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
    305 Punahoa Condominium

    305 Punahoa Condominium

    Kihei, HI

    2 bedroom corner unit on the ocean! 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...

    $202 to $400/night

  2. CONDOMINIUM
    205 Punahoa Condominium

    205 Punahoa Condominium

    Kihei, HI

    2 Bedroom Corner unit on the ocean! 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...

    $246 to $400/night

  3. CONDOMINIUM
    Aina Nalu Premier Condo H110

    Aina Nalu Premier Condo H110

    Lahaina, HI

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

    Pool
    FREE CANCELLATION

    $205 to $591/night

  4. CONDOMINIUM
    Lahaina Condo K202

    Lahaina Condo K202

    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

  5. CONDOMINIUM
    Aina Nalu B106- Extremely Rare Unit

    Aina Nalu B106- Extremely Rare Unit

    Lahaina, HI

    October Discount - $15 off per night - Now through October 31!Aina Nalu B-106 features a queen bed, a dining space for two, and a well-equipped kitchenette with gorgeous stone flooring and granite counter tops. Its full bath includes a large,...

    Pool Hot Tub

    $243 to $737/night

  6. CONDOMINIUM
    Aina Nalu Condo B103

    Aina Nalu Condo B103

    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

  7. CONDOMINIUM
    Lahaina Condo J209

    Lahaina Condo J209

    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

  8. CONDOMINIUM
    Aina Nalu Condo K107

    Aina Nalu Condo K107

    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

  9. CONDOMINIUM
    Hale Ono Loa 120

    Hale Ono Loa 120

    Lahaina, HI

    We invite you to come and stay in our Hale Ono Loa condo just 20 feet from Maui's warm ocean water! Relax and enjoy Coconut Condos Premier 2 bedroom/2 bathroom unit in the desirable Kahana area.  This condo is one of 4 single story oceanfront...

    Pool
    FREE CANCELLATION

    $324 to $747/night

  10. CONDOMINIUM
    Pohailani 231

    Pohailani 231

    Lahaina, HI

    Come experience an authentic Maui lifestyle at our relaxing 2 bedroom/1 bathroom Kahana bungalow, Pohailani 231. This second floor condo includes a king sized bed in the master bedroom, a king sized bed in the guest bedroom, and a loft with a queen...

    Pool
    FREE CANCELLATION

    $250 to $741/night

  11. CONDOMINIUM
    Aina Nalu Condo A209

    Aina Nalu Condo A209

    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. Located in the Malia building this condo is close to the small pool area. 846...

    Pool
    FREE CANCELLATION

    $231 to $618/night

  12. CONDOMINIUM
    Lahaina Condo D203

    Lahaina Condo D203

    St. 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.  Great views of the Mauka pool area from your own private lanai. 846 sq....

    Pool
    FREE CANCELLATION

    $231 to $618/night

  13. CONDOMINIUM
    304 Punahoa Condominium

    304 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...

    $139 to $287/night

  14. CONDOMINIUM
    Aina Nalu Condo C208

    Aina Nalu Condo C208

    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.  This condo is located near the Mauka pool and pavilion. 846 sq. ft. for...

    Pool
    FREE CANCELLATION

    $231 to $618/night

  15. TOWNHOUSE
    Puamana Premier Platinum Townhouse 8-1

    Puamana Premier Platinum Townhouse 8-1

    Lahaina, HI

    Come stay with us and enjoy island living Puamana-style! Sip your morning tea on the lanai and watch the sun come up over the majestic West Maui Mountains. Play tennis, swim and surf at the beach, soak up the sun and cool off in the oceanfront...

    Pool
    FREE CANCELLATION

    $291 to $596/night

  16. VILLA
    Makena Aloha Estate

    Makena Aloha Estate

    Lahaina, HI

    One of West Maui's most exclusive legally permitted rental properties, the Makena Aloha Estate offers exceptional ocean and mountain views, with gated exclusive privacy and seclusion. With 4,400 square feet of interior dwelling space, this...

    Pool Hot Tub

    $1,538 to $3,075/night

  17. CONDOMINIUM
    Kaleialoha #204

    Kaleialoha #204

    Lahaina, HI

    Closest condo to the Beach! Remodeled kitchen with stainless steel appliances, quartz counter tops and ceramic stove top. Remodeled bath with walk in shower. King Bed with all new Bali inspired furniture.40" wall mounted flat screen! Free WIFI,...

    Pool
    FREE CANCELLATION

    $230 to $431/night

  18. CONDOMINIUM
    Aina Nalu K 205

    Aina Nalu K 205

    lahaina, HI

    AINA NALU K-205 Welcomes you with Aloha...This unique condo, in the heart of Old Lahaina Town, is a perfect vacation spot!K-205 was remodeled with the touch of ALOHA in 2017.Included in our fabulous price are many owner-supplied extras such as:•...

    Pool Hot Tub
    FREE CANCELLATION

    $133 to $239/night

  19. CONDOMINIUM
    Lil Grass Shack-103

    Lil Grass Shack-103

    Lahaina, HI

    Book today and Fall in LOVE with "THE LIL GRASS SHACK"You will feel like you have gone back in time to the true Hawaiian experience in this condo, just 10 FT from the water's edge!103 Pohailani Welcomes you with so muchIncluded in our fabulous price...

    FREE CANCELLATION

    $180 to $239/night

  20. CONDOMINIUM
    Aina Nalu Premier Condo G108

    Aina Nalu Premier Condo G108

    Lahaina, HI

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

    Pool
    FREE CANCELLATION

    $217 to $604/night

  21. CONDOMINIUM
    Kapalua Golf Villas 16P7&8

    Kapalua Golf Villas 16P7&8

    Lahaina, HI

    Your home away from home is perfectly situated on the Kapalua Golf Villa resort property. Expansive golf views with Molokai drawing your eyes straight out over the Pacific and across the fairways of the Bay Golf Course.This condo is nicely equipped...

    Pool
    FREE CANCELLATION

    $236 to $624/night

  22. CONDOMINIUM
    Kaleialoha #413

    Kaleialoha #413

    Lahaina, HI

    Lovely top floor direct oceanfront. Remodeled bath with glass block shower. Recently remodeled kitchen with new granite counters. A/C in living area, 2 Flat screen TV'S. New King bed with plush bedding! Close to shopping, restaurants and all beach...

    Pool
    FREE CANCELLATION

    $195 to $384/night

  23. CONDOMINIUM
    336

    336

    Kihei, HI

    This beautiful Maui Vacation rental unit 336, has a fantastic view of both Haleakala and the Ocean. Living room has nice bamboo & rattan island style furniture, including a rattan queen hide a bed. Upstairs master bedroom has queen size bed rattan...

    Pool
    FREE CANCELLATION

    $258 to $366/night

  24. CONDOMINIUM
    147

    147

    Kihei, HI

    Tropical decor. Living room has queen hide-a-bed. Lots on cabinet space in the well equipped kitchen. Lanai and owner’s closet are open to guests. In-room safe provided. Walk in tile shower with updated cabinets and counter tops. Large flat screen...

    Pool
    FREE CANCELLATION

    $188 to $270/night

  25. CONDOMINIUM
    Unit 311

    Unit 311

    Lahaina, HI

    Located on the 3rd floor of a small (only 42 units) quiet complex, you will have unlimited views of the beautiful sunsets, turtles feeding and playing in the reefs, right in front of the complex, and whales at play, during their season, on your...

    Pool
    FREE CANCELLATION

    $302 to $354/night

  26. CONDOMINIUM
    Aina Nalu A 201

    Aina Nalu A 201

    Lahaina, HI

    AINA NALU A-201 Welcomes you with Aloha...This unique condo in the heart of Old Lahaina Town is a perfect vacation spot!A-201 has been remodeled with a decor that speaks "ALOHA"Included in our fabulous price are many owner-supplied extras such...

    Pool Hot Tub
    FREE CANCELLATION

    $204 to $371/night

  27. CONDOMINIUM
    Kaanapali Shores 819

    Kaanapali Shores 819

    LAHAINA, HI

    This beautiful 1-bedroom, 1-bathroom oceanfront condominium provides everything you need for your vacation in paradise. With spectacular views of the ocean from the 8th floor and a spanning view of the beautiful resort, you can’t beat the view...

    Pool Hot Tub
    FREE CANCELLATION

    $206 to $406/night

  28. CONDOMINIUM
    Haleakala Shores #B-309

    Haleakala Shores #B-309

    Kihei, HI

    Haleakala Shores is a condominium complex located directly across from Kamaole Beach II and III. The Kamaole Beaches are world class beaches with lifeguards, restrooms, showers, and playground with picnic areas. It has a protected sandy beach which...

    Pool
    FREE CANCELLATION

    $184 to $331/night

  29. CONDOMINIUM
    141

    141

    Kihei, HI

    This one bedroom condo with Garden View, is located near pool in upper complex and has beautiful hawaiian decor throughout the living room and bedroom. The kitchen has spacious counter tops with new wooden kitchen cabinets. Our living room has a...

    Pool
    FREE CANCELLATION

    $188 to $270/night

  30. CONDOMINIUM
    The Montage Kapalua Bay- Heliconia 2302- Ocean View Paradise!

    The Montage Kapalua Bay- Heliconia 2302- Ocean View Para...

    Kapalua, HI

    Beautiful 3 bedroom/3.5 bath plus Den Residence.Heliconia Residence at Residences at MontageThis beautiful 3 bedroom/3.5 bath plus Den home is situated in Building #2 at the Residences at Montage in beautiful Kapalua.Enjoy the ocean views from the...

    Pool Hot Tub

    $978 to $4,611/night