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
    Poolside Aina Nalu Condo D107

    Poolside Aina Nalu Condo D107

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $223 to $661/night

  2. CONDOMINIUM
    Poolside Aina Nalu Condo D109

    Poolside Aina Nalu Condo D109

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $223 to $661/night

  3. CONDOMINIUM
    Aina Nalu Condo D210

    Aina Nalu Condo D210

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $231 to $618/night

  4. CONDOMINIUM
    Aina Nalu Condo G109

    Aina Nalu Condo G109

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $231 to $618/night

  5. CONDOMINIUM
    Lahaina Condo K106

    Lahaina Condo K106

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $166 to $553/night

  6. CONDOMINIUM
    Lahaina Condo I205

    Lahaina Condo I205

    St. Lahaina, HI

    Pool
    FREE CANCELLATION

    $166 to $608/night

  7. CONDOMINIUM
    Aina Nalu Condo B202

    Aina Nalu Condo B202

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $202 to $636/night

  8. CONDOMINIUM
    Aina Nalu Condo D201

    Aina Nalu Condo D201

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $231 to $618/night

  9. CONDOMINIUM
    Maui Eldorado Condo K217

    Maui Eldorado Condo K217

    Kaanapali, HI

    Pool
    FREE CANCELLATION

    $207 to $496/night

  10. CONDOMINIUM
    Maui Eldorado Condo J216

    Maui Eldorado Condo J216

    Kaanapali, HI

    Pool
    FREE CANCELLATION

    $169 to $408/night

  11. CONDOMINIUM
    Honua Kai Konea 743 2BD 2BA

    Honua Kai Konea 743 2BD 2BA

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $513 to $988/night

  12. CONDOMINIUM
    Maui Eldorado Condo G105

    Maui Eldorado Condo G105

    Kaanapali, HI

    Pool
    FREE CANCELLATION

    $237 to $533/night

  13. CONDOMINIUM
    Maui Eldorado Condo C101

    Maui Eldorado Condo C101

    Kaanapali, HI

    Pool
    FREE CANCELLATION

    $169 to $408/night

  14. CONDOMINIUM
    Surf & Racquet Club 6201

    Surf & Racquet Club 6201

    Kailua-Kona, HI

    Pool
    FREE CANCELLATION

    $157 to $242/night

  15. CONDOMINIUM
    Maui Eldorado Condo L200

    Maui Eldorado Condo L200

    Kaanapali, HI

    Pool
    FREE CANCELLATION

    $363 to $847/night

  16. CONDOMINIUM
    Kanaloa At Kona #3701

    Kanaloa At Kona #3701

    Kailua Kona, HI

    Pool Hot Tub
    FREE CANCELLATION

    $163 to $648/night

  17. 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 $1,651/night

  18. CONDOMINIUM
    Kanaloa At Kona #3001

    Kanaloa At Kona #3001

    Kailua Kona, HI

    Pool Hot Tub
    FREE CANCELLATION

    $179 to $578/night

  19. CONDOMINIUM
    Vista Waikoloa C305

    Vista Waikoloa C305

    Waikoloa Beach Resort, HI

    Pool Hot Tub
    FREE CANCELLATION

    $175 to $536/night

  20. CONDOMINIUM
    Maui Eldorado Condo K209

    Maui Eldorado Condo K209

    Kaanapali, HI

    Pool
    FREE CANCELLATION

    $207 to $501/night

  21. CONDOMINIUM
    Aina Nalu Premier Platinum Condo K101

    Aina Nalu Premier Platinum Condo K101

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $231 to $680/night

  22. CONDOMINIUM
    Maui Eldorado Condo J120

    Maui Eldorado Condo J120

    Kaanapali, HI

    Pool
    FREE CANCELLATION

    $220 to $501/night

  23. CONDOMINIUM
    Maui Eldorado Condo K206

    Maui Eldorado Condo K206

    Kaanapali, HI

    Pool
    FREE CANCELLATION

    $207 to $501/night

  24. CONDOMINIUM
    Maui Eldorado Condo F204

    Maui Eldorado Condo F204

    Kaanapali, HI

    Pool
    FREE CANCELLATION

    $345 to $816/night

  25. HOUSE
    Keauhou Estates #189

    Keauhou Estates #189

    Keauhou, HI

    Pool
    FREE CANCELLATION

    $535 to $1,239/night

  26. CONDOMINIUM
    Regency at Poipu Kai #914

    Regency at Poipu Kai #914

    Koloa, HI

    Pool Hot Tub

    $289 to $394/night

  27. CONDOMINIUM
    Maui Eldorado Condo J100

    Maui Eldorado Condo J100

    Kaanapali, HI

    Pool
    FREE CANCELLATION

    $358 to $816/night

  28. CONDOMINIUM
    Maui Eldorado Condo C102

    Maui Eldorado Condo C102

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $237 to $502/night

  29. CONDOMINIUM
    Maui Eldorado Condo B105

    Maui Eldorado Condo B105

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $237 to $502/night

  30. HOUSE
    Alii Point #7 Oceanfront

    Alii Point #7 Oceanfront

    Kailua Kona, HI

    Pool Hot Tub
    FREE CANCELLATION

    $608 to $846/night

  31. CONDOMINIUM
    Bamboo 709 Condo

    Bamboo 709 Condo

    Honolulu, HI

    Pool
    FREE CANCELLATION

    $133 to $197/night

  32. CONDOMINIUM
    Aina Nalu Condo D202

    Aina Nalu Condo D202

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $231 to $679/night

  33. CONDOMINIUM
    Aina Nalu Condo K107

    Aina Nalu Condo K107

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $231 to $618/night

  34. CONDOMINIUM
    Lahaina Condo K202

    Lahaina Condo K202

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $231 to $618/night

  35. CONDOMINIUM
    Lahaina Condo D203

    Lahaina Condo D203

    St. Lahaina, HI

    Pool
    FREE CANCELLATION

    $231 to $618/night

  36. CONDOMINIUM
    Aina Nalu Premier Condo H110

    Aina Nalu Premier Condo H110

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $205 to $591/night

  37. CONDOMINIUM
    Aina Nalu Condo C208

    Aina Nalu Condo C208

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $202 to $636/night

  38. CONDOMINIUM
    Aina Nalu Premier Condo G108

    Aina Nalu Premier Condo G108

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $217 to $604/night

  39. CONDOMINIUM
    Lahaina Condo J209

    Lahaina Condo J209

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $231 to $618/night

  40. CONDOMINIUM
    Aina Nalu Condo A209

    Aina Nalu Condo A209

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $202 to $636/night

  41. CONDOMINIUM
    Aina Nalu Condo B103

    Aina Nalu Condo B103

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $202 to $636/night

  42. CONDOMINIUM
    Villas on the Prince 28

    Villas on the Prince 28

    Princeville, HI

    Pool
    FREE CANCELLATION

    $164 to $183/night

  43. CONDOMINIUM
    Maui Eldorado Condo K218

    Maui Eldorado Condo K218

    Kaanapali, HI

    Pool
    FREE CANCELLATION

    $212 to $501/night

  44. CONDOMINIUM
    Maui Eldorado Condo A202

    Maui Eldorado Condo A202

    Kaanapali, HI

    Pool
    FREE CANCELLATION

    $262 to $565/night

  45. CONDOMINIUM
    Hali'i Kai 15A at the Waikoloa Beach Resort

    Hali'i Kai 15A at the Waikoloa Beach Resort

    Waikoloa Beach Resort, HI

    Pool Hot Tub
    FREE CANCELLATION

    $344 to $1,059/night

  46. CONDOMINIUM
    Maui Eldorado I204/205 2Bdrm 2Bath

    Maui Eldorado I204/205 2Bdrm 2Bath

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $383 to $551/night

  47. CONDOMINIUM
    Maui Eldorado Condo K207

    Maui Eldorado Condo K207

    Kaanapali, HI

    Pool
    FREE CANCELLATION

    $207 to $501/night

  48. CONDOMINIUM
    Puu Poa 405

    Puu Poa 405

    Princeville, HI

    Pool
    FREE CANCELLATION

    $397 to $458/night

  49. CONDOMINIUM
    Maui Eldorado Condo A104

    Maui Eldorado Condo A104

    Kaanapali, HI

    Pool
    FREE CANCELLATION

    $262 to $565/night

  50. CONDOMINIUM
    Plantation at Princeville 1322

    Plantation at Princeville 1322

    Princeville, HI

    Pool Hot Tub
    FREE CANCELLATION

    $257 to $306/night

  51. CONDOMINIUM
    Maui Eldorado Condo F201

    Maui Eldorado Condo F201

    Kaanapali, HI

    Pool
    FREE CANCELLATION

    $250 to $596/night

  52. VILLA
    Villa Cinco Resort at Kona Plantation Estates

    Villa Cinco Resort at Kona Plantation Estates

    Kailua Kona, HI

    Pool Hot Tub
    FREE CANCELLATION

    $759 to $934/night

  53. CONDOMINIUM
    Maui Eldorado Condo G101

    Maui Eldorado Condo G101

    Kaanapali, HI

    Pool
    FREE CANCELLATION

    $169 to $408/night

  54. CONDOMINIUM
    Maui Eldorado Condo D100

    Maui Eldorado Condo D100

    Kaanapali, HI

    Pool
    FREE CANCELLATION

    $307 to $753/night

  55. CONDOMINIUM
    Ilikai Marina Condo 1786 *Legal Vacation Rental

    Ilikai Marina Condo 1786 *Legal Vacation Rental

    Honolulu, HI

    Pool
    FREE CANCELLATION

    $174 to $731/night

  56. CONDOMINIUM
    Poolside Aina Nalu Condo A101

    Poolside Aina Nalu Condo A101

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $202 to $680/night

  57. CONDOMINIUM
    Poolside Aina Nalu Condo D101

    Poolside Aina Nalu Condo D101

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $223 to $661/night

  58. CONDOMINIUM
    Lahaina Condo D106

    Lahaina Condo D106

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $156 to $623/night

  59. CONDOMINIUM
    Aina Nalu Condo D110

    Aina Nalu Condo D110

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $231 to $618/night

  60. CONDOMINIUM
    Lahaina Condo I209

    Lahaina Condo I209

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $231 to $618/night

  61. CONDOMINIUM
    Aina Nalu Condo I210

    Aina Nalu Condo I210

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $217 to $604/night

  62. CONDOMINIUM
    Lahaina Condo J201

    Lahaina Condo J201

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $231 to $680/night

  63. CONDOMINIUM
    Lahaina Condo J203

    Lahaina Condo J203

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $231 to $618/night

  64. CONDOMINIUM
    Lahaina Condo J204

    Lahaina Condo J204

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $231 to $618/night

  65. CONDOMINIUM
    Lahaina Condo J207

    Lahaina Condo J207

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $231 to $618/night

  66. CONDOMINIUM
    Lahaina Condo K109

    Lahaina Condo K109

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $231 to $618/night

  67. CONDOMINIUM
    Aina Nalu Premier Condo H207

    Aina Nalu Premier Condo H207

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $192 to $579/night

  68. CONDOMINIUM
    Aina Nalu Premier Platinum C206

    Aina Nalu Premier Platinum C206

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $156 to $584/night

  69. CONDOMINIUM
    Aina Nalu Condo I102

    Aina Nalu Condo I102

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $231 to $618/night

  70. CONDOMINIUM
    Aina Nalu Condo H208

    Aina Nalu Condo H208

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $180 to $609/night

  71. CONDOMINIUM
    Aina Nalu Condo H104

    Aina Nalu Condo H104

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $192 to $579/night

  72. CONDOMINIUM
    Noelani 211- Modern, Upscale Ocean Front Condo

    Noelani 211- Modern, Upscale Ocean Front Condo

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $217 to $371/night

  73. CONDOMINIUM
    Maui Eldorado Condo A210

    Maui Eldorado Condo A210

    Kaanapali, HI

    Pool
    FREE CANCELLATION

    $207 to $501/night

  74. CONDOMINIUM
    Maui Eldorado Condo G203

    Maui Eldorado Condo G203

    Kaanapali, HI

    Pool
    FREE CANCELLATION

    $187 to $433/night

  75. CONDOMINIUM
    Maui Eldorado Condo K212

    Maui Eldorado Condo K212

    Kaanapali, HI

    Pool
    FREE CANCELLATION

    $282 to $709/night

  76. CONDOMINIUM
    Maui Eldorado Condo J206

    Maui Eldorado Condo J206

    Kaanapali, HI

    Pool
    FREE CANCELLATION

    $282 to $628/night

  77. 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 $1,354/night

  78. 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

    $205 to $630/night

  79. 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 $564/night

  80. CONDOMINIUM
    Aina Nalu Condo A107

    Aina Nalu Condo A107

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $190 to $664/night

  81. CONDOMINIUM
    Fairway Villas A-31

    Fairway Villas A-31

    WAIKOLOA, HI

    Pool Hot Tub
    FREE CANCELLATION

    $194 to $244/night

  82. HOUSE
    Waterfall House

    Waterfall House

    Kailua-Kona, HI

    Pool Hot Tub

    $506 to $2,069/night

  83. CONDOMINIUM
    Noelani 304 3bdrm 2.5 bath

    Noelani 304 3bdrm 2.5 bath

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $564 to $680/night

  84. CONDOMINIUM
    Maui Eldorado Condo B102

    Maui Eldorado Condo B102

    Kaanapali, HI

    Pool
    FREE CANCELLATION

    $237 to $502/night

  85. CONDOMINIUM
    Maui Eldorado Condo J221

    Maui Eldorado Condo J221

    Kaanapali, HI

    Pool
    FREE CANCELLATION

    $220 to $501/night

  86. CONDOMINIUM
    Maui Eldorado Condo K200

    Maui Eldorado Condo K200

    Kaanapali, HI

    Pool
    FREE CANCELLATION

    $345 to $816/night

  87. CONDOMINIUM
    Maui Eldorado Condo F101

    Maui Eldorado Condo F101

    Kaanapali, HI

    Pool
    FREE CANCELLATION

    $237 to $533/night

  88. CONDOMINIUM
    Honua Kai Konea 224

    Honua Kai Konea 224

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $229 to $365/night

  89. CONDOMINIUM
    Maui Eldorado Condo D108

    Maui Eldorado Condo D108

    Kaanapali, HI

    Pool
    FREE CANCELLATION

    $358 to $816/night

  90. CONDOMINIUM
    Maui Eldorado Condo G201

    Maui Eldorado Condo G201

    Kaanapali, HI

    Pool
    FREE CANCELLATION

    $187 to $433/night

  91. CONDOMINIUM
    Sea Village 1-205-Oceanfront

    Sea Village 1-205-Oceanfront

    Kailua Kona, HI

    Pool
    FREE CANCELLATION

    $194 to $279/night

  92. CONDOMINIUM
    Maui Eldorado Condo J123

    Maui Eldorado Condo J123

    Kaanapali, HI

    Pool
    FREE CANCELLATION

    $282 to $628/night

  93. CONDOMINIUM
    Maui Eldorado Condo B104

    Maui Eldorado Condo B104

    Kaanapali, HI

    Pool
    FREE CANCELLATION

    $237 to $502/night