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

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Guest favorite
Vacation home in Hilton Head Island
Summer Bliss: Family home, Pool, Golf, Beach, 14+
14 guests5 bedrooms10 beds4.5 baths
May 26 – 31
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May 26 – 31
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ﺩ.ﺇ23,893 for 5 nights
for 5 nights

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Guest favorite
Guesthouse in Hilton Head Island
Alli B's Air B and B-Great Country access off 278
Free cancellation
Jul 26 – 31
ﺩ.ﺇ2,329 for 5 nights
for 5 nights
4.92 out of 5 average rating, 179 reviews
Top guest favorite
Condo in Hilton Head Island
Seaside Resort: 3 Pools+Private 5min Walk to Beach
Free cancellation
Aug 6 – 11
ﺩ.ﺇ6,651 for 5 nights
for 5 nights
4.98 out of 5 average rating, 48 reviews
Guest favorite
Condo in Hilton Head Island
Anchor at the Beach ⛱ Eat & Shop at Coligny plaza!
Free cancellation
Sep 20 – 25
ﺩ.ﺇ4,855 for 5 nights
for 5 nights
4.91 out of 5 average rating, 235 reviews
Superhost
Condo in Hilton Head Island
Beach Front Villa Oak Tree Lined Views to Water
Free cancellation
May 28 – Jun 2
ﺩ.ﺇ4,253 for 5 nights
for 5 nights
4.85 out of 5 average rating, 135 reviews
Top guest favorite
Apartment in Hilton Head Island
Direct Oceanfront View! Top Floor. Renovated.
Free cancellation
Jul 18 – 23
ﺩ.ﺇ5,812 for 5 nights
for 5 nights
5.0 out of 5 average rating, 11 reviews
Top guest favorite
Condo in Hilton Head Island
Ocean Front Resort Villa
Free cancellation
Aug 12 – 17
ﺩ.ﺇ4,348 for 5 nights
for 5 nights
4.98 out of 5 average rating, 296 reviews
Superhost
Condo in Hilton Head Island
Pool + Beach Views | Sauna | Indoor Pool
2 beds
May 26 – 31
ﺩ.ﺇ4,226 for 5 nights
for 5 nights
4.88 out of 5 average rating, 139 reviews
Top guest favorite
Treehouse in Hilton Head Island
CoCo's Island Treehouse steps to Harbourtown
5 beds
Jun 8 – 13
ﺩ.ﺇ9,536 for 5 nights
for 5 nights
5.0 out of 5 average rating, 33 reviews
Guest favorite
Apartment in Hilton Head Island
Newly updated in Forest Gardens
Free cancellation
May 30 – Jun 4
ﺩ.ﺇ4,133 for 5 nights
for 5 nights
4.9 out of 5 average rating, 40 reviews
Guest favorite
Condo in Hilton Head Island
Oceanfront | Pool | Coligny Beach/Plaza | Breakers
1 queen bed
May 25 – 30
ﺩ.ﺇ6,235 for 5 nights
for 5 nights
4.94 out of 5 average rating, 141 reviews
Top guest favorite
Treehouse in Hilton Head Island
Luxury Waterfront Tree House | Harbour Town | Pool
Free cancellation
Jul 20 – 25
ﺩ.ﺇ16,043 for 5 nights
for 5 nights
5.0 out of 5 average rating, 7 reviews
Superhost
Condo in Hilton Head Island
Tide & Tranquility – Pool + Walk to Sand!
3 beds
May 26 – 31
ﺩ.ﺇ3,832 for 5 nights
for 5 nights
New place to stay
Top guest favorite
Condo in Hilton Head Island
Condo w/ Pools & Tennis Courts-Walk to Beach
Free cancellation
Aug 23 – 28
ﺩ.ﺇ4,327 for 5 nights
for 5 nights
4.95 out of 5 average rating, 237 reviews
Top guest favorite
Condo in Hilton Head Island
KING BED 75"TV Luxury OceanView BAR Gym Pickleball
Free cancellation
Jul 1 – 6
ﺩ.ﺇ8,790 for 5 nights
for 5 nights
5.0 out of 5 average rating, 55 reviews
Superhost
Apartment in Hilton Head Island
Great Find! Walk to Beach, Golf & Dining!
Free cancellation
Aug 15 – 20
ﺩ.ﺇ3,616 for 5 nights
for 5 nights
4.92 out of 5 average rating, 13 reviews
Top guest favorite
Condo in Hilton Head Island
Luxury OceanView KING BED 65"TV Bar Pickleball GYM
2 beds
May 31 – Jun 5
ﺩ.ﺇ6,234 for 5 nights
for 5 nights
4.97 out of 5 average rating, 138 reviews
Guest favorite
Guest suite in Hilton Head Island
LOCATION! Harbour, Dining, Shops, Beach-1.4 mile
Free cancellation
Jun 1 – 6
ﺩ.ﺇ3,160 for 5 nights
for 5 nights
4.93 out of 5 average rating, 331 reviews
Top guest favorite
Condo in Hilton Head Island
HHBT Resort-OceanView-Remodeled-Steps to beach/bar
Free cancellation
Aug 4 – 9
ﺩ.ﺇ6,406 for 5 nights
for 5 nights
4.98 out of 5 average rating, 254 reviews