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
    Plantations at Princeville #111

    Plantations at Princeville #111

    Princeville, HI

    Pool

    $206 to $338/night

  2. CONDOMINIUM
    Kamahana 24

    Kamahana 24

    Princeville, HI

    Pool
    FREE CANCELLATION

    $196 to $224/night

  3. CONDOMINIUM
    Sandpiper 120A

    Sandpiper 120A

    Princeville, HI

    Pool Hot Tub
    FREE CANCELLATION

    $159 to $182/night

  4. CONDOMINIUM
    Villas on the Prince 28

    Villas on the Prince 28

    Princeville, HI

    Pool
    FREE CANCELLATION

    $164 to $183/night

  5. CONDOMINIUM
    Waipouli Beach Resort C-205

    Waipouli Beach Resort C-205

    Kapaa, HI

    Pool Hot Tub

    $311 to $429/night

  6. CONDOMINIUM
    Waipouli Beach Resort G-404

    Waipouli Beach Resort G-404

    Kapaa, HI

    Pool Hot Tub

    $456 to $607/night

  7. CONDOMINIUM
    Pali Ke Kua #103

    Pali Ke Kua #103

    Princeville, HI

    Pool Hot Tub

    $349 to $456/night

  8. CONDOMINIUM
    Sealodge J2

    Sealodge J2

    Princeville, HI

    Pool
    FREE CANCELLATION

    $226 to $257/night

  9. CONDOMINIUM
    Alii Kai II 8H

    Alii Kai II 8H

    Princeville, HI

    Pool Hot Tub
    FREE CANCELLATION

    $226 to $260/night

  10. CONDOMINIUM
    Sealodge F9

    Sealodge F9

    Princeville, HI

    Pool
    FREE CANCELLATION

    $226 to $240/night

  11. CONDOMINIUM
    Puamana 25B

    Puamana 25B

    Princeville, HI

    Pool
    FREE CANCELLATION

    $214 to $245/night

  12. CONDOMINIUM
    Poipu Crater 20

    Poipu Crater 20

    Koloa, HI

    Pool Hot Tub
    FREE CANCELLATION

    $220 to $714/night

  13. CONDOMINIUM
    Banyan Harbor K134 at Kalapaki Beach

    Banyan Harbor K134 at Kalapaki Beach

    Lihue, HI

    Pool
    FREE CANCELLATION

    $138 to $348/night

  14. CONDOMINIUM
    Puamana 11A

    Puamana 11A

    Princeville, HI

    Pool
    FREE CANCELLATION

    $104 to $240/night

  15. CONDOMINIUM
    Sealodge H9

    Sealodge H9

    Princeville, HI

    Pool
    FREE CANCELLATION

    $110 to $358/night

  16. CONDOMINIUM
    Sealodge E7

    Sealodge E7

    Princeville, HI

    Pool
    FREE CANCELLATION

    $108 to $329/night

  17. CONDOMINIUM
    Banyan Harbor K132 at Kalapaki Beach

    Banyan Harbor K132 at Kalapaki Beach

    Lihue, HI

    Pool
    FREE CANCELLATION

    $126 to $317/night

  18. CONDOMINIUM
    Villas of Kamalii 37

    Villas of Kamalii 37

    Princeville, HI

    Pool Hot Tub
    FREE CANCELLATION

    $230 to $336/night

  19. TOWNHOUSE
    Poipu Crater

    Poipu Crater

    Koloa, HI

    Pool

    $314 to $661/night

  20. HOUSE
    Kiahuna Lani at Poipu

    Kiahuna Lani at Poipu

    Koloa, HI

    Pool Hot Tub

    $542 to $1,077/night

  21. CONDOMINIUM
    Pili Mai 8D

    Pili Mai 8D

    Koloa, HI

    Pool Hot Tub

    $512 to $1,059/night

  22. CONDOMINIUM
    Waipouli Beach Resort A-404

    Waipouli Beach Resort A-404

    Kapaa, HI

    Pool Hot Tub

    $456 to $572/night

  23. CONDOMINIUM
    Emmalani Court 312

    Emmalani Court 312

    Princeville, HI

    Pool
    FREE CANCELLATION

    $120 to $408/night

  24. CONDOMINIUM
    Puu Poa 405

    Puu Poa 405

    Princeville, HI

    Pool
    FREE CANCELLATION

    $397 to $458/night

  25. CONDOMINIUM
    Plantation at Princeville 1322

    Plantation at Princeville 1322

    Princeville, HI

    Pool Hot Tub
    FREE CANCELLATION

    $257 to $306/night

  26. CONDOMINIUM
    Sealodge G8

    Sealodge G8

    Princeville, HI

    Pool
    FREE CANCELLATION

    $238 to $291/night

  27. CONDOMINIUM
    Hanalei Bay Resort 5201

    Hanalei Bay Resort 5201

    Princeville, HI

    Pool
    FREE CANCELLATION

    $220 to $238/night

  28. CONDOMINIUM
    Cliffs 7303

    Cliffs 7303

    Princeville, HI

    Pool Hot Tub
    FREE CANCELLATION

    $214 to $238/night

  29. CONDOMINIUM
    Makahuena 2202

    Makahuena 2202

    Koloa, HI

    Pool Hot Tub
    FREE CANCELLATION

    $200 to $530/night

  30. CONDOMINIUM
    Kamahana 3

    Kamahana 3

    Princeville, HI

    Pool
    FREE CANCELLATION

    $96 to $287/night

  31. CONDOMINIUM
    Plantations at Princeville #1212

    Plantations at Princeville #1212

    Princeville, HI

    Pool

    $237 to $362/night

  32. CONDOMINIUM
    Sealodge D1

    Sealodge D1

    Princeville, HI

    Pool
    FREE CANCELLATION

    $238 to $275/night

  33. TOWNHOUSE
    Nihilani 22C

    Nihilani 22C

    Princeville, HI

    Pool

    $282 to $346/night

  34. CONDOMINIUM
    Puu Poa #305

    Puu Poa #305

    Princeville, HI

    Pool

    $334 to $423/night

  35. CONDOMINIUM
    Waipouli Beach Resort G-306

    Waipouli Beach Resort G-306

    Kapaa, HI

    Pool Hot Tub

    $456 to $659/night

  36. CONDOMINIUM
    Waipouli Beach Resort A-303

    Waipouli Beach Resort A-303

    Kapaa, HI

    Pool Hot Tub

    $334 to $556/night

  37. CONDOMINIUM
    Pali Ke Kua #118

    Pali Ke Kua #118

    Princeville, HI

    Pool Hot Tub

    $247 to $282/night

  38. CONDOMINIUM
    Waipouli Beach Resort C-105

    Waipouli Beach Resort C-105

    Kapaa, HI

    Pool Hot Tub

    $299 to $452/night

  39. CONDOMINIUM
    Waipouli Beach Resort D-309

    Waipouli Beach Resort D-309

    Kapaa, HI

    Pool Hot Tub

    $282 to $535/night

  40. CONDOMINIUM
    Regency at Poipu Kai #914

    Regency at Poipu Kai #914

    Koloa, HI

    Pool Hot Tub

    $289 to $394/night

  41. CONDOMINIUM
    Pono Kai H207

    Pono Kai H207

    Kapaa, HI

    Pool Hot Tub
    FREE CANCELLATION

    $132 to $362/night

  42. CONDOMINIUM
    Villas of Kamalii 44

    Villas of Kamalii 44

    Princeville, HI

    Pool Hot Tub
    FREE CANCELLATION

    $240 to $647/night

  43. CONDOMINIUM
    Cliffs 5205

    Cliffs 5205

    Princeville, HI

    Pool Hot Tub
    FREE CANCELLATION

    $106 to $323/night

  44. CONDOMINIUM
    Kahala 123

    Kahala 123

    Koloa, HI

    Pool Hot Tub
    FREE CANCELLATION

    $133 to $337/night

  45. CONDOMINIUM
    Puu Poa 401

    Puu Poa 401

    Princeville, HI

    Pool
    FREE CANCELLATION

    $251 to $852/night

  46. CONDOMINIUM
    Sealodge J3

    Sealodge J3

    Princeville, HI

    Pool
    FREE CANCELLATION

    $124 to $408/night

  47. CONDOMINIUM
    Hanalei Bay Resort 8133/4

    Hanalei Bay Resort 8133/4

    Princeville, HI

    Pool Hot Tub
    FREE CANCELLATION

    $251 to $770/night

  48. CONDOMINIUM
    Poipu Shores B201

    Poipu Shores B201

    Koloa, HI

    Pool
    FREE CANCELLATION

    $402 to $716/night

  49. CONDOMINIUM
    Cliffs 4209

    Cliffs 4209

    Princeville, HI

    Pool Hot Tub
    FREE CANCELLATION

    $96 to $310/night

  50. CONDOMINIUM
    Sealodge G7

    Sealodge G7

    Princeville, HI

    Pool
    FREE CANCELLATION

    $96 to $329/night

  51. CONDOMINIUM
    Pali Ke Kua 119

    Pali Ke Kua 119

    Princeville, HI

    Pool Hot Tub
    FREE CANCELLATION

    $161 to $492/night

  52. CONDOMINIUM
    Sealodge B6

    Sealodge B6

    Princeville, HI

    Pool
    FREE CANCELLATION

    $96 to $320/night

  53. CONDOMINIUM
    Hanalei Colony Resort F3

    Hanalei Colony Resort F3

    Hanalei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $390 to $660/night

  54. CONDOMINIUM
    Mauna Kai 5A

    Mauna Kai 5A

    Princeville, HI

    Pool
    FREE CANCELLATION

    $214 to $238/night

  55. CONDOMINIUM
    Waipouli Beach Resort E-205

    Waipouli Beach Resort E-205

    Kapaa, HI

    Pool Hot Tub

    $340 to $503/night

  56. TOWNHOUSE
    Pili Mai 11I

    Pili Mai 11I

    Koloa, HI

    Pool Hot Tub

    $423 to $810/night

  57. HOUSE
    Awapuhi Hale

    Awapuhi Hale

    Koloa, HI

    Pool Hot Tub

    $542 to $1,028/night

  58. CONDOMINIUM
    Sealodge J1

    Sealodge J1

    Princeville, HI

    Pool
    FREE CANCELLATION

    $238 to $275/night

  59. CONDOMINIUM
    Regency at Poipu Kai #721

    Regency at Poipu Kai #721

    Koloa, HI

    Pool Hot Tub

    $363 to $530/night

  60. CONDOMINIUM
    Pali Ke Kua #204

    Pali Ke Kua #204

    Princeville, HI

    Pool Hot Tub

    $270 to $341/night

  61. CONDOMINIUM
    Sandpiper 121B

    Sandpiper 121B

    Princeville, HI

    Pool Hot Tub
    FREE CANCELLATION

    $121 to $156/night

  62. CONDOMINIUM
    Wailua Bay View 204

    Wailua Bay View 204

    Kapaa, HI

    Pool
    FREE CANCELLATION

    $238 to $257/night

  63. CONDOMINIUM
    Sealodge J9

    Sealodge J9

    Princeville, HI

    Pool
    FREE CANCELLATION

    $238 to $275/night

  64. CONDOMINIUM
    Poipu Shores B202

    Poipu Shores B202

    Koloa, HI

    Pool
    FREE CANCELLATION

    $402 to $758/night

  65. CONDOMINIUM
    Mauna Kai 17

    Mauna Kai 17

    Princeville, HI

    Pool

    $333 to $580/night

  66. CONDOMINIUM
    Sealodge E10

    Sealodge E10

    Princeville, HI

    Pool
    FREE CANCELLATION

    $238 to $275/night

  67. CONDOMINIUM
    Regency at Poipu Kai #924

    Regency at Poipu Kai #924

    Koloa, HI

    Pool Hot Tub

    $392 to $514/night

  68. CONDOMINIUM
    Waipouli Beach Resort E-406

    Waipouli Beach Resort E-406

    Kapaa, HI

    Pool Hot Tub

    $322 to $423/night

  69. CONDOMINIUM
    Plantations at Princeville #521

    Plantations at Princeville #521

    Princeville, HI

    Pool Hot Tub

    $259 to $361/night

  70. CONDOMINIUM
    Hanalei Bay Resort 5202

    Hanalei Bay Resort 5202

    Princeville, HI

    Pool
    FREE CANCELLATION

    $361 to $410/night

  71. CONDOMINIUM
    Alii Kai 5301

    Alii Kai 5301

    Princeville, HI

    Pool
    FREE CANCELLATION

    $275 to $306/night

  72. CONDOMINIUM
    Ali'i Kai 5102

    Ali'i Kai 5102

    Princeville, HI

    Pool
    FREE CANCELLATION

    $125 to $420/night

  73. CONDOMINIUM
    Puamana 4D

    Puamana 4D

    Princeville, HI

    Pool
    FREE CANCELLATION

    $96 to $344/night

  74. CONDOMINIUM
    Emmalani Court 411

    Emmalani Court 411

    Princeville, HI

    Pool Hot Tub
    FREE CANCELLATION

    $122 to $378/night

  75. CONDOMINIUM
    Plantation 1112

    Plantation 1112

    Princeville, HI

    Pool Hot Tub
    FREE CANCELLATION

    $148 to $457/night

  76. CONDOMINIUM
    Sealodge E6

    Sealodge E6

    Princeville, HI

    Pool
    FREE CANCELLATION

    $168 to $388/night

  77. CONDOMINIUM
    Sealodge H4

    Sealodge H4

    Princeville, HI

    Pool
    FREE CANCELLATION

    $108 to $340/night

  78. CONDOMINIUM
    Puu Poa 201

    Puu Poa 201

    Princeville, HI

    Pool
    FREE CANCELLATION

    $300 to $670/night

  79. CONDOMINIUM
    Sealodge G4

    Sealodge G4

    Princeville, HI

    Pool
    FREE CANCELLATION

    $226 to $257/night

  80. CONDOMINIUM
    Villas on the Prince 34

    Villas on the Prince 34

    Princeville, HI

    Pool Hot Tub
    FREE CANCELLATION

    $161 to $183/night

  81. HOUSE
    Kiahuna Plantation Hale

    Kiahuna Plantation Hale

    Koloa, HI

    Pool Hot Tub

    $542 to $1,077/night

  82. CONDOMINIUM
    Pili Mai 7M

    Pili Mai 7M

    Koloa, HI

    Pool Hot Tub

    $482 to $946/night

  83. CONDOMINIUM
    Alii Kai II 11B

    Alii Kai II 11B

    Princeville, HI

    Pool Hot Tub
    FREE CANCELLATION

    $226 to $257/night

  84. CONDOMINIUM
    Puamana 9C

    Puamana 9C

    Princeville, HI

    Pool
    FREE CANCELLATION

    $214 to $238/night

  85. CONDOMINIUM
    Hanalei Bay Resort 52012

    Hanalei Bay Resort 52012

    Princeville, HI

    Pool
    FREE CANCELLATION

    $520 to $581/night

  86. APARTMENT
    Nohea Villa

    Nohea Villa

    Princeville, HI

    Pool Hot Tub

    $393 to $934/night

  87. CONDOMINIUM
    Sealodge C7

    Sealodge C7

    Princeville, HI

    Pool
    FREE CANCELLATION

    $238 to $275/night

  88. CONDOMINIUM
    Sealodge J4

    Sealodge J4

    Princeville, HI

    Pool
    FREE CANCELLATION

    $120 to $367/night

  89. CONDOMINIUM
    Plantations at Princeville #1122

    Plantations at Princeville #1122

    Princeville, HI

    Pool Hot Tub

    $259 to $335/night

  90. CONDOMINIUM
    Sealodge G3

    Sealodge G3

    Princeville, HI

    Pool
    FREE CANCELLATION

    $238 to $269/night

  91. CONDOMINIUM
    Pili Mai 6K

    Pili Mai 6K

    Koloa, HI

    Pool Hot Tub

    $409 to $810/night

  92. CONDOMINIUM
    Islander on the Beach 259

    Islander on the Beach 259

    Kapaa, HI

    Pool
    FREE CANCELLATION
  93. CONDOMINIUM
    Sealodge G9

    Sealodge G9

    Princeville, HI

    Pool
    FREE CANCELLATION

    $120 to $410/night