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. $141 to $341/night

    Kihei Akahi Resort- Unit C505

    1 Bedroom BathroomSleeps 4
    7 nights minstay
    Pool
    FREE CANCELLATION
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  3. $212 to $456/night

    Kanai A Nalu 406

    2 BedroomsBathroomsSleeps 4
    7 nights minstay
    Pool
    FREE CANCELLATION
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  5. $256 to $469/night

    Kanai A Nalu 101

    2 BedroomsBathroomsSleeps 6
    7 nights minstay
    Pool
    FREE CANCELLATION
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  7. $186 to $436/night

    Island Sands 206

    2 BedroomsBathroomsSleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
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  9. $225 to $456/night

    Kanai A Nalu 110

    2 BedroomsBathroomsSleeps 4
    7 nights minstay
    Pool
    FREE CANCELLATION
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  11. $161 to $379/night

    Kihei Akahi Resort- Unit B204

    2 BedroomsBathroomsSleeps 6
    7 nights minstay
    Pool
    FREE CANCELLATION
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  13. $114 to $289/night

    E204 Papakea

    Studio BathroomSleeps 2
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  15. $289 to $443/night

    Wailea Ekahi Village

    1 Bedroom1.5  BathroomSleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
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  17. $141 to $208/night

    Nani Kai Hale # 601

    1 BedroomBathroomsSleeps 2
    5 nights minstay
    Pool
    FREE CANCELLATION
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  19. $203 to $276/night

    Nani Kai Hale # 502

    2 BedroomsBathroomsSleeps 4
    5 nights minstay
    Pool
    FREE CANCELLATION
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  21. $152 to $219/night

    Nani Kai Hale # 304

    1 BedroomBathroomsSleeps 4
    5 nights minstay
    Pool
    FREE CANCELLATION
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  23. $197 to $264/night

    Nani Kai Hale # 302

    2 BedroomsBathroomsSleeps 6
    5 nights minstay
    Pool
    FREE CANCELLATION
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  25. $214 to $332/night

    Bay Villa 33B2

    1 Bedroom1.5  BathroomSleeps 4
    1 night minstay
    Pool
  26. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  27. $186 to $482/night

    Kanai A Nalu 315

    2 BedroomsBathroomsSleeps 5
    7 nights minstay
    Pool
    FREE CANCELLATION
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  29. $141 to $353/night

    Kihei Akahi Resort- Unit C405

    1 Bedroom BathroomSleeps 4
    7 nights minstay
    Pool
    FREE CANCELLATION
  30. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  31. $276 to $495/night

    Kanai A Nalu 318

    2 BedroomsBathroomsSleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
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  33. $289 to $495/night

    Kanai A Nalu 319

    2 BedroomsBathroomsSleeps 5
    7 nights minstay
    Pool
    FREE CANCELLATION
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  35. $289 to $495/night

    Kanai A Nalu 320

    2 BedroomsBathroomsSleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
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  37. $289 to $495/night

    Kanai A Nalu 402

    2 BedroomsBathroomsSleeps 5
    7 nights minstay
    Pool
    FREE CANCELLATION
  38. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  39. $289 to $495/night

    Kanai A Nalu 419

    2 BedroomsBathroomsSleeps 5
    2 nights minstay
    Pool
    FREE CANCELLATION
  40. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  41. $152 to $219/night

    Nani Kai Hale 307

    1 BedroomBathroomsSleeps 4
    5 nights minstay
    Pool
    FREE CANCELLATION
  42. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  43. $152 to $219/night

    Nani Kai Hale # 405

    1 BedroomBathroomsSleeps 4
    5 nights minstay
    Pool
    FREE CANCELLATION
  44. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  45. $141 to $197/night

    Nani Kai Hale # 301

    1 BedroomBathroomsSleeps 4
    5 nights minstay
    Pool
    FREE CANCELLATION
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  47. $203 to $287/night

    Nani Kai Hale # 308

    1 BedroomBathroomsSleeps 4
    5 nights minstay
    Pool
    FREE CANCELLATION
  48. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  49. $248 to $366/night

    Bay Villa 30G1

    1 BedroomBathroomsSleeps 4
    1 night minstay
    Pool
  50. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  51. $326 to $383/night

    Kahana Sunset A3

    2 Bedrooms2.5 BathroomsSleeps 4
    4 nights minstay
    Pool
  52. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  53. $100 to $311/night

    Ilikai 1223

    1 Bedroom BathroomSleeps 5
    2 nights minstay
    FREE CANCELLATION
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  55. $124 to $361/night

    Ilikai 1612

    1 Bedroom BathroomSleeps 3
    2 nights minstay
    Pool
    FREE CANCELLATION
  56. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  57. $173 to $366/night

    Island Sands 401

    1 Bedroom BathroomSleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
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  59. $244 to $469/night

    Kanai A Nalu 414

    2 BedroomsBathroomsSleeps 4
    7 nights minstay
    Pool
    FREE CANCELLATION
  60. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  61. $212 to $456/night

    Kanai A Nalu 302

    2 BedroomsBathroomsSleeps 6
    7 nights minstay
    Pool
    FREE CANCELLATION
  62. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  63. $114 to $302/night

    Kihei Kai Nani- Unit 341

    1 Bedroom BathroomSleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
  64. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  65. $289 to $418/night

    Royal Mauian 511

    2 BedroomsBathroomsSleeps 5
    2 nights minstay
    Pool
    FREE CANCELLATION
  66. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  67. $141 to $208/night

    Nani Kai Hale # 507

    1 BedroomBathroomsSleeps 4
    5 nights minstay
    Pool
    FREE CANCELLATION
  68. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  69. $248 to $366/night

    Bay Villa 38G2

    1 BedroomBathroomsSleeps 4
    1 night minstay
    Pool
  70. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  71. $248 to $366/night

    Bay Villa 38G3

    1 Bedroom1.5  BathroomSleeps 4
    1 night minstay
    Pool
  72. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  73. $197 to $366/night

    Golf Villa 19T4

    1 BedroomBathroomsSleeps 4
    1 night minstay
    Pool
  74. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations