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 Premier Condo I207

    Aina Nalu Premier Condo I207

    Lahaina, HI

    FREE CANCELLATION

    $217 to $604/night

  2. CONDOMINIUM
    Ocean & Golf Course Views! 3 Bedroom- Waikoloa Villas A202

    Ocean & Golf Course Views! 3 Bedroom- Waikoloa Villa...

    Waikoloa, HI

    Pool
    FREE CANCELLATION

    $213 to $298/night

  3. CONDOMINIUM
    Bamboo 906 Condominium

    Bamboo 906 Condominium

    Honolulu, HI

    FREE CANCELLATION
  4. CONDOMINIUM
    Diamond Head Beach Hotel 1002

    Diamond Head Beach Hotel 1002

    Honolulu, HI

    FREE CANCELLATION

    $178 to $248/night

  5. CONDOMINIUM
    Diamond Head Beach Hotel 1401

    Diamond Head Beach Hotel 1401

    Honolulu, HI

    FREE CANCELLATION

    $360 to $557/night

  6. APARTMENT
    Diamond Head Beach Hotel 303

    Diamond Head Beach Hotel 303

    Honolulu, HI

    FREE CANCELLATION

    $153 to $219/night

  7. APARTMENT
    Tradewinds Plaza 304

    Tradewinds Plaza 304

    Honolulu, HI

    FREE CANCELLATION

    $158 to $203/night

  8. CONDOMINIUM
    Waikiki Grand 312 Condo

    Waikiki Grand 312 Condo

    Honolulu, HI

    Pool
    FREE CANCELLATION

    $129 to $169/night

  9. APARTMENT
    Waikiki Grand 315 Studio

    Waikiki Grand 315 Studio

    Honolulu, HI

    Pool
    FREE CANCELLATION

    $124 to $179/night

  10. APARTMENT
    Waikiki Grand 408 Studio

    Waikiki Grand 408 Studio

    Honolulu, HI

    Pool
    FREE CANCELLATION

    $142 to $179/night

  11. APARTMENT
    Waikiki Grand 411 Studio

    Waikiki Grand 411 Studio

    Honolulu, HI

    Pool
    FREE CANCELLATION

    $124 to $174/night

  12. CONDOMINIUM
    Waikiki Grand 600 Condo

    Waikiki Grand 600 Condo

    Honolulu, HI

    Pool
    FREE CANCELLATION
  13. CONDOMINIUM
    Waikiki Grand 605 Condo

    Waikiki Grand 605 Condo

    Honolulu, HI

    Pets OK
    FREE CANCELLATION
  14. CONDOMINIUM
    Waikiki Grand 704 Condo

    Waikiki Grand 704 Condo

    Honolulu, HI

    Pets OK
    FREE CANCELLATION
  15. APARTMENT
    Waikiki Grand 908 Studio

    Waikiki Grand 908 Studio

    Honolulu, HI

    Pool
    FREE CANCELLATION

    $167 to $197/night

  16. CONDOMINIUM
    Waikiki Grand 216 Hotel

    Waikiki Grand 216 Hotel

    Honolulu, HI

    Pool
    FREE CANCELLATION

    $100 to $158/night

  17. APARTMENT
    Hawaiian King 405 Apartment

    Hawaiian King 405 Apartment

    Honolulu, HI

    Pool
    FREE CANCELLATION

    $124 to $179/night

  18. CONDOMINIUM
    Palms Waikiki 720

    Palms Waikiki 720

    Honolulu, HI

    Pool
    FREE CANCELLATION

    $168 to $197/night

  19. CONDOMINIUM
    Bamboo 1001 Condominium

    Bamboo 1001 Condominium

    Honolulu, HI

    Pool
    FREE CANCELLATION

    $142 to $197/night

  20. CONDOMINIUM
    Kuhio Village 1205 Condominium

    Kuhio Village 1205 Condominium

    Honolulu, HI

    FREE CANCELLATION

    $141 to $163/night

  21. APARTMENT
    Marine Surf 1708 Studio

    Marine Surf 1708 Studio

    Honolulu, HI

    Pool
    FREE CANCELLATION

    $133 to $213/night

  22. CONDOMINIUM
    Diamond Head Beach Hotel 1203

    Diamond Head Beach Hotel 1203

    Honolulu, HI

    Pool
    FREE CANCELLATION

    $242 to $309/night

  23. CONDOMINIUM
    Ilikai Marina Condo 1290 *Legal Vacation Rental

    Ilikai Marina Condo 1290 *Legal Vacation Rental

    Honolulu, HI

    FREE CANCELLATION

    $174 to $731/night

  24. CONDOMINIUM
    Royal Kahana 802

    Royal Kahana 802

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $162 to $569/night

  25. CONDOMINIUM
    Napili Shores F147

    Napili Shores F147

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $202 to $636/night

  26. CONDOMINIUM
    Honua Kai 520

    Honua Kai 520

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $364 to $1,219/night

  27. CONDOMINIUM
    Honua Kai 346

    Honua Kai 346

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $283 to $1,063/night

  28. APARTMENT
    Waikiki Grand 811 Studio

    Waikiki Grand 811 Studio

    Honolulu, HI

    FREE CANCELLATION

    $144 to $186/night

  29. HOTEL ROOM
    Palms Waikiki 815 Hotel Suites

    Palms Waikiki 815 Hotel Suites

    Honolulu, HI

    Pool
    FREE CANCELLATION

    $134 to $186/night

  30. CONDOMINIUM
    Aloha Surf 207

    Aloha Surf 207

    Honolulu, HI

    Pool
    FREE CANCELLATION

    $99 to $129/night

  31. CONDOMINIUM
    Art Cottage

    Art Cottage

    Kahuku, HI

    Pool
    FREE CANCELLATION
  32. CONDOMINIUM
    Hale Kipa

    Hale Kipa

    Kahuku, HI

    Pool
    FREE CANCELLATION
  33. CONDOMINIUM
    Turtle Bay Wicked Wahine***TA-129213644801

    Turtle Bay Wicked Wahine***TA-129213644801

    Kahuku, HI

    Pool
    FREE CANCELLATION
  34. CONDOMINIUM
    Turtle Bay Bird of Paradise**TA-086947840001

    Turtle Bay Bird of Paradise**TA-086947840001

    Kahuku, HI

    Pool
    FREE CANCELLATION
  35. CONDOMINIUM
    Turtle Bay NorthShore Haven***TA074664550401

    Turtle Bay NorthShore Haven***TA074664550401

    Kahuku, HI

    Pool
    FREE CANCELLATION

    $260 to $271/night

  36. CONDOMINIUM
    Naupaka- Kahuku Condo

    Naupaka- Kahuku Condo

    Kahuku, HI

    Pool
    FREE CANCELLATION

    $149 to $237/night

  37. CONDOMINIUM
    Turtle Bay 19th Hole*TA-017785446401

    Turtle Bay 19th Hole*TA-017785446401

    Kahuku, HI

    Pool
    FREE CANCELLATION
  38. CONDOMINIUM
    Turtle Bay Haupia**TA-136982118401

    Turtle Bay Haupia**TA-136982118401

    Kahuku, HI

    Pool
    FREE CANCELLATION
  39. CONDOMINIUM
    Turtle Bay Paniolo**TA-202779033601

    Turtle Bay Paniolo**TA-202779033601

    Kahuku, HI

    Pool
    FREE CANCELLATION
  40. CONDOMINIUM
    Turtle Bay The Darrolee**TA-151924326401

    Turtle Bay The Darrolee**TA-151924326401

    Kahuku, HI

    Pool
    FREE CANCELLATION
  41. CONDOMINIUM
    Crown Flower Turtle Bay Condo

    Crown Flower Turtle Bay Condo

    Kahuku, HI

    Pool
    FREE CANCELLATION
  42. CONDOMINIUM
    Turtle Bay Pakalana***TA-147815833601

    Turtle Bay Pakalana***TA-147815833601

    Kahuku, HI

    Pool
    FREE CANCELLATION
  43. CONDOMINIUM
    Turtle Bay Sunset Retreat***TA-188332646401

    Turtle Bay Sunset Retreat***TA-188332646401

    Kahuku, HI

    Pool
    FREE CANCELLATION

    $260 to $271/night

  44. CONDOMINIUM
    Turtle Bay On The Green**TA-124574924801

    Turtle Bay On The Green**TA-124574924801

    Kahuku, HI

    Pool
    FREE CANCELLATION

    $202 to $225/night

  45. CONDOMINIUM
    Poolside Aina Nalu Condo D107

    Poolside Aina Nalu Condo D107

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $223 to $661/night

  46. CONDOMINIUM
    Poolside Aina Nalu Condo D109

    Poolside Aina Nalu Condo D109

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $223 to $661/night

  47. CONDOMINIUM
    Aina Nalu Condo D210

    Aina Nalu Condo D210

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $231 to $618/night

  48. CONDOMINIUM
    Aina Nalu Condo G109

    Aina Nalu Condo G109

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $231 to $618/night

  49. CONDOMINIUM
    Lahaina Condo K106

    Lahaina Condo K106

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $166 to $553/night

  50. CONDOMINIUM
    Lahaina Condo I205

    Lahaina Condo I205

    St. Lahaina, HI

    Pool
    FREE CANCELLATION

    $166 to $608/night

  51. HOUSE
    Hale Ke Aluala

    Hale Ke Aluala

    Waimea, HI

    FREE CANCELLATION

    $471 to $683/night

  52. CONDOMINIUM
    Aina Nalu Condo B202

    Aina Nalu Condo B202

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $202 to $636/night

  53. CONDOMINIUM
    Aina Nalu Premier Platinum Condo A110

    Aina Nalu Premier Platinum Condo A110

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $202 to $636/night

  54. APARTMENT
    Condo with Ocean View! Right on a Golf Course & Minutes from the Beach!

    Condo with Ocean View! Right on a Golf Course & Minu...

    Waikoloa, HI

    Pool
    FREE CANCELLATION

    $140 to $213/night

  55. CONDOMINIUM
    Waikiki Grand Condominium 922 *Legal Vacation Rental

    Waikiki Grand Condominium 922 *Legal Vacation Rental

    Honolulu, HI

    Pool
    FREE CANCELLATION

    $111 to $596/night

  56. VILLA
    Vacation Home in Ko Olina Resort

    Vacation Home in Ko Olina Resort

    Kapolei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $146 to $158/night

  57. CONDOMINIUM
    Nani Kai Hale # 301

    Nani Kai Hale # 301

    Kihei, HI

    FREE CANCELLATION

    $141 to $197/night

  58. CONDOMINIUM
    Nani Kai Hale # 307

    Nani Kai Hale # 307

    Kihei, HI

    Pool
    FREE CANCELLATION

    $152 to $219/night

  59. CONDOMINIUM
    Nani Kai Hale # 405

    Nani Kai Hale # 405

    Kihei, HI

    FREE CANCELLATION

    $152 to $219/night

  60. CONDOMINIUM
    Nani Kai Hale # 308

    Nani Kai Hale # 308

    Kihei, HI

    Pool
    FREE CANCELLATION

    $203 to $264/night

  61. CONDOMINIUM
    Nani Kai Hale # 609

    Nani Kai Hale # 609

    Kihei, HI

    Pool
    FREE CANCELLATION

    $264 to $298/night

  62. CONDOMINIUM
    Aina Nalu Premier Platinum Condo H206

    Aina Nalu Premier Platinum Condo H206

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $180 to $609/night

  63. CONDOMINIUM
    Aina Nalu Condo D201

    Aina Nalu Condo D201

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $231 to $618/night

  64. CONDOMINIUM
    Aina Nalu Premier Platinum Condo K101

    Aina Nalu Premier Platinum Condo K101

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $231 to $680/night

  65. CONDOMINIUM
    MAALAEA SURF, #C-8

    MAALAEA SURF, #C-8

    Kihei, Maui, HI

    Pool

    $313 to $526/night

  66. CONDOMINIUM
    Plantation 1111

    Plantation 1111

    Princeville, HI

    Pool Hot Tub

    $241 to $271/night

  67. CONDOMINIUM
    Pali Ke Kua 238

    Pali Ke Kua 238

    Princeville, HI

    Pool Hot Tub

    $259 to $355/night

  68. CONDOMINIUM
    Pacific Shores B102

    Pacific Shores B102

    Kihei, HI

    Pool
    FREE CANCELLATION

    $219 to $499/night

  69. CONDOMINIUM
    Maui Eldorado Condo J100

    Maui Eldorado Condo J100

    Kaanapali, HI

    Pool
    FREE CANCELLATION

    $358 to $816/night

  70. CONDOMINIUM
    Kihei Akahi #C-109

    Kihei Akahi #C-109

    KIHEI, HI

    Pool
    FREE CANCELLATION

    $235 to $296/night

  71. CONDOMINIUM
    H2-1 Bedroom Beachfront

    H2-1 Bedroom Beachfront

    Kihei, HI

    Pool
    FREE CANCELLATION

    $304 to $467/night

  72. CONDOMINIUM
    Kauhale Makai #132

    Kauhale Makai #132

    KIHEI, HI

    Pool Hot Tub
    FREE CANCELLATION

    $305 to $390/night

  73. CONDOMINIUM
    Sands Of Kahana 373

    Sands Of Kahana 373

    Lahaina, HI

    Pool Hot Tub

    $332 to $388/night

  74. 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

  75. CONDOMINIUM
    Maui Vista #1-319

    Maui Vista #1-319

    Kihei, HI

    Pool
    FREE CANCELLATION

    $184 to $254/night

  76. CONDOMINIUM
    338

    338

    Kihei, HI

    Pool
    FREE CANCELLATION

    $235 to $317/night

  77. CONDOMINIUM
    Hale Pineapple

    Hale Pineapple

    Lahaina, HI

    FREE CANCELLATION

    $163 to $239/night

  78. HOUSE
    OTA House

    OTA House

    Princeville, HI

    FREE CANCELLATION

    $219 to $280/night

  79. CONDOMINIUM
    Discovery Bay 3719

    Discovery Bay 3719

    Honolulu, HI

    Pool
    FREE CANCELLATION

    $110 to $203/night

  80. CONDOMINIUM
    130

    130

    Kihei, HI

    Pool
    FREE CANCELLATION

    $188 to $258/night

  81. CONDOMINIUM
    264

    264

    Kihei, HI

    Pool
    FREE CANCELLATION

    $258 to $340/night

  82. CONDOMINIUM
    209

    209

    Kihei, HI

    Pool
    FREE CANCELLATION

    $188 to $258/night

  83. CONDOMINIUM
    Puu Poa 310

    Puu Poa 310

    Princeville, HI

    Pool

    $392 to $542/night

  84. CONDOMINIUM
    Kihei Bay Surf #213

    Kihei Bay Surf #213

    Kihei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $115 to $186/night

  85. CONDOMINIUM
    Kihei Akahi #C-203

    Kihei Akahi #C-203

    Kihei, HI

    Pool
    FREE CANCELLATION

    $126 to $242/night

  86. CONDOMINIUM
    Hale Ono Loa 106

    Hale Ono Loa 106

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $143 to $331/night

  87. CONDOMINIUM
    Mahana 1113

    Mahana 1113

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $296 to $1,066/night

  88. CONDOMINIUM
    Kamaole Sands #2-306

    Kamaole Sands #2-306

    Kihei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $196 to $347/night

  89. CONDOMINIUM
    Maui Kamaole #J-103

    Maui Kamaole #J-103

    Kihei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $196 to $342/night

  90. APARTMENT
    KV202A 2450 Prince Edward St Honolulu DLDL-CTOQ(EV)-LHMF-ACH

    KV202A 2450 Prince Edward St Honolulu DLDL-CTOQ(EV)-LHMF...

    Honolulu, HI

    FREE CANCELLATION

    $111 to $161/night

  91. CONDOMINIUM
    Kauhale Makai #605

    Kauhale Makai #605

    KIHEI, HI

    Pool Hot Tub
    FREE CANCELLATION

    $253 to $311/night

  92. CONDOMINIUM
    Nani Kai Hale #208

    Nani Kai Hale #208

    KIHEI, HI

    Pool
    FREE CANCELLATION

    $239 to $326/night

  93. CONDOMINIUM
    Napili Shores E240

    Napili Shores E240

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $149 to $299/night

  94. CONDOMINIUM
    Maui Sunset B402

    Maui Sunset B402

    Kihei, HI

    Pool
    FREE CANCELLATION

    $150 to $284/night

  95. CONDOMINIUM
    Kihei Bay Surf #208

    Kihei Bay Surf #208

    Kihei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $103 to $173/night

  96. CONDOMINIUM
    Ewa Hotel Waikiki #809

    Ewa Hotel Waikiki #809

    Honolulu, HI

    FREE CANCELLATION

    $172 to $563/night

  97. CONDOMINIUM
    Kamaole Sands #08-411

    Kamaole Sands #08-411

    KIHEI, HI

    Pool Hot Tub
    FREE CANCELLATION

    $393 to $480/night

  98. CONDOMINIUM
    Maui Vista #1322

    Maui Vista #1322

    Kihei, HI

    Pool
    FREE CANCELLATION

    $241 to $279/night

  99. CONDOMINIUM
    Sunny 1BR w/ Pool & Balcony- Walk 5 Minutes to Beach

    Sunny 1BR w/ Pool & Balcony- Walk 5 Minutes to Beach...

    Kihei, HI

    Pool
    FREE CANCELLATION

    $106 to $339/night

  100. HOUSE
    Hale Pua

    Hale Pua

    Kailua Kona, HI

    Pool Hot Tub

    $1,635 to $2,364/night