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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. Kanai A Nalu # 319

    Kanai A Nalu # 319

    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

    $267 to $326/night

  2. Island Sands 512

    Island Sands 512

    Maalaea, HI

    Island Sands #512 is registered as a Transient Accommodation. Owner Registration I.D. TA-006-131-9168-01  Very, Very Nice...Maui Ocean Front Deluxe 2 Bedroom 2 Bath Condo Retreat (sleeps 6) At The Island Sands Resort Oceanfront a short stroll to...

    Pool

    $327 to $400/night

  3. Papaua Estate

    Papaua Estate

    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...

    Pool Hot Tub

    $2178 to $3020/night

  4. 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

    $138 to $219/night

  5. Island Sands # 310

    Island Sands # 310

    Maalaea, HI

    Enjoy great views of the ocean and nearby islands. Unit #310 features a large lanai with panoramic views overlooking tropical grounds. This one bedroom unit has lots of space, including a full kitchen - perfect for preparing your own meals. The...

    $166 to $201/night

  6. Maui Sunset B402

    Maui Sunset B402

    Kihei, HI

    Gorgeously updated 1 bedroom with AC- right on the beach! This unit has 2 full bathrooms, a great kitchen, a lanai with ocean view, and it sleeps 4. Imagine taking a stroll down the beach, drink in hand, and soaking up the warm Hawaiian sun. This is...

    Pool

    $191 to $294/night

  7. 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

    $179 to $256/night

  8. Kaanapali Shores Unit 546

    Kaanapali Shores Unit 546

    Lahaina, HI

    Enjoy the refreshing breeze from your private lanai overlooking swaying palm trees, lush green landscape and the beautiful Pacific Ocean with the view of the island of Molokai, or marvel at the crashing waves while you relax by the pool. Incredible...

    Pool Hot Tub

    $173 to $341/night

  9. Royal Kahana 106

    Royal Kahana 106

    Lahaina, HI

    Get ready for the trip of a lifetime! Royal Kahana 106 is an fantastic new unit with tons of space and amazing ocean views! Equipped with cable, wifi, washer/dryer, and more, you'll have all the comforts of home! Be sure to take full advantage of...

    Pool

    $127 to $269/night

  10. Wailea Ekolu #303

    Wailea Ekolu #303

    Kihei, 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

    $231 to $406/night

  11. Bay Villa 28B2 Gold Ocean Front

    Bay Villa 28B2 Gold Ocean Front

    Lahaina, HI

    E Komo Mai 'Welcome' to Aloha Vacation Villa’s newest WATERFRONT vacation property! Nestled in the luxurious Kapalua area in north Maui, the spacious interior of this 2 bed 3 bath tranquil retreat is the perfect blend of premium comfort and...

    Pool

    $671 to $1186/night

  12. Sugar Beach 317

    Sugar Beach 317

    KIHEI, HI

    **The Pool will be CLOSED beginning September 10th, through September 17th, 2018. In 2019 the pool will be closed September 9th, through September 16th. Each year the pool will be closed for one week, starting on the second Monday of the month....

    Pool

    $350 to $456/night

  13. Kamaole Sands 08-410

    Kamaole Sands 08-410

    Kihei , HI

    Upgraded, Renovated and Remodeled two bedroom loft Condo. Beautiful New Kitchen with dark, rich cabinetry, Granite counter tops, Stainless Steel mixed appliances, and fixtures. The remodeled bathrooms have beautiful tile and stone work. The bedroom...

    Pool

    $356 to $429/night

  14. Grand Champions #51

    Grand Champions #51

    Wailea, HI

    The nearby Ulua and Mokapu Beaches are a quick drive down the hill from the Grand Champions Villas in Wailea. The complex is surrounded by lovely tropical gardens. It is located in the exclusive Wailea Resort. The complex offers two swimming pools,...

    Pool Hot Tub

    $202 to $347/night

  15. Kanai A Nalu # 116

    Kanai A Nalu # 116

    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

    $207 to $278/night

  16. Maui Kamaole #J-103

    Maui Kamaole #J-103

    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

    $196 to $342/night

  17. Hono Kai # B3

    Hono Kai # B3

    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

    $166 to $219/night

  18. Ma'alaea Kai # 317

    Ma'alaea Kai # 317

    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

    $237 to $308/night

  19. Kihei Akahi C-401

    Kihei Akahi C-401

    KIHEI, HI

    Welcome cool ocean breezes and incredible ocean views from this newly renovated studio condo. Astonishing sunset views from the lanai. Enjoy all the comforts and amenities of home, including a full kitchen and bath with washer and dryer. Your condo...

    Pool

    $216 to $273/night

  20. Kamaole Sands 10-410

    Kamaole Sands 10-410

    KIHEI, HI

    Enjoy ocean views from this fourth floor, two bedroom condo. This unit sleeps up to six (6) people with a King Bed with a Simmons Beauty Rest mattress in the master bedroom loft, two twins that can convert into a King in the second bedroom and a...

    Pool

    $400 to $494/night

  21. Maui Banyan #G-406

    Maui Banyan #G-406

    Kihei, HI

    The Elevator for G & H building will be closed for Elevator Modernization starting at 10:00 am Monday September 10, 2018. We will have a bellman to help with luggage. Remodeled Ocean view condo at the Maui Banyan in South Kihei. This one bedroom...

    Pool

    $310 to $365/night

  22. Kamaole Sands 10-417

    Kamaole Sands 10-417

    KIHEI, HI

    Large three bedroom Ocean view condo located in building ten at the Kamaole Sands. This three bedroom, three bath condo has a queen bed in the master bedroom and the second bedroom, and two twin beds in third bedroom as well as a pull out sofa bed...

    Pool

    $543 to $629/night

  23. 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

    $400 to $494/night

  24. Grand Champions 089

    Grand Champions 089

    Wailea, HI

    Remodeled two bedroom condo at Wailea Grand Champions with fabulous views of the golf course. This condo completed renovations in November 2016 and features a completely renovated Kitchen and bathrooms and new furnishings. The Kitchen has new...

    Pool Hot Tub

    $448 to $559/night

  25. Kamaole Sands #07-306

    Kamaole Sands #07-306

    Kihei, HI

    Kamaole Sands AOAO has scheduled a painting and maintenance project for this building in May and June. Subsequently, this building will not be available and all units have been blocked off during that time period. One bedroom garden view condo...

    Pool

    $295 to $341/night

  26. Kamaole Sands 08-411

    Kamaole Sands 08-411

    KIHEI, HI

    Beautiful Ocean View Unit in Building 8! With recent updates and renovations to the fully equipped kitchen, this unit is our ideal vacation rental condo. The unit allows for 6 guests with a King bed in the upstairs loft, 2 twins in the main level...

    Pool

    $400 to $494/night

  27. Royal Mauian 204

    Royal Mauian 204

    KIHEI, HI

    This is the condo you have been looking for. Completely remodeled condo with incredible ocean views. From the flooring to the ceiling and everything in between, this remodeled condo is truly paradise. The new granite counter tops complement the new...

    Pool

    $417 to $519/night

  28. Maui Kamaole f-208

    Maui Kamaole f-208

    KIHEI, HI

    There are two (2) bedrooms and two (2) bathrooms in this Garden View Condo. This unit sleeps up to 6 people with a King bed in the loft Master bedroom, a queen bed in the second bedroom and a pull out sofa bed in the living room. The kitchen is...

    Pool

    $402 to $501/night

  29. Maui Parkshore 312

    Maui Parkshore 312

    KIHEI, HI

    Enjoy Ocean views from this two bedroom two bathroom condo. The master bedroom has a queen bed and a full bathroom ensuite. The second bedroom has two twin beds and the living room has a pull out sofa bed, allowing this condo to accommodate up to...

    Pool

    $303 to $360/night

  30. Maui Kamaole h-202

    Maui Kamaole h-202

    KIHEI, HI

    Renovated in 2018! This beautiful two bedroom condo at the Maui Kamaole has just been renovated featuring a new, top-of-the-line kitchen. This condo offers Partial Ocean views at garden view prices! Beautiful bathroom renovation summer, 2014. This...

    Pool

    $402 to $501/night