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  1. $2,072 to $8,559/night

    3902 Pacific Zen

    6 Bedrooms7.5 BathroomsSleeps 14
    2 nights minstay
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  3. $105 to $464/night

    Gulf Dunes 205

    1 Bedroom1.5  BathroomSleeps 4
    3 nights minstay
    Pool
    FREE CANCELLATION
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  5. $185 to $683/night

    Gulf Dunes 401

    3 BedroomsBathroomsSleeps 8
    3 nights minstay
    Pool
    FREE CANCELLATION
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  7. $105 to $441/night

    Gulf Dunes 307

    1 Bedroom1.5  BathroomSleeps 6
    3 nights minstay
    Pool
    FREE CANCELLATION
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  9. $235 to $1,034/night

    Big Island Waikoloa Colony Villas 2404

    2 Bedrooms2.5 BathroomsSleeps 6
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  11. $480 to $1,551/night

    Alpine Creek #6

    4 Bedrooms4.5 BathroomsSleeps 10
    2 nights minstay
    Hot Tub
    FREE CANCELLATION
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  13. $455 to $3,728/night

    Hummingbird C102

    4 Bedrooms4.5 BathroomsSleeps 8
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  15. $551 to $5,788/night

    Beaver Creek Lodge 324

    3 Bedrooms3.5 BathroomsSleeps 8
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  17. $154 to $573/night

    Gulf Dunes 504

    2 BedroomsBathroomsSleeps 8
    3 nights minstay
    Pool
    FREE CANCELLATION
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  19. $264 to $416/night

    Waikoloa Beach Villas P32

    2 BedroomsBathroomsSleeps 5
    4 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  21. $179 to $2,323/night

    Lionshead Center #304

    2 BedroomsBathroomsSleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
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  23. $429 to $1,568/night

    Lionsquare Lodge North #294

    1 BedroomBathroomsSleeps 5
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  25. $236 to $336/night

    Plantations at Princeville #111

    2 BedroomsBathroomsSleeps 4
    2 nights minstay
    Pool Hot Tub
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  27. $236 to $336/night

    Plantations at Princeville #111

    2 BedroomsBathroomsSleeps 4
    3 nights minstay
    Pool Hot Tub
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  29. $889 to $4,181/night

    Ho'olei 39-3

    Multiple Units Available
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  31. $980 to $4,934/night

    Ho'olei 17-1

    Multiple Units Available
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  33. $960 to $4,672/night

    Highlands Slopeside #221

    3 Bedrooms3.5 BathroomsSleeps 8
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  35. $829 to $3,694/night

    Ho'olei 55-2

    Multiple Units Available
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  37. $209 to $2,323/night

    Lionsquare Lodge North #282

    2 BedroomsBathroomsSleeps 4
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  39. $331 to $534/night

    Colony Villas at Waikoloa Beach Resort #204

    2 Bedrooms2.5 BathroomsSleeps 5
    4 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  41. $373 to $562/night

    Colony Villas at Waikoloa Beach Resort #1305

    3 Bedrooms2.5 BathroomsSleeps 6
    4 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  43. $253 to $2,634/night

    Settlers Lodge #302

    3 BedroomsBathroomsSleeps 8
    2 nights minstay
    Hot Tub
    FREE CANCELLATION
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  45. $154 to $547/night

    Gulf Dunes 608

    2 BedroomsBathroomsSleeps 8
    3 nights minstay
    Pool
    FREE CANCELLATION
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  47. $299 to $1,279/night

    3631 Casa Familia

    3 BedroomsBathroomsSleeps 6
    1 night minstay
    Pets OK
  48. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  49. $529 to $3,728/night

    Chic 2 Br + Den Ritz-Carlton Condo with Valley Views and...

    2 BedroomsBathroomsSleeps 8
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  51. $1,310 to $11,717/night

    Iconic 5 Br Penthouse at the Ritz-Carlton

    5 BedroomsBathroomsSleeps 16
    3 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  52. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  53. $312 to $20,200/night

    2Br 2Ba Winter Retreat Walk to Historic Downtown + Gondo...

    2 BedroomsBathroomsSleeps 6
    1 night minstay
    Pool Hot Tub
    FREE CANCELLATION
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  55. $567 to $4,203/night

    3Br Residence w/ Cozy Fire Place- Lodge at Vail Amenitie...

    3 BedroomsBathroomsSleeps 8
    1 night minstay
    Pool Hot Tub
    FREE CANCELLATION
  56. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  57. $767 to $20,200/night

    Penthouse 4 Bedroom Condo at Base of Peak 8

    4 BedroomsBathroomsSleeps 10
    1 night minstay
    Pool Hot Tub
    FREE CANCELLATION
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  59. $393 to $20,200/night

    Luxury Condo at Base of Peak 8, Steps from Winter Activi...

    2 BedroomsBathroomsSleeps 6
    1 night minstay
    Pool Hot Tub
    FREE CANCELLATION
  60. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  61. $263 to $20,200/night

    Slopeside Condo at Base of Peak 8, Sleeps 6

    1 BedroomBathroomsSleeps 6
    1 night minstay
    Pool Hot Tub
    FREE CANCELLATION
  62. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  63. $727 to $20,200/night

    Ski in & Slopeside Luxury Townhome at Pines Lodge- S...

    4 BedroomsBathroomsSleeps 12
    1 night minstay
    Pool Hot Tub
    FREE CANCELLATION
  64. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  65. $328 to $1,162/night

    Savoy Villas 2D

    3 BedroomsBathroomsSleeps 6
    2 nights minstay
    Hot Tub
    FREE CANCELLATION
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  67. $682 to $4,875/night

    Riva Ridge 630

    3 BedroomsBathroomsSleeps 8
    2 nights minstay
    FREE CANCELLATION
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  69. $1,010 to $5,255/night

    803 Holden Rd.

    5 Bedrooms5.5 BathroomsSleeps 14
    2 nights minstay
    Hot Tub
    FREE CANCELLATION
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  71. $404 to $1,212/night

    Eiger Chalet 9

    4 Bedrooms3.5 BathroomsSleeps 8
    2 nights minstay
    Hot Tub
    FREE CANCELLATION
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  73. $135 to $1,112/night

    Townsend Place B106

    1 BedroomBathroomsSleeps 4
    2 nights minstay
    Hot Tub
    FREE CANCELLATION
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  75. $657 to $3,340/night

    Highlands Westview 202

    3 BedroomsBathroomsSleeps 8
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  76. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  77. $204 to $1,610/night

    Harbour Island 21C

    2 BedroomsBathroomsSleeps 8
    3 nights minstay
    FREE CANCELLATION
  78. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  79. $139 to $419/night

    Malia Kai#18

    1 Bedroom1.5  BathroomSleeps 4
    3 nights minstay
    Pool
  80. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  81. $484 to $1,610/night

    Harbour Island 20C

    3 BedroomsBathroomsSleeps 10
    3 nights minstay
    Pool
    FREE CANCELLATION
  82. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  83. $303 to $2,323/night

    Enclave #193

    3 BedroomsBathroomsSleeps 12
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  84. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  85. $227 to $1,561/night

    Aspenwood #207

    2 BedroomsBathroomsSleeps 7
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  86. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  87. $303 to $1,623/night

    Aspenwood #311

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  89. $181 to $245/night

    Sunstone 206 Ski-In Ski-Out Condo At Sunstone Lodge with...

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  90. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  91. $192 to $266/night

    Crestview 25 Convenient Location near the Village and Li...

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    Hot Tub Pets OK
    FREE CANCELLATION
  92. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  93. $170 to $299/night

    Summit 34 Rustic, Gorgeous Mountain Views, Walk to the S...

    3 BedroomsBathroomsSleeps 8
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  94. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  95. $320 to $534/night

    Tennis Village 14 Pet-Friendly, Spacious, Comfortable, G...

    4 BedroomsBathroomsSleeps 10
    2 nights minstay
    Hot Tub Pets OK
    FREE CANCELLATION
  96. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  97. $350 to $943/night

    Brand New Modern Pet Friendly Zen Home w/ Private Home T...

    2 BedroomsBathroomsSleeps 4
    1 night minstay
    Hot Tub Pets OK
    FREE CANCELLATION
  98. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  99. $227 to $1,356/night

    Aspenwood Lodge #205

    2 BedroomsBathroomsSleeps 8
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  100. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  101. $657 to $3,232/night

    Highlands Slopeside Townhome #18

    3 Bedrooms3.5 BathroomsSleeps 8
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  102. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  103. $253 to $2,323/night

    McCoy Peak Lodge #107

    1 Bedroom BathroomSleeps 2
    2 nights minstay
    Hot Tub
    FREE CANCELLATION
  104. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  105. $1,014 to $4,252/night

    Big Island Hualalai 133C

    3 Bedrooms3.5 BathroomsSleeps 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. $831 to $3,765/night

    Ho'olei 24-1

    Multiple Units Available
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  108. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  109. $935 to $4,621/night

    Ho'olei 17-3

    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. $494 to $1,269/night

    Big Island Holua Kai 7066

    3 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. $157 to $537/night

    Hacienda Hideaway

    3 Bedrooms2.5 BathroomsSleeps 12
    2 nights minstay
    Pool Hot Tub
  114. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  115. $154 to $573/night

    Gulf Dunes 304

    2 BedroomsBathroomsSleeps 8
    3 nights minstay
    Pool
    FREE CANCELLATION
  116. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  117. $136 to $457/night

    Seacrest 712

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
    Pool
    FREE CANCELLATION
  118. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  119. $154 to $547/night

    Gulf Dunes 402

    2 BedroomsBathroomsSleeps 8
    3 nights minstay
    Pool
    FREE CANCELLATION
  120. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  121. $154 to $547/night

    Gulf Dunes 416

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
    Pool
    FREE CANCELLATION
  122. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  123. $129 to $528/night

    Gulfside 501

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
    Pool
    FREE CANCELLATION
  124. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  125. $154 to $576/night

    Surf Dweller 409

    2 BedroomsBathroomsSleeps 7
    3 nights minstay
    Pool
    FREE CANCELLATION
  126. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  127. $154 to $576/night

    Surf Dweller 603

    2 BedroomsBathroomsSleeps 8
    3 nights minstay
    Pool
    FREE CANCELLATION
  128. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  129. $831 to $4,108/night

    Ho'olei 24-4

    Multiple Units Available
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  130. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  131. $935 to $4,001/night

    Ho'olei 112-5

    Multiple Units Available
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  132. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  133. $316 to $837/night

    Hale Iolani

    3 BedroomsBathroomsSleeps 6
    3 nights minstay
  134. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  135. $780 to $3,386/night

    Ho'olei 24-6

    Multiple Units Available
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  136. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  137. $129 to $556/night

    Gulfside 503

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
    Pool
    FREE CANCELLATION
  138. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  139. $297 to $425/night

    Plantations at Princeville #521

    3 BedroomsBathroomsSleeps 6
    3 nights minstay
    Pool Hot Tub
  140. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  141. $283 to $983/night

    3823 Sand Dollar House

    3 BedroomsBathroomsSleeps 7
    2 nights minstay
    Pool Hot Tub
  142. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  143. $644 to $1,966/night

    Wailea Elua 2109

    Multiple Units Available
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  144. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  145. $288 to $427/night

    Waikoloa Beach Villas E32

    2 BedroomsBathroomsSleeps 5
    4 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  146. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  147. $610 to $2,950/night

    3770 Stone's Throw

    3 BedroomsBathroomsSleeps 7
    1 night minstay
    Pets OK
  148. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  149. $325 to $1,397/night

    3757 Garden House Sanctuary

    2 BedroomsBathroomsSleeps 4
    1 night minstay
    Pets OK
  150. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  151. $407 to $1,836/night

    3794 Forever Views II

    3 BedroomsBathroomsSleeps 6
    1 night minstay
  152. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  153. $1,274 to $10,454/night

    The Lion Vail- 4 Br Modern Mountain Luxury- 2966 sq ft

    4 Bedrooms4.5 BathroomsSleeps 10
    3 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  154. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  155. $5,555 to $17,271/night

    Gorgeous 5 Br Private Chalet in Vail Village

    5 Bedrooms5.5 BathroomsSleeps 14
    4 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  156. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  157. $211 to $20,200/night

    Warm Winter Retreat 1Br 1Ba- 2 blocks to Historic Main S...

