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

Top guest favorite
Condo in Hilton Head Island
Remodeled villa with lagoon-view balcony
2 bedrooms, 3 beds, 2 private baths
Aug 25 – 30
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4.9 out of 5 average rating, 335 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
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
Superhost
Home in Hilton Head Island
Floor-to-ceiling windows over the marsh
2 bedrooms, 3 beds, 2 baths
Aug 13 – 18
Superhost
Home in Hilton Head Island
Pool and spa in Sea Pines
3 bedrooms, 4 beds, 3 baths
Aug 21 – 26
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
Condo in Hilton Head Island
Top-floor condo with pool-view balcony
4.94 out of 5 average rating, 33 reviews, 1 bedroom, 2 beds, 1 bath
Nov 1 – 6
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
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
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
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
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
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
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
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
Apartment in Hilton Head Island
Waterside villa at Shelter Cove Harbour
4.84 out of 5 average rating, 57 reviews, 2 bedrooms, 3 beds, 2 baths
Dec 1 – 6
Top guest favorite
Condo in Hilton Head Island
Ocean-view balcony in a gated resort
4.96 out of 5 average rating, 371 reviews, 1 bedroom, 4 beds, 1 bath
Sep 2 – 7
Superhost
Condo in Hilton Head Island
5-minute walk to Folly Field Beach
5.0 out of 5 average rating, 4 reviews, 2 bedrooms, 3 beds, 1.5 baths
Aug 23 – 28