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
    Honua Kai 346

    Honua Kai 346

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $338 to $919/night

  2. CONDOMINIUM
    Aina Nalu Premier Condo I207

    Aina Nalu Premier Condo I207

    Lahaina, HI

    FREE CANCELLATION

    $217 to $604/night

  3. CONDOMINIUM
    Royal Kahana 802

    Royal Kahana 802

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $148 to $569/night

  4. CONDOMINIUM
    Aina Nalu Premier Platinum Condo H206

    Aina Nalu Premier Platinum Condo H206

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $205 to $591/night

  5. CONDOMINIUM
    201 Punahoa Condominium

    201 Punahoa Condominium

    Kihei, HI

    $208 to $382/night

  6. CONDOMINIUM
    Napili Shores F147

    Napili Shores F147

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $236 to $510/night

  7. CONDOMINIUM
    301 Punahoa Condominium

    301 Punahoa Condominium

    Kihei, HI

    $208 to $382/night

  8. CONDOMINIUM
    Honua Kai 520

    Honua Kai 520

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $358 to $1,075/night

  9. CONDOMINIUM
    Poolside Aina Nalu Condo D107

    Poolside Aina Nalu Condo D107

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $223 to $661/night

  10. CONDOMINIUM
    Poolside Aina Nalu Condo D109

    Poolside Aina Nalu Condo D109

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $223 to $661/night

  11. CONDOMINIUM
    Lahaina Condo K106

    Lahaina Condo K106

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $166 to $553/night

  12. CONDOMINIUM
    Aina Nalu Condo D201

    Aina Nalu Condo D201

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $231 to $618/night

  13. CONDOMINIUM
    Aina Nalu Premier Platinum Condo K101

    Aina Nalu Premier Platinum Condo K101

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $231 to $618/night

  14. CONDOMINIUM
    Lahaina Condo I205

    Lahaina Condo I205

    St. Lahaina, HI

    Pool
    FREE CANCELLATION

    $166 to $553/night

  15. CONDOMINIUM
    Aina Nalu Condo G109

    Aina Nalu Condo G109

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $231 to $618/night

  16. CONDOMINIUM
    Maui Ka'anapali Villas Studio Premier Condo A417

    Maui Ka'anapali Villas Studio Premier Condo A417

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $372 to $636/night

  17. CONDOMINIUM
    Lower Honoapiilani Condo 2 Bedrooms Sleeps 4

    Lower Honoapiilani Condo 2 Bedrooms Sleeps 4

    Lahaina, HI

    FREE CANCELLATION

    $247 to $291/night

  18. CONDOMINIUM
    Aina Nalu Premier Platinum Condo A110

    Aina Nalu Premier Platinum Condo A110

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $195 to $636/night

  19. CONDOMINIUM
    Wailea Ekahi 49A

    Wailea Ekahi 49A

    Kihei, HI

    Pool
    FREE CANCELLATION

    $228 to $563/night

  20. CONDOMINIUM
    Aina Nalu K102

    Aina Nalu K102

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $224 to $449/night

  21. CONDOMINIUM
    Koa Lagoon #206

    Koa Lagoon #206

    Kihei, HI

    Pool
    FREE CANCELLATION

    $208 to $348/night

  22. CONDOMINIUM
    Lower Honoapiilani Condo 2 Bedrooms Sleeps 6

    Lower Honoapiilani Condo 2 Bedrooms Sleeps 6

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $335 to $390/night

  23. CONDOMINIUM
    Honua Kai- Konea 1024- One Bedroom Penthouse Ocean View! 1b/1b

    Honua Kai- Konea 1024- One Bedroom Penthouse Ocean View!...

    Kaanapali, HI

    Pool Hot Tub

    $243 to $912/night

  24. CONDOMINIUM
    Honua Kai- Konea 314- One bedroom with Rainbow Views! 1b/1b

    Honua Kai- Konea 314- One bedroom with Rainbow Views! 1b...

    Kaanapali, HI

    Pool Hot Tub

    $257 to $894/night

  25. 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 $551/night

  26. CONDOMINIUM
    Waiohuli Beach Hale #C-210

    Waiohuli Beach Hale #C-210

    Kihei, HI

    Pool
    FREE CANCELLATION

    $208 to $347/night

  27. CONDOMINIUM
    Kaleialoha #315

    Kaleialoha #315

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $195 to $336/night

  28. CONDOMINIUM
    Maui Parkshore #313

    Maui Parkshore #313

    Kihei, HI

    Pool
    FREE CANCELLATION

    $177 to $354/night

  29. CONDOMINIUM
    Nani Kai Hale #208

    Nani Kai Hale #208

    KIHEI, HI

    Pool
    FREE CANCELLATION

    $239 to $326/night

  30. CONDOMINIUM
    Mahina Surf 220

    Mahina Surf 220

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $220 to $341/night

  31. CONDOMINIUM
    Kapalua Bay Villa 28B2 Gold Ocean Front

    Kapalua Bay Villa 28B2 Gold Ocean Front

    Lahaina, HI

    Pool

    $594 to $1,063/night

  32. CONDOMINIUM
    Honua Kai- Hokulani 509- Ocean view from INSIDE! 2b/2b

    Honua Kai- Hokulani 509- Ocean view from INSIDE! 2b/2b

    Kaanapali, HI

    Pool Hot Tub

    $539 to $1,964/night

  33. CONDOMINIUM
    Maui Kamaole #J-120

    Maui Kamaole #J-120

    Kihei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $191 to $347/night

  34. CONDOMINIUM
    Hoyochi Nikko #109

    Hoyochi Nikko #109

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $201 to $409/night

  35. CONDOMINIUM
    Kamaole Sands #09-102

    Kamaole Sands #09-102

    KIHEI, HI

    Pool Hot Tub
    FREE CANCELLATION

    $260 to $311/night

  36. CONDOMINIUM
    Maui Eldorado- D206- Ocean view remodeled unit! 1b/2b

    Maui Eldorado- D206- Ocean view remodeled unit! 1b/2b

    Kaanapali, HI

    Pool Hot Tub
  37. HOUSE
    1 Bedroom Corner Oceanfront #908

    1 Bedroom Corner Oceanfront #908

    Kaanapali, HI

    Pool Hot Tub
    FREE CANCELLATION

    $372 to $444/night

  38. CONDOMINIUM
    Kulakane 304

    Kulakane 304

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $281 to $311/night

  39. CONDOMINIUM
    Kaleialoha #214

    Kaleialoha #214

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $195 to $336/night

  40. CONDOMINIUM
    Kahana Sunset E 11

    Kahana Sunset E 11

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $251 to $389/night

  41. CONDOMINIUM
    Kapalua Bay Villas 23G-2

    Kapalua Bay Villas 23G-2

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $334 to $750/night

  42. CONDOMINIUM
    Kihei Surfside #210

    Kihei Surfside #210

    KIHEI, HI

    Pool
    FREE CANCELLATION

    $344 to $460/night

  43. CONDOMINIUM
    Aina Nalu Condo D210

    Aina Nalu Condo D210

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $231 to $618/night

  44. CONDOMINIUM
    Kihei Akahi #D-615 (7th Flr)

    Kihei Akahi #D-615 (7th Flr)

    KIHEI, HI

    Pool
    FREE CANCELLATION

    $321 to $390/night

  45. CONDOMINIUM
    Maui Kamaole #h-202

    Maui Kamaole #h-202

    KIHEI, HI

    Pool Hot Tub
    FREE CANCELLATION

    $384 to $488/night

  46. CONDOMINIUM
    Maui Eldorado Condo C101

    Maui Eldorado Condo C101

    Kaanapali, HI

    Pool
    FREE CANCELLATION

    $162 to $420/night

  47. CONDOMINIUM
    Sugar Beach #209

    Sugar Beach #209

    KIHEI, HI

    Pool Hot Tub
    FREE CANCELLATION

    $297 to $396/night

  48. CONDOMINIUM
    Bay Villa 30G1

    Bay Villa 30G1

    Lahaina, HI

    Pool

    $248 to $304/night

  49. CONDOMINIUM
    Kamaole Sands #05-406

    Kamaole Sands #05-406

    KIHEI, HI

    Pool Hot Tub
    FREE CANCELLATION

    $371 to $458/night

  50. CONDOMINIUM
    Maui Vista #1322

    Maui Vista #1322

    Kihei, HI

    Pool
    FREE CANCELLATION

    $241 to $279/night

  51. CONDOMINIUM
    Kahana Manor 410

    Kahana Manor 410

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $190 to $324/night

  52. CONDOMINIUM
    Kapalua Bay Villas 34B-4

    Kapalua Bay Villas 34B-4

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $470 to $833/night

  53. CONDOMINIUM
    Kahana Sunset D2D

    Kahana Sunset D2D

    Lahaina, HI

    Pool

    $186 to $270/night

  54. CONDOMINIUM
    Kahana Sunset B1

    Kahana Sunset B1

    Lahaina, HI

    Pool

    $253 to $309/night

  55. CONDOMINIUM
    Kahana Sunset F1

    Kahana Sunset F1

    Lahaina, HI

    Pool

    $428 to $484/night

  56. CONDOMINIUM
    Napili Shores E240

    Napili Shores E240

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $161 to $299/night

  57. CONDOMINIUM
    Kahana Sunset E6

    Kahana Sunset E6

    Lahaina, HI

    Pool

    $276 to $332/night

  58. CONDOMINIUM
    Grand Champions #033

    Grand Champions #033

    WAILEA, HI

    Pool Hot Tub
    FREE CANCELLATION

    $413 to $528/night

  59. CONDOMINIUM
    Grand Champions #089

    Grand Champions #089

    Wailea, HI

    Pool Hot Tub
    FREE CANCELLATION

    $446 to $654/night

  60. CONDOMINIUM
    Maui Banyan #H-502

    Maui Banyan #H-502

    Kihei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $178 to $356/night

  61. CONDOMINIUM
    Maui Banyan #G-406

    Maui Banyan #G-406

    Kihei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $296 to $356/night

  62. CONDOMINIUM
    Sugar Beach #132

    Sugar Beach #132

    KIHEI, HI

    Pool Hot Tub
    FREE CANCELLATION

    $334 to $444/night

  63. CONDOMINIUM
    Pohailani Maui 152

    Pohailani Maui 152

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $217 to $333/night

  64. CONDOMINIUM
    Kihei Alii Kai A101

    Kihei Alii Kai A101

    Kihei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $205 to $524/night

  65. CONDOMINIUM
    Kaanapali Shores 546

    Kaanapali Shores 546

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $188 to $331/night

  66. CONDOMINIUM
    Royal Kahana 106

    Royal Kahana 106

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $203 to $345/night

  67. CONDOMINIUM
    Kapalua Golf Villa 25T4 Gold Ocean View

    Kapalua Golf Villa 25T4 Gold Ocean View

    Kapalua, HI

    Pool

    $294 to $563/night

  68. CONDOMINIUM
    Kapalua Bay Villa 12G5 Ocean View

    Kapalua Bay Villa 12G5 Ocean View

    Kapalua, HI

    Pool

    $288 to $494/night

  69. CONDOMINIUM
    Nohonani 405

    Nohonani 405

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $274 to $521/night

  70. CONDOMINIUM
    Kauhale Makai #132

    Kauhale Makai #132

    KIHEI, HI

    Pool Hot Tub
    FREE CANCELLATION

    $305 to $390/night

  71. CONDOMINIUM
    Maui Eldorado D200- 2 Bedroom Ocean View

    Maui Eldorado D200- 2 Bedroom Ocean View

    Kaanapali, HI

    Pool Hot Tub

    $284 to $1,009/night

  72. CONDOMINIUM
    Maui Eldorado Condo J216

    Maui Eldorado Condo J216

    Kaanapali, HI

    Pool
    FREE CANCELLATION

    $162 to $420/night

  73. CONDOMINIUM
    Maui Eldorado Condo K209

    Maui Eldorado Condo K209

    Kaanapali, HI

    Pool
    FREE CANCELLATION

    $200 to $471/night

  74. CONDOMINIUM
    Maui Eldorado Condo F204

    Maui Eldorado Condo F204

    Kaanapali, HI

    Pool
    FREE CANCELLATION

    $339 to $816/night

  75. CONDOMINIUM
    Maui Kamaole #J-103

    Maui Kamaole #J-103

    Kihei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $168 to $342/night

  76. HOUSE
    Junior Suite Oceanfront #1006

    Junior Suite Oceanfront #1006

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $278 to $341/night

  77. CONDOMINIUM
    Maui Kamaole #h-207

    Maui Kamaole #h-207

    Kihei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $384 to $488/night

  78. CONDOMINIUM
    Kauhale Makai #207

    Kauhale Makai #207

    KIHEI, HI

    Pool Hot Tub
    FREE CANCELLATION

    $267 to $326/night

  79. CONDOMINIUM
    Kihei Akahi #C-401

    Kihei Akahi #C-401

    KIHEI, HI

    Pool
    FREE CANCELLATION

    $217 to $267/night

  80. CONDOMINIUM
    Kahana Reef #101

    Kahana Reef #101

    LAHAINA, HI

    Pool
    FREE CANCELLATION

    $276 to $326/night

  81. CONDOMINIUM
    Valley Isle 204

    Valley Isle 204

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $161 to $363/night

  82. CONDOMINIUM
    Hale Ono Loa 401

    Hale Ono Loa 401

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $156 to $330/night

  83. CONDOMINIUM
    Kihei Garden Estates #H-203

    Kihei Garden Estates #H-203

    Kihei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $180 to $335/night

  84. CONDOMINIUM
    Kihei Akahi #C-317

    Kihei Akahi #C-317

    KIHEI, HI

    Pool
    FREE CANCELLATION

    $235 to $296/night

  85. CONDOMINIUM
    Sunny 1BR w/ Pool & Balcony- Walk 5 Minutes to Beach

    Sunny 1BR w/ Pool & Balcony- Walk 5 Minutes to Beach...

    Kihei, HI

    Pool
    FREE CANCELLATION

    $112 to $353/night

  86. COTTAGE
    International Colony Club 34

    International Colony Club 34

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $211 to $375/night

  87. CONDOMINIUM
    Kihei Bay Vista #C-206

    Kihei Bay Vista #C-206

    Kihei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $126 to $231/night

  88. CONDOMINIUM
    Maui Parkshore #303

    Maui Parkshore #303

    Kihei, HI

    Pool
    FREE CANCELLATION

    $276 to $334/night

  89. CONDOMINIUM
    Maui Vista #3202

    Maui Vista #3202

    Kihei, HI

    Pool
    FREE CANCELLATION

    $241 to $279/night

  90. CONDOMINIUM
    Maui Sands K1

    Maui Sands K1

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $174 to $211/night

  91. CONDOMINIUM
    Kahana Sunset E8

    Kahana Sunset E8

    Lahaina, HI

    Pool

    $276 to $332/night

  92. CONDOMINIUM
    Kahana Reef #313

    Kahana Reef #313

    LAHAINA, HI

    Pool
    FREE CANCELLATION

    $290 to $563/night

  93. CONDOMINIUM
    A3-1 Bedroom Beachfront

    A3-1 Bedroom Beachfront

    Kihei, HI

    Pool
    FREE CANCELLATION

    $304 to $467/night

  94. CONDOMINIUM
    Pacific Shores B406

    Pacific Shores B406

    Kihei, HI

    Pool
    FREE CANCELLATION

    $193 to $513/night

  95. CONDOMINIUM
    Maui Eldorado Condo G105

    Maui Eldorado Condo G105

    Kaanapali, HI

    Pool
    FREE CANCELLATION

    $226 to $565/night

  96. CONDOMINIUM
    Kahana Sunset B5B

    Kahana Sunset B5B

    Lahaina, HI

    Pool

    $214 to $270/night

  97. CONDOMINIUM
    Kihei Akahi #DG06

    Kihei Akahi #DG06

    Kihei, HI

    Pool
    FREE CANCELLATION

    $126 to $231/night

  98. CONDOMINIUM
    Maui Vista #2-423

    Maui Vista #2-423

    Kihei, HI

    Pool
    FREE CANCELLATION

    $173 to $347/night

  99. CONDOMINIUM
    Mahana 602

    Mahana 602

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $275 to $720/night

  100. CONDOMINIUM
    Kahana Sunset C5

    Kahana Sunset C5

    Lahaina, HI

    Pool

    $276 to $332/night