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. CONDOMINIUM
    Banyan Harbor K132 at Kalapaki Beach

    Banyan Harbor K132 at Kalapaki Beach

    Lihue, HI

    Pool
    FREE CANCELLATION

    $116 to $332/night

  2. CONDOMINIUM
    Plantation at Princeville 1322

    Plantation at Princeville 1322

    Princeville, HI

    Pool Hot Tub
    FREE CANCELLATION

    $257 to $306/night

  3. CONDOMINIUM
    Hanalei Bay Resort 5201

    Hanalei Bay Resort 5201

    Princeville, HI

    Pool
    FREE CANCELLATION

    $220 to $238/night

  4. CONDOMINIUM
    Pali Ke Kua 130

    Pali Ke Kua 130

    Princeville, HI

    Pool Hot Tub

    $271 to $331/night

  5. CONDOMINIUM
    Hanalei Bay Villa #17

    Hanalei Bay Villa #17

    Princeville, HI

    FREE CANCELLATION

    $249 to $312/night

  6. CONDOMINIUM
    Cliffs 5201

    Cliffs 5201

    Princeville, HI

    Pool Hot Tub

    $211 to $259/night

  7. CONDOMINIUM
    Pali Ke Kua #103

    Pali Ke Kua #103

    Princeville, HI

    Pool Hot Tub

    $354 to $456/night

  8. CONDOMINIUM
    Plantations at Princeville #111

    Plantations at Princeville #111

    Princeville, HI

    Pool

    $206 to $340/night

  9. CONDOMINIUM
    Waipouli Beach Resort G-404

    Waipouli Beach Resort G-404

    Kapaa, HI

    Pool Hot Tub

    $456 to $604/night

  10. HOUSE
    Puu Poa 403

    Puu Poa 403

    Princeville, HI

    Pool

    $422 to $663/night

  11. CONDOMINIUM
    Cliffs 6201

    Cliffs 6201

    Princeville, HI

    Pool Hot Tub

    $211 to $235/night

  12. HOUSE
    Malolo Cottage

    Malolo Cottage

    Hanalei, HI

    FREE CANCELLATION

    $249 to $312/night

  13. HOUSE
    Laulea Hale

    Laulea Hale

    Princeville, HI

    FREE CANCELLATION

    $540 to $983/night

  14. CONDOMINIUM
    Cliffs 4202

    Cliffs 4202

    Princeville, HI

    Pool Hot Tub

    $241 to $301/night

  15. CONDOMINIUM
    Cliffs 7303

    Cliffs 7303

    Princeville, HI

    Pool Hot Tub
    FREE CANCELLATION

    $214 to $238/night

  16. HOUSE
    Hale Kalani

    Hale Kalani

    Wainiha, HI

    FREE CANCELLATION

    $623 to $748/night

  17. CONDOMINIUM
    Waipouli Beach Resort C-205

    Waipouli Beach Resort C-205

    Kapaa, HI

    Pool Hot Tub

    $311 to $429/night

  18. CONDOMINIUM
    Hanalei Bay Resort 6302

    Hanalei Bay Resort 6302

    Princeville, HI

    Pool Hot Tub

    $301 to $355/night

  19. CONDOMINIUM
    Waipouli Beach Resort A-404

    Waipouli Beach Resort A-404

    Kapaa, HI

    Pool Hot Tub

    $456 to $572/night

  20. HOUSE
    Molokama

    Molokama

    Princeville, HI

    $427 to $775/night

  21. HOUSE
    Ohana Retreat

    Ohana Retreat

    Princeville, HI

    $247 to $340/night

  22. CONDOMINIUM
    Pali Ke Kua #241

    Pali Ke Kua #241

    Princeville, HI

    Pool Hot Tub

    $241 to $333/night

  23. HOUSE
    Kiahuna Lani at Poipu

    Kiahuna Lani at Poipu

    Koloa, HI

    Pool Hot Tub

    $542 to $1,077/night

  24. TOWNHOUSE
    Poipu Crater

    Poipu Crater

    Koloa, HI

    Pool

    $314 to $661/night

  25. CONDOMINIUM
    Pili Mai 8D

    Pili Mai 8D

    Koloa, HI

    Pool Hot Tub

    $512 to $1,058/night

  26. CONDOMINIUM
    Puu Poa 405

    Puu Poa 405

    Princeville, HI

    Pool
    FREE CANCELLATION

    $397 to $458/night

  27. CONDOMINIUM
    Kamahana 24

    Kamahana 24

    Princeville, HI

    Pool
    FREE CANCELLATION

    $196 to $221/night

  28. CONDOMINIUM
    Villas of Kamalii 44

    Villas of Kamalii 44

    Princeville, HI

    Pool Hot Tub
    FREE CANCELLATION

    $240 to $706/night

  29. CONDOMINIUM
    Hanalei Bay Resort 8133/4

    Hanalei Bay Resort 8133/4

    Princeville, HI

    Pool Hot Tub
    FREE CANCELLATION

    $240 to $840/night

  30. CONDOMINIUM
    Cliffs 4209

    Cliffs 4209

    Princeville, HI

    Pool Hot Tub
    FREE CANCELLATION

    $96 to $338/night

  31. CONDOMINIUM
    Cliffs 1206

    Cliffs 1206

    Princeville, HI

    Pool Hot Tub

    $211 to $259/night

  32. CONDOMINIUM
    Puu Poa 107

    Puu Poa 107

    Princeville, HI

    Pool

    $362 to $512/night

  33. CONDOMINIUM
    Poipu Kapili 46

    Poipu Kapili 46

    Koloa, HI

    Pool
    FREE CANCELLATION

    $257 to $361/night

  34. CONDOMINIUM
    Regency at Poipu Kai #914

    Regency at Poipu Kai #914

    Koloa, HI

    Pool Hot Tub

    $289 to $394/night

  35. CONDOMINIUM
    Mauna Kai 17

    Mauna Kai 17

    Princeville, HI

    Pool

    $333 to $591/night

  36. HOUSE
    Plantation Cottage

    Plantation Cottage

    Hanalei, HI

    FREE CANCELLATION

    $392 to $523/night

  37. CONDOMINIUM
    Puu Poa 310

    Puu Poa 310

    Princeville, HI

    Pool

    $392 to $542/night

  38. CONDOMINIUM
    Cliffs 5205

    Cliffs 5205

    Princeville, HI

    Pool Hot Tub
    FREE CANCELLATION

    $104 to $352/night

  39. CONDOMINIUM
    Cliffs 4205

    Cliffs 4205

    Princeville, HI

    Pool Hot Tub

    $235 to $301/night

  40. HOUSE
    OTA House

    OTA House

    Princeville, HI

    FREE CANCELLATION

    $219 to $280/night

  41. CONDOMINIUM
    Cliffs 4206

    Cliffs 4206

    Princeville, HI

    Pool Hot Tub

    $241 to $301/night

  42. CONDOMINIUM
    Cliffs 8205

    Cliffs 8205

    Princeville, HI

    Pool Hot Tub

    $253 to $301/night

  43. CONDOMINIUM
    Kahala 123

    Kahala 123

    Koloa, HI

    Pool Hot Tub
    FREE CANCELLATION

    $106 to $354/night

  44. TOWNHOUSE
    Nihilani 22C

    Nihilani 22C

    Princeville, HI

    Pool

    $282 to $346/night

  45. CONDOMINIUM
    Waipouli Beach Resort A-303

    Waipouli Beach Resort A-303

    Kapaa, HI

    Pool Hot Tub

    $334 to $553/night

  46. CONDOMINIUM
    Plantations at Princeville #1212

    Plantations at Princeville #1212

    Princeville, HI

    Pool

    $237 to $358/night

  47. HOUSE
    Punahele Point

    Punahele Point

    Princeville, HI

    $978 to $1,192/night

  48. HOUSE
    Makalae

    Makalae

    Koloa, HI

    $1,303 to $1,404/night

  49. CONDOMINIUM
    Waipouli Beach Resort C-105

    Waipouli Beach Resort C-105

    Kapaa, HI

    Pool Hot Tub

    $299 to $452/night

  50. CONDOMINIUM
    Waipouli Beach Resort G-306

    Waipouli Beach Resort G-306

    Kapaa, HI

    Pool Hot Tub

    $456 to $659/night

  51. HOUSE
    Pu'uwai Hale

    Pu'uwai Hale

    Princeville, HI

    $1,152 to $1,645/night

  52. CONDOMINIUM
    Waipouli Beach Resort D-309

    Waipouli Beach Resort D-309

    Kapaa, HI

    Pool Hot Tub

    $282 to $535/night

  53. CONDOMINIUM
    Puu Poa 401

    Puu Poa 401

    Princeville, HI

    Pool
    FREE CANCELLATION

    $250 to $929/night

  54. CONDOMINIUM
    Alii Kai 3103

    Alii Kai 3103

    Princeville, HI

    Pool
    FREE CANCELLATION

    $238 to $293/night

  55. CONDOMINIUM
    Waipouli Beach Resort E-205

    Waipouli Beach Resort E-205

    Kapaa, HI

    Pool Hot Tub

    $340 to $503/night

  56. CONDOMINIUM
    Regency at Poipu Kai #721

    Regency at Poipu Kai #721

    Koloa, HI

    Pool Hot Tub

    $363 to $528/night

  57. CONDOMINIUM
    Pali Ke Kua #118

    Pali Ke Kua #118

    Princeville, HI

    Pool Hot Tub

    $247 to $282/night

  58. CONDOMINIUM
    Pali Ke Kua #204

    Pali Ke Kua #204

    Princeville, HI

    Pool Hot Tub

    $270 to $338/night

  59. CONDOMINIUM
    Puu Poa #305

    Puu Poa #305

    Princeville, HI

    Pool

    $334 to $423/night

  60. TOWNHOUSE
    Pili Mai 11I

    Pili Mai 11I

    Koloa, HI

    Pool Hot Tub

    $423 to $809/night

  61. COTTAGE
    Paniolo #112

    Paniolo #112

    Princeville, HI

    Pool
    FREE CANCELLATION

    $219 to $280/night

  62. HOUSE
    Awapuhi Hale

    Awapuhi Hale

    Koloa, HI

    Pool Hot Tub

    $542 to $1,028/night

  63. HOUSE
    Mana Alana at Poipu

    Mana Alana at Poipu

    Koloa, HI

    Pool Hot Tub

    $899 to $2,267/night

  64. HOUSE
    Holoholo ku Waimea

    Holoholo ku Waimea

    Waimea, HI

    FREE CANCELLATION

    $193 to $255/night

  65. CONDOMINIUM
    Puu Poa 201

    Puu Poa 201

    Princeville, HI

    Pool
    FREE CANCELLATION

    $300 to $731/night

  66. HOUSE
    Hale Kohea

    Hale Kohea

    Princeville, HI

    $270 to $344/night

  67. CONDOMINIUM
    Hanalei Bay Resort 52012

    Hanalei Bay Resort 52012

    Princeville, HI

    Pool
    FREE CANCELLATION

    $520 to $581/night

  68. CONDOMINIUM
    Cliffs 9201

    Cliffs 9201

    Princeville, HI

    Pool Hot Tub

    $253 to $271/night

  69. CONDOMINIUM
    Plantation 1112

    Plantation 1112

    Princeville, HI

    Pool Hot Tub
    FREE CANCELLATION

    $148 to $500/night

  70. HOUSE
    Ohana House

    Ohana House

    Hanalei, HI

    FREE CANCELLATION

    $499 to $562/night

  71. CONDOMINIUM
    Hanalei Bay Villas #16

    Hanalei Bay Villas #16

    Princeville, HI

    FREE CANCELLATION

    $249 to $312/night

  72. CONDOMINIUM
    HBR1207-08

    HBR1207-08

    Princeville, HI

    Pool Hot Tub
    FREE CANCELLATION

    $280 to $405/night

  73. HOUSE
    Chung Cottage

    Chung Cottage

    Hanalei, HI

    FREE CANCELLATION

    $249 to $312/night

  74. CONDOMINIUM
    Puu Poa 207

    Puu Poa 207

    Princeville, HI

    Pool

    $362 to $512/night

  75. CONDOMINIUM
    Hanalei Bay Resort 6301-2

    Hanalei Bay Resort 6301-2

    Princeville, HI

    Pool Hot Tub

    $422 to $542/night

  76. HOUSE
    Malapua

    Malapua

    Hanalei, HI

    FREE CANCELLATION

    $748 to $1,060/night

  77. CONDOMINIUM
    Cliffs 6301

    Cliffs 6301

    Princeville, HI

    Pool Hot Tub

    $271 to $392/night

  78. HOUSE
    Laulea Kailani Villa (KAUAI)

    Laulea Kailani Villa (KAUAI)

    Princeville, HI

    Pool

    $1,553 to $3,338/night

  79. CONDOMINIUM
    Puu Poa 410

    Puu Poa 410

    Princeville, HI

    Pool

    $392 to $512/night

  80. CONDOMINIUM
    Plantations at Princeville #521

    Plantations at Princeville #521

    Princeville, HI

    Pool Hot Tub

    $259 to $361/night

  81. HOUSE
    Lokelani Hale

    Lokelani Hale

    Hanalei, HI

    FREE CANCELLATION

    $686 to $873/night

  82. HOUSE
    Wilikeiki

    Wilikeiki

    Hanalei, HI

    FREE CANCELLATION

    $405 to $499/night

  83. CONDOMINIUM
    Hale Moi #216A

    Hale Moi #216A

    Princeville, HI

    FREE CANCELLATION

    $181 to $249/night

  84. HOUSE
    Hale Koaniani

    Hale Koaniani

    Wainiha, HI

    FREE CANCELLATION

    $717 to $904/night

  85. CONDOMINIUM
    Waipouli Beach Resort E-406

    Waipouli Beach Resort E-406

    Kapaa, HI

    Pool Hot Tub

    $322 to $423/night

  86. CONDOMINIUM
    Plantations at Princeville #1122

    Plantations at Princeville #1122

    Princeville, HI

    Pool Hot Tub

    $259 to $338/night

  87. CONDOMINIUM
    Puu Poa 406

    Puu Poa 406

    Princeville, HI

    Pool

    $416 to $512/night

  88. CONDOMINIUM
    Nihilani 28C

    Nihilani 28C

    Princeville, HI

    Pool Hot Tub
    FREE CANCELLATION

    $280 to $374/night

  89. CONDOMINIUM
    Hanalei Bay Resort 5202

    Hanalei Bay Resort 5202

    Princeville, HI

    Pool
    FREE CANCELLATION

    $361 to $410/night

  90. HOUSE
    Wilikoki House

    Wilikoki House

    Hanalei, HI

    FREE CANCELLATION

    $1,870 to $2,494/night

  91. CONDOMINIUM
    Pili Mai 6K

    Pili Mai 6K

    Koloa, HI

    Pool Hot Tub

    $409 to $809/night

  92. HOUSE
    Plantation Cottage at Poipu

    Plantation Cottage at Poipu

    Koloa, HI

    Pool Hot Tub

    $780 to $1,910/night

  93. HOUSE
    Kiahuna Plantation Hale

    Kiahuna Plantation Hale

    Koloa, HI

    Pool Hot Tub

    $542 to $1,077/night