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

Top guest favourite
Apartment in Hilton Head Island
Gorgeous villa, private beach access, HH Resort
2 bedrooms, 4 beds, 2 private bathrooms
25–30 Jul
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4.86 out of 5 average rating, 328 reviews
Superhost
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
Superhost
Flat in Hilton Head Island
Near Beach|Pool| Pickleball| WaterView|Island Club
1 bedroom, 2 beds
31 Jul – 5 Aug
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Home in Hilton Head Island
Location Matters! Walk to Beach & Everything Else!
2 bedrooms, 3 beds
29 Aug – 3 Sept
5.0 out of 5 average rating, 12 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, 305 reviews
Top guest favourite
Apartment in Hilton Head Island
Ocean Front Resort Condo
1 bedroom, 4 beds
4–9 Oct
4.99 out of 5 average rating, 439 reviews
Top guest favourite
Apartment in Hilton Head Island
Coastal Calm: Lagoon View, Beach, Family Friendly
2 bedrooms, 4 beds
26 Sept – 1 Oct
5.0 out of 5 average rating, 29 reviews
Guest favourite
Apartment in Shelter Cove
Marriott Sunset Pointe - 2BD
2 bedrooms, 3 beds
14–19 Nov
4.97 out of 5 average rating, 31 reviews
Top guest favourite
Apartment in Sea Pines
Island Serenity; Escape life, relax, and unwind.
2 bedrooms, 3 beds
25–30 Sept
5.0 out of 5 average rating, 29 reviews
Top guest favourite
Apartment in Hilton Head Island
Lovely family Villa Close to Beach
2 bedrooms, 3 beds
23–28 Aug
4.96 out of 5 average rating, 150 reviews
Top guest favourite
Apartment in Hilton Head Island
Ocean Front | Sunrise View | Pool | Gym | Tennis
1 bedroom, 4 beds
17–22 Aug
4.93 out of 5 average rating, 90 reviews
Top guest favourite
Apartment in Hilton Head Island
The Lookout - A Modern Beach Retreat (Oceanfront)
1 bedroom, 4 beds
29 Aug – 3 Sept
5.0 out of 5 average rating, 99 reviews
Top guest favourite
Apartment in Shipyard
Hilton Head Island VILLA: STEPS 2 Beach & Coligny!
2 bedrooms, 4 beds
23–28 Aug
4.99 out of 5 average rating, 108 reviews
Top guest favourite
Apartment in Palmetto Dunes
Experience Island Vibes!
2 bedrooms
7–12 Aug
5.0 out of 5 average rating, 22 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
Flat in Hilton Head Island
Amanzi | Stylish Seaside Gem | Beach, Pool, Gym
2 bedrooms, 2 queen beds
5–10 Jul
4.97 out of 5 average rating, 30 reviews
Guest favourite
Apartment in Hilton Head Island
Jim's Direct Oceanfront 3BR Penthouse Villa
3 bedrooms, 5 beds
28 Nov – 3 Dec
4.89 out of 5 average rating, 98 reviews
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 Hilton Head Island
2 bed/2 bath, Oceanfront complex!
2 bedrooms, 2 beds
5–10 Jul
4.97 out of 5 average rating, 72 reviews