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
    Wailea Elua Unit #0106

    Wailea Elua Unit #0106

    Wailea, HI

    Pool

    $291 to $488/night

  2. CONDOMINIUM
    Wailea Elua Unit #1403

    Wailea Elua Unit #1403

    Wailea, HI

    Pool

    $931 to $1,459/night

  3. CONDOMINIUM
    Wailea Grand Champion, #163

    Wailea Grand Champion, #163

    Wailea, HI

    Pool

    $212 to $493/night

  4. CONDOMINIUM
    MAKENA SURF RESORT, #C-102

    MAKENA SURF RESORT, #C-102

    Makena, Maui, HI

    Pool

    $538 to $926/night

  5. CONDOMINIUM
    Wailea Elua Unit #1309

    Wailea Elua Unit #1309

    Wailea, HI

    Pool

    $634 to $896/night

  6. CONDOMINIUM
    Wailea Elua Unit #807

    Wailea Elua Unit #807

    Wailea, HI

    Pool

    $329 to $528/night

  7. CONDOMINIUM
    Wailea Grand Champion, #148

    Wailea Grand Champion, #148

    Wailea, HI

    Pool Hot Tub

    $223 to $549/night

  8. CONDOMINIUM
    Wailea Elua Unit #0908

    Wailea Elua Unit #0908

    Wailea, HI

    Pool

    $724 to $1,065/night

  9. CONDOMINIUM
    WAILEA ELUA, #1402^

    WAILEA ELUA, #1402^

    Wailea, HI

    Pool

    $448 to $896/night

  10. CONDOMINIUM
    Wailea Elua Unit #0202

    Wailea Elua Unit #0202

    Wailea, HI

    Pool

    $494 to $1,065/night

  11. CONDOMINIUM
    Sugar Beach Resort, #418

    Sugar Beach Resort, #418

    Kihei, HI

    Pool

    $202 to $387/night

  12. CONDOMINIUM
    Sugar Beach Resort, #524

    Sugar Beach Resort, #524

    Kihei, HI

    Pool

    $190 to $387/night

  13. CONDOMINIUM
    Wailea Elua Unit #801

    Wailea Elua Unit #801

    Wailea, HI

    Pool Hot Tub

    $459 to $953/night

  14. CONDOMINIUM
    Makena Surf Resort #E-205

    Makena Surf Resort #E-205

    Kihei, HI

    Pool

    $639 to $1,319/night

  15. CONDOMINIUM
    Sugar Beach Resort, #430

    Sugar Beach Resort, #430

    Kihei, HI

    Pool

    $190 to $387/night

  16. CONDOMINIUM
    Sugar Beach Resort Unit #531

    Sugar Beach Resort Unit #531

    Kihei, HI

    Pool

    $190 to $387/night

  17. CONDOMINIUM
    Makena Surf Resort Unit #f-212

    Makena Surf Resort Unit #f-212

    Maui, HI

    Pool

    $775 to $1,094/night

  18. CONDOMINIUM
    Poolside Aina Nalu Condo D107

    Poolside Aina Nalu Condo D107

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $256 to $642/night

  19. CONDOMINIUM
    Aina Nalu Condo D201

    Aina Nalu Condo D201

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $212 to $618/night

  20. CONDOMINIUM
    Aina Nalu Condo G109

    Aina Nalu Condo G109

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $212 to $618/night

  21. CONDOMINIUM
    Lahaina Condo K106

    Lahaina Condo K106

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $166 to $553/night

  22. CONDOMINIUM
    Lahaina Condo I205

    Lahaina Condo I205

    St. Lahaina, HI

    Pool
    FREE CANCELLATION

    $166 to $553/night

  23. CONDOMINIUM
    Aina Nalu Premier Platinum Condo K101

    Aina Nalu Premier Platinum Condo K101

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $212 to $618/night

  24. CONDOMINIUM
    Poolside Aina Nalu Condo D109

    Poolside Aina Nalu Condo D109

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $231 to $642/night

  25. CONDOMINIUM
    Mahana Resort #1106

    Mahana Resort #1106

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $325 to $638/night

  26. CONDOMINIUM
    Maui Eldorado Condo B105

    Maui Eldorado Condo B105

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $226 to $565/night

  27. CONDOMINIUM
    Maui Eldorado Condo J216

    Maui Eldorado Condo J216

    Kaanapali, HI

    Pool
    FREE CANCELLATION

    $169 to $377/night

  28. CONDOMINIUM
    Maui Eldorado Condo C101

    Maui Eldorado Condo C101

    Kaanapali, HI

    Pool
    FREE CANCELLATION

    $169 to $377/night

  29. CONDOMINIUM
    Maui Eldorado Condo K206

    Maui Eldorado Condo K206

    Kaanapali, HI

    Pool
    FREE CANCELLATION

    $207 to $439/night

  30. CONDOMINIUM
    Maui Eldorado Condo F204

    Maui Eldorado Condo F204

    Kaanapali, HI

    Pool
    FREE CANCELLATION

    $338 to $816/night