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US Hawaii Maui
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. $263 to $559/night

    Maui Amazing 1 BR condos At Maui Vista

    1 Bedroom, 1  Bathroom, Sleeps 5
    1 night minstay
    Pool
    FREE CANCELLATION
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  3. $290 to $483/night

    Maui Kamaole J221

    2 Bedrooms, 2 Bathrooms, Sleeps 6
    5 nights minstay
    Pool Hot Tub
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  5. $2,356 to $4,158/night

    Napili Ocean Front House 43

    5 Bedrooms, 4 Bathrooms, Sleeps 10
    5 nights minstay
    Hot Tub
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  7. $347 to $567/night

    Hale O Kalani

    2 Bedrooms, 2 Bathrooms, Sleeps 6
    5 nights minstay
    Pool Hot Tub
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  9. $284 to $442/night

    Kaanapali Shores 161

    2 Bedrooms, 2 Bathrooms, Sleeps 6
    5 nights minstay
    Pool Hot Tub
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  11. $3,087 to $5,670/night

    Turtle Cove

    3 Bedrooms, 5 Bathrooms, Sleeps 6
    7 nights minstay
    Hot Tub
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  13. $334 to $636/night

    Menehune Shores 405

    2 Bedrooms, 2 Bathrooms, Sleeps 6
    5 nights minstay
    Pool
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  15. $170 to $214/night

    Maalaea Kai 316

    1 Bedroom, 1  Bathroom, Sleeps 4
    5 nights minstay
    Pool
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  17. $151 to $202/night

    Island Surf 402

    1 Bedroom, 1  Bathroom, Sleeps 4
    5 nights minstay
    Pool
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  19. $364 to $496/night

    Papakea A403

    3 Bedrooms, 2 Bathrooms, Sleeps 8
    5 nights minstay
    Pool
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  21. $235 to $400/night

    Royal Kahana 318 Studio Condo

    Studio, 1  Bathroom, Sleeps 4
    5 nights minstay
    Pool
    FREE CANCELLATION
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  23. $235 to $400/night

    Royal Kahana 702 Studio Condo

    Studio, 1  Bathroom, Sleeps 3
    5 nights minstay
    Pool
    FREE CANCELLATION
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  25. $726 to $898/night

    Papakea K402 3 bedroom condo

    3 Bedrooms, 2.5 Bathrooms, Sleeps 8
    5 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  27. $325 to $461/night

    Kapalua Golf Villa 14T 1 Bedroom Condo

    1 Bedroom, 2 Bathrooms, Sleeps 4
    5 nights minstay
    Pool
    FREE CANCELLATION
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  29. $1,065 to $1,926/night

    Napili Gardens B7 3 Bedroom

    3 Bedrooms, 2.5 Bathrooms, Sleeps 8
    5 nights minstay
    FREE CANCELLATION
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  31. $757 to $908/night

    Papakea A101 2 bedroom condo

    2 Bedrooms, 2 Bathrooms, Sleeps 8
    5 nights minstay
    Pool
    FREE CANCELLATION
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  33. $363 to $1,196/night

    Royal Kahana #911

    2 Bedrooms, 2.5 Bathrooms, Sleeps 6
    2 nights minstay
    Pool
    FREE CANCELLATION
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  35. $428 to $1,131/night

    Kaanapali Shores #916

    2 Bedrooms, 2 Bathrooms, Sleeps 6
    2 nights minstay
    Pool
    FREE CANCELLATION
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  37. $199 to $428/night

    Lokelani #C104

    1 Bedroom, 1  Bathroom, Sleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
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  39. $311 to $874/night

    Lahaina Roads #201

    2 Bedrooms, 1  Bathroom, Sleeps 5
    2 nights minstay
    Pool
    FREE CANCELLATION
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  41. $188 to $510/night

    Kahana Reef #401

    1 Bedroom, 1  Bathroom, Sleeps 3
    2 nights minstay
    Pool
    FREE CANCELLATION
  42. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations

  43. $217 to $557/night

    Maui Kaanapali Villas #B143

    Studio, 1  Bathroom, Sleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
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  45. $222 to $359/night

    Papakea E306

    1 Bedroom, 1  Bathroom, Sleeps 4
    5 nights minstay
    Pool Hot Tub
  46. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations

  47. $312 to $995/night

    Steps to Beach! Top-Floor Perch w/ Pools & Tennis

    2 Bedrooms, 2 Bathrooms, Sleeps 6
    3 nights minstay
    Pool
    FREE CANCELLATION
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  49. $567 to $882/night

    International Colony Club 41

    3 Bedrooms, 2 Bathrooms, Sleeps 6
    5 nights minstay
    Pool
  50. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations

  51. $322 to $393/night

    Whaler On Kaanapali 763

    Studio, 1  Bathroom, Sleeps 4
    4 nights minstay
    Pool Hot Tub
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  53. $324 to $786/night

    Welcome to your Oceanfront Island Paradise

    2 Bedrooms, 2 Bathrooms, Sleeps 6
    1 night minstay
    Pool
    FREE CANCELLATION
  54. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations

  55. $233 to $1,161/night

    Oceanfront Retreat with Lanai & Pool- Near Dining

    1 Bedroom, 1  Bathroom, Sleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
  56. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations

  57. $255 to $980/night

    Updated Hale Ono Loa Condo with Ocean-View Lanai

    1 Bedroom, 1  Bathroom, Sleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
  58. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations

  59. $258 to $381/night

    Bay Villa 24G3

    1 Bedroom, 1.5  Bathroom, Sleeps 4
    4 nights minstay
    Pool
  60. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations

  61. $258 to $381/night

    Bay Villa 30G1

    1 Bedroom, 2 Bathrooms, Sleeps 4
    4 nights minstay
    Pool
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  63. $340 to $399/night

    Kahana Sunset A3

    2 Bedrooms, 2.5 Bathrooms, Sleeps 6
    4 nights minstay
    Pool
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  65. $322 to $410/night

    Kahana Sunset B1

    2 Bedrooms, 2 Bathrooms, Sleeps 6
    4 nights minstay
    Pool
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  67. $287 to $346/night

    Kahana Sunset E6

    2 Bedrooms, 2 Bathrooms, Sleeps 6
    4 nights minstay
    Pool
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  69. $281 to $381/night

    Kahana Sunset B5B

    1 Bedroom, 1  Bathroom, Sleeps 4
    4 nights minstay
    Pool
  70. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations

  71. $405 to $580/night

    Sands Of Kahana 344

    2 Bedrooms, 2 Bathrooms, Sleeps 4
    4 nights minstay
    Pool Hot Tub
  72. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations

  73. $405 to $580/night

    Sands Of Kahana 336

    2 Bedrooms, 2 Bathrooms, Sleeps 6
    4 nights minstay
    Pool Hot Tub
  74. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations

  75. $405 to $580/night

    Sands Of Kahana 373

    2 Bedrooms, 2 Bathrooms, Sleeps 6
    4 nights minstay
    Pool Hot Tub
  76. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations

  77. $410 to $586/night

    Sands Of Kahana 334

    2 Bedrooms, 2 Bathrooms, Sleeps 6
    4 nights minstay
    Pool Hot Tub
  78. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations

  79. $522 to $645/night

    Sands Of Kahana 375

    3 Bedrooms, 2 Bathrooms, Sleeps 8
    4 nights minstay
    Pool Hot Tub
  80. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations

  81. $522 to $645/night

    Sands Of Kahana 237

    3 Bedrooms, 2 Bathrooms, Sleeps 8
    4 nights minstay
    Pool Hot Tub
  82. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations

  83. $405 to $580/night

    Sands Of Kahana 317

    2 Bedrooms, 2 Bathrooms, Sleeps 6
    4 nights minstay
    Pool Hot Tub
  84. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations

  85. $205 to $381/night

    Ridge Villa 1422

    1 Bedroom, 2 Bathrooms, Sleeps 4
    4 nights minstay
    Pool
  86. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations

  87. $580 to $733/night

    Sands Of Kahana 356

    3 Bedrooms, 2 Bathrooms, Sleeps 8
    4 nights minstay
    Pool Hot Tub
  88. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations

  89. $340 to $399/night

    Kahana Sunset A3

    2 Bedrooms, 2.5 Bathrooms, Sleeps 6
    4 nights minstay
    Pool
  90. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations

  91. $223 to $346/night

    Bay Villa 33B2

    1 Bedroom, 1.5  Bathroom, Sleeps 4
    4 nights minstay
    Pool
  92. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations

  93. $522 to $645/night

    Sands Of Kahana 237

    3 Bedrooms, 2 Bathrooms, Sleeps 8
    4 nights minstay
    Pool Hot Tub
  94. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations

  95. $258 to $381/night

    Bay Villa 24G3

    1 Bedroom, 1.5  Bathroom, Sleeps 4
    4 nights minstay
    Pool
  96. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations

  97. $528 to $698/night

    Sands Of Kahana 215

    2 Bedrooms, 2 Bathrooms, Sleeps 6
    4 nights minstay
    Pool Hot Tub
  98. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations

  99. $264 to $346/night

    Kahana Sunset B3

    2 Bedrooms, 2.5 Bathrooms, Sleeps 6
    4 nights minstay
    Pool
  100. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations

  101. $446 to $504/night

    Kahana Sunset A4

    2 Bedrooms, 2.5 Bathrooms, Sleeps 6
    4 nights minstay
    Pool
  102. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations

  103. $528 to $698/night

    Sands Of Kahana 272

    2 Bedrooms, 2 Bathrooms, Sleeps 6
    4 nights minstay
    Pool Hot Tub
  104. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations

  105. $322 to $410/night

    Kahana Sunset B7

    2 Bedrooms, 2.5 Bathrooms, Sleeps 6
    4 nights minstay
    Pool
  106. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations

  107. $522 to $645/night

    Sands Of Kahana 275

    3 Bedrooms, 2 Bathrooms, Sleeps 8
    4 nights minstay
    Pool Hot Tub
  108. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations

  109. $205 to $381/night

    Ridge Villa 1222

    1 Bedroom, 2 Bathrooms, Sleeps 4
    4 nights minstay
    Pool
  110. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations

  111. $446 to $504/night

    Kahana Sunset A5

    2 Bedrooms, 2.5 Bathrooms, Sleeps 6
    4 nights minstay
    Pool
  112. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations

  113. $446 to $504/night

    Kahana Sunset A5

    2 Bedrooms, 2.5 Bathrooms, Sleeps 6
    4 nights minstay
    Pool
  114. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations

  115. $194 to $1,298/night

    Sunny Kihei Condo with Pool & Balcony- Near Beach

    1 Bedroom, 1  Bathroom, Sleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
  116. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations

  117. $286 to $783/night

    Maui- Amazing 1 BR condos at Kihei Kai Nani

    1 Bedroom, 1  Bathroom, Sleeps 5
    1 night minstay
    Pool
    FREE CANCELLATION
  118. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations

  119. $286 to $559/night

    Maui Amazing 1 BR condos At Maui Vista-1123

    1 Bedroom, 1  Bathroom, Sleeps 5
    1 night minstay
    Pool
    FREE CANCELLATION
  120. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations

  121. $447 to $532/night

    Maui Amazing 1 BR condos at Kihei Kai Nani- 232

    1 Bedroom, 1  Bathroom, Sleeps 5
    1 night minstay
    Pool
    FREE CANCELLATION
  122. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations

  123. $325 to $461/night

    Kuleana- 706 1 Bedroom Condo

    1 Bedroom, 1  Bathroom, Sleeps 4
    5 nights minstay
    Pool
    FREE CANCELLATION
  124. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations

  125. $248 to $371/night

    Kaanapali Shores 422 1 Bedroom Condo

    1 Bedroom, 1  Bathroom, Sleeps 4
    5 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  126. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations

  127. $222 to $377/night

    Kaanapali Shores 742 Studio Condo

    Studio, 1  Bathroom, Sleeps 4
    5 nights minstay
    Pool
    FREE CANCELLATION
  128. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations

  129. $248 to $371/night

    Pohailani Maui 152 2Bedroom Condo

    2 Bedrooms, 1  Bathroom, Sleeps 6
    5 nights minstay
    Pool
    FREE CANCELLATION
  130. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations

  131. $726 to $898/night

    Papakea H404 3 bedroom condo

    3 Bedrooms, 3 Bathrooms, Sleeps 6
    5 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  132. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations

  133. $420 to $587/night

    Kahana Sunset C7 2 Bedroom Condo

    2 Bedrooms, 2 Bathrooms, Sleeps 6
    5 nights minstay
    Pool
    FREE CANCELLATION
  134. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations

  135. $384 to $885/night

    Aina Nalu A208 2 Bedroom Condo

    2 Bedrooms, 2 Bathrooms, Sleeps 6
    5 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  136. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations

  137. $341 to $513/night

    Whaler 616 Studio Condo

    Studio, 1  Bathroom, Sleeps 4
    5 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  138. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations

  139. $303 to $887/night

    Honokeana Bay Retreat w/ Pool & Ocean-View Balcony

    1 Bedroom, 2 Bathrooms, Sleeps 6
    3 nights minstay
    Pool
    FREE CANCELLATION
  140. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations

  141. $223 to $326/night

    Corner-Unit Penthouse | Pool | Walk to Beach

    1 Bedroom, 1  Bathroom, Sleeps 3
    3 nights minstay
    Pool
    FREE CANCELLATION
  142. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations

  143. $351 to $795/night

    Ohana Hale 2 bed/2bath w/ Pool & Hot Tub- Steps To B...

    2 Bedrooms, 2 Bathrooms, Sleeps 4
    2 nights minstay
    Pool Hot Tub
  144. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations

  145. $347 to $536/night

    Sugar Beach 502

    1 Bedroom, 1  Bathroom, Sleeps 4
    5 nights minstay
    Pool Hot Tub
  146. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations

  147. $1,876 to $3,428/night

    Luxury 6 bedroom Penthouse w/ Pool & Hot Tub- Steps ...

    6 Bedrooms, 6 Bathrooms, Sleeps 16
    2 nights minstay
  148. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations

  149. $3,283 to $5,628/night

    Wailea Inn Maui

    14 Bedrooms, 14 Bathrooms, Sleeps 32
    2 nights minstay
  150. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations

  151. $151 to $218/night

    Kihei Akahi D604

    1 Bedroom, 1  Bathroom, Sleeps 4
    5 nights minstay
    Pool
  152. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations

  153. $452 to $692/night

    Luana Kai C-301

    3 Bedrooms, 3 Bathrooms, Sleeps 6
    5 nights minstay
  154. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations

  155. $151 to $221/night

    Maui Sunset B204

    1 Bedroom, 2 Bathrooms, Sleeps 5
    5 nights minstay
    Pool Hot Tub
  156. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations

  157. $251 to $441/night

    Island Surf 614

    2 Bedrooms, 2 Bathrooms, Sleeps 4
    5 nights minstay
    Pool
  158. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations

  159. $222 to $377/night

    Kaanapali Shores 642 Studio Condo

    Studio, 1  Bathroom, Sleeps 4
    5 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  160. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations

  161. $210 to $311/night

    Pohailani 128

    1 Bedroom, 1  Bathroom, Sleeps 5
    5 nights minstay
    Pool
  162. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations

  163. $281 to $430/night

    Papakea A309

    1 Bedroom, 1  Bathroom, Sleeps 4
    5 nights minstay
    Pool Hot Tub
  164. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations

  165. $293 to $430/night

    Papakea A108

    1 Bedroom, 1  Bathroom, Sleeps 4
    5 nights minstay
    Pool Hot Tub
  166. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations

  167. $384 to $885/night

    Aina Nalu D202 2BD/2BA

    2 Bedrooms, 2 Bathrooms, Sleeps 6
    5 nights minstay
    Pool
    FREE CANCELLATION
  168. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations

  169. $328 to $604/night

    Honua Kai-Hokulani #218

    1 Bedroom, 1  Bathroom, Sleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
  170. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations

  171. $164 to $539/night

    Hale Ono Loa #212

    1 Bedroom, 1  Bathroom, Sleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
  172. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations

  173. $334 to $739/night

    Mahana Resort #617

    1 Bedroom, 1  Bathroom, Sleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
  174. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations

  175. $205 to $557/night

    Maui Sands #5F

    2 Bedrooms, 1  Bathroom, Sleeps 5
    2 nights minstay
    Pool
    FREE CANCELLATION
  176. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations

  177. $205 to $533/night

    Maui Sands #5G

    2 Bedrooms, 1.5  Bathroom, Sleeps 6
    2 nights minstay
    Pool
    FREE CANCELLATION
  178. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations

  179. $223 to $586/night

    Kapalua Golf Villas #21V1

    1 Bedroom, 1.5  Bathroom, Sleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
  180. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations

  181. $217 to $293/night

    Pohailani #102

    Studio, 1  Bathroom, Sleeps 2
    2 nights minstay
    Pool
    FREE CANCELLATION
  182. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations

  183. $240 to $938/night

    Kaanapali Royal #E302

    2 Bedrooms, 2 Bathrooms, Sleeps 6
    2 nights minstay
    Pool
    FREE CANCELLATION
  184. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations

  185. $340 to $1,243/night

    Royal Kahana #1211

    2 Bedrooms, 2.5 Bathrooms, Sleeps 6
    2 nights minstay
    Pool
    FREE CANCELLATION
  186. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations

  187. $193 to $451/night

    Lahaina Roads #204

    1 Bedroom, 1  Bathroom, Sleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
  188. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations

  189. $235 to $692/night

    Kaanapali Plantation #52

    2 Bedrooms, 2 Bathrooms, Sleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
  190. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations

  191. $211 to $639/night

    Maui Kaanapali Villas #B247

    Studio, 1  Bathroom, Sleeps 4
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  192. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations

  193. $193 to $827/night

    Lahaina Roads #205

    1 Bedroom, 1  Bathroom, Sleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
  194. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations

  195. $322 to $985/night

    Kaanapali Plantation #28

    3 Bedrooms, 2.5 Bathrooms, Sleeps 8
    2 nights minstay
    Pool
    FREE CANCELLATION
  196. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations

  197. $269 to $449/night

    Papakea J103

    2 Bedrooms, 2 Bathrooms, Sleeps 6
    5 nights minstay
    Pool Hot Tub
  198. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations

  199. $538 to $717/night

    Papakea A404

    3 Bedrooms, 3 Bathrooms, Sleeps 8
    5 nights minstay
    Pool Hot Tub
  200. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
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