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
    Mahina Surf 205 Condo

    Mahina Surf 205 Condo

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $247 to $649/night

  5. CONDOMINIUM
    Lahaina Shores 210

    Lahaina Shores 210

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $138 to $569/night

  6. VILLA
    Kahana Villa E614

    Kahana Villa E614

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $248 to $641/night

  7. CONDOMINIUM
    Noelani 304 3bdrm 2.5 bath

    Noelani 304 3bdrm 2.5 bath

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $487 to $680/night

  8. CONDOMINIUM
    Aina Nalu C205

    Aina Nalu C205

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $178 to $584/night

  9. CONDOMINIUM
    Lower Honoapiilani Condo 1 Bedroom Sleeps 2

    Lower Honoapiilani Condo 1 Bedroom Sleeps 2

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $286 to $341/night

  10. CONDOMINIUM
    223

    223

    Kihei, HI

    Pool
    FREE CANCELLATION

    $258 to $340/night

  11. CONDOMINIUM
    Hale Ono Loa 205

    Hale Ono Loa 205

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $156 to $330/night

  12. CONDOMINIUM
    Wailea Ekahi #25-C

    Wailea Ekahi #25-C

    Wailea, HI

    Pool
    FREE CANCELLATION

    $261 to $400/night

  13. CONDOMINIUM
    Kahana Sunset C1C

    Kahana Sunset C1C

    Lahaina, HI

    Pool

    $214 to $270/night

  14. CONDOMINIUM
    Kahana Sunset D7

    Kahana Sunset D7

    Lahaina, HI

    Pool

    $276 to $332/night

  15. CONDOMINIUM
    Kahana Sunset B1B

    Kahana Sunset B1B

    Lahaina, HI

    Pool

    $214 to $270/night

  16. CONDOMINIUM
    Sands of Kahana 366

    Sands of Kahana 366

    LAHAINA, HI

    Pool Hot Tub

    $501 to $619/night

  17. CONDOMINIUM
    Sands Of Kahana 315

    Sands Of Kahana 315

    Lahaina, HI

    Pool Hot Tub

    $506 to $563/night

  18. CONDOMINIUM
    Kahana Sunset D6

    Kahana Sunset D6

    Lahaina, HI

    Pool

    $276 to $332/night

  19. CONDOMINIUM
    Kahana Villa F406 1Bdrm

    Kahana Villa F406 1Bdrm

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $191 to $346/night

  20. CONDOMINIUM
    Honua Kai Hokulani 316 1BR

    Honua Kai Hokulani 316 1BR

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $328 to $487/night

  21. CONDOMINIUM
    Kapalua Bay Villa 21G5 Gold Beach Front

    Kapalua Bay Villa 21G5 Gold Beach Front

    Kapalua, HI

    Pool

    $625 to $844/night

  22. CONDOMINIUM
    Kaleialoha #313

    Kaleialoha #313

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $195 to $336/night

  23. CONDOMINIUM
    Honua Kai Konea 224

    Honua Kai Konea 224

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $251 to $401/night

  24. CONDOMINIUM
    Aina Nalu C 203

    Aina Nalu C 203

    lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $181 to $371/night

  25. CONDOMINIUM
    Hula Hideaway-303

    Hula Hideaway-303

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $229 to $282/night

  26. CONDOMINIUM
    341

    341

    Kihei, HI

    Pool
    FREE CANCELLATION

    $258 to $340/night

  27. CONDOMINIUM
    Kihei Akahi #D-412

    Kihei Akahi #D-412

    Kihei, HI

    Pool
    FREE CANCELLATION

    $133 to $231/night

  28. CONDOMINIUM
    258

    258

    Kihei, HI

    Pool
    FREE CANCELLATION

    $258 to $340/night

  29. CONDOMINIUM
    Maui Vista 1417

    Maui Vista 1417

    Kihei, HI

    Pool
    FREE CANCELLATION

    $224 to $249/night

  30. CONDOMINIUM
    Bay Villa 38G2

    Bay Villa 38G2

    Lahaina, HI

    Pool

    $248 to $304/night

  31. CONDOMINIUM
    Golf Villa 19T4

    Golf Villa 19T4

    Lahaina, HI

    Pool

    $197 to $248/night

  32. CONDOMINIUM
    135

    135

    Kihei, HI

    Pool
    FREE CANCELLATION

    $188 to $297/night

  33. CONDOMINIUM
    Palms at Wailea #1209

    Palms at Wailea #1209

    Wailea, HI

    Pool Hot Tub
    FREE CANCELLATION

    $267 to $365/night

  34. CONDOMINIUM
    314

    314

    Kihei, HI

    Pool
    FREE CANCELLATION

    $235 to $363/night

  35. CONDOMINIUM
    327

    327

    Kihei, HI

    Pool
    FREE CANCELLATION

    $235 to $363/night

  36. CONDOMINIUM
    Papakea G206

    Papakea G206

    Lahaina, HI

    Pool Hot Tub

    $232 to $387/night

  37. HOUSE
    Junior Suite Oceanfront #707

    Junior Suite Oceanfront #707

    Kaanapali, HI

    Pool Hot Tub
    FREE CANCELLATION

    $258 to $309/night

  38. CONDOMINIUM
    Maui Parkshore #304

    Maui Parkshore #304

    Kihei, HI

    Pool
    FREE CANCELLATION

    $191 to $354/night

  39. CONDOMINIUM
    Sands Of Kahana 215

    Sands Of Kahana 215

    LAHAINA, HI

    Pool Hot Tub

    $506 to $563/night

  40. CONDOMINIUM
    Bay Villa 37G4

    Bay Villa 37G4

    Lahaina, HI

    Pool

    $366 to $501/night

  41. CONDOMINIUM
    333

    333

    Kihei, HI

    Pool
    FREE CANCELLATION

    $235 to $363/night

  42. CONDOMINIUM
    Maui Kai 1005

    Maui Kai 1005

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $269 to $508/night

  43. CONDOMINIUM
    Lahaina Roads 209

    Lahaina Roads 209

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $213 to $438/night

  44. CONDOMINIUM
    Hoyochi Nikko #202

    Hoyochi Nikko #202

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $229 to $353/night

  45. CONDOMINIUM
    Papakea L405

    Papakea L405

    Lahaina, HI

    Pool Hot Tub

    $429 to $737/night

  46. CONDOMINIUM
    Honua Kai Konea 508

    Honua Kai Konea 508

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $263 to $608/night

  47. CONDOMINIUM
    Kaleialoha #312

    Kaleialoha #312

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $195 to $336/night

  48. CONDOMINIUM
    Kamaole Sands #10-312

    Kamaole Sands #10-312

    Kihei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $174 to $348/night

  49. CONDOMINIUM
    Bay Villa 38G3

    Bay Villa 38G3

    Lahaina, HI

    Pool

    $248 to $304/night

  50. CONDOMINIUM
    Ridge Villa 414

    Ridge Villa 414

    LAHAINA, HI

    Pool Hot Tub

    $332 to $388/night

  51. HOUSE
    Junior Suite Oceanfront #303

    Junior Suite Oceanfront #303

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $278 to $341/night

  52. CONDOMINIUM
    Sands Of Kahana 318

    Sands Of Kahana 318

    Lahaina, HI

    Pool Hot Tub

    $236 to $276/night

  53. CONDOMINIUM
    Kahana Villas F401

    Kahana Villas F401

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $249 to $688/night

  54. CONDOMINIUM
    111

    111

    Kihei, HI

    Pool
    FREE CANCELLATION

    $188 to $258/night

  55. CONDOMINIUM
    Sands Of Kahana 234

    Sands Of Kahana 234

    Lahaina, HI

    Pool Hot Tub

    $506 to $563/night

  56. CONDOMINIUM
    Kulakane 306

    Kulakane 306

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $281 to $311/night

  57. CONDOMINIUM
    315

    315

    Kihei, HI

    Pool
    FREE CANCELLATION

    $258 to $340/night

  58. CONDOMINIUM
    275

    275

    Kihei, HI

    Pool
    FREE CANCELLATION

    $258 to $340/night

  59. CONDOMINIUM
    241

    241

    Kihei, HI

    Pool
    FREE CANCELLATION

    $188 to $297/night

  60. CONDOMINIUM
    D10-Beachfront Loft Suite

    D10-Beachfront Loft Suite

    Kihei, HI

    Pool
    FREE CANCELLATION

    $304 to $467/night

  61. CONDOMINIUM
    G5-1 Bedroom Oceanfront

    G5-1 Bedroom Oceanfront

    Kihei, HI

    Pool
    FREE CANCELLATION

    $259 to $428/night

  62. CONDOMINIUM
    B2-1 Bedroom Oceanfront

    B2-1 Bedroom Oceanfront

    Kihei, HI

    Pool
    FREE CANCELLATION

    $259 to $428/night

  63. CONDOMINIUM
    C1-2 Bedroom Oceanfront

    C1-2 Bedroom Oceanfront

    Kihei, HI

    Pool
    FREE CANCELLATION

    $377 to $591/night

  64. CONDOMINIUM
    A1-2 Bedroom Beachfront

    A1-2 Bedroom Beachfront

    Kihei, HI

    Pool
    FREE CANCELLATION

    $416 to $664/night

  65. CONDOMINIUM
    Eldorado J109

    Eldorado J109

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $174 to $299/night

  66. CONDOMINIUM
    Maui Sunset #A-103

    Maui Sunset #A-103

    Kihei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $162 to $232/night

  67. CONDOMINIUM
    Valley Isle 110

    Valley Isle 110

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $223 to $312/night

  68. CONDOMINIUM
    Kaleialoha 406

    Kaleialoha 406

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $194 to $331/night

  69. CONDOMINIUM
    Waiohuli Beach Hale #C-211

    Waiohuli Beach Hale #C-211

    Kihei, HI

    Pool
    FREE CANCELLATION

    $208 to $347/night

  70. CONDOMINIUM
    123

    123

    Kihei, HI

    Pool
    FREE CANCELLATION

    $188 to $258/night

  71. HOUSE
    1 Bedroom Oceanfront #604

    1 Bedroom Oceanfront #604

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $341 to $413/night

  72. CONDOMINIUM
    Noelani #219

    Noelani #219

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $173 to $381/night

  73. CONDOMINIUM
    Kaleialoha 205

    Kaleialoha 205

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $194 to $331/night

  74. CONDOMINIUM
    Ridge Villa 1222

    Ridge Villa 1222

    LAHAINA, HI

    Pool Hot Tub

    $197 to $248/night

  75. CONDOMINIUM
    Hoyochi Nikko #102

    Hoyochi Nikko #102

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $240 to $437/night

  76. CONDOMINIUM
    Maui Vista #1-206

    Maui Vista #1-206

    Kihei, HI

    Pool
    FREE CANCELLATION

    $161 to $219/night

  77. CONDOMINIUM
    177

    177

    Kihei, HI

    Pool
    FREE CANCELLATION

    $188 to $258/night

  78. CONDOMINIUM
    Kahana Sunset A4

    Kahana Sunset A4

    Lahaina, HI

    Pool

    $428 to $484/night

  79. CONDOMINIUM
    Whaler On Kaanapali 763

    Whaler On Kaanapali 763

    Lahaina, HI

    Pool Hot Tub

    $248 to $304/night

  80. CONDOMINIUM
    Wailea Ekahi #34-C

    Wailea Ekahi #34-C

    Wailea, HI

    Pool Hot Tub
    FREE CANCELLATION

    $580 to $783/night

  81. VILLA
    Poolside Bungalow 3bed/3bath, w/ Pool & Hot Tub- Steps To Beach

    Poolside Bungalow 3bed/3bath, w/ Pool & Hot Tub- Ste...

    Kihei, HI

    Pool

    $377 to $984/night

  82. CONDOMINIUM
    Wailea Ekolu #501

    Wailea Ekolu #501

    Wailea, HI

    Pool
    FREE CANCELLATION

    $261 to $521/night

  83. CONDOMINIUM
    Aina Nalu G102

    Aina Nalu G102

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $214 to $446/night

  84. CONDOMINIUM
    Sands Of Kahana 122

    Sands Of Kahana 122

    Lahaina, HI

    Pool Hot Tub

    $186 to $219/night

  85. CONDOMINIUM
    Kahana Sunset D9

    Kahana Sunset D9

    Lahaina, HI

    Pool

    $276 to $332/night

  86. HOUSE
    1 Bedroom Corner Oceanfront #808

    1 Bedroom Corner Oceanfront #808

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $372 to $444/night

  87. CONDOMINIUM
    Wailea Ekahi #53-C

    Wailea Ekahi #53-C

    Wailea, HI

    Pool
    FREE CANCELLATION

    $505 to $708/night

  88. CONDOMINIUM
    Junior Suite Oceanfront #706

    Junior Suite Oceanfront #706

    Kaanapali, HI

    Pool Hot Tub
    FREE CANCELLATION

    $278 to $341/night

  89. CONDOMINIUM
    Kahana Sunset C4

    Kahana Sunset C4

    Lahaina, HI

    Pool

    $219 to $276/night

  90. CONDOMINIUM
    Sands Of Kahana 275

    Sands Of Kahana 275

    Lahaina, HI

    Pool Hot Tub

    $444 to $557/night

  91. CONDOMINIUM
    Kahana Sunset C 3

    Kahana Sunset C 3

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $251 to $394/night

  92. HOUSE
    Junior Suite Oceanfront #702

    Junior Suite Oceanfront #702

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $278 to $341/night

  93. TOWNHOUSE
    Puamana 25-4

    Puamana 25-4

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $219 to $249/night

  94. CONDOMINIUM
    Kihei Alii Kai #A-305

    Kihei Alii Kai #A-305

    Kihei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $128 to $208/night

  95. CONDOMINIUM
    D1-2 Bedroom Beachfront

    D1-2 Bedroom Beachfront

    Kihei, HI

    Pool
    FREE CANCELLATION

    $416 to $664/night

  96. CONDOMINIUM
    Royal Kahana 409 1 Bdrm

    Royal Kahana 409 1 Bdrm

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $256 to $551/night

  97. CONDOMINIUM
    Royal Kahana 1114 1 Bdrm

    Royal Kahana 1114 1 Bdrm

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $212 to $423/night

  98. CONDOMINIUM
    Hale Mahina A-403

    Hale Mahina A-403

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $234 to $521/night

  99. CONDOMINIUM
    Luana Kai #B-313

    Luana Kai #B-313

    Kihei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $255 to $383/night

  100. CONDOMINIUM
    PentHouse 701

    PentHouse 701

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $187 to $370/night