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!

Filter by Region:

Filter by Amenities:

Filter by Entertainment:

Filter resultsGo Reset filtersReset Close
  1. 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 $593/night

  2. 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 $552/night

  3. HOUSE
    1 Bedroom Corner Oceanfront #701

    1 Bedroom Corner Oceanfront #701

    Kaanapali, HI

    Pool Hot Tub
    FREE CANCELLATION

    $372 to $444/night

  4. HOUSE
    1 Bedroom Corner Oceanfront #808

    1 Bedroom Corner Oceanfront #808

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $372 to $444/night

  5. HOUSE
    1 Bedroom Corner Oceanfront #908

    1 Bedroom Corner Oceanfront #908

    Kaanapali, HI

    Pool Hot Tub
    FREE CANCELLATION

    $372 to $444/night

  6. HOUSE
    1 Bedroom Oceanfront #404

    1 Bedroom Oceanfront #404

    Kaanapali, HI

    Pool Hot Tub
    FREE CANCELLATION

    $341 to $413/night

  7. HOUSE
    1 Bedroom Oceanfront #604

    1 Bedroom Oceanfront #604

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $341 to $413/night

  8. HOUSE
    1 Bedroom Oceanfront #804

    1 Bedroom Oceanfront #804

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $341 to $413/night

  9. CONDOMINIUM
    107

    107

    Kihei, HI

    Pool
    FREE CANCELLATION

    $188 to $258/night

  10. CONDOMINIUM
    111

    111

    Kihei, HI

    Pool
    FREE CANCELLATION

    $188 to $258/night

  11. CONDOMINIUM
    113

    113

    Kihei, HI

    Pool
    FREE CANCELLATION

    $188 to $258/night

  12. CONDOMINIUM
    117

    117

    Kihei, HI

    Pool
    FREE CANCELLATION

    $188 to $258/night

  13. CONDOMINIUM
    123

    123

    Kihei, HI

    Pool
    FREE CANCELLATION

    $188 to $258/night

  14. CONDOMINIUM
    127

    127

    Kihei, HI

    Pool
    FREE CANCELLATION

    $188 to $258/night

  15. CONDOMINIUM
    128

    128

    Kihei, HI

    Pool
    FREE CANCELLATION

    $188 to $258/night

  16. CONDOMINIUM
    130

    130

    Kihei, HI

    Pool
    FREE CANCELLATION

    $188 to $258/night

  17. CONDOMINIUM
    131

    131

    Kihei, HI

    Pool
    FREE CANCELLATION

    $188 to $258/night

  18. CONDOMINIUM
    133

    133

    Kihei, HI

    Pool
    FREE CANCELLATION

    $188 to $258/night

  19. CONDOMINIUM
    135

    135

    Kihei, HI

    Pool
    FREE CANCELLATION

    $188 to $297/night

  20. CONDOMINIUM
    141

    141

    Kihei, HI

    Pool
    FREE CANCELLATION

    $188 to $258/night

  21. CONDOMINIUM
    142

    142

    Kihei, HI

    Pool
    FREE CANCELLATION

    $188 to $258/night

  22. CONDOMINIUM
    144

    144

    Kihei, HI

    Pool
    FREE CANCELLATION

    $188 to $258/night

  23. CONDOMINIUM
    146

    146

    Kihei, HI

    Pool
    FREE CANCELLATION

    $188 to $258/night

  24. CONDOMINIUM
    147

    147

    Kihei, HI

    Pool
    FREE CANCELLATION

    $188 to $258/night

  25. CONDOMINIUM
    152

    152

    Kihei, HI

    Pool
    FREE CANCELLATION

    $188 to $258/night

  26. CONDOMINIUM
    155

    155

    Kihei, HI

    Pool
    FREE CANCELLATION

    $188 to $258/night

  27. CONDOMINIUM
    156

    156

    Kihei, HI

    Pool
    FREE CANCELLATION

    $188 to $258/night

  28. CONDOMINIUM
    163

    163

    Kihei, HI

    Pool
    FREE CANCELLATION

    $188 to $258/night

  29. CONDOMINIUM
    164

    164

    Kihei, HI

    Pool
    FREE CANCELLATION

    $188 to $258/night

  30. CONDOMINIUM
    170

    170

    Kihei, HI

    Pool
    FREE CANCELLATION

    $223 to $305/night

  31. CONDOMINIUM
    171

    171

    Kihei, HI

    Pool
    FREE CANCELLATION

    $188 to $297/night

  32. CONDOMINIUM
    172

    172

    Kihei, HI

    Pool
    FREE CANCELLATION

    $188 to $258/night

  33. CONDOMINIUM
    173

    173

    Kihei, HI

    Pool
    FREE CANCELLATION

    $188 to $258/night

  34. CONDOMINIUM
