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.

Filter by Region:

Filter by Amenities:

Filter by Entertainment:

Filter resultsGo Reset filtersReset Close
  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. $135 to $169/night

    Kepuhi Beach Resort 2143

    Kepuhi Beach Resort 2143

    Studio BathroomSleeps 4
    3 nights minstay
    Pool
    FREE CANCELLATION
  14. $202 to $636/night

    Aina Nalu Condo B202

    Aina Nalu Condo B202

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
    Pool
    FREE CANCELLATION
  15. $140/night

    Bamboo 906 Condominium

    Bamboo 906 Condominium

    1 Bedroom BathroomSleeps 2
    2 nights minstay
    FREE CANCELLATION
  16. $142 to $197/night

    Bamboo 1001 Condominium

    Bamboo 1001 Condominium

    1 Bedroom BathroomSleeps 2
    2 nights minstay
    Pool
    FREE CANCELLATION
  17. $178 to $248/night

    Diamond Head Beach Hotel 1002

    Diamond Head Beach Hotel 1002

    1 Bedroom BathroomSleeps 2
    2 nights minstay
    FREE CANCELLATION
  18. $145 to $180/night

    Diamond Head Beach Hotel 1104

    Diamond Head Beach Hotel 1104

    1 Bedroom BathroomSleeps 3
    2 nights minstay
    FREE CANCELLATION
  19. $360 to $557/night

    Diamond Head Beach Hotel 1401

    Diamond Head Beach Hotel 1401

    1 Bedroom BathroomSleeps 2
    2 nights minstay
    FREE CANCELLATION
  20. $153 to $219/night

    Diamond Head Beach Hotel 303

    Diamond Head Beach Hotel 303

    Studio BathroomSleeps 4
    2 nights minstay
    FREE CANCELLATION
  21. $141 to $163/night

    Kuhio Village 1205 Condominium

    Kuhio Village 1205 Condominium

    1 Bedroom BathroomSleeps 2
    2 nights minstay
    FREE CANCELLATION
  22. $158 to $203/night

    Tradewinds Plaza 304

    Tradewinds Plaza 304

    1 Bedroom BathroomSleeps 2
    2 nights minstay
    FREE CANCELLATION
  23. $133 to $213/night

    Marine Surf 1708 Studio

    Marine Surf 1708 Studio

    1 Bedroom BathroomSleeps 2
    2 nights minstay
    Pool
    FREE CANCELLATION
  24. $124 to $179/night

    Hawaiian King 405 Apartment

    Hawaiian King 405 Apartment

    1 Bedroom BathroomSleeps 3
    2 nights minstay
    Pool
    FREE CANCELLATION
  25. $140 to $186/night

    Palms Waikiki 815 Hotel Suites

    Palms Waikiki 815 Hotel Suites

    1 Bedroom BathroomSleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
  26. $133 to $169/night

    Waikiki Grand 312 Condo

    Waikiki Grand 312 Condo

    1 Bedroom BathroomSleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
  27. $142 to $179/night

    Waikiki Grand 408 Studio

    Waikiki Grand 408 Studio

    1 Bedroom BathroomSleeps 2
    2 nights minstay
    Pool
    FREE CANCELLATION
  28. $128/night

    Waikiki Grand 600 Condo

    Waikiki Grand 600 Condo

    Studio BathroomSleeps 2
    2 nights minstay
    Pool
    FREE CANCELLATION
  29. $122/night

    Waikiki Grand 605 Condo

    Waikiki Grand 605 Condo

    1 Bedroom BathroomSleeps 2
    2 nights minstay
    Pets OK
    FREE CANCELLATION
  30. $144/night

    Waikiki Grand 704 Condo

    Waikiki Grand 704 Condo

    Studio BathroomSleeps 2
    2 nights minstay
    Pets OK
    FREE CANCELLATION
  31. $144 to $186/night

    Waikiki Grand 811 Studio

    Waikiki Grand 811 Studio

    1 Bedroom BathroomSleeps 2
    2 nights minstay
    FREE CANCELLATION
  32. $107 to $158/night

    Waikiki Grand 216 Hotel

    Waikiki Grand 216 Hotel

    Studio BathroomSleeps 2
    2 nights minstay
    Pool
    FREE CANCELLATION
  33. $168 to $197/night

    Palms Waikiki 720

    Palms Waikiki 720

    Studio BathroomSleeps 2
    2 nights minstay
    Pool
    FREE CANCELLATION
  34. $248 to $309/night

    Diamond Head Beach Hotel 1203

    Diamond Head Beach Hotel 1203

    1 Bedroom BathroomSleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
  35. $180 to $609/night

    Aina Nalu Premier Platinum Condo H206

    Aina Nalu Premier Platinum Condo H206

    2 Bedrooms BathroomSleeps 6
    3 nights minstay
    Pool
    FREE CANCELLATION
  36. $140 to $213/night

    Condo with Ocean View! On Golf Course, Minutes from Beaches!

    Condo with Ocean View! On Golf Course, Minutes from Beac...

    1 Bedroom BathroomSleeps 2
    4 nights minstay
    Pool
    FREE CANCELLATION
  37. $142 to $569/night

    Royal Kahana 802

    Royal Kahana 802

    Studio BathroomSleeps 2
    1 night minstay
    Pool
    FREE CANCELLATION
  38. $164 to $502/night

    Kaleialoha #214

    Kaleialoha #214

    1 Bedroom BathroomSleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
  39. $294 to $494/night

    Kapalua Ridge Villa 114 Gold Ocean View

    Kapalua Ridge Villa 114 Gold Ocean View

    1 BedroomBathroomsSleeps 4
    4 nights minstay
    Pool
  40. $167 to $197/night

    Waikiki Grand 908 Studio

    Waikiki Grand 908 Studio

    1 Bedroom BathroomSleeps 2
    2 nights minstay
    Pool
    FREE CANCELLATION
  41. $146 to $312/night

    Ilikai 1827

    Ilikai 1827

    1 Bedroom BathroomSleeps 5
    2 nights minstay
    Pool
    FREE CANCELLATION
  42. $141 to $353/night

    Kihei Akahi Resort- Unit C405

    Kihei Akahi Resort- Unit C405

    1 Bedroom BathroomSleeps 4
    3 nights minstay
    Pool
    FREE CANCELLATION
  43. $174 to $211/night

    Maui Sands K1

    Maui Sands K1

    2 Bedrooms BathroomSleeps 6
    4 nights minstay
    Pool
    FREE CANCELLATION
  44. $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
  45. $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
  46. $124 to $168/night

    KV1004A 2450 Prince Edward St Honolulu TH-PTO-LH-ACH

    KV1004A 2450 Prince Edward St Honolulu TH-PTO-LH-ACH

    1 Bedroom BathroomSleeps 2
    2 nights minstay
    FREE CANCELLATION
  47. $181 to $242/night

    Kona Bali Kai 223- Oceanfront

    Kona Bali Kai 223- Oceanfront

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
    Pool
    FREE CANCELLATION
  48. $263 to $647/night

    Kona Makai 6305

    Kona Makai 6305

    1 Bedroom BathroomSleeps 6
    2 nights minstay
    Pool Hot Tub
  49. $309 to $688/night

    My Hilo Home

    My Hilo Home

    4 BedroomsBathroomsSleeps 8
    2 nights minstay
  50. $601 to $1,403/night

    Leilani Kai Hale

    Leilani Kai Hale

    3 Bedrooms2.5 BathroomsSleeps 6
    2 nights minstay
    Pool Hot Tub
  51. $393 to $972/night

    Maile Hale

    Maile Hale

    3 BedroomsBathroomsSleeps 6
    2 nights minstay
  52. $304 to $750/night

    Kanaloa 701

    Kanaloa 701

    2 BedroomsBathroomsSleeps 4
    2 nights minstay
    Pool
  53. $292 to $706/night

    Sea Village 4107

    Sea Village 4107

    2 BedroomsBathroomsSleeps 4
    2 nights minstay
    Pool Hot Tub
  54. $957 to $1,553/night

    Mauna Lani Terrace A303

    Mauna Lani Terrace A303

    3 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool Hot Tub
  55. $411 to $1,096/night

    Kona Makai 6301

    Kona Makai 6301

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool Hot Tub
  56. $333 to $690/night

    Mauna Kai 17

    Mauna Kai 17

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool
  57. $500 to $1,336/night

    Waikoloa Beach Villas A4

    Waikoloa Beach Villas A4

    3 BedroomsBathroomsSleeps 8
    1 night minstay
    Pool Hot Tub
  58. $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
  59. $288 to $636/night

    Blue Kehena

    Blue Kehena

    4 BedroomsBathroomsSleeps 8
    2 nights minstay
  60. $280 to $683/night

    Waikoloa Colony Villas 403

    Waikoloa Colony Villas 403

    2 Bedrooms2.5 BathroomsSleeps 6
    1 night minstay
    Pool Hot Tub
  61. $238 to $544/night

    Kona Pacific B310

    Kona Pacific B310

    1 BedroomBathroomsSleeps 4
    2 nights minstay
    Pool
  62. $250 to $575/night

    Kona Reef F11

    Kona Reef F11

    1 Bedroom BathroomSleeps 2
    2 nights minstay
    Pool
  63. $899 to $2,681/night

    Mana Alana at Poipu

    Mana Alana at Poipu

    3 Bedrooms3.5 BathroomsSleeps 7
    2 nights minstay
    Pool Hot Tub
  64. $375 to $720/night

    He'eia Bay Beach Bungalow (Big Island)

    He'eia Bay Beach Bungalow (Big Island)

    3 BedroomsBathroomsSleeps 6
    2 nights minstay
  65. $405 to $720/night

    Nui Lani

    Nui Lani

    3 BedroomsBathroomsSleeps 8
    2 nights minstay
  66. $782 to $2,616/night

    Mauna Lani KaMilo Home (349)

    Mauna Lani KaMilo Home (349)

    3 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool Hot Tub
  67. $386 to $993/night

    Onomea Cliffside Cottage

    Onomea Cliffside Cottage

    1 Bedroom BathroomSleeps 2
    2 nights minstay
    Hot Tub
  68. $17,975 to $27,561/night

    Kauhale Pilialoha

    Kauhale Pilialoha

    10 Bedrooms14 BathroomsSleeps 30
    5 nights minstay
    Pool Hot Tub
  69. $122 to $316/night

    Pono Kai H207

    Pono Kai H207

    1 Bedroom BathroomSleeps 4
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  70. $137 to $330/night

    Sealodge J3

    Sealodge J3

    1 Bedroom BathroomSleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
  71. $253 to $691/night

    Puu Poa 401

    Puu Poa 401

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool
    FREE CANCELLATION
  72. $180 to $400/night

    Pali Ke Kua 119

    Pali Ke Kua 119

    1 Bedroom BathroomSleeps 2
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  73. $104 to $330/night

    Kahala 123

    Kahala 123

    1 Bedroom BathroomSleeps 4
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  74. $96 to $260/night

    Sealodge B6

    Sealodge B6

    1 Bedroom BathroomSleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
  75. $241 to $526/night

    Villas of Kamalii 44

    Villas of Kamalii 44

    3 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  76. $402 to $702/night

    Poipu Shores B201

    Poipu Shores B201

    2 Bedrooms1.5  BathroomSleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
  77. $121 to $348/night

    Ali'i Kai 6102

    Ali'i Kai 6102

    2 BedroomsBathroomsSleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
  78. $145 to $314/night

    Ali'i Kai 4303

    Ali'i Kai 4303

    2 BedroomsBathroomsSleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
  79. $250 to $575/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
  80. $252 to $675/night

    Waikoloa Villas F-100

    Waikoloa Villas F-100

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool Hot Tub
  81. $262 to $537/night

    Kona Plaza 112

    Kona Plaza 112

    2 BedroomsBathroomsSleeps 4
    2 nights minstay
    Pool
  82. $1,063 to $4,054/night

    3BD Estate Home at Puako Bay (10D)

    3BD Estate Home at Puako Bay (10D)

    3 BedroomsBathroomsSleeps 6
    2 nights minstay
  83. $128 to $345/night

    Ilikai Tower 611

    Ilikai Tower 611

    1 Bedroom BathroomSleeps 3
    1 night minstay
    Pool
    FREE CANCELLATION
  84. $145 to $353/night

    Ilikai Tower 333

    Ilikai Tower 333

    Multiple Units Available
    1 night minstay
    Pool
    FREE CANCELLATION
  85. $150 to $473/night

    Ilikai Tower 2136

    Ilikai Tower 2136

    Multiple Units Available
    1 night minstay
    Pool
    FREE CANCELLATION
  86. $145 to $406/night

    Ilikai Tower 527

    Ilikai Tower 527

    Multiple Units Available
    1 night minstay
    Pool
    FREE CANCELLATION
  87. $154 to $445/night

    Ilikai Tower 814

    Ilikai Tower 814

    Multiple Units Available
    1 night minstay
    Pool
    FREE CANCELLATION
  88. $250 to $625/night

    Ilima Suite at The Ilikai (Unit 1226)

    Ilima Suite at The Ilikai (Unit 1226)

    2 BedroomsBathroomsSleeps 7
    2 nights minstay
    Pool
    FREE CANCELLATION
  89. $188 to $258/night

    207

    207

    1 Bedroom BathroomSleeps 4
    3 nights minstay
    Pool
    FREE CANCELLATION
  90. $258 to $340/night

    340

    340

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
    Pool
    FREE CANCELLATION
  91. $594 to $1,063/night

    Kapalua Bay Villa 28B2 Gold Ocean Front

    Kapalua Bay Villa 28B2 Gold Ocean Front

    2 BedroomsBathroomsSleeps 6
    4 nights minstay
    Pool
  92. $589 to $1,616/night

    Ho'o Maluhia

    Ho'o Maluhia

    3 Bedrooms3.5 BathroomsSleeps 8
    2 nights minstay
    Pool
  93. $690 to $2,037/night

    Ohana Kamalani

    Ohana Kamalani

    3 Bedrooms3.5 BathroomsSleeps 8
    2 nights minstay
    Pool
  94. $542 to $1,330/night

    Awapuhi Hale

    Awapuhi Hale

    3 Bedrooms3.5 BathroomsSleeps 6
    2 nights minstay
    Pool Hot Tub
  95. $363 to $869/night

    Pili Mai 3G

    Pili Mai 3G

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool Hot Tub
  96. $397 to $1,209/night

    Hale Mahina Ko Olina Beach Villa (O904)

    Hale Mahina Ko Olina Beach Villa (O904)

    2 BedroomsBathroomsSleeps 6
    6 nights minstay
    Pool Hot Tub
  97. $258 to $340/night

    221

    221

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
    Pool
    FREE CANCELLATION
  98. $781 to $1,219/night

    Kapalua Bay Villa 34B2 Gold Ocean Front

    Kapalua Bay Villa 34B2 Gold Ocean Front

    2 BedroomsBathroomsSleeps 6
    4 nights minstay
    Pool
  99. $508 to $1,789/night

    Hale Kaimana Ko Olina Beach Villa (B903)

    Hale Kaimana Ko Olina Beach Villa (B903)

    3 BedroomsBathroomsSleeps 8
    6 nights minstay
    Pool Hot Tub
  100. $304 to $540/night

    E6-2 Bedroom Oceanfront Townhouse

    E6-2 Bedroom Oceanfront Townhouse

    2 BedroomsBathroomsSleeps 4
    5 nights minstay
    Pool
    FREE CANCELLATION