Welcome to Hawaii! Paradise on earth! RedAwning has the perfect vacation rental for your island adventures. Beach bungalows, resort condos, and sun-kissed ocean-front villas await. Browse your island destination using the blue location links below or filter your preferences using the panel to the side. RedAwning offers easy, instant, hotel-style reservations and a simplified booking process so you can have your vacation plans covered in no time.

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  1. $7,143 to $11,000/night

    Hanalei Dream

    5 BedroomsBathroomsSleeps 14
    7 nights minstay
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  3. $4,400 to $5,500/night

    Hanalei Beach Estate

    5 BedroomsBathroomsSleeps 13
    5 nights minstay
    Hot Tub
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  5. $3,200 to $4,000/night

    Hanalei Beachfront Hale

    3 BedroomsBathroomsSleeps 8
    5 nights minstay
    Hot Tub
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  7. $2,808 to $5,600/night

    Haena Modern Beachfront Sleeps 12

    6 BedroomsBathroomsSleeps 12
    3 nights minstay
    Hot Tub
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  9. $2,450 to $4,500/night

    Turtle Cove

    3 BedroomsBathroomsSleeps 6
    7 nights minstay
    Hot Tub
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  11. $2,404 to $5,561/night

    Hawaiian Dream Beachfront Oceanfront paradise

    5 Bedrooms4.5 BathroomsSleeps 10
    1 night minstay
    Pool Hot Tub Pets OK
    FREE CANCELLATION
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  13. $2,400 to $4,000/night

    Lani Kai

    4 BedroomsBathroomsSleeps 8
    5 nights minstay
    Hot Tub
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  15. $2,400 to $3,000/night

    Makana Nui

    3 BedroomsBathroomsSleeps 6
    5 nights minstay
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  17. $2,100 to $3,000/night

    Pinetrees Beach Villa

    3 BedroomsBathroomsSleeps 8
    5 nights minstay
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  19. $1,999 to $2,000/night

    Huaka Mahina

    4 Bedrooms4.5 BathroomsSleeps 8
    5 nights minstay
    Pool
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  21. $1,870 to $3,300/night

    Napili Ocean Front House 43

    5 BedroomsBathroomsSleeps 10
    2 nights minstay
    Hot Tub
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  23. $1,650 to $2,500/night

    King Hale

    4 BedroomsBathroomsSleeps 10
    5 nights minstay
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  25. $1,560 to $2,800/night

    Haena Modern Beachfront Hale Elua

    3 Bedrooms2.5 BathroomsSleeps 6
    3 nights minstay
    Hot Tub
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  27. $1,560 to $2,800/night

    Haena Modern Beachfront Hale Ekahi

    3 Bedrooms2.5 BathroomsSleeps 6
    5 nights minstay
    Hot Tub
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  29. $1,500 to $2,000/night

    Makana Pool House

    5 BedroomsBathroomsSleeps 10
    3 nights minstay
    Pool Hot Tub
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  31. $1,500 to $2,000/night

    Hale Hoku

    5 BedroomsBathroomsSleeps 12
    5 nights minstay
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  33. $1,440 to $3,000/night

    Ikena Lani

    5 BedroomsBathroomsSleeps 12
    2 nights minstay
    Pool Hot Tub
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  35. $1,286 to $1,534/night

    Moloa'a Bay Villa

    3 BedroomsBathroomsSleeps 7
    3 nights minstay
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  37. $1,286 to $1,534/night

    Moloa'a Bay Villa

    3 BedroomsBathroomsSleeps 7
    3 nights minstay
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  39. $1,262 to $2,062/night

    Moloa'a Bay Villa and Cottage

    5 BedroomsBathroomsSleeps 11
    3 nights minstay
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  41. $1,262 to $2,062/night

    Moloa'a Bay Villa and Cottage

    5 BedroomsBathroomsSleeps 11
    3 nights minstay
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  43. $1,250 to $1,500/night

    Hale Naninoa

    5 BedroomsBathroomsSleeps 11
    2 nights minstay
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  45. $1,200 to $2,400/night

    Hale Hanalei

    5 BedroomsBathroomsSleeps 10
    4 nights minstay
    Hot Tub
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  47. $1,200 to $2,400/night

    Hale Maluhia Hanalei

    2 Bedrooms1.5  BathroomSleeps 4
    2 nights minstay
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  49. $1,200 to $2,000/night

    Blue Mahina at Sunset Beach

    4 BedroomsBathroomsSleeps 11
    7 nights minstay
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  51. $1,200 to $1,520/night

    Hanalei Beachfront Cottage

    2 BedroomsBathroomsSleeps 4
    5 nights minstay
    Hot Tub
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  53. $1,200 to $2,000/night

    Haena Beach House

    2 Bedrooms1.5  BathroomSleeps 4
    5 nights minstay
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  55. $1,185 to $2,110/night

    Aloha Spirit Maui

    2 BedroomsBathroomsSleeps 4
    3 nights minstay
    Pool
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  57. $1,056 to $1,336/night

    Luxury Makalae Home close to Water Activities

    5 Bedrooms4.5 BathroomsSleeps 10
    3 nights minstay
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  59. $1,056 to $1,336/night

    Makalae

    5 Bedrooms4.5 BathroomsSleeps 10
    3 nights minstay
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  61. $1,050 to $2,000/night

    Hale Ohana Nui

    5 Bedrooms6.5 BathroomsSleeps 12
    4 nights minstay
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  63. $1,000 to $1,500/night

    Turtle Rock

    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. $960 to $1,600/night

    Aloha 'Ohana

    5 BedroomsBathroomsSleeps 12
    4 nights minstay
    Pool
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  67. $960 to $2,000/night

    Bond House

    4 BedroomsBathroomsSleeps 10
    3 nights minstay
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  69. $950 to $1,950/night

    Kahikolu

    3 BedroomsBathroomsSleeps 6
    5 nights minstay
    Pool
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  71. $900 to $1,400/night

    Kona Coast, Designer Home, Ocean Front, Hot Tub & Po...

    3 BedroomsBathroomsSleeps 6
    1 night minstay
    Pool
    FREE CANCELLATION
  72. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  73. $895 to $1,350/night

    Hale Moli

    3 Bedrooms3.5 BathroomsSleeps 6
    5 nights minstay
    Hot Tub
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  75. $876 to $1,295/night

    Makana Akua Haena

    2 BedroomsBathroomsSleeps 4
    2 nights minstay
  76. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  77. $875 to $1,600/night

    Kamapua'a Hale

    3 BedroomsBathroomsSleeps 7
    5 nights minstay
    Pool
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  79. $854 to $1,359/night

    Sands Of Kahana PH 381 3Bd/3Ba OF

    3 BedroomsBathroomsSleeps 10
    5 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  80. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  81. $850 to $1,500/night

    Punahele

    3 BedroomsBathroomsSleeps 8
    2 nights minstay
    Hot Tub
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  83. $850 to $1,400/night

    Villa Cinco Resort at Kona Plantation Estates

    5 BedroomsBathroomsSleeps 15
    3 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  84. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  85. $841 to $1,106/night

    Residences at Napili Bay B7 3 Bedroom

    3 Bedrooms2.5 BathroomsSleeps 8
    5 nights minstay
    FREE CANCELLATION
  86. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  87. $833 to $889/night

    Kailua Beachside

    4 BedroomsBathroomsSleeps 14
    14 nights minstay
    Pool
    Prime Now
  88. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  89. $800 to $900/night

    Papakea #C404

    3 BedroomsBathroomsSleeps 6
    3 nights minstay
    Pool
    FREE CANCELLATION
  90. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  91. $800 to $900/night

    Kumulani

    3 BedroomsBathroomsSleeps 6
    5 nights minstay
    Pool
  92. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  93. $800 to $1,576/night

    Papakea #C403

    3 BedroomsBathroomsSleeps 7
    3 nights minstay
    Pool
    FREE CANCELLATION
  94. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  95. $800 to $1,100/night

    Haena Kai

    3 BedroomsBathroomsSleeps 7
    5 nights minstay
  96. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  97. $799 to $1,339/night

    MAKENA SURF, #C-205

    2 BedroomsBathroomsSleeps 4
    5 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  98. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  99. $795 to $950/night

    Nakoa Kai

    3 BedroomsBathroomsSleeps 6
    4 nights minstay
    Pool
  100. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  101. $754 to $995/night

    Noelani 304 3 Bedroom/2.5 Bath Condo

    3 Bedrooms2.5 BathroomsSleeps 6
    5 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  102. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  103. $754 to $995/night

    Noelani 304 3 Bedroom/2.5 Bath Condo

    3 Bedrooms2.5 BathroomsSleeps 6
    5 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  104. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  105. $750 to $1,250/night

    Camp Magic 1

    3 BedroomsBathroomsSleeps 6
    5 nights minstay
    Hot Tub
  106. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  107. $750 to $1,200/night

    Ali'i Point #5 Oceanfront

    3 Bedrooms3.5 BathroomsSleeps 6
    5 nights minstay
    Pool
    FREE CANCELLATION
  108. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  109. $750 to $900/night

    Lush Tropical Estate, Epic Views, Heated Pool/Spa

    5 BedroomsBathroomsSleeps 12
    31 nights minstay
    Pool Hot Tub
  110. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  111. $750 to $1,000/night

    Wai'ula'ula A102

    3 BedroomsBathroomsSleeps 6
    4 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  112. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  113. $750 to $1,500/night

    Punahele Point

    3 Bedrooms3.5 BathroomsSleeps 10
    5 nights minstay
  114. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  115. $749 to $950/night

    Hale Honu-Oceanfront

    4 BedroomsBathroomsSleeps 8
    5 nights minstay
    Hot Tub
    FREE CANCELLATION
  116. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  117. $720 to $1,300/night

    Mauna Pua- A 7 bedroom Kauai Vacation Rental

    7 BedroomsBathroomsSleeps 14
    5 nights minstay
    Hot Tub
  118. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  119. $720 to $1,280/night

    Niulani Lanikai- Kauai Beach House

    4 BedroomsBathroomsSleeps 10
    4 nights minstay
  120. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  121. $720 to $1,200/night

    Haena Place

    3 BedroomsBathroomsSleeps 6
    4 nights minstay
  122. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  123. $705 to $1,008/night

    Sands of Kahana 282 2 Bedroom Condo

    2 BedroomsBathroomsSleeps 6
    5 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  124. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  125. $700 to $1,250/night

    Hale Nanea

    1 Bedroom BathroomSleeps 2
    2 nights minstay
    Hot Tub
  126. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  127. $700 to $1,400/night

    Coral Hale

    5 BedroomsBathroomsSleeps 10
    2 nights minstay
    Hot Tub
  128. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  129. $700 to $1,500/night

    Koi Hale

    4 Bedrooms3.5 BathroomsSleeps 8
    3 nights minstay
    FREE CANCELLATION
  130. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  131. $700 to $1,250/night

    Hale Lani

    1 Bedroom BathroomSleeps 2
    2 nights minstay
    Hot Tub
  132. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  133. $700 to $1,500/night

    Holua House#28

    3 Bedrooms3.5 BathroomsSleeps 6
    7 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  134. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  135. $692 to $1,021/night

    Honua Kai 215 2 Bedroom/2 Bath

    2 BedroomsBathroomsSleeps 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. $684 to $1,009/night

    Mahana 209 2 Bedroom Condo

    2 BedroomsBathroomsSleeps 6
    5 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  138. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  139. $683 to $900/night

    Kaanapali Plantation 3 bedroom 2.5 baths OceanView

    3 Bedrooms2.5 BathroomsSleeps 8
    5 nights minstay
    Pool
    FREE CANCELLATION
  140. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  141. $683 to $790/night

    Sands Of Kahana 474

    3 BedroomsBathroomsSleeps 8
    4 nights minstay
    Pool Hot Tub
  142. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  143. $680 to $1,200/night

    Ka Hale Olu at Anini Beach

    4 BedroomsBathroomsSleeps 10
    2 nights minstay
  144. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  145. $671 to $871/night

    Molokama Vacation Home in Hanalei Bay Near Beach

    4 BedroomsBathroomsSleeps 8
    3 nights minstay
  146. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  147. $660 to $950/night

    Kahana Outrigger #1A2

    3 BedroomsBathroomsSleeps 8
    3 nights minstay
    Pool
    FREE CANCELLATION
  148. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  149. $659 to $769/night

    Mana Kai Maui Resort, #812C

    2 BedroomsBathroomsSleeps 6
    5 nights minstay
    Pool
    FREE CANCELLATION
  150. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  151. $656 to $1,006/night

    Sands Of Kahana 315 2Bd/2Ba Oceanfront

    2 BedroomsBathroomsSleeps 8
    5 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  152. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  153. $650 to $1,200/night

    Kona Bubbles

    4 Bedrooms4.5 BathroomsSleeps 8
    7 nights minstay
    Pool
    FREE CANCELLATION
  154. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  155. $650 to $864/night

    Papakea H404 3 bedroom condo

    3 BedroomsBathroomsSleeps 6
    5 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  156. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  157. $645/night

    Maui Lahaina Amazing 1 BR condos At Paki Maui

    1 Bedroom BathroomSleeps 5
    1 night minstay
    Pool
    FREE CANCELLATION
  158. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  159. $642 to $1,103/night

    Papakea A101 2 bedroom condo

    2 BedroomsBathroomsSleeps 8
    5 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  160. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  161. $637 to $779/night

    Royal Kahana 511 2 Bedroom/2 bath Condo

    2 Bedrooms2.5 BathroomsSleeps 6
    5 nights minstay
    Pool
    FREE CANCELLATION
  162. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  163. $635/night

    Maui- Amazing 1 BR condos at Kihei Kai Nani

    1 Bedroom BathroomSleeps 5
    1 night minstay
    Pool
    FREE CANCELLATION
  164. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  165. $626 to $1,025/night

    Sands of Kahana 281

    2 BedroomsBathroomsSleeps 8
    4 nights minstay
    Pool Hot Tub
  166. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  167. $620 to $1,020/night

    Hale Haena

    3 Bedrooms3.5 BathroomsSleeps 6
    5 nights minstay
  168. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  169. $616 to $1,213/night

    Kahana Outrigger #4B2

    3 BedroomsBathroomsSleeps 9
    3 nights minstay
    Pool
    FREE CANCELLATION
  170. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  171. $600 to $1,280/night

    Hanalei Plantation

    2 BedroomsBathroomsSleeps 4
    5 nights minstay
    Pool
  172. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  173. $600 to $1,200/night

    Hale Mauna Nui

    4 Bedrooms2.5 BathroomsSleeps 9
    5 nights minstay
  174. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  175. $599/night

    Maui Amazing 1 BR condos At Maui Vista-3245

    1 Bedroom BathroomSleeps 5
    1 night minstay
    Pool
    FREE CANCELLATION
  176. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  177. $599/night

    Maui Lahaina Amazing 1 BR condos At Honokowi Palms

    1 Bedroom BathroomSleeps 5
    1 night minstay
    Pool
    FREE CANCELLATION
  178. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  179. $599/night

    Maui Amazing 1 BR condos at Kihei Kai Nani- 230

    1 Bedroom BathroomSleeps 5
    1 night minstay
    Pool
    FREE CANCELLATION
  180. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  181. $599/night

    Maui Amazing 1 BR condos At Maui Vista

    1 Bedroom BathroomSleeps 5
    1 night minstay
    Pool
    FREE CANCELLATION
  182. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  183. $599/night

    Maui Amazing 1 BR condos At Maui Vista-1123

    1 Bedroom BathroomSleeps 5
    1 night minstay
    Pool
    FREE CANCELLATION
  184. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  185. $599/night

    Maui Amazing 1 BR condos at Kihei Kai Nani 232

    1 Bedroom BathroomSleeps 5
    1 night minstay
    Pool
    FREE CANCELLATION
  186. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  187. $599 to $1,109/night

    Kaanapali Shores #255

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
    Pool
    FREE CANCELLATION
  188. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  189. $596 to $1,139/night

    Pu'uwai Hale

    4 Bedrooms4.5 BathroomsSleeps 8
    3 nights minstay
  190. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  191. $595 to $695/night

    Sands Of Kahana 356

    3 BedroomsBathroomsSleeps 8
    4 nights minstay
    Pool Hot Tub
  192. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  193. $593 to $695/night

    Sands of Kahana 366

    3 BedroomsBathroomsSleeps 8
    4 nights minstay
    Pool Hot Tub
  194. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  195. $575 to $950/night

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

    2 BedroomsBathroomsSleeps 4
    5 nights minstay
    Pool
  196. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  197. $575 to $800/night

    Kai Vista

    2 BedroomsBathroomsSleeps 8
    5 nights minstay
    Hot Tub
  198. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  199. $565 to $937/night

    Laulea Hale

    4 BedroomsBathroomsSleeps 10
    3 nights minstay
    FREE CANCELLATION
  200. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations