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. $249 to $673/night

    Remodeled Cliffs Resort in Princeville

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool Hot Tub
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  3. $66 to $319/night

    Beachy Waikiki Monarch Studio

    Studio BathroomSleeps 2
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  5. $127 to $351/night

    Kona Shores 142

    1 Bedroom BathroomSleeps 2
    3 nights minstay
    Pool
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  7. $305 to $478/night

    ROYAL MAUIAN #219

    2 BedroomsBathroomsSleeps 5
    5 nights minstay
    Pool
    FREE CANCELLATION
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  9. $622 to $1,187/night

    International Colony Club 41

    3 BedroomsBathroomsSleeps 6
    3 nights minstay
    Pool
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  11. $396 to $1,560/night

    Halii Kai 9G

    3 BedroomsBathroomsSleeps 6
    3 nights minstay
    Pool Hot Tub
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  13. $588 to $1,695/night

    Mauna Pua- A Four Bedroom Vacation Rental Home

    4 BedroomsBathroomsSleeps 8
    3 nights minstay
  14. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  15. $3,221 to $5,085/night

    Turtle Cove

    3 Bedrooms3.5 BathroomsSleeps 6
    3 nights minstay
    Pool Hot Tub
  16. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  17. $605 to $1,243/night

    Cliffs 8301

    2 Bedrooms2.5 BathroomsSleeps 6
    3 nights minstay
    Pool Hot Tub
  18. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  19. $122 to $430/night

    Maalaea Kai 316

    1 Bedroom BathroomSleeps 4
    3 nights minstay
    Pool
  20. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  21. $362 to $1,008/night

    Kona Sunshine

    2 BedroomsBathroomsSleeps 5
    3 nights minstay
  22. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  23. $961 to $1,695/night

    Punahele

    3 BedroomsBathroomsSleeps 8
    3 nights minstay
    Hot Tub
  24. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  25. $886 to $3,015/night

    Aloha 'Ohana

    5 BedroomsBathroomsSleeps 12
    3 nights minstay
    Pool
  26. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  27. $170 to $311/night

    Island Surf 402

    1 Bedroom BathroomSleeps 4
    3 nights minstay
    Pool
  28. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  29. $183 to $231/night

    Kihei Resort 128

    1 Bedroom BathroomSleeps 4
    3 nights minstay
    Pool Hot Tub
  30. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  31. $164 to $181/night

    Kehena Treetop Bungalow

    1 Bedroom1.25  BathroomSleeps 4
    3 nights minstay
  32. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  33. $254 to $362/night

    Kihei Holiday 113

    2 Bedrooms BathroomSleeps 4
    3 nights minstay
    Pool
  34. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  35. $203 to $567/night

    Maluhia Hale

    3 BedroomsBathroomsSleeps 6
    3 nights minstay
  36. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  37. $435 to $463/night

    Papakea A403

    2 BedroomsBathroomsSleeps 8
    3 nights minstay
    Pool
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  39. $226 to $322/night

    Allure Waikiki 803

    2 BedroomsBathroomsSleeps 4
    29 nights minstay
    Pool
  40. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  41. $243 to $907/night

    New! Waikoloa Beach Villas F22

    2 BedroomsBathroomsSleeps 4
    3 nights minstay
    Pool Hot Tub
  42. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  43. $110 to $128/night

    Alii Villas 218

    1 Bedroom BathroomSleeps 2
    30 nights minstay
    Pool
  44. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  45. $190 to $211/night

    Sky Ala Moana 2908

    2 BedroomsBathroomsSleeps 4
    29 nights minstay
    Pool
  46. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  47. $160 to $197/night

    Sky Ala Moana 2907

    1 Bedroom BathroomSleeps 4
    29 nights minstay
    Pool Hot Tub
  48. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  49. $170 to $208/night

    Ko Olina Fairways #4E

    3 BedroomsBathroomsSleeps 6
    29 nights minstay
    Pool
  50. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  51. $249 to $377/night

    Sky Ala Moana 3001

    2 BedroomsBathroomsSleeps 4
    29 nights minstay
    Pool Hot Tub
  52. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  53. $302/night

    Diamond Head #406

    2 BedroomsBathroomsSleeps 4
    29 nights minstay
    Pool Hot Tub
  54. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  55. $243 to $377/night

    Sky Ala Moana 4209

    2 BedroomsBathroomsSleeps 4
    29 nights minstay
    Pool Hot Tub
  56. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  57. $184 to $226/night

    Sky Ala Moana 3305

    1 Bedroom BathroomSleeps 2
    29 nights minstay
    Pool Hot Tub
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  59. $378 to $508/night

    Turtle Bay Bird of Paradise

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool
    FREE CANCELLATION
  60. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  61. $346 to $497/night

    Turtle Bay NorthShore Haven

    1 BedroomBathroomsSleeps 6
    2 nights minstay
    Pool
    FREE CANCELLATION
  62. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  63. $270 to $346/night

    Turtle Bay 19th Hole

    1 Bedroom BathroomSleeps 2
    2 nights minstay
    Pool
    FREE CANCELLATION
  64. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  65. $410 to $486/night

    Turtle Bay Paniolo

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool
    FREE CANCELLATION
  66. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  67. $270 to $447/night

    Turtle Bay Papaya Hale

    1 Bedroom BathroomSleeps 2
    2 nights minstay
    Pool
    FREE CANCELLATION
  68. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  69. $231 to $824/night

    Big Island Royal Sea Cliff 705

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  70. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  71. $133 to $589/night

    Oahu Tradewinds Plaza 601

    Studio BathroomSleeps 2
    2 nights minstay
    FREE CANCELLATION
  72. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  73. $318 to $903/night

    Kauai Manualoha 703

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  74. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  75. $157 to $496/night

    Big Island Keauhou Punahele A103

    2 BedroomsBathroomsSleeps 4
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  76. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  77. $375 to $917/night

    Big Island Pele's Last Resort- Big Island Holua Kai...

    3 Bedrooms2.5 BathroomsSleeps 6
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  78. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  79. $295 to $1,030/night

    Big Island Waikoloa Colony Villas 1206

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  80. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  81. $174 to $653/night

    Big Island Keauhou Punahele E305

    Multiple Units Available
    1 night minstay
    Pool Hot Tub
    FREE CANCELLATION
  82. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  83. $346 to $1,094/night

    Kauai Regency at Poipu Kai #313

    2 BedroomsBathroomsSleeps 8
    1 night minstay
    Pool Hot Tub
    FREE CANCELLATION
  84. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  85. $74 to $300/night

    Mountain View Waikiki Studio

    Studio BathroomSleeps 2
    1 night minstay
    Pool Hot Tub
    FREE CANCELLATION
  86. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  87. $1,779 to $6,137/night

    Gorgeous Renovated 1937 Plantation Style Beach House 50 ...

    5 BedroomsBathroomsSleeps 10
    1 night minstay
    Pool Hot Tub
    FREE CANCELLATION
  88. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  89. $603 to $2,219/night

    Kauai Poipu Kapili 51

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool
    FREE CANCELLATION
  90. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  91. $180 to $881/night

    Ali'i Kai 7204

    2 BedroomsBathroomsSleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
  92. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  93. $145 to $494/night

    Fully Equipped 23rd Floor Condo at the Waikiki Banyan

    1 Bedroom BathroomSleeps 6
    1 night minstay
    Pool Hot Tub
    FREE CANCELLATION
  94. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  95. $155 to $538/night

    Updated Waikiki Condo with Mountain Views- 22nd floor, F...

    1 Bedroom BathroomSleeps 4
    1 night minstay
    Pool Hot Tub
    FREE CANCELLATION
  96. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  97. $164 to $598/night

    Tower 1 Suite 3007- QQS

    1 Bedroom BathroomSleeps 4
    1 night minstay
    Pool Hot Tub
    FREE CANCELLATION
  98. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  99. $191 to $665/night

    37th Floor Condo with Sweeping Ocean Views & Free pa...

    1 Bedroom BathroomSleeps 4
    1 night minstay
    Pool
    FREE CANCELLATION
  100. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  101. $173 to $655/night

    Standard Ocean View Condo- 36th Floor, Free parking &...

    1 Bedroom BathroomSleeps 4
    1 night minstay
    Pool Hot Tub
    FREE CANCELLATION
  102. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  103. $191 to $665/night

    Tower 2 Suite 3709- QQP

    1 Bedroom BathroomSleeps 6
    1 night minstay
    Pool Hot Tub
    FREE CANCELLATION
  104. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  105. $200 to $690/night

    Sealodge G7

    2 BedroomsBathroomsSleeps 5
    2 nights minstay
    Pool
    FREE CANCELLATION
  106. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  107. $90 to $398/night

    Kaanapali Shores 742 Studio Condo

    Studio BathroomSleeps 4
    5 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  108. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  109. $203 to $813/night

    Kahana Sunset C7 2 Bedroom Condo

    2 BedroomsBathroomsSleeps 6
    1 night minstay
    Pool
    FREE CANCELLATION
  110. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  111. $231 to $687/night

    Kamaole Beach Royale 307

    1 Bedroom BathroomSleeps 2
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  112. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  113. $1,212 to $4,554/night

    Wailea Elua 1603

    2 BedroomsBathroomsSleeps 4
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  114. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  115. $656 to $2,995/night

    Polo Beach Club 107

    Multiple Units Available
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  116. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  117. $346 to $1,202/night

    Grand Champions 40

    2 BedroomsBathroomsSleeps 4
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  118. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  119. $243 to $1,182/night

    Kapalua Golf Villas 15P5-6

    2 BedroomsBathroomsSleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
  120. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  121. $1,154 to $5,720/night

    Wailea Beach Villa M312

    3 BedroomsBathroomsSleeps 8
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  122. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  123. $289 to $1,018/night

    Grand Champions 29

    1 Bedroom BathroomSleeps 2
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  124. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  125. $214 to $634/night

    Sugar Beach Resort PH8

    Multiple Units Available
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  126. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  127. $404 to $1,100/night

    Maalaea Surf G8

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool
    FREE CANCELLATION
  128. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  129. $185 to $559/night

    Kihei Kai Nani #4-121

    1 Bedroom BathroomSleeps 4
    1 night minstay
    Pool
    FREE CANCELLATION
  130. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  131. $477 to $2,175/night

    Wailea Ekahi 26A

    Multiple Units Available
    2 nights minstay
    Pool
    FREE CANCELLATION
  132. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  133. $461 to $1,510/night

    Kapalua Ridge Villas-#2212

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  134. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  135. $208 to $647/night

    Kihei Akahi C-609

    Multiple Units Available
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  136. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  137. $520 to $1,883/night

    Mana Kai #614

    2 BedroomsBathroomsSleeps 6
    1 night minstay
    Pool
    FREE CANCELLATION
  138. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  139. $283 to $1,761/night

    Wailea Ekolu 1305

    2 BedroomsBathroomsSleeps 6
    1 night minstay
    Pool
    FREE CANCELLATION
  140. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  141. $225 to $821/night

    Kihei Ali'i Kai A104

    1 Bedroom BathroomSleeps 4
    1 night minstay
    Pool Hot Tub
    FREE CANCELLATION
  142. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  143. $231 to $744/night

    Kauai Waikomo Stream Villas 422

    1 Bedroom BathroomSleeps 2
    2 nights minstay
    Pool
    FREE CANCELLATION
  144. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  145. $404 to $1,612/night

    Kauai Aliomanu

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    FREE CANCELLATION
  146. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  147. $357 to $1,341/night

    Wailea Ekahi 40D

    1 BedroomBathroomsSleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
  148. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  149. $318 to $797/night

    Maalaea Banyans 217

    1 Bedroom BathroomSleeps 2
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  150. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  151. $148 to $952/night

    Whaler 518 OceanView Studio Condo

    Studio BathroomSleeps 4
    1 night minstay
    Pool Hot Tub
    FREE CANCELLATION
  152. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  153. $310 to $624/night

    Bay Villa 24G3

    1 Bedroom1.5  BathroomSleeps 4
    4 nights minstay
    Pool
  154. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  155. $177 to $624/night

    Kahana Sunset A3

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
    Pool
  156. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  157. $379 to $781/night

    Kahana Sunset B5B

    1 Bedroom BathroomSleeps 4
    4 nights minstay
    Pool
  158. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  159. $227 to $985/night

    Sands Of Kahana 373

    2 BedroomsBathroomsSleeps 6
    4 nights minstay
    Pool Hot Tub
  160. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  161. $219 to $650/night

    Kahana Sunset A5

    2 Bedrooms2.5 BathroomsSleeps 6
    3 nights minstay
    Pool
  162. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  163. $414 to $1,149/night

    Sands Of Kahana 237

    3 BedroomsBathroomsSleeps 8
    4 nights minstay
    Pool Hot Tub
  164. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  165. $392 to $985/night

    Sands Of Kahana 334

    2 BedroomsBathroomsSleeps 6
    4 nights minstay
    Pool Hot Tub
  166. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  167. $4,200/night

    Timeshare Week

    3 BedroomsBathroomsSleeps 4
    4 nights minstay
    Pool Hot Tub
  168. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  169. $317 to $820/night

    Sands Of Kahana 317

    2 BedroomsBathroomsSleeps 6
    4 nights minstay
    Pool Hot Tub
  170. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  171. $4,200/night

    Timeshare Condo

    2 BedroomsBathroomsSleeps 6
    4 nights minstay
    Pool Hot Tub
  172. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  173. $353 to $624/night

    Kahana Sunset E8

    2 BedroomsBathroomsSleeps 5
    4 nights minstay
    Pool
  174. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  175. $353 to $624/night

    Kahana Sunset D5

    2 BedroomsBathroomsSleeps 6
    4 nights minstay
    Pool
  176. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  177. $156 to $361/night

    Valley Isle Resort 507

    Studio BathroomSleeps 3
    3 nights minstay
    Pool
  178. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  179. $388 to $703/night

    Pali Ke Kua #204

    2 BedroomsBathroomsSleeps 4
    3 nights minstay
    Pool Hot Tub
  180. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  181. $635 to $756/night

    Waipouli Beach Resort G-306

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
    Pool Hot Tub
  182. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  183. $331 to $415/night

    Pali Ke Kua #118

    1 Bedroom BathroomSleeps 2
    3 nights minstay
    Pool Hot Tub
  184. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  185. $467 to $572/night

    Waipouli Beach Resort C-105

    2 BedroomsBathroomsSleeps 4
    3 nights minstay
    Pool Hot Tub
  186. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  187. $961 to $1,108/night

    Pu'uwai Hale

    4 Bedrooms4.5 BathroomsSleeps 8
    3 nights minstay
  188. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  189. $320 to $493/night

    Pali Ke Kua #241

    2 BedroomsBathroomsSleeps 4
    3 nights minstay
    Pool Hot Tub
  190. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  191. $635 to $756/night

    Waipouli Beach Resort G-306

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
    Pool Hot Tub
  192. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  193. $362 to $425/night

    Plantations at Princeville #521

    3 BedroomsBathroomsSleeps 6
    3 nights minstay
    Pool Hot Tub
  194. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  195. $331 to $415/night

    Pali Ke Kua #118

    1 Bedroom BathroomSleeps 2
    3 nights minstay
    Pool Hot Tub
  196. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  197. $1,604 to $2,164/night

    Moloa'a Bay Villa & Cottage

    5 BedroomsBathroomsSleeps 11
    3 nights minstay
  198. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  199. $231 to $283/night

    Emmalani Suite

    1 Bedroom BathroomSleeps 2
    3 nights minstay
  200. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations