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
    Bamboo 405 Condominium

    Bamboo 405 Condominium

    Honolulu, HI

    Pool
    FREE CANCELLATION
  2. CONDOMINIUM
    Amazing Ocean & Sunset Views! C-206 Village Condos

    Amazing Ocean & Sunset Views! C-206 Village Condos

    Waikoloa Village, HI

    Pool
    FREE CANCELLATION

    $146 to $219/night

  3. CONDOMINIUM
    Exceptional Value for Family! Beautiful Views, Sunsets & Minutes from the Beach!

    Exceptional Value for Family! Beautiful Views, Sunsets &...

    Waikoloa Village, HI

    Pool Hot Tub
    FREE CANCELLATION

    $152 to $286/night

  4. CONDOMINIUM
    Hawaii Living! Close to Beaches! 2 Bed/2 Bath

    Hawaii Living! Close to Beaches! 2 Bed/2 Bath

    Waikoloa, HI

    Pool Hot Tub
    FREE CANCELLATION

    $152 to $244/night

  5. CONDOMINIUM
    Kuleana 313

    Kuleana 313

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $236 to $636/night

  6. CONDOMINIUM
    Keauhou Kona Surf & Racquet Club#7-102 "Honu Hale"

    Keauhou Kona Surf & Racquet Club#7-102 "Honu Ha...

    Kailua Kona, HI

    Pool
    FREE CANCELLATION

    $197 to $255/night

  7. HOUSE
    Junior Suite Oceanfront #303

    Junior Suite Oceanfront #303

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $278 to $341/night

  8. CONDOMINIUM
    Nihilani 28C

    Nihilani 28C

    Princeville, HI

    Pool Hot Tub
    FREE CANCELLATION

    $280 to $374/night

  9. CONDOMINIUM
    Sands of Kahana 354

    Sands of Kahana 354

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $391 to $1,123/night

  10. CONDOMINIUM
    Big Island Paradise

    Big Island Paradise

    Waikoloa, HI

    Pool Hot Tub

    $330 to $689/night

  11. CONDOMINIUM
    Honua Kai 210

    Honua Kai 210

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $235 to $353/night

  12. CONDOMINIUM
    Kuleana 614 1 Bdrm

    Kuleana 614 1 Bdrm

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $243 to $384/night

  13. CONDOMINIUM
    Junior Suite Oceanfront #706

    Junior Suite Oceanfront #706

    Kaanapali, HI

    Pool Hot Tub
    FREE CANCELLATION

    $278 to $341/night

  14. CONDOMINIUM
    Hale 'Olu'Olu

    Hale 'Olu'Olu

    Waikoloa, HI

    Pool

    $238 to $478/night

  15. HOUSE
    1 Bedroom Corner Oceanfront #808

    1 Bedroom Corner Oceanfront #808

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $372 to $444/night

  16. CONDOMINIUM
    Eldorado J109

    Eldorado J109

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $174 to $299/night

  17. CONDOMINIUM
    Kahana Sunset D6

    Kahana Sunset D6

    Lahaina, HI

    Pool

    $276 to $332/night

  18. HOUSE
    Junior Suite Oceanfront #702

    Junior Suite Oceanfront #702

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $278 to $341/night

  19. TOWNHOUSE
    Puamana 25-4

    Puamana 25-4

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $219 to $249/night

  20. CONDOMINIUM
    Sea Village 3-317

    Sea Village 3-317

    Kailua Kona, HI

    Pool Hot Tub
    FREE CANCELLATION

    $245 to $256/night

  21. CONDOMINIUM
    Keauhou Kona Surf & Racquet Club 3202

    Keauhou Kona Surf & Racquet Club 3202

    Kailua Kona, HI

    Pool
    FREE CANCELLATION

    $349 to $350/night

  22. CONDOMINIUM
    Kona Isle C28

    Kona Isle C28

    Kailua Kona, HI

    Pool
    FREE CANCELLATION

    $239 to $243/night

  23. CONDOMINIUM
    Casa De Emdeko 219

    Casa De Emdeko 219

    Kailua Kona, HI

    Pool
    FREE CANCELLATION
  24. 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

  25. CONDOMINIUM
    Melemele Pua

    Melemele Pua

    Waikoloa, HI

    Pool

    $310 to $605/night

  26. CONDOMINIUM
    Waipouli Beach Resort E-406

    Waipouli Beach Resort E-406

    Kapaa, HI

    Pool Hot Tub

    $322 to $423/night

  27. CONDOMINIUM
    Vista Waikoloa E-105

    Vista Waikoloa E-105

    Waikoloa, HI

    Pool Hot Tub
    FREE CANCELLATION

    $234 to $464/night

  28. CONDOMINIUM
    Island Sands 210

    Island Sands 210

    Wailuku, HI

    Pool
    FREE CANCELLATION

    $146 to $466/night

  29. CONDOMINIUM
    Hanalei Bay Resort 5202

    Hanalei Bay Resort 5202

    Princeville, HI

    Pool
    FREE CANCELLATION

    $361 to $410/night

  30. HOUSE
    Heeia Bay Hale

    Heeia Bay Hale

    Kailua Kona, HI

    Pool
    FREE CANCELLATION

    $407 to $466/night

  31. CONDOMINIUM
    Keauhou Kona Surf & Racquet Club #5-303

    Keauhou Kona Surf & Racquet Club #5-303

    Kailua Kona, HI

    Pool
    FREE CANCELLATION
  32. CONDOMINIUM
    Papakea L405

    Papakea L405

    Lahaina, HI

    Pool Hot Tub

    $429 to $737/night

  33. CONDOMINIUM
    Eldorado A203

    Eldorado A203

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $188 to $480/night

  34. CONDOMINIUM
    Eldorado K102

    Eldorado K102

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $224 to $446/night

  35. CONDOMINIUM
    Napili Shores B214

    Napili Shores B214

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $200 to $350/night

  36. CONDOMINIUM
    Mahana Resort #612

    Mahana Resort #612

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $273 to $476/night

  37. CONDOMINIUM
    Mahana Resort #1205

    Mahana Resort #1205

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $325 to $606/night

  38. CONDOMINIUM
    Kona Makai #4202

    Kona Makai #4202

    Kailua Kona, HI

    Pool Hot Tub
    FREE CANCELLATION

    $119 to $324/night

  39. CONDOMINIUM
    Kona Makai #4102

    Kona Makai #4102

    Kailua Kona, HI

    Pool Hot Tub
    FREE CANCELLATION

    $119 to $324/night

  40. CONDOMINIUM
    White Sands Village #222

    White Sands Village #222

    Kailua Kona, HI

    Pool Hot Tub
    FREE CANCELLATION

    $200 to $453/night

  41. CONDOMINIUM
    White Sands Village #202

    White Sands Village #202

    Kailua Kona, HI

    Pool Hot Tub
    FREE CANCELLATION

    $145 to $453/night

  42. CONDOMINIUM
    Royal Sea Cliff #314

    Royal Sea Cliff #314

    Kailua Kona, HI

    Pool Hot Tub
    FREE CANCELLATION

    $263 to $858/night

  43. CONDOMINIUM
    Fairway Villas M2 at the Waikoloa Beach Resort

    Fairway Villas M2 at the Waikoloa Beach Resort

    Waikoloa Beach Resort, HI

    Pool Hot Tub
    FREE CANCELLATION

    $175 to $565/night

  44. CONDOMINIUM
    Valley Isle #1104

    Valley Isle #1104

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $173 to $375/night

  45. CONDOMINIUM
    Papakea G206

    Papakea G206

    Lahaina, HI

    Pool Hot Tub

    $232 to $387/night

  46. CONDOMINIUM
    Waikoloa Beach Villas E32

    Waikoloa Beach Villas E32

    Waikoloa, HI

    Pool Hot Tub
    FREE CANCELLATION

    $234 to $464/night

  47. CONDOMINIUM
    Aina Nalu C 203

    Aina Nalu C 203

    lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $181 to $371/night

  48. CONDOMINIUM
    Valley Isle 110

    Valley Isle 110

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $205 to $312/night

  49. CONDOMINIUM
    Honua Kai Konea 508

    Honua Kai Konea 508

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $263 to $484/night

  50. CONDOMINIUM
    Kona Shores#130

    Kona Shores#130

    Kailua Kona, HI

    Pool
    FREE CANCELLATION

    $198 to $219/night

  51. HOUSE
    Hale Kohea

    Hale Kohea

    Princeville, HI

    $270 to $344/night

  52. CONDOMINIUM
    PentHouse 701

    PentHouse 701

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $187 to $275/night

  53. CONDOMINIUM
    Kapalua Bay Villa 11g4 Ocean View

    Kapalua Bay Villa 11g4 Ocean View

    Kapalua, HI

    Pool

    $374 to $688/night

  54. CONDOMINIUM
    Kihei Akahi C-616

    Kihei Akahi C-616

    Kihei, HI

    Pool
    FREE CANCELLATION

    $174 to $419/night

  55. CONDOMINIUM
    Mahana 307

    Mahana 307

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $294 to $475/night

  56. CONDOMINIUM
    Mahana 1008

    Mahana 1008

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $304 to $933/night

  57. CONDOMINIUM
    Paki Maui 123

    Paki Maui 123

    LAHAINA, HI

    Pool Hot Tub
    FREE CANCELLATION

    $188 to $424/night

  58. CONDOMINIUM
    Kuleana 321

    Kuleana 321

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $159 to $315/night

  59. CONDOMINIUM
    Eldorado L102

    Eldorado L102

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $160 to $406/night

  60. CONDOMINIUM
    Papakea B201

    Papakea B201

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $160 to $385/night

  61. APARTMENT
    Kahana Reef 201

    Kahana Reef 201

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $156 to $345/night

  62. CONDOMINIUM
    Pacific Shores B414

    Pacific Shores B414

    Kihei, HI

    Pool
    FREE CANCELLATION

    $174 to $299/night

  63. CONDOMINIUM
    Hale Ono Loa 109

    Hale Ono Loa 109

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $338 to $936/night

  64. CONDOMINIUM
    Kaanapali Shores 527

    Kaanapali Shores 527

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $309 to $924/night

  65. CONDOMINIUM
    Kaanapali Royal H303

    Kaanapali Royal H303

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $249 to $625/night

  66. CONDOMINIUM
    Hale Papakea Ko Olina Beach Villa (B110)

    Hale Papakea Ko Olina Beach Villa (B110)

    Kapolei, HI

    Pool Hot Tub

    $513 to $1,325/night

  67. CONDOMINIUM
    Mahana Resort #705

    Mahana Resort #705

    Lahaina, HI

    FREE CANCELLATION

    $331 to $737/night

  68. CONDOMINIUM
    Keauhou Kona Surf & Racquet Club #5-104

    Keauhou Kona Surf & Racquet Club #5-104

    Kailua Kona, HI

    Pool
    FREE CANCELLATION

    $432 to $467/night

  69. CONDOMINIUM
    Maalaea Banyans 203

    Maalaea Banyans 203

    Wailuku, HI

    Pool Hot Tub
    FREE CANCELLATION

    $171 to $288/night

  70. CONDOMINIUM
    B2-1 Bedroom Oceanfront

    B2-1 Bedroom Oceanfront

    Kihei, HI

    Pool
    FREE CANCELLATION

    $259 to $428/night

  71. CONDOMINIUM
    D1-2 Bedroom Beachfront

    D1-2 Bedroom Beachfront

    Kihei, HI

    Pool
    FREE CANCELLATION

    $416 to $664/night

  72. CONDOMINIUM
    G5-1 Bedroom Oceanfront

    G5-1 Bedroom Oceanfront

    Kihei, HI

    Pool
    FREE CANCELLATION

    $259 to $428/night

  73. CONDOMINIUM
    C4-1 Bedroom Oceanfront

    C4-1 Bedroom Oceanfront

    Kihei, HI

    Pool
    FREE CANCELLATION

    $259 to $428/night

  74. CONDOMINIUM
    Sands of Kahana #292

    Sands of Kahana #292

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $487 to $1,183/night

  75. CONDOMINIUM
    Kauhale Makai 203

    Kauhale Makai 203

    Kihei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $124 to $401/night

  76. CONDOMINIUM
    Wailea Ekahi 36C

    Wailea Ekahi 36C

    Wailea, HI

    Pool
    FREE CANCELLATION

    $194 to $498/night

  77. HOUSE
    Junior Suite Oceanfront #707

    Junior Suite Oceanfront #707

    Kaanapali, HI

    Pool Hot Tub
    FREE CANCELLATION

    $258 to $309/night

  78. CONDOMINIUM
    Kapalua Golf Villa 19V1 Gold Ocean View

    Kapalua Golf Villa 19V1 Gold Ocean View

    Kapalua, HI

    $294 to $494/night

  79. CONDOMINIUM
    Hanalei Bay Resort 52012

    Hanalei Bay Resort 52012

    Princeville, HI

    Pool
    FREE CANCELLATION

    $520 to $581/night

  80. HOUSE
    Mahuahua Hale

    Mahuahua Hale

    Kailua Kona, HI

    Pool
    FREE CANCELLATION

    $525 to $642/night

  81. CONDOMINIUM
    Kaanapali Shores 725

    Kaanapali Shores 725

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $260 to $658/night

  82. CONDOMINIUM
    Royal Kahana 308

    Royal Kahana 308

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $174 to $416/night

  83. CONDOMINIUM
    Kaanapali Royal #P102

    Kaanapali Royal #P102

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $261 to $601/night

  84. CONDOMINIUM
    Honua Kai Konea 224

    Honua Kai Konea 224

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $229 to $365/night

  85. CONDOMINIUM
    Noelani #219

    Noelani #219

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $173 to $381/night

  86. CONDOMINIUM
    Kapalua Bay Villa 21G5 Gold Beach Front

    Kapalua Bay Villa 21G5 Gold Beach Front

    Kapalua, HI

    Pool

    $625 to $844/night

  87. CONDOMINIUM
    Papakea G301

    Papakea G301

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $136 to $270/night

  88. CONDOMINIUM
    Aina Nalu A104

    Aina Nalu A104

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $169 to $499/night

  89. CONDOMINIUM
    Napili Bay 204

    Napili Bay 204

    Lahaina, HI

    $158 to $203/night

  90. CONDOMINIUM
    Kapalua Bay Villa 21G4 Gold Beach Front

    Kapalua Bay Villa 21G4 Gold Beach Front

    Kapalua, HI

    Pool

    $625 to $844/night

  91. CONDOMINIUM
    Mahana Resort #405

    Mahana Resort #405

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $325 to $797/night

  92. CONDOMINIUM
    Papakea #C404

    Papakea #C404

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $412 to $940/night

  93. CONDOMINIUM
    Kaleialoha 406

    Kaleialoha 406

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $194 to $331/night

  94. CONDOMINIUM
    Kahana Villas F401

    Kahana Villas F401

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $249 to $688/night

  95. CONDOMINIUM
    MAKENA SURF RESORT, #G-304

    MAKENA SURF RESORT, #G-304

    Makena, Maui, HI

    Pool Hot Tub

    $1,066 to $1,459/night

  96. CONDOMINIUM
    Turtle Bay Fazio First Tee 13***NUC 90-TVU-0579

    Turtle Bay Fazio First Tee 13***NUC 90-TVU-0579

    Kahuku, HI

    Pool
    FREE CANCELLATION
  97. CONDOMINIUM
    Papakea #K303

    Papakea #K303

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $325 to $619/night

  98. CONDOMINIUM
    Papakea #K203

    Papakea #K203

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $283 to $600/night

  99. TOWNHOUSE
    Puamana 35-2

    Puamana 35-2

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $249 to $611/night

  100. CONDOMINIUM
    Kaanapali Royal Q101

    Kaanapali Royal Q101

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $211 to $494/night