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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. Hono Kai # B17

    Hono Kai # B17

    Wailuku, HI

    On the southern edge of the isthmus that forms Maui’s Central Valley, lies a thriving yet tranquil community: Ma’alaea, population 352, plus or minus. This intriguing corner of Maui includes a bustling boat harbor offering excursions that range...

    Pool

    $142 to $178/night

  2. Maui Banyan Q204

    Maui Banyan Q204

    Kihei, HI

    Spend your perfect beach vacation at this 2 bedroom, 2 bathroom, second floor unit. The entire unit is equipped with completely new furnishings and sleeps up to 8 people. Enjoy the luxury of brand new furniture in the unit including a new sofa bed...

    Pool

    $256 to $450/night

  3. Kaleialoha 211

    Kaleialoha 211

    Lahaina, HI

    This beautiful 1 bedroom, 1 bathroom oceanfront condominium provides everything you need for your vacation in paradise. With spectacular panoramic views over Maui’s neighbor islands, Lanai and Molokai, you can’t beat watching the whales and...

    Pool

    $179 to $328/night

  4. Puamana 55-4

    Puamana 55-4

    Lahaina, HI

    Walk to the beach and downtown Lahaina! Whether it is location, comfort, value, or peace that you look for when making your vacation a life-long memory to cherish, this special home does not disappoint. From its secure location in the gated...

    Pool

    $450 to $803/night

  5. Poolside Aina Nalu Condo D107

    Poolside Aina Nalu Condo D107

    Lahaina, HI

    We invite you to come and stay in our upgraded condo just two blocks from famous Front Street!  Relax and enjoy Poolside Premier Platinum 2bd/2ba Aina Nalu condo in Lahaina, Maui.  Walk out your back door to a green space and the beautiful Makai...

    Pool

    $248 to $661/night

  6. Kapalua Bay Villas 17B3

    Kapalua Bay Villas 17B3

    Lahaina, HI

    Luxury Ocean front Bay Villa in breath taking Kapalua. Perfectly updated, every window perfectly frames your view of the amazing scenery. Slide open the lanai doors and invite the warm pacific breeze into your living space. Hear the ocean just steps...

    Pool

    $371 to $578/night

  7. Poolside Aina Nalu Condo D109

    Poolside Aina Nalu Condo D109

    Lahaina, HI

    We invite you to come and stay in our upgraded condo just two blocks from famous Front Street!  Relax and enjoy Poolside Premier Platinum 2bd/2ba Aina Nalu condo in Lahaina, Maui. Walk out the back door to the beautiful Balinese-inspired infinity...

    Pool

    $248 to $661/night

  8. Wailea Ekolu #103

    Wailea Ekolu #103

    Wailea, HI

    Wailea Ekolu has several lovely pool areas as well as a large pavilion area for larger groups. There are also additional barbecue and picnic areas on the grounds with panoramic views of the ocean and the sunsets. The beautiful Mokapu and Ulua...

    Pool

    $267 to $521/night

  9. Ka'anapali Beach 2 Bedroom

    Ka'anapali Beach 2 Bedroom

    Lahaina, HI

    Ka'anapali Beach Club Just minutes from downtown Lahaina, on Maui's western shore, is Ka'anapali Beach Club Resort! Settled among lush landscaping and calming waterfalls, it is hard to not feel totally at ease when you are here. Featuring an...

    Pool Hot Tub

    $346 to $428/night

  10. Wailea Ekolu #503

    Wailea Ekolu #503

    Kihei, 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

    $261 to $521/night

  11. Nohonani 405

    Nohonani 405

    Lahaina, HI

    Nohonani 405 is a beautiful two bedroom one and a half bath unit on the fourth floor, with vaulted ceilings and a breathtaking ocean view. Ocean views can be seen from the kitchen, dining areas, living room and master bedroom. As with all the...

    Pool

    $264 to $405/night

  12. Ridge 1214 Gold Ocean View

    Ridge 1214 Gold Ocean View

    Kapalua, HI

    This luxurious retreat will spoil you forever. You’ll feel like you’re on top of the world as you take in spectacular views of the Pacific Ocean and the lush green landscape that surrounds you. You’ll feel your last care melt away as the warm...

    Pool

    $475 to $983/night

  13. Maui Eldorado: Maui Condo J100

    Maui Eldorado: Maui Condo J100

    Kaanapali, HI

    Relax in this two bedroom two bath spacious 1700 square foot Maui condo. Situated in the heart of Kaanapali. 10 min walk to whalers. Enjoy unobstructed views of the ocean at this prime location. Desirable unit due to its J location. Closest unit to...

    Pool

    $408 to $879/night

  14. Maui Eldorado: Maui Condo F204

    Maui Eldorado: Maui Condo F204

    Kaanapali, HI

    Located in the heart of Kaanapali, this Maui Eldorado vacation rental with ocean views overlooking main pool. Bright corner unit for additional privacy and 1700 sq ft big. Large lanai extends from bedroom to living room and wraps around. BBQ on your...

    Pool

    $326 to $784/night

  15. Sands Of Kahana 356

    Sands Of Kahana 356

    Kahana, HI

    Grasp the beautiful sunsets and rainbows from this very spacious three bedroom condominium This unit is one of the few 3 bedroom units at the Sands of Kahana that has air conditioning. Ocean views and vivid rainbow skies are visible from every...

    Pool Hot Tub

    $475 to $528/night

  16. Maui Parkshore 306

    Maui Parkshore 306

    Kihei, HI

    Completely remodeled two bedroom, partial ocean view condo at the Maui Parkshore. From a new kitchen and bathrooms to new furnishings, new flooring and painted walls, this condo has been extra touches that make it the perfect Maui retreat. The...

    Pool

    $303 to $360/night

  17. Kauhale Makai 312

    Kauhale Makai 312

    KIHEI, HI

    Please note: Kauhale Makai is undergoing exterior building maintenance. Enjoy Ocean Views from the living room and master bedroom in this two bedroom condo. Relax on the lanai each evening and watch the Maui sun set over the Pacific Ocean. The...

    Pool

    $304 to $382/night

  18. Kauhale Makai 122

    Kauhale Makai 122

    Kihei, HI

    Please note: Kauhale Makai is undergoing exterior building maintenance. Spacious and comfortable describe this ground floor condo with a beautiful garden view and partial ocean/mountain views. This unit, which sleeps 4, boasts a fully equipped...

    Pool

    $250 to $304/night

  19. Kauhale Makai 132

    Kauhale Makai 132

    Kihei, HI

    Please note: Kauhale Makai is undergoing exterior building maintenance. Completely Renovated and remodeled into the perfect modern beach style condo. Completed in May 2016, this trendy beach haven is the perfect getaway. Enojy Ocean Views from this...

    Pool

    $319 to $401/night

  20. Mana Kai Resort #511

    Mana Kai Resort #511

    Kihei, HI

    The Mana Kai Maui resort has been a fan favorite condo property in south Maui for decades. The property is so highly praised because of its superb location at the start of Keawakapu beach. The white sand beach stretches for over a mile, right into...

    Pool

    $559 to $890/night

  21. Wailea Grand Champions Villas #79

    Wailea Grand Champions Villas #79

    Wailea, HI

    Vacation on Maui in style at this one-bedroom condo at the Wailea Grand Champions Villas. Located minutes from 5-star Wailea hotels such as the Four Seasons and Grand Wailea, this condo complex has been wowing guests to Maui for years. Drive to...

    Pool Hot Tub

    $298 to $485/night

  22. Poolside Aina Nalu Condo D102

    Poolside Aina Nalu Condo D102

    Lahaina, HI

    We invite you to come and stay in our upgraded condo just two blocks from famous Front Street! Relax and enjoy Premier 2bd/2ba Aina Nalu condo in Lahaina, Maui. Just around the corner from both the Makai and Mauka pool areas!  846 sq. ft. for...

    Pool

    $211 to $621/night

  23. Kihei Akahi C-317

    Kihei Akahi C-317

    KIHEI, HI

    This one bedroom garden and mountain view condo sleeps up to 2 people with a Cal-King bed in the bedroom. The fully equipped kitchen has new granite counter tops. There is a washer and dryer in the unit for your use. Enjoy the cool breeze out on the...

    Pool

    $246 to $304/night

  24. L Honoapiilani Condo #120993

    L Honoapiilani Condo #120993

    Lahaina, HI

    Your Maui vacation can be enjoyed in one of our beachfront one-or-two bedroom condos which come fully furnished and equipped for your vacation. L Honoapiilani Condo #120993 oceanfront condo is unique because it was furnished and decorated by its...

    Pool

    $173 to $261/night

  25. Hoyochi Nikko 206

    Hoyochi Nikko 206

    Lahaina, HI

    This Beautiful Two bedrooms unit has one bedroom on the main level with a queen bed. A staircase leads you to a large lofted second sleeping area with a king bed. Living Area has a fold out sofa bed and a 40' HDTV and wireless internet access. Fully...

    Pool

    $289 to $366/night

  26. 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

    $126 to $231/night

  27. Koa Lagoon #206

    Koa Lagoon #206

    Kihei, HI

    The Koa Lagoon is an ocean front condominium complex in North Kihei with spectacular panoramic views of the Pacific ocean and Mauna Kahalawai, also known as the West Maui Mountains. Situated just 15 minutes from Kahului Airport on Sugar Beach, Koa...

    Pool

    $173 to $255/night

  28. 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

    $203 to $331/night

  29. Ridge 114 Gold Ocean View

    Ridge 114 Gold Ocean View

    Kapalua, HI

    This enchanting ridge villa, is newly remodeled to include all the high end upgrades you would expect to find in a 5 star resort. It has an attached covered carport for 2 cars, a lovely garden off the master suite and beautiful ocean views. Just a 3...

    Pool

    $319 to $536/night

  30. Luana Kai #A-205

    Luana Kai #A-205

    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 gas grills for your use. There is an expansive lawn between the...

    Pool Hot Tub

    $180 to $342/night