    174

    174

    Kihei, HI

    Pool
    FREE CANCELLATION

    $223 to $305/night

  35. CONDOMINIUM
    176

    176

    Kihei, HI

    Pool
    FREE CANCELLATION

    $223 to $305/night

  36. CONDOMINIUM
    177

    177

    Kihei, HI

    Pool
    FREE CANCELLATION

    $188 to $258/night

  37. CONDOMINIUM
    1BR w/ Ocean View Lanai & Pool

    1BR w/ Ocean View Lanai & Pool

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $118 to $267/night

  38. CONDOMINIUM
    1BR w/ Pools, Steps to Kamaole Beach 3

    1BR w/ Pools, Steps to Kamaole Beach 3

    Kihei, HI

    Pool
    FREE CANCELLATION

    $117 to $414/night

  39. HOUSE
    2 Bedrooms Oceanfront

    2 Bedrooms Oceanfront

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $516 to $620/night

  40. CONDOMINIUM
    203

    203

    Kihei, HI

    Pool
    FREE CANCELLATION

    $235 to $317/night

  41. CONDOMINIUM
    205

    205

    Kihei, HI

    Pool
    FREE CANCELLATION

    $188 to $258/night

  42. CONDOMINIUM
    206

    206

    Kihei, HI

    Pool
    FREE CANCELLATION

    $188 to $258/night

  43. CONDOMINIUM
    207

    207

    Kihei, HI

    Pool
    FREE CANCELLATION

    $188 to $258/night

  44. CONDOMINIUM
    209

    209

    Kihei, HI

    Pool
    FREE CANCELLATION

    $188 to $258/night

  45. CONDOMINIUM
    213

    213

    Kihei, HI

    Pool
    FREE CANCELLATION

    $188 to $258/night

  46. CONDOMINIUM
    217

    217

    Kihei, HI

    Pool
    FREE CANCELLATION

    $188 to $258/night

  47. CONDOMINIUM
    218

    218

    Kihei, HI

    Pool
    FREE CANCELLATION

    $188 to $258/night

  48. CONDOMINIUM
    220

    220

    Kihei, HI

    Pool
    FREE CANCELLATION

    $188 to $258/night

  49. CONDOMINIUM
    221

    221

    Kihei, HI

    Pool
    FREE CANCELLATION

    $258 to $340/night

  50. CONDOMINIUM
    222

    222

    Kihei, HI

    Pool
    FREE CANCELLATION

    $258 to $340/night

  51. CONDOMINIUM
    223

    223

    Kihei, HI

    Pool
    FREE CANCELLATION

    $258 to $340/night

  52. CONDOMINIUM
    236

    236

    Kihei, HI

    Pool
    FREE CANCELLATION

    $188 to $297/night

  53. CONDOMINIUM
    237

    237

    Kihei, HI

    Pool
    FREE CANCELLATION

    $188 to $258/night

  54. CONDOMINIUM
    240

    240

    Kihei, HI

    Pool
    FREE CANCELLATION

    $188 to $258/night

  55. CONDOMINIUM
    241

    241

    Kihei, HI

    Pool
    FREE CANCELLATION

    $188 to $297/night

  56. CONDOMINIUM
    245

    245

    Kihei, HI

    Pool
    FREE CANCELLATION

    $258 to $340/night

  57. CONDOMINIUM
    249

    249

    Kihei, HI

    Pool
    FREE CANCELLATION

    $235 to $363/night

  58. CONDOMINIUM
    252

    252

    Kihei, HI

    Pool
    FREE CANCELLATION

    $258 to $340/night

  59. CONDOMINIUM
    254

    254

    Kihei, HI

    Pool
    FREE CANCELLATION

    $258 to $393/night

  60. CONDOMINIUM
    258

    258

    Kihei, HI

    Pool
    FREE CANCELLATION

    $258 to $340/night

  61. CONDOMINIUM
    264

    264

    Kihei, HI

    Pool
    FREE CANCELLATION

    $258 to $340/night

  62. CONDOMINIUM
    266

    266

    Kihei, HI

    Pool
    FREE CANCELLATION

    $258 to $340/night

  63. CONDOMINIUM
    268

    268

    Kihei, HI

    Pool
    FREE CANCELLATION

    $235 to $317/night

  64. CONDOMINIUM
    271

    271

    Kihei, HI

    Pool
    FREE CANCELLATION

    $258 to $393/night

  65. CONDOMINIUM
    273

    273

    Kihei, HI

    Pool
    FREE CANCELLATION

    $258 to $340/night

  66. CONDOMINIUM
    275

    275

    Kihei, HI

    Pool
    FREE CANCELLATION

    $258 to $340/night

  67. CONDOMINIUM
    276

    276

    Kihei, HI

    Pool
    FREE CANCELLATION

    $269 to $409/night

  68. CONDOMINIUM
    2BR Beachfront Condo w/ Ocean View

    2BR Beachfront Condo w/ Ocean View

    Kihei, HI

    Pool
    FREE CANCELLATION

    $320 to $799/night

  69. CONDOMINIUM
    308

    308

    Kihei, HI

    Pool
    FREE CANCELLATION

    $258 to $340/night

  70. CONDOMINIUM
    309

    309

    Kihei, HI

    Pool
    FREE CANCELLATION

    $258 to $393/night

  71. CONDOMINIUM
    311

    311

    Kihei, HI

    Pool
    FREE CANCELLATION

    $235 to $317/night

  72. CONDOMINIUM
    314

    314

    Kihei, HI

    Pool
    FREE CANCELLATION

    $235 to $363/night

  73. CONDOMINIUM
    315

    315

    Kihei, HI

    Pool
    FREE CANCELLATION

    $258 to $340/night

  74. CONDOMINIUM
    326

    326

    Kihei, HI

    Pool
    FREE CANCELLATION

    $258 to $340/night

  75. CONDOMINIUM
    327

    327

    Kihei, HI

    Pool
    FREE CANCELLATION

    $235 to $363/night

  76. CONDOMINIUM
    328

    328

    Kihei, HI

    Pool
    FREE CANCELLATION

    $258 to $409/night

  77. CONDOMINIUM
    329

    329

    Kihei, HI

    Pool
    FREE CANCELLATION

    $235 to $317/night

  78. CONDOMINIUM
    330

    330

    Kihei, HI

    Pool
    FREE CANCELLATION

    $258 to $340/night

  79. CONDOMINIUM
    333

    333

    Kihei, HI

    Pool
    FREE CANCELLATION

    $235 to $363/night

  80. CONDOMINIUM
    336

    336

    Kihei, HI

    Pool
    FREE CANCELLATION

    $258 to $340/night

  81. CONDOMINIUM
    338

    338

    Kihei, HI

    Pool
    FREE CANCELLATION

    $235 to $317/night

  82. CONDOMINIUM
    340

    340

    Kihei, HI

    Pool
    FREE CANCELLATION

    $258 to $340/night

  83. CONDOMINIUM
    341

    341

    Kihei, HI

    Pool
    FREE CANCELLATION

    $258 to $340/night

  84. CONDOMINIUM
    342

    342

    Kihei, HI

    Pool
    FREE CANCELLATION

    $235 to $317/night

  85. CONDOMINIUM
    344

    344

    Kihei, HI

    Pool
    FREE CANCELLATION

    $258 to $340/night

  86. CONDOMINIUM
    A1-2 Bedroom Beachfront

    A1-2 Bedroom Beachfront

    Kihei, HI

    Pool
    FREE CANCELLATION

    $416 to $664/night

  87. CONDOMINIUM
    A2-1 Bedroom Beachfront

    A2-1 Bedroom Beachfront

    Kihei, HI

    Pool
    FREE CANCELLATION

    $304 to $467/night

  88. CONDOMINIUM
    A3-1 Bedroom Beachfront

    A3-1 Bedroom Beachfront

    Kihei, HI

    Pool
    FREE CANCELLATION

    $304 to $467/night

  89. CONDOMINIUM
    Aina Nalu #A109

    Aina Nalu #A109

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $209 to $433/night

  90. CONDOMINIUM
    Aina Nalu #I109

    Aina Nalu #I109

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $215 to $580/night

  91. CONDOMINIUM
    Aina Nalu 1BR w/ On-Site Pools, Spa & Cabanas

    Aina Nalu 1BR w/ On-Site Pools, Spa & Cabanas

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $157 to $489/night

  92. CONDOMINIUM
    Aina Nalu A 201

    Aina Nalu A 201

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $211 to $371/night

  93. CONDOMINIUM
    Aina Nalu A104

    Aina Nalu A104

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $250 to $499/night

  94. CONDOMINIUM
    Aina Nalu B106- Extremely Rare Unit

    Aina Nalu B106- Extremely Rare Unit

    Lahaina, HI

    Pool Hot Tub

    $262 to $737/night

  95. CONDOMINIUM
    Aina Nalu B204

    Aina Nalu B204

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $230 to $577/night

  96. CONDOMINIUM
    Aina Nalu C 203

    Aina Nalu C 203

    lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $181 to $371/night

  97. CONDOMINIUM
    Aina Nalu C102

    Aina Nalu C102

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $217 to $623/night

  98. CONDOMINIUM
    Aina Nalu C108

    Aina Nalu C108

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $217 to $623/night

  99. CONDOMINIUM
    Aina Nalu C201

    Aina Nalu C201

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $228 to $475/night

  100. CONDOMINIUM
    Aina Nalu C204

    Aina Nalu C204

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $230 to $577/night