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
    Waipouli Beach Resort C-105

    Waipouli Beach Resort C-105

    Kapaa, HI

    Pool

    $299 to $415/night

  2. CONDOMINIUM
    Waipouli Beach Resort G-306

    Waipouli Beach Resort G-306

    Kapaa, HI

    Pool

    $456 to $543/night

  3. CONDOMINIUM
    Waipouli Beach Resort D-309

    Waipouli Beach Resort D-309

    Kapaa, HI

    Pool

    $282 to $398/night

  4. CONDOMINIUM
    Waipouli Beach Resort E-205

    Waipouli Beach Resort E-205

    Kapaa, HI

    Pool

    $340 to $467/night

  5. CONDOMINIUM
    Plantations at Princeville #521

    Plantations at Princeville #521

    Princeville, HI

    Pool

    $259 to $311/night

  6. CONDOMINIUM
    Pali Ke Kua #241

    Pali Ke Kua #241

    Princeville, HI

    Pool

    $241 to $276/night

  7. CONDOMINIUM
    Makai Club 1 Bedroom

    Makai Club 1 Bedroom

    Princeville, HI

    Pool Hot Tub

    $191/night

  8. HOUSE
    Koa Kai Hale

    Koa Kai Hale

    Princeville, HI

    $601 to $1,227/night

  9. HOUSE
    Mana Alana at Poipu

    Mana Alana at Poipu

    Koloa, HI

    Pool Hot Tub

    $899 to $2,487/night

  10. HOUSE
    Awapuhi Hale

    Awapuhi Hale

    Koloa, HI

    Pool Hot Tub

    $542 to $1,508/night

  11. TOWNHOUSE
    Pili Mai 11I

    Pili Mai 11I

    Koloa, HI

    Pool Hot Tub

    $476 to $1,214/night

  12. HOUSE
    Nui Lani

    Nui Lani

    Princeville, HI

    $423 to $720/night

  13. CONDOMINIUM
    Mauna Lani Golf Villas #N4

    Mauna Lani Golf Villas #N4

    Waimea, HI

    Pool
    FREE CANCELLATION

    $325 to $1,070/night

  14. HOUSE
    Ohana Kamalani

    Ohana Kamalani

    Princeville, HI

    Pool

    $702 to $1,941/night

  15. HOUSE
    Leilani Kai Hale

    Leilani Kai Hale

    Princeville, HI

    Pool Hot Tub

    $595 to $1,227/night

  16. CONDOMINIUM
    Sealodge J9

    Sealodge J9

    Princeville, HI

    Pool
    FREE CANCELLATION

    $182 to $275/night

  17. CONDOMINIUM
    Sandpiper 121B

    Sandpiper 121B

    Princeville, HI

    Pool Hot Tub
    FREE CANCELLATION

    $109 to $153/night

  18. CONDOMINIUM
    Wailua Bay View 204

    Wailua Bay View 204

    Kapaa, HI

    Pool
    FREE CANCELLATION

    $182 to $257/night

  19. CONDOMINIUM
    Mauna Kai 17

    Mauna Kai 17

    Princeville, HI

    Pool

    $292 to $670/night

  20. CONDOMINIUM
    Ali'i Kai 6102

    Ali'i Kai 6102

    Princeville, HI

    Pool
    FREE CANCELLATION

    $146 to $569/night

  21. CONDOMINIUM
    Cliffs 5205

    Cliffs 5205

    Princeville, HI

    Pool Hot Tub
    FREE CANCELLATION

    $96 to $430/night

  22. CONDOMINIUM
    Poipu Shores B202

    Poipu Shores B202

    Koloa, HI

    Pool
    FREE CANCELLATION

    $402 to $978/night

  23. CONDOMINIUM
    Cliffs 4206

    Cliffs 4206

    Princeville, HI

    Pool Hot Tub

    $241 to $301/night

  24. CONDOMINIUM
    Kahala 123

    Kahala 123

    Koloa, HI

    Pool Hot Tub
    FREE CANCELLATION

    $90 to $414/night

  25. CONDOMINIUM
    Sealodge B6

    Sealodge B6

    Princeville, HI

    Pool
    FREE CANCELLATION

    $96 to $426/night

  26. CONDOMINIUM
    Puu Poa 401

    Puu Poa 401

    Princeville, HI

    Pool
    FREE CANCELLATION

    $290 to $1,129/night

  27. CONDOMINIUM
    Pali Ke Kua 119

    Pali Ke Kua 119

    Princeville, HI

    Pool Hot Tub
    FREE CANCELLATION

    $156 to $653/night

  28. CONDOMINIUM
    Puu Poa 310

    Puu Poa 310

    Princeville, HI

    Pool

    $392 to $542/night

  29. CONDOMINIUM
    Plantation 1111

    Plantation 1111

    Princeville, HI

    Pool Hot Tub

    $241 to $271/night

  30. CONDOMINIUM
    Cliffs 8205

    Cliffs 8205

    Princeville, HI

    Pool Hot Tub

    $253 to $301/night

  31. CONDOMINIUM
    Poipu Kapili 46

    Poipu Kapili 46

    Koloa, HI

    Pool
    FREE CANCELLATION

    $231 to $361/night

  32. CONDOMINIUM
    Sealodge J3

    Sealodge J3

    Princeville, HI

    Pool
    FREE CANCELLATION

    $108 to $540/night

  33. CONDOMINIUM
    Puamana 10A

    Puamana 10A

    Princeville, HI

    Pool

    $229 to $301/night

  34. CONDOMINIUM
    Cliffs 1206

    Cliffs 1206

    Princeville, HI

    Pool Hot Tub

    $211 to $259/night

  35. CONDOMINIUM
    Sealodge D1

    Sealodge D1

    Princeville, HI

    Pool
    FREE CANCELLATION

    $238 to $275/night

  36. CONDOMINIUM
    Mauna Kai 7B

    Mauna Kai 7B

    Princeville, HI

    Pool

    $301 to $482/night

  37. CONDOMINIUM
    Sealodge E4

    Sealodge E4

    Princeville, HI

    Pool

    $235 to $301/night

  38. HOUSE
    Pu'uwai Hale

    Pu'uwai Hale

    Princeville, HI

    $1,152 to $1,645/night

  39. CONDOMINIUM
    Alii Kai #2104

    Alii Kai #2104

    Princeville, HI

    FREE CANCELLATION

    $249 to $312/night

  40. CONDOMINIUM
    Ali'i Kai 7204

    Ali'i Kai 7204

    Princeville, HI

    Pool
    FREE CANCELLATION

    $128 to $544/night

  41. CONDOMINIUM
    Hanalei Bay Resort 8133/4

    Hanalei Bay Resort 8133/4

    Princeville, HI

    Pool Hot Tub
    FREE CANCELLATION

    $240 to $1,022/night

  42. CONDOMINIUM
    Alii Kai 3103

    Alii Kai 3103

    Princeville, HI

    Pool
    FREE CANCELLATION

    $182 to $293/night

  43. CONDOMINIUM
    Villas of Kamalii 44

    Villas of Kamalii 44

    Princeville, HI

    Pool Hot Tub
    FREE CANCELLATION

    $240 to $916/night

  44. CONDOMINIUM
    Poipu Shores B201

    Poipu Shores B201

    Koloa, HI

    Pool
    FREE CANCELLATION

    $402 to $938/night

  45. HOUSE
    Hale Ola Kai

    Hale Ola Kai

    Hanalei, HI

    FREE CANCELLATION

    $499 to $686/night

  46. CONDOMINIUM
    Emmalani Court #525

    Emmalani Court #525

    Princeville, HI

    FREE CANCELLATION

    $219 to $280/night

  47. CONDOMINIUM
    Sealodge G7

    Sealodge G7

    Princeville, HI

    Pool
    FREE CANCELLATION

    $96 to $434/night

  48. CONDOMINIUM
    Cliffs 4209

    Cliffs 4209

    Princeville, HI

    Pool Hot Tub
    FREE CANCELLATION

    $96 to $413/night

  49. CONDOMINIUM
    Mauna Kai 5A

    Mauna Kai 5A

    Princeville, HI

    Pool
    FREE CANCELLATION

    $182 to $238/night

  50. CONDOMINIUM
    Pali Ke Kua 10

    Pali Ke Kua 10

    Princeville, HI

    Pool Hot Tub

    $241 to $283/night

  51. HOUSE
    Hale Nalani Kai

    Hale Nalani Kai

    Princeville, HI

    Hot Tub

    $357 to $1,197/night

  52. CONDOMINIUM
    Pali Ke Kua 238

    Pali Ke Kua 238

    Princeville, HI

    Pool Hot Tub

    $259 to $355/night

  53. CONDOMINIUM
    Ali'i Kai 4303

    Ali'i Kai 4303

    Princeville, HI

    Pool
    FREE CANCELLATION

    $122 to $544/night

  54. HOUSE
    OTA House

    OTA House

    Princeville, HI

    FREE CANCELLATION

    $219 to $280/night

  55. CONDOMINIUM
    Puu Poa 107

    Puu Poa 107

    Princeville, HI

    Pool

    $362 to $512/night

  56. CONDOMINIUM
    Sealodge J1

    Sealodge J1

    Princeville, HI

    Pool
    FREE CANCELLATION

    $207 to $275/night

  57. HOUSE
    Plantation Cottage

    Plantation Cottage

    Hanalei, HI

    FREE CANCELLATION

    $374 to $499/night

  58. CONDOMINIUM
    Cliffs 4205

    Cliffs 4205

    Princeville, HI

    Pool Hot Tub

    $235 to $301/night

  59. CONDOMINIUM
    Pali Ke Kua 203

    Pali Ke Kua 203

    Princeville, HI

    Pool Hot Tub

    $362 to $422/night

  60. CONDOMINIUM
    Waipouli Beach Resort G-404

    Waipouli Beach Resort G-404

    Kapaa, HI

    Pool

    $456 to $572/night

  61. CONDOMINIUM
    Waipouli Beach Resort A-404

    Waipouli Beach Resort A-404

    Kapaa, HI

    Pool

    $456 to $572/night

  62. CONDOMINIUM
    Plantations at Princeville #111

    Plantations at Princeville #111

    Princeville, HI

    Pool

    $253 to $311/night

  63. CONDOMINIUM
    Pali Ke Kua #204

    Pali Ke Kua #204

    Princeville, HI

    Pool

    $270 to $305/night

  64. CONDOMINIUM
    Puu Poa #305

    Puu Poa #305

    Princeville, HI

    Pool

    $334 to $363/night

  65. CONDOMINIUM
    Regency at Poipu Kai #721

    Regency at Poipu Kai #721

    Koloa, HI

    Pool

    $363 to $514/night

  66. CONDOMINIUM
    Plantations at Princeville #1122

    Plantations at Princeville #1122

    Princeville, HI

    Pool

    $259 to $311/night

  67. CONDOMINIUM
    Bali Hai Villas 1 Bedroom

    Bali Hai Villas 1 Bedroom

    Princeville, HI

    Pool Hot Tub

    $228/night

  68. HOUSE
    Iki Nui Hale

    Iki Nui Hale

    Princeville, HI

    $464 to $902/night

  69. TOWNHOUSE
    Poipu Crater

    Poipu Crater

    Koloa, HI

    Pool

    $314 to $730/night

  70. HOUSE
    Kiahuna Lani at Poipu

    Kiahuna Lani at Poipu

    Koloa, HI

    Pool Hot Tub

    $542 to $1,421/night

  71. HOUSE
    Hokulani Villa

    Hokulani Villa

    Princeville, HI

    Pool

    $750 to $1,677/night

  72. HOUSE
    Milo Hae Hale

    Milo Hae Hale

    Koloa, HI

    Pool

    $661 to $1,854/night

  73. CONDOMINIUM
    Bali Hai Villas 2 Bedroom

    Bali Hai Villas 2 Bedroom

    Princeville, HI

    Pool Hot Tub

    $328/night

  74. CONDOMINIUM
    Kauai Beach Villas 2 Bedroom

    Kauai Beach Villas 2 Bedroom

    Lihue, HI

    Pool

    $263/night

  75. CONDOMINIUM
    Pili Mai 8D

    Pili Mai 8D

    Koloa, HI

    Pool Hot Tub

    $512 to $1,305/night

  76. HOUSE
    Hale Kanani (Kaua'i) TVNC 1342

    Hale Kanani (Kaua'i) TVNC 1342

    Hanalei, HI

    $595 to $1,611/night

  77. CONDOMINIUM
    Puu Poa 405

    Puu Poa 405

    Princeville, HI

    Pool
    FREE CANCELLATION

    $366 to $458/night

  78. CONDOMINIUM
    Kamahana 24

    Kamahana 24

    Princeville, HI

    Pool
    FREE CANCELLATION

    $182 to $214/night

  79. HOUSE
    Laulea Hale

    Laulea Hale

    Princeville, HI

    FREE CANCELLATION

    $540 to $1,195/night

  80. CONDOMINIUM
    Kamahana 3

    Kamahana 3

    Princeville, HI

    Pool
    FREE CANCELLATION

    $98 to $382/night

  81. CONDOMINIUM
    Puamana 11A

    Puamana 11A

    Princeville, HI

    Pool
    FREE CANCELLATION

    $101 to $240/night

  82. CONDOMINIUM
    Puamana 25B

    Puamana 25B

    Princeville, HI

    Pool
    FREE CANCELLATION

    $182 to $238/night

  83. CONDOMINIUM
    Sealodge E7

    Sealodge E7

    Princeville, HI

    Pool
    FREE CANCELLATION

    $108 to $434/night

  84. CONDOMINIUM
    Banyan Harbor K134 at Kalapaki Beach

    Banyan Harbor K134 at Kalapaki Beach

    Lihue, HI

    Pool
    FREE CANCELLATION

    $90 to $403/night

  85. CONDOMINIUM
    Sealodge H9

    Sealodge H9

    Princeville, HI

    Pool
    FREE CANCELLATION

    $108 to $475/night

  86. CONDOMINIUM
    Puako Beach Condo 109

    Puako Beach Condo 109

    Waimea, HI

    Pool
    FREE CANCELLATION

    $235 to $367/night

  87. HOUSE
    Hale Ulu'wehi

    Hale Ulu'wehi

    Waimea, HI

    FREE CANCELLATION

    $485 to $652/night

  88. CONDOMINIUM
    Emmalani Court 312

    Emmalani Court 312

    Princeville, HI

    Pool
    FREE CANCELLATION

    $139 to $540/night

  89. CONDOMINIUM
    Plantation at Princeville 1322

    Plantation at Princeville 1322

    Princeville, HI

    Pool Hot Tub
    FREE CANCELLATION

    $182 to $306/night

  90. CONDOMINIUM
    Puu Poa 309

    Puu Poa 309

    Princeville, HI

    Pool
    FREE CANCELLATION

    $402 to $875/night

  91. CONDOMINIUM
    Kamahana 18

    Kamahana 18

    Princeville, HI

    Pool Hot Tub

    $223 to $277/night

  92. CONDOMINIUM
    Cliffs 4202

    Cliffs 4202

    Princeville, HI

    Pool Hot Tub

    $241 to $301/night

  93. CONDOMINIUM
    Mauna Kai 2

    Mauna Kai 2

    Princeville, HI

    $357 to $902/night

  94. CONDOMINIUM
    Villas of Kamalii 37

    Villas of Kamalii 37

    Princeville, HI

    Pool Hot Tub
    FREE CANCELLATION

    $182 to $336/night

  95. CONDOMINIUM
    Sealodge G8

    Sealodge G8

    Princeville, HI

    Pool
    FREE CANCELLATION

    $182 to $275/night

  96. HOUSE
    Hale Kamalani

    Hale Kamalani

    Princeville, HI

    FREE CANCELLATION

    $120 to $454/night

  97. CONDOMINIUM
    Hanalei Colony Resort E3

    Hanalei Colony Resort E3

    Hanalei, HI

    Pool
    FREE CANCELLATION

    $304 to $581/night

  98. CONDOMINIUM
    Pali Ke Kua 130

    Pali Ke Kua 130

    Princeville, HI

    Pool Hot Tub

    $271 to $331/night

  99. CONDOMINIUM
    Hanalei Bay Resort 6302

    Hanalei Bay Resort 6302

    Princeville, HI

    Pool Hot Tub

    $301 to $355/night

  100. HOUSE
    Hale Kalani

    Hale Kalani

    Wainiha, HI

    FREE CANCELLATION

    $623 to $748/night

  101. HOUSE
    Puu Poa 403

    Puu Poa 403

    Princeville, HI

    Pool

    $422 to $663/night

  102. CONDOMINIUM
    Plantation 222

    Plantation 222

    Princeville, HI

    Pool Hot Tub

    $331 to $422/night

  103. CONDOMINIUM
    Cliffs 6201

    Cliffs 6201

    Princeville, HI

    Pool Hot Tub

    $211 to $235/night

  104. CONDOMINIUM
    Alii Kai II 8H

    Alii Kai II 8H

    Princeville, HI

    Pool Hot Tub
    FREE CANCELLATION

    $182 to $257/night

  105. CONDOMINIUM
    Sealodge F9

    Sealodge F9

    Princeville, HI

    Pool
    FREE CANCELLATION

    $182 to $238/night

  106. CONDOMINIUM
    Pali Ke Kua 115

    Pali Ke Kua 115

    Princeville, HI

    Pool Hot Tub

    $259 to $301/night

  107. CONDOMINIUM
    Sandpiper 120A

    Sandpiper 120A

    Princeville, HI

    Pool Hot Tub
    FREE CANCELLATION

    $145 to $182/night

  108. HOUSE
    Hanalei Bay Villa 26

    Hanalei Bay Villa 26

    Princeville, HI

    FREE CANCELLATION

    $243 to $336/night

  109. CONDOMINIUM
    Pali Ke Kua 107

    Pali Ke Kua 107

    Princeville, HI

    Pool

    $259 to $374/night

  110. CONDOMINIUM
    Hanalei Bay Villa #17

    Hanalei Bay Villa #17

    Princeville, HI

    FREE CANCELLATION

    $249 to $312/night

  111. CONDOMINIUM
    Hanalei Bay Resort 5201

    Hanalei Bay Resort 5201

    Princeville, HI

    Pool
    FREE CANCELLATION

    $194 to $238/night

  112. HOUSE
    Mauna Kai 4

    Mauna Kai 4

    Princeville, HI

    Pool Hot Tub

    $235 to $283/night

  113. CONDOMINIUM
    Pali Ke Kua 140

    Pali Ke Kua 140

    Princeville, HI

    Pool Hot Tub

    $259 to $355/night

  114. CONDOMINIUM
    Ali'i Kai 2201

    Ali'i Kai 2201

    Princeville, HI

    Pool
    FREE CANCELLATION

    $96 to $403/night

  115. CONDOMINIUM
    Cliffs 5201

    Cliffs 5201

    Princeville, HI

    Pool Hot Tub

    $211 to $259/night

  116. HOUSE
    Hallor House TVNC #5147

    Hallor House TVNC #5147

    Hanalei, HI

    $464 to $1,429/night

  117. CONDOMINIUM
    Cliffs 7303

    Cliffs 7303

    Princeville, HI

    Pool Hot Tub
    FREE CANCELLATION

    $182 to $238/night

  118. HOUSE
    Malolo Cottage

    Malolo Cottage

    Hanalei, HI

    FREE CANCELLATION

    $249 to $312/night

  119. CONDOMINIUM
    Plantation 1211

    Plantation 1211

    Princeville, HI

    Pool Hot Tub

    $241 to $271/night

  120. CONDOMINIUM
    Sealodge J2

    Sealodge J2

    Princeville, HI

    Pool
    FREE CANCELLATION

    $182 to $257/night

  121. CONDOMINIUM
    Villas on the Prince 28

    Villas on the Prince 28

    Princeville, HI

    Pool
    FREE CANCELLATION

    $164 to $183/night

  122. CONDOMINIUM
    Makahuena 2202

    Makahuena 2202

    Koloa, HI

    Pool Hot Tub
    FREE CANCELLATION

    $150 to $694/night

  123. CONDOMINIUM
    Banyan Harbor K132 at Kalapaki Beach

    Banyan Harbor K132 at Kalapaki Beach

    Lihue, HI

    Pool
    FREE CANCELLATION

    $90 to $414/night

  124. CONDOMINIUM
    Kauai Beach Villas 1 Bedroom

    Kauai Beach Villas 1 Bedroom

    Lihue, HI

    Pool Hot Tub

    $209/night

  125. CONDOMINIUM
    Waipouli Beach Resort C-205

    Waipouli Beach Resort C-205

    Kapaa, HI

    Pool

    $305 to $398/night

  126. TOWNHOUSE
    Nihilani 22C

    Nihilani 22C

    Princeville, HI

    Pool

    $282/night

  127. CONDOMINIUM
    Waipouli Beach Resort E-406

    Waipouli Beach Resort E-406

    Kapaa, HI

    Pool

    $311 to $386/night

  128. HOUSE
    Laulea Kailani Villa (KAUAI)

    Laulea Kailani Villa (KAUAI)

    Princeville, HI

    Pool

    $1,553 to $3,338/night

  129. HOUSE
    Plantation Cottage at Poipu

    Plantation Cottage at Poipu

    Koloa, HI

    Pool Hot Tub

    $780 to $2,199/night

  130. HOUSE
    Hale Pulelehua TVNC#1238

    Hale Pulelehua TVNC#1238

    Hanalei, HI

    $797 to $2,222/night

  131. CONDOMINIUM
    Bali Hai Villas 3 Bedroom

    Bali Hai Villas 3 Bedroom

    Princeville, HI

    Pool Hot Tub

    $536/night

  132. HOUSE
    Kiahuna Plantation Hale

    Kiahuna Plantation Hale

    Koloa, HI

    Pool Hot Tub

    $542 to $1,508/night

  133. HOUSE
    Hale Anu Keanu

    Hale Anu Keanu

    Princeville, HI

    Hot Tub

    $631 to $1,693/night

  134. HOUSE
    Hale Pulelehua with Guest House TVNC#1238

    Hale Pulelehua with Guest House TVNC#1238

    Hanalei, HI

    $952 to $2,635/night

  135. APARTMENT
    Nohea Villa

    Nohea Villa

    Princeville, HI

    Pool Hot Tub

    $393 to $863/night

  136. HOUSE
    Luana Hale

    Luana Hale

    Princeville, HI

    $512 to $1,032/night

  137. CONDOMINIUM
    Sealodge G3

    Sealodge G3

    Princeville, HI

    Pool
    FREE CANCELLATION

    $182 to $257/night

  138. CONDOMINIUM
    Islander on the Beach 259

    Islander on the Beach 259

    Kapaa, HI

    Pool
    FREE CANCELLATION

    $145 to $170/night

  139. CONDOMINIUM
    Puamana 18B

    Puamana 18B

    Princeville, HI

    Pool
    FREE CANCELLATION

    $125 to $488/night

  140. CONDOMINIUM
    Alii Kai 5301

    Alii Kai 5301

    Princeville, HI

    Pool
    FREE CANCELLATION

    $226 to $306/night

  141. TOWNHOUSE
    Hanalei Bay Villa 12

    Hanalei Bay Villa 12

    Princeville, HI

    $259 to $355/night

  142. HOUSE
    Holoholo ku Waimea

    Holoholo ku Waimea

    Waimea, HI

    FREE CANCELLATION

    $193 to $255/night

  143. TOWNHOUSE
    Puamana 13C

    Puamana 13C

    Princeville, HI

    Pool

    $229 to $259/night

  144. CONDOMINIUM
    Pili Mai 7M

    Pili Mai 7M

    Koloa, HI

    Pool Hot Tub

    $421 to $1,152/night

  145. CONDOMINIUM
    Sandpiper 120B

    Sandpiper 120B

    Princeville, HI

    Pool Hot Tub
    FREE CANCELLATION

    $121 to $153/night

  146. CONDOMINIUM
    Hanalei Bay Resort 5202

    Hanalei Bay Resort 5202

    Princeville, HI

    Pool
    FREE CANCELLATION

    $243 to $410/night

  147. TOWNHOUSE
    Hanalei Bay Villa 11

    Hanalei Bay Villa 11

    Princeville, HI

    $247 to $319/night

  148. CONDOMINIUM
    Pali Ke Kua 15

    Pali Ke Kua 15

    Princeville, HI

    Pool Hot Tub

    $241 to $283/night