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. $565 to $1,219/night

    Laulea Hale

    4 BedroomsBathroomsSleeps 10
    3 nights minstay
    FREE CANCELLATION
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  3. $111 to $540/night

    Sealodge H9

    1 Bedroom BathroomSleeps 5
    3 nights minstay
    Pool
    FREE CANCELLATION
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  5. $178 to $541/night

    Hale Kamalani

    3 BedroomsBathroomsSleeps 6
    3 nights minstay
    FREE CANCELLATION
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  7. $194 to $409/night

    Hanalei Bay Resort 6101

    1 Bedroom BathroomSleeps 2
    3 nights minstay
    FREE CANCELLATION
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  9. $1,604 to $2,164/night

    Moloa'a Bay Villa & Cottage

    5 BedroomsBathroomsSleeps 11
    2 nights minstay
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  11. $362 to $493/night

    Pali Ke Kua #241

    2 BedroomsBathroomsSleeps 4
    2 nights minstay
    Pool Hot Tub
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  13. $273 to $388/night

    Plantations at Princeville #111

    2 BedroomsBathroomsSleeps 4
    2 nights minstay
    Pool Hot Tub
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  15. $571 to $756/night

    Waipouli Beach Resort G-404

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool Hot Tub
  16. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  17. $415 to $572/night

    Waipouli Beach Resort C-205

    2 BedroomsBathroomsSleeps 5
    2 nights minstay
    Pool Hot Tub
  18. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  19. $572 to $808/night

    Molokama Vacation Home in Hanalei Bay Near Beach

    4 BedroomsBathroomsSleeps 8
    2 nights minstay
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  21. $246 to $559/night

    Kauai Kailani 219

    2 Bedrooms BathroomSleeps 4
    4 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  23. $346 to $737/night

    Kauai Regency at Poipu Kai #711

    Multiple Units Available
    4 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  25. $223 to $486/night

    Kauai Plantation Hale Suites J2

    Multiple Units Available
    4 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  26. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  27. $265 to $584/night

    Kauai Regency at Poipu Kai #811

    Multiple Units Available
    3 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  29. $167 to $468/night

    Banyan Harbor K132 at Kalapaki Beach

    2 Bedrooms1.5  BathroomSleeps 4
    3 nights minstay
    Pool
    FREE CANCELLATION
  30. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  31. $125 to $386/night

    Kamahana 3 Spacious Private Condo with Yard

    2 BedroomsBathroomsSleeps 5
    3 nights minstay
    Pool
    FREE CANCELLATION
  32. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  33. $898 to $1,914/night

    Niulani Lanikai- Kauai Beach House

    4 BedroomsBathroomsSleeps 10
    4 nights minstay
  34. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  35. $254 to $630/night

    Lae Nani 434

    1 Bedroom1.5  BathroomSleeps 2
    3 nights minstay
    Pool
  36. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  37. $367 to $565/night

    Hale Kahana'lu

    2 Bedrooms BathroomSleeps 4
    4 nights minstay
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  39. $333 to $565/night

    Pali Ke Kua #237

    2 BedroomsBathroomsSleeps 4
    4 nights minstay
    Pool Hot Tub
  40. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  41. $774 to $1,432/night

    Hale Lani

    1 Bedroom BathroomSleeps 2
    2 nights minstay
    Hot Tub
  42. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  43. $356 to $565/night

    Villas of Kamalii 43

    3 BedroomsBathroomsSleeps 5
    3 nights minstay
    Pool
  44. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  45. $1,017 to $2,976/night

    Bond House

    4 BedroomsBathroomsSleeps 10
    3 nights minstay
  46. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  47. $339 to $808/night

    Villas of Kamalii 17

    3 BedroomsBathroomsSleeps 6
    4 nights minstay
  48. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  49. $165 to $360/night

    Hale Moi 112B, Queen Bed, Breakfast Bar, Lanai, AC, Suns...

    1 Bedroom BathroomSleeps 2
    2 nights minstay
  50. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  51. $294 to $724/night

    Villas of Kamalii 47

    3 BedroomsBathroomsSleeps 6
    4 nights minstay
    Pool
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  53. $678 to $1,724/night

    Haena Place

    3 BedroomsBathroomsSleeps 6
    3 nights minstay
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  55. $848 to $1,808/night

    Kamapua'a Hale

    3 BedroomsBathroomsSleeps 7
    5 nights minstay
    Pool
  56. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  57. $277 to $469/night

    Emmalani Court 312

    2 BedroomsBathroomsSleeps 4
    3 nights minstay
    Pool
  58. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  59. $266 to $452/night

    Nihilani 11A

    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. $480 to $1,461/night

    Poipu Shores 301B

    3 BedroomsBathroomsSleeps 6
    3 nights minstay
    Pool
  62. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  63. $339 to $622/night

    Hale Kula Kai at Nihilani Princeville

    2 BedroomsBathroomsSleeps 6
    4 nights minstay
    Pool Hot Tub
  64. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  65. $294 to $725/night

    Villas of Kamali'i 56

    3 BedroomsBathroomsSleeps 6
    4 nights minstay
    Pool
  66. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  67. $1,175 to $3,081/night

    Hale Naninoa

    5 BedroomsBathroomsSleeps 11
    3 nights minstay
  68. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  69. $277 to $606/night

    Villas of Kamali'i 38

    3 BedroomsBathroomsSleeps 6
    3 nights minstay
    Pool
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  71. $177 to $374/night

    Sandpiper 216B

    Studio BathroomSleeps 2
    3 nights minstay
    Pool Hot Tub
  72. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  73. $379 to $846/night

    Kahakai Cliffside

    2 BedroomsBathroomsSleeps 4
    3 nights minstay
    Pool
  74. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  75. $1,356 to $2,748/night

    Hanalei Zen Retreat

    3 BedroomsBathroomsSleeps 6
    3 nights minstay
    Pool
  76. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  77. $254 to $531/night

    Pono Kai H204

    1 Bedroom BathroomSleeps 2
    4 nights minstay
    Pool
  78. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  79. $473 to $637/night

    Moloa'a Bay Cottage

    1 Bedroom BathroomSleeps 4
    2 nights minstay
  80. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  81. $1,349 to $1,609/night

    Moloa'a Bay Villa

    3 BedroomsBathroomsSleeps 7
    2 nights minstay
  82. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  83. $331 to $415/night

    Pali Ke Kua #103

    1 Bedroom BathroomSleeps 2
    3 nights minstay
    Pool Hot Tub
  84. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  85. $339 to $857/night

    Poipu Palms 102

    2 BedroomsBathroomsSleeps 4
    3 nights minstay
    Pool
  86. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  87. $276 to $622/night

    North Shore Kauai Hideaway

    2 BedroomsBathroomsSleeps 4
    4 nights minstay
    Pool Hot Tub
  88. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  89. $172 to $611/night

    Ali'i Kai 6102

    2 BedroomsBathroomsSleeps 4
    3 nights minstay
    Pool
    FREE CANCELLATION
  90. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  91. $200 to $539/night

    Sealodge G7

    2 BedroomsBathroomsSleeps 5
    3 nights minstay
    Pool
    FREE CANCELLATION
  92. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  93. $154 to $514/night

    Cliffs 5205

    1 BedroomBathroomsSleeps 4
    3 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  94. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  95. $143 to $410/night

    Cliffs 4209

    1 BedroomBathroomsSleeps 4
    3 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  96. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  97. $493 to $861/night

    Pali Ke Kua #204

    2 BedroomsBathroomsSleeps 4
    3 nights minstay
    Pool Hot Tub
  98. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  99. $388 to $572/night

    Puu Poa #305

    2 BedroomsBathroomsSleeps 5
    2 nights minstay
    Pool
  100. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  101. $362 to $467/night

    Regency at Poipu Kai #914

    2 BedroomsBathroomsSleeps 4
    3 nights minstay
    Pool Hot Tub
  102. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  103. $469 to $625/night

    Kauai Tree House

    3 BedroomsBathroomsSleeps 7
    2 nights minstay
  104. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  105. $331 to $415/night

    Pali Ke Kua #118

    1 Bedroom BathroomSleeps 2
    3 nights minstay
    Pool Hot Tub
  106. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  107. $415 to $572/night

    Waipouli Beach Resort C-105

    2 BedroomsBathroomsSleeps 4
    2 nights minstay
    Pool Hot Tub
  108. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  109. $815 to $1,108/night

    Pu'uwai Hale

    4 Bedrooms4.5 BathroomsSleeps 8
    2 nights minstay
  110. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  111. $441 to $572/night

    Waipouli Beach Resort E-205

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool Hot Tub
  112. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  113. $283 to $493/night

    Plantations at Princeville #1212

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool Hot Tub
  114. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  115. $859 to $2,592/night

    Kahikolu

    4 BedroomsBathroomsSleeps 7
    3 nights minstay
    Pool
  116. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  117. $530 to $1,331/night

    Kauai Villas at Poipu Kai E211

    3 BedroomsBathroomsSleeps 6
    4 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  118. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  119. $585 to $1,485/night

    Kauai Poipu Kapili 51

    2 BedroomsBathroomsSleeps 6
    4 nights minstay
    Pool
    FREE CANCELLATION
  120. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  121. $209 to $441/night

    Kauai Plantation Hale Suites C8

    Multiple Units Available
    3 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  122. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  123. $235 to $646/night

    Kauai Makanui 521

    Multiple Units Available
    3 nights minstay
    Pool
    FREE CANCELLATION
  124. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  125. $308 to $636/night

    Kauai Manualoha 703

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  126. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  127. $272 to $566/night

    Kauai Kiahuna Plantation #304

    Multiple Units Available
    3 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  128. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  129. $231 to $283/night

    Emmalani Suite

    1 Bedroom BathroomSleeps 2
    3 nights minstay
  130. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  131. $570 to $756/night

    Waipouli Beach Resort G-306

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool Hot Tub
  132. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  133. $322 to $1,142/night

    Hanalei Bay Resort

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  134. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  135. $249 to $573/night

    Remodeled Cliffs Resort in Princeville

    2 BedroomsBathroomsSleeps 6
    4 nights minstay
    Pool Hot Tub
  136. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  137. $1,413 to $2,590/night

    Haena Modern Beachfront Hale Ekahi

    3 Bedrooms2.5 BathroomsSleeps 6
    3 nights minstay
    Hot Tub
  138. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  139. $605 to $1,243/night

    Cliffs 8301

    2 Bedrooms2.5 BathroomsSleeps 6
    4 nights minstay
    Pool Hot Tub
  140. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  141. $190 to $669/night

    Ali'i Kai 7204

    2 BedroomsBathroomsSleeps 4
    3 nights minstay
    Pool
    FREE CANCELLATION
  142. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  143. $214 to $247/night

    Beautifully Upgraded, Full Kitchen, Comfy King Bed, AC

    1 Bedroom BathroomSleeps 2
    3 nights minstay
    Pool Hot Tub
  144. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  145. $565 to $1,159/night

    Kapiolani- As seen on HGTV

    3 BedroomsBathroomsSleeps 8
    3 nights minstay
    Hot Tub
  146. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  147. $1,017 to $2,755/night

    Hanalei Beachfront Cottage

    2 Bedrooms BathroomSleeps 4
    3 nights minstay
    Hot Tub
  148. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  149. $177 to $200/night

    Malu Kauai, a Beautiful Kauai Cottage 1 Mile from Kalapa...

    1 Bedroom BathroomSleeps 2
    3 nights minstay
  150. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  151. $1,695 to $2,260/night

    Hale Hoku

    5 BedroomsBathroomsSleeps 12
    5 nights minstay
  152. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  153. $588 to $1,695/night

    Mauna Pua- A Four Bedroom Vacation Rental Home

    4 BedroomsBathroomsSleeps 8
    3 nights minstay
  154. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  155. $814 to $2,307/night

    Mauna Pua- A 7 bedroom Kauai Vacation Rental

    7 BedroomsBathroomsSleeps 14
    3 nights minstay
    Hot Tub
  156. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  157. $279 to $724/night

    Lae Nani 333, Oceanview, Renovated and Gated

    1 Bedroom1.5  BathroomSleeps 2
    3 nights minstay
    Pool
  158. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  159. $961 to $1,695/night

    Punahele

    3 BedroomsBathroomsSleeps 8
    5 nights minstay
    Hot Tub
  160. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  161. $3,173 to $7,910/night

    Haena Modern Beachfront Sleeps 12

    6 BedroomsBathroomsSleeps 12
    5 nights minstay
    Hot Tub
  162. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  163. $226 to $534/night

    Emmalani Court 423

    1 BedroomBathroomsSleeps 4
    3 nights minstay
    Pool Hot Tub
  164. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  165. $886 to $2,498/night

    Aloha 'Ohana

    5 BedroomsBathroomsSleeps 12
    4 nights minstay
    Pool
  166. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  167. $260 to $497/night

    Sandpiper 216A

    2 Bedrooms1.5  BathroomSleeps 4
    3 nights minstay
    Pool Hot Tub
  168. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  169. $387 to $457/night

    Nihilani 22C

    3 Bedrooms2.5 BathroomsSleeps 7
    2 nights minstay
    Pool Hot Tub
  170. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  171. $1,011 to $1,428/night

    Luxury Makalae Home close to Water Activities

    5 BedroomsBathroomsSleeps 10
    2 nights minstay
  172. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  173. $398 to $1,004/night

    Kauai Pili Mai 14J

    Multiple Units Available
    3 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  174. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  175. $3,164 to $6,500/night

    Hanalei Beachfront Hale

    3 Bedrooms3.5 BathroomsSleeps 8
    5 nights minstay
    Hot Tub
  176. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  177. $774 to $1,432/night

    Hale Nanea

    1 Bedroom BathroomSleeps 2
    2 nights minstay
    Hot Tub
  178. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  179. $307 to $761/night

    Plantations at Princeville 821

    3 BedroomsBathroomsSleeps 6
    3 nights minstay
    Pool Hot Tub
  180. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  181. $197 to $438/night

    Hale Moi 112A, King Bed, Kitchen, Washer/Dryer, AC, Suns...

    1 Bedroom BathroomSleeps 2
    3 nights minstay
  182. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  183. $299/night

    Hale Moi 112 A/B, Renovated, Views, Kitchen, Washer/Drye...

    2 BedroomsBathroomsSleeps 4
    3 nights minstay
  184. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  185. $436 to $572/night

    Regency at Poipu Kai #924

    3 BedroomsBathroomsSleeps 7
    2 nights minstay
    Pool Hot Tub
  186. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  187. $352 to $425/night

    Plantations at Princeville #521

    3 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool Hot Tub
  188. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  189. $352 to $457/night

    Kaha Lani #222

    2 BedroomsBathroomsSleeps 5
    2 nights minstay
    Pool
  190. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  191. $565 to $1,146/night

    Hale Mauna Nui

    4 Bedrooms2.5 BathroomsSleeps 9
    5 nights minstay
  192. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  193. $335 to $746/night

    Kauai Kaha Lani 123

    Multiple Units Available
    3 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  194. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  195. $559 to $1,356/night

    Kauai Hale Awapuhi 1-C

    Multiple Units Available
    4 nights minstay
    Pool
    FREE CANCELLATION
  196. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  197. $461 to $1,308/night

    Kauai Kiahuna Plantation #64

    Multiple Units Available
    3 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  198. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  199. $8,071 to $12,430/night

    Hanalei Dream

    5 BedroomsBathroomsSleeps 14
    7 nights minstay
  200. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations