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

Guest favourite
Apartment in Palmetto Dunes
Stunning Ocean & Coastal Views | Resort Perks!
2 bedrooms, 4 beds, 2 private bathrooms
19–24 Jul
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4.84 out of 5 average rating, 123 reviews
Top guest favourite
Apartment in Hilton Head Island
Ocean View! Remodeled! Steps to beach/Pool/Bar
1 bedroom, 4 beds
13–18 Oct
4.97 out of 5 average rating, 308 reviews
Guest favourite
Apartment in Shelter Cove
Marriott Sunset Pointe - 2BD
2 bedrooms, 3 beds
4–9 Dec
4.97 out of 5 average rating, 32 reviews
Top guest favourite
Apartment in Hilton Head Island
The Lookout - A Modern Beach Retreat (Oceanfront)
1 bedroom, 4 beds
23–28 Aug
5.0 out of 5 average rating, 101 reviews
Apartment in Palmetto Dunes
'Wright by the Beach': Hilton Head Condo w/ Perks
2 bedrooms, 4 beds
30 Aug – 4 Sept
4.91 out of 5 average rating, 54 reviews
Top guest favourite
Apartment in Hilton Head Island
*New* Easy Breezy at Hilton Head Beach & Tennis
1 bedroom, 4 beds
26–31 Jul
4.9 out of 5 average rating, 233 reviews
Apartment in Palmetto Dunes
2-bedroom beachside condo with balcony, pools, & W
2 bedrooms, 4 beds
30 Aug – 4 Sept
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Apartment in Hilton Head Island
Chic Beachside Escape at Xanadu Villas
1 bedroom, 1 sofa bed
31 Aug – 5 Sept
5.0 out of 5 average rating, 29 reviews
Top guest favourite
Flat in Hilton Head Island
Top Floor Beach Villa Best in HH
2 bedrooms, 3 beds
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
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
4–9 Sept
4.96 out of 5 average rating, 110 reviews
Superhost
Apartment in Hilton Head Island
Ocean View B235-The Beach Lovers Dream!
1 bedroom, 1 queen bed
8–13 Aug
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Apartment in Hilton Head Island
Ocean Front Resort Villa
1 bedroom, 4 beds
4–9 Oct
4.98 out of 5 average rating, 357 reviews
Top guest favourite
Townhouse in Shipyard
Beachfront Resort 2B Golf Beach Pickleball Tennis
2 bedrooms, 6 beds
13–18 Aug
4.96 out of 5 average rating, 161 reviews
Top guest favourite
Flat in Hilton Head Island
SeaCrest 2512 Stunning, Walk to Coligny Shops/Rest
4 bedrooms, 7 beds
2–7 Dec
5.0 out of 5 average rating, 9 reviews
Top guest favourite
Home in Hilton Head Island
98 Sandcastle Ct
6 bedrooms, 15 beds
23–28 Aug
5.0 out of 5 average rating, 119 reviews
Top guest favourite
Apartment in Hilton Head Island
Island Club Condo: Beach, Pool, Gym, Pickleball
1 bedroom, 4 beds
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
22–27 Aug
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Apartment in Palmetto Dunes
Experience Island Vibes!
2 bedrooms
3–8 Aug
5.0 out of 5 average rating, 23 reviews