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

Guest favorite
This Hilton Head condo puts you a 5-minute walk from the beach with a pool
1 bedroom, 2 beds, 1 private bath
Aug 19 – 24
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4.85 out of 5 average rating, 199 reviews
Superhost
This Sea Pines home gives you a fenced yard, pool, and screened porch
3 bedrooms, 4 beds, 3 baths
Aug 21 – 26
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
Superhost
Look out over the marsh from floor-to-ceiling windows at this Sea Pines house
2 bedrooms, 3 beds, 2 baths
Aug 12 – 17
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
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
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
Top guest favorite
This Sea Pines house gives you a new private pool, spa, and Golden Tee arcade
5.0 out of 5 average rating, 11 reviews, 4 bedrooms, 5 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
Take in lagoon and golf views from the wraparound porch of this Hilton Head townhouse
4.96 out of 5 average rating, 168 reviews, 2 bedrooms, 6 beds, 2 baths
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, 33 reviews, 2 bedrooms, 3 beds, 2 baths
Nov 2 – 7
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
Top guest favorite
Watch the waves from your balcony at this beachfront Hilton Head condo
4.96 out of 5 average rating, 370 reviews, 1 bedroom, 4 beds, 1 bath
Sep 2 – 7
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 12 – 17
Top guest favorite
This penthouse studio in Harbour Town gives you direct marina views from a private balcony
5.0 out of 5 average rating, 28 reviews, 1 bedroom, 1 bed, 1 bath
Aug 17 – 22
This Forest Beach townhouse puts you 1.5 blocks from the beach with pool access
2 bedrooms, 3 beds, 2.5 baths
Aug 19 – 24
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 Coligny villa gives you direct pool access, 3 blocks from the beach
4.93 out of 5 average rating, 28 reviews, 2 bedrooms, 4 beds, 2.5 baths
Aug 16 – 21
Top guest favorite
Ocean views and private beach access await you at this Hilton Head condo
4.94 out of 5 average rating, 54 reviews, 1 bedroom, 2 beds, 1 bath
Sep 27 – Oct 2