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. $495/night

    Aina Nalu #A109

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
    Pool
    FREE CANCELLATION
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  3. $495/night

    Aina Nalu #I109

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
    Pool
    FREE CANCELLATION
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  5. $379 to $532/night

    Aina Nalu A208 2 Bedroom Condo

    2 BedroomsBathroomsSleeps 6
    5 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  6. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  7. $379 to $499/night

    Aina Nalu C107 2BD/2BA Ground Flr

    2 BedroomsBathroomsSleeps 6
    5 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  9. $379 to $499/night

    Aina Nalu C204 2BD & 2BA

    2 BedroomsBathroomsSleeps 6
    5 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  11. $379 to $500/night

    Aina Nalu D202 2BD/2BA

    2 BedroomsBathroomsSleeps 6
    5 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  13. $1,185 to $2,110/night

    Aloha Spirit Maui

    2 BedroomsBathroomsSleeps 4
    3 nights minstay
    Pool
  14. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  15. $261 to $395/night

    Bay Villa 11G2

    1 Bedroom BathroomSleeps 4
    4 nights minstay
    Pool
  16. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  17. $345 to $500/night

    Bay Villa 24G3

    1 Bedroom1.5  BathroomSleeps 4
    4 nights minstay
    Pool
  18. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  19. $428 to $695/night

    Bay Villa 37G4

    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. $238 to $375/night

    Golf Villa 19T4

    1 Bedroom1.5  BathroomSleeps 4
    4 nights minstay
    Pool
  22. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  23. $295 to $445/night

    Grand Champions 32

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool
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  25. $360 to $726/night

    Grand Champions Villa 42

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
    Pool Hot Tub
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  27. $220 to $470/night

    Hale Mahina #B101

    1 Bedroom BathroomSleeps 4
    3 nights minstay
    FREE CANCELLATION
  28. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  29. $230 to $500/night

    Hale Mahina #B102

    1 Bedroom BathroomSleeps 4
    3 nights minstay
    FREE CANCELLATION
  30. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  31. $375 to $510/night

    Hale Mahina #B403

    2 BedroomsBathroomsSleeps 4
    3 nights minstay
    FREE CANCELLATION
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  33. $234 to $495/night

    Hale Mahina #B404

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
    FREE CANCELLATION
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  35. $275 to $450/night

    Hale O Kalani

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool Hot Tub
  36. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  37. $350 to $575/night

    Hololani #B-802

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
    FREE CANCELLATION
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  39. $110 to $257/night

    Honokowai Palms #A-7

    1 Bedroom BathroomSleeps 4
    3 nights minstay
    FREE CANCELLATION
  40. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  41. $692 to $1,021/night

    Honua Kai 215 2 Bedroom/2 Bath

    2 BedroomsBathroomsSleeps 6
    5 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  42. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  43. $399 to $549/night

    Honua Kai Hokulani 316 1 Bedroom Condo

    1 Bedroom BathroomSleeps 4
    5 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  44. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  45. $255 to $649/night

    Honua Kai-Konea #537

    Studio BathroomSleeps 3
    3 nights minstay
    Pool
    FREE CANCELLATION
  46. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  47. $462 to $725/night

    Honua Kai-Konea #539

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
    Pool
    FREE CANCELLATION
  48. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  49. $450 to $875/night

    International Colony Club 41

    3 BedroomsBathroomsSleeps 6
    5 nights minstay
    Pool
  50. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  51. $325 to $400/night

    International Colony Club 43

    2 BedroomsBathroomsSleeps 4
    5 nights minstay
    Pool
  52. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  53. $180 to $280/night

    Island Sands 110

    1 Bedroom BathroomSleeps 4
    2 nights minstay
    Pool
  54. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  55. $150 to $275/night

    Island Surf 402

    1 Bedroom BathroomSleeps 4
    3 nights minstay
    Pool
  56. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  57. $289 to $420/night

    Island Surf 614

    2 BedroomsBathroomsSleeps 4
    2 nights minstay
    Pool
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  59. $350 to $643/night

    Kaanapali Plantation #28

    3 Bedrooms2.5 BathroomsSleeps 8
    3 nights minstay
    FREE CANCELLATION
  60. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  61. $209 to $501/night

    Kaanapali Plantation #52

    2 BedroomsBathroomsSleeps 4
    3 nights minstay
    FREE CANCELLATION
  62. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  63. $198 to $554/night

    Kaanapali Plantation #57

    2 BedroomsBathroomsSleeps 4
    3 nights minstay
    Pool
    FREE CANCELLATION
  64. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  65. $683 to $900/night

    Kaanapali Plantation 3 bedroom 2.5 baths OceanView

    3 Bedrooms2.5 BathroomsSleeps 8
    5 nights minstay
    Pool
    FREE CANCELLATION
  66. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  67. $243 to $695/night

    Kaanapali Royal #G301

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
    Pool
    FREE CANCELLATION
  68. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  69. $300 to $595/night

    Kaanapali Royal #H302

    2 BedroomsBathroomsSleeps 4
    3 nights minstay
    FREE CANCELLATION
  70. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  71. $310 to $595/night

    Kaanapali Royal #N302

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
    FREE CANCELLATION
  72. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  73. $223 to $558/night

    Kaanapali Royal #P101

    2 BedroomsBathroomsSleeps 5
    3 nights minstay
    Pool
    FREE CANCELLATION
  74. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  75. $223 to $456/night

    Kaanapali Royal #P102

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
    Pool
    FREE CANCELLATION
  76. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  77. $360 to $850/night

    Kaanapali Shores #159

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
    Pool
    FREE CANCELLATION
  78. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  79. $475 to $1,072/night

    Kaanapali Shores #160

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
    Pool
    FREE CANCELLATION
  80. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  81. $599 to $1,109/night

    Kaanapali Shores #255

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
    Pool
    FREE CANCELLATION
  82. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  83. $288 to $609/night

    Kaanapali Shores #825

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
    Pool
    FREE CANCELLATION
  84. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  85. $495 to $595/night

    Kaanapali Shores 161

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool Hot Tub
  86. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  87. $239 to $369/night

    Kaanapali Shores 422 1 Bedroom Condo

    1 Bedroom BathroomSleeps 4
    5 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  88. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  89. $239 to $369/night

    Kaanapali Shores 642 Studio Condo

    Studio BathroomSleeps 4
    5 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  90. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  91. $239 to $369/night

    Kaanapali Shores 742 Studio Condo

    Studio BathroomSleeps 4
    5 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  92. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  93. $212 to $369/night

    Kahana Manor 418 1 Bedroom Condo

    1 Bedroom BathroomSleeps 4
    5 nights minstay
    Pool
    FREE CANCELLATION
  94. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  95. $660 to $950/night

    Kahana Outrigger #1A2

    3 BedroomsBathroomsSleeps 8
    3 nights minstay
    Pool
    FREE CANCELLATION
  96. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  97. $560 to $1,796/night

    Kahana Outrigger #2B1

    3 BedroomsBathroomsSleeps 8
    3 nights minstay
    Pool
    FREE CANCELLATION
  98. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  99. $616 to $1,213/night

    Kahana Outrigger #4B2

    3 BedroomsBathroomsSleeps 9
    3 nights minstay
    Pool
    FREE CANCELLATION
  100. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  101. $184 to $346/night

    Kahana Reef #116

    1 Bedroom BathroomSleeps 4
    3 nights minstay
    FREE CANCELLATION
  102. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  103. $200 to $680/night

    Kahana Reef #122

    1 Bedroom BathroomSleeps 2
    3 nights minstay
    FREE CANCELLATION
  104. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  105. $236 to $548/night

    Kahana Reef #211

    1 Bedroom BathroomSleeps 4
    3 nights minstay
    FREE CANCELLATION
  106. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  107. $168 to $360/night

    Kahana Reef #216

    1 Bedroom BathroomSleeps 4
    3 nights minstay
    FREE CANCELLATION
  108. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  109. $184 to $430/night

    Kahana Reef #301

    1 Bedroom BathroomSleeps 4
    3 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  110. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  111. $261 to $650/night

    Kahana Reef #310

    1 Bedroom BathroomSleeps 4
    4 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  112. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  113. $215 to $614/night

    Kahana Reef #322

    1 Bedroom BathroomSleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
  114. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  115. $185 to $409/night

    Kahana Reef #401

    1 Bedroom BathroomSleeps 3
    3 nights minstay
    FREE CANCELLATION
  116. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  117. $176 to $428/night

    Kahana Reef #402

    1 Bedroom BathroomSleeps 2
    3 nights minstay
    FREE CANCELLATION
  118. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  119. $293 to $569/night

    Kahana Reef #404

    1 Bedroom BathroomSleeps 2
    3 nights minstay
    FREE CANCELLATION
  120. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  121. $220 to $468/night

    Kahana Reef #408

    1 Bedroom BathroomSleeps 4
    3 nights minstay
    FREE CANCELLATION
  122. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  123. $176 to $357/night

    Kahana Reef #414

    1 Bedroom BathroomSleeps 2
    3 nights minstay
    FREE CANCELLATION
  124. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  125. $294 to $475/night

    Kahana Sunset A3

    2 BedroomsBathroomsSleeps 6
    4 nights minstay
    Pool
  126. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  127. $411 to $525/night

    Kahana Sunset A4

    2 BedroomsBathroomsSleeps 6
    4 nights minstay
    Pool
  128. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  129. $411 to $525/night

    Kahana Sunset A5

    2 Bedrooms2.5 BathroomsSleeps 6
    4 nights minstay
    Pool
  130. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  131. $216 to $325/night

    Kahana Sunset B1B

    1 Bedroom BathroomSleeps 4
    4 nights minstay
    Pool
  132. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  133. $246 to $395/night

    Kahana Sunset B3

    2 Bedrooms2.5 BathroomsSleeps 6
    4 nights minstay
    Pool
  134. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  135. $165 to $250/night

    Kahana Sunset B3B

    1 Bedroom BathroomSleeps 4
    4 nights minstay
    Pool
  136. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  137. $281 to $400/night

    Kahana Sunset B5B

    1 Bedroom BathroomSleeps 4
    4 nights minstay
    Pool
  138. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  139. $324 to $425/night

    Kahana Sunset B6

    2 BedroomsBathroomsSleeps 5
    4 nights minstay
    Pool
  140. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  141. $324 to $425/night

    Kahana Sunset B7

    2 Bedrooms2.5 BathroomsSleeps 6
    4 nights minstay
    Pool
  142. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  143. $216 to $325/night

    Kahana Sunset C1C

    1 Bedroom BathroomSleeps 4
    4 nights minstay
    Pool
  144. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  145. $197 to $325/night

    Kahana Sunset C4

    2 BedroomsBathroomsSleeps 6
    4 nights minstay
    Pool
  146. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  147. $355 to $708/night

    Kahana Sunset C7 2 Bedroom Condo

    2 BedroomsBathroomsSleeps 6
    5 nights minstay
    Pool
    FREE CANCELLATION
  148. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  149. $255 to $375/night

    Kahana Sunset D10

    2 BedroomsBathroomsSleeps 6
    4 nights minstay
    Pool
  150. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  151. $281 to $395/night

    Kahana Sunset D2

    2 BedroomsBathroomsSleeps 6
    4 nights minstay
    Pool
  152. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  153. $238 to $395/night

    Kahana Sunset D6

    2 Bedrooms2.5 BathroomsSleeps 6
    4 nights minstay
    Pool
  154. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  155. $281 to $395/night

    Kahana Sunset D7

    2 BedroomsBathroomsSleeps 6
    4 nights minstay
    Pool
  156. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  157. $246 to $395/night

    Kahana Sunset D8

    2 BedroomsBathroomsSleeps 6
    4 nights minstay
    Pool
  158. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  159. $246 to $395/night

    Kahana Sunset D9

    2 Bedrooms2.5 BathroomsSleeps 6
    4 nights minstay
    Pool
  160. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  161. $281 to $395/night

    Kahana Sunset E6

    2 BedroomsBathroomsSleeps 6
    4 nights minstay
    Pool
  162. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  163. $173 to $438/night

    Kahana Villa F406 1 Bedroom Condo

    1 Bedroom BathroomSleeps 4
    5 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  164. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  165. $370 to $833/night

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

    1 Bedroom1.5  BathroomSleeps 4
    5 nights minstay
    Pool
    FREE CANCELLATION
  166. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  167. $390 to $883/night

    Kapalua Bay Villa 29B4

    1 Bedroom BathroomSleeps 4
    5 nights minstay
    Pool
    FREE CANCELLATION
  168. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  169. $403 to $861/night

    Kapalua Bay Villa 30G1

    1 BedroomBathroomsSleeps 4
    5 nights minstay
    Pool
    FREE CANCELLATION
  170. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  171. $390 to $765/night

    Kapalua Bay Villa 32G4

    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. $364 to $654/night

    Kapalua Golf Villa 14T 1 Bedroom Condo

    1 BedroomBathroomsSleeps 5
    5 nights minstay
    Pool
    FREE CANCELLATION
  174. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  175. $506 to $910/night

    Kapalua Ridge Villa 1013 Ocean View

    2 BedroomsBathroomsSleeps 6
    5 nights minstay
    Pool
    FREE CANCELLATION
  176. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  177. $285 to $495/night

    Kauhale Makai 510

    1 Bedroom BathroomSleeps 2
    3 nights minstay
    Pool Hot Tub
  178. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  179. $150 to $225/night

    Kihei Akahi D604

    1 Bedroom BathroomSleeps 4
    3 nights minstay
    Pool
  180. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  181. $250 to $370/night

    Kihei Garden Estates A102

    1 Bedroom BathroomSleeps 4
    3 nights minstay
    Pool
  182. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  183. $265 to $320/night

    Kihei Holiday 113

    2 Bedrooms BathroomSleeps 4
    3 nights minstay
    Pool
  184. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  185. $200 to $240/night

    Kihei Resort 128

    1 Bedroom BathroomSleeps 4
    3 nights minstay
    Pool Hot Tub
  186. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  187. $359 to $459/night

    Kuleana 208 1 Bedroom Condo

    1 Bedroom BathroomSleeps 4
    5 nights minstay
    Pool
    FREE CANCELLATION
  188. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  189. $274 to $459/night

    Kuleana 409 Oceanfront 1 bedroom 1 bath condo

    1 Bedroom BathroomSleeps 2
    5 nights minstay
    Pool
    FREE CANCELLATION
  190. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  191. $359 to $459/night

    Kuleana 613 1 Bedroom Condo

    1 Bedroom BathroomSleeps 2
    5 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  192. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  193. $359 to $459/night

    Kuleana 614 1 bedroom condo

    1 Bedroom BathroomSleeps 2
    5 nights minstay
    Pool
    FREE CANCELLATION
  194. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  195. $359 to $459/night

    Kuleana 622 1 Bedroom Condo

    1 Bedroom BathroomSleeps 2
    5 nights minstay
    Pool
    FREE CANCELLATION
  196. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  197. $283 to $448/night

    Kuleana 713 1 Bedroom Condo

    1 Bedroom BathroomSleeps 4
    5 nights minstay
    Pool
    FREE CANCELLATION
  198. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  199. $300 to $385/night

    Lahaina Roads #204

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