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. $193 to $306/night

    Kapalua Golf Villas 26T 5&6

    Kapalua Golf Villas 26T 5&6

    1 BedroomBathroomsSleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
  2. $281 to $874/night

    Kapalua Bay Villas 23B-1

    Kapalua Bay Villas 23B-1

    1 Bedroom BathroomSleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
  3. $159 to $483/night

    Kahana Villa 2BR w/ Ocean-View Lanai, Pool & Spa

    Kahana Villa 2BR w/ Ocean-View Lanai, Pool & Spa

    2 BedroomsBathroomsSleeps 6
    4 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  4. $188 to $480/night

    Eldorado A203

    Eldorado A203

    1 Bedroom BathroomSleeps 6
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  5. $444 to $557/night

    Sands Of Kahana 275

    Sands Of Kahana 275

    3 BedroomsBathroomsSleeps 8
    1 night minstay
    Pool Hot Tub
  6. $428 to $484/night

    Kahana Sunset A4

    Kahana Sunset A4

    2 Bedrooms2.5 BathroomsSleeps 6
    1 night minstay
    Pool
  7. $256 to $33,282/night

    Hale Kai 208 2bdrm 2bath

    Hale Kai 208 2bdrm 2bath

    2 BedroomsBathroomsSleeps 6
    5 nights minstay
    Pool
    FREE CANCELLATION
  8. $197 to $248/night

    Golf Villa 19T4

    Golf Villa 19T4

    1 BedroomBathroomsSleeps 4
    1 night minstay
    Pool
  9. $197 to $248/night

    Ridge Villa 1222

    Ridge Villa 1222

    1 BedroomBathroomsSleeps 4
    1 night minstay
    Pool Hot Tub
  10. $124 to $393/night

    Kauhale Makai 203

    Kauhale Makai 203

    1 Bedroom BathroomSleeps 4
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  11. $258 to $309/night

    Junior Suite Oceanfront #707

    Junior Suite Oceanfront #707

    Studio BathroomSleeps 3
    5 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  12. $282 to $484/night

    Honua Kai Konea 508

    Honua Kai Konea 508

    1 Bedroom BathroomSleeps 6
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  13. $236 to $276/night

    Sands Of Kahana 318

    Sands Of Kahana 318

    1 BedroomBathroomsSleeps 4
    1 night minstay
    Pool Hot Tub
  14. $341 to $413/night

    1 Bedroom Oceanfront #604

    1 Bedroom Oceanfront #604

    1 Bedroom BathroomSleeps 4
    5 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  15. $251 to $580/night

    Napili Point B44

    Napili Point B44

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool
    FREE CANCELLATION
  16. $276 to $332/night

    Kahana Sunset D7

    Kahana Sunset D7

    2 BedroomsBathroomsSleeps 6
    1 night minstay
    Pool
  17. $372 to $444/night

    1 Bedroom Corner Oceanfront #808

    1 Bedroom Corner Oceanfront #808

    1 Bedroom BathroomSleeps 4
    5 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  18. $186 to $219/night

    Sands Of Kahana 122

    Sands Of Kahana 122

    1 BedroomBathroomsSleeps 4
    1 night minstay
    Pool Hot Tub
  19. $248 to $304/night

    Whaler On Kaanapali 763

    Whaler On Kaanapali 763

    Studio BathroomSleeps 4
    1 night minstay
    Pool Hot Tub
  20. $158 to $203/night

    Napili Bay 204

    Napili Bay 204

    Studio BathroomSleeps 4
    1 night minstay
  21. $501 to $619/night

    Sands of Kahana 366

    Sands of Kahana 366

    3 BedroomsBathroomsSleeps 8
    1 night minstay
    Pool Hot Tub
  22. $173 to $381/night

    Noelani #219

    Noelani #219

    Studio BathroomSleeps 2
    4 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  23. $136 to $286/night

    Maalaea Banyans 203

    Maalaea Banyans 203

    1 Bedroom BathroomSleeps 4
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  24. $276 to $332/night

    Kahana Sunset D9

    Kahana Sunset D9

    2 Bedrooms2.5 BathroomsSleeps 6
    1 night minstay
    Pool
  25. $248 to $304/night

    Bay Villa 38G3

    Bay Villa 38G3

    1 Bedroom1.5  BathroomSleeps 4
    1 night minstay
    Pool
  26. $278 to $341/night

    Junior Suite Oceanfront #303

    Junior Suite Oceanfront #303

    Studio BathroomSleeps 2
    5 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  27. $135 to $323/night

    Valley Isle 407

    Valley Isle 407

    Studio BathroomSleeps 3
    2 nights minstay
    Pool
    FREE CANCELLATION
  28. $190 to $385/night

    Papakea B201

    Papakea B201

    1 Bedroom BathroomSleeps 4
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  29. $332 to $388/night

    Ridge Villa 414

    Ridge Villa 414

    2 BedroomsBathroomsSleeps 4
    1 night minstay
    Pool Hot Tub
  30. $219 to $276/night

    Kahana Sunset C4

    Kahana Sunset C4

    2 BedroomsBathroomsSleeps 6
    1 night minstay
    Pool
  31. $243 to $438/night

    Island Sands 210

    Island Sands 210

    1 Bedroom BathroomSleeps 4
    3 nights minstay
    Pool
    FREE CANCELLATION
  32. $309 to $366/night

    Kahana Sunset B6

    Kahana Sunset B6

    2 BedroomsBathroomsSleeps 5
    1 night minstay
    Pool
  33. $506 to $563/night

    Sands Of Kahana 234

    Sands Of Kahana 234

    2 BedroomsBathroomsSleeps 6
    1 night minstay
    Pool Hot Tub
  34. $506 to $563/night

    Sands Of Kahana 215

    Sands Of Kahana 215

    2 BedroomsBathroomsSleeps 6
    1 night minstay
    Pool Hot Tub
  35. $214 to $270/night

    Kahana Sunset B1B

    Kahana Sunset B1B

    1 Bedroom BathroomSleeps 4
    1 night minstay
    Pool
  36. $354 to $444/night

    Paki Maui 422

    Paki Maui 422

    2 BedroomsBathroomsSleeps 4
    4 nights minstay
    Pool Hot Tub
  37. $506 to $563/night

    Sands Of Kahana 315

    Sands Of Kahana 315

    2 BedroomsBathroomsSleeps 6
    1 night minstay
    Pool Hot Tub
  38. $207 to $502/night

    Kaleialoha #208

    Kaleialoha #208

    1 Bedroom BathroomSleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
  39. $278 to $341/night

    Junior Suite Oceanfront #706

    Junior Suite Oceanfront #706

    Studio BathroomSleeps 3
    5 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  40. $278 to $341/night

    Junior Suite Oceanfront #702

    Junior Suite Oceanfront #702

    Studio BathroomSleeps 3
    5 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  41. $214 to $270/night

    Kahana Sunset C1C

    Kahana Sunset C1C

    1 Bedroom BathroomSleeps 4
    1 night minstay
    Pool
  42. $248 to $304/night

    Bay Villa 38G2

    Bay Villa 38G2

    1 BedroomBathroomsSleeps 4
    1 night minstay
    Pool
  43. $193 to $275/night

    PentHouse 701

    PentHouse 701

    2 BedroomsBathroomsSleeps 5
    2 nights minstay
    Pool
    FREE CANCELLATION
  44. $229 to $299/night

    Hula Hideaway-303

    Hula Hideaway-303

    Studio BathroomSleeps 2
    2 nights minstay
    Pool
    FREE CANCELLATION
  45. $193 to $312/night

    Valley Isle 110

    Valley Isle 110

    1 Bedroom BathroomSleeps 3
    2 nights minstay
    Pool
    FREE CANCELLATION
  46. $263 to $394/night

    Kahana Sunset C 3

    Kahana Sunset C 3

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool
    FREE CANCELLATION
  47. $236 to $426/night

    Royal Kahana 920

    Royal Kahana 920

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool
    FREE CANCELLATION
  48. $366 to $501/night

    Bay Villa 37G4

    Bay Villa 37G4

    2 BedroomsBathroomsSleeps 6
    1 night minstay
    Pool
  49. $276 to $332/night

    Kahana Sunset D6

    Kahana Sunset D6

    2 Bedrooms2.5 BathroomsSleeps 6
    1 night minstay
    Pool
  50. $251 to $353/night

    Honua Kai 210

    Honua Kai 210

    1 Bedroom BathroomSleeps 4
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  51. $223 to $371/night

    Aina Nalu C 203

    Aina Nalu C 203

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  52. $251 to $384/night

    Kuleana 614 1 Bdrm

    Kuleana 614 1 Bdrm

    1 Bedroom BathroomSleeps 2
    5 nights minstay
    Pool
    FREE CANCELLATION
  53. $207 to $502/night

    Kaleialoha #304

    Kaleialoha #304

    1 Bedroom BathroomSleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
  54. $171 to $443/night

    Kaleialoha #215

    Kaleialoha #215

    1 Bedroom BathroomSleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
  55. $294 to $423/night

    Royal Kahana 220 (2bd / 2ba)

    Royal Kahana 220 (2bd / 2ba)

    2 BedroomsBathroomsSleeps 6
    5 nights minstay
    Pool
    FREE CANCELLATION
  56. $358 to $1,095/night

    2BR Beachfront Condo w/ Ocean View

    2BR Beachfront Condo w/ Ocean View

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool
    FREE CANCELLATION
  57. $198 to $400/night

    Royal Kahana 308

    Royal Kahana 308

    1 Bedroom BathroomSleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
  58. $199 to $331/night

    Kaleialoha 205

    Kaleialoha 205

    1 Bedroom BathroomSleeps 4
    4 nights minstay
    Pool
    FREE CANCELLATION
  59. $195 to $502/night

    Kaleialoha #313

    Kaleialoha #313

    1 Bedroom BathroomSleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
  60. $281 to $311/night

    Kulakane 306

    Kulakane 306

    2 BedroomsBathroomsSleeps 6
    4 nights minstay
    Pool
    FREE CANCELLATION
  61. $231/night

    Aina Nalu G102

    Aina Nalu G102

    2 BedroomsBathroomsSleeps 6
    4 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  62. $196 to $519/night

    Maui Kamaole 2BR w/ Lanais & 2 Pools

    Maui Kamaole 2BR w/ Lanais & 2 Pools

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  63. $656 to $906/night

    Kapalua Bay Villa 21G5 Gold Beach Front

    Kapalua Bay Villa 21G5 Gold Beach Front

    1 BedroomBathroomsSleeps 4
    4 nights minstay
    Pool
  64. $174 to $299/night

    Eldorado J109

    Eldorado J109

    Studio BathroomSleeps 4
    4 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  65. $199 to $331/night

    Kaleialoha 406

    Kaleialoha 406

    1 Bedroom BathroomSleeps 4
    4 nights minstay
    Pool
    FREE CANCELLATION
  66. $219 to $249/night

    Puamana 25-4

    Puamana 25-4

    1 BedroomBathroomsSleeps 4
    4 nights minstay
    Pool
    FREE CANCELLATION
  67. $229 to $365/night

    Honua Kai Konea 224

    Honua Kai Konea 224

    1 Bedroom BathroomSleeps 5
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  68. $194 to $409/night

    Kaleialoha 210

    Kaleialoha 210

    1 Bedroom BathroomSleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
  69. $155 to $359/night

    Valley Isle 902

    Valley Isle 902

    1 Bedroom BathroomSleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
  70. $338 to $900/night

    Hale Ono Loa 109

    Hale Ono Loa 109

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool
    FREE CANCELLATION
  71. $206 to $456/night

    Eldorado K102

    Eldorado K102

    1 BedroomBathroomsSleeps 6
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  72. $186 to $381/night

    Kihei Alii Kai A207

    Kihei Alii Kai A207

    1 Bedroom BathroomSleeps 4
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  73. $258 to $631/night

    Paki Maui 123

    Paki Maui 123

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  74. $174 to $299/night

    Pacific Shores B414

    Pacific Shores B414

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  75. $153 to $286/night

    Napili Shores C116

    Napili Shores C116

    Studio BathroomSleeps 3
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  76. $224 to $425/night

    Hololani A204

    Hololani A204

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool
    FREE CANCELLATION
  77. $285 to $698/night

    Kaanapali Royal Q101

    Kaanapali Royal Q101

    2 BedroomsBathroomsSleeps 8
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  78. $374 to $971/night

    Kaanapali Shores 515

    Kaanapali Shores 515

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  79. $486 to $1,123/night

    Sands of Kahana 354

    Sands of Kahana 354

    2 BedroomsBathroomsSleeps 8
    5 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  80. $211 to $530/night

    Maui Vista 1417

    Maui Vista 1417

    2 BedroomsBathroomsSleeps 7
    2 nights minstay
    Pool
    FREE CANCELLATION
  81. $198 to $328/night

    Kahana Reef 201

    Kahana Reef 201

    1 Bedroom BathroomSleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
  82. $360 to $971/night

    Kaanapali Shores 613

    Kaanapali Shores 613

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  83. $174 to $373/night

    Kahana Reef 107

    Kahana Reef 107

    1 Bedroom BathroomSleeps 4
    2 nights minstay
    FREE CANCELLATION
  84. $188 to $485/night

    Aina Nalu A104

    Aina Nalu A104

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  85. $200 to $348/night

    Napili Shores B214

    Napili Shores B214

    Studio BathroomSleeps 5
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  86. $174 to $265/night

    Papakea G301

    Papakea G301

    1 Bedroom BathroomSleeps 4
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  87. $171 to $396/night

    Island Surf 409

    Island Surf 409

    1 Bedroom BathroomSleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
  88. $208 to $491/night

    Wailea Ekahi 36C

    Wailea Ekahi 36C

    1 Bedroom BathroomSleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
  89. $330 to $475/night

    Mahana 307

    Mahana 307

    1 Bedroom BathroomSleeps 4
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  90. $313 to $594/night

    Lokelani A203

    Lokelani A203

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool
    FREE CANCELLATION
  91. $196 to $406/night

    Eldorado L102

    Eldorado L102

    1 BedroomBathroomsSleeps 6
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  92. $176 to $349/night

    Kuleana 321

    Kuleana 321

    1 Bedroom BathroomSleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
  93. $199 to $383/night

    Aina Nalu C201

    Aina Nalu C201

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  94. $171 to $281/night

    Kulakane 211

    Kulakane 211

    1 Bedroom BathroomSleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
  95. $249 to $624/night

    Kapalua Golf Villas 14P7&8

    Kapalua Golf Villas 14P7&8

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool
    FREE CANCELLATION
  96. $265 to $531/night

    Kulakane 301

    Kulakane 301

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool
    FREE CANCELLATION
  97. $156 to $324/night

    Napili Shores D227

    Napili Shores D227

    Studio BathroomSleeps 3
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  98. $324 to $739/night

    Kaanapali Shores 725

    Kaanapali Shores 725

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  99. $386 to $921/night

    Mahana 1008

    Mahana 1008

    1 Bedroom BathroomSleeps 4
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  100. $230 to $625/night

    Kaanapali Royal H303

    Kaanapali Royal H303

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION