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
    Diamond Head Beach Hotel 1202

    Diamond Head Beach Hotel 1202

    Honolulu, HI

    FREE CANCELLATION

    $248 to $326/night

  2. CONDOMINIUM
    Waikiki Grand 715 Condo

    Waikiki Grand 715 Condo

    Honolulu, HI

    Pool Pets OK
    FREE CANCELLATION

    $144 to $190/night

  3. 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

  4. CONDOMINIUM
    Bamboo 709 Condo

    Bamboo 709 Condo

    Honolulu, HI

    Pool
    FREE CANCELLATION

    $133 to $197/night

  5. APARTMENT
    Waikiki Grand 701 Studio

    Waikiki Grand 701 Studio

    Honolulu, HI

    Pool
    FREE CANCELLATION
  6. ESTATE
    Mauna Kea Bluffs #5: La Ikena O Komohana*

    Mauna Kea Bluffs #5: La Ikena O Komohana*

    Kamuela, HI

    Pool Hot Tub

    $10,240 to $12,620/night

  7. HOUSE
    Milo Hae Hale

    Milo Hae Hale

    Koloa, HI

    Pool

    $690 to $1,361/night

  8. VILLA
    4BD Villas at Mauna Kea #21

    4BD Villas at Mauna Kea #21

    Kamuela, HI

    Pool Hot Tub

    $2,203 to $4,290/night

  9. HOUSE
    Ocean Soul (Big Island)

    Ocean Soul (Big Island)

    Ookala, HI

    Pool

    $530 to $780/night

  10. CONDOMINIUM
    Diamond Head Beach Hotel 1005

    Diamond Head Beach Hotel 1005

    Honolulu, HI

    FREE CANCELLATION

    $144 to $186/night

  11. CONDOMINIUM
    Aloha Surf 1507 Condominium

    Aloha Surf 1507 Condominium

    Honolulu, HI

    Pool
    FREE CANCELLATION

    $106 to $158/night

  12. CONDOMINIUM
    Hawaiian King 112 Condo

    Hawaiian King 112 Condo

    Honolulu, HI

    Pool
    FREE CANCELLATION

    $123 to $180/night

  13. APARTMENT
    Cabana 301 Apartment

    Cabana 301 Apartment

    Honolulu, HI

    FREE CANCELLATION

    $129 to $180/night

  14. TOWNHOUSE
    Mauna Lani All-Suite Getaway w/ Pools & Hot Tubs

    Mauna Lani All-Suite Getaway w/ Pools & Hot Tubs

    Kamuela, HI

    Pool
    FREE CANCELLATION

    $219 to $470/night

  15. CONDOMINIUM
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    Ilikai Tower 405

    1 Bedroom Deluxe City View on the 4th Floor features a queen bed, Hawaiian style retan furniture, tile flooring, one bathroom with a shower, and free wifi and telephone, including long-distance. This airy and fresh unit will be a comfortable and

    Multiple properties, see more below

    Ilikai Tower 613

    Honolulu, HI

    1 Bedroom | 1 Bathroom | Sleeps 4   Pool

    FREE CANCELLATION

    1 Bedroom Deluxe City View on the 6th Floor! This condo was recently renovated with all new furniture and furnishings! Perfect for your get-away as it is located in a great location near the Hilton Hawaiian Village & near the Ala Moana Shopping...

  16. VILLA
    Waikoloa Beach Villas C3

    Waikoloa Beach Villas C3

    Waikoloa, HI

    Pool Hot Tub
    FREE CANCELLATION

    $197 to $431/night

  17. CONDOMINIUM
    Kaanapali Shores 936

    Kaanapali Shores 936

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $191 to $331/night

  18. APARTMENT
    Waikiki Banyan Tower 1 Suite 2214- STKP

    Waikiki Banyan Tower 1 Suite 2214- STKP

    Honolulu, HI

    Pool Hot Tub
    FREE CANCELLATION

    $168 to $258/night

  19. HOUSE
    Ainamalu 29 at Waikoloa Beach Resort

    Ainamalu 29 at Waikoloa Beach Resort

    Waikoloa, HI

    FREE CANCELLATION

    $481 to $896/night

  20. CONDOMINIUM
    Sands Of Kahana 474

    Sands Of Kahana 474

    Lahaina, HI

    Pool Hot Tub

    $501 to $557/night

  21. CONDOMINIUM
    Sands Of Kahana 231

    Sands Of Kahana 231

    Lahaina, HI

    Pool Hot Tub

    $208 to $253/night

  22. CONDOMINIUM
    Kaanapali Shores 538

    Kaanapali Shores 538

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $204 to $423/night

  23. CONDOMINIUM
    Sands Of Kahana 272

    Sands Of Kahana 272

    Lahaina, HI

    Pool Hot Tub

    $506 to $563/night

  24. CONDOMINIUM
    Waikoloa Beach Villas B22

    Waikoloa Beach Villas B22

    Waikoloa, HI

    Pool Hot Tub
    FREE CANCELLATION

    $246 to $464/night

  25. CONDOMINIUM
    Plantations 111

    Plantations 111

    Princeville, HI

    Pool

    $206 to $332/night

  26. CONDOMINIUM
    WB910 201 Ohua Ave Honolulu RFRF-CTOM(GM)-00-ACH

    WB910 201 Ohua Ave Honolulu RFRF-CTOM(GM)-00-ACH

    Honolulu, HI

    Pool Hot Tub
    FREE CANCELLATION

    $211 to $286/night

  27. CONDOMINIUM
    Plantation 1211

    Plantation 1211

    Princeville, HI

    Pool Hot Tub

    $241 to $271/night

  28. CONDOMINIUM
    Waikoloa Beach Villas B2

    Waikoloa Beach Villas B2

    Waikoloa, HI

    Pool Hot Tub
    FREE CANCELLATION

    $221 to $431/night

  29. HOUSE
    Pacific Edge Kona

    Pacific Edge Kona

    Kailua Kona, HI

    $369 to $1,139/night

  30. CONDOMINIUM
    Ilikai Tower 525

    Ilikai Tower 525

    Honolulu, HI

    Pool
    FREE CANCELLATION

    $232 to $698/night

  31. CONDOMINIUM
    Plantation 222

    Plantation 222

    Princeville, HI

    Pool Hot Tub

    $331 to $422/night

  32. CONDOMINIUM
    Bamboo 906 Condominium

    Bamboo 906 Condominium

    Honolulu, HI

    FREE CANCELLATION
  33. APARTMENT
    Diamond Head Beach Hotel 303

    Diamond Head Beach Hotel 303

    Honolulu, HI

    FREE CANCELLATION

    $153 to $219/night

  34. APARTMENT
    Tradewinds Plaza 304

    Tradewinds Plaza 304

    Honolulu, HI

    FREE CANCELLATION

    $158 to $203/night

  35. CONDOMINIUM
    Waikiki Grand 312 Condo

    Waikiki Grand 312 Condo

    Honolulu, HI

    Pool
    FREE CANCELLATION

    $129 to $169/night

  36. APARTMENT
    Waikiki Grand 315 Studio

    Waikiki Grand 315 Studio

    Honolulu, HI

    Pool
    FREE CANCELLATION

    $124 to $179/night

  37. APARTMENT
    Waikiki Grand 908 Studio

    Waikiki Grand 908 Studio

    Honolulu, HI

    Pool
    FREE CANCELLATION

    $167 to $197/night

  38. CONDOMINIUM
    Waikiki Grand 216 Hotel

    Waikiki Grand 216 Hotel

    Honolulu, HI

    Pool
    FREE CANCELLATION

    $100 to $158/night

  39. CONDOMINIUM
    Palms Waikiki 720

    Palms Waikiki 720

    Honolulu, HI

    Pool
    FREE CANCELLATION

    $168 to $197/night

  40. VILLA
    Vacation Home in Ko Olina Resort

    Vacation Home in Ko Olina Resort

    Kapolei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $146 to $158/night

  41. CONDOMINIUM
    Diamond Head Beach Hotel 1203

    Diamond Head Beach Hotel 1203

    Honolulu, HI

    Pool
    FREE CANCELLATION

    $242 to $309/night

  42. HOUSE
    Hale Poola

    Hale Poola

    Honolulu, HI

    $697 to $1,302/night

  43. HOUSE
    Ohana Kamalani

    Ohana Kamalani

    Princeville, HI

    Pool

    $690 to $1,701/night

  44. HOUSE
    7 C's Kona (Big Island)

    7 C's Kona (Big Island)

    Kailua Kona, HI

    Pool

    $482 to $720/night

  45. CONDOMINIUM
    Mauna Lani Golf Villas C1

    Mauna Lani Golf Villas C1

    Kamuela, HI

    Pool

    $403 to $720/night

  46. HOUSE
    3BD Estate Home at Puako Bay (10D)

    3BD Estate Home at Puako Bay (10D)

    Kamuela, HI

    $996 to $3,149/night

  47. COTTAGE
    Mauna Lani KaMilo Home (424)

    Mauna Lani KaMilo Home (424)

    Kamuela, HI

    Pool Hot Tub

    $481 to $899/night

  48. HOUSE
    4BD Estate Home at Puako Bay (74)

    4BD Estate Home at Puako Bay (74)

    Kamuela, HI

    $1,160 to $3,417/night

  49. HOUSE
    3BD Ke Kailani (1C) at Mauna Lani

    3BD Ke Kailani (1C) at Mauna Lani

    Kamuela, HI

    Pool Hot Tub

    $1,077 to $3,318/night

  50. HOUSE
    Kahakai Estates Hale

    Kahakai Estates Hale

    Kailua Kona, HI

    Pool Hot Tub

    $482 to $839/night

  51. CONDOMINIUM
    no image

    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 527

    Honolulu, HI

    1 Bedroom | 1 Bathroom | Sleeps 4   Pool

    FREE CANCELLATION

    1 Bedroom Standard Yacht Harbor-View on the 5th Floor! Perfect if you like being on the lower floors, this unit has great views of the ocean. The properties location alone make it a prime option. Your trip to Oahu will be relaxing if you stay in...

  52. CONDOMINIUM
    Pono Kai H207

    Pono Kai H207

    Kapaa, HI

    Pool Hot Tub
    FREE CANCELLATION

    $144 to $388/night

  53. CONDOMINIUM
    no image

    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 633

    Honolulu, HI

    1 Bedroom | 1 Bathroom | Sleeps 4   Pool

    FREE CANCELLATION

    1 Bedroom Deluxe Yacht Harbor View on the 6th Floor! This updated unit at the iconic Ilikai is spacious and perfect for your time on Oahu. Just a quick walk away, is Hilton Hawaiian Village with fireworks every Friday evening. The Duke Kahanamoku...

  54. CONDOMINIUM
    Sands Of Kahana 373

    Sands Of Kahana 373

    Lahaina, HI

    Pool Hot Tub

    $332 to $388/night

  55. CONDOMINIUM
    Sands Of Kahana 356

    Sands Of Kahana 356

    Lahaina, HI

    Pool Hot Tub

    $501 to $557/night

  56. CONDOMINIUM
    Ilikai Tower 611

    Ilikai Tower 611

    Honolulu, HI

    Pool
    FREE CANCELLATION

    $128 to $362/night

  57. APARTMENT
    WS2105 229 Paoakalani Ave Honolulu RFRF-CTOQ(RM)-00-ACH

    WS2105 229 Paoakalani Ave Honolulu RFRF-CTOQ(RM)-00-ACH

    Honolulu, HI

    Pool
    FREE CANCELLATION

    $211 to $336/night

  58. CONDOMINIUM
    Sands Of Kahana 344

    Sands Of Kahana 344

    Lahaina, HI

    Pool Hot Tub

    $332 to $388/night

  59. CONDOMINIUM
    Sands Of Kahana 336

    Sands Of Kahana 336

    Lahaina, HI

    Pool Hot Tub

    $332 to $388/night

  60. CONDOMINIUM
    Waikiki Banyan Tower 2 Suite 2904- STQP

    Waikiki Banyan Tower 2 Suite 2904- STQP

    Honolulu, HI

    Pool Hot Tub
    FREE CANCELLATION

    $168 to $258/night

  61. CONDOMINIUM
    Waikiki Sunset WS 2404- STKP

    Waikiki Sunset WS 2404- STKP

    Honolulu, HI

    Pool
    FREE CANCELLATION

    $156 to $201/night

  62. CONDOMINIUM
    Plantations at Princeville #1212

    Plantations at Princeville #1212

    Princeville, HI

    Pool

    $237 to $358/night

  63. CONDOMINIUM
    Waikoloa Beach Villas M2

    Waikoloa Beach Villas M2

    Waikoloa, HI

    Pool Hot Tub
    FREE CANCELLATION

    $184 to $431/night

  64. CONDOMINIUM
    Kona Pacific B310

    Kona Pacific B310

    Kailua Kona, HI

    Pool

    $238 to $522/night

  65. CONDOMINIUM
    Eldorado E104

    Eldorado E104

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $153 to $433/night

  66. TOWNHOUSE
    Nihilani 22C

    Nihilani 22C

    Princeville, HI

    Pool

    $282 to $346/night

  67. HOUSE
    Makalae 2598-B

    Makalae 2598-B

    Koloa, HI

    $1,303 to $1,453/night

  68. VILLA
    Waikoloa Beach Villas A4

    Waikoloa Beach Villas A4

    Waikoloa, HI

    Pool Hot Tub

    $500 to $1,402/night

  69. CONDOMINIUM
    Kona Plaza 112

    Kona Plaza 112

    Kailua Kona, HI

    Pool

    $244 to $517/night

  70. APARTMENT
    Palms Waikiki 320 Studio

    Palms Waikiki 320 Studio

    Honolulu, HI

    Pool
    FREE CANCELLATION
  71. CONDOMINIUM
    Diamond Head Beach Hotel 501

    Diamond Head Beach Hotel 501

    Honolulu, HI

    Pool
    FREE CANCELLATION

    $315 to $495/night

  72. CONDOMINIUM
    Diamond Head Beach Hotel 601

    Diamond Head Beach Hotel 601

    Honolulu, HI

    FREE CANCELLATION

    $298 to $444/night

  73. CONDOMINIUM
    Diamond Head Beach Hotel 602

    Diamond Head Beach Hotel 602

    Honolulu, HI

    FREE CANCELLATION

    $186 to $309/night

  74. APARTMENT
    Cabana 401 Apartment

    Cabana 401 Apartment

    Honolulu, HI

    FREE CANCELLATION
  75. HOUSE
    Holoholo ku Waimea

    Holoholo ku Waimea

    Waimea, HI

    FREE CANCELLATION

    $193 to $255/night

  76. APARTMENT
    Palms Waikiki 507 Studio

    Palms Waikiki 507 Studio

    Honolulu, HI

    FREE CANCELLATION

    $151 to $155/night

  77. APARTMENT
    Bamboo 301 Apartment

    Bamboo 301 Apartment

    Honolulu, HI

    Pool
    FREE CANCELLATION

    $144 to $208/night

  78. HOUSE
    Holua Kai #34

    Holua Kai #34

    Kailua Kona, HI

    Pool

    $506 to $899/night

  79. CONDOMINIUM
    Waikiki Grand 712 Condo

    Waikiki Grand 712 Condo

    Honolulu, HI

    Pool
    FREE CANCELLATION

    $153 to $186/night

  80. APARTMENT
    Waikiki Grand 802 Studio

    Waikiki Grand 802 Studio

    Honolulu, HI

    Pool
    FREE CANCELLATION
  81. CONDOMINIUM
    no image

    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...

  82. CONDOMINIUM
    Eldorado L102

    Eldorado L102

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $160 to $406/night

  83. CONDOMINIUM
    Eldorado K104

    Eldorado K104

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $181 to $416/night

  84. CONDOMINIUM
    Sands Of Kahana 318

    Sands Of Kahana 318

    Lahaina, HI

    Pool Hot Tub

    $236 to $276/night

  85. CONDOMINIUM
    2BR Beachfront Condo w/ Ocean View

    2BR Beachfront Condo w/ Ocean View

    Kihei, HI

    Pool
    FREE CANCELLATION

    $358 to $1,092/night

  86. CONDOMINIUM
    Waikoloa Beach Villas E32

    Waikoloa Beach Villas E32

    Waikoloa, HI

    Pool Hot Tub
    FREE CANCELLATION

    $234 to $464/night

  87. CONDOMINIUM
    Whaler On Kaanapali 763

    Whaler On Kaanapali 763

    Lahaina, HI

    Pool Hot Tub

    $248 to $304/night

  88. CONDOMINIUM
    Sands Of Kahana 234

    Sands Of Kahana 234

    Lahaina, HI

    Pool Hot Tub

    $506 to $563/night

  89. CONDOMINIUM
    Sands Of Kahana 275

    Sands Of Kahana 275

    Lahaina, HI

    Pool Hot Tub

    $444 to $557/night

  90. 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...

  91. CONDOMINIUM
    Sands of Kahana 366

    Sands of Kahana 366

    LAHAINA, HI

    Pool Hot Tub

    $501 to $619/night

  92. CONDOMINIUM
    Hololani A204

    Hololani A204

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $216 to $425/night

  93. HOUSE
    Holoholo

    Holoholo

    Kailua Kona, HI

    $333 to $807/night

  94. HOUSE
    Blue Hawaii

    Blue Hawaii

    Kailua Kona, HI

    Pool

    $744 to $2,569/night

  95. CONDOMINIUM
    Ilikai Marina 1192

    Ilikai Marina 1192

    Waikiki, HI

    FREE CANCELLATION

    $141 to $262/night

  96. HOUSE
    Hawaii Kai 4BR w/ Wraparound Lanai & Ocean Views

    Hawaii Kai 4BR w/ Wraparound Lanai & Ocean Views

    Honolulu, HI

    FREE CANCELLATION

    $577 to $836/night

  97. CONDOMINIUM
    Sands of Kahana 354

    Sands of Kahana 354

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $391 to $1,123/night

  98. CONDOMINIUM
    Sands Of Kahana 315

    Sands Of Kahana 315

    Lahaina, HI

    Pool Hot Tub

    $506 to $563/night

  99. CONDOMINIUM
    no image

    Ilikai Tower 405

    1 Bedroom Deluxe City View on the 4th Floor features a queen bed, Hawaiian style retan furniture, tile flooring, one bathroom with a shower, and free wifi and telephone, including long-distance. This airy and fresh unit will be a comfortable and

    Multiple properties, see more below

    Ilikai Tower 405

    Honolulu, HI

    1 Bedroom | 1 Bathroom | Sleeps 2   Pool

    FREE CANCELLATION

    1 Bedroom Deluxe City View on the 4th Floor features a queen bed, Hawaiian style retan furniture, tile flooring, one bathroom with a shower, and free wifi and telephone, including long-distance. This airy and fresh unit will be a comfortable and...

  100. CONDOMINIUM
    Sands Of Kahana 215

    Sands Of Kahana 215

    LAHAINA, HI

    Pool Hot Tub

    $506 to $563/night