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
    Bamboo 906 Condominium

    Bamboo 906 Condominium

    Honolulu, HI

    FREE CANCELLATION
  2. APARTMENT
    Diamond Head Beach Hotel 303

    Diamond Head Beach Hotel 303

    Honolulu, HI

    FREE CANCELLATION

    $153 to $219/night

  3. APARTMENT
    Tradewinds Plaza 304

    Tradewinds Plaza 304

    Honolulu, HI

    FREE CANCELLATION

    $158 to $203/night

  4. CONDOMINIUM
    Waikiki Grand 312 Condo

    Waikiki Grand 312 Condo

    Honolulu, HI

    Pool
    FREE CANCELLATION

    $129 to $169/night

  5. APARTMENT
    Waikiki Grand 315 Studio

    Waikiki Grand 315 Studio

    Honolulu, HI

    Pool
    FREE CANCELLATION

    $124 to $179/night

  6. APARTMENT
    Waikiki Grand 408 Studio

    Waikiki Grand 408 Studio

    Honolulu, HI

    Pool
    FREE CANCELLATION

    $142 to $179/night

  7. APARTMENT
    Waikiki Grand 411 Studio

    Waikiki Grand 411 Studio

    Honolulu, HI

    Pool
    FREE CANCELLATION

    $124 to $174/night

  8. CONDOMINIUM
    Waikiki Grand 605 Condo

    Waikiki Grand 605 Condo

    Honolulu, HI

    Pets OK
    FREE CANCELLATION
  9. APARTMENT
    Waikiki Grand 908 Studio

    Waikiki Grand 908 Studio

    Honolulu, HI

    Pool
    FREE CANCELLATION

    $167 to $197/night

  10. CONDOMINIUM
    Waikiki Grand 216 Hotel

    Waikiki Grand 216 Hotel

    Honolulu, HI

    Pool
    FREE CANCELLATION

    $100 to $158/night

  11. APARTMENT
    Hawaiian King 405 Apartment

    Hawaiian King 405 Apartment

    Honolulu, HI

    Pool
    FREE CANCELLATION

    $124 to $179/night

  12. CONDOMINIUM
    Palms Waikiki 720

    Palms Waikiki 720

    Honolulu, HI

    Pool
    FREE CANCELLATION

    $168 to $197/night

  13. CONDOMINIUM
    Bamboo 1001 Condominium

    Bamboo 1001 Condominium

    Honolulu, HI

    Pool
    FREE CANCELLATION

    $142 to $197/night

  14. CONDOMINIUM
    Kuhio Village 1205 Condominium

    Kuhio Village 1205 Condominium

    Honolulu, HI

    FREE CANCELLATION

    $141 to $163/night

  15. CONDOMINIUM
    Diamond Head Beach Hotel 1203

    Diamond Head Beach Hotel 1203

    Honolulu, HI

    Pool
    FREE CANCELLATION

    $242 to $309/night

  16. CONDOMINIUM
    Ilikai Marina Condo 1290 *Legal Vacation Rental

    Ilikai Marina Condo 1290 *Legal Vacation Rental

    Honolulu, HI

    FREE CANCELLATION

    $174 to $731/night

  17. APARTMENT
    Waikiki Grand 811 Studio

    Waikiki Grand 811 Studio

    Honolulu, HI

    FREE CANCELLATION

    $144 to $186/night

  18. HOTEL ROOM
    Palms Waikiki 815 Hotel Suites

    Palms Waikiki 815 Hotel Suites

    Honolulu, HI

    Pool
    FREE CANCELLATION

    $134 to $186/night

  19. CONDOMINIUM
    Aloha Surf 207

    Aloha Surf 207

    Honolulu, HI

    Pool
    FREE CANCELLATION

    $99 to $129/night

  20. HOUSE
    Hale Ke Aluala

    Hale Ke Aluala

    Waimea, HI

    FREE CANCELLATION

    $471 to $683/night

  21. CONDOMINIUM
    Waikiki Grand Condominium 922 *Legal Vacation Rental

    Waikiki Grand Condominium 922 *Legal Vacation Rental

    Honolulu, HI

    Pool
    FREE CANCELLATION

    $111 to $596/night

  22. VILLA
    Vacation Home in Ko Olina Resort

    Vacation Home in Ko Olina Resort

    Kapolei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $146 to $158/night

  23. CONDOMINIUM
    Kamaole Sands 5-313

    Kamaole Sands 5-313

    Kihei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $124 to $394/night

  24. CONDOMINIUM
    Koa Lagoon #505

    Koa Lagoon #505

    Kihei, HI

    Pool
    FREE CANCELLATION

    $208 to $296/night

  25. CONDOMINIUM
    107

    107

    Kihei, HI

    Pool
    FREE CANCELLATION

    $188 to $258/night

  26. CONDOMINIUM
    Hale Kai Ko Olina Beach Villa (B904)

    Hale Kai Ko Olina Beach Villa (B904)

    Kapolei, HI

    Pool Hot Tub

    $571 to $1,789/night

  27. CONDOMINIUM
    Ilikai 1927

    Ilikai 1927

    Honolulu, HI

    Pool
    FREE CANCELLATION

    $146 to $281/night

  28. CONDOMINIUM
    Ilikai Marina 1384

    Ilikai Marina 1384

    Waikiki, HI

    FREE CANCELLATION

    $141 to $262/night

  29. CONDOMINIUM
    Discovery Bay 2502

    Discovery Bay 2502

    Honolulu, HI

    Pool
    FREE CANCELLATION

    $110 to $203/night

  30. CONDOMINIUM
    Discovery Bay 2003

    Discovery Bay 2003

    Honolulu, HI

    Pool
    FREE CANCELLATION

    $102 to $186/night

  31. CONDOMINIUM
    Kahana Sunset B1

    Kahana Sunset B1

    Lahaina, HI

    Pool

    $253 to $309/night

  32. CONDOMINIUM
    Sands Of Kahana 344

    Sands Of Kahana 344

    Lahaina, HI

    Pool Hot Tub

    $332 to $388/night

  33. CONDOMINIUM
    Valley Isle 204

    Valley Isle 204

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $161 to $363/night

  34. CONDOMINIUM
    Hoyochi Nikko #109

    Hoyochi Nikko #109

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $201 to $409/night

  35. CONDOMINIUM
    311

    311

    Kihei, HI

    Pool
    FREE CANCELLATION

    $235 to $317/night

  36. CONDOMINIUM
    Kahana Sunset F1

    Kahana Sunset F1

    Lahaina, HI

    Pool

    $428 to $484/night

  37. CONDOMINIUM
    Kahana Sunset F12

    Kahana Sunset F12

    Lahaina, HI

    Pool

    $428 to $484/night

  38. CONDOMINIUM
    Hale Mahina Ko Olina Beach Villa (O904)

    Hale Mahina Ko Olina Beach Villa (O904)

    Kapolei, HI

    Pool Hot Tub

    $397 to $1,209/night

  39. CONDOMINIUM
    Kamaole Sands #9-203

    Kamaole Sands #9-203

    Kihei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $173 to $208/night

  40. CONDOMINIUM
    155

    155

    Kihei, HI

    Pool
    FREE CANCELLATION

    $188 to $258/night

  41. CONDOMINIUM
    131

    131

    Kihei, HI

    Pool
    FREE CANCELLATION

    $188 to $258/night

  42. CONDOMINIUM
    Kihei Kai Nani 373

    Kihei Kai Nani 373

    Kihei, HI

    Pool
    FREE CANCELLATION

    $173 to $335/night

  43. CONDOMINIUM
    Ilikai 1130

    Ilikai 1130

    Waikiki, HI

    Pool
    FREE CANCELLATION

    $154 to $262/night

  44. CONDOMINIUM
    308

    308

    Kihei, HI

    Pool
    FREE CANCELLATION

    $258 to $340/night

  45. CONDOMINIUM
    Hale Kaimana Ko Olina Beach Villa (B903)

    Hale Kaimana Ko Olina Beach Villa (B903)

    Kapolei, HI

    Pool Hot Tub

    $508 to $1,789/night

  46. CONDOMINIUM
    Waikoloa Resort Gem w/ Pool & Hot Tub- Near Beach

    Waikoloa Resort Gem w/ Pool & Hot Tub- Near Beach

    Waikoloa, HI

    Pool Hot Tub
    FREE CANCELLATION

    $192 to $252/night

  47. CONDOMINIUM
    Kaleialoha 112

    Kaleialoha 112

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $167 to $381/night

  48. CONDOMINIUM
    Palm Leaf

    Palm Leaf

    Kamuela, HI

    Pool Hot Tub

    $238 to $598/night

  49. CONDOMINIUM
    171

    171

    Kihei, HI

    Pool
    FREE CANCELLATION

    $188 to $297/night

  50. CONDOMINIUM
    Waikiki Sunset WS 2404- STKP

    Waikiki Sunset WS 2404- STKP

    Honolulu, HI

    Pool
    FREE CANCELLATION

    $156 to $201/night

  51. CONDOMINIUM
    Koa Lagoon #206

    Koa Lagoon #206

    Kihei, HI

    Pool
    FREE CANCELLATION

    $208 to $348/night

  52. HOUSE
    Plantation Cottage

    Plantation Cottage

    Hanalei, HI

    FREE CANCELLATION

    $392 to $523/night

  53. CONDOMINIUM
    Pacific Shores B102

    Pacific Shores B102

    Kihei, HI

    Pool
    FREE CANCELLATION

    $219 to $499/night

  54. CONDOMINIUM
    Kapalua Bay Villas 34B-4

    Kapalua Bay Villas 34B-4

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $339 to $773/night

  55. CONDOMINIUM
    Lauloa 105

    Lauloa 105

    Wailuku, HI

    Pool
    FREE CANCELLATION

    $211 to $438/night

  56. CONDOMINIUM
    D3-1 Bedroom Beachfront

    D3-1 Bedroom Beachfront

    Kihei, HI

    Pool
    FREE CANCELLATION

    $304 to $467/night

  57. CONDOMINIUM
    Leinaala Oceanfront #302

    Leinaala Oceanfront #302

    Kihei, HI

    Pool
    FREE CANCELLATION

    $161 to $278/night

  58. CONDOMINIUM
    Kihei Akahi #DG06

    Kihei Akahi #DG06

    Kihei, HI

    Pool
    FREE CANCELLATION

    $126 to $231/night

  59. CONDOMINIUM
    164

    164

    Kihei, HI

    Pool
    FREE CANCELLATION

    $188 to $258/night

  60. CONDOMINIUM
    Kamaole Sands #4-105

    Kamaole Sands #4-105

    Kihei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $157 to $371/night

  61. CONDOMINIUM
    Sands Of Kahana 373

    Sands Of Kahana 373

    Lahaina, HI

    Pool Hot Tub

    $332 to $388/night

  62. CONDOMINIUM
    Hale Lau Wai Ko Olina Beach Villa (O704)

    Hale Lau Wai Ko Olina Beach Villa (O704)

    Kapolei, HI

    Pool Hot Tub

    $362 to $977/night

  63. CONDOMINIUM
    Maui Vista #1-319

    Maui Vista #1-319

    Kihei, HI

    Pool
    FREE CANCELLATION

    $184 to $254/night

  64. CONDOMINIUM
    338

    338

    Kihei, HI

    Pool
    FREE CANCELLATION

    $235 to $317/night

  65. CONDOMINIUM
    Hale Pineapple

    Hale Pineapple

    Lahaina, HI

    FREE CANCELLATION

    $163 to $239/night

  66. HOUSE
    OTA House

    OTA House

    Princeville, HI

    FREE CANCELLATION

    $219 to $280/night

  67. CONDOMINIUM
    Discovery Bay 3719

    Discovery Bay 3719

    Honolulu, HI

    Pool
    FREE CANCELLATION

    $110 to $203/night

  68. CONDOMINIUM
    130

    130

    Kihei, HI

    Pool
    FREE CANCELLATION

    $188 to $258/night

  69. CONDOMINIUM
    264

    264

    Kihei, HI

    Pool
    FREE CANCELLATION

    $258 to $340/night

  70. CONDOMINIUM
    209

    209

    Kihei, HI

    Pool
    FREE CANCELLATION

    $188 to $258/night

  71. CONDOMINIUM
    Kihei Bay Surf #213

    Kihei Bay Surf #213

    Kihei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $115 to $186/night

  72. CONDOMINIUM
    Hale Ono Loa 106

    Hale Ono Loa 106

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $143 to $331/night

  73. CONDOMINIUM
    Mahana 1113

    Mahana 1113

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $296 to $1,066/night

  74. CONDOMINIUM
    Kamaole Sands #2-306

    Kamaole Sands #2-306

    Kihei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $196 to $347/night

  75. CONDOMINIUM
    Maui Kamaole #J-103

    Maui Kamaole #J-103

    Kihei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $196 to $342/night

  76. CONDOMINIUM
    Mahina Surf 220

    Mahina Surf 220

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $175 to $349/night

  77. CONDOMINIUM
    Napili Shores E240

    Napili Shores E240

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $149 to $299/night

  78. CONDOMINIUM
    Maui Sunset B402

    Maui Sunset B402

    Kihei, HI

    Pool
    FREE CANCELLATION

    $150 to $284/night

  79. CONDOMINIUM
    Kihei Bay Surf #208

    Kihei Bay Surf #208

    Kihei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $103 to $173/night

  80. CONDOMINIUM
    PuaMana 175-2

    PuaMana 175-2

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $187 to $324/night

  81. CONDOMINIUM
    Kihei Bay Vista #C-206

    Kihei Bay Vista #C-206

    Kihei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $138 to $231/night

  82. CONDOMINIUM
    Kahana Sunset A3

    Kahana Sunset A3

    Lahaina, HI

    Pool

    $326 to $383/night

  83. CONDOMINIUM
    Kamaole Sands #5-414

    Kamaole Sands #5-414

    Kihei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $273 to $429/night

  84. CONDOMINIUM
    340

    340

    Kihei, HI

    Pool
    FREE CANCELLATION

    $258 to $340/night

  85. CONDOMINIUM
    Aina Nalu K102

    Aina Nalu K102

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $181 to $399/night

  86. CONDOMINIUM
    Kapalua Ridge Villa 1214 Gold Ocean View

    Kapalua Ridge Villa 1214 Gold Ocean View

    Kapalua, HI

    Pool

    $481 to $856/night

  87. CONDOMINIUM
    Sugar Beach Resort PH 40

    Sugar Beach Resort PH 40

    Kihei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $393 to $544/night

  88. CONDOMINIUM
    Maui Kamaole #J-217

    Maui Kamaole #J-217

    Kihei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $226 to $336/night

  89. CONDOMINIUM
    Palms at Wailea #1507

    Palms at Wailea #1507

    Wailea, HI

    Pool Hot Tub
    FREE CANCELLATION

    $405 to $579/night

  90. CONDOMINIUM
    Maui Kamaole #J-120

    Maui Kamaole #J-120

    Kihei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $191 to $347/night

  91. CONDOMINIUM
    Wailea Ekolu #804

    Wailea Ekolu #804

    Wailea, HI

    Pool
    FREE CANCELLATION

    $261 to $405/night

  92. CONDOMINIUM
    Unit 111

    Unit 111

    Lahaina, HI

    FREE CANCELLATION

    $196 to $284/night

  93. CONDOMINIUM
    273

    273

    Kihei, HI

    Pool
    FREE CANCELLATION

    $258 to $340/night

  94. CONDOMINIUM
    Aina Nalu B204

    Aina Nalu B204

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $256 to $577/night

  95. CONDOMINIUM
    Royal Kahana 106

    Royal Kahana 106

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $160 to $345/night

  96. CONDOMINIUM
    Kahana Manor 410

    Kahana Manor 410

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $124 to $324/night

  97. HOUSE
    Hale Ola Kai

    Hale Ola Kai

    Hanalei, HI

    FREE CANCELLATION

    $790 to $1,051/night

  98. CONDOMINIUM
    156

    156

    Kihei, HI

    Pool
    FREE CANCELLATION

    $188 to $258/night

  99. CONDOMINIUM
    127

    127

    Kihei, HI

    Pool
    FREE CANCELLATION

    $188 to $258/night

  100. HOUSE
    Papaua Paradise 43

    Papaua Paradise 43

    Lahaina, HI

    Hot Tub
    FREE CANCELLATION

    $1,869 to $3,125/night