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. $366 to $635/night

    Maui Kai 308

    1 Bedroom BathroomSleeps 4
    3 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  3. $605 to $884/night

    Kaanapali Shores 103

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  5. $355 to $801/night

    Kihei Resort 202

    2 BedroomsBathroomsSleeps 8
    3 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  7. $654 to $2,816/night

    Waterfall House

    4 Bedrooms3.5 BathroomsSleeps 8
    2 nights minstay
    Pool Hot Tub
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  9. $157 to $433/night

    Kona Makai 2303

    1 Bedroom BathroomSleeps 4
    2 nights minstay
    Pool Hot Tub
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  11. $318 to $1,008/night

    Hali'i Kai at Waikoloa Beach Resort 9F

    3 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool Hot Tub
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  13. $128 to $412/night

    Kona Makai 4104

    1 Bedroom BathroomSleeps 4
    2 nights minstay
    Pool Hot Tub
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  15. $290 to $882/night

    Kona Makai 6201

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool Hot Tub
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  17. $282 to $694/night

    Banyan Tree 200

    2 BedroomsBathroomsSleeps 5
    2 nights minstay
    Pool Hot Tub
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  19. $261 to $612/night

    Kaanapali Royal #A201 (MAUI)

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  21. $319 to $443/night

    Nohea Villa

    3 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  23. $232 to $593/night

    Hale Alaula- Ocean View

    3 BedroomsBathroomsSleeps 6
    2 nights minstay
    Hot Tub
    FREE CANCELLATION
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  25. $348 to $638/night

    Keauhou Estates #185

    3 BedroomsBathroomsSleeps 6
    2 nights minstay
    Hot Tub
    FREE CANCELLATION
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  27. $184 to $506/night

    Aina Nalu D-207: Affordable luxury at it's best!

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  29. $406 to $928/night

    Kiahuna Plantation Hale

    3 Bedrooms3.5 BathroomsSleeps 6
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  31. $406 to $960/night

    Hale Anu Keanu

    4 Bedrooms3.5 BathroomsSleeps 8
    2 nights minstay
    Hot Tub
    FREE CANCELLATION
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  33. $249 to $672/night

    Mauna Lani Fairways #102

    3 Bedrooms2.5 BathroomsSleeps 8
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  35. $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
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  37. $336 to $696/night

    Pili Mai 7M

    3 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  39. $348 to $810/night

    Pili Mai 6K

    3 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  41. $1,160 to $2,980/night

    O'oma Plantation

    5 BedroomsBathroomsSleeps 16
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  43. $278 to $805/night

    Kanaloa at Kona 1606

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  45. $127 to $339/night

    Kahana Villa F406 1Bdrm

    1 Bedroom BathroomSleeps 4
    5 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  47. $346 to $590/night

    Honua Kai Hokulani 316 1BR

    1 Bedroom BathroomSleeps 4
    5 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  49. $191 to $370/night

    Noelani 211 OceanFront Studio

    Studio BathroomSleeps 3
    5 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  51. $406 to $1,218/night

    Hali'i Kai 12E

    3 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  53. $1,015 to $2,552/night

    Fairway Villa 104A

    3 Bedrooms3.5 BathroomsSleeps 6
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  55. $324 to $893/night

    Kumulani I-1

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  57. $870 to $1,740/night

    Wai'ula'ula 318

    3 Bedrooms2.5 BathroomsSleeps 6
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  58. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations