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 405 Condominium

    Bamboo 405 Condominium

    Honolulu, HI

    Pool
    FREE CANCELLATION
  2. APARTMENT
    Diamond Head Beach Hotel 602

    Diamond Head Beach Hotel 602

    Honolulu, HI

    FREE CANCELLATION

    $203 to $349/night

  3. CONDOMINIUM
    Diamond Head Beach Hotel 601

    Diamond Head Beach Hotel 601

    Honolulu, HI

    FREE CANCELLATION

    $298 to $444/night

  4. 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

  5. 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

  6. 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

  7. APARTMENT
    Palms Waikiki 507 Studio

    Palms Waikiki 507 Studio

    Honolulu, HI

    FREE CANCELLATION

    $151 to $155/night

  8. APARTMENT
    Waikiki Grand 802 Studio

    Waikiki Grand 802 Studio

    Honolulu, HI

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

    Aloha Surf 601 Hotel Suites

    Honolulu, HI

    Pool
    FREE CANCELLATION

    $119 to $164/night

  10. CONDOMINIUM
    Kuleana 313

    Kuleana 313

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $236 to $636/night

  11. VILLA
    Kahana Villa E614

    Kahana Villa E614

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $231 to $776/night

  12. CONDOMINIUM
    Aloha Surf 1509

    Aloha Surf 1509

    Honolulu, HI

    Pool
    FREE CANCELLATION

    $111 to $180/night

  13. CONDOMINIUM
    Turtle Bay Hale Mokulani***TA-055745536001

    Turtle Bay Hale Mokulani***TA-055745536001

    Kahuku, HI

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

    Turtle Bay Protea *TA-189367910401

    Kahuku, HI

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

    Turtle Bay Anthurium**TA-155327078401

    Kahuku, HI

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

    Turtle Bay Kona Coffee***TA-163265126401

    Kahuku, HI

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

    Turtle Bay Gardenia***TA-197395456001

    Kahuku, HI

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

    Turtle Bay Hale Kuilima**TA-114877030401

    Kahuku, HI

    Pool
    FREE CANCELLATION

    $161 to $191/night

  19. CONDOMINIUM
    Turtle Bay Heliconia**TA-207435366401

    Turtle Bay Heliconia**TA-207435366401

    Kahuku, HI

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

    Turtle Bay North Shore Golf TA-151246848001

    Kahuku, HI

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

    Turtle Bay Lilikoi**TA-009966796801

    Kahuku, HI

    Pool
    FREE CANCELLATION
  22. 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
  23. CONDOMINIUM
    Turtle Bay Kekoa*TA-185993420801

    Turtle Bay Kekoa*TA-185993420801

    Kahuku, HI

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

    Turtle Bay Garden Hale**TA-080446464001

    Kahuku, HI

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

    Turtle Bay Ilima***TA-1796157440

    Kahuku, HI

    Pool
    FREE CANCELLATION

    $260 to $271/night

  26. CONDOMINIUM
    Puamana Townhouse 64-1

    Puamana Townhouse 64-1

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $274 to $910/night

  27. HOUSE
    Holoholo ku Waimea

    Holoholo ku Waimea

    Waimea, HI

    FREE CANCELLATION

    $193 to $255/night

  28. HOUSE
    Hale Kohola

    Hale Kohola

    Hilo, HI

    FREE CANCELLATION

    $347 to $466/night

  29. 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

  30. CONDOMINIUM
    Diamond Head Beach Hotel 602

    Diamond Head Beach Hotel 602

    Honolulu, HI

    FREE CANCELLATION

    $186 to $309/night

  31. CONDOMINIUM
    Sands of Kahana 366

    Sands of Kahana 366

    LAHAINA, HI

    Pool Hot Tub

    $501 to $619/night

  32. CONDOMINIUM
    Kaleialoha #208

    Kaleialoha #208

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $207 to $443/night

  33. CONDOMINIUM
    Aina Nalu G102

    Aina Nalu G102

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION
  34. CONDOMINIUM
    Kauhale Makai #114

