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. HOUSE
    Holoholo ku Waimea

    Holoholo ku Waimea

    Waimea, HI

    FREE CANCELLATION

    $193 to $255/night

  2. CONDOMINIUM
    Sealodge G4

    Sealodge G4

    Princeville, HI

    Pool
    FREE CANCELLATION

    $226 to $257/night

  3. HOUSE
    Hale Kohea

    Hale Kohea

    Princeville, HI

    $270 to $344/night

  4. CONDOMINIUM
    Villas on the Prince 34

    Villas on the Prince 34

    Princeville, HI

    Pool Hot Tub
    FREE CANCELLATION

    $161 to $183/night

  5. CONDOMINIUM
    Hanalei Bay Resort 52012

    Hanalei Bay Resort 52012

    Princeville, HI

    Pool
    FREE CANCELLATION

    $520 to $581/night

  6. CONDOMINIUM
    Hanalei Bay Villas #16

    Hanalei Bay Villas #16

    Princeville, HI

    FREE CANCELLATION

    $249 to $312/night

  7. CONDOMINIUM
    Plantations at Princeville #521

    Plantations at Princeville #521

    Princeville, HI

    Pool Hot Tub

    $259 to $361/night

  8. HOUSE
    Hale Koaniani

    Hale Koaniani

    Wainiha, HI

    FREE CANCELLATION

    $717 to $904/night

  9. CONDOMINIUM
    Waipouli Beach Resort E-406

    Waipouli Beach Resort E-406

    Kapaa, HI

    Pool Hot Tub

    $322 to $423/night

  10. CONDOMINIUM
    Plantations at Princeville #1122

    Plantations at Princeville #1122

    Princeville, HI

    Pool Hot Tub

    $259 to $338/night

  11. CONDOMINIUM
    Hanalei Bay Resort 5202

    Hanalei Bay Resort 5202

    Princeville, HI

    Pool
    FREE CANCELLATION

    $361 to $410/night

  12. CONDOMINIUM
    Puamana 9C

    Puamana 9C

    Princeville, HI

    Pool
    FREE CANCELLATION

    $214 to $238/night

  13. CONDOMINIUM
    Sealodge E8

    Sealodge E8

    Princeville, HI

    Pool
    FREE CANCELLATION

    $226 to $269/night

  14. HOUSE
    Hale Pulelehua TVNC#1238

    Hale Pulelehua TVNC#1238

    Hanalei, HI

    $809 to $1,771/night

  15. CONDOMINIUM
    Alii Kai 5301

    Alii Kai 5301

    Princeville, HI

    Pool
    FREE CANCELLATION

    $275 to $306/night

  16. CONDOMINIUM
    Sealodge H4

    Sealodge H4

    Princeville, HI

    Pool
    FREE CANCELLATION

    $108 to $365/night

  17. CONDOMINIUM
    Ali'i Kai 4202

    Ali'i Kai 4202

    Princeville, HI

    Pool
    FREE CANCELLATION

    $234 to $398/night

  18. CONDOMINIUM
    Sealodge J4

    Sealodge J4

    Princeville, HI

    Pool
    FREE CANCELLATION

    $119 to $392/night

  19. CONDOMINIUM
    Ali'i Kai 5102

    Ali'i Kai 5102

    Princeville, HI

    Pool
    FREE CANCELLATION

    $125 to $451/night

  20. CONDOMINIUM
    Puamana 4D

    Puamana 4D

    Princeville, HI

    Pool
    FREE CANCELLATION

    $96 to $371/night

  21. CONDOMINIUM
    Puu Poa 201

    Puu Poa 201

    Princeville, HI

    Pool
    FREE CANCELLATION

    $300 to $718/night

  22. CONDOMINIUM
    Sealodge G9

    Sealodge G9

    Princeville, HI

    Pool
    FREE CANCELLATION

    $120 to $439/night

  23. CONDOMINIUM
    Plantation 1112

    Plantation 1112

    Princeville, HI

    Pool Hot Tub
    FREE CANCELLATION

    $148 to $492/night

  24. CONDOMINIUM
    Emmalani Court 411

    Emmalani Court 411

    Princeville, HI

    Pool Hot Tub
    FREE CANCELLATION

    $122 to $404/night

  25. CONDOMINIUM
    Sealodge E6

    Sealodge E6

    Princeville, HI

    Pool
    FREE CANCELLATION

    $168 to $415/night

  26. HOUSE
    Hale Anu Keanu

    Hale Anu Keanu

    Princeville, HI

    Hot Tub

    $631 to $1,868/night

  27. HOUSE
    Plantation Cottage at Poipu

    Plantation Cottage at Poipu

    Koloa, HI

    Pool Hot Tub

    $780 to $1,910/night

  28. CONDOMINIUM
    Sealodge C7

    Sealodge C7

    Princeville, HI

    Pool
    FREE CANCELLATION

    $238 to $275/night

  29. CONDOMINIUM
    Sandpiper 120B

    Sandpiper 120B

    Princeville, HI

    Pool Hot Tub
    FREE CANCELLATION

    $121 to $154/night

  30. CONDOMINIUM
    Sealodge E10

    Sealodge E10

    Princeville, HI

    Pool
    FREE CANCELLATION

    $238 to $275/night

  31. HOUSE
    Hale Ulu'wehi

    Hale Ulu'wehi

    Waimea, HI

    FREE CANCELLATION

    $485 to $652/night

  32. CONDOMINIUM
    Puako Beach Condo 109

    Puako Beach Condo 109

    Waimea, HI

    Pool
    FREE CANCELLATION

    $235 to $367/night

  33. CONDOMINIUM
    Plantation at Princeville 1322

    Plantation at Princeville 1322

    Princeville, HI

    Pool Hot Tub
    FREE CANCELLATION

    $257 to $306/night

  34. CONDOMINIUM
    Hanalei Bay Villa #17

    Hanalei Bay Villa #17

    Princeville, HI

    FREE CANCELLATION

    $249 to $312/night

  35. CONDOMINIUM
    Pali Ke Kua #103

    Pali Ke Kua #103

    Princeville, HI

    Pool Hot Tub

    $354 to $456/night

  36. CONDOMINIUM
    Plantations at Princeville #111

    Plantations at Princeville #111

    Princeville, HI

    Pool

    $206 to $340/night

  37. CONDOMINIUM
    Villas on the Prince 28

    Villas on the Prince 28

    Princeville, HI

    Pool
    FREE CANCELLATION

    $148 to $183/night

  38. HOUSE
    Moloa'a Bay Villa

    Moloa'a Bay Villa

    Anahola, HI

    $1,208 to $1,413/night

  39. HOUSE
    Moloa'a Bay Villa and Cottage

    Moloa'a Bay Villa and Cottage

    Anahola, HI

    $1,413 to $1,906/night

  40. CONDOMINIUM
    Waipouli Beach Resort C-205

    Waipouli Beach Resort C-205

    Kapaa, HI

    Pool Hot Tub

    $311 to $429/night

  41. CONDOMINIUM
    Villas of Kamalii 37

    Villas of Kamalii 37

    Princeville, HI

    Pool Hot Tub
    FREE CANCELLATION

    $230 to $336/night

  42. CONDOMINIUM
    Waipouli Beach Resort A-404

    Waipouli Beach Resort A-404

    Kapaa, HI

    Pool Hot Tub

    $456 to $572/night

  43. HOUSE
    Molokama

    Molokama

    Princeville, HI

    $427 to $775/night

  44. HOUSE
    Hale Kamalani

    Hale Kamalani

    Princeville, HI

    FREE CANCELLATION

    $120 to $368/night

  45. CONDOMINIUM
    Banyan Harbor K132 at Kalapaki Beach

    Banyan Harbor K132 at Kalapaki Beach

    Lihue, HI

    Pool
    FREE CANCELLATION

    $126 to $330/night

  46. CONDOMINIUM
    Puu Poa 309

    Puu Poa 309

    Princeville, HI

    Pool
    FREE CANCELLATION

    $402 to $791/night

  47. CONDOMINIUM
    Sealodge E7

    Sealodge E7

    Princeville, HI

    Pool
    FREE CANCELLATION

    $108 to $352/night

  48. CONDOMINIUM
    Banyan Harbor K134 at Kalapaki Beach

    Banyan Harbor K134 at Kalapaki Beach

    Lihue, HI

    Pool
    FREE CANCELLATION

    $138 to $362/night

  49. CONDOMINIUM
    Emmalani Court 312

    Emmalani Court 312

    Princeville, HI

    Pool
    FREE CANCELLATION

    $132 to $437/night

  50. CONDOMINIUM
    Makahuena 2202

    Makahuena 2202

    Koloa, HI

    Pool Hot Tub
    FREE CANCELLATION

    $202 to $551/night

  51. CONDOMINIUM
    Sealodge H9

    Sealodge H9

    Princeville, HI

    Pool
    FREE CANCELLATION

    $113 to $384/night

  52. CONDOMINIUM
    Puamana 11A

    Puamana 11A

    Princeville, HI

    Pool
    FREE CANCELLATION

    $96 to $240/night

  53. HOUSE
    Laulea Hale

    Laulea Hale

    Princeville, HI

    FREE CANCELLATION

    $540 to $966/night

  54. CONDOMINIUM
    Kamahana 3

    Kamahana 3

    Princeville, HI

    Pool
    FREE CANCELLATION

    $96 to $307/night

  55. HOUSE
    Hokulani Villa

    Hokulani Villa

    Princeville, HI

    Pool

    $750 to $2,113/night

  56. HOUSE
    Iki Nui Hale

    Iki Nui Hale

    Princeville, HI

    $464 to $1,121/night

  57. CONDOMINIUM
    Puamana 25B

    Puamana 25B

    Princeville, HI

    Pool
    FREE CANCELLATION

    $214 to $238/night

  58. CONDOMINIUM
    Kamahana 24

    Kamahana 24

    Princeville, HI

    Pool
    FREE CANCELLATION

    $196 to $221/night

  59. CONDOMINIUM
    Sealodge F9

    Sealodge F9

    Princeville, HI

    Pool
    FREE CANCELLATION

    $226 to $240/night

  60. CONDOMINIUM
    Sealodge J2

    Sealodge J2

    Princeville, HI

    Pool
    FREE CANCELLATION

    $226 to $257/night

  61. CONDOMINIUM
    Puu Poa 405

    Puu Poa 405

    Princeville, HI

    Pool
    FREE CANCELLATION

    $397 to $458/night

  62. CONDOMINIUM
    Sandpiper 120A

    Sandpiper 120A

    Princeville, HI

    Pool Hot Tub
    FREE CANCELLATION

    $159 to $182/night

  63. CONDOMINIUM
    Cliffs 7303

    Cliffs 7303

    Princeville, HI

    Pool Hot Tub
    FREE CANCELLATION

    $214 to $238/night

  64. CONDOMINIUM
    Sealodge G8

    Sealodge G8

    Princeville, HI

    Pool
    FREE CANCELLATION

    $238 to $291/night

  65. CONDOMINIUM
    Regency at Poipu Kai #914

    Regency at Poipu Kai #914

    Koloa, HI

    Pool Hot Tub

    $289 to $394/night

  66. CONDOMINIUM
    Plantations at Princeville #1212

    Plantations at Princeville #1212

    Princeville, HI

    Pool

    $237 to $358/night

  67. HOUSE
    Pu'uwai Hale

    Pu'uwai Hale

    Princeville, HI

    $1,152 to $1,645/night

  68. CONDOMINIUM
    Hanalei Bay Resort 8133/4

    Hanalei Bay Resort 8133/4

    Princeville, HI

    Pool Hot Tub
    FREE CANCELLATION

    $251 to $826/night

  69. CONDOMINIUM
    Sealodge J3

    Sealodge J3

    Princeville, HI

    Pool
    FREE CANCELLATION

    $124 to $437/night

  70. CONDOMINIUM
    Pali Ke Kua 119

    Pali Ke Kua 119

    Princeville, HI

    Pool Hot Tub
    FREE CANCELLATION

    $161 to $527/night

  71. CONDOMINIUM
    Sealodge B6

    Sealodge B6

    Princeville, HI

    Pool
    FREE CANCELLATION

    $96 to $344/night

  72. CONDOMINIUM
    Ali'i Kai 7204

    Ali'i Kai 7204

    Princeville, HI

    Pool
    FREE CANCELLATION

    $133 to $439/night

  73. CONDOMINIUM
    Puu Poa 401

    Puu Poa 401

    Princeville, HI

    Pool
    FREE CANCELLATION

    $250 to $913/night

  74. CONDOMINIUM
    Ali'i Kai 6102

    Ali'i Kai 6102

    Princeville, HI

    Pool
    FREE CANCELLATION

    $121 to $460/night

  75. CONDOMINIUM
    Cliffs 5205

    Cliffs 5205

    Princeville, HI

    Pool Hot Tub
    FREE CANCELLATION

    $106 to $347/night

  76. CONDOMINIUM
    Kahala 123

    Kahala 123

    Koloa, HI

    Pool Hot Tub
    FREE CANCELLATION

    $106 to $350/night

  77. CONDOMINIUM
    Poipu Shores B201

    Poipu Shores B201

    Koloa, HI

    Pool
    FREE CANCELLATION

    $402 to $745/night

  78. CONDOMINIUM
    Ali'i Kai 4303

    Ali'i Kai 4303

    Princeville, HI

    Pool
    FREE CANCELLATION

    $126 to $415/night

  79. CONDOMINIUM
    Villas of Kamalii 44

    Villas of Kamalii 44

    Princeville, HI

    Pool Hot Tub
    FREE CANCELLATION

    $240 to $694/night

  80. CONDOMINIUM
    Poipu Shores B202

    Poipu Shores B202

    Koloa, HI

    Pool
    FREE CANCELLATION

    $402 to $790/night

  81. CONDOMINIUM
    Sealodge G7

    Sealodge G7

    Princeville, HI

    Pool
    FREE CANCELLATION

    $96 to $352/night

  82. HOUSE
    Koa Kai Hale

    Koa Kai Hale

    Princeville, HI

    $631 to $1,466/night

  83. HOUSE
    Nui Lani

    Nui Lani

    Princeville, HI

    $405 to $720/night

  84. HOUSE
    Leilani Kai Hale

    Leilani Kai Hale

    Princeville, HI

    Pool Hot Tub

    $601 to $1,399/night

  85. CONDOMINIUM
    Wailua Bay View 204

    Wailua Bay View 204

    Kapaa, HI

    Pool
    FREE CANCELLATION

    $238 to $257/night

  86. CONDOMINIUM
    Alii Kai 3103

    Alii Kai 3103

    Princeville, HI

    Pool
    FREE CANCELLATION

    $238 to $293/night

  87. CONDOMINIUM
    Sealodge D1

    Sealodge D1

    Princeville, HI

    Pool
    FREE CANCELLATION

    $238 to $275/night