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Paia Holiday Rentals

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    Travellers to Paia are booking December dates now. Secure your holiday rental today, and have the perfect trip.
    All 48 Rentals in Paia
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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Palm Cottage1 / 7
    (2)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Maui by the Sea cottage1 / 37
    (16)Very good
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Air Conditioning
    • DVD Player
    • Waterfront
    • Grill
    • Satellite TV
    • Internet Access
    • Mountain Views
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 12 June 2016
    Stayed a week in the cottage- which is just as pictured. Clean, simple, comfortable, with everything we needed. Our hosts, Valerie and Craig were just above and beyond gracious...
    Reviewed 15 May 2016
    This was our 2nd stay and we stayed 9 nights. The 1st time we divided our time between here and another location and were sad when time came to leave.We love Paia and...
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    About this property
    MAUI NORTH SHORE OCEAN VIEW Maui by the Sea is a beautiful vacation rental - an ideal ocean-view cottage located between Paia and Hookipa, on Maui's scenic and exciting North Shore. Our two-story plantation-style cottage has gorgeous views of a sapphire ocean with dancing waves. Simply sit back...
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    Paia, Maui 96779
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Turtle Suite w/private Bathroom1 / 24
    (2)Very good
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Terrace
    • Secure Parking
    • Washer
    • Wi-Fi
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 19 January 2017
    Maui accommodation is highly overpriced which allows owner to rent this unit to two couples for a lot of money. Entryway door has peeling paint and splintered bottom which is...
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    About this property
    Suite w/full private bathroom in shared 2 bed 2 bath condo. Features queen-size bed, TV & free Wi-Fi. Parking may be assigned or unassigned. Shared kitchen, living room & lanai. Laundromat on site. 2 guests max. Close to Ho'okipa & Baldwin Beach, Paia Bay, Twin Falls. ----- Please note this condo...
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    Paia, Maui 96779
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Pet friendly
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    About this property
    Located only 3m to Paia, where you can find yoga studios, restaurants, shopping boutiques and art galleries. 3m to Ho'okipa beach and Baldwin beach where are perfect for surfing, wind surfing and kite surfing. 15m to Kahului airport. The upstairs of the house has two rooms with duble bed which are...
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    Paia, Maui 96779
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Parking
    • Air Conditioning
    • DVD Player
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    • Outdoor Dining Area
    • Shared Garden
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This is an adorable ONE (or TWO) bedroom cottage that has high vaulted ceilings, and shiny wood floors. The house is a half block off Hana Highway, less than a mile from the bohemian town of Paia and is in the middle of all North Shore Beaches. We are in a neighborhood with full time residents, on...
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    Paia, Maui 96779
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    #1 Beachfront on Maui's North Shore.1 / 24
    (2)Average
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Satellite TV
    • Air Conditioning
    • Waterfront
    • Patio
    • Internet Access
    • Washer
    • DVD Player
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 21 October 2016
    My family was traveling to Maui to celebrate my parents 40th wedding anniversary, as they meet on Maui in 1976, we felt it appropriate to re-visit where it all began. We wanted...
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    About this property
    Hale Ola is an original island-style beach house with beautiful panoramic views of the West Maui's and Kanaha Beach Park. This generous sized one acre beachfront property, well known as "Honey Bun's", features your own fabulous white Sandy beach cove with a private windsurf and SUP launch, swaying...
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    Paia, Maui 96779
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Grill
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    Pet friendly
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    Smoking allowed
    About this property
    STPH2013/0004 Nestled on Baldwin Avenue, this two bedroom cottage provides convenient accommodations, ( comfy queen sized beds in each bedroom), with the amenities of Historic Paia Town and Paia Bay just a few minutes walk away and all areas of the island within easy driving distance. The cottage...
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    Paia, Maui 96779
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Hale Makai - Paia Kuau Maui Vacation Beach Rental1 / 16
    (6)Very good
    6 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    • Washer
    • Parking
    • Mountain Views
    • Wi-Fi
    • Satellite TV
    • Porch
    • DVD Player
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 27 August 2015
    We rented a cottage at Kuau for the fourth time in a row and it never disappoints! The location with a path down to "our" beach is unbeatable. And even if we don't...
    Reviewed 13 August 2015
    We were so happy with the house that we rented. It was a great size and everyone slept comfortably. The house had the perfect location as well. We could walk right over to...
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    About this property
    What a Perfect Location for Your Family and Extended Family ! We Welcome Smaller Groups (2-6) and Small Families (2-6). We are a stone's throw away from the Beach. Hale Makai With 3,000 square feet offers beautiful views of the North Shore of Maui. A large front yard with access to a Sandy Beach,...
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    Paia, Maui 96779
    Holiday Rental House - 6 Bedrooms, 4 Bathrooms, Sleeps 12
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    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Air Conditioning
    • Satellite TV
    • Private Outdoor Pool (Unheated)
    • Washer
    • Patio
    • Wi-Fi
    • Mountain Views
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This property has been voted TOP 10 MAUI VACATION RENTALS by Trip Adviser 05/2015 Maui Plantation Beach Home, Spreckelsville, Paia is a only 2-3 min walk to Baby Beach, Maui's best swimming beach and voted second best beach on Maui! It's not just a home, it's a lifestyle! Guests have the option...
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    Paia, Maui 96779
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    PAIA SURF,  5 Bedrooms1 / 110
    (54)Excellent
    5 Bedrooms, 4 Bathrooms, Sleeps 9 Quick View
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    • Ocean Views
    • Washer
    • Air Conditioning
    • Satellite TV
    • Wi-Fi
    • Mountain Views
    • DVD Player
    • Housekeeping Included
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 21 March 2017
    I stayed at Paia Surf for several days in February. The rental unit is perfect, every detail has been attended to. The decor is beautiful and the layout perfect for family...
    Reviewed 10 November 2016
    Stayed in the king room downstairs. loved our time in Paia and staying at the Surf House was a perfect spot for walking to beaches and all the local spots. Location and quality...
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    About this property
    Welcome to the newly remodeled Paia Surf House, which easily accommodates parties of 5-9 (unused parts of the house can be closed off, saving $$$) – or splurge and make it all just a honeymoon palace for two. When you're at Paia Surf, you can stash the car keys for days on end if you want – and...
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    Paia, Maui 96779
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 9
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Satellite TV
    • Ocean Views
    • Washer
    • Patio
    • Wi-Fi
    • Grill
    • Mountain Views
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Permitted vacation rental STPH 2015/0002 Paia Ko, Permit STPH 2015/0002, is a quiet, lovely, 3 bedroom 2 and a half bath home with beautiful ocean views and central air conditioning that backs up to a sugar cane field. With the benefit of a sidewalk It's about a fifteen walk to downtown Paia and...
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    Paia, Maui 96779
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Surf Suite w/Full Private Bathroom in Shared 2 Bedroom 2 Bathroom Condo1 / 20
    (2)Very good
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Terrace
    • Washer
    • Balcony
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 26 March 2017
    Owner is easy to communicate without throughout the stay. Apt is old but very well kept and decorated. Kitchen is equiped well enough if you choose to cook. Location is great if...
    Reviewed 2 March 2017
    Booked this as a last minute booking and it worked out great. Michella was very helpful and responsive to any questions we had. I would absolutely recommend this to a friend...
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    About this property
    Suite w/full private bathroom in shared 2 bed 2 bath condo. Features queen-size bed, TV & free Wi-Fi. Parking may be assigned or unassigned. Shared kitchen, living room & lanai. Laundromat on site. 2 guests max. Close to Ho'okipa & Baldwin Beach, Paia Bay, Twin Falls. ----- Please note this condo...
