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. $223 to $661/night

    Poolside Aina Nalu Condo D107

    Poolside Aina Nalu Condo D107

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
    Pool
    FREE CANCELLATION
  2. $223 to $661/night

    Poolside Aina Nalu Condo D109

    Poolside Aina Nalu Condo D109

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
    Pool
    FREE CANCELLATION
  3. $231 to $618/night

    Aina Nalu Condo D210

    Aina Nalu Condo D210

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
    Pool
    FREE CANCELLATION
  4. $202 to $636/night

    Aina Nalu Condo B202

    Aina Nalu Condo B202

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
    Pool
    FREE CANCELLATION
  5. $202 to $680/night

    Aina Nalu Premier Platinum Condo K101

    Aina Nalu Premier Platinum Condo K101

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
    Pool
    FREE CANCELLATION
  6. $231 to $618/night

    Aina Nalu Condo G109

    Aina Nalu Condo G109

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
    Pool
    FREE CANCELLATION
  7. $231 to $618/night

    Aina Nalu Condo D201

    Aina Nalu Condo D201

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool
    FREE CANCELLATION
  8. $237 to $533/night

    Maui Eldorado Condo G105

    Maui Eldorado Condo G105

    1 BedroomBathroomsSleeps 5
    2 nights minstay
    Pool
    FREE CANCELLATION
  9. $169 to $408/night

    Maui Eldorado Condo J216

    Maui Eldorado Condo J216

    Studio BathroomSleeps 2
    3 nights minstay
    Pool
    FREE CANCELLATION
  10. $237 to $502/night

    Maui Eldorado Condo B105

    Maui Eldorado Condo B105

    1 Bedroom BathroomSleeps 5
    2 nights minstay
    Pool
    FREE CANCELLATION
  11. $377 to $847/night

    Maui Eldorado Condo L200

    Maui Eldorado Condo L200

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool
    FREE CANCELLATION
  12. $207 to $501/night

    Maui Eldorado Condo K206

    Maui Eldorado Condo K206

    Studio BathroomSleeps 2
    2 nights minstay
    Pool
    FREE CANCELLATION
  13. $220 to $501/night

    Maui Eldorado Condo J120

    Maui Eldorado Condo J120

    Studio BathroomSleeps 2
    2 nights minstay
    Pool
    FREE CANCELLATION
  14. $625 to $1,650/night

    Kolea 6B at the Waikoloa Beach Resort

    Kolea 6B at the Waikoloa Beach Resort

    3 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  15. $224 to $664/night

    Kanaloa At Kona #3701

    Kanaloa At Kona #3701

    2 BedroomsBathroomsSleeps 4
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  16. $184 to $536/night

    Vista Waikoloa C305

    Vista Waikoloa C305

    2 BedroomsBathroomsSleeps 4
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  17. $210 to $579/night

    Kanaloa At Kona #3001

    Kanaloa At Kona #3001

    2 BedroomsBathroomsSleeps 4
    1 night minstay
    Pool Hot Tub
    FREE CANCELLATION
  18. $325 to $638/night

    Mahana Resort #1106

    Mahana Resort #1106

    1 Bedroom BathroomSleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
  19. $209 to $433/night

    Aina Nalu #A109

    Aina Nalu #A109

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool
    FREE CANCELLATION
  20. $319 to $574/night

    Mahana Resort #804

    Mahana Resort #804

    1 Bedroom BathroomSleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
  21. $310 to $580/night

    Kaanapali Royal #N302

    Kaanapali Royal #N302

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool
    FREE CANCELLATION
  22. $157 to $242/night

    Surf & Racquet Club 6201

    Surf & Racquet Club 6201

    2 BedroomsBathroomsSleeps 5
    3 nights minstay
    Pool
    FREE CANCELLATION
  23. $215 to $331/night

    Maui Kaanapali Villas #B242

    Maui Kaanapali Villas #B242

    Studio BathroomSleeps 2
    2 nights minstay
    Pool
    FREE CANCELLATION
  24. $302 to $669/night

    Lahaina Shores #501

    Lahaina Shores #501

    1 Bedroom BathroomSleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
  25. $383 to $986/night

    Papakea #D402

    Papakea #D402

    3 Bedrooms2.5 BathroomsSleeps 8
    2 nights minstay
    Pool
    FREE CANCELLATION
  26. $273 to $447/night

    Lahaina Shores #531

    Lahaina Shores #531

    Studio BathroomSleeps 2
    2 nights minstay
    Pool
    FREE CANCELLATION
  27. $180 to $478/night

    Hale Mahina #B103

    Hale Mahina #B103

    1 Bedroom BathroomSleeps 2
    2 nights minstay
    Pool
    FREE CANCELLATION
  28. $336 to $606/night

    Mahana Resort #304

    Mahana Resort #304

    1 Bedroom BathroomSleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
  29. $324 to $669/night

    Mahana Resort #706

    Mahana Resort #706

    1 Bedroom BathroomSleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
  30. $209 to $354/night

    Maui Kaanapali Villas #C255

    Maui Kaanapali Villas #C255

    Studio BathroomSleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
  31. $261 to $619/night

    Papakea #E401

    Papakea #E401

    2 BedroomsBathroomsSleeps 5
    2 nights minstay
    Pool
    FREE CANCELLATION
  32. $412 to $940/night

    Papakea #C403

    Papakea #C403

    3 BedroomsBathroomsSleeps 7
    2 nights minstay
    Pool
    FREE CANCELLATION
  33. $296 to $447/night

    Maui Kaanapali Villas #B233

    Maui Kaanapali Villas #B233

    1 BedroomBathroomsSleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
  34. $145 to $569/night

    Lahaina Condo K106

    Lahaina Condo K106

    1 Bedroom BathroomSleeps 4
    3 nights minstay
    Pool
    FREE CANCELLATION
  35. $166 to $608/night

    Lahaina Condo I205

    Lahaina Condo I205

    1 Bedroom BathroomSleeps 4
    3 nights minstay
    Pool
    FREE CANCELLATION
  36. $342 to $669/night

    Mahana Resort #616

    Mahana Resort #616

    1 Bedroom BathroomSleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
  37. $212 to $501/night

    Maui Eldorado Condo K209

    Maui Eldorado Condo K209

    Studio BathroomSleeps 3
    2 nights minstay
    Pool
    FREE CANCELLATION
  38. $278 to $600/night

    Kaanapali Royal #A303

    Kaanapali Royal #A303

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool
    FREE CANCELLATION
  39. $191 to $447/night

    Hale Mahina #B303

    Hale Mahina #B303

    1 Bedroom BathroomSleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
  40. $284 to $600/night

    Kaanapali Royal #C101

    Kaanapali Royal #C101

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool
    FREE CANCELLATION
  41. $232 to $406/night

    Maui Kaanapali Villas #B133

    Maui Kaanapali Villas #B133

    Studio BathroomSleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
  42. $313 to $606/night

    Mahana Resort #1017

    Mahana Resort #1017

    1 Bedroom BathroomSleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
  43. $296 to $580/night

    Papakea #H103

    Papakea #H103

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool
    FREE CANCELLATION
  44. $180 to $510/night

    Papakea #D304

    Papakea #D304

    1 Bedroom BathroomSleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
  45. $535 to $1,250/night

    Keauhou Estates #189

    Keauhou Estates #189

    2 BedroomsBathroomsSleeps 8
    2 nights minstay
    Pool
    FREE CANCELLATION
  46. $162 to $427/night

    Papakea #D309

    Papakea #D309

    1 Bedroom BathroomSleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
  47. $145 to $319/night

    Papakea #B207

    Papakea #B207

    Studio BathroomSleeps 2
    2 nights minstay
    Pool
    FREE CANCELLATION
  48. $232 to $447/night

    Lahaina Shores #425

    Lahaina Shores #425

    Studio BathroomSleeps 2
    2 nights minstay
    Pool
    FREE CANCELLATION
  49. $191 to $331/night

    Maui Kaanapali Villas #C152

    Maui Kaanapali Villas #C152

    Studio BathroomSleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
  50. $290 to $600/night

    Papakea #G106

    Papakea #G106

    2 BedroomsBathroomsSleeps 5
    2 nights minstay
    Pool
    FREE CANCELLATION
  51. $186 to $459/night

    Papakea #A105

    Papakea #A105

    1 Bedroom BathroomSleeps 2
    2 nights minstay
    Pool
    FREE CANCELLATION
  52. $203 to $383/night

    Papakea #C108

    Papakea #C108

    1 Bedroom BathroomSleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
  53. $290 to $653/night

    Papakea #L407

    Papakea #L407

    2 Bedrooms BathroomSleeps 6
    2 nights minstay
    Pool
    FREE CANCELLATION
  54. $284 to $706/night

    Kaanapali Shores #916

    Kaanapali Shores #916

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool
    FREE CANCELLATION
  55. $290 to $619/night

    Papakea #G408

    Papakea #G408

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool
    FREE CANCELLATION
  56. $273 to $600/night

    Hale Mahina #B404

    Hale Mahina #B404

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool
    FREE CANCELLATION
  57. $169 to $408/night

    Maui Eldorado Condo C101

    Maui Eldorado Condo C101

    Studio BathroomSleeps 2
    2 nights minstay
    Pool
    FREE CANCELLATION
  58. $608 to $846/night

    Alii Point #7 Oceanfront

    Alii Point #7 Oceanfront

    2 BedroomsBathroomsSleeps 4
    5 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  59. $235 to $301/night

    Cliffs 4205

    Cliffs 4205

    1 BedroomBathroomsSleeps 4
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  60. $207 to $496/night

    Maui Eldorado Condo K217

    Maui Eldorado Condo K217

    Studio BathroomSleeps 2
    2 nights minstay
    Pool
    FREE CANCELLATION
  61. $128 to $332/night

    Paki Maui #420

    Paki Maui #420

    1 Bedroom BathroomSleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
  62. $358 to $816/night

    Maui Eldorado Condo J100

    Maui Eldorado Condo J100

    2 BedroomsBathroomsSleeps 6
    5 nights minstay
    Pool
    FREE CANCELLATION
  63. $345 to $816/night

    Maui Eldorado Condo F204

    Maui Eldorado Condo F204

    2 BedroomsBathroomsSleeps 5
    2 nights minstay
    Pool
    FREE CANCELLATION
  64. $281 to $394/night

    Regency at Poipu Kai #914

    Regency at Poipu Kai #914

    2 BedroomsBathroomsSleeps 4
    3 nights minstay
    Pool Hot Tub
  65. $325 to $603/night

    Papakea #A109

    Papakea #A109

    1 Bedroom BathroomSleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
  66. $237 to $502/night

    Maui Eldorado Condo C102

    Maui Eldorado Condo C102

    1 Bedroom BathroomSleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
  67. $162 to $332/night

    Paki Maui #109

    Paki Maui #109

    1 Bedroom BathroomSleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
  68. $513 to $1,002/night

    Honua Kai Konea 743 2BD 2BA

    Honua Kai Konea 743 2BD 2BA

    2 BedroomsBathroomsSleeps 6
    5 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  69. $336 to $706/night

    Kaanapali Shores #825

    Kaanapali Shores #825

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool
    FREE CANCELLATION
  70. $231 to $618/night

    Lahaina Condo J203

    Lahaina Condo J203

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
    Pool
    FREE CANCELLATION
  71. $231 to $618/night

    Lahaina Condo J207

    Lahaina Condo J207

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
    Pool
    FREE CANCELLATION
  72. $202 to $680/night

    Poolside Aina Nalu Condo A101

    Poolside Aina Nalu Condo A101

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
    Pool
    FREE CANCELLATION
  73. $223 to $661/night

    Poolside Aina Nalu Condo D101

    Poolside Aina Nalu Condo D101

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool
    FREE CANCELLATION
  74. $180 to $609/night

    Aina Nalu Condo H208

    Aina Nalu Condo H208

    2 Bedrooms BathroomSleeps 6
    3 nights minstay
    Pool
    FREE CANCELLATION
  75. $202 to $4,340/night

    Lahaina Condo K109

    Lahaina Condo K109

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool
    FREE CANCELLATION
  76. $192 to $579/night

    Aina Nalu Condo H104

    Aina Nalu Condo H104

    2 Bedrooms BathroomSleeps 6
    3 nights minstay
    Pool
    FREE CANCELLATION
  77. $208 to $731/night

    Ilikai Marina Condo 1786 *Legal Vacation Rental

    Ilikai Marina Condo 1786 *Legal Vacation Rental

    1 Bedroom BathroomSleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
  78. $231 to $618/night

    Lahaina Condo I209

    Lahaina Condo I209

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
    Pool
    FREE CANCELLATION
  79. $217 to $604/night

    Aina Nalu Condo I210

    Aina Nalu Condo I210

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
    Pool
    FREE CANCELLATION
  80. $231 to $618/night

    Lahaina Condo J204

    Lahaina Condo J204

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
    Pool
    FREE CANCELLATION
  81. $231 to $618/night

    Aina Nalu Condo I102

    Aina Nalu Condo I102

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
    Pool
    FREE CANCELLATION
  82. $237 to $502/night

    Maui Eldorado Condo B104

    Maui Eldorado Condo B104

    1 Bedroom BathroomSleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
  83. $282 to $659/night

    Maui Eldorado Condo K212

    Maui Eldorado Condo K212

    1 Bedroom BathroomSleeps 4
    3 nights minstay
    Pool
    FREE CANCELLATION
  84. $231 to $618/night

    Aina Nalu Condo D110

    Aina Nalu Condo D110

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
    Pool
    FREE CANCELLATION
  85. $187 to $433/night

    Maui Eldorado Condo G201

    Maui Eldorado Condo G201

    Studio BathroomSleeps 3
    2 nights minstay
    Pool
    FREE CANCELLATION
  86. $192 to $579/night

    Aina Nalu Premier Condo H207

    Aina Nalu Premier Condo H207

    2 Bedrooms BathroomSleeps 6
    3 nights minstay
    Pool
    FREE CANCELLATION
  87. $156 to $584/night

    Aina Nalu Premier Platinum C206

    Aina Nalu Premier Platinum C206

    1 Bedroom BathroomSleeps 4
    3 nights minstay
    Pool
    FREE CANCELLATION
  88. $464 to $1,354/night

    Kolea 7B at the Waikoloa Beach Resort

    Kolea 7B at the Waikoloa Beach Resort

    3 BedroomsBathroomsSleeps 7
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  89. $241 to $705/night

    Fairway Villas M3 at the Waikoloa Beach Resort

    Fairway Villas M3 at the Waikoloa Beach Resort

    3 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  90. $708 to $1,878/night

    Pineapple Hale

    Pineapple Hale

    4 BedroomsBathroomsSleeps 10
    2 nights minstay
    Pool
    FREE CANCELLATION
  91. $194 to $564/night

    Fairway Villas M2 at the Waikoloa Beach Resort

    Fairway Villas M2 at the Waikoloa Beach Resort

    3 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  92. $325 to $606/night

    Mahana Resort #1104

    Mahana Resort #1104

    1 Bedroom BathroomSleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
  93. $493 to $1,467/night

    Honua Kai-Konea #539

    Honua Kai-Konea #539

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool
    FREE CANCELLATION
  94. $283 to $600/night

    Papakea #K203

    Papakea #K203

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool
    FREE CANCELLATION
  95. $325 to $797/night

    Mahana Resort #405

    Mahana Resort #405

    1 BedroomBathroomsSleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
  96. $481 to $1,167/night

    Maui Kaanapali Villas #A101

    Maui Kaanapali Villas #A101

    2 Bedrooms2.25 BathroomsSleeps 6
    2 nights minstay
    Pool
    FREE CANCELLATION
  97. $191 to $447/night

    Lahaina Shores #704

    Lahaina Shores #704

    1 BedroomBathroomsSleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
  98. $506 to $2,169/night

    Waterfall House

    Waterfall House

    4 Bedrooms3.5 BathroomsSleeps 8
    2 nights minstay
    Pool Hot Tub
  99. $513 to $834/night

    Noelani 304 3bdrm 2.5 bath

    Noelani 304 3bdrm 2.5 bath

    3 Bedrooms2.5 BathroomsSleeps 6
    5 nights minstay
    Pool
    FREE CANCELLATION
  100. $215 to $433/night

    Aina Nalu #I109

    Aina Nalu #I109

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool
    FREE CANCELLATION