RedAwning has over 45 Kauai vacation homes and condos which all include instant online booking and no security deposits, to make your trip easy and stress-free. Kauai is home to the stunning Na Pali coastline, the immense Waimea Canyon, and lush tropical terrain and is the oldest of the Hawaiian islands. Book your stay today!

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  1. $493 to $1,392/night

    Milo Hae Hale

    3 BedroomsBathroomsSleeps 8
    2 nights minstay
    Pool
    FREE CANCELLATION
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  3. $406 to $928/night

    Kiahuna Lani at Poipu

    3 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  5. $522 to $1,614/night

    Villas at Poipu Kai F100

    4 Bedrooms1.5  BathroomSleeps 8
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  7. $247 to $370/night

    Pali Ke Kua #241

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
    Pool Hot Tub
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  9. $328 to $384/night

    Pali Ke Kua #103

    1 Bedroom BathroomSleeps 3
    3 nights minstay
    Pool Hot Tub
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  11. $456 to $604/night

    Waipouli Beach Resort G-404

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
    Pool Hot Tub
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  13. $305 to $429/night

    Waipouli Beach Resort C-205

    2 BedroomsBathroomsSleeps 5
    3 nights minstay
    Pool Hot Tub
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  15. $427 to $564/night

    Molokama

    4 BedroomsBathroomsSleeps 8
    3 nights minstay
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  17. $199 to $238/night

    Cliffs at Princeville 7303

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  19. $252 to $304/night

    Plantation at Princeville 1322

    3 BedroomsBathroomsSleeps 6
    3 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  21. $357 to $696/night

    Pili Mai 8D

    3 BedroomsBathroomsSleeps 8
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  23. $226 to $517/night

    Mauna Kai 2

    3 BedroomsBathroomsSleeps 8
    2 nights minstay
    FREE CANCELLATION
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  25. $348 to $893/night

    Hale Waileia

    3 BedroomsBathroomsSleeps 8
    2 nights minstay
    FREE CANCELLATION
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  27. $406 to $928/night

    Kiahuna Plantation Hale

    3 Bedrooms3.5 BathroomsSleeps 6
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  29. $259 to $346/night

    Plantations at Princeville #1122

    3 BedroomsBathroomsSleeps 6
    3 nights minstay
    Pool Hot Tub
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  31. $311 to $415/night

    Waipouli Beach Resort E-406

    1 BedroomBathroomsSleeps 4
    3 nights minstay
    Pool Hot Tub
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  33. $247 to $347/night

    Plantations at Princeville #521

    3 BedroomsBathroomsSleeps 6
    3 nights minstay
    Pool Hot Tub
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  35. $270 to $376/night

    Hale Kohea

    3 BedroomsBathroomsSleeps 6
    3 nights minstay
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  37. $341 to $410/night

    Hanalei Bay Resort 5202

    1 Bedroom BathroomSleeps 3
    3 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  39. $457 to $581/night

    Hanalei Bay Resort 52012

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  41. $249 to $312/night

    Hanalei Bay Villas #16

    2 Bedrooms2.5 BathroomsSleeps 6
    5 nights minstay
    FREE CANCELLATION
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  43. $280 to $405/night

    Hanalei Bay Resort 1207-08

    1 BedroomBathroomsSleeps 6
    5 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  45. $1,508 to $3,190/night

    Laulea Kailani Villa (KAUAI)

    3 Bedrooms3.5 BathroomsSleeps 6
    2 nights minstay
    Pool
    FREE CANCELLATION
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  47. $348 to $696/night

    Pili Mai 6K

    3 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  49. $463 to $1,411/night

    Hanalei Bay Resort 7307/08

    2 BedroomsBathroomsSleeps 8
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  51. $427 to $547/night

    Regency at Poipu Kai #721

    3 BedroomsBathroomsSleeps 6
    3 nights minstay
    Pool Hot Tub
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  53. $406 to $822/night

    Pili Mai 3B

    4 Bedrooms3.5 BathroomsSleeps 10
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  55. $215 to $517/night

    Mauna Kai 11

    3 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool
    FREE CANCELLATION
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  57. $334 to $401/night

    Puu Poa #305

    2 BedroomsBathroomsSleeps 5
    3 nights minstay
    Pool
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  59. $456 to $574/night

    Waipouli Beach Resort G-306

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
    Pool Hot Tub
  60. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  61. $310 to $489/night

    Waipouli Beach Resort A-303

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
    Pool Hot Tub
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  63. $247 to $317/night

    Pali Ke Kua #118

    1 Bedroom BathroomSleeps 2
    3 nights minstay
    Pool Hot Tub
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  65. $282 to $430/night

    Waipouli Beach Resort D-309

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
    Pool Hot Tub
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  67. $299 to $458/night

    Waipouli Beach Resort C-105

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
    Pool Hot Tub
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  69. $688 to $1,152/night

    Pu'uwai Hale

    4 BedroomsBathroomsSleeps 8
    3 nights minstay
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  71. $340 to $494/night

    Waipouli Beach Resort E-205

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
    Pool Hot Tub
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  73. $224 to $390/night

    Plantations at Princeville #1212

    2 BedroomsBathroomsSleeps 4
    3 nights minstay
    Pool
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  75. $342 to $696/night

    Pili Mai 11I

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