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. $232 to $526/night

    Kona Mansions A-203

    Kona Mansions A-203

    1 Bedroom BathroomSleeps 4
    2 nights minstay
    Pool
  2. $146 to $183/night

    Kona Pacific

    Kona Pacific

    1 BedroomBathroomsSleeps 2
    3 nights minstay
    Pool
    FREE CANCELLATION
  3. $158 to $350/night

    Kona Pacific B511

    Kona Pacific B511

    1 BedroomBathroomsSleeps 4
    3 nights minstay
    Pool
    FREE CANCELLATION
  4. $268 to $708/night

    Kona Plaza 201

    Kona Plaza 201

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool
  5. $197 to $293/night

    Kona Plaza#402

    Kona Plaza#402

    1 Bedroom BathroomSleeps 2
    3 nights minstay
    Pool
    FREE CANCELLATION
  6. $178 to $536/night

    Kona Reef #A33

    Kona Reef #A33

    1 Bedroom BathroomSleeps 4
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  7. $375 to $1,354/night

    Kona Reef #D22

    Kona Reef #D22

    3 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  8. $250 to $734/night

    Kona Reef #D31

    Kona Reef #D31

    2 BedroomsBathroomsSleeps 4
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  9. $113 to $381/night

    Kona White Sands A4

    Kona White Sands A4

    Studio BathroomSleeps 3
    2 nights minstay
    FREE CANCELLATION
  10. $126/night

    Kuhio Village 1103 Condominium

    Kuhio Village 1103 Condominium

    Studio BathroomSleeps 3
    3 nights minstay
    FREE CANCELLATION
  11. $225 to $564/night

    Kulakane 301

    Kulakane 301

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool
    FREE CANCELLATION
  12. $281 to $311/night

    Kulakane 304

    Kulakane 304

    2 BedroomsBathroomsSleeps 6
    4 nights minstay
    Pool
    FREE CANCELLATION
  13. $281 to $311/night

    Kulakane 306

    Kulakane 306

    2 BedroomsBathroomsSleeps 6
    4 nights minstay
    Pool
    FREE CANCELLATION
  14. $235 to $531/night

    Kulakane 307

    Kulakane 307

    2 BedroomsBathroomsSleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
  15. $401 to $944/night

    Kulalani at Mauna Lani #405

    Kulalani at Mauna Lani #405

    3 Bedrooms2.5 BathroomsSleeps 8
    3 nights minstay
    Pool
    FREE CANCELLATION
  16. $236 to $636/night

    Kuleana 313

    Kuleana 313

    1 Bedroom BathroomSleeps 4
    1 night minstay
    Pool
    FREE CANCELLATION
  17. $180 to $343/night

    Kuleana 321

    Kuleana 321

    1 Bedroom BathroomSleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
  18. $256 to $461/night

    Kuleana 706 1 Bdrm

    Kuleana 706 1 Bdrm

    1 Bedroom BathroomSleeps 4
    5 nights minstay
    Pool
    FREE CANCELLATION
  19. $109 to $171/night

    KV1208A 2450 Prince Edward St Honolulu THTH-PTO-00-CHK

    KV1208A 2450 Prince Edward St Honolulu THTH-PTO-00-CHK

    1 Bedroom BathroomSleeps 2
    2 nights minstay
    FREE CANCELLATION
  20. $156 to $623/night

    Lahaina Condo D106

    Lahaina Condo D106

    1 Bedroom BathroomSleeps 4
    3 nights minstay
    Pool
    FREE CANCELLATION
  21. $231 to $618/night

    Lahaina Condo D203

    Lahaina Condo D203

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
    Pool
    FREE CANCELLATION
  22. $166 to $608/night

    Lahaina Condo I205

    Lahaina Condo I205

    1 Bedroom BathroomSleeps 4
    3 nights minstay
    Pool
    FREE CANCELLATION
  23. $231 to $618/night

    Lahaina Condo I209

    Lahaina Condo I209

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
    Pool
    FREE CANCELLATION
  24. $231 to $680/night

    Lahaina Condo J201

    Lahaina Condo J201

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool
    FREE CANCELLATION
  25. $231 to $618/night

    Lahaina Condo J203

    Lahaina Condo J203

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
    Pool
    FREE CANCELLATION
  26. $231 to $618/night

    Lahaina Condo J204

    Lahaina Condo J204

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
    Pool
    FREE CANCELLATION
  27. $231 to $618/night

    Lahaina Condo J207

    Lahaina Condo J207

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
    Pool
    FREE CANCELLATION
  28. $231 to $618/night

    Lahaina Condo J209

    Lahaina Condo J209

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
    Pool
    FREE CANCELLATION
  29. $145 to $569/night

    Lahaina Condo K106

    Lahaina Condo K106

    1 Bedroom BathroomSleeps 4
    3 nights minstay
    Pool
    FREE CANCELLATION
  30. $202 to $4,340/night

    Lahaina Condo K109

    Lahaina Condo K109

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool
    FREE CANCELLATION
  31. $202 to $636/night

    Lahaina Condo K202

    Lahaina Condo K202

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
    Pool
    FREE CANCELLATION
  32. $290 to $800/night

    Lahaina Roads #201

    Lahaina Roads #201

    2 Bedrooms BathroomSleeps 5
    2 nights minstay
    Pool
    FREE CANCELLATION
  33. $186 to $447/night

    Lahaina Roads #204

    Lahaina Roads #204

    1 Bedroom BathroomSleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
  34. $232 to $414/night

    Lahaina Roads #206

    Lahaina Roads #206

    1 Bedroom BathroomSleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
  35. $168 to $414/night

    Lahaina Roads #210

    Lahaina Roads #210

    1 Bedroom BathroomSleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
  36. $226 to $447/night

    Lahaina Roads #405

    Lahaina Roads #405

    1 Bedroom BathroomSleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
  37. $226 to $435/night

    Lahaina Shores #225

    Lahaina Shores #225

    Studio BathroomSleeps 2
    2 nights minstay
    Pool
    FREE CANCELLATION
  38. $226 to $435/night

    Lahaina Shores #317

    Lahaina Shores #317

    Studio BathroomSleeps 2
    2 nights minstay
    Pool
    FREE CANCELLATION
  39. $232 to $435/night

    Lahaina Shores #321

    Lahaina Shores #321

    Studio BathroomSleeps 2
    2 nights minstay
    Pool
    FREE CANCELLATION
  40. $232 to $447/night

    Lahaina Shores #425

    Lahaina Shores #425

    Studio BathroomSleeps 2
    2 nights minstay
    Pool
    FREE CANCELLATION
  41. $302 to $669/night

    Lahaina Shores #501

    Lahaina Shores #501

    1 Bedroom BathroomSleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
  42. $406 to $493/night

    Lahaina Shores #505

    Lahaina Shores #505

    Studio BathroomSleeps 2
    2 nights minstay
    Pool
    FREE CANCELLATION
  43. $157 to $360/night

    Lahaina Shores #522

    Lahaina Shores #522

    Studio BathroomSleeps 2
    2 nights minstay
    Pool
    FREE CANCELLATION
  44. $273 to $447/night

    Lahaina Shores #531

    Lahaina Shores #531

    Studio BathroomSleeps 2
    2 nights minstay
    Pool
    FREE CANCELLATION
  45. $162 to $360/night

    Lahaina Shores #532

    Lahaina Shores #532

    Studio BathroomSleeps 2
    2 nights minstay
    Pool
    FREE CANCELLATION
  46. $253 to $447/night

    Lahaina Shores #533

    Lahaina Shores #533

    Studio BathroomSleeps 2
    2 nights minstay
    Pool
    FREE CANCELLATION
  47. $191 to $447/night

    Lahaina Shores #704

    Lahaina Shores #704

    1 BedroomBathroomsSleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
  48. $145 to $569/night

    Lahaina Shores 210

    Lahaina Shores 210

    Studio BathroomSleeps 2
    1 night minstay
    Pool
    FREE CANCELLATION
  49. $293 to $770/night

    Lahaina Shores Condo 701

    Lahaina Shores Condo 701

    1 BedroomBathroomsSleeps 4
    3 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  50. $200 to $438/night

    Lauloa 105

    Lauloa 105

    2 BedroomsBathroomsSleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
  51. $601 to $1,317/night

    Leilani Kai Hale

    Leilani Kai Hale

    3 Bedrooms2.5 BathroomsSleeps 6
    2 nights minstay
    Pool Hot Tub
  52. $253 to $311/night

    Leinaala #204

    Leinaala #204

    1 Bedroom BathroomSleeps 4
    4 nights minstay
    Pool
    FREE CANCELLATION
  53. $253 to $311/night

    Leinaala #401

    Leinaala #401

    1 Bedroom BathroomSleeps 4
    4 nights minstay
    Pool
    FREE CANCELLATION
  54. $204 to $235/night

    Lil Grass Shack-103

    Lil Grass Shack-103

    Studio BathroomSleeps 2
    2 nights minstay
    FREE CANCELLATION
  55. $325 to $640/night

    Lokelani #A205

    Lokelani #A205

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool
    FREE CANCELLATION
  56. $313 to $640/night

    Lokelani #B203

    Lokelani #B203

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool
    FREE CANCELLATION
  57. $191 to $408/night

    Lokelani #C104

    Lokelani #C104

    1 Bedroom BathroomSleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
  58. $278 to $640/night

    Lokelani #C205

    Lokelani #C205

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool
    FREE CANCELLATION
  59. $419 to $725/night

    Lokelani A203

    Lokelani A203

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool
    FREE CANCELLATION
  60. $177 to $225/night

    Lovely Condo with Pool & Hot Tub! Waikoloa Hills Unit 903

    Lovely Condo with Pool & Hot Tub! Waikoloa Hills Uni...

    2 BedroomsBathroomsSleeps 4
    4 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  61. $231 to $269/night

    Lower Honoapiilani Condo 1 Bedroom Sleeps 4

    Lower Honoapiilani Condo 1 Bedroom Sleeps 4

    1 Bedroom BathroomSleeps 4
    3 nights minstay
    Pool
    FREE CANCELLATION
  62. $247 to $291/night

    Lower Honoapiilani Condo 2 Bedrooms Sleeps 4

    Lower Honoapiilani Condo 2 Bedrooms Sleeps 4

    2 BedroomsBathroomsSleeps 4
    3 nights minstay
    FREE CANCELLATION
  63. $172 to $282/night

    Luxe 2BR/2BA- Infinity Pool & Spa- 1 Mile to Bay

    Luxe 2BR/2BA- Infinity Pool & Spa- 1 Mile to Bay

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  64. $152 to $487/night

    Luxe 3BR w/ Pool & 2 Private Lanais, Walk to Beach

    Luxe 3BR w/ Pool & 2 Private Lanais, Walk to Beach

    3 Bedrooms2.5 BathroomsSleeps 6
    2 nights minstay
    Pool
    FREE CANCELLATION
  65. $158 to $191/night

     Luxurious Oceanfront Condo on Molokai- Ka Hale Ola

    Luxurious Oceanfront Condo on Molokai- Ka Hale Ola

    1 Bedroom BathroomSleeps 2
    3 nights minstay
    Pool
    FREE CANCELLATION
  66. $579 to $984/night

    Luxury 3 bedroom Hideaway near the beach

    Luxury 3 bedroom Hideaway near the beach

    3 BedroomsBathroomsSleeps 8
    2 nights minstay
    Pool Hot Tub
  67. $1,734 to $3,392/night

    Luxury 6 bedroom Penthouse w/ Pool & Hot Tub- Steps To Beach

    Luxury 6 bedroom Penthouse w/ Pool & Hot Tub- Steps ...

    6 BedroomsBathroomsSleeps 16
    2 nights minstay
  68. $211 to $286/night

    Maalaea Banyans 203

    Maalaea Banyans 203

    1 Bedroom BathroomSleeps 4
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  69. $234 to $683/night

    Maalaea Banyans 408

    Maalaea Banyans 408

    3 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  70. $331 to $709/night

    Mahana 1008

    Mahana 1008

    1 Bedroom BathroomSleeps 4
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  71. $290 to $456/night

    Mahana 307

    Mahana 307

    1 Bedroom BathroomSleeps 4
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  72. $410 to $926/night

    Mahana 501

    Mahana 501

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  73. $226 to $430/night

    Mahana 713

    Mahana 713

    Studio BathroomSleeps 2
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  74. $236 to $304/night

    Mahana At Kaanapali 306

    Mahana At Kaanapali 306

    1 Bedroom BathroomSleeps 4
    1 night minstay
    Pool Hot Tub
  75. $232 to $493/night

    Mahana Resort #1003

    Mahana Resort #1003

    Studio BathroomSleeps 3
    2 nights minstay
    Pool
    FREE CANCELLATION
  76. $313 to $606/night

    Mahana Resort #1017

    Mahana Resort #1017

    1 Bedroom BathroomSleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
  77. $273 to $493/night

    Mahana Resort #1103

    Mahana Resort #1103

    Studio BathroomSleeps 2
    2 nights minstay
    Pool
    FREE CANCELLATION
  78. $325 to $606/night

    Mahana Resort #1104

    Mahana Resort #1104

    1 Bedroom BathroomSleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
  79. $325 to $638/night

    Mahana Resort #1106

    Mahana Resort #1106

    1 Bedroom BathroomSleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
  80. $400 to $606/night

    Mahana Resort #1204

    Mahana Resort #1204

    1 Bedroom BathroomSleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
  81. $325 to $606/night

    Mahana Resort #1205

    Mahana Resort #1205

    1 BedroomBathroomsSleeps 2
    2 nights minstay
    Pool
    FREE CANCELLATION
  82. $354 to $606/night

    Mahana Resort #1217

    Mahana Resort #1217

    1 Bedroom BathroomSleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
  83. $336 to $606/night

    Mahana Resort #304

    Mahana Resort #304

    1 Bedroom BathroomSleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
  84. $307 to $586/night

    Mahana Resort #305

    Mahana Resort #305

    1 BedroomBathroomsSleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
  85. $325 to $797/night

    Mahana Resort #405

    Mahana Resort #405

    1 BedroomBathroomsSleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
  86. $232 to $563/night

    Mahana Resort #518

    Mahana Resort #518

    1 Bedroom BathroomSleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
  87. $273 to $476/night

    Mahana Resort #612

    Mahana Resort #612

    Studio BathroomSleeps 2
    2 nights minstay
    Pool
    FREE CANCELLATION
  88. $342 to $669/night

    Mahana Resort #616

    Mahana Resort #616

    1 Bedroom BathroomSleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
  89. $331 to $708/night

    Mahana Resort #705

    Mahana Resort #705

    1 BedroomBathroomsSleeps 4
    7 nights minstay
    FREE CANCELLATION
  90. $324 to $669/night

    Mahana Resort #706

    Mahana Resort #706

    1 Bedroom BathroomSleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
  91. $319 to $574/night

    Mahana Resort #804

    Mahana Resort #804

    1 Bedroom BathroomSleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
  92. $273 to $493/night

    Mahana Resort #813

    Mahana Resort #813

    Studio BathroomSleeps 2
    2 nights minstay
    Pool
    FREE CANCELLATION
  93. $267 to $554/night

    Mahana Resort #906

    Mahana Resort #906

    1 Bedroom BathroomSleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
  94. $274 to $776/night

    Mahina Surf 205 Condo

    Mahina Surf 205 Condo

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool
    FREE CANCELLATION
  95. $175 to $429/night

    Mahina Surf 220

    Mahina Surf 220

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool
    FREE CANCELLATION
  96. $139 to $414/night

    Makani Sands #102

    Makani Sands #102

    1 Bedroom BathroomSleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
  97. $1,663 to $2,969/night

    Makena Aloha Estate

    Makena Aloha Estate

    4 BedroomsBathroomsSleeps 10
    5 nights minstay
    Pool Hot Tub
  98. $748 to $1,060/night

    Malapua

    Malapua

    3 BedroomsBathroomsSleeps 6
    5 nights minstay
    FREE CANCELLATION
  99. $223 to $466/night

    Maui Banyan #B-101

    Maui Banyan #B-101

    2 BedroomsBathroomsSleeps 6
    4 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  100. $390 to $488/night

    Maui Banyan #F-206

    Maui Banyan #F-206

    2 BedroomsBathroomsSleeps 6
    7 nights minstay
    Pool Hot Tub
    FREE CANCELLATION