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

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Guest favorite
Condo in Hilton Head Island
Renovated - Walk to Beach - 3 Pools - King Bed !
6 guests2 bedrooms4 beds2 baths
Aug 3 – 8
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Aug 3 – 8
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ﺩ.ﺇ4,844 for 5 nights

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Top guest favorite
Home in Hilton Head Island
The Caddyshack - Perfect Location!
Free cancellation
Aug 9 – 14
ﺩ.ﺇ3,143 for 5 nights
5.0 out of 5 average rating, 34 reviews
Top guest favorite
Condo in Hilton Head Island
Peaceful Retreat at Seascape Villas
Free cancellation
Aug 10 – 15
ﺩ.ﺇ3,884 for 5 nights
5.0 out of 5 average rating, 8 reviews
Top guest favorite
Condo in Hilton Head Island
HHBT Resort-OceanView-Remodeled-Steps to beach/bar
Free cancellation
Oct 3 – 8
ﺩ.ﺇ4,546 for 5 nights
4.98 out of 5 average rating, 266 reviews
Superhost
Condo in Hilton Head Island
Oceanfront Villa w/Pool & Beach Access Hilton Head
Free cancellation
Aug 2 – 7
ﺩ.ﺇ3,979 for 5 nights
5.0 out of 5 average rating, 4 reviews
Guest favorite
Guest suite in Hilton Head Island
LOCATION! Harbour, Dining, Shops, Beach-1.4 mile
Free cancellation
Aug 9 – 14
ﺩ.ﺇ3,203 for 5 nights
4.93 out of 5 average rating, 343 reviews
Superhost
Condo in Hilton Head Island
Walk to Beach, Pools, Resort Amenities!
Free cancellation
Aug 1 – 6
ﺩ.ﺇ4,037 for 5 nights
New place to stay
Top guest favorite
Apartment in Hilton Head Island
Hilton Head Seaside Vacation Rental
Free cancellation
Aug 18 – 23
ﺩ.ﺇ3,810 for 5 nights
5.0 out of 5 average rating, 324 reviews
Apartment in Hilton Head Island
Beach Studio
Free cancellation
Aug 10 – 15
ﺩ.ﺇ3,014 for 5 nights
New place to stay
Top guest favorite
Condo in Hilton Head Island
Turtleville - Queen bed+kid bed Renovated in 2025
3 beds
Aug 18 – 23
ﺩ.ﺇ3,262 for 5 nights
5.0 out of 5 average rating, 7 reviews
Condo in Hilton Head Island
Condo w/tennis, pickleball & 2 pools
3 beds
Aug 16 – 21
ﺩ.ﺇ2,997 for 5 nights
New place to stay
Condo in Hilton Head Island
Beachy condo w/shared pools,with ocean views
Free cancellation
Aug 2 – 7
ﺩ.ﺇ4,415 for 5 nights
5.0 out of 5 average rating, 4 reviews
Top guest favorite
Condo in Hilton Head Island
Reno’d 1st floor close to beach, pools, pickleball
Free cancellation
Aug 24 – 29
ﺩ.ﺇ3,552 for 5 nights
4.98 out of 5 average rating, 195 reviews
Top guest favorite
Condo in Hilton Head Island
Luxury OceanView KING BED 75"TV Bar Gym Pickleball
2 beds
Aug 23 – 28
ﺩ.ﺇ5,969 for 5 nights
4.99 out of 5 average rating, 69 reviews
Condo in Hilton Head Island
Waterfront Dog Friendly 2BR | Golf/Lagoon Views
Free cancellation
Nov 11 – 16
ﺩ.ﺇ3,767 for 5 nights
4.85 out of 5 average rating, 46 reviews
Guest favorite
Condo in Hilton Head Island
Remodeled KING BED 1BR Oceanview Top Floor Villa
2 beds
Aug 10 – 15
ﺩ.ﺇ4,546 for 5 nights
4.96 out of 5 average rating, 110 reviews
Top guest favorite
Condo in Hilton Head Island
Stay by the Beach ⛱ Eat & Shop at Coligny plaza!
Free cancellation
Aug 10 – 15
ﺩ.ﺇ4,529 for 5 nights
4.96 out of 5 average rating, 151 reviews
Top guest favorite
Apartment in Hilton Head Island
KING BED!Ocean View, Free Bikes Poolside 3rd Floor
Free cancellation
Sep 8 – 13
ﺩ.ﺇ3,739 for 5 nights
4.95 out of 5 average rating, 88 reviews
Condo in Hilton Head Island
Homey 2BR Waterview Shipyard | Deck | Pool
Free cancellation
Aug 18 – 23
ﺩ.ﺇ2,762 for 5 nights
4.12 out of 5 average rating, 25 reviews