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

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Ka'anapali

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1,537 Vacation rentals

24

Vacation apartment in Ka'anapali

Maui / Ka'anapali

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
Introducing Maui Resort Rentals – Luxury Vacation Rentals By Maui Resort Realty... — Licensed Maui real estate brokerage & property manager specializing in resort real estate…we are the only company with 8000+ sq. ft. of office and warehouse space just steps from Honua …see more

from $390 / night

$2,380 - $7,770 / week

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avg. 1 hour 4 minutes

from $390 / night

23

Condo rental in Ka'anapali with shared pool

Maui / Ka'anapali

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
Please see notes at the bottom of this property description for information regarding Papakea's seawall project that could impact guests considering stays with us between late April and early August..... Gorgeous beaches; surfing, snorkeling, and paddle …see more

from $205 / night

$1,680 / week

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from $205 / night

(25) Excellent 

26

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

Maui / Ka'anapali

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0 mi
  • Swimming pool
Aloha! HONUA KAI RESORT Welcome to the Honua Kai Resort, Maui’s Newest Luxury Beach Front Resort. Located in West Maui, North Ka’anapali Beach has been voted one of the top 10 of beaches in the world. This complex, which opened in 2010, is simply amazing and comprises …see more

from $199 / night

$1,393 / week

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avg. 1 hour 24 minutes

from $199 / 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 $359 / night

$2,513 / week

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from $359 / night

(3) Excellent 

14

Vacation condo in Ka'anapali

Maui / Ka'anapali

2 6 5 nights min

  • 2 bedrooms
  • Sleeps 6
  • 5 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Please see my 4.8 star rating based on about 50 reviews on 231493 vrbo listing. 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 …see more

from $295 / night

$2,065 / week

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from $295 / night

36

Ka'anapali Vacation apartment rental

Maui / Ka'anapali

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning
Views of the gorgeous Pacific Ocean and the neighboring islands from your lanai. Watch sea turtles eat seaweed off of the coral right below the lanai as well as watch whales breach during the winter months. Being just 50ft from the from the ocean you will be able to …see more

from $139 / night

$973 - $2,765 / week

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avg. 3 hours 54 minutes

from $139 / night

12

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

Maui / Ka'anapali

1 4 7 nights min

  • 1 bedroom
  • Sleeps 4
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Car not necessary
This is truly an awesome premium studio with ocean view, WIFI, TV, Cable, washer/dryer, spa tub and a full kitchen. Located just minutes from Lahaina with hourly shuttles to and from both Lahaina and Whaler's Village for dining and shopping make it so very convenient. G …see more

from $400 / night

$2,800 / week

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from $400 / 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 $269 / night

$1,883 / week

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from $269 / night

11

Home rental in Ka'anapali

Maui / Ka'anapali

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Air conditioning
Newly Remodeled Ocean Front 1 Bedroom Ground Floor Condo Within A Paradise. An ocean front 1 bedroom ground floor condo within a paradise. This Maui Vacation Rental is the perfect escape destination. Walk just steps to a white sand beach almost all to yourself. Come un …see more

from $149 / night

$1,043 / week

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from $149 / night

(13) Very Good 

39

Ka'anapali Vacation apartment rental

Maui / Ka'anapali

2 4 6 nights min

  • 2 bedrooms
  • Sleeps 4
  • 6 nights min
  • 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 $210 / night

$1,470 - $1,575 / week

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avg. 2 hours 32 minutes

from $210 / night

(11) Excellent 

24

Vacation apartment with shared pool in Ka'anapali

Maui / Ka'anapali

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0.05 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 - $1,242 / week

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from $120 / night

(14) Excellent 

Certificate of Excellence

24

Ka'anapali Vacation apartment rental

Maui / Ka'anapali

4 Min stay varies

  • Sleeps 4
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0.2 mi
  • Swimming pool
Upgraded with gorgeous new kitchen including granite counters, custom cabinets, new appliances, plush carpet and more! This studio ground floor condo has a great location. Just open the lanai doors and stroll out onto the grass to the beach, the pool, & the oceanfront b …see more

Certificate of Excellence

from $215 / night

$1,450 - $2,150 / week

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Responds fast!
avg. 2 hours 53 minutes

from $215 / 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 $269 / night

$1,883 / week

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from $269 / night

(2) Excellent 

23

Apartment rental in Ka'anapali

Maui / Ka'anapali

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Child friendly
Introducing Maui Resort Rentals – Luxury Vacation Rentals By Maui Resort Realty... — Licensed Maui real estate brokerage & property manager specializing in resort real estate…we are the only company with 8000+ sq. ft. of office and warehouse space just steps from Honua …see more

from $265 / night

$1,750 - $4,655 / week

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Responds fast!
avg. 1 hour 4 minutes

from $265 / night

(7) Very Good 

15

Vacation studio in Ka'anapali

Maui / Ka'anapali

Studio 2 6 nights min

  • Studio
  • Sleeps 2
  • 6 nights min
  • Ask about children
  • Air conditioning
  • Ask about pets
Enjoy ocean and Kaanapali golf course views unit A210 at Maui Eldorado Resort! Enjoy fresh and modern stay in A210 Maui condo rental with a new kitchen, bathroom, flooring and furniture. Located in the heart of Kaanapali, short walk to Whaler's Village shops and restau …see more

from $155 / night

$1,085 / week

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Responds fast!
avg. 3 hours 6 minutes

from $155 / night

(26) Excellent 

21

Apartment rental in Ka'anapali with shared pool

Maui / Ka'anapali

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
Aloha! HONUA KAI RESORT Welcome to the Honua Kai Resort, Maui’s Newest Luxury Beach Front Resort. Located in West Maui, North Ka’anapali Beach has been voted one of the top 10 of beaches in the world. This complex, which opened in 2010, is simply amazing and comprises 4 …see more

from $199 / night

$1,393 / week

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Responds fast!
avg. 1 hour 24 minutes

from $199 / night

(9) Excellent 

43

Vacation hotel 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 0 mi
  • Swimming pool
GoVisitMaui presents unit Hokulani 142 at Honua Kai. The unit is a 950 sq ft (plus 190 sq ft Lanai/Garden), 2 bed / 1 bath luxury condo, and it includes everything you could possibly want for time away from home. The master bedroom contains a luxurious King bed, the sec …see more

from $395 / night

$1,180 - $5,425 / week

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avg. 2 hours 42 minutes

from $395 / 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 $300 / night

$2,380 / week

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avg. 2 hours 6 minutes

from $300 / night

(18) Excellent 

38

Vacation hotel 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 0 mi
  • Swimming pool
GoVisitMaui presents unit Konea 106 at Honua Kai. The unit is a 945 square foot (plus 325 sq ft Lanai/Garden), 2 bedroom / 1 bath luxury condo, and it includes everything you could possibly want for time away from home. Each bedroom contains a luxurious King bed and the …see more

from $325 / night

$1,625 - $5,425 / week

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avg. 2 hours 42 minutes

from $325 / night

(2) Excellent 

23

Ka'anapali Vacation apartment rental

Maui / Ka'anapali

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
The Whaler at Kaanapali Beach is situated directly on the beautiful white sand of Kaanapali Beach, consistently voted America's Best Beach. This oceanfront high-rise luxury condominium is located on the 6th floor. Unit #624 is a 1 bedroom / 2 bath ocean and mountain vie …see more

from $334 / night

$2,415 - $2,905 / week

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Responds fast!
avg. 1 hour 15 minutes

from $334 / night

(2) Very Good 

23

Ka'anapali Vacation condo rental

Maui / Ka'anapali

2 6 4 nights min

  • 2 bedrooms
  • Sleeps 6
  • 4 nights min
  • Nearest beach 0.1 mi
  • Swimming pool
  • Child friendly
Our condo is extremely well situated on the West shore of Maui on the Kaanapali Golf Course. The ocean views are spectacular. The sunsets are in full view every night right from the dining table. You can walk to the beach across the street or down to Black Rock and the …see more

from $300 / night

$2,000 / week

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Responds fast!
avg. 2 hours 21 minutes

from $300 / night

24

Vacation apartment rental

Maui / Ka'anapali

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Child friendly
Introducing Maui Resort Rentals – Luxury Vacation Rentals By Maui Resort Realty... — Licensed Maui real estate brokerage & property manager specializing in resort real estate…we are the only company with 8000+ sq. ft. of office and warehouse space just steps from Honua …see more

from $290 / night

$2,170 - $5,670 / week

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Responds fast!
avg. 1 hour 4 minutes

from $290 / night

(7) Very Good 

21

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
Don't miss this rare opportunity to relax in this two bedroom two bath spacious 1700 square foot Maui condo - Maui Eldorado J100!! Situated in the heart of Kaanapali, short walk to world class shopping and restaurants at Whaler's Village. Enjoy unobstructed views of the …see more

from $300 / night

$2,100 / week

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Responds fast!
avg. 3 hours 6 minutes

from $300 / night

(1) Excellent 

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 $1,072 / night

$7,500 / week

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from $1,072 / night

(11) Very Good 

25

Home accommodation in Ka'anapali

Maui / Ka'anapali

1 5 Min stay varies

  • 1 bedroom
  • Sleeps 5
  • Min stay varies
  • Ask about children
  • Air conditioning
  • Ask about pets
Centrally located in the heart of Kaanapali at the Maui Eldorado with a 15 minute walk to Whaler's Village shops and restaurants and one of a kind beachfront clubhouse with full kitchen on the beach, snorkel at Black Rock as well! Enjoy this spacious and chic Hawaiian d …see more

from $170 / night

$1,190 / week

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Responds fast!
avg. 3 hours 6 minutes

from $170 / night

(5) 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 $269 / night

$1,855 / week

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Responds fast!
avg. 1 hour 24 minutes

from $269 / night

16

Vacation home in Ka'anapali

Maui / Ka'anapali

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Air conditioning
An ocean front 1 bedroom Top floor condo within a paradise. This Maui Vacation Rental is the perfect escape destination. Walk just steps to a white sand beach almost all to yourself. Come unwind on the special ocean-side sundeck and watch the whales play in the Pacific …see more

from $149 / night

$1,043 / week

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from $149 / night

(11) Excellent 

58

Vacation home with shared pool in Ka'anapali

Maui / Ka'anapali

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning
*3 Bedroom 3.5 Bathroom*ROYAL PENTHOUSE* Unbelievable KONEA 10th FLOOR CORNER PENTHOUSE -PANORAMIC VIEWS above the resort not looking into the courtyard. The 180 degree view of the blue pacific ocean, the islands of lanai and molokai, Black Rock and Maui Mountains! One …see more

from $988 / night

$6,523 - $18,640 / week

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avg. 3 hours 26 minutes

from $988 / 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
  • Air conditioning
Kaanapali Plantation #35 - Fully renovated with air conditioning in both bedrooms - free parking right outside your front door - single level - no steps! Walk 10 minutes to North Ka'anapali Beach. Recent upgrades include: new window coverings, crown molding, baseboards …see more

from $195 / night

$1,365 - $2,548 / week

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Responds fast!
avg. 1 hour 15 minutes

from $195 / 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 $269 / night

$1,883 / week

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from $269 / night

24

Apartment rental in Ka'anapali with shared pool

Maui / Ka'anapali

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning
NO RESORT / PARKING FEES The spacious interior of this 3 bed 3 bath tranquil retreat is the perfect blend of premium comfort and contemporary modern design. Stately and well-appointed, it is uniquely positioned for panoramic views of the calm crystal blue ocean, nearb …see more

from $750 / night

$5,250 - $11,200 / week

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avg. 1 hour 28 minutes

from $750 / night

(27) Very Good 

17

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 $200 / night

$1,400 / week

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Responds fast!
avg. 3 hours 6 minutes

from $200 / night

18

Vacation condo rental

Maui / Ka'anapali

2 6 5 nights min

  • 2 bedrooms
  • Sleeps 6
  • 5 nights min
  • Child friendly
One bedroom with a den. The master has full king and the den has queen bed. Our unit also has queen sleeper sofa in living room. Perfect setup for 3 adults and couple kids. Our unit has a very large bathroom and large lanai. Our unit is located on the second floor …see more

from $299 / night

$2,093 / week

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Responds fast!
avg. 3 hours 44 minutes

from $299 / night

23

Vacation studio with shared pool in Ka'anapali

Maui / Ka'anapali

Studio 4 Min stay varies

  • Studio
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
The weather is ideal year round in Maui. MAUI ELDORADO HAS THE ONLY PRIVATE BEACH CABANA ON KAANAPALI BEACH FOR MAUI ELDORADO GUESTS ONLY. Experience Maui Eldorado in the Heart of Kaanapali - an affordable vacation in paradise. Maui Eldorado is situated between the 4th …see more

from $145 / night

$1,015 - $1,400 / week

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Responds fast!
avg. 1 hour 55 minutes

from $145 / night

(15) Excellent 

26

Ka'anapali 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
Prime ocean view one bedroom/one bath Maui Condo Maui Eldorado J123 with unubstructed ocean and island views. Located in the heart of Kaanapali, 15 minute walk to Whaler's Village shops and restaurants, enjoy this bright corner 1 bedroom suite at the Maui Eldorado Resor …see more

from $200 / night

$1,400 / week

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Responds fast!
avg. 3 hours 6 minutes

from $200 / night

(25) Excellent 

25

Vacation home rental

Maui / Ka'anapali

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • 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 $200 / night

$1,400 / week

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Responds fast!
avg. 3 hours 6 minutes

from $200 / 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 $219 / night

$1,533 / week

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from $219 / 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

$1,750 / week

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from $250 / night

20

Vacation apartment rental

Maui / Ka'anapali

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Beach/lakeside relaxation
  • Child friendly
  • Air conditioning
This oceanview, one bedroom condo has a breathtaking view of the Pacific and Molokai Island. Kaanapali Shores is a popular, first-class resort with its own sandy beach. . In addition, the resort has both a beachside pool, with its own Beach Club restaurant and a new T …see more

from $180 / night

$1,260 / week

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avg. 3 hours 1 minutes

from $180 / night

(4) Excellent 

21

Ka'anapali Vacation condo rental

Maui / Ka'anapali

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Aloha and Welcome~ The Mahana Resort - If you are familiar with West Maui, you will already know The Mahana is truly a premier property with spectacular oceanfront views. Just steps to the sandy Kaanapali beach, you will be led on a two and one half mile stretch of in …see more

from $255 / night

$1,785 / week

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Responds fast!
avg. 18 minutes

from $255 / night