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. APARTMENT
    Diamond Head Beach Hotel 1104

    Diamond Head Beach Hotel 1104

    Honolulu, HI

    FREE CANCELLATION

    $144 to $180/night

  6. CONDOMINIUM
    Diamond Head Beach Hotel 1401

    Diamond Head Beach Hotel 1401

    Honolulu, HI

    FREE CANCELLATION

    $360 to $557/night

  7. APARTMENT
    Diamond Head Beach Hotel 303

    Diamond Head Beach Hotel 303

    Honolulu, HI

    FREE CANCELLATION

    $153 to $219/night

  8. APARTMENT
    Tradewinds Plaza 304

    Tradewinds Plaza 304

    Honolulu, HI

    FREE CANCELLATION

    $158 to $203/night

  9. CONDOMINIUM
    Waikiki Grand 312 Condo

    Waikiki Grand 312 Condo

    Honolulu, HI

    Pool
    FREE CANCELLATION

    $129 to $169/night

  10. APARTMENT
    Waikiki Grand 315 Studio

    Waikiki Grand 315 Studio

    Honolulu, HI

    Pool
    FREE CANCELLATION

    $124 to $179/night

  11. APARTMENT
    Waikiki Grand 408 Studio

    Waikiki Grand 408 Studio

    Honolulu, HI

    Pool
    FREE CANCELLATION

    $142 to $179/night

  12. APARTMENT
    Waikiki Grand 411 Studio

    Waikiki Grand 411 Studio

    Honolulu, HI

    Pool
    FREE CANCELLATION

    $124 to $174/night

  13. CONDOMINIUM
    Waikiki Grand 600 Condo

    Waikiki Grand 600 Condo

    Honolulu, HI

    Pool
    FREE CANCELLATION
  14. CONDOMINIUM
    Waikiki Grand 605 Condo

    Waikiki Grand 605 Condo

    Honolulu, HI

    Pets OK
    FREE CANCELLATION
  15. CONDOMINIUM
    Waikiki Grand 704 Condo

    Waikiki Grand 704 Condo

    Honolulu, HI

    Pets OK
    FREE CANCELLATION
  16. APARTMENT
    Waikiki Grand 908 Studio

    Waikiki Grand 908 Studio

    Honolulu, HI

    Pool
    FREE CANCELLATION

    $167 to $197/night

  17. CONDOMINIUM
    Waikiki Grand 216 Hotel

    Waikiki Grand 216 Hotel

    Honolulu, HI

    Pool
    FREE CANCELLATION

    $100 to $158/night

  18. APARTMENT
    Hawaiian King 405 Apartment

    Hawaiian King 405 Apartment

    Honolulu, HI

    Pool
    FREE CANCELLATION

    $124 to $179/night

  19. CONDOMINIUM
    Palms Waikiki 720

    Palms Waikiki 720

    Honolulu, HI

    Pool
    FREE CANCELLATION

    $168 to $197/night

  20. VILLA
    Vacation Home in Ko Olina Resort

    Vacation Home in Ko Olina Resort

    Kapolei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $146 to $158/night

  21. CONDOMINIUM
    Bamboo 1001 Condominium

    Bamboo 1001 Condominium

    Honolulu, HI

    Pool
    FREE CANCELLATION

    $142 to $197/night

  22. CONDOMINIUM
    Kuhio Village 1205 Condominium

    Kuhio Village 1205 Condominium

    Honolulu, HI

    FREE CANCELLATION

    $141 to $163/night

  23. CONDOMINIUM
    Molokai_Shores 214

    Molokai_Shores 214

    Kaunakakai, HI

    FREE CANCELLATION

    $169 to $197/night

  24. CONDOMINIUM
    Wavecrest C107

    Wavecrest C107

    Ualapue, HI

    FREE CANCELLATION

    $113 to $152/night

  25. HOUSE
    Happy House

    Happy House

    Kaunakakai, HI

    FREE CANCELLATION

    $309 to $366/night

  26. CONDOMINIUM
    Ke Nani Kai 203

    Ke Nani Kai 203

    Kalua Koi, HI

    FREE CANCELLATION

    $124 to $152/night

  27. APARTMENT
    Marine Surf 1708 Studio

    Marine Surf 1708 Studio

    Honolulu, HI

    Pool
    FREE CANCELLATION

    $133 to $213/night

  28. CONDOMINIUM
    Aina Nalu Condo G109

    Aina Nalu Condo G109

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $231 to $618/night