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    Paia, Maui 96779
    Private Room - 1 Bedroom, 1 Bathroom, Sleeps 2
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Grill
    • Air Conditioning
    • Wi-Fi
    • Washer
    • DVD Player
    • Balcony
    • Satellite TV
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Aloha!<BR><BR>Welcome to Hale Nihi. We are located on Maui's North Shore, on Baldwin Avenue in Historic Paia Town. Staying here at Hale Nihi B&B, you will enjoy the convenience of being within walking distance to shops, restaurants, bars, and cafes, with access to post office, bank services, and...
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    Paia, Maui 96779
    Private Room - 1 Bedroom, 1 Bathroom, Sleeps 2
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Grill
    • Patio
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Permitted vacation rental STPH2013/004, nestled on Baldwin Avenue, our plantation style one bedroom cottage provides convenient and comfortable accommodations for up to 3 people (1 king bed and 1 double sofa bed) with the amenities of Historic Paia Town and Paia Bay just a few minutes walk away....
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    Paia, Maui 96779
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Terrace
    • DVD Player
    • Satellite TV
    • Balcony
    • Wi-Fi
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Oceanviews from each window! Only 50 steps from the wonderful Baby Beach end of Baldwin Beach (mile long sandy beach--best on Maui's north shore). One of the few truly ocean front cottages on Maui's north shore. This is a private cottage with no other rental downstairs, the lower half is just...
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    Paia, Maui 96779
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    4 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    • Balcony
    • Ocean Views
    • Air Conditioning
    • Waterfront
    • Washer
    • DVD Player
    • Wi-Fi
    • Porch
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    4 bedroom, two bathroom, oceanfront cottage, sleeps 7, one rental group at a time. Relax in this charming 2 story house or under the palm trees. Enjoy the surf or nearby swimming beach. Minutes away from world famous Ho'okipa Beach Park.The property has the perfect blend of privacy and seclusion...
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    Paia, Maui 96779
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 7
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Satellite TV
    • Air Conditioning
    • Parking
    • Wi-Fi
    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Paia Surf! Experience the ultimate vacation spot on one of the jewels of the Hawaiian island chain from the comfort of a newly-remodeled house on Maui's famed north shore. You'll enjoy the finest land & water attractions, spectacular cuisine, and the best kind of R&R. Your Paia Surf vacation can be...
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    Paia, Maui 96779
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Pool & Tennis Court - Views of Mountains & Ocean    STWK/2013/0001 / 26
    (6)Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Private Outdoor Pool (Heated)
    • Mountain Views
    • Internet Access
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 days ago
    What a place! To start, the location is perfect! We were so close to Baby Beach (a quick 5 minute walk) and the small town of Paia (which we visited every day for amazing acai...
    Reviewed 21 July 2014
    Kunea Place was an incredible spot for our Maui vacation. The house and grounds were great for a large group or a family. With four separate living quarters and a spacious...
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    About this property
    Kunea Place rests on three-quarters of an acre of beautifully landscaped property, with a private pool and tennis court access. The home sleeps eight guests and has four bedrooms, four bathrooms, a living room, a large renovated and fully equipped kitchen, indoor/outdoor dining areas and barbeque....
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    Paia, Maui 96779
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 10
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    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Parking
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    • Private Garden
    • Satellite TV
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The space Paia Surf! Experience the ultimate vacation spot on one of the jewels of the Hawaiian island chain from the comfort of a newly-remodeled house on Maui's famed north shore. You'll enjoy the finest land & water attractions, spectacular cuisine, and the best kind of R&R. Your Paia Surf...
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    Paia, Maui 96779
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    Studio, 1 Bathroom, Sleeps 4 Quick View
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    • Washer
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Located in Spreckelsville on Maui’s beautiful North Shore, Sprecks Plantation House is the perfect place to enjoy all that Maui has to offer. Our updated accommodations offer a charming, tropical ambiance and private lanais (Hawaiian for patio). Listen to the gentle rustle of palms in the trade...
