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. $107 to $139/night

    Mauna Loa Shores #405

    1 Bedroom BathroomSleeps 2
    3 nights minstay
    Pool
    FREE CANCELLATION
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  3. $120 to $139/night

    Liko Lehua Cottage

    2 Bedrooms BathroomSleeps 4
    3 nights minstay
    FREE CANCELLATION
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  5. $112 to $115/night

    Pacific Monarch | Ocean-View Corner Unit w/ Pool

    1 Bedroom BathroomSleeps 4
    2 nights minstay
    Pool
    Prime Now
    FREE CANCELLATION
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  7. $105 to $107/night

    Pacific Monarch | Rooftop Deck w/ Pool, Spa, Sauna

    Studio BathroomSleeps 4
    2 nights minstay
    FREE CANCELLATION
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  9. $105 to $107/night

    The Royal Garden | Ocean-View Studio | Pool & Gym

    Studio BathroomSleeps 2
    2 nights minstay
    Pool Hot Tub
    Prime Now
    FREE CANCELLATION
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  11. $252 to $361/night

    Villas of Kamalii 40

    3 BedroomsBathroomsSleeps 6
    3 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  13. $102 to $235/night

    New Listing! Stylish Condo- Pools, Tennis & Beach

    1 Bedroom BathroomSleeps 4
    3 nights minstay
    Pool
    FREE CANCELLATION
  14. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  15. $242 to $388/night

    Wailea Ekolu #1406

    2 BedroomsBathroomsSleeps 4
    5 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  17. $327 to $457/night

    Hanalei Bay Villas #36

    3 Bedrooms2.5 BathroomsSleeps 6
    5 nights minstay
    FREE CANCELLATION
  18. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  19. $134/night

    Paradise Cliff House

    2 BedroomsBathroomsSleeps 4
    31 nights minstay
    FREE CANCELLATION
  20. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  21. $175 to $306/night

    Kona Shores 221

    1 Bedroom BathroomSleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
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  23. $228 to $234/night

    Hale O' Waikoloa

    3 Bedrooms2.5 BathroomsSleeps 7
    2 nights minstay
    FREE CANCELLATION
  24. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  25. $107 to $120/night

    Peace of Paradise

    1 Bedroom1.25  BathroomSleeps 2
    3 nights minstay
    FREE CANCELLATION
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  27. $120 to $139/night

    Hale O Nani Mala Pua

    3 Bedrooms2.75 BathroomsSleeps 6
    3 nights minstay
    FREE CANCELLATION
  28. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  29. $139 to $158/night

    Hale Hokua O Nalu

    3 BedroomsBathroomsSleeps 6
    3 nights minstay
    FREE CANCELLATION
  30. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  31. $158 to $334/night

    Kihei Akahi B103

    2 BedroomsBathroomsSleeps 4
    5 nights minstay
    Pool
    FREE CANCELLATION
  32. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  33. $158 to $221/night

    Maluhia Hale

    3 BedroomsBathroomsSleeps 6
    3 nights minstay
    FREE CANCELLATION
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  35. $246 to $372/night

    King's Fish House Estate

    3 BedroomsBathroomsSleeps 6
    3 nights minstay
    FREE CANCELLATION
  36. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  37. $95 to $107/night

    Kehena Treetop Bungalow

    1 Bedroom1.25  BathroomSleeps 6
    3 nights minstay
    FREE CANCELLATION
  38. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  39. $252 to $629/night

    Mahana 608

    1 Bedroom BathroomSleeps 4
    5 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  40. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  41. $151 to $202/night

    Island Surf 402

    1 Bedroom BathroomSleeps 4
    5 nights minstay
    Pool
    FREE CANCELLATION
  42. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  43. $151/night

    Aloha Ohia Hale

    1 Bedroom BathroomSleeps 2
    3 nights minstay
    Hot Tub
    FREE CANCELLATION
  44. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  45. $170 to $214/night

    Maalaea Kai 316

    1 Bedroom BathroomSleeps 4
    5 nights minstay
    Pool
    FREE CANCELLATION
  46. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  47. $189 to $221/night

    Kaloli Sunrise by the Sea

    2 BedroomsBathroomsSleeps 5
    3 nights minstay
    Pool
    FREE CANCELLATION
  48. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  49. $151 to $221/night

    Maui Sunset B204

    1 BedroomBathroomsSleeps 5
    5 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  50. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  51. $158 to $189/night

    The Coqui Shack

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
    FREE CANCELLATION
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  53. $334 to $636/night

    Menehune Shores 405

    2 BedroomsBathroomsSleeps 6
    5 nights minstay
    Pool
    FREE CANCELLATION
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  55. $95 to $107/night

    Maluhia Kahakai

    2 Bedrooms BathroomSleeps 4
    3 nights minstay
    Pool
    FREE CANCELLATION
  56. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  57. $378 to $498/night

    Aina Kai

    3 Bedrooms3.5 BathroomsSleeps 6
    3 nights minstay
    Hot Tub
    FREE CANCELLATION
  58. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  59. $291/night

    Volcano Dancing Ferns Estate

    4 BedroomsBathroomsSleeps 8
    3 nights minstay
    FREE CANCELLATION
  60. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  61. $195 to $221/night

    Turtle Bay West Studio with Loft

    1 Bedroom BathroomSleeps 2
    3 nights minstay
    Pool
    FREE CANCELLATION
  62. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  63. $246 to $315/night

    THE JEWEL BOX

    2 BedroomsBathroomsSleeps 4
    3 nights minstay
    FREE CANCELLATION
  64. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  65. $68/night

    Volcano Dancing Bamboo Cottage

    1 Bedroom BathroomSleeps 2
    31 nights minstay
    FREE CANCELLATION
  66. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  67. $158 to $189/night

    Hale O'hia Lehua

    3 BedroomsBathroomsSleeps 7
    3 nights minstay
    FREE CANCELLATION
  68. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  69. $120 to $139/night

    Hale O Makani

    3 BedroomsBathroomsSleeps 6
    3 nights minstay
    FREE CANCELLATION
  70. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  71. $252 to $284/night

    Hale Ki'i Maka Manu

    4 BedroomsBathroomsSleeps 10
    3 nights minstay
    FREE CANCELLATION
  72. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  73. $693 to $945/night

    Hale Lani

    1 Bedroom BathroomSleeps 2
    2 nights minstay
    Hot Tub
    FREE CANCELLATION
  74. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  75. $170 to $188/night

    Malu Kauai, a Beautiful Kauai Cottage 1 Mile from Kalapa...

    1 Bedroom BathroomSleeps 2
    3 nights minstay
    FREE CANCELLATION
  76. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  77. $158/night

    Big Island Bali Hideaway

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
    FREE CANCELLATION
  78. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  79. $2,141 to $3,780/night

    Napili Ocean Front House 43

    5 BedroomsBathroomsSleeps 10
    5 nights minstay
    Hot Tub
    FREE CANCELLATION
  80. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  81. $120 to $158/night

    Hale Pikonia in Historic Honokaa Town

    2 Bedrooms BathroomSleeps 4
    3 nights minstay
    FREE CANCELLATION
  82. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  83. $246 to $284/night

    Uli Kai- The Deep Blue Sea

    4 BedroomsBathroomsSleeps 10
    3 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  84. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  85. $246 to $315/night

    Hale Hamakua

    4 BedroomsBathroomsSleeps 9
    3 nights minstay
    FREE CANCELLATION
  86. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  87. $120 to $139/night

    Big Island Sanctuary

    1 Bedroom BathroomSleeps 2
    3 nights minstay
    FREE CANCELLATION
  88. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  89. $378/night

    Ala Heiau

    2 BedroomsBathroomsSleeps 15
    3 nights minstay
    Pool
    FREE CANCELLATION
  90. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  91. $246 to $315/night

    Hamakua Pukana La Hale

    3 BedroomsBathroomsSleeps 7
    3 nights minstay
    FREE CANCELLATION
  92. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  93. $158 to $189/night

    Papai Lanai

    3 BedroomsBathroomsSleeps 7
    3 nights minstay
    FREE CANCELLATION
  94. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  95. $372 to $561/night

    Grand Champions 32

    2 BedroomsBathroomsSleeps 6
    5 nights minstay
    Pool
    FREE CANCELLATION
  96. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  97. $107 to $120/night

    Pauole Hale

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
    FREE CANCELLATION
  98. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  99. $233/night

    Volcano Dancing Ferns Main House

    3 BedroomsBathroomsSleeps 6
    3 nights minstay
    FREE CANCELLATION
  100. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  101. $170 to $189/night

    Hale a Kimo Kali

    2 Bedrooms2.25 BathroomsSleeps 4
    3 nights minstay
    FREE CANCELLATION
  102. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  103. $139 to $158/night

    Hale Ola Aina

    2 Bedrooms BathroomSleeps 4
    3 nights minstay
    FREE CANCELLATION
  104. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  105. $221 to $246/night

    Black Sand Beach House

    2 BedroomsBathroomsSleeps 4
    3 nights minstay
    FREE CANCELLATION
  106. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  107. $1,260 to $1,531/night

    Hale Maluhia Waialua

    3 Bedrooms3.5 BathroomsSleeps 8
    7 nights minstay
    FREE CANCELLATION
  108. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  109. $63/night

    Hale Iolani Ohana

    1 Bedroom BathroomSleeps 2
    30 nights minstay
    FREE CANCELLATION
  110. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  111. $139 to $238/night

    Birdsong

    1 Bedroom BathroomSleeps 2
    3 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  112. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  113. $314/night

    The Green Pineapple Estate

    4 Bedrooms3.5 BathroomsSleeps 10
    30 nights minstay
    FREE CANCELLATION
  114. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  115. $120 to $139/night

    Hilo Hale Kaumana

    3 BedroomsBathroomsSleeps 6
    3 nights minstay
    FREE CANCELLATION
  116. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  117. $158 to $189/night

    Ferns & Frogs Forest Hale

    3 BedroomsBathroomsSleeps 6
    3 nights minstay
    FREE CANCELLATION
  118. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  119. $139 to $158/night

    Hale Anuenue Nuku- The Rainbows End

    3 BedroomsBathroomsSleeps 8
    3 nights minstay
    FREE CANCELLATION
  120. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  121. $151 to $222/night

    Kihei Akahi D604

    1 Bedroom BathroomSleeps 4
    5 nights minstay
    Pool
    FREE CANCELLATION
  122. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  123. $362 to $483/night

    Maui Kamaole J221

    2 BedroomsBathroomsSleeps 6
    5 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  124. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  125. $264 to $567/night

    Kapalua Villa 21

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  126. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  127. $140 to $354/night

    New Listing! Lovely Beach Condo w/ Pool

    2 BedroomsBathroomsSleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
  128. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  129. $258 to $464/night

    Vista Waikoloa B-206

    2 BedroomsBathroomsSleeps 5
    4 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  130. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  131. $204/night

    Kona Mansions#229

    2 BedroomsBathroomsSleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
  132. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  133. $711 to $775/night

    Punahele Point

    3 Bedrooms3.5 BathroomsSleeps 10
    3 nights minstay
  134. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  135. $87 to $211/night

    Charming Ohana Studio- Steps to Lanikai Beach

    Studio BathroomSleeps 2
    4 nights minstay
    FREE CANCELLATION
  136. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  137. $228 to $429/night

    Hololani B 201

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool
    FREE CANCELLATION
  138. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  139. $372 to $467/night

    White Sands Village#213

    2 BedroomsBathroomsSleeps 4
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  140. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  141. $274 to $350/night

    Keauhou Kona Surf & Racquet Club#6-101

    2 BedroomsBathroomsSleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
  142. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  143. $175 to $270/night

    Kona Shores #219

    Studio BathroomSleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
  144. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  145. $409/night

    Kona Bali Kai#204

    2 BedroomsBathroomsSleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
  146. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  147. $197 to $268/night

    Cliffs at Princeville 5106

    1 BedroomBathroomsSleeps 2
    3 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  148. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  149. $405 to $499/night

    Wilikeiki

    1 Bedroom BathroomSleeps 2
    5 nights minstay
    FREE CANCELLATION
  150. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  151. $154 to $437/night

    “Kona Sunset Hale” w/ Ocean Views, Near Beach

    3 BedroomsBathroomsSleeps 6
    3 nights minstay
    FREE CANCELLATION
  152. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  153. $349/night

    Kona Pacific A102

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool
    FREE CANCELLATION
  154. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  155. $427 to $564/night

    Molokama

    4 BedroomsBathroomsSleeps 8
    3 nights minstay
  156. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  157. $270 to $376/night

    Hale Kohea

    3 BedroomsBathroomsSleeps 6
    3 nights minstay
  158. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  159. $224 to $390/night

    Plantations at Princeville #1212

    2 BedroomsBathroomsSleeps 4
    3 nights minstay
    Pool
  160. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  161. $340 to $494/night

    Waipouli Beach Resort E-205

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
    Pool Hot Tub
  162. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  163. $688 to $1,152/night

    Pu'uwai Hale

    4 BedroomsBathroomsSleeps 8
    3 nights minstay
  164. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  165. $181 to $395/night

    Aina Nalu K 207

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  166. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  167. $267/night

    Kona Makai 2-201

    2 BedroomsBathroomsSleeps 4
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  168. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  169. $150 to $243/night

    Ocean-View Beach Apartment w/ Pool & Spa

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  170. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  171. $229 to $459/night

    Kamako Iki

    2 BedroomsBathroomsSleeps 4
    5 nights minstay
    Pool Hot Tub
  172. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  173. $100 to $332/night

    Oceanfront Condo w/ Resort Amenities

    2 BedroomsBathroomsSleeps 4
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  174. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  175. $204 to $533/night

    Hillside Retreat on 2 Acres w/ Pool & Ocean Views

    4 BedroomsBathroomsSleeps 8
    3 nights minstay
    Pool
    FREE CANCELLATION
  176. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  177. $205 to $410/night

    Mauna Lani All-Suite Getaway w/ Pools & Hot Tubs

    2 Bedrooms2.5 BathroomsSleeps 6
    4 nights minstay
    Pool
    FREE CANCELLATION
  178. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  179. $314 to $455/night

    Keauhou Kona Surf & Racquet Club#8-304

    4 BedroomsBathroomsSleeps 8
    2 nights minstay
    Pool
    FREE CANCELLATION
  180. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  181. $210 to $326/night

    Kona Isle D24

    1 Bedroom BathroomSleeps 4
    5 nights minstay
    Pool
    FREE CANCELLATION
  182. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  183. $234 to $464/night

    Waikoloa Beach Villas N2

    2 BedroomsBathroomsSleeps 5
    3 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  184. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  185. $219 to $280/night

    Paniolo #112

    1 BedroomBathroomsSleeps 4
    5 nights minstay
    Pool
    FREE CANCELLATION
  186. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  187. $686 to $936/night

    Hale A Kai

    4 BedroomsBathroomsSleeps 8
    5 nights minstay
    FREE CANCELLATION
  188. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  189. $219 to $280/night

    OTA House

    2 Bedrooms1.5  BathroomSleeps 4
    5 nights minstay
    FREE CANCELLATION
  190. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  191. $249 to $312/night

    Malolo Cottage

    1 Bedroom BathroomSleeps 4
    5 nights minstay
    FREE CANCELLATION
  192. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  193. $280 to $374/night

    Nihilani 28C

    2 BedroomsBathroomsSleeps 6
    5 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  194. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  195. $249 to $312/night

    Chung Cottage

    1 Bedroom1.5  BathroomSleeps 4
    5 nights minstay
    FREE CANCELLATION
  196. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  197. $219 to $280/night

    Emmalani Court #525

    2 BedroomsBathroomsSleeps 6
    5 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  198. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  199. $249 to $274/night

    Nohonani

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