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
    101 Punahoa Condominium

    101 Punahoa Condominium

    Kihei, HI

    Oceanfront studio! Since all Punahoa Beach condos are individually owned, each is decorated in its own island-style and all have an ocean front lanai perfect for your own outdoor dining above the Pacific. Our studios feature a real pull down Queen...

    $114 to $287/night

  2. CONDOMINIUM
    201 Punahoa Condominium

    201 Punahoa Condominium

    Kihei, HI

    Oceanfront 1 bedroom condo! Since all Punahoa Beach condos are individually owned, each is decorated in its own island-style and all have an ocean front lanai perfect for your own outdoor dining above the Pacific. "All Units Are Non-smoking"...

    $144 to $382/night

  3. CONDOMINIUM
    301 Punahoa Condominium

    301 Punahoa Condominium

    Kihei, HI

    Oceanfront 1 bedroom condo! Since all Punahoa Beach condos are individually owned, each is decorated in its own island-style and all have an ocean front lanai perfect for your own outdoor dining above the Pacific. "All Units Are Non-smoking"...

    $144 to $382/night

  4. CONDOMINIUM
    Lahaina Condo I205

    Lahaina Condo I205

    St. Lahaina, HI

    We invite you to come and stay in our upgraded condo just two blocks from famous Front Street!  Relax and enjoy Coconut Condos Premier 1bd/1ba Aina Nalu condo in Lahaina, Maui. 515 sq. ft. for spacious living for up to 4 adults (king bed in master...

    Pool
    FREE CANCELLATION

    $166 to $553/night

  5. CONDOMINIUM
    Hale Mahina B401

    Hale Mahina B401

    Lahaina, HI

    Enjoy your Maui vacation from the Hale Mahina Resort! This gorgeous 2 bedroom, 2 bath, lush ocean view condo is the perfect place for couples or families looking to experience and explore the island. Equipped with a full kitchen with stainless...

    Pool Hot Tub
    FREE CANCELLATION

    $331 to $686/night

  6. CONDOMINIUM
    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 Hot Tub
    FREE CANCELLATION

    $136 to $174/night

  7. CONDOMINIUM
    Hale Ono Loa 106

    Hale Ono Loa 106

    Lahaina, HI

    Enjoy this West Maui Ocean Front Resort with lush grounds which includes a pool, lounge area, shuffleboard, picnic area, BBQ’s. Relax on a Lanai and enjoying sunset dinners and beautiful views of Lanai and Molokai in the distance. Maui is known...

    Pool
    FREE CANCELLATION

    $199 to $200/night

  8. CONDOMINIUM
    Hale Ono Loa 402

    Hale Ono Loa 402

    Lahaina, HI

    Enjoy this West Maui Ocean Front Resort with lush grounds which includes a pool, lounge area, shuffleboard, picnic area, BBQ’s. Relax on a Lanai and enjoying sunset dinners and beautiful views of Lanai and Molokai in the distance. Maui is known...

    Pool
    FREE CANCELLATION

    $219 to $225/night

  9. CONDOMINIUM
    Kuleana 310

    Kuleana 310

    Lahaina, HI

    Enjoy spectacular views as you relax on the lanai in this newly updated unit. Beautifully landscaped grounds on the water. Hear the waves rolling in while you enjoy this upgraded unit with granite counter tops in the kitchen and bathroom, and tile...

    FREE CANCELLATION

    $186 to $331/night

  10. CONDOMINIUM
    Kahana Reef 122

    Kahana Reef 122

    Lahaina, HI

    The ground floor direct ocean front one bedroom is in a great location for superb whale watching (seasonal) and just steps to the water where you sea turtles play. You can walk out to the grass area right from your lanai for sunbathing and viewing...

    FREE CANCELLATION

    $149 to $169/night

  11. CONDOMINIUM
    Hoyochi Nikko 206

    Hoyochi Nikko 206

    Lahaina, HI

    Beautiful Direct Ocean front 2 bedroom second floor condo! Enjoy calm relaxing mornings watching rainbows, turtles,waves and million dollar sunsets! Easy access to the pool and a sandy beach. This beautiful, two bedroom unit has one bedroom on the...

    Pool
    FREE CANCELLATION

    $300 to $449/night

  12. CONDOMINIUM
    Aina Nalu Premier Platinum Condo A110

    Aina Nalu Premier Platinum Condo A110

    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, A110 in the Malia building, in Lahaina, Maui. 846 sq. ft. for spacious living for up to 6...

    Pool
    FREE CANCELLATION

    $231 to $618/night

  13. 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
    FREE CANCELLATION

    $231 to $618/night

  14. CONDOMINIUM
    Aina Nalu Premier Platinum Condo H206

    Aina Nalu Premier Platinum Condo H206

    Lahaina, HI

    We invite you to come and stay in our upgraded condo just two blocks from famous Front Street!  Relax and enjoy Coconut Condos Premier 2bd/1ba Aina Nalu condo in Lahaina, Maui. 772 sq. ft. for spacious living for up to 6 adults (queen bed in...

    Pool
    FREE CANCELLATION

    $205 to $591/night

  15. CONDOMINIUM
    Aina Nalu Condo D210

    Aina Nalu Condo D210

    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
    FREE CANCELLATION

    $231 to $618/night

  16. CONDOMINIUM
    303 Punahoa Condominium

    303 Punahoa Condominium

    Kihei, HI

    Oceanfront 1 Bedroom unit! Since all Punahoa Beach condos are individually owned, each is decorated in its own island-style and all have an ocean front lanai perfect for your own outdoor dining above the Pacific. "All Units Are Non-smoking"...

    $176 to $382/night

  17. CONDOMINIUM
    Maui Ka'anapali Villas Studio Premier Condo A417

    Maui Ka'anapali Villas Studio Premier Condo A417

    Lahaina, HI

    We invite you to come and stay in our upgraded condo just steps from famous Ka'anapali Beach! Relax and enjoy this Premier Studio Maui Ka'anapali Villas condo in Lahaina, Maui. 544 sq. ft. of island living for up to 4 adults (King Murphy bed, queen...

    Pool
    FREE CANCELLATION

    $336 to $636/night

  18. CONDOMINIUM
    Honua Kai 346

    Honua Kai 346

    Lahaina, HI

    We invite you to stay in our gorgeous ocean view 1 bedroom/1 bathroom condo at Honua Kai! Enjoy the sparkling blue water views from the open lanai and the bedroom, bringing a total sense of relaxation to your time in Maui. Honua Kai 346 is one of...

    Pool Hot Tub
    FREE CANCELLATION

    $338 to $919/night

  19. 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  recently renovated space is located next to one of the most incredible beaches for snorkeling, swimming, and truly capturing the quintessential...

    Pool
    FREE CANCELLATION

    $196 to $510/night

  20. 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
    FREE CANCELLATION

    $256 to $642/night

  21. CONDOMINIUM
    Aina Nalu Condo G109

    Aina Nalu Condo G109

    Lahaina, HI

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

    Pool
    FREE CANCELLATION

    $231 to $618/night

  22. CONDOMINIUM
    Lahaina Condo K106

    Lahaina Condo K106

    Lahaina, HI

    We invite you to come and stay in our upgraded condo just two blocks from famous Front Street!  Relax and enjoy Premier 1bd/1ba Aina Nalu condo in Lahaina, Maui. Nalu condo in Lahaina, Maui. 515 sq. ft. for spacious living for up to 4 adults (king...

    Pool
    FREE CANCELLATION

    $166 to $553/night

  23. CONDOMINIUM
    Aina Nalu Premier Condo I207

    Aina Nalu Premier Condo I207

    Lahaina, HI

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

    FREE CANCELLATION

    $217 to $604/night

  24. CONDOMINIUM
    Aina Nalu Condo B202

    Aina Nalu Condo B202

    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
    FREE CANCELLATION

    $231 to $618/night

  25. VILLA
    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....

    Pool

    $781 to $1,219/night

  26. VILLA
    Kapalua Bay Villa 22G4 Gold Ocean Front

    Kapalua 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

    $563 to $781/night

  27. VILLA
    Kapalua Golf Villa 25T4 Gold Ocean View

    Kapalua Golf Villa 25T4 Gold Ocean View

    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...

    Pool

    $294 to $563/night

  28. VILLA
    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

  29. VILLA
    Kapalua Bay Villa 22G2 Gold Ocean Front

    Kapalua Bay Villa 22G2 Gold Ocean Front

    Kapalua, HI

    This 5 star property is perfectly situated above the waves in the most pristine and highly desired locations in Kapalua! Building 22, just steps from the stairs that lead down to the white sands of Oneloa Bay. This unique floor plan is the only...

    Pool

    $813 to $1,219/night

  30. VILLA
    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

    $563 to $1,063/night