    Kauhale Makai #114

    KIHEI, HI

    Pool Hot Tub
    FREE CANCELLATION

    $347 to $426/night

  35. CONDOMINIUM
    Kamaole Sands #09-309

    Kamaole Sands #09-309

    KIHEI, HI

    Pool Hot Tub
    FREE CANCELLATION

    $266 to $332/night

  36. CONDOMINIUM
    Kamaole Sands #04-312

    Kamaole Sands #04-312

    KIHEI, HI

    Pool Hot Tub
    FREE CANCELLATION

    $260 to $311/night

  37. CONDOMINIUM
    Cliffs 9201

    Cliffs 9201

    Princeville, HI

    Pool Hot Tub

    $253 to $271/night

  38. CONDOMINIUM
    Maui Banyan #H-308

    Maui Banyan #H-308

    KIHEI, HI

    Pool Hot Tub
    FREE CANCELLATION

    $296 to $356/night

  39. CONDOMINIUM
    Honua Kai 210

    Honua Kai 210

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $235 to $353/night

  40. CONDOMINIUM
    Sands Of Kahana 275

    Sands Of Kahana 275

    Lahaina, HI

    Pool Hot Tub

    $444 to $557/night

  41. CONDOMINIUM
    Kahana Sunset D9

    Kahana Sunset D9

    Lahaina, HI

    Pool

    $276 to $332/night

  42. CONDOMINIUM
    Kihei Akahi #C-519

    Kihei Akahi #C-519

    KIHEI, HI

    Pool
    FREE CANCELLATION

    $321 to $390/night

  43. CONDOMINIUM
    HBR1207-08

    HBR1207-08

    Princeville, HI

    Pool Hot Tub
    FREE CANCELLATION

    $280 to $405/night

  44. HOUSE
    Junior Suite Oceanfront #303

    Junior Suite Oceanfront #303

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $278 to $341/night

  45. CONDOMINIUM
    Maui Vista #3-215

    Maui Vista #3-215

    Kihei, HI

    Pool
    FREE CANCELLATION

    $104 to $208/night

  46. CONDOMINIUM
    Shores at Waikoloa #234 at Bo Tree Tower

    Shores at Waikoloa #234 at Bo Tree Tower

    Waikoloa, HI

    Pool Hot Tub
    FREE CANCELLATION

    $221 to $464/night

  47. CONDOMINIUM
    Kahana Sunset C4

    Kahana Sunset C4

    Lahaina, HI

    Pool

    $219 to $276/night

  48. CONDOMINIUM
    Aston Shores at Waikoloa #216

    Aston Shores at Waikoloa #216

    Waikoloa, HI

    Pool Hot Tub
    FREE CANCELLATION

    $325 to $426/night

  49. CONDOMINIUM
    Cliffs 6301

    Cliffs 6301

    Princeville, HI

    Pool Hot Tub

    $271 to $392/night

  50. CONDOMINIUM
    Hanalei Bay Resort 6301-2

    Hanalei Bay Resort 6301-2

    Princeville, HI

    Pool Hot Tub

    $422 to $542/night

  51. CONDOMINIUM
    Kaanapali Plantation #59

    Kaanapali Plantation #59

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $130 to $375/night

  52. CONDOMINIUM
    Kaleialoha 205

    Kaleialoha 205

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $194 to $331/night

  53. CONDOMINIUM
    Kamaole Sands #01-106

    Kamaole Sands #01-106

    KIHEI, HI

    Pool Hot Tub
    FREE CANCELLATION

    $290 to $332/night

  54. CONDOMINIUM
    D10-Beachfront Loft Suite

    D10-Beachfront Loft Suite

    Kihei, HI

    Pool
    FREE CANCELLATION

    $304 to $467/night

  55. HOUSE
    Malapua

    Malapua

    Hanalei, HI

    FREE CANCELLATION

    $748 to $1,060/night

  56. CONDOMINIUM
    Ilikai 614

    Ilikai 614

    Waikiki, HI

    Pool
    FREE CANCELLATION

    $162 to $287/night

  57. CONDOMINIUM
    Maui Vista #1220

    Maui Vista #1220

    KIHEI, HI

    Pool
    FREE CANCELLATION

    $241 to $279/night

  58. CONDOMINIUM
    D4-1 Bedroom Beachfront

    D4-1 Bedroom Beachfront

    Kihei, HI

    Pool
    FREE CANCELLATION

    $304 to $467/night

  59. HOUSE
    Nohonani

    Nohonani

    Haena, HI

    FREE CANCELLATION

    $249 to $274/night

  60. HOUSE
    Wilikoki House

    Wilikoki House

    Hanalei, HI

    FREE CANCELLATION

    $1,870 to $2,494/night

  61. HOUSE
    Hale Koaniani

    Hale Koaniani

    Wainiha, HI

    FREE CANCELLATION

    $717 to $904/night

  62. CONDOMINIUM
    Kihei Surfside #307

    Kihei Surfside #307

    KIHEI, HI

    Pool
    FREE CANCELLATION

    $344 to $460/night

  63. CONDOMINIUM
    Bay Villa 38G2

    Bay Villa 38G2

    Lahaina, HI

    Pool

    $248 to $304/night

  64. CONDOMINIUM
    Kauhale Makai #423

    Kauhale Makai #423

    KIHEI, HI

    Pool Hot Tub
    FREE CANCELLATION

    $267 to $326/night

  65. CONDOMINIUM
    Kihei Surfside #113

    Kihei Surfside #113

    KIHEI, HI

    Pool
    FREE CANCELLATION

    $344 to $460/night

  66. CONDOMINIUM
    Maui Vista #1218

    Maui Vista #1218

    Kihei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $141 to $253/night

  67. CONDOMINIUM
    Kihei Akahi #C-202

    Kihei Akahi #C-202

    Kihei, HI

    Pool
    FREE CANCELLATION

    $305 to $371/night

  68. CONDOMINIUM
    Maui Kamaole #C-106

    Maui Kamaole #C-106

    Kihei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $297 to $390/night

  69. CONDOMINIUM
    Maui Vista #2212

    Maui Vista #2212

    Kihei, HI

    Pool
    FREE CANCELLATION

    $241 to $279/night

  70. CONDOMINIUM
    Kahana Sunset B6

    Kahana Sunset B6

    Lahaina, HI

    Pool

    $309 to $366/night

  71. CONDOMINIUM
    Golf Villa 19T4

    Golf Villa 19T4

    Lahaina, HI

    Pool

    $197 to $248/night

  72. CONDOMINIUM
    Sands Of Kahana 234

    Sands Of Kahana 234

    Lahaina, HI

    Pool Hot Tub

    $506 to $563/night

  73. CONDOMINIUM
    Paki Maui 422

    Paki Maui 422

    Lahaina, HI

    Pool Hot Tub

    $354 to $444/night

  74. CONDOMINIUM
    Kamaole Sands #9-207

    Kamaole Sands #9-207

    Kihei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $196 to $273/night

  75. HOUSE
    Mahuahua Hale

    Mahuahua Hale

    Kailua Kona, HI

    Pool
    FREE CANCELLATION

    $525 to $642/night

  76. CONDOMINIUM
    Maui Banyan #G-410

    Maui Banyan #G-410

    Kihei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $370 to $466/night

  77. HOUSE
    Lokelani Hale

    Lokelani Hale

    Hanalei, HI

    FREE CANCELLATION

    $686 to $873/night

  78. CONDOMINIUM
    Kihei Ali'i Kai #D207

    Kihei Ali'i Kai #D207

    KIHEI, HI

    Pool Hot Tub
    FREE CANCELLATION

    $251 to $302/night

  79. CONDOMINIUM
    Leinaala #204

    Leinaala #204

    Kihei, HI

    Pool
    FREE CANCELLATION

    $253 to $311/night

  80. CONDOMINIUM
    Maui Banyan #G-202

    Maui Banyan #G-202

    Kihei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $223 to $466/night

  81. CONDOMINIUM
    Maui Kamaole #a-204

    Maui Kamaole #a-204

    KIHEI, HI

    Pool Hot Tub
    FREE CANCELLATION

    $413 to $528/night

  82. CONDOMINIUM
    Kaanapali Royal H303

    Kaanapali Royal H303

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $236 to $625/night

  83. CONDOMINIUM
    Kapalua Golf Villa 19V1 Gold Ocean View

    Kapalua Golf Villa 19V1 Gold Ocean View

    Kapalua, HI

    $294 to $494/night

  84. CONDOMINIUM
    Kihei Akahi #D-415

    Kihei Akahi #D-415

    KIHEI, HI

    Pool
    FREE CANCELLATION

    $321 to $390/night

  85. CONDOMINIUM
    Kamaole Sands #04-211

    Kamaole Sands #04-211

    KIHEI, HI

    Pool Hot Tub
    FREE CANCELLATION

    $260 to $311/night

  86. CONDOMINIUM
    Ilikai 1122

    Ilikai 1122

    Waikiki, HI

    Pool
    FREE CANCELLATION

    $162 to $262/night

  87. CONDOMINIUM
    Aina Nalu A104

    Aina Nalu A104

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $169 to $469/night

  88. CONDOMINIUM
    Nihilani 28C

    Nihilani 28C

    Princeville, HI

    Pool Hot Tub
    FREE CANCELLATION

    $280 to $374/night

  89. CONDOMINIUM
    Sands Of Kahana 215

    Sands Of Kahana 215

    LAHAINA, HI

    Pool Hot Tub

    $506 to $563/night

  90. CONDOMINIUM
    Hale Kaimana

    Hale Kaimana

    Kamuela, HI

    Pool Hot Tub

    $342 to $646/night

  91. CONDOMINIUM
    Big Island Paradise

    Big Island Paradise

    Waikoloa, HI

    Pool Hot Tub

    $330 to $689/night

  92. CONDOMINIUM
    Maui Kamaole #h-106

    Maui Kamaole #h-106

    KIHEI, HI

    Pool Hot Tub
    FREE CANCELLATION

    $341 to $434/night

  93. CONDOMINIUM
    Maui Vista #1225

    Maui Vista #1225

    KIHEI, HI

    Pool
    FREE CANCELLATION

    $241 to $279/night

  94. CONDOMINIUM
    Kahana Sunset B1B

    Kahana Sunset B1B

    Lahaina, HI

    Pool

    $214 to $270/night

  95. CONDOMINIUM
    Puu Poa 207

    Puu Poa 207

    Princeville, HI

    Pool

    $362 to $512/night

  96. CONDOMINIUM
    Puu Poa 410

    Puu Poa 410

    Princeville, HI

    Pool

    $392 to $512/night

  97. HOUSE
    Tranquil 4BR Home by Private Beach

    Tranquil 4BR Home by Private Beach

    Kahuku, HI

    FREE CANCELLATION

    $361 to $479/night

  98. CONDOMINIUM
    Sands Of Kahana 315

    Sands Of Kahana 315

    Lahaina, HI

    Pool Hot Tub

    $506 to $563/night

  99. CONDOMINIUM
    Ilikai 1114

    Ilikai 1114

    Waikiki, HI

    Pool
    FREE CANCELLATION

    $178 to $262/night

  100. CONDOMINIUM
    Ilikai 542

    Ilikai 542

    Waikiki, HI

    Pool
    FREE CANCELLATION

    $141 to $262/night