Welcome to Hawaii! Paradise on earth! RedAwning has the perfect vacation rental for your island adventures. Beach bungalows, resort condos, and sun-kissed ocean-front villas await. Browse your island destination using the blue location links below or filter your preferences using the panel to the side. RedAwning offers easy, instant, hotel-style reservations and a simplified booking process so you can have your vacation plans covered in no time.

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  1. $220 to $501/night

    Maui Eldorado Condo J120

    Maui Eldorado Condo J120

    Studio BathroomSleeps 2
    2 nights minstay
    Pool
    FREE CANCELLATION
  2. $207 to $501/night

    Maui Eldorado Condo K206

    Maui Eldorado Condo K206

    Studio BathroomSleeps 2
    2 nights minstay
    Pool
    FREE CANCELLATION
  3. $212 to $501/night

    Maui Eldorado Condo K209

    Maui Eldorado Condo K209

    Studio BathroomSleeps 3
    2 nights minstay
    Pool
    FREE CANCELLATION
  4. $169 to $408/night

    Maui Eldorado Condo C101

    Maui Eldorado Condo C101

    Studio BathroomSleeps 2
    2 nights minstay
    Pool
    FREE CANCELLATION
  5. $237 to $533/night

    Maui Eldorado Condo G105

    Maui Eldorado Condo G105

    1 BedroomBathroomsSleeps 5
    3 nights minstay
    Pool
    FREE CANCELLATION
  6. $169 to $408/night

    Maui Eldorado Condo J216

    Maui Eldorado Condo J216

    Studio BathroomSleeps 2
    2 nights minstay
    Pool
    FREE CANCELLATION
  7. $377 to $847/night

    Maui Eldorado Condo L200

    Maui Eldorado Condo L200

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool
    FREE CANCELLATION
  8. $237 to $502/night

    Maui Eldorado Condo B105

    Maui Eldorado Condo B105

    1 Bedroom BathroomSleeps 5
    3 nights minstay
    Pool
    FREE CANCELLATION
  9. $237 to $502/night

    Maui Eldorado Condo C102

    Maui Eldorado Condo C102

    1 Bedroom BathroomSleeps 4
    3 nights minstay
    Pool
    FREE CANCELLATION
  10. $513 to $966/night

    Honua Kai Konea 743 2BD 2BA

    Honua Kai Konea 743 2BD 2BA

    2 BedroomsBathroomsSleeps 6
    5 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  11. $207 to $496/night

    Maui Eldorado Condo K217

    Maui Eldorado Condo K217

    Studio BathroomSleeps 2
    2 nights minstay
    Pool
    FREE CANCELLATION
  12. $235 to $301/night

    Cliffs 4205

    Cliffs 4205

    1 BedroomBathroomsSleeps 4
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  13. $345 to $816/night

    Maui Eldorado Condo F204

    Maui Eldorado Condo F204

    2 BedroomsBathroomsSleeps 5
    2 nights minstay
    Pool
    FREE CANCELLATION
  14. $232 to $406/night

    Maui Kaanapali Villas #B133

    Maui Kaanapali Villas #B133

    Studio BathroomSleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
  15. $336 to $706/night

    Kaanapali Shores #825

    Kaanapali Shores #825

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool
    FREE CANCELLATION
  16. $191 to $331/night

    Maui Kaanapali Villas #C152

    Maui Kaanapali Villas #C152

    Studio BathroomSleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
  17. $284 to $638/night

    Kaanapali Shores #916

    Kaanapali Shores #916

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool
    FREE CANCELLATION
  18. $296 to $447/night

    Maui Kaanapali Villas #B233

    Maui Kaanapali Villas #B233

    1 BedroomBathroomsSleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
  19. $209 to $354/night

    Maui Kaanapali Villas #C255

    Maui Kaanapali Villas #C255

    Studio BathroomSleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
  20. $215 to $331/night

    Maui Kaanapali Villas #B242

    Maui Kaanapali Villas #B242

    Studio BathroomSleeps 2
    2 nights minstay
    Pool
    FREE CANCELLATION
  21. $358 to $816/night

    Maui Eldorado Condo J100

    Maui Eldorado Condo J100

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool
    FREE CANCELLATION
  22. $625 to $1,651/night

    Kolea 6B at the Waikoloa Beach Resort

    Kolea 6B at the Waikoloa Beach Resort

    3 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  23. $184 to $536/night

    Vista Waikoloa C305

    Vista Waikoloa C305

    2 BedroomsBathroomsSleeps 4
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  24. $169 to $408/night

    Maui Eldorado Condo G101

    Maui Eldorado Condo G101

    Studio BathroomSleeps 2
    2 nights minstay
    Pool
    FREE CANCELLATION
  25. $212 to $501/night

    Maui Eldorado Condo K218

    Maui Eldorado Condo K218

    Studio BathroomSleeps 2
    2 nights minstay
    Pool
    FREE CANCELLATION
  26. $1,663 to $2,969/night

    Makena Aloha Estate

    Makena Aloha Estate

    4 BedroomsBathroomsSleeps 10
    5 nights minstay
    Pool Hot Tub
  27. $201 to $344/night

    Papakea A309

    Papakea A309

    1 Bedroom BathroomSleeps 4
    5 nights minstay
    Pool Hot Tub
  28. $250 to $596/night

    Maui Eldorado Condo F201

    Maui Eldorado Condo F201

    1 BedroomBathroomsSleeps 5
    2 nights minstay
    Pool
    FREE CANCELLATION
  29. $207 to $501/night

    Maui Eldorado Condo K207

    Maui Eldorado Condo K207

    Studio BathroomSleeps 2
    2 nights minstay
    Pool
    FREE CANCELLATION
  30. $211 to $259/night

    Cliffs 5201

    Cliffs 5201

    1 BedroomBathroomsSleeps 4
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  31. $262 to $565/night

    Maui Eldorado Condo A202

    Maui Eldorado Condo A202

    1 Bedroom BathroomSleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
  32. $262 to $565/night

    Maui Eldorado Condo A104

    Maui Eldorado Condo A104

    1 Bedroom BathroomSleeps 5
    3 nights minstay
    Pool
    FREE CANCELLATION
  33. $211 to $235/night

    Cliffs 6201

    Cliffs 6201

    1 BedroomBathroomsSleeps 4
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  34. $333 to $753/night

    Maui Eldorado Condo D100

    Maui Eldorado Condo D100

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool
    FREE CANCELLATION
  35. $216 to $306/night

    Plantation at Princeville 1322

    Plantation at Princeville 1322

    3 BedroomsBathroomsSleeps 6
    3 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  36. $319 to $510/night

    Maui Kaanapali Villas #D275

    Maui Kaanapali Villas #D275

    1 Bedroom BathroomSleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
  37. $203 to $348/night

    Maui Kaanapali Villas #A317

    Maui Kaanapali Villas #A317

    Studio BathroomSleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
  38. $191 to $365/night

    Maui Kaanapali Villas #A517

    Maui Kaanapali Villas #A517

    Studio BathroomSleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
  39. $348 to $800/night

    Kaanapali Shores #255

    Kaanapali Shores #255

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool
    FREE CANCELLATION
  40. $186 to $365/night

    Maui Kaanapali Villas #A116

    Maui Kaanapali Villas #A116

    Studio BathroomSleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
  41. $232 to $331/night

    Maui Kaanapali Villas #B231

    Maui Kaanapali Villas #B231

    Studio BathroomSleeps 2
    2 nights minstay
    Pool
    FREE CANCELLATION
  42. $220 to $418/night

    Maui Kaanapali Villas #E290

    Maui Kaanapali Villas #E290

    Studio BathroomSleeps 3
    2 nights minstay
    Pool
    FREE CANCELLATION
  43. $429 to $800/night

    Kaanapali Shores #160

    Kaanapali Shores #160

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool
    FREE CANCELLATION
  44. $377 to $800/night

    Kaanapali Shores #159

    Kaanapali Shores #159

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool
    FREE CANCELLATION
  45. $220 to $377/night

    Maui Kaanapali Villas #E288

    Maui Kaanapali Villas #E288

    Studio BathroomSleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
  46. $399 to $1,125/night

    Hali'i Kai 12H at the Waikoloa Beach Resort

    Hali'i Kai 12H at the Waikoloa Beach Resort

    3 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  47. $340 to $1,059/night

    Hali'i Kai 15A at the Waikoloa Beach Resort

    Hali'i Kai 15A at the Waikoloa Beach Resort

    2 BedroomsBathroomsSleeps 5
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  48. $1,109 to $1,110/night

    Villa Cinco Resort at Kona Plantation Estates

    Villa Cinco Resort at Kona Plantation Estates

    5 BedroomsBathroomsSleeps 15
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  49. $189 to $338/night

    Papakea J103

    Papakea J103

    2 BedroomsBathroomsSleeps 6
    5 nights minstay
    Pool Hot Tub
  50. $194 to $279/night

    Sea Village 1-205-Oceanfront

    Sea Village 1-205-Oceanfront

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
    Pool
    FREE CANCELLATION
  51. $220 to $501/night

    Maui Eldorado Condo J221

    Maui Eldorado Condo J221

    Studio BathroomSleeps 2
    2 nights minstay
    Pool
    FREE CANCELLATION
  52. $282 to $628/night

    Maui Eldorado Condo J206

    Maui Eldorado Condo J206

    1 Bedroom BathroomSleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
  53. $345 to $816/night

    Maui Eldorado Condo K200

    Maui Eldorado Condo K200

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool
    FREE CANCELLATION
  54. $282 to $628/night

    Maui Eldorado Condo J123

    Maui Eldorado Condo J123

    1 Bedroom BathroomSleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
  55. $187 to $433/night

    Maui Eldorado Condo G203

    Maui Eldorado Condo G203

    Studio BathroomSleeps 2
    2 nights minstay
    Pool
    FREE CANCELLATION
  56. $282 to $659/night

    Maui Eldorado Condo K212

    Maui Eldorado Condo K212

    1 Bedroom BathroomSleeps 4
    3 nights minstay
    Pool
    FREE CANCELLATION
  57. $237 to $533/night

    Maui Eldorado Condo F101

    Maui Eldorado Condo F101

    1 BedroomBathroomsSleeps 5
    3 nights minstay
    Pool
    FREE CANCELLATION
  58. $187 to $433/night

    Maui Eldorado Condo G201

    Maui Eldorado Condo G201

    Studio BathroomSleeps 3
    2 nights minstay
    Pool
    FREE CANCELLATION
  59. $237 to $502/night

    Maui Eldorado Condo B104

    Maui Eldorado Condo B104

    1 Bedroom BathroomSleeps 4
    3 nights minstay
    Pool
    FREE CANCELLATION
  60. $237 to $502/night

    Maui Eldorado Condo B102

    Maui Eldorado Condo B102

    1 Bedroom BathroomSleeps 4
    3 nights minstay
    Pool
    FREE CANCELLATION
  61. $204 to $371/night

    Noelani 211- Modern, Upscale Ocean Front Condo

    Noelani 211- Modern, Upscale Ocean Front Condo

    Studio BathroomSleeps 3
    5 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  62. $766 to $846/night

    Hale Honu-Oceanfront

    Hale Honu-Oceanfront

    4 BedroomsBathroomsSleeps 8
    5 nights minstay
    Hot Tub
    FREE CANCELLATION
  63. $319 to $549/night

    Maui Kaanapali Villas #D271

    Maui Kaanapali Villas #D271

    1 BedroomBathroomsSleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
  64. $481 to $1,167/night

    Maui Kaanapali Villas #A101

    Maui Kaanapali Villas #A101

    2 Bedrooms2.25 BathroomsSleeps 6
    2 nights minstay
    Pool
    FREE CANCELLATION
  65. $487 to $1,183/night

    Sands of Kahana #292

    Sands of Kahana #292

    3 BedroomsBathroomsSleeps 8
    2 nights minstay
    Pool
    FREE CANCELLATION
  66. $191 to $383/night

    Maui Kaanapali Villas #A221

    Maui Kaanapali Villas #A221

    Studio BathroomSleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
  67. $493 to $1,375/night

    Honua Kai-Konea #539

    Honua Kai-Konea #539

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool
    FREE CANCELLATION
  68. $197 to $354/night

    Maui Kaanapali Villas #C160

    Maui Kaanapali Villas #C160

    Studio BathroomSleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
  69. $858 to $1,926/night

    Honua Kai-Konea #925

    Honua Kai-Konea #925

    3 BedroomsBathroomsSleeps 8
    2 nights minstay
    Pool
    FREE CANCELLATION
  70. $325 to $667/night

    Honua Kai-Konea #537

    Honua Kai-Konea #537

    Studio BathroomSleeps 3
    2 nights minstay
    Pool
    FREE CANCELLATION
  71. $506 to $2,169/night

    Waterfall House

    Waterfall House

    4 Bedrooms3.5 BathroomsSleeps 8
    2 nights minstay
    Pool Hot Tub
  72. $207 to $501/night

    Maui Eldorado Condo A210

    Maui Eldorado Condo A210

    Studio BathroomSleeps 2
    1 night minstay
    Pool
    FREE CANCELLATION
  73. $464 to $1,355/night

    Kolea 7B at the Waikoloa Beach Resort

    Kolea 7B at the Waikoloa Beach Resort

    3 BedroomsBathroomsSleeps 7
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  74. $194 to $564/night

    Fairway Villas M2 at the Waikoloa Beach Resort

    Fairway Villas M2 at the Waikoloa Beach Resort

    3 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  75. $241 to $705/night

    Fairway Villas M3 at the Waikoloa Beach Resort

    Fairway Villas M3 at the Waikoloa Beach Resort

    3 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  76. $229 to $365/night

    Honua Kai Konea 224

    Honua Kai Konea 224

    1 Bedroom BathroomSleeps 5
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  77. $229 to $299/night

    Hula Hideaway-303

    Hula Hideaway-303

    Studio BathroomSleeps 2
    2 nights minstay
    Pool
    FREE CANCELLATION
  78. $358 to $816/night

    Maui Eldorado Condo D108

    Maui Eldorado Condo D108

    2 BedroomsBathroomsSleeps 8
    2 nights minstay
    Pool
    FREE CANCELLATION