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. CONDOMINIUM
    Papakea D108

    Papakea D108

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $161 to $350/night

  2. CONDOMINIUM
    Papakea B201

    Papakea B201

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $160 to $385/night

  3. CONDOMINIUM
    Island Surf 306

    Island Surf 306

    Kihei, HI

    Pool
    FREE CANCELLATION

    $161 to $281/night

  4. CONDOMINIUM
    Wailea Ekahi #34-C

    Wailea Ekahi #34-C

    Wailea, HI

    Pool Hot Tub
    FREE CANCELLATION

    $580 to $783/night

  5. CONDOMINIUM
    Honokeana Cove 103

    Honokeana Cove 103

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $216 to $336/night

  6. CONDOMINIUM
    Royal Kahana 308

    Royal Kahana 308

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $174 to $415/night

  7. CONDOMINIUM
    Papakea J107

    Papakea J107

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $160 to $484/night

  8. CONDOMINIUM
    Luana Kai #B-313

    Luana Kai #B-313

    Kihei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $255 to $383/night

  9. CONDOMINIUM
    Lahaina Shores 210

    Lahaina Shores 210

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $145 to $569/night

  10. CONDOMINIUM
    Papakea #A109

    Papakea #A109

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $261 to $603/night

  11. CONDOMINIUM
    Island Surf #601A

    Island Surf #601A

    Kihei, HI

    Pool
    FREE CANCELLATION

    $103 to $174/night

  12. CONDOMINIUM
    Maui Eldorado Condo C102

    Maui Eldorado Condo C102

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $237 to $502/night

  13. APARTMENT
    Maui Lani Terraces A205

    Maui Lani Terraces A205

    Lahaina, HI

    Pool

    $258 to $527/night

  14. CONDOMINIUM
    Kapalua Golf Villas 16T1

    Kapalua Golf Villas 16T1

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $186 to $486/night

  15. CONDOMINIUM
    Royal Kahana 920

    Royal Kahana 920

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $225 to $443/night

  16. 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 $553/night

  17. 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

  18. CONDOMINIUM
    HALEAKALA SHORES #A-102

    HALEAKALA SHORES #A-102

    Kihei, HI

    Pool
    FREE CANCELLATION

    $213 to $600/night

  19. TOWNHOUSE
    WAILEA EKOLU #203

    WAILEA EKOLU #203

    Kihei, HI

    Pool
    FREE CANCELLATION

    $186 to $641/night

  20. TOWNHOUSE
    THE SHORES OF MAUI #223

    THE SHORES OF MAUI #223

    Kihei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $126 to $438/night

  21. CONDOMINIUM
    Kihei Kai Nani #113

    Kihei Kai Nani #113

    Kihei, HI

    Pool
    FREE CANCELLATION

    $194 to $433/night

  22. CONDOMINIUM
    KAUHALE MAKAI #431

    KAUHALE MAKAI #431

    Kihei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $138 to $474/night

  23. CONDOMINIUM
    KAUHALE MAKAI #532

    KAUHALE MAKAI #532

    Kihei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $193 to $669/night

  24. CONDOMINIUM
    Noelani 304 3bdrm 2.5 bath

    Noelani 304 3bdrm 2.5 bath

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $474 to $680/night

  25. CONDOMINIUM
    Napili Point A9

    Napili Point A9

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $339 to $721/night

  26. VILLA
    Kapalua Golf Villa 14T

    Kapalua Golf Villa 14T

    Kapalua, HI

    Pool
    FREE CANCELLATION

    $204 to $461/night

  27. CONDOMINIUM
    Royal Kahana 802

    Royal Kahana 802

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $162 to $569/night

  28. CONDOMINIUM
    Maui Parkshore #313

    Maui Parkshore #313

    Kihei, HI

    Pool
    FREE CANCELLATION

    $196 to $354/night

  29. CONDOMINIUM
    Kihei Akahi #C-203

    Kihei Akahi #C-203

    Kihei, HI

    Pool
    FREE CANCELLATION

    $126 to $242/night

  30. CONDOMINIUM
    Maui Kai 201

    Maui Kai 201

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $249 to $585/night

  31. CONDOMINIUM
    Hale Kamaole #6257

    Hale Kamaole #6257

    Kihei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $338 to $405/night

  32. CONDOMINIUM
    Kaanapali Shores 836

    Kaanapali Shores 836

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $161 to $385/night

  33. CONDOMINIUM
    Hale Ono Loa 102

    Hale Ono Loa 102

    lahaina, HI

    Pool
    FREE CANCELLATION

    $139 to $456/night

  34. CONDOMINIUM
    Kapalua Ridge Villa #1521

    Kapalua Ridge Villa #1521

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $219 to $431/night

  35. COTTAGE
    International Colony Club 20

    International Colony Club 20

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $211 to $544/night

  36. CONDOMINIUM
    Kahana Manor 410

    Kahana Manor 410

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $173 to $325/night

  37. CONDOMINIUM
    Eldorado H107

    Eldorado H107

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $186 to $623/night

  38. CONDOMINIUM
    Maui Vista #3-404

    Maui Vista #3-404

    Kihei, HI

    Pool
    FREE CANCELLATION

    $219 to $348/night

  39. CONDOMINIUM
    Kihei Garden Estates #E-102

    Kihei Garden Estates #E-102

    Kihei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $133 to $244/night

  40. CONDOMINIUM
    Kaanapali Shores 942

    Kaanapali Shores 942

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $185 to $498/night

  41. CONDOMINIUM
    Hale Ono Loa 402

    Hale Ono Loa 402

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $124 to $331/night

  42. CONDOMINIUM
    Maui Banyan T103A

    Maui Banyan T103A

    Kihei, HI

    Pool
    FREE CANCELLATION

    $147 to $188/night

  43. CONDOMINIUM
    Hale Ono Loa 401

    Hale Ono Loa 401

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $156 to $330/night

  44. CONDOMINIUM
    International Colony Club #18

    International Colony Club #18

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $296 to $566/night

  45. CONDOMINIUM
    Hale Ono Loa 205

    Hale Ono Loa 205

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $156 to $330/night

  46. CONDOMINIUM
    Kaleialoha 112

    Kaleialoha 112

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $167 to $381/night

  47. CONDOMINIUM
    Kaanapali Royal E101

    Kaanapali Royal E101

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $199 to $584/night

  48. CONDOMINIUM
    Maui Kai 605

    Maui Kai 605

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $189 to $336/night

  49. CONDOMINIUM
    Kahana Sunset C1

    Kahana Sunset C1

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $215 to $441/night

  50. CONDOMINIUM
    Waiohuli Beach Hale #D-126

    Waiohuli Beach Hale #D-126

    Kihei, HI

    Pool
    FREE CANCELLATION

    $208 to $347/night

  51. CONDOMINIUM
    Mahana Resort #1103

    Mahana Resort #1103

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $273 to $493/night

  52. CONDOMINIUM
    Kuleana 313

    Kuleana 313

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $236 to $636/night

  53. CONDOMINIUM
    Aina Nalu C108

    Aina Nalu C108

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $217 to $623/night

  54. CONDOMINIUM
    Aina Nalu C102

    Aina Nalu C102

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $217 to $623/night

  55. CONDOMINIUM
    Papakea L405

    Papakea L405

    Lahaina, HI

    Pool Hot Tub

    $429 to $737/night

  56. CONDOMINIUM
    Kaanapali Shores 628

    Kaanapali Shores 628

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $161 to $271/night

  57. CONDOMINIUM
    Eldorado A203

    Eldorado A203

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $188 to $480/night

  58. CONDOMINIUM
    Eldorado G205

    Eldorado G205

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $181 to $551/night

  59. CONDOMINIUM
    Mahana 519

    Mahana 519

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $365 to $850/night

  60. CONDOMINIUM
    Kamaole Sands 8-203

    Kamaole Sands 8-203

    Kihei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $155 to $305/night

  61. CONDOMINIUM
    Island Surf #502

    Island Surf #502

    Kihei, HI

    Pool
    FREE CANCELLATION

    $210 to $360/night

  62. CONDOMINIUM
    Kauhale Makai 203

    Kauhale Makai 203

    Kihei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $124 to $401/night

  63. CONDOMINIUM
    HOL 315

    HOL 315

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $129 to $313/night

  64. CONDOMINIUM
    Kihei Garden Estates #H-203

    Kihei Garden Estates #H-203

    Kihei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $180 to $335/night

  65. CONDOMINIUM
    Menehune Shores #126

    Menehune Shores #126

    Kihei, HI

    Pool
    FREE CANCELLATION

    $398 to $505/night

  66. HOUSE
    Hale Nui

    Hale Nui

    Kaanapali, HI

    Pool Hot Tub
    FREE CANCELLATION

    $2,000 to $4,750/night

  67. CONDOMINIUM
    Aina Nalu C205

    Aina Nalu C205

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $178 to $584/night

  68. CONDOMINIUM
    Kamaole Sands #4-201

    Kamaole Sands #4-201

    Kihei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $197 to $406/night

  69. CONDOMINIUM
    Wailea Elua #102

    Wailea Elua #102

    Kihei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $464 to $696/night

  70. CONDOMINIUM
    Napili Point B44

    Napili Point B44

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $239 to $584/night

  71. CONDOMINIUM
    Aina Nalu G204

    Aina Nalu G204

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $211 to $429/night

  72. CONDOMINIUM
    Sands of Kahana 316

    Sands of Kahana 316

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $199 to $523/night

  73. CONDOMINIUM
    Maalaea Banyans 203

    Maalaea Banyans 203

    Wailuku, HI

    Pool Hot Tub
    FREE CANCELLATION

    $154 to $288/night

  74. CONDOMINIUM
    Kahana Sunset B6

    Kahana Sunset B6

    Lahaina, HI

    Pool

    $309 to $366/night

  75. CONDOMINIUM
    Hale Ono Loa 106

    Hale Ono Loa 106

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $143 to $331/night

  76. CONDOMINIUM
    Hale Ono Loa 101

    Hale Ono Loa 101

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $149 to $454/night

  77. CONDOMINIUM
    E5-2 Bedroom Oceanfront Townhouse

    E5-2 Bedroom Oceanfront Townhouse

    Kihei, HI

    Pool
    FREE CANCELLATION

    $304 to $540/night

  78. CONDOMINIUM
    C4-1 Bedroom Oceanfront

    C4-1 Bedroom Oceanfront

    Kihei, HI

    Pool
    FREE CANCELLATION

    $259 to $428/night

  79. CONDOMINIUM
    C1-2 Bedroom Oceanfront

    C1-2 Bedroom Oceanfront

    Kihei, HI

    Pool
    FREE CANCELLATION

    $377 to $591/night

  80. CONDOMINIUM
    Paki Maui 424

    Paki Maui 424

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $300 to $813/night

  81. CONDOMINIUM
    H3-1 Bedroom Beachfront

    H3-1 Bedroom Beachfront

    Kihei, HI

    Pool
    FREE CANCELLATION

    $304 to $467/night

  82. CONDOMINIUM
    E6-2 Bedroom Oceanfront Townhouse

    E6-2 Bedroom Oceanfront Townhouse

    Kihei, HI

    Pool
    FREE CANCELLATION

    $304 to $540/night

  83. CONDOMINIUM
    A5-1 Beachfront Loft Suite

    A5-1 Beachfront Loft Suite

    Kihei, HI

    FREE CANCELLATION

    $304 to $467/night

  84. CONDOMINIUM
    H4-2 Bedroom Beachfront

    H4-2 Bedroom Beachfront

    Kihei, HI

    Pool
    FREE CANCELLATION

    $416 to $664/night

  85. CONDOMINIUM
    G5-1 Bedroom Oceanfront

    G5-1 Bedroom Oceanfront

    Kihei, HI

    Pool
    FREE CANCELLATION

    $259 to $428/night

  86. CONDOMINIUM
    H2-1 Bedroom Beachfront

    H2-1 Bedroom Beachfront

    Kihei, HI

    Pool
    FREE CANCELLATION

    $304 to $467/night

  87. CONDOMINIUM
    E3-1 Bedroom Oceanfront

    E3-1 Bedroom Oceanfront

    Kihei, HI

    Pool
    FREE CANCELLATION

    $259 to $428/night

  88. CONDOMINIUM
    E4-2 Bedroom Oceanfront

    E4-2 Bedroom Oceanfront

    Kihei, HI

    Pool
    FREE CANCELLATION

    $377 to $591/night

  89. CONDOMINIUM
    F5-2 Bedroom Oceanfront Townhouse

    F5-2 Bedroom Oceanfront Townhouse

    Kihei, HI

    Pool
    FREE CANCELLATION

    $304 to $540/night

  90. CONDOMINIUM
    D1-2 Bedroom Beachfront

    D1-2 Bedroom Beachfront

    Kihei, HI

    Pool
    FREE CANCELLATION

    $416 to $664/night

  91. CONDOMINIUM
    G9-2 Bedroom Oceanfront Townhouse

    G9-2 Bedroom Oceanfront Townhouse

    Kihei, HI

    Pool
    FREE CANCELLATION

    $304 to $540/night

  92. CONDOMINIUM
    A2-1 Bedroom Beachfront

    A2-1 Bedroom Beachfront

    Kihei, HI

    Pool
    FREE CANCELLATION

    $304 to $467/night

  93. CONDOMINIUM
    D3-1 Bedroom Beachfront

    D3-1 Bedroom Beachfront

    Kihei, HI

    Pool
    FREE CANCELLATION

    $304 to $467/night

  94. CONDOMINIUM
    D4-1 Bedroom Beachfront

    D4-1 Bedroom Beachfront

    Kihei, HI

    Pool
    FREE CANCELLATION

    $304 to $467/night

  95. CONDOMINIUM
    G10-2 Bedroom Oceanfront Townhouse

    G10-2 Bedroom Oceanfront Townhouse

    Kihei, HI

    Pool
    FREE CANCELLATION

    $304 to $540/night

  96. CONDOMINIUM
    B2-1 Bedroom Oceanfront

    B2-1 Bedroom Oceanfront

    Kihei, HI

    Pool
    FREE CANCELLATION

    $259 to $428/night

  97. CONDOMINIUM
    A3-1 Bedroom Beachfront

    A3-1 Bedroom Beachfront

    Kihei, HI

    Pool
    FREE CANCELLATION

    $304 to $467/night

  98. CONDOMINIUM
    D10-Beachfront Loft Suite

    D10-Beachfront Loft Suite

    Kihei, HI

    Pool
    FREE CANCELLATION

    $304 to $467/night

  99. CONDOMINIUM
    A1-2 Bedroom Beachfront

    A1-2 Bedroom Beachfront

    Kihei, HI

    Pool
    FREE CANCELLATION

    $416 to $664/night

  100. CONDOMINIUM
    G4-1 Bedroom Oceanfront

    G4-1 Bedroom Oceanfront

    Kihei, HI

    Pool
    FREE CANCELLATION

    $259 to $428/night