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

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Ka'anapali

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1,566 Vacation rentals

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 $550 / night

$3,850 - $5,600 / week

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from $550 / 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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from $750 / 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

(3) Excellent 

12

Ka'anapali Vacation villa rental

Maui / Ka'anapali

2 8 3 nights min

  • 2 bedrooms
  • Sleeps 8
  • 3 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
SPECIFIC WEEKS with guaranteed availability include One-Bedroom and Two-Bedroom Luxury Villas for April 14 - 21 // July 1 - 8 // July 7 - 14 // July 14 - 21 // July 21 - 28 // August 4 -11 // August 11 - 18 // and August 28 - September 1, plus other select weeks through …see more

from $750 / night

$5,250 / week

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from $750 / night

45

Vacation apartment in Ka'anapali

Maui / Ka'anapali

1 4 4 nights min

  • 1 bedroom
  • Sleeps 4
  • 4 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning
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. Kaanapali Beach is the most famo …see more

from $358 / night

$2,506 / week

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from $358 / night

(11) Very Good 

10

Vacation condo with shared pool in Ka'anapali

Maui / Ka'anapali

3 8 4 nights min

  • 3 bedrooms
  • Sleeps 8
  • 4 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning
This spectacular new ocean front Kaanapali Beach family condominium resort features the ammenities of a luxurious hotel. The Hokulani Tower at Honua Kai was completed in January 2009. This 3rd floor ocean view unit is just steps away from the beach, multiple pools, spa, …see more

from $699 / night

$4,893 - $6,293 / week

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from $699 / night

(20) 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. Before booking, please read the Known Construction / Maintenance Disclaimer at the bottom of this description. The unit is a 945 square foot (plus 325 sq ft Lanai/Garden), 2 bedroom / 1 bath luxury condo, and it inclu …see more

from $325 / night

$1,625 - $5,425 / week

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avg. 2 hours 37 minutes

from $325 / 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

25

Ka'anapali Vacation apartment rental

Maui / Ka'anapali

2 8 4 nights min

  • 2 bedrooms
  • Sleeps 8
  • 4 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning
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. Our beautiful island home has a …see more

from $429 / night

$3,003 / week

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from $429 / night

28

Vacation home rental

Maui / Ka'anapali

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning
Beautiful Ground Floor One Bedroom at Honua kai! This great Ground Floor unit provides easy access to all Honua kai has to offer. With its large syn-grass lawn there is ample room for the kids to play or to just relax and enjoy the day. The beach is just minutes away …see more

from $261 / night

$1,819 - $6,017 / week

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Responds fast!
avg. 3 hours 45 minutes

from $261 / night

17

Vacation condo with golf nearby in Ka'anapali

Maui / Ka'anapali

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Child friendly
  • Private garden
Beautiful 2 bedroom,1 bath, corner unit. We are located on the desirable west side of the island, minutes from historic Lahaina. Our unit is one of twelve in a private, gated community. We are 20 feet from the ocean. Fully equipped kitchen including utensils and essenti …see more

from $230 / night

$1,610 / week

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from $230 / night

23

Vacation studio with shared pool in Ka'anapali

Maui / Ka'anapali

Studio 4 5 nights min

  • Studio
  • Sleeps 4
  • 5 nights min
  • 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 $149 / night

$1,043 - $1,750 / week

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Responds fast!
avg. 1 hour 51 minutes

from $149 / night

16

Vacation condo in Ka'anapali

Maui / Ka'anapali

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Beach/lakeside relaxation
  • Child friendly
SPECTACULAR OCEAN VIEWS WITH SPACIOUS BALCONY TO ENJOY!!! Enjoy the weather, the whales, the turtles, west Maui's sunsets, and relax in our fantastic one bedroom, one bath condo, located on the third floor (elevator/stairs access) of building G at Papakea Resort. Our …see more

from $155 / night

$1,085 / week

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Responds fast!
avg. 57 minutes

from $155 / 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 $210 / night

$1,855 - $5,670 / week

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Responds fast!
avg. 1 hour 21 minutes

from $210 / 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

(8) Very Good 

24

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 $145 / night

$1,015 / week

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Responds fast!
avg. 1 hour 54 minutes

from $145 / 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

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 - $1,785 / week

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from $139 / night

(7) Very Good 

28

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 $175 / night

$1,225 / week

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Responds fast!
avg. 1 hour 54 minutes

from $175 / night

(1) Excellent 

16

Vacation home in Ka'anapali

Maui / Ka'anapali

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • 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

(1) Excellent 

14

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 $395 / night

$2,765 / week

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Responds fast!
avg. 3 hours 43 minutes

from $395 / 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

(6) Excellent 

35

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,multiple swimming p …see more

from $235 / night

$1,645 / week

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Responds fast!
avg. 1 hour 18 minutes

from $235 / night

(11) 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. Before booking, please read the Known Construction / Maintenance Disclaimer at the bottom of this description. The unit is a 950 sq ft (plus 190 sq ft Lanai/Garden), 2 bed / 1 bath luxury condo, and it includes eve …see more

from $395 / night

$830 - $5,425 / week

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Responds fast!
avg. 2 hours 37 minutes

from $395 / night

(22) Excellent 

50

Ka'anapali Vacation hotel apartment rental

Maui / Ka'anapali

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0 mi
  • Swimming pool
This is unit Konea 104 at Honua Kai. Before booking, please read the Known Construction / Maintenance Disclaimer at the bottom of this description. The unit is a 1250 square foot (plus 500 sq ft Lanai/Garden), 2 bed / 2 bath luxury condo, and it includes everything yo …see more

from $325 / night

$2,975 - $4,725 / week

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avg. 2 hours 37 minutes

from $325 / 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

(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, baseboard …see more

from $195 / night

$1,365 - $2,548 / week

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Responds fast!
avg. 2 hours 28 minutes

from $195 / night

(8) Very Good 

24

Vacation studio with shared pool in Ka'anapali

Maui / Ka'anapali

Studio 4 Min stay varies

  • Studio
  • Sleeps 4
  • Min stay varies
  • 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 $185 / night

$1,295 / week

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from $185 / 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 Complete Maui Experience! Book with us and receive several discounts to restaurants and activities such as Duke's, Hula Grill, Kimo's, snorkel gear, Whale Watching, Snorkel excursions and tons more!! The Mahana Resort - If you are familiar with …see more

from $250 / night

$1,750 / week

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Responds fast!
avg. 17 minutes

from $250 / 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 - $1,610 / week

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Responds fast!
avg. 2 hours 49 minutes

from $210 / night

(27) Very Good 

24

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 $209 / night

$1,463 / week

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Responds fast!
avg. 1 hour 54 minutes

from $209 / night

(16) 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 47 minutes

from $215 / 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 $209 / night

$1,463 / week

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Responds fast!
avg. 1 hour 54 minutes

from $209 / 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

14

Ka'anapali Vacation home rental

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 Top Floor Condo Within A Paradise. 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 o …see more

from $149 / night

$1,043 / week

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from $149 / night

36

Ka'anapali Vacation apartment rental

Maui / Ka'anapali

1 4 4 nights min

  • 1 bedroom
  • Sleeps 4
  • 4 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning
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. All bookings are subject to a on …see more

from $440 / night

$3,080 / week

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from $440 / 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 - $2,457 / week

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Responds fast!
avg. 3 hours 31 minutes

from $180 / night

48

Ka'anapali Vacation hotel apartment rental

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 pools …see more

from $215 / night

$1,575 / week

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Responds fast!
avg. 1 hour 18 minutes

from $215 / night

(26) 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

$1,743 / week

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Responds fast!
avg. 1 hour 34 minutes

from $249 / night

(3) 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 partial ocean and mou …see more

from $334 / night

$2,415 - $2,905 / week

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Responds fast!
avg. 2 hours 28 minutes

from $334 / night