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Makawao Holiday Rentals

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    Travellers to Makawao are booking December dates now. Secure your holiday rental today, and have the perfect trip.
    All 25 Rentals in Makawao
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    Sacred Garden Retreat—Unique Log House on Maui!1 / 30
    (3)Very good
    5 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    Upcountry haven close to all-Poppy Room1 / 16
    (1)Excellent
    1 Bedroom, 2 Bathrooms, Sleeps 2 Quick View
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    1 Bedroom, 2 Bathrooms, Sleeps 2 Quick View
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    4BR Upcountry Home, Hot Tub, Incredible Views!1 / 21
    (1)Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Mountain Views
    • Grill
    • Hot Tub
    • Wi-Fi
    • DVD Player
    • Patio
    • Washer
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 31 March 2015
    We rented the whole house with my family and two friends. This was a great place to be a way from the crowds and walking distance to the town of Makawao, that has an awesome...
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    About this property
    STMP 2013/002 A great find upcountry! Incredible views, well equipped kitchen. You can walk to Makawao town. The views from this home allow you to see all of the North Shore, Central Valley and a bit of the South Shore. Past guests have used the included binoculars to spot the best beach/surf...
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    Makawao, Maui 96768
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    Private 3BR Upcountry Renovated Home w/ Views1 / 10
    (1)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Grill
    • DVD Player
    • Outdoor Dining Area
    • Washer
    • Internet Access
    • Patio
    • Mountain Views
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    STMP 2013/002 A great find upcountry! Incredible views, well equipped kitchen. You can walk to Makawao town. The views from this home allow you to see all of the North Shore, Central Valley and a bit of the South Shore. Past guests have used the included binoculars to spot the best beach/surf...
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    Makawao, Maui 96768
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Sweet 2BR Ocean View Home Above Rainforest Canopy1 / 25
    (5)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Amenities & Details
    • Satellite TV
    • Grill
    • Washer
    • Patio
    • Balcony
    • Wi-Fi
    • DVD Player
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 7 July 2017
    First and foremost the owner Sydney is wonderful to work with. I left thinking of her as a friend. She gave us a great tour of the property which including waterfalls, wading...
    Reviewed 24 April 2017
    Yes, it is sweet. An adorable cottage perched on a ridge with views toward the ocean and the volcano. Walking trails on the property, food and coffee in the fridge. A friendly...
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    About this property
    Unit: Maliko Retreat | Maui Guidebook STMP 2015/0001 SUP2 2013/0015 This eclectic antique Hawaiian cottage is perched atop a scenic jungle gorge with breathtaking views in every direction. Open and breezy; attention to detail shines from every facet. If you're looking for a unique and authentic...
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    Makawao, Maui 96768
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    4 Bedrooms, 3 Bathrooms, Sleeps 7 Quick View
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    • Washer
    • DVD Player
    • Grill
    • Parking
    • Patio
    • Wi-Fi
    • Balcony
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Step back in time... to the early Nineteen-hundreds and explore Maui from the homestead of the first manager of Haleakala Ranch! This is a very unique vacation rental in Upcountry Maui. Kilohana was designed and built in Nineteen-sixteen/seventeen by the Haleakala Cattle Ranch as a retirement...
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    Makawao, Maui 96768
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 7
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    Maui One ....County of Maui STMP#2013-01 / 30
    (8)Very good
    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Satellite TV
    • Wi-Fi
    • Air Conditioning
    • DVD Player
    • Balcony
    • Washer
    • Grill
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 weeks ago
    We traveled with a family of 10, 2 were kids. We enjoyed staying here as the whole family could be together and also have privacy from each other. It is really 2 homes in 1. 2...
    Reviewed 27 January 2017
    We absolutely loved our stay at this home. Super clean, fully equipped with anything you may possibly need, and had plenty of space for our big family to be around in. Beautiful...
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    About this property
    Come enjoy the green peaceful mountains of Maui by the quaint little town of Makawao. Where the famous Makawao Steak House, Komoda's Bakery, and the interesting shopping is fun.Our four bedroom home is located upcountry on Maui. It has central air conditioning upstairs with the Master bedroom...
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    Makawao, Maui 96768
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 10
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    Quiet Country House on Several Acres of Land w/Private Jacuzzi and Fire Pit!1 / 19
    (1)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Hot Tub
    • DVD Player
    • Washer
    • Mountain Views
    • Private Garden
    • Secure Parking
    • Internet Access
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 weeks ago
    This is a great find ----the property is very clean , comfortable , and well equipped and it is surrounded by trees and flowers . It's just a short drive to Makawao , with its...
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    About this property
    Maui County Permit #BBMP 2011:0001 The cottage is an extremely peaceful and private getaway with no close neighbors, located several hundred yards from the main road at the end of a tree lined driveway and surrounded by beautifully scented eucalyptus trees. The cottage is a recently remodeled...
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    Makawao, Maui 96768
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Gingerbread House: Flowers, Forest & Lush Jungle1 / 9
    (3)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Secure Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 24 April 2017
    The Gingerbread Cottage is a charming, clean, quiet, and peaceful little house in the middle of a very unique, rain forest property. We thought the cottage was the perfect home...
    Reviewed 29 May 2015
    Maui itself is beautiful. From the beaches to the hills, from the food to the people, we absolutely loved our time spent in Maui but what made it even more special was our...
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    About this property
    Maliko Gingerbread House | Maui Guidebook STMP T2013/0013 SUP2 2013/0013 Summary This just-remodeled 1930′s era cottage sits among forest and a lush jungle valley alongside the Maliko Stream in Haiku. You can walk jungle trails, or stroll next door to the Sacred Garden (same owners.) Jimmie...
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    Makawao, Maui 96768
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    • Parking
    • Wi-Fi
    • Satellite TV
    • Patio
    • Private Garden
    • DVD Player
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Cedar cottage with wood floors and lots of windows. High ceilings and new appliances. Washer and dryer available on porch. Very private on 2 acres with lots of native trees (Koa) and a 3/4 acre palm plantation with a wide variety of palms. Coconuts bananas guavas, lilikoi and numerous other fruit...
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    Makawao, Maui 96708
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 3
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    Gorgeous Cottage; Views; Waterfall; Hike 22 Acres1 / 18
    (11)Very good
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Amenities & Details
    • Wi-Fi
    • Mountain Views
    • Balcony
    • Grill
    • DVD Player
    • Satellite TV
    • Washer
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 5 August 2017
    My wife and I stayed for a week at this wonderful cottage and had an amazing time. Every view out the expansive porch was breathtaking. Just as described. The cabin had...
    Reviewed 29 September 2015
    The Maliko Coffee Cottage exceeded every expectation we had before our vacation. The location is truly beautiful and the cottage deck provides a view of the forest and ocean...
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    About this property
    Unit: Maliko Coffee Cottage | Maui Guidebook STMP 2015/0001 SUP2 2013/0015 Summary This new Hawaiian studio cottage is perched atop a scenic jungle gorge with breathtaking views in every direction. Open and breezy; attention to detail shines from every facet. If you're looking for a unique and...
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    Makawao, Maui 96768
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Ginger Falls Vacation Rental1 / 13
    (41)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Parking
    • DVD Player
    • Outdoor Dining Area
    • Grill
    • Hot Tub
    • Porch
    • Washer
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 13 February 2016
    We just returned from ten wonderful days in Hawaii, and spent the last three at Ginger Falls. What an amazing little piece of heaven tucked away on the most beautiful two acres...
    Reviewed 20 August 2015
    As you descend slowly the driveway down to Ginger Falls you already know you are going to have an exceptional experience. Beautifully situated among coffee trees and hibiscus...
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    About this property
    Ginger Falls Vacation Rental is private, secluded and very romantic apartment situated on 2+ acres of lush tropical landscaping. You will be surrounded by exotic papaya and banana trees, huge stands of towering bamboo, a small coffee plantation, and an endless supply of common and rare birds....
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    Makawao, Maui 96768
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    The Banyan Bed and Breakfast Retreat in Maui, HI1 / 16
    (10)Very good
    7 Bedrooms, 9 Bathrooms, Sleeps 14 Quick View
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    • Hot Tub
    • Mountain Views
    • Wi-Fi
    • Air Conditioning
    • DVD Player
    • Private Outdoor Pool (Unheated)
    • Satellite TV
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 31 January 2014
    The owner Marty was very pleasant to deal with. The grounds were pretty. The hammock on our lanai was very relaxing. It was nice to have private outside space. The crowing...
    Reviewed 10 March 2013
    Highly recommend this spot for some r & r. Location just outside of Makawao makes it easy to explore the area including proximity to Haleakala Crater, Tedeschi Winery, and...
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    About this property
    The Banyan Bed and Breakfast Retreat, an upcountry Maui bed and breakfast with cottages, suites and a wonderful old plantation house, offers a shady, quiet retreat in a central island location. Close, yet wonderfully removed from Maui's hotel / resort beachfront crowds, the Banyan Tree House simply...
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    Makawao, Maui 96768
    Holiday Rental House - 7 Bedrooms, 9 Bathrooms, Sleeps 14
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    4 Bedrooms, Sleeps 8 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The four bedroom five bath plantation house has a spacious living room area, fully equipped kitchen, dining room, and large enclosed porch. There is a stand alone handicap accessible full bath in the house. Several swings and hammocks hang from the trees offering comfortable private places around...
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    Makawao, Maui 96768
    Holiday Rental House - 4 Bedrooms, Sleeps 8
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Private Garden
    • Ocean Views
    • Mountain Views
    • Parking
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Maui Healing Retreat offers private retreats in the Upcountry area of Maui on the slopes of Haleakala. We are at 2000' feet away from the crowds and traffic. A compete private healing sanctuary that allows you to relax and unwind. Sessions can be added on with any accommodations. If you are...
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    Makawao, Maui 96768
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Aloha Cottage Maui - Romantic Luxury Cottage1 / 41
    (25)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Hot Tub
    • Washer
    • Satellite TV
    • Patio
    • Wi-Fi
    • DVD Player
    • Mountain Views
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 19 May 2017
    We started our Honeymoon at the Aloha Cottage and when our 4 nights were over, we didn't want to leave. It was amazing. Everything was beautiful and comfortable and secluded. We...
    Reviewed 24 January 2012
    My 9 year old daughter and I stayed here at the beginning of the month and absolutely fell in love. The space was gorgeous: upscale, super clean, very quiet (important to me...
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    About this property
    True zen architecture, with its unique octagonal design, the Aloha Cottage is a one of a kind romantic retreat you will never forget. There is nothing like it in all of Hawaii. Perched atop the highest spot on the property and with a backdrop of giant Eucalyptus trees, it boasts sweeping views from...
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    Makawao, Maui 96768
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Thai Tree House - Upcountry Maui Luxury Cottage1 / 9
    (1)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Hot Tub
    • DVD Player
    • Mountain Views
    • Washer
    • Satellite TV
    • Central Heating
    • Wi-Fi
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 6 May 2017
    Loved our 6-day stay here! Quiet, private, romantic and beautiful - it was the perfect vacation for two. I’ve been to Maui many times and always stayed in hotels or condos on...
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    About this property
    Tucked-away at the forest's edge on the gentle slopes of Haleakala, sits an enchanted hideaways known as the Thai Tree House. Looking for a romantic Maui getaway for a wedding, honeymoon or a lover's retreat? Our tropical guest cottage are the places for you! We are a luxury Maui vacation rental...
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    Makawao, Maui 96768
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Quiet Country House w/Private Jacuzzi and Fire Pit -From $199 p/n1 / 24
    (30)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • DVD Player
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    Pet friendly
    Kid friendly
    Smoking allowed
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    Makawao, Maui 96768
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Pet friendly
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    Smoking allowed
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    Makawao, Maui 96768
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Historic Maui House, 7 Unit Estate, Pool, Central Maui Location1 / 13
    (2)Excellent
    7 Bedrooms, 8 Bathrooms, Sleeps 22 Quick View
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    • DVD Player
    • Air Conditioning
    • Patio
    • Hot Tub
    • Grill
    • Satellite TV
    • Private Outdoor Pool (Unheated)
    • Washer
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    Pet friendly
    Kid friendly
    Smoking allowed
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    Makawao, Maui 96768
    Holiday Rental House - 7 Bedrooms, 8 Bathrooms, Sleeps 22
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    Ocean View Cabin located on Organic Coffee Farm with Hiking Trails1 / 24
    (1)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Patio
    • Washer
    • Private Outdoor Pool (Unheated)
    • Balcony
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    • Internet Access
    • Satellite TV
    • Grill
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    Pet friendly
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    Smoking allowed
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    Makawao, Maui 96768
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Pookela Paradise 2- Great Location! Spectacular Ocean Views!  STMP 2016/00021 / 24
    (12)Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Internet Access
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    Smoking allowed
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    Makawao, Maui 96768
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Spacious & Comfortable Makena Cottage at Ho'omana B&B1 / 22
    (20)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Central Heating
    • Patio
    • Grill
    • Washer
    • Internet Access
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    • Satellite TV
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    Pet friendly
    Kid friendly
    Smoking allowed
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    Makawao, Maui 96768
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Elegant & Quiet Lehua Cottage at Ho'omana B&B1 / 23
    (17)Very good
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    • Patio
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    • Internet Access
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    • Satellite TV
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    Pet friendly
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    Smoking allowed
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    Makawao, Maui 96768
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 3
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