bedroom, 1 queen bed, 1 bathroom
8–13 Aug
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Apartment in Hilton Head Island
Beautiful Beach Condo in Paradise
1 bedroom, 2 beds, 1 bathroom
16–21 Aug
4.8 out of 5 average rating, 276 reviews
Top guest favourite
Apartment in Hilton Head Island
Remodeled Villa Minutes to Beach, Pools, Bar Grill
2 bedrooms, 4 beds, 2 bathrooms
16–21 Aug
4.96 out of 5 average rating, 135 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
Superhost
Flat in Hilton Head Island
Luxury 2026 Renovation+Oceanfront Views!
2 bedrooms, 3 beds, 2 bathrooms
22–27 Aug
5.0 out of 5 average rating, 4 reviews