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. $329/night

    Turtle Bay Wicked Wahine***TA-129213644801

    Turtle Bay Wicked Wahine***TA-129213644801

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool
    FREE CANCELLATION
  2. $283/night

    Turtle Bay Bird of Paradise**TA-086947840001

    Turtle Bay Bird of Paradise**TA-086947840001

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool
    FREE CANCELLATION
  3. $260 to $271/night

    Turtle Bay NorthShore Haven***TA074664550401

    Turtle Bay NorthShore Haven***TA074664550401

    1 BedroomBathroomsSleeps 6
    2 nights minstay
    Pool
    FREE CANCELLATION
  4. $161/night

    Turtle Bay 19th Hole*TA-017785446401

    Turtle Bay 19th Hole*TA-017785446401

    1 Bedroom BathroomSleeps 2
    2 nights minstay
    Pool
    FREE CANCELLATION
  5. $306/night

    Turtle Bay Haupia**TA-136982118401

    Turtle Bay Haupia**TA-136982118401

    2 BedroomsBathroomsSleeps 8
    2 nights minstay
    Pool
    FREE CANCELLATION
  6. $254/night

    Turtle Bay Paniolo**TA-202779033601

    Turtle Bay Paniolo**TA-202779033601

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
    Pool
    FREE CANCELLATION
  7. $237/night

    Turtle Bay Pakalana***TA-147815833601

    Turtle Bay Pakalana***TA-147815833601

    1 BedroomBathroomsSleeps 2
    2 nights minstay
    Pool
    FREE CANCELLATION
  8. $260 to $271/night

    Turtle Bay Sunset Retreat***TA-188332646401

    Turtle Bay Sunset Retreat***TA-188332646401

    1 BedroomBathroomsSleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
  9. $202 to $225/night

    Turtle Bay On The Green**TA-124574924801

    Turtle Bay On The Green**TA-124574924801

    1 Bedroom BathroomSleeps 2
    2 nights minstay
    Pool
    FREE CANCELLATION
  10. $471 to $683/night

    Hale Ke Aluala

    Hale Ke Aluala

    2 Bedrooms BathroomSleeps 6
    5 nights minstay
    FREE CANCELLATION
  11. $190 to $731/night

    Ilikai Marina Condo 1290 *Legal Vacation Rental

    Ilikai Marina Condo 1290 *Legal Vacation Rental

    1 Bedroom BathroomSleeps 4
    2 nights minstay
    FREE CANCELLATION
  12. $146 to $158/night

    Vacation Home in Ko Olina Resort

    Vacation Home in Ko Olina Resort

    2 BedroomsBathroomsSleeps 6
    1 night minstay
    Pool Hot Tub
    FREE CANCELLATION
  13. $140/night

    Bamboo 906 Condominium

    Bamboo 906 Condominium

    1 Bedroom BathroomSleeps 2
    2 nights minstay
    FREE CANCELLATION
  14. $145 to $180/night

    Diamond Head Beach Hotel 1104

    Diamond Head Beach Hotel 1104

    1 Bedroom BathroomSleeps 3
    2 nights minstay
    FREE CANCELLATION
  15. $141 to $163/night

    Kuhio Village 1205 Condominium

    Kuhio Village 1205 Condominium

    1 Bedroom BathroomSleeps 2
    2 nights minstay
    FREE CANCELLATION
  16. $124 to $179/night

    Hawaiian King 405 Apartment

    Hawaiian King 405 Apartment

    1 Bedroom BathroomSleeps 3
    2 nights minstay
    Pool
    FREE CANCELLATION
  17. $168 to $197/night

    Palms Waikiki 720

    Palms Waikiki 720

    Studio BathroomSleeps 2
    2 nights minstay
    Pool
    FREE CANCELLATION
  18. $122/night

    Waikiki Grand 605 Condo

    Waikiki Grand 605 Condo

    1 Bedroom BathroomSleeps 2
    2 nights minstay
    Pets OK
    FREE CANCELLATION
  19. $371 to $1,600/night

    test validation 810

    test validation 810

    4 BedroomsBathroomsSleeps 8
    2 nights minstay
  20. $153 to $219/night

    Diamond Head Beach Hotel 303

    Diamond Head Beach Hotel 303

    Studio BathroomSleeps 4
    2 nights minstay
    FREE CANCELLATION
  21. $158 to $203/night

    Tradewinds Plaza 304

    Tradewinds Plaza 304

    1 Bedroom BathroomSleeps 2
    2 nights minstay
    FREE CANCELLATION
  22. $140 to $169/night

    Waikiki Grand 312 Condo

    Waikiki Grand 312 Condo

    1 Bedroom BathroomSleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
  23. $133 to $203/night

    Waikiki Grand 315 Studio

    Waikiki Grand 315 Studio

    Studio BathroomSleeps 2
    2 nights minstay
    Pool
    FREE CANCELLATION
  24. $107 to $158/night

    Waikiki Grand 216 Hotel

    Waikiki Grand 216 Hotel

    Studio BathroomSleeps 2
    2 nights minstay
    Pool
    FREE CANCELLATION
  25. $142 to $569/night

    Royal Kahana 802

    Royal Kahana 802

    Studio BathroomSleeps 2
    1 night minstay
    Pool
    FREE CANCELLATION
  26. $144 to $186/night

    Palms Waikiki 815 Hotel Suites

    Palms Waikiki 815 Hotel Suites

    1 Bedroom BathroomSleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
  27. $167 to $197/night

    Waikiki Grand 908 Studio

    Waikiki Grand 908 Studio

    1 Bedroom BathroomSleeps 2
    2 nights minstay
    Pool
    FREE CANCELLATION
  28. $264 to $309/night

    Diamond Head Beach Hotel 1203

    Diamond Head Beach Hotel 1203

    1 Bedroom BathroomSleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
  29. $423 to $730/night

    Pili Mai 11I

    Pili Mai 11I

    3 Bedrooms2.5 BathroomsSleeps 6
    2 nights minstay
    Pool Hot Tub
  30. $123 to $596/night

    Waikiki Grand Condominium 922 *Legal Vacation Rental

    Waikiki Grand Condominium 922 *Legal Vacation Rental

    1 Bedroom BathroomSleeps 2
    2 nights minstay
    Pool
    FREE CANCELLATION
  31. $146 to $312/night

    Ilikai 1130

    Ilikai 1130

    1 Bedroom BathroomSleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
  32. $2,505 to $4,766/night

    Mauna Kea Resort Townhouse- Kaunaoa 7B (4BR/4.5BA)

    Mauna Kea Resort Townhouse- Kaunaoa 7B (4BR/4.5BA)

    4 Bedrooms4.5 BathroomsSleeps 8
    2 nights minstay
    Pool Hot Tub
  33. $127 to $353/night

    Kihei Akahi Resort- Unit C405

    Kihei Akahi Resort- Unit C405

    1 Bedroom BathroomSleeps 4
    3 nights minstay
    Pool
    FREE CANCELLATION
  34. $481 to $899/night

    Mauna Lani KaMilo Home (424)

    Mauna Lani KaMilo Home (424)

    3 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool Hot Tub
  35. $406 to $720/night

    Mauna Lani Golf Villas C1

    Mauna Lani Golf Villas C1

    3 BedroomsBathroomsSleeps 8
    2 nights minstay
    Pool
  36. $123 to $596/night

    Kuhio Village Condominium 1101A *Legal Vacation Rental

    Kuhio Village Condominium 1101A *Legal Vacation Rental

    1 Bedroom BathroomSleeps 2
    2 nights minstay
    FREE CANCELLATION
  37. $142 to $197/night

    Bamboo 1001 Condominium

    Bamboo 1001 Condominium

    1 Bedroom BathroomSleeps 2
    2 nights minstay
    Pool
    FREE CANCELLATION
  38. $146 to $306/night

    Ilikai 1927

    Ilikai 1927

    1 Bedroom BathroomSleeps 5
    2 nights minstay
    Pool
    FREE CANCELLATION
  39. $141 to $300/night

    Ilikai 1333

    Ilikai 1333

    1 Bedroom BathroomSleeps 3
    2 nights minstay
    Pool
    FREE CANCELLATION
  40. $3,695 to $7,265/night

    Mauna Kea Resort Bluffs 22- The Beach House

    Mauna Kea Resort Bluffs 22- The Beach House

    4 Bedrooms5.5 BathroomsSleeps 10
    2 nights minstay
    Pool Hot Tub
  41. $482 to $839/night

    Kahakai Estates Hale

    Kahakai Estates Hale

    3 Bedrooms2.5 BathroomsSleeps 6
    2 nights minstay
    Pool Hot Tub
  42. $179 to $258/night

    Waikiki Banyan Tower 2 Suite 2904- QP

    Waikiki Banyan Tower 2 Suite 2904- QP

    1 Bedroom BathroomSleeps 6
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  43. $156 to $201/night

    Waikiki Sunset WS 2404- STKP

    Waikiki Sunset WS 2404- STKP

    1 Bedroom BathroomSleeps 6
    2 nights minstay
    Pool
    FREE CANCELLATION
  44. $145 to $179/night

    Waikiki Grand 408 Studio

    Waikiki Grand 408 Studio

    1 Bedroom BathroomSleeps 2
    2 nights minstay
    Pool
    FREE CANCELLATION
  45. $144 to $186/night

    Waikiki Grand 811 Studio

    Waikiki Grand 811 Studio

    1 Bedroom BathroomSleeps 2
    2 nights minstay
    FREE CANCELLATION
  46. $105 to $149/night

    KV804A 2450 Prince Edward St Honolulu THTH-PTO-00-ACH

    KV804A 2450 Prince Edward St Honolulu THTH-PTO-00-ACH

    1 Bedroom BathroomSleeps 2
    2 nights minstay
    FREE CANCELLATION
  47. $113 to $174/night

    SS41 2450 Koa Ave Honolulu THTH-PTO-01-ACH

    SS41 2450 Koa Ave Honolulu THTH-PTO-01-ACH

    1 Bedroom BathroomSleeps 2
    2 nights minstay
    FREE CANCELLATION
  48. $211 to $286/night

    WS2105 Your Waikiki Paradise Awaits New Gym, AC

    WS2105 Your Waikiki Paradise Awaits New Gym, AC

    Studio BathroomSleeps 4
    1 night minstay
    Pool
    FREE CANCELLATION
  49. $146 to $312/night

    Ilikai 1827

    Ilikai 1827

    1 Bedroom BathroomSleeps 5
    2 nights minstay
    Pool
    FREE CANCELLATION
  50. $375 to $576/night

    Ilikai 1418

    Ilikai 1418

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool
    FREE CANCELLATION
  51. $168 to $325/night

    Ilikai 2114

    Ilikai 2114

    1 Bedroom BathroomSleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
  52. $174 to $312/night

    Ilikai 1904

    Ilikai 1904

    1 Bedroom BathroomSleeps 2
    2 nights minstay
    Pool
    FREE CANCELLATION
  53. $174 to $488/night

    Ilikai Tower 333

    Ilikai Tower 333

    Multiple Units Available
    1 night minstay
    Pool
    FREE CANCELLATION
  54. $150 to $461/night

    Ilikai Tower 2136

    Ilikai Tower 2136

    Multiple Units Available
    1 night minstay
    Pool
    FREE CANCELLATION
  55. $157 to $409/night

    Ilikai Tower 633

    Ilikai Tower 633

    Multiple Units Available
    1 night minstay
    Pool
    FREE CANCELLATION
  56. $154 to $433/night

    Ilikai Tower 814

    Ilikai Tower 814

    Multiple Units Available
    1 night minstay
    Pool
    FREE CANCELLATION
  57. $145 to $396/night

    Ilikai Tower 527

    Ilikai Tower 527

    Multiple Units Available
    1 night minstay
    Pool
    FREE CANCELLATION
  58. $115 to $397/night

    Ilikai Tower 1642

    Ilikai Tower 1642

    Multiple Units Available
    1 night minstay
    Pool
    FREE CANCELLATION
  59. $250 to $613/night

    *NEW* Aina Nalu F201: Top Floor, Hawaiian Hideaway in the Heart

    *NEW* Aina Nalu F201: Top Floor, Hawaiian Hideaway in th...

    1 Bedroom BathroomSleeps 2
    2 nights minstay
    Pool Hot Tub
  60. $304 to $653/night

    Kanaloa 701

    Kanaloa 701

    2 BedroomsBathroomsSleeps 4
    2 nights minstay
    Pool
  61. $1,148 to $3,230/night

    3BD Fairways Villa (116D) at Four Seasons Resort Hualalai

    3BD Fairways Villa (116D) at Four Seasons Resort Hualala...

    3 Bedrooms3.5 BathroomsSleeps 6
    2 nights minstay
    Pool Hot Tub
  62. $482 to $1,222/night

    Awapuhi Hale

    Awapuhi Hale

    3 Bedrooms3.5 BathroomsSleeps 6
    2 nights minstay
    Pool Hot Tub
  63. $1,434 to $3,937/night

    Mermaid Cove

    Mermaid Cove

    4 BedroomsBathroomsSleeps 13
    2 nights minstay
    Pool Hot Tub
  64. $899 to $2,409/night

    Mana Alana at Poipu

    Mana Alana at Poipu

    3 Bedrooms3.5 BathroomsSleeps 7
    2 nights minstay
    Pool Hot Tub
  65. $1,678 to $5,448/night

    Hale Pua

    Hale Pua

    5 BedroomsBathroomsSleeps 16
    2 nights minstay
    Pool Hot Tub
  66. $292 to $616/night

    Sea Village 4107

    Sea Village 4107

    2 BedroomsBathroomsSleeps 4
    2 nights minstay
    Pool Hot Tub
  67. $957 to $1,553/night

    Mauna Lani Terrace A303

    Mauna Lani Terrace A303

    3 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool Hot Tub
  68. $601 to $1,325/night

    Leilani Kai Hale

    Leilani Kai Hale

    3 Bedrooms2.5 BathroomsSleeps 6
    2 nights minstay
    Pool Hot Tub
  69. $784 to $2,125/night

    Mauna Lani KaMilo Home (349)

    Mauna Lani KaMilo Home (349)

    3 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool Hot Tub
  70. $780 to $1,369/night

    Hale Emmalani

    Hale Emmalani

    4 Bedrooms3.5 BathroomsSleeps 11
    2 nights minstay
    Hot Tub
  71. $589 to $1,389/night

    Ho'o Maluhia

    Ho'o Maluhia

    3 Bedrooms3.5 BathroomsSleeps 8
    2 nights minstay
    Pool
  72. $281 to $596/night

    Waikoloa Colony Villas 403

    Waikoloa Colony Villas 403

    2 Bedrooms2.5 BathroomsSleeps 6
    1 night minstay
    Pool Hot Tub
  73. $500 to $1,101/night

    Waikoloa Beach Villas A4

    Waikoloa Beach Villas A4

    3 BedroomsBathroomsSleeps 8
    1 night minstay
    Pool Hot Tub
  74. $267 to $568/night

    Kona Makai 6305

    Kona Makai 6305

    1 Bedroom BathroomSleeps 6
    2 nights minstay
    Pool Hot Tub
  75. $482 to $720/night

    7 C's Kona (Big Island)

    7 C's Kona (Big Island)

    3 Bedrooms2.5 BathroomsSleeps 8
    2 nights minstay
    Pool
  76. $375 to $720/night

    He'eia Bay Beach Bungalow (Big Island)

    He'eia Bay Beach Bungalow (Big Island)

    3 BedroomsBathroomsSleeps 6
    2 nights minstay
  77. $1,063 to $3,447/night

    3BD Estate Home at Puako Bay (10D)

    3BD Estate Home at Puako Bay (10D)

    3 BedroomsBathroomsSleeps 6
    2 nights minstay
  78. $251 to $588/night

    Waikoloa Villas F-100

    Waikoloa Villas F-100

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool Hot Tub
  79. $363 to $869/night

    Pili Mai 3G

    Pili Mai 3G

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool Hot Tub
  80. $242 to $480/night

    Kona Pacific B310

    Kona Pacific B310

    1 BedroomBathroomsSleeps 4
    2 nights minstay
    Pool
  81. $418 to $1,013/night

    Casa De Emdeko 338

    Casa De Emdeko 338

    2 BedroomsBathroomsSleeps 4
    2 nights minstay
    Pool Hot Tub
  82. $1,160 to $3,743/night

    4BD Estate Home at Puako Bay (74)

    4BD Estate Home at Puako Bay (74)

    4 BedroomsBathroomsSleeps 10
    2 nights minstay
  83. $329/night

    Turtle Bay Hanalei***TA-147868876801

    Turtle Bay Hanalei***TA-147868876801

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool
    FREE CANCELLATION
  84. $236/night

    Turtle Bay Red Ginger***TA-068313907201

    Turtle Bay Red Ginger***TA-068313907201

    1 Bedroom BathroomSleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
  85. $241/night

    Turtle Bay Pikake**TA-010173030401

    Turtle Bay Pikake**TA-010173030401

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool
    FREE CANCELLATION
  86. $191/night

    Turtle Bay Sea Shells**TA-154567065601

    Turtle Bay Sea Shells**TA-154567065601

    1 BedroomBathroomsSleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
  87. $161/night

    Turtle Bay Guava**TA-009966796801

    Turtle Bay Guava**TA-009966796801

    1 Bedroom BathroomSleeps 3
    2 nights minstay
    Pool
    FREE CANCELLATION
  88. $237/night

    Turtle Bay Honu Lani***TA-006757785601

    Turtle Bay Honu Lani***TA-006757785601

    1 Bedroom BathroomSleeps 2
    2 nights minstay
    Pool
    FREE CANCELLATION
  89. $271/night

    Turtle Bay Morning Glory***TA-147878707201

    Turtle Bay Morning Glory***TA-147878707201

    1 BedroomBathroomsSleeps 6
    2 nights minstay
    Pool
    FREE CANCELLATION
  90. $202/night

    Turtle Bay Primrose***TA-016722124801

    Turtle Bay Primrose***TA-016722124801

    1 BedroomBathroomsSleeps 2
    2 nights minstay
    Pool
    FREE CANCELLATION
  91. $351/night

    Turtle Bay White Ginger***

    Turtle Bay White Ginger***

    3 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool
    FREE CANCELLATION
  92. $124/night

    Aloha Surf 610 Apartment

    Aloha Surf 610 Apartment

    Studio BathroomSleeps 2
    1 night minstay
    Pool
    FREE CANCELLATION
  93. $140/night

    Waikiki Grand 701 Studio

    Waikiki Grand 701 Studio

    1 Bedroom BathroomSleeps 2
    3 nights minstay
    Pool
    FREE CANCELLATION
  94. $123 to $180/night

    Hawaiian King 112 Condo

    Hawaiian King 112 Condo

    1 Bedroom BathroomSleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
  95. $141/night

    Bamboo 505 Condominium

    Bamboo 505 Condominium

    Studio BathroomSleeps 4
    2 nights minstay
    FREE CANCELLATION
  96. $345/night

    Turtle Bay Sugar Cane***

    Turtle Bay Sugar Cane***

    3 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool
    FREE CANCELLATION
  97. $322 to $435/night

    Puako Beach Penthouse 405

    Puako Beach Penthouse 405

    3 BedroomsBathroomsSleeps 6
    5 nights minstay
    Pool
    FREE CANCELLATION
  98. $191/night

    Turtle Bay Pineapple Delight**TA088724684801

    Turtle Bay Pineapple Delight**TA088724684801

    1 Bedroom BathroomSleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
  99. $393 to $780/night

    Nohea Villa

    Nohea Villa

    3 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool Hot Tub
  100. $123 to $596/night

    Kuhio Village Condominium 809A *LEGAL VACATION RENTAL

    Kuhio Village Condominium 809A *LEGAL VACATION RENTAL

    1 Bedroom BathroomSleeps 2
    2 nights minstay
    FREE CANCELLATION