50 Best Maui Vacation rentals on Holiday Lettings - Condos

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Vacation rentals Lahaina
816 properties
Condos Kihei
740 properties
Condos Wailea
161 properties
Ka'anapali
109 properties
Villas Kapalua
67 properties
Condos Napili-Honokowai
39 properties
Haiku
28 properties
Condos Maalaea
26 properties
Apartments Wailuku
17 properties
Vacation rentals Paia
16 properties
Makawao
11 properties
Vacation rentals Hana
7 properties
Kula
5 properties

Maui

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2,025 Vacation rentals

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(1) Excellent 

20

Vacation cottage rental

Maui / Haiku

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Ask about children
  • Air conditioning
  • Private garden
A romantic honeymoon/vacation retreat on Maui's beautiful north shore. Have the best of both worlds by staying away from crowds and commercialized development, yet conveniently situated for exploring the entire island. A rare combination of gracious island lifestyl  …see more

from $359 / night

$2302 - $2652 / week

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from $359 / night

49

Condo rental in Wailuku

Maui / Wailuku

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
~~~Your own private window to the whales. Conveniently situated in quaint Maalaea Village. We invite you to come aboard, and set sail into a radiant Maui sunset. You'll see whimsical turtles playing peekaboo in the gentle surf (year round) and magnificent humpba  …see more

from $300 / night

$2100 / week

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from $300 / night

(1)  

21

Vacation condo with shared pool in Kihei

Maui / Kihei

2 8 Min stay varies

  • 2 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Kamaole Sands is an award-winning condo complex situated just across from one of the best beaches on Maui. Kamaole Sands III beach, is recognized as one of the best beaches in Maui. Boogie board, surf, snorkel straight off the beach. We have seen turtles, Manta rays and  …see more

from $219 / night

$1533 / week

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from $219 / night

16

Vacation studio in Lahaina

Maui / Lahaina

Studio 4 7 nights min

  • Studio
  • Sleeps 4
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0 mi
  • Swimming pool
Our "Studio Premium" 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, lanai and all the facilities available a  …see more

from $320 / night

$1700 / week

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from $320 / night

6

Maui / Lahaina

1 4 7 nights min

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

 …see more

from $299 / night

$2093 / week

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from $299 / night

12

Studio rental in Haiku

Maui / Haiku

Studio 2 3 nights min

  • Studio
  • Sleeps 2
  • 3 nights min
  • Beach/lakeside relaxation
  • Ask about children
  • Air conditioning
A romantic honeymoon/vacation retreat on Maui's beautiful north shore. Have the best of both worlds by staying away from crowds and commercialized development, yet conveniently situated for exploring the entire island. A rare combination of gracious island lifestyl  …see more

from $249 / night

$1603 - $1799 / week

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from $249 / night

8

Vacation apartment with shared pool in Ka'anapali

Maui / Ka'anapali

1 4 7 nights min

  • 1 bedroom
  • Sleeps 4
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Escape to an exotic island surrounded by glistening, white sandy shores, flourishing tropical scenery and intriguing wild life. The symphony of gently lapping waves beckons visitors to explore Maui’s many hidden wonders. Dive down to the depths of the ocean and di  …see more

from $358 / night

$2500 / week

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from $358 / night

20

Vacation condo rental

Maui / Kihei

1 4 5 nights min

  • 1 bedroom
  • Sleeps 4
  • 5 nights min
  • Child friendly
Bright, clean and comfortable, contemporary and uncluttered with a great view of the ocean and the lush tropical gardens below. This is a very well renovated one bed/one bath unit in KA building C unit 509, nicely furnished and well outfitted. Being up higher on the f  …see more

from $99 / night

$693 / week

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from $99 / night

(18) Excellent 

25

Maui / Wailea

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Car not necessary

 …see more

from $199 / night

$1390 - $1900 / week

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from $199 / night

(19) Excellent 

44

Maui / Lahaina

1 4 4 nights min

  • 1 bedroom
  • Sleeps 4
  • 4 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0.1 mi
  • Swimming pool

 …see more

from $225 / night

$1450 - $2400 / week

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from $225 / night

(1) Excellent 

18

Maui / Lahaina

2 6 1 night min

  • 2 bedrooms
  • Sleeps 6
  • 1 night min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly

 …see more

from $350 / night

$2400 - $5100 / week

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from $350 / night

(16) Very Good 

17

Hawaii / Maui

Studio 6 Min stay varies

  • Studio
  • Sleeps 6
  • Min stay varies
  • Ask about children
  • Ask about pets

 …see more

from $1700 / night

$11900 / week

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from $1700 / night

(9) Very Good 

27

Maui / Lahaina

Studio 6 Min stay varies

  • Studio
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

 …see more

from $245 / night

$1715 / week

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from $245 / night

(1) Very Good 

22

Maui / Wailea

Studio 4 Min stay varies

  • Studio
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

 …see more

from $225 / night

$1575 - $2135 / week

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from $225 / night

(2) Very Good 

17

Maui / Wailea

Studio 4 Min stay varies

  • Studio
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

 …see more

from $235 / night

$1645 - $2170 / week

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from $235 / night

(18) Very Good 

14

Maui / Wailea

Studio 6 Min stay varies

  • Studio
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Ask about children

 …see more

from $220 / night

$1540 - $2030 / week

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from $220 / night

(3) Excellent 

16

Hawaii / Maui

Studio 6 Min stay varies

  • Studio
  • Sleeps 6
  • Min stay varies
  • Ask about children
  • Ask about pets

 …see more

from $1495 / night

$10465 / week

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from $1495 / night

(2) Very Good 

20

Maui / Wailea

Studio 4 Min stay varies

  • Studio
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

 …see more

from $260 / night

$1820 - $2415 / week

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from $260 / night

(2) Very Good 

19

Maui / Wailea

Studio 4 Min stay varies

  • Studio
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

 …see more

from $235 / night

$1645 - $2170 / week

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from $235 / night

21

Maui / Napili-Honokowai

Studio 4 Min stay varies

  • Studio
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Child friendly

 …see more

from $140 / night

$1323 - $1547 / week

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from $140 / night

25

Maui / Wailea

Studio 4 Min stay varies

  • Studio
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

 …see more

from $315 / night

$2205 - $2765 / week

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from $315 / night

(3) Very Good 

23

Maui / Wailea

Studio 4 Min stay varies

  • Studio
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

 …see more

from $285 / night

$1995 - $2520 / week

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from $285 / night

(25) Very Good 

16

Maui / Kihei

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 $95 / night

$665 / week

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from $95 / night

20

Maui / Wailea

Studio 4 Min stay varies

  • Studio
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

 …see more

from $270 / night

$1890 - $2765 / week

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from $270 / night

18

Maui / Wailea

Studio 6 Min stay varies

  • Studio
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

 …see more

from $415 / night

$2905 - $3745 / week

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from $415 / night

(4) Excellent 

24

Maui / Wailea

Studio 4 Min stay varies

  • Studio
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

 …see more

from $645 / night

$4515 - $5845 / week

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from $645 / night

(56) Excellent 

20

Maui / Lahaina

Studio 5 1 night min

  • Studio
  • Sleeps 5
  • 1 night min
  • Ask about children
  • Ask about pets

 …see more

from $335 / night

$2345 / week

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from $335 / night

17

Hawaii / Maui

Studio 4 Min stay varies

  • Studio
  • Sleeps 4
  • Min stay varies
  • Ask about children
  • Air conditioning

 …see more

from $335 / night

$2345 - $3045 / week

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from $335 / night

15

Hawaii / Maui

Studio 2 Min stay varies

  • Studio
  • Sleeps 2
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

 …see more

from $200 / night

$1400 - $1855 / week

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from $200 / night

22

Maui / Wailea

Studio 4 3 nights min

  • Studio
  • Sleeps 4
  • 3 nights min
  • Ask about children
  • Ask about pets

 …see more

from $244 / night

$1540 - $3157 / week

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from $244 / night

(3) Excellent 

24

Maui / Lahaina

1 4 4 nights min

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

 …see more

from $180 / night

$1260 / week

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from $180 / night

(3) Very Good 

18

Maui / Wailea

Studio 4 Min stay varies

  • Studio
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

 …see more

from $220 / night

$1540 - $2170 / week

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from $220 / night

(2) Excellent 

18

Hawaii / Maui

Studio 4 Min stay varies

  • Studio
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

 …see more

from $325 / night

$2275 - $3255 / week

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from $325 / night

16

Maui / Wailea

Studio 6 Min stay varies

  • Studio
  • Sleeps 6
  • Min stay varies
  • Ask about children

 …see more

from $383 / night

$2681 - $4816 / week

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from $383 / night

12

Maui / Paia

1 4 1 night min

  • 1 bedroom
  • Sleeps 4
  • 1 night min
  • Child friendly
  • Pet friendly

 …see more

from $225 / night

$1505 / week

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from $225 / night

(2) Very Good 

13

Maui / Wailea

Studio 2 Min stay varies

  • Studio
  • Sleeps 2
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

 …see more

from $210 / night

$1470 - $1925 / week

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from $210 / night

(1) Excellent 

32

Maui / Lahaina

Studio 8 7 nights min

  • Studio
  • Sleeps 8
  • 7 nights min
  • Ask about children
  • Ask about pets

 …see more

from $1450 / night

$10150 / week

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from $1450 / night

16

Maui / Wailea

Studio 2 Min stay varies

  • Studio
  • Sleeps 2
  • Min stay varies
  • Ask about children

 …see more

from $459 / night

$3213 - $6356 / week

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from $459 / night

(1) Excellent 

32

Maui / Lahaina

Studio 4 Min stay varies

  • Studio
  • Sleeps 4
  • Min stay varies
  • Ask about children

 …see more

from $129 / night

$903 - $1750 / week

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from $129 / night

19

Maui / Wailea

Studio 4 Min stay varies

  • Studio
  • Sleeps 4
  • Min stay varies
  • Ask about children
  • Air conditioning

 …see more

from $255 / night

$1785 - $2520 / week

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from $255 / night

1