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. $294 to $350/night

    Hale Hamakua

    4 BedroomsBathroomsSleeps 9
    2 nights minstay
  2. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  3. $263 to $420/night

    Keauhou Kona Surf & Racquet Club 3202

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
    Pool
  4. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  5. $142 to $293/night

    Kona Makai 3-203

    1 Bedroom BathroomSleeps 4
    3 nights minstay
    Pool Hot Tub
  6. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  7. $135 to $368/night

    Casa De Emdeko 330

    1 Bedroom BathroomSleeps 4
    3 nights minstay
    Pool
  8. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  9. $209 to $525/night

    Keauhou Kona Surf and Racquet Club 2-204

    2 BedroomsBathroomsSleeps 4
    3 nights minstay
    Pool
  10. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  11. $277 to $427/night

    Vista Waikoloa B206

    2 BedroomsBathroomsSleeps 5
    4 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  12. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  13. $320 to $459/night

    Vista Waikoloa A104

    2 BedroomsBathroomsSleeps 4
    4 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  14. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  15. $247 to $677/night

    Panoramic Ocean View 1BR Condo Suite 150 feet from the O...

    1 Bedroom BathroomSleeps 4
    1 night minstay
    Pool
    FREE CANCELLATION
  16. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  17. $116 to $215/night

    Kona Isle A4

    1 Bedroom BathroomSleeps 4
    3 nights minstay
    Pool
  18. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  19. $362 to $424/night

    Hamakua Pukana La Hale

    3 BedroomsBathroomsSleeps 7
    3 nights minstay
  20. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  21. $283 to $754/night

    The Jewel Box

    2 BedroomsBathroomsSleeps 4
    2 nights minstay
  22. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  23. $212 to $461/night

    Pua Lani

    2 BedroomsBathroomsSleeps 4
    3 nights minstay
  24. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  25. $259 to $421/night

    Turtle Bay Hale Lilly

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool
    FREE CANCELLATION
  26. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  27. $478 to $703/night

    ROYAL MAUIAN, #317

    2 BedroomsBathroomsSleeps 4
    5 nights minstay
    Pool
    FREE CANCELLATION
  28. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  29. $295 to $468/night

    KIHEI BEACH, #303

    1 Bedroom BathroomSleeps 4
    5 nights minstay
    Pool
    FREE CANCELLATION
  30. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  31. $179 to $416/night

    Kahana Villa F406 1 Bedroom Condo

    1 Bedroom BathroomSleeps 4
    1 night minstay
    Pool Hot Tub
    FREE CANCELLATION
  32. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  33. $436 to $572/night

    Regency at Poipu Kai #924

    3 BedroomsBathroomsSleeps 7
    3 nights minstay
    Pool Hot Tub
  34. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  35. $362 to $425/night

    Plantations at Princeville #521

    3 BedroomsBathroomsSleeps 6
    3 nights minstay
    Pool Hot Tub
  36. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  37. $824 to $1,045/night

    Hale Honu-Oceanfront

    4 BedroomsBathroomsSleeps 8
    5 nights minstay
    Hot Tub
    FREE CANCELLATION
  38. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  39. $126 to $263/night

    Kona Isle B31

    1 Bedroom BathroomSleeps 4
    5 nights minstay
    Pool
  40. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  41. $352 to $737/night

    Waikoloa Beach Villas J32

    2 BedroomsBathroomsSleeps 4
    4 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  42. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  43. $181 to $198/night

    Hale Ola Aina

    2 Bedrooms BathroomSleeps 4
    3 nights minstay
  44. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  45. $174 to $476/night

    Fern Forest Hale

    3 BedroomsBathroomsSleeps 6
    2 nights minstay
  46. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  47. $249 to $670/night

    Remodeled Cliffs Resort in Princeville

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool Hot Tub
  48. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  49. $164 to $181/night

    Kehena Treetop Bungalow

    1 Bedroom1.25  BathroomSleeps 4
    3 nights minstay
  50. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  51. $299 to $446/night

    Halii Kai 3D

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
    Pool Hot Tub
  52. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  53. $410 to $486/night

    Turtle Bay Wicked Wahine

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool
    FREE CANCELLATION
  54. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  55. $198 to $630/night

    Sea Village 4-205

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
    Pool Hot Tub
  56. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  57. $388 to $572/night

    Puu Poa #305

    2 BedroomsBathroomsSleeps 5
    3 nights minstay
    Pool
  58. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  59. $520 to $625/night

    Kauai Tree House

    3 BedroomsBathroomsSleeps 7
    2 nights minstay
  60. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  61. $635 to $756/night

    Waipouli Beach Resort G-306

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
    Pool Hot Tub
  62. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  63. $331 to $415/night

    Pali Ke Kua #118

    1 Bedroom BathroomSleeps 2
    3 nights minstay
    Pool Hot Tub
  64. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  65. $467 to $572/night

    Waipouli Beach Resort C-105

    2 BedroomsBathroomsSleeps 4
    3 nights minstay
    Pool Hot Tub
  66. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  67. $274 to $395/night

    Beautiful Hawaiian Oceanfront Condo w private lanai and ...

    2 BedroomsBathroomsSleeps 4
    3 nights minstay
    Pool
    FREE CANCELLATION
  68. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  69. $421 to $497/night

    Turtle Bay Hanalei

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool
    FREE CANCELLATION
  70. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  71. $184 to $368/night

    Kona Isle E23

    1 Bedroom BathroomSleeps 4
    5 nights minstay
    Pool
  72. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  73. $184 to $368/night

    Kona Coast Resort at Keauhou Gardens 8204

    2 BedroomsBathroomsSleeps 4
    3 nights minstay
    Pool Hot Tub
  74. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  75. $1,155 to $1,680/night

    Turtle Rock

    2 BedroomsBathroomsSleeps 4
    3 nights minstay
    Pool
  76. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  77. $152 to $263/night

    Alii Villas 340

    1 Bedroom BathroomSleeps 4
    4 nights minstay
    Pool
  78. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  79. $277 to $373/night

    Fairway Villas Waikoloa O21

    2 BedroomsBathroomsSleeps 5
    4 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  80. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  81. $416 to $716/night

    Fairway Villas Waikoloa F6

    3 BedroomsBathroomsSleeps 6
    4 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  82. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  83. $203 to $249/night

    Hale Anuenue Nuku- The Rainbows End

    2 BedroomsBathroomsSleeps 8
    3 nights minstay
  84. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  85. $220 to $237/night

    Hale O Makani

    3 BedroomsBathroomsSleeps 6
    3 nights minstay
  86. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  87. $141 to $461/night

    Hale Ohi'a Lehua

    3 BedroomsBathroomsSleeps 8
    1 night minstay
  88. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  89. $277 to $469/night

    Emmalani Court 312

    2 BedroomsBathroomsSleeps 4
    3 nights minstay
    Pool
  90. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  91. $126 to $368/night

    Casa De Emdeko 332

    1 Bedroom BathroomSleeps 4
    3 nights minstay
    Pool
  92. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  93. $142 to $293/night

    Kona Makai 3-302

    2 Bedrooms BathroomSleeps 6
    3 nights minstay
    Pool Hot Tub
  94. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  95. $420 to $735/night

    Hale Pahukoa

    3 BedroomsBathroomsSleeps 8
    3 nights minstay
    Pool
  96. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  97. $1,604 to $2,164/night

    Moloa'a Bay Villa & Cottage

    5 BedroomsBathroomsSleeps 11
    3 nights minstay
  98. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  99. $205 to $368/night

    Keauhou Kona Surf and Racquet Club Townhouse#185

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
    Pool
  100. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  101. $1,349 to $1,609/night

    Moloa'a Bay Villa

    3 BedroomsBathroomsSleeps 7
    3 nights minstay
  102. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  103. $331 to $415/night

    Pali Ke Kua #103

    1 Bedroom BathroomSleeps 2
    3 nights minstay
    Pool Hot Tub
  104. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  105. $320 to $493/night

    Pali Ke Kua #241

    2 BedroomsBathroomsSleeps 4
    3 nights minstay
    Pool Hot Tub
  106. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  107. $305 to $715/night

    Hale Ki'i Maka Manu

    4 BedroomsBathroomsSleeps 10
    3 nights minstay
  108. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  109. $635 to $756/night

    Waipouli Beach Resort G-404

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
    Pool Hot Tub
  110. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  111. $274 to $395/night

    Kona Oceanfront Condo w epic sunsets from private lanai

    2 Bedrooms1.5  BathroomSleeps 4
    3 nights minstay
    Pool
    FREE CANCELLATION
  112. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations