Viewing 40 of 72 houses in Wailea
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Vacation homes - vacation rentals
26 Vacation rentals
from $995 / night
$6,965 / week
from $2,195 / night
$15,365 / week
from $2,395 / night
$16,765 / week
from $1,199 / night
$8,393 / week
from $895 / night
$6,265 / week
from $1,995 / night
$13,965 / week
from $999 / night
$6,993 / week
from $1,095 / night
$7,665 / week
from $1,349 / night
$9,443 / week
from $2,000 / night
$14,000 / week
from $469 / night
$3,283 / week
from $399 / night
$2,793 / week
from $339 / night
$2,373 / week
from $329 / night
$2,303 / week
from $599 / night
$4,193 / week
from $509 / night
$3,563 / week
from $549 / night
$3,843 / week
from $499 / night
$3,493 / week
from $779 / night
$5,453 / week
from $639 / night
$4,473 / week
from $749 / night
$5,243 / week
from $349 / night
$2,443 / week
from $729 / night
$5,103 / week
from $569 / night
$3,983 / week
from $569 / night
$3,983 / week
Great rentals within 20 miles that match your search
from $1,592 / night
$11,141 / week
from $509 / night
$5,089 - $5,249 / week
from $1,031 / night
$7,214 / week
from $5,548 / night
$38,833 / week
from $915 / night
$6,404 / week
from $1,117 / night
$7,815 / week
from $344 / night
$2,405 / week
from $2,519 / night
$17,633 / week
from $974 / night
$4,609 / week
from $1,821 / night
$12,744 / week
from $1,031 / night
$7,214 / week
from $606 / night
$4,240 / week