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

Guest favorite
Apartment in Hilton Head Island
Walk to Harbour Town restaurants and music
3 bedrooms, 4 beds, 3 private baths
Aug 14 – 19
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4.87 out of 5 average rating, 15 reviews
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
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 12 – 17
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
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
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
Guest favorite
Apartment in Hilton Head Island
Waterside villa at Shelter Cove Harbour
4.84 out of 5 average rating, 56 reviews, 2 bedrooms, 3 beds, 2 baths
Dec 1 – 6
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
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
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
Condo in Hilton Head Island
Renovated villa with bikes and a pool
5.0 out of 5 average rating, 33 reviews, 2 bedrooms, 3 beds, 2 baths
Nov 2 – 7
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 12 – 17
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
Townhouse in Hilton Head Island
Tennis privileges, 1.5 blocks from beach
2 bedrooms, 3 beds, 2.5 baths
Aug 19 – 24
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
Apartment in Hilton Head Island
Low-country villa 3 blocks from beach
4.93 out of 5 average rating, 28 reviews, 2 bedrooms, 4 beds, 2.5 baths
Aug 16 – 21
Top guest favorite
Condo in Hilton Head Island
Ocean-view villa with private beach access
4.94 out of 5 average rating, 54 reviews, 1 bedroom, 2 beds, 1 bath
Sep 27 – Oct 2