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 Hanalei***TA-147868876801

    Turtle Bay Hanalei***TA-147868876801

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

    Turtle Bay Pineapple Delight**TA088724684801

    Turtle Bay Pineapple Delight**TA088724684801

    1 Bedroom BathroomSleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
  3. $236/night

    Turtle Bay Red Ginger***TA-068313907201

    Turtle Bay Red Ginger***TA-068313907201

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

    Turtle Bay Pikake**TA-010173030401

    Turtle Bay Pikake**TA-010173030401

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

    Turtle Bay Sea Shells**TA-154567065601

    Turtle Bay Sea Shells**TA-154567065601

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

    Turtle Bay Guava**TA-009966796801

    Turtle Bay Guava**TA-009966796801

    1 Bedroom BathroomSleeps 3
    2 nights minstay
    Pool
    FREE CANCELLATION
  7. $237/night

    Turtle Bay Honu Lani***TA-006757785601

    Turtle Bay Honu Lani***TA-006757785601

    1 Bedroom BathroomSleeps 2
    2 nights minstay
    Pool
    FREE CANCELLATION
  8. $271/night

    Turtle Bay Morning Glory***TA-147878707201

    Turtle Bay Morning Glory***TA-147878707201

    1 BedroomBathroomsSleeps 6
    2 nights minstay
    Pool
    FREE CANCELLATION
  9. $202/night

    Turtle Bay Primrose***TA-016722124801

    Turtle Bay Primrose***TA-016722124801

    1 BedroomBathroomsSleeps 2
    2 nights minstay
    Pool
    FREE CANCELLATION
  10. $351/night

    Turtle Bay White Ginger***

    Turtle Bay White Ginger***

    3 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool
    FREE CANCELLATION
  11. $231 to $618/night

    Lahaina Condo J209

    Lahaina Condo J209

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
    Pool
    FREE CANCELLATION
  12. $190 to $623/night

    Aina Nalu Premier Condo B108

    Aina Nalu Premier Condo B108

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
    Pool
    FREE CANCELLATION
  13. $235 to $367/night

    Puako Beach Condo 109

    Puako Beach Condo 109

    3 BedroomsBathroomsSleeps 6
    5 nights minstay
    Pool
    FREE CANCELLATION
  14. $217 to $604/night

    Aina Nalu Premier Condo G108

    Aina Nalu Premier Condo G108

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
    Pool
    FREE CANCELLATION
  15. $485 to $652/night

    Hale Ulu'wehi

    Hale Ulu'wehi

    4 Bedrooms2.5 BathroomsSleeps 8
    5 nights minstay
    FREE CANCELLATION
  16. $202 to $636/night

    Aina Nalu Condo B103

    Aina Nalu Condo B103

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
    Pool
    FREE CANCELLATION
  17. $231 to $618/night

    Lahaina Condo D203

    Lahaina Condo D203

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
    Pool
    FREE CANCELLATION
  18. $205 to $591/night

    Aina Nalu Premier Condo H110

    Aina Nalu Premier Condo H110

    2 Bedrooms BathroomSleeps 6
    3 nights minstay
    Pool
    FREE CANCELLATION
  19. $124/night

    Aloha Surf 610 Apartment

    Aloha Surf 610 Apartment

    Studio BathroomSleeps 2
    1 night minstay
    Pool
    FREE CANCELLATION
  20. $133 to $186/night

    Bamboo 308 Condominium

    Bamboo 308 Condominium

    Studio BathroomSleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
  21. $156/night

    Bamboo 610 Studio Apartment

    Bamboo 610 Studio Apartment

    Studio BathroomSleeps 3
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  22. $151/night

    Bamboo 902 Hotel Suites

    Bamboo 902 Hotel Suites

    1 Bedroom BathroomSleeps 2
    2 nights minstay
    Pool
    FREE CANCELLATION
  23. $164 to $186/night

    Banyan 1806-I Condominium

    Banyan 1806-I Condominium

    1 Bedroom BathroomSleeps 5
    2 nights minstay
    Pool
    FREE CANCELLATION
  24. $160 to $197/night

    Diamond Head Beach Hotel 1105

    Diamond Head Beach Hotel 1105

    1 Bedroom BathroomSleeps 2
    2 nights minstay
    FREE CANCELLATION
  25. $248 to $326/night

    Diamond Head Beach Hotel 1202

    Diamond Head Beach Hotel 1202

    1 Bedroom BathroomSleeps 3
    2 nights minstay
    FREE CANCELLATION
  26. $108/night

    Kuhio Village 410 Condominium

    Kuhio Village 410 Condominium

    1 Bedroom BathroomSleeps 2
    2 nights minstay
    FREE CANCELLATION
  27. $144 to $197/night

    Palms Waikiki 220 Studio

    Palms Waikiki 220 Studio

    Studio BathroomSleeps 3
    3 nights minstay
    Pool
    FREE CANCELLATION
  28. $129 to $174/night

    Waikiki Grand 412 Condo

    Waikiki Grand 412 Condo

    Studio BathroomSleeps 3
    2 nights minstay
    FREE CANCELLATION
  29. $134/night

    Waikiki Grand 500 Condo

    Waikiki Grand 500 Condo

    Studio BathroomSleeps 3
    2 nights minstay
    Pool
    FREE CANCELLATION
  30. $140/night

    Waikiki Grand 701 Studio

    Waikiki Grand 701 Studio

    1 Bedroom BathroomSleeps 2
    3 nights minstay
    Pool
    FREE CANCELLATION
  31. $144 to $190/night

    Waikiki Grand 715 Condo

    Waikiki Grand 715 Condo

    1 Bedroom BathroomSleeps 2
    2 nights minstay
    Pool Pets OK
    FREE CANCELLATION
  32. $217 to $623/night

    Aina Nalu C102

    Aina Nalu C102

    2 BedroomsBathroomsSleeps 6
    1 night minstay
    Pool Hot Tub
    FREE CANCELLATION
  33. $217 to $623/night

    Aina Nalu C108

    Aina Nalu C108

    2 BedroomsBathroomsSleeps 6
    1 night minstay
    Pool Hot Tub
    FREE CANCELLATION
  34. $189 to $270/night

    Diamond Head Beach Hotel 802

    Diamond Head Beach Hotel 802

    1 Bedroom BathroomSleeps 2
    2 nights minstay
    FREE CANCELLATION
  35. $202 to $636/night

    Lahaina Condo K202

    Lahaina Condo K202

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
    Pool
    FREE CANCELLATION
  36. $123 to $180/night

    Hawaiian King 112 Condo

    Hawaiian King 112 Condo

    1 Bedroom BathroomSleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
  37. $141/night

    Bamboo 505 Condominium

    Bamboo 505 Condominium

    Studio BathroomSleeps 4
    2 nights minstay
    FREE CANCELLATION
  38. $1,103/night

    Diamond Head Beach Hotel Rooftop 1402

    Diamond Head Beach Hotel Rooftop 1402

    3 BedroomsBathroomsSleeps 6
    2 nights minstay
    FREE CANCELLATION
  39. $280 to $426/night

    Close to the Beaches & Shopping! Lovely 3 Bed/2 Bath Condo

    Close to the Beaches & Shopping! Lovely 3 Bed/2 Bath...

    3 BedroomsBathroomsSleeps 6
    4 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  40. $134 to $213/night

    Golf Course Views & Private! Lovely Renovated 2 Bed/2 Bath

    Golf Course Views & Private! Lovely Renovated 2 Bed/...

    2 BedroomsBathroomsSleeps 4
    12 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  41. $177 to $225/night

    Lovely Condo with Pool & Hot Tub! Waikoloa Hills Unit 903

    Lovely Condo with Pool & Hot Tub! Waikoloa Hills Uni...

    2 BedroomsBathroomsSleeps 4
    4 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  42. $202 to $636/night

    Aina Nalu Condo C208

    Aina Nalu Condo C208

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool
    FREE CANCELLATION
  43. $167 to $248/night

    Banyan 1608-I Condominium

    Banyan 1608-I Condominium

    1 Bedroom BathroomSleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
  44. $129 to $180/night

    Cabana 301 Apartment

    Cabana 301 Apartment

    1 Bedroom BathroomSleeps 4
    2 nights minstay
    FREE CANCELLATION
  45. $144 to $186/night

    Diamond Head Beach Hotel 1005

    Diamond Head Beach Hotel 1005

    1 Bedroom BathroomSleeps 4
    2 nights minstay
    FREE CANCELLATION
  46. $309 to $438/night

    Diamond Head Beach Hotel 801

    Diamond Head Beach Hotel 801

    1 Bedroom BathroomSleeps 2
    2 nights minstay
    FREE CANCELLATION
  47. $186 to $224/night

    Tradewinds Plaza 305

    Tradewinds Plaza 305

    1 Bedroom BathroomSleeps 3
    2 nights minstay
    FREE CANCELLATION
  48. $133 to $197/night

    Bamboo 709 Condo

    Bamboo 709 Condo

    Studio BathroomSleeps 2
    2 nights minstay
    Pool
    FREE CANCELLATION
  49. $129 to $359/night

