RedAwning has over 350 Maui vacation homes and condos which all include instant online booking and no security deposits, to make your trip easy and stress-free. Maui is home to some of Hawaii’s most beautiful beaches and offers plenty of opportunities for adventure, from snorkeling with turtles to hiking through the bamboo forest to cliff diving in Hana. Book your stay today!

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  1. $425 to $575/night

    Sands Of Kahana 344

    2 BedroomsBathroomsSleeps 4
    4 nights minstay
    Pool Hot Tub
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  3. $300 to $595/night

    Kaanapali Royal #H302

    2 BedroomsBathroomsSleeps 4
    3 nights minstay
    FREE CANCELLATION
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  5. $157 to $311/night

    Papakea #C108

    1 Bedroom BathroomSleeps 4
    3 nights minstay
    Pool
    FREE CANCELLATION
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  7. $400 to $500/night

    Bay Villa 24G3

    1 Bedroom1.5  BathroomSleeps 4
    4 nights minstay
    Pool
  8. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  9. $340 to $475/night

    Kahana Sunset A3

    2 BedroomsBathroomsSleeps 6
    4 nights minstay
    Pool
  10. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  11. $325 to $395/night

    Kahana Sunset E6

    2 BedroomsBathroomsSleeps 6
    4 nights minstay
    Pool
  12. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  13. $325 to $400/night

    Kahana Sunset B5B

    1 Bedroom BathroomSleeps 4
    4 nights minstay
    Pool
  14. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  15. $425 to $575/night

    Sands Of Kahana 336

    2 BedroomsBathroomsSleeps 6
    4 nights minstay
    Pool Hot Tub
  16. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  17. $425 to $575/night

    Sands Of Kahana 373

    2 BedroomsBathroomsSleeps 6
    4 nights minstay
    Pool Hot Tub
  18. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  19. $475 to $525/night

    Kahana Sunset A5

    2 Bedrooms2.5 BathroomsSleeps 6
    4 nights minstay
    Pool
  20. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  21. $162 to $285/night

    Maui Kaanapali Villas #B242

    Studio BathroomSleeps 2
    3 nights minstay
    Pool
    FREE CANCELLATION
  22. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  23. $528 to $908/night

    Noelani 304 3 Bedroom/2.5 Bath Condo

    3 Bedrooms2.5 BathroomsSleeps 6
    5 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  24. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  25. $599 to $867/night

    Papakea K402 3 bedroom condo

    3 Bedrooms2.5 BathroomsSleeps 8
    5 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  26. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  27. $550 to $695/night

    Sands Of Kahana 375

    3 BedroomsBathroomsSleeps 8
    4 nights minstay
    Pool Hot Tub
  28. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  29. $599 to $893/night

    Papakea H404 3 bedroom condo

    3 BedroomsBathroomsSleeps 6
    5 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  30. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  31. $599/night

    Maui Amazing 1 BR condos At Maui Vista-1123

    1 Bedroom BathroomSleeps 5
    1 night minstay
    Pool
    FREE CANCELLATION
  32. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  33. $350 to $575/night

    Sands Of Kahana 317

    2 BedroomsBathroomsSleeps 6
    4 nights minstay
    Pool Hot Tub
  34. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  35. $635/night

    Maui- Amazing 1 BR condos at Kihei Kai Nani

    1 Bedroom BathroomSleeps 5
    1 night minstay
    Pool
    FREE CANCELLATION
  36. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  37. $249 to $362/night

    Kaanapali Shores 422 1 Bedroom Condo

    1 Bedroom BathroomSleeps 4
    5 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  38. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  39. $249 to $336/night

    Kaanapali Shores 742 Studio Condo

    Studio 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. $259 to $399/night

    Royal Kahana 318 Studio Condo

    Studio BathroomSleeps 4
    5 nights minstay
    Pool
    FREE CANCELLATION
  42. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  43. $350 to $548/night

    Kapalua Golf Villa 14T 1 Bedroom Condo

    1 BedroomBathroomsSleeps 5
    5 nights minstay
    Pool
    FREE CANCELLATION
  44. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  45. $299 to $621/night

    Kahana Sunset C7 2 Bedroom Condo

    2 BedroomsBathroomsSleeps 6
    5 nights minstay
    Pool
    FREE CANCELLATION
  46. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  47. $295 to $563/night

    Aina Nalu A208 2 Bedroom Condo

    2 BedroomsBathroomsSleeps 6
    5 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  48. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  49. $347 to $513/night

    Whaler 616 Studio Condo

    Studio BathroomSleeps 4
    5 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  50. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  51. $899 to $1,105/night

    Residences at Napili Bay B7 3 Bedroom

    3 Bedrooms2.5 BathroomsSleeps 8
    5 nights minstay
    FREE CANCELLATION
  52. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  53. $289 to $457/night

    Papakea E201 1 bedroom, 1 bath

    1 Bedroom BathroomSleeps 4
    5 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  54. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  55. $338 to $494/night

    Whaler 518 OceanView Studio Condo

    Studio BathroomSleeps 4
    5 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  56. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  57. $379 to $827/night

    Kapalua Bay Vill 23G1 Ocean front 1 BD/1BA

    1 Bedroom1.5  BathroomSleeps 4
    5 nights minstay
    Pool
    FREE CANCELLATION
  58. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  59. $551 to $861/night

    Kapalua Bay Villa 30G1

    1 BedroomBathroomsSleeps 4
    5 nights minstay
    Pool
    FREE CANCELLATION
  60. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  61. $599/night

    Maui Amazing 1 BR condos at Kihei Kai Nani 232

    1 Bedroom BathroomSleeps 5
    1 night minstay
    Pool
    FREE CANCELLATION
  62. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  63. $599/night

    Maui Amazing 1 BR condos At Maui Vista

    1 Bedroom BathroomSleeps 5
    1 night minstay
    Pool
    FREE CANCELLATION
  64. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  65. $145 to $335/night

    Papakea #B207

    Studio BathroomSleeps 2
    3 nights minstay
    FREE CANCELLATION
  66. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  67. $234 to $485/night

    Lahaina Shores #531

    Studio BathroomSleeps 2
    3 nights minstay
    FREE CANCELLATION
  68. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  69. $310 to $595/night

    Kaanapali Royal #N302

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
    FREE CANCELLATION
  70. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  71. $350 to $640/night

    Papakea #A109

    1 Bedroom BathroomSleeps 4
    3 nights minstay
    FREE CANCELLATION
  72. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  73. $229 to $475/night

    Maui Kaanapali Villas #B143

    Studio BathroomSleeps 4
    3 nights minstay
    FREE CANCELLATION
  74. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  75. $185 to $402/night

    Kahana Reef #401

    1 Bedroom BathroomSleeps 3
    3 nights minstay
    FREE CANCELLATION
  76. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  77. $240 to $660/night

    Paki Maui #310

    1 Bedroom BathroomSleeps 4
    3 nights minstay
    FREE CANCELLATION
  78. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  79. $215 to $529/night

    Kahana Reef #322

    1 Bedroom BathroomSleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
  80. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  81. $453 to $899/night

    Papakea A101 2 bedroom condo

    2 BedroomsBathroomsSleeps 8
    5 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  82. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  83. $190 to $240/night

    Kihei Resort 128

    1 Bedroom BathroomSleeps 4
    3 nights minstay
    Pool Hot Tub
  84. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  85. $550 to $650/night

    Sands Of Kahana 237

    3 BedroomsBathroomsSleeps 8
    4 nights minstay
    Pool Hot Tub
  86. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  87. $500 to $595/night

    Sands Of Kahana 334

    2 BedroomsBathroomsSleeps 6
    4 nights minstay
    Pool Hot Tub
  88. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  89. $495/night

    Aina Nalu #A109

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
    Pool
    FREE CANCELLATION
  90. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  91. $220 to $421/night

    Valley Isle #1209

    1 Bedroom BathroomSleeps 4
    3 nights minstay
    FREE CANCELLATION
  92. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  93. $145 to $336/night

    Valley Isle #1206

    Studio BathroomSleeps 3
    3 nights minstay
    FREE CANCELLATION
  94. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  95. $168 to $464/night

    Valley Isle #1203

    2 BedroomsBathroomsSleeps 4
    3 nights minstay
    Pool
    FREE CANCELLATION
  96. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  97. $234 to $495/night

    Hale Mahina #B404

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
    FREE CANCELLATION
  98. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  99. $350 to $575/night

    Hololani #B-802

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
    FREE CANCELLATION
  100. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  101. $157 to $376/night

    Valley Isle #107

    Studio BathroomSleeps 3
    3 nights minstay
    Pool
    FREE CANCELLATION
  102. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  103. $400 to $969/night

    Royal Kahana #911

    2 Bedrooms2.5 BathroomsSleeps 6
    3 nights minstay
    FREE CANCELLATION
  104. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  105. $120 to $250/night

    Royal Kahana #319

    Studio BathroomSleeps 3
    3 nights minstay
    Pool
    FREE CANCELLATION
  106. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  107. $288 to $609/night

    Kaanapali Shores #825

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
    Pool
    FREE CANCELLATION
  108. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  109. $223 to $465/night

    Pikake #A6

    2 Bedrooms1.5  BathroomSleeps 6
    3 nights minstay
    FREE CANCELLATION
  110. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  111. $248 to $541/night

    Papakea #L407

    2 Bedrooms BathroomSleeps 5
    3 nights minstay
    Pool
    FREE CANCELLATION
  112. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  113. $291 to $630/night

    Mahana Resort #1017

    1 Bedroom BathroomSleeps 4
    3 nights minstay
    Pool
    FREE CANCELLATION
  114. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  115. $312 to $630/night

    Mahana Resort #706

    1 Bedroom BathroomSleeps 4
    3 nights minstay
    Pool
    FREE CANCELLATION
  116. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  117. $285 to $630/night

    Mahana Resort #804

    1 Bedroom BathroomSleeps 4
    3 nights minstay
    FREE CANCELLATION
  118. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  119. $350 to $415/night

    Maui Kaanapali Villas #B233

    1 BedroomBathroomsSleeps 4
    3 nights minstay
    Pool
    FREE CANCELLATION
  120. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  121. $239 to $350/night

    Maui Kaanapali Villas #B133

    Studio BathroomSleeps 4
    3 nights minstay
    Pool
    FREE CANCELLATION
  122. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  123. $173 to $285/night

    Maui Kaanapali Villas #C152

    Studio BathroomSleeps 4
    3 nights minstay
    Pool
    FREE CANCELLATION
  124. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  125. $262 to $534/night

    Papakea #G408

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
    Pool
    FREE CANCELLATION
  126. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  127. $168 to $373/night

    Kahana Reef #216

    1 Bedroom BathroomSleeps 4
    3 nights minstay
    FREE CANCELLATION
  128. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  129. $293 to $559/night

    Kahana Reef #404

    1 Bedroom BathroomSleeps 2
    3 nights minstay
    FREE CANCELLATION
  130. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  131. $306 to $600/night

    Lahaina Shores #501

    1 Bedroom BathroomSleeps 4
    3 nights minstay
    Pool
    FREE CANCELLATION
  132. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  133. $144 to $348/night

    Paki Maui #109

    1 Bedroom BathroomSleeps 4
    3 nights minstay
    Pool
    FREE CANCELLATION
  134. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  135. $315 to $787/night

    Papakea #D402

    2 Bedrooms2.5 BathroomsSleeps 8
    3 nights minstay
    FREE CANCELLATION
  136. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  137. $600 to $1,225/night

    Papakea #C403

    3 BedroomsBathroomsSleeps 7
    3 nights minstay
    Pool
    FREE CANCELLATION
  138. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  139. $315 to $513/night

    Papakea #G106

    2 BedroomsBathroomsSleeps 5
    3 nights minstay
    Pool
    FREE CANCELLATION
  140. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  141. $135 to $190/night

    Maalaea Kai 316

    1 Bedroom BathroomSleeps 4
    4 nights minstay
    Pool
  142. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  143. $211 to $485/night

    Lahaina Shores #425

    Studio BathroomSleeps 2
    3 nights minstay
    Pool
    FREE CANCELLATION
  144. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  145. $194 to $408/night

    Maui Kaanapali Villas #C255

    Studio BathroomSleeps 4
    3 nights minstay
    Pool
    FREE CANCELLATION
  146. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  147. $201 to $365/night

    Lokelani #C104

    1 Bedroom BathroomSleeps 4
    3 nights minstay
    FREE CANCELLATION
  148. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  149. $245 to $490/night

    Lahaina Roads #206

    1 Bedroom BathroomSleeps 4
    3 nights minstay
    Pool
    FREE CANCELLATION
  150. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  151. $1,870 to $3,300/night

    Napili Ocean Front House 43

    5 BedroomsBathroomsSleeps 10
    4 nights minstay
    Hot Tub
  152. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  153. $575 to $950/night

    Private Kaanapali Cottage / Walk To The Beach/Serene Gar...

    2 BedroomsBathroomsSleeps 5
    5 nights minstay
    Pool
  154. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  155. $150 to $275/night

    Island Surf 402

    1 Bedroom BathroomSleeps 4
    5 nights minstay
    Pool
  156. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  157. $385 to $410/night

    Papakea A403

    3 BedroomsBathroomsSleeps 8
    3 nights minstay
    Pool Hot Tub
  158. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  159. $275 to $450/night

    Hale O Kalani

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
    Pool Hot Tub
  160. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  161. $450 to $875/night

    International Colony Club 41

    3 BedroomsBathroomsSleeps 6
    5 nights minstay
    Pool
  162. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  163. $495 to $595/night

    Kaanapali Shores 161

    2 BedroomsBathroomsSleeps 6
    5 nights minstay
    Pool Hot Tub
  164. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  165. $2,450 to $4,500/night

    Turtle Cove

    3 BedroomsBathroomsSleeps 6
    7 nights minstay
    Hot Tub
  166. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  167. $225 to $320/night

    Kihei Holiday 113

    2 Bedrooms BathroomSleeps 4
    3 nights minstay
    Pool
  168. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  169. $235 to $370/night

    Kihei Garden Estates A102

    1 Bedroom BathroomSleeps 4
    5 nights minstay
    Pool
  170. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  171. $323 to $862/night

    Kapalua Bay Villa 29B4

    1 Bedroom BathroomSleeps 4
    5 nights minstay
    Pool
    FREE CANCELLATION
  172. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  173. $206 to $627/night

    Kahana Reef #122

    1 Bedroom BathroomSleeps 2
    3 nights minstay
    FREE CANCELLATION
  174. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  175. $289 to $449/night

    Kuleana 706 1 Bedroom Condo

    1 Bedroom BathroomSleeps 4
    5 nights minstay
    Pool
    FREE CANCELLATION
  176. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  177. $259 to $403/night

    Royal Kahana 702 Studio Condo

    Studio BathroomSleeps 3
    5 nights minstay
    Pool
    FREE CANCELLATION
  178. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  179. $325 to $395/night

    Kahana Sunset D6

    2 Bedrooms2.5 BathroomsSleeps 6
    4 nights minstay
    Pool
  180. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  181. $245 to $325/night

    Kahana Sunset C4

    2 BedroomsBathroomsSleeps 6
    4 nights minstay
    Pool
  182. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  183. $325 to $395/night

    Kahana Sunset D9

    2 Bedrooms2.5 BathroomsSleeps 6
    4 nights minstay
    Pool
  184. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  185. $230 to $500/night

    Hale Mahina #B102

    1 Bedroom BathroomSleeps 4
    3 nights minstay
    FREE CANCELLATION
  186. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  187. $239 to $552/night

    Honua Kai-Konea #537

    Studio BathroomSleeps 3
    3 nights minstay
    Pool
    FREE CANCELLATION
  188. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  189. $495 to $695/night

    Bay Villa 37G4

    2 Bedrooms2.5 BathroomsSleeps 6
    4 nights minstay
    Pool
  190. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  191. $475 to $525/night

    Kahana Sunset A4

    2 BedroomsBathroomsSleeps 6
    4 nights minstay
    Pool
  192. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  193. $250 to $325/night

    Kahana Sunset B1B

    1 Bedroom BathroomSleeps 4
    4 nights minstay
    Pool
  194. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  195. $345 to $500/night

    Ridge Villa 414

    2 BedroomsBathroomsSleeps 6
    4 nights minstay
    Pool
  196. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  197. $295 to $375/night

    Golf Villa 19T4

    1 Bedroom1.5  BathroomSleeps 4
    4 nights minstay
    Pool
  198. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  199. $245 to $325/night

    Sands Of Kahana 122

    1 BedroomBathroomsSleeps 4
    4 nights minstay
    Pool Hot Tub
  200. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations