50 Best Lahaina Vacation rentals on Holiday Lettings - Condos

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703 Vacation rentals

Travelers going to Lahaina are booking December dates now. Secure your vacation rental today and have the perfect trip.

6

Maui / Lahaina

1 4 7 nights min

  • 1 bedroom
  • Sleeps 4
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from $297 / night

$2077 / week

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from $297 / night

(1) Excellent 

14

Maui / Lahaina

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Swimming pool
  • Child friendly

 …see more

from $156 / night

$1085 - $1575 / week

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from $156 / night

5

Maui / Lahaina

1 3 5 nights min

  • 1 bedroom
  • Sleeps 3
  • 5 nights min
  • Swimming pool

 …see more

from $125 / night

$819 - $1027 / week

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from $125 / night

12

Maui / Lahaina

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly

 …see more

from $128 / night

$896 / week

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from $128 / night

16

Vacation studio in Lahaina

Maui / Lahaina

Studio 4 7 nights min

  • Studio
  • Sleeps 4
  • 7 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
Our "Studio Premium" is firmly booked for the week of December 10-17, 2016. It is the most affordable unit you can book at the luxurious Westin Kaanapali Ocean Resort and has all Westin amenities including king-size "heavenly" bed and queen-size sofa, whirlpool bath, la  …see more

from $318 / night

$1687 / week

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from $318 / night

16

Maui / Lahaina

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly

 …see more

from $199 / night

$1591 - $1730 / week

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from $199 / night

(5) Very Good 

19

Maui / Lahaina

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0 mi
  • Swimming pool

 …see more

from $159 / night

$1112 / week

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from $159 / night

(1) Excellent 

15

Maui / Lahaina

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly

 …see more

from $144 / night

$1216 / week

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from $144 / night

(35) Very Good 

21

Maui / Lahaina

2 6 1 night min

  • 2 bedrooms
  • Sleeps 6
  • 1 night min
  • Ask about children
  • Ask about pets

 …see more

from $298 / night

$2084 - $3438 / week

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from $298 / night

(8) Excellent 

36

Maui / Lahaina

1 2 5 nights min

  • 1 bedroom
  • Sleeps 2
  • 5 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

 …see more

from $189 / night

$1320 - $2188 / week

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from $189 / night

(8) Excellent 

23

Maui / Lahaina

7 16 5 nights min

  • 7 bedrooms
  • Sleeps 16
  • 5 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

 …see more

from $1687 / night

$11807 - $14585 / week

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from $1687 / night

25

Maui / Lahaina

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0 mi
  • Swimming pool

 …see more

from $158 / night

$1598 - $1737 / week

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from $158 / night

41

Maui / Lahaina

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from $495 / night

$3465 / week

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from $495 / night

(1) Excellent 

8

Maui / Lahaina

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Child friendly

 …see more

from $159 / night

$1112 - $1528 / week

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from $159 / night

(27) Very Good 

19

Maui / Lahaina

1 2 5 nights min

  • 1 bedroom
  • Sleeps 2
  • 5 nights min
  • Swimming pool
  • Ask about children
  • Ask about pets

 …see more

from $129 / night

$903 - $1910 / week

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from $129 / night

(1)  

29

Maui / Lahaina

2 5 3 nights min

  • 2 bedrooms
  • Sleeps 5
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Car not necessary

 …see more

from $198 / night

$1383 / week

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from $198 / night

14

Maui / Lahaina

1 4 1 night min

  • 1 bedroom
  • Sleeps 4
  • 1 night min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly

 …see more

from $102 / night

$792 / week

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from $102 / night

18

Maui / Lahaina

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly

 …see more

from $144 / night

$966 - $1174 / week

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from $144 / night

15

Maui / Lahaina

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Child friendly

 …see more

from $291 / night

$2030 - $2381 / week

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from $291 / night

(9) Good 

18

Maui / Lahaina

1 4 5 nights min

  • 1 bedroom
  • Sleeps 4
  • 5 nights min
  • Swimming pool
  • Ask about children
  • Ask about pets

 …see more

from $90 / night

$626 - $1216 / week

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from $90 / night

6

Maui / Lahaina

1 4 1 night min

  • 1 bedroom
  • Sleeps 4
  • 1 night min
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from $347 / night

$2424 / week

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from $347 / night

(17) Excellent 

44

Maui / Lahaina

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0.1 mi
  • Swimming pool

 …see more

from $184 / night

$1290 - $2382 / week

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from $184 / night

15

Maui / Lahaina

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Swimming pool
  • Child friendly

 …see more

from $90 / night

$626 / week

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from $90 / night

(1) Excellent 

16

Maui / Lahaina

1 4 3 nights min

  • 1 bedroom
  • Sleeps 4
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from $119 / night

$827 / week

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from $119 / night

(2) Excellent 

14

Maui / Lahaina

1 4 3 nights min

  • 1 bedroom
  • Sleeps 4
  • 3 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly

 …see more

from $189 / night

$1459 / week

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from $189 / night

(8) Very Good 

27

Maui / Lahaina

1 3 5 nights min

  • 1 bedroom
  • Sleeps 3
  • 5 nights min
  • Swimming pool
  • Ask about children
  • Ask about pets

 …see more

from $129 / night

$903 - $1771 / week

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from $129 / night

(6) Very Good 

12

Maui / Lahaina

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Beach/lakeside relaxation

 …see more

from $174 / night

$1216 / week

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from $174 / night

(6) Excellent 

22

Maui / Lahaina

1 4 4 nights min

  • 1 bedroom
  • Sleeps 4
  • 4 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0 mi
  • Swimming pool

 …see more

from $164 / night

$1146 / week

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from $164 / night

22

Maui / Lahaina

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Car not necessary

 …see more

from $154 / night

$1105 - $1244 / week

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from $154 / night

(22) Very Good 

22

Maui / Lahaina

2 6 1 night min

  • 2 bedrooms
  • Sleeps 6
  • 1 night min
  • Ask about children
  • Ask about pets

 …see more

from $298 / night

$2084 - $3438 / week

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from $298 / night

(4) Very Good 

13

Maui / Lahaina

1 2 5 nights min

  • 1 bedroom
  • Sleeps 2
  • 5 nights min
  • Swimming pool
  • Ask about children
  • Ask about pets

 …see more

from $144 / night

$1008 - $1806 / week

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from $144 / night

(4) Very Good 

23

Maui / Lahaina

2 7 5 nights min

  • 2 bedrooms
  • Sleeps 7
  • 5 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

 …see more

from $249 / night

$1737 - $3126 / week

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from $249 / night

(41) Very Good 

20

Maui / Lahaina

2 6 1 night min

  • 2 bedrooms
  • Sleeps 6
  • 1 night min
  • Ask about children
  • Ask about pets

 …see more

from $333 / night

$2327 - $3785 / week

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from $333 / night

(32) Very Good 

19

Maui / Lahaina

2 6 1 night min

  • 2 bedrooms
  • Sleeps 6
  • 1 night min
  • Ask about children
  • Ask about pets

 …see more

from $283 / night

$1980 - $3299 / week

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from $283 / night

(32) Excellent 

21

Maui / Lahaina

2 5 1 night min

  • 2 bedrooms
  • Sleeps 5
  • 1 night min
  • Ask about children
  • Ask about pets

 …see more

from $283 / night

$1980 - $3299 / week

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from $283 / night

(12) Excellent 

31

Maui / Lahaina

1 4 5 nights min

  • 1 bedroom
  • Sleeps 4
  • 5 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

 …see more

from $234 / night

$1633 - $1910 / week

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from $234 / night

(46) Very Good 

18

Maui / Lahaina

2 6 1 night min

  • 2 bedrooms
  • Sleeps 6
  • 1 night min
  • Swimming pool
  • Ask about children
  • Ask about pets

 …see more

from $283 / night

$1980 - $3299 / week

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from $283 / night

(33) Excellent 

20

Maui / Lahaina

3 8 1 night min

  • 3 bedrooms
  • Sleeps 8
  • 1 night min
  • Ask about children
  • Ask about pets

 …see more

from $492 / night

$3438 - $4827 / week

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from $492 / night

(37) Very Good 

25

Maui / Lahaina

3 6 1 night min

  • 3 bedrooms
  • Sleeps 6
  • 1 night min
  • Ask about children
  • Ask about pets

 …see more

from $492 / night

$3438 - $4827 / week

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from $492 / night

(1) Excellent 

25

Maui / Lahaina

3 8 5 nights min

  • 3 bedrooms
  • Sleeps 8
  • 5 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

 …see more

from $353 / night

$2466 - $3820 / week

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from $353 / night