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
    Whaler at Kaanapali Beach 514

    Whaler at Kaanapali Beach 514

    Lahaina, HI

    **The Whaler is undergoing maintenance to the pool area during the entire month of September through the first week of October, 2019** Completely Renovated and well-appointed Studio, Ocean view condo. Attention to detail and fine finishes make this...

    Pool Hot Tub
    FREE CANCELLATION

    $422 to $606/night

  2. CONDOMINIUM
    Whaler at Kaanapali Beach 402

    Whaler at Kaanapali Beach 402

    Lahaina, HI

    **The Whaler is undergoing maintenance to the pool area during the entire month of September through the first week of October, 2019** Ocean Front like you’ve never seen before! Located on the end of the building, this condo sits right on the...

    Pool Hot Tub
    FREE CANCELLATION

    $1,034 to $1,371/night

  3. CONDOMINIUM
    Kamaole Sands #08-105

    Kamaole Sands #08-105

    Kihei, HI

    Two bedroom ground floor condo located in building eight at the Kamaole Sands. This spacious condo has a fully equipped kitchen, two bedroom and two bathrooms. The master bedroom has a king bed and the second bedroom has two twin beds. The living...

    Pool Hot Tub
    FREE CANCELLATION

    $350 to $417/night

  4. CONDOMINIUM
    Kamaole Sands #10-407

    Kamaole Sands #10-407

    Kihei, HI

    Beautiful views of the Ocean, West Maui Mountains and the lush garden landscape await you at this top floor tastefully decorated two bedroom condo. The bedroom on the main floor has two twin beds and the loft bedroom serves as the master with a...

    Pool Hot Tub
    FREE CANCELLATION

    $393 to $480/night

  5. CONDOMINIUM
    Hale Mala Hina-245

    Hale Mala Hina-245

    Lahaina, HI

    ~Book today and Fall in LOVE with Hale Mala Hina ~ The House of Garden Mist ~Inspired by our love for Japanese design and accented with Hawaiian spirit. In a word, it’s TRANQUIL and we hope the photos give a worthy sense for its true comfort....

    Pool
    FREE CANCELLATION

    $223 to $330/night

  6. CONDOMINIUM
    Unit 111

    Unit 111

    Lahaina, HI

    Kulakane Resort is a West Maui vacation rental property, located just a few miles north of historic Lahaina Town. Each vacation rental property is professionally managed and superbly maintained to the highest standards. Your Maui vacation can be...

    FREE CANCELLATION

    $196 to $284/night

  7. CONDOMINIUM
    Maui Kamaole #M-105

    Maui Kamaole #M-105

    Kihei, HI

    Kamaole Beach #3 is just across from the upscale Maui Kamaole. This property features lush tropical landscaping, two gorgeous pool areas with hot tubs and water features. There are gas grills peppered throughout the property and tennis courts...

    Pool Hot Tub
    FREE CANCELLATION

    $211 to $339/night

  8. CONDOMINIUM
    Kihei Bay Vista #C-101

    Kihei Bay Vista #C-101

    Kihei, HI

    Kihei Bay Vista is just across the street from the Whale Sanctuary and a very long stretch of beach. Windsurf, Whale watch, walk the beach and enjoy unbelievable sunsets. The complex features a lovely pool, hot tub and gas grills for your use. There...

    Pool Hot Tub
    FREE CANCELLATION

    $126 to $231/night

  9. CONDOMINIUM
    Luana Kai #C-203

    Luana Kai #C-203

    Kihei, HI

    Luana Kai is a large oceanfront complex in Kihei. It is centrally located to shops, activities and restaurants. It features a large oceanfront pool, hot tub, shuffleboard, and five gas grills for your use. There is an expansive lawn between the...

    Pool
    FREE CANCELLATION

    $128 to $219/night

  10. CONDOMINIUM
    Kihei Bay Vista #A-201

    Kihei Bay Vista #A-201

    Kihei, HI

    Kihei Bay Vista is just across the street from the Whale Sanctuary and a very long stretch of beach. Windsurf, Whale watch, walk the beach and enjoy unbelievable sunsets. The Kihei Bay Vista is centrally located to shops, restaurants, activities and...

    Hot Tub
    FREE CANCELLATION

    $126 to $231/night

  11. CONDOMINIUM
    Hale Pineapple

    Hale Pineapple

    Lahaina, HI

    Welcome to Hau'oli Hala Kahiki, a hidden gem in Honokowai on Maui's beautiful west shore. Located in the quiet, low-density Kaleialoha building, this sweet 1 bedroom/1 bath condo sits on the ground floor, so no stairs to climb or having to wait for...

    FREE CANCELLATION

    $146 to $239/night

  12. CONDOMINIUM
    Kapalua Bay Villa 22G2 Gold Ocean Front

    Kapalua Bay Villa 22G2 Gold Ocean Front

    Kapalua, HI

    This 5 star property is perfectly situated above the waves in the most pristine and highly desired locations in Kapalua! Building 22, just steps from the stairs that lead down to the white sands of Oneloa Bay.This unique floor plan is the only...

    Pool

    $813 to $1,219/night

  13. HOUSE
    Papaua Paradise 43

    Papaua Paradise 43

    Lahaina, HI

    APPROVED MAUI SHORT TERM RENTAL HOUSE #STWM 2104/0003.You and your family and friends will love your stay here for a vacation filled with Aloha!If you are looking for location, luxury and Hawaiian life style, you have found it. Perhaps the most...

    Hot Tub
    FREE CANCELLATION

    $1,869 to $3,125/night

  14. CONDOMINIUM
    Hale Mahina B401

    Hale Mahina B401

    Lahaina, HI

    Enjoy your Maui vacation from the Hale Mahina Resort!This gorgeous 2 bedroom, 2 bath, lush ocean view condo is the perfect place for couples or families looking to experience and explore the island. Equipped with a full kitchen with stainless steel...

    Pool Hot Tub
    FREE CANCELLATION

    $331 to $686/night

  15. CONDOMINIUM
    221

    221

    Kihei, HI

    Two bedroom with a great Ocean View. Large clay tiles from front door to lanai. Decorated by interior designer, color and style pleasing to the eye. Beautiful furniture, comfy sofa with queen hide-a-bed. Bedroom decor very Hawaiian with dark wood...

    Pool
    FREE CANCELLATION

    $258 to $366/night

  16. CONDOMINIUM
    Kanai A Nalu 318

    Kanai A Nalu 318

    Wailuku, HI

    Oceanfront condo on third floor with beautiful ocean and beach views! Upgraded property. Quiet home listen to the sounds of the sea.Spectacular ocean front condo with amazing views! Three Way Split AC in the living room, master bedroom and second...

    Pool
    FREE CANCELLATION

    $243 to $495/night

  17. CONDOMINIUM
    Kanai A Nalu 315

    Kanai A Nalu 315

    Wailuku, HI

    Ocean front condo on third floor with beautiful ocean views! Gorgeous upgraded property. Quiet home listen to the sounds of the sea.Welcome to Kana'i A Nalu a quiet resort that sits on the ocean away from the road. This complex sits directly on a...

    Pool
    FREE CANCELLATION

    $212 to $482/night

  18. CONDOMINIUM
    Kihei Bay Vista #C-206

    Kihei Bay Vista #C-206

    Kihei, HI

    The Kihei Bay Vista is a wonderful property. It is located in Kihei Maui, just steps from the ocean. It has a pool and hot tub, gas grills for your use as well as an outdoor dining area. This property is one of the great finds for the price in...

    Pool Hot Tub
    FREE CANCELLATION

    $126 to $231/night

  19. CONDOMINIUM
    Mahana Resort #1017

    Mahana Resort #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

    $290 to $606/night

  20. CONDOMINIUM
    Hale Mahina #B103

    Hale Mahina #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

  21. CONDOMINIUM
    Lahaina Shores #425

    Lahaina Shores #425

    Lahaina, HI

    Direct ocean front views from our 4th floor remodeled studio condo located at the beautiful beach front Resort in Lahaina Town: Lahaina Shores. Completely remodeled kitchen with granite counters. Tiled walk-in shower with bench (no tub). Affordable...

    Pool
    FREE CANCELLATION

    $232 to $447/night

  22. CONDOMINIUM
    Papakea #C108

    Papakea #C108

    Lahaina, 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

  23. CONDOMINIUM
    Papakea #B207

    Papakea #B207

    Lahaina, 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

  24. 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 ). Carpet was replaced 2017. Settle into your Hawaiian vacation in this ocean view condo in Ka'anapali....

    Pool
    FREE CANCELLATION

    $336 to $706/night

  25. CONDOMINIUM
    Mahana Resort #304

    Mahana Resort #304

    Lahaina, HI

    Ocean front on North Ka'anapali beach. An ocean front bedroom allows for a greater view in this remodeled Deluxe unit. Remodel includes new flooring, kitchen with new cabinets and granite counter tops, new bathroom vanity, sinks & granite top and...

    Pool
    FREE CANCELLATION

    $336 to $606/night

  26. CONDOMINIUM
    Paki Maui #420

    Paki Maui #420

    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

    $128 to $332/night

  27. CONDOMINIUM
    Papakea #L407

    Papakea #L407

    Lahaina, 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

    $278 to $653/night

  28. CONDOMINIUM
    Papakea #G408

    Papakea #G408

    Lahaina, HI

    Ocean views from this 4th floor corner unit in North Ka'anapali. A remodel in Nov 2015 included a new kitchen and bathroom, fresh coat of paint throughout and updated furnishing. A mini 'facelift' as of Apr 2011: new carpet, paint, 37 inch flat...

    Pool
    FREE CANCELLATION

    $290 to $619/night

  29. CONDOMINIUM
    Papakea #H103

    Papakea #H103

    Lahaina, HI

    Welcome to: "Tranquility Maui Condo" This charming 2 bedroom Papakea condominium is located in "H" building near ponds and gardens. Great views from the beach and off to the neighbor islands of Lanai and Molokai. Tastefully decorated with Hawaiian...

    Pool
    FREE CANCELLATION

    $278 to $580/night

  30. CONDOMINIUM
    Papakea #E401

    Papakea #E401

    Lahaina, 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

    $261 to $619/night