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Paia Rentals for Seniors

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    Travelers to Paia are booking December dates now. Secure your vacation rental today, and have the perfect trip.
    26 Matching Rentals in PaiaView all 54 rentals
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    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    1 Bedroom, 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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    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 January 19, 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, 1 Bathroom, Sleeps 4 Quick View
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    • Grill
    • Patio
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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
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Hale Makai - Paia Kuau Maui Vacation Beach Rental1 / 17
    (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 August 27, 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 August 13, 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
    Rental Home - 6 Bedrooms, 4 Bathrooms, Sleeps 12
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Grill
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    Pet friendly
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    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
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 2
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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 October 21, 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
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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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
    • 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
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 2
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Grill
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    • 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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    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
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 6
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    Paia House, Maui (3 BR, 2 BA) STPH: 2013/00031 / 28
    (17)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Satellite TV
    • Patio
    • DVD Player
    • Air Conditioning
    • Wi-Fi
    • Washer
    • Mountain Views
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed May 7, 2017
    Paia House offers an excellent authentic living experience on Maui. Located in the great beach town of Paia, both the town and beaches are just a short walk away from the house...
    Reviewed February 18, 2017
    I booked this house because we would be traveling with our daughter, her husband and their two-year old and needed someplace with plenty of space inside and out. This house fit...
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    About this property
    If you want to be in Paia, or minutes to Ho'okipa or Sprecklesville, you'll like this location. This is the relaxed, non-touristy Hawaiian experience. Plus, Paia is the north shore hub for all sports wind and wave. And, Paia is a walk-able town. The north shore has no high rise buildings and is...
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    Paia, Maui 96779
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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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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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Waterfront
    • DVD Player
    • Grill
    • Washer
    • Balcony
    • Ocean Views
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This is a luxury remodeled plantation era cottage, with open, high ceilings, generous decks, and understated, contemporary styling. Beachfront, lush, and the best windsurfing, kitesurfing on Maui. Surfers, Stand Up Paddlers and beach walkers will love the setting. Or, just relax on the hammock,...
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    Paia, Maui 96779
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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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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    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
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Parking
    • Wi-Fi
    • Private Yard
    • Satellite TV
    • Air Conditioning
    Suitability
    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
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    Pool & Tennis Court - Views of Mountains & Ocean    STWK/2013/0001 / 26
    (5)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 July 21, 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...
    Reviewed February 24, 2014
    We all stayed in this home (8 adults and four young children/ babies).It is located in a nice golfing neighborhood just outside of wonderful Paia.The grounds are...
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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
    Rental Home - 4 Bedrooms, 4 Bathrooms, Sleeps 10
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Satellite TV
    • Air Conditioning
    • Parking
    • Wi-Fi
    • Private Yard
    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
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    3 Bedrooms, 5 Bathrooms, Sleeps 6 Quick View
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    • Satellite TV
    • Air Conditioning
    • Internet Access
    • Patio
    • DVD Player
    • Washer
    • Grill
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
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    Paia, Maui 96779
    Rental Home - 3 Bedrooms, 5 Bathrooms, Sleeps 6
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Washer
    • Internet Access
    • Satellite TV
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    Pet friendly
    Kid friendly
    Smoking allowed
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    Paia, Maui 96779
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    2 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Paia, Maui 96779
    Rental Home - 2 Bedrooms, 3 Bathrooms, Sleeps 6
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    Studio, 1 Bathroom, Sleeps 2 Quick View
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    • Washer
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    Pet friendly
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    Smoking allowed
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    Paia, Maui 96779
    Condo/Apartment - 1 Bathroom, Sleeps 2
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    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Parking
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    Smoking allowed
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    Paia, Maui 96779
    Rental Home - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    Studio, 1 Bathroom, Sleeps 3 Quick View
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    • Washer
    • Grill
    • Internet Access
    • Hot Tub
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    Pet friendly
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    Smoking allowed
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    Paia, Maui 96779
    Condo/Apartment - 1 Bathroom, Sleeps 3
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    4.1 miles from Paia
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