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. $346 to $611/night

    KAMAOLE NALU, #204

    2 BedroomsBathroomsSleeps 6
    5 nights minstay
    Pool
    FREE CANCELLATION
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  3. $438 to $703/night

    Royal Mauian #205

    2 BedroomsBathroomsSleeps 6
    5 nights minstay
    Pool
    FREE CANCELLATION
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  5. $263 to $525/night

    Keauhou Kona Surf & Racquet Club #5-103

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
    Pool
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  7. $1,020 to $1,458/night

    MAKENA SURF, #G-304

    3 BedroomsBathroomsSleeps 8
    5 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  9. $764 to $1,529/night

    WAILEA ELUA, #1104

    2 BedroomsBathroomsSleeps 6
    5 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  11. $234 to $591/night

    KIHEI SURFSIDE #609

    1 Bedroom BathroomSleeps 2
    5 nights minstay
    Pool
    FREE CANCELLATION
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  13. $886 to $1,611/night

    MAKENA SURF, #F-212

    2 BedroomsBathroomsSleeps 5
    5 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  15. $254 to $784/night

    SUGAR BEACH RESORT, #418

    1 Bedroom BathroomSleeps 4
    1 night minstay
    Pool Hot Tub
    FREE CANCELLATION
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  17. $315 to $735/night

    Keauhou Kona Surf & Racquet Club #2-303

    2 BedroomsBathroomsSleeps 8
    3 nights minstay
    Pool
  18. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  19. $764 to $1,611/night

    MAKENA SURF, #F-110

    2 BedroomsBathroomsSleeps 6
    5 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  20. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  21. $295 to $468/night

    Kihei Beach, #107

    1 BedroomBathroomsSleeps 4
    5 nights minstay
    Pool
    FREE CANCELLATION
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  23. $397 to $662/night

    WAILEA EKAHI, #22B

    1 BedroomBathroomsSleeps 4
    5 nights minstay
    Pool
    FREE CANCELLATION
  24. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  25. $254 to $591/night

    KIHEI SURFSIDE #110

    1 Bedroom1.5  BathroomSleeps 4
    5 nights minstay
    Pool
    FREE CANCELLATION
  26. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  27. $254 to $591/night

    Kihei Surfside #305

    1 Bedroom1.5  BathroomSleeps 2
    5 nights minstay
    Pool
    FREE CANCELLATION
  28. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  29. $713 to $1,325/night

    MAKENA SURF #C102

    2 BedroomsBathroomsSleeps 6
    5 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  31. $376 to $540/night

    Maalaea Surf #G-2

    1 Bedroom BathroomSleeps 4
    5 nights minstay
    Pool
    FREE CANCELLATION
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  33. $295 to $509/night

    KAMAOLE NALU #601

    2 BedroomsBathroomsSleeps 6
    5 nights minstay
    Pool
    FREE CANCELLATION
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  35. $886 to $1,611/night

    MAKENA SURF, #F-209

    2 BedroomsBathroomsSleeps 4
    7 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  36. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  37. $366 to $652/night

    MAALAEA SURF, #C-8

    2 BedroomsBathroomsSleeps 6
    5 nights minstay
    Pool
    FREE CANCELLATION
  38. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  39. $550 to $1,060/night

    Wailea Ekahi, #30B

    2 Bedrooms2.5 BathroomsSleeps 7
    5 nights minstay
    Pool
    FREE CANCELLATION
  40. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  41. $244 to $784/night

    SUGAR BEACH RESORT, #319

    1 Bedroom BathroomSleeps 4
    1 night minstay
    Pool Hot Tub
    FREE CANCELLATION
  42. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  43. $177 to $420/night

    Keauhou Kona Surf & Racquet Club #7

    2 BedroomsBathroomsSleeps 4
    3 nights minstay
    Pool Hot Tub
  44. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  45. $168 to $420/night

    Kona Isle C38

    1 Bedroom BathroomSleeps 4
    5 nights minstay
    Pool
  46. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  47. $305 to $478/night

    MENEHUNE SHORES, #623**

    2 BedroomsBathroomsSleeps 6
    5 nights minstay
    Pool
    FREE CANCELLATION
  48. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  49. $407 to $703/night

    ROYAL MAUIAN, #317

    2 BedroomsBathroomsSleeps 4
    5 nights minstay
    Pool
    FREE CANCELLATION
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  51. $244 to $784/night

    Sugar Beach Resort, #130*

    1 Bedroom BathroomSleeps 4
    1 night minstay
    Pool Hot Tub
    FREE CANCELLATION
  52. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  53. $1,325 to $1,784/night

    MAKENA SURF #G101

    2 BedroomsBathroomsSleeps 6
    5 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  54. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  55. $489 to $1,121/night

    SUGAR BEACH RESORT, #540

    2 BedroomsBathroomsSleeps 6
    1 night minstay
    Pool Hot Tub
    FREE CANCELLATION
  56. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  57. $254 to $784/night

    SUGAR BEACH RESORT, #414

    1 Bedroom BathroomSleeps 4
    1 night minstay
    Pool Hot Tub
    FREE CANCELLATION
  58. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  59. $2,131 to $2,855/night

    MAKENA SURF, #G-301-302

    4 BedroomsBathroomsSleeps 8
    5 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  60. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  61. $254 to $591/night

    KIHEI SURFSIDE #109

    1 Bedroom BathroomSleeps 3
    5 nights minstay
    Pool
    FREE CANCELLATION
  62. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  63. $210 to $525/night

    Keauhou Kona Surf & Racquet Club #5-202

    2 BedroomsBathroomsSleeps 4
    3 nights minstay
    Pool
  64. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  65. $240 to $473/night

    Keauhou Kona Surf & Racquet Club #1-103

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
    Pool
  66. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  67. $356 to $611/night

    KAMAOLE NALU, #404

    2 BedroomsBathroomsSleeps 6
    5 nights minstay
    Pool
    FREE CANCELLATION
  68. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  69. $376 to $693/night

    KAMAOLE NALU, #105

    2 BedroomsBathroomsSleeps 6
    5 nights minstay
    Pool
    FREE CANCELLATION
  70. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  71. $244 to $591/night

    KIHEI SURFSIDE, #509

    1 Bedroom BathroomSleeps 2
    5 nights minstay
    Pool
    FREE CANCELLATION
  72. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  73. $346 to $1,020/night

    Hale Mahina #B-405

    2 BedroomsBathroomsSleeps 6
    1 night minstay
    Pool Hot Tub
    FREE CANCELLATION
  74. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  75. $489 to $1,121/night

    SUGAR BEACH RESORT, #535^

    2 BedroomsBathroomsSleeps 6
    1 night minstay
    Pool Hot Tub
    FREE CANCELLATION
  76. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  77. $295 to $468/night

    Kihei Beach, #603^

    1 Bedroom BathroomSleeps 3
    5 nights minstay
    Pool
    FREE CANCELLATION
  78. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations