50 Best Maui Vacation rentals on Holiday Lettings - Condos

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Vacation rentals Lahaina
749 properties
Condos Kihei
723 properties
Condos Wailea
157 properties
Ka'anapali
102 properties
Villas Kapalua
69 properties
Condos Napili-Honokowai
41 properties
Condos Maalaea
26 properties
Haiku
23 properties
Vacation rentals Paia
15 properties
Apartments Wailuku
15 properties
Vacation rentals Hana
8 properties
Makawao
8 properties

Maui

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1,938 Vacation rentals

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8

Maui / Paia

2 4 90 nights min

  • 2 bedrooms
  • Sleeps 4
  • 90 nights min
  • Child friendly

 …see more

from $191 / night

$1335 / week

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from $191 / night

(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

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

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

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

(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

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

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

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

(1) Very Good 

28

Maui / Lahaina

Studio 4 Min stay varies

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

 …see more

from $175 / night

$1225 - $1274 / week

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from $175 / night

(1) Excellent 

26

Maui / Kihei

2 5 5 nights min

  • 2 bedrooms
  • Sleeps 5
  • 5 nights min
  • Child friendly

 …see more

from $195 / night

$1365 / week

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from $195 / night

36

Maui / Lahaina

1 4 3 nights min

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

 …see more

from $140 / night

$980 / week

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from $140 / night

(1) Excellent 

7

Maui / Paia

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Beach/lakeside relaxation
  • Child friendly
  • Air conditioning

 …see more

from $300 / night

$2100 - $2275 / week

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from $300 / night

(3) Excellent 

49

Maui / Lahaina

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 110 mi
  • Swimming pool

 …see more

from $850 / night

$5950 / week

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from $850 / night

(10) Very Good 

39

Maui / Ka'anapali

2 4 Min stay varies

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

 …see more

from $195 / night

$1365 - $1540 / week

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from $195 / 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

(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

(5) Excellent 

15

Maui / Kihei

1 4 Min stay varies

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

 …see more

from $140 / night

$1000 - $1400 / week

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from $140 / night

(24) Very Good 

17

Maui / Maalaea

2 4 Min stay varies

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

 …see more

from $150 / night

$1050 / week

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from $150 / night

(41) Excellent 

18

Maui / Lahaina

Studio 6 1 night min

  • Studio
  • Sleeps 6
  • 1 night min
  • Ask about children
  • Ask about pets

 …see more

from $580 / night

$4060 / week

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from $580 / 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

(10) Very Good 

57

Maui / Kihei

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0 mi
  • Swimming pool

 …see more

from $150 / night

$1225 / week

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from $150 / night

(1) Excellent 

10

Maui / Maalaea

2 6 Min stay varies

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

 …see more

from $200 / night

$1400 / week

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from $200 / night

(4) Excellent 

16

Hawaii / Maui

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children

 …see more

from $635 / night

$4445 - $5775 / week

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from $635 / night

(5) Very Good 

19

Maui / Lahaina

1 4 Min stay varies

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

 …see more

from $190 / night

$1330 / week

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from $190 / night

(1) Excellent 

17

Hawaii / Maui

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

 …see more

from $315 / night

$2205 - $3605 / week

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from $315 / night

(23) Excellent 

15

Maui / Hana

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
  • Nearest beach 14 mi

 …see more

from $218 / night

$1526 / week

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from $218 / night

(3) Excellent 

28

Maui / Kihei

2 6 1 night min

  • 2 bedrooms
  • Sleeps 6
  • 1 night min
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from $99 / night

$693 / week

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from $99 / night

28

Maui / Napili-Honokowai

1 4 Min stay varies

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

 …see more

from $146 / night

$1400 - $1519 / week

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from $146 / night

(4) Excellent 

25

Maui / Wailea

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 3 mi
  • Swimming pool

 …see more

from $195 / night

$1365 - $2380 / week

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from $195 / night

(4) Excellent 

22

Maui / Kihei

1 4 Min stay varies

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

 …see more

from $95 / night

$665 / week

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from $95 / night

(3) Excellent 

23

Maui / Kihei

2 6 1 night min

  • 2 bedrooms
  • Sleeps 6
  • 1 night min
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from $109 / night

$763 / week

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from $109 / night

(1) Excellent 

43

Maui / Lahaina

1 4 Min stay varies

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

 …see more

from $135 / night

$945 - $7903 / week

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from $135 / night

(13) Excellent 

17

Maui / Wailea

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • 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

(44) Excellent 

23

Maui / Lahaina

Studio 8 1 night min

  • Studio
  • Sleeps 8
  • 1 night min
  • Swimming pool
  • Ask about children
  • Ask about pets

 …see more

from $580 / night

$4060 / week

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from $580 / night

(1) Excellent 

15

Maui / Wailea

2 8 4 nights min

  • 2 bedrooms
  • Sleeps 8
  • 4 nights min
  • Nearest beach 1 mi
  • Child friendly

 …see more

from $190 / night

$1300 - $1580 / week

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from $190 / night

(2) Very Good 

10

Maui / Kapalua

Studio 4 Min stay varies

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

 …see more

from $289 / night

$2023 - $2583 / week

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from $289 / night

(7) Excellent 

22

Maui / Kihei

1 2 Min stay varies

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

 …see more

from $99 / night

$693 / week

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from $99 / night

(4) Excellent 

16

Maui / Kihei

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly

 …see more

from $97 / night

$833 - $903 / week

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from $97 / night

(8) Very Good 

22

Maui / Lahaina

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Ask about pets

 …see more

from $155 / night

$1085 / week

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from $155 / night