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. $236/night

    Turtle Bay Red Ginger***TA-068313907201

    Turtle Bay Red Ginger***TA-068313907201

    1 Bedroom BathroomSleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
  3. $241/night

    Turtle Bay Pikake**TA-010173030401

    Turtle Bay Pikake**TA-010173030401

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool
    FREE CANCELLATION
  4. $191/night

    Turtle Bay Sea Shells**TA-154567065601

    Turtle Bay Sea Shells**TA-154567065601

    1 BedroomBathroomsSleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
  5. $161/night

    Turtle Bay Guava**TA-009966796801

    Turtle Bay Guava**TA-009966796801

    1 Bedroom BathroomSleeps 3
    2 nights minstay
    Pool
    FREE CANCELLATION
  6. $237/night

    Turtle Bay Honu Lani***TA-006757785601

    Turtle Bay Honu Lani***TA-006757785601

    1 Bedroom BathroomSleeps 2
    2 nights minstay
    Pool
    FREE CANCELLATION
  7. $271/night

    Turtle Bay Morning Glory***TA-147878707201

    Turtle Bay Morning Glory***TA-147878707201

    1 BedroomBathroomsSleeps 6
    2 nights minstay
    Pool
    FREE CANCELLATION
  8. $202/night

    Turtle Bay Primrose***TA-016722124801

    Turtle Bay Primrose***TA-016722124801

    1 BedroomBathroomsSleeps 2
    2 nights minstay
    Pool
    FREE CANCELLATION
  9. $351/night

    Turtle Bay White Ginger***

    Turtle Bay White Ginger***

    3 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool
    FREE CANCELLATION
  10. $235 to $367/night

    Puako Beach Condo 109

    Puako Beach Condo 109

    3 BedroomsBathroomsSleeps 6
    5 nights minstay
    Pool
    FREE CANCELLATION
  11. $485 to $652/night

    Hale Ulu'wehi

    Hale Ulu'wehi

    4 Bedrooms2.5 BathroomsSleeps 8
    5 nights minstay
    FREE CANCELLATION
  12. $124/night

    Aloha Surf 610 Apartment

    Aloha Surf 610 Apartment

    Studio BathroomSleeps 2
    1 night minstay
    Pool
    FREE CANCELLATION
  13. $133 to $186/night

    Bamboo 308 Condominium

    Bamboo 308 Condominium

    Studio BathroomSleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
  14. $156/night

    Bamboo 610 Studio Apartment

    Bamboo 610 Studio Apartment

    Studio BathroomSleeps 3
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  15. $151/night

    Bamboo 902 Hotel Suites

    Bamboo 902 Hotel Suites

    1 Bedroom BathroomSleeps 2
    2 nights minstay
    Pool
    FREE CANCELLATION
  16. $164 to $186/night

    Banyan 1806-I Condominium

    Banyan 1806-I Condominium

    1 Bedroom BathroomSleeps 5
    2 nights minstay
    Pool
    FREE CANCELLATION
  17. $160 to $197/night

    Diamond Head Beach Hotel 1105

    Diamond Head Beach Hotel 1105

    1 Bedroom BathroomSleeps 2
    2 nights minstay
    FREE CANCELLATION
  18. $248 to $326/night

    Diamond Head Beach Hotel 1202

    Diamond Head Beach Hotel 1202

    1 Bedroom BathroomSleeps 3
    2 nights minstay
    FREE CANCELLATION
  19. $108/night

    Kuhio Village 410 Condominium

    Kuhio Village 410 Condominium

    1 Bedroom BathroomSleeps 2
    2 nights minstay
    FREE CANCELLATION
  20. $144 to $197/night

    Palms Waikiki 220 Studio

    Palms Waikiki 220 Studio

    Studio BathroomSleeps 3
    3 nights minstay
    Pool
    FREE CANCELLATION
  21. $134/night

    Waikiki Grand 500 Condo

    Waikiki Grand 500 Condo

    Studio BathroomSleeps 3
    2 nights minstay
    Pool
    FREE CANCELLATION
  22. $140/night

    Waikiki Grand 701 Studio

    Waikiki Grand 701 Studio

    1 Bedroom BathroomSleeps 2
    3 nights minstay
    Pool
    FREE CANCELLATION
  23. $144 to $190/night

    Waikiki Grand 715 Condo

    Waikiki Grand 715 Condo

    1 Bedroom BathroomSleeps 2
    2 nights minstay
    Pool Pets OK
    FREE CANCELLATION
  24. $217 to $623/night

    Aina Nalu C102

    Aina Nalu C102

    2 BedroomsBathroomsSleeps 6
    1 night minstay
    Pool Hot Tub
    FREE CANCELLATION
  25. $217 to $623/night

    Aina Nalu C108

    Aina Nalu C108

    2 BedroomsBathroomsSleeps 6
    1 night minstay
    Pool Hot Tub
    FREE CANCELLATION
  26. $189 to $270/night

    Diamond Head Beach Hotel 802

    Diamond Head Beach Hotel 802

    1 Bedroom BathroomSleeps 2
    2 nights minstay
    FREE CANCELLATION
  27. $123 to $180/night

    Hawaiian King 112 Condo

    Hawaiian King 112 Condo

    1 Bedroom BathroomSleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
  28. $142 to $208/night

    Waikiki Grand 805 Condo

    Waikiki Grand 805 Condo

    1 Bedroom BathroomSleeps 2
    2 nights minstay
    Pool
    FREE CANCELLATION
  29. $141/night

    Bamboo 505 Condominium

    Bamboo 505 Condominium

    Studio BathroomSleeps 4
    2 nights minstay
    FREE CANCELLATION
  30. $167 to $248/night

    Banyan 1608-I Condominium

    Banyan 1608-I Condominium

    1 Bedroom BathroomSleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
  31. $129 to $180/night

    Cabana 301 Apartment

    Cabana 301 Apartment

    1 Bedroom BathroomSleeps 4
    2 nights minstay
    FREE CANCELLATION
  32. $309 to $438/night

    Diamond Head Beach Hotel 801

    Diamond Head Beach Hotel 801

    1 Bedroom BathroomSleeps 2
    2 nights minstay
    FREE CANCELLATION
  33. $133 to $197/night

    Bamboo 709 Condo

    Bamboo 709 Condo

    Studio BathroomSleeps 2
    2 nights minstay
    Pool
    FREE CANCELLATION
  34. $129 to $359/night

    Aloha Surf Condominium 1412

    Aloha Surf Condominium 1412

    1 Bedroom BathroomSleeps 2
    2 nights minstay
    Pool
    FREE CANCELLATION
  35. $111/night

    Aloha Surf 315 Hotel Suites

    Aloha Surf 315 Hotel Suites

    1 Bedroom BathroomSleeps 2
    2 nights minstay
    Pool
    FREE CANCELLATION
  36. $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
  37. $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
  38. $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
  39. $175/night

    Waikiki Beach Walk 1 Bedroom

    Waikiki Beach Walk 1 Bedroom

    Multiple Units Available
    3 nights minstay
    Pool Hot Tub
  40. $110 to $1,013/night

    Waikiki Grand 719

    Waikiki Grand 719

    Studio BathroomSleeps 2
    1 night minstay
    Pool Pets OK
    FREE CANCELLATION
  41. $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
  42. $345/night

    Turtle Bay Sugar Cane***

    Turtle Bay Sugar Cane***

    3 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool
    FREE CANCELLATION
  43. $258 to $340/night

    222

    222

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
    Pool
    FREE CANCELLATION
  44. $144/night

    Bamboo 801 Condominium

    Bamboo 801 Condominium

    1 Bedroom BathroomSleeps 4
    2 nights minstay
    FREE CANCELLATION
  45. $258 to $340/night

    336

    336

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
    Pool
    FREE CANCELLATION
  46. $304 to $540/night

    F5-2 Bedroom Oceanfront Townhouse

    F5-2 Bedroom Oceanfront Townhouse

    2 BedroomsBathroomsSleeps 6
    5 nights minstay
    Pool
    FREE CANCELLATION
  47. $126/night

    Kuhio Village 1103 Condominium

    Kuhio Village 1103 Condominium

    Studio BathroomSleeps 3
    3 nights minstay
    FREE CANCELLATION
  48. $258 to $393/night

    309

    309

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
    Pool
    FREE CANCELLATION
  49. $197 to $294/night

    Kona Plaza#402

    Kona Plaza#402

    1 Bedroom BathroomSleeps 2
    3 nights minstay
    Pool
    FREE CANCELLATION
  50. $141 to $208/night

    Nani Kai Hale # 601

    Nani Kai Hale # 601

    1 BedroomBathroomsSleeps 2
    5 nights minstay
    Pool
    FREE CANCELLATION
  51. $1,938 to $4,750/night

    Hale Nui

    Hale Nui

    5 Bedrooms5.5 BathroomsSleeps 10
    4 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  52. $506 to $563/night

    Sands Of Kahana 272

    Sands Of Kahana 272

    2 BedroomsBathroomsSleeps 6
    1 night minstay
    Pool Hot Tub
  53. $501 to $557/night

    Sands Of Kahana 474

    Sands Of Kahana 474

    3 BedroomsBathroomsSleeps 8
    1 night minstay
    Pool Hot Tub
  54. $248/night

    Turtle Bay Blue Hawaii***NUC 90-TVU-0192

    Turtle Bay Blue Hawaii***NUC 90-TVU-0192

    1 BedroomBathroomsSleeps 2
    3 nights minstay
    Pool
    FREE CANCELLATION
  55. $237/night

    Turtle Bay 077 West***NUC 90-TVU-0337 Avail to 2 adults only

    Turtle Bay 077 West***NUC 90-TVU-0337 Avail to 2 adults ...

    1 Bedroom BathroomSleeps 2
    5 nights minstay
    Pool
    FREE CANCELLATION
  56. $188 to $258/night

    133

    133

    1 Bedroom BathroomSleeps 4
    3 nights minstay
    Pool
    FREE CANCELLATION
  57. $258 to $340/night

    344

    344

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
    Pool
    FREE CANCELLATION
  58. $393 to $780/night

    Nohea Villa

    Nohea Villa

    3 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool Hot Tub
  59. $155/night

    Pacific Monarch 3101 Condo

    Pacific Monarch 3101 Condo

    1 Bedroom BathroomSleeps 3
    2 nights minstay
    Pool
    FREE CANCELLATION
  60. $276 to $332/night

    Kahana Sunset C7

    Kahana Sunset C7

    2 BedroomsBathroomsSleeps 6
    1 night minstay
    Pool
  61. $416 to $664/night

    H4-2 Bedroom Beachfront

    H4-2 Bedroom Beachfront

    2 BedroomsBathroomsSleeps 6
    5 nights minstay
    Pool
    FREE CANCELLATION
  62. $304 to $467/night

    A2-1 Bedroom Beachfront

    A2-1 Bedroom Beachfront

    1 Bedroom BathroomSleeps 2
    5 nights minstay
    Pool
    FREE CANCELLATION
  63. $364 to $608/night

    Palm Villas F4 at Mauna Lani Resort

    Palm Villas F4 at Mauna Lani Resort

    3 BedroomsBathroomsSleeps 6
    3 nights minstay
    Pool
    FREE CANCELLATION
  64. $181 to $242/night

    Kona Bali Kai 317- Oceanfront

    Kona Bali Kai 317- Oceanfront

    2 BedroomsBathroomsSleeps 4
    3 nights minstay
    Pool
    FREE CANCELLATION
  65. $246 to $464/night

    Waikoloa Beach Villas B22

    Waikoloa Beach Villas B22

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  66. $203 to $276/night

    Nani Kai Hale # 502

    Nani Kai Hale # 502

    2 BedroomsBathroomsSleeps 4
    5 nights minstay
    Pool
    FREE CANCELLATION
  67. $153 to $353/night

    Kihei Akahi Resort- Unit C505

    Kihei Akahi Resort- Unit C505

    1 Bedroom BathroomSleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
  68. $173 to $436/night

    Island Sands 206

    Island Sands 206

    2 BedroomsBathroomsSleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
  69. $204 to $235/night

    Lil Grass Shack-103

    Lil Grass Shack-103

    Studio BathroomSleeps 2
    2 nights minstay
    FREE CANCELLATION
  70. $162 to $428/night

    Oceanfront Nohonani- Unforgettable Views

    Oceanfront Nohonani- Unforgettable Views

    2 BedroomsBathroomsSleeps 8
    2 nights minstay
    Pool
    FREE CANCELLATION
  71. $260/night

    Turtle Bay Takanoha**NUC 90-TVU-0557

    Turtle Bay Takanoha**NUC 90-TVU-0557

    1 Bedroom BathroomSleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
  72. $223 to $305/night

    174

    174

    1 Bedroom BathroomSleeps 2
    3 nights minstay
    Pool
    FREE CANCELLATION
  73. $234 to $464/night

    Vista Waikoloa G-104

    Vista Waikoloa G-104

    2 Bedrooms2.5 BathroomsSleeps 5
    4 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  74. $10,240 to $12,620/night

    Mauna Kea Bluffs #5: La Ikena O Komohana*

    Mauna Kea Bluffs #5: La Ikena O Komohana*

    5 BedroomsBathroomsSleeps 10
    2 nights minstay
    Pool Hot Tub
  75. $188 to $258/night

    146

    146

    1 Bedroom BathroomSleeps 2
    3 nights minstay
    Pool
    FREE CANCELLATION
  76. $146 to $312/night

    Ilikai 1938

    Ilikai 1938

    1 Bedroom BathroomSleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
  77. $375 to $789/night

    Ilikai 1243

    Ilikai 1243

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool
    FREE CANCELLATION
  78. $259 to $428/night

    E3-1 Bedroom Oceanfront

    E3-1 Bedroom Oceanfront

    1 Bedroom BathroomSleeps 4
    5 nights minstay
    Pool
    FREE CANCELLATION
  79. $249 to $302/night

    Unit 114

    Unit 114

    1 Bedroom BathroomSleeps 4
    5 nights minstay
    FREE CANCELLATION
  80. $235 to $317/night

    268

    268

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
    Pool
    FREE CANCELLATION
  81. $188 to $258/night

    142

    142

    1 Bedroom BathroomSleeps 2
    3 nights minstay
    Pool
    FREE CANCELLATION
  82. $223 to $305/night

    170

    170

    1 Bedroom BathroomSleeps 2
    3 nights minstay
    Pool
    FREE CANCELLATION
  83. $247 to $488/night

    Vista Waikoloa B-302

    Vista Waikoloa B-302

    2 BedroomsBathroomsSleeps 6
    4 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  84. $156 to $250/night

    Ilikai 1507

    Ilikai 1507

    1 Bedroom BathroomSleeps 5
    2 nights minstay
    Pool
    FREE CANCELLATION
  85. $338 to $576/night

    Ilikai 526

    Ilikai 526

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool
    FREE CANCELLATION
  86. $256 to $436/night

    Kuleana 622 1Bdrm

    Kuleana 622 1Bdrm

    1 Bedroom BathroomSleeps 2
    5 nights minstay
    Pool
    FREE CANCELLATION
  87. $256 to $436/night

    Kuleana 713 1 Bdrm

    Kuleana 713 1 Bdrm

    1 Bedroom BathroomSleeps 2
    5 nights minstay
    Pool
    FREE CANCELLATION
  88. $2,203 to $4,290/night

    4BD Villas at Mauna Kea #21

    4BD Villas at Mauna Kea #21

    4 BedroomsBathroomsSleeps 8
    2 nights minstay
    Pool Hot Tub
  89. $262 to $565/night

    Maui Eldorado Condo A104

    Maui Eldorado Condo A104

    1 Bedroom BathroomSleeps 5
    2 nights minstay
    Pool
    FREE CANCELLATION
  90. $188 to $258/night

    152

    152

    1 Bedroom BathroomSleeps 4
    3 nights minstay
    Pool
    FREE CANCELLATION
  91. $188 to $258/night

    237

    237

    1 Bedroom BathroomSleeps 4
    3 nights minstay
    Pool
    FREE CANCELLATION
  92. $188 to $258/night

    220

    220

    1 Bedroom BathroomSleeps 4
    3 nights minstay
    Pool
    FREE CANCELLATION
  93. $216 to $464/night

    Fairway Villas Waikoloa O21

    Fairway Villas Waikoloa O21

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  94. $618 to $1,236/night

    Wai'ula'ula A102

    Wai'ula'ula A102

    3 BedroomsBathroomsSleeps 6
    4 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  95. $236 to $304/night

    Mahana At Kaanapali 306

    Mahana At Kaanapali 306

    1 Bedroom BathroomSleeps 4
    1 night minstay
    Pool Hot Tub
  96. $364 to $729/night

    Hale Nui Ohana

    Hale Nui Ohana

    4 BedroomsBathroomsSleeps 8
    5 nights minstay
    FREE CANCELLATION
  97. $234 to $476/night

    Waikoloa Beach Villas H32

    Waikoloa Beach Villas H32

    2 BedroomsBathroomsSleeps 4
    3 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  98. $88 to $157/night

    Discovery Bay 4012

    Discovery Bay 4012

    1 Bedroom BathroomSleeps 4
    1 night minstay
    Pool
    FREE CANCELLATION
  99. $203 to $553/night

    3BR Pacific Paradise w/ Pool- 5 Minutes to Beach

    3BR Pacific Paradise w/ Pool- 5 Minutes to Beach

    3 Bedrooms2.5 BathroomsSleeps 6
    3 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  100. $341 to $413/night

    1 Bedroom Oceanfront #804

    1 Bedroom Oceanfront #804

    1 Bedroom BathroomSleeps 4
    5 nights minstay
    Pool Hot Tub
    FREE CANCELLATION