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Best Maui Vacation rentals on Holiday Lettings - Condos

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6,964 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

Vacation condo with shared pool in Kihei

Kihei condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from $205 / night

$1,435 / week

1 / 6

Vacation condo with shared pool in Kihei

Kihei condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from $229 / night

$1,603 / week

1 / 19

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

Condo rental in Ka'anapali

Ka'anapali condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

from $504 / night

$3,527 / week

1 / 39

Vacation home with swimming pool in Kihei

Kihei house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

from $1,821 / night

$12,744 / week

1 / 45

Home rental in Haiku

Haiku house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from $344 / night

$2,405 / week

1 / 8

Vacation apartment with shared pool in Maalaea

Maalaea apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from $378 / night

$2,645 / week

1 / 23

Vacation condo rental

Kihei condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from $320 / night

$2,237 / week

1 / 32

Camper van rental in Maalaea

Maalaea camper van

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from $178 / night

$1,243 / week

1 / 8

Vacation apartment rental

Kihei apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from $250 / night

$1,747 / week

1 / 19

Wailuku Vacation condo rental

Wailuku condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from $279 / night

$1,948 / week

1 / 27

Vacation cottage in Makawao

Makawao cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 6

from $258 / night

$1,804 / week

1 / 25

Ka'anapali Vacation villa rental

Ka'anapali villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from $557 / night

$3,893 / week

1 / 12

Vacation apartment in Maalaea

Maalaea apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from $229 / night

$1,603 / week

1 / 18

Kihei Vacation condo rental

Kihei condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

from $343 / night

$2,397 / week

1 / 19

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

Ka'anapali condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from $563 / night

$3,936 / week

1 / 24

Vacation home with swimming pool in Haiku

Haiku house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from $1,031 / night

$7,214 / week

1 / 26

Vacation villa rental

Kapalua villa

  • 1 bedroom
  • 2 bathrooms
  • sleeps 2

from $366 / night

$2,397 - $3,038 / week

1 / 37

Vacation home rental

Kapalua house

  • 1 bedroom
  • 2 bathrooms
  • sleeps 2

from $366 / night

$2,397 - $3,038 / week

1 / 28

Vacation home with swimming pool in Haiku

Haiku house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 7

from $802 / night

$5,611 / week

1 / 27

Home rental in Lahaina

Lahaina house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 5

from $230 / night

$1,253 / week

1 / 15

Vacation apartment in Paia

Paia apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 7

from $516 / night

$3,607 / week

1 / 17

Vacation home rental

Kapalua house

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

from $286 / night

$1,916 - $2,637 / week

1 / 23

Vacation home rental

Kapalua house

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

from $297 / night

$1,996 - $2,717 / week

1 / 28

Vacation condo in Kihei

Kihei condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from $115 / night

$802 / week

1 / 14

Vacation apartment with shared pool in Maalaea

Maalaea apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from $550 / night

$3,848 / week

1 / 31

Vacation condo in Wailea

Wailea condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from $344 / night

$2,405 / week

1 / 11

Camper van rental in Kihei

Kihei camper van

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from $228 / night

$1,595 / week

1 / 5

Vacation condo with swimming pool in Lahaina

Lahaina condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from $231 / night

$1,611 / week

1 / 19

Vacation apartment in Kihei

Kihei apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from $206 / night

$1,403 - $1,563 / week

1 / 43

Vacation apartment in Lahaina

Lahaina apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Pricing unknown

1 / 24

Vacation condo with shared pool in Ka'anapali

Ka'anapali condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from $395 / night

$2,576 / week

1 / 12

Lahaina Vacation condo rental

Lahaina condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

from $1,060 / night

$7,414 / week

1 / 5

Kihei Vacation apartment rental

Kihei apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from $241 / night

$1,684 - $2,124 / week

1 / 26

Vacation home in Wailuku

Wailuku house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from $573 / night

$4,008 / week

1 / 37

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