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. $157 to $277/night

    Waiohuli Beach Hale #D-221

    Waiohuli Beach Hale #D-221

    1 Bedroom BathroomSleeps 4
    3 nights minstay
    Pool
    FREE CANCELLATION
  2. $307 to $522/night

    Wailea Ekolu #205

    Wailea Ekolu #205

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
    Pool
    FREE CANCELLATION
  3. $302 to $418/night

    Maui Kamaole #F-207

    Maui Kamaole #F-207

    2 BedroomsBathroomsSleeps 6
    7 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  4. $157 to $277/night

    Waiohuli Beach Hale #B-108

    Waiohuli Beach Hale #B-108

    1 Bedroom BathroomSleeps 4
    3 nights minstay
    Pool
    FREE CANCELLATION
  5. $157 to $261/night

    Keawakapu Views #206

    Keawakapu Views #206

    2 Bedrooms BathroomSleeps 4
    3 nights minstay
    FREE CANCELLATION
  6. $157 to $277/night

    Waiohuli Beach Hale #D-117

    Waiohuli Beach Hale #D-117

    1 Bedroom BathroomSleeps 2
    3 nights minstay
    Pool
    FREE CANCELLATION
  7. $324 to $486/night

    Maui Kamaole #J-219

    Maui Kamaole #J-219

    2 BedroomsBathroomsSleeps 4
    5 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  8. $264 to $433/night

    Grand Champions #48

    Grand Champions #48

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  9. $239 to $389/night

    Maui Kamaole #B-206

    Maui Kamaole #B-206

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  10. $178 to $285/night

    Hale Ono Loa #316

    Hale Ono Loa #316

    1 Bedroom BathroomSleeps 4
    4 nights minstay
    Pool
    FREE CANCELLATION
  11. $202 to $289/night

    Maui Vista #2-418

    Maui Vista #2-418

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
    Pool
    FREE CANCELLATION
  12. $204 to $413/night

    Maui Kamaole #K-108

    Maui Kamaole #K-108

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  13. $231 to $377/night

    Maui Kamaole #I-215

    Maui Kamaole #I-215

    2 BedroomsBathroomsSleeps 6
    5 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  14. $347 to $695/night

    Maui Hill #I-99

    Maui Hill #I-99

    2 BedroomsBathroomsSleeps 4
    5 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  15. $174 to $347/night

    Maui Kamaole #I-109

    Maui Kamaole #I-109

    1 BedroomBathroomsSleeps 6
    3 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  16. $157 to $277/night

    Waiohuli Beach Hale #D-122

    Waiohuli Beach Hale #D-122

    1 Bedroom BathroomSleeps 4
    3 nights minstay
    Pool
    FREE CANCELLATION
  17. $289 to $493/night

    Palms at Wailea #1101

    Palms at Wailea #1101

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  18. $150 to $242/night

    Kihei Akahi #C-217

    Kihei Akahi #C-217

    1 Bedroom BathroomSleeps 2
    3 nights minstay
    Pool
    FREE CANCELLATION
  19. $261 to $347/night

    Wailea Ekolu #407

    Wailea Ekolu #407

    1 BedroomBathroomsSleeps 2
    5 nights minstay
    Pool
    FREE CANCELLATION
  20. $261 to $521/night

    Wailea Ekolu #501

    Wailea Ekolu #501

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
    Pool
    FREE CANCELLATION
  21. $319 to $447/night

    Maui Kamaole #A-202

    Maui Kamaole #A-202

    2 BedroomsBathroomsSleeps 4
    4 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  22. $126 to $231/night

    Kihei Bay Vista #C-106

    Kihei Bay Vista #C-106

    1 Bedroom BathroomSleeps 4
    3 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  23. $347 to $521/night

    Palms at Wailea #1105

    Palms at Wailea #1105

    2 BedroomsBathroomsSleeps 4
    3 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  24. $274 to $444/night

    Kamaole Sands #7-408

    Kamaole Sands #7-408

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  25. $345 to $558/night

    Wailea Ekolu #105

    Wailea Ekolu #105

    2 BedroomsBathroomsSleeps 4
    4 nights minstay
    Pool
    FREE CANCELLATION
  26. $293 to $479/night

    Palms at Wailea #603

    Palms at Wailea #603

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  27. $302 to $458/night

    Maui Kamaole #A-203

    Maui Kamaole #A-203

    2 BedroomsBathroomsSleeps 4
    4 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  28. $300 to $358/night

    Hale Kamaole #201

    Hale Kamaole #201

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
    Pool
    FREE CANCELLATION
  29. $215 to $325/night

    Grand Champions #86

    Grand Champions #86

    1 BedroomBathroomsSleeps 2
    7 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  30. $196 to $273/night

    Kamaole Sands #9-207

    Kamaole Sands #9-207

    1 BedroomBathroomsSleeps 4
    3 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  31. $203 to $264/night

    Nani Kai Hale # 308

    Nani Kai Hale # 308

    1 BedroomBathroomsSleeps 2
    5 nights minstay
    Pool
    FREE CANCELLATION
  32. $261 to $405/night

    Wailea Ekolu #804

    Wailea Ekolu #804

    1 BedroomBathroomsSleeps 4
    3 nights minstay
    Pool
    FREE CANCELLATION
  33. $191 to $347/night

    Maui Kamaole #J-120

    Maui Kamaole #J-120

    1 BedroomBathroomsSleeps 4
    3 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  34. $405 to $579/night

    Palms at Wailea #1507

    Palms at Wailea #1507

    2 BedroomsBathroomsSleeps 4
    4 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  35. $208 to $347/night

    Waiohuli Beach Hale #C-110

    Waiohuli Beach Hale #C-110

    2 BedroomsBathroomsSleeps 4
    3 nights minstay
    Pool
    FREE CANCELLATION
  36. $157 to $277/night

    Waiohuli Beach Hale #D-120

    Waiohuli Beach Hale #D-120

    1 Bedroom BathroomSleeps 3
    5 nights minstay
    Pool
    FREE CANCELLATION
  37. $239 to $391/night

    Maui Kamaole #G-101

    Maui Kamaole #G-101

    1 BedroomBathroomsSleeps 4
    4 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  38. $126 to $231/night

    Kihei Akahi #DG06

    Kihei Akahi #DG06

    1 Bedroom BathroomSleeps 4
    3 nights minstay
    Pool
    FREE CANCELLATION
  39. $267 to $418/night

    Luana Kai #A-103

    Luana Kai #A-103

    2 BedroomsBathroomsSleeps 7
    5 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  40. $177 to $348/night

    Luana Kai #C-203

    Luana Kai #C-203

    1 Bedroom BathroomSleeps 4
    3 nights minstay
    Pool
    FREE CANCELLATION
  41. $138 to $231/night

    Kihei Bay Vista #C-206

    Kihei Bay Vista #C-206

    1 Bedroom BathroomSleeps 4
    3 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  42. $255 to $478/night

    Maui Vista #2-423

    Maui Vista #2-423

    2 BedroomsBathroomsSleeps 4
    3 nights minstay
    Pool
    FREE CANCELLATION