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. $190 to $566/night

    Maui Vista 2212

    Multiple Units Available
    2 nights minstay
    Pool
    FREE CANCELLATION
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  3. $189 to $599/night

    OCEAN VIEW 2 BEDROOM DOWNTOWN CONDO- WALK TO RESTAURANTS...

    2 Bedrooms1.5  BathroomSleeps 4
    1 night minstay
    Pool
    FREE CANCELLATION
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  5. $189 to $624/night

    Kahana Sunset B7

    2 Bedrooms2.5 BathroomsSleeps 6
    4 nights minstay
    Pool
  6. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  7. $188 to $525/night

    Kona Makai 6-305

    2 Bedrooms BathroomSleeps 6
    3 nights minstay
    Pool Hot Tub
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  9. $188 to $551/night

    Maui Vista 2213

    Multiple Units Available
    2 nights minstay
    Pool
    FREE CANCELLATION
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  11. $187 to $363/night

    Kahana Reef #402

    1 Bedroom BathroomSleeps 2
    2 nights minstay
    FREE CANCELLATION
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  13. $187 to $425/night

    Ilikai Tower 420

    Multiple Units Available
    3 nights minstay
    Pool
    FREE CANCELLATION
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  15. $186 to $629/night

    Kamaole Sands 9-310

    Multiple Units Available
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  16. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  17. $185 to $429/night

    Ilikai Tower 624

    1 Bedroom BathroomSleeps 4
    3 nights minstay
    Pool
    FREE CANCELLATION
  18. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  19. $185 to $559/night

    Kihei Kai Nani #4-121

    1 Bedroom BathroomSleeps 4
    1 night minstay
    Pool
    FREE CANCELLATION
  20. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  21. $185 to $660/night

    Kihei Ali'i Kai D301

    Multiple Units Available
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  22. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  23. $185 to $363/night

    Kahana Reef #414

    1 Bedroom BathroomSleeps 2
    2 nights minstay
    FREE CANCELLATION
  24. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  25. $184 to $368/night

    Kona Coast Resort at Keauhou Gardens 2201

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
  26. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  27. $184 to $226/night

    Sky Ala Moana 4005

    1 Bedroom BathroomSleeps 2
    29 nights minstay
    Pool Hot Tub
  28. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  29. $184 to $525/night

    White Sands Village#213

    2 BedroomsBathroomsSleeps 4
    3 nights minstay
    Pool Hot Tub
  30. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  31. $184 to $394/night

    Ilikai Tower 735

    Multiple Units Available
    3 nights minstay
    Pool
    FREE CANCELLATION
  32. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  33. $184 to $420/night

    Casa De Emdeko 237

    1 Bedroom1.5  BathroomSleeps 4
    3 nights minstay
    Pool
  34. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  35. $184 to $525/night

    White Sands Village#225

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
    Pool Hot Tub
  36. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  37. $184 to $420/night

    Keauhou Kona Surf & Racquet Club #58

    2 BedroomsBathroomsSleeps 4
    3 nights minstay
    Pool
  38. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  39. $184 to $368/night

    Country Club Villas#115

    2 BedroomsBathroomsSleeps 6
    5 nights minstay
    Pool Hot Tub
  40. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  41. $184 to $226/night

    Sky Ala Moana 3305

    1 Bedroom BathroomSleeps 2
    29 nights minstay
    Pool Hot Tub
  42. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  43. $184 to $368/night

    Kona Isle E23

    1 Bedroom BathroomSleeps 4
    5 nights minstay
    Pool
  44. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  45. $184 to $368/night

    Kona Coast Resort at Keauhou Gardens 8204

    2 BedroomsBathroomsSleeps 4
    3 nights minstay
    Pool Hot Tub
  46. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  47. $184 to $420/night

    Kona Magic Sands#309

    Studio BathroomSleeps 2
    3 nights minstay
    Pool
  48. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  49. $184 to $867/night

    Big Island Waikoloa Shores 308

    Multiple Units Available
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  50. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  51. $183 to $626/night

    Big Island Lunapule Condos 104

    2 BedroomsBathroomsSleeps 5
    2 nights minstay
    Pool
    FREE CANCELLATION
  52. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  53. $183 to $827/night

    Big Island White Sands Village 113

    Multiple Units Available
    2 nights minstay
    FREE CANCELLATION
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  55. $183 to $316/night

    Island Sands 110

    1 Bedroom BathroomSleeps 4
    3 nights minstay
    Pool
  56. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  57. $183 to $231/night

    Kihei Resort 128

    1 Bedroom BathroomSleeps 4
    3 nights minstay
    Pool Hot Tub
  58. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  59. $182 to $255/night

    Discovery Bay 1103

    Multiple Units Available
    30 nights minstay
    Pool
    FREE CANCELLATION
  60. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  61. $182 to $255/night

    Discovery Bay 2612

    Multiple Units Available
    30 nights minstay
    Pool
    FREE CANCELLATION
  62. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  63. $182 to $255/night

    Discovery Bay 1602

    Multiple Units Available
    30 nights minstay
    Pool
    FREE CANCELLATION
  64. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  65. $182 to $667/night

    Newly Remodeled- 30th Floor Suite with EPIC Mountain Vie...

    2 Bedrooms BathroomSleeps 6
    3 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  66. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  67. $182 to $255/night

    Discovery Bay 2003

    Multiple Units Available
    30 nights minstay
    Pool
    FREE CANCELLATION
  68. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  69. $182 to $255/night

    Discovery Bay 2502

    Multiple Units Available
    30 nights minstay
    Pool
    FREE CANCELLATION
  70. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  71. $182 to $255/night

    Discovery Bay 3719

    Multiple Units Available
    30 nights minstay
    Pool
    FREE CANCELLATION
  72. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  73. $182 to $430/night

    Ali'i Kai 2201

    2 BedroomsBathroomsSleeps 4
    3 nights minstay
    Pool
    FREE CANCELLATION
  74. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  75. $182 to $255/night

    Discovery Bay 1202

    Multiple Units Available
    30 nights minstay
    Pool
    FREE CANCELLATION
  76. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  77. $181 to $198/night

    Hale Ola Aina

    2 Bedrooms BathroomSleeps 4
    3 nights minstay
  78. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  79. $180 to $881/night

    Ali'i Kai 7204

    2 BedroomsBathroomsSleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
  80. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  81. $179 to $426/night

    Valley Isle Resort 704

    1 Bedroom BathroomSleeps 4
    4 nights minstay
    Pool
  82. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  83. $179 to $647/night

    Kihei Akahi D-210

    Multiple Units Available
    2 nights minstay
    Pool
    FREE CANCELLATION
  84. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  85. $179 to $825/night

    Big Island Waikoloa Shores 207

    Multiple Units Available
    2 nights minstay
    Pool
    FREE CANCELLATION
  86. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  87. $179 to $585/night

    Big Island Kalanikai 307

    1 Bedroom BathroomSleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
  88. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  89. $178 to $632/night

    Hale Kamalani

    3 BedroomsBathroomsSleeps 6
    3 nights minstay
    FREE CANCELLATION
  90. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  91. $177 to $420/night

    Keauhou Kona Surf & Racquet Club #7

    2 BedroomsBathroomsSleeps 4
    3 nights minstay
    Pool Hot Tub
  92. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  93. $177 to $624/night

    Kahana Sunset A3

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
    Pool
  94. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  95. $177 to $420/night

    White Sands Village#118

    2 BedroomsBathroomsSleeps 4
    5 nights minstay
    Pool Hot Tub
  96. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  97. $177 to $525/night

    Alii Villas#128

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
    Pool
  98. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  99. $177 to $200/night

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

    1 Bedroom BathroomSleeps 2
    3 nights minstay
  100. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  101. $177 to $525/night

    Alii Villas#127

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
    Pool
  102. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  103. $177 to $420/night

    Waikoloa Fairways #A310

    2 Bedrooms2.5 BathroomsSleeps 4
    3 nights minstay
    Pool Hot Tub
  104. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  105. $176 to $612/night

    Big Island Keauhou Punahele E202

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  106. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  107. $176 to $395/night

    Valley Isle #509

    1 Bedroom BathroomSleeps 4
    2 nights minstay
    FREE CANCELLATION
  108. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  109. $176 to $591/night

    Kahana Sunset B3

    2 Bedrooms2.5 BathroomsSleeps 6
    4 nights minstay
    Pool
  110. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  111. $175 to $630/night

    Kona Plaza 215

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
    Pool
  112. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  113. $175 to $985/night

    Sands Of Kahana 336

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool Hot Tub
  114. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  115. $174 to $653/night

    Big Island Keauhou Punahele E305

    Multiple Units Available
    1 night minstay
    Pool Hot Tub
    FREE CANCELLATION
  116. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  117. $174 to $410/night

    Ilikai Marina 682

    Multiple Units Available
    4 nights minstay
    FREE CANCELLATION
  118. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  119. $174 to $477/night

    Fern Forest Hale

    3 BedroomsBathroomsSleeps 6
    2 nights minstay
  120. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  121. $173 to $650/night

    Tower 2 Suite 3201- QQP

    1 Bedroom BathroomSleeps 4
    1 night minstay
    Pool Hot Tub
    FREE CANCELLATION
  122. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  123. $173 to $467/night

    Napili Shores F147 1 bdrm, Newly remodeled

    1 Bedroom BathroomSleeps 4
    1 night minstay
    Pool
    FREE CANCELLATION
  124. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  125. $173 to $655/night

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

    1 Bedroom BathroomSleeps 4
    1 night minstay
    Pool Hot Tub
    FREE CANCELLATION
  126. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  127. $173 to $673/night

    Artsy 32nd Floor Condo with Modern Furnishings & Gor...

    1 Bedroom BathroomSleeps 4
    1 night minstay
    Pool Hot Tub
    FREE CANCELLATION
  128. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  129. $173 to $420/night

    Kona Isle D2

    1 Bedroom BathroomSleeps 4
    5 nights minstay
    Pool
  130. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  131. $173 to $420/night

    Keauhou Kona Surf & Racquet Club#10

    2 BedroomsBathroomsSleeps 4
    3 nights minstay
    Pool
  132. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  133. $173 to $673/night

    Deluxe 32nd Floor Condo- Gorgeous Ocean Views, Free Wifi...

    1 Bedroom BathroomSleeps 4
    1 night minstay
    Pool Hot Tub
    FREE CANCELLATION
  134. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  135. $172 to $496/night

    Kihei Akahi C-317

    Multiple Units Available
    2 nights minstay
    Pool
    FREE CANCELLATION
  136. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  137. $172 to $400/night

    Ilikai Tower 839

    Multiple Units Available
    3 nights minstay
    Pool
    FREE CANCELLATION
  138. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  139. $172 to $487/night

    Kauhale Makai 102

    Multiple Units Available
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  140. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  141. $172 to $521/night

    Big Island Keauhou Surf & Racquet 22

    1 Bedroom BathroomSleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
  142. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  143. $172 to $744/night

    Ali'i Kai 6102

    2 BedroomsBathroomsSleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
  144. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  145. $172 to $319/night

    Vacation Home in Ko Olina Resort

    2 BedroomsBathroomsSleeps 6
    1 night minstay
    Pool Hot Tub
    FREE CANCELLATION
  146. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  147. $170 to $447/night

    Maui Vista 3201

    Multiple Units Available
    2 nights minstay
    Pool
    FREE CANCELLATION
  148. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  149. $170 to $417/night

    Maui Kaanapali Villas #B242

    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. $170 to $353/night

    Big Island Bali Hideaway

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
  152. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  153. $170 to $311/night

    Island Surf 402

    1 Bedroom BathroomSleeps 4
    3 nights minstay
    Pool
  154. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  155. $170 to $208/night

    Ko Olina Fairways #4E

    3 BedroomsBathroomsSleeps 6
    29 nights minstay
    Pool
  156. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  157. $170 to $254/night

    Kihei Akahi D604

    1 Bedroom BathroomSleeps 4
    3 nights minstay
    Pool
  158. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  159. $169 to $203/night

    Alii Cove#S1

    3 BedroomsBathroomsSleeps 8
    31 nights minstay
    Pool Hot Tub
  160. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  161. $168 to $368/night

    Paki Maui #118

    1 Bedroom BathroomSleeps 4
    2 nights minstay
    Hot Tub
    FREE CANCELLATION
  162. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  163. $168 to $420/night

    Kona Isle C38

    1 Bedroom BathroomSleeps 4
    5 nights minstay
    Pool
  164. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  165. $168 to $429/night

    Kauai Plantation Hale Suites C8

    Multiple Units Available
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  166. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  167. $168 to $468/night

    Ilikai Tower 333

    Multiple Units Available
    3 nights minstay
    Pool
    FREE CANCELLATION
  168. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  169. $168 to $235/night

    Discovery Bay 1503

    Multiple Units Available
    30 nights minstay
    Pool
    FREE CANCELLATION
  170. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  171. $168 to $235/night

    Discovery Bay 1309

    Multiple Units Available
    30 nights minstay
    Pool
    FREE CANCELLATION
  172. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  173. $167 to $368/night

    Kona Bali Kai#204

    2 BedroomsBathroomsSleeps 4
    3 nights minstay
    Pool
  174. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  175. $167 to $315/night

    Kona Makai 2-303

    1 Bedroom BathroomSleeps 4
    3 nights minstay
    Pool Hot Tub
  176. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  177. $167 to $420/night

    Keauhou Kona Surf & Racquet Club#7-102 "Honu Ha...

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
    Pool
  178. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  179. $167 to $565/night

    Banyan Harbor K132 at Kalapaki Beach

    2 Bedrooms1.5  BathroomSleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
  180. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  181. $167 to $558/night

    Kahana Sunset D11

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool
  182. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  183. $167 to $612/night

    Big Island Kona Reef C-32

    1 Bedroom BathroomSleeps 4
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  184. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  185. $167 to $547/night

    Big Island Kona Pacific E632

    1 BedroomBathroomsSleeps 4
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  186. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  187. $167 to $420/night

    Kona Magic Sands#213

    Studio BathroomSleeps 2
    3 nights minstay
    Pool
  188. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  189. $166 to $377/night

    Ilikai Tower 931

    Multiple Units Available
    3 nights minstay
    Pool
    FREE CANCELLATION
  190. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  191. $166 to $566/night

    Kihei Kai Nani #8-362

    1 Bedroom BathroomSleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
  192. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  193. $165 to $389/night

    Ilikai Tower 405

    Multiple Units Available
    3 nights minstay
    Pool
    FREE CANCELLATION
  194. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  195. $165 to $412/night

    Papakea #C108

    1 Bedroom BathroomSleeps 4
    2 nights minstay
    FREE CANCELLATION
  196. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  197. $164 to $598/night

    Sleek & Modern 32nd Floor Condo at the Waikiki Banya...

    1 Bedroom BathroomSleeps 6
    1 night minstay
    Pool Hot Tub
    FREE CANCELLATION
  198. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  199. $164 to $583/night

    36th Floor Deluxe Ocean View Condo with Free Parking &am...

    1 Bedroom BathroomSleeps 4
    1 night minstay
    Pool Hot Tub
    FREE CANCELLATION
  200. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations