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Best Maui Vacation rentals on Holiday Lettings - Condos

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$1 $750 -

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  • 3 and above
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Filtered properties are rated either by Tripadvisor Vacation Rentals users, or by Vrbo users. Both rating systems are separate, and are depicted differently as shown in the key above. Tripadvisor performs checks on its reviews. Holiday Lettings and companies under Tripadvisor Group do not check Vrbo reviews.
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Vacation condo with shared pool in Lahaina

Lahaina condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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2 reviews

from $410 / night

$2,870 / week

1 / 26

Great rentals within 20 miles that match your search

Vacation condo with shared pool in Ka'anapali

Ka'anapali condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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from $395 / night

$2,576 / week

1 / 12

Great rentals within 20 miles that match your search

Vacation condo rental

Kihei condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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from $423 / night

$2,958 / week

1 / 22

Great rentals within 20 miles that match your search

Vacation condo rental

Lahaina condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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from $572 / night

$4,000 / week

1 / 9

Great rentals within 20 miles that match your search

Vacation condo with shared pool in Kihei

Kihei condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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from $205 / night

$1,435 / week

1 / 6

Great rentals within 20 miles that match your search

Condo rental in Kihei with shared pool

Kihei condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

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from $149 / night

$1,042 / week

1 / 18

Great rentals within 20 miles that match your search

Ka'anapali Vacation cottage rental

Ka'anapali cottage

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7

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2 reviews

from $584 / night

$4,088 / week

1 / 10

Great rentals within 20 miles that match your search

Kihei Vacation condo rental

Kihei condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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1 review

from $171 / night

$1,195 / week

1 / 14

Great rentals within 20 miles that match your search

Condo rental in Wailea with shared pool, golf nearby

Wailea condo

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

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22 reviews

from $395 / night

$2,766 / week

1 / 17

Great rentals within 20 miles that match your search

Vacation apartment in Kihei

Kihei apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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9 reviews

from $228 / night

$1,595 / week

1 / 30

Great rentals within 20 miles that match your search

Vacation apartment with shared pool in Lahaina

Lahaina apartment

  • 1 bathroom
  • sleeps 3

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1 review

from $228 / night

$1,547 / week

1 / 12

Great rentals within 20 miles that match your search

Apartment rental in Lahaina with shared pool

Lahaina apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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from $458 / night

$3,206 / week

1 / 14

Great rentals within 20 miles that match your search

Napili-Honokowai Vacation apartment rental

Napili-Honokowai apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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31 reviews

from $567 / night

$3,968 / week

1 / 51

Great rentals within 20 miles that match your search

Vacation apartment with shared pool in Lahaina

Lahaina apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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5 reviews

from $457 / night

$3,198 / week

1 / 16

Great rentals within 20 miles that match your search

Kihei Vacation home rental

Kihei house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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16 reviews

from $509 / night

$5,089 - $5,249 / week

1 / 34

Great rentals within 20 miles that match your search

Vacation apartment in Kihei

Kihei apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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11 reviews

from $453 / night

$3,166 / week

1 / 33

Great rentals within 20 miles that match your search

Vacation apartment with shared pool in Kihei

Kihei apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Video player

1 review

from $263 / night

$1,836 / week

1 / 12

Great rentals within 20 miles that match your search

Kihei Vacation apartment rental

Kihei apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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12 reviews

from $201 / night

$1,403 / week

1 / 29

Great rentals within 20 miles that match your search

Vacation apartment with shared pool in Ka'anapali

Ka'anapali apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Video player

15 reviews

from $211 / night

$1,372 - $1,532 / week

1 / 22

Great rentals within 20 miles that match your search

Kihei Vacation apartment rental

Kihei apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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7 reviews

from $205 / night

$1,435 / week

1 / 29

Great rentals within 20 miles that match your search

Vacation apartment with shared pool, golf nearby in Wailea

Wailea apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 5

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13 reviews

from $430 / night

$3,006 / week

1 / 24

Great rentals within 20 miles that match your search

Vacation apartment in Lahaina

Lahaina apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Video player

3 reviews

from $544 / night

$3,808 / week

1 / 16

Great rentals within 20 miles that match your search

Apartment rental in Kihei with shared pool

Kihei apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Video player

16 reviews

from $182 / night

$1,275 / week

1 / 21

Great rentals within 20 miles that match your search

Vacation apartment with shared pool in Kihei

Kihei apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Video player

25 reviews

from $265 / night

$1,855 - $3,255 / week

1 / 42

Great rentals within 20 miles that match your search

Vacation apartment rental

Kihei apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Video player

24 reviews

from $126 / night

$882 / week

1 / 10

Great rentals within 20 miles that match your search

Kihei Vacation apartment rental

Kihei apartment

  • 1 bathroom
  • sleeps 2

1 filter does not match: Video player

53 reviews

from $331 / night

$2,317 / week

1 / 79

Great rentals within 20 miles that match your search

Vacation apartment with shared pool in Kihei

Kihei apartment

  • 1 bathroom
  • sleeps 2

1 filter does not match: Video player

62 reviews

from $354 / night

$2,477 / week

1 / 89

Great rentals within 20 miles that match your search

Kihei Vacation apartment rental

Kihei apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Video player

27 reviews

from $224 / night

$1,563 / week

1 / 39

Great rentals within 20 miles that match your search

Vacation apartment in Napili-Honokowai

Napili-Honokowai apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

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from $200 / night

$1,395 - $2,629 / week

1 / 24

Great rentals within 20 miles that match your search

Lahaina Vacation apartment rental

Lahaina apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Video player

from $563 / night

$3,936 - $5,378 / week

1 / 32

Great rentals within 20 miles that match your search

Vacation apartment in Lahaina

Lahaina apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 2

1 filter does not match: Video player

from $744 / night

$5,202 - $8,633 / week

1 / 49

Great rentals within 20 miles that match your search

Vacation apartment with shared pool in Wailea

Wailea apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Video player

26 reviews

from $974 / night

$6,813 / week

1 / 21

Great rentals within 20 miles that match your search

Maalaea Vacation apartment rental

Maalaea apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Video player

40 reviews

from $240 / night

$1,680 / week

1 / 17

Great rentals within 20 miles that match your search

Ka'anapali Vacation villa rental

Ka'anapali villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Video player

5 reviews

from $1,088 / night

$7,615 / week

1 / 12

Great rentals within 20 miles that match your search

Apartment rental in Kihei with shared pool

Kihei apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Video player

14 reviews

from $252 / night

$1,764 - $2,205 / week

1 / 18

Great rentals within 20 miles that match your search

Villa rental in Lahaina with shared pool

Lahaina villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Video player

1 review

from $1,137 / night

$7,958 / week

1 / 23

Great rentals within 20 miles that match your search

Apartment rental in Kihei with shared pool

Kihei apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Video player

6 reviews

from $184 / night

$1,489 / week

1 / 20

Great rentals within 20 miles that match your search

Kihei Vacation condo rental

Kihei condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

1 filter does not match: Video player

7 reviews

from $453 / night

$3,166 / week

1 / 47

Great rentals within 20 miles that match your search

Haiku Vacation cottage rental

Haiku cottage

  • 1 bedroom
  • 2 bathrooms
  • sleeps 2

1 filter does not match: Video player

5 reviews

from $602 / night

$4,008 / week

1 / 2

Great rentals within 20 miles that match your search

Kihei Vacation condo rental

Kihei condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Video player

39 reviews

from $331 / night

$2,317 / week

1 / 97

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