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

Superhost
Condo in Hilton Head Island
3 pools and a walk to the beach
2 bedrooms, 2 beds, 2.5 private baths
Aug 20 – 25
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4.83 out of 5 average rating, 86 reviews
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
Superhost
Home in Hilton Head Island
Floor-to-ceiling windows over the marsh
2 bedrooms, 3 beds, 2 baths
Aug 12 – 17
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
Superhost
Home in Hilton Head Island
Pool and spa in Sea Pines
3 bedrooms, 4 beds, 3 baths
Aug 21 – 26
Top guest favorite
Home in Hilton Head Island
Renovated single-level with a private pool
5.0 out of 5 average rating, 35 reviews, 3 bedrooms, 4 beds, 3.5 baths
Aug 16 – 21
Top guest favorite
Condo in Hilton Head Island
Lagoon-view balcony, 4-minute beach walk
5.0 out of 5 average rating, 37 reviews, 1 bedroom, 2 beds, 1 bath
Aug 12 – 17
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
Apartment in Hilton Head Island
10-minute walk to Harbour Town
New place to stay, 2 bedrooms, 4 beds, 2.5 baths
Aug 15 – 20
Top guest favorite
Apartment in Hilton Head Island
Penthouse with marina views in Harbour Town
5.0 out of 5 average rating, 28 reviews, 1 bedroom, 1 bed, 1 bath
Aug 17 – 22
Top guest favorite
Home in Hilton Head Island
Fairway views from spacious decks
5.0 out of 5 average rating, 8 reviews, 3 bedrooms, 4 beds, 3 baths
Aug 22 – 27
Top guest favorite
Condo in Hilton Head Island
Broad Creek views from your balcony
4.99 out of 5 average rating, 90 reviews, 1 bedroom, 3 beds, 1 bath
Aug 22 – 27
Guest favorite
Home in Hilton Head Island
Private pool, fire pit, and game room
4.89 out of 5 average rating, 70 reviews, 5 bedrooms, 7 beds, 4 baths
Aug 22 – 27
Guest favorite
Home in Hilton Head Island
Gated resort with 3 pools and beach access
4.86 out of 5 average rating, 7 reviews, 3 bedrooms, 4 beds, 2 baths
Aug 16 – 21
Top guest favorite
Condo in Hilton Head Island
Renovated villa with bikes and a pool
5.0 out of 5 average rating, 34 reviews, 2 bedrooms, 3 beds, 2 baths
Nov 2 – 7
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
Guest favorite
Home in Hilton Head Island
Private pool and spa near the beach
4.95 out of 5 average rating, 22 reviews, 4 bedrooms, 5 beds, 4 baths
Aug 23 – 28
Top guest favorite
Apartment in Hilton Head Island
Renovated villa with ocean-view balcony
5.0 out of 5 average rating, 10 reviews, 1 bedroom, 2 beds, 1 bath
Aug 16 – 21
Top guest favorite
Townhouse in Hilton Head Island
Lagoon views from a wraparound porch
4.96 out of 5 average rating, 168 reviews, 2 bedrooms, 6 beds, 2 baths
Aug 16 – 21