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Best Maui Vacation rentals on Holiday Lettings - Condos

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861 Vacation rentals

Vacation apartment rental

Kihei apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from $126 / night

$882 / week

1 / 10

Maalaea Vacation condo rental

Maalaea condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from $287 / night

$2,004 / week

1 / 19

Vacation apartment with shared pool in Kihei

Kihei apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from $258 / night

$1,804 / week

1 / 15

Haiku Vacation home rental

Haiku house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from $458 / night

$3,206 / week

1 / 35

Condo rental in Kihei with shared pool

Kihei condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from $344 / night

$2,405 / week

1 / 18

Vacation apartment in Kihei

Kihei apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from $331 / night

$2,317 / week

1 / 18

Vacation condo rental

Kihei condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from $320 / night

$2,237 / week

1 / 32

Vacation apartment rental

Kihei apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from $250 / night

$1,747 / week

1 / 19

Vacation cottage in Makawao

Makawao cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 6

from $258 / night

$1,804 / week

1 / 25

Vacation apartment in Maalaea

Maalaea apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from $229 / night

$1,603 / week

1 / 18

Vacation condo with shared pool, golf nearby in Ka'anapali

Ka'anapali condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from $589 / night

$4,120 / week

1 / 24

Vacation apartment in Kihei

Kihei apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from $207 / night

$1,403 - $1,483 / week

1 / 43

Vacation apartment in Kihei

Kihei apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from $315 / night

$2,205 / week

1 / 32

Kihei Vacation condo rental

Kihei condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from $207 / night

$1,403 - $1,483 / week

1 / 39

Vacation home in Kihei

Kihei house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from $2,519 / night

$17,633 / week

1 / 14

Kihei Vacation apartment rental

Kihei apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from $572 / night

$4,000 / week

1 / 35

Vacation apartment rental

Ka'anapali apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from $263 / night

$1,836 / week

1 / 20

Vacation apartment in Kihei

Kihei apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from $166 / night

$1,042 / week

1 / 20

Vacation apartment with golf nearby in Ka'anapali

Ka'anapali apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from $430 / night

$3,006 / week

1 / 30

Cottage rental in Paia

Paia cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from $367 / night

$2,565 / week

1 / 60

Vacation condo with shared pool, golf nearby in Wailea

Wailea condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from $445 / night

$3,110 / week

1 / 8

Vacation home rental

Kula house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 3

from $315 / night

$2,205 / week

1 / 7

Vacation home with golf nearby in Napili-Honokowai

Napili-Honokowai house

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 14

from $3,893 / night

$27,251 / week

1 / 9

Kihei Vacation condo rental

Kihei condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from $470 / night

$2,687 / week

1 / 32

Kihei Vacation apartment rental

Kihei apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from $431 / night

$2,468 / week

1 / 31

Kihei Vacation apartment rental

Kihei apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from $440 / night

$2,520 / week

1 / 33

Vacation apartment with shared pool in Wailea

Wailea apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from $974 / night

$6,813 / week

1 / 21

Vacation condo in Kihei

Kihei condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from $441 / night

$2,840 - $3,134 / week

1 / 31

Vacation apartment in Kihei

Kihei apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from $274 / night

$1,916 / week

1 / 12

Apartment rental in Lahaina

Lahaina apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from $235 / night

$1,643 / week

1 / 10

Condo rental in Kihei

Kihei condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

from $687 / night

$4,809 / week

1 / 22

Vacation apartment rental

Kihei apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

from $438 / night

$2,476 / week

1 / 39

Kihei Vacation apartment rental

Kihei apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from $349 / night

$2,443 / week

1 / 41

Vacation apartment with shared pool in Kihei

Kihei apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from $350 / night

$2,450 - $3,080 / week

1 / 54

Vacation apartment with shared pool in Wailea

Wailea apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from $625 / night

$4,075 / week

1 / 31

Vacation apartment rental

Kihei apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from $637 / night

$3,637 / week

1 / 42

Vacation home with swimming pool in Paia

Paia house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 5

from $1,712 / night

$11,983 / week

1 / 27

Vacation condo rental

Kihei condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from $217 / night

$1,515 / week

1 / 14

Cottage rental in Haiku

Haiku cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from $410 / night

$2,870 / week

1 / 32

Vacation apartment in Wailea

Wailea apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from $228 / night

$1,595 / week

1 / 21

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