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
    Kuleana 313

    Kuleana 313

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $211 to $636/night

  2. 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

  3. CONDOMINIUM
    Bamboo 405 Condominium

    Bamboo 405 Condominium

    Honolulu, HI

    Pool
    FREE CANCELLATION
  4. 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

  5. CONDOMINIUM
    Bamboo 601 Condominium

    Bamboo 601 Condominium

    Honolulu, HI

    Pool
    FREE CANCELLATION
  6. HOUSE
    Beautiful Resort! Close to Beaches! Pool & Hot Tub! Fairway Villas Unit N-3

    Beautiful Resort! Close to Beaches! Pool & Hot Tub! ...

    Waikoloa, HI

    Pool Hot Tub
    FREE CANCELLATION

    $177 to $303/night

  7. 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

  8. CONDOMINIUM
    Waikiki Grand 712 Condo

    Waikiki Grand 712 Condo

    Honolulu, HI

    Pool
    FREE CANCELLATION

    $153 to $186/night

  9. CONDOMINIUM
    Lahaina Shores 210

    Lahaina Shores 210

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $138 to $569/night

  10. CONDOMINIUM
    Bamboo 702 Condominium

    Bamboo 702 Condominium

    Honolulu, HI

    Pool
    FREE CANCELLATION
  11. 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

  12. CONDOMINIUM
    204 Punahoa Condominium

    204 Punahoa Condominium

    Kihei, HI

    $165 to $287/night

  13. CONDOMINIUM
    Paki Maui 422

    Paki Maui 422

    Lahaina, HI

    Pool Hot Tub

    $298 to $354/night

  14. CONDOMINIUM
    Sealodge G3

    Sealodge G3

    Princeville, HI

    Pool
    FREE CANCELLATION

    $226 to $257/night

  15. CONDOMINIUM
    Hale Mahina A-403

    Hale Mahina A-403

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $234 to $521/night

  16. CONDOMINIUM
    Sealodge G4

    Sealodge G4

    Princeville, HI

    Pool
    FREE CANCELLATION

    $226 to $257/night

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

    Keauhou Kona Surf & Racquet Club #5-303

    Kailua Kona, HI

    Pool
    FREE CANCELLATION
  18. CONDOMINIUM
    Hoyochi Nikko #102

    Hoyochi Nikko #102

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $240 to $437/night

  19. CONDOMINIUM
    Honua Kai Konea 508

    Honua Kai Konea 508

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $263 to $608/night

  20. CONDOMINIUM
    Hanalei Bay Resort 52012

    Hanalei Bay Resort 52012

    Princeville, HI

    Pool
    FREE CANCELLATION

    $520 to $581/night

  21. CONDOMINIUM
    Islander on the Beach 259

    Islander on the Beach 259

    Kapaa, HI

    Pool
    FREE CANCELLATION
  22. CONDOMINIUM
    Kapalua Golf Villa 19V1 Gold Ocean View

    Kapalua Golf Villa 19V1 Gold Ocean View

    Kapalua, HI

    $294 to $494/night

  23. 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

  24. CONDOMINIUM
    Valley Isle 110

    Valley Isle 110

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $223 to $312/night

  25. CONDOMINIUM
    Villas on the Prince 34

    Villas on the Prince 34

    Princeville, HI

    Pool Hot Tub
    FREE CANCELLATION

    $158 to $183/night

  26. CONDOMINIUM
    Sealodge C7

    Sealodge C7

    Princeville, HI

    Pool
    FREE CANCELLATION

    $238 to $275/night

  27. CONDOMINIUM
    Kaleialoha 406

    Kaleialoha 406

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $194 to $331/night

  28. CONDOMINIUM
    Kahana Sunset C 3

    Kahana Sunset C 3

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $251 to $394/night

  29. CONDOMINIUM
    Hale 'Olu'Olu

    Hale 'Olu'Olu

    Waikoloa, HI

    Pool

    $238 to $478/night

  30. CONDOMINIUM
    Alii Kai II 11B

    Alii Kai II 11B

    Princeville, HI

    Pool Hot Tub
    FREE CANCELLATION

    $226 to $257/night

  31. CONDOMINIUM
    Kuleana 614 1 Bdrm

    Kuleana 614 1 Bdrm

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $243 to $384/night

  32. CONDOMINIUM
    Kahana Villa F406 1Bdrm

    Kahana Villa F406 1Bdrm

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $191 to $346/night

  33. CONDOMINIUM
    Aina Nalu C 203

    Aina Nalu C 203

    lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $181 to $371/night

  34. CONDOMINIUM
    Kaleialoha #313

    Kaleialoha #313

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $195 to $336/night

  35. CONDOMINIUM
    Kaleialoha 205

    Kaleialoha 205

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $194 to $331/night

  36. TOWNHOUSE
    Golf Villas G2 at Mauna Lani Resort

    Golf Villas G2 at Mauna Lani Resort

    Kohala Coast, HI

    Pool
    FREE CANCELLATION

    $359 to $608/night

  37. CONDOMINIUM
    Kona Isle C24

    Kona Isle C24

    Kailua Kona, HI

    Pool
    FREE CANCELLATION

    $188 to $270/night

  38. 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

  39. HOUSE
    Hale Lani

    Hale Lani

    Kailua Kona, HI

    Pool
    FREE CANCELLATION

    $1,137 to $1,536/night

  40. CONDOMINIUM
    Sea Village 3-317

    Sea Village 3-317

    Kailua Kona, HI

    Pool Hot Tub
    FREE CANCELLATION

    $249 to $256/night

  41. CONDOMINIUM
    Keauhou Kona Surf & Racquet Club 3202

    Keauhou Kona Surf & Racquet Club 3202

    Kailua Kona, HI

    Pool
    FREE CANCELLATION

    $349 to $350/night

  42. HOUSE
    Heeia Bay Hale

    Heeia Bay Hale

    Kailua Kona, HI

    Pool
    FREE CANCELLATION

    $407 to $466/night

  43. CONDOMINIUM
    Casa De Emdeko 330

    Casa De Emdeko 330

    Kailua Kona, HI

    Pool
    FREE CANCELLATION
  44. 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

  45. HOUSE
    Kona Bubbles

    Kona Bubbles

    Kailua Kona, HI

    Pool
    FREE CANCELLATION

    $1,256 to $1,395/night

  46. CONDOMINIUM
    Melemele Pua

    Melemele Pua

    Waikoloa, HI

    Pool

    $310 to $605/night

  47. CONDOMINIUM
    Sealodge E10

    Sealodge E10

    Princeville, HI

    Pool
    FREE CANCELLATION

    $226 to $275/night

  48. CONDOMINIUM
    Hanalei Bay Resort 5202

    Hanalei Bay Resort 5202

    Princeville, HI

    Pool
    FREE CANCELLATION

    $361 to $410/night

  49. 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
  50. CONDOMINIUM
    Kona Pacific

    Kona Pacific

    Kailua Kona, HI

    Pool
    FREE CANCELLATION

    $146 to $183/night

  51. HOUSE
    Hale Honu-Oceanfront

    Hale Honu-Oceanfront

    Kailua Kona, HI

    Hot Tub
    FREE CANCELLATION

    $766 to $846/night

  52. CONDOMINIUM
    Kaleialoha #208

    Kaleialoha #208

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $207 to $384/night

  53. CONDOMINIUM
    Kaleialoha #414

    Kaleialoha #414

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $218 to $413/night

  54. CONDOMINIUM
    Alii Kai 5301

    Alii Kai 5301

    Princeville, HI

    Pool
    FREE CANCELLATION

    $275 to $306/night

  55. CONDOMINIUM
    Sea Village 1-205-Oceanfront

    Sea Village 1-205-Oceanfront

    Kailua Kona, HI

    Pool
    FREE CANCELLATION

    $194 to $279/night

  56. CONDOMINIUM
    Mauna Lani Terrace K301

    Mauna Lani Terrace K301

    Kamuela, HI

    Pool
    FREE CANCELLATION

    $340 to $644/night

  57. CONDOMINIUM
    Vista Waikoloa D-102

    Vista Waikoloa D-102

    Waikoloa, HI

    Pool Hot Tub
    FREE CANCELLATION

    $234 to $464/night

  58. CONDOMINIUM
    Vista Waikoloa E-105

    Vista Waikoloa E-105

    Waikoloa, HI

    Pool Hot Tub
    FREE CANCELLATION

    $234 to $464/night

  59. CONDOMINIUM
    Pacific Shores B414

    Pacific Shores B414

    Kihei, HI

    Pool
    FREE CANCELLATION

    $174 to $333/night

  60. CONDOMINIUM
    Hoyochi Nikko #202

    Hoyochi Nikko #202

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $229 to $353/night

  61. CONDOMINIUM
    Noelani #219

    Noelani #219

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $173 to $381/night

  62. CONDOMINIUM
    Nohonani #402

    Nohonani #402

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $274 to $409/night

  63. CONDOMINIUM
    Tropical Breeze

    Tropical Breeze

    Waikoloa, HI

    Pool Hot Tub

    $238 to $478/night

  64. CONDOMINIUM
    Honua Kai- Hokulani 712- Romantic One Bedroom Ocean View!

    Honua Kai- Hokulani 712- Romantic One Bedroom Ocean View...

    Kanaanapali, HI

    Pool Hot Tub

    $322 to $943/night

  65. CONDOMINIUM
    Honua Kai- Konea 705- Amazing Sunset Views! 2b/2b

    Honua Kai- Konea 705- Amazing Sunset Views! 2b/2b

    Kaanapali, HI

    Pool Hot Tub

    $454 to $1,804/night

  66. CONDOMINIUM
    Maui Eldorado- B206- Large updated corner unit! 2b/2b

    Maui Eldorado- B206- Large updated corner unit! 2b/2b

    Kaanapali, HI

    Pool Hot Tub

    $282 to $1,009/night

  67. CONDOMINIUM
    A1-2 Bedroom Beachfront

    A1-2 Bedroom Beachfront

    Kihei, HI

    Pool
    FREE CANCELLATION

    $416 to $664/night

  68. CONDOMINIUM
    D10-Beachfront Loft Suite

    D10-Beachfront Loft Suite

    Kihei, HI

    Pool
    FREE CANCELLATION

    $304 to $467/night

  69. CONDOMINIUM
    G5-1 Bedroom Oceanfront

    G5-1 Bedroom Oceanfront

    Kihei, HI

    Pool
    FREE CANCELLATION

    $259 to $428/night

  70. CONDOMINIUM
    B2-1 Bedroom Oceanfront

    B2-1 Bedroom Oceanfront

    Kihei, HI

    Pool
    FREE CANCELLATION

    $259 to $428/night

  71. CONDOMINIUM
    Casa De Emdeko 219

    Casa De Emdeko 219

    Kailua Kona, HI

    Pool
    FREE CANCELLATION
  72. CONDOMINIUM
    Maui Vista 1417

    Maui Vista 1417

    Kihei, HI

    Pool
    FREE CANCELLATION

    $244 to $563/night

  73. APARTMENT
    Kahana Reef 201

    Kahana Reef 201

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $191 to $355/night

  74. CONDOMINIUM
    Aina Nalu A104

    Aina Nalu A104

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $228 to $499/night

  75. CONDOMINIUM
    Eldorado L102

    Eldorado L102

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $219 to $406/night

  76. CONDOMINIUM
    Lokelani A203

    Lokelani A203

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $406 to $624/night

  77. CONDOMINIUM
    Wailea Ekahi 36C

    Wailea Ekahi 36C

    Wailea, HI

    Pool
    FREE CANCELLATION

    $226 to $544/night

  78. CONDOMINIUM
    Island Sands 210

    Island Sands 210

    Wailuku, HI

    Pool
    FREE CANCELLATION

    $208 to $469/night

  79. CONDOMINIUM
    Kahana Sunset E5

    Kahana Sunset E5

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $249 to $370/night

  80. CONDOMINIUM
    Valley Isle #1104

    Valley Isle #1104

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $173 to $375/night

  81. TOWNHOUSE
    Na Hale o Keauhou H3

    Na Hale o Keauhou H3

    Kailua-Kona, HI

    Pool Hot Tub
    FREE CANCELLATION

    $237 to $359/night

  82. CONDOMINIUM
    Honua Kai- Hokulani 409- Amazing Ocean Views! 2b/2b

    Honua Kai- Hokulani 409- Amazing Ocean Views! 2b/2b

    Kaanapali, HI

    Pool Hot Tub

    $550 to $1,553/night

  83. CONDOMINIUM
    Kahana Sunset C4

    Kahana Sunset C4

    Lahaina, HI

    Pool

    $219 to $276/night

  84. CONDOMINIUM
    Kahana Sunset D6

    Kahana Sunset D6

    Lahaina, HI

    Pool

    $276 to $332/night

  85. CONDOMINIUM
    Kahana Sunset D9

    Kahana Sunset D9

    Lahaina, HI

    Pool

    $276 to $332/night

  86. CONDOMINIUM
    Kahana Sunset D7

    Kahana Sunset D7

    Lahaina, HI

    Pool

    $276 to $332/night

  87. CONDOMINIUM
    Napili Bay 204

    Napili Bay 204

    Lahaina, HI

    $158 to $203/night

  88. HOUSE
    Pele's Last Resort (Holua Kai #29)

    Pele's Last Resort (Holua Kai #29)

    Kailua Kona, HI

    Pool

    $423 to $780/night

  89. CONDOMINIUM
    Beach Villas at Kahalu'u 2-101

    Beach Villas at Kahalu'u 2-101

    Kailua Kona, HI

    Pool

    $304 to $647/night

  90. VILLA
    Waikoloa Beach Villas I1

    Waikoloa Beach Villas I1

    Waikoloa, HI

    Pool Hot Tub
    FREE CANCELLATION

    $333 to $741/night

  91. CONDOMINIUM
    Shores at Waikoloa #234 at Bo Tree Tower

    Shores at Waikoloa #234 at Bo Tree Tower

    Waikoloa, HI

    Pool Hot Tub
    FREE CANCELLATION

    $221 to $464/night

  92. HOUSE
    Pineapple Hale

    Pineapple Hale

    Kailua Kona, HI

    Pool
    FREE CANCELLATION

    $438 to $1,876/night

  93. CONDOMINIUM
    Kona White Sands A4

    Kona White Sands A4

    Kailua Kona, HI

    FREE CANCELLATION

    $138 to $403/night

  94. CONDOMINIUM
    Big Island Paradise

    Big Island Paradise

    Waikoloa, HI

    Pool Hot Tub

    $330 to $689/night

  95. CONDOMINIUM
    Hale Mali'e

    Hale Mali'e

    Waikoloa, HI

    Pool

    $294 to $598/night

  96. CONDOMINIUM
    Kona Shores#130

    Kona Shores#130

    Kailua Kona, HI

    Pool
    FREE CANCELLATION

    $198 to $219/night

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

    Hale Papakea Ko Olina Beach Villa (B110)

    Kapolei, HI

    Pool Hot Tub

    $548 to $2,016/night

  98. CONDOMINIUM
    C4-1 Bedroom Oceanfront

    C4-1 Bedroom Oceanfront

    Kihei, HI

    Pool
    FREE CANCELLATION

    $259 to $428/night

  99. HOUSE
    Hale Hookaana

    Hale Hookaana

    Kailua Kona, HI

    FREE CANCELLATION

    $304 to $609/night

  100. CONDOMINIUM
    Sea Village 1-203

    Sea Village 1-203

    Kailua-Kona, HI

    Pool Hot Tub
    FREE CANCELLATION

    $164 to $231/night