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. CONDOMINIUM
    Aina Nalu Condo D201

    Aina Nalu Condo D201

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $231 to $618/night

  2. CONDOMINIUM
    Aina Nalu Condo D210

    Aina Nalu Condo D210

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $231 to $618/night

  3. CONDOMINIUM
    Aina Nalu Condo G109

    Aina Nalu Condo G109

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $231 to $618/night

  4. CONDOMINIUM
    Aina Nalu Condo B202

    Aina Nalu Condo B202

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $202 to $636/night

  5. CONDOMINIUM
    Lahaina Condo I205

    Lahaina Condo I205

    St. Lahaina, HI

    Pool
    FREE CANCELLATION

    $166 to $608/night

  6. CONDOMINIUM
    Lahaina Condo K106

    Lahaina Condo K106

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $166 to $553/night

  7. CONDOMINIUM
    Poolside Aina Nalu Condo D109

    Poolside Aina Nalu Condo D109

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $223 to $661/night

  8. CONDOMINIUM
    Poolside Aina Nalu Condo D107

    Poolside Aina Nalu Condo D107

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $223 to $661/night

  9. CONDOMINIUM
    Maui Eldorado Condo J100

    Maui Eldorado Condo J100

    Kaanapali, HI

    Pool
    FREE CANCELLATION

    $358 to $816/night

  10. CONDOMINIUM
    Surf & Racquet Club 6201

    Surf & Racquet Club 6201

    Kailua-Kona, HI

    Pool
    FREE CANCELLATION

    $157 to $242/night

  11. CONDOMINIUM
    Maui Eldorado Condo G105

    Maui Eldorado Condo G105

    Kaanapali, HI

    Pool
    FREE CANCELLATION

    $237 to $533/night

  12. CONDOMINIUM
    Aina Nalu Premier Platinum Condo K101

    Aina Nalu Premier Platinum Condo K101

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $231 to $680/night

  13. CONDOMINIUM
    Hale Mahina #B404

    Hale Mahina #B404

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $273 to $600/night

  14. CONDOMINIUM
    Maui Kaanapali Villas #B242

    Maui Kaanapali Villas #B242

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $215 to $331/night

  15. CONDOMINIUM
    Hale Mahina #B103

    Hale Mahina #B103

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $180 to $478/night

  16. CONDOMINIUM
    Maui Kaanapali Villas #C152

    Maui Kaanapali Villas #C152

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $191 to $331/night

  17. CONDOMINIUM
    Kanaloa At Kona #3701

    Kanaloa At Kona #3701

    Kailua Kona, HI

    Pool Hot Tub
    FREE CANCELLATION

    $163 to $649/night

  18. CONDOMINIUM
    Kolea 6B at the Waikoloa Beach Resort

    Kolea 6B at the Waikoloa Beach Resort

    Waikoloa Beach Resort, HI

    Pool Hot Tub
    FREE CANCELLATION

    $625 to $1,654/night

  19. HOUSE
    Keauhou Estates #189

    Keauhou Estates #189

    Keauhou, HI

    Pool
    FREE CANCELLATION

    $535 to $1,241/night

  20. CONDOMINIUM
    Kanaloa At Kona #3001

    Kanaloa At Kona #3001

    Kailua Kona, HI

    Pool Hot Tub
    FREE CANCELLATION

    $179 to $579/night

  21. CONDOMINIUM
    Maui Eldorado Condo K209

    Maui Eldorado Condo K209

    Kaanapali, HI

    Pool
    FREE CANCELLATION

    $207 to $501/night

  22. CONDOMINIUM
    Papakea #A109

    Papakea #A109

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $261 to $603/night

  23. CONDOMINIUM
    Maui Eldorado Condo K206

    Maui Eldorado Condo K206

    Kaanapali, HI

    Pool
    FREE CANCELLATION

    $207 to $501/night

  24. CONDOMINIUM
    Honua Kai Konea 743 2BD 2BA

    Honua Kai Konea 743 2BD 2BA

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $508 to $988/night

  25. CONDOMINIUM
    Papakea #D309

    Papakea #D309

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $162 to $427/night

  26. CONDOMINIUM
    Maui Eldorado Condo B105

    Maui Eldorado Condo B105

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $237 to $502/night

  27. CONDOMINIUM
    Maui Eldorado Condo J120

    Maui Eldorado Condo J120

    Kaanapali, HI

    Pool
    FREE CANCELLATION

    $220 to $501/night

  28. CONDOMINIUM
    Lahaina Shores #425

    Lahaina Shores #425

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $232 to $447/night

  29. CONDOMINIUM
    Mahana Resort #1106

    Mahana Resort #1106

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $325 to $638/night

  30. CONDOMINIUM
    Maui Eldorado Condo C101

    Maui Eldorado Condo C101

    Kaanapali, HI

    Pool
    FREE CANCELLATION

    $169 to $395/night

  31. CONDOMINIUM
    Mahana Resort #804

    Mahana Resort #804

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $319 to $574/night

  32. CONDOMINIUM
    Papakea #G408

    Papakea #G408

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $290 to $619/night

  33. CONDOMINIUM
    Papakea #L407

    Papakea #L407

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $290 to $653/night

  34. CONDOMINIUM
    Papakea #D402

    Papakea #D402

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $383 to $986/night

  35. CONDOMINIUM
    Mahana Resort #706

    Mahana Resort #706

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $324 to $669/night

  36. CONDOMINIUM
    Kaanapali Royal #C101

    Kaanapali Royal #C101

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $284 to $600/night

  37. CONDOMINIUM
    Papakea #G106

    Papakea #G106

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $290 to $600/night

  38. CONDOMINIUM
    Kaanapali Royal #N302

    Kaanapali Royal #N302

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $310 to $580/night

  39. CONDOMINIUM
    Maui Eldorado Condo C102

    Maui Eldorado Condo C102

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $237 to $502/night

  40. CONDOMINIUM
    Maui Eldorado Condo J216

    Maui Eldorado Condo J216

    Kaanapali, HI

    Pool
    FREE CANCELLATION

    $169 to $377/night

  41. CONDOMINIUM
    Paki Maui #109

    Paki Maui #109

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $162 to $332/night

  42. CONDOMINIUM
    Papakea #H103

    Papakea #H103

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $296 to $580/night

  43. CONDOMINIUM
    Kaanapali Shores #825

    Kaanapali Shores #825

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $336 to $706/night

  44. CONDOMINIUM
    Papakea #C403

    Papakea #C403

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $412 to $940/night

  45. CONDOMINIUM
    Kaanapali Royal #A303

    Kaanapali Royal #A303

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $278 to $600/night

  46. CONDOMINIUM
    Maui Eldorado Condo L200

    Maui Eldorado Condo L200

    Kaanapali, HI

    Pool
    FREE CANCELLATION

    $363 to $847/night

  47. CONDOMINIUM
    Kaanapali Shores #916

    Kaanapali Shores #916

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $284 to $706/night

  48. CONDOMINIUM
    Maui Kaanapali Villas #B233

    Maui Kaanapali Villas #B233

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $296 to $447/night

  49. CONDOMINIUM
    Vista Waikoloa C305

    Vista Waikoloa C305

    Waikoloa Beach Resort, HI

    Pool Hot Tub
    FREE CANCELLATION

    $174 to $538/night

  50. CONDOMINIUM
    Mahana Resort #616

    Mahana Resort #616

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $342 to $669/night

  51. CONDOMINIUM
    Papakea #B207

    Papakea #B207

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $145 to $319/night

  52. CONDOMINIUM
    Papakea #C108

    Papakea #C108

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $203 to $383/night

  53. CONDOMINIUM
    Cliffs 4205

    Cliffs 4205

    Princeville, HI

    Pool Hot Tub

    $235 to $301/night

  54. CONDOMINIUM
    Aina Nalu #A109

    Aina Nalu #A109

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $209 to $433/night

  55. CONDOMINIUM
    Papakea #D304

    Papakea #D304

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $180 to $510/night

  56. CONDOMINIUM
    Papakea #A105

    Papakea #A105

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $186 to $459/night

  57. CONDOMINIUM
    Paki Maui #420

    Paki Maui #420

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $128 to $331/night

  58. CONDOMINIUM
    Maui Kaanapali Villas #C255

    Maui Kaanapali Villas #C255

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $209 to $354/night

  59. CONDOMINIUM
    Lahaina Shores #501

    Lahaina Shores #501

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $302 to $669/night

  60. CONDOMINIUM
    Papakea #E401

    Papakea #E401

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $261 to $619/night

  61. CONDOMINIUM
    Lahaina Shores #531

    Lahaina Shores #531

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $273 to $447/night

  62. CONDOMINIUM
    Maui Eldorado Condo K217

    Maui Eldorado Condo K217

    Kaanapali, HI

    Pool
    FREE CANCELLATION

    $207 to $496/night

  63. CONDOMINIUM
    Mahana Resort #1017

    Mahana Resort #1017

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $313 to $606/night

  64. CONDOMINIUM
    Maui Eldorado Condo F204

    Maui Eldorado Condo F204

    Kaanapali, HI

    Pool
    FREE CANCELLATION

    $345 to $816/night

  65. CONDOMINIUM
    Maui Kaanapali Villas #B133

    Maui Kaanapali Villas #B133

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $232 to $406/night

  66. HOUSE
    Alii Point #7 Oceanfront

    Alii Point #7 Oceanfront

    Kailua Kona, HI

    Pool Hot Tub
    FREE CANCELLATION

    $668 to $846/night

  67. CONDOMINIUM
    Hale Mahina #B303

    Hale Mahina #B303

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $191 to $447/night

  68. CONDOMINIUM
    Mahana Resort #304

    Mahana Resort #304

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $336 to $606/night

  69. CONDOMINIUM
    Poolside Aina Nalu Condo A101

    Poolside Aina Nalu Condo A101

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $202 to $680/night

  70. CONDOMINIUM
    Aina Nalu Condo A107

    Aina Nalu Condo A107

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $190 to $664/night

  71. CONDOMINIUM
    Poolside Aina Nalu Condo D101

    Poolside Aina Nalu Condo D101

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $223 to $661/night

  72. CONDOMINIUM
    Lahaina Condo D106

    Lahaina Condo D106

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $156 to $623/night

  73. CONDOMINIUM
    Aina Nalu Condo D110

    Aina Nalu Condo D110

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $231 to $618/night

  74. CONDOMINIUM
    Aina Nalu Condo H104

    Aina Nalu Condo H104

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $192 to $579/night

  75. CONDOMINIUM
    Aina Nalu Condo I102

    Aina Nalu Condo I102

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $231 to $618/night

  76. CONDOMINIUM
    Lahaina Condo I209

    Lahaina Condo I209

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $231 to $618/night

  77. CONDOMINIUM
    Lahaina Condo J203

    Lahaina Condo J203

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $231 to $618/night

  78. CONDOMINIUM
    Lahaina Condo J201

    Lahaina Condo J201

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $231 to $680/night

  79. CONDOMINIUM
    Aina Nalu Condo H208

    Aina Nalu Condo H208

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $205 to $591/night

  80. CONDOMINIUM
    Lahaina Condo J204

    Lahaina Condo J204

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $231 to $618/night

  81. CONDOMINIUM
    Lahaina Condo K109

    Lahaina Condo K109

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $231 to $618/night

  82. CONDOMINIUM
    Aina Nalu Premier Platinum C206

    Aina Nalu Premier Platinum C206

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $156 to $584/night

  83. CONDOMINIUM
    Noelani 304 3bdrm 2.5 bath

    Noelani 304 3bdrm 2.5 bath

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $474 to $680/night

  84. CONDOMINIUM
    Aina Nalu Condo I210

    Aina Nalu Condo I210

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $217 to $604/night

  85. CONDOMINIUM
    Lahaina Condo J207

    Lahaina Condo J207

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $231 to $618/night

  86. CONDOMINIUM
    Maui Eldorado Condo K212

    Maui Eldorado Condo K212

    Kaanapali, HI

    Pool
    FREE CANCELLATION

    $282 to $722/night

  87. CONDOMINIUM
    Maui Eldorado Condo G203

    Maui Eldorado Condo G203

    Kaanapali, HI

    Pool
    FREE CANCELLATION

    $187 to $433/night

  88. CONDOMINIUM
    Maui Eldorado Condo J123

    Maui Eldorado Condo J123

    Kaanapali, HI

    Pool
    FREE CANCELLATION

    $282 to $628/night

  89. CONDOMINIUM
    Sea Village 1-205-Oceanfront

    Sea Village 1-205-Oceanfront

    Kailua Kona, HI

    Pool
    FREE CANCELLATION

    $194 to $279/night

  90. CONDOMINIUM
    Mahana Resort #1205

    Mahana Resort #1205

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $325 to $606/night

  91. CONDOMINIUM
    Mahana Resort #612

    Mahana Resort #612

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $273 to $476/night

  92. CONDOMINIUM
    Lahaina Shores #532

    Lahaina Shores #532

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $162 to $360/night

  93. CONDOMINIUM
    Lahaina Shores #704

    Lahaina Shores #704

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $191 to $447/night

  94. CONDOMINIUM
    Kolea 7B at the Waikoloa Beach Resort

    Kolea 7B at the Waikoloa Beach Resort

    Waikoloa Beach Resort, HI

    Pool Hot Tub
    FREE CANCELLATION

    $465 to $1,358/night

  95. TOWNHOUSE
    Fairway Villas M3 at the Waikoloa Beach Resort

    Fairway Villas M3 at the Waikoloa Beach Resort

    Waikoloa Beach Resort, HI

    Pool Hot Tub
    FREE CANCELLATION

    $175 to $631/night

  96. HOUSE
    Pineapple Hale

    Pineapple Hale

    Kailua Kona, HI

    Pool
    FREE CANCELLATION

    $499 to $1,876/night

  97. CONDOMINIUM
    Fairway Villas M2 at the Waikoloa Beach Resort

    Fairway Villas M2 at the Waikoloa Beach Resort

    Waikoloa Beach Resort, HI

    Pool Hot Tub
    FREE CANCELLATION

    $175 to $565/night

  98. CONDOMINIUM
    Fairway Villas A-31

    Fairway Villas A-31

    WAIKOLOA, HI

    Pool Hot Tub
    FREE CANCELLATION

    $194 to $244/night

  99. HOUSE
    Waterfall House

    Waterfall House

    Kailua-Kona, HI

    Pool Hot Tub

    $506 to $2,069/night

  100. CONDOMINIUM
    Hale Mahina #B102

    Hale Mahina #B102

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $180 to $414/night