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. HOUSE
    Beautiful Resort! Close to Beaches! Pool & Hot Tub! Fairway Villas Unit N-3

    Beautiful Resort! Close to Beaches! Pool & Hot Tub! ...

    Waikoloa, HI

    Pool Hot Tub
    FREE CANCELLATION

    $177 to $303/night

  2. CONDOMINIUM
    Bamboo 405 Condominium

    Bamboo 405 Condominium

    Honolulu, HI

    Pool
    FREE CANCELLATION
  3. CONDOMINIUM
    Bamboo 702 Condominium

    Bamboo 702 Condominium

    Honolulu, HI

    Pool
    FREE CANCELLATION
  4. APARTMENT
    Diamond Head Beach Hotel 602

    Diamond Head Beach Hotel 602

    Honolulu, HI

    FREE CANCELLATION

    $203 to $349/night

  5. CONDOMINIUM
    Diamond Head Beach Hotel PH01

    Diamond Head Beach Hotel PH01

    Honolulu, HI

    FREE CANCELLATION

    $394 to $473/night

  6. APARTMENT
    Palms Waikiki 320 Studio

    Palms Waikiki 320 Studio

    Honolulu, HI

    Pool
    FREE CANCELLATION
  7. CONDOMINIUM
    Waikiki Grand 516 Condo

    Waikiki Grand 516 Condo

    Honolulu, HI

    Pool
    FREE CANCELLATION

    $133 to $179/night

  8. CONDOMINIUM
    Waikiki Grand 918 Condo

    Waikiki Grand 918 Condo

    Honolulu, HI

    Pool Pets OK
    FREE CANCELLATION

    $140 to $186/night

  9. CONDOMINIUM
    Diamond Head Beach Hotel 501

    Diamond Head Beach Hotel 501

    Honolulu, HI

    Pool
    FREE CANCELLATION

    $315 to $495/night

  10. CONDOMINIUM
    Diamond Head Beach Hotel 601

    Diamond Head Beach Hotel 601

    Honolulu, HI

    FREE CANCELLATION

    $298 to $444/night

  11. CONDOMINIUM
    Waikiki Grand 411

    Waikiki Grand 411

    Honolulu, HI

    Pool
    FREE CANCELLATION

    $124 to $174/night

  12. CONDOMINIUM
    Lahaina Shores 210

    Lahaina Shores 210

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $145 to $569/night

  13. CONDOMINIUM
    Amazing Ocean & Sunset Views! C-206 Village Condos

    Amazing Ocean & Sunset Views! C-206 Village Condos

    Waikoloa Village, HI

    Pool
    FREE CANCELLATION

    $146 to $219/night

  14. CONDOMINIUM
    Exceptional Value for Family! Beautiful Views, Sunsets & Minutes from the Beach!

    Exceptional Value for Family! Beautiful Views, Sunsets &...

    Waikoloa Village, HI

    Pool Hot Tub
    FREE CANCELLATION

    $152 to $286/night

  15. CONDOMINIUM
    Mountain & Golf Course Views! 3 Bed/3 Bath

    Mountain & Golf Course Views! 3 Bed/3 Bath

    Waikoloa Village, HI

    Pool Hot Tub
    FREE CANCELLATION

    $158 to $286/night

  16. CONDOMINIUM
    Ka Hale Kaeloha (House of Love) – Romantic Oceanside Condo

    Ka Hale Kaeloha (House of Love) – Romantic Oceanside C...

    Kaunakakai, HI

    Pool Pets OK
    FREE CANCELLATION

    $158 to $191/night

  17. CONDOMINIUM
    Palms Waikiki 506

    Palms Waikiki 506

    Honolulu, HI

    Pool
    FREE CANCELLATION

    $174 to $242/night

  18. APARTMENT
    Palms Waikiki 507 Studio

    Palms Waikiki 507 Studio

    Honolulu, HI

    FREE CANCELLATION

    $151 to $155/night

  19. CONDOMINIUM
    Waikiki Banyan 2206-2 *Legal Vacation Rental

    Waikiki Banyan 2206-2 *Legal Vacation Rental

    Honolulu, HI

    FREE CANCELLATION

    $174 to $731/night

  20. CONDOMINIUM
    Kuhio Village Towers 608 *Legal Vacation Rental

    Kuhio Village Towers 608 *Legal Vacation Rental

    Honolulu, HI

    FREE CANCELLATION

    $96 to $359/night

  21. CONDOMINIUM
    Waikiki Grand 712 Condo

    Waikiki Grand 712 Condo

    Honolulu, HI

    Pool
    FREE CANCELLATION

    $153 to $186/night

  22. CONDOMINIUM
    Ilikai Marina Condo 1786 *Legal Vacation Rental

    Ilikai Marina Condo 1786 *Legal Vacation Rental

    Honolulu, HI

    Pool
    FREE CANCELLATION

    $174 to $731/night

  23. APARTMENT
    Waikiki Grand 802 Studio

    Waikiki Grand 802 Studio

    Honolulu, HI

    Pool
    FREE CANCELLATION
  24. HOTEL ROOM
    Aloha Surf 601 Hotel Suites

    Aloha Surf 601 Hotel Suites

    Honolulu, HI

    Pool
    FREE CANCELLATION

    $119 to $164/night

  25. CONDOMINIUM
    Bamboo 601 Condominium

    Bamboo 601 Condominium

    Honolulu, HI

    Pool
    FREE CANCELLATION
  26. CONDOMINIUM
    Mahina Surf 205 Condo

    Mahina Surf 205 Condo

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $262 to $776/night

  27. CONDOMINIUM
    Kuleana 313

    Kuleana 313

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $236 to $636/night

  28. VILLA
    Kahana Villa E614

    Kahana Villa E614

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $231 to $776/night

  29. CONDOMINIUM
    Waikiki Grand 308

    Waikiki Grand 308

    Honolulu, HI

    Pool
    FREE CANCELLATION

    $107 to $156/night

  30. CONDOMINIUM
    Aloha Surf 1509

    Aloha Surf 1509

    Honolulu, HI

    Pool
    FREE CANCELLATION

    $111 to $180/night

  31. APARTMENT
    Cabana 401 Apartment

    Cabana 401 Apartment

    Honolulu, HI

    FREE CANCELLATION
  32. CONDOMINIUM
    Turtle Bay Hale Mokulani***TA-055745536001

    Turtle Bay Hale Mokulani***TA-055745536001

    Kahuku, HI

    Pool
    FREE CANCELLATION
  33. CONDOMINIUM
    Turtle Bay Protea *TA-189367910401

    Turtle Bay Protea *TA-189367910401

    Kahuku, HI

    Pool
    FREE CANCELLATION
  34. CONDOMINIUM
    Turtle Bay Anthurium**TA-155327078401

    Turtle Bay Anthurium**TA-155327078401

    Kahuku, HI

    Pool
    FREE CANCELLATION
  35. CONDOMINIUM
    Turtle Bay Kona Coffee***TA-163265126401

    Turtle Bay Kona Coffee***TA-163265126401

    Kahuku, HI

    Pool
    FREE CANCELLATION
  36. CONDOMINIUM
    Turtle Bay Gardenia***TA-197395456001

    Turtle Bay Gardenia***TA-197395456001

    Kahuku, HI

    Pool
    FREE CANCELLATION
  37. CONDOMINIUM
    Turtle Bay Hale Kuilima**TA-114877030401

    Turtle Bay Hale Kuilima**TA-114877030401

    Kahuku, HI

    Pool
    FREE CANCELLATION

    $161 to $191/night

  38. CONDOMINIUM
    Turtle Bay Heliconia**TA-207435366401

    Turtle Bay Heliconia**TA-207435366401

    Kahuku, HI

    Pool
    FREE CANCELLATION
  39. CONDOMINIUM
    Turtle Bay North Shore Golf TA-151246848001

    Turtle Bay North Shore Golf TA-151246848001

    Kahuku, HI

    Pool
    FREE CANCELLATION
  40. CONDOMINIUM
    Turtle Bay Lilikoi**TA-009966796801

    Turtle Bay Lilikoi**TA-009966796801

    Kahuku, HI

    Pool
    FREE CANCELLATION
  41. CONDOMINIUM
    Turtle Bay Aloha Nui Loa***T-090-094-0800-01

    Turtle Bay Aloha Nui Loa***T-090-094-0800-01

    Kahuku, HI

    Pool
    FREE CANCELLATION
  42. CONDOMINIUM
    Turtle Bay Da Kine**TA-163647078401

    Turtle Bay Da Kine**TA-163647078401

    Kahuku, HI

    Pool
    FREE CANCELLATION
  43. CONDOMINIUM
    Turtle Bay Kekoa*TA-185993420801

    Turtle Bay Kekoa*TA-185993420801

    Kahuku, HI

    Pool
    FREE CANCELLATION
  44. CONDOMINIUM
    Turtle Bay Garden Hale**TA-080446464001

    Turtle Bay Garden Hale**TA-080446464001

    Kahuku, HI

    Pool
    FREE CANCELLATION
  45. CONDOMINIUM
    Turtle Bay Ilima***TA-1796157440

    Turtle Bay Ilima***TA-1796157440

    Kahuku, HI

    Pool
    FREE CANCELLATION

    $260 to $271/night

  46. CONDOMINIUM
    Lahaina Condo I209

    Lahaina Condo I209

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $231 to $618/night

  47. CONDOMINIUM
    Aina Nalu Condo I210

    Aina Nalu Condo I210

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $217 to $604/night

  48. CONDOMINIUM
    Lahaina Condo J201

    Lahaina Condo J201

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $231 to $680/night

  49. CONDOMINIUM
    Lahaina Condo J203

    Lahaina Condo J203

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $231 to $618/night

  50. CONDOMINIUM
    Lahaina Condo J204

    Lahaina Condo J204

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $231 to $618/night

  51. CONDOMINIUM
    Lahaina Condo J207

    Lahaina Condo J207

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $231 to $618/night

  52. CONDOMINIUM
    Lahaina Condo K109

    Lahaina Condo K109

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $231 to $618/night

  53. CONDOMINIUM
    Puamana Townhouse 64-1

    Puamana Townhouse 64-1

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $274 to $910/night

  54. HOUSE
    Holoholo ku Waimea

    Holoholo ku Waimea

    Waimea, HI

    FREE CANCELLATION

    $193 to $255/night

  55. HOUSE
    Hale Kohola

    Hale Kohola

    Hilo, HI

    FREE CANCELLATION

    $347 to $466/night

  56. CONDOMINIUM
    Aina Nalu Premier Condo B110

    Aina Nalu Premier Condo B110

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $190 to $623/night

  57. CONDOMINIUM
    Aina Nalu Premier Condo H207

    Aina Nalu Premier Condo H207

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $192 to $579/night

  58. CONDOMINIUM
    Hawaii Living! Close to Beaches! 2 Bed/2 Bath

    Hawaii Living! Close to Beaches! 2 Bed/2 Bath

    Waikoloa, HI

    Pool Hot Tub
    FREE CANCELLATION

    $152 to $244/night

  59. APARTMENT
    Home-Away From Home! Fairway Terrace Unit L-207

    Home-Away From Home! Fairway Terrace Unit L-207

    Waikoloa, HI

    Pool Hot Tub
    FREE CANCELLATION

    $152 to $183/night

  60. CONDOMINIUM
    Kuhio Village Condominium 505A *LEGAL VACATION RENTAL

    Kuhio Village Condominium 505A *LEGAL VACATION RENTAL

    Honolulu, HI

    FREE CANCELLATION

    $96 to $359/night

  61. CONDOMINIUM
    Kuhio Village Condominium 1005A *Legal Vacation Rental

    Kuhio Village Condominium 1005A *Legal Vacation Rental

    Honolulu, HI

    FREE CANCELLATION

    $96 to $359/night

  62. CONDOMINIUM
    Kuhio Village Condominium 701A *Legal Vacation Rental

    Kuhio Village Condominium 701A *Legal Vacation Rental

    Honolulu, HI

    FREE CANCELLATION

    $111 to $596/night

  63. CONDOMINIUM
    Kuhio Village Condominium 410A *LEGAL VACATION RENTAL

    Kuhio Village Condominium 410A *LEGAL VACATION RENTAL

    Honolulu, HI

    FREE CANCELLATION

    $96 to $359/night

  64. CONDOMINIUM
    Kuhio Village Condominium 1201A *LEGAL VACATION RENTAL

    Kuhio Village Condominium 1201A *LEGAL VACATION RENTAL

    Honolulu, HI

    FREE CANCELLATION

    $146 to $619/night

  65. CONDOMINIUM
    Kuhio Village Condominium 502A *LEGAL VACATION RENTAL

    Kuhio Village Condominium 502A *LEGAL VACATION RENTAL

    Honolulu, HI

    FREE CANCELLATION

    $96 to $359/night

  66. CONDOMINIUM
    Discovery Bay 2612

    Discovery Bay 2612

    Honolulu, HI

    Pool
    FREE CANCELLATION

    $110 to $203/night

  67. CONDOMINIUM
    Honua Kai Konea 224

    Honua Kai Konea 224

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $229 to $365/night

  68. CONDOMINIUM
    Noelani #219

    Noelani #219

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $173 to $381/night

  69. CONDOMINIUM
    Kapalua Bay Villa 21G4 Gold Beach Front

    Kapalua Bay Villa 21G4 Gold Beach Front

    Kapalua, HI

    Pool

    $656 to $875/night

  70. CONDOMINIUM
    Wailea Elua #207

    Wailea Elua #207

    Kihei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $464 to $725/night

  71. CONDOMINIUM
    Hale Kamaole #201

    Hale Kamaole #201

    Kihei, HI

    Pool
    FREE CANCELLATION

    $300 to $358/night

  72. CONDOMINIUM
    Wailea Ekahi #53-C

    Wailea Ekahi #53-C

    Wailea, HI

    Pool
    FREE CANCELLATION

    $505 to $708/night

  73. CONDOMINIUM
    Maalaea Surf Resort #C-3

    Maalaea Surf Resort #C-3

    Kihei, HI

    Pool
    FREE CANCELLATION

    $244 to $418/night

  74. CONDOMINIUM
    Waiohuli Beach Hale #D-220

    Waiohuli Beach Hale #D-220

    Kihei, HI

    Pool
    FREE CANCELLATION

    $157 to $277/night

  75. CONDOMINIUM
    Grand Champions #86

    Grand Champions #86

    Kihei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $215 to $325/night

  76. CONDOMINIUM
    275

    275

    Kihei, HI

    Pool
    FREE CANCELLATION

    $258 to $340/night

  77. CONDOMINIUM
    206

    206

    Kihei, HI

    Pool
    FREE CANCELLATION

    $188 to $258/night

  78. CONDOMINIUM
    Maui Vista #2-222

    Maui Vista #2-222

    Kihei, HI

    Pool
    FREE CANCELLATION

    $133 to $211/night

  79. CONDOMINIUM
    Hale Ono Loa 205

    Hale Ono Loa 205

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $156 to $330/night

  80. CONDOMINIUM
    Maui Kamaole #A-203

    Maui Kamaole #A-203

    Kihei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $302 to $458/night

  81. CONDOMINIUM
    Sands Of Kahana 122

    Sands Of Kahana 122

    Lahaina, HI

    Pool Hot Tub

    $186 to $219/night

  82. CONDOMINIUM
    Napili Bay 204

    Napili Bay 204

    Lahaina, HI

    $158 to $203/night

  83. CONDOMINIUM
    Sands of Kahana 366

    Sands of Kahana 366

    LAHAINA, HI

    Pool Hot Tub

    $501 to $619/night

  84. CONDOMINIUM
    Diamond Head Beach Hotel 602

    Diamond Head Beach Hotel 602

    Honolulu, HI

    FREE CANCELLATION

    $186 to $309/night

  85. APARTMENT
    KV301 2463 Kuhio Ave Honolulu THML-CTOQ(LLH)-01M-ACH

    KV301 2463 Kuhio Ave Honolulu THML-CTOQ(LLH)-01M-ACH

    Honolulu, HI

    FREE CANCELLATION

    $113 to $169/night

  86. CONDOMINIUM
    Luana Kai #B-313

    Luana Kai #B-313

    Kihei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $255 to $383/night

  87. CONDOMINIUM
    Kahana Sunset D9

    Kahana Sunset D9

    Lahaina, HI

    Pool

    $276 to $332/night

  88. CONDOMINIUM
    Paki Maui 422

    Paki Maui 422

    Lahaina, HI

    Pool Hot Tub

    $354 to $444/night

  89. CONDOMINIUM
    Whaler On Kaanapali 763

    Whaler On Kaanapali 763

    Lahaina, HI

    Pool Hot Tub

    $248 to $304/night

  90. APARTMENT
    KV601A 2450 Prince Edward St Honolulu TH-CTOQ(KVAO2)-00-CHK

    KV601A 2450 Prince Edward St Honolulu TH-CTOQ(KVAO2)-00-...

    Honolulu, HI

    FREE CANCELLATION

    $105 to $161/night

  91. CONDOMINIUM
    Sands Of Kahana 275

    Sands Of Kahana 275

    Lahaina, HI

    Pool Hot Tub

    $444 to $557/night

  92. CONDOMINIUM
    Kamaole Sands #9-207

    Kamaole Sands #9-207

    Kihei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $196 to $273/night

  93. CONDOMINIUM
    135

    135

    Kihei, HI

    Pool
    FREE CANCELLATION

    $188 to $297/night

  94. CONDOMINIUM
    Maui Vista #3-215

    Maui Vista #3-215

    Kihei, HI

    Pool
    FREE CANCELLATION

    $104 to $208/night

  95. CONDOMINIUM
    Hanalei Bay Villas #16

    Hanalei Bay Villas #16

    Princeville, HI

    FREE CANCELLATION

    $249 to $312/night

  96. CONDOMINIUM
    Discovery Bay 3707

    Discovery Bay 3707

    Honolulu, HI

    Pool
    FREE CANCELLATION

    $85 to $151/night

  97. HOUSE
    Rainbow Hale Estate

    Rainbow Hale Estate

    Lahaina, HI

    $1,661 to $2,429/night

  98. CONDOMINIUM
    Kahana Sunset C4

    Kahana Sunset C4

    Lahaina, HI

    Pool

    $219 to $276/night

  99. CONDOMINIUM
    Aina Nalu Condo I102

    Aina Nalu Condo I102

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $231 to $618/night

  100. CONDOMINIUM
    Vista Waikoloa D-102

    Vista Waikoloa D-102

    Waikoloa, HI

    Pool Hot Tub
    FREE CANCELLATION

    $234 to $464/night