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
    401 Punahoa Condominium

    401 Punahoa Condominium

    Kihei, HI

    $240 to $411/night

  3. CONDOMINIUM
    Kuleana 313

    Kuleana 313

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $211 to $636/night

  4. 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

  5. CONDOMINIUM
    Mahina Surf 205 Condo

    Mahina Surf 205 Condo

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $247 to $649/night

  6. CONDOMINIUM
    Lahaina Shores 210

    Lahaina Shores 210

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $138 to $569/night

  7. CONDOMINIUM
    402 Punahoa Condominium

    402 Punahoa Condominium

    Kihei, HI

    $283 to $411/night

  8. VILLA
    Kahana Villa E614

    Kahana Villa E614

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $248 to $641/night

  9. CONDOMINIUM
    Noelani 304 3bdrm 2.5 bath

    Noelani 304 3bdrm 2.5 bath

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $487 to $680/night

  10. CONDOMINIUM
    Aina Nalu C205

    Aina Nalu C205

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $178 to $584/night

  11. CONDOMINIUM
    Poolside Aina Nalu Condo A101

    Poolside Aina Nalu Condo A101

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $202 to $618/night

  12. CONDOMINIUM
    Poolside Aina Nalu Condo D101

    Poolside Aina Nalu Condo D101

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $223 to $661/night

  13. CONDOMINIUM
    Lahaina Condo D106

    Lahaina Condo D106

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $156 to $584/night

  14. CONDOMINIUM
    Aina Nalu Condo A107

    Aina Nalu Condo A107

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $190 to $623/night

  15. CONDOMINIUM
    Aina Nalu Condo I210

    Aina Nalu Condo I210

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $217 to $604/night

  16. CONDOMINIUM
    Lahaina Condo J207

    Lahaina Condo J207

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $231 to $618/night

  17. CONDOMINIUM
    Aina Nalu Condo D110

    Aina Nalu Condo D110

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $231 to $618/night

  18. CONDOMINIUM
    Aina Nalu Condo I102

    Aina Nalu Condo I102

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $231 to $618/night

  19. CONDOMINIUM
    Aina Nalu Condo H208

    Aina Nalu Condo H208

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $205 to $591/night

  20. CONDOMINIUM
    Lahaina Shores Condo 701

    Lahaina Shores Condo 701

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $324 to $747/night

  21. CONDOMINIUM
    Lahaina Condo K109

    Lahaina Condo K109

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $231 to $618/night

  22. CONDOMINIUM
    Aina Nalu Condo H104

    Aina Nalu Condo H104

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $192 to $579/night

  23. CONDOMINIUM
    Aina Nalu Premier Condo B110

    Aina Nalu Premier Condo B110

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $190 to $623/night

  24. CONDOMINIUM
    Aina Nalu Premier Condo H207

    Aina Nalu Premier Condo H207

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $192 to $579/night

  25. TOWNHOUSE
    Puamana Premier Plus Townhouse 161-2

    Puamana Premier Plus Townhouse 161-2

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $346 to $819/night

  26. CONDOMINIUM
    203 Punahoa Condominium

    203 Punahoa Condominium

    Kihei, HI

    $208 to $382/night

  27. CONDOMINIUM
    302 Punahoa Condominium

    302 Punahoa Condominium

    Kihei, HI

    $208 to $382/night

  28. CONDOMINIUM
    204 Punahoa Condominium

    204 Punahoa Condominium

    Kihei, HI

    $165 to $287/night

  29. CONDOMINIUM
    Valley Isle Resort #901 (MAUI)

    Valley Isle Resort #901 (MAUI)

    Lahaina, HI

    Pool Hot Tub

    $302 to $481/night

  30. CONDOMINIUM
    Lahaina Condo J201

    Lahaina Condo J201

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $231 to $618/night

  31. CONDOMINIUM
    Lahaina Condo J203

    Lahaina Condo J203

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $231 to $618/night

  32. CONDOMINIUM
    Lahaina Condo I209

    Lahaina Condo I209

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $231 to $618/night

  33. CONDOMINIUM
    Aina Nalu Premier Platinum C206

    Aina Nalu Premier Platinum C206

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $156 to $584/night

  34. VILLA
    Luxury 3 bedroom Hideaway near the beach

    Luxury 3 bedroom Hideaway near the beach

    Kihei, HI

    Pool Hot Tub

    $377 to $984/night

  35. CONDOMINIUM
    Puamana Townhouse 64-1

    Puamana Townhouse 64-1

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $416 to $5,358/night

  36. CONDOMINIUM
    Kanai A Nalu 414

    Kanai A Nalu 414

    Wailuku, HI

    Pool
    FREE CANCELLATION

    $251 to $482/night

  37. CONDOMINIUM
    Kanai A Nalu 302

    Kanai A Nalu 302

    Wailuku, HI

    Pool
    FREE CANCELLATION

    $225 to $482/night

  38. CONDOMINIUM
    Kamaole Sands #6-108

    Kamaole Sands #6-108

    Kihei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $151 to $360/night

  39. CONDOMINIUM
    Kamaole Sands #9-207

    Kamaole Sands #9-207

    Kihei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $150 to $273/night

  40. CONDOMINIUM
    D4-1 Bedroom Beachfront

    D4-1 Bedroom Beachfront

    Kihei, HI

    Pool
    FREE CANCELLATION

    $304 to $467/night

  41. CONDOMINIUM
    Kihei Akahi #B-104

    Kihei Akahi #B-104

    Kihei, HI

    Pool
    FREE CANCELLATION

    $242 to $463/night

  42. CONDOMINIUM
    G5-1 Bedroom Oceanfront

    G5-1 Bedroom Oceanfront

    Kihei, HI

    Pool
    FREE CANCELLATION

    $259 to $428/night

  43. CONDOMINIUM
    Wailea Elua #701

    Wailea Elua #701

    Wailea, HI

    Pool Hot Tub
    FREE CANCELLATION

    $493 to $922/night

  44. CONDOMINIUM
    Kapalua Bay Villa 21G2 Gold Beach Front

    Kapalua Bay Villa 21G2 Gold Beach Front

    Kapalua, HI

    $781 to $1,219/night

  45. CONDOMINIUM
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    Maui Kamaole #H-111

    Kihei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $173 to $383/night

  46. CONDOMINIUM
    163

    163

    Kihei, HI

    Pool
    FREE CANCELLATION

    $188 to $258/night

  47. CONDOMINIUM
    Kulakane 306

    Kulakane 306

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $281 to $311/night

  48. CONDOMINIUM
    Kapalua Bay Villa 32G2 Ocean View

    Kapalua Bay Villa 32G2 Ocean View

    Kapalua, HI

    $406 to $781/night

  49. CONDOMINIUM
    Kaleialoha #304

    Kaleialoha #304

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $207 to $384/night

  50. CONDOMINIUM
    B2-1 Bedroom Oceanfront

    B2-1 Bedroom Oceanfront

    Kihei, HI

    Pool
    FREE CANCELLATION

    $259 to $428/night

  51. CONDOMINIUM
    275

    275

    Kihei, HI

    Pool
    FREE CANCELLATION

    $258 to $340/night

  52. CONDOMINIUM
    Whaler at Kaanapali Beach 852

    Whaler at Kaanapali Beach 852

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $1,034 to $1,371/night

  53. VILLA
    Kapalua Bay Villa 29G5 Ocean Front

    Kapalua Bay Villa 29G5 Ocean Front

    Kapalua, HI

    Pool

    $300 to $494/night

  54. CONDOMINIUM
    Maui Vista 1417

    Maui Vista 1417

    Kihei, HI

    Pool
    FREE CANCELLATION

    $224 to $249/night

  55. CONDOMINIUM
    Palms at Wailea #1105

    Palms at Wailea #1105

    Wailea, HI

    Pool Hot Tub
    FREE CANCELLATION

    $347 to $521/night

  56. CONDOMINIUM
    Maui Eldorado Condo D108

    Maui Eldorado Condo D108

    Kaanapali, HI

    Pool
    FREE CANCELLATION

    $325 to $816/night

  57. CONDOMINIUM
    Luana Kai #B-313

    Luana Kai #B-313

    Kihei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $255 to $383/night

  58. CONDOMINIUM
    123

    123

    Kihei, HI

    Pool
    FREE CANCELLATION

    $188 to $258/night

  59. CONDOMINIUM
    Kihei Bay Vista #C-108

    Kihei Bay Vista #C-108

    Kihei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $126 to $231/night

  60. CONDOMINIUM
    Wailea Ekahi #45-F

    Wailea Ekahi #45-F

    Wailea, HI

    Pool
    FREE CANCELLATION

    $271 to $463/night

  61. CONDOMINIUM
    Maui Eldorado Condo J123

    Maui Eldorado Condo J123

    Kaanapali, HI

    Pool
    FREE CANCELLATION

    $257 to $690/night

  62. CONDOMINIUM
    Maui Kamaole 2BR w/ Lanais & 2 Pools

    Maui Kamaole 2BR w/ Lanais & 2 Pools

    Kihei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $197 to $540/night

  63. CONDOMINIUM
    Leinaala Oceanfront #105

    Leinaala Oceanfront #105

    Kihei, HI

    Pool
    FREE CANCELLATION

    $231 to $551/night

  64. CONDOMINIUM
    Kamaole Sands #5-103

    Kamaole Sands #5-103

    Kihei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $133 to $360/night

  65. CONDOMINIUM
    Maui Eldorado Condo B104

    Maui Eldorado Condo B104

    Kaanapali, HI

    Pool
    FREE CANCELLATION

    $226 to $546/night

  66. CONDOMINIUM
    206

    206

    Kihei, HI

    Pool
    FREE CANCELLATION

    $188 to $258/night

  67. CONDOMINIUM
    177

    177

    Kihei, HI

    Pool
    FREE CANCELLATION

    $188 to $258/night

  68. CONDOMINIUM
    Island Surf #601A

    Island Surf #601A

    Kihei, HI

    Pool
    FREE CANCELLATION

    $103 to $174/night

  69. CONDOMINIUM
    Kamaole Sands #4-408

    Kamaole Sands #4-408

    Kihei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $261 to $406/night

  70. CONDOMINIUM
    223

    223

    Kihei, HI

    Pool
    FREE CANCELLATION

    $258 to $340/night

  71. HOUSE
    1 Bedroom Corner Oceanfront #808

    1 Bedroom Corner Oceanfront #808

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $372 to $444/night

  72. HOUSE
    1 Bedroom Oceanfront #705

    1 Bedroom Oceanfront #705

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $341 to $413/night

  73. CONDOMINIUM
    Maui Banyan #T-304

    Maui Banyan #T-304

    KIHEI, HI

    Pool Hot Tub
    FREE CANCELLATION

    $486 to $554/night

  74. CONDOMINIUM
    Sugar Beach #223

    Sugar Beach #223

    KIHEI, HI

    Pool Hot Tub
    FREE CANCELLATION

    $318 to $426/night

  75. CONDOMINIUM
    Maui Vista #3310

    Maui Vista #3310

    Kihei, HI

    Pool
    FREE CANCELLATION

    $241 to $279/night

  76. CONDOMINIUM
    Kauhale Makai #411

    Kauhale Makai #411

    KIHEI, HI

    Pool Hot Tub
    FREE CANCELLATION

    $347 to $426/night

  77. CONDOMINIUM
    Kahana Reef #401

    Kahana Reef #401

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $276 to $326/night

  78. CONDOMINIUM
    Maui Banyan #H-308

    Maui Banyan #H-308

    KIHEI, HI

    Pool Hot Tub
    FREE CANCELLATION

    $296 to $356/night

  79. CONDOMINIUM
    Maui Vista #1218

    Maui Vista #1218

    Kihei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $141 to $253/night

  80. CONDOMINIUM
    Kihei Akahi #D-415

    Kihei Akahi #D-415

    KIHEI, HI

    Pool
    FREE CANCELLATION

    $321 to $390/night

  81. CONDOMINIUM
    Maui Vista #1225

    Maui Vista #1225

    KIHEI, HI

    Pool
    FREE CANCELLATION

    $241 to $279/night

  82. CONDOMINIUM
    Kamaole Sands #01-106

    Kamaole Sands #01-106

    KIHEI, HI

    Pool Hot Tub
    FREE CANCELLATION

    $290 to $332/night

  83. CONDOMINIUM
    Kihei Akahi #D-208

    Kihei Akahi #D-208

    KIHEI, HI

    Pool
    FREE CANCELLATION

    $235 to $296/night

  84. CONDOMINIUM
    Maui Kamaole #h-106

    Maui Kamaole #h-106

    KIHEI, HI

    Pool Hot Tub
    FREE CANCELLATION

    $341 to $434/night

  85. CONDOMINIUM
    Kamaole Sands #04-312

    Kamaole Sands #04-312

    KIHEI, HI

    Pool Hot Tub
    FREE CANCELLATION

    $260 to $311/night

  86. CONDOMINIUM
    Kamaole Sands #07-206

    Kamaole Sands #07-206

    KIHEI, HI

    Pool Hot Tub
    FREE CANCELLATION

    $290 to $332/night

  87. CONDOMINIUM
    Kihei Bay Vista #A-101

    Kihei Bay Vista #A-101

    KIHEI, HI

    Pool Hot Tub
    FREE CANCELLATION

    $225 to $267/night

  88. CONDOMINIUM
    Sands Of Kahana 122

    Sands Of Kahana 122

    Lahaina, HI

    Pool Hot Tub

    $186 to $219/night

  89. CONDOMINIUM
    Kahana Sunset C 3

    Kahana Sunset C 3

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $251 to $394/night

  90. CONDOMINIUM
    D10-Beachfront Loft Suite

    D10-Beachfront Loft Suite

    Kihei, HI

    Pool
    FREE CANCELLATION

    $304 to $467/night

  91. CONDOMINIUM
    Wailea Ekahi #53-C

    Wailea Ekahi #53-C

    Wailea, HI

    Pool
    FREE CANCELLATION

    $505 to $708/night

  92. CONDOMINIUM
    Junior Suite Oceanfront #706

    Junior Suite Oceanfront #706

    Kaanapali, HI

    Pool Hot Tub
    FREE CANCELLATION

    $278 to $341/night

  93. CONDOMINIUM
    Whaler at Kaanapali Beach 723

    Whaler at Kaanapali Beach 723

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $849 to $1,169/night

  94. CONDOMINIUM
    Sugar Beach #416

    Sugar Beach #416

    KIHEI, HI

    Pool Hot Tub
    FREE CANCELLATION

    $334 to $444/night

  95. CONDOMINIUM
    Kihei Surfside #307

    Kihei Surfside #307

    KIHEI, HI

    Pool
    FREE CANCELLATION

    $344 to $460/night

  96. CONDOMINIUM
    Maui Kamaole #C-106

    Maui Kamaole #C-106

    Kihei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $297 to $390/night

  97. CONDOMINIUM
    Sugar Beach #618

    Sugar Beach #618

    KIHEI, HI

    Pool Hot Tub
    FREE CANCELLATION

    $318 to $426/night

  98. CONDOMINIUM
    Sugar Beach #120

    Sugar Beach #120

    KIHEI, HI

    Pool Hot Tub
    FREE CANCELLATION

    $334 to $444/night

  99. CONDOMINIUM
    Valley Isle #205

    Valley Isle #205

    Lahaina, HI

    Pool
    FREE CANCELLATION
  100. CONDOMINIUM
    Maui Kamaole #D-109

    Maui Kamaole #D-109

    Kihei, HI

    Pool
    FREE CANCELLATION

    $168 to $354/night