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

Top guest favourite
Apartment in Hilton Head Island
Ocean Front Beach & Tennis Resort 2 BR 2 BA Villa
2 bedrooms, 4 beds, 2 private bathrooms
7–12 Sept
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4.97 out of 5 average rating, 224 reviews
Top guest favourite
Home in Hilton Head Island
98 Sandcastle Ct
5.0 out of 5 average rating, 118 reviews, 6 bedrooms, 15 beds, 4 bathrooms
23–28 Aug
Top guest favourite
Apartment in Hilton Head Island
Sea la Vie @Fiddler's Cove - Fitness Room
4.96 out of 5 average rating, 78 reviews, 2 bedrooms, 2 beds, 2 bathrooms
15–20 Aug
Top guest favourite
Apartment in Hilton Head Island
Beachside Hilton Head Villa Fully Renovated
4.96 out of 5 average rating, 140 reviews, 2 bedrooms, 4 beds, 2 bathrooms
20–25 Aug
Top guest favourite
Home in Hilton Head Island
Beach House, Elevator, Sleeps 12
4.99 out of 5 average rating, 81 reviews, 3 bedrooms, 6 beds, 2.5 bathrooms
9–14 Aug
Superhost
Treehouse in Sea Pines
Waterfront Tree House | HT Pool | Private Office
5.0 out of 5 average rating, 4 reviews, 3 bedrooms, 3 beds, 2.5 bathrooms
22–27 Jul
Flat in Shipyard
Spacious 3 bedroom Beach Pool Tennis Pickleball !
New place to stay, 3 bedrooms, 4 beds, 2 bathrooms
17–22 Jul
Home in Hilton Head Island
Hilton Head Retreat
5.0 out of 5 average rating, 4 reviews, 2 bedrooms, 2 beds, 1.5 bathrooms
25–30 Jul
Superhost
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 Palmetto Dunes
Sea Gem - A Cozy Hilton Head Beach Escape
4.93 out of 5 average rating, 133 reviews, 2 bedrooms, 3 beds, 2 bathrooms
8–13 Aug
Top guest favourite
Apartment in Hilton Head Island
The Lookout - A Modern Beach Retreat (Oceanfront)
5.0 out of 5 average rating, 99 reviews, 1 bedroom, 4 beds, 1 bathroom
29 Aug – 3 Sept
Superhost
Apartment in Palmetto Dunes
Family-friendly condo w/ a furnished deck & shared
2 bedrooms, 4 beds, 2 bathrooms
24–29 Aug
Top guest favourite
Home in Shipyard
The Caddyshack - Perfect Location!
5.0 out of 5 average rating, 65 reviews, 2 bedrooms, 3 beds, 2.5 bathrooms
16–21 Aug
Guest favourite
Flat in Hilton Head Island
SeaCrest 2512 Stunning, Walk to Coligny Shops/Rest
5.0 out of 5 average rating, 8 reviews, 4 bedrooms, 7 beds, 3 bathrooms
19–24 Sept
Flat in Hilton Head Island
Coastal Charm! Across from Coligny Beach!
New place to stay, 2 bedrooms, 4 beds, 2 bathrooms
19–24 Jul
Top guest favourite
Flat in Hilton Head Island
Top Floor Beach Villa Best in HH
4.97 out of 5 average rating, 58 reviews, 2 bedrooms, 3 beds, 2 bathrooms
13–18 Sept
Guest favourite
Flat in Hilton Head Island
Low Country Style
5.0 out of 5 average rating, 6 reviews, 3 bedrooms, 4 beds, 2.5 bathrooms
11–16 Jul
Superhost
Apartment in Hilton Head Island
5 mins to Beach, heated pools, Beach gear, Resort
5.0 out of 5 average rating, 3 reviews, 2 bedrooms, 4 beds, 2 bathrooms
30 Aug – 4 Sept
Apartment in Shipyard
The Salty Mermaid
New place to stay, 2 bedrooms, 4 beds, 2 bathrooms
19–24 Jul