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Compare 198 Vacation Homes in Kaupakulua with updated reviews, rates, and availability.
Spacious Hawaiian home 50 steps from Sugar Beach!
Spacious Hawaiian home 50 steps from Sugar Beach!
8.8 out of 10, Excellent, (63)
Gorgeous 2 Story Townhouse on The Blue Golf Course in Wailea with Ocean View
Gorgeous 2 Story Townhouse on The Blue Golf Course in Wailea with Ocean View
10.0 out of 10, Exceptional, (61)
Kihei Ocean Front Hale - Private Home w/ Dramatic Ocean Views on famed Halama St
Kihei Ocean Front Hale - Private Home w/ Dramatic Ocean Views on famed Halama St
9.8 out of 10, Exceptional, (62)
Private & Fabulous views! Exclusive pool, spa and 1 acre yard
Private & Fabulous views! Exclusive pool, spa and 1 acre yard
10.0 out of 10, Exceptional, (121)
Private lush 2 Acre Mountain Home Maui Permitted#STMP 2013-0001 many amenities
Private lush 2 Acre Mountain Home Maui Permitted#STMP 2013-0001 many amenities
10.0 out of 10, Exceptional, (207)
Beautiful house in the Upscale Maui Meadows neighborhood
Beautiful house in the Upscale Maui Meadows neighborhood
10.0 out of 10, Exceptional, (4)
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Other property types in Kaupakulua
Wailea Ekahi - CoralTree Residence Collection
Wailea Ekahi - CoralTree Residence Collection
9.2 out of 10, Wonderful, (484)
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Recent reviews of Kaupakulua hotels
Recent reviews of Kaupakulua hotels
5/5 Excellent
"From start to finish, everything about our stay at Grand Wailea was incredible! The property, amenities and ambiance exceeded our expectations. But what really set the Grand Wailea out were the staff. By day 3 they knew not only my and my husband's names, but also our two young children. They were welcoming, gracious, fun, and truly made us feel like family. The pool and waterslides were a dream for the kid's, and pretty fun for adults, too! The beds in the room were very comfortable, as was the huge bathtub. We can't wait to stay at the Grand Wailea again! "
A verified traveler stayed at Grand Wailea Maui, A Waldorf Astoria Resort
Posted 20 hours ago
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