50 Best Maui Vacation rentals on Holiday Lettings - Condos

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2,852 Vacation rentals

12

Vacation home in Huelo

Maui / Huelo

2 5 5 nights min

  • 2 bedrooms
  • sleeps 5
  • 5 nights min
  • Child friendly
  • Pet friendly
A Magical Location with WATERFALL hike, Wonderful Panoramic Ocean Views from the cottage & a large very private back yard with out a neighbor in sight! Surround with nature preserve this is a taste of old Hawaii! Nature Activities & beaches 15 mins away! A Fun Nature P …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
  • 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 at the resort. A wint …see more

from $400 / night

$1,990 / week

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from $400 / night

(1) Good 

6

Vacation studio rental

Maui / Lahaina

Studio 4 7 nights min

  • Studio
  • sleeps 4
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
*** this is for a Studio Premium unit*** This property is 3 minutes walk from the beach. Set between North Ka’anapali Beach and the mountains of West Maui, this Lahaina, Hawaii resort features 6 outdoor pools. It has spacious villas with views of the ocean or island. …see more

from $399 / night

$2,793 / week

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from $399 / night

68

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 humpback wh …see more

from $350 / night

$2,450 / week

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Responds fast!
avg. 1 hour 29 minutes

from $350 / 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

$1,533 / week

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from $219 / night

20

Vacation condo in Kihei

Maui / Kihei

1 2 min stay varies

  • 1 bedroom
  • sleeps 2
  • min stay varies
1 bedroom corner unit. Close to beachfront, bbq's and pool. Located on a 5 mile sandy beach, ideal for taking long walks. Surf is calm, activities include kayaking, paddle boarding and snorkelling. Condo has recently been updated with new bathroom, flooring and furnishi …see more

from $160 / night

$1,120 / week

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from $160 / night

23

Vacation studio with shared pool in Ka'anapali

Maui / Ka'anapali

Studio 3 4 nights min

  • Studio
  • sleeps 3
  • 4 nights min
  • Nearest beach 0 mi
  • Swimming pool
  • Child friendly
Experience breathtaking views of the ocean, tropical gardens and newly renovated garden pool from one of the best vantage points in the entire complex. If the daytime views of the ocean and the island of Lanai aren't enough, wait until sunset when you see the tiki torc …see more

from $175 / night

$1,225 / week

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from $175 / night

10

Kihei Vacation condo rental

Maui / Kihei

1 4 4 nights min

  • 1 bedroom
  • sleeps 4
  • 4 nights min
  • Child friendly
Welcome to this home away from home. This is a lovely, well-maintained 1 bedroom condo in the family friendly complex of Hale Kamaole. Walking distance to Kamaole II and III, shopping, restaurants, and parks. Complex has 2 pools, gas and coal BBQs, and a tennis court, a …see more

from $152 / night

$1,064 / week

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from $152 / night

20

Vacation home in Lahaina

Maui / Lahaina

3 8 min stay varies

  • 3 bedrooms
  • sleeps 8
  • min stay varies
  • Child friendly
272-3 Upscale Oceanfront Townhome 272-3 is an upcale 3 bedroom 3.5 bath oceanfront unit with bikes, steps to the beach ccess, a lot of ocean stuff and a very well equipped kitchen . The unit has a Mr. Coffee pot and a Keurig coffee machine a we …see more

from $610 / night

$4,270 / week

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from $610 / night

12

Vacation apartment with shared pool in Ka'anapali

Maui / Ka'anapali

2 6 7 nights min

  • 2 bedrooms
  • sleeps 6
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
New Westin Nanea Premium resort with full access to adjacent Westin property. 4 pools including kids pool, water slides, hot tubs, several semi private pools, etc. On the beach with private beach lounge chairs included. Snorkelling off the beach. Full service hotel with …see more

from $400 / night

$2,800 - $4,550 / week

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from $400 / night

14

Vacation apartment with shared pool in Kihei

Maui / Kihei

1 4 min stay varies

  • 1 bedroom
  • sleeps 4
  • min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning
Hawaii Tax ID: TA-*******-7536-01 This designer/Oceanfront unit is one of the best places to stay in Kihei. You will be blown away by both the interior and lanai of this property with 190 degree views of the ocean and remodeled interior. Enjoy a piece of tropical luxury …see more

from $175 / night

$1,225 / week

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from $175 / night

(8) Excellent 

17

Tented camp rental in Hana

Maui / Hana

1 8 1 night min

  • 1 bedroom
  • sleeps 8
  • 1 night min
  • Child friendly
Hana Camping under the Stars! Gorgeous campground at picturesque setting by volcanic Black Sand Beach & freshwater pool caves. Both are great for swimming! Campground features free parking, restrooms, running water & picnic tables. We provide complete camping equipm …see more

from $60 / night

$420 / week

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from $60 / night

(46) Very Good 

13

Vacation home in Hana

Maui / Hana

2 5 1 night min

  • 2 bedrooms
  • sleeps 5
  • 1 night min
  • Beach/lakeside relaxation
  • Nearest beach 3 mi
  • Child friendly
You drive some two hours on the Hana Highway, one of the USA’s most renowned roads, crossing about sixty bridges as you wind along the scenic crags of Haleakala marveling at the waterfalls and looking down on the wide ocean. This spectacular journey takes you to the be …see more

from $250 / night

$1,580 - $1,937 / week

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Responds fast!
avg. 3 hours 44 minutes

from $250 / night

(4) Excellent 

19

Apartment rental in Kihei with shared pool

Maui / Kihei

1 4 7 nights min

  • 1 bedroom
  • sleeps 4
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0.02 mi
  • Swimming pool
This beautiful one bedroom, one bath condo is like home away from home. The warm tropical décor immediately puts you in the 'Maui Mood'. It is located in the heart of Kihei, just across the street from the beach. It overlooks a very quiet, tropical courtyard that leads …see more

from $125 / night

$875 - $1,015 / week

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from $125 / night

11

Apartment accommodation in Kihei with shared pool

Maui / Kihei

1 2 min stay varies

  • 1 bedroom
  • sleeps 2
  • min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning
Hawaii Tax ID: TA-*******-7904-01 E komo mai! Enjoy this unit located in the first building of the Maui Vista. Located right across the street from the very popular Charley Young beach park and only minutes away from many restaurants and shops, you will find this locati …see more

from $130 / night

$910 / week

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from $130 / night

11

Kihei Vacation apartment rental

Maui / Kihei

1 2 min stay varies

  • 1 bedroom
  • sleeps 2
  • min stay varies
  • Swimming pool
  • Ask about children
  • Ask about pets
Hawaii Tax ID: W********-01 This ocean front Kihei Surfside unit has tropical furnishings. Fall asleep listening to the sound of the surf! The view is as good as I can get, with the ocean just yards away. Provided for your use is a nice ocean side swimming pool with BBQ …see more

from $215 / night

$1,505 / week

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from $215 / night

(23) Excellent 

Certificate of Excellence

30

Vacation apartment with golf nearby in Ka'anapali

Maui / Ka'anapali

2 6 min stay varies

  • 2 bedrooms
  • sleeps 6
  • min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 3 mi
  • Swimming pool
[Latest upgrades: We replaced the single box AC unit on the lanai with 3 Fujitsu, tri-zone AC units with wireless remotes to provide AC throughout the condo, not just in the LR; we replaced the original lanai doors and jalousies with new a six-panel, Thermopane wall of …see more

Certificate of Excellence

from $235 / night

$1,645 / week

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Responds fast!
avg. 3 hours 16 minutes

from $235 / night

14

Lahaina Vacation villa rental

Maui / Lahaina

3 8 min stay varies

  • 3 bedrooms
  • sleeps 8
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Exquisite attention to decorating details and luxurious appointments welcome you as you enter "King Protea Residence". King Protea Residence is set within Montage Kapalua Bay Resort and is not affiliated with, or contract with, Montage Hotels and Resort villa management …see more

from $1,725 / night

$12,075 - $27,125 / week

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from $1,725 / night

31

Hotel apartment rental in Ka'anapali with golf nearby

Maui / Ka'anapali

1 4 min stay varies

  • 1 bedroom
  • sleeps 4
  • min stay varies
  • Child friendly
  • Air conditioning
Our 575 sq ft ocean View Studio is perfectly located on the Aloha Tower's 5th floor. The studio is perfect for families of four with two queen size beds, sofa and dining table for four. Special features include: 1000 Thread Count Egyptian Cotton Bedding Air Conditioner …see more

from $259 / night

$1,813 / week

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from $259 / night

18

Vacation apartment with shared pool in Kihei

Maui / Kihei

1 4 min stay varies

  • 1 bedroom
  • sleeps 4
  • min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning
HI Tax ID: TA-*******-4000-01 You are certain to enjoy your vacation in Maui Vista 1102! This colorful ground floor unit will put a smile on your face and be your relaxing home away from home. This unit is one bedroom, one bathroom with a generous walk out lanai space w …see more

from $130 / night

$910 / week

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from $130 / night

(27) Very Good 

23

Vacation tented camp in Hana

Maui / Hana

1 8 1 night min

  • 1 bedroom
  • sleeps 8
  • 1 night min
  • Beach/lakeside relaxation
  • Child friendly
Hana Camping under the Stars! Gorgeous campground at picturesque setting by volcanic Black Sand Beach & freshwater pool caves. Both are great for swimming! Campground features free parking, restrooms, running water & picnic tables. We provide complete camping equipm …see more

from $60 / night

$420 / week

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from $60 / night

(17) Very Good 

Certificate of Excellence

27

Kihei Vacation apartment rental

Maui / Kihei

1 4 1 night min

  • 1 bedroom
  • sleeps 4
  • 1 night min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
ALOHA! Imagine enjoying your morning coffee as whales play in the warm Pacific Ocean that lies just yards away. Enjoy long strolls on the beach - a refreshing dip in the pool and a relaxing Jacuzzi hot tub under the Maui stars and moon with the ambiance of Hawaiian tiki …see more

Certificate of Excellence

from $155 / night

$900 / week

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from $155 / night

(45) Very Good 

Certificate of Excellence

19

Vacation apartment in Hana

Maui / Hana

1 2 1 night min

  • 1 bedroom
  • sleeps 2
  • 1 night min
  • Air conditioning
Minimum stay is 1 night, except 2 nights minimum during certain holidays and special events. The maximum stay is 2 nights. Escape to a private studio guest suite in beautiful remote Hana, Maui. The air conditioned guest suite offers a comfortable king size bed and ful …see more

Certificate of Excellence

from $189 / night

$1,323 / week

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Responds fast!
avg. 1 hour 38 minutes

from $189 / night

11

Vacation apartment with shared pool in Kihei

Maui / Kihei

1 4 min stay varies

  • 1 bedroom
  • sleeps 4
  • min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning
Hawaii Tax ID: W********-01 This ground floor unit is a perfect getaway for a quiet beach vacation. The complex is in the quiet area of North Kihei and sits along the white sandy beach. You will love waking up to the sound of crashing waves and beautiful views of the Pa …see more

from $165 / night

$1,155 / week

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from $165 / night

50

Vacation apartment with shared pool in Wailuku

Maui / Wailuku

1 4 4 nights min

  • 1 bedroom
  • sleeps 4
  • 4 nights min
  • Swimming pool
  • Child friendly
Our managing agent Maui Beachfront Rentals located on island knows our unit intimately, has the ability to negotiate and is happy to arrange for any special needs you may have. Google "Maui Beachfront Rentals" for personalized service. Enjoy a peaceful and relaxing s …see more

from $149 / night

$1,043 / week

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from $149 / night

(1) Excellent 

17

Apartment rental in Lahaina with shared pool

Maui / Lahaina

2 5 5 nights min

  • 2 bedrooms
  • sleeps 5
  • 5 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
Ka Laki Niu ( The Lucky Coconut) Brand new Pohailani condo, completely redone. Condo is located on 9 lush tropical acres in a quiet complex across the road from the beach. Close to shops and restaurants. 5 min drive north to Napili bay one of the best places on the isla …see more

from $154 / night

$1,078 / week

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from $154 / night

(25) Excellent 

Certificate of Excellence

35

Kihei Vacation apartment rental

Maui / Kihei

2 5 min stay varies

  • 2 bedrooms
  • sleeps 5
  • min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0.25 mi
  • Swimming pool
Experience our luxurious new bathrooms that were both totally remodelled and now feature premium granite vanities, all ceramic tile showers & baths, floors & walls with granite, travertine and onyx accents, tropical etched glass, new fixtures and more!We are pleased to …see more

Certificate of Excellence

from $219 / night

$1,533 / week

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Responds fast!
avg. 1 hour 23 minutes

from $219 / night

10

Kihei Vacation condo rental

Maui / Kihei

1 4 min stay varies

  • 1 bedroom
  • sleeps 4
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Aloha! Welcome to our little place in paradise. We are happy to share our beautiful, clean and well equipped condo with you. Maui Vista 2302 has a modern kitchen, including stainless steel appliances, granite counter tops, back splash and honey maple cabinets. Visit …see more

from $125 / night

$980 / week

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Responds fast!
avg. 3 hours 40 minutes

from $125 / night

(2) Excellent 

23

Wailea Vacation condo rental

Maui / Wailea

2 6 3 nights min

  • 2 bedrooms
  • sleeps 6
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
This amazing newly renovated two bedroom condo has breathtaking ocean views, brand-new everything including appliances and top of the line luxury mattresses and bedding! Located on the fifth floor giving you stellar ocean views. The property is oceanfront situated on o …see more

from $550 / night

$3,850 / week

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from $550 / night

(36) Excellent 

33

Vacation apartment rental

Maui / Ka'anapali

2 5 min stay varies

  • 2 bedrooms
  • sleeps 5
  • min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
Suite 802. The Whaler Maui. Luxurious 2 bedroom / 2 bathroom privately owned oceanfront corner condominium located on Kaanapali Beach, Maui, Hawaii. Unobstructed views of the Pacific Ocean, Molokai Channel, Kaanapali Beach, famous Black Rock, and neighboring islands …see more

from $750 / night

$5,600 - $5,950 / week

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Responds fast!
avg. 32 minutes

from $750 / night

(4) Excellent 

24

Apartment rental in Lahaina

Maui / Lahaina

1 4 min stay varies

  • 1 bedroom
  • sleeps 4
  • min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
The Royal Kahana Resorts boast one of the best locations in West Maui / Kahana area. The Royal Kahana is situated on a quiet, sandy 1/2 mile of beachfront. We share our beachfront with visiting Turtles and passing whales. We are located between Kaanapali Beach Resort a …see more

from $165 / night

$1,155 / week

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Responds fast!
avg. 56 minutes

from $165 / night

15

Vacation apartment accommodation

Maui / Kihei

1 4 min stay varies

  • 1 bedroom
  • sleeps 4
  • min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning
Hawaii Tax ID: TA-*******-0528-01 This amazing beachfront condo has unparalleled 180 degrees ocean views. This condo is upgraded and has a bright and open feel. Nicely decorated, you will love this comfortable layout with everything you need for your Maui vacation. You …see more

from $165 / night

$1,155 / week

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from $165 / night

12

Vacation apartment with shared pool in Kihei

Maui / Kihei

1 4 min stay varies

  • 1 bedroom
  • sleeps 4
  • min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning
Hawaii Tax ID: TA-*******-3760-01 Maui Vista 1313 has a beautiful ocean view and tropical furnishings that will remind you that you’re in Maui even when the curtains are drawn! There is lots of comfortable seating options, dining table for four, private lanai and washer …see more

