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 B106- Extremely Rare Unit

    Aina Nalu B106- Extremely Rare Unit

    Lahaina, HI

    Pool Hot Tub

    $262 to $737/night

  2. CONDOMINIUM
    Hale Ono Loa 120

    Hale Ono Loa 120

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $245 to $747/night

  3. CONDOMINIUM
    Lahaina Condo J209

    Lahaina Condo J209

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $231 to $618/night

  4. CONDOMINIUM
    Aina Nalu Premier Condo G108

    Aina Nalu Premier Condo G108

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $217 to $604/night

  5. CONDOMINIUM
    Aina Nalu Premier Condo H110

    Aina Nalu Premier Condo H110

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $205 to $591/night

  6. CONDOMINIUM
    Aina Nalu Condo D202

    Aina Nalu Condo D202

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $231 to $618/night

  7. CONDOMINIUM
    Aina Nalu Condo B103

    Aina Nalu Condo B103

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $202 to $636/night

  8. CONDOMINIUM
    Aina Nalu C102

    Aina Nalu C102

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $217 to $623/night

  9. CONDOMINIUM
    Pohailani 231

    Pohailani 231

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $250 to $741/night

  10. CONDOMINIUM
    Aina Nalu Condo K107

    Aina Nalu Condo K107

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $231 to $618/night

  11. CONDOMINIUM
    Lahaina Condo K202

    Lahaina Condo K202

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $231 to $618/night

  12. CONDOMINIUM
    Lahaina Condo D203

    Lahaina Condo D203

    St. Lahaina, HI

    Pool
    FREE CANCELLATION

    $231 to $618/night

  13. CONDOMINIUM
    Aina Nalu Premier Condo B108

    Aina Nalu Premier Condo B108

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $190 to $623/night

  14. CONDOMINIUM
    Shores of Maui #211

    Shores of Maui #211

    Kihei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $208 to $335/night

  15. CONDOMINIUM
    Kahana Sunset C7

    Kahana Sunset C7

    Lahaina, HI

    Pool

    $276 to $332/night

  16. CONDOMINIUM
    Kahana Sunset D8

    Kahana Sunset D8

    Lahaina, HI

    Pool

    $276 to $332/night

  17. CONDOMINIUM
    HOL 311

    HOL 311

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $171 to $295/night

  18. CONDOMINIUM
    H4-2 Bedroom Beachfront

    H4-2 Bedroom Beachfront

    Kihei, HI

    Pool
    FREE CANCELLATION

    $416 to $664/night

  19. CONDOMINIUM
    Kihei Bay Surf #123

    Kihei Bay Surf #123

    Kihei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $103 to $173/night

  20. CONDOMINIUM
    Lahaina Roads 309

    Lahaina Roads 309

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $213 to $438/night

  21. CONDOMINIUM
    Aina Nalu C108

    Aina Nalu C108

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $217 to $623/night

  22. CONDOMINIUM
    Haleakala Shores #B-309

    Haleakala Shores #B-309

    Kihei, HI

    Pool
    FREE CANCELLATION

    $184 to $331/night

  23. CONDOMINIUM
    Hale Kamaole #318

    Hale Kamaole #318

    Kihei, HI

    Pool
    FREE CANCELLATION

    $249 to $348/night

  24. CONDOMINIUM
    Waiohuli Beach Hale #C-113

    Waiohuli Beach Hale #C-113

    Kihei, HI

    Pool
    FREE CANCELLATION

    $208 to $347/night

  25. CONDOMINIUM
    Kamaole Sands #5-310

    Kamaole Sands #5-310

    Kihei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $197 to $365/night

  26. CONDOMINIUM
    Waiohuli Beach Hale #B-206

    Waiohuli Beach Hale #B-206

    Kihei, HI

    Pool
    FREE CANCELLATION

    $157 to $277/night

  27. CONDOMINIUM
    Wailea Ekolu #201

    Wailea Ekolu #201

    Wailea, HI

    Pool
    FREE CANCELLATION

    $290 to $487/night

  28. CONDOMINIUM
    Palms at Wailea #1501

    Palms at Wailea #1501

    Wailea, HI

    Pool Hot Tub
    FREE CANCELLATION

    $273 to $405/night

  29. CONDOMINIUM
    Kihei Alii Kai #B-307

    Kihei Alii Kai #B-307

    Kihei, HI

    Pool
    FREE CANCELLATION

    $128 to $231/night

  30. CONDOMINIUM
    Waiohuli Beach Hale #D-117

    Waiohuli Beach Hale #D-117

    Kihei, HI

    Pool
    FREE CANCELLATION

    $157 to $277/night

  31. CONDOMINIUM
    Kaleialoha #305

    Kaleialoha #305

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $171 to $289/night

  32. CONDOMINIUM
    Hoyochi Nikko #201

    Hoyochi Nikko #201

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $218 to $409/night

  33. CONDOMINIUM
    Kaleialoha #413

    Kaleialoha #413

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $195 to $336/night

  34. CONDOMINIUM
    Kaanapali Shores 538

    Kaanapali Shores 538

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $204 to $423/night

  35. CONDOMINIUM
    Maui Vista #2-213

    Maui Vista #2-213

    Kihei, HI

    Pool
    FREE CANCELLATION

    $133 to $231/night

  36. CONDOMINIUM
    Kihei Bay Vista #A-103

    Kihei Bay Vista #A-103

    Kihei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $126 to $231/night

  37. CONDOMINIUM
    Hololani A701

    Hololani A701

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $236 to $474/night

  38. CONDOMINIUM
    Kihei Bay Surf #126

    Kihei Bay Surf #126

    Kihei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $103 to $173/night

  39. CONDOMINIUM
    Waiohuli Beach Hale #D-127

    Waiohuli Beach Hale #D-127

    Kihei, HI

    Pool
    FREE CANCELLATION

    $198 to $478/night

  40. CONDOMINIUM
    Waiohuli Beach Hale #C-112

    Waiohuli Beach Hale #C-112

    Kihei, HI

    Pool
    FREE CANCELLATION

    $223 to $531/night

  41. CONDOMINIUM
    Palms at Wailea #205

    Palms at Wailea #205

    Wailea, HI

    Pool Hot Tub
    FREE CANCELLATION

    $317 to $756/night

  42. CONDOMINIUM
    Palms at Wailea #1803

    Palms at Wailea #1803

    Wailea, HI

    Pool Hot Tub
    FREE CANCELLATION

    $233 to $558/night

  43. CONDOMINIUM
    Maui Kamaole #A-207

    Maui Kamaole #A-207

    Kihei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $299 to $717/night

  44. CONDOMINIUM
    Leinaala Oceanfront #301

    Leinaala Oceanfront #301

    Kihei, HI

    Pool
    FREE CANCELLATION

    $200 to $478/night

  45. CONDOMINIUM
    Grand Champions #48

    Grand Champions #48

    Wailea, HI

    Pool Hot Tub
    FREE CANCELLATION

    $233 to $558/night

  46. CONDOMINIUM
    A2-1 Bedroom Beachfront

    A2-1 Bedroom Beachfront

    Kihei, HI

    Pool
    FREE CANCELLATION

    $304 to $467/night

  47. CONDOMINIUM
    Kanai A Nalu 406

    Kanai A Nalu 406

    Wailuku, HI

    Pool
    FREE CANCELLATION

    $212 to $482/night

  48. CONDOMINIUM
    Kanai A Nalu 101

    Kanai A Nalu 101

    Wailuku, HI

    Pool
    FREE CANCELLATION

    $251 to $469/night

  49. CONDOMINIUM
    Maui Kamaole #J-219

    Maui Kamaole #J-219

    Kihei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $324 to $486/night

  50. CONDOMINIUM
    Honua Kai 322

    Honua Kai 322

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $228 to $370/night

  51. CONDOMINIUM
    Aina Nalu A 201

    Aina Nalu A 201

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $211 to $371/night

  52. CONDOMINIUM
    Wailea Ekolu #911

    Wailea Ekolu #911

    Wailea, HI

    Pool
    FREE CANCELLATION

    $231 to $347/night

  53. TOWNHOUSE
    Puamana 15-3

    Puamana 15-3

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $224 to $449/night

  54. CONDOMINIUM
    Leinaala Oceanfront #104

    Leinaala Oceanfront #104

    Kihei, HI

    Pool
    FREE CANCELLATION

    $201 to $433/night

  55. CONDOMINIUM
    KAUHALE MAKAI #532

    KAUHALE MAKAI #532

    Kihei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $193 to $681/night

  56. CONDOMINIUM
    Royal Mauian Unit #309

    Royal Mauian Unit #309

    Kihei, HI

    Pool

    $253 to $381/night

  57. CONDOMINIUM
    Sugar Beach Resort, #518

    Sugar Beach Resort, #518

    Kihei, HI

    Pool Hot Tub

    $202 to $387/night

  58. CONDOMINIUM
    Royal Mauian Unit #516

    Royal Mauian Unit #516

    Kihei, HI

    Pool

    $302 to $505/night

  59. CONDOMINIUM
    Kaanapali Shores 942

    Kaanapali Shores 942

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $214 to $498/night

  60. CONDOMINIUM
    Waiohuli Beach Hale #D-221

    Waiohuli Beach Hale #D-221

    Kihei, HI

    Pool
    FREE CANCELLATION

    $157 to $277/night

  61. CONDOMINIUM
    Maui Banyan #B-204

    Maui Banyan #B-204

    Kihei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $180 to $377/night

  62. CONDOMINIUM
    Shores of Maui #124

    Shores of Maui #124

    Kihei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $180 to $209/night

  63. CONDOMINIUM
    Kihei Beach Unit #501

    Kihei Beach Unit #501

    Kihei, HI

    Pool

    $296 to $448/night

  64. CONDOMINIUM
    Wailea Ekahi Unit #33B

    Wailea Ekahi Unit #33B

    Kihei, HI

    Pool

    $280 to $414/night

  65. CONDOMINIUM
    Kamaole Nalu Unit #201

    Kamaole Nalu Unit #201

    Kihei, HI

    $180 to $332/night

  66. CONDOMINIUM
    Leinaala Oceanfront #405

    Leinaala Oceanfront #405

    Kihei, HI

    Pool
    FREE CANCELLATION

    $300 to $717/night

