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

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Ka'anapali

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138 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

24

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
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 $129 / night

$904 - $1716 / week

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from $129 / 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

$2000 / week

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avg. 2 hours 47 minutes

from $300 / 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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Responds fast!
avg. 2 hours 17 minutes

from $250 / night

23

Vacation studio in Ka'anapali

Maui / Ka'anapali

Studio 4 Min stay varies

  • Studio
  • Sleeps 4
  • Min stay varies
  • 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

$1015 - $1400 / week

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from $145 / night

(6) Excellent 

21

Apartment rental in Ka'anapali with shared pool

Maui / Ka'anapali

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
Top Floor Two Bedroom with beautiful Ocean, Golf Course, Island and Resort Views! This immaculate and well kept two bedroom two bathroom is the perfect place to call your home away from home during your stay on Maui. Located in the heart of Ka'anapali, our condo offers …see more

from $240 / night

$1680 / week

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Responds fast!
avg. 3 hours 19 minutes

from $240 / 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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Responds fast!
avg. 3 hours 7 minutes

from $308 / night

25

Ka'anapali Vacation apartment accommodation

Maui / Ka'anapali

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • 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 $740 / night

$4830 - $10570 / week

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Responds fast!
avg. 2 hours 34 minutes

from $740 / night

(1) Excellent 

25

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 $298 / night

$2415 - $2688 / week

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avg. 48 minutes

from $298 / 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 $139 / night

$973 / week

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from $139 / 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 - great location for both couples and familes - central air conditioning assures your comfort! Incredible Panoramic Ocean Views from this DIRECT oceanfront property. Located on the 11th floor of the Mahana, the full panorama from your west …see more

from $283 / night

$1981 - $2688 / week

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avg. 48 minutes

from $283 / night

(27) 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 $179 / night

$1253 / week

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from $179 / night

13

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
  • Car not necessary
  • Air conditioning
* CONSTRUCTION AT THE ADJACENT PARCEL TO HOKULANI TOWER IS CURRENTLY IN PROGRESS WITH COMPLETION EARLY SUMMER OF 2017. * NOISE AND/OR DUST MAY AFFECT ALL SUITES ON THE SOUTH SIDE OF THE HOKULANI TOWER. This is a wonderful opportunity to save on your trip to Maui by tak …see more

from $345 / night

$2415 / week

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Responds fast!
avg. 3 hours 19 minutes

from $345 / 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

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

(4) Excellent 

29

Vacation home with swimming pool in Ka'anapali

Maui / Ka'anapali

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Car not necessary
  • Air conditioning
Beautiful private 4 bedroom 3 bath home located on the Ka'anapali Golf Course, one of only a few homes in the Ka'anapali Vista neighborhood. Walk to Ka'anapali Beach and golf course. Our home is a legally permitted and licensed vacation rental home with the County of Ma …see more

from $800 / night

$5594 / week

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Responds fast!
avg. 3 hours 19 minutes

from $800 / 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

(11) 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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Responds fast!
avg. 2 hours 57 minutes

from $195 / night

24

Ka'anapali Vacation apartment rental

Maui / Ka'anapali

2 8 4 nights min

  • 2 bedrooms
  • Sleeps 8
  • 4 nights min
  • Nearest beach 0.5 mi
  • Swimming pool
  • Ask about children
$475 Summer Special! Just CONTACT MANAGER, our on island property management vacation specialists at Maui Beachfront Rentals and ask about last minute reservation for a very low $475 a night. Valid for the dates 08/04-08/08 & 08/12-08/17 & 08/21-08/31. All bookings ar …see more

from $390 / night

$2730 / week

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from $390 / 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

11

Vacation condo in Ka'anapali

Maui / Ka'anapali

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • 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

$2065 / week

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from $295 / 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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Responds fast!
avg. 3 hours 44 minutes

from $370 / 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

(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 $269 / night

$1855 / week

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Responds fast!
avg. 2 hours 1 minutes

from $269 / 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

$2415 - $2513 / week

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Responds fast!
avg. 48 minutes

from $227 / night

(2) Very Good 

10

Vacation villa in Ka'anapali

Maui / Ka'anapali

2 6 1 night min

  • 2 bedrooms
  • Sleeps 6
  • 1 night min
  • Swimming pool
  • Child friendly
  • Air conditioning
Situated on 16 acres of Maui's Kā'anapali Beach, The Westin Nanea Ocean Villas is designed to provide a relaxing haven replete with culturally inspired programs and authentic Hawaiian experiences. The Westin Nanea Ocean Villas will feature 390 luxurious villas and a var …see more

from $599 / night

$4193 / week

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Responds fast!
avg. 1 hour 33 minutes

from $599 / night

11

Vacation apartment rental

Maui / Ka'anapali

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Swimming pool
  • Air conditioning
Being in the heart of Ka'anapali Resort, the Maui Eldorado has been a long time favorite of West Maui visitors. Walking distance to the beach, shops, dining, golf, and tennis, the location cannot be beat. A unique feature of the Maui Eldorado is its famous beach front c …see more

from $155 / night

$1085 / week

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Responds fast!
avg. 3 hours 19 minutes

from $155 / 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

(15) Very Good 

23

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 $225 / night

$1575 / week

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from $225 / 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

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 kitchen …see more

from $260 / night

$1820 - $2940 / week

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Responds fast!
avg. 2 hours 40 minutes

from $260 / night

(2) Excellent 

23

Vacation apartment in Ka'anapali

Maui / Ka'anapali

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Ask about children
  • Air conditioning
NEW LISTING! Newly remodeled and redecorated! Spacious 1,500 square foot with 500 square foot lanai 2 bedroom, 2 bathroom sleeps a maximum of 6 guests. Located in the gated condominium complex of Kaanapali Royal in the heart of the Kaanapali Resort, our partial ocean vi …see more

from $325 / night

$2275 / week

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Responds fast!
avg. 3 hours 19 minutes

from $325 / 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

(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 $125 / night

$875 / week

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from $125 / night

(6) Excellent 

34

Vacation hotel apartment in Ka'anapali

Maui / Ka'anapali

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
Honua Kai is Maui's newest Oceanfront Luxury Resort Located at the northern end of golden Ka'anapali Beach, considered one of the world's best, warmed by the beautiful Maui sun and overlooking the islands of Lanai and Molokai. Fine dining at Duke's, three swimming poo …see more

from $235 / night

$1645 / week

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Responds fast!
avg. 3 hours 7 minutes

from $235 / 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 $1072 / night

$7500 - $8400 / week

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from $1072 / 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 $249 / night

$1743 / week

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Responds fast!
avg. 2 hours 1 minutes

from $249 / night

15

Ka'anapali Vacation apartment rental

Maui / Ka'anapali

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Air conditioning
If it's a TRUE OCEAN VIEW you are looking for, this is it! Our home is one of the rarest and most desired two bedrooms available at The Honua Kai Resort & Spa... Why, because it is just one of sixteen such suites that offers a true ocean view from WITHIN the suite. The …see more

from $455 / night

$3185 / week

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Responds fast!
avg. 3 hours 32 minutes

from $455 / night

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 $235 / night

$1645 / week

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from $235 / 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 $115 / night

$805 / week

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from $115 / night