RedAwning has over 350 Maui vacation homes and condos which all include instant online booking and no security deposits, to make your trip easy and stress-free. Maui is home to some of Hawaii’s most beautiful beaches and offers plenty of opportunities for adventure, from snorkeling with turtles to hiking through the bamboo forest to cliff diving in Hana. Book your stay today!

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  1. CONDOMINIUM
    Hale Kamaole #266

    Hale Kamaole #266

    Kihei, HI

    Beautiful Ocean & mountain views and just steps away from the family friendly Kamaole Beach III. This top floor condo with two bedrooms and loft, has recently been updated with new carpeting and new paint. Master bedroom has a new king bed,...

    Pool
    FREE CANCELLATION

    $269 to $355/night

  2. CONDOMINIUM
    Valley Isle Unit #1206

    Valley Isle Unit #1206

    Kahana, HI

    Ocean front penthouse condo on Kahana Bay. Bring your DVD's from home and watch them on the 27" LCD TV. Stay connected to family and friends and enjoy free Wi-Fi internet access. This 12th floor location is the most sought after allowing an...

    Pool
    FREE CANCELLATION

    $157 to $464/night

  3. CONDOMINIUM
    Mahana Resort Unit #1017

    Mahana Resort Unit #1017

    Lahaina, HI

    Outstanding ocean front views on North Ka'anapali beach. Enjoy heavenly sunsets from your living room AND bedroom. This condo has been totally remodeled and is tastefully decorated with an island style theme. The kitchen has granite counter tops and...

    Pool
    FREE CANCELLATION

    $325 to $606/night

  4. CONDOMINIUM
    Papakea Unit #D309 Condo

    Papakea Unit #D309 Condo

    Lahaina, HI

    3rd floor ocean views on the corner of the building in North Ka'anapali. Mini-Facelift May '12 included new Pergo flooring in living room, maple faces for kitchen and bathroom cabinets, new dishwasher, drop ceiling and custom light fixtures in...

    Pool
    FREE CANCELLATION

    $162 to $427/night

  5. CONDOMINIUM
    Papakea Condominium #B207

    Papakea Condominium #B207

    Kaanapali, HI

    Dec 2014 remodel included granite kitchen and bathroom counters tops, new cabinetry, new dishwasher, custom lighting and brand new mattress and Wall bed cabinet. Incredible ocean views overlooking the pool and lush gardens from this studio in North...

    Pool
    FREE CANCELLATION

    $145 to $319/night

  6. CONDOMINIUM
    Valley Isle Unit #602

    Valley Isle Unit #602

    Lahaina, HI

    Great ocean views from this beautifully updated condo in our favorite neighborhood, Kahana. The fully equipped kitchen has granite counter-tops and a floor plan meant for sharing and preparing meals . With free Wi-fi in this condo, you can share...

    Pool
    FREE CANCELLATION

    $151 to $510/night

  7. CONDOMINIUM
    Maui Kaanapali Villas #C152

    Maui Kaanapali Villas #C152

    Kaanapali, HI

    Garden views from the ground floor in North Ka'anapali. The condo has a cool tropical theme with tile throughout. A fully equipped galley kitchen. Bring your laptop and surf free wireless internet access from anywhere in the condo. Listen to your...

    Pool
    FREE CANCELLATION

    $191 to $331/night

  8. CONDOMINIUM
    Kaanapali Royal #N302

    Kaanapali Royal #N302

    Lahaina, HI

    New to program: Two story large vacation condo on the 3rd floor walking distance to Whaler's Village and Kaanapali Beach. (Stairs to entrance). King bed in the master suite upstairs, king bed in the guest bedroom downstairs and a queen sofa sleeper...

    Pool Hot Tub
    FREE CANCELLATION

    $310 to $922/night

  9. CONDOMINIUM
    Hale Mahina Unit #B103

    Hale Mahina Unit #B103

    Lahaina, HI

    This Ocean front unit sets on a sandy beach in Honokowai, just north of Kaanapali. Enjoy a quiet ground floor setting in this 1 bedroom condo that has been updated with stainless steel appliances and tropical decor. Step out onto your private lanai...

    Pool
    FREE CANCELLATION

    $180 to $478/night

  10. CONDOMINIUM
    Mahana Resort Unit #1106

    Mahana Resort Unit #1106

    Lahaina, HI

    Welcome to Mahana 1106! Located on the eleventh-floor, this recently remodeled one bedroom, one bath condo sleeps 2-4 and features stunning panoramic views of the ocean, beach and outer islands from the living room, dining area, bedroom, and lanai....

    Pool
    FREE CANCELLATION

    $325 to $638/night

  11. CONDOMINIUM
    Kaanapali Royal Unit H302

    Kaanapali Royal Unit H302

    Lahaina, HI

    Complete remodel 2017 with ocean and golf course views! Settle into your Maui vacation in this home away from home. This thoughtfully decorated condo has been recently remodeled with golf course views on the Ka'anapali Golf course. There are stairs...

    Pool
    FREE CANCELLATION

    $278 to $638/night

  12. CONDOMINIUM
    Valley Isle Unit #302

    Valley Isle Unit #302

    Kahana, HI

    Check out this condo! This one bedroom is a deluxe remodeled ocean view condo located on Kahana Bay. The condo has updated stainless steel appliances and granite counter tops in the kitchen. It has all new furniture including the king bed and queen...

    Pool
    FREE CANCELLATION

    $139 to $539/night

  13. CONDOMINIUM
    Papakea Unit #E401 Condo

    Papakea Unit #E401 Condo

    Kaanapali, HI

    Ocean views in North Ka'anapali. New living room furniture including upgraded sofa bed mattress as of Nov '17. Ceiling fans and a split A/C system in living room, master bedroom and loft help to keep the condo cool. This condo features a downstairs...

    Pool
    FREE CANCELLATION

    $284 to $619/night

  14. CONDOMINIUM
    Papakea Unit #L407 Condo

    Papakea Unit #L407 Condo

    Kaanapali, HI

    Fourth floor 2 bedroom, 1 bath vacation condo with ocean views in North Ka'anapali. This condo features a king bed in the master bedroom downstairs. The bathroom which is downstairs features a tub/shower combo. The loft upstairs serves as a guest...

    Pool
    FREE CANCELLATION

    $290 to $653/night

  15. CONDOMINIUM
    Mahana Resort Unit #616

    Mahana Resort Unit #616

    Lahaina, HI

    Welcome to Mahana 616. This oceanfront one bedroom, one bath condo with stunning panoramic views of the ocean, beach and outer islands from the living room, dining area, bedroom, and lanai. King bed (new as of July 2018) + queen sofa sleeper allow...

    Pool
    FREE CANCELLATION

    $313 to $669/night

  16. CONDOMINIUM
    Kaanapali Royal #A303

    Kaanapali Royal #A303

    Lahaina, HI

    New New New-Everything in our condo is new as of Jan 2015. Full remodel included tile floors throughout, new furniture, new kitchen with bright and shiny new appliances including washer and dryer. Large lanai features wet bar with sink. Master suite...

    Pool
    FREE CANCELLATION

    $278 to $600/night

  17. CONDOMINIUM
    Paki Maui Unit #420 Condo

    Paki Maui Unit #420 Condo

    Lahaina, HI

    This Paki Maui garden view condo is full of sunshine on the 4th floor with your lanai overlooking the lush gardens below. You are steps from lounging on the grassy area overlooking the ocean with views of Molokai and Lanai. You can watch green sea...

    Pool
    FREE CANCELLATION

    $139 to $332/night

  18. CONDOMINIUM
    Kaanapali Shores #825

    Kaanapali Shores #825

    Lahaina, HI

    Fall 2016 remodel included Brand new kitchen with all new appliances and renovated bathroom, 3 new flat screen TV's, lighting and sofa sleeper (new photos coming soon!). Carpet will be replaced in February 2017. Settle into your Hawaiian vacation in...

    Pool
    FREE CANCELLATION

    $336 to $706/night

  19. CONDOMINIUM
    Maui Kaanapali Villas #B133

    Maui Kaanapali Villas #B133

    Kaanapali, HI

    Garden and resort views at this studio condo in the Banyan Building at the beautiful Ocean front resort of Maui Kaanapali Villas. Our condo is nicely updated and furnished. Watch your favorite DVD on the 42" flat screen TV. Beach chairs, boogie...

    Pool
    FREE CANCELLATION

    $232 to $406/night

  20. CONDOMINIUM
    Paki Maui Unit #421 Condo

    Paki Maui Unit #421 Condo

    Lahaina, HI

    Your Million Dollar Direct Ocean Front Views awaits you! 2 bedroom, 2 baths, sleeps 6. Enjoy breath taking panoramic views from 2 separate Lanais in our epic Oceanfront top floor home. This 1,150 sq ft unit has been fully remodeled & upgraded. All...

    Pool
    FREE CANCELLATION

    $406 to $566/night

  21. CONDOMINIUM
    Papakea Unit #C108 Condo

    Papakea Unit #C108 Condo

    Kaanapali, HI

    Remodeled with garden views on the ground floor in North Ka'anapali. Walk out into green grass under your feet and take a short walk past koi ponds and putting greens to the pool and Jacuzz and the Ocean. A beautifully updated kitchen allows for...

    Pool
    FREE CANCELLATION

    $203 to $383/night

  22. CONDOMINIUM
    Mahana Resort Unit #804

    Mahana Resort Unit #804

    Kaanapali, HI

    Ocean front on the 8th floor on North Ka’anapali beach. Bamboo floors, Hawaiian artwork and sculptures; remodeled and decorated by a local island designer providing welcoming island hospitality in each room. Queen sofa sleeper new as of Sep '15....

    Pool
    FREE CANCELLATION

    $319 to $574/night

  23. CONDOMINIUM
    Kaanapali Royal G102

    Kaanapali Royal G102

    Lahaina, HI

    Spend your dream Maui vacation here with us at the Kaanapali Royal G102!! You can spend your days relaxing in Kaanapali on your spacious lanai steps away from the pool, or walk to the beach for a swim or snorkel with the sea turtles at famous Black...

    Pool
    FREE CANCELLATION

    $249 to $561/night

  24. CONDOMINIUM
    Hale Kamaole #155

    Hale Kamaole #155

    Kihei, HI

    Ocean View from the lanai. Large flat screen TVs in living room & bedroom. Hawaiian rattan furniture in living room and bed room. Comfy sitting chairs with large ottoman. King bed in bedroom with queen hide-a-bed in living room. Kitchen and bath...

    Pool
    FREE CANCELLATION

    $196 to $269/night

  25. CONDOMINIUM
    Hale Kamaole #217

    Hale Kamaole #217

    Kihei, HI

    Great Garden and Ocean view. New living room furniture, two lazy boy chairs along with queen hide-a-bed. King bed bought in 2013 in bedroom with rattan furniture. Nice, spacious, updated kitchen and appliances. 42 inch flat screen TV, safe in unit...

    Pool
    FREE CANCELLATION

    $196 to $269/night

  26. TOWNHOUSE
    Puamana 52-3

    Puamana 52-3

    Lahaina, HI

    Come stay with us in Puamana, the best kept secret in West Maui!! This 30 acre ocean front town home community awaits you for a vacation full of relaxation and fun! 52-3 is a 2 BR with 2.5 baths and in unit laundry. There is a split AC unit in each...

    Pool
    FREE CANCELLATION

    $274 to $561/night

  27. CONDOMINIUM
    Hoyochi Nikko #109

    Hoyochi Nikko #109

    Lahaina, HI

    One bedroom condo located in beautiful west Maui. For those wishing additional solitude, this is an end unit with a new queen bed and bedroom air conditioning. All units are fully equipped with Cable TV, DVD, CD player, washer/dryer, and...

    Pool
    FREE CANCELLATION

    $201 to $275/night

  28. CONDOMINIUM
    Kihei Surfside 210

    Kihei Surfside 210

    KIHEI, HI

    Kihei Surfside 210 is your home away from home. From the moment you walk in the door, you know you are going to enjoy your stay. This unit has recently been upgraded with new carpet throughout, a new sofa-bed and new window treatments. The hallway...

    Pool
    FREE CANCELLATION

    $363 to $485/night

  29. CONDOMINIUM
    Maui Vista 2211

    Maui Vista 2211

    Kihei, HI

    This gorgeously updated condo sits right across the street from Charley Young- one of the island's most treasured beaches. With 1bd/1ba, and a sleeper sofa, this unit sleeps 4 and would be the perfect location for a romantic or small family getaway....

    Pool
    FREE CANCELLATION

    $174 to $361/night

  30. CONDOMINIUM
    Wailea Ekolu #804

    Wailea Ekolu #804

    Wailea, HI

    Wailea Ekolu is one of most sought after properties in Wailea as it is nestled on the Wailea Golf Course. The property has a quiet and private atmosphere as the buildings are spread out across the lush tropical foliage. Wailea Ekolu has two lovely...

    Pool
    FREE CANCELLATION

    $261 to $405/night