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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. 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

    $181 to $258/night

  2. Hono Kai A12

    Hono Kai A12

    Maalaea, HI

    Hono Kai #A12 is registered as a Transient Accommodation. Owner Registration I.D. TA-001-759-7440-01 'MAUI RIGHT ON THE BEACH' Literally just steps to the sand! 'Hale 'aka'aka Mo'o' home of the laughing gecko! At The Hono Kai  Resort  'on The...

    Pool

    $207 to $300/night

  3. Maalaea Banyans # 202

    Maalaea Banyans # 202

    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

    $160 to $225/night

  4. Kanai A Nalu # 314

    Kanai A Nalu # 314

    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

  5. 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

    $168 to $238/night

  6. 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

  7. Maui Kamaole #G-107

    Maui Kamaole #G-107

    Kihei, HI

    Kamaole Beach Park III is just across the street 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...

    Pool

    $186 to $348/night

  8. 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

  9. Maui Kamaole #G-210

    Maui Kamaole #G-210

    Kihei, HI

    Maui Kamaole #G-210 is a second floor 2 bedroom, 2 bathroom, ocean view unit with air conditioning throughout, a full kitchen with dishwasher, washer/dryer, TV/DVD, a telephone, and complimentary wireless Internet. Extra large floor plan with 1,244...

    Pool

    $324 to $463/night

  10. Waiohuli Beach Hale #C-210

    Waiohuli Beach Hale #C-210

    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

    $208 to $347/night

  11. Waiohuli Beach Hale #C-110

    Waiohuli Beach Hale #C-110

    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

    $208 to $347/night

  12. Haleakala Shores #A-212

    Haleakala Shores #A-212

    Kihei, HI

    Haleakala Shores A-212 is a spacious 2 bedroom 2 bath condo that is just across from Kamaole Beach III and has tropical garden views from the covered lanai. This fantastic property is within walking distance to restaurants, shops and activities....

    Pool

    $184 to $261/night

  13. L Honoapiilani Condo #120772

    L Honoapiilani Condo #120772

    Lahaina, HI

    Many resorts are on the ocean, but fewer units are ocean front, meaning that there's nothing between your home and the ocean but a few steps across the lawn. Check out our pictures and we promise it will be even better once you arrive. The first...

    Pool

    $173 to $261/night

  14. Sands Of Kahana 336

    Sands Of Kahana 336

    Kahana, HI

    Nestled on the pristine coastline of Kahana, located approximately halfway between Kaanapali and Kapalua, the beachfront condominium community known as the Sands of Kahana is the perfect family resort. With 2 bedrooms and two baths, this unit...

    Pool Hot Tub

    $315 to $368/night

  15. Maui Parkshore 409

    Maui Parkshore 409

    Kihei, HI

    Have fun in this two bedroom, two bath Ocean View condo. Conveniently located in South Kihei, there are shops and restaurants just a block away. There is a popular beach park across the street and other beautiful beaches are just a short walk or...

    Pool

    $289 to $343/night

  16. 604 Hokulani Gold

    604 Hokulani Gold

    Kaanapali, HI

    Take advantage of reduced rates as the new tower at the neighboring resort nears completion. The spacious interior of this 3 bed 3 bath tranquil retreat is the perfect blend of premium comfort and contemporary modern design. Stately and...

    Pool

    $1083 to $2169/night

  17. 1 Bedroom Corner Oceanfront 908

    1 Bedroom Corner Oceanfront 908

    Kaanapali, HI

    This beautiful One Bedroom Corner unit was recently renovated and has a breathtaking view! Featuring a King Bed, Queen Sofa Sleeper, full kitchen, all done in the warm island style. Wake up and have breakfast on your spacious open lanai while you...

    Pool Hot Tub

    $372 to $434/night

  18. Palms at Wailea #1204

    Palms at Wailea #1204

    Wailea, HI

    The fabulous Keawakapu Beach is just a short 10 minute stroll from the Palms at Wailea. Keawakapu Beach is world famous for its long sandy beach, great snorkeling, and the most magnificent sunsets imaginable. In the winter the whales can be seen...

    Pool Hot Tub

    $261 to $376/night

  19. Kanai A Nalu # 413

    Kanai A Nalu # 413

    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

  20. Bay Villa 31G4 Gold Ocean View

    Bay Villa 31G4 Gold Ocean View

    Kapalua, HI

    This luxurious Island Villa is uniquely positioned to offer nice ocean views! The perfect Rx for leaving your every care behind. Surround yourself with rare exotic wood cabinetry, new granite counter tops and new stainless steel appliances, Cool...

    Pool

    $576 to $1017/night

  21. Paki Maui 415

    Paki Maui 415

    Lahaina, HI

    Come enjoy the Paki Maui Oceanfront Resort! This 1 bedroom, 1 bath, lush garden view condo is the perfect place for couples, small families and adventurers looking to experience and explore the island for all the wondrous places and memories it...

    Pool

    $127 to $257/night

  22. Mahana 602

    Mahana 602

    Lahaina, HI

    Beautiful 6th floor studio condominium at The Mahana at Kaanapali provides everything you need for your vacation in paradise. Equipped with granite counter tops, beautiful tile floors, central A/C, WiFi, flat screen TV, stocked kitchen, and...

    Pool

    $204 to $359/night

  23. Kihei Alii Kai

    Kihei Alii Kai

    Kihei, HI

    This spacious 1-bedroom, 2-bathroom condo is fully furnished. It has a beautiful kitchen, spacious living room and 2 lanais for you to relax and enjoy. The kitchen is fully equipped with all of the utensils and appliances you’ll need to create...

    Pool

    $161 to $256/night

  24.  Hono Kai B9 (1 Bedroom condo)

    Hono Kai B9 (1 Bedroom condo)

    Maalaea, HI

    Hono Kai #B9 is registered as a Transient Accommodation. Owner Registration I.D. GE/TA 036-571-3408-01 'Maui right on the beach deluxe' 'Lucky' is the guest who spends their Maui holiday in this nicely remodeled and well-appointed condo. At the...

    Pool

    $207 to $300/night

  25. Golf Villa 25T4

    Golf Villa 25T4

    Kapalua, HI

    This lovely Villa has the feeling of casual island elegance with it's open style kitchen and living-dining area. Featuring a luxury gourmet kitchen with quality stainless steel appliances, surrounded by natural stone and warm exotic woods. It will...

    Pool

    $332 to $610/night

  26. Kapalua Golf Villa Gold Panoramic View 23V3

    Kapalua Golf Villa Gold Panoramic View 23V3

    Kapalua, HI

    Pamper yourself in this gorgeous penthouse villa. Amazing sunsets and panoramic ocean views with the islands of Molokai and Lanai as a back drop will take your breath away! A portion of the lanai has been enclosed to enhance and expand your living...

    Pool

    $400 to $746/night

  27. Bay Villa 36B3 Gold Ocean Front

    Bay Villa 36B3 Gold Ocean Front

    Kapalua, HI

    This elegant and upscale villa occupies the top two floors and features rare West-facing views for magnificent sunsets! A whale watchers dream! This villa offers the best vantage of whales and their young who make the bay their playground during...

    Pool

    $644 to $881/night

  28. Bay Villa 34b2 Gold Ocean Front

    Bay Villa 34b2 Gold Ocean Front

    Kapalua, HI

    Stunning ocean views from every room! Recent upgrades include new furnishings inside and out, new carpet, fresh paint and accessories. The rugged shore below is home to a variety of tropical birds, exotic plants, fish, and giant sea turtles. During...

    Pool

    $881 to $1322/night

  29. Bay Villa 22G4 Gold Ocean Front

    Bay Villa 22G4 Gold Ocean Front

    Kapalua, HI

    Dreaming of Paradise? You'll pinch yourself when you walk into this gorgeous Bay Villa. It's everything you imagined and more, including discounts on tee times at the world-famous Plantation and Bay Courses. Start your vacation with a frosty...

    Pool

    $644 to $881/night

  30. 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