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
    Diamond Head Beach Hotel 1202

    Diamond Head Beach Hotel 1202

    Honolulu, HI

    FREE CANCELLATION

    $248 to $326/night

  2. CONDOMINIUM
     Luxurious Oceanfront Condo on Molokai- Ka Hale Ola

    Luxurious Oceanfront Condo on Molokai- Ka Hale Ola

    Kaunakakai, HI

    Pool
    FREE CANCELLATION

    $158 to $191/night

  3. HOUSE
    A Ala Hale

    A Ala Hale

    Kaunakakai, HI

    FREE CANCELLATION

    $225 to $309/night

  4. HOUSE
    Hale Hiamoe

    Hale Hiamoe

    Kaunakakai, HI

    FREE CANCELLATION

    $225 to $338/night

  5. CONDOMINIUM
    Sealodge F9

    Sealodge F9

    Princeville, HI

    Pool
    FREE CANCELLATION

    $226 to $240/night

  6. CONDOMINIUM
    Kaleialoha #109

    Kaleialoha #109

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $171 to $336/night

  7. CONDOMINIUM
    Lahaina Shores #317

    Lahaina Shores #317

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $226 to $435/night

  8. CONDOMINIUM
    Mahana Resort #1204

    Mahana Resort #1204

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $400 to $606/night

  9. CONDOMINIUM
    Lahaina Shores #533

    Lahaina Shores #533

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $253 to $447/night

  10. CONDOMINIUM
    Royal Kahana #1211

    Royal Kahana #1211

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $336 to $969/night

  11. CONDOMINIUM
    Papakea #L207

    Papakea #L207

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $244 to $447/night

  12. CONDOMINIUM
    Kona Reef #D22

    Kona Reef #D22

    Kailua Kona, HI

    Pool Hot Tub
    FREE CANCELLATION

    $375 to $1,296/night

  13. HOUSE
    Kaikea Hale

    Kaikea Hale

    Kailua Kona, HI

    FREE CANCELLATION

    $193 to $620/night

  14. 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

  15. CONDOMINIUM
    Banyan Tree #305

    Banyan Tree #305

    Kailua Kona, HI

    Hot Tub
    FREE CANCELLATION

    $198 to $634/night

  16. CONDOMINIUM
    Kona Bali Kai #415

    Kona Bali Kai #415

    Kailua Kona, HI

    Pool
    FREE CANCELLATION

    $174 to $479/night

  17. CONDOMINIUM
    Surf & Racquet Club #3-201

    Surf & Racquet Club #3-201

    Kailua Kona, HI

    Pool
    FREE CANCELLATION

    $188 to $591/night

  18. CONDOMINIUM
    Sea Village #4202

    Sea Village #4202

    Kailua Kona, HI

    Pool Hot Tub
    FREE CANCELLATION

    $149 to $479/night

  19. CONDOMINIUM
    Sea Village #4210

    Sea Village #4210

    Kailua Kona, HI

    Pool Hot Tub
    FREE CANCELLATION

    $188 to $535/night

  20. CONDOMINIUM
    Kanaloa 2201

    Kanaloa 2201

    Kailua Kona, HI

    Pool Hot Tub
    FREE CANCELLATION

    $231 to $746/night

  21. CONDOMINIUM
    Hale Ohana Ko Olina Beach Villa (B801)

    Hale Ohana Ko Olina Beach Villa (B801)

    Kapolei, HI

    Pool Hot Tub

    $513 to $1,789/night

  22. CONDOMINIUM
    Kaleialoha 202

    Kaleialoha 202

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $144 to $330/night

  23. CONDOMINIUM
    Pohailani #201

    Pohailani #201

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $191 to $249/night

  24. CONDOMINIUM
    Hale Mahina #B403

    Hale Mahina #B403

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $278 to $600/night

  25. CONDOMINIUM
    Oceanfront Nohonani- Unforgettable Views

    Oceanfront Nohonani- Unforgettable Views

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $154 to $579/night

  26. CONDOMINIUM
    Kaanapali Shores 942

    Kaanapali Shores 942

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $185 to $498/night

  27. CONDOMINIUM
    Maui Kai 602

    Maui Kai 602

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $173 to $498/night

  28. CONDOMINIUM
    Lahaina Roads #405

    Lahaina Roads #405

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $226 to $447/night

  29. CONDOMINIUM
    Hale Lalea Ko Olina Beach Villa (B310)

    Hale Lalea Ko Olina Beach Villa (B310)

    Kapolei, HI

    Pool Hot Tub

    $740 to $2,021/night

  30. CONDOMINIUM
    Hale Ono Loa #316

    Hale Ono Loa #316

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $178 to $285/night

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

    Maui Eldorado I204/205 2Bdrm 2Bath

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $383 to $551/night

  32. CONDOMINIUM
    Maui Sands #5G

    Maui Sands #5G

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $203 to $427/night

  33. CONDOMINIUM
    Kaanapali Shores #159

    Kaanapali Shores #159

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $377 to $800/night

  34. CONDOMINIUM
    Mahana Resort #906

    Mahana Resort #906

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $267 to $554/night

  35. CONDOMINIUM
    Waipuilani Park 2BR w/ Pool- Walk to Beach, Shops

    Waipuilani Park 2BR w/ Pool- Walk to Beach, Shops

    Kihei, HI

    Pool
    FREE CANCELLATION

    $137 to $470/night

  36. CONDOMINIUM
    Kaanapali Shores #160

    Kaanapali Shores #160

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $429 to $800/night

  37. CONDOMINIUM
    Honokeana Cove 103

    Honokeana Cove 103

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $208 to $336/night

  38. CONDOMINIUM
    Lahaina Shores #225

    Lahaina Shores #225

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $226 to $435/night

  39. CONDOMINIUM
    Lahaina Roads #204

    Lahaina Roads #204

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $186 to $447/night

  40. CONDOMINIUM
    Puu Poa 405

    Puu Poa 405

    Princeville, HI

    Pool
    FREE CANCELLATION

    $397 to $458/night

  41. CONDOMINIUM
    Papakea #A201

    Papakea #A201

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $336 to $603/night

  42. CONDOMINIUM
    Hololani #A-202

    Hololani #A-202

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $232 to $532/night

  43. CONDOMINIUM
    Valley Isle #707

    Valley Isle #707

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $145 to $273/night

  44. CONDOMINIUM
    Noelani # 115

    Noelani # 115

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $228 to $437/night

  45. CONDOMINIUM
    Lahaina Shores #505

    Lahaina Shores #505

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $325 to $493/night

  46. CONDOMINIUM
    Kona Magic Sands #111

    Kona Magic Sands #111

    Kailua Kona, HI

    Pool
    FREE CANCELLATION

    $124 to $353/night

  47. CONDOMINIUM
    Hale Ono Loa 409

    Hale Ono Loa 409

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $249 to $704/night

  48. CONDOMINIUM
    Noelani #110

    Noelani #110

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $296 to $521/night

  49. CONDOMINIUM
    Pohailani #102

    Pohailani #102

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $145 to $249/night

  50. CONDOMINIUM
    Kulakane 307

    Kulakane 307

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $231 to $531/night

  51. CONDOMINIUM
    Hale Ili Ili #D

    Hale Ili Ili #D

    Kihei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $556 to $927/night

  52. CONDOMINIUM
    Kahana Reef 106

    Kahana Reef 106

    Lahaina, HI

    FREE CANCELLATION

    $115 to $348/night

  53. CONDOMINIUM
    Napili Point A8

    Napili Point A8

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $188 to $469/night

  54. CONDOMINIUM
    Hale Hauoli Ko Olina Beach Villa (O404)

    Hale Hauoli Ko Olina Beach Villa (O404)

    Kapolei, HI

    Pool Hot Tub

    $362 to $977/night

  55. CONDOMINIUM
    C5-1 Bedroom Oceanfront

    C5-1 Bedroom Oceanfront

    Kihei, HI

    Pool
    FREE CANCELLATION

    $259 to $428/night

  56. CONDOMINIUM
    E3-1 Bedroom Oceanfront

    E3-1 Bedroom Oceanfront

    Kihei, HI

    Pool
    FREE CANCELLATION

    $259 to $428/night

  57. CONDOMINIUM
    F5-2 Bedroom Oceanfront Townhouse

    F5-2 Bedroom Oceanfront Townhouse

    Kihei, HI

    Pool
    FREE CANCELLATION

    $304 to $540/night

  58. CONDOMINIUM
    Kaleialoha 309

    Kaleialoha 309

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $161 to $361/night

  59. CONDOMINIUM
    Kahana Reef #322

    Kahana Reef #322

    LAHAINA, HI

    Pool
    FREE CANCELLATION

    $563 to $1,125/night

  60. CONDOMINIUM
    WAILEA ELUA, #1002

    WAILEA ELUA, #1002

    Wailea, Maui, HI

    Pool Hot Tub

    $841 to $1,515/night

  61. CONDOMINIUM
    KAMAOLE NALU, #601

    KAMAOLE NALU, #601

    Kihei, Maui, HI

    Pool

    $191 to $332/night

  62. CONDOMINIUM
    KAMAOLE NALU, #605

    KAMAOLE NALU, #605

    Kihei, Maui, HI

    Pool

    $331 to $526/night

  63. CONDOMINIUM
    ROYAL MAUIAN, #315

    ROYAL MAUIAN, #315

    Kihei, Maui, HI

    Pool

    $437 to $605/night

  64. CONDOMINIUM
    KAMAOLE NALU, #303

    KAMAOLE NALU, #303

    Kihei, Maui, HI

    Pool

    $247 to $394/night

  65. CONDOMINIUM
    MENEHUNE SHORES, #510**^

    MENEHUNE SHORES, #510**^

    Kihei, Maui, HI

    Pool

    $560 to $662/night

  66. CONDOMINIUM
    MENEHUNE SHORES, #515

    MENEHUNE SHORES, #515

    Kihei, Maui, HI

    Pool

    $477 to $533/night

  67. CONDOMINIUM
    KIHEI SURFSIDE, #612

    KIHEI SURFSIDE, #612

    Kihei, Maui, HI

    Pool

    $185 to $427/night

  68. CONDOMINIUM
    WAILEA ELUA, #1702

    WAILEA ELUA, #1702

    Wailea, Maui,, HI

    Pool Hot Tub

    $785 to $1,347/night

  69. CONDOMINIUM
    KAMAOLE NALU, #602

    KAMAOLE NALU, #602

    Kihei, Maui, HI

    Pool

    $247 to $394/night

  70. CONDOMINIUM
    ROYAL MAUIAN, #516

    ROYAL MAUIAN, #516

    Kihei, Maui, HI

    Pool

    $302 to $505/night

  71. CONDOMINIUM
    WAILEA ELUA, #1601

    WAILEA ELUA, #1601

    Wailea, Maui, HI

    Pool Hot Tub

    $471 to $896/night

  72. CONDOMINIUM
    ROYAL MAUIAN, #607

    ROYAL MAUIAN, #607

    Kihei, Maui, HI

    Pool

    $291 to $505/night

  73. CONDOMINIUM
    KAMAOLE NALU, #503

    KAMAOLE NALU, #503

    Kihei, Maui, HI

    Pool

    $247 to $394/night

  74. CONDOMINIUM
    ROYAL MAUIAN, #518^

    ROYAL MAUIAN, #518^

    Kihei, Maui, HI

    Pool

    $515 to $702/night

  75. CONDOMINIUM
    ROYAL MAUIAN, #219

    ROYAL MAUIAN, #219

    Kihei, Maui, HI

    Pool

    $272 to $438/night

  76. CONDOMINIUM
    KIHEI SURFSIDE, #211

    KIHEI SURFSIDE, #211

    Kihei, Maui, HI

    Pool

    $185 to $448/night

  77. CONDOMINIUM
    Kahana Sunset F6

    Kahana Sunset F6

    Lahiana, HI

    Pool

    $371 to $484/night

  78. CONDOMINIUM
    Kahana Sunset F4

    Kahana Sunset F4

    Lahaina, HI

    Pool

    $428 to $484/night

  79. CONDOMINIUM
    ROYAL MAUIAN, #208^

    ROYAL MAUIAN, #208^

    Kihei, Maui, HI

    Pool

    $324 to $381/night

  80. CONDOMINIUM
    KAMAOLE NALU, #201

    KAMAOLE NALU, #201

    Kihei, Maui, HI

    Pool

    $180 to $332/night

  81. CONDOMINIUM
    KAMAOLE NALU, #105

    KAMAOLE NALU, #105

    Kihei, Maui, HI

    Pool

    $313 to $526/night

  82. CONDOMINIUM
    Hale Welo Ko Olina Beach Villa (B806)

    Hale Welo Ko Olina Beach Villa (B806)

    Kapolei, HI

    Pool Hot Tub

    $408 to $977/night

  83. CONDOMINIUM
    KAMAOLE NALU, #104

    KAMAOLE NALU, #104

    Kihei, Maui, HI

    Pool

    $247 to $394/night

  84. CONDOMINIUM
    SUGAR BEACH RESORT, #PH12

    SUGAR BEACH RESORT, #PH12

    Kihei, Maui, HI

    Pool Hot Tub

    $286 to $560/night

  85. CONDOMINIUM
    Waiohuli Beach Hale #D-221

    Waiohuli Beach Hale #D-221

    Kihei, HI

    Pool
    FREE CANCELLATION

    $157 to $277/night

  86. CONDOMINIUM
    Mahana Resort #1003

    Mahana Resort #1003

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $232 to $493/night

  87. CONDOMINIUM
    MAKENA SURF RESORT, #G-104

    MAKENA SURF RESORT, #G-104

    Makena, Maui, HI

    Pool Hot Tub

    $762 to $1,094/night

  88. CONDOMINIUM
    Maui Sands #5F

    Maui Sands #5F

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $191 to $427/night

  89. CONDOMINIUM
    Sands Of Kahana 272

    Sands Of Kahana 272

    Lahaina, HI

    Pool Hot Tub

    $506 to $563/night

  90. HOUSE
    Oceanfront 3BR, Breathtaking Views

    Oceanfront 3BR, Breathtaking Views

    Captain Cook, HI

    FREE CANCELLATION

    $203 to $522/night

  91. CONDOMINIUM
    Kaanapali Shores 403

    Kaanapali Shores 403

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $311 to $965/night

  92. CONDOMINIUM
    Hololani A303

    Hololani A303

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $175 to $499/night

  93. CONDOMINIUM
    Hale Mahina #A207

    Hale Mahina #A207

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $191 to $414/night

  94. CONDOMINIUM
    Kahana Sunset F2

    Kahana Sunset F2

    Lahaina, HI

    Pool

    $428 to $484/night

  95. CONDOMINIUM
    Sealodge J2

    Sealodge J2

    Princeville, HI

    Pool
    FREE CANCELLATION

    $226 to $257/night

  96. CONDOMINIUM
    Lokelani #A205

    Lokelani #A205

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $325 to $640/night

  97. CONDOMINIUM
    Mahana Resort #813

    Mahana Resort #813

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $273 to $493/night

  98. CONDOMINIUM
    Mahana Resort #617

    Mahana Resort #617

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $319 to $638/night

  99. CONDOMINIUM
    Mahana Resort #1107

    Mahana Resort #1107

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $325 to $638/night

  100. CONDOMINIUM
    Hololani A701

    Hololani A701

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $199 to $474/night