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 801 Condominium

    Bamboo 801 Condominium

    Honolulu, HI

    FREE CANCELLATION
  2. APARTMENT
    Diamond Head Beach Hotel 1105

    Diamond Head Beach Hotel 1105

    Honolulu, HI

    FREE CANCELLATION

    $160 to $197/night

  3. CONDOMINIUM
    Diamond Head Beach Hotel 1202

    Diamond Head Beach Hotel 1202

    Honolulu, HI

    FREE CANCELLATION

    $248 to $326/night

  4. CONDOMINIUM
    Diamond Head Beach Hotel 801

    Diamond Head Beach Hotel 801

    Honolulu, HI

    FREE CANCELLATION

    $309 to $438/night

  5. CONDOMINIUM
    Diamond Head Beach Hotel 802

    Diamond Head Beach Hotel 802

    Honolulu, HI

    FREE CANCELLATION

    $179 to $270/night

  6. CONDOMINIUM
    Kuhio Village 1103 Condominium

    Kuhio Village 1103 Condominium

    Honolulu, HI

    FREE CANCELLATION
  7. APARTMENT
    Palms Waikiki 220 Studio

    Palms Waikiki 220 Studio

    Honolulu, HI

    Pool
    FREE CANCELLATION

    $142 to $197/night

  8. CONDOMINIUM
    Waikiki Grand 412 Condo

    Waikiki Grand 412 Condo

    Honolulu, HI

    FREE CANCELLATION

    $129 to $174/night

  9. CONDOMINIUM
    Waikiki Grand 500 Condo

    Waikiki Grand 500 Condo

    Honolulu, HI

    Pool
    FREE CANCELLATION
  10. CONDOMINIUM
    Pacific Monarch 3101 Condo

    Pacific Monarch 3101 Condo

    Honolulu, HI

    Pool
    FREE CANCELLATION
  11. CONDOMINIUM
    Bamboo 505 Condominium

    Bamboo 505 Condominium

    Honolulu, HI

    FREE CANCELLATION
  12. CONDOMINIUM
    Banyan 1608-I Condominium

    Banyan 1608-I Condominium

    Honolulu, HI

    Pool
    FREE CANCELLATION

    $152 to $248/night

  13. CONDOMINIUM
    Diamond Head Beach Hotel 701

    Diamond Head Beach Hotel 701

    Honolulu, HI

    FREE CANCELLATION

    $321 to $473/night

  14. CONDOMINIUM
    Aina Nalu C108

    Aina Nalu C108

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $217 to $623/night

  15. CONDOMINIUM
    Aina Nalu C102

    Aina Nalu C102

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $217 to $623/night

  16. HOUSE
    Hale Ulu'wehi

    Hale Ulu'wehi

    Waimea, HI

    FREE CANCELLATION

    $485 to $652/night

  17. CONDOMINIUM
    Waikiki Grand 715 Condo

    Waikiki Grand 715 Condo

    Honolulu, HI

    Pool Pets OK
    FREE CANCELLATION

    $144 to $190/night

  18. CONDOMINIUM
    Close to the Beach, Shopping and Adventures! 3 Bed Condo

    Close to the Beach, Shopping and Adventures! 3 Bed Condo...

    Kohala Coast, HI

    Pool Hot Tub
    FREE CANCELLATION

    $280 to $426/night

  19. CONDOMINIUM
    Aloha Surf 504 *LEGAL VACATION RENTAL

    Aloha Surf 504 *LEGAL VACATION RENTAL

    Honolulu, HI

    Pool
    FREE CANCELLATION

    $96 to $359/night

  20. CONDOMINIUM
    Aloha Surf Condominium 1412

    Aloha Surf Condominium 1412

    Honolulu, HI

    Pool
    FREE CANCELLATION

    $96 to $359/night

  21. HOTEL ROOM
    Bamboo 902 Hotel Suites

    Bamboo 902 Hotel Suites

    Honolulu, HI

    Pool
    FREE CANCELLATION
  22. APARTMENT
    Waikiki Grand 701 Studio

    Waikiki Grand 701 Studio

    Honolulu, HI

    Pool
    FREE CANCELLATION
  23. CONDOMINIUM
    Diamond Head Beach Hotel 1005

    Diamond Head Beach Hotel 1005

    Honolulu, HI

    FREE CANCELLATION

    $144 to $186/night

  24. CONDOMINIUM
    Kuhio Village Condominium 1008A *LEGAL VACATION RENTAL

    Kuhio Village Condominium 1008A *LEGAL VACATION RENTAL

    Honolulu, HI

    FREE CANCELLATION

    $96 to $359/night

  25. CONDOMINIUM
    Aloha Surf 1507 Condominium

    Aloha Surf 1507 Condominium

    Honolulu, HI

    Pool
    FREE CANCELLATION

    $106 to $158/night

  26. APARTMENT
    Aloha Surf 610 Apartment

    Aloha Surf 610 Apartment

    Honolulu, HI

    Pool
    FREE CANCELLATION
  27. APARTMENT
    Bamboo 610 Studio Apartment

    Bamboo 610 Studio Apartment

    Honolulu, HI

    Pool Hot Tub
    FREE CANCELLATION
  28. CONDOMINIUM
    Waikiki Grand 805 Condo

    Waikiki Grand 805 Condo

    Honolulu, HI

    Pool
    FREE CANCELLATION
  29. CONDOMINIUM
    Kuhio Village 410 Condominium

    Kuhio Village 410 Condominium

    Honolulu, HI

    FREE CANCELLATION
  30. APARTMENT
    Cabana 301 Apartment

    Cabana 301 Apartment

    Honolulu, HI

    FREE CANCELLATION

    $129 to $180/night

  31. CONDOMINIUM
    Puako Beach Condo 109

    Puako Beach Condo 109

    Waimea, HI

    Pool
    FREE CANCELLATION

    $235 to $367/night

  32. HOTEL ROOM
    Aloha Surf 315 Hotel Suites

    Aloha Surf 315 Hotel Suites

    Honolulu, HI

    Pool
    FREE CANCELLATION
  33. CONDOMINIUM
    Kuhio Village Condominium 809A *LEGAL VACATION RENTAL

    Kuhio Village Condominium 809A *LEGAL VACATION RENTAL

    Honolulu, HI

    FREE CANCELLATION

    $111 to $596/night

  34. CONDOMINIUM
    Puako Beach Penthouse 405

    Puako Beach Penthouse 405

    Waimea, HI

    Pool
    FREE CANCELLATION

    $322 to $435/night

  35. CONDOMINIUM
    Hale Malu Ko Olina Beach Villa (O221)

    Hale Malu Ko Olina Beach Villa (O221)

    Kapolei, HI

    Pool Hot Tub

    $350 to $861/night

  36. CONDOMINIUM
    Ocean View w/Pool- Across from Kalama Beach

    Ocean View w/Pool- Across from Kalama Beach

    Kihei, HI

    Pool
    FREE CANCELLATION

    $146 to $363/night

  37. CONDOMINIUM
    Plantation at Princeville 1322

    Plantation at Princeville 1322

    Princeville, HI

    Pool Hot Tub
    FREE CANCELLATION

    $257 to $306/night

  38. CONDOMINIUM
    2BR/2BA at Kahalu’u Beach w/ Pool, Spa, Ocean View

    2BR/2BA at Kahalu’u Beach w/ Pool, Spa, Ocean View

    Kailua Kona, HI

    Pool Hot Tub
    FREE CANCELLATION

    $174 to $445/night

  39. CONDOMINIUM
    Lil Grass Shack-103

    Lil Grass Shack-103

    Lahaina, HI

    FREE CANCELLATION

    $158 to $239/night

  40. CONDOMINIUM
    1BR w/ Pools, Steps to Kamaole Beach 3

    1BR w/ Pools, Steps to Kamaole Beach 3

    Kihei, HI

    Pool
    FREE CANCELLATION

    $114 to $399/night

  41. CONDOMINIUM
    Kihei Bay Surf #226

    Kihei Bay Surf #226

    Kihei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $103 to $173/night

  42. CONDOMINIUM
    329

    329

    Kihei, HI

    Pool
    FREE CANCELLATION

    $235 to $317/night

  43. CONDOMINIUM
    Kahana Sunset D10

    Kahana Sunset D10

    Lahaina, HI

    Pool

    $253 to $309/night

  44. CONDOMINIUM
    Kahana Sunset B7

    Kahana Sunset B7

    Lahaina, HI

    Pool

    $309 to $366/night

  45. CONDOMINIUM
    Discovery Bay 1815

    Discovery Bay 1815

    Honolulu, HI

    Pool
    FREE CANCELLATION

    $82 to $145/night

  46. 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

  47. CONDOMINIUM
    Napili Point C-12 2bdrm/2bath

    Napili Point C-12 2bdrm/2bath

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $359 to $616/night

  48. CONDOMINIUM
    Hale Ono Loa #316

    Hale Ono Loa #316

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $178 to $285/night

  49. CONDOMINIUM
    Hanalei Bay Resort 5201

    Hanalei Bay Resort 5201

    Princeville, HI

    Pool
    FREE CANCELLATION

    $220 to $238/night

  50. CONDOMINIUM
    Kapalua Ridge Villa 611 Ocean View

    Kapalua Ridge Villa 611 Ocean View

    Kapalua, HI

    Pool

    $269 to $469/night

  51. ESTATE
    Mauna Kea Bluffs #5: La Ikena O Komohana*

    Mauna Kea Bluffs #5: La Ikena O Komohana*

    Kamuela, HI

    Pool Hot Tub

    $10,240 to $12,620/night

  52. BUNGALOW
    Lai Nani Oceanfront Estate Bungalow #1

    Lai Nani Oceanfront Estate Bungalow #1

    Ninole, HI

    Pool

    $290 to $719/night

  53. CONDOMINIUM
    Palm Villas (H23) at Mauna Lani 2 Bedrooms + Loft

    Palm Villas (H23) at Mauna Lani 2 Bedrooms + Loft

    Kamuela, HI

    Pool Hot Tub

    $387 to $922/night

  54. CONDOMINIUM
    Kihei Bay Surf #123

    Kihei Bay Surf #123

    Kihei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $103 to $173/night

  55. CONDOMINIUM
    172

    172

    Kihei, HI

    Pool
    FREE CANCELLATION

    $188 to $258/night

  56. CONDOMINIUM
    Maui Vista #2-418

    Maui Vista #2-418

    Kihei, HI

    Pool
    FREE CANCELLATION

    $202 to $289/night

  57. CONDOMINIUM
    Aina Nalu K 205

    Aina Nalu K 205

    lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $134 to $239/night

  58. CONDOMINIUM
    F5-2 Bedroom Oceanfront Townhouse

    F5-2 Bedroom Oceanfront Townhouse

    Kihei, HI

    Pool
    FREE CANCELLATION

    $304 to $540/night

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

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

    Kihei, HI

    Pool
    FREE CANCELLATION

    $134 to $470/night

  60. CONDOMINIUM
    Hale Ohana Aloha

    Hale Ohana Aloha

    Waikoloa, HI

    Pool Hot Tub

    $286 to $478/night

  61. CONDOMINIUM
    Maui Kamaole #I-215

    Maui Kamaole #I-215

    Kihei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $231 to $377/night

  62. CONDOMINIUM
    Discovery Bay 2016

    Discovery Bay 2016

    Honolulu, HI

    Pool
    FREE CANCELLATION

    $79 to $139/night

  63. CONDOMINIUM
    Ilikai 427

    Ilikai 427

    Waikiki, HI

    Pool
    FREE CANCELLATION

    $134 to $250/night

  64. CONDOMINIUM
    Kihei Bay Surf #126

    Kihei Bay Surf #126

    Kihei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $103 to $173/night

  65. CONDOMINIUM
    128

    128

    Kihei, HI

    Pool
    FREE CANCELLATION

    $188 to $258/night

  66. CONDOMINIUM
    Waiohuli Beach Hale #D-122

    Waiohuli Beach Hale #D-122

    Kihei, HI

    Pool
    FREE CANCELLATION

    $157 to $277/night

  67. 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

  68. CONDOMINIUM
    Wailea Elua #2110

    Wailea Elua #2110

    Wailea, HI

    Pool Hot Tub
    FREE CANCELLATION

    $458 to $725/night

  69. CONDOMINIUM
    Vista Waikoloa B-302

    Vista Waikoloa B-302

    Waikoloa, HI

    Pool Hot Tub
    FREE CANCELLATION

    $258 to $488/night

  70. HOUSE
    Ainamalu 29 at Waikoloa Beach Resort

    Ainamalu 29 at Waikoloa Beach Resort

    Waikoloa, HI

    FREE CANCELLATION

    $481 to $896/night

  71. CONDOMINIUM
    Ilikai #1743

    Ilikai #1743

    Honolulu, HI

    Pool
    FREE CANCELLATION

    $404 to $619/night

  72. CONDOMINIUM
    Hale Ili Ili #D

    Hale Ili Ili #D

    Kihei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $556 to $927/night

  73. CONDOMINIUM
    Bay Villa 33B2

    Bay Villa 33B2

    Lahaina, HI

    Pool

    $214 to $270/night

  74. CONDOMINIUM
    Ilikai 1737

    Ilikai 1737

    Waikiki, HI

    Pool
    FREE CANCELLATION

    $129 to $287/night

  75. CONDOMINIUM
    Kihei Akahi #C-217

    Kihei Akahi #C-217

    Kihei, HI

    Pool
    FREE CANCELLATION

    $150 to $242/night

  76. CONDOMINIUM
    Kihei Bay Surf #136

    Kihei Bay Surf #136

    Kihei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $99 to $173/night

  77. VILLA
    Waikoloa Beach Villas P32

    Waikoloa Beach Villas P32

    Waikoloa, HI

    Pool Hot Tub
    FREE CANCELLATION

    $197 to $407/night

  78. HOUSE
    2 Bedrooms Oceanfront

    2 Bedrooms Oceanfront

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $516 to $620/night

  79. CONDOMINIUM
    Ilikai Marina 484

    Ilikai Marina 484

    Waikiki, HI

    FREE CANCELLATION

    $134 to $250/night

  80. CONDOMINIUM
    Hanalei Bay Villa #17

    Hanalei Bay Villa #17

    Princeville, HI

    FREE CANCELLATION

    $249 to $312/night

  81. CONDOMINIUM
    Kihei Kai Nani #8-363

    Kihei Kai Nani #8-363

    Kihei, HI

    Pool
    FREE CANCELLATION

    $161 to $208/night

  82. CONDOMINIUM
    Kihei Bay Vista #A-103

    Kihei Bay Vista #A-103

    Kihei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $126 to $231/night

  83. CONDOMINIUM
    Kamaole Sands #8-310

    Kamaole Sands #8-310

    Kihei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $157 to $289/night

  84. CONDOMINIUM
    220

    220

    Kihei, HI

    Pool
    FREE CANCELLATION

    $188 to $258/night

  85. CONDOMINIUM
    Kihei Bay Vista #D-208

    Kihei Bay Vista #D-208

    Kihei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $121 to $219/night

  86. CONDOMINIUM
    Kihei Akahi Resort- Unit C505

    Kihei Akahi Resort- Unit C505

    Kihei, HI

    Pool
    FREE CANCELLATION

    $161 to $353/night

  87. CONDOMINIUM
    Kanai A Nalu 110

    Kanai A Nalu 110

    Wailuku, HI

    Pool
    FREE CANCELLATION

    $238 to $456/night

  88. 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

  89. CONDOMINIUM
    Pohailani #133

    Pohailani #133

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $184 to $409/night

  90. CONDOMINIUM
    Wailea Ekolu #911

    Wailea Ekolu #911

    Wailea, HI

    Pool
    FREE CANCELLATION

    $231 to $347/night

  91. CONDOMINIUM
    Wailea Ekolu #407

    Wailea Ekolu #407

    Wailea, HI

    Pool
    FREE CANCELLATION

    $261 to $347/night

  92. CONDOMINIUM
    170

    170

    Kihei, HI

    Pool
    FREE CANCELLATION

    $223 to $305/night

  93. CONDOMINIUM
    Sands Of Kahana 231

    Sands Of Kahana 231

    Lahaina, HI

    Pool Hot Tub

    $208 to $253/night

  94. CONDOMINIUM
    Kahana Sunset D2

    Kahana Sunset D2

    Lahaina, HI

    Pool

    $276 to $332/night

  95. CONDOMINIUM
    Sands Of Kahana 474

    Sands Of Kahana 474

    Lahaina, HI

    Pool Hot Tub

    $501 to $557/night

  96. CONDOMINIUM
    Kahana Sunset F6

    Kahana Sunset F6

    Lahiana, HI

    Pool

    $371 to $484/night

  97. CONDOMINIUM
    Ilikai 2040

    Ilikai 2040

    Waikiki, HI

    Pool
    FREE CANCELLATION

    $168 to $325/night

  98. CONDOMINIUM
    Maui Kamaole #H-205

    Maui Kamaole #H-205

    Kihei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $297 to $448/night

  99. CONDOMINIUM
    Kihei Bay Surf #119

    Kihei Bay Surf #119

    Kihei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $115 to $186/night

  100. CONDOMINIUM
    Maui Banyan #B-204

    Maui Banyan #B-204

    Kihei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $196 to $377/night