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 Unit #531

    Sugar Beach Resort Unit #531

    Kihei, HI

    Pool

    $190 to $387/night

  16. CONDOMINIUM
    Poolside Aina Nalu Condo D107

    Poolside Aina Nalu Condo D107

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $256 to $642/night

  17. CONDOMINIUM
    Aina Nalu Condo D201

    Aina Nalu Condo D201

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $191 to $618/night

  18. CONDOMINIUM
    Lahaina Condo K106

    Lahaina Condo K106

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $166 to $553/night

  19. CONDOMINIUM
    Lahaina Condo I205

    Lahaina Condo I205

    St. Lahaina, HI

    Pool
    FREE CANCELLATION

    $166 to $553/night

  20. CONDOMINIUM
    Aina Nalu Condo G109

    Aina Nalu Condo G109

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $148 to $618/night

  21. CONDOMINIUM
    Aina Nalu Condo D210

    Aina Nalu Condo D210

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $191 to $618/night

  22. CONDOMINIUM
    Poolside Aina Nalu Condo D109

    Poolside Aina Nalu Condo D109

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $231 to $642/night

  23. CONDOMINIUM
    Aina Nalu Premier Platinum Condo K101

    Aina Nalu Premier Platinum Condo K101

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $172 to $618/night

  24. CONDOMINIUM
    Maui Eldorado Condo J100

    Maui Eldorado Condo J100

    Kaanapali, HI

    Pool
    FREE CANCELLATION

    $345 to $816/night

  25. CONDOMINIUM
    Maui Eldorado Condo C101

    Maui Eldorado Condo C101

    Kaanapali, HI

    Pool
    FREE CANCELLATION

    $377/night

  26. CONDOMINIUM
    Maui Eldorado Condo K217

    Maui Eldorado Condo K217

    Kaanapali, HI

    Pool
    FREE CANCELLATION

    $439/night

  27. CONDOMINIUM
    Maui Eldorado Condo G105

    Maui Eldorado Condo G105

    Kaanapali, HI

    Pool
    FREE CANCELLATION

    $565/night

  28. CONDOMINIUM
    Honua Kai Konea 743 2BD 2BA

    Honua Kai Konea 743 2BD 2BA

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $508 to $988/night

  29. CONDOMINIUM
    Maui Eldorado Condo F204

    Maui Eldorado Condo F204

    Kaanapali, HI

    Pool
    FREE CANCELLATION

    $377 to $816/night

  30. CONDOMINIUM
    Maui Eldorado Condo K206

    Maui Eldorado Condo K206

    Kaanapali, HI

    Pool
    FREE CANCELLATION

    $200 to $439/night

  31. CONDOMINIUM
    Maui Eldorado Condo J216

    Maui Eldorado Condo J216

    Kaanapali, HI

    Pool
    FREE CANCELLATION

    $162 to $377/night

  32. CONDOMINIUM
    Maui Eldorado Condo K209

    Maui Eldorado Condo K209

    Kaanapali, HI

    Pool
    FREE CANCELLATION

    $200 to $439/night

  33. CONDOMINIUM
    Maui Eldorado Condo J120

    Maui Eldorado Condo J120

    Kaanapali, HI

    Pool
    FREE CANCELLATION

    $212 to $439/night

  34. CONDOMINIUM
    Makena Surf Resort, #A-101

    Makena Surf Resort, #A-101

    Kihei, HI

    Pool

    $403 to $785/night

  35. CONDOMINIUM
    Makena Surf Resort, #G-304

    Makena Surf Resort, #G-304

    Makena, HI

    Pool

    $898 to $1,235/night

  36. CONDOMINIUM
    Sugar Beach Resort, #535

    Sugar Beach Resort, #535

    Kihei, HI

    Pool

    $365 to $627/night

  37. CONDOMINIUM
    Wailea Elua Unit #1503

    Wailea Elua Unit #1503

    Wailea, HI

    Pool

    $459 to $953/night

  38. CONDOMINIUM
    Wailea Elua Unit #0909

    Wailea Elua Unit #0909

    Wailea, HI

    Pool

    $358 to $661/night

  39. CONDOMINIUM
    Hale Mahina Unit #A-201

    Hale Mahina Unit #A-201

    Lahaina, HI

    $302 to $560/night

  40. CONDOMINIUM
    Makena Surf Resort, #B-204

    Makena Surf Resort, #B-204

    Makena, HI

    Pool

    $773 to $1,319/night

  41. CONDOMINIUM
    Sugar Beach Resort, #130

    Sugar Beach Resort, #130

    Kihei, HI

    Pool Hot Tub

    $190 to $387/night

  42. CONDOMINIUM
    Sugar Beach Resort, #330

    Sugar Beach Resort, #330

    Kihei, HI

    Pool Hot Tub

    $202 to $387/night

  43. CONDOMINIUM
    Aina Nalu Condo I102

    Aina Nalu Condo I102

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $212 to $618/night

  44. CONDOMINIUM
    Aina Nalu Condo A107

    Aina Nalu Condo A107

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $217 to $604/night

  45. CONDOMINIUM
    Lahaina Condo I209

    Lahaina Condo I209

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $231 to $618/night

  46. CONDOMINIUM
    Aina Nalu Condo H208

    Aina Nalu Condo H208

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $205 to $591/night

  47. CONDOMINIUM
    Aina Nalu Condo I210

    Aina Nalu Condo I210

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $217 to $604/night

  48. CONDOMINIUM
    Lahaina Condo J201

    Lahaina Condo J201

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $212 to $618/night

  49. CONDOMINIUM
    Lahaina Condo D106

    Lahaina Condo D106

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $178 to $566/night

  50. CONDOMINIUM
    Lahaina Condo J207

    Lahaina Condo J207

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $172 to $618/night

  51. CONDOMINIUM
    Lahaina Condo J203

    Lahaina Condo J203

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $231 to $618/night

  52. CONDOMINIUM
    Lahaina Condo K109

    Lahaina Condo K109

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $172 to $618/night

  53. CONDOMINIUM
    Aina Nalu Condo D110

    Aina Nalu Condo D110

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $231 to $618/night

  54. CONDOMINIUM
    Aina Nalu Condo H104

    Aina Nalu Condo H104

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $192 to $579/night

  55. CONDOMINIUM
    Aina Nalu Premier Condo H207

    Aina Nalu Premier Condo H207

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $192 to $579/night

  56. CONDOMINIUM
    Aina Nalu Premier Platinum C206

    Aina Nalu Premier Platinum C206

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $178 to $566/night

  57. CONDOMINIUM
    Poolside Aina Nalu Condo D101

    Poolside Aina Nalu Condo D101

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $187 to $642/night

  58. CONDOMINIUM
    Lahaina Condo J204

    Lahaina Condo J204

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $231 to $618/night

  59. CONDOMINIUM
    Poolside Aina Nalu Condo A101

    Poolside Aina Nalu Condo A101

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $231 to $618/night

  60. CONDOMINIUM
    Maui Eldorado Condo F101

    Maui Eldorado Condo F101

    Kaanapali, HI

    Pool
    FREE CANCELLATION

    $565/night

  61. CONDOMINIUM
    Noelani 211- Modern, Upscale Ocean Front Condo

    Noelani 211- Modern, Upscale Ocean Front Condo

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $320/night

  62. CONDOMINIUM
    Maui Eldorado Condo G203

    Maui Eldorado Condo G203

    Kaanapali, HI

    Pool
    FREE CANCELLATION

    $408/night

  63. CONDOMINIUM
    Maui Eldorado Condo B104

    Maui Eldorado Condo B104

    Kaanapali, HI

    Pool
    FREE CANCELLATION

    $565/night

  64. CONDOMINIUM
    Hula Hideaway-303

    Hula Hideaway-303

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $229 to $282/night

  65. CONDOMINIUM
    Maui Eldorado Condo A210

    Maui Eldorado Condo A210

    Kaanapali, HI

    Pool
    FREE CANCELLATION

    $439/night

  66. CONDOMINIUM
    Honua Kai Konea 224

    Honua Kai Konea 224

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $217 to $401/night

  67. CONDOMINIUM
    Maui Eldorado Condo D108

    Maui Eldorado Condo D108

    Kaanapali, HI

    Pool
    FREE CANCELLATION

    $408 to $816/night

  68. CONDOMINIUM
    Maui Eldorado Condo K212

    Maui Eldorado Condo K212

    Kaanapali, HI

    Pool
    FREE CANCELLATION

    $257 to $753/night

  69. CONDOMINIUM
    Maui Eldorado Condo K200

    Maui Eldorado Condo K200

    Kaanapali, HI

    Pool
    FREE CANCELLATION

    $377 to $816/night

  70. CONDOMINIUM
    Maui Eldorado Condo J123

    Maui Eldorado Condo J123

    Kaanapali, HI

    Pool
    FREE CANCELLATION

    $257 to $690/night

  71. CONDOMINIUM
    Maui Eldorado Condo J221

    Maui Eldorado Condo J221

    Kaanapali, HI

    Pool
    FREE CANCELLATION

    $220 to $439/night

  72. CONDOMINIUM
    Maui Eldorado Condo J206

    Maui Eldorado Condo J206

    Kaanapali, HI

    Pool
    FREE CANCELLATION

    $257 to $690/night

  73. CONDOMINIUM
    Wailea Grand Champion, #154

    Wailea Grand Champion, #154

    Wailea, HI

    Pool

    $297 to $672/night

  74. CONDOMINIUM
    WAILEA ELUA, #1601*

    WAILEA ELUA, #1601*

    Wailea, HI

    Pool

    $448 to $896/night

  75. CONDOMINIUM
    Wailea Elua Unit #1002

    Wailea Elua Unit #1002

    Wailea, HI

    Pool

    $762 to $1,515/night

  76. CONDOMINIUM
    Wailea Elua Unit #0302

    Wailea Elua Unit #0302

    Wailea, HI

    Pool

    $425 to $834/night

  77. CONDOMINIUM
    Wailea Elua #2204

    Wailea Elua #2204

    Wailea, Maui, HI

    Pool

    $724 to $1,065/night

  78. CONDOMINIUM
    Wailea Elua Unit #0702

    Wailea Elua Unit #0702

    Wailea, HI

    Pool

    $459 to $953/night

  79. CONDOMINIUM
    Makena Surf Resort, #G-104

    Makena Surf Resort, #G-104

    Kihei, HI

    Pool

    $706 to $1,094/night

  80. CONDOMINIUM
    Sugar Beach Resort, #329

    Sugar Beach Resort, #329

    Kihei, HI

    Pool Hot Tub

    $202 to $387/night

  81. CONDOMINIUM
    Sugar Beach Resort, #518

    Sugar Beach Resort, #518

    Kihei, HI

    Pool Hot Tub

    $190 to $387/night

  82. CONDOMINIUM
    Sugar Beach Resort, #PH12

    Sugar Beach Resort, #PH12

    Kihei, HI

    Pool

    $269 to $560/night

  83. CONDOMINIUM
    Aina Nalu Condo C208

    Aina Nalu Condo C208

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $212 to $618/night

  84. CONDOMINIUM
    Lahaina Condo J209

    Lahaina Condo J209

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $172 to $618/night

  85. CONDOMINIUM
    Aina Nalu Condo D202

    Aina Nalu Condo D202

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $212 to $618/night

  86. CONDOMINIUM
    Lahaina Condo K202

    Lahaina Condo K202

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $231 to $618/night

  87. CONDOMINIUM
    Aina Nalu Condo B103

    Aina Nalu Condo B103

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $231 to $618/night

  88. CONDOMINIUM
    Lahaina Condo D203

    Lahaina Condo D203

    St. Lahaina, HI

    Pool
    FREE CANCELLATION

    $231 to $618/night

  89. CONDOMINIUM
    Aina Nalu Premier Condo H110

    Aina Nalu Premier Condo H110

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $205 to $591/night

  90. CONDOMINIUM
    Aina Nalu Condo K107

    Aina Nalu Condo K107

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $172 to $618/night

  91. CONDOMINIUM
    Aina Nalu Condo A209

    Aina Nalu Condo A209

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $172 to $618/night

  92. CONDOMINIUM
    Aina Nalu Premier Condo G108

    Aina Nalu Premier Condo G108

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $172 to $604/night

  93. CONDOMINIUM
    Maui Eldorado Condo K207

    Maui Eldorado Condo K207

    Kaanapali, HI

    Pool
    FREE CANCELLATION

    $439/night

  94. CONDOMINIUM
    Maui Eldorado Condo G101

    Maui Eldorado Condo G101

    Kaanapali, HI

    Pool
    FREE CANCELLATION

    $377/night

  95. CONDOMINIUM
    Maui Eldorado Condo A202

    Maui Eldorado Condo A202

    Kaanapali, HI

    Pool
    FREE CANCELLATION

    $596/night

  96. CONDOMINIUM
    Maui Eldorado Condo F201

    Maui Eldorado Condo F201

    Kaanapali, HI

    Pool
    FREE CANCELLATION

    $232 to $596/night

  97. CONDOMINIUM
    Maui Eldorado Condo A104

    Maui Eldorado Condo A104

    Kaanapali, HI

    Pool
    FREE CANCELLATION

    $232 to $621/night

  98. CONDOMINIUM
    Maui Eldorado Condo K218

    Maui Eldorado Condo K218

    Kaanapali, HI

    Pool
    FREE CANCELLATION

    $200 to $439/night

  99. CONDOMINIUM
    Maui Eldorado Condo D100

    Maui Eldorado Condo D100

    Kaanapali, HI

    Pool
    FREE CANCELLATION

    $270 to $778/night