from $145 / night

$1,015 / week

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from $145 / night

(35) Excellent 

Certificate of Excellence

6

Vacation cottage in Hana

Maui / Hana

1 2 2 nights min

  • 1 bedroom
  • sleeps 2
  • 2 nights min
Our CABANA is secluded and private in a garden setting with an ocean view. The studio cottage with its open beam ceiling and ceiling fan offers a bright and airy tropical hideaway from which to explore the many natural wonders of Hana. Tastefully decorated in island sty …see more

Certificate of Excellence

from $175 / night

$1,225 / week

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from $175 / night

10

Vacation apartment with shared pool in Kihei

Maui / Kihei

2 6 min stay varies

  • 2 bedrooms
  • sleeps 6
  • min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning
Hawaii Tax ID: TA-*******-1408-01 This spacious ground floor unit has everything you need for your home away from home, enjoy the fully stocked kitchen and the washer and dryer. With many seating options enjoy meals in the comfort of your living room. Bedding Arrangemen …see more

from $145 / night

$1,015 / week

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from $145 / night

14

Paia Vacation home accommodation

Maui / Paia

2 4 4 nights min

  • 2 bedrooms
  • sleeps 4
  • 4 nights min
  • Child friendly
STPH2013/0004 Nestled on Baldwin Avenue, this two bedroom cottage provides convenient accommodations, ( comfy queen sized beds in each bedroom), with the amenities of Historic Paia Town and Paia Bay just a few minutes walk away and all areas of the island within easy d …see more

from $210 / night

$1,470 / week

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Responds fast!
avg. 2 hours 26 minutes

from $210 / night

(2) Excellent 

10

Vacation apartment with shared pool in Kihei

Maui / Kihei

1 4 min stay varies

  • 1 bedroom
  • sleeps 4
  • min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning
Hawaii Tax ID: TA-*******-8368-01 Kalama Terrace enjoys partial ocean views and privacy from the main Kihei road. Its peaceful location and comfortable amenities, including an on-site pool and laundry facility, provide a relaxing environment for your ideal Maui vacation …see more

from $115 / night

$805 / week

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from $115 / night

14

Kihei Vacation apartment rental

Maui / Kihei

1 4 min stay varies

  • 1 bedroom
  • sleeps 4
  • min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning
Hawaii Tax ID: TA-*******-4864-01 This tastefully decorated one bedroom condo is located right on the beach in North Kihei. You will love walking out of your door right onto the white sandy beach. This condo will provide all of the luxuries you need for a perfect Maui g …see more

from $155 / night

$1,085 / week

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from $155 / night

(1) Excellent 

24

Vacation condo with shared pool in Maalaea

Maui / Maalaea

2 5 4 nights min

  • 2 bedrooms
  • sleeps 5
  • 4 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
Our beautiful vacation rental is located on the north end of gorgeous Maalaea Bay in South Maui, fifteen minutes from the Kahului Airport (Maui's main airport), and twenty minutes from the popular resort areas of Lahaina, Kaanapali, Kihei and Wailea. The resort is loca …see more

from $195 / night

$1,365 / week

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from $195 / night

(28) Very Good 

21

Vacation home in Ka'anapali

Maui / Ka'anapali

1 4 min stay varies

  • 1 bedroom
  • sleeps 4
  • min stay varies
  • Ask about children
  • Ask about pets
Maui Eldorado A203, enjoy spectacular views of the ocean and golf course, 15 minute walk to Whaler's Village shops and restaurants. The updated kitchen is made for the gourmet chef with granite countertops and new stainless appliances, offering a configuration that is p …see more

from $189 / night

$1,323 / week

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Responds fast!
avg. 2 hours 46 minutes

from $189 / night

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