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, #1601*

    WAILEA ELUA, #1601*

    Wailea, HI

    Pool

    $448 to $896/night

  2. CONDOMINIUM
    Kihei Akahi #C-217

    Kihei Akahi #C-217

    Kihei, HI

    Pool
    FREE CANCELLATION

    $150 to $242/night

  3. CONDOMINIUM
    Maui Banyan #B-204

    Maui Banyan #B-204

    Kihei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $180 to $377/night

  4. CONDOMINIUM
    Maui Kaanapali Villas #A517

    Maui Kaanapali Villas #A517

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $365/night

  5. CONDOMINIUM
    Valley Isle #707

    Valley Isle #707

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $145 to $273/night

  6. CONDOMINIUM
    Lahaina Roads #204

    Lahaina Roads #204

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $447/night

  7. CONDOMINIUM
    Mahana Resort #617

    Mahana Resort #617

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $638/night

  8. CONDOMINIUM
    Maui Kaanapali Villas #A317

    Maui Kaanapali Villas #A317

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $203 to $348/night

  9. CONDOMINIUM
    Kaanapali Shores #160

    Kaanapali Shores #160

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $800/night

  10. CONDOMINIUM
    Maui Kaanapali Villas #E288

    Maui Kaanapali Villas #E288

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $377/night

  11. CONDOMINIUM
    Kamaole Sands #1-103

    Kamaole Sands #1-103

    Kihei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $168 to $278/night

  12. CONDOMINIUM
    Mahana Resort #906

    Mahana Resort #906

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $554/night

  13. CONDOMINIUM
    Maui Kaanapali Villas #B231

    Maui Kaanapali Villas #B231

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $331/night

  14. CONDOMINIUM
    Pikake #A2

    Pikake #A2

    Lahaina, HI

    FREE CANCELLATION

    $363/night

  15. CONDOMINIUM
    Maui Hill #I-99

    Maui Hill #I-99

    Kihei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $347 to $695/night

  16. CONDOMINIUM
    Maui Kamaole #F-207

    Maui Kamaole #F-207

    Kihei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $418/night

  17. CONDOMINIUM
    Hololani #A-202

    Hololani #A-202

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $532/night

  18. CONDOMINIUM
    309

    309

    Kihei, HI

    Pool
    FREE CANCELLATION

    $258 to $393/night

  19. CONDOMINIUM
    Mahana Resort #1107

    Mahana Resort #1107

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $638/night

  20. CONDOMINIUM
    Wailea Ekolu #407

    Wailea Ekolu #407

    Wailea, HI

    Pool
    FREE CANCELLATION

    $347/night

  21. CONDOMINIUM
    Royal Kahana #1211

    Royal Kahana #1211

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $1,267/night

  22. CONDOMINIUM
    Hale Mahina #B403

    Hale Mahina #B403

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $600/night

  23. CONDOMINIUM
    Maui Kamaole #K-209

    Maui Kamaole #K-209

    Kihei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $347/night

  24. CONDOMINIUM
    Palms at Wailea #1503

    Palms at Wailea #1503

    Wailea, HI

    Pool Hot Tub
    FREE CANCELLATION

    $585/night

  25. CONDOMINIUM
    Waiohuli Beach Hale #D-117

    Waiohuli Beach Hale #D-117

    Kihei, HI

    Pool
    FREE CANCELLATION

    $277/night

  26. HOUSE
    2 Bedrooms Oceanfront

    2 Bedrooms Oceanfront

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $620/night

  27. CONDOMINIUM
    Hale Ono Loa #316

    Hale Ono Loa #316

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $178 to $263/night

  28. CONDOMINIUM
    Waiohuli Beach Hale #B-108

    Waiohuli Beach Hale #B-108

    Kihei, HI

    Pool
    FREE CANCELLATION

    $277/night

  29. CONDOMINIUM
    Maui Kamaole #I-109

    Maui Kamaole #I-109

    Kihei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $347/night

  30. CONDOMINIUM
    Island Surf #502

    Island Surf #502

    Kihei, HI

    Pool
    FREE CANCELLATION

    $189 to $450/night

  31. HOUSE
    Junior Suite Oceanfront #906

    Junior Suite Oceanfront #906

    Kaanapali, HI

    Pool Hot Tub
    FREE CANCELLATION

    $278 to $341/night

  32. HOUSE
    Junior Suite Oceanfront #1007

    Junior Suite Oceanfront #1007

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $278 to $341/night

  33. HOUSE
    Junior Suite Oceanfront #403

    Junior Suite Oceanfront #403

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $278 to $341/night

  34. HOUSE
    1 Bedroom Oceanfront #804

    1 Bedroom Oceanfront #804

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $413/night

  35. CONDOMINIUM
    Maui Kamaole #J-221

    Maui Kamaole #J-221

    Kihei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $463/night

  36. CONDOMINIUM
    Wailea Grand Champion, #148

    Wailea Grand Champion, #148

    Wailea, HI

    Pool Hot Tub

    $223 to $549/night

  37. CONDOMINIUM
    WAILEA ELUA, #1402^

    WAILEA ELUA, #1402^

    Wailea, HI

    Pool

    $448 to $896/night

  38. CONDOMINIUM
    Kamaole Sands #5-414

    Kamaole Sands #5-414

    Kihei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $273 to $429/night

  39. CONDOMINIUM
    Maui Kamaole #G-107

    Maui Kamaole #G-107

    Kihei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $202 to $479/night

  40. CONDOMINIUM
    Papakea #A105

    Papakea #A105

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $459/night

  41. CONDOMINIUM
    Mahana Resort #1017

    Mahana Resort #1017

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $606/night

  42. CONDOMINIUM
    Papakea #H103

    Papakea #H103

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $580/night

  43. CONDOMINIUM
    Maui Kaanapali Villas #C255

    Maui Kaanapali Villas #C255

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $354/night

  44. CONDOMINIUM
    Kaanapali Royal #C101

    Kaanapali Royal #C101

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $600/night

  45. CONDOMINIUM
    Royal Kahana #319

    Royal Kahana #319

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $406/night

  46. CONDOMINIUM
    Lahaina Shores #531

    Lahaina Shores #531

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $447/night

  47. CONDOMINIUM
    Hale Mahina #B103

    Hale Mahina #B103

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $478/night

  48. CONDOMINIUM
    Kaanapali Royal #A303

    Kaanapali Royal #A303

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $600/night

  49. CONDOMINIUM
    Maui Kaanapali Villas #B242

    Maui Kaanapali Villas #B242

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $331/night

  50. CONDOMINIUM
    209

    209

    Kihei, HI

    Pool
    FREE CANCELLATION

    $188 to $258/night

  51. HOUSE
    1 Bedroom Oceanfront #404

    1 Bedroom Oceanfront #404

    Kaanapali, HI

    Pool Hot Tub
    FREE CANCELLATION

    $413/night

  52. CONDOMINIUM
    Maui Kaanapali Villas #C152

    Maui Kaanapali Villas #C152

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $331/night

  53. CONDOMINIUM
    Maui Kaanapali Villas #B133

    Maui Kaanapali Villas #B133

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $406/night

  54. CONDOMINIUM
    Mahana Resort #1106

    Mahana Resort #1106

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $638/night

  55. CONDOMINIUM
    Maui Kaanapali Villas #B233

    Maui Kaanapali Villas #B233

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $447/night

  56. CONDOMINIUM
    Kaanapali Shores #916

    Kaanapali Shores #916

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $706/night

  57. HOUSE
    1 Bedroom Corner Oceanfront #908

    1 Bedroom Corner Oceanfront #908

    Kaanapali, HI

    Pool Hot Tub
    FREE CANCELLATION

    $444/night

  58. CONDOMINIUM
    131

    131

    Kihei, HI

    Pool
    FREE CANCELLATION

    $188 to $258/night

  59. CONDOMINIUM
    Valley Isle #1209

    Valley Isle #1209

    Lahaina, HI

    FREE CANCELLATION

    $669/night

  60. CONDOMINIUM
    Kamaole Sands #2-306

    Kamaole Sands #2-306

    Kihei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $196 to $347/night

  61. CONDOMINIUM
    Maui Kamaole #G-101

    Maui Kamaole #G-101

    Kihei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $210 to $491/night

  62. CONDOMINIUM
    Wailea Ekolu #503

    Wailea Ekolu #503

    Wailea, HI

    Pool
    FREE CANCELLATION

    $232 to $521/night

  63. CONDOMINIUM
    Papakea #C108

    Papakea #C108

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $383/night

  64. CONDOMINIUM
    217

    217

    Kihei, HI

    Pool
    FREE CANCELLATION

    $258/night

  65. CONDOMINIUM
    Maui Kamaole #J-120

    Maui Kamaole #J-120

    Kihei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $191 to $347/night

  66. HOUSE
    1 Bedroom Corner Oceanfront #701

    1 Bedroom Corner Oceanfront #701

    Kaanapali, HI

    Pool Hot Tub
    FREE CANCELLATION

    $444/night

  67. CONDOMINIUM
    Palms at Wailea #2205

    Palms at Wailea #2205

    Kihei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $324 to $767/night

  68. CONDOMINIUM
    Kamaole Sands #10-205

    Kamaole Sands #10-205

    Kihei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $201 to $416/night

  69. CONDOMINIUM
    Maui Kamaole #A-102

    Maui Kamaole #A-102

    Kihei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $212 to $502/night

  70. HOUSE
    Junior Suite Oceanfront #607

    Junior Suite Oceanfront #607

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $258 to $341/night

  71. HOUSE
    Junior Suite Oceanfront #1006

    Junior Suite Oceanfront #1006

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $278 to $341/night

  72. HOUSE
    Junior Suite Oceanfront #302

    Junior Suite Oceanfront #302

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $278 to $341/night

  73. CONDOMINIUM
    Grand Champions #143

    Grand Champions #143

    Wailea, HI

    Pool Hot Tub
    FREE CANCELLATION

    $748/night

  74. CONDOMINIUM
    Kuleana 313

    Kuleana 313

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $211 to $636/night

  75. CONDOMINIUM
    Maui Kamaole #A-203

    Maui Kamaole #A-203

    Kihei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $458/night

  76. CONDOMINIUM
    Mahana Resort #705

    Mahana Resort #705

    Lahaina, HI

    FREE CANCELLATION

    $1,259/night

  77. CONDOMINIUM
    Honua Kai-Konea #539

    Honua Kai-Konea #539

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $1,467/night

  78. CONDOMINIUM
    Valley Isle #705

    Valley Isle #705

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $542/night

  79. CONDOMINIUM
    Lahaina Shores #522

    Lahaina Shores #522

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $360/night

  80. CONDOMINIUM
    Mahana Resort #1103

    Mahana Resort #1103

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $493/night

  81. CONDOMINIUM
    Kahana Outrigger #2B1

    Kahana Outrigger #2B1

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $551 to $1,015/night

  82. CONDOMINIUM
    Hale Kai #204

    Hale Kai #204

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $447/night

  83. CONDOMINIUM
    Kihei Bay Vista #C-106

    Kihei Bay Vista #C-106

    Kihei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $126 to $231/night

  84. CONDOMINIUM
    206

    206

    Kihei, HI

    Pool
    FREE CANCELLATION

    $188 to $258/night

  85. CONDOMINIUM
    Mahana Resort #1104

    Mahana Resort #1104

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $606/night

  86. CONDOMINIUM
    Honua Kai-Konea #925

    Honua Kai-Konea #925

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $2,575/night

  87. CONDOMINIUM
    Valley Isle #1004

    Valley Isle #1004

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $414/night

  88. CONDOMINIUM
    Kamaole Sands #4-408

    Kamaole Sands #4-408

    Kihei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $261 to $406/night

  89. HOUSE
    1 Bedroom Corner Oceanfront #808

    1 Bedroom Corner Oceanfront #808

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $444/night

  90. CONDOMINIUM
    no image

    Maui Kamaole #H-111

    Kihei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $383/night

  91. CONDOMINIUM
    Mahana Resort #1217

    Mahana Resort #1217

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $606/night

  92. CONDOMINIUM
    Valley Isle #310

    Valley Isle #310

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $606/night

  93. CONDOMINIUM
    Makani Sands #102

    Makani Sands #102

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $414/night

  94. CONDOMINIUM
    Maui Kaanapali Villas #D271

    Maui Kaanapali Villas #D271

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $549/night

  95. CONDOMINIUM
    Paki Maui #224

    Paki Maui #224

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $500/night

  96. CONDOMINIUM
    Sugar Beach Resort PH 14

    Sugar Beach Resort PH 14

    Kihei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $579/night

  97. CONDOMINIUM
    Mahana Resort #405

    Mahana Resort #405

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $797/night

  98. CONDOMINIUM
    Maui Kaanapali Villas #A101

    Maui Kaanapali Villas #A101

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $1,167/night

  99. HOUSE
    1 Bedroom Oceanfront #604

    1 Bedroom Oceanfront #604

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $413/night

  100. CONDOMINIUM
    Grand Champions #72

    Grand Champions #72

    Wailea, HI

    Pool
    FREE CANCELLATION

    $696/night

  101. HOUSE
    1 Bedroom Oceanfront #705

    1 Bedroom Oceanfront #705

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $413/night

  102. CONDOMINIUM
    Valley Isle #508

    Valley Isle #508

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $767/night

  103. CONDOMINIUM
    Kahana Outrigger #1A2

    Kahana Outrigger #1A2

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $574 to $1,079/night

  104. CONDOMINIUM
    Wailea Ekolu #105

    Wailea Ekolu #105

    Wailea, HI

    Pool
    FREE CANCELLATION

    $302 to $724/night

  105. CONDOMINIUM
    Kamaole Sands #2-301

    Kamaole Sands #2-301

    Kihei, HI

    Pool
    FREE CANCELLATION

    $282 to $645/night

  106. CONDOMINIUM
    Waiohuli Beach Hale #C-111

    Waiohuli Beach Hale #C-111

    Kihei, HI

    Pool
    FREE CANCELLATION

    $394/night

  107. CONDOMINIUM
    Wailea Elua #207

    Wailea Elua #207

    Kihei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $725/night

  108. CONDOMINIUM
    Grand Champions #50

    Grand Champions #50

    Wailea, HI

    Pool
    FREE CANCELLATION

    $201 to $476/night

  109. CONDOMINIUM
    Waiohuli Beach Hale #D-114

    Waiohuli Beach Hale #D-114

    Kihei, HI

    Pool
    FREE CANCELLATION

    $165 to $397/night

  110. CONDOMINIUM
    Island Surf #601A

    Island Surf #601A

    Kihei, HI

    Pool
    FREE CANCELLATION

    $103 to $174/night

  111. CONDOMINIUM
    Palms at Wailea #305

    Palms at Wailea #305

    Wailea, HI

    Pool Hot Tub
    FREE CANCELLATION

    $307 to $713/night

  112. HOUSE
    Junior Suite Oceanfront #707

    Junior Suite Oceanfront #707

    Kaanapali, HI

    Pool Hot Tub
    FREE CANCELLATION

    $258 to $309/night

  113. HOUSE
    Junior Suite Oceanfront #702

    Junior Suite Oceanfront #702

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $278 to $341/night

  114. HOUSE
    Junior Suite Oceanfront #706

    Junior Suite Oceanfront #706

    Kaanapali, HI

    Pool Hot Tub
    FREE CANCELLATION

    $278 to $341/night

  115. HOUSE
    Junior Suite Oceanfront #303

    Junior Suite Oceanfront #303

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $278 to $341/night

  116. CONDOMINIUM
    Kihei Kai Nani #3-116

    Kihei Kai Nani #3-116

    Kihei, HI

    Pool
    FREE CANCELLATION

    $244/night