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. $641 to $2,535/night

    Pineapple Hale

    4 BedroomsBathroomsSleeps 10
    2 nights minstay
    Pool
    FREE CANCELLATION
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  3. $544 to $969/night

    Kapalua Bay Villa 31G4 Gold Ocean View

    2 BedroomsBathroomsSleeps 6
    4 nights minstay
    Pool
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  5. $485 to $621/night

    Hale Ulu'wehi

    4 Bedrooms2.5 BathroomsSleeps 8
    5 nights minstay
    FREE CANCELLATION
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  7. $471 to $559/night

    Hale Ke Aluala

    2 Bedrooms BathroomSleeps 6
    5 nights minstay
    FREE CANCELLATION
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  9. $347 to $435/night

    Hale Kohola

    3 BedroomsBathroomsSleeps 6
    5 nights minstay
    FREE CANCELLATION
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  11. $322 to $466/night

    Puako Beach Penthouse 405

    3 BedroomsBathroomsSleeps 6
    5 nights minstay
    Pool
    FREE CANCELLATION
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  13. $306 to $567/night

    Kapalua Villa 21

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  15. $294 to $494/night

    Kapalua Ridge Villa 1511 Gold Ocean View

    1 BedroomBathroomsSleeps 4
    4 nights minstay
    Pool
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  17. $286 to $341/night

    Lower Honoapiilani Condo 1 Bedroom Sleeps 2

    1 Bedroom BathroomSleeps 2
    3 nights minstay
    Pool
    FREE CANCELLATION
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  19. $279 to $776/night

    Kahana Villa E614

    2 Bedrooms BathroomSleeps 6
    2 nights minstay
    Pool
    FREE CANCELLATION
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  21. $247 to $291/night

    Lower Honoapiilani Condo 2 Bedrooms Sleeps 4

    2 BedroomsBathroomsSleeps 4
    3 nights minstay
    FREE CANCELLATION
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  23. $235 to $373/night

    Puako Beach Condo 109

    3 BedroomsBathroomsSleeps 6
    5 nights minstay
    Pool
    FREE CANCELLATION
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  25. $234 to $370/night

    Vista Waikoloa G-104

    2 Bedrooms2.5 BathroomsSleeps 5
    4 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  27. $219 to $473/night

    Diamond Head Beach Hotel 501

    2 Bedrooms BathroomSleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
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  29. $219 to $349/night

    Diamond Head Beach Hotel 601

    1 Bedroom BathroomSleeps 4
    2 nights minstay
    FREE CANCELLATION
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  31. $219 to $349/night

    Diamond Head Beach Hotel 602

    1 Bedroom BathroomSleeps 4
    2 nights minstay
    FREE CANCELLATION
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  33. $219 to $315/night

    Diamond Head Beach Hotel 1203

    1 Bedroom BathroomSleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
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  35. $202 to $636/night

    Napili Shores F147

    1 Bedroom BathroomSleeps 4
    3 nights minstay
    Pool
    FREE CANCELLATION
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  37. $200 to $643/night

    White Sands Village #222

    2 BedroomsBathroomsSleeps 4
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  39. $193/night

    Holoholo ku Waimea

    3 BedroomsBathroomsSleeps 6
    14 nights minstay
    FREE CANCELLATION
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  41. $190 to $623/night

    Aina Nalu Premier Condo I207

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
    FREE CANCELLATION
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  43. $180 to $609/night

    Aina Nalu Premier Platinum Condo H206

    2 Bedrooms BathroomSleeps 6
    3 nights minstay
    Pool
    FREE CANCELLATION
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  45. $173 to $353/night

    Kahana Villa F410

    1 Bedroom BathroomSleeps 4
    4 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  47. $171 to $569/night

    Royal Kahana 802

    Studio BathroomSleeps 2
    1 night minstay
    Pool
    FREE CANCELLATION
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  49. $167 to $253/night

    Palms Waikiki 720

    Studio BathroomSleeps 2
    2 nights minstay
    Pool
    FREE CANCELLATION
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  51. $158 to $596/night

    Waikiki Grand Condominium 922 *Legal Vacation Rental

    1 Bedroom BathroomSleeps 2
    2 nights minstay
    Pool
    FREE CANCELLATION
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  53. $150 to $546/night

    AlohaDays Kalakauan

    1 Bedroom BathroomSleeps 5
    2 nights minstay
    FREE CANCELLATION
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  55. $145 to $569/night

    Lahaina Shores 210

    Studio BathroomSleeps 2
    1 night minstay
    Pool
    FREE CANCELLATION
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  57. $142 to $290/night

    Palms Waikiki 506

    Studio BathroomSleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
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  59. $142 to $290/night

    Waikiki Grand 411

    Studio BathroomSleeps 2
    2 nights minstay
    Pool
    FREE CANCELLATION
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  61. $142 to $290/night

    Waikiki Grand 719

    Studio BathroomSleeps 2
    2 nights minstay
    Pool Pets OK
    FREE CANCELLATION
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  63. $138 to $476/night

    Kona White Sands A4

    Studio BathroomSleeps 3
    2 nights minstay
    FREE CANCELLATION
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  65. $107 to $208/night

    Waikiki Grand 308

    Studio BathroomSleeps 2
    2 nights minstay
    Pool
    FREE CANCELLATION
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  67. $107 to $208/night

    Aloha Surf 1509

    Studio BathroomSleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
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  69. $0/night

    Lower Honoapiilani Condo 1 Bedroom Sleeps 4

    Studio BathroomSleeps 4
  70. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations