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. $275 to $323/night

    Plantations at Princeville #1122

    3 BedroomsBathroomsSleeps 6
    3 nights minstay
    Pool Hot Tub
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  3. $819 to $1,638/night

    Hanalei Plantation

    2 BedroomsBathroomsSleeps 4
    5 nights minstay
    Pool
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  5. $284 to $473/night

    Honu Haven

    2 BedroomsBathroomsSleeps 4
    4 nights minstay
    Pool
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  7. $420 to $524/night

    Regency at Poipu Kai #924

    3 BedroomsBathroomsSleeps 7
    3 nights minstay
    Pool Hot Tub
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  9. $332 to $384/night

    Kaha Lani #222

    2 BedroomsBathroomsSleeps 4
    3 nights minstay
    Pool
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  11. $306 to $473/night

    Plantations at Princeville #521

    3 BedroomsBathroomsSleeps 6
    3 nights minstay
    Pool Hot Tub
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  13. $1,002 to $1,197/night

    Nakoa Kai

    3 BedroomsBathroomsSleeps 6
    4 nights minstay
    Pool
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  15. $306 to $433/night

    Waipouli Beach Resort E-406

    1 BedroomBathroomsSleeps 4
    3 nights minstay
    Pool Hot Tub
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  17. $287 to $413/night

    Hanalei Bay Resort 1207-08

    1 BedroomBathroomsSleeps 6
    5 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  19. $287 to $377/night

    Nihilani 28C

    2 BedroomsBathroomsSleeps 6
    5 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  21. $347 to $504/night

    Emmalani Court 322

    2 BedroomsBathroomsSleeps 4
    4 nights minstay
    Pool Hot Tub
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  23. $473 to $876/night

    Hale Tiare

    2 BedroomsBathroomsSleeps 6
    4 nights minstay
    Pool
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  25. $315 to $454/night

    Hale Emmalani #311

    2 BedroomsBathroomsSleeps 5
    4 nights minstay
    Pool Hot Tub
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  27. $125 to $531/night

    Sealodge E6

    2 BedroomsBathroomsSleeps 5
    2 nights minstay
    Pool
    FREE CANCELLATION
  28. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  29. $318 to $686/night

    Hanalei Bay Resort 6101/2

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  30. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  31. $237 to $618/night

    Hanalei Bay Resort 6102

    1 Bedroom BathroomSleeps 4
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  33. $150 to $598/night

    Puamana 4D

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool
    FREE CANCELLATION
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  35. $206 to $618/night

    Puamana 18B

    3 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool
    FREE CANCELLATION
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  37. $131 to $477/night

    Sealodge H4

    1 Bedroom BathroomSleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
  38. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  39. $363 to $380/night

    Regency at Poipu Kai #914

    2 BedroomsBathroomsSleeps 4
    3 nights minstay
    Pool Hot Tub
  40. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  41. $581 to $588/night

    Regency at Poipu Kai #721

    3 BedroomsBathroomsSleeps 6
    3 nights minstay
    Pool Hot Tub
  42. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  43. $488 to $494/night

    Puu Poa #305

    2 BedroomsBathroomsSleeps 5
    3 nights minstay
    Pool
  44. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  45. $285 to $308/night

    Pali Ke Kua #118

    1 Bedroom BathroomSleeps 2
    3 nights minstay
    Pool Hot Tub
  46. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  47. $332 to $451/night

    Nihilani 22C

    3 Bedrooms2.5 BathroomsSleeps 7
    3 nights minstay
    Pool
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  49. $280 to $352/night

    Pali Ke Kua #204

    2 BedroomsBathroomsSleeps 4
    3 nights minstay
    Pool Hot Tub
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  51. $451 to $560/night

    Waipouli Beach Resort G-306

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
    Pool Hot Tub
  52. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  53. $358 to $476/night

    Waipouli Beach Resort C-105

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
    Pool Hot Tub
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  55. $244 to $352/night

    Plantations at Princeville #1212

    2 BedroomsBathroomsSleeps 4
    3 nights minstay
    Pool
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  57. $358 to $457/night

    Waipouli Beach Resort E-205

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
    Pool Hot Tub
  58. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  59. $372 to $2,176/night

    Mauna Lani Villa w/ Outdoor Kitchen, Pool & Gym

    3 BedroomsBathroomsSleeps 8
    2 nights minstay
    Pool
    FREE CANCELLATION
  60. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  61. $222 to $317/night

    Emmalani Court #525

    2 BedroomsBathroomsSleeps 6
    5 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  62. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  63. $251 to $317/night

    Paniolo #112

    1 BedroomBathroomsSleeps 4
    5 nights minstay
    Pool
    FREE CANCELLATION
  64. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  65. $213 to $251/night

    Beautifully Upgraded, Full Kitchen, Comfy King Bed, AC

    1 Bedroom BathroomSleeps 2
    3 nights minstay
    Pool Hot Tub
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  67. $251 to $372/night

    Newly Remodeled Cliffs Resort in Princeville

    2 BedroomsBathroomsSleeps 6
    4 nights minstay
    Pool Hot Tub
  68. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  69. $251 to $314/night

    Lae Nani 333, Oceanview, Renovated and Gated

    1 Bedroom1.5  BathroomSleeps 2
    3 nights minstay
    Pool
  70. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  71. $362 to $1,186/night

    Hanalei Bay Resort

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  72. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  73. $193 to $595/night

    Ali'i Kai 6102

    2 BedroomsBathroomsSleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
  74. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  75. $293 to $1,057/night

    Puu Poa 401

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool
    FREE CANCELLATION
  76. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  77. $161 to $556/night

    Cliffs 4209

    1 BedroomBathroomsSleeps 4
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  78. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  79. $218 to $618/night

    Sealodge G7

    2 BedroomsBathroomsSleeps 5
    2 nights minstay
    Pool
    FREE CANCELLATION
  80. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  81. $203 to $600/night

    Ali'i Kai 7204

    2 BedroomsBathroomsSleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
  82. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  83. $173 to $586/night

    Cliffs 5205

    1 BedroomBathroomsSleeps 4
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  84. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  85. $271 to $441/night

    North Shore Kauai Hideaway

    2 BedroomsBathroomsSleeps 4
    4 nights minstay
    Pool Hot Tub
  86. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  87. $977 to $1,254/night

    Kamapua'a Hale

    3 Bedrooms3.5 BathroomsSleeps 6
    5 nights minstay
    Pool
  88. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  89. $313 to $426/night

    Pali Ke Kua #103

    1 Bedroom BathroomSleeps 3
    3 nights minstay
    Pool Hot Tub
  90. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  91. $358 to $440/night

    Waipouli Beach Resort C-205

    2 BedroomsBathroomsSleeps 4
    3 nights minstay
    Pool Hot Tub
  92. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  93. $265 to $352/night

    Pali Ke Kua #241

    2 BedroomsBathroomsSleeps 4
    3 nights minstay
    Pool Hot Tub
  94. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  95. $488 to $555/night

    Waipouli Beach Resort G-404

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
    Pool Hot Tub
  96. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  97. $410 to $693/night

    Lae Nani 434

    1 Bedroom1.5  BathroomSleeps 2
    4 nights minstay
    Pool
  98. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  99. $410 to $630/night

    Villas of Kamalii 43

    3 BedroomsBathroomsSleeps 5
    4 nights minstay
    Pool
  100. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  101. $347 to $580/night

    Nihilani 26A

    3 BedroomsBathroomsSleeps 6
    4 nights minstay
    Pool Hot Tub
  102. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  103. $410 to $630/night

    Villas of Kamalii 47

    3 BedroomsBathroomsSleeps 7
    4 nights minstay
    Pool
  104. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  105. $271 to $441/night

    Nihilani 11A

    2 BedroomsBathroomsSleeps 6
    4 nights minstay
    Pool Hot Tub
  106. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  107. $536 to $851/night

    Poipu Shores 301B

    3 BedroomsBathroomsSleeps 8
    4 nights minstay
    Pool
  108. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  109. $372 to $630/night

    Poipu Palms 102

    2 BedroomsBathroomsSleeps 4
    4 nights minstay
    Pool
  110. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  111. $328 to $529/night

    Hale Kula Kai at Nihilani Princeville

    2 BedroomsBathroomsSleeps 6
    4 nights minstay
    Pool Hot Tub
  112. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  113. $125 to $556/night

    Sealodge H9

    1 Bedroom BathroomSleeps 5
    2 nights minstay
    Pool
    FREE CANCELLATION
  114. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  115. $193 to $452/night

    Hanalei Bay Resort 6101

    1 Bedroom BathroomSleeps 2
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  116. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  117. $125 to $529/night

    Sealodge E7

    1 Bedroom BathroomSleeps 3
    2 nights minstay
    Pool
    FREE CANCELLATION
  118. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  119. $161 to $492/night

    Ali'i Kai 2201

    2 BedroomsBathroomsSleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
  120. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  121. $392 to $623/night

    Puu Poa 309

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool
    FREE CANCELLATION
  122. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  123. $141 to $442/night

    Kamahana 3

    2 BedroomsBathroomsSleeps 5
    2 nights minstay
    Pool
    FREE CANCELLATION
  124. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  125. $187 to $503/night

    Banyan Harbor K132 at Kalapaki Beach

    2 Bedrooms1.5  BathroomSleeps 5
    2 nights minstay
    Pool
    FREE CANCELLATION
  126. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  127. $1,540 to $2,520/night

    Luxury at Mauna Lani

    3 Bedrooms3.5 BathroomsSleeps 8
    5 nights minstay
    Pool Hot Tub
  128. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations