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 $309/night

    KAMAOLE NALU, #302

    2 BedroomsBathroomsSleeps 6
    5 nights minstay
    Pool
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  3. $328 to $493/night

    KAMAOLE NALU, #305

    2 BedroomsBathroomsSleeps 6
    5 nights minstay
    Pool
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  5. $201 to $280/night

    KIHEI BEACH, #504

    1 BedroomBathroomsSleeps 4
    5 nights minstay
    Pool
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  7. $257 to $381/night

    KIHEI BEACH, #510

    2 BedroomsBathroomsSleeps 6
    5 nights minstay
    Pool
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  9. $280 to $500/night

    WAILEA GRAND CHAMPION, #180^

    3 BedroomsBathroomsSleeps 6
    5 nights minstay
    Pool Hot Tub
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  11. $201 to $348/night

    SUGAR BEACH RESORT, #130*

    1 Bedroom BathroomSleeps 4
    5 nights minstay
    Pool Hot Tub
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  13. $348 to $477/night

    ROYAL MAUIAN, #606^

    2 BedroomsBathroomsSleeps 6
    5 nights minstay
    Pool
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  15. $312 to $455/night

    ROYAL MAUIAN, #517

    2 BedroomsBathroomsSleeps 6
    5 nights minstay
    Pool
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  17. $167 to $425/night

    Kihei Surfside, #411

    1 Bedroom1.5  BathroomSleeps 4
    5 nights minstay
    Pool
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  19. $291 to $414/night

    KIHEI BEACH, #102

    2 BedroomsBathroomsSleeps 4
    5 nights minstay
    Pool
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  21. $257 to $381/night

    KIHEI BEACH, #110

    2 BedroomsBathroomsSleeps 6
    5 nights minstay
    Pool
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  23. $222 to $365/night

    MAALAEA SURF, #F-2

    1 Bedroom BathroomSleeps 4
    5 nights minstay
    Pool
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  25. $184 to $241/night

    KEALIA RESORT, #102**

    1 Bedroom BathroomSleeps 4
    5 nights minstay
    Pool
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  27. $253 to $364/night

    KAMAOLE NALU, #204

    2 BedroomsBathroomsSleeps 6
    5 nights minstay
    Pool
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  29. $174 to $248/night

    Haleakala Shores #B410

    2 BedroomsBathroomsSleeps 4
    7 nights minstay
    Pool
    FREE CANCELLATION
  30. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  31. $224 to $499/night

    Maui Eldorado Condo A210

    Studio BathroomSleeps 2
    1 night minstay
    Pool
    FREE CANCELLATION
  32. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  33. $381 to $793/night

    Holoholo

    3 Bedrooms2.5 BathroomsSleeps 6
    2 nights minstay
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  35. $346 to $793/night

    Sea Village 1105

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool
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  37. $286 to $569/night

    Kona Makai 2303

    1 Bedroom BathroomSleeps 4
    2 nights minstay
    Pool Hot Tub
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  39. $399 to $1,336/night

    Hali'i Kai at Waikoloa Beach Resort 9F

    3 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool Hot Tub
  40. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  41. $268 to $538/night

    Holualoa Bay Villas 102

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool
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  43. $431 to $1,426/night

    Honu O Kai (Turtle of the Sea)

    3 Bedrooms3.5 BathroomsSleeps 8
    2 nights minstay
    Pool
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  45. $249 to $495/night

    Kona Mansions Breeze

    1 Bedroom BathroomSleeps 4
    2 nights minstay
    Pool
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  47. $256 to $547/night

    Kona Makai 4104

    1 Bedroom BathroomSleeps 4
    2 nights minstay
    Pool Hot Tub
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  49. $423 to $1,029/night

    Kona Makai 6201

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool Hot Tub
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  51. $414 to $918/night

    Banyan Tree 200

    2 BedroomsBathroomsSleeps 5
    2 nights minstay
    Pool Hot Tub
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  53. $355 to $637/night

    Nohea Villa

    3 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool Hot Tub
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  55. $1,208 to $3,398/night

    Laulea Kailani Villa (KAUAI)

    3 Bedrooms3.5 BathroomsSleeps 6
    2 nights minstay
    Pool
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  57. $313 to $884/night

    Kaanapali Royal #A201 (MAUI)

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool Hot Tub
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  59. $363 to $766/night

    Hale Alaula- Ocean View

    3 BedroomsBathroomsSleeps 6
    2 nights minstay
    Hot Tub
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  61. $330 to $859/night

    Paradise Bluff

    3 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool
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  63. $666 to $1,434/night

    Hale Kauka

    3 Bedrooms2.5 BathroomsSleeps 7
    2 nights minstay
    Pool
  64. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  65. $542 to $1,732/night

    Plantation Cottage at Poipu

    3 Bedrooms3.5 BathroomsSleeps 6
    2 nights minstay
    Pool Hot Tub
  66. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  67. $482 to $780/night

    Keauhou Estates #185

    3 BedroomsBathroomsSleeps 6
    2 nights minstay
    Hot Tub
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  69. $257 to $853/night

    Aina Nalu D-207: Affordable luxury at it's best!

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool Hot Tub
  70. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  71. $417 to $1,077/night

    Kiahuna Plantation Hale

    3 Bedrooms3.5 BathroomsSleeps 6
    2 nights minstay
    Pool Hot Tub
  72. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  73. $392 to $899/night

    Holua Kai #32

    3 BedroomsBathroomsSleeps 8
    2 nights minstay
    Pool
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  75. $661 to $1,360/night

    Hale Kai O'Kona #7

    4 BedroomsBathroomsSleeps 8
    2 nights minstay
  76. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  77. $292 to $587/night

    Alii Villas C-125

    1 Bedroom BathroomSleeps 2
    2 nights minstay
    Pool
  78. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  79. $304 to $569/night

    Beach Villas at Kahalu'u 2-101

    2 BedroomsBathroomsSleeps 5
    2 nights minstay
    Pool
  80. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  81. $438 to $1,085/night

    Luana Hale

    3 Bedrooms2.5 BathroomsSleeps 6
    2 nights minstay
  82. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  83. $417 to $1,175/night

    Hale Anu Keanu

    4 Bedrooms3.5 BathroomsSleeps 8
    2 nights minstay
    Hot Tub
  84. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  85. $392 to $899/night

    Holua Kai #34

    3 Bedrooms2.5 BathroomsSleeps 6
    2 nights minstay
    Pool
  86. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  87. $381 to $891/night

    Mauna Lani Fairways #102

    3 Bedrooms2.5 BathroomsSleeps 8
    2 nights minstay
    Pool Hot Tub
  88. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  89. $271 to $707/night

    Mauna Lani Fairways #401

    2 BedroomsBathroomsSleeps 4
    2 nights minstay
    Pool
  90. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  91. $238 to $433/night

    Kalanikai 306

    1 Bedroom BathroomSleeps 4
    2 nights minstay
    Pool
  92. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  93. $268 to $645/night

    Kona Plaza 201

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool
  94. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  95. $330 to $662/night

    Hilo Shangrila

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool Hot Tub
  96. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  97. $1,314 to $3,584/night

    House of the Turtle at Champion Ridge, Mauna Lani (CR 18...

    4 Bedrooms4.5 BathroomsSleeps 10
    2 nights minstay
    Pool Hot Tub
  98. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  99. $744 to $2,268/night

    Blue Hawaii

    3 Bedrooms3.5 BathroomsSleeps 14
    2 nights minstay
    Pool
  100. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  101. $1,047 to $1,999/night

    Mauna Kea Villas #13

    3 Bedrooms2.5 BathroomsSleeps 6
    2 nights minstay
  102. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  103. $367 to $929/night

    Pili Mai 7M

    3 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool Hot Tub
  104. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  105. $256 to $499/night

    Keauhou Resort 113

    1 Bedroom BathroomSleeps 4
    2 nights minstay
    Pool
  106. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  107. $333 to $780/night

    Pele's Last Resort (Holua Kai #29)

    3 Bedrooms2.5 BathroomsSleeps 6
    2 nights minstay
    Pool
  108. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  109. $375 to $972/night

    Pili Mai 6K

    3 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool Hot Tub
  110. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  111. $304 to $734/night

    Kona Alii 403

    1 BedroomBathroomsSleeps 4
    2 nights minstay
    Pool
  112. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  113. $1,315 to $3,232/night

    O'oma Plantation

    5 BedroomsBathroomsSleeps 16
    2 nights minstay
    Pool Hot Tub
  114. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  115. $625 to $1,553/night

    Pohaku Villa

    4 BedroomsBathroomsSleeps 10
    2 nights minstay
    Pool
  116. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  117. $552 to $957/night

    Hali'i Kai 12E

    3 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool Hot Tub
  118. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  119. $1,076 to $2,971/night

    Turtle Bay Villas 216

    3 BedroomsBathroomsSleeps 8
    2 nights minstay
    Pool
  120. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  121. $1,166 to $2,743/night

    Fairway Villa 104A

    3 Bedrooms3.5 BathroomsSleeps 6
    2 nights minstay
    Pool Hot Tub
  122. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  123. $411 to $951/night

    Kanaloa at Kona 1606

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool Hot Tub
  124. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  125. $457 to $780/night

    Kumulani I-1

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool Hot Tub
  126. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  127. $720 to $1,226/night

    Mango Sunsets

    3 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool Hot Tub
  128. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  129. $1,018 to $1,910/night

    Wai'ula'ula 318

    3 Bedrooms2.5 BathroomsSleeps 6
    2 nights minstay
    Pool Hot Tub
  130. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  131. $1,672 to $2,981/night

    Champion Ridge Home

    4 Bedrooms4.5 BathroomsSleeps 8
    2 nights minstay
    Pool Hot Tub
  132. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  133. $324 to $1,213/night

    Makana Lei

    3 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool
  134. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  135. $243 to $315/night

    Papakea G206

    2 BedroomsBathroomsSleeps 7
    5 nights minstay
    Pool Hot Tub
  136. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  137. $474 to $564/night

    Papakea L405

    2 BedroomsBathroomsSleeps 6
    5 nights minstay
    Pool Hot Tub
  138. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  139. $81 to $285/night

    Ilikai Marina 1495

    Multiple Units Available
    1 night minstay
    FREE CANCELLATION
  140. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  141. $161 to $434/night

    Ilikai Tower 404

    Multiple Units Available
    1 night minstay
    Pool
    FREE CANCELLATION
  142. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  143. $133 to $372/night

    Ilikai Tower 405

    Multiple Units Available
    1 night minstay
    Pool
    FREE CANCELLATION
  144. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  145. $104 to $332/night

    Ilikai Marina 1893

    Multiple Units Available
    1 night minstay
    FREE CANCELLATION
  146. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  147. $150 to $430/night

    Ilikai Tower 618

    Multiple Units Available
    1 night minstay
    Pool
    FREE CANCELLATION
  148. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  149. $128 to $370/night

    Ilikai Tower 2121

    Multiple Units Available
    1 night minstay
    Pool
    FREE CANCELLATION
  150. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  151. $348 to $1,151/night

    Ilikai Tower 943

    2 BedroomsBathroomsSleeps 4
    1 night minstay
    Pool
    FREE CANCELLATION
  152. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  153. $161 to $419/night

    Ilikai Tower 1812

    Multiple Units Available
    1 night minstay
    Pool
    FREE CANCELLATION
  154. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  155. $348 to $1,030/night

    Ilikai Tower 1934

    2 BedroomsBathroomsSleeps 6
    1 night minstay
    Pool
    FREE CANCELLATION
  156. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  157. $150 to $409/night

    Ilikai Tower 936

    Multiple Units Available
    1 night minstay
    Pool
    FREE CANCELLATION
  158. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  159. $161 to $459/night

    Ilikai Tower 634

    Multiple Units Available
    1 night minstay
    Pool
    FREE CANCELLATION
  160. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  161. $133 to $154/night

    Discovery Bay 3619

    1 Bedroom BathroomSleeps 4
    1 night minstay
    Pool
    FREE CANCELLATION
  162. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  163. $99 to $314/night

    Ilikai Marina 1895

    Multiple Units Available
    1 night minstay
    FREE CANCELLATION
  164. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  165. $174 to $507/night

    Discovery Bay 1311

    2 BedroomsBathroomsSleeps 4
    1 night minstay
    Pool
    FREE CANCELLATION
  166. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  167. $96 to $118/night

    Discovery Bay 3720

    1 Bedroom BathroomSleeps 2
    1 night minstay
    Pool
    FREE CANCELLATION
  168. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  169. $133 to $154/night

    Discovery Bay 1613

    1 Bedroom BathroomSleeps 2
    1 night minstay
    Pool
    FREE CANCELLATION
  170. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  171. $85 to $104/night

    Discovery Bay 1920

    1 Bedroom BathroomSleeps 2
    1 night minstay
    Pool
    FREE CANCELLATION
  172. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  173. $203 to $270/night

    Discovery Bay 3604

    2 BedroomsBathroomsSleeps 4
    1 night minstay
    Pool
    FREE CANCELLATION
  174. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  175. $96 to $118/night

    Discovery Bay 2210

    1 Bedroom BathroomSleeps 2
    1 night minstay
    Pool
    FREE CANCELLATION
  176. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  177. $94 to $137/night

    Discovery Bay 1118

    1 Bedroom BathroomSleeps 4
    1 night minstay
    Pool
    FREE CANCELLATION
  178. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  179. $174 to $232/night

    Discovery Bay 2314

    1 Bedroom BathroomSleeps 4
    1 night minstay
    Pool
    FREE CANCELLATION
  180. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  181. $85 to $137/night

    Discovery Bay 3517

    1 Bedroom BathroomSleeps 4
    1 night minstay
    Pool
    FREE CANCELLATION
  182. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  183. $146 to $174/night

    Discovery Bay 1103

    1 Bedroom BathroomSleeps 4
    1 night minstay
    Pool
    FREE CANCELLATION
  184. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  185. $85 to $123/night

    Discovery Bay 3707

    1 Bedroom BathroomSleeps 4
    1 night minstay
    Pool
    FREE CANCELLATION
  186. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  187. $85 to $123/night

    Discovery Bay 2907

    1 Bedroom BathroomSleeps 2
    1 night minstay
    Pool
    FREE CANCELLATION
  188. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  189. $133 to $154/night

    Discovery Bay 1602

    1 Bedroom BathroomSleeps 2
    1 night minstay
    Pool
    FREE CANCELLATION
  190. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  191. $174 to $232/night

    Discovery Bay 2511

    2 BedroomsBathroomsSleeps 4
    1 night minstay
    Pool
    FREE CANCELLATION
  192. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  193. $146 to $174/night

    Discovery Bay 2612

    1 Bedroom BathroomSleeps 4
    1 night minstay
    Pool
    FREE CANCELLATION
  194. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  195. $513 to $1,994/night

    Hale Ka Wailele Malu Ko Olina Beach Villa (O226)

    3 BedroomsBathroomsSleeps 8
    6 nights minstay
    Pool Hot Tub
  196. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  197. $571 to $2,499/night

    Hale Papakea Ko Olina Beach Villa (B110)

    2 BedroomsBathroomsSleeps 6
    6 nights minstay
    Pool Hot Tub
  198. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  199. $571 to $2,499/night

    Hale Nani Ikena Kai Ko Olina Beach Villa (B109)

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