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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
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
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 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
Guest favourite
Apartment in Shelter Cove
Marriott Sunset Pointe - 2BD
4.97 out of 5 average rating, 32 reviews, 2 bedrooms, 3 beds, 2 bathrooms
4–9 Dec
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
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
Flat in Hilton Head Island
Near Beach|Pool| Pickleball| WaterView|Island Club
5.0 out of 5 average rating, 4 reviews, 1 bedroom, 2 beds, 1.5 bathrooms
16–21 Aug
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 Hilton Head Island
Ocean View & Steps to Beach! Remodeled HHBT Condo!
4.96 out of 5 average rating, 362 reviews, 1 bedroom, 4 beds, 1 bathroom
2–7 Sept
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
Superhost
Flat in Hilton Head Island
Luxury 2026 Renovation+Oceanfront Views!
5.0 out of 5 average rating, 4 reviews, 2 bedrooms, 3 beds, 2 bathrooms
22–27 Aug
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
Top guest favourite
Apartment in Hilton Head Island
Remodeled Villa Minutes to Beach, Pools, Bar Grill
4.96 out of 5 average rating, 135 reviews, 2 bedrooms, 4 beds, 2 bathrooms
16–21 Aug
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
Superhost
Villa in Hilton Head Island
Oceanfront Villa in Hilton Head Island
4.65 out of 5 average rating, 279 reviews, 1 bedroom, 2 beds, 1 bathroom
13–18 Sept
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
Townhouse in Shipyard
Beachfront Resort 2B Golf Beach Pickleball Tennis
4.96 out of 5 average rating, 160 reviews, 2 bedrooms, 6 beds, 2 bathrooms
13–18 Aug