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    Paia, Maui 96779
    Condo/Apartment - 1 Bathroom, Sleeps 4
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Mountain Views
    • Satellite TV
    • Patio
    • Shared Outdoor Pool (Unheated)
    • Wi-Fi
    • Washer
    • DVD Player
    • Ocean Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Sugar Cove sits beachfront with launch access for windsurfers and kiters. Families love Baby Beach / Baldwin Beach, just a short walk down the street. This property is four manicured acres with only 18 oceanfront town homes (only 3 are available for vacation renting). The grounds include a pool...
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    Paia, Maui 96779
    Condo/Apartment - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Terrace
    • Secure Parking
    • Balcony
    • Wi-Fi
    • Patio
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    SUMMARY: No car? Don't feel like driving on vacation? Want to save on car rental? This is THE PERFECT place for you. My place is 5min walking distance to the Beach, restaurants and dining, town center, art and culture, great views, family-friendly activities. You’ll love my place because of the...
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    Paia, Maui 96779
    Private Room - 1 Bedroom, 1 Bathroom, Sleeps 2
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Secure Parking
    • Patio
    • Wi-Fi
    • Balcony
    • Terrace
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    SUMMARY: No car? Don't feel like driving on vacation? Want to save on car rental? This is THE PERFECT place for you. My place is 5min walking distance to the Beach, restaurants and dining, town center, art and culture, great views, family-friendly activities. You’ll love my place because of the...
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    Paia, Maui 96779
    Private Room - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Maui Camper Van Rentals1 / 6
    (4)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Mountain Views
    • Ocean Views
    • Air Conditioning
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 weeks ago
    I am so glad that my boyfriend and I discovered North Shore Vans on our recent trip to Maui. We were looking for a way to see as much of the island as possible and this gave us...
    Reviewed 4 weeks ago
    My girlfriend and I had a blast on Maui staying in the Discovery. Let's say we "discovered" the whole island from the comfort of our own mobile apartment. It was sick...
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    About this property
    North Shore Vans - Maui Our hand-crafted Camper Vans feature comforts of home so you can rest easy on the road & enjoy the trip of a lifetime. Every vehicle is equipped with air conditioning, incandescent lighting, solar power outlets, ceiling fan, cooler, stove, faucet, memory foam mattress,...
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    Paia, Maui 96779
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    4 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Wi-Fi
    • DVD Player
    • Satellite TV
    • Washer
    • Mountain Views
    • Private Outdoor Pool (Unheated)
    • Ocean Views
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    WALK TO EVERYTHING IN PAIA TOWN! The setting is just stunning! Enter the back gate, and the first view looking through the glass door, across the entry area, and beyond the patio is of the ocean framed by palm trees, and the sandy beaches of Paia, Baldwin and Spreckelsville. The property is...
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    Paia, Maui 96779
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 6
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    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Satellite TV
    • Balcony
    • Grill
    • DVD Player
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    • Terrace
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    Pet friendly
    Kid friendly
    Smoking allowed
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    Paia, Maui 96779
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    3 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
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    • Satellite TV
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    • Internet Access
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    Smoking allowed
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    Paia, Maui 96779
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 6
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    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Grill
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    Smoking allowed
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    Paia, Maui 96779
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 6
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    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Patio
    • Satellite TV
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    Paia, Maui 96779
    Condo/Apartment - 3 Bedrooms, 1 Bathroom, Sleeps 6
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    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Internet Access
    • Patio
    • Satellite TV
    • Grill
    • Private Outdoor Pool (Unheated)
    • Parking
    • Washer
    • Air Conditioning
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    Pet friendly
    Kid friendly
    Smoking allowed
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    Paia, Maui 96779
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    1 Bedroom, 2 Bathrooms, Sleeps 3 Quick View
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    • Washer
    • Patio
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    • Internet Access
    • Satellite TV
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    • Balcony
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    Pet friendly
    Kid friendly
    Smoking allowed
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    Paia, Maui 96779
    Holiday Rental House - 1 Bedroom, 2 Bathrooms, Sleeps 3
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