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. $223 to $384/night

    Kaleialoha #312

    1 Bedroom BathroomSleeps 2
    2 nights minstay
    Pool
    FREE CANCELLATION
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  3. $223 to $384/night

    Kaleialoha #313

    1 Bedroom BathroomSleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
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  5. $266 to $384/night

    Kaleialoha #414

    1 Bedroom BathroomSleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
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  7. $336 to $444/night

    Paki Maui 422

    2 BedroomsBathroomsSleeps 4
    4 nights minstay
    Pool Hot Tub
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  9. $141 to $208/night

    Nani Kai Hale # 507

    1 BedroomBathroomsSleeps 4
    5 nights minstay
    Pool
    FREE CANCELLATION
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  11. $248 to $366/night

    Bay Villa 38G3

    1 Bedroom1.5  BathroomSleeps 4
    1 night minstay
    Pool
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  13. $248 to $366/night

    Bay Villa 38G2

    1 BedroomBathroomsSleeps 4
    1 night minstay
    Pool
  14. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  15. $158 to $248/night

    Napili Bay 204

    Studio BathroomSleeps 4
    1 night minstay
  16. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  17. $501 to $557/night

    Sands Of Kahana 275

    3 BedroomsBathroomsSleeps 8
    1 night minstay
    Pool Hot Tub
  18. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  19. $236 to $309/night

    Sands Of Kahana 318

    1 BedroomBathroomsSleeps 4
    1 night minstay
    Pool Hot Tub
  20. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  21. $501 to $619/night

    Sands of Kahana 366

    3 BedroomsBathroomsSleeps 8
    1 night minstay
    Pool Hot Tub
  22. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  23. $551 to $924/night

    Noelani 304 3bdrm 2.5 bath

    3 Bedrooms2.5 BathroomsSleeps 6
    5 nights minstay
    Pool
    FREE CANCELLATION
  24. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  25. $205 to $237/night

    Sans Souci 1201

    1 Bedroom BathroomSleeps 2
    3 nights minstay
    FREE CANCELLATION
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  27. $326 to $378/night

    Sans Souci 107

    2 BedroomsBathroomsSleeps 4
    3 nights minstay
    FREE CANCELLATION
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  29. $144 to $166/night

    Sans Souci 106

    Studio BathroomSleeps 2
    3 nights minstay
    FREE CANCELLATION
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  31. $144 to $166/night

    Sans Souci 1203

    Studio BathroomSleeps 2
    3 nights minstay
    FREE CANCELLATION
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  33. $131 to $151/night

    Sans Souci 1206

    Studio BathroomSleeps 2
    3 nights minstay
    FREE CANCELLATION
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  35. $205 to $237/night

    Sans Souci 304

    1 Bedroom BathroomSleeps 2
    3 nights minstay
    FREE CANCELLATION
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  37. $205 to $237/night

    Sans Souci 701

    1 Bedroom BathroomSleeps 2
    3 nights minstay
    FREE CANCELLATION
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  39. $205 to $237/night

    Sans Souci 604

    1 Bedroom BathroomSleeps 2
    3 nights minstay
    FREE CANCELLATION
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  41. $144 to $166/night

    Sans Souci 1202

    Studio BathroomSleeps 2
    3 nights minstay
    FREE CANCELLATION
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  43. $197 to $237/night

    Colony Surf 201

    1 Bedroom BathroomSleeps 2
    3 nights minstay
    FREE CANCELLATION
  44. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  45. $174 to $202/night

    Colony Surf 1905

    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. $166 to $192/night

    Colony Surf 1702

    1 Bedroom BathroomSleeps 2
    3 nights minstay
    FREE CANCELLATION
  48. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  49. $144 to $166/night

    Sans Souci 702

    Studio BathroomSleeps 2
    3 nights minstay
    FREE CANCELLATION
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  51. $252 to $292/night

    Sans Souci 1107

    2 BedroomsBathroomsSleeps 4
    3 nights minstay
    FREE CANCELLATION
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  53. $144 to $166/night

    Sans Souci 1106

    Studio BathroomSleeps 2
    3 nights minstay
    FREE CANCELLATION
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  55. $183 to $212/night

    Colony Surf 1005

    1 Bedroom BathroomSleeps 2
    3 nights minstay
    FREE CANCELLATION
  56. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  57. $144 to $166/night

    Sans Souci 1006

    Studio BathroomSleeps 2
    3 nights minstay
    FREE CANCELLATION
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  59. $252 to $350/night

    Sans Souci 605/606

    2 BedroomsBathroomsSleeps 4
    3 nights minstay
    FREE CANCELLATION
  60. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  61. $144 to $166/night

    Sans Souci 1002

    Studio BathroomSleeps 2
    3 nights minstay
    FREE CANCELLATION
  62. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  63. $320 to $508/night

    Maui Kai 1005

    1 Bedroom BathroomSleeps 4
    5 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  64. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  65. $302 to $474/night

    Hale Kai 208 2bdrm 2bath

    2 BedroomsBathroomsSleeps 6
    5 nights minstay
    Pool
    FREE CANCELLATION
  66. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  67. $506 to $563/night

    Sands Of Kahana 215

    2 BedroomsBathroomsSleeps 6
    1 night minstay
    Pool Hot Tub
  68. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  69. $506 to $563/night

    Sands Of Kahana 234

    2 BedroomsBathroomsSleeps 6
    1 night minstay
    Pool Hot Tub
  70. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  71. $259 to $428/night

    G5-1 Bedroom Oceanfront

    1 Bedroom BathroomSleeps 4
    5 nights minstay
    Pool
    FREE CANCELLATION
  72. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  73. $377 to $591/night

    C1-2 Bedroom Oceanfront

    2 BedroomsBathroomsSleeps 6
    5 nights minstay
    Pool
    FREE CANCELLATION
  74. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  75. $259 to $428/night

    C4-1 Bedroom Oceanfront

    1 Bedroom BathroomSleeps 4
    5 nights minstay
    Pool
    FREE CANCELLATION
  76. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  77. $227 to $283/night

    MENEHUNE SHORES, #112

    1 Bedroom BathroomSleeps 4
    5 nights minstay
    Pool
  78. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  79. $192 to $309/night

    KAMAOLE NALU, #302

    2 BedroomsBathroomsSleeps 6
    5 nights minstay
    Pool
  80. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  81. $253 to $364/night

    KAMAOLE NALU, #404

    2 BedroomsBathroomsSleeps 6
    5 nights minstay
    Pool
  82. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  83. $242 to $354/night

    KAMAOLE NALU, #403

    2 BedroomsBathroomsSleeps 6
    5 nights minstay
    Pool
  84. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  85. $717 to $984/night

    MAKENA SURF RESORT, #G-201*

    2 BedroomsBathroomsSleeps 6
    5 nights minstay
    Pool Hot Tub
  86. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  87. $348 to $465/night

    ROYAL MAUIAN, #606^

    2 BedroomsBathroomsSleeps 6
    5 nights minstay
    Pool
  88. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  89. $282 to $474/night

    KIHEI SURFSIDE, #314^

    2 BedroomsBathroomsSleeps 6
    5 nights minstay
    Pool
  90. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  91. $312 to $455/night

    ROYAL MAUIAN, #517

    2 BedroomsBathroomsSleeps 6
    5 nights minstay
    Pool
  92. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  93. $550 to $651/night

    ROYAL MAUIAN, #202

    3 BedroomsBathroomsSleeps 7
    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. $433 to $706/night

    MAKENA SURF RESORT, #A-101

    2 BedroomsBathroomsSleeps 6
    5 nights minstay
    Pool Hot Tub
  98. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  99. $1,066 to $1,459/night

    MAKENA SURF RESORT, #G-304

    3 BedroomsBathroomsSleeps 8
    5 nights minstay
    Pool Hot Tub
  100. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  101. $201 to $328/night

    ROYAL MAUIAN, #601

    2 BedroomsBathroomsSleeps 6
    5 nights minstay
    Pool
  102. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  103. $757 to $984/night

    MAKENA SURF RESORT, #F-209

    2 BedroomsBathroomsSleeps 5
    5 nights minstay
    Pool Hot Tub
  104. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  105. $207 to $403/night

    KIHEI SURFSIDE, #608

    1 Bedroom BathroomSleeps 3
    5 nights minstay
    Pool
  106. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  107. $686 to $934/night

    MAKENA SURF RESORT, #C-106

    2 BedroomsBathroomsSleeps 6
    5 nights minstay
    Pool Hot Tub
  108. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  109. $253 to $364/night

    KAMAOLE NALU, #204

    2 BedroomsBathroomsSleeps 6
    5 nights minstay
    Pool
  110. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  111. $317 to $551/night

    Royal Kahana 220 (2bd / 2ba)

    2 BedroomsBathroomsSleeps 7
    5 nights minstay
    Pool
    FREE CANCELLATION
  112. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  113. $256 to $424/night

    Kuleana 614 1 Bdrm

    1 Bedroom BathroomSleeps 4
    5 nights minstay
    Pool
    FREE CANCELLATION
  114. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  115. $258 to $387/night

    Noelani 211- Modern, Upscale Ocean Front Condo

    Studio BathroomSleeps 3
    5 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 $559/night

    Royal Kahana 409 1 Bdrm

    1 Bedroom BathroomSleeps 3
    5 nights minstay
    Pool
    FREE CANCELLATION
  118. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  119. $244 to $469/night

    Kanai A Nalu 414

    2 BedroomsBathroomsSleeps 4
    7 nights minstay
    Pool
    FREE CANCELLATION
  120. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  121. $212 to $456/night

    Kanai A Nalu 302

    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. $281 to $424/night

    Kuleana 208 1 Bdrm

    1 Bedroom BathroomSleeps 4
    5 nights minstay
    FREE CANCELLATION
  124. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  125. $115 to $278/night

    Tower 2 Suite 3602- KP

    1 Bedroom BathroomSleeps 4
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  126. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  127. $192 to $328/night

    Colony Surf 1207

    1 Bedroom BathroomSleeps 2
    3 nights minstay
    FREE CANCELLATION
  128. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  129. $278 to $341/night

    Junior Suite Oceanfront #702

    Studio BathroomSleeps 3
    5 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  130. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  131. $278 to $341/night

    Junior Suite Oceanfront #303

    Studio BathroomSleeps 2
    5 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  132. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  133. $372 to $444/night

    1 Bedroom Corner Oceanfront #808

    1 Bedroom BathroomSleeps 4
    5 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  134. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  135. $278 to $341/night

    Junior Suite Oceanfront #706

    Studio BathroomSleeps 3
    5 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  136. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  137. $428 to $484/night

    Kahana Sunset A4

    2 Bedrooms2.5 BathroomsSleeps 6
    1 night minstay
    Pool
  138. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  139. $341 to $413/night

    1 Bedroom Oceanfront #604

    1 Bedroom BathroomSleeps 4
    5 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  140. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  141. $218 to $272/night

    Cottage 2B

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
    Pool
    FREE CANCELLATION
  142. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  143. $163 to $190/night

    Molokai Shores 211

    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. $163 to $218/night

    Wavecrest A116

    2 Bedrooms BathroomSleeps 6
    3 nights minstay
    Pool
    FREE CANCELLATION
  146. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  147. $109 to $131/night

    Kepuhi Beach 1153

    Studio BathroomSleeps 2
    3 nights minstay
    Pool
    FREE CANCELLATION
  148. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  149. $218 to $326/night

    Pukoo Cottage

    1 Bedroom BathroomSleeps 2
    3 nights minstay
    Pool
    FREE CANCELLATION
  150. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  151. $147 to $179/night

    Wavecrest A309

    1 Bedroom BathroomSleeps 4
    3 nights minstay
    Pool
    FREE CANCELLATION
  152. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  153. $190 to $218/night

    Molokai Shores 110

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
    Pool
    FREE CANCELLATION
  154. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  155. $125 to $163/night

    Wavecrest A204

    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. $170 to $221/night

    8 Palms- Oceanfront

    3 BedroomsBathroomsSleeps 6
    3 nights minstay
    FREE CANCELLATION
  158. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  159. $357 to $590/night

    Honua Kai Hokulani 316 1BR

    1 Bedroom BathroomSleeps 4
    5 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  160. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  161. $550 to $651/night

    ROYAL MAUIAN, #102^

    3 BedroomsBathroomsSleeps 8
    5 nights minstay
    Pool
  162. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  163. $207 to $403/night

    Kihei Surfside, #411

    1 Bedroom1.5  BathroomSleeps 4
    5 nights minstay
    Pool
  164. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  165. $207 to $403/night

    KIHEI SURFSIDE, #311

    1 Bedroom1.5  BathroomSleeps 4
    5 nights minstay
    Pool
  166. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  167. $192 to $309/night

    KAMAOLE NALU, #102

    2 BedroomsBathroomsSleeps 6
    5 nights minstay
    Pool
  168. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  169. $241 to $706/night

    Kaleialoha 210

    1 Bedroom BathroomSleeps 4
    3 nights minstay
    Pool
    FREE CANCELLATION
  170. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  171. $183 to $444/night

    Hale Ono Loa 214

    1 Bedroom BathroomSleeps 4
    3 nights minstay
    Pool
    FREE CANCELLATION
  172. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  173. $286 to $341/night

    Lower Honoapiilani Condo 1 Bedroom Sleeps 2

    1 Bedroom BathroomSleeps 2
    3 nights minstay
    Pool
    FREE CANCELLATION
  174. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  175. $238 to $275/night

    Sealodge G4

    1 Bedroom BathroomSleeps 4
    3 nights minstay
    Pool
    FREE CANCELLATION
  176. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  177. $257 to $304/night

    Sealodge E10

    1 Bedroom BathroomSleeps 2
    3 nights minstay
    Pool
    FREE CANCELLATION
  178. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  179. $275 to $324/night

    Alii Kai 5301

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
    Pool
    FREE CANCELLATION
  180. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  181. $243 to $287/night

    Sealodge G3

    1 Bedroom BathroomSleeps 2
    3 nights minstay
    Pool
    FREE CANCELLATION
  182. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  183. $238 to $275/night

    Sealodge E8

    1 Bedroom BathroomSleeps 3
    3 nights minstay
    Pool
    FREE CANCELLATION
  184. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  185. $257 to $304/night

    Sealodge C7

    2 BedroomsBathroomsSleeps 5
    3 nights minstay
    Pool
    FREE CANCELLATION
  186. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  187. $428 to $586/night

    Hanalei Colony Resort I1

    2 Bedrooms1.5  BathroomSleeps 4
    3 nights minstay
    FREE CANCELLATION
  188. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  189. $257 to $304/night

    Sealodge D7

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
    Pool
    FREE CANCELLATION
  190. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  191. $257 to $304/night

    Sealodge A6

    1 Bedroom BathroomSleeps 3
    3 nights minstay
    Pool
    FREE CANCELLATION
  192. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  193. $468 to $911/night

    Hale Ono Loa 109

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
    Pool
    FREE CANCELLATION
  194. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  195. $239 to $312/night

    Hula Hideaway-303

    Studio BathroomSleeps 2
    2 nights minstay
    Pool
    FREE CANCELLATION
  196. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  197. $187 to $596/night

    Honua Kai Konea 508

    1 Bedroom BathroomSleeps 6
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  198. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  199. $223 to $429/night

    Hololani B 201

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool
    FREE CANCELLATION
  200. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations