×

Download the RedAwning app today!
Find your rental and view all your reservation details, all in one place

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!
Search Filters

Search results

  1. HOUSE
    Sands Of Kahana 373

    Sands Of Kahana 373

    Kahana, HI

    With spectacular views of Lanai, Molokai and the West Maui coastline, this ocean front two bedroom, two bath condominium offers unique photo opportunities. Create your perfect vacation memories with sunsets, surfers, sailboats, and whales....

    Pool Hot Tub

    $315 to $368/night

  2. HOUSE
    Kahana Sunset A5

    Kahana Sunset A5

    Lahaina, HI

    This beautiful 2 Bedroom, 2.5 Bathroom with AC is new to our rental program! It is an oceanfront remodeled condo with spectacular views of the island of Molokai. This unit will feel like your Maui home with Hawaiiana furnishings along with upgraded...

    Pool

    $406 to $459/night

  3. CONDOMINIUM
    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

  4. CONDOMINIUM
    Kahana Sunset C5

    Kahana Sunset C5

    Lahaina, HI

    Ocean view C Building. Standard CDE rates. Two Bed Two Bath K/QT/QS. A/C throughout condo, Awning on lower lanai … Flat screen TV's throughout condo. Two sofas in living room. Tiled flooring downstairs, carpets on stairs and bedrooms. Bath tub in...

    Pool

    $262 to $315/night

  5. CONDOMINIUM
    Kauhale Makai #629

    Kauhale Makai #629

    Kihei, HI

    Kauhale Makaiis Hawaiian for "Village by the Sea". Kauhale Makai is an oceanfront property located in North Kihei offering ocean and garden views. It consists of two six story buildings with elevators. The beach fronting the property is excellent...

    Pool

    $160 to $372/night

  6. CONDOMINIUM
    Kauhale Makai #632

    Kauhale Makai #632

    Kihei, HI

    Kauhale Makai (Village by the Sea) is a beautiful beachfront, 169-unit condominium development in central Kihei. Unit #632 with 2 beds, 2 ensuite baths, overlooks the ocean, pool and courtyard. The Master bedroom features a King bed, the Guest...

    Pool

    $199 to $413/night

  7. CONDOMINIUM
    Sugar Beach Resort, #418

    Sugar Beach Resort, #418

    Kihei, HI

    Sugar Beach Resort is the Winner of Building of the Year and Manager of the Year Awards from the Institute of Real Estate Management (IREM®) Sugar Beach Resort is a tranquil beachfront condominium resort located in North Kihei offering sweeping...

    Pool

    $202 to $387/night

  8. CONDOMINIUM
    Menehune Shores, #623

    Menehune Shores, #623

    Kihei, HI

    Amazing Remodel Completed August 2016! New Kitchen and Bathrooms and Split-Duct Air Conditioning! See for yourself the new Menehune Shores #623! Note from the Owner: Unit 623 is on the top floor, and is referred to as a "penthouse" unit. Because...

    Pool

    $223 to $313/night

  9. CONDOMINIUM
    Kihei Surfside 106

    Kihei Surfside 106

    Kihei, HI

    Ground-floor Kihei Surfside 106 is perfect for families, offering quick access to the outdoors with the pool, shuffleboard court, putting green and grand lawn area for playing or lounging! There's no need to wait for the elevator when you're ready...

    Pool
    FREE CANCELLATION

    $195 to $336/night

  10. VILLA
    Kapalua Bay Villa 21B2

    Kapalua Bay Villa 21B2

    Kapalua, HI

    This gorgeous Beach Front Villa occupies the top two floors of building 21. It has two completely private master bedrooms with en-suite. Main floor master has a private lanai. Both master suites have spectacular ocean views. There are 3 bathrooms;...

    Pool

    $1254 to $1898/night

  11. CONDOMINIUM
    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 $724/night

  12. CONDOMINIUM
    Aina Nalu Premier Platinum Condo K101

    Aina Nalu Premier Platinum Condo K101

    Lahaina, HI

    We invite you to come and stay in our upgraded condo just two blocks from famous Front Street! Relax and enjoy Premier Platinum 2bd/2ba Aina Nalu condo in Lahaina, Maui. 846 sq. ft. for spacious living for up to 6 adults (king bed in master...

    Pool

    $223 to $699/night

  13. CONDOMINIUM
    Honua Kai 520

    Honua Kai 520

    Lahaina, HI

    What sounds better than waking up to a hot cup of delicious coffee on a lanai that opens up to sweeping views of the majestic West Maui mountains? We invite you to indulge in the authentic Maui lifestyle, making our Honua Kai 520K your home away...

    Pool Hot Tub

    $389 to $1169/night

  14. CONDOMINIUM
    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
    FREE CANCELLATION

    $559 to $890/night

  15. CONDOMINIUM
    Napili Shores F147

    Napili Shores F147

    Lahaina, HI

    We invite you to experience a relaxing and beautiful stay at our ground floor Napili Shores condo! This space is located next to one of the most incredible beaches for snorkeling, swimming, and truly capturing the quintessential Maui experience,...

    Pool

    $236 to $510/night

  16. CONDOMINIUM
    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
    FREE CANCELLATION

    $298 to $485/night

  17. CONDOMINIUM
    Lower Honoapiilani Condo 2 Bedrooms Sleeps 6

    Lower Honoapiilani Condo 2 Bedrooms Sleeps 6

    Lahaina, HI

    Here at Serenity By the Sea all of your senses will be delighted…starting with the picturesque ocean/sunset views from the living room, kitchen & both bedrooms… to the music of the sound of the waves… to the smell of the fresh ocean air…. to...

    Pool
    FREE CANCELLATION

    $330 to $379/night

  18. CONDOMINIUM
    Lower Honoapiilani Condo 2 Bedrooms Sleeps 4

    Lower Honoapiilani Condo 2 Bedrooms Sleeps 4

    Lahaina, HI

    Lower Honoapiilani Condo is one of the 56 condos on the property. It is a true hidden gem on the west side of Maui and just minutes from golfing, surfing, snorkeling, hiking, markets and white sand beaches with plenty of activities. Our condo is...

    FREE CANCELLATION

    $242 to $280/night

  19. CONDOMINIUM
    Lower Honoapiilani Condo 1 Bedroom Sleeps 4

    Lower Honoapiilani Condo 1 Bedroom Sleeps 4

    Lahaina, HI

    Lower Honoapiilani Condo is located on Maui’s leeward side on two acres of oceanfront tropical gardens and flowers. The neighboring islands of Molokai and Lanai are both a few miles away, framing the beautiful ocean view from Lower Honoapiilani...

    Pool
    FREE CANCELLATION

    $225 to $258/night

  20. CONDOMINIUM
    Maui Kamaole b-107

    Maui Kamaole b-107

    KIHEI, HI

    This Property does NOT accept Promo Codes - Please do not Book this property if you are using a discount or promotional code. Beautifully upgraded and renovated one bedroom condo. Renovated Kitchen and Bathrooms and new furniture throughout. Sleeps...

    Pool Hot Tub
    FREE CANCELLATION

    $311 to $401/night

  21. CONDOMINIUM
    1 Bedroom Oceanfront 404

    1 Bedroom Oceanfront 404

    Kaanapali, HI

    One Bedroom - Flat screen TV ; King bed, 2 Twins on lanai. (No Sofa Bed) This unit located on the Kaanapali Beach less than one mile from the Kapalua West Maui Airport. This unit features an heated outdoor pool, a jacuzzi and free Wi-Fi. It...

    Pool

    $341 to $403/night

  22. CONDOMINIUM
    Maui Kamaole #h-207

    Maui Kamaole #h-207

    Kihei, HI

    Enjoy your piece of paradise from this two bedroom, garden view, condo at the Maui Kamaole. This two bedroom, two bathroom, condo sleeps up to six people. There is a loft bedroom with a full en-suite and a sitting area. The second bedroom is on the...

    Pool
    FREE CANCELLATION

    $402 to $501/night

  23. CONDOMINIUM
    Maui Kamaole #D-107

    Maui Kamaole #D-107

    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

    $168 to $238/night

  24. CONDOMINIUM
    Waiohuli Beach Hale #D-214

    Waiohuli Beach Hale #D-214

    Kihei, HI

    Waiohuli Beach Hale is a small oceanfront complex located in Kihei Maui Hawaii. This property has a great aloha feeling with a relaxed and quiet atmosphere. Each unit is steps from the ocean and is centrally located to great shopping, restaurants,...

    Pool
    FREE CANCELLATION

    $115 to $244/night

  25. CONDOMINIUM
    Waiohuli Beach Hale #A-201

    Waiohuli Beach Hale #A-201

    Kihei, HI

    Gorgeous Remodeled Oceanfront Kihei Condo – 2BR You can’t do better than this! Not only does this beautifully renovated second-floor unit have an unobstructed ocean view but the quality of the complex and its location cannot be beat. The ocean...

    Pool
    FREE CANCELLATION

    $208 to $347/night

  26. VILLA
    Lele Hideaway Private Villa

    Lele Hideaway Private Villa

    Kihei, HI

    Lele Hideaway is a 3 bedroom, 3 bath condominium suite that sleeps up to 6 people, and is part of the Wailea Inn villa. This luxury villa is a gated tropical oasis only 50 steps away from beaches, snorkeling and surfing. Enjoy the conveniences of...

    Pool Hot Tub

    $579 to $984/night

  27. 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 $219/night

  28. CONDOMINIUM
    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
    FREE CANCELLATION

    $244 to $358/night

  29. CONDOMINIUM
    Palms at Wailea #1507

    Palms at Wailea #1507

    Wailea, HI

    Unit 1507 is a beautifully renovated condo with a gorgeous ocean view. An end unit, located in the complex’s prime, inner courtyard; just a short stroll to the pool - all without climbing steep stairs. Unit 1507 features an impressive outdoor...

    Pool Hot Tub
    FREE CANCELLATION

    $324 to $521/night

  30. CONDOMINIUM
    Maui Kamaole #A-201

    Maui Kamaole #A-201

    Kihei, HI

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

    Pool
    FREE CANCELLATION

    $296 to $451/night