  67. CONDOMINIUM
    Wailea Ekolu #1207

    Wailea Ekolu #1207

    Wailea, HI

    Pool
    FREE CANCELLATION

    $261 to $463/night

  68. CONDOMINIUM
    D5-1 Bedroom Beachfront

    D5-1 Bedroom Beachfront

    Kihei, HI

    Pool
    FREE CANCELLATION

    $304 to $467/night

  69. CONDOMINIUM
    Maui Kai 108

    Maui Kai 108

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $219 to $374/night

  70. CONDOMINIUM
    Hololani A303

    Hololani A303

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $249 to $448/night

  71. CONDOMINIUM
    Polynesian Shores 111

    Polynesian Shores 111

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $216 to $413/night

  72. CONDOMINIUM
    Sands of Kahana 316

    Sands of Kahana 316

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $296 to $588/night

  73. CONDOMINIUM
    Kulakane 307

    Kulakane 307

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $310 to $531/night

  74. CONDOMINIUM
    Kaanapali Shores 941

    Kaanapali Shores 941

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $214 to $435/night

  75. CONDOMINIUM
    Kahana Reef 103

    Kahana Reef 103

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $136 to $426/night

  76. CONDOMINIUM
    HOL #216

    HOL #216

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $159 to $289/night

  77. CONDOMINIUM
    Kamaole Sands #10-111

    Kamaole Sands #10-111

    Kihei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $177 to $425/night

  78. CONDOMINIUM
    Kamaole Sands #1-103

    Kamaole Sands #1-103

    Kihei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $168 to $278/night

  79. CONDOMINIUM
    Pacific Shores #A-303

    Pacific Shores #A-303

    Kihei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $173 to $300/night

  80. CONDOMINIUM
    Kihei Akahi #C-217

    Kihei Akahi #C-217

    Kihei, HI

    Pool
    FREE CANCELLATION

    $150 to $242/night

  81. 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

  82. CONDOMINIUM
    Kauhale Makai #330

    Kauhale Makai #330

    Kihei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $161 to $266/night

  83. CONDOMINIUM
    Royal Kahana 107 1Bdrm

    Royal Kahana 107 1Bdrm

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $166 to $346/night

  84. CONDOMINIUM
    Wailea Elua #2110

    Wailea Elua #2110

    Wailea, HI

    Pool Hot Tub
    FREE CANCELLATION

    $458 to $725/night

  85. CONDOMINIUM
    Honua Kai- Hokulani 841- Ocean View! 2b/2b

    Honua Kai- Hokulani 841- Ocean View! 2b/2b

    Kaanapali, HI

    Pool Hot Tub

    $411 to $3,363/night

  86. 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

    $426 to $1,544/night

  87. CONDOMINIUM
    Maui Kamaole #F-210

    Maui Kamaole #F-210

    Kihei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $184 to $360/night

  88. CONDOMINIUM
    Wailea Ekolu #1608

    Wailea Ekolu #1608

    Wailea, HI

    Pool
    FREE CANCELLATION

    $312 to $428/night

  89. CONDOMINIUM
    Waiohuli Beach Hale #D-122

    Waiohuli Beach Hale #D-122

    Kihei, HI

    Pool
    FREE CANCELLATION

    $157 to $277/night

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

    Hear the Waves!! Honua Kai- Hokulani 306

    Kaanapali, HI

    Pool Hot Tub

    $394 to $1,513/night

  91. CONDOMINIUM
    E3-1 Bedroom Oceanfront

    E3-1 Bedroom Oceanfront

    Kihei, HI

    Pool
    FREE CANCELLATION

    $259 to $428/night

  92. CONDOMINIUM
    Maui Kamaole #H-211

    Maui Kamaole #H-211

    Kihei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $255 to $405/night

  93. CONDOMINIUM
    Kihei Akahi #D-112

    Kihei Akahi #D-112

    Kihei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $126 to $231/night

  94. 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 $1,544/night

  95. CONDOMINIUM
    Maui Vista #2-101

    Maui Vista #2-101

    Kihei, HI

    Pool
    FREE CANCELLATION

    $145 to $231/night

  96. CONDOMINIUM
    Maui Sunset #B-106

    Maui Sunset #B-106

    Kihei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $173 to $412/night

  97. CONDOMINIUM
    Maui Vista #3-404

    Maui Vista #3-404

    Kihei, HI

    Pool
    FREE CANCELLATION

    $219 to $348/night

  98. CONDOMINIUM
    Waiohuli Beach Hale #B-108

    Waiohuli Beach Hale #B-108

    Kihei, HI

    Pool
    FREE CANCELLATION

    $157 to $277/night

  99. CONDOMINIUM
    Pohailani #133

    Pohailani #133

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $184 to $409/night

  100. CONDOMINIUM
    Wailea Ekolu 1606

    Wailea Ekolu 1606

    Kihei, HI

    Pool
    FREE CANCELLATION

    $399 to $618/night