50 Best Vacation Rentals in Ka'anapali - Holiday Lettings - Cabins

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Ka'anapali

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107 Vacation rentals

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 discover …see more

from $358 / night

$2500 / week

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from $358 / night

(10) Excellent 

24

Vacation apartment with swimming pool in Ka'anapali

Maui / Ka'anapali

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0 mi
  • Swimming pool
Cozy fully furnished 2 bedroom 1 bath condo just north of Kaanapali and across from a Beach Park. Nestled along the west Maui coast, this centrally located two bedroom one bath condo at Honokowai Palms is 35 yards to the Beach Park and 70 yards to the Pacific ocean. …see more

from $120 / night

$820 - $1232 / week

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from $120 / night

4

Vacation villa rental

Maui / Ka'anapali

1 4 7 nights min

  • 1 bedroom
  • Sleeps 4
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Deluxe 1 Bedroom premium Villa ( South Side) Westin Kaanapali ocean Resorts Villas . Dates are Saturday 6/10 /2017 4pm Check In to Saturday 6/17/2017 10am check out ( dates are not flexible as this resort is fully Booked for any other dates in summer of 2017 BBQDVD …see more

from $308 / night

$2150 / week

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from $308 / night

19

Ka'anapali Vacation hotel apartment rental

Maui / Ka'anapali

2 8 7 nights min

  • 2 bedrooms
  • Sleeps 8
  • 7 nights min
  • Beach/lakeside relaxation
  • Child friendly
The Westin Ka'anapali Ocean Resort Villas is an oceanfront resort located on Ka'anapali Beach, one of Maui's most desired beaches. From this luxurious resort you can enjoy spectacular views of the ocean as well as the islands of Lanai and Molokai. While relaxing on your …see more

from $1072 / night

$7500 - $8400 / week

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from $1072 / night

(10) Very Good 

39

Ka'anapali Vacation apartment rental

Maui / Ka'anapali

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0 mi
  • Swimming pool
Aloha Maui Eldorado Resort is located on 10 acres of lush tropical gardens in the center of the Kaanapali Beach area which is the premier resort area on the west coast of Maui. It has expansive views of the neighbor islands of Molokai and Lanai. It is between Lahaina a …see more

from $195 / night

$1365 - $1470 / week

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from $195 / night

12

Vacation condo with shared pool in Ka'anapali

Maui / Ka'anapali

1 4 2 nights min

  • 1 bedroom
  • Sleeps 4
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Kaanapali Beach Club Resort - Embassy Suites Kaanapali (EVR) 2016 Summer filling quickly. $150 OFF JULY 2016 full 7 night weekly stay only. Book early for 2017 to ensure availability! Prices below are based on full 7 night week, other durations available (2 night m …see more

from $295 / night

$1995 / week

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from $295 / night

(26) Very Good 

36

Vacation home in Ka'anapali

Maui / Ka'anapali

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Ask about children
  • Air conditioning
  • Ask about pets
Premium ocean and golf course view command this 1 bedroom spacious condo at 1200 sq ft. K212 is located higher up in elevation than all other units so it affords sweeping golf course and panoramic ocean views. Unlike any other unit at the resort of the Maui Eldorado. On …see more

from $180 / night

$1260 / week

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from $180 / night

12

Vacation studio in Ka'anapali

Maui / Ka'anapali

Studio 3 5 nights min

  • Studio
  • Sleeps 3
  • 5 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Our 7th floor Junior Suite is spacious and well-appointed with a Queen Bed; as well as a queen sofa sleeper for the occasional guest. There are seating arrangements for relaxing and dining. You will find plenty of space to store your clothing and personal items. The kit …see more

from $191 / night

$1331 / week

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from $191 / night

21

Vacation condo with shared pool, golf nearby in Ka'anapali

Maui / Ka'anapali

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
Low March rates! Peak season! Come see the whales! Remodeled 2bd/2bth Condo on 16th fairway of Kaanapali golf course with partial ocean view. Over 1500sq ft. + huge lanai. Central AC, free WI-FI. 5 min. walk to Whaler's shops, restaurants, and Black Rock beach. Pool, …see more

from $250 / night

$2380 / week

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from $250 / night

(4) Excellent 

28

Vacation apartment with shared pool in Ka'anapali

Maui / Ka'anapali

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Child friendly
Mahana Resort 1117 - Kaanapali Incredible Panoramic Ocean Views from this DIRECT oceanfront property. Located on the 11th floor of the Mahana, you will sense 'pride of ownership' when you enter this completely remodeled one bedroom/one bath oceanfront condominium. Floor …see more

from $283 / night

$1981 - $2688 / week

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from $283 / night

19

Studio rental in Ka'anapali with shared pool

Maui / Ka'anapali

Studio 3 5 nights min

  • Studio
  • Sleeps 3
  • 5 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Our Junior Suite is spacious and well-appointed with a Queen Bed and seating arrangements for relaxing and dining. You will find plenty of space to store your clothing and personal items. The kitchen comes fully equipped with all the modern conveniences. Bring your favo …see more

from $191 / night

$1331 / week

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from $191 / night

13

Vacation villa in Ka'anapali

Maui / Ka'anapali

2 8 7 nights min

  • 2 bedrooms
  • Sleeps 8
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
The Westin Ka'anapali Ocean Resort Villas is an oceanfront resort located on Ka'anapali Beach, one of Maui's most desired beaches. From this luxurious resort you can enjoy spectacular views of the ocean as well as the islands of Lanai and Molokai. While relaxing on your …see more

from $1072 / night

$7500 / week

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from $1072 / night

(15) Very Good 

24

Vacation home rental

Maui / Ka'anapali

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Ask about children
  • Air conditioning
  • Ask about pets
Located in the heart of Kaanapali, this Maui Eldorado vacation rental with ocean views overlooking main pool. Bright corner unit for additional privacy and 1700 sq ft big. Large lanai extends from bedroom to living room and wraps around. BBQ on your private lanai. King …see more

from $250 / night

$1750 / week

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from $250 / night

(4) Excellent 

18

Vacation apartment rental

Maui / Ka'anapali

1 6 Min stay varies

  • 1 bedroom
  • Sleeps 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0 mi
  • Child friendly
Aloha! Welcome to Paradise! Located in the newer, quiet, Konea Tower! No where near the contruction. The farthest location possible. Welcome to the Honua Kai Resort and Spa, Maui's newest luxury beach front resort. Located in West Maui, North Ka'anapali B …see more

from $249 / night

$1855 - $1953 / week

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from $249 / night

26

Vacation apartment with shared pool in Ka'anapali

Maui / Ka'anapali

1 5 5 nights min

  • 1 bedroom
  • Sleeps 5
  • 5 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Our One Bedroom Corner unit is spacious and well-appointed with a King Bed in the bedroom and a Queen sofa bed in the living room. There is seating arrangements for relaxing and dining. You will find plenty of space to store your clothing and personal items. The kitchen …see more

from $260 / night

$1820 / week

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from $260 / night

4

Villa rental in Ka'anapali

Maui / Ka'anapali

2 4 1 night min

  • 2 bedrooms
  • Sleeps 4
  • 1 night min
  • Beach/lakeside relaxation
  • Child friendly
  • Air conditioning
This can be rented as a studio or a one bedroom . All units have a deck, full kitchen, washer and dryer. I may have a 2 bedroom depending on time of year-inquire I have it booked as one bedroom right now for 3/18 for 7 night (spring break) with an ocean view but can l …see more

from $350 / night

$2450 / week

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from $350 / night

(28) Very Good 

34

Vacation studio in Ka'anapali

Maui / Ka'anapali

Studio 2 Min stay varies

  • Studio
  • Sleeps 2
  • Min stay varies
  • Ask about children
  • Air conditioning
  • Ask about pets
Maui Eldorado vacation rental in the heart of Kaanapali at the Maui Eldorado Resort. Surrounded by palm and plumeria trees with expansive views of the main pool and partial view of the ocean. Perfect for the couple seeking an exquisite 5 star luxury and affordable Kaana …see more

from $100 / night

$700 / week

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from $100 / night

(1) Excellent 

13

Ka'anapali Vacation cottage rental

Maui / Ka'anapali

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Nearest beach 1 mi
  • Swimming pool
  • Child friendly
Aloha and Welcome to our 'Pono Plantation Cottage' your private Maui getaway. Nestled hillside across from the beautiful Ka'anapali Ocean Resort. Relax in vintage Hawaiian comfort in our spacious 3 bedroom, 3 bathroom plantation style home. Our cottage is located o …see more

from $370 / night

$2590 / week

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from $370 / night

20

Vacation apartment in Ka'anapali

Maui / Ka'anapali

1 5 5 nights min

  • 1 bedroom
  • Sleeps 5
  • 5 nights min
  • Child friendly
Our One Bedroom Corner unit is spacious and well-appointed with a King Bed in the bedroom and a Queen sofa bed in the living room. There is seating arrangements for relaxing and dining. You will find plenty of space to store your clothing and personal items. The kitch …see more

from $260 / night

$1820 - $2870 / week

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from $260 / night

(25) Excellent 

28

Vacation home rental

Maui / Ka'anapali

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Ask about children
  • Air conditioning
  • Ask about pets
Enjoy a premier ocean view from the J block at the Maui Eldorado Resort located right on the famous Maui Kaanapali Golf Course. Closest condo to the #1 Kannapali Beach. Modern decor with a touch of tropical Haiwaiian elegance adorn this one bedroom almost ocean front Ma …see more

from $195 / night

$1365 / week

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from $195 / night

(7) Very Good 

22

Studio rental in Ka'anapali

Maui / Ka'anapali

Studio 2 Min stay varies

  • Studio
  • Sleeps 2
  • Min stay varies
  • Ask about children
  • Air conditioning
  • Ask about pets
Maui Eldorado Resort J109, located in J building, in the heart of the Kaanapali Resort area. The Resort fronts the Kaanapali golf course and features a private beach-front cabana on a mile of sandy Kaanapali beach. Short walk to Whaler's Village shops, restaurants and t …see more

from $100 / night

$700 / week

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from $100 / night

24

Vacation studio rental

Maui / Ka'anapali

Studio 3 5 nights min

  • Studio
  • Sleeps 3
  • 5 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Our Junior Suite is spacious and well-appointed with a Queen Bed; as well as a sofa bed for the occasional guest. There are seating arrangements for relaxing and dining. You will find plenty of space to store your clothing and personal items. The kitchen comes fully equ …see more

from $191 / night

$1331 / week

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from $191 / night

(23) Very Good 

23

Vacation studio in Ka'anapali

Maui / Ka'anapali

Studio 2 Min stay varies

  • Studio
  • Sleeps 2
  • Min stay varies
  • Ask about children
  • Air conditioning
  • Ask about pets
J221 has one of the best ocean and golfcourse views from your private lanai surrounded by plumerias and palm trees at the Maui Eldorado. 15 minute walk to Whaler's Village shops, restaurants. Bright Hawaiian style decor adorns this comfortable and relaxing suite. Perfec …see more

from $160 / night

$1120 / week

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from $160 / night

32

Ka'anapali Vacation apartment rental

Maui / Ka'anapali

1 2 5 nights min

  • 1 bedroom
  • Sleeps 2
  • 5 nights min
  • Beach/lakeside relaxation
  • Child friendly
  • Air conditioning
One Bedroom Corner - King Bed, NO sofa bed, Flat screen TV - hardwood floors Livingroom is tiled in white. This condo will accommodate a maximum of two people. The unit has a fabulous panoramic view of the beach below and the neighboring islands. Located on the sho …see more

from $260 / night

$1820 - $2870 / week

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from $260 / night

24

Vacation apartment in Ka'anapali

Maui / Ka'anapali

1 5 5 nights min

  • 1 bedroom
  • Sleeps 5
  • 5 nights min
  • Child friendly
  • Air conditioning
This beautiful One Bedroom Corner unit was recently renovated and has a breathtaking view! Featuring a King Bed, Queen Sofa Sleeper, full kitchen, all done in the warm island style. Wake up and have breakfast on your spacious open lanai while you enjoy the beautiful b …see more

from $260 / night

$1820 - $2870 / week

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from $260 / night

10

Studio rental in Ka'anapali with shared pool

Maui / Ka'anapali

Studio 3 4 nights min

  • Studio
  • Sleeps 3
  • 4 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning
Ocean FrontStudio/1 Bathroom/Sleeps: 2 PersonsAir ConditioningQueen Bed, No Sofa BedLocated just steps from your condo, you can dip into the turquoise sea for a scenic snorkel with brilliantly colored tropical fish or, if you prefer, you can enjoy the heated pool and Ja …see more

from $140 / night

$980 / week

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from $140 / night

(16) Very Good 

23

Vacation home in Ka'anapali

Maui / Ka'anapali

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Ask about children
  • Air conditioning
  • Ask about pets
Maui Eldorado Resort D108, privately-owned remodeled condo. Enjoy spacious, 1700 sq ft Maui Eldorado condo affords ocean view from this two bedroom two bath Maui vacation rental. Enjoy 2 QUEEN BEDS and 1 KING BED - 3 BEDS TOTAL, much more comfortable than a sleeper sofa …see more

from $250 / night

$1750 / week

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from $250 / night

19

Ka'anapali Vacation condo rental

Maui / Ka'anapali

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
Welcome to our Flip Key Listing! As an incentive for helping us with our schedule, we are offering additional discounts making for some very attractive rates. Why compromise on location or view when you can stay with us for less. Please refer to our rate section for add …see more

from $529 / night

$3703 / week

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from $529 / night

11

Home rental in Ka'anapali

Maui / Ka'anapali

1 2 7 nights min

  • 1 bedroom
  • Sleeps 2
  • 7 nights min
  • Child friendly
  • Air conditioning
This one bedroom condominium has undergone an entire major transformation with complete remodeling of the one bedroom, bathroom, kitchen and living area. Every square foot of the condo has been modernized to reflect today's taste with new custom wood cabinets, granite c …see more

from $500 / night

$3500 / week

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from $500 / night

6

Vacation hotel apartment with shared pool in Ka'anapali

Maui / Ka'anapali

2 8 7 nights min

  • 2 bedrooms
  • Sleeps 8
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
We are able to offer reservations in weekly increments with arrivals and departures Fridays, Saturdays and Sundays only. Perched on twenty-six lush acres with breathtaking views of the Pacific Ocean and the islands of Lana'i and Moloka'i, this resort provides the ulti …see more

from $900 / night

$6300 / week

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from $900 / night

(18) Very Good 

17

Vacation studio in Ka'anapali

Maui / Ka'anapali

Studio 2 Min stay varies

  • Studio
  • Sleeps 2
  • Min stay varies
  • Ask about children
  • Air conditioning
  • Ask about pets
A luxurious modern top floor Maui condo at the Maui Eldorado Resort, 15 minute walk to Whaler's Village shops, and restaurants. Enjoy premium luxuries such as wood floor, granite kitchen and bathroom with a gourmet kitchen. For the sophisticated Maui traveler seeking st …see more

from $150 / night

$1050 / week

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from $150 / night

(7) Very Good 

10

Vacation studio with shared pool in Ka'anapali

Maui / Ka'anapali

Studio 4 4 nights min

  • Studio
  • Sleeps 4
  • 4 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning
This is a perfect newly updated studio on the 2nd floor. It has been partially remodeled with new cabinets, countertops, and a beautiful tiled bathroom! It has an ocean view and a Lanai for you to enjoy. It is a short walk to the Eldorado Cabana and Beach and to sho …see more

from $165 / night

$1155 / week

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from $165 / night

15

Ka'anapali Vacation villa rental

Maui / Ka'anapali

1 4 3 nights min

  • 1 bedroom
  • Sleeps 4
  • 3 nights min
  • Beach/lakeside relaxation
  • Child friendly
MAUI AWAITS YOU! With rich Westin® amenities, lush tropical foliage, and unbelievable snorkeling right off its world-famous beach, The Westin Ka‘anapali Ocean Resort Villas North is paradise on earth. After climbing mountains, swimming under waterfalls, and exploring t …see more

from $250 / night

$1800 / week

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from $250 / night

11

Vacation condo in Ka'anapali

Maui / Ka'anapali

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
All the amenities you would expect in a luxury condo...WiFi, unlimited long distance calling in U.S. & Canada, fully equipped kitchen with granite counters and Bosch appliances. Flat screen TVs in living room and both bedrooms. Fantastic floor plan allowing for ultimate …see more

from $381 / night

$2661 / week

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from $381 / night

10

Vacation condo in Ka'anapali

Maui / Ka'anapali

1 4 7 nights min

  • 1 bedroom
  • Sleeps 4
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Beach Front, Ocean View (great ocean views) 1 BR at Kaanapali Beach Club. Comfortably furnished, About 820 sq ft. Sleeps 4 comfortably. King Bed in Bedroom, memory foam upgraded sleeper sofa in living room. Roll away beds are available upon request. Parking and WIFI in …see more

from $250 / night

$1750 / week

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from $250 / night

(10) Very Good 

20

Vacation studio in Ka'anapali

Maui / Ka'anapali

Studio 2 Min stay varies

  • Studio
  • Sleeps 2
  • Min stay varies
  • Ask about children
  • Air conditioning
  • Ask about pets
Located in the heart of Kaanapali, 15 minute walk to Whaler's Village shops and restaurants, enjoy this bright corner unit studio at the Maui Eldorado Resort G101. Enjoy Maui's Kaanapali beach voted #1 by Conde Naste and exclusive access to the ONLY beachfront clubhouse …see more

from $100 / night

$700 / week

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from $100 / night

(1) Excellent 

27

Vacation apartment with shared pool in Ka'anapali

Maui / Ka'anapali

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
Kaanapali Plantation #35 - Fully Up-Graded! Let the spirit of aloha fill your senses at this gorgeous 2 bedroom, 2 bath Kaanapali Plantation condominium. Ideal for a family/group of up to six people, the open and bright floor plan features dramatic hardwood floors and t …see more

from $227 / night

$2513 / week

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from $227 / night

26

Vacation apartment in Ka'anapali

Maui / Ka'anapali

1 4 1 night min

  • 1 bedroom
  • Sleeps 4
  • 1 night min
  • Swimming pool
  • Child friendly
  • Air conditioning
Maui Kai has many amenities and located in the best part of West Maui. You can enjoy sunrise and sunset everday and it is surrounded with beautiful beaches and nice restaurants. Also, in front of the building is a prefect place for snorkeling and other water sports, and …see more

from $179 / night

$1253 / week

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from $179 / night

(28) Very Good 

19

Vacation home in Ka'anapali

Maui / Ka'anapali

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Ask about children
  • Air conditioning
  • 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 $150 / night

$1050 / week

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from $150 / night

(5)  

10

Vacation studio rental

Maui / Ka'anapali

Studio 4 4 nights min

  • Studio
  • Sleeps 4
  • 4 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning
This is a great garden view studio. It has everything you need for a relaxing vacation. It has a queen bed and a queen sofa sleeper as well as Air condition for those hot days. Guests may use the Eldorado beach & cabana which sits on one of best beaches on west mau …see more

from $165 / night

$1155 / week

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from $165 / night

1