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.

Filter by Region:

Filter by Amenities:

Filter by Entertainment:

Filter resultsGo Reset filtersReset Close
  1. CONDOMINIUM
    Bamboo 906 Condominium

    Bamboo 906 Condominium

    Honolulu, HI

    FREE CANCELLATION
  2. APARTMENT
    Diamond Head Beach Hotel 1104

    Diamond Head Beach Hotel 1104

    Honolulu, HI

    FREE CANCELLATION

    $144 to $180/night

  3. APARTMENT
    Diamond Head Beach Hotel 303

    Diamond Head Beach Hotel 303

    Honolulu, HI

    FREE CANCELLATION

    $153 to $219/night

  4. APARTMENT
    Tradewinds Plaza 304

    Tradewinds Plaza 304

    Honolulu, HI

    FREE CANCELLATION

    $158 to $203/night

  5. CONDOMINIUM
    Waikiki Grand 312 Condo

    Waikiki Grand 312 Condo

    Honolulu, HI

    Pool
    FREE CANCELLATION

    $129 to $169/night

  6. APARTMENT
    Waikiki Grand 315 Studio

    Waikiki Grand 315 Studio

    Honolulu, HI

    Pool
    FREE CANCELLATION

    $124 to $179/night

  7. APARTMENT
    Waikiki Grand 408 Studio

    Waikiki Grand 408 Studio

    Honolulu, HI

    Pool
    FREE CANCELLATION

    $142 to $179/night

  8. APARTMENT
    Waikiki Grand 411 Studio

    Waikiki Grand 411 Studio

    Honolulu, HI

    Pool
    FREE CANCELLATION

    $124 to $174/night

  9. CONDOMINIUM
    Waikiki Grand 605 Condo

    Waikiki Grand 605 Condo

    Honolulu, HI

    Pets OK
    FREE CANCELLATION
  10. APARTMENT
    Waikiki Grand 908 Studio

    Waikiki Grand 908 Studio

    Honolulu, HI

    Pool
    FREE CANCELLATION

    $167 to $197/night

  11. APARTMENT
    Hawaiian King 405 Apartment

    Hawaiian King 405 Apartment

    Honolulu, HI

    Pool
    FREE CANCELLATION

    $124 to $179/night

  12. VILLA
    Vacation Home in Ko Olina Resort

    Vacation Home in Ko Olina Resort

    Kapolei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $146 to $158/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. HOTEL ROOM
    Palms Waikiki 815 Hotel Suites

    Palms Waikiki 815 Hotel Suites

    Honolulu, HI

    Pool
    FREE CANCELLATION

    $134 to $186/night

  16. CONDOMINIUM
    Aloha Surf 207

    Aloha Surf 207

    Honolulu, HI

    Pool
    FREE CANCELLATION

    $99 to $129/night

  17. BUNGALOW
    He'eia Bay Beach Bungalow (Big Island)

    He'eia Bay Beach Bungalow (Big Island)

    Kailua Kona, HI

    $375 to $720/night

  18. APARTMENT
    Waikiki Grand 811 Studio

    Waikiki Grand 811 Studio

    Honolulu, HI

    FREE CANCELLATION

    $144 to $186/night

  19. CONDOMINIUM
    Kapalua Ridge Villa 114 Gold Ocean View

    Kapalua Ridge Villa 114 Gold Ocean View

    Kapalua, HI

    Pool

    $294 to $494/night

  20. CONDOMINIUM
    H2-1 Bedroom Beachfront

    H2-1 Bedroom Beachfront

    Kihei, HI

    Pool
    FREE CANCELLATION

    $304 to $467/night

  21. CONDOMINIUM
    Ilikai 806

    Ilikai 806

    Waikiki, HI

    Pool
    FREE CANCELLATION

    $141 to $274/night

  22. CONDOMINIUM
    207

    207

    Kihei, HI

    Pool
    FREE CANCELLATION

    $188 to $258/night

  23. CONDOMINIUM
    Kahana Sunset E6

    Kahana Sunset E6

    Lahaina, HI

    Pool

    $276 to $332/night

  24. CONDOMINIUM
    Kapalua Bay Villa 35B3 Gold Ocean Front

    Kapalua Bay Villa 35B3 Gold Ocean Front

    Lahaina, HI

    Pool

    $781 to $1,219/night

  25. CONDOMINIUM
    Unit 111

    Unit 111

    Lahaina, HI

    FREE CANCELLATION

    $196 to $284/night

  26. CONDOMINIUM
    Kahana Sunset B1

    Kahana Sunset B1

    Lahaina, HI

    Pool

    $253 to $309/night

  27. CONDOMINIUM
    Sands Of Kahana 373

    Sands Of Kahana 373

    Lahaina, HI

    Pool Hot Tub

    $332 to $388/night

  28. CONDOMINIUM
    Wailea Ekolu #503

    Wailea Ekolu #503

    Wailea, HI

    Pool
    FREE CANCELLATION

    $261 to $521/night

  29. CONDOMINIUM
    Casa De Emdeko 204

    Casa De Emdeko 204

    Kailua Kona, HI

    Pool
    FREE CANCELLATION

    $186 to $239/night

  30. CONDOMINIUM
    Sands Of Kahana 356

    Sands Of Kahana 356

    Lahaina, HI

    Pool Hot Tub

    $501 to $557/night

  31. CONDOMINIUM
    Kapalua Golf Villa 15P78 Gold

    Kapalua Golf Villa 15P78 Gold

    Kapalua, HI

    Pool

    $344 to $719/night

  32. CONDOMINIUM
    Royal Kahana 802

    Royal Kahana 802

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $162 to $569/night

  33. CONDOMINIUM
    Kaleialoha #315

    Kaleialoha #315

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $195 to $313/night

  34. CONDOMINIUM
    Unit 310

    Unit 310

    Lahaina, HI

    FREE CANCELLATION

    $302 to $354/night

  35. CONDOMINIUM
    326

    326

    Kihei, HI

    Pool
    FREE CANCELLATION

    $258 to $340/night

  36. CONDOMINIUM
    D3-1 Bedroom Beachfront

    D3-1 Bedroom Beachfront

    Kihei, HI

    Pool
    FREE CANCELLATION

    $304 to $467/night

  37. HOUSE
    Plantation Cottage

    Plantation Cottage

    Hanalei, HI

    FREE CANCELLATION

    $392 to $523/night

  38. CONDOMINIUM
    Unit 309

    Unit 309

    Lahaina, HI

    FREE CANCELLATION

    $365 to $429/night

  39. CONDOMINIUM
    213

    213

    Kihei, HI

    Pool
    FREE CANCELLATION

    $188 to $258/night

  40. CONDOMINIUM
    209

    209

    Kihei, HI

    Pool
    FREE CANCELLATION

    $188 to $258/night

  41. CONDOMINIUM
    218

    218

    Kihei, HI

    Pool
    FREE CANCELLATION

    $188 to $258/night

  42. CONDOMINIUM
    G9-2 Bedroom Oceanfront Townhouse

    G9-2 Bedroom Oceanfront Townhouse

    Kihei, HI

    Pool
    FREE CANCELLATION

    $304 to $540/night

  43. CONDOMINIUM
    217

    217

    Kihei, HI

    Pool
    FREE CANCELLATION

    $188 to $258/night

  44. CONDOMINIUM
    Waikoloa Beach Villas O4

    Waikoloa Beach Villas O4

    Waikoloa, HI

    Pool
    FREE CANCELLATION

    $333 to $703/night

  45. CONDOMINIUM
    Kapalua Ridge Villa 1721 Gold Ocean View

    Kapalua Ridge Villa 1721 Gold Ocean View

    Kapalua, HI

    Pool

    $294 to $494/night

  46. CONDOMINIUM
    Kahana Sunset A5

    Kahana Sunset A5

    Lahaina, HI

    Pool

    $428 to $484/night

  47. CONDOMINIUM
    Kahana Sunset B5B

    Kahana Sunset B5B

    Lahaina, HI

    Pool

    $214 to $270/night

  48. CONDOMINIUM
    Discovery Bay 2502

    Discovery Bay 2502

    Honolulu, HI

    Pool
    FREE CANCELLATION

    $110 to $203/night

  49. CONDOMINIUM
    340

    340

    Kihei, HI

    Pool
    FREE CANCELLATION

    $258 to $340/night

  50. HOUSE
    Ali'i Point #5 Oceanfront

    Ali'i Point #5 Oceanfront

    Kailua-Kona, HI

    Pool
    FREE CANCELLATION

    $668 to $846/night

  51. CONDOMINIUM
    Maui Kamaole #G-210

    Maui Kamaole #G-210

    Kihei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $377 to $493/night

  52. CONDOMINIUM
    Unit 113

    Unit 113

    Lahaina, HI

    FREE CANCELLATION

    $196 to $284/night

  53. CONDOMINIUM
    127

    127

    Kihei, HI

    Pool
    FREE CANCELLATION

    $188 to $258/night

  54. CONDOMINIUM
    107

    107

    Kihei, HI

    Pool
    FREE CANCELLATION

    $188 to $258/night

  55. CONDOMINIUM
    Wai'ula'ula A202

    Wai'ula'ula A202

    Kamuela, HI

    Pool Hot Tub
    FREE CANCELLATION

    $525 to $1,205/night

  56. CONDOMINIUM
    Kapalua Bay Villa 36B3 Gold Ocean Front

    Kapalua Bay Villa 36B3 Gold Ocean Front

    Kapalua, HI

    Pool

    $563 to $781/night

  57. CONDOMINIUM
    Kapalua Bay Villa 22G4 Gold Ocean Front

    Kapalua Bay Villa 22G4 Gold Ocean Front

    Kapalua, HI

    Pool

    $563 to $781/night

  58. CONDOMINIUM
    Sands Of Kahana 344

    Sands Of Kahana 344

    Lahaina, HI

    Pool Hot Tub

    $332 to $388/night

  59. CONDOMINIUM
    Sands Of Kahana 336

    Sands Of Kahana 336

    Lahaina, HI

    Pool Hot Tub

    $332 to $388/night

  60. CONDOMINIUM
    Discovery Bay 1201

    Discovery Bay 1201

    Honolulu, HI

    Pool
    FREE CANCELLATION

    $143 to $220/night

  61. CONDOMINIUM
    266

    266

    Kihei, HI

    Pool
    FREE CANCELLATION

    $258 to $340/night

  62. CONDOMINIUM
    311

    311

    Kihei, HI

    Pool
    FREE CANCELLATION

    $235 to $317/night

  63. CONDOMINIUM
    A5-1 Beachfront Loft Suite

    A5-1 Beachfront Loft Suite

    Kihei, HI

    FREE CANCELLATION

    $304 to $467/night

  64. CONDOMINIUM
    Waikoloa Beach Villas J32

    Waikoloa Beach Villas J32

    Waikoloa, HI

    Pool Hot Tub
    FREE CANCELLATION

    $258 to $506/night

  65. CONDOMINIUM
    Kahana Sunset F1

    Kahana Sunset F1

    Lahaina, HI

    Pool

    $428 to $484/night

  66. CONDOMINIUM
    Kahana Sunset F12

    Kahana Sunset F12

    Lahaina, HI

    Pool

    $428 to $484/night

  67. VILLA
    Hale Waiulu

    Hale Waiulu

    Kailua Kona, HI

    Pool Hot Tub

    $1,791 to $5,992/night

  68. CONDOMINIUM
    155

    155

    Kihei, HI

    Pool
    FREE CANCELLATION

    $188 to $258/night

  69. CONDOMINIUM
    Kihei Kai Nani 373

    Kihei Kai Nani 373

    Kihei, HI

    Pool
    FREE CANCELLATION

    $134 to $414/night

  70. CONDOMINIUM
    Kahana Sunset C5

    Kahana Sunset C5

    Lahaina, HI

    Pool

    $276 to $332/night

  71. CONDOMINIUM
    Discovery Bay 3505

    Discovery Bay 3505

    Honolulu, HI

    Pool
    FREE CANCELLATION

    $82 to $157/night

  72. CONDOMINIUM
    Discovery Bay 3719

    Discovery Bay 3719

    Honolulu, HI

    Pool
    FREE CANCELLATION

    $110 to $203/night

  73. CONDOMINIUM
    144

    144

    Kihei, HI

    Pool
    FREE CANCELLATION

    $188 to $258/night

  74. CONDOMINIUM
    PuaMana 175-2

    PuaMana 175-2

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $187 to $324/night

  75. CONDOMINIUM
    Waikoloa Beach Villas M2

    Waikoloa Beach Villas M2

    Waikoloa, HI

    Pool Hot Tub
    FREE CANCELLATION

    $184 to $431/night

  76. CONDOMINIUM
    Palm Leaf

    Palm Leaf

    Kamuela, HI

    Pool Hot Tub

    $238 to $598/night

  77. CONDOMINIUM
    171

    171

    Kihei, HI

    Pool
    FREE CANCELLATION

    $188 to $297/night

  78. CONDOMINIUM
    Kahana Sunset B8

    Kahana Sunset B8

    Lahaina, HI

    Pool

    $309 to $366/night

  79. CONDOMINIUM
    Menehune Shores #425

    Menehune Shores #425

    Kihei, HI

    Pool
    FREE CANCELLATION

    $208 to $347/night

  80. CONDOMINIUM
    H3-1 Bedroom Beachfront

    H3-1 Bedroom Beachfront

    Kihei, HI

    Pool
    FREE CANCELLATION

    $304 to $467/night

  81. CONDOMINIUM
    Kanai A Nalu 315

    Kanai A Nalu 315

    Wailuku, HI

    Pool
    FREE CANCELLATION

    $289 to $482/night

  82. CONDOMINIUM
    Kaanapali Shores 422 1 Bdrm

    Kaanapali Shores 422 1 Bdrm

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $217 to $423/night

  83. CONDOMINIUM
    221

    221

    Kihei, HI

    Pool
    FREE CANCELLATION

    $258 to $340/night

  84. CONDOMINIUM
    164

    164

    Kihei, HI

    Pool
    FREE CANCELLATION

    $188 to $258/night

  85. CONDOMINIUM
    A3-1 Bedroom Beachfront

    A3-1 Bedroom Beachfront

    Kihei, HI

    Pool
    FREE CANCELLATION

    $304 to $467/night

  86. CONDOMINIUM
    Sea Village 3-212

    Sea Village 3-212

    Kailua Kona, HI

    Pool
    FREE CANCELLATION

    $157 to $242/night

  87. CONDOMINIUM
    Honua kai 437

    Honua kai 437

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $294 to $413/night

  88. CONDOMINIUM
    Ilikai 1904

    Ilikai 1904

    Waikiki, HI

    Pool
    FREE CANCELLATION

    $172 to $275/night

  89. CONDOMINIUM
    Maui Vista #1-319

    Maui Vista #1-319

    Kihei, HI

    Pool
    FREE CANCELLATION

    $184 to $254/night

  90. CONDOMINIUM
    338

    338

    Kihei, HI

    Pool
    FREE CANCELLATION

    $235 to $317/night

  91. HOUSE
    OTA House

    OTA House

    Princeville, HI

    FREE CANCELLATION

    $219 to $280/night

  92. CONDOMINIUM
    Kahana Sunset D2D

    Kahana Sunset D2D

    Lahaina, HI

    Pool

    $186 to $270/night

  93. CONDOMINIUM
    130

    130

    Kihei, HI

    Pool
    FREE CANCELLATION

    $188 to $258/night

  94. CONDOMINIUM
    156

    156

    Kihei, HI

    Pool
    FREE CANCELLATION

    $188 to $258/night

  95. APARTMENT
    KV804A 2450 Prince Edward St Honolulu THTH-PTO-00-ACH

    KV804A 2450 Prince Edward St Honolulu THTH-PTO-00-ACH

    Honolulu, HI

    FREE CANCELLATION

    $105 to $149/night

  96. APARTMENT
    SS41 2450 Koa Ave Honolulu THTH-PTO-01-ACH

    SS41 2450 Koa Ave Honolulu THTH-PTO-01-ACH

    Honolulu, HI

    FREE CANCELLATION

    $113 to $174/night

  97. CONDOMINIUM
    Kihei Bay Vista #A-201

    Kihei Bay Vista #A-201

    Kihei, HI

    Hot Tub
    FREE CANCELLATION

    $126 to $231/night

  98. CONDOMINIUM
    264

    264

    Kihei, HI

    Pool
    FREE CANCELLATION

    $258 to $340/night

  99. CONDOMINIUM
    Waikoloa Beach Villas G2

    Waikoloa Beach Villas G2

    Waikoloa, HI

    Pool Hot Tub
    FREE CANCELLATION

    $246 to $476/night

  100. CONDOMINIUM
    Bay Villa 30G1

    Bay Villa 30G1

    Lahaina, HI

    Pool

    $248 to $304/night