    Aloha Surf Condominium 1412

    Aloha Surf Condominium 1412

    1 Bedroom BathroomSleeps 2
    2 nights minstay
    Pool
    FREE CANCELLATION
  50. $111/night

    Aloha Surf 315 Hotel Suites

    Aloha Surf 315 Hotel Suites

    1 Bedroom BathroomSleeps 2
    2 nights minstay
    Pool
    FREE CANCELLATION
  51. $100 to $359/night

    Aloha Surf 504 *LEGAL VACATION RENTAL

    Aloha Surf 504 *LEGAL VACATION RENTAL

    1 Bedroom BathroomSleeps 2
    2 nights minstay
    Pool
    FREE CANCELLATION
  52. $100 to $359/night

    Kuhio Village Condominium 1008A *LEGAL VACATION RENTAL

    Kuhio Village Condominium 1008A *LEGAL VACATION RENTAL

    1 Bedroom BathroomSleeps 2
    2 nights minstay
    FREE CANCELLATION
  53. $110 to $1,013/night

    Waikiki Grand 719

    Waikiki Grand 719

    Studio BathroomSleeps 2
    1 night minstay
    Pool Pets OK
    FREE CANCELLATION
  54. $158 to $191/night

     Luxurious Oceanfront Condo on Molokai- Ka Hale Ola

    Luxurious Oceanfront Condo on Molokai- Ka Hale Ola

    1 Bedroom BathroomSleeps 2
    3 nights minstay
    Pool
    FREE CANCELLATION
  55. $202 to $636/night

    Aina Nalu Condo A209

    Aina Nalu Condo A209

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
    Pool
    FREE CANCELLATION
  56. $345/night

    Turtle Bay Sugar Cane***

    Turtle Bay Sugar Cane***

    3 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool
    FREE CANCELLATION
  57. $258 to $340/night

    222

    222

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
    Pool
    FREE CANCELLATION
  58. $144/night

    Bamboo 801 Condominium

    Bamboo 801 Condominium

    1 Bedroom BathroomSleeps 4
    2 nights minstay
    FREE CANCELLATION
  59. $258 to $340/night

    336

    336

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
    Pool
    FREE CANCELLATION
  60. $212 to $482/night

    Kanai A Nalu 406

    Kanai A Nalu 406

    2 BedroomsBathroomsSleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
  61. $188 to $344/night

    Polynesian Shores 111

    Polynesian Shores 111

    1 Bedroom BathroomSleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
  62. $304 to $540/night

    F5-2 Bedroom Oceanfront Townhouse

    F5-2 Bedroom Oceanfront Townhouse

    2 BedroomsBathroomsSleeps 6
    5 nights minstay
    Pool
    FREE CANCELLATION
  63. $119 to $353/night

    White Sands Village #309

    White Sands Village #309

    2 BedroomsBathroomsSleeps 5
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  64. $188 to $536/night

    Sea Village #4210

    Sea Village #4210

    1 Bedroom BathroomSleeps 3
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  65. $119 to $321/night

    Keauhou Resort #114

    Keauhou Resort #114

    1 Bedroom BathroomSleeps 2
    2 nights minstay
    Pool
    FREE CANCELLATION
  66. $175 to $536/night

    Surf & Racquet Club #24

    Surf & Racquet Club #24

    3 BedroomsBathroomsSleeps 7
    2 nights minstay
    Pool
    FREE CANCELLATION
  67. $194 to $669/night

    KAUHALE MAKAI #532

    KAUHALE MAKAI #532

    2 BedroomsBathroomsSleeps 4
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  68. $183 to $521/night

    Fairway Villas D5 at the Waikoloa Beach Resort

    Fairway Villas D5 at the Waikoloa Beach Resort

    2 BedroomsBathroomsSleeps 4
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  69. $375 to $1,354/night

    Kona Reef #D22

    Kona Reef #D22

    3 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  70. $124 to $353/night

    Kona Magic Sands #111

    Kona Magic Sands #111

    Studio BathroomSleeps 3
    2 nights minstay
    Pool
    FREE CANCELLATION
  71. $119 to $350/night

    Keauhou Punahele #D103

    Keauhou Punahele #D103

    2 BedroomsBathroomsSleeps 4
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  72. $248 to $776/night

    Kanaloa 2201

    Kanaloa 2201

    2 BedroomsBathroomsSleeps 4
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  73. $399 to $1,125/night

    Hali'i Kai 12H at the Waikoloa Beach Resort

    Hali'i Kai 12H at the Waikoloa Beach Resort

    3 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  74. $211 to $621/night

    Kaikea Hale

    Kaikea Hale

    3 BedroomsBathroomsSleeps 6
    2 nights minstay
    FREE CANCELLATION
  75. $150 to $453/night

    Kona Makai #6302

    Kona Makai #6302

    1 Bedroom BathroomSleeps 3
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  76. $195 to $593/night

    Surf & Racquet Club #3-201

    Surf & Racquet Club #3-201

    2 BedroomsBathroomsSleeps 5
    2 nights minstay
    Pool
    FREE CANCELLATION
  77. $218 to $676/night

    Mauna Lani Fairways #803

    Mauna Lani Fairways #803

    2 BedroomsBathroomsSleeps 4
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  78. $250 to $705/night

    Fairway Villas L21 at the Waikoloa Beach Resort

    Fairway Villas L21 at the Waikoloa Beach Resort

    2 BedroomsBathroomsSleeps 4
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  79. $138 to $480/night

    Sea Village #4202

    Sea Village #4202

    2 BedroomsBathroomsSleeps 5
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  80. $339 to $1,056/night

    Hali'i Kai 15A at the Waikoloa Beach Resort

    Hali'i Kai 15A at the Waikoloa Beach Resort

    2 BedroomsBathroomsSleeps 5
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  81. $194 to $434/night

    Kihei Kai Nani #113

    Kihei Kai Nani #113

    1 Bedroom BathroomSleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
  82. $213 to $635/night

    Banyan Tree #305

    Banyan Tree #305

    2 BedroomsBathroomsSleeps 5
    2 nights minstay
    Hot Tub
    FREE CANCELLATION
  83. $194 to $648/night

    Mauna Lani Fairways #403

    Mauna Lani Fairways #403

    2 BedroomsBathroomsSleeps 4
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  84. $250 to $535/night

    Fairway Villas I34 at the Waikoloa Beach Resort

    Fairway Villas I34 at the Waikoloa Beach Resort

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  85. $161 to $509/night

    Surf & Racquet Club #6-303

    Surf & Racquet Club #6-303

    2 BedroomsBathroomsSleeps 5
    2 nights minstay
    Pool
    FREE CANCELLATION
  86. $125 to $366/night

    Keauhou Resort #118

    Keauhou Resort #118

    1 Bedroom BathroomSleeps 3
    2 nights minstay
    Pool
    FREE CANCELLATION
  87. $178 to $536/night

    Kona Bali Kai #415

    Kona Bali Kai #415

    2 BedroomsBathroomsSleeps 4
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  88. $4,194 to $7,190/night

    Kalina at Hapuna Beach

    Kalina at Hapuna Beach

    4 Bedrooms4.5 BathroomsSleeps 10
    5 nights minstay
    Pool Hot Tub
  89. $258 to $340/night

    330

    330

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
    Pool
    FREE CANCELLATION
  90. $289 to $469/night

    Kanai A Nalu 101

    Kanai A Nalu 101

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool
    FREE CANCELLATION
  91. $576 to $883/night

    ‘Aniani Hale’- The Glass House- Views, Pool, Spa

    ‘Aniani Hale’- The Glass House- Views, Pool, Spa

    4 Bedrooms4.5 BathroomsSleeps 8
    3 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  92. $581 to $969/night

    Kapalua Bay Villa 23B3 Ocean Front

    Kapalua Bay Villa 23B3 Ocean Front

    2 BedroomsBathroomsSleeps 6
    4 nights minstay
    Pool
  93. $259 to $428/night

    G4-1 Bedroom Oceanfront

    G4-1 Bedroom Oceanfront

    1 Bedroom BathroomSleeps 4
    5 nights minstay
    Pool
    FREE CANCELLATION
  94. $146 to $300/night

    Ilikai 908

    Ilikai 908

    1 Bedroom BathroomSleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
  95. $146 to $300/night

    Ilikai 1118

    Ilikai 1118

    1 Bedroom BathroomSleeps 3
    2 nights minstay
    Pool
    FREE CANCELLATION
  96. $179 to $312/night

    Ilikai 2002

    Ilikai 2002

    1 Bedroom BathroomSleeps 5
    2 nights minstay
    FREE CANCELLATION
  97. $113 to $161/night

    KV510 2463 Kuhio Ave Honolulu THTH-PTO-00-ACH

    KV510 2463 Kuhio Ave Honolulu THTH-PTO-00-ACH

    1 Bedroom BathroomSleeps 2
    2 nights minstay
    FREE CANCELLATION
  98. $144 to $181/night

    MS608 THTH-CTOQ(MA)-00-ACH

    MS608 THTH-CTOQ(MA)-00-ACH

    1 Bedroom BathroomSleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
  99. $199 to $249/night

    WPH1801 2440 Kuhio Ave Honolulu THTC-CTOQ(XS)-01M-ACH

    WPH1801 2440 Kuhio Ave Honolulu THTC-CTOQ(XS)-01M-ACH

    1 Bedroom BathroomSleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
  100. $110 to $163/night

    KV1201L 2463 Kuhio Ave Honolulu THTH-PTO-00-ACH

    KV1201L 2463 Kuhio Ave Honolulu THTH-PTO-00-ACH

    1 Bedroom BathroomSleeps 2
    2 nights minstay
    FREE CANCELLATION