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. TOWNHOUSE
    Nihilani 22C

    Nihilani 22C

    Princeville, HI

    Pool

    $282 to $346/night

  2. CONDOMINIUM
    Waipouli Beach Resort C-205

    Waipouli Beach Resort C-205

    Kapaa, HI

    Pool

    $311 to $429/night

  3. CONDOMINIUM
    Waipouli Beach Resort E-406

    Waipouli Beach Resort E-406

    Kapaa, HI

    Pool Hot Tub

    $322 to $426/night

  4. HOUSE
    Hale Alaula- Ocean View

    Hale Alaula- Ocean View

    Kailua Kona, HI

    Hot Tub

    $363 to $997/night

  5. HOUSE
    Hale Anu Keanu

    Hale Anu Keanu

    Princeville, HI

    Hot Tub

    $631 to $1,698/night

  6. ESTATE
    Hale Kauka

    Hale Kauka

    Kamuela, HI

    Pool

    $899 to $1,434/night

  7. HOUSE
    Plantation Cottage at Poipu

    Plantation Cottage at Poipu

    Koloa, HI

    Pool Hot Tub

    $780 to $1,910/night

  8. CONDOMINIUM
    Mauna Lani Fairways #102

    Mauna Lani Fairways #102

    Kamuela, HI

    Pool

    $381 to $997/night

  9. HOUSE
    Kiahuna Plantation Hale

    Kiahuna Plantation Hale

    Koloa, HI

    Pool Hot Tub

    $542 to $1,077/night

  10. HOUSE
    Holua Kai #32

    Holua Kai #32

    Kailua Kona, HI

    Pool

    $506 to $899/night

  11. HOUSE
    Paradise Bluff

    Paradise Bluff

    Laupahoehoe, HI

    Pool

    $417 to $1,044/night

  12. HOUSE
    Keauhou Estates #185

    Keauhou Estates #185

    Kailua Kona, HI

    Hot Tub

    $482 to $780/night

  13. CONDOMINIUM
    Aina Nalu D-207: Affordable luxury at it's best!

    Aina Nalu D-207: Affordable luxury at it's best!

    Lahaina, HI

    Pool Hot Tub

    $314 to $876/night

  14. HOUSE
    Holua Kai #34

    Holua Kai #34

    Kailua Kona, HI

    Pool

    $506 to $899/night

  15. CONDOMINIUM
    Kaanapali Royal #A201 (MAUI)

    Kaanapali Royal #A201 (MAUI)

    Lahaina, HI

    Pool Hot Tub

    $393 to $1,062/night

  16. HOUSE
    Laulea Kailani Villa (KAUAI)

    Laulea Kailani Villa (KAUAI)

    Princeville, HI

    Pool

    $1,553 to $3,338/night

  17. HOUSE
    Hale Pulelehua TVNC#1238

    Hale Pulelehua TVNC#1238

    Hanalei, HI

    $809 to $1,975/night

  18. APARTMENT
    Nohea Villa

    Nohea Villa

    Princeville, HI

    Pool Hot Tub

    $393 to $780/night

  19. HOUSE
    Luana Hale

    Luana Hale

    Princeville, HI

    $500 to $780/night

  20. CONDOMINIUM
    Kona Mansions A-203

    Kona Mansions A-203

    Kailua Kona, HI

    Pool

    $232 to $474/night

  21. CONDOMINIUM
    Valley Isle Resort #901 (MAUI)

    Valley Isle Resort #901 (MAUI)

    Lahaina, HI

    Pool Hot Tub

    $302 to $481/night

  22. CONDOMINIUM
    Aina Nalu Premier Platinum C206

    Aina Nalu Premier Platinum C206

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $156 to $584/night

  23. CONDOMINIUM
    Waikiki Grand 712 Condo

    Waikiki Grand 712 Condo

    Honolulu, HI

    Pool
    FREE CANCELLATION

    $153 to $186/night

  24. CONDOMINIUM
    Paniolo Hale M1

    Paniolo Hale M1

    West side, HI

    FREE CANCELLATION

    $141 to $169/night

  25. HOTEL ROOM
    Aloha Surf 601 Hotel Suites

    Aloha Surf 601 Hotel Suites

    Honolulu, HI

    Pool
    FREE CANCELLATION

    $119 to $164/night

  26. APARTMENT
    Waikiki Grand 520 Studio

    Waikiki Grand 520 Studio

    Honolulu, HI

    Pool
    FREE CANCELLATION
  27. CONDOMINIUM
    Noelani 304 3bdrm 2.5 bath

    Noelani 304 3bdrm 2.5 bath

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $474 to $680/night

  28. CONDOMINIUM
    Kuhio Village Condominium 1201A *LEGAL VACATION RENTAL

    Kuhio Village Condominium 1201A *LEGAL VACATION RENTAL

    Honolulu, HI

    FREE CANCELLATION

    $146 to $619/night

  29. CONDOMINIUM
    Ke Nani Kai 155

    Ke Nani Kai 155

    Kalua Koi, HI

    FREE CANCELLATION

    $152 to $169/night

  30. CONDOMINIUM
    Aina Nalu Condo I210

    Aina Nalu Condo I210

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $217 to $604/night

  31. CONDOMINIUM
    Waikiki Grand Condominium 705 *Legal Vacation Rental

    Waikiki Grand Condominium 705 *Legal Vacation Rental

    Honolulu, HI

    Pool
    FREE CANCELLATION

    $96 to $359/night

  32. CONDOMINIUM
    Lower Honoapiilani Condo 1 Bedroom Sleeps 2

    Lower Honoapiilani Condo 1 Bedroom Sleeps 2

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $286 to $341/night

  33. CONDOMINIUM
    Wailea Elua #701

    Wailea Elua #701

    Wailea, HI

    Pool Hot Tub
    FREE CANCELLATION

    $551 to $922/night

  34. CONDOMINIUM
    Lahaina Condo J207

    Lahaina Condo J207

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $231 to $618/night

  35. HOUSE
    1 Bedroom Oceanfront #604

    1 Bedroom Oceanfront #604

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $341 to $413/night

  36. TOWNHOUSE
    Puamana 16C- Hale Makai

    Puamana 16C- Hale Makai

    Princeville, HI

    Pool

    $235 to $295/night

  37. CONDOMINIUM
    Plantation 1611

    Plantation 1611

    Princeville, HI

    Pool Hot Tub

    $241 to $271/night

  38. TOWNHOUSE
    Puamana 13C

    Puamana 13C

    Princeville, HI

    Pool

    $229 to $259/night

  39. CONDOMINIUM
    Hale Kai 208 2bdrm 2bath

    Hale Kai 208 2bdrm 2bath

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $256 to $500/night

  40. CONDOMINIUM
    Eldorado J109

    Eldorado J109

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $174 to $299/night

  41. CONDOMINIUM
    Maui Sunset #a-106

    Maui Sunset #a-106

    KIHEI, HI

    Pool Hot Tub
    FREE CANCELLATION

    $252 to $302/night

  42. CONDOMINIUM
    Maui Parkshore #114

    Maui Parkshore #114

    KIHEI, HI

    Pool
    FREE CANCELLATION

    $261 to $326/night

  43. CONDOMINIUM
    Kona Isle C24

    Kona Isle C24

    Kailua Kona, HI

    Pool
    FREE CANCELLATION

    $111 to $140/night

  44. CONDOMINIUM
    Eldorado J209

    Eldorado J209

    Lahaina, HI

    FREE CANCELLATION

    $174 to $299/night

  45. HOUSE
    Junior Suite Oceanfront #702

    Junior Suite Oceanfront #702

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $278 to $341/night

  46. CONDOMINIUM
    Surfs Up

    Surfs Up

    Waikoloa, HI

    Pool Hot Tub

    $286 to $586/night

  47. 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

  48. CONDOMINIUM
    Nohonani #402

    Nohonani #402

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $274 to $409/night

  49. CONDOMINIUM
    Puu Poa 406

    Puu Poa 406

    Princeville, HI

    Pool

    $416 to $512/night

  50. CONDOMINIUM
    Waikoloa Beach Villas E33

    Waikoloa Beach Villas E33

    Waikoloa, HI

    Pool Hot Tub
    FREE CANCELLATION

    $234 to $464/night

  51. CONDOMINIUM
    Maui Eldorado Condo K212

    Maui Eldorado Condo K212

    Kaanapali, HI

    Pool
    FREE CANCELLATION

    $282 to $722/night

  52. CONDOMINIUM
    Ilikai 1437

    Ilikai 1437

    Waikiki, HI

    Pool
    FREE CANCELLATION

    $146 to $2,383/night

  53. CONDOMINIUM
    Ilikai 1820

    Ilikai 1820

    Waikiki, HI

    Pool
    FREE CANCELLATION

    $141 to $287/night

  54. CONDOMINIUM
    Kihei Garden Estates #A-102

    Kihei Garden Estates #A-102

    Kihei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $115 to $196/night

  55. CONDOMINIUM
    Aina Nalu G102

    Aina Nalu G102

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION
  56. CONDOMINIUM
    Mauna Lani Terrace D201

    Mauna Lani Terrace D201

    Kamuela, HI

    Pool Hot Tub
    FREE CANCELLATION

    $759 to $1,395/night

  57. CONDOMINIUM
    Sealodge A6

    Sealodge A6

    Princeville, HI

    Pool

    $235 to $301/night

  58. HOUSE
    Hale Hookaana

    Hale Hookaana

    Kailua Kona, HI

    FREE CANCELLATION

    $304 to $609/night

  59. CONDOMINIUM
    Mauna Lani Terrace K301

    Mauna Lani Terrace K301

    Kamuela, HI

    Pool
    FREE CANCELLATION

    $340 to $644/night

  60. TOWNHOUSE
    Puamana 25-4

    Puamana 25-4

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $219 to $249/night

  61. CONDOMINIUM
    314

    314

    Kihei, HI

    Pool
    FREE CANCELLATION

    $235 to $363/night

  62. CONDOMINIUM
    Ilikai Marina 1792

    Ilikai Marina 1792

    Waikiki, HI

    FREE CANCELLATION

    $146 to $275/night

  63. CONDOMINIUM
    Ilikai 606

    Ilikai 606

    Waikiki, HI

    Pool
    FREE CANCELLATION

    $141 to $275/night

  64. CONDOMINIUM
    Kamaole Sands #1-406

    Kamaole Sands #1-406

    Kihei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $282 to $457/night

  65. CONDOMINIUM
    Cliffs 6301

    Cliffs 6301

    Princeville, HI

    Pool Hot Tub

    $271 to $392/night

  66. HOUSE
    Kona Bubbles

    Kona Bubbles

    Kailua Kona, HI

    Pool
    FREE CANCELLATION

    $1,256 to $1,395/night

  67. CONDOMINIUM
    Melemele Pua

    Melemele Pua

    Waikoloa, HI

    Pool

    $310 to $605/night

  68. CONDOMINIUM
    206

    206

    Kihei, HI

    Pool
    FREE CANCELLATION

    $188 to $258/night

  69. TOWNHOUSE
    Hanalei Bay Villa 11

    Hanalei Bay Villa 11

    Princeville, HI

    $247 to $319/night

  70. CONDOMINIUM
    Sealodge E9

    Sealodge E9

    Princeville, HI

    Pool

    $235 to $301/night

  71. CONDOMINIUM
    Kanai A Nalu 302

    Kanai A Nalu 302

    Wailuku, HI

    Pool
    FREE CANCELLATION

    $230 to $482/night

  72. CONDOMINIUM
    Ilikai 604

    Ilikai 604

    Waikiki, HI

    Pool
    FREE CANCELLATION

    $146 to $287/night

  73. CONDOMINIUM
    Maui Eldorado Condo J123

    Maui Eldorado Condo J123

    Kaanapali, HI

    Pool
    FREE CANCELLATION

    $282 to $628/night

  74. CONDOMINIUM
    Colony Villas at Waikoloa Beach Resort #2204

    Colony Villas at Waikoloa Beach Resort #2204

    Waikoloa, HI

    Pool Hot Tub
    FREE CANCELLATION

    $234 to $464/night

  75. CONDOMINIUM
    Sea Village 1-205-Oceanfront

    Sea Village 1-205-Oceanfront

    Kailua Kona, HI

    Pool
    FREE CANCELLATION

    $194 to $279/night

  76. CONDOMINIUM
    Kaleialoha #414

    Kaleialoha #414

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $218 to $443/night

  77. CONDOMINIUM
    Kaleialoha #215

    Kaleialoha #215

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $171 to $289/night

  78. CONDOMINIUM
    Sea Village #4206

    Sea Village #4206

    Kailua Kona, HI

    Pool Hot Tub
    FREE CANCELLATION

    $175 to $288/night

  79. CONDOMINIUM
    Palms at Wailea #603

    Palms at Wailea #603

    Wailea, HI

    Pool Hot Tub
    FREE CANCELLATION

    $317 to $519/night

  80. CONDOMINIUM
    Waiohuli Beach Hale #D-225

    Waiohuli Beach Hale #D-225

    Kihei, HI

    Pool
    FREE CANCELLATION

    $245 to $400/night

  81. CONDOMINIUM
    Kona Reef #A12

    Kona Reef #A12

    Kailua-Kona, HI

    Pool Hot Tub
    FREE CANCELLATION

    $231 to $549/night

  82. HOUSE
    Kona Bay View House

    Kona Bay View House

    Kailua Kona, HI

    Pool
    FREE CANCELLATION

    $306 to $419/night

  83. TOWNHOUSE
    Puamana Premier Plus Townhouse 161-2

    Puamana Premier Plus Townhouse 161-2

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $261 to $833/night

  84. CONDOMINIUM
    Papakea L405

    Papakea L405

    Lahaina, HI

    Pool Hot Tub

    $429 to $737/night

  85. CONDOMINIUM
    unit 203

    unit 203

    Lahaina, HI

    FREE CANCELLATION

    $196 to $284/night

  86. CONDOMINIUM
    Ilikai 1038

    Ilikai 1038

    Waikiki, HI

    Pool
    FREE CANCELLATION

    $146 to $262/night

  87. CONDOMINIUM
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    Ilikai Tower 420

    1 Bedroom Deluxe Lagoon View on the 4th Floor!

    Modern and elegant in style, this updated unit will ensure a comfortable and luxurious stay at the Ilikai. Whether you're enjoying watching the sun rise over the ocean from the lanai, or a

    Multiple properties, see more below

    Ilikai Tower 634

    Honolulu, HI

    1 Bedroom | 1 Bathroom | Sleeps 4   Pool

    FREE CANCELLATION

    1 Bedroom Deluxe Lagoon View on the 6th Floor! Just a quick walk away, is Hilton Hawaiian Village with fireworks every Friday evening. The Duke Kahanamoku Lagoon is nearby and perfect for the little ones to play & for you to sun bathe. Located...

  88. CONDOMINIUM
    no image

    Ilikai Tower 1920

    1 Bedroom Deluxe Lagoon View on the 19th Floor! Come and relax in this renovated unit at the Ilikai Hotel. Comes with a King bed and a sofa bed. the kitchen is open and spacious for you to cook and prepare your meals. Enjoy your meal, or a

    Multiple properties, see more below

    Ilikai Tower 618

    Honolulu, HI

    1 Bedroom | 1 Bathroom | Sleeps 2   Pool

    FREE CANCELLATION

    1 Bedroom Standard Lagoon View on the 6th Floor! Spacious 500 sq ft with a lanai of 120 sq ft. Wake up with views of the ocean to remind you that you're in Hawaii. Just a quick walk away, is Hilton Hawaiian Village with fireworks every Friday...

  89. CONDOMINIUM
    Discovery Bay 1311

    Discovery Bay 1311

    Honolulu, HI

    Pool
    FREE CANCELLATION

    $151 to $520/night

  90. CONDOMINIUM
    Kihei Akahi #B-203

    Kihei Akahi #B-203

    Kihei, HI

    Pool
    FREE CANCELLATION

    $213 to $353/night

  91. CONDOMINIUM
    Waiohuli Beach Hale #D-220

    Waiohuli Beach Hale #D-220

    Kihei, HI

    Pool
    FREE CANCELLATION

    $157 to $277/night

  92. CONDOMINIUM
    Waiohuli Beach Hale #A-203

    Waiohuli Beach Hale #A-203

    Kihei, HI

    Pool
    FREE CANCELLATION

    $208 to $255/night

  93. CONDOMINIUM
    Maui Vista #1-206

    Maui Vista #1-206

    Kihei, HI

    Pool
    FREE CANCELLATION

    $161 to $219/night

  94. CONDOMINIUM
    Pohailani 131

    Pohailani 131

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $175 to $368/night

  95. CONDOMINIUM
    Pacific Shores B414

    Pacific Shores B414

    Kihei, HI

    Pool
    FREE CANCELLATION

    $174 to $299/night

  96. CONDOMINIUM
    Kaanapali Plantation #59

    Kaanapali Plantation #59

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $146 to $375/night

  97. APARTMENT
    Kahana Reef 201

    Kahana Reef 201

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $164 to $345/night

  98. CONDOMINIUM
    Aina Nalu C201

    Aina Nalu C201

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $181 to $383/night

  99. CONDOMINIUM
    Puamana 18B

    Puamana 18B

    Princeville, HI

    Pool
    FREE CANCELLATION

    $108 to $402/night

  100. CONDOMINIUM
    Emmalani Court 411

    Emmalani Court 411

    Princeville, HI

    Pool Hot Tub
    FREE CANCELLATION

    $122 to $412/night