Welcome to Hawaii! Paradise on earth! RedAwning has the perfect vacation rental for your island adventures. Beach bungalows, resort condos, and sun-kissed ocean-front villas await. Browse your island destination using the blue location links below or filter your preferences using the panel to the side. RedAwning offers easy, instant, hotel-style reservations and a simplified booking process so you can have your vacation plans covered in no time.

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  1. $253 to $364/night

    KAMAOLE NALU, #404

    2 BedroomsBathroomsSleeps 6
    5 nights minstay
    Pool
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  3. $242 to $354/night

    KAMAOLE NALU, #403

    2 BedroomsBathroomsSleeps 6
    5 nights minstay
    Pool
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  5. $429 to $807/night

    WAILEA ELUA, #2107*

    2 BedroomsBathroomsSleeps 6
    5 nights minstay
    Pool Hot Tub
  6. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  7. $1,595 to $1,868/night

    WAILEA ELUA, #1305^

    3 BedroomsBathroomsSleeps 8
    5 nights minstay
    Pool Hot Tub
  8. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  9. $550 to $651/night

    ROYAL MAUIAN, #202

    3 BedroomsBathroomsSleeps 7
    5 nights minstay
    Pool
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  11. $433 to $706/night

    MAKENA SURF RESORT, #A-101

    2 BedroomsBathroomsSleeps 6
    5 nights minstay
    Pool Hot Tub
  12. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  13. $464 to $858/night

    WAILEA ELUA, #1503

    2 BedroomsBathroomsSleeps 6
    5 nights minstay
    Pool Hot Tub
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  15. $839 to $1,186/night

    MAKENA SURF RESORT, #B-204

    2 BedroomsBathroomsSleeps 6
    5 nights minstay
    Pool Hot Tub
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  17. $222 to $343/night

    WAILEA EKOLU, #312

    1 BedroomBathroomsSleeps 4
    5 nights minstay
    Pool
  18. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  19. $339 to $535/night

    WAILEA EKOLU, #914

    2 Bedrooms2.5 BathroomsSleeps 5
    5 nights minstay
    Pool
  20. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  21. $757 to $984/night

    MAKENA SURF RESORT, #F-209

    2 BedroomsBathroomsSleeps 5
    5 nights minstay
    Pool Hot Tub
  22. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  23. $207 to $403/night

    KIHEI SURFSIDE, #608

    1 Bedroom BathroomSleeps 3
    5 nights minstay
    Pool
  24. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  25. $253 to $364/night

    KAMAOLE NALU, #204

    2 BedroomsBathroomsSleeps 6
    5 nights minstay
    Pool
  26. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  27. $347 to $398/night

    WAILEA EKAHI, #22E

    1 BedroomBathroomsSleeps 4
    5 nights minstay
    Pool
  28. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  29. $218 to $272/night

    Cottage 2B

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
    Pool
    FREE CANCELLATION
  30. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  31. $163 to $190/night

    Molokai Shores 211

    1 Bedroom BathroomSleeps 4
    3 nights minstay
    Pool
    FREE CANCELLATION
  32. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  33. $109 to $147/night

    Wavecrest B305

    1 Bedroom BathroomSleeps 4
    3 nights minstay
    Pool
    FREE CANCELLATION
  34. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  35. $136 to $163/night

    Paniolo Hale M1

    1 Bedroom BathroomSleeps 4
    3 nights minstay
    Pool
    FREE CANCELLATION
  36. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  37. $163 to $190/night

    Paniolo Hale K3

    1 BedroomBathroomsSleeps 4
    3 nights minstay
    Pool
    FREE CANCELLATION
  38. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  39. $136 to $147/night

    Paniolo Hale Q3

    1 BedroomBathroomsSleeps 4
    3 nights minstay
    Pool
    FREE CANCELLATION
  40. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  41. $109 to $147/night

    Wavecrest C211

    1 Bedroom BathroomSleeps 2
    3 nights minstay
    Pool
    FREE CANCELLATION
  42. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  43. $163 to $218/night

    Wavecrest A116

    2 Bedrooms BathroomSleeps 6
    3 nights minstay
    Pool
    FREE CANCELLATION
  44. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  45. $109 to $131/night

    Kepuhi Beach 1153

    Studio BathroomSleeps 2
    3 nights minstay
    Pool
    FREE CANCELLATION
  46. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  47. $136 to $163/night

    Wavecrest C316

    2 Bedrooms BathroomSleeps 4
    3 nights minstay
    Pool
    FREE CANCELLATION
  48. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  49. $147 to $163/night

    Ke Nani Kai 155

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
    Pool
    FREE CANCELLATION
  50. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  51. $120 to $163/night

    Ke Nani Kai 260

    1 Bedroom BathroomSleeps 2
    3 nights minstay
    Pool
    FREE CANCELLATION
  52. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  53. $190/night

    Molokai_Shores 314

    1 Bedroom BathroomSleeps 6
    3 nights minstay
    Pool
    FREE CANCELLATION
  54. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  55. $109 to $147/night

    Wavecrest C205

    1 Bedroom BathroomSleeps 4
    3 nights minstay
    Pool
    FREE CANCELLATION
  56. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  57. $109 to $136/night

    Kepuhi Beach 1162

    Studio BathroomSleeps 3
    3 nights minstay
    Pool
    FREE CANCELLATION
  58. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  59. $218 to $326/night

    Pukoo Cottage

    1 Bedroom BathroomSleeps 2
    3 nights minstay
    Pool
    FREE CANCELLATION
  60. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  61. $136 to $152/night

    Ke Nani Kai 145

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
    Pool
    FREE CANCELLATION
  62. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  63. $147 to $179/night

    Wavecrest A309

    1 Bedroom BathroomSleeps 4
    3 nights minstay
    Pool
    FREE CANCELLATION
  64. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  65. $136 to $163/night

    Paniolo Hale B2

    1 BedroomBathroomsSleeps 4
    3 nights minstay
    Pool
    FREE CANCELLATION
  66. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  67. $190 to $218/night

    Molokai Shores 110

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
    Pool
    FREE CANCELLATION
  68. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  69. $125 to $163/night

    Wavecrest A204

    1 Bedroom BathroomSleeps 4
    3 nights minstay
    Pool
    FREE CANCELLATION
  70. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  71. $120 to $147/night

    Wavecrest C110

    1 Bedroom BathroomSleeps 2
    3 nights minstay
    Pool
    FREE CANCELLATION
  72. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  73. $177 to $310/night

    Beautiful Resort! Close to Beaches! Pool & Hot Tub! ...

    2 BedroomsBathroomsSleeps 6
    4 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  74. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  75. $263 to $378/night

    KIHEI BEACH, #509

    2 BedroomsBathroomsSleeps 6
    5 nights minstay
    Pool
  76. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  77. $550 to $651/night

    ROYAL MAUIAN, #102^

    3 BedroomsBathroomsSleeps 8
    5 nights minstay
    Pool
  78. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  79. $223 to $288/night

    KEALIA RESORT, #304

    2 Bedrooms BathroomSleeps 4
    5 nights minstay
    Pool
  80. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  81. $207 to $403/night

    KIHEI SURFSIDE, #311

    1 Bedroom1.5  BathroomSleeps 4
    5 nights minstay
    Pool
  82. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  83. $184 to $217/night

    KEALIA RESORT, #102**

    1 Bedroom BathroomSleeps 4
    5 nights minstay
    Pool
  84. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  85. $192 to $309/night

    KAMAOLE NALU, #102

    2 BedroomsBathroomsSleeps 6
    5 nights minstay
    Pool
  86. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  87. $899/night

    Kahana Outrigger #1A2

    3 BedroomsBathroomsSleeps 8
    5 nights minstay
    Pool
    FREE CANCELLATION
  88. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  89. $136 to $147/night

    Paniolo Hale C1

    1 Bedroom BathroomSleeps 4
    3 nights minstay
    Pool
    FREE CANCELLATION
  90. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  91. $136 to $152/night

    Ke Nani Kai 121

    1 Bedroom BathroomSleeps 2
    3 nights minstay
    Pool
    FREE CANCELLATION
  92. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  93. $312 to $455/night

    ROYAL MAUIAN, #517

    2 BedroomsBathroomsSleeps 6
    5 nights minstay
    Pool
  94. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  95. $348 to $465/night

    ROYAL MAUIAN, #114**

    2 BedroomsBathroomsSleeps 6
    5 nights minstay
    Pool
  96. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  97. $1,066 to $1,459/night

    MAKENA SURF RESORT, #G-304

    3 BedroomsBathroomsSleeps 8
    5 nights minstay
    Pool Hot Tub
  98. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  99. $571 to $959/night

    WAILEA ELUA, #2202

    2 BedroomsBathroomsSleeps 6
    5 nights minstay
    Pool Hot Tub
  100. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  101. $183 to $230/night

    Villas on the Prince 34

    3 BedroomsBathroomsSleeps 6
    28 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  102. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  103. $96 to $118/night

    Discovery Bay 2210

    1 Bedroom BathroomSleeps 2
    30 nights minstay
    Pool
    FREE CANCELLATION
  104. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  105. $717 to $984/night

    MAKENA SURF RESORT, #G-201*

    2 BedroomsBathroomsSleeps 6
    5 nights minstay
    Pool Hot Tub
  106. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  107. $201 to $348/night

    Sugar Beach Resort, #130*

    1 Bedroom BathroomSleeps 4
    5 nights minstay
    Pool Hot Tub
  108. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  109. $201 to $358/night

    SUGAR BEACH RESORT, #330

    1 Bedroom BathroomSleeps 4
    5 nights minstay
    Pool Hot Tub
  110. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  111. $201 to $328/night

    ROYAL MAUIAN, #601

    2 BedroomsBathroomsSleeps 6
    5 nights minstay
    Pool
  112. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  113. $686 to $934/night

    MAKENA SURF RESORT, #C-106

    2 BedroomsBathroomsSleeps 6
    5 nights minstay
    Pool Hot Tub
  114. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  115. $286 to $341/night

    Lower Honoapiilani Condo 1 Bedroom Sleeps 2

    1 Bedroom BathroomSleeps 2
    3 nights minstay
    Pool
    FREE CANCELLATION
  116. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  117. $225 to $260/night

    Turtle Bay Fazio First Tee 13***NUC 90-TVU-0579

    1 Bedroom BathroomSleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
  118. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  119. $760 to $1,699/night

    Elua Lani 803

    3 BedroomsBathroomsSleeps 8
    1 night minstay
    Pool Hot Tub
  120. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  121. $188 to $258/night

    Hale Kamaole 123

    1 Bedroom BathroomSleeps 4
    3 nights minstay
    Pool
    FREE CANCELLATION
  122. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  123. $235 to $328/night

    Hale Kamaole 203

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
    Pool
    FREE CANCELLATION
  124. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  125. $258 to $340/night

    Hale Kamaole 275

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
    Pool
    FREE CANCELLATION
  126. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  127. $188 to $258/night

    Hale Kamaole 111

    1 Bedroom BathroomSleeps 4
    3 nights minstay
    Pool
    FREE CANCELLATION
  128. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  129. $258 to $340/night

    Hale Kamaole 341

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
    Pool
    FREE CANCELLATION
  130. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  131. $258 to $340/night

    Hale Kamaole 315

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
    Pool
    FREE CANCELLATION
  132. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  133. $188 to $258/night

    Hale Kamaole 177

    1 Bedroom BathroomSleeps 4
    3 nights minstay
    Pool
    FREE CANCELLATION
  134. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  135. $188 to $258/night

    Hale Kamaole 163

    1 Bedroom BathroomSleeps 4
    3 nights minstay
    Pool
    FREE CANCELLATION
  136. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  137. $258 to $409/night

    Hale Kamaole 328

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
    Pool
    FREE CANCELLATION
  138. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  139. $340 to $363/night

    Hale Kamaole 314

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
    Pool
    FREE CANCELLATION
  140. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  141. $258 to $340/night

    Hale Kamaole 223

    2 BedroomsBathroomsSleeps 8
    3 nights minstay
    Pool
    FREE CANCELLATION
  142. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  143. $205 to $276/night

    Hale Kamaole 206

    1 Bedroom BathroomSleeps 4
    3 nights minstay
    Pool
    FREE CANCELLATION
  144. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  145. $258 to $340/night

    Hale Kamaole 258

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
    Pool
    FREE CANCELLATION
  146. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  147. $235 to $363/night

    Hale Kamaole 327

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
    Pool
    FREE CANCELLATION
  148. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  149. $188 to $258/night

    Hale Kamaole 173

    1 Bedroom BathroomSleeps 4
    3 nights minstay
    Pool
    FREE CANCELLATION
  150. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  151. $258 to $340/night

    Hale Kamaole 245

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
    Pool
    FREE CANCELLATION
  152. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  153. $276 to $297/night

