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. $335 to $457/night

    Mauna Lani living close to the beaches & shopping!

    3 BedroomsBathroomsSleeps 6
    4 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  3. $261 to $730/night

    Hale Luana (Big Island)

    4 BedroomsBathroomsSleeps 10
    2 nights minstay
    Hot Tub
    FREE CANCELLATION
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  5. $7,540 to $12,180/night

    Kailua Shores Estate 8 Bedroom

    8 BedroomsBathroomsSleeps 18
    2 nights minstay
    Pool
    Prime Now
    FREE CANCELLATION
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  7. $110 to $126/night

    Colony Surf 803

    Studio BathroomSleeps 2
    3 nights minstay
    FREE CANCELLATION
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  9. $303/night

    Ocean View w/Pool- Across from Kalama Beach

    2 BedroomsBathroomsSleeps 6
    7 nights minstay
    Pool
    FREE CANCELLATION
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  11. $141 to $208/night

    Nani Kai Hale # 601

    1 BedroomBathroomsSleeps 2
    5 nights minstay
    Pool
    FREE CANCELLATION
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  13. $152 to $219/night

    Nani Kai Hale # 304

    1 BedroomBathroomsSleeps 4
    5 nights minstay
    Pool
    FREE CANCELLATION
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  15. $197 to $264/night

    Nani Kai Hale # 302

    2 BedroomsBathroomsSleeps 6
    5 nights minstay
    Pool
    FREE CANCELLATION
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  17. $146 to $163/night

    Koa Resort #2C

    2 Bedrooms BathroomSleeps 4
    5 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  19. $225 to $281/night

    Koa Resort #4F

    3 BedroomsBathroomsSleeps 6
    5 nights minstay
    Pool
    FREE CANCELLATION
  20. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  21. $152 to $164/night

    Colony Surf 403

    Studio BathroomSleeps 2
    3 nights minstay
    FREE CANCELLATION
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  23. $174 to $188/night

    Colony Surf 1409

    1 Bedroom BathroomSleeps 2
    3 nights minstay
    FREE CANCELLATION
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  25. $252 to $271/night

    Sans Souci 807

    2 BedroomsBathroomsSleeps 4
    3 nights minstay
    FREE CANCELLATION
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  27. $197 to $210/night

    Sans Souci 1104

    1 Bedroom BathroomSleeps 2
    3 nights minstay
    FREE CANCELLATION
  28. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  29. $326 to $350/night

    Sea Breeze 9

    2 BedroomsBathroomsSleeps 4
    27 nights minstay
    FREE CANCELLATION
  30. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  31. $174 to $188/night

    Colony Surf 401

    1 Bedroom BathroomSleeps 2
    3 nights minstay
    FREE CANCELLATION
  32. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  33. $120/night

    Pauole Hale

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
    FREE CANCELLATION
  34. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  35. $1,531/night

    Mokuleia Beach House

    2 BedroomsBathroomsSleeps 8
    14 nights minstay
    FREE CANCELLATION
  36. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  37. $68/night

    Volcano Dancing Bamboo Cottage

    1 Bedroom BathroomSleeps 2
    31 nights minstay
    FREE CANCELLATION
  38. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  39. $174 to $188/night

    Colony Surf 1807

    1 Bedroom BathroomSleeps 2
    3 nights minstay
    FREE CANCELLATION
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  41. $192 to $205/night

    Sans Souci 805

    1 Bedroom BathroomSleeps 2
    3 nights minstay
    FREE CANCELLATION
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  43. $205 to $221/night

    Sans Souci 1105

    1 Bedroom BathroomSleeps 4
    3 nights minstay
    FREE CANCELLATION
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  45. $205 to $221/night

    Sans Souci 201

    1 Bedroom BathroomSleeps 2
    3 nights minstay
    FREE CANCELLATION
  46. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  47. $669/night

    Pualele

    5 Bedrooms5.5 BathroomsSleeps 10
    31 nights minstay
    Pool
    FREE CANCELLATION
  48. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  49. $174 to $188/night

    Colony Surf 1705

    1 Bedroom BathroomSleeps 2
    3 nights minstay
    FREE CANCELLATION
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  51. $205 to $221/night

    Sans Souci 204

    1 Bedroom BathroomSleeps 2
    3 nights minstay
    FREE CANCELLATION
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  53. $348 to $374/night

    Sans Souci PH2

    2 BedroomsBathroomsSleeps 4
    3 nights minstay
    FREE CANCELLATION
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  55. $203 to $276/night

    Nani Kai Hale # 502

    2 BedroomsBathroomsSleeps 4
    5 nights minstay
    Pool
    FREE CANCELLATION
  56. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  57. $1,688 to $2,250/night

    Hale Lahaina

    4 Bedrooms5.5 BathroomsSleeps 10
    5 nights minstay
    Pool
    FREE CANCELLATION
  58. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  59. $144 to $155/night

    Sans Souci 806

    Studio BathroomSleeps 2
    3 nights minstay
    FREE CANCELLATION
  60. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  61. $113 to $210/night

    Sans Souci 804

    1 Bedroom BathroomSleeps 2
    3 nights minstay
    FREE CANCELLATION
  62. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  63. $194 to $424/night

    Royal Kuhio Suite 3006

    1 Bedroom BathroomSleeps 6
    2 nights minstay
    Pool
    FREE CANCELLATION
  64. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  65. $173 to $238/night

    Tower 2 Suite 2201- FF

    1 Bedroom BathroomSleeps 6
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  66. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  67. $513/night

    Hale Kai 2 Ko Olina Beach Villa (B906)

    2 BedroomsBathroomsSleeps 6
    6 nights minstay
    Pool Hot Tub
  68. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  69. $423 to $577/night

    Maui Eldorado I204/205 2Bd/ 2Ba

    2 BedroomsBathroomsSleeps 6
    5 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  70. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  71. $463 to $786/night

    Ohana Hale 2 bed/2bath w/ Pool & Hot Tub- Steps To B...

    2 BedroomsBathroomsSleeps 4
    2 nights minstay
    Pool Hot Tub
  72. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  73. $217 to $359/night

    Kaanapali Shores Studio 642

    Studio BathroomSleeps 4
    5 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  74. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  75. $276 to $410/night

    Kuleana 713 1 Bdrm

    1 Bedroom BathroomSleeps 2
    5 nights minstay
    Pool
    FREE CANCELLATION
  76. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  77. $243 to $455/night

    Royal Kahana 315

    1 Bedroom BathroomSleeps 4
    5 nights minstay
    Pool
    FREE CANCELLATION
  78. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  79. $384 to $667/night

    Napili Point C-12 2bdrm/2bath

    2 BedroomsBathroomsSleeps 6
    5 nights minstay
    Pool
    FREE CANCELLATION
  80. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  81. $359 to $513/night

    Aina Nalu C204

    2 BedroomsBathroomsSleeps 6
    5 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  82. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  83. $294 to $448/night

    Kuleana 622 1Bdrm

    1 Bedroom BathroomSleeps 2
    5 nights minstay
    Pool
    FREE CANCELLATION
  84. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  85. $217 to $359/night

    Royal Kahana 119 Studio

    Studio BathroomSleeps 4
    5 nights minstay
    Pool
    FREE CANCELLATION
  86. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  87. $474 to $770/night

    Noelani 401 OF 1 Bdm/2 Ba

    1 BedroomBathroomsSleeps 4
    5 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  88. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  89. $251 to $412/night

    Napili Shores D229

    Studio BathroomSleeps 3
    5 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  90. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  91. $359 to $495/night

    Aina Nalu D202

    2 BedroomsBathroomsSleeps 6
    5 nights minstay
    Pool
    FREE CANCELLATION
  92. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  93. $346 to $616/night

    Royal Kahana 101 2 bdr/2ba OV

    2 BedroomsBathroomsSleeps 6
    5 nights minstay
    Pool
    FREE CANCELLATION
  94. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  95. $590 to $893/night

    Sands of Kahana 282

    2 BedroomsBathroomsSleeps 6
    5 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  96. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  97. $317/night

    Hale Kamaole 342

    2 BedroomsBathroomsSleeps 6
    7 nights minstay
    Pool
    FREE CANCELLATION
  98. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  99. $258/night

    Hale Kamaole 128

    1 Bedroom BathroomSleeps 4
    7 nights minstay
    Pool
    FREE CANCELLATION
  100. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  101. $340/night

    Hale Kamaole 336

    2 BedroomsBathroomsSleeps 6
    7 nights minstay
    Pool
    FREE CANCELLATION
  102. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  103. $258/night

    Hale Kamaole 142

    1 Bedroom BathroomSleeps 2
    7 nights minstay
    Pool
    FREE CANCELLATION
  104. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  105. $258/night

    Hale Kamaole 205

    1 Bedroom BathroomSleeps 4
    7 nights minstay
    Pool
    FREE CANCELLATION
  106. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  107. $258/night

    Hale Kamaole 152

    1 Bedroom BathroomSleeps 4
    7 nights minstay
    Pool
    FREE CANCELLATION
  108. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  109. $258/night

    Hale Kamaole 147

    1 Bedroom BathroomSleeps 4
    7 nights minstay
    Pool
    FREE CANCELLATION
  110. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  111. $258/night

    Hale Kamaole 113

    1 Bedroom BathroomSleeps 4
    7 nights minstay
    Pool
    FREE CANCELLATION
  112. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  113. $340/night

    Hale Kamaole 330

    2 BedroomsBathroomsSleeps 6
    7 nights minstay
    Pool
    FREE CANCELLATION
  114. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  115. $317/night

    Hale Kamaole 329

    2 BedroomsBathroomsSleeps 4
    7 nights minstay
    Pool
    FREE CANCELLATION
  116. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  117. $258/night

    Hale Kamaole 237

    1 Bedroom BathroomSleeps 4
    7 nights minstay
    Pool
    FREE CANCELLATION
  118. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  119. $258/night

    Hale Kamaole 133

    1 Bedroom BathroomSleeps 4
    7 nights minstay
    Pool
    FREE CANCELLATION
  120. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  121. $340/night

    Hale Kamaole 344

    2 BedroomsBathroomsSleeps 6
    7 nights minstay
    Pool
    FREE CANCELLATION
  122. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  123. $258/night

    Hale Kamaole 146

    1 Bedroom BathroomSleeps 2
    7 nights minstay
    Pool
    FREE CANCELLATION
  124. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  125. $258/night

    Hale Kamaole 240

    1 Bedroom BathroomSleeps 4
    7 nights minstay
    Pool
    FREE CANCELLATION
  126. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  127. $258/night

    Hale Kamaole 220

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

    Hale Kamaole 222

    2 BedroomsBathroomsSleeps 6
    7 nights minstay
    Pool
    FREE CANCELLATION
  130. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  131. $317/night

    Hale Kamaole 268

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

    Hale Kamaole 141

    1 Bedroom BathroomSleeps 2
    7 nights minstay
    Pool
    FREE CANCELLATION
  134. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  135. $258/night

    Hale Kamaole 117

    1 Bedroom BathroomSleeps 4
    7 nights minstay
    Pool
    FREE CANCELLATION
  136. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  137. $366/night

    Hale Kamaole 202

    2 BedroomsBathroomsSleeps 6
    7 nights minstay
    Pool
    FREE CANCELLATION
  138. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  139. $548 to $657/night

    2 Bedrooms Oceanfront

    2 BedroomsBathroomsSleeps 6
    5 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  140. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  141. $107/night

    Hawaiian Monarch | Pool, Gym, Hot Tub & Ocean Views

    Studio BathroomSleeps 2
    2 nights minstay
    Pool Hot Tub
    Prime Now
    FREE CANCELLATION
  142. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  143. $107/night

    Pacific Monarch | Ocean-View Balcony | Pool & Spa

    Studio BathroomSleeps 4
    2 nights minstay
    FREE CANCELLATION
  144. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  145. $107/night

    Hawaiian Monarch | Ocean-View Studio | Pool & Gym

    Studio BathroomSleeps 2
    2 nights minstay
    Pool Hot Tub
    Prime Now
    FREE CANCELLATION
  146. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  147. $115 to $117/night

    Hawaiian Monarch | Ocean-View Studio | Pool & Gym

    Studio BathroomSleeps 2
    2 nights minstay
    FREE CANCELLATION
  148. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  149. $107/night

    Hawaiian Monarch | Ocean-View Corner Unit w/ Pool

    Studio BathroomSleeps 2
    2 nights minstay
    Pool Hot Tub
    Prime Now
    FREE CANCELLATION
  150. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  151. $369 to $986/night

    Honl's Beach Hale (Big Island)

    3 BedroomsBathroomsSleeps 8
    2 nights minstay
    Hot Tub
    FREE CANCELLATION
  152. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  153. $406 to $928/night

    Kiahuna Lani at Poipu

    3 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  154. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  155. $2,182 to $3,925/night

    4BD Villas at Mauna Kea #21

    4 BedroomsBathroomsSleeps 8
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  156. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  157. $290 to $618/night

    Palm Villas (H23) at Mauna Lani 2 Bedrooms + Loft

    2 BedroomsBathroomsSleeps 7
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  158. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  159. $226 to $515/night

    Mauna Kai 2

    3 BedroomsBathroomsSleeps 8
    2 nights minstay
    FREE CANCELLATION
  160. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  161. $447 to $638/night

    Ocean Soul (Big Island)

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool
    FREE CANCELLATION
  162. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  163. $348 to $890/night

    Hale Waileia

    3 BedroomsBathroomsSleeps 8
    2 nights minstay
    FREE CANCELLATION
  164. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  165. $1,450 to $3,814/night

    Hillside Villa 7101

    3 Bedrooms BathroomSleeps 6
    2 nights minstay
    Pool
    FREE CANCELLATION
  166. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  167. $522 to $986/night

    Island Time- Holua Kai

    3 Bedrooms3.5 BathroomsSleeps 8
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  168. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  169. $203 to $496/night

    Sealodge Villa H5

    2 BedroomsBathroomsSleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
  170. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  171. $737 to $1,952/night

    Mauna Lani Kamilo #217

    4 BedroomsBathroomsSleeps 10
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  172. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  173. $290 to $745/night

    Kumulani I-3

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  174. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  175. $464 to $1,241/night

    Mauna Lani Kamilo #123

    4 Bedrooms3.5 BathroomsSleeps 8
    2 nights minstay
    Pool
    FREE CANCELLATION
  176. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  177. $580 to $1,662/night

    Island Oasis

    3 Bedrooms3.5 BathroomsSleeps 6
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  178. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  179. $522 to $1,618/night

    Villas at Poipu Kai F100

    4 Bedrooms1.5  BathroomSleeps 8
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  180. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  181. $659 to $1,789/night

    3BD Wai'ula'ula Villa (312) at Mauna Kea Resor...

    3 Bedrooms3.5 BathroomsSleeps 6
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  182. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  183. $1,740 to $5,447/night

    Hale Pomaikai'i Mau

    4 Bedrooms4.5 BathroomsSleeps 10
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  184. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  185. $406 to $1,124/night

    Turtle Bay Villas 205

    1 Bedroom BathroomSleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
  186. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  187. $986 to $2,371/night

    Turtle Bay Villas 101

    4 BedroomsBathroomsSleeps 10
    2 nights minstay
    Pool
    FREE CANCELLATION
  188. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  189. $870 to $2,120/night

    Turtle Bay Villas 113

    3 BedroomsBathroomsSleeps 8
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  190. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  191. $870 to $2,120/night

    Turtle Bay Villas 206

    3 BedroomsBathroomsSleeps 8
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  192. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  193. $125 to $127/night

    Luana | 2 Lanais & Gourmet Kitchen | Gym & Pool

    1 Bedroom BathroomSleeps 4
    2 nights minstay
    Pool Hot Tub
    Prime Now
    FREE CANCELLATION
  194. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  195. $107/night

    Luana | Studio w/ Pool-View Lanai | Gym & Hot Tub

    Studio BathroomSleeps 4
    2 nights minstay
    Pool Hot Tub
    Prime Now
    FREE CANCELLATION
  196. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  197. $130 to $133/night

    Prime Condo in Heart of Waikiki w/ Lanai & Pool

    1 Bedroom BathroomSleeps 4
    3 nights minstay
    Pool
    Prime Now
    FREE CANCELLATION
  198. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  199. $150 to $152/night

    Tropical Garden Cottage: 2 Studios- Near Beach!

    2 BedroomsBathroomsSleeps 4
    3 nights minstay
    FREE CANCELLATION
  200. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations