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
    Iki Nui Hale

    Iki Nui Hale

    Princeville, HI

    $464 to $902/night

  2. HOUSE
    Hokulani Villa

    Hokulani Villa

    Princeville, HI

    Pool

    $750 to $1,677/night

  3. HOUSE
    Milo Hae Hale

    Milo Hae Hale

    Koloa, HI

    Pool

    $661 to $1,854/night

  4. CONDOMINIUM
    Bali Hai Villas 2 Bedroom

    Bali Hai Villas 2 Bedroom

    Princeville, HI

    Pool Hot Tub
  5. CONDOMINIUM
    Kauai Beach Villas 2 Bedroom

    Kauai Beach Villas 2 Bedroom

    Lihue, HI

    Pool
  6. HOUSE
    Hale Kanani (Kaua'i) TVNC 1342

    Hale Kanani (Kaua'i) TVNC 1342

    Hanalei, HI

    $595 to $1,611/night

  7. CONDOMINIUM
    Bali Hai Villas 1 Bedroom

    Bali Hai Villas 1 Bedroom

    Princeville, HI

    Pool Hot Tub
  8. CONDOMINIUM
    Plantations at Princeville #1122

    Plantations at Princeville #1122

    Princeville, HI

    Pool

    $259 to $311/night

  9. CONDOMINIUM
    Puu Poa #305

    Puu Poa #305

    Princeville, HI

    Pool

    $334 to $375/night

  10. CONDOMINIUM
    Pali Ke Kua #204

    Pali Ke Kua #204

    Princeville, HI

    Pool

    $270 to $305/night

  11. CONDOMINIUM
    Plantations at Princeville #111

    Plantations at Princeville #111

    Princeville, HI

    Pool

    $206 to $311/night

  12. CONDOMINIUM
    Waipouli Beach Resort G-404

    Waipouli Beach Resort G-404

    Kapaa, HI

    Pool

    $456 to $572/night

  13. CONDOMINIUM
    Waipouli Beach Resort A-404

    Waipouli Beach Resort A-404

    Kapaa, HI

    Pool

    $456 to $572/night

  14. CONDOMINIUM
    Puako Beach Condo 109

    Puako Beach Condo 109

    Waimea, HI

    Pool
    FREE CANCELLATION

    $235 to $367/night

  15. HOUSE
    Hale Ulu'wehi

    Hale Ulu'wehi

    Waimea, HI

    FREE CANCELLATION

    $485 to $652/night

  16. CONDOMINIUM
    Villas on the Prince 28

    Villas on the Prince 28

    Princeville, HI

    Pool
    FREE CANCELLATION

    $164 to $183/night

  17. CONDOMINIUM
    Hanalei Bay Resort 5201

    Hanalei Bay Resort 5201

    Princeville, HI

    Pool
    FREE CANCELLATION

    $220 to $238/night

  18. CONDOMINIUM
    Alii Kai II 8H

    Alii Kai II 8H

    Princeville, HI

    Pool Hot Tub
    FREE CANCELLATION

    $226 to $257/night

  19. CONDOMINIUM
    Puu Poa 405

    Puu Poa 405

    Princeville, HI

    Pool
    FREE CANCELLATION

    $397 to $458/night

  20. CONDOMINIUM
    Puamana 25B

    Puamana 25B

    Princeville, HI

    Pool
    FREE CANCELLATION

    $214 to $238/night

  21. CONDOMINIUM
    Sealodge F9

    Sealodge F9

    Princeville, HI

    Pool
    FREE CANCELLATION

    $214 to $238/night

  22. CONDOMINIUM
    Villas of Kamalii 37

    Villas of Kamalii 37

    Princeville, HI

    Pool Hot Tub
    FREE CANCELLATION

    $230 to $336/night

  23. CONDOMINIUM
    Sandpiper 120A

    Sandpiper 120A

    Princeville, HI

    Pool Hot Tub
    FREE CANCELLATION

    $159 to $182/night

  24. CONDOMINIUM
    Sealodge J2

    Sealodge J2

    Princeville, HI

    Pool
    FREE CANCELLATION

    $214 to $257/night

  25. CONDOMINIUM
    Kamahana 24

    Kamahana 24

    Princeville, HI

    Pool
    FREE CANCELLATION

    $196 to $214/night

  26. CONDOMINIUM
    Puamana 11A

    Puamana 11A

    Princeville, HI

    Pool
    FREE CANCELLATION

    $96 to $240/night

  27. CONDOMINIUM
    Makahuena 2202

    Makahuena 2202

    Koloa, HI

    Pool Hot Tub
    FREE CANCELLATION

    $188 to $882/night

  28. CONDOMINIUM
    Kamahana 3

    Kamahana 3

    Princeville, HI

    Pool
    FREE CANCELLATION

    $96 to $474/night

  29. CONDOMINIUM
    Sealodge E7

    Sealodge E7

    Princeville, HI

    Pool
    FREE CANCELLATION

    $108 to $541/night

  30. HOUSE
    Laulea Hale

    Laulea Hale

    Princeville, HI

    FREE CANCELLATION

    $540 to $1,490/night

  31. CONDOMINIUM
    Ali'i Kai 2201

    Ali'i Kai 2201

    Princeville, HI

    Pool
    FREE CANCELLATION

    $96 to $503/night

  32. CONDOMINIUM
    Sealodge H9

    Sealodge H9

    Princeville, HI

    Pool
    FREE CANCELLATION

    $108 to $592/night

  33. CONDOMINIUM
    Puu Poa 309

    Puu Poa 309

    Princeville, HI

    Pool
    FREE CANCELLATION

    $402 to $1,219/night

  34. CONDOMINIUM
    Banyan Harbor K134 at Kalapaki Beach

    Banyan Harbor K134 at Kalapaki Beach

    Lihue, HI

    Pool
    FREE CANCELLATION

    $96 to $581/night

  35. CONDOMINIUM
    Banyan Harbor K132 at Kalapaki Beach

    Banyan Harbor K132 at Kalapaki Beach

    Lihue, HI

    Pool
    FREE CANCELLATION

    $116 to $529/night

  36. CONDOMINIUM
    Cliffs 7303

    Cliffs 7303

    Princeville, HI

    Pool Hot Tub
    FREE CANCELLATION

    $214 to $238/night

  37. CONDOMINIUM
    Sealodge G8

    Sealodge G8

    Princeville, HI

    Pool
    FREE CANCELLATION

    $238 to $275/night

  38. CONDOMINIUM
    Plantation at Princeville 1322

    Plantation at Princeville 1322

    Princeville, HI

    Pool Hot Tub
    FREE CANCELLATION

    $257 to $306/night

  39. HOUSE
    Hale Kamalani

    Hale Kamalani

    Princeville, HI

    FREE CANCELLATION

    $120 to $568/night

  40. CONDOMINIUM
    Emmalani Court 312

    Emmalani Court 312

    Princeville, HI

    Pool
    FREE CANCELLATION

    $133 to $674/night

  41. HOUSE
    Hanalei Bay Villa 26

    Hanalei Bay Villa 26

    Princeville, HI

    FREE CANCELLATION

    $268 to $336/night

  42. HOUSE
    Koa Kai Hale

    Koa Kai Hale

    Princeville, HI

    $601 to $1,227/night

  43. HOUSE
    Nui Lani

    Nui Lani

    Princeville, HI

    $423 to $720/night

  44. HOUSE
    Ohana Kamalani

    Ohana Kamalani

    Princeville, HI

    Pool

    $702 to $1,941/night

  45. HOUSE
    Leilani Kai Hale

    Leilani Kai Hale

    Princeville, HI

    Pool Hot Tub

    $595 to $1,227/night

  46. CONDOMINIUM
    Waipouli Beach Resort D-309

    Waipouli Beach Resort D-309

    Kapaa, HI

    Pool

    $282 to $398/night

  47. CONDOMINIUM
    Waipouli Beach Resort G-306

    Waipouli Beach Resort G-306

    Kapaa, HI

    Pool

    $456 to $543/night

  48. CONDOMINIUM
    Waipouli Beach Resort E-205

    Waipouli Beach Resort E-205

    Kapaa, HI

    Pool

    $340 to $467/night

  49. CONDOMINIUM
    Plantations at Princeville #521

    Plantations at Princeville #521

    Princeville, HI

    Pool

    $256 to $344/night

  50. CONDOMINIUM
    Waipouli Beach Resort C-105

    Waipouli Beach Resort C-105

    Kapaa, HI

    Pool

    $299 to $415/night

  51. CONDOMINIUM
    Sealodge D1

    Sealodge D1

    Princeville, HI

    Pool
    FREE CANCELLATION

    $238 to $275/night

  52. CONDOMINIUM
    Wailua Bay View 204

    Wailua Bay View 204

    Kapaa, HI

    Pool
    FREE CANCELLATION

    $238 to $257/night

  53. CONDOMINIUM
    Puu Poa 401

    Puu Poa 401

    Princeville, HI

    Pool
    FREE CANCELLATION

    $240 to $1,409/night

  54. CONDOMINIUM
    Sealodge J3

    Sealodge J3

    Princeville, HI

    Pool
    FREE CANCELLATION

    $121 to $674/night

  55. CONDOMINIUM
    Cliffs 4209

    Cliffs 4209

    Princeville, HI

    Pool Hot Tub
    FREE CANCELLATION

    $102 to $514/night

  56. CONDOMINIUM
    Poipu Shores B202

    Poipu Shores B202

    Koloa, HI

    Pool
    FREE CANCELLATION

    $402 to $1,266/night

  57. CONDOMINIUM
    Sealodge B6

    Sealodge B6

    Princeville, HI

    Pool
    FREE CANCELLATION

    $96 to $530/night

  58. CONDOMINIUM
    Sealodge G7

    Sealodge G7

    Princeville, HI

    Pool
    FREE CANCELLATION

    $96 to $541/night

  59. CONDOMINIUM
    Pali Ke Kua 119

    Pali Ke Kua 119

    Princeville, HI

    Pool Hot Tub
    FREE CANCELLATION

    $156 to $812/night

  60. CONDOMINIUM
    Poipu Shores B201

    Poipu Shores B201

    Koloa, HI

    Pool
    FREE CANCELLATION

    $402 to $1,196/night

  61. CONDOMINIUM
    Ali'i Kai 6102

    Ali'i Kai 6102

    Princeville, HI

    Pool
    FREE CANCELLATION

    $125 to $710/night

  62. CONDOMINIUM
    Villas of Kamalii 44

    Villas of Kamalii 44

    Princeville, HI

    Pool Hot Tub
    FREE CANCELLATION

    $240 to $1,069/night

  63. CONDOMINIUM
    Hanalei Bay Resort 8133/4

    Hanalei Bay Resort 8133/4

    Princeville, HI

    Pool Hot Tub
    FREE CANCELLATION

    $251 to $1,272/night

  64. CONDOMINIUM
    Makai Club 1 Bedroom

    Makai Club 1 Bedroom

    Princeville, HI

    Pool Hot Tub
  65. CONDOMINIUM
    Cliffs 5205

    Cliffs 5205

    Princeville, HI

    Pool Hot Tub
    FREE CANCELLATION

    $96 to $535/night

  66. CONDOMINIUM
    Kahala 123

    Kahala 123

    Koloa, HI

    Pool Hot Tub
    FREE CANCELLATION

    $125 to $563/night

  67. CONDOMINIUM
    Ali'i Kai 7204

    Ali'i Kai 7204

    Princeville, HI

    Pool
    FREE CANCELLATION

    $121 to $678/night

  68. CONDOMINIUM
    Ali'i Kai 4303

    Ali'i Kai 4303

    Princeville, HI

    Pool
    FREE CANCELLATION

    $120 to $643/night

  69. HOUSE
    Pu'uwai Hale

    Pu'uwai Hale

    Princeville, HI

    $1,152 to $1,645/night

  70. CONDOMINIUM
    Sealodge J9

    Sealodge J9

    Princeville, HI

    Pool
    FREE CANCELLATION

    $238 to $275/night

  71. HOUSE
    Plantation Cottage at Poipu

    Plantation Cottage at Poipu

    Koloa, HI

    Pool Hot Tub

    $780 to $2,199/night

  72. HOUSE
    Hale Pulelehua TVNC#1238

    Hale Pulelehua TVNC#1238

    Hanalei, HI

    $797 to $2,222/night

  73. CONDOMINIUM
    Bali Hai Villas 3 Bedroom

    Bali Hai Villas 3 Bedroom

    Princeville, HI

    Pool Hot Tub
  74. HOUSE
    Hale Anu Keanu

    Hale Anu Keanu

    Princeville, HI

    Hot Tub

    $631 to $1,693/night

  75. HOUSE
    Hale Pulelehua with Guest House TVNC#1238

    Hale Pulelehua with Guest House TVNC#1238

    Hanalei, HI

    $952 to $2,635/night

  76. APARTMENT
    Nohea Villa

    Nohea Villa

    Princeville, HI

    Pool Hot Tub

    $393 to $863/night

  77. CONDOMINIUM
    Waipouli Beach Resort C-205

    Waipouli Beach Resort C-205

    Kapaa, HI

    Pool

    $311 to $483/night

  78. TOWNHOUSE
    Nihilani 22C

    Nihilani 22C

    Princeville, HI

    Pool
  79. CONDOMINIUM
    Waipouli Beach Resort E-406

    Waipouli Beach Resort E-406

    Kapaa, HI

    Pool Hot Tub

    $311 to $386/night

  80. CONDOMINIUM
    Kauai Beach Villas 1 Bedroom

    Kauai Beach Villas 1 Bedroom

    Lihue, HI

    Pool Hot Tub
  81. HOUSE
    Holoholo ku Waimea

    Holoholo ku Waimea

    Waimea, HI

    FREE CANCELLATION

    $193 to $255/night

  82. CONDOMINIUM
    Villas on the Prince 34

    Villas on the Prince 34

    Princeville, HI

    Pool Hot Tub
    FREE CANCELLATION

    $175 to $183/night

  83. CONDOMINIUM
    Alii Kai 5301

    Alii Kai 5301

    Princeville, HI

    Pool
    FREE CANCELLATION

    $275 to $306/night

  84. CONDOMINIUM
    Hanalei Bay Resort 5202

    Hanalei Bay Resort 5202

    Princeville, HI

    Pool
    FREE CANCELLATION

    $361 to $410/night

  85. CONDOMINIUM
    Alii Kai II 11B

    Alii Kai II 11B

    Princeville, HI

    Pool Hot Tub
    FREE CANCELLATION

    $226 to $257/night

  86. CONDOMINIUM
    Sealodge E10

    Sealodge E10

    Princeville, HI

    Pool
    FREE CANCELLATION

    $226 to $275/night

  87. CONDOMINIUM
    Sealodge H4

    Sealodge H4

    Princeville, HI

    Pool
    FREE CANCELLATION

    $108 to $564/night

  88. CONDOMINIUM
    Ali'i Kai 4202

    Ali'i Kai 4202

    Princeville, HI

    Pool
    FREE CANCELLATION

    $234 to $643/night

  89. CONDOMINIUM
    Emmalani Court 411

    Emmalani Court 411

    Princeville, HI

    Pool Hot Tub
    FREE CANCELLATION

    $108 to $624/night

  90. CONDOMINIUM
    Plantation 1112

    Plantation 1112

    Princeville, HI

    Pool Hot Tub
    FREE CANCELLATION

    $158 to $805/night

  91. CONDOMINIUM
    Ali'i Kai 5102

    Ali'i Kai 5102

    Princeville, HI

    Pool
    FREE CANCELLATION

    $120 to $713/night

  92. CONDOMINIUM
    Puu Poa 201

    Puu Poa 201

    Princeville, HI

    Pool
    FREE CANCELLATION

    $300 to $1,110/night

  93. CONDOMINIUM
    Sealodge J4

    Sealodge J4

    Princeville, HI

    Pool
    FREE CANCELLATION

    $120 to $606/night

  94. CONDOMINIUM
    Sealodge G9

    Sealodge G9

    Princeville, HI

    Pool
    FREE CANCELLATION

    $120 to $678/night

  95. CONDOMINIUM
    Puamana 9C

    Puamana 9C

    Princeville, HI

    Pool
    FREE CANCELLATION

    $214 to $238/night

  96. CONDOMINIUM
    Sealodge E6

    Sealodge E6

    Princeville, HI

    Pool
    FREE CANCELLATION

    $124 to $643/night

  97. CONDOMINIUM
    Puamana 4D

    Puamana 4D

    Princeville, HI

    Pool
    FREE CANCELLATION

    $102 to $569/night

  98. CONDOMINIUM
    Sealodge G4

    Sealodge G4

    Princeville, HI

    Pool
    FREE CANCELLATION

    $226 to $257/night

  99. CONDOMINIUM
    Hanalei Bay Resort 52012

    Hanalei Bay Resort 52012

    Princeville, HI

    Pool
    FREE CANCELLATION

    $520 to $581/night

  100. CONDOMINIUM
    Islander on the Beach 259

    Islander on the Beach 259

    Kapaa, HI

    Pool
    FREE CANCELLATION