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 C102

    Aina Nalu C102

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $217 to $623/night

  2. CONDOMINIUM
    Kihei Kai Nani #4-221

    Kihei Kai Nani #4-221

    Kihei, HI

    Pool
    FREE CANCELLATION

    $150 to $219/night

  3. CONDOMINIUM
    Kaanapali Shores Studio 642

    Kaanapali Shores Studio 642

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $204 to $371/night

  4. CONDOMINIUM
    Waiohuli Beach Hale #C-113

    Waiohuli Beach Hale #C-113

    Kihei, HI

    Pool
    FREE CANCELLATION

    $208 to $347/night

  5. CONDOMINIUM
    Kihei Bay Surf #123

    Kihei Bay Surf #123

    Kihei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $103 to $173/night

  6. CONDOMINIUM
    Wailea Elua #2110

    Wailea Elua #2110

    Wailea, HI

    Pool Hot Tub
    FREE CANCELLATION

    $458 to $725/night

  7. CONDOMINIUM
    Palms at Wailea #205

    Palms at Wailea #205

    Wailea, HI

    Pool Hot Tub
    FREE CANCELLATION

    $317 to $755/night

  8. CONDOMINIUM
    Kihei Bay Surf #126

    Kihei Bay Surf #126

    Kihei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $103 to $173/night

  9. CONDOMINIUM
    Hale Ono Loa 409

    Hale Ono Loa 409

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $319 to $961/night

  10. CONDOMINIUM
    Aina Nalu C108

    Aina Nalu C108

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $217 to $623/night

  11. CONDOMINIUM
    Kihei Akahi Resort- Unit C505

    Kihei Akahi Resort- Unit C505

    Kihei, HI

    Pool
    FREE CANCELLATION

    $127 to $353/night

  12. APARTMENT
    Maui Lani Terraces A205

    Maui Lani Terraces A205

    Lahaina, HI

    Pool

    $243 to $527/night

  13. CONDOMINIUM
    Kihei Bay Surf #253

    Kihei Bay Surf #253

    Kihei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $103 to $173/night

  14. CONDOMINIUM
    Waiohuli Beach Hale #D-221

    Waiohuli Beach Hale #D-221

    Kihei, HI

    Pool
    FREE CANCELLATION

    $157 to $277/night

  15. APARTMENT
    *NEW* Aina Nalu B105: Ground Floor, Quiet Condo in Lively Lahain

    *NEW* Aina Nalu B105: Ground Floor, Quiet Condo in Livel...

    Lahaina, HI

    Pool Hot Tub

    $262 to $594/night

  16. CONDOMINIUM
    Waiohuli Beach Hale #B-108

    Waiohuli Beach Hale #B-108

    Kihei, HI

    Pool
    FREE CANCELLATION

    $157 to $277/night

  17. CONDOMINIUM
    Honua Kai- Konea 501- OCEAN FRONT with private BBQ! 2b/2b

    Honua Kai- Konea 501- OCEAN FRONT with private BBQ! 2b/2...

    Kaanapali, HI

    Pool Hot Tub

    $616 to $2,355/night

  18. CONDOMINIUM
    Waiohuli Beach Hale #D-122

    Waiohuli Beach Hale #D-122

    Kihei, HI

    Pool
    FREE CANCELLATION

    $157 to $277/night

  19. CONDOMINIUM
    Kapalua Bay Villa 11B3-4 Gold Ocean View

    Kapalua Bay Villa 11B3-4 Gold Ocean View

    Kapalua, HI

    Pool

    $406 to $781/night

  20. CONDOMINIUM
    Hale Kamaole #318

    Hale Kamaole #318

    Kihei, HI

    Pool
    FREE CANCELLATION

    $249 to $348/night

  21. CONDOMINIUM
    Kihei Akahi #C-217

    Kihei Akahi #C-217

    Kihei, HI

    Pool
    FREE CANCELLATION

    $150 to $242/night

  22. CONDOMINIUM
    Honua Kai- Konea 643- Two Bed Ocean Views! 2b/2b

    Honua Kai- Konea 643- Two Bed Ocean Views! 2b/2b

    Kaanapali, HI

    Pool Hot Tub

    $406 to $1,543/night

  23. CONDOMINIUM
    Hear the Waves!! Honua Kai- Hokulani 306

    Hear the Waves!! Honua Kai- Hokulani 306

    Kaanapali, HI

    Pool Hot Tub

    $394 to $1,511/night

  24. CONDOMINIUM
    Kihei Bay Surf #257

    Kihei Bay Surf #257

    Kihei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $103 to $173/night

  25. CONDOMINIUM
    Ridge Villa 1422

    Ridge Villa 1422

    LAHAINA, HI

    Pool Hot Tub

    $197 to $248/night

  26. CONDOMINIUM
    Ocean View w/Pool- Across from Kalama Beach

    Ocean View w/Pool- Across from Kalama Beach

    Kihei, HI

    Pool
    FREE CANCELLATION

    $146 to $378/night

  27. CONDOMINIUM
    Kihei Akahi Resort- Unit C213

    Kihei Akahi Resort- Unit C213

    Kihei, HI

    FREE CANCELLATION

    $161 to $379/night

  28. CONDOMINIUM
    Sands Of Kahana 272

    Sands Of Kahana 272

    Lahaina, HI

    Pool Hot Tub

    $506 to $563/night

  29. CONDOMINIUM
    Palms at Wailea #1501

    Palms at Wailea #1501

    Wailea, HI

    Pool Hot Tub
    FREE CANCELLATION

    $273 to $405/night

  30. CONDOMINIUM
    Pohailani #133

    Pohailani #133

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $184 to $409/night

  31. CONDOMINIUM
    Haleakala Shores #A-211

    Haleakala Shores #A-211

    Kihei, HI

    Pool
    FREE CANCELLATION

    $150 to $331/night

  32. HOUSE
    Junior Suite Oceanfront #403

    Junior Suite Oceanfront #403

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $278 to $341/night

  33. CONDOMINIUM
    Kahana Sunset D10

    Kahana Sunset D10

    Lahaina, HI

    Pool

    $253 to $309/night

  34. CONDOMINIUM
    Mahana At Kaanapali 306

    Mahana At Kaanapali 306

    Lahaina, HI

    Pool Hot Tub

    $236 to $304/night

  35. CONDOMINIUM
    Kahana Sunset D2

    Kahana Sunset D2

    Lahaina, HI

    Pool

    $276 to $332/night

  36. CONDOMINIUM
    Napili Point A8

    Napili Point A8

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $219 to $469/night

  37. CONDOMINIUM
    Honua Kai- Hokulani 612- Great Ocean View! 2b/2b

    Honua Kai- Hokulani 612- Great Ocean View! 2b/2b

    Kaanapali, HI

    Pool Hot Tub

    $383 to $1,511/night

  38. CONDOMINIUM
    F5-2 Bedroom Oceanfront Townhouse

    F5-2 Bedroom Oceanfront Townhouse

    Kihei, HI

    Pool
    FREE CANCELLATION

    $304 to $540/night

  39. CONDOMINIUM
    Noelani #110

    Noelani #110

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $296 to $521/night

  40. CONDOMINIUM
    Maui Kai 602

    Maui Kai 602

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $215 to $423/night

  41. CONDOMINIUM
    Bay Villa 33B2

    Bay Villa 33B2

    Lahaina, HI

    Pool

    $214 to $270/night

  42. CONDOMINIUM
    Maui Kamaole #I-109

    Maui Kamaole #I-109

    Kihei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $174 to $347/night

  43. CONDOMINIUM
    Kapalua Bay Villa 32B3 Gold Ocean View

    Kapalua Bay Villa 32B3 Gold Ocean View

    Kapalua, HI

    Pool

    $369 to $594/night

  44. CONDOMINIUM
    Maui Vista #3-404

    Maui Vista #3-404

    Kihei, HI

    Pool
    FREE CANCELLATION

    $219 to $348/night

  45. CONDOMINIUM
    Pacific Shores #A-101

    Pacific Shores #A-101

    Kihei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $153 to $244/night

  46. CONDOMINIUM
    Wailea Ekolu 1606

    Wailea Ekolu 1606

    Kihei, HI

    Pool
    FREE CANCELLATION

    $401 to $610/night

  47. CONDOMINIUM
    Kamaole Sands #1-103

    Kamaole Sands #1-103

    Kihei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $168 to $278/night

  48. CONDOMINIUM
    Wailea Ekolu #1608

    Wailea Ekolu #1608

    Wailea, HI

    Pool
    FREE CANCELLATION

    $312 to $428/night

  49. CONDOMINIUM
    Hale Ono Loa #316

    Hale Ono Loa #316

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $178 to $285/night

  50. CONDOMINIUM
    International Colony Club #18

    International Colony Club #18

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $296 to $566/night

  51. CONDOMINIUM
    Whaler 859

    Whaler 859

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $469 to $776/night

  52. CONDOMINIUM
    Honua Kai- Konea 312- One Plus Den- Sleeps 6! 2b/1b

    Honua Kai- Konea 312- One Plus Den- Sleeps 6! 2b/1b

    Kaanapali, HI

    Pool Hot Tub

    $316 to $1,121/night

  53. CONDOMINIUM
    Maui Kamaole #F-207

    Maui Kamaole #F-207

    Kihei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $302 to $418/night

  54. CONDOMINIUM
    Maui Sunset #A-204

    Maui Sunset #A-204

    Kihei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $150 to $266/night

  55. CONDOMINIUM
    Wailea Ekolu #407

    Wailea Ekolu #407

    Wailea, HI

    Pool
    FREE CANCELLATION

    $261 to $347/night

  56. CONDOMINIUM
    Keawakapu Views #206

    Keawakapu Views #206

    Kihei, HI

    FREE CANCELLATION

    $157 to $261/night

  57. CONDOMINIUM
    Maui Kamaole #I-215

    Maui Kamaole #I-215

    Kihei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $231 to $377/night

  58. CONDOMINIUM
    Kihei Bay Surf #119

    Kihei Bay Surf #119

    Kihei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $115 to $186/night

  59. CONDOMINIUM
    Palms at Wailea #1102

    Palms at Wailea #1102

    Wailea, HI

    Pool Hot Tub
    FREE CANCELLATION

    $356 to $849/night

  60. CONDOMINIUM
    Sands Of Kahana 231

    Sands Of Kahana 231

    Lahaina, HI

    Pool Hot Tub

    $208 to $253/night

  61. CONDOMINIUM
    Kihei Kai Nani #8-363

    Kihei Kai Nani #8-363

    Kihei, HI

    Pool
    FREE CANCELLATION

    $161 to $208/night

  62. CONDOMINIUM
    Maui Kamaole #K-108

    Maui Kamaole #K-108

    Kihei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $162 to $413/night

  63. CONDOMINIUM
    Mahana 713

    Mahana 713

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $246 to $680/night

  64. CONDOMINIUM
    Napili Shores D127

    Napili Shores D127

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $163 to $269/night

  65. CONDOMINIUM
    Luxe 3BR w/ Pool & 2 Private Lanais, Walk to Beach

    Luxe 3BR w/ Pool & 2 Private Lanais, Walk to Beach

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $190 to $633/night

  66. CONDOMINIUM
    Kahana Sunset B3

    Kahana Sunset B3

    Lahaina, HI

    Pool

    $253 to $366/night

  67. CONDOMINIUM
    Kaanapali Shores- 259- So close to the Beach!! 2b/2b

    Kaanapali Shores- 259- So close to the Beach!! 2b/2b

    Kaanapali, HI

    Pool Hot Tub

    $322 to $1,153/night

  68. CONDOMINIUM
    Kihei Kai Nani #12-136

    Kihei Kai Nani #12-136

    Kihei, HI

    Pool
    FREE CANCELLATION

    $133 to $244/night

  69. CONDOMINIUM
    Grand Champions #65

    Grand Champions #65

    Kihei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $261 to $464/night

  70. HOUSE
    1 Bedroom Oceanfront #804

    1 Bedroom Oceanfront #804

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $341 to $413/night

  71. CONDOMINIUM
    Kihei Akahi #D-112

    Kihei Akahi #D-112

    Kihei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $126 to $231/night

  72. CONDOMINIUM
    Maui Kamaole #K-209

    Maui Kamaole #K-209

    Kihei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $173 to $347/night

  73. VILLA
    Luxury 6 bedroom Penthouse w/ Pool & Hot Tub- Steps To Beach

    Luxury 6 bedroom Penthouse w/ Pool & Hot Tub- Steps ...

    Kihei, HI

    $1,618 to $26,094/night

  74. 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

  75. CONDOMINIUM
    Palms at Wailea #1604

    Palms at Wailea #1604

    Wailea, HI

    Pool Hot Tub
    FREE CANCELLATION

    $244 to $383/night

  76. CONDOMINIUM
    Hale Ili Ili #D

    Hale Ili Ili #D

    Kihei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $556 to $927/night

  77. CONDOMINIUM
    Honua kai- Konea 1026- 2 bedroom Partial Ocean View

    Honua kai- Konea 1026- 2 bedroom Partial Ocean View

    Lahaina, HI

    Pool Hot Tub

    $389 to $1,446/night

  78. CONDOMINIUM
    Honua Kai 322

    Honua Kai 322

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $228 to $370/night

  79. CONDOMINIUM
    Aina Nalu K 205

    Aina Nalu K 205

    lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $144 to $239/night

  80. CONDOMINIUM
    Maui Kai 601

    Maui Kai 601

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $281 to $606/night

  81. CONDOMINIUM
    Kanai A Nalu 110

    Kanai A Nalu 110

    Wailuku, HI

    Pool
    FREE CANCELLATION

    $212 to $456/night

  82. CONDOMINIUM
    Lil Grass Shack-103

    Lil Grass Shack-103

    Lahaina, HI

    FREE CANCELLATION

    $181 to $239/night

  83. CONDOMINIUM
    Pohailani #223

    Pohailani #223

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $184 to $409/night

  84. CONDOMINIUM
    Noelani # 115

    Noelani # 115

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $228 to $437/night

  85. CONDOMINIUM
    Kahana Sunset F2

    Kahana Sunset F2

    Lahaina, HI

    Pool

    $428 to $484/night

  86. HOUSE
    Junior Suite Oceanfront #1007

    Junior Suite Oceanfront #1007

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $278 to $341/night

  87. CONDOMINIUM
    Oceanfront Nohonani- Unforgettable Views

    Oceanfront Nohonani- Unforgettable Views

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $181 to $602/night

  88. CONDOMINIUM
    Wailea Ekolu #911

    Wailea Ekolu #911

    Wailea, HI

    Pool
    FREE CANCELLATION

    $231 to $347/night

  89. CONDOMINIUM
    Honua Kai- Hokulani 836- Ocean Views & Huge Party Lanai! 2b/2b

    Honua Kai- Hokulani 836- Ocean Views & Huge Party La...

    Kaanapali, HI

    Pool Hot Tub

    $406 to $1,543/night

  90. HOUSE
    2 Bedrooms Oceanfront

    2 Bedrooms Oceanfront

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $516 to $620/night

  91. HOUSE
    Junior Suite Oceanfront #906

    Junior Suite Oceanfront #906

    Kaanapali, HI

    Pool Hot Tub
    FREE CANCELLATION

    $278 to $341/night

  92. CONDOMINIUM
    Royal Kahana 618

    Royal Kahana 618

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $136 to $254/night

  93. CONDOMINIUM
    Kahana Sunset B3B

    Kahana Sunset B3B

    Lahaina, HI

    Pool

    $186 to $214/night

  94. CONDOMINIUM
    Wailea Ekolu #1207

    Wailea Ekolu #1207

    Wailea, HI

    Pool
    FREE CANCELLATION

    $261 to $463/night

  95. CONDOMINIUM
    Palms at Wailea #2305

    Palms at Wailea #2305

    Wailea, HI

    Pool Hot Tub
    FREE CANCELLATION

    $196 to $394/night

  96. CONDOMINIUM
    Kaanapali Shores 941

    Kaanapali Shores 941

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $205 to $435/night

  97. CONDOMINIUM
    Kaanapali Royal B303

    Kaanapali Royal B303

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $224 to $455/night

  98. CONDOMINIUM
    Kahana Reef 303

    Kahana Reef 303

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $169 to $321/night

  99. CONDOMINIUM
    Eldorado J111

    Eldorado J111

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $174 to $299/night

  100. CONDOMINIUM
    Kaleialoha 309

    Kaleialoha 309

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $161 to $361/night