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
    111

    111

    Kihei, HI

    Pool
    FREE CANCELLATION

    $188 to $258/night

  2. CONDOMINIUM
    117

    117

    Kihei, HI

    Pool
    FREE CANCELLATION

    $188 to $258/night

  3. CONDOMINIUM
    123

    123

    Kihei, HI

    Pool
    FREE CANCELLATION

    $188 to $258/night

  4. CONDOMINIUM
    127

    127

    Kihei, HI

    Pool
    FREE CANCELLATION

    $188 to $258/night

  5. CONDOMINIUM
    128

    128

    Kihei, HI

    Pool
    FREE CANCELLATION

    $188 to $258/night

  6. CONDOMINIUM
    130

    130

    Kihei, HI

    Pool
    FREE CANCELLATION

    $188 to $258/night

  7. CONDOMINIUM
    131

    131

    Kihei, HI

    Pool
    FREE CANCELLATION

    $188 to $258/night

  8. CONDOMINIUM
    133

    133

    Kihei, HI

    Pool
    FREE CANCELLATION

    $188 to $258/night

  9. COTTAGE
    2 Charming Cottages on the Ocean

    2 Charming Cottages on the Ocean

    Kamuela, HI

    FREE CANCELLATION

    $573 to $1,344/night

  10. CONDOMINIUM
    203

    203

    Kihei, HI

    Pool
    FREE CANCELLATION

    $235 to $317/night

  11. CONDOMINIUM
    205

    205

    Kihei, HI

    Pool
    FREE CANCELLATION

    $188 to $258/night

  12. CONDOMINIUM
    206

    206

    Kihei, HI

    Pool
    FREE CANCELLATION

    $188 to $258/night

  13. CONDOMINIUM
    207

    207

    Kihei, HI

    Pool
    FREE CANCELLATION

    $188 to $258/night

  14. CONDOMINIUM
    209

    209

    Kihei, HI

    Pool
    FREE CANCELLATION

    $188 to $258/night

  15. CONDOMINIUM
    217

    217

    Kihei, HI

    Pool
    FREE CANCELLATION

    $188 to $258/night

  16. CONDOMINIUM
    221

    221

    Kihei, HI

    Pool
    FREE CANCELLATION

    $258 to $340/night

  17. CONDOMINIUM
    236

    236

    Kihei, HI

    Pool
    FREE CANCELLATION

    $188 to $297/night

  18. CONDOMINIUM
    266

    266

    Kihei, HI

    Pool
    FREE CANCELLATION

    $258 to $340/night

  19. TOWNHOUSE
    3BR Pacific Paradise w/ Pool- 5 Minutes to Beach

    3BR Pacific Paradise w/ Pool- 5 Minutes to Beach

    Kamuela, HI

    Pool Hot Tub
    FREE CANCELLATION

    $175 to $614/night

  20. HOUSE
    A Ala Hale

    A Ala Hale

    Kaunakakai, HI

    FREE CANCELLATION

    $225 to $309/night

  21. CONDOMINIUM
    Aina Nalu Premier Condo I207

    Aina Nalu Premier Condo I207

    Lahaina, HI

    FREE CANCELLATION

    $217 to $604/night

  22. CONDOMINIUM
    Aina Nalu Premier Platinum Condo H206

    Aina Nalu Premier Platinum Condo H206

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $180 to $609/night

  23. CONDOMINIUM
    Alii Kai 5301

    Alii Kai 5301

    Princeville, HI

    Pool
    FREE CANCELLATION

    $275 to $306/night

  24. CONDOMINIUM
    Alii Kai II 11B

    Alii Kai II 11B

    Princeville, HI

    Pool Hot Tub
    FREE CANCELLATION

    $226 to $257/night

  25. CONDOMINIUM
    Alii Villas 340

    Alii Villas 340

    Kailua Kona, HI

    Pool
    FREE CANCELLATION

    $273 to $292/night

  26. CONDOMINIUM
    Banyan 1608-I Condominium

    Banyan 1608-I Condominium

    Honolulu, HI

    Pool
    FREE CANCELLATION

    $152 to $248/night

  27. CONDOMINIUM
    Big Island Paradise

    Big Island Paradise

    Waikoloa, HI

    Pool Hot Tub

    $330 to $689/night

  28. CONDOMINIUM
    Casa De Emdeko 111

    Casa De Emdeko 111

    Kailua Kona, HI

    Pool
    FREE CANCELLATION

    $309 to $326/night

  29. CONDOMINIUM
    Casa De Emdeko 204

    Casa De Emdeko 204

    Kailua Kona, HI

    Pool
    FREE CANCELLATION

    $186 to $239/night

  30. CONDOMINIUM
    Casa De Emdeko 211

    Casa De Emdeko 211

    Kailua Kona, HI

    Pool
    FREE CANCELLATION

    $326 to $337/night

  31. CONDOMINIUM
    Casa De Emdeko 330

    Casa De Emdeko 330

    Kailua Kona, HI

    Pool
    FREE CANCELLATION
  32. CONDOMINIUM
    Casa De Emdeko 332

    Casa De Emdeko 332

    Kailua Kona, HI

    Pool
    FREE CANCELLATION
  33. CONDOMINIUM
    Colony Villas at Waikoloa Beach Resort #2503

    Colony Villas at Waikoloa Beach Resort #2503

    Waikoloa, HI

    Pool Hot Tub
    FREE CANCELLATION

    $234 to $464/night

  34. CONDOMINIUM
    Cottage 2B

    Cottage 2B

    Kalua Koi, HI

    Pool
    FREE CANCELLATION

    $225 to $281/night

  35. CONDOMINIUM
    Diamond Head Beach Hotel 1002

    Diamond Head Beach Hotel 1002

    Honolulu, HI

    FREE CANCELLATION

    $178 to $248/night

  36. CONDOMINIUM
    Diamond Head Beach Hotel 801

    Diamond Head Beach Hotel 801

    Honolulu, HI

    FREE CANCELLATION

    $309 to $438/night

  37. CONDOMINIUM
    Fairway Villas Waikoloa O21

    Fairway Villas Waikoloa O21

    Waikoloa, HI

    Pool Hot Tub
    FREE CANCELLATION

    $234 to $464/night

  38. CONDOMINIUM
    Grand Champions #143

    Grand Champions #143

    Wailea, HI

    Pool Hot Tub
    FREE CANCELLATION

    $458 to $748/night

  39. CONDOMINIUM
    Grand Champions #151

    Grand Champions #151

    Wailea, HI

    Pool Hot Tub
    FREE CANCELLATION

    $230 to $392/night

  40. CONDOMINIUM
    Grand Champions #48

    Grand Champions #48

    Wailea, HI

    Pool Hot Tub
    FREE CANCELLATION

    $259 to $458/night

  41. CONDOMINIUM
    Grand Champions #50

    Grand Champions #50

    Wailea, HI

    Pool
    FREE CANCELLATION

    $241 to $414/night

  42. CONDOMINIUM
    Grand Champions #51

    Grand Champions #51

    Wailea, HI

    Pool Hot Tub
    FREE CANCELLATION

    $242 to $416/night

  43. HOUSE
    Hale Hiamoe

    Hale Hiamoe

    Kaunakakai, HI

    FREE CANCELLATION

    $225 to $338/night

  44. HOUSE
    Hale Honu-Oceanfront

    Hale Honu-Oceanfront

    Kailua Kona, HI

    Hot Tub
    FREE CANCELLATION

    $766 to $846/night

  45. CONDOMINIUM
    Hale Ili Ili #A

    Hale Ili Ili #A

    Kihei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $695 to $1,043/night

  46. CONDOMINIUM
    Hale Ili Ili #D

    Hale Ili Ili #D

    Kihei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $556 to $927/night

  47. CONDOMINIUM
    Hale Kamaole #201

    Hale Kamaole #201

    Kihei, HI

    Pool
    FREE CANCELLATION

    $300 to $358/night

  48. HOUSE
    Hale Ke Aluala

    Hale Ke Aluala

    Waimea, HI

    FREE CANCELLATION

    $471 to $683/night

  49. HOUSE
    Hale Kohola

    Hale Kohola

    Hilo, HI

    FREE CANCELLATION

    $347 to $466/night

  50. CONDOMINIUM
    Hale Ono Loa #316

    Hale Ono Loa #316

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $178 to $285/night

  51. HOUSE
    Hale Pahukoa

    Hale Pahukoa

    Kailua Kona, HI

    Pool
    FREE CANCELLATION
  52. HOUSE
    Hale Ulu'wehi

    Hale Ulu'wehi

    Waimea, HI

    FREE CANCELLATION

    $485 to $652/night

  53. HOUSE
    Holoholo ku Waimea

    Holoholo ku Waimea

    Waimea, HI

    FREE CANCELLATION

    $193 to $255/night

  54. CONDOMINIUM
    Honua Kai Konea 215

    Honua Kai Konea 215

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $275 to $413/night

  55. CONDOMINIUM
    Hoyochi Nikko #102

    Hoyochi Nikko #102

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $240 to $437/night

  56. CONDOMINIUM
    Hoyochi Nikko #109

    Hoyochi Nikko #109

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $201 to $409/night

  57. CONDOMINIUM
    Islander on the Beach 259

    Islander on the Beach 259

    Kapaa, HI

    Pool
    FREE CANCELLATION
  58. 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

  59. CONDOMINIUM
    Kahana Sunset E 11

    Kahana Sunset E 11

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $251 to $348/night

  60. VILLA
    Kahana Villa E614

    Kahana Villa E614

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $231 to $776/night

  61. CONDOMINIUM
    Kahana Villa F406 1Bdrm

    Kahana Villa F406 1Bdrm

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $191 to $368/night

  62. CONDOMINIUM
    Kaleialoha #109

    Kaleialoha #109

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $171 to $289/night

  63. CONDOMINIUM
    Kaleialoha #114

    Kaleialoha #114

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $207 to $443/night

  64. CONDOMINIUM
    Kaleialoha #115

    Kaleialoha #115

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $207 to $443/night

  65. CONDOMINIUM
    Kaleialoha #204

    Kaleialoha #204

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $218 to $443/night

  66. CONDOMINIUM
    Kaleialoha #208

    Kaleialoha #208

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $207 to $443/night

  67. CONDOMINIUM
    Kaleialoha #304

    Kaleialoha #304

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $207 to $443/night

  68. CONDOMINIUM
    Kaleialoha #305

    Kaleialoha #305

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $171 to $289/night

  69. CONDOMINIUM
    Kaleialoha #312

    Kaleialoha #312

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $195 to $313/night

  70. HOUSE
    Kalina at Hapuna Beach

    Kalina at Hapuna Beach

    Kamuela, HI

    Pool Hot Tub

    $4,194 to $7,190/night

  71. CONDOMINIUM
    Kamahana 24

    Kamahana 24

    Princeville, HI

    Pool
    FREE CANCELLATION

    $196 to $221/night

  72. CONDOMINIUM
    KAMAOLE NALU, #106

    KAMAOLE NALU, #106

    Kihei, Maui, HI

    Pool

    $331 to $526/night

  73. CONDOMINIUM
    Kamaole Sands #1-406

    Kamaole Sands #1-406

    Kihei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $263 to $448/night

  74. CONDOMINIUM
    Kamaole Sands #10-111

    Kamaole Sands #10-111

    Kihei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $203 to $349/night

  75. CONDOMINIUM
    Kamaole Sands #10-312

    Kamaole Sands #10-312

    Kihei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $216 to $348/night

  76. CONDOMINIUM
    Kamaole Sands #10-313

    Kamaole Sands #10-313

    Kihei, HI

    Pool
    FREE CANCELLATION

    $285 to $491/night

  77. CONDOMINIUM
    Kamaole Sands #5-103

    Kamaole Sands #5-103

    Kihei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $133 to $360/night

  78. CONDOMINIUM
    Kamaole Sands #6-408

    Kamaole Sands #6-408

    Kihei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $249 to $429/night

  79. CONDOMINIUM
    Kamaole Sands #7-408

    Kamaole Sands #7-408

    Kihei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $276 to $470/night

  80. CONDOMINIUM
    Kamaole Sands #9-207

    Kamaole Sands #9-207

    Kihei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $196 to $273/night

  81. CONDOMINIUM
    Kanaloa 202

    Kanaloa 202

    Keauhou, HI

    Pool
    FREE CANCELLATION

    $169 to $230/night

  82. CONDOMINIUM
    Kapalua Bay Villa 17B2 Gold Ocean View

    Kapalua Bay Villa 17B2 Gold Ocean View

    Kapalua, HI

    Pool

    $556 to $1,063/night

  83. CONDOMINIUM
    Kapalua Bay Villa 23B3 Ocean Front

    Kapalua Bay Villa 23B3 Ocean Front

    Kapalua, HI

    Pool

    $581 to $969/night

  84. CONDOMINIUM
    Kapalua Ridge Villa 922 Ocean View 2 bed 3 bath

    Kapalua Ridge Villa 922 Ocean View 2 bed 3 bath

    Kapalua, HI

    Pool

    $525 to $869/night

  85. HOUSE
    Kauai Tree House

    Kauai Tree House

    Wainiha, HI

    $334 to $398/night

  86. HOUSE
    Kauhale Pilialoha

    Kauhale Pilialoha

    Kamuela, HI

    Pool Hot Tub

    $17,975 to $27,561/night

  87. CONDOMINIUM
    Ke Nani Kai 237

    Ke Nani Kai 237

    Kalua Koi, HI

    Pool
    FREE CANCELLATION

    $152 to $197/night

  88. CONDOMINIUM
    Keauhou Kona Surf & Racquet Club 3202

    Keauhou Kona Surf & Racquet Club 3202

    Kailua Kona, HI

    Pool
    FREE CANCELLATION

    $349 to $350/night

  89. CONDOMINIUM
    Keauhou Kona Surf and Racquet Club 2-204

    Keauhou Kona Surf and Racquet Club 2-204

    Kailua Kona, HI

    Pool
    FREE CANCELLATION

    $311 to $350/night

  90. CONDOMINIUM
    Keauhou Kona Surf and Racquet Club 5-304

    Keauhou Kona Surf and Racquet Club 5-304

    Kailua Kona, HI

    Pool
    FREE CANCELLATION

    $651 to $717/night

  91. CONDOMINIUM
    Keauhou Kona Surf and Racquet Club Townhouse# 185

    Keauhou Kona Surf and Racquet Club Townhouse# 185

    Kailua Kona, HI

    Pool
    FREE CANCELLATION

    $351 to $384/night

  92. CONDOMINIUM
    Keawakapu Views #206

    Keawakapu Views #206

    Kihei, HI

    FREE CANCELLATION

    $157 to $261/night

  93. CONDOMINIUM
    Kihei Akahi #C-203

    Kihei Akahi #C-203

    Kihei, HI

    Pool
    FREE CANCELLATION

    $126 to $242/night

  94. CONDOMINIUM
    Kihei Akahi #DG06

    Kihei Akahi #DG06

    Kihei, HI

    Pool
    FREE CANCELLATION

    $126 to $231/night

  95. CONDOMINIUM
    Kihei Bay Surf #123

    Kihei Bay Surf #123

    Kihei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $103 to $173/night

  96. CONDOMINIUM
    Kihei Bay Surf #213

    Kihei Bay Surf #213

    Kihei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $115 to $186/night

  97. CONDOMINIUM
    Kihei Bay Surf #250

    Kihei Bay Surf #250

    Kihei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $115 to $186/night

  98. CONDOMINIUM
    Kihei Bay Surf #253

    Kihei Bay Surf #253

    Kihei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $103 to $173/night

  99. CONDOMINIUM
    Kihei Bay Vista #A-103

    Kihei Bay Vista #A-103

    Kihei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $126 to $231/night

  100. CONDOMINIUM
    Kihei Bay Vista #A-201

    Kihei Bay Vista #A-201

    Kihei, HI

    Hot Tub
    FREE CANCELLATION

    $126 to $231/night