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
    Aina Nalu B106- Extremely Rare Unit

    Aina Nalu B106- Extremely Rare Unit

    Lahaina, HI

    Pool Hot Tub

    $262 to $737/night

  2. CONDOMINIUM
    Hale Ono Loa 120

    Hale Ono Loa 120

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $245 to $747/night

  3. CONDOMINIUM
    Pohailani 231

    Pohailani 231

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $250 to $741/night

  4. CONDOMINIUM
    Valley Isle #905

    Valley Isle #905

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $157 to $435/night

  5. CONDOMINIUM
    Aina Nalu C108

    Aina Nalu C108

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $217 to $623/night

  6. CONDOMINIUM
    Kapalua Bay Villa 17B4 Gold Ocean View

    Kapalua Bay Villa 17B4 Gold Ocean View

    Kapalua, HI

    Pool

    $313 to $563/night

  7. CONDOMINIUM
    Papakea J103

    Papakea J103

    Lahaina, HI

    Pool Hot Tub

    $196 to $351/night

  8. CONDOMINIUM
    Papakea A309

    Papakea A309

    Lahaina, HI

    Pool Hot Tub

    $208 to $357/night

  9. CONDOMINIUM
    236

    236

    Kihei, HI

    Pool
    FREE CANCELLATION

    $188 to $297/night

  10. CONDOMINIUM
    Maui Vista #1323

    Maui Vista #1323

    KIHEI, HI

    Pool
    FREE CANCELLATION

    $241 to $279/night

  11. CONDOMINIUM
    Maui Vista #1120

    Maui Vista #1120

    KIHEI, HI

    Pool
    FREE CANCELLATION

    $241 to $279/night

  12. CONDOMINIUM
    Kamaole Sands #06-106

    Kamaole Sands #06-106

    KIHEI, HI

    Pool Hot Tub
    FREE CANCELLATION

    $290 to $332/night

  13. CONDOMINIUM
    Sugar Beach #301

    Sugar Beach #301

    KIHEI, HI

    Pool Hot Tub
    FREE CANCELLATION

    $297 to $396/night

  14. CONDOMINIUM
    Grand Champions #054

    Grand Champions #054

    Wailea, HI

    Pool Hot Tub
    FREE CANCELLATION

    $325 to $417/night

  15. CONDOMINIUM
    Kauhale Makai #410

    Kauhale Makai #410

    KIHEI, HI

    Pool Hot Tub
    FREE CANCELLATION

    $267 to $326/night

  16. CONDOMINIUM
    Maui Kamaole #j-214

    Maui Kamaole #j-214

    KIHEI, HI

    Pool Hot Tub
    FREE CANCELLATION

    $428 to $546/night

  17. CONDOMINIUM
    Sands Of Kahana 231

    Sands Of Kahana 231

    Lahaina, HI

    Pool Hot Tub

    $208 to $253/night

  18. CONDOMINIUM
    Mahana At Kaanapali 306

    Mahana At Kaanapali 306

    Lahaina, HI

    Pool Hot Tub

    $236 to $304/night

  19. CONDOMINIUM
    Ohana Hale 2 bed/2bath w/ Pool & Hot Tub- Steps To Beach

    Ohana Hale 2 bed/2bath w/ Pool & Hot Tub- Steps To B...

    Kihei, HI

    Pool Hot Tub

    $173 to $786/night

  20. HOUSE
    1 Bedroom Oceanfront #804

    1 Bedroom Oceanfront #804

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $341 to $413/night

  21. CONDOMINIUM
    Maui Banyan #F-206

    Maui Banyan #F-206

    Kihei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $390 to $488/night

  22. CONDOMINIUM
    Sands Of Kahana 272

    Sands Of Kahana 272

    Lahaina, HI

    Pool Hot Tub

    $506 to $563/night

  23. CONDOMINIUM
    Kamaole Sands #10-405

    Kamaole Sands #10-405

    KIHEI, HI

    Pool Hot Tub
    FREE CANCELLATION

    $393 to $480/night

  24. CONDOMINIUM
    Maui Kamaole #d-211

    Maui Kamaole #d-211

    KIHEI, HI

    Pool Hot Tub
    FREE CANCELLATION

    $384 to $488/night

  25. CONDOMINIUM
    Maui Kamaole #m-104

    Maui Kamaole #m-104

    KIHEI, HI

    Pool Hot Tub
    FREE CANCELLATION

    $297 to $390/night

  26. CONDOMINIUM
    Kaanapali Royal N102

    Kaanapali Royal N102

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $274 to $686/night

  27. CONDOMINIUM
    Papakea A108

    Papakea A108

    Lahaina, HI

    Pool Hot Tub

    $245 to $381/night

  28. CONDOMINIUM
    205

    205

    Kihei, HI

    Pool
    FREE CANCELLATION

    $188 to $258/night

  29. CONDOMINIUM
    329

    329

    Kihei, HI

    Pool
    FREE CANCELLATION

    $235 to $317/night

  30. CONDOMINIUM
    240

    240

    Kihei, HI

    Pool
    FREE CANCELLATION

    $188 to $258/night

  31. CONDOMINIUM
    141

    141

    Kihei, HI

    Pool
    FREE CANCELLATION

    $188 to $258/night

  32. CONDOMINIUM
    Maui Sunset #A-204

    Maui Sunset #A-204

    Kihei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $150 to $266/night

  33. CONDOMINIUM
    133

    133

    Kihei, HI

    Pool
    FREE CANCELLATION

    $188 to $258/night

  34. CONDOMINIUM
    Maui Eldorado I204/205 2Bdrm 2Bath

    Maui Eldorado I204/205 2Bdrm 2Bath

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $383 to $551/night

  35. CONDOMINIUM
    172

    172

    Kihei, HI

    Pool
    FREE CANCELLATION

    $188 to $258/night

  36. CONDOMINIUM
    Shores of Maui #211

    Shores of Maui #211

    Kihei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $208 to $335/night

  37. CONDOMINIUM
    Sugar Beach #425

    Sugar Beach #425

    KIHEI, HI

    Pool Hot Tub
    FREE CANCELLATION

    $334 to $444/night

  38. CONDOMINIUM
    Maui Kamaole #h-201

    Maui Kamaole #h-201

    KIHEI, HI

    Pool Hot Tub
    FREE CANCELLATION

    $428 to $546/night

  39. CONDOMINIUM
    Maui Vista #2-418

    Maui Vista #2-418

    Kihei, HI

    Pool
    FREE CANCELLATION

    $202 to $289/night

  40. CONDOMINIUM
    268

    268

    Kihei, HI

    Pool
    FREE CANCELLATION

    $235 to $317/night

  41. CONDOMINIUM
    Aina Nalu K 205

    Aina Nalu K 205

    lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $144 to $239/night

  42. CONDOMINIUM
    170

    170

    Kihei, HI

    Pool
    FREE CANCELLATION

    $223 to $305/night

  43. CONDOMINIUM
    Kauhale Makai #222

    Kauhale Makai #222

    KIHEI, HI

    Pool Hot Tub
    FREE CANCELLATION

    $267 to $326/night

  44. CONDOMINIUM
    174

    174

    Kihei, HI

    Pool
    FREE CANCELLATION

    $223 to $305/night

  45. CONDOMINIUM
    Maui Kamaole #d-104

    Maui Kamaole #d-104

    KIHEI, HI

    Pool Hot Tub
    FREE CANCELLATION

    $297 to $390/night

  46. CONDOMINIUM
    252

    252

    Kihei, HI

    Pool
    FREE CANCELLATION

    $258 to $340/night

  47. CONDOMINIUM
    Maui Banyan #T-303

    Maui Banyan #T-303

    KIHEI, HI

    Pool Hot Tub
    FREE CANCELLATION

    $486 to $554/night

  48. CONDOMINIUM
    Royal Mauian #503

    Royal Mauian #503

    KIHEI, HI

    Pool
    FREE CANCELLATION

    $398 to $505/night

  49. CONDOMINIUM
    Maui Vista #3111

    Maui Vista #3111

    Kihei, HI

    Pool
    FREE CANCELLATION

    $241 to $279/night

  50. CONDOMINIUM
    113

    113

    Kihei, HI

    Pool
    FREE CANCELLATION

    $188 to $258/night

  51. CONDOMINIUM
    142

    142

    Kihei, HI

    Pool
    FREE CANCELLATION

    $188 to $258/night

  52. CONDOMINIUM
    Maui Vista #1406

    Maui Vista #1406

    KIHEI, HI

    Pool
    FREE CANCELLATION

    $298 to $350/night

  53. CONDOMINIUM
    Kihei Akahi #D-608

    Kihei Akahi #D-608

    KIHEI, HI

    Pool
    FREE CANCELLATION

    $235 to $296/night

  54. CONDOMINIUM
    Kauhale Makai #331

    Kauhale Makai #331

    KIHEI, HI

    Pool Hot Tub
    FREE CANCELLATION

    $267 to $326/night

  55. CONDOMINIUM
    Kaleialoha #114

    Kaleialoha #114

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $207 to $384/night

  56. CONDOMINIUM
    Maui Banyan #Q-104

    Maui Banyan #Q-104

    Kihei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $370 to $466/night

  57. CONDOMINIUM
    Palms at Wailea #1604

    Palms at Wailea #1604

    Wailea, HI

    Pool Hot Tub
    FREE CANCELLATION

    $244 to $383/night

  58. CONDOMINIUM
    176

    176

    Kihei, HI

    Pool
    FREE CANCELLATION

    $223 to $305/night

  59. CONDOMINIUM
    Kamaole Sands #03-401

    Kamaole Sands #03-401

    KIHEI, HI

    Pool Hot Tub
    FREE CANCELLATION

    $371 to $458/night

  60. HOUSE
    2 Bedrooms Oceanfront

    2 Bedrooms Oceanfront

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $516 to $620/night

  61. CONDOMINIUM
    Kauhale Makai #108

    Kauhale Makai #108

    KIHEI, HI

    Pool Hot Tub
    FREE CANCELLATION

    $239 to $296/night

  62. CONDOMINIUM
    Maui Banyan #G-201

    Maui Banyan #G-201

    Kihei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $390 to $488/night

  63. CONDOMINIUM
    Kuleana 622 1Bdrm

    Kuleana 622 1Bdrm

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $243 to $448/night

  64. CONDOMINIUM
    Maui El Dorado J218

    Maui El Dorado J218

    LAHAINA, HI

    Pool Hot Tub

    $208 to $259/night

  65. CONDOMINIUM
    Noelani # 115

    Noelani # 115

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $228 to $437/night

  66. CONDOMINIUM
    Sugar Beach #326

    Sugar Beach #326

    KIHEI, HI

    Pool Hot Tub
    FREE CANCELLATION

    $318 to $426/night

  67. CONDOMINIUM
    Maui Vista #1306

    Maui Vista #1306

    Kihei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $241 to $279/night

  68. CONDOMINIUM
    Kauhale Makai #433

    Kauhale Makai #433

    KIHEI, HI

    Pool Hot Tub
    FREE CANCELLATION

    $305 to $390/night

  69. HOUSE
    Junior Suite Oceanfront #1007

    Junior Suite Oceanfront #1007

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $278 to $341/night

  70. CONDOMINIUM
    Kapalua Golf Villas #12T5

    Kapalua Golf Villas #12T5

    Kapalua, HI

    Pool
    FREE CANCELLATION

    $468 to $594/night

  71. CONDOMINIUM
    222

    222

    Kihei, HI

    Pool
    FREE CANCELLATION

    $258 to $340/night

  72. HOUSE
    Junior Suite Oceanfront #906

    Junior Suite Oceanfront #906

    Kaanapali, HI

    Pool Hot Tub
    FREE CANCELLATION

    $278 to $341/night

  73. CONDOMINIUM
    Kihei Bay Vista #C-202

    Kihei Bay Vista #C-202

    KIHEI, HI

    Pool Hot Tub
    FREE CANCELLATION

    $225 to $267/night

  74. CONDOMINIUM
    Sugar Beach #115

    Sugar Beach #115

    KIHEI, HI

    Pool Hot Tub
    FREE CANCELLATION

    $334 to $444/night

  75. CONDOMINIUM
    Sugar Beach #334

    Sugar Beach #334

    KIHEI, HI

    Pool Hot Tub
    FREE CANCELLATION

    $334 to $444/night

  76. CONDOMINIUM
    E4-2 Bedroom Oceanfront

    E4-2 Bedroom Oceanfront

    Kihei, HI

    Pool
    FREE CANCELLATION

    $377 to $591/night

  77. CONDOMINIUM
    G10-2 Bedroom Oceanfront Townhouse

    G10-2 Bedroom Oceanfront Townhouse

    Kihei, HI

    Pool
    FREE CANCELLATION

    $304 to $540/night

  78. CONDOMINIUM
    C5-1 Bedroom Oceanfront

    C5-1 Bedroom Oceanfront

    Kihei, HI

    Pool
    FREE CANCELLATION

    $259 to $428/night

  79. CONDOMINIUM
    F5-2 Bedroom Oceanfront Townhouse

    F5-2 Bedroom Oceanfront Townhouse

    Kihei, HI

    Pool
    FREE CANCELLATION

    $304 to $540/night

  80. CONDOMINIUM
    E3-1 Bedroom Oceanfront

    E3-1 Bedroom Oceanfront

    Kihei, HI

    Pool
    FREE CANCELLATION

    $259 to $428/night

  81. CONDOMINIUM
    Kahana Sunset B7

    Kahana Sunset B7

    Lahaina, HI

    Pool

    $309 to $366/night

  82. CONDOMINIUM
    Maui Banyan #G-302

    Maui Banyan #G-302

    Kihei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $223 to $488/night

  83. CONDOMINIUM
    330

    330

    Kihei, HI

    Pool
    FREE CANCELLATION

    $258 to $340/night

  84. CONDOMINIUM
    G4-1 Bedroom Oceanfront

    G4-1 Bedroom Oceanfront

    Kihei, HI

    Pool
    FREE CANCELLATION

    $259 to $428/night

  85. CONDOMINIUM
    Kahana Sunset F4

    Kahana Sunset F4

    Lahaina, HI

    Pool

    $428 to $484/night

  86. CONDOMINIUM
    117

    117

    Kihei, HI

    Pool
    FREE CANCELLATION

    $188 to $258/night

  87. CONDOMINIUM
    Kauhale Makai #627

    Kauhale Makai #627

    KIHEI, HI

    Pool Hot Tub
    FREE CANCELLATION

    $267 to $326/night

  88. CONDOMINIUM
    Maui Kamaole #C-209

    Maui Kamaole #C-209

    KIHEI, HI

    Pool Hot Tub
    FREE CANCELLATION

    $428 to $546/night

  89. CONDOMINIUM
    Kauhale Makai #212

    Kauhale Makai #212

    Kihei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $305 to $390/night

  90. CONDOMINIUM
    Maui Kamaole #h-104

    Maui Kamaole #h-104

    KIHEI, HI

    Pool Hot Tub
    FREE CANCELLATION

    $341 to $434/night

  91. CONDOMINIUM
    Maui Kamaole #l-110

    Maui Kamaole #l-110

    KIHEI, HI

    Pool Hot Tub
    FREE CANCELLATION

    $284 to $371/night

  92. CONDOMINIUM
    Maui Kamaole #C-207

    Maui Kamaole #C-207

    Kihei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $428 to $546/night

  93. CONDOMINIUM
    Leinaala #401

    Leinaala #401

    KIHEI, HI

    Pool
    FREE CANCELLATION

    $253 to $311/night

  94. CONDOMINIUM
    Grand Champions #118

    Grand Champions #118

    Wailea, HI

    Pool Hot Tub
    FREE CANCELLATION

    $428 to $543/night

  95. CONDOMINIUM
    Kamaole Sands #10-404

    Kamaole Sands #10-404

    KIHEI, HI

    Pool Hot Tub
    FREE CANCELLATION

    $393 to $480/night

  96. CONDOMINIUM
    E5-2 Bedroom Oceanfront Townhouse

    E5-2 Bedroom Oceanfront Townhouse

    Kihei, HI

    Pool
    FREE CANCELLATION

    $304 to $540/night

  97. CONDOMINIUM
    Maui Vista #1407

    Maui Vista #1407

    KIHEI, HI

    Pool
    FREE CANCELLATION

    $298 to $350/night

  98. CONDOMINIUM
    Maui Banyan #G-105

    Maui Banyan #G-105

    KIHEI, HI

    Pool Hot Tub
    FREE CANCELLATION

    $284 to $342/night

  99. CONDOMINIUM
    Kamaole Sands #06-307

    Kamaole Sands #06-307

    KIHEI, HI

    Pool Hot Tub
    FREE CANCELLATION

    $290 to $332/night

  100. CONDOMINIUM
    Maui Vista #3301

    Maui Vista #3301

    KIHEI, HI

    Pool
    FREE CANCELLATION

    $241 to $279/night