    Hale Kamaole 241

    1 Bedroom BathroomSleeps 4
    3 nights minstay
    Pool
    FREE CANCELLATION
  154. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  155. $205 to $305/night

    Hale Kamaole 138

    1 Bedroom BathroomSleeps 4
    3 nights minstay
    Pool
    FREE CANCELLATION
  156. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  157. $217 to $297/night

    Hale Kamaole 135

    1 Bedroom BathroomSleeps 4
    3 nights minstay
    Pool
    FREE CANCELLATION
  158. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  159. $133 to $154/night

    Discovery Bay 3619

    1 Bedroom BathroomSleeps 4
    30 nights minstay
    Pool
    FREE CANCELLATION
  160. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  161. $133 to $154/night

    Discovery Bay 1613

    1 Bedroom BathroomSleeps 2
    30 nights minstay
    Pool
    FREE CANCELLATION
  162. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  163. $85 to $104/night

    Discovery Bay 1920

    1 Bedroom BathroomSleeps 2
    30 nights minstay
    Pool
    FREE CANCELLATION
  164. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  165. $96 to $118/night

    Discovery Bay 3720

    1 Bedroom BathroomSleeps 2
    30 nights minstay
    Pool
    FREE CANCELLATION
  166. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  167. $203 to $270/night

    Discovery Bay 3604

    2 BedroomsBathroomsSleeps 4
    30 nights minstay
    Pool
    FREE CANCELLATION
  168. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  169. $94 to $137/night

    Discovery Bay 1118

    1 Bedroom BathroomSleeps 4
    30 nights minstay
    Pool
    FREE CANCELLATION
  170. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  171. $174 to $232/night

    Discovery Bay 2314

    1 Bedroom BathroomSleeps 4
    30 nights minstay
    Pool
    FREE CANCELLATION
  172. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  173. $146 to $174/night

    Discovery Bay 1103

    1 Bedroom BathroomSleeps 4
    30 nights minstay
    Pool
    FREE CANCELLATION
  174. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  175. $85 to $123/night

    Discovery Bay 3707

    1 Bedroom BathroomSleeps 4
    30 nights minstay
    Pool
    FREE CANCELLATION
  176. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  177. $85 to $137/night

    Discovery Bay 3517

    1 Bedroom BathroomSleeps 4
    30 nights minstay
    Pool
    FREE CANCELLATION
  178. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  179. $85 to $123/night

    Discovery Bay 2907

    1 Bedroom BathroomSleeps 2
    30 nights minstay
    Pool
    FREE CANCELLATION
  180. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  181. $174 to $232/night

    Discovery Bay 2511

    2 BedroomsBathroomsSleeps 4
    30 nights minstay
    Pool
    FREE CANCELLATION
  182. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  183. $146 to $174/night

    Discovery Bay 2612

    1 Bedroom BathroomSleeps 4
    30 nights minstay
    Pool
    FREE CANCELLATION
  184. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  185. $0/night

    Discovery Bay 1002

    1 Bedroom BathroomSleeps 2
    FREE CANCELLATION
  186. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  187. $133 to $154/night

    Discovery Bay 1602

    1 Bedroom BathroomSleeps 2
    30 nights minstay
    Pool
    FREE CANCELLATION
  188. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  189. $766 to $846/night

    Hale Honu-Oceanfront

    4 BedroomsBathroomsSleeps 8
    5 nights minstay
    Hot Tub
    FREE CANCELLATION
  190. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  191. $608 to $790/night

    Hale Huna Kai- Oceanfront

    4 BedroomsBathroomsSleeps 8
    5 nights minstay
    FREE CANCELLATION
  192. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  193. $340 to $644/night

    Mauna Lani Terrace K301

    1 BedroomBathroomsSleeps 4
    3 nights minstay
    Pool
    FREE CANCELLATION
  194. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  195. $194 to $279/night

    Sea Village 1-205-Oceanfront

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
    Pool
    FREE CANCELLATION
  196. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  197. $351 to $428/night

    Regency at Poipu Kai #924

    3 BedroomsBathroomsSleeps 7
    3 nights minstay
    Pool Hot Tub
  198. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  199. $146 to $183/night

    Kona Pacific

    1 BedroomBathroomsSleeps 2
    3 nights minstay
    Pool
    FREE CANCELLATION
  200. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations