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
    Plantations at Princeville #521

    Plantations at Princeville #521

    Princeville, HI

    Pool

    $259 to $311/night

  2. HOUSE
    Hale Poola

    Hale Poola

    Honolulu, HI

    $890 to $1,302/night

  3. COTTAGE
    Mauna Lani KaMilo Home (424)

    Mauna Lani KaMilo Home (424)

    Kamuela, HI

    Pool Hot Tub

    $481 to $1,285/night

  4. HOUSE
    Kahakai Estates Hale

    Kahakai Estates Hale

    Kailua Kona, HI

    Pool Hot Tub

    $482 to $839/night

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

    4BD Estate Home at Puako Bay (74)

    Kamuela, HI

    $1,166 to $3,653/night

  6. VILLA
    Vacation Home in Ko Olina Resort

    Vacation Home in Ko Olina Resort

    Kapolei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $146 to $158/night

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

    3BD Ke Kailani (1C) at Mauna Lani

    Kamuela, HI

    Pool Hot Tub

    $1,182 to $3,546/night

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

    3BD Estate Home at Puako Bay (10D)

    Kamuela, HI

    $1,082 to $3,365/night

  9. CONDOMINIUM
    Bamboo 906 Condominium

    Bamboo 906 Condominium

    Honolulu, HI

    FREE CANCELLATION

    $140/night

  10. CONDOMINIUM
    Palms Waikiki 720

    Palms Waikiki 720

    Honolulu, HI

    Pool
    FREE CANCELLATION

    $168 to $197/night

  11. APARTMENT
    Waikiki Grand 908 Studio

    Waikiki Grand 908 Studio

    Honolulu, HI

    Pool
    FREE CANCELLATION

    $167 to $197/night

  12. APARTMENT
    Tradewinds Plaza 304

    Tradewinds Plaza 304

    Honolulu, HI

    FREE CANCELLATION

    $158 to $203/night

  13. CONDOMINIUM
    Waikiki Grand 216 Hotel

    Waikiki Grand 216 Hotel

    Honolulu, HI

    Pool
    FREE CANCELLATION

    $100 to $158/night

  14. APARTMENT
    Diamond Head Beach Hotel 303

    Diamond Head Beach Hotel 303

    Honolulu, HI

    FREE CANCELLATION

    $153 to $219/night

  15. CONDOMINIUM
    Waikiki Grand 312 Condo

    Waikiki Grand 312 Condo

    Honolulu, HI

    Pool
    FREE CANCELLATION

    $129 to $169/night

  16. APARTMENT
    Waikiki Grand 315 Studio

    Waikiki Grand 315 Studio

    Honolulu, HI

    Pool
    FREE CANCELLATION

    $124 to $179/night

  17. CONDOMINIUM
    Diamond Head Beach Hotel 1203

    Diamond Head Beach Hotel 1203

    Honolulu, HI

    Pool
    FREE CANCELLATION

    $242 to $309/night

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

    7 C's Kona (Big Island)

    Kailua Kona, HI

    Pool

    $482 to $720/night

  19. HOUSE
    Ohana Kamalani

    Ohana Kamalani

    Princeville, HI

    Pool

    $702 to $1,941/night

  20. CONDOMINIUM
    Mauna Lani Golf Villas C1

    Mauna Lani Golf Villas C1

    Kamuela, HI

    Pool

    $439 to $720/night

  21. CONDOMINIUM
     Lewers Condo 430

    Lewers Condo 430

    Honolulu, HI

    Pool

    $437/night

  22. CONDOMINIUM
    Sands Of Kahana 344

    Sands Of Kahana 344

    Lahaina, HI

    Pool Hot Tub

    $332 to $388/night

  23. CONDOMINIUM
    Sands Of Kahana 336

    Sands Of Kahana 336

    Lahaina, HI

    Pool Hot Tub

    $332 to $388/night

  24. 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 $374/night

  25. CONDOMINIUM
    Waikiki Banyan Tower 2 Suite 2904- STQP

    Waikiki Banyan Tower 2 Suite 2904- STQP

    Honolulu, HI

    Pool Hot Tub

    $168 to $259/night

  26. CONDOMINIUM
    Waikoloa Beach Villas M2

    Waikoloa Beach Villas M2

    Waikoloa, HI

    Pool Hot Tub
    FREE CANCELLATION

    $172 to $431/night

  27. CONDOMINIUM
    Eldorado E104

    Eldorado E104

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $156 to $479/night

  28. CONDOMINIUM
    Waikiki Sunset WS 2404- STKP

    Waikiki Sunset WS 2404- STKP

    Honolulu, HI

    Pool

    $157 to $202/night

  29. CONDOMINIUM
    Kona Plaza 112

    Kona Plaza 112

    Kailua Kona, HI

    Pool

    $244 to $515/night

  30. CONDOMINIUM
    Kona Pacific B310

    Kona Pacific B310

    Kailua Kona, HI

    Pool

    $238 to $521/night

  31. HOUSE
    Hale Nalani Kai

    Hale Nalani Kai

    Princeville, HI

    Hot Tub

    $357 to $1,197/night

  32. TOWNHOUSE
    Nihilani 22C

    Nihilani 22C

    Princeville, HI

    Pool

    $282/night

  33. CONDOMINIUM
    Waikiki Grand 712 Condo

    Waikiki Grand 712 Condo

    Honolulu, HI

    Pool
    FREE CANCELLATION

    $153 to $186/night

  34. APARTMENT
    Bamboo 301 Apartment

    Bamboo 301 Apartment

    Honolulu, HI

    Pool
    FREE CANCELLATION

    $144 to $208/night

  35. APARTMENT
    Palms Waikiki 320 Studio

    Palms Waikiki 320 Studio

    Honolulu, HI

    Pool
    FREE CANCELLATION

    $167/night

  36. APARTMENT
    Cabana 401 Apartment

    Cabana 401 Apartment

    Honolulu, HI

    FREE CANCELLATION

    $140/night

  37. APARTMENT
    Waikiki Grand 802 Studio

    Waikiki Grand 802 Studio

    Honolulu, HI

    Pool
    FREE CANCELLATION

    $111/night

  38. APARTMENT
    Palms Waikiki 507 Studio

    Palms Waikiki 507 Studio

    Honolulu, HI

    FREE CANCELLATION

    $167/night

  39. CONDOMINIUM
    Diamond Head Beach Hotel 501

    Diamond Head Beach Hotel 501

    Honolulu, HI

    Pool
    FREE CANCELLATION

    $315 to $495/night

  40. CONDOMINIUM
    Diamond Head Beach Hotel 602

    Diamond Head Beach Hotel 602

    Honolulu, HI

    FREE CANCELLATION

    $186 to $309/night

  41. CONDOMINIUM
    Diamond Head Beach Hotel 601

    Diamond Head Beach Hotel 601

    Honolulu, HI

    FREE CANCELLATION

    $298 to $444/night

  42. HOUSE
    Holua Kai #34

    Holua Kai #34

    Kailua Kona, HI

    Pool

    $423 to $839/night

  43. HOUSE
    Holoholo ku Waimea

    Holoholo ku Waimea

    Waimea, HI

    FREE CANCELLATION

    $193 to $255/night

  44. CONDOMINIUM
    Sands Of Kahana 215

    Sands Of Kahana 215

    LAHAINA, HI

    Pool Hot Tub

    $506 to $563/night

  45. CONDOMINIUM
    Sands Of Kahana 318

    Sands Of Kahana 318

    Lahaina, HI

    Pool Hot Tub

    $236 to $276/night

  46. CONDOMINIUM
    Sands Of Kahana 234

    Sands Of Kahana 234

    Lahaina, HI

    Pool Hot Tub

    $506 to $563/night

  47. CONDOMINIUM
    Plantation 211

    Plantation 211

    Princeville, HI

    Pool Hot Tub

    $204 to $276/night

  48. CONDOMINIUM
    Ilikai Marina 1192

    Ilikai Marina 1192

    Waikiki, HI

    FREE CANCELLATION

    $152 to $262/night

  49. CONDOMINIUM
    Waikoloa Beach Villas E32

    Waikoloa Beach Villas E32

    Waikoloa, HI

    Pool Hot Tub
    FREE CANCELLATION

    $197 to $464/night

  50. CONDOMINIUM
    Hololani A204

    Hololani A204

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $224 to $474/night

  51. CONDOMINIUM
    2BR Beachfront Condo w/ Ocean View

    2BR Beachfront Condo w/ Ocean View

    Kihei, HI

    Pool
    FREE CANCELLATION

    $320 to $799/night

  52. HOUSE
    Blue Hawaii

    Blue Hawaii

    Kailua Kona, HI

    Pool

    $744 to $2,772/night

  53. CONDOMINIUM
    Eldorado K104

    Eldorado K104

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $156 to $776/night

  54. CONDOMINIUM
    Sands of Kahana 354

    Sands of Kahana 354

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $331 to $1,185/night

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

    Hawaii Kai 4BR w/ Wraparound Lanai & Ocean Views

    Honolulu, HI

    FREE CANCELLATION

    $570/night

  56. CONDOMINIUM
    Plantations at Princeville #111

    Plantations at Princeville #111

    Princeville, HI

    Pool

    $253 to $311/night

  57. CONDOMINIUM
    Plantations at Princeville #1122

    Plantations at Princeville #1122

    Princeville, HI

    Pool

    $259 to $311/night

  58. HOUSE
    Milo Hae Hale

    Milo Hae Hale

    Koloa, HI

    Pool

    $661 to $1,854/night

  59. 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

  60. VILLA
    4BD Villas at Mauna Kea #21

    4BD Villas at Mauna Kea #21

    Kamuela, HI

    Pool Hot Tub

    $2,002 to $4,290/night

  61. APARTMENT
    Waikiki Grand 701 Studio

    Waikiki Grand 701 Studio

    Honolulu, HI

    Pool
    FREE CANCELLATION

    $140/night

  62. CONDOMINIUM
    Waikiki Grand 715 Condo

    Waikiki Grand 715 Condo

    Honolulu, HI

    Pool Pets OK
    FREE CANCELLATION

    $144 to $190/night

  63. CONDOMINIUM
    Ilikai Hotel 801

    Ilikai Hotel 801

    Honolulu, HI

    Pool
    FREE CANCELLATION

    $167 to $219/night

  64. CONDOMINIUM
    Ilikai Hotel 803

    Ilikai Hotel 803

    Honolulu, HI

    Pool
    FREE CANCELLATION

    $167 to $219/night

  65. CONDOMINIUM
    Bamboo 709 Condo

    Bamboo 709 Condo

    Honolulu, HI

    Pool
    FREE CANCELLATION

    $133 to $197/night

  66. CONDOMINIUM
    Hawaiian King 112 Condo

    Hawaiian King 112 Condo

    Honolulu, HI

    Pool
    FREE CANCELLATION

    $123 to $180/night

  67. CONDOMINIUM
    Diamond Head Beach Hotel 1202

    Diamond Head Beach Hotel 1202

    Honolulu, HI

    FREE CANCELLATION

    $248 to $326/night

  68. CONDOMINIUM
    Diamond Head Beach Hotel 1005

    Diamond Head Beach Hotel 1005

    Honolulu, HI

    FREE CANCELLATION

    $144 to $186/night

  69. APARTMENT
    Cabana 301 Apartment

    Cabana 301 Apartment

    Honolulu, HI

    FREE CANCELLATION

    $129 to $180/night

  70. CONDOMINIUM
    Aloha Surf 1507 Condominium

    Aloha Surf 1507 Condominium

    Honolulu, HI

    Pool
    FREE CANCELLATION

    $106 to $158/night

  71. 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

  72. CONDOMINIUM
    Plantation 222

    Plantation 222

    Princeville, HI

    Pool Hot Tub

    $331 to $422/night

  73. CONDOMINIUM
    Waikoloa Beach Villas B22

    Waikoloa Beach Villas B22

    Waikoloa, HI

    Pool Hot Tub
    FREE CANCELLATION

    $234 to $464/night

  74. CONDOMINIUM
    Waikoloa Beach Villas B2

    Waikoloa Beach Villas B2

    Waikoloa, HI

    Pool Hot Tub
    FREE CANCELLATION

    $209 to $431/night

  75. CONDOMINIUM
    Royal Kahana 119 Studio

    Royal Kahana 119 Studio

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $191 to $341/night

  76. CONDOMINIUM
    Plantation 1211

    Plantation 1211

    Princeville, HI

    Pool Hot Tub

    $241 to $271/night

  77. VILLA
    Waikoloa Beach Villas C3

    Waikoloa Beach Villas C3

    Waikoloa, HI

    Pool Hot Tub
    FREE CANCELLATION

    $197 to $431/night

  78. HOUSE
    Ainamalu 29 at Waikoloa Beach Resort

    Ainamalu 29 at Waikoloa Beach Resort

    Waikoloa, HI

    FREE CANCELLATION

    $649 to $896/night

  79. 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

    $224 to $311/night

  80. APARTMENT
    Waikiki Banyan Tower 1 Suite 2214- STKP

    Waikiki Banyan Tower 1 Suite 2214- STKP

    Honolulu, HI

    Pool Hot Tub

    $168 to $259/night

  81. CONDOMINIUM
    Kaanapali Shores 936

    Kaanapali Shores 936

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $138 to $501/night

  82. HOUSE
    Ocean Soul (Big Island)

    Ocean Soul (Big Island)

    Ookala, HI

    Pool

    $530 to $780/night

  83. CONDOMINIUM
    Sands Of Kahana 231

    Sands Of Kahana 231

    Lahaina, HI

    Pool Hot Tub

    $208 to $253/night

  84. CONDOMINIUM
    Kaanapali Shores 538

    Kaanapali Shores 538

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $206 to $423/night