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

Top guest favorite
Condo in Hilton Head Island
Harbour views from a private patio
2 bedrooms, 3 beds, 2.5 private baths
Aug 29 – Sep 3
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4.98 out of 5 average rating, 203 reviews
Top guest favorite
Condo in Hilton Head Island
Lighthouse and marina views from your balcony
4.97 out of 5 average rating, 35 reviews, 2 bedrooms, 4 beds, 2 baths
Sep 19 – 24
Top guest favorite
Treehouse in Hilton Head Island
Mid-century treehouse with marsh views
5.0 out of 5 average rating, 36 reviews, 3 bedrooms, 3 beds, 2 baths
Aug 20 – 25
Top guest favorite
Condo in Hilton Head Island
Remodeled beachfront villa in gated resort
4.99 out of 5 average rating, 447 reviews, 1 bedroom, 4 beds, 1 bath
Oct 27 – Nov 1
Top guest favorite
Condo in Hilton Head Island
Top-floor ocean views near Coligny Plaza
4.91 out of 5 average rating, 236 reviews, 1 bedroom, 3 beds, 1 bath
Oct 23 – 28
Top guest favorite
Condo in Hilton Head Island
Remodeled ocean-view villa near the beach
4.97 out of 5 average rating, 314 reviews, 1 bedroom, 4 beds, 1 bath
Oct 9 – 14
Top guest favorite
Apartment in Hilton Head Island
Remodeled beachfront villa with a pool
5.0 out of 5 average rating, 8 reviews, 2 bedrooms, 5 beds, 2 baths
Aug 16 – 21
Top guest favorite
Home in Hilton Head Island
New pool and spa in Sea Pines
5.0 out of 5 average rating, 11 reviews, 4 bedrooms, 5 beds, 2 baths
Aug 16 – 21
Top guest favorite
Home in Hilton Head Island
Pool and a 4-minute walk to beach
5.0 out of 5 average rating, 19 reviews, 2 bedrooms, 3 beds, 2 baths
Aug 29 – Sep 3
Top guest favorite
Guesthouse in Bluffton
Carriage house under oaks in Old Town
5.0 out of 5 average rating, 12 reviews, 1 bedroom, 2 beds, 1 bath
Sep 7 – 12
Home in Hilton Head Island
Private pool under live oaks in Sea Pines
New place to stay, 3 bedrooms, 6 beds, 2 baths
Aug 12 – 17
Guest favorite
Home in Hilton Head Island
Treehouse with marsh views near Harbour Town
5.0 out of 5 average rating, 156 reviews, 2 bedrooms, 3 beds, 2 baths
Sep 6 – 11
Guest favorite
Home in Hilton Head Island
Private beach path under century oaks
5.0 out of 5 average rating, 6 reviews, 3 bedrooms, 5 beds, 3.5 baths
Sep 7 – 12
Top guest favorite
Condo in Hilton Head Island
Ocean-view balcony in a gated resort
4.96 out of 5 average rating, 370 reviews, 1 bedroom, 4 beds, 1 bath
Sep 2 – 7
Top guest favorite
Apartment in Hilton Head Island
Penthouse above Harbour Town’s shops
5.0 out of 5 average rating, 26 reviews, 2 bedrooms, 2 beds, 2 baths
Oct 24 – 29
Top guest favorite
Condo in Hilton Head Island
3-minute walk to Forest Beach
5.0 out of 5 average rating, 7 reviews, 2 bedrooms, 5 beds, 1.5 baths
Dec 20 – 25
Top guest favorite
Home in Hilton Head Island
Heated pool and elevator near beach
5.0 out of 5 average rating, 122 reviews, 6 bedrooms, 15 beds, 4 baths
Oct 17 – 22
Top guest favorite
Apartment in Hilton Head Island
Oceanfront with a private waterfront balcony
4.98 out of 5 average rating, 42 reviews, 1 bedroom, 2 beds, 1 bath
Aug 27 – Sep 1
Top guest favorite
Townhouse in Hilton Head Island
Screened porch, 200 yards from the beach
4.91 out of 5 average rating, 193 reviews, 2 bedrooms, 4 beds, 2.5 baths
Aug 25 – 30