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  1. $1,240 to $1,577/night

    Full Circle

    5 BedroomsBathroomsSleeps 18
    7 nights minstay
    Pool
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  3. $1,220 to $3,736/night

    Big Island Hale Kaheka 6592

    1 Bedroom2.5 BathroomsSleeps 8
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  5. $1,038 to $4,053/night

    Ho'olei 112-5

    Multiple Units Available
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  7. $1,036 to $1,712/night

    Mountain Harbor four Bedroom cottage on the lake

    4 Bedrooms4.5 BathroomsSleeps 16
    1 night minstay
    Pool Hot Tub
    FREE CANCELLATION
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  9. $923 to $3,422/night

    Ho'olei 55-3

    Multiple Units Available
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  11. $923 to $2,294/night

    Big Island Holua Kai 7061

    3 Bedrooms2.5 BathroomsSleeps 6
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  13. $896 to $1,456/night

    HOKUEA HALE

    3 Bedrooms2.5 BathroomsSleeps 10
    3 nights minstay
    Hot Tub
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  15. $895 to $1,295/night

    The Starlight Tower Manor, River, Arcades, Observatory, ...

    8 BedroomsBathroomsSleeps 18
    1 night minstay
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  17. $873 to $1,045/night

    Cypress Hall

    6 BedroomsBathroomsSleeps 12
    7 nights minstay
    Pool
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  19. $866 to $3,609/night

    Ho'olei 24-6

    Multiple Units Available
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  21. $855 to $1,217/night

    Gray Goose

    5 BedroomsBathroomsSleeps 12
    7 nights minstay
    Pool
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  23. $837 to $1,449/night

    Kapalua Ridge Villas-#323

    Multiple Units Available
    2 nights minstay
    Pool
    FREE CANCELLATION
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  25. $781 to $1,443/night

    Kathleen's Retreat

    5 BedroomsBathroomsSleeps 18
    2 nights minstay
    Pets OK
    FREE CANCELLATION
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  27. $747 to $20,200/night

    Luxury Three Bedroom Residence steps from Heavenly Villa...

    3 BedroomsBathroomsSleeps 8
    1 night minstay
    Pool Hot Tub
    FREE CANCELLATION
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  29. $721 to $2,281/night

    Noelani 306

    Multiple Units Available
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  31. $659 to $1,954/night

    Noelani 307

    Multiple Units Available
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  33. $642 to $1,094/night

    Windsong

    5 BedroomsBathroomsSleeps 14
    7 nights minstay
    Pool
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  35. $642 to $1,233/night

    Knot A Care

    4 BedroomsBathroomsSleeps 12
    7 nights minstay
    Pool
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  37. $625 to $1,562/night

    Majak Moments

    7 BedroomsBathroomsSleeps 20
    7 nights minstay
    Pool
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  39. $614 to $1,370/night

    Lazy Days

    6 BedroomsBathroomsSleeps 12
    7 nights minstay
    Pool
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  41. $600 to $766/night

    The Rainbow Connection

    4 BedroomsBathroomsSleeps 10
    7 nights minstay
    Pool
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  43. $592 to $1,603/night

    High Tide Line

    6 BedroomsBathroomsSleeps 18
    7 nights minstay
    Pool Hot Tub
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  45. $592 to $1,627/night

    Three Girls

    6 BedroomsBathroomsSleeps 14
    7 nights minstay
    Pool
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  47. $584 to $1,282/night

    Raising the Bar

    5 BedroomsBathroomsSleeps 14
    7 nights minstay
    Pool
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  49. $577 to $1,956/night

    Wailea Ekahi 48A

    Multiple Units Available
    2 nights minstay
    Pool
    FREE CANCELLATION
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  51. $576 to $659/night

    Best Day Ever

    4 BedroomsBathroomsSleeps 10
    7 nights minstay
    Pool
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  53. $576 to $716/night

    Long Grass

    5 BedroomsBathroomsSleeps 12
    7 nights minstay
    Pool
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  55. $576 to $723/night

    Holden Jeanie

    4 BedroomsBathroomsSleeps 8
    7 nights minstay
    Pool
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  57. $576 to $1,160/night

    Paw-Paw's Place

    6 BedroomsBathroomsSleeps 14
    7 nights minstay
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  59. $576 to $1,200/night

    Best In Show

    4 BedroomsBathroomsSleeps 9
    2 nights minstay
    Pool
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  61. $569 to $1,494/night

    Pier Heaven 6031ABC

    9 BedroomsBathroomsSleeps 30
    2 nights minstay
    FREE CANCELLATION
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  63. $567 to $907/night

    South Beach 501

    3 Bedrooms3.5 BathroomsSleeps 6
    7 nights minstay
    Pool
    FREE CANCELLATION
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  65. $559 to $1,060/night

    Sweet Caroline- Duplex

    6 BedroomsBathroomsSleeps 16
    2 nights minstay
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  67. $554 to $1,597/night

    Fish N' Ships

    6 BedroomsBathroomsSleeps 12
    2 nights minstay
    Pool
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  69. $552 to $1,003/night

    Summer Sandcastle

    5 BedroomsBathroomsSleeps 14
    7 nights minstay
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  71. $549 to $1,269/night

    Big Island Holua Kai 7066

    3 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  73. $543 to $822/night

    Windchimes

    4 BedroomsBathroomsSleeps 8
    7 nights minstay
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  75. $536 to $1,374/night

    Mana Kai #307

    Multiple Units Available
    2 nights minstay
    Pool
    FREE CANCELLATION
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  77. $527 to $1,045/night

    Absolute Paradise

    5 BedroomsBathroomsSleeps 12
    2 nights minstay
    Pool
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  79. $523 to $1,200/night

    Beaches Be Crazy

    4 BedroomsBathroomsSleeps 11
    2 nights minstay
    Pool
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  81. $523 to $780/night

    Villages At Mauna Lani 621

    3 Bedrooms3.5 BathroomsSleeps 6
    4 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  83. $517 to $1,495/night

    Inn Between

    6 BedroomsBathroomsSleeps 14
    2 nights minstay
    Pool
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  85. $508 to $969/night

    Mountain Harbor three bedroom cabin on the lake

    3 BedroomsBathroomsSleeps 10
    1 night minstay
    Pool Hot Tub
    FREE CANCELLATION
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  87. $508 to $969/night

    Mountain Harbor three bedroom cabin on the lake

    3 BedroomsBathroomsSleeps 10
    1 night minstay
    Pool Hot Tub
    FREE CANCELLATION
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  89. $508 to $969/night

    Mountain Harbor three bedroom cabin on the lake

    3 BedroomsBathroomsSleeps 10
    1 night minstay
    Pool Hot Tub
    FREE CANCELLATION
  90. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  91. $508 to $969/night

    Mountain Harbor three bedroom cottage on lake

    3 BedroomsBathroomsSleeps 10
    1 night minstay
    Pool Hot Tub
    FREE CANCELLATION
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  93. $506 to $958/night

    Barefoot Steps To The Beach

    4 BedroomsBathroomsSleeps 14
    2 nights minstay
    FREE CANCELLATION
  94. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  95. $494 to $552/night

    Compass Rose

    4 BedroomsBathroomsSleeps 8
    7 nights minstay
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  97. $491 to $748/night

    Mauna Lani Golf Villas K5

    3 BedroomsBathroomsSleeps 8
    4 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  99. $490 to $777/night

    Carolina Moon

    4 BedroomsBathroomsSleeps 12
    7 nights minstay
    Pets OK
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  101. $479 to $889/night

    A Texas Star

    3 BedroomsBathroomsSleeps 13
    2 nights minstay
    Pets OK
    FREE CANCELLATION
  102. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  103. $477 to $1,236/night

    FINS to the Left

    5 BedroomsBathroomsSleeps 12
    7 nights minstay
    Pool
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  105. $477 to $1,236/night

    FINS to the Right

    5 BedroomsBathroomsSleeps 12
    7 nights minstay
    Pool
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  107. $473 to $856/night

    1 Camino

    4 BedroomsBathroomsSleeps 10
    2 nights minstay
    FREE CANCELLATION
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  109. $469 to $1,780/night

    Big Island Kolea 11C

    Multiple Units Available
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  110. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  111. $461 to $1,449/night

    Kapalua Ridge Villas-#2212

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  112. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  113. $458 to $1,042/night

    The Big Shore

    4 BedroomsBathroomsSleeps 14
    2 nights minstay
    Pets OK
    FREE CANCELLATION
  114. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  115. $444 to $805/night

    Bella Rossa

    3 BedroomsBathroomsSleeps 11
    2 nights minstay
    FREE CANCELLATION
  116. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  117. $444 to $651/night

    Welcome Home

    4 BedroomsBathroomsSleeps 9
    7 nights minstay
    Pool
  118. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  119. $437 to $928/night

    Mountain Harbor three bedroom cabin on the lake

    3 BedroomsBathroomsSleeps 10
    1 night minstay
    Pool Hot Tub
    FREE CANCELLATION
  120. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  121. $433 to $1,392/night

    Kaanapali Plantation 62

    Multiple Units Available
    2 nights minstay
    Pool
    FREE CANCELLATION
  122. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  123. $432 to $1,061/night

    Heard the Waves

    4 BedroomsBathroomsSleeps 9
    2 nights minstay
    Pool
  124. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  125. $432 to $987/night

    Ohana

    4 BedroomsBathroomsSleeps 9
    7 nights minstay
    Pool
  126. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  127. $431 to $829/night

    Shore Relaxin'

    4 Bedrooms3.5 BathroomsSleeps 15
    2 nights minstay
    Pets OK
    FREE CANCELLATION
  128. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  129. $428 to $1,134/night

    Serenity's Star

    4 BedroomsBathroomsSleeps 11
    7 nights minstay
    Pool
  130. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  131. $428 to $934/night

    Sweet Dreams

    4 BedroomsBathroomsSleeps 8
    7 nights minstay
    Pool
  132. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  133. $426 to $1,332/night

    Big Island Kona Bali Kai 301

    Multiple Units Available
    2 nights minstay
    Pool
    FREE CANCELLATION
  134. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  135. $424 to $3,852/night

    Luxury Chalet with Hot Tub in Private Setting- Tahoe Don...

    6 Bedrooms4.5 BathroomsSleeps 12
    1 night minstay
    Pool Hot Tub
    FREE CANCELLATION
  136. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  137. $424 to $921/night

    1 Fine Day

    4 BedroomsBathroomsSleeps 10
    7 nights minstay
    Pool
  138. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  139. $421 to $1,052/night

    Kapalua Golf Villas 27P7

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool
    FREE CANCELLATION
  140. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  141. $414 to $783/night

    Watercolor Sky Beach House

    4 BedroomsBathroomsSleeps 10
    2 nights minstay
    Pets OK
    FREE CANCELLATION
  142. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  143. $412 to $904/night

    License to Chill

    4 BedroomsBathroomsSleeps 12
    7 nights minstay
  144. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  145. $408 to $970/night

    1 EZ Access

    4 BedroomsBathroomsSleeps 10
    2 nights minstay
    Pool
  146. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  147. $404 to $1,441/night

    Mana Kai #508

    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. $398 to $523/night

    Carpe Diem

    4 BedroomsBathroomsSleeps 10
    7 nights minstay
  150. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  151. $395 to $658/night

    Life's A Beach

    4 BedroomsBathroomsSleeps 10
    7 nights minstay
    Pool
  152. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  153. $395 to $806/night

    Beach Crew

    4 BedroomsBathroomsSleeps 11
    7 nights minstay
    Pool
  154. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  155. $391 to $739/night

    #Biscayne Beach Please

    3 Bedrooms3.5 BathroomsSleeps 14
    2 nights minstay
    Pets OK
    FREE CANCELLATION
  156. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  157. $391 to $739/night

    High Tide Hideaway

    3 BedroomsBathroomsSleeps 13
    2 nights minstay
    Pets OK
    FREE CANCELLATION
  158. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  159. $391 to $739/night

    Born To Beach

    4 BedroomsBathroomsSleeps 12
    2 nights minstay
    Pets OK
    FREE CANCELLATION
  160. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  161. $391 to $672/night

    Sandy Feet Retreat

    3 BedroomsBathroomsSleeps 13
    2 nights minstay
    Pets OK
    FREE CANCELLATION
  162. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  163. $388 to $728/night

    Crystal Crab

    3 BedroomsBathroomsSleeps 18
    2 nights minstay
    Pets OK
    FREE CANCELLATION
  164. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  165. $384 to $856/night

    On Deck

    4 BedroomsBathroomsSleeps 17
    2 nights minstay
    Pets OK
    FREE CANCELLATION
  166. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  167. $384 to $840/night

    The Peach Pelican

    3 BedroomsBathroomsSleeps 10
    2 nights minstay
    Pool Hot Tub Pets OK
    FREE CANCELLATION
  168. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  169. $383 to $791/night

    CL 1055 Blue Diamond Retreat

    4 Bedrooms3.5 BathroomsSleeps 10
    2 nights minstay
    FREE CANCELLATION
  170. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  171. $379 to $659/night

    Dune Deck South- Duplex

    4 BedroomsBathroomsSleeps 8
    2 nights minstay
  172. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  173. $379 to $659/night

    Dune Deck North- Duplex

    4 BedroomsBathroomsSleeps 8
    2 nights minstay
  174. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  175. $379 to $724/night

    Beach Ya There

    5 BedroomsBathroomsSleeps 10
    7 nights minstay
    Pool
  176. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  177. $378 to $806/night

    Tortuga

    5 BedroomsBathroomsSleeps 16
    2 nights minstay
    Pool Pets OK
  178. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  179. $373 to $428/night

    Luxurious Penthouse w panoramic ocean views

    3 BedroomsBathroomsSleeps 6
    3 nights minstay
    Pool
    FREE CANCELLATION
  180. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  181. $372 to $1,053/night

    Due South

    5 BedroomsBathroomsSleeps 16
    2 nights minstay
  182. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  183. $370 to $654/night

    Shore Beats Workin'

    5 BedroomsBathroomsSleeps 10
    3 nights minstay
  184. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  185. $369 to $674/night

    Mountain Harbor's two bedroom cabin on the lake

    2 BedroomsBathroomsSleeps 8
    1 night minstay
    Pool Hot Tub
    FREE CANCELLATION
  186. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  187. $364 to $689/night

    Fisherman's Delight

    3 BedroomsBathroomsSleeps 7
    2 nights minstay
    Pets OK
    FREE CANCELLATION
  188. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  189. $363 to $459/night

    How Sweet The Sound

    3 BedroomsBathroomsSleeps 9
    2 nights minstay
  190. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  191. $355 to $672/night

    The Esscape

    3 BedroomsBathroomsSleeps 10
    2 nights minstay
    Pets OK
    FREE CANCELLATION
  192. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  193. $355 to $913/night

    Skippers Watch

    4 BedroomsBathroomsSleeps 8
    7 nights minstay
    Pool Pets OK
  194. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  195. $353 to $1,271/night

    Kamaole Nalu 402

    2 BedroomsBathroomsSleeps 5
    2 nights minstay
    Pool
    FREE CANCELLATION
  196. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  197. $352 to $883/night

    Grammy's House

    4 BedroomsBathroomsSleeps 9
    2 nights minstay
  198. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  199. $351 to $982/night

    Beach Time

    5 BedroomsBathroomsSleeps 12
    7 nights minstay
    Pool
  200. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations