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  1. $252 to $735/night

    Grand Champions 35

    2 BedroomsBathroomsSleeps 5
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  2. $264 to $585/night

    Maui Hill D-41

    Multiple Units Available
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  3. $150 to $539/night

    Kamaole Sands 9-310

    Multiple Units Available
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  4. $150 to $715/night

    Kamaole Sands 7-410

    Multiple Units Available
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  5. $598 to $1,408/night

    Wailea Ekahi 25A

    Multiple Units Available
    2 nights minstay
    Pool
    FREE CANCELLATION
  6. $191 to $488/night

    Kamaole Sands 5-211

    Multiple Units Available
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  7. $129 to $508/night

    Hale Kai 216

    Multiple Units Available
    2 nights minstay
    Pool
    FREE CANCELLATION
  8. $228 to $405/night

    KAMAOLE SANDS #5-401

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
    FREE CANCELLATION
  9. $446 to $779/night

    Palms at Wailea 303

    Multiple Units Available
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  10. $251 to $613/night

    Grand Champions 139

    Multiple Units Available
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  11. $127 to $333/night

    Kahana Reef 205

    Multiple Units Available
    2 nights minstay
    Pool
    FREE CANCELLATION
  12. $239 to $553/night

    Haleakala Shores B-509

    Multiple Units Available
    2 nights minstay
    Pool
    FREE CANCELLATION
  13. $114 to $272/night

    Lahaina Shores 218

    Studio BathroomSleeps 2
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  14. $215 to $792/night

    Valley Isle 708

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool
    FREE CANCELLATION
  15. $187 to $508/night

    Napili Shores E238

    Multiple Units Available
    2 nights minstay
    Pool
    FREE CANCELLATION
  16. $257 to $785/night

    Wailea Ekahi 45A

    Multiple Units Available
    2 nights minstay
    Pool
    FREE CANCELLATION
  17. $955 to $2,960/night

    Hoolei 24-6

    Multiple Units Available
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  18. $792 to $2,324/night

    Wailea Beach Villa H102

    Multiple Units Available
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  19. $259 to $621/night

    Kauhale Makai 433

    Multiple Units Available
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  20. $716 to $2,836/night

    Wailea Beach Villa I204

    Multiple Units Available
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  21. $167 to $447/night

    Maalaea Banyans 102

    Multiple Units Available
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  22. $167 to $519/night

    Kahana Reef 120

    Multiple Units Available
    2 nights minstay
    Pool
    FREE CANCELLATION
  23. $183 to $565/night

    Kihei Alii Kai C108

    Multiple Units Available
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  24. $410 to $742/night

    Palms at Wailea 206

    Multiple Units Available
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  25. $211 to $583/night

    Wailea Ekahi 36B

    Multiple Units Available
    2 nights minstay
    Pool
    FREE CANCELLATION
  26. $519 to $1,385/night

    Wailea Elua 2109

    Multiple Units Available
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  27. $119 to $304/night

    Kuleana Resort 303

    Multiple Units Available
    2 nights minstay
    Pool
    FREE CANCELLATION
  28. $259 to $644/night

    Wailea Ekolu 1705

    Multiple Units Available
    2 nights minstay
    Pool
    FREE CANCELLATION
  29. $150 to $403/night

    Maui Banyan H205

    Multiple Units Available
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  30. $180 to $462/night

    Pacific Shores A211

    Multiple Units Available
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  31. $143 to $320/night

    Kihei Akahi C-317

    Multiple Units Available
    2 nights minstay
    Pool
    FREE CANCELLATION
  32. $108 to $322/night

    Kihei Akahi C-612

    Multiple Units Available
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  33. $1,550 to $4,045/night

    Hoolei 112-5

    Multiple Units Available
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  34. $199 to $504/night

    Grand Champions 74

    Multiple Units Available
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  35. $955 to $2,895/night

    Hoolei 24-4

    Multiple Units Available
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  36. $127 to $347/night

    Kihei Akahi C-507

    Multiple Units Available
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  37. $176 to $499/night

    Grand Champions 68

    Multiple Units Available
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  38. $129 to $306/night

    Kihei Akahi D-210

    Multiple Units Available
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  39. $188 to $530/night

    Maui Vista 3421

    Multiple Units Available
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  40. $952 to $2,862/night

    Hoolei 55-3

    Multiple Units Available
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  41. $153 to $443/night

    Maui Sunset A504

    1 BedroomBathroomsSleeps 5
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  42. $160 to $490/night

    Hale Kai 115

    1 Bedroom BathroomSleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
  43. $174 to $342/night

    Kamaole Sands 4-208

    Multiple Units Available
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  44. $121 to $385/night

    Kamaole Sands 6-102

    Multiple Units Available
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  45. $239 to $674/night

    Maalaea Banyans 416

    Multiple Units Available
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  46. $275 to $569/night

    Island Sands 600

    Multiple Units Available
    2 nights minstay
    Pool
    FREE CANCELLATION
  47. $168 to $481/night

    Kahana Reef 217

    Multiple Units Available
    2 nights minstay
    Pool
    FREE CANCELLATION
  48. $136 to $349/night

    Maui Kamaole D103

    Multiple Units Available
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  49. $251 to $1,071/night

    Palms at Wailea 2104

    2 BedroomsBathroomsSleeps 4
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  50. $338 to $700/night

    Kahana Villa F406 1 Bedroom Condo

    1 Bedroom BathroomSleeps 4
    1 night minstay
    Pool Hot Tub
    FREE CANCELLATION
  51. $215 to $453/night

    Royal Kahana 409 1 Bedroom Condo

    1 Bedroom BathroomSleeps 4
    1 night minstay
    Pool
    FREE CANCELLATION
  52. $224 to $541/night

    Honua Kai Hokulani 316 1 Bedroom Condo

    1 Bedroom BathroomSleeps 4
    1 night minstay
    Pool Hot Tub
    FREE CANCELLATION
  53. $225 to $594/night

    Royal Kahana 220 2 Bedroom Condo

    2 BedroomsBathroomsSleeps 7
    1 night minstay
    Pool
    FREE CANCELLATION
  54. $156 to $425/night

    Kuleana 614 1 bedroom condo

    1 Bedroom BathroomSleeps 2
    1 night minstay
    Pool
    FREE CANCELLATION
  55. $338 to $729/night

    Maui Kai 1005 1 Bedroom Condo

    1 Bedroom BathroomSleeps 2
    1 night minstay
    Pool Hot Tub
    FREE CANCELLATION
  56. $498 to $1,039/night

    Noelani 304 3 Bedroom/2.5 Bath Condo

    3 Bedrooms2.5 BathroomsSleeps 6
    1 night minstay
    Pool Hot Tub
    FREE CANCELLATION
  57. $169 to $447/night

    Napili Shores G157 Studio Condo

    Studio BathroomSleeps 2
    1 night minstay
    Pool
    FREE CANCELLATION
  58. $156 to $425/night

    Kuleana 613 1 Bedroom Condo

    1 Bedroom BathroomSleeps 2
    1 night minstay
    Pool
    FREE CANCELLATION
  59. $132 to $398/night

    Kahana Manor 418 1 Bedroom Condo

    1 Bedroom BathroomSleeps 4
    1 night minstay
    Pool
    FREE CANCELLATION
  60. $306 to $570/night

    Valley Isle 1108- 2 bedroom condo

    2 BedroomsBathroomsSleeps 4
    1 night minstay
    Pool
    FREE CANCELLATION
  61. $119 to $410/night

    Royal Kahana 309 1 Bedroom Condo

    1 Bedroom BathroomSleeps 4
    1 night minstay
    Pool
    FREE CANCELLATION
  62. $306 to $785/night

    Papakea K406 OceanView 2 Bedroom 2 bath

    2 BedroomsBathroomsSleeps 6
    1 night minstay
    Pool Hot Tub
    FREE CANCELLATION
  63. $343 to $1,030/night

    Sands Of Kahana 315 2Bd/2Ba Oceanfront

    2 BedroomsBathroomsSleeps 8
    1 night minstay
    Pool Hot Tub
    FREE CANCELLATION
  64. $380 to $1,000/night

    Kaanapali Plantation #45- 3 bedroom 2.5 baths Oceanview

    3 Bedrooms2.5 BathroomsSleeps 6
    1 night minstay
    Pool
    FREE CANCELLATION
  65. $167 to $481/night

    Napili Shores F147 1 bdrm, Newly remodeled

    1 Bedroom BathroomSleeps 4
    1 night minstay
    Pool
    FREE CANCELLATION
  66. $169 to $447/night

    Napili Shores G258 Studio Condo

    Studio BathroomSleeps 2
    1 night minstay
    Pool
    FREE CANCELLATION
  67. $204 to $729/night

    Maui Kai 804 Oceanfront 1 BD/1Ba

    1 Bedroom BathroomSleeps 4
    1 night minstay
    Pool
    FREE CANCELLATION
  68. $316 to $974/night

    Sands Of Kahana 281 2bed/2ba Penthouse

    1 BedroomBathroomsSleeps 8
    1 night minstay
    Pool
    FREE CANCELLATION
  69. $149 to $499/night

    Valley Isle #808

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool
    FREE CANCELLATION
  70. $96 to $302/night

    Valley Isle #806

    Studio BathroomSleeps 3
    2 nights minstay
    Pool
    FREE CANCELLATION
  71. $91 to $187/night

    Honokowai Palms #A-7

    1 Bedroom BathroomSleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
  72. $106 to $230/night

    Royal Kahana #1202

    Studio BathroomSleeps 3
    2 nights minstay
    FREE CANCELLATION
  73. $401 to $1,017/night

    Kahana Outrigger #1A2

    3 BedroomsBathroomsSleeps 8
    2 nights minstay
    FREE CANCELLATION
  74. $401 to $981/night

    Kahana Outrigger #2B1

    3 BedroomsBathroomsSleeps 8
    2 nights minstay
    FREE CANCELLATION
  75. $213 to $462/night

    The Mahana #1104

    1 Bedroom BathroomSleeps 4
    2 nights minstay
    FREE CANCELLATION
  76. $268 to $825/night

    Kahana Outrigger #4B2

    3 BedroomsBathroomsSleeps 9
    2 nights minstay
    FREE CANCELLATION
  77. $214 to $753/night

    The Mahana #1205

    1 BedroomBathroomsSleeps 2
    2 nights minstay
    FREE CANCELLATION
  78. $214 to $637/night

    The Mahana #1217

    1 Bedroom BathroomSleeps 4
    2 nights minstay
    FREE CANCELLATION
  79. $139 to $415/night

    The Mahana #612

    Studio BathroomSleeps 2
    2 nights minstay
    FREE CANCELLATION
  80. $214 to $602/night

    Maui Kaanapali Villas #D271

    1 BedroomBathroomsSleeps 4
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  81. $128 to $290/night

    Kahana Reef #402

    1 Bedroom BathroomSleeps 2
    2 nights minstay
    Pool
    FREE CANCELLATION
  82. $161 to $414/night

    Hale Mahina #B102

    1 Bedroom BathroomSleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
  83. $128 to $577/night

    The Mahana #1103

    Studio BathroomSleeps 2
    2 nights minstay
    FREE CANCELLATION
  84. $117 to $203/night

    Paki Maui #318

    1 Bedroom BathroomSleeps 4
    2 nights minstay
    Hot Tub
    FREE CANCELLATION
  85. $107 to $237/night

    Paki Maui #118

    1 Bedroom BathroomSleeps 4
    2 nights minstay
    Hot Tub
    FREE CANCELLATION
  86. $149 to $401/night

    Valley Isle #703

    2 BedroomsBathroomsSleeps 4
    2 nights minstay
    FREE CANCELLATION
  87. $181 to $462/night

    Papakea #F108

    1 Bedroom BathroomSleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
  88. $161 to $427/night

    Hale Mahina #B304

    1 Bedroom BathroomSleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
  89. $268 to $642/night

    Kahana Village #39

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  90. $432 to $640/night

    Napili Point Oceanfront Family Loft- Unit C4

    1 Bedroom BathroomSleeps 6
    1 night minstay
    Pool
    FREE CANCELLATION
  91. $356 to $1,207/night

    Palms at Wailea 2303

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  92. $135 to $375/night

    Paki Maui 411

    1 Bedroom BathroomSleeps 4
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  93. $433 to $1,060/night

    Royal Mauian 310

    2 BedroomsBathroomsSleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
  94. $208 to $523/night

    Pacific Shores A315

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  95. $149 to $700/night

    Kihei Alii Kai A308

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  96. $266 to $721/night

    Maalaea Surf C10

    2 BedroomsBathroomsSleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
  97. $149 to $591/night

    Kamaole Sands 5-205

    2 BedroomsBathroomsSleeps 4
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  98. $406 to $1,214/night

    Maui Banyan T303

    3 BedroomsBathroomsSleeps 8
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  99. $416 to $1,194/night

    Kaanapali Royal N202

    2 BedroomsBathroomsSleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
  100. $137 to $418/night

    Luana Kai C203

    1 Bedroom BathroomSleeps 4
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION