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Ka'anapali Luxury Rentals

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    Travelers to Ka'anapali are booking December dates now. Secure your vacation rental today, and have the perfect trip.
    27 Matching Rentals in Ka'anapaliView all 181 rentals
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    6 Bedrooms, 7 Bathrooms, Sleeps 16 Quick View
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    Sea Shells Beach House1 / 50
    (5)Excellent
    3 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
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    5 Bedrooms, 6 Bathrooms, Sleeps 10 Quick View
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    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    About this property
    This is an island view, ocean front, deluxe room 1400 sq ft. Which has two washers/dryers. Kitchenette in the lockoff room with own private suite and includes a queen sleeper sofa. Truly deluxe. The Westin Ocean Resort Villas is on the beach and perfect for swimming and snorkeling. Considered one...
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    Ka'anapali, Maui 96761
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 8
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    6 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    Pet friendly
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    About this property
    Hale Holokai is a smartly remodeled huge six-bedroom/three-bath home with a private pool which rests atop the famous Ka'anapali Golf Course.  (Be sure to ask about discounted tee times!) This spacious home features a living area that is bathed in natural sunlight with high ceilings, six bedrooms...
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    Ka'anapali, Maui 96761
    Rental Home - 6 Bedrooms, 3 Bathrooms, Sleeps 12
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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    About this property
    1 bed room ocean front deluxe villa -can sleep up to 4- 5 , with 1 king size bed and a sofa bed in living room, completely furnished with a kitchen, washer and dryer, luxurious bathroom with jacuzzi and separate shower , a balcony with seating for 6 people , about 800 sq ft of living space. The...
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    Ka'anapali, Maui 96761
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Westin Kaanapali Resort for Christmas/New Years!!1 / 19
    (1)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Waterfront
    • Ocean Views
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    Reviewed June 13, 2017
    Refresh, renew and escape at Westin's wonderful Spa Helani!!! I visit and enjoy their high quality services every time I am staying at the Westin Kaanapali Ocean Resort Villas...
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    About this property
    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 lanai you may even get lucky...
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    Ka'anapali, Maui 96761
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 8
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    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    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 lanai you may even get lucky...
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    Ka'anapali, Maui 96761
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 8
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    Best Ocean View 3 bedroom Penthouse w/BBQ - PERIOD! - Honua Kai Konea 10191 / 58
    (12)Very good
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Private Outdoor Pool (Heated)
    • Air Conditioning
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    • Cable/satellite TV
    • DVD Player
    • Hot Tub
    • Internet Access
    • Waterfront
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed May 11, 2016
    We were 8 people, including 3 teens, a child, 2 parents and 2 grandparents. From the start we knew this will be a great vacation. We received answers to every questions asked...
    Reviewed December 14, 2015
    Everything was wonderful here. The view was stunning from the huge patio. The only con is the construction noise heard all day when out on the patio. It was quite distracting...
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    About this property
    *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 Lana'i and Moloka'i, Black Rock and Maui Mountains! One of only four homes like...
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    Ka'anapali, Maui 96761
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    5 Bedrooms, 5 Bathrooms, Sleeps 15 Quick View
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    • Washer
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    • Shared Outdoor Pool (Unheated)
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    Pet friendly
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    Smoking allowed
    About this property
    Papakea Pool and Oceanside Combo is compose of 2 separate units located at Papakea Resort, Unit G-105 and E – 403. Papakea is a 13-acre oceanfront resort with the true Aloha feeling of Maui! The property is complete with two private pools, two Jacuzzi’s, direct beachfront access, cabana, three...
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    Ka'anapali, Maui 96761
    Condo/Apartment - 5 Bedrooms, 5 Bathrooms, Sleeps 15
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Grill
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    Beautiful 3 bedroom 3 1/2 bath private home with private pool and large private pool deck. The home is located on the Kaanapali Golf course with spectacular ocean and sunset views! Compete privacy from the large pool deck. Master bedroom has a king bed, bedroom two has 2 queens, and bedroom 3 has 2...
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    Ka'anapali, Maui 96761
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    The Whaler Maui-Suite 802-Spectacular Ocean Front1 / 33
    (36)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Housekeeping Included
    • Wi-Fi
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    • Mountain Views
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed September 7, 2018
    My family of five enjoyed an amazing stay at the Whaler 802 condo. When we first booked the trip and read the other reviews and saw the pictures, we were amazed at how beautiful...
    Reviewed July 17, 2018
    It was absolutly beautiful and had everything you could ever imagine!! Beautifully maintained grounds and very convenient to shops and restaurants.
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    About this property
    Suite 802. The Whaler Maui. Luxurious 2 bedroom / 2 bathroom privately owned oceanfront corner condominium located on Kaanapali Beach, Maui, Hawaii. Unobstructed views of the Pacific Ocean, Molokai Channel, Kaanapali Beach, famous Black Rock, and neighboring islands of Lanai and Molokai....
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    Ka'anapali, Maui 92701
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Cable/satellite TV
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    Pet friendly
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    Smoking allowed
    About this property
    Enjoy staying at the newest addition to the Westin Ocean Villas! The 2 Bedroom + 2 Bathroom Villa at the Westin Nanea has all the amenities you need to have a wonderful vacation. The living area has an open concept with a full size kitchen, sofa bed for 2 and a private veranda. In the resort,...
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    Ka'anapali, Maui 96761
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • DVD Player
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This beautiful two bedroom, two bath premium lock off villa is located on the beautiful Kaanapali Beach just north of Black Rock. This premium two bedroom premium Villa accommodates up to 8 adults (9 with available rollaway) and has all the amenities of home along with the services of a 5-star...
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    Ka'anapali, Maui 96761
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 8
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    Maui Westin Ka'anapali -- Prime Weeks for Spring & Summer 20181 / 12
    (3)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Waterfront
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed April 5, 2013
    The Westin Ka'anapali Ocean Resort Villas/Maui was a terrific place to stay for our family, which includes 2 teenagers. We LOVED the terrific snorkeling at the resort beach...
    Reviewed March 6, 2012
    This complex has prime location, quality structure, well maintained facility with something for all ages. With access to 3 restaurants serving quality food and 2 "grocery...
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    About this property
    SPECIFIC WEEKS with guaranteed availability include One-Bedroom and Two-Bedroom Luxury Villas for April 6 - 13 // April 20 - May 4 // July 27 - August 3 // and August 10 - 24, plus other select weeks throughout the year. The Westin Ka'anapali Ocean Resort Villas reflect the finest in luxury...
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    Ka'anapali, Maui 96761
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 8
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    Westin Maui - 1 bedroom1 / 12
    (1)Terrible
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Children's Pool
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    • Ocean Views
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Westin Villa, one bedroom and a living room with a sofa bed with ocean view . Full kitchen and washer and dryer. Perfect location in Ka'anapali. Two main pools and one for small children. Scuba and board rental on property. Golf within a couple miles and close to Lahaina for shopping and...
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    Ka'anapali, Maui 96761
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Maui Resort Rentals: Honua Kai Konea 350, 3BR w/ Direct Oceanfront Views + B.B.Q1 / 25
    (3)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Reviewed April 9, 2018
    We had a most wonderful time from Whale Watching, Luau's to Surf lessonsThe Rainforest was everyone's favorite ! Our Condo was Perfect for 6 people--everything we needed from...
    Reviewed November 16, 2017
    We rented this 3 bedroom unit for a family 80th birthday celebration. The condo itself was amazing. Three large bedrooms each with king beds, 3 full bathrooms (2 ensuites) and...
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    About this property
    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 Kai...readily poised to...
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    Ka'anapali, Maui 96761
    Condo/Apartment - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    Whale Watching Season from your balcony in our Two Bedroom Ocean View Villa1 / 14
    (1)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Mountain Views
    • Hot Tub
    • Air Conditioning
    • Housekeeping Included
    • Cable/satellite TV
    • Sauna
    • Children's Pool
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed July 31, 2018
    The Kaanapali area of Maui is so beautiful and the Westin Villas are perfect. The location is tremendous and is close to great restaurants and events. We took long walks and...
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    About this property
    Island Paradise! On The Beach at Ka'anapali during Whale Watching Season! Fantastic 2 bedroom unit that has an Ocean View that sleeps 8 people! Perfect for your family vacation to breathtaking Maui! Attention to detail is what makes the Westin Ka'anapali Ocean Resort Villas South such a...
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    Ka'anapali, Maui 96761 8415
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 8
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Hot Tub
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    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Kaanapali Alii is a luxury oceanfront resort located on World Famous Kaanapali's white sandy beach.  Kaanapali Alii's oceanfront towers are set on a wide stretch of Kaanapali Beach, a 3-minute walk from Whalers Village and 36 holes of championship golf, and a 10-minute drive from historic Lahaina...
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    Ka'anapali, Maui 96761
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Westin Nanea Ocean Villas, Kaanapali1 / 10
    (5)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Wi-Fi
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed November 28, 2018
    Perfect way to jump start the day while relaxing in Maui. Located on the oceanfront lawn, the class provides a unique yoga environment. Martina creates a comforting vibe while...
    Reviewed September 30, 2018
    We visited Maui last year and stayed at the Westin property. The area is beautiful and what a great location. One of our favorite mornings was a yoga class we took with Dom in...
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    About this property
    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 variety of world-class resort...
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    Ka'anapali, Maui 96761
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Top of the Stack! Best Ocean Views! Wraparound Lanai - BBQ! Hokulani 709!1 / 61
    (4)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
    • Waterfront
    • Cable/satellite TV
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    • DVD Player
    • Washer
    • Private Outdoor Pool (Heated)
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed September 28, 2018
    So many good things to say about this resort and this condo that I'll try do do a bit of organizing:The Condo. This two bedroom condo is in the Hokulani building of Honua...
    Reviewed February 22, 2017
    This is indeed a beautiful location and the views are as described. All kitchen essentials were first rate.Pros: beautiful, nicely decorated, very roomy, nice bath amenities...
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    About this property
    Honua Kai Hokulani 709 is clearly the best 2 bedroom condo available in the Hokulani Building. Top of the highly desirable '09' stack, it just doesn't get any better than this. The best Ocean views from INSIDE the condo from this top floor home. Completely customized inside, this condo boasts...
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    Ka'anapali, Maui 96761
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Whaler 923 - 2 Bedroom, 2 Bath Ocean View Condominium1 / 30
    (4)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Private Outdoor Pool (Unheated)
    • Cable/satellite TV
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Whaler 923 is a spacious 2 bedroom, 2 bath ocean view condominium located on the popular courtyard side of Tower I. It’s 9th floor location offers expansive views stretching from the West Maui Mountains, across the resort courtyard and out to Kaanapali Beach. The lanai runs along two sides of the...
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    Ka'anapali, Maui 96761
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Cable/satellite TV
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    • Waterfront
    • Air Conditioning
    • Children's Pool
    • Ocean Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    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 additional information. Honua...
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    Ka'anapali, Maui 96761
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Best 2 Bedroom Frontline with BBQ - Period! Honua kai - Konea 501 - Awesome!1 / 39
    (3)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Washer
    • Internet Access
    • Waterfront
    • Hot Tub
    • Private Outdoor Pool (Heated)
    • DVD Player
    • Air Conditioning
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed December 8, 2018
    Vacationing on Maui in the Kaanapali area look no further than this fabulous well maintained condo. Breathtaking views with sweeping ocean scenery gives this unit the absolute...
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    Absolutely the MOST DESIRABLE 2 bedroom 2.5 bath condo in the entire complex. Konea 501 is the top unit of only 5 TWO BEDROOM ALI'I SUITES with DIRECT OCEAN VIEWS and private OUTDOOR KITCHENS. At 1620 sq ft with a HUGE 415 sq ft lanai this gorgeous home has 180-degree views and SUNSETS ALL YEAR...
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    Ka'anapali, Maui 96761
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Ocean Views From Inside - Wrap Around Lanai - Honua Kai Hokulani 509 - 2bd/ba1 / 31
    (9)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Waterfront
    • Washer
    • Cable/satellite TV
    • Private Outdoor Pool (Heated)
    • Internet Access
    • Hot Tub
    • Air Conditioning
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed August 1, 2018
    Really better than what we expected. Very comfortable, clean, upscale furniture and appliances. Perfect resort apartment for a small family. Great balcony with view on the...
    Reviewed February 3, 2016
    This place was amazing. I have taken 6 months to write a review because I am still sad that we ever had to leave. It was luxury at an affordable price - with our 2 boys we could...
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    About this property
    Hokulani #509 is located in one of the most desirable stacks on the entire property. Forward facing interior corner view location for catching the whales or just watching the SUNSET. This fabulous 2 bedroom/2 bath upgraded condo is in the Hokulani Enclave at the beautiful HONUA KAI RESORT & SPA....
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    Ka'anapali, Maui 96761
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Great Ocean Views/Wrap Around Lanai/Top of the Stack- Honua kai Hokulani 8411 / 52
    (7)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Hot Tub
    • Internet Access
    • Washer
    • Waterfront
    • Cable/satellite TV
    • Air Conditioning
    • DVD Player
    • Private Outdoor Pool (Heated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed April 3, 2017
    This was our first trip to Maui and it did not disappoint! The location of this property as well as this particular unit is excellent. We loved being steps from the pool and...
    Reviewed February 5, 2016
    This is a spectacular unit in a wonderful location. It's very spacious, tastefully decorated, well stocked, and the "wrap around lanai" is amazing. The decks are huge...
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    About this property
    WOW! WRAP AROUND LANAI TOP OF THE STACK!!! TOP FLOOR - UNMATCHED OCEAN VIEWS FROM INSIDE 2 BED/ 2 BATH HOKULANI 841 This large two bedroom/two bath condo in the Hokulani interior courtyard is the perfect vacation spot. With 1320 sq ft of interior living space and an oversized 340 sq ft...
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    Ka'anapali, Maui 96761
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    2 Bedrooms, 2 Bathrooms, Sleeps 9 Quick View
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    • Children's Pool
    • Wi-Fi
    • Housekeeping Included
    • Sauna
    • Hot Tub
    • Air Conditioning
    • Waterfront
    • Ocean Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    **ALOHA!! 2 Bedroom Lock-off Villa (1 Bedroom + Studio), 2 Bath, Expansive Oceanfront Resort!** **WHY CHOOSE OUR PROPERTIES ABOVE THE REST??** - Personal and transparent communication with a local contact located on island. - Check-in and out on any day of the week. Stay as long or as...
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    Ka'anapali, Maui 96761
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 9
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    16.8 miles from Ka'anapali
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