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. $127 to $278/night

    Tower 1 Suite 2108- KP

    1 Bedroom BathroomSleeps 6
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  3. $127 to $278/night

    Tower 1 Suite 2710- KP

    1 Bedroom BathroomSleeps 6
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  5. $127 to $278/night

    Tower 1 Suite 2508- KP

    1 Bedroom BathroomSleeps 6
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  7. $139 to $278/night

    Tower 1 Suite 1912- QQP

    1 Bedroom BathroomSleeps 6
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  9. $139 to $255/night

    Tower 2 Suite 3309- QP

    1 Bedroom BathroomSleeps 6
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  11. $127 to $278/night

    Tower 2 Suite 3602- KP

    1 Bedroom BathroomSleeps 4
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  13. $185 to $255/night

    Tower 1 Suite 1501- QQP

    1 Bedroom BathroomSleeps 6
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  15. $139 to $278/night

    Tower 2 Suite 3711- QQP

    1 Bedroom BathroomSleeps 6
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  17. $127 to $278/night

    Tower 1 Suite 708- KP

    1 Bedroom BathroomSleeps 6
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  18. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  19. $909 to $3,787/night

    Maui Westside Properties: Luana Garden Villa 8B

    3 BedroomsBathroomsSleeps 8
    1 night minstay
    Pool Hot Tub
  20. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  21. $183 to $230/night

    Villas on the Prince 34

    3 BedroomsBathroomsSleeps 6
    28 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  23. $137 to $170/night

    Islander on the Beach 259

    Studio BathroomSleeps 4
    3 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  24. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  25. $565 to $2,125/night

    Maui Westside Properties Amazing Sunset View K705

    2 BedroomsBathroomsSleeps 6
    1 night minstay
    Pool Hot Tub
  26. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  27. $1,165 to $4,938/night

    Ocean Views from Heliconia 2302 Residences

    3 BedroomsBathroomsSleeps 8
    1 night minstay
    Pool Hot Tub
  28. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  29. $565 to $2,509/night

    Maui Westside Properties- Honua Kai- Hokulani 509

    2 BedroomsBathroomsSleeps 6
    1 night minstay
    Pool Hot Tub
  30. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  31. $845 to $2,441/night

    Honua kai Konea 312/314 3 bedroom/Two Bath

    3 BedroomsBathroomsSleeps 10
    1 night minstay
    Pool Hot Tub
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  33. $303 to $1,010/night

    Maui Westside Properties: Honua Kai- Hokulani 414

    1 Bedroom BathroomSleeps 4
    1 night minstay
    Pool Hot Tub
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  35. $450 to $863/night

    Maui Banyan P301

    2 BedroomsBathroomsSleeps 8
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  37. $303 to $1,025/night

    Maui Westside:-Honua Kai- Hokulani 930

    1 Bedroom BathroomSleeps 4
    1 night minstay
    Pool Hot Tub
  38. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  39. $291 to $996/night

    Maui Westside Presents- Honua Kai- Konea 314

    1 Bedroom BathroomSleeps 4
    1 night minstay
    Pool Hot Tub
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  41. $386 to $554/night

    Kahana Sunset E5

    2 BedroomsBathroomsSleeps 7
    3 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  42. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  43. $1,160 to $3,033/night

    O'oma Plantation

    5 BedroomsBathroomsSleeps 16
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  44. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  45. $259 to $346/night

    Plantations at Princeville #1122

    3 BedroomsBathroomsSleeps 6
    3 nights minstay
    Pool Hot Tub
  46. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  47. $384 to $508/night

    Regency at Poipu Kai #924

    3 BedroomsBathroomsSleeps 7
    3 nights minstay
    Pool Hot Tub
  48. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  49. $347 to $415/night

    Waipouli Beach Resort E-406

    1 BedroomBathroomsSleeps 4
    3 nights minstay
    Pool Hot Tub
  50. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  51. $256 to $347/night

    Plantations at Princeville #521

    3 BedroomsBathroomsSleeps 6
    3 nights minstay
    Pool Hot Tub
  52. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  53. $766 to $846/night

    Hale Honu-Oceanfront

    4 BedroomsBathroomsSleeps 8
    5 nights minstay
    Hot Tub
    FREE CANCELLATION
  54. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  55. $194 to $244/night

    Fairway Villas A-31

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  57. $237 to $359/night

    Na Hale o Keauhou H3

    3 Bedrooms2.5 BathroomsSleeps 6
    7 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  58. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  59. $164 to $231/night

    Sea Village 1-203

    1 Bedroom BathroomSleeps 4
    3 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  60. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  61. $1,008 to $2,016/night

    Kai Halulu

    3 Bedrooms3.5 BathroomsSleeps 7
    4 nights minstay
    Hot Tub
    FREE CANCELLATION
  62. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  63. $1,217 to $3,033/night

    House of the Turtle at Champion Ridge, Mauna Lani (CR 18...

    4 Bedrooms4.5 BathroomsSleeps 10
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  64. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations