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
    E6-2 Bedroom Oceanfront Townhouse

    E6-2 Bedroom Oceanfront Townhouse

    Kihei, HI

    Pool
    FREE CANCELLATION

    $304 to $540/night

  2. CONDOMINIUM
    Maui Kamaole #M-105

    Maui Kamaole #M-105

    Kihei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $211 to $339/night

  3. CONDOMINIUM
    Kamaole Sands #8-208

    Kamaole Sands #8-208

    Kihei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $174 to $289/night

  4. CONDOMINIUM
    Kihei Garden Estates #E-204

    Kihei Garden Estates #E-204

    Kihei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $157 to $244/night

  5. CONDOMINIUM
    Palms at Wailea #1507

    Palms at Wailea #1507

    Wailea, HI

    Pool Hot Tub
    FREE CANCELLATION

    $405 to $579/night

  6. CONDOMINIUM
    Maui Kamaole #G-210

    Maui Kamaole #G-210

    Kihei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $377 to $493/night

  7. CONDOMINIUM
    Kamaole Sands #2-306

    Kamaole Sands #2-306

    Kihei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $196 to $347/night

  8. CONDOMINIUM
    Kaleialoha #115

    Kaleialoha #115

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $207 to $384/night

  9. CONDOMINIUM
    Honua Kai Konea 743 2BD 2BA

    Honua Kai Konea 743 2BD 2BA

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $508 to $988/night

  10. CONDOMINIUM
    Kihei Bay Vista #A-201

    Kihei Bay Vista #A-201

    Kihei, HI

    Hot Tub
    FREE CANCELLATION

    $126 to $231/night

  11. CONDOMINIUM
    Leinaala Oceanfront #302

    Leinaala Oceanfront #302

    Kihei, HI

    Pool
    FREE CANCELLATION

    $161 to $278/night

  12. CONDOMINIUM
    Maui Sunset #A-509

    Maui Sunset #A-509

    Kihei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $201 to $477/night

  13. CONDOMINIUM
    Waiohuli Beach Hale #A-201

    Waiohuli Beach Hale #A-201

    Kihei, HI

    Pool
    FREE CANCELLATION

    $255 to $610/night

  14. CONDOMINIUM
    Wailea Ekahi 49A

    Wailea Ekahi 49A

    Kihei, HI

    Pool
    FREE CANCELLATION

    $228 to $563/night

  15. CONDOMINIUM
    Napili Point B5

    Napili Point B5

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $313 to $625/night

  16. CONDOMINIUM
    Sands Of Kahana 336

    Sands Of Kahana 336

    Lahaina, HI

    Pool Hot Tub

    $332 to $388/night

  17. CONDOMINIUM
    Maalaea Banyans 408

    Maalaea Banyans 408

    Wailuku, HI

    Pool
    FREE CANCELLATION

    $421 to $749/night

  18. CONDOMINIUM
    Koa Lagoon #206

    Koa Lagoon #206

    Kihei, HI

    Pool
    FREE CANCELLATION

    $208 to $348/night

  19. CONDOMINIUM
    Honua Kai- Konea 1024- One Bedroom Penthouse Ocean View! 1b/1b

    Honua Kai- Konea 1024- One Bedroom Penthouse Ocean View!...

    Kaanapali, HI

    Pool Hot Tub

    $243 to $912/night

  20. CONDOMINIUM
    Honua Kai- Konea 314- One bedroom with Rainbow Views! 1b/1b

    Honua Kai- Konea 314- One bedroom with Rainbow Views! 1b...

    Kaanapali, HI

    Pool Hot Tub

    $257 to $894/night

  21. APARTMENT
    *NEW* Aina Nalu F201: Top Floor, Hawaiian Hideaway in the Heart

    *NEW* Aina Nalu F201: Top Floor, Hawaiian Hideaway in th...

    Lahaina, HI

    Pool Hot Tub

    $243 to $551/night

  22. CONDOMINIUM
    Haleakala Shores #A-212

    Haleakala Shores #A-212

    Kihei, HI

    Pool
    FREE CANCELLATION

    $184 to $331/night

  23. CONDOMINIUM
    Oceanfront 1BR w/ Lanai & Pool

    Oceanfront 1BR w/ Lanai & Pool

    Kihei, HI

    Pool
    FREE CANCELLATION

    $138 to $316/night

  24. CONDOMINIUM
    Waiohuli Beach Hale #C-210

    Waiohuli Beach Hale #C-210

    Kihei, HI

    Pool
    FREE CANCELLATION

    $208 to $347/night

  25. CONDOMINIUM
    Koa Lagoon #505

    Koa Lagoon #505

    Kihei, HI

    Pool
    FREE CANCELLATION

    $208 to $296/night

  26. CONDOMINIUM
    Kaleialoha #315

    Kaleialoha #315

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $195 to $336/night

  27. CONDOMINIUM
    Royal Mauian #410

    Royal Mauian #410

    Kihei, HI

    Pool
    FREE CANCELLATION

    $335 to $522/night

  28. CONDOMINIUM
    Kihei Bay Surf #109

    Kihei Bay Surf #109

    Kihei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $115 to $186/night

  29. CONDOMINIUM
    Honua Kai- Hokulani 509- Ocean view from INSIDE! 2b/2b

    Honua Kai- Hokulani 509- Ocean view from INSIDE! 2b/2b

    Kaanapali, HI

    Pool Hot Tub

    $539 to $1,964/night

  30. CONDOMINIUM
    Maui Kamaole #J-120

    Maui Kamaole #J-120

    Kihei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $191 to $347/night

  31. CONDOMINIUM
    Waiohuli Beach Hale #D-120

    Waiohuli Beach Hale #D-120

    Kihei, HI

    Pool
    FREE CANCELLATION

    $157 to $277/night

  32. CONDOMINIUM
    Hoyochi Nikko #109

    Hoyochi Nikko #109

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $201 to $409/night

  33. CONDOMINIUM
    Maui Eldorado- D206- Ocean view remodeled unit! 1b/2b

    Maui Eldorado- D206- Ocean view remodeled unit! 1b/2b

    Kaanapali, HI

    Pool Hot Tub
  34. CONDOMINIUM
    Kaleialoha #214

    Kaleialoha #214

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $195 to $336/night

  35. CONDOMINIUM
    Kahana Sunset E 11

    Kahana Sunset E 11

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $251 to $389/night

  36. CONDOMINIUM
    Maui Vista #1-319

    Maui Vista #1-319

    Kihei, HI

    Pool
    FREE CANCELLATION

    $150 to $254/night

  37. CONDOMINIUM
    Bay Villa 30G1

    Bay Villa 30G1

    Lahaina, HI

    Pool

    $248 to $304/night

  38. CONDOMINIUM
    Kahana Manor 410

    Kahana Manor 410

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $190 to $324/night

  39. CONDOMINIUM
    Kahana Sunset D2D

    Kahana Sunset D2D

    Lahaina, HI

    Pool

    $186 to $270/night

  40. CONDOMINIUM
    Kahana Sunset B1

    Kahana Sunset B1

    Lahaina, HI

    Pool

    $253 to $309/night

  41. CONDOMINIUM
    Kahana Sunset F1

    Kahana Sunset F1

    Lahaina, HI

    Pool

    $428 to $484/night

  42. CONDOMINIUM
    Kahana Sunset E6

    Kahana Sunset E6

    Lahaina, HI

    Pool

    $276 to $332/night

  43. CONDOMINIUM
    Maui Vista #1-418

    Maui Vista #1-418

    Kihei, HI

    Pool
    FREE CANCELLATION

    $173 to $260/night

  44. CONDOMINIUM
    Royal Kahana 106

    Royal Kahana 106

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $203 to $345/night

  45. CONDOMINIUM
    Nohonani 405

    Nohonani 405

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $274 to $521/night

  46. CONDOMINIUM
    Sugar Beach Resort PH 40

    Sugar Beach Resort PH 40

    Kihei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $347 to $544/night

  47. CONDOMINIUM
    Maui Eldorado D200- 2 Bedroom Ocean View

    Maui Eldorado D200- 2 Bedroom Ocean View

    Kaanapali, HI

    Pool Hot Tub

    $284 to $1,009/night

  48. CONDOMINIUM
    Valley Isle 204

    Valley Isle 204

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $161 to $363/night

  49. CONDOMINIUM
    Hale Ono Loa 401

    Hale Ono Loa 401

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $156 to $330/night

  50. CONDOMINIUM
    Kihei Bay Vista #C-206

    Kihei Bay Vista #C-206

    Kihei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $126 to $231/night

  51. CONDOMINIUM
    Kaleialoha 211

    Kaleialoha 211

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $186 to $375/night

  52. CONDOMINIUM
    Kahana Sunset E8

    Kahana Sunset E8

    Lahaina, HI

    Pool

    $276 to $332/night

  53. CONDOMINIUM
    Pacific Shores B406

    Pacific Shores B406

    Kihei, HI

    Pool
    FREE CANCELLATION

    $193 to $513/night

  54. CONDOMINIUM
    Kahana Sunset B5B

    Kahana Sunset B5B

    Lahaina, HI

    Pool

    $214 to $270/night

  55. CONDOMINIUM
    Valley Isle #1106

    Valley Isle #1106

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $156 to $330/night

  56. CONDOMINIUM
    Kihei Akahi #DG06

    Kihei Akahi #DG06

    Kihei, HI

    Pool
    FREE CANCELLATION

    $126 to $231/night

  57. CONDOMINIUM
    Maui Vista #2-423

    Maui Vista #2-423

    Kihei, HI

    Pool
    FREE CANCELLATION

    $173 to $347/night

  58. CONDOMINIUM
    Kahana Sunset C5

    Kahana Sunset C5

    Lahaina, HI

    Pool

    $276 to $332/night

  59. CONDOMINIUM
    Royal Kahana 702

    Royal Kahana 702

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $166 to $359/night

  60. CONDOMINIUM
    Aina Nalu B204

    Aina Nalu B204

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $243 to $577/night

  61. CONDOMINIUM
    Kaleialoha #207

    Kaleialoha #207

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $218 to $413/night

  62. CONDOMINIUM
    Luana Kai #C-203

    Luana Kai #C-203

    Kihei, HI

    Pool
    FREE CANCELLATION

    $128 to $219/night

  63. CONDOMINIUM
    PuaMana 175-2

    PuaMana 175-2

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $187 to $324/night

  64. CONDOMINIUM
    Honua kai 437

    Honua kai 437

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $294 to $413/night

  65. CONDOMINIUM
    Honua Kai- Konea 1019- Penthouse with private BBQ! 3b/3.5b

    Honua Kai- Konea 1019- Penthouse with private BBQ! 3b/3....

    Kaanapali, HI

    Pool Hot Tub

    $887 to $3,263/night

  66. CONDOMINIUM
    Maui Vista 2211

    Maui Vista 2211

    Kihei, HI

    Pool
    FREE CANCELLATION

    $161 to $430/night

  67. CONDOMINIUM
    Sands Of Kahana 356

    Sands Of Kahana 356

    Lahaina, HI

    Pool Hot Tub

    $501 to $557/night

  68. CONDOMINIUM
    Maui Parkshore #212

    Maui Parkshore #212

    Kihei, HI

    Pool
    FREE CANCELLATION

    $179 to $341/night

  69. CONDOMINIUM
    Grand Champions #143

    Grand Champions #143

    Wailea, HI

    Pool Hot Tub
    FREE CANCELLATION

    $458 to $748/night

  70. CONDOMINIUM
    Maui Banyan Q204

    Maui Banyan Q204

    Kihei, HI

    Pool
    FREE CANCELLATION

    $269 to $438/night

  71. CONDOMINIUM
    Kahana Villa F410

    Kahana Villa F410

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $206 to $353/night

  72. CONDOMINIUM
    Kapalua Bay Villa 31G4 Gold Ocean View

    Kapalua Bay Villa 31G4 Gold Ocean View

    Kapalua, HI

    Pool

    $531 to $969/night

  73. CONDOMINIUM
    Waiohuli Beach Hale #D-214

    Waiohuli Beach Hale #D-214

    Kihei, HI

    Pool
    FREE CANCELLATION

    $139 to $244/night

  74. CONDOMINIUM
    Kamaole Sands #7-305

    Kamaole Sands #7-305

    Kihei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $179 to $430/night

  75. CONDOMINIUM
    Waiohuli Beach Hale #D-124

    Waiohuli Beach Hale #D-124

    Kihei, HI

    Pool
    FREE CANCELLATION

    $157 to $277/night

  76. CONDOMINIUM
    Maalaea Banyans #403

    Maalaea Banyans #403

    Maalaea, HI

    Pool Hot Tub
    FREE CANCELLATION

    $231 to $371/night

  77. CONDOMINIUM
    Kamaole Sands #3-402

    Kamaole Sands #3-402

    Kihei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $240 to $559/night

  78. CONDOMINIUM
    Sands Of Kahana 344

    Sands Of Kahana 344

    Lahaina, HI

    Pool Hot Tub

    $332 to $388/night

  79. CONDOMINIUM
    Kamaole Sands #9-203

    Kamaole Sands #9-203

    Kihei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $173 to $208/night

  80. CONDOMINIUM
    Kihei Bay Vista #C-101

    Kihei Bay Vista #C-101

    Kihei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $126 to $231/night

  81. CONDOMINIUM
    Maui Kamaole #G-101

    Maui Kamaole #G-101

    Kihei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $210 to $495/night

  82. CONDOMINIUM
    Kihei Akahi Resort- Unit C405

    Kihei Akahi Resort- Unit C405

    Kihei, HI

    Pool
    FREE CANCELLATION

    $148 to $353/night

  83. CONDOMINIUM
    Honua Kai- Hokulani 414- One bedroom Ocean view! 1b/1b

    Honua Kai- Hokulani 414- One bedroom Ocean view! 1b/1b

    Kaanapali, HI

    Pool Hot Tub

    $257 to $912/night

  84. CONDOMINIUM
    Kahana Sunset F12

    Kahana Sunset F12

    Lahaina, HI

    Pool

    $428 to $484/night

  85. CONDOMINIUM
    Menehune Shores #425

    Menehune Shores #425

    Kihei, HI

    Pool
    FREE CANCELLATION

    $208 to $347/night

  86. CONDOMINIUM
    Kihei Bay Surf #250

    Kihei Bay Surf #250

    Kihei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $115 to $186/night

  87. CONDOMINIUM
    Hale Mala Hina-245

    Hale Mala Hina-245

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $216 to $330/night

  88. CONDOMINIUM
    Kahana Sunset B8

    Kahana Sunset B8

    Lahaina, HI

    Pool

    $309 to $366/night

  89. CONDOMINIUM
    Kamaole Sands #7-304

    Kamaole Sands #7-304

    Kihei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $173 to $365/night

  90. CONDOMINIUM
    Palms at Wailea #2205

    Palms at Wailea #2205

    Kihei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $322 to $769/night

  91. CONDOMINIUM
    Palms at Wailea #604

    Palms at Wailea #604

    Wailea, HI

    Pool Hot Tub
    FREE CANCELLATION

    $255 to $466/night

  92. CONDOMINIUM
    Grand Champions #51

    Grand Champions #51

    Wailea, HI

    Pool Hot Tub
    FREE CANCELLATION

    $197 to $470/night

  93. CONDOMINIUM
    Honua Kai- Hokulani 930- View of the Rainbow Mountains! 1b/1b

    Honua Kai- Hokulani 930- View of the Rainbow Mountains! ...

    Kaanapali, HI

    Pool Hot Tub

    $246 to $878/night

  94. CONDOMINIUM
    Grand Champions 124

    Grand Champions 124

    Kihei, HI

    Pool
    FREE CANCELLATION

    $374 to $625/night

  95. CONDOMINIUM
    Pacific Shores B102

    Pacific Shores B102

    Kihei, HI

    Pool
    FREE CANCELLATION

    $313 to $545/night

  96. CONDOMINIUM
    Wailea Ekolu 1604

    Wailea Ekolu 1604

    Kihei, HI

    Pool
    FREE CANCELLATION

    $249 to $531/night

  97. CONDOMINIUM
    Lauloa 105

    Lauloa 105

    Wailuku, HI

    Pool
    FREE CANCELLATION

    $236 to $438/night

  98. CONDOMINIUM
    Maui Sunset #A-117

    Maui Sunset #A-117

    Kihei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $193 to $459/night

  99. CONDOMINIUM
    Kahana Sunset A3

    Kahana Sunset A3

    Lahaina, HI

    Pool

    $326 to $383/night

  100. CONDOMINIUM
    Kamaole Sands #5-414

    Kamaole Sands #5-414

    Kihei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $273 to $429/night