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 801 Condominium

    Bamboo 801 Condominium

    Honolulu, HI

    FREE CANCELLATION
  2. APARTMENT
    Diamond Head Beach Hotel 1105

    Diamond Head Beach Hotel 1105

    Honolulu, HI

    FREE CANCELLATION

    $160 to $197/night

  3. CONDOMINIUM
    Banyan 1608-I Condominium

    Banyan 1608-I Condominium

    Honolulu, HI

    Pool
    FREE CANCELLATION

    $152 to $248/night

  4. HOTEL ROOM
    Bamboo 902 Hotel Suites

    Bamboo 902 Hotel Suites

    Honolulu, HI

    Pool
    FREE CANCELLATION
  5. CONDOMINIUM
    Diamond Head Beach Hotel 1005

    Diamond Head Beach Hotel 1005

    Honolulu, HI

    FREE CANCELLATION

    $144 to $186/night

  6. CONDOMINIUM
    Aloha Surf 1507 Condominium

    Aloha Surf 1507 Condominium

    Honolulu, HI

    Pool
    FREE CANCELLATION

    $106 to $158/night

  7. APARTMENT
    Aloha Surf 610 Apartment

    Aloha Surf 610 Apartment

    Honolulu, HI

    Pool
    FREE CANCELLATION
  8. APARTMENT
    Bamboo 610 Studio Apartment

    Bamboo 610 Studio Apartment

    Honolulu, HI

    Pool Hot Tub
    FREE CANCELLATION
  9. APARTMENT
    Cabana 301 Apartment

    Cabana 301 Apartment

    Honolulu, HI

    FREE CANCELLATION

    $129 to $180/night

  10. CONDOMINIUM
     Luxurious Oceanfront Condo on Molokai- Ka Hale Ola

    Luxurious Oceanfront Condo on Molokai- Ka Hale Ola

    Kaunakakai, HI

    Pool
    FREE CANCELLATION

    $158 to $191/night

  11. CONDOMINIUM
    Hawaiian King 112 Condo

    Hawaiian King 112 Condo

    Honolulu, HI

    Pool
    FREE CANCELLATION

    $123 to $180/night

  12. CONDOMINIUM
    Lil Grass Shack-103

    Lil Grass Shack-103

    Lahaina, HI

    FREE CANCELLATION

    $158 to $239/night

  13. CONDOMINIUM
    1BR w/ Pools, Steps to Kamaole Beach 3

    1BR w/ Pools, Steps to Kamaole Beach 3

    Kihei, HI

    Pool
    FREE CANCELLATION

    $114 to $399/night

  14. CONDOMINIUM
    Waipouli Beach Resort A-404

    Waipouli Beach Resort A-404

    Kapaa, HI

    Pool Hot Tub

    $456 to $572/night

  15. CONDOMINIUM
    Valley Isle #905

    Valley Isle #905

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $157 to $423/night

  16. CONDOMINIUM
    Hale Mahina #B403

    Hale Mahina #B403

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $278 to $600/night

  17. CONDOMINIUM
    Lahaina Roads #405

    Lahaina Roads #405

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $226 to $447/night

  18. CONDOMINIUM
    Unit 311

    Unit 311

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $302 to $354/night

  19. CONDOMINIUM
    F5-2 Bedroom Oceanfront Townhouse

    F5-2 Bedroom Oceanfront Townhouse

    Kihei, HI

    Pool
    FREE CANCELLATION

    $304 to $540/night

  20. CONDOMINIUM
    E3-1 Bedroom Oceanfront

    E3-1 Bedroom Oceanfront

    Kihei, HI

    Pool
    FREE CANCELLATION

    $259 to $428/night

  21. CONDOMINIUM
    Kaanapali Shores #160

    Kaanapali Shores #160

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $429 to $800/night

  22. CONDOMINIUM
    Cliffs 7303

    Cliffs 7303

    Princeville, HI

    Pool Hot Tub
    FREE CANCELLATION

    $214 to $238/night

  23. CONDOMINIUM
    Mahana Resort #906

    Mahana Resort #906

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $267 to $554/night

  24. CONDOMINIUM
    Mahana Resort #1003

    Mahana Resort #1003

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $232 to $493/night

  25. CONDOMINIUM
    Aina Nalu K 205

    Aina Nalu K 205

    lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $134 to $239/night

  26. CONDOMINIUM
    Puu Poa 405

    Puu Poa 405

    Princeville, HI

    Pool
    FREE CANCELLATION

    $397 to $458/night

  27. HOUSE
    Junior Suite Oceanfront #403

    Junior Suite Oceanfront #403

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $278 to $341/night

  28. CONDOMINIUM
    Hale Ono Loa #212

    Hale Ono Loa #212

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $162 to $414/night

  29. CONDOMINIUM
    Nohonani #300

    Nohonani #300

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $274 to $521/night

  30. CONDOMINIUM
    Plantation at Princeville 1322

    Plantation at Princeville 1322

    Princeville, HI

    Pool Hot Tub
    FREE CANCELLATION

    $257 to $306/night

  31. CONDOMINIUM
    Valley Isle #707

    Valley Isle #707

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $145 to $273/night

  32. CONDOMINIUM
    Kaanapali Royal #E302

    Kaanapali Royal #E302

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $232 to $566/night

  33. CONDOMINIUM
    Maui Kaanapali Villas #D275

    Maui Kaanapali Villas #D275

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $319 to $510/night

  34. CONDOMINIUM
    Noelani # 115

    Noelani # 115

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $228 to $437/night

  35. CONDOMINIUM
    Noelani #110

    Noelani #110

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $296 to $521/night

  36. CONDOMINIUM
    Hanalei Bay Villa #17

    Hanalei Bay Villa #17

    Princeville, HI

    FREE CANCELLATION

    $249 to $312/night

  37. HOUSE
    1 Bedroom Oceanfront #804

    1 Bedroom Oceanfront #804

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $341 to $413/night

  38. HOUSE
    2 Bedrooms Oceanfront

    2 Bedrooms Oceanfront

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $516 to $620/night

  39. CONDOMINIUM
    Lahaina Roads #204

    Lahaina Roads #204

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $186 to $447/night

  40. CONDOMINIUM
    Hale Ono Loa #316

    Hale Ono Loa #316

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $178 to $285/night

  41. CONDOMINIUM
    Sealodge G8

    Sealodge G8

    Princeville, HI

    Pool
    FREE CANCELLATION

    $238 to $291/night

  42. CONDOMINIUM
    Maui Kaanapali Villas #A116

    Maui Kaanapali Villas #A116

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $186 to $365/night

  43. HOUSE
    Ainamalu 29 at Waikoloa Beach Resort

    Ainamalu 29 at Waikoloa Beach Resort

    Waikoloa, HI

    FREE CANCELLATION

    $481 to $896/night

  44. CONDOMINIUM
    Mahana Resort #1107

    Mahana Resort #1107

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $325 to $638/night

  45. CONDOMINIUM
    Lahaina Shores #533

    Lahaina Shores #533

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $253 to $447/night

  46. CONDOMINIUM
    Ocean View w/Pool- Across from Kalama Beach

    Ocean View w/Pool- Across from Kalama Beach

    Kihei, HI

    Pool
    FREE CANCELLATION

    $146 to $363/night

  47. CONDOMINIUM
    Papakea #A201

    Papakea #A201

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $336 to $603/night

  48. CONDOMINIUM
    Kapalua Ridge Villa 2614 Gold Ocean View

    Kapalua Ridge Villa 2614 Gold Ocean View

    Kapalua, HI

    Pool

    $525 to $869/night

  49. CONDOMINIUM
    Kaanapali Plantation #52

    Kaanapali Plantation #52

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $215 to $619/night

  50. CONDOMINIUM
    Maui Sands #5G

    Maui Sands #5G

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $203 to $427/night

  51. CONDOMINIUM
    Kapalua Bay Villa 30B1 Gold Ocean Front

    Kapalua Bay Villa 30B1 Gold Ocean Front

    Kapalua, HI

    Pool

    $494 to $781/night

  52. CONDOMINIUM
    Mahana Resort #1204

    Mahana Resort #1204

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $400 to $606/night

  53. CONDOMINIUM
    Fairway Villas Waikoloa O21

    Fairway Villas Waikoloa O21

    Waikoloa, HI

    Pool Hot Tub
    FREE CANCELLATION

    $234 to $464/night

  54. CONDOMINIUM
    Maui Kaanapali Villas #E288

    Maui Kaanapali Villas #E288

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $220 to $377/night

  55. HOUSE
    Hale Pahukoa

    Hale Pahukoa

    Kailua Kona, HI

    Pool
    FREE CANCELLATION
  56. CONDOMINIUM
    D5-1 Bedroom Beachfront

    D5-1 Bedroom Beachfront

    Kihei, HI

    Pool
    FREE CANCELLATION

    $304 to $467/night

  57. CONDOMINIUM
    A2-1 Bedroom Beachfront

    A2-1 Bedroom Beachfront

    Kihei, HI

    Pool
    FREE CANCELLATION

    $304 to $467/night

  58. CONDOMINIUM
    H4-2 Bedroom Beachfront

    H4-2 Bedroom Beachfront

    Kihei, HI

    Pool
    FREE CANCELLATION

    $416 to $664/night

  59. CONDOMINIUM
    Maui Sands #5F

    Maui Sands #5F

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $191 to $427/night

  60. CONDOMINIUM
    Lahaina Shores #505

    Lahaina Shores #505

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $325 to $493/night

  61. CONDOMINIUM
    Kapalua Bay Villa 23B3 Ocean Front

    Kapalua Bay Villa 23B3 Ocean Front

    Kapalua, HI

    Pool

    $581 to $969/night

  62. TOWNHOUSE
    Palm Villas F4 at Mauna Lani Resort

    Palm Villas F4 at Mauna Lani Resort

    Kamuela, HI

    Pool
    FREE CANCELLATION

    $364 to $608/night

  63. CONDOMINIUM
    Waikoloa Beach Villas B22

    Waikoloa Beach Villas B22

    Waikoloa, HI

    Pool Hot Tub
    FREE CANCELLATION

    $246 to $464/night

  64. CONDOMINIUM
    Villas of Kamalii 37

    Villas of Kamalii 37

    Princeville, HI

    Pool Hot Tub
    FREE CANCELLATION

    $230 to $336/night

  65. CONDOMINIUM
    Sealodge J2

    Sealodge J2

    Princeville, HI

    Pool
    FREE CANCELLATION

    $226 to $257/night

  66. CONDOMINIUM
    Hanalei Colony Resort E3

    Hanalei Colony Resort E3

    Hanalei, HI

    Pool
    FREE CANCELLATION

    $488 to $581/night

  67. CONDOMINIUM
    Kaanapali Shores 819

    Kaanapali Shores 819

    LAHAINA, HI

    Pool Hot Tub
    FREE CANCELLATION

    $199 to $406/night

  68. CONDOMINIUM
    Hale Mahina #A207

    Hale Mahina #A207

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $197 to $414/night

  69. CONDOMINIUM
    C5-1 Bedroom Oceanfront

    C5-1 Bedroom Oceanfront

    Kihei, HI

    Pool
    FREE CANCELLATION

    $259 to $428/night

  70. CONDOMINIUM
    Lokelani #A205

    Lokelani #A205

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $325 to $640/night

  71. CONDOMINIUM
    Kaanapali Shores #159

    Kaanapali Shores #159

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $377 to $800/night

  72. CONDOMINIUM
    Papakea #E207

    Papakea #E207

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $273 to $447/night

  73. HOUSE
    Hale Nui Ohana

    Hale Nui Ohana

    Kailua-Kona, HI

    FREE CANCELLATION

    $364 to $729/night

  74. CONDOMINIUM
    Eldorado J111

    Eldorado J111

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $174 to $299/night

  75. CONDOMINIUM
    Whaler #656

    Whaler #656

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $261 to $542/night

  76. HOUSE
    Hale Kalani

    Hale Kalani

    Wainiha, HI

    FREE CANCELLATION

    $623 to $748/night

  77. CONDOMINIUM
    Kamahana 24

    Kamahana 24

    Princeville, HI

    Pool
    FREE CANCELLATION

    $196 to $221/night

  78. HOUSE
    Hanalei Bay Villa 26

    Hanalei Bay Villa 26

    Princeville, HI

    FREE CANCELLATION

    $268 to $336/night

  79. CONDOMINIUM
    Lahaina Roads 309

    Lahaina Roads 309

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $213 to $438/night

  80. CONDOMINIUM
    Kapalua Ridge Villa 1511 Gold Ocean View

    Kapalua Ridge Villa 1511 Gold Ocean View

    Kapalua, HI

    Pool

    $294 to $494/night

  81. HOUSE
    Junior Suite Oceanfront #1007

    Junior Suite Oceanfront #1007

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $278 to $341/night

  82. CONDOMINIUM
    Kahana Villas #F507

    Kahana Villas #F507

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $267 to $532/night

  83. CONDOMINIUM
    Kapalua Ridge Villa 611 Ocean View

    Kapalua Ridge Villa 611 Ocean View

    Kapalua, HI

    Pool

    $269 to $469/night

  84. CONDOMINIUM
    Turtle Bay Hanalei***TA-147868876801

    Turtle Bay Hanalei***TA-147868876801

    Kahuku, HI

    Pool
    FREE CANCELLATION
  85. CONDOMINIUM
    Pikake #A2

    Pikake #A2

    Lahaina, HI

    FREE CANCELLATION

    $215 to $363/night

  86. CONDOMINIUM
    Turtle Bay Pineapple Delight**TA088724684801

    Turtle Bay Pineapple Delight**TA088724684801

    Kahuku, HI

    Pool
    FREE CANCELLATION
  87. CONDOMINIUM
    Turtle Bay Morning Glory***TA-147878707201

    Turtle Bay Morning Glory***TA-147878707201

    Kahuku, HI

    Pool
    FREE CANCELLATION
  88. CONDOMINIUM
    Turtle Bay Primrose***TA-016722124801

    Turtle Bay Primrose***TA-016722124801

    Kahuku, HI

    Pool
    FREE CANCELLATION
  89. CONDOMINIUM
    Sandpiper 120A

    Sandpiper 120A

    Princeville, HI

    Pool Hot Tub
    FREE CANCELLATION

    $159 to $182/night

  90. CONDOMINIUM
    Aina Nalu A 201

    Aina Nalu A 201

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $181 to $358/night

  91. CONDOMINIUM
    G10-2 Bedroom Oceanfront Townhouse

    G10-2 Bedroom Oceanfront Townhouse

    Kihei, HI

    Pool
    FREE CANCELLATION

    $304 to $540/night

  92. CONDOMINIUM
    Mahana Resort #518

    Mahana Resort #518

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $232 to $574/night

  93. CONDOMINIUM
    Royal Kahana #1211

    Royal Kahana #1211

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $336 to $969/night

  94. HOUSE
    Junior Suite Oceanfront #906

    Junior Suite Oceanfront #906

    Kaanapali, HI

    Pool Hot Tub
    FREE CANCELLATION

    $278 to $341/night

  95. CONDOMINIUM
    Waikoloa Beach Villas B2

    Waikoloa Beach Villas B2

    Waikoloa, HI

    Pool Hot Tub
    FREE CANCELLATION

    $221 to $431/night

  96. CONDOMINIUM
    Puako Beach Penthouse 405

    Puako Beach Penthouse 405

    Waimea, HI

    Pool
    FREE CANCELLATION

    $322 to $435/night

  97. HOUSE
    Hale Ulu'wehi

    Hale Ulu'wehi

    Waimea, HI

    FREE CANCELLATION

    $485 to $652/night

  98. CONDOMINIUM
    Close to the Beach, Shopping and Adventures! 3 Bed Condo

    Close to the Beach, Shopping and Adventures! 3 Bed Condo...

    Kohala Coast, HI

    Pool Hot Tub
    FREE CANCELLATION

    $280 to $426/night

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

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

    Waikoloa, HI

    Pool Hot Tub
    FREE CANCELLATION

    $177 to $225/night

  100. CONDOMINIUM
    Hololani #A-202

    Hololani #A-202

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $232 to $532/night