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
    Whaler at Kaanapali Beach 514

    Whaler at Kaanapali Beach 514

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $422 to $606/night

  2. HOUSE
    1 Bedroom Oceanfront #404

    1 Bedroom Oceanfront #404

    Kaanapali, HI

    Pool Hot Tub
    FREE CANCELLATION

    $341 to $413/night

  3. CONDOMINIUM
    Kamaole Sands #4-105

    Kamaole Sands #4-105

    Kihei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $220 to $535/night

  4. CONDOMINIUM
    Kauhale Makai #605

    Kauhale Makai #605

    KIHEI, HI

    Pool Hot Tub
    FREE CANCELLATION

    $253 to $311/night

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

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

    Kaanapali, HI

    Pool Hot Tub

    $350/night

  6. CONDOMINIUM
    Honua Kai Konea 743 2BD 2BA

    Honua Kai Konea 743 2BD 2BA

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $508 to $988/night

  7. CONDOMINIUM
    Palms at Wailea #2205

    Palms at Wailea #2205

    Kihei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $324 to $775/night

  8. CONDOMINIUM
    Paki Maui 424

    Paki Maui 424

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $300 to $813/night

  9. HOUSE
    Junior Suite Oceanfront #302

    Junior Suite Oceanfront #302

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $278 to $341/night

  10. CONDOMINIUM
    Kamaole Sands #8-208

    Kamaole Sands #8-208

    Kihei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $174 to $289/night

  11. CONDOMINIUM
    Grand Champions #089

    Grand Champions #089

    Wailea, HI

    Pool Hot Tub
    FREE CANCELLATION

    $446 to $654/night

  12. CONDOMINIUM
    Whaler at Kaanapali Beach 402

    Whaler at Kaanapali Beach 402

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $1,034 to $1,371/night

  13. CONDOMINIUM
    Makena Surf Resort, #G-201

    Makena Surf Resort, #G-201

    Kihei, HI

    Pool Hot Tub

    $775 to $1,094/night

  14. CONDOMINIUM
    Sugar Beach Resort, #121

    Sugar Beach Resort, #121

    Kihei, HI

    Pool Hot Tub

    $202 to $387/night

  15. CONDOMINIUM
    Sugar Beach Resort, #130

    Sugar Beach Resort, #130

    Kihei, HI

    Pool Hot Tub

    $190 to $387/night

  16. CONDOMINIUM
    Sugar Beach Resort, #330

    Sugar Beach Resort, #330

    Kihei, HI

    Pool Hot Tub

    $202 to $387/night

  17. CONDOMINIUM
    Wailea Elua Unit #0307

    Wailea Elua Unit #0307

    Wailea, HI

    Pool Hot Tub

    $459 to $953/night

  18. CONDOMINIUM
    Wailea Elua Unit #2107

    Wailea Elua Unit #2107

    Wailea, HI

    Pool Hot Tub

    $448 to $897/night

  19. CONDOMINIUM
    Kaanapali Royal #A201 (MAUI)

    Kaanapali Royal #A201 (MAUI)

    Lahaina, HI

    Pool Hot Tub

    $393 to $1,336/night

  20. CONDOMINIUM
    Valley Isle Resort #901 (MAUI)

    Valley Isle Resort #901 (MAUI)

    Lahaina, HI

    Pool Hot Tub

    $302 to $481/night

  21. CONDOMINIUM
    Lahaina Shores Condo 701

    Lahaina Shores Condo 701

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $324 to $747/night

  22. HOUSE
    1 Bedroom Oceanfront #604

    1 Bedroom Oceanfront #604

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $341 to $413/night

  23. CONDOMINIUM
    Kauhale Makai #411

    Kauhale Makai #411

    KIHEI, HI

    Pool Hot Tub
    FREE CANCELLATION

    $347 to $426/night

  24. CONDOMINIUM
    Maui Vista #1218

    Maui Vista #1218

    Kihei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $141 to $253/night

  25. CONDOMINIUM
    Maui Sunset #a-106

    Maui Sunset #a-106

    KIHEI, HI

    Pool Hot Tub
    FREE CANCELLATION

    $252 to $302/night

  26. CONDOMINIUM
    Luana Kai #B-203

    Luana Kai #B-203

    Kihei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $184 to $335/night

  27. CONDOMINIUM
    Kauhale Makai #607

    Kauhale Makai #607

    KIHEI, HI

    Pool Hot Tub
    FREE CANCELLATION

    $253 to $311/night

  28. CONDOMINIUM
    Sugar Beach #416

    Sugar Beach #416

    KIHEI, HI

    Pool Hot Tub
    FREE CANCELLATION

    $334 to $444/night

  29. CONDOMINIUM
    Sugar Beach #522

    Sugar Beach #522

    KIHEI, HI

    Pool Hot Tub
    FREE CANCELLATION

    $334 to $444/night

  30. CONDOMINIUM
    Maui Kamaole #C-106

    Maui Kamaole #C-106

    Kihei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $297 to $390/night