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
    Kapalua Bay Villa 36B3 Gold Ocean Front

    Kapalua 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 and 180* ocean views from your master suite! A whale watchers dream! This villa offers the best vantage of whales and their...

    Pool

    $563 to $781/night

  2. CONDOMINIUM
    Kapalua Bay Villa 12B2 Gold Ocean View

    Kapalua Bay Villa 12B2 Gold Ocean View

    Lahaina, HI

    Wake up every morning to ocean breezes and spectacular 180° panoramic views of the Pacific Ocean, neighboring islands, and Maui’s north shore coast line. Within easy walking distance to beaches and coastal walking trails. Newly remodeled by an...

    Pool

    $594 to $1,063/night

  3. CONDOMINIUM
    Kapalua Bay Villa 12G5 Ocean View

    Kapalua Bay Villa 12G5 Ocean View

    Kapalua, HI

    Your own little slice of paradise.. Wake up each morning to breath taking views of the Pacific as you take in the gentle sounds of the sea from your beautiful and spacious master suite with a new king size bed.This lovely villa has air conditioning...

    Pool

    $288 to $494/night

  4. CONDOMINIUM
    Kapalua Bay Villa 34B2 Gold Ocean Front

    Kapalua 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

    $781 to $1,219/night

  5. CONDOMINIUM
    Kapalua Bay Villa 17B2 Gold Ocean View

    Kapalua Bay Villa 17B2 Gold Ocean View

    Kapalua, HI

    Over $600K in recent upgrades! Even the best photos can not capture the true beauty of the high-end materials used, the designer furniture and accessories and the magnificent views that surround this 5 star property.Wrap yourself in the luxury of...

    Pool

    $556 to $1,063/night

  6. CONDOMINIUM
    Kahana Sunset A3

    Kahana Sunset A3

    Lahaina, HI

    Enjoy snorkeling with the sea turtles, humpback whale watching in the winter or gazing at rainbows, this property is perfect for it all! The Kahana Sunset sits on Keonenui Bay and feels as though it has its own private beach. Conveniently located...

    Pool

    $326 to $383/night

  7. CONDOMINIUM
    Kahana Sunset F12

    Kahana Sunset F12

    Lahaina, HI

    Enjoy snorkeling with the sea turtles, humpback whale watching in the winter or gazing at rainbows, this property is perfect for it all! The Kahana Sunset sits on Keonenui Bay and feels as though it has its own private beach. Conveniently located...

    Pool

    $371 to $484/night

  8. CONDOMINIUM
    Kahana Sunset C5

    Kahana Sunset C5

    Lahaina, HI

    Enjoy snorkeling with the sea turtles, humpback whale watching in the winter or gazing at rainbows, this property is perfect for it all! The Kahana Sunset sits on Keonenui Bay and feels as though it has its own private beach. Conveniently located...

    Pool

    $276 to $332/night

  9. CONDOMINIUM
    Maui Kamaole #G-210

    Maui Kamaole #G-210

    Kihei, HI

    The famous Kamaole Beach 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...

    Pool Hot Tub
    FREE CANCELLATION

    $377 to $493/night

  10. CONDOMINIUM
    Maui Eldorado- D206- Ocean view remodeled unit! 1b/2b

    Maui Eldorado- D206- Ocean view remodeled unit! 1b/2b

    Kaanapali, HI

    GREAT ONE BEDROOM/TWO BATH OCEAN VIEW!!!The Best of Maui Eldorado!This, spacious, remodeled one-bedroom two bath Maui Eldorado Resort condo offers comfortable accommodations for up to four.Newly renovated kitchen with stainless steel appliances,...

    Pool Hot Tub

    $351/night

  11. CONDOMINIUM
    Maui Vista #1322

    Maui Vista #1322

    Kihei, HI

    Remodeled kitchen, bathroom and new flooring completed in Summer 2014. This one bedroom, one bathroom, garden view condo offers the simplicity of home in a tropical paradise. The master bedroom has a queen bed and the living room has a sofa bed,...

    Pool
    FREE CANCELLATION

    $241 to $279/night

  12. HOUSE
    Junior Suite Oceanfront #302

    Junior Suite Oceanfront #302

    Lahaina, HI

    This is a lovely Studio featuring a Queen sized Murphy Bed. The bed is easily placed into the wall to expand your living space if you so desire. One of Maui Kai’s little gems is unit 302. In colorful, floral designs, this room presents itself as a...

    Pool Hot Tub
    FREE CANCELLATION

    $278 to $341/night

  13. CONDOMINIUM
    Kahana Reef #101

    Kahana Reef #101

    LAHAINA, HI

    Stunning Remodel completed in late 2014. This Ocean Front condo is literally steps away from the Pacific Ocean. The complete remodel includes a remodeled Kitchen, bathroom and new furniture. The kitchen has a new eat in bar and new appliances. This...

    Pool
    FREE CANCELLATION

    $276 to $326/night

  14. CONDOMINIUM
    Kamaole Sands #06-310

    Kamaole Sands #06-310

    KIHEI, HI

    Escape to Maui and relax in this spacious two bedroom condo. A highlight of this unit is that both bedroom are located on the same level. This garden view condo sleeps up to six people. The master bedroom has a king bed, the second bedroom has a...

    Pool Hot Tub
    FREE CANCELLATION

    $371 to $458/night

  15. 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 Hot Tub
    FREE CANCELLATION

    $384 to $488/night

  16. CONDOMINIUM
    Kapalua Bay Villa 31G4 Gold Ocean View

    Kapalua 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

    $525 to $969/night

  17. CONDOMINIUM
    Royal Kahana 702

    Royal Kahana 702

    Lahaina, HI

    Aloha from paradise! We are excited to offer our beautiful 7th floor studio suite at this popular West Maui resort! The condo has all of the amenities you would want on a tropical vacation (including AC and a washer and dryer in the unit)! The...

    Pool
    FREE CANCELLATION

    $179 to $346/night

  18. CONDOMINIUM
    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
    FREE CANCELLATION

    $208 to $347/night

  19. CONDOMINIUM
    Grand Champions #45

    Grand Champions #45

    Wailea, HI

    The nearby Ulua and Mokapu Beaches are a quick drive down the hill from the 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...

    Pool Hot Tub
    FREE CANCELLATION

    $261 to $525/night

  20. CONDOMINIUM
    Sunny 1BR w/ Pool & Balcony- Walk 5 Minutes to Beach

    Sunny 1BR w/ Pool & Balcony- Walk 5 Minutes to Beach...

    Kihei, HI

    The glittering ocean is at your fingertips at this tropical 1BR Kihei condo. Walk 5 minutes to the wide sands of Kamaole Beach or the waves at The Cove (one of the most popular surf breaks in South Maui) for a day of fun in the sun.Later, head back...

    Pool
    FREE CANCELLATION

    $92 to $363/night

  21. CONDOMINIUM
    Kapalua Golf Villa 15P78 Gold

    Kapalua Golf Villa 15P78 Gold

    Kapalua, HI

    If you enjoy the serene and tranquil feel of the Golf Villas but want to be close to the beach, you will be delighted with this little gem. It is the best of both worlds! Just steps from 3 gorgeous pools and a short walk to 4 world class beaches...

    Pool

    $344 to $719/night

  22. CONDOMINIUM
    G9-2 Bedroom Oceanfront Townhouse

    G9-2 Bedroom Oceanfront Townhouse

    Kihei, HI

    Ma'alaea Surf, Unit G9 is a townhouse unit situated on the second floor which offers our guest total privacy. This unit has stunning ocean views and overlooks the large pool. This elegant unit features a fully furnished gorgeous kitchen and is...

    Pool
    FREE CANCELLATION

    $343 to $540/night

  23. CONDOMINIUM
    Sugar Beach Resort PH 40

    Sugar Beach Resort PH 40

    Kihei, HI

    The Sugar Beach Resort is the perfect destination for your tropical Hawaiian getaway! This oceanfront complex is just a few steps away from Maui's longest continual white sand beach, perfect for long strolls on the beach or enjoying postcard...

    Pool Hot Tub
    FREE CANCELLATION

    $347 to $544/night

  24. CONDOMINIUM
    155

    155

    Kihei, HI

    Enjoy the ocean view from this ground floor unit. Hawaiian rattan furniture AND flat screen TV's in living room and bed room. Comfy sitting chairs with large ottoman. King bed in bedroom with queen hide-a-bed in living room. Kitchen and bath...

    Pool
    FREE CANCELLATION

    $188 to $270/night

  25. CONDOMINIUM
    144

    144

    Kihei, HI

    This lovely bright condo features an extra window which brings in plenty of light. Tropical style furniture, comfortable queen hide a bed, easy chair with ottoman, and large flat screen TV in living room. Kitchen fully stocked with all new dinner...

    Pool
    FREE CANCELLATION

    $188 to $270/night

  26. CONDOMINIUM
    164

    164

    Kihei, HI

    Luxuriously updated one bedroom unit in excellent location, close to lower pools, bbq and office; with ocean view from the lanai. Furnished in Hawaiian style with beautiful wood cabinets in kitchen and bathroom, rattan in living room and bedroom,...

    Pool
    FREE CANCELLATION

    $188 to $270/night

  27. CONDOMINIUM
    217

    217

    Kihei, HI

    Great Garden and Ocean view. New living room furniture, two lazy boy chairs along with queen hide-a-bed. King bed bought in 2013 in bedroom with rattan furniture. Nice, spacious, updated kitchen and appliances. 42 inch flat screen TV, safe in unit...

    Pool
    FREE CANCELLATION

    $188 to $270/night

  28. CONDOMINIUM
    Kahana Sunset A5

    Kahana Sunset A5

    Lahaina, HI

    Enjoy snorkeling with the sea turtles, humpback whale watching in the winter or gazing at rainbows, this property is perfect for it all! The Kahana Sunset sits on Keonenui Bay and feels as though it has its own private beach. Conveniently located...

    Pool

    $428 to $484/night

  29. CONDOMINIUM
    Kamaole Sands #8-208

    Kamaole Sands #8-208

    Kihei, HI

    Kamaole Sands is the premiere property in South Kihei. Located across the street from Kamaole Beach III. A 2 minute walk from the beach park and a 2 minute drive to Shops at Wailea, golf courses and dining makes Kamaole Sands a great 'destination'...

    Pool Hot Tub
    FREE CANCELLATION

    $174 to $289/night

  30. 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

    $255 to $525/night