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

Top guest favourite
Apartment in Hilton Head Island
Sea La Vie-Oceanview Villa-Queen & Queen Sleeper
1 bedroom, 2 beds, 1 private bathroom
13–18 Jul
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4.92 out of 5 average rating, 225 reviews
Top guest favourite
Apartment in Hilton Head Island
The Lookout - A Modern Beach Retreat (Oceanfront)
1 bedroom, 4 beds, 1 bathroom
29 Aug – 3 Sept
5.0 out of 5 average rating, 98 reviews
Superhost
Apartment in Palmetto Dunes
2-bedroom beachside condo with balcony, pools, & W
2 bedrooms, 4 beds, 2 bathrooms
30 Aug – 4 Sept
5.0 out of 5 average rating, 4 reviews
Guest favourite
Apartment in Hilton Head Island
Ocean Front Resort Villa @Hilton Head Beach/Tennis
1 bedroom, 4 beds, 1 bathroom
16–21 Aug
4.9 out of 5 average rating, 155 reviews
Top guest favourite
Apartment in Palmetto Dunes
Experience Island Vibes!
2 bedrooms, 2 bathrooms
7–12 Aug
5.0 out of 5 average rating, 18 reviews
Top guest favourite
Apartment in Hilton Head Island
Atlantic Views: Your Premier Hilton Head Condo
1 bedroom, 2 beds, 1 bathroom
22–27 Aug
4.94 out of 5 average rating, 47 reviews
Superhost
Villa in Hilton Head Island
Beachy Bliss | 300 Yards to Folly Field Beach | Po
2 bedrooms, 4 beds, 2 bathrooms
15–20 Aug
Superhost
Apartment in Palmetto Dunes
MyStay at 789 Queen's Grant -Pets Ok + Pool, Beach
2 bedrooms, 3 beds, 2 bathrooms
15–20 Aug
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Home in Hilton Head Island
98 Sandcastle Ct
6 bedrooms, 15 beds, 4 bathrooms
23–28 Aug
5.0 out of 5 average rating, 118 reviews
Guest favourite
Flat in Hilton Head Island
SeaCrest 2512 Stunning, Walk to Coligny Shops/Rest
4 bedrooms, 7 beds, 3 bathrooms
15–20 Dec
5.0 out of 5 average rating, 8 reviews
Guest favourite
Apartment in Shelter Cove
Marriott Sunset Pointe - 2BD
2 bedrooms, 3 beds, 2 bathrooms
12–17 Nov
4.97 out of 5 average rating, 31 reviews
Superhost
Treehouse in Sea Pines
Waterfront Tree House | HT Pool | Private Office
3 bedrooms, 3 beds, 2.5 bathrooms
22–27 Jul
5.0 out of 5 average rating, 4 reviews
Flat in Hilton Head Island
Luxury 2026 Renovation+Oceanfront Views!
2 bedrooms, 3 beds, 2 bathrooms
22–27 Aug
Guest favourite
Apartment in Hilton Head Island
Updated Beach Condo, 2 BR, 2BA, Farmhouse chic
2 bedrooms, 4 beds, 2 bathrooms
18–23 Aug
4.88 out of 5 average rating, 58 reviews
Home in Hilton Head Island
Hilton Head Retreat
2 bedrooms, 2 beds, 1.5 bathrooms
25–30 Jul
5.0 out of 5 average rating, 4 reviews
Superhost
Apartment in Hilton Head Island
Close to beach with pool, tennis, pool & private
1 bedroom, 2 beds, 1 bathroom
14–19 Aug
Top guest favourite
Apartment in Hilton Head Island
Ocean View! Remodeled! Steps to beach/Pool/Bar
1 bedroom, 4 beds, 1 bathroom
26 Sept – 1 Oct
4.97 out of 5 average rating, 305 reviews
Top guest favourite
Apartment in Sea Pines
Island Serenity; Escape life, relax, and unwind.
2 bedrooms, 3 beds, 2 bathrooms
25–30 Sept
5.0 out of 5 average rating, 28 reviews
Top guest favourite
Apartment in Hilton Head Island
Beautiful Beach Condo in Paradise
1 bedroom, 2 beds, 1 bathroom
16–21 Aug
4.8 out of 5 average rating, 274 reviews