  29. HOUSE
    Hale Ke Aluala

    Hale Ke Aluala

    Waimea, HI

    FREE CANCELLATION

    $471 to $683/night

  30. CONDOMINIUM
    Aina Nalu Condo B202

    Aina Nalu Condo B202

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $202 to $636/night

  31. 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

  32. CONDOMINIUM
    Lahaina Condo I205

    Lahaina Condo I205

    St. Lahaina, HI

    Pool
    FREE CANCELLATION

    $166 to $608/night

  33. CONDOMINIUM
    Diamond Head Beach Hotel 1203

    Diamond Head Beach Hotel 1203

    Honolulu, HI

    Pool
    FREE CANCELLATION

    $242 to $309/night

  34. CONDOMINIUM
    Waikiki Grand Condominium 922 *Legal Vacation Rental

    Waikiki Grand Condominium 922 *Legal Vacation Rental

    Honolulu, HI

    Pool
    FREE CANCELLATION

    $111 to $596/night

  35. CONDOMINIUM
    Ilikai Marina Condo 1290 *Legal Vacation Rental

    Ilikai Marina Condo 1290 *Legal Vacation Rental

    Honolulu, HI

    FREE CANCELLATION

    $174 to $731/night

  36. CONDOMINIUM
    Poolside Aina Nalu Condo D109

    Poolside Aina Nalu Condo D109

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $223 to $661/night

  37. CONDOMINIUM
    Aina Nalu Premier Platinum Condo A110

    Aina Nalu Premier Platinum Condo A110

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $202 to $636/night

  38. CONDOMINIUM
    Molokai_Shores 231

    Molokai_Shores 231

    Kaunakakai, HI

    FREE CANCELLATION

    $169 to $197/night

  39. CONDOMINIUM
    Poolside Aina Nalu Condo D107

    Poolside Aina Nalu Condo D107

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $223 to $661/night

  40. CONDOMINIUM
    Molokai_Shores 121

    Molokai_Shores 121

    Kaunakakai, HI

    FREE CANCELLATION

    $169 to $197/night

  41. CONDOMINIUM
    Aina Nalu Premier Platinum Condo K101

    Aina Nalu Premier Platinum Condo K101

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $231 to $680/night

  42. CONDOMINIUM
    Kepuhi Beach 2156

    Kepuhi Beach 2156

    Kalua Koi, HI

    FREE CANCELLATION

    $113 to $135/night

  43. CONDOMINIUM
    Kepuhi Beach Resort 2143

    Kepuhi Beach Resort 2143

    Kalua Koi, HI

    FREE CANCELLATION

    $135 to $158/night

  44. CONDOMINIUM
    Kepuhi Beach 2184

    Kepuhi Beach 2184

    Kalua Koi, HI

    FREE CANCELLATION

    $113 to $135/night

  45. CONDOMINIUM
    Wavecrest B309

    Wavecrest B309

    Ualapue, HI

    Pool
    FREE CANCELLATION

    $113 to $152/night

  46. HOUSE
    Kimo's Hale

    Kimo's Hale

    Kaunakakai, HI

    FREE CANCELLATION

    $225 to $253/night

  47. CONDOMINIUM
    Paniolo Hale I2

    Paniolo Hale I2

    West Side, HI

    FREE CANCELLATION

    $141 to $197/night

  48. CONDOMINIUM
    Lower Honoapiilani Condo 1 Bedroom Sleeps 4

    Lower Honoapiilani Condo 1 Bedroom Sleeps 4

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $231 to $269/night

  49. CONDOMINIUM
    Lower Honoapiilani Condo 2 Bedrooms Sleeps 4

    Lower Honoapiilani Condo 2 Bedrooms Sleeps 4

    Lahaina, HI

    FREE CANCELLATION

    $247 to $291/night

  50. CONDOMINIUM
    Royal Kahana 802

    Royal Kahana 802

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $162 to $569/night

  51. CONDOMINIUM
    Napili Shores F147

    Napili Shores F147

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $202 to $636/night

  52. CONDOMINIUM
    Maui Ka'anapali Villas Studio Premier Condo A417

    Maui Ka'anapali Villas Studio Premier Condo A417

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $187 to $636/night

  53. CONDOMINIUM
    Aina Nalu Premier Platinum Condo H206

    Aina Nalu Premier Platinum Condo H206

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $180 to $609/night

  54. CONDOMINIUM
    Lower Honoapiilani Condo 2 Bedrooms Sleeps 6

    Lower Honoapiilani Condo 2 Bedrooms Sleeps 6

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $335 to $390/night

  55. CONDOMINIUM
    Maui Kamaole #J-120

    Maui Kamaole #J-120

    Kihei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $191 to $347/night

  56. CONDOMINIUM
    Wavecrest A310

    Wavecrest A310

    Ualapue, HI

    FREE CANCELLATION

    $141 to $186/night

  57. CONDOMINIUM
    249

    249

    Kihei, HI

    Pool
    FREE CANCELLATION

    $235 to $363/night

  58. CONDOMINIUM
    Nohonani 405

    Nohonani 405

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $274 to $521/night

  59. CONDOMINIUM
    Waiohuli Beach Hale #C-210

    Waiohuli Beach Hale #C-210

    Kihei, HI

    Pool
    FREE CANCELLATION

    $208 to $347/night

  60. 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

  61. CONDOMINIUM
    Valley Isle #1106

    Valley Isle #1106

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $156 to $330/night

  62. CONDOMINIUM
    Hale Mala Hina-245

    Hale Mala Hina-245

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $193 to $306/night

  63. APARTMENT
    SS75 2450 Koa Ave Honolulu THTH-PTO-00-ACH

    SS75 2450 Koa Ave Honolulu THTH-PTO-00-ACH

    Honolulu, HI

    FREE CANCELLATION

    $118 to $169/night

  64. CONDOMINIUM
    Leinaala Oceanfront #302

    Leinaala Oceanfront #302

    Kihei, HI

    Pool
    FREE CANCELLATION

    $161 to $278/night

  65. CONDOMINIUM
    Kapalua Bay Villa 12B2 Gold Ocean View

    Kapalua Bay Villa 12B2 Gold Ocean View

    Lahaina, HI

    Pool

    $594 to $1,063/night

  66. CONDOMINIUM
    Kahana Sunset E 11

    Kahana Sunset E 11

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $251 to $348/night

  67. HOUSE
    Ono Oasis

    Ono Oasis

    Kailua Kona, HI

    Pool

    $512 to $957/night

  68. CONDOMINIUM
    Keauhou Kona Surf & Racquet Townhouse #36

    Keauhou Kona Surf & Racquet Townhouse #36

    Kailua Kona, HI

    Pool
    FREE CANCELLATION

    $267 to $400/night

  69. CONDOMINIUM
    Royal Mauian #410

    Royal Mauian #410

    Kihei, HI

    Pool
    FREE CANCELLATION

    $335 to $522/night

  70. CONDOMINIUM
    Paki Maui 415

    Paki Maui 415

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $136 to $375/night

  71. CONDOMINIUM
    E6-2 Bedroom Oceanfront Townhouse

    E6-2 Bedroom Oceanfront Townhouse

    Kihei, HI

    Pool
    FREE CANCELLATION

    $304 to $540/night

  72. CONDOMINIUM
    H2-1 Bedroom Beachfront

    H2-1 Bedroom Beachfront

    Kihei, HI

    Pool
    FREE CANCELLATION

    $304 to $467/night

  73. CONDOMINIUM
    Kapalua Bay Villa 31G4 Gold Ocean View

    Kapalua Bay Villa 31G4 Gold Ocean View

    Kapalua, HI

    Pool

    $531 to $969/night

  74. CONDOMINIUM
    Kihei Akahi Resort- Unit C516

    Kihei Akahi Resort- Unit C516

    Kihei, HI

    FREE CANCELLATION

    $161 to $353/night

  75. CONDOMINIUM
    207

    207

    Kihei, HI

    Pool
    FREE CANCELLATION

    $188 to $258/night

  76. CONDOMINIUM
    Waikoloa Beach Villas O4

    Waikoloa Beach Villas O4

    Waikoloa, HI

    Pool
    FREE CANCELLATION

    $333 to $703/night

  77. CONDOMINIUM
    Luana Kai #A-205

    Luana Kai #A-205

    Kihei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $180 to $342/night

  78. CONDOMINIUM
    Maui Parkshore #409

    Maui Parkshore #409

    Kihei, HI

    Pool
    FREE CANCELLATION

    $276 to $334/night

  79. CONDOMINIUM
    Kahana Sunset E6

    Kahana Sunset E6

    Lahaina, HI

    Pool

    $276 to $332/night

  80. CONDOMINIUM
    Kamaole Sands #7-304

    Kamaole Sands #7-304

    Kihei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $173 to $365/night

  81. CONDOMINIUM
    326

    326

    Kihei, HI

    Pool
    FREE CANCELLATION

    $258 to $340/night

  82. CONDOMINIUM
    Maui Eldorado Condo F204

    Maui Eldorado Condo F204

    Kaanapali, HI

    Pool
    FREE CANCELLATION

    $345 to $816/night

  83. CONDOMINIUM
    Kahana Sunset B1

    Kahana Sunset B1

    Lahaina, HI

    Pool

    $253 to $309/night

  84. CONDOMINIUM
    Wavecrest A109

    Wavecrest A109

    Ualapue, HI

    Pool
    FREE CANCELLATION

    $124 to $169/night

  85. CONDOMINIUM
    Kona Reef D32

    Kona Reef D32

    Kailua Kona, HI

    Pool Hot Tub
    FREE CANCELLATION

    $161 to $292/night

  86. CONDOMINIUM
    Hale Leilani Ko Olina Beach Villa (B708)

    Hale Leilani Ko Olina Beach Villa (B708)

    Kapolei, HI

    Pool Hot Tub

    $466 to $1,209/night

  87. CONDOMINIUM
    Hale Ono Loa 401

    Hale Ono Loa 401

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $156 to $330/night

  88. CONDOMINIUM
    Maui Kamaole #D-107

    Maui Kamaole #D-107

    Kihei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $174 to $238/night

  89. CONDOMINIUM
    Whaler at Kaanapali Beach 514

    Whaler at Kaanapali Beach 514

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $422 to $606/night

  90. CONDOMINIUM
    Lahaina Condo K106

    Lahaina Condo K106

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $166 to $553/night

  91. CONDOMINIUM
    Wailua Bay View 204

    Wailua Bay View 204

    Kapaa, HI

    Pool
    FREE CANCELLATION

    $238 to $257/night

  92. CONDOMINIUM
    Kihei Garden Estates #E-204

    Kihei Garden Estates #E-204

    Kihei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $157 to $244/night

  93. CONDOMINIUM
    Ilikai 1927

    Ilikai 1927

    Honolulu, HI

    Pool
    FREE CANCELLATION

    $154 to $281/night

  94. CONDOMINIUM
    Grand Champions #143

    Grand Champions #143

    Wailea, HI

    Pool Hot Tub
    FREE CANCELLATION

    $458 to $748/night

  95. CONDOMINIUM
    Maui Eldorado Condo J216

    Maui Eldorado Condo J216

    Kaanapali, HI

    Pool
    FREE CANCELLATION

    $169 to $377/night

  96. CONDOMINIUM
    Ilikai Marina 1384

    Ilikai Marina 1384

    Waikiki, HI

    FREE CANCELLATION

    $141 to $262/night

  97. CONDOMINIUM
    Luana Kai #A-103

    Luana Kai #A-103

    Kihei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $267 to $418/night

  98. CONDOMINIUM
    Honua Kai Konea 215

    Honua Kai Konea 215

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $275 to $413/night

  99. CONDOMINIUM
    D3-1 Bedroom Beachfront

    D3-1 Bedroom Beachfront

    Kihei, HI

    Pool
    FREE CANCELLATION

    $304 to $467/night

  100. CONDOMINIUM
    218

    218

    Kihei, HI

    Pool
    FREE CANCELLATION

    $188 to $258/night