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

Guest favorite
Look out over Braddock Cove from this Sea Pines townhouse near the beach
3 bedrooms, 6 beds, 3 private baths
Aug 23 – 28
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4.86 out of 5 average rating, 269 reviews
Top guest favorite
This Hilton Head Island house gives you a heated pool and elevator near the beach
5.0 out of 5 average rating, 122 reviews, 6 bedrooms, 15 beds, 4 baths
Oct 17 – 22
Top guest favorite
This remodeled Hilton Head beachfront condo gives you a private beach and pool
5.0 out of 5 average rating, 8 reviews, 2 bedrooms, 5 beds, 2 baths
Aug 16 – 21
Superhost
Look out over the marsh from floor-to-ceiling windows at this Sea Pines house
2 bedrooms, 3 beds, 2 baths
Aug 13 – 18
Superhost
This Sea Pines home gives you a fenced yard, pool, and screened porch
3 bedrooms, 4 beds, 3 baths
Aug 21 – 26
This freshly updated Hilton Head villa puts you a 10-minute walk from Harbour Town
New place to stay, 2 bedrooms, 4 beds, 2.5 baths
Aug 15 – 20
Top guest favorite
This top-floor Hilton Head condo gives you pool views from a private balcony
4.94 out of 5 average rating, 33 reviews, 1 bedroom, 2 beds, 1 bath
Nov 1 – 6
Top guest favorite
This renovated Sea Pines house gives you a private saltwater pool under live oaks
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
Shipyard Golf: Where Family Memories Shine!
5.0 out of 5 average rating, 8 reviews, 3 bedrooms, 4 beds, 3 baths
Aug 22 – 27
Top guest favorite
This beachfront Hilton Head townhouse gives you 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
Look out over Broad Creek from your balcony at this Shelter Cove condo
4.99 out of 5 average rating, 90 reviews, 1 bedroom, 3 beds, 1 bath
Aug 22 – 27
Guest favorite
This Hilton Head Island house gives you a 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
Wake to Atlantic sunrises from your balcony at this renovated Hilton Head villa
5.0 out of 5 average rating, 10 reviews, 1 bedroom, 2 beds, 1 bath
Aug 16 – 21
Top guest favorite
This fully renovated Hilton Head condo puts you a short walk from the beach
5.0 out of 5 average rating, 34 reviews, 2 bedrooms, 3 beds, 2 baths
Nov 2 – 7
Top guest favorite
Sit on your private balcony among centuries-old oaks at this Old Town Bluffton guesthouse
5.0 out of 5 average rating, 12 reviews, 1 bedroom, 2 beds, 1 bath
Sep 7 – 12
Guest favorite
This Hilton Head house gives you a private boardwalk to the beach and 3 pools
4.86 out of 5 average rating, 7 reviews, 3 bedrooms, 4 beds, 2 baths
Aug 16 – 21
Guest favorite
This Shelter Cove villa puts you waterside with a pool, spa, and fire pit
4.84 out of 5 average rating, 56 reviews, 2 bedrooms, 3 beds, 2 baths
Dec 1 – 6
Top guest favorite
Watch the waves from your balcony at this beachfront Hilton Head condo
4.96 out of 5 average rating, 371 reviews, 1 bedroom, 4 beds, 1 bath
Sep 2 – 7
Superhost
This Stones Throw condo puts you a 5-minute walk from the beach
5.0 out of 5 average rating, 4 reviews, 2 bedrooms, 3 beds, 1.5 baths
Aug 23 – 28