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

Top guest favourite
Townhouse in Shipyard
3 king master suites - stunning lagoon view
3 bedrooms, 5 beds, 3 private bathrooms
11–16 Jul
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4.92 out of 5 average rating, 128 reviews
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
4–9 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
Top guest favourite
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
26 Sept – 1 Oct
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
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
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
Lovely family Villa Close to Beach
4.96 out of 5 average rating, 150 reviews, 2 bedrooms, 3 beds, 2 bathrooms
23–28 Aug
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 Front | Sunrise View | Pool | Gym | Tennis
4.93 out of 5 average rating, 90 reviews, 1 bedroom, 4 beds, 1 bathroom
17–22 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, 361 reviews, 1 bedroom, 4 beds, 1 bathroom
2–7 Sept
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
1–6 Aug
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
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
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
Top guest favourite
Apartment in Palmetto Dunes
Hilton Head Resort near Beach | Pools | Sleeps 6
5.0 out of 5 average rating, 12 reviews, 2 bedrooms, 4 beds, 2 bathrooms
16–21 Aug
Guest favourite
Flat in Hilton Head Island
Sun, Sand, and Sea — Right Outside Your Door
5.0 out of 5 average rating, 5 reviews, 1 bedroom, 1 bed, 1 bathroom
19–24 Oct
Top guest favourite
Apartment in Palmetto Dunes
Experience Island Vibes!
5.0 out of 5 average rating, 23 reviews, 2 bedrooms, 2 bathrooms
3–8 Aug