    1 Bedroom BathroomSleeps 4
    1 night minstay
    Pool Hot Tub
    FREE CANCELLATION
  158. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  159. $7,860 to $20,200/night

    Luxurious Chalet w/ Private Elevator

    6 BedroomsBathroomsSleeps 16
    1 night minstay
    Pool Hot Tub
    FREE CANCELLATION
  160. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  161. $318 to $20,200/night

    2 BR Condo Arrowhead Village, Walking Distance to Lift

    2 BedroomsBathroomsSleeps 4
    1 night minstay
    Pool Hot Tub
    FREE CANCELLATION
  162. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  163. $500 to $1,515/night

    Vail Point #40

    Multiple Units Available
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  164. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  165. $191 to $1,703/night

    Lionshead Center #101

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool
    FREE CANCELLATION
  166. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  167. $286 to $2,989/night

    Beaver Creek Landing A404

    3 Bedrooms3.5 BathroomsSleeps 7
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  168. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  169. $280 to $2,928/night

    Beaver Creek Landing B402

    3 Bedrooms3.5 BathroomsSleeps 7
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  170. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  171. $513 to $2,099/night

    Big Island Waiulaula at Mauna Kea J201

    Multiple Units Available
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  172. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  173. $189 to $630/night

    Holualoa Bay Villas#105

    2 BedroomsBathroomsSleeps 4
    3 nights minstay
    Pool Hot Tub
  174. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  175. $352 to $534/night

    Mammoth Gateway Village #6

    4 Bedrooms2.5 BathroomsSleeps 10
    2 nights minstay
    Hot Tub
    FREE CANCELLATION
  176. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  177. $808 to $3,332/night

    Highlands Slopeside #207

    3 BedroomsBathroomsSleeps 8
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  178. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  179. $172 to $224/night

    Summit 81 Remodeled, Cozy, Walk to Eagle Lodge

    1 Bedroom BathroomSleeps 4
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  180. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  181. $159 to $245/night

    Mammoth Ski & Racquet Club #4

    1 BedroomBathroomsSleeps 4
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  182. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  183. $181 to $245/night

    Sunstone 214 Updated Ski-In Ski-Out Condo with Great Com...

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  184. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  185. $181 to $245/night

    Sunstone 114 Updated Ski-In Ski-Out Condo At Sunstone Lo...

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  186. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  187. $224 to $438/night

    Helios North 5, Convenient Location Across from Village,...

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool Hot Tub Pets OK
    FREE CANCELLATION
  188. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  189. $138 to $202/night

    Summit 45 Pet-Friendly, Great Complex Amenities, Walk to...

    1 Bedroom BathroomSleeps 4
    2 nights minstay
    Hot Tub Pets OK
    FREE CANCELLATION
  190. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  191. $808 to $3,131/night

    Lionshead Center #307

    3 BedroomsBathroomsSleeps 8
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  192. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  193. $682 to $3,243/night

    Enzian 316 Two-Level Penthouse in the hearts of Lionshea...

    4 Bedrooms4.5 BathroomsSleeps 11
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  194. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  195. $480 to $1,606/night

    Vail Point 7

    4 BedroomsBathroomsSleeps 8
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  196. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  197. $657 to $2,323/night

    4223 Spruce Way #B

    4 BedroomsBathroomsSleeps 10
    2 nights minstay
    Hot Tub
    FREE CANCELLATION
  198. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  199. $276 to $3,136/night

    Beaver Creek Landing A406

    3 Bedrooms3.5 BathroomsSleeps 8
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  200. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations