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
    Kaanapali Royal #A201 (MAUI)

    Kaanapali Royal #A201 (MAUI)

    Lahaina, HI

    Pool Hot Tub

    $393 to $1,336/night

  2. CONDOMINIUM
    Kuleana 313

    Kuleana 313

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $211 to $636/night

  3. CONDOMINIUM
    Aina Nalu D-207: Affordable luxury at it's best!

    Aina Nalu D-207: Affordable luxury at it's best!

    Lahaina, HI

    Pool Hot Tub

    $302 to $1,070/night

  4. CONDOMINIUM
    Valley Isle Resort #901 (MAUI)

    Valley Isle Resort #901 (MAUI)

    Lahaina, HI

    Pool Hot Tub

    $302 to $481/night

  5. CONDOMINIUM
    Lahaina Condo D106

    Lahaina Condo D106

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $178 to $566/night

  6. CONDOMINIUM
    Mahina Surf 205 Condo

    Mahina Surf 205 Condo

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $247 to $649/night

  7. CONDOMINIUM
    Lahaina Shores 210

    Lahaina Shores 210

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $138 to $569/night

  8. CONDOMINIUM
    Lahaina Condo J201

    Lahaina Condo J201

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $231 to $618/night

  9. CONDOMINIUM
    Aina Nalu Condo H104

    Aina Nalu Condo H104

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $192 to $579/night

  10. CONDOMINIUM
    Aina Nalu Condo D110

    Aina Nalu Condo D110

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $231 to $618/night

  11. CONDOMINIUM
    Lahaina Condo J203

    Lahaina Condo J203

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $231 to $618/night

  12. CONDOMINIUM
    Aina Nalu Condo H208

    Aina Nalu Condo H208

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $205 to $591/night

  13. CONDOMINIUM
    Lahaina Condo J207

    Lahaina Condo J207

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $231 to $618/night

  14. CONDOMINIUM
    Lahaina Condo K109

    Lahaina Condo K109

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $231 to $618/night

  15. CONDOMINIUM
    Poolside Aina Nalu Condo A101

    Poolside Aina Nalu Condo A101

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $202 to $618/night

  16. CONDOMINIUM
    Aina Nalu Condo I210

    Aina Nalu Condo I210

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $217 to $604/night

  17. CONDOMINIUM
    Aina Nalu Premier Condo H207

    Aina Nalu Premier Condo H207

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $192 to $579/night

  18. CONDOMINIUM
    Aina Nalu Condo A107

    Aina Nalu Condo A107

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $190 to $623/night

  19. CONDOMINIUM
    Aina Nalu Premier Condo B110

    Aina Nalu Premier Condo B110

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $190 to $623/night

  20. TOWNHOUSE
    Puamana Premier Plus Townhouse 161-2

    Puamana Premier Plus Townhouse 161-2

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $346 to $819/night

  21. CONDOMINIUM
    Poolside Aina Nalu Condo D101

    Poolside Aina Nalu Condo D101

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $231 to $642/night

  22. CONDOMINIUM
    Lahaina Condo J204

    Lahaina Condo J204

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $231 to $618/night

  23. VILLA
    Kahana Villa E614

    Kahana Villa E614

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $248 to $641/night

  24. CONDOMINIUM
    Aina Nalu Premier Platinum C206

    Aina Nalu Premier Platinum C206

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $156 to $584/night

  25. CONDOMINIUM
    Aina Nalu Condo I102

    Aina Nalu Condo I102

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $231 to $618/night

  26. CONDOMINIUM
    Noelani 304 3bdrm 2.5 bath

    Noelani 304 3bdrm 2.5 bath

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $487 to $680/night

  27. CONDOMINIUM
    Bay Villa 38G2

    Bay Villa 38G2

    Lahaina, HI

    Pool

    $248 to $304/night

  28. CONDOMINIUM
    Maui Kamaole #h-212

    Maui Kamaole #h-212

    KIHEI, HI

    Pool Hot Tub
    FREE CANCELLATION

    $413 to $528/night

  29. CONDOMINIUM
    Sands Of Kahana 122

    Sands Of Kahana 122

    Lahaina, HI

    Pool Hot Tub

    $186 to $219/night

  30. CONDOMINIUM
    Kahana Sunset D9

    Kahana Sunset D9

    Lahaina, HI

    Pool

    $276 to $332/night

  31. HOUSE
    1 Bedroom Corner Oceanfront #808

    1 Bedroom Corner Oceanfront #808

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $372 to $444/night

  32. CONDOMINIUM
    Sugar Beach #522

    Sugar Beach #522

    KIHEI, HI

    Pool Hot Tub
    FREE CANCELLATION

    $334 to $444/night

  33. CONDOMINIUM
    Sands Of Kahana 275

    Sands Of Kahana 275

    Lahaina, HI

    Pool Hot Tub

    $444 to $557/night

  34. CONDOMINIUM
    Kahana Sunset C4

    Kahana Sunset C4

    Lahaina, HI

    Pool

    $219 to $276/night

  35. TOWNHOUSE
    Puamana 25-4

    Puamana 25-4

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $219 to $249/night

  36. CONDOMINIUM
    D1-2 Bedroom Beachfront

    D1-2 Bedroom Beachfront

    Kihei, HI

    Pool
    FREE CANCELLATION

    $416 to $664/night

  37. CONDOMINIUM
    C4-1 Bedroom Oceanfront

    C4-1 Bedroom Oceanfront

    Kihei, HI

    Pool
    FREE CANCELLATION

    $259 to $428/night

  38. CONDOMINIUM
    Kaleialoha #414

    Kaleialoha #414

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $218 to $413/night

  39. CONDOMINIUM
    Lahaina Shores Condo 701

    Lahaina Shores Condo 701

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $324 to $747/night

  40. CONDOMINIUM
    Maui Banyan #Q-403

    Maui Banyan #Q-403

    Kihei, HI

    Pool
    FREE CANCELLATION

    $151 to $377/night

  41. CONDOMINIUM
    Kihei Garden Estates #G-103

    Kihei Garden Estates #G-103

    Kihei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $145 to $244/night

  42. CONDOMINIUM
    Waiohuli Beach Hale #A-203

    Waiohuli Beach Hale #A-203

    Kihei, HI

    Pool
    FREE CANCELLATION

    $208 to $255/night

  43. CONDOMINIUM
    Kihei Alii Kai #C-306

    Kihei Alii Kai #C-306

    Kihei, HI

    Pool
    FREE CANCELLATION

    $133 to $226/night

  44. CONDOMINIUM
    Waiohuli Beach Hale #B-107

    Waiohuli Beach Hale #B-107

    Kihei, HI

    Pool
    FREE CANCELLATION

    $157 to $277/night

  45. CONDOMINIUM
    Waiohuli Beach Hale #D-126

    Waiohuli Beach Hale #D-126

    Kihei, HI

    Pool
    FREE CANCELLATION

    $208 to $347/night

  46. CONDOMINIUM
    Kamaole Sands #3-307

    Kamaole Sands #3-307

    Kihei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $168 to $441/night

  47. CONDOMINIUM
    Waiohuli Beach Hale #D-118

    Waiohuli Beach Hale #D-118

    Kihei, HI

    Pool
    FREE CANCELLATION

    $157 to $277/night

  48. CONDOMINIUM
    D4-1 Bedroom Beachfront

    D4-1 Bedroom Beachfront

    Kihei, HI

    Pool
    FREE CANCELLATION

    $304 to $467/night

  49. CONDOMINIUM
    Hale Kai 208 2bdrm 2bath

    Hale Kai 208 2bdrm 2bath

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $256 to $500/night

  50. CONDOMINIUM
    Royal Kahana 409 1 Bdrm

    Royal Kahana 409 1 Bdrm

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $269 to $551/night

  51. CONDOMINIUM
    Maui Vista #2-222

    Maui Vista #2-222

    Kihei, HI

    Pool
    FREE CANCELLATION

    $133 to $211/night

  52. CONDOMINIUM
    245

    245

    Kihei, HI

    Pool
    FREE CANCELLATION

    $258 to $340/night

  53. CONDOMINIUM
    258

    258

    Kihei, HI

    Pool
    FREE CANCELLATION

    $258 to $340/night

  54. CONDOMINIUM
    Kaleialoha #215

    Kaleialoha #215

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $168 to $289/night

  55. CONDOMINIUM
    Kihei Garden Estates #A-102

    Kihei Garden Estates #A-102

    Kihei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $115 to $196/night

  56. CONDOMINIUM
    Whaler at Kaanapali Beach 723

    Whaler at Kaanapali Beach 723

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $849 to $1,169/night

  57. CONDOMINIUM
    Maui Vista #3-419

    Maui Vista #3-419

    Kihei, HI

    Pool
    FREE CANCELLATION

    $224 to $302/night

  58. CONDOMINIUM
    Lahaina Condo I209

    Lahaina Condo I209

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $231 to $618/night

  59. CONDOMINIUM
    Maui Eldorado Condo A210

    Maui Eldorado Condo A210

    Kaanapali, HI

    Pool
    FREE CANCELLATION

    $200 to $471/night

  60. CONDOMINIUM
    Maui Eldorado Condo J206

    Maui Eldorado Condo J206

    Kaanapali, HI

    Pool
    FREE CANCELLATION

    $257 to $690/night

  61. CONDOMINIUM
    Maui Eldorado Condo K200

    Maui Eldorado Condo K200

    Kaanapali, HI

    Pool
    FREE CANCELLATION

    $339 to $816/night

  62. CONDOMINIUM
    Palms at Wailea #1902

    Palms at Wailea #1902

    Wailea, HI

    Pool Hot Tub
    FREE CANCELLATION

    $275 to $658/night

  63. CONDOMINIUM
    Palms at Wailea #702

    Palms at Wailea #702

    Wailea, HI

    Pool Hot Tub
    FREE CANCELLATION

    $242 to $570/night

  64. CONDOMINIUM
    Grand Champions #50

    Grand Champions #50

    Wailea, HI

    Pool
    FREE CANCELLATION

    $201 to $478/night

  65. CONDOMINIUM
    Kamaole Sands #8-104

    Kamaole Sands #8-104

    Kihei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $188 to $451/night

  66. CONDOMINIUM
    Kamaole Sands #2-301

    Kamaole Sands #2-301

    Kihei, HI

    Pool
    FREE CANCELLATION

    $283 to $644/night

  67. CONDOMINIUM
    173

    173

    Kihei, HI

    Pool
    FREE CANCELLATION

    $188 to $258/night

  68. CONDOMINIUM
    Kaanapali Plantation #59

    Kaanapali Plantation #59

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $156 to $281/night

  69. CONDOMINIUM
    Royal Kahana 220 (2bd / 2ba)

    Royal Kahana 220 (2bd / 2ba)

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $216 to $379/night

  70. CONDOMINIUM
    Papakea G301

    Papakea G301

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $149 to $299/night

  71. CONDOMINIUM
    Maui Kamaole #A-202

    Maui Kamaole #A-202

    Kihei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $319 to $447/night

  72. CONDOMINIUM
    Maui Kamaole #D-109

    Maui Kamaole #D-109

    Kihei, HI

    Pool
    FREE CANCELLATION

    $168 to $354/night

  73. CONDOMINIUM
    Maui Kamaole #A-203

    Maui Kamaole #A-203

    Kihei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $302 to $458/night

  74. CONDOMINIUM
    Mahana 501

    Mahana 501

    LAHAINA, HI

    Pool Hot Tub
    FREE CANCELLATION

    $499 to $853/night

  75. CONDOMINIUM
    Mahana 1008

    Mahana 1008

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $393 to $1,040/night

  76. CONDOMINIUM
    Maui Eldorado Condo G203

    Maui Eldorado Condo G203

    Kaanapali, HI

    Pool
    FREE CANCELLATION

    $176 to $433/night

  77. CONDOMINIUM
    Mahana Resort #405

    Mahana Resort #405

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $325 to $797/night

  78. CONDOMINIUM
    Valley Isle #809

    Valley Isle #809

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $186 to $505/night

  79. CONDOMINIUM
    Hale Kai #204

    Hale Kai #204

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $151 to $412/night

  80. CONDOMINIUM
    Papakea #K303

    Papakea #K303

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $325 to $619/night

  81. CONDOMINIUM
    Lahaina Roads #210

    Lahaina Roads #210

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $168 to $414/night

  82. CONDOMINIUM
    Valley Isle #808

    Valley Isle #808

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $209 to $609/night

  83. CONDOMINIUM
    Lahaina Shores #532

    Lahaina Shores #532

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $162 to $360/night

  84. CONDOMINIUM
    Honua Kai-Konea #539

    Honua Kai-Konea #539

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $493 to $1,467/night

  85. CONDOMINIUM
    Makani Sands #102

    Makani Sands #102

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $139 to $414/night

  86. CONDOMINIUM
    Mahana Resort #1104

    Mahana Resort #1104

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $325 to $606/night

  87. CONDOMINIUM
    Lahaina Roads #502

    Lahaina Roads #502

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $284 to $600/night

  88. CONDOMINIUM
    Valley Isle #1004

    Valley Isle #1004

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $180 to $414/night

  89. CONDOMINIUM
    Kaanapali Royal #P101

    Kaanapali Royal #P101

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $261 to $600/night

  90. CONDOMINIUM
    Valley Isle #208

    Valley Isle #208

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $255 to $767/night

  91. CONDOMINIUM
    Mahana Resort #612

    Mahana Resort #612

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $273 to $476/night

  92. CONDOMINIUM
    Hale Mahina #B304

    Hale Mahina #B304

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $191 to $396/night

  93. CONDOMINIUM
    Lokelani #B203

    Lokelani #B203

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $313 to $640/night

  94. CONDOMINIUM
    Lahaina Shores #522

    Lahaina Shores #522

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $157 to $360/night

  95. CONDOMINIUM
    Valley Isle #310

    Valley Isle #310

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $191 to $534/night

  96. CONDOMINIUM
    KAUHALE MAKAI #431

    KAUHALE MAKAI #431

    Kihei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $125 to $553/night

  97. CONDOMINIUM
    HALEAKALA SHORES #A-102

    HALEAKALA SHORES #A-102

    Kihei, HI

    Pool
    FREE CANCELLATION

    $211 to $603/night

  98. CONDOMINIUM
    Kapalua Bay Villa 21G4 Gold Beach Front

    Kapalua Bay Villa 21G4 Gold Beach Front

    Kapalua, HI

    Pool

    $625 to $844/night

  99. CONDOMINIUM
    Kamaole Nalu Unit #302

    Kamaole Nalu Unit #302

    Kihei, HI

    Pool

    $191 to $332/night

  100. CONDOMINIUM
    Papakea G206

    Papakea G206

    Lahaina, HI

    Pool Hot Tub

    $232 to $387/night