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

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Condo in Hilton Head Island
Secluded 1st Floor ~ 2 Bed/2 Bath Beach Getaway
4 guests2 bedrooms3 beds2 baths
Aug 31 – Sep 5
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Aug 31 – Sep 5
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ﺩ.ﺇ3,617 for 5 nights

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Condo in Hilton Head Island
NEW Oceanfront Luxury KING BED Bar Pickleball Pool
Free cancellation
Sep 21 – 26
ﺩ.ﺇ4,610 for 5 nights
New place to stay
Top guest favorite
Condo in Hilton Head Island
Coligny - indoor pool/hot tub walk to everything!
Free cancellation
Aug 1 – 6
ﺩ.ﺇ4,521 for 5 nights
5.0 out of 5 average rating, 68 reviews
Top guest favorite
Townhouse in Sea Pines
Cozy 3BR/2BA in Sea Pines - Pool, Beach, Golf, Ten
Free cancellation
Sep 1 – 6
ﺩ.ﺇ6,436 for 5 nights
5.0 out of 5 average rating, 24 reviews
Top guest favorite
Home in Hilton Head Island
The Caddyshack - Perfect Location!
Free cancellation
Aug 9 – 14
ﺩ.ﺇ3,208 for 5 nights
5.0 out of 5 average rating, 34 reviews
Top guest favorite
Guesthouse in Hilton Head Island
Alli B's Air B and B-Great Country access off 278
Free cancellation
Aug 14 – 19
ﺩ.ﺇ2,756 for 5 nights
4.93 out of 5 average rating, 195 reviews
Superhost
Condo in Hilton Head Island
Beach Condo 5 Minute Walk to Folly Field Beach!
Free cancellation
Aug 24 – 29
ﺩ.ﺇ3,014 for 5 nights
4.84 out of 5 average rating, 95 reviews
Top guest favorite
Condo in Hilton Head Island
Reno’d 1st floor close to beach, pools, pickleball
Free cancellation
Aug 17 – 22
ﺩ.ﺇ3,552 for 5 nights
4.98 out of 5 average rating, 195 reviews
Superhost
Condo in Hilton Head Island
Pool + Beach Views | Sauna | Indoor Pool
Free cancellation
Aug 1 – 6
ﺩ.ﺇ4,957 for 5 nights
4.85 out of 5 average rating, 144 reviews
Condo in Sea Pines
2BR Coastal condo with outdoor pool, walk to beach
Free cancellation
Aug 3 – 8
ﺩ.ﺇ3,521 for 5 nights
New place to stay
Condo in Sea Pines
Waterfront Dog Friendly 2BR | Golf/Lagoon Views
Free cancellation
Nov 11 – 16
ﺩ.ﺇ3,764 for 5 nights
4.85 out of 5 average rating, 46 reviews
Condo in Hilton Head Island
Tennis view 2BR | W/D | Pools | Beach Access
Free cancellation
Aug 4 – 9
ﺩ.ﺇ2,947 for 5 nights
4.7 out of 5 average rating, 10 reviews
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
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
Condo in Hilton Head Island
Beachy condo w/shared pools,with ocean views
Free cancellation
Aug 2 – 7
ﺩ.ﺇ4,434 for 5 nights
5.0 out of 5 average rating, 4 reviews
Top guest favorite
Condo in Sea Pines
Studio near beach with tennis, pickleball, patio
Free cancellation
Aug 21 – 26
ﺩ.ﺇ2,822 for 5 nights
4.96 out of 5 average rating, 28 reviews
Superhost
Condo in Hilton Head Island
Beachview - 3 pools & Tennis - King Bed
3 beds
Aug 13 – 18
ﺩ.ﺇ3,746 for 5 nights
New place to stay
Condo in Hilton Head Island
1BR Condo near beach w/pool, tennis, balcony, gym
Free cancellation
Sep 30 – Oct 5
ﺩ.ﺇ2,775 for 5 nights
4.64 out of 5 average rating, 25 reviews
Superhost
Condo in Hilton Head Island
Oceanfront Villa w/Pool & Beach Access Hilton Head
Free cancellation
Aug 1 – 6
ﺩ.ﺇ4,002 for 5 nights
5.0 out of 5 average rating, 4 reviews