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. $237/night

    Turtle Bay Hale Mokulani***TA-055745536001

    Turtle Bay Hale Mokulani***TA-055745536001

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

    Turtle Bay Protea *TA-189367910401

    Turtle Bay Protea *TA-189367910401

    1 Bedroom BathroomSleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
  3. $283/night

    Turtle Bay Anthurium**TA-155327078401

    Turtle Bay Anthurium**TA-155327078401

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool
    FREE CANCELLATION
  4. $329/night

    Turtle Bay Kona Coffee***TA-163265126401

    Turtle Bay Kona Coffee***TA-163265126401

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool
    FREE CANCELLATION
  5. $237/night

    Turtle Bay Gardenia***TA-197395456001

    Turtle Bay Gardenia***TA-197395456001

    1 Bedroom BathroomSleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
  6. $161 to $191/night

    Turtle Bay Hale Kuilima**TA-114877030401

    Turtle Bay Hale Kuilima**TA-114877030401

    1 Bedroom BathroomSleeps 3
    2 nights minstay
    Pool
    FREE CANCELLATION
  7. $202/night

    Turtle Bay Heliconia**TA-207435366401

    Turtle Bay Heliconia**TA-207435366401

    1 BedroomBathroomsSleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
  8. $218/night

    Turtle Bay North Shore Golf TA-151246848001

    Turtle Bay North Shore Golf TA-151246848001

    2 Bedrooms2.5 BathroomsSleeps 4
    3 nights minstay
    Pool
    FREE CANCELLATION
  9. $161/night

    Turtle Bay Lilikoi**TA-009966796801

    Turtle Bay Lilikoi**TA-009966796801

    1 Bedroom BathroomSleeps 3
    2 nights minstay
    Pool
    FREE CANCELLATION
  10. $283/night

    Turtle Bay Aloha Nui Loa***T-090-094-0800-01

    Turtle Bay Aloha Nui Loa***T-090-094-0800-01

    1 BedroomBathroomsSleeps 6
    2 nights minstay
    Pool
    FREE CANCELLATION
  11. $191/night

    Turtle Bay Da Kine**TA-163647078401

    Turtle Bay Da Kine**TA-163647078401

    1 BedroomBathroomsSleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
  12. $207/night

    Turtle Bay Kekoa*TA-185993420801

    Turtle Bay Kekoa*TA-185993420801

    1 BedroomBathroomsSleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
  13. $202/night

    Turtle Bay Garden Hale**TA-080446464001

    Turtle Bay Garden Hale**TA-080446464001

    1 Bedroom BathroomSleeps 3
    2 nights minstay
    Pool
    FREE CANCELLATION
  14. $190 to $664/night

    Aina Nalu Condo A107

    Aina Nalu Condo A107

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool
    FREE CANCELLATION
  15. $231 to $618/night

    Lahaina Condo J203

    Lahaina Condo J203

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
    Pool
    FREE CANCELLATION
  16. $231 to $618/night

    Lahaina Condo J207

    Lahaina Condo J207

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
    Pool
    FREE CANCELLATION
  17. $347 to $466/night

    Hale Kohola

    Hale Kohola

    3 BedroomsBathroomsSleeps 6
    5 nights minstay
    FREE CANCELLATION
  18. $190 to $623/night

    Aina Nalu Premier Condo B110

    Aina Nalu Premier Condo B110

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
    Pool
    FREE CANCELLATION
  19. $156 to $584/night

    Aina Nalu Premier Platinum C206

    Aina Nalu Premier Platinum C206

    1 Bedroom BathroomSleeps 4
    3 nights minstay
    Pool
    FREE CANCELLATION
  20. $305 to $833/night

    Puamana Premier Plus Townhouse 161-2

    Puamana Premier Plus Townhouse 161-2

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
    Pool
    FREE CANCELLATION
  21. $156 to $623/night

    Lahaina Condo D106

    Lahaina Condo D106

    1 Bedroom BathroomSleeps 4
    3 nights minstay
    Pool
    FREE CANCELLATION
  22. $231 to $618/night

    Aina Nalu Condo D110

    Aina Nalu Condo D110

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
    Pool
    FREE CANCELLATION
  23. $111 to $359/night

    Waikiki Grand Condominium 705 *Legal Vacation Rental

    Waikiki Grand Condominium 705 *Legal Vacation Rental

    1 Bedroom BathroomSleeps 2
    2 nights minstay
    Pool
    FREE CANCELLATION
  24. $145 to $569/night

    Lahaina Shores 210

    Lahaina Shores 210

    Studio BathroomSleeps 2
    1 night minstay
    Pool
    FREE CANCELLATION
  25. $202 to $680/night

    Poolside Aina Nalu Condo A101

    Poolside Aina Nalu Condo A101

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
    Pool
    FREE CANCELLATION
  26. $223 to $661/night

    Poolside Aina Nalu Condo D101

    Poolside Aina Nalu Condo D101

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool
    FREE CANCELLATION
  27. $231 to $680/night

    Lahaina Condo J201

    Lahaina Condo J201

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool
    FREE CANCELLATION
  28. $231 to $618/night

    Lahaina Condo J204

    Lahaina Condo J204

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
    Pool
    FREE CANCELLATION
  29. $293 to $770/night

    Lahaina Shores Condo 701

    Lahaina Shores Condo 701

    1 BedroomBathroomsSleeps 4
    3 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  30. $119 to $164/night

    Aloha Surf 601 Hotel Suites

    Aloha Surf 601 Hotel Suites

    Studio BathroomSleeps 4
    1 night minstay
    Pool
    FREE CANCELLATION
  31. $144 to $208/night

    Bamboo 301 Apartment

    Bamboo 301 Apartment

    1 Bedroom BathroomSleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
  32. $151/night

    Bamboo 405 Condominium

    Bamboo 405 Condominium

    Studio BathroomSleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
  33. $144/night

    Bamboo 601 Condominium

    Bamboo 601 Condominium

    Studio BathroomSleeps 4
    3 nights minstay
    Pool
    FREE CANCELLATION
  34. $140/night

    Cabana 401 Apartment

    Cabana 401 Apartment

    1 Bedroom BathroomSleeps 4
    2 nights minstay
    FREE CANCELLATION
  35. $280 to $349/night

    Diamond Head Beach Hotel 602

    Diamond Head Beach Hotel 602

    1 Bedroom BathroomSleeps 2
    2 nights minstay
    FREE CANCELLATION
  36. $394 to $473/night

    Diamond Head Beach Hotel PH01

    Diamond Head Beach Hotel PH01

    2 Bedrooms BathroomSleeps 4
    2 nights minstay
    FREE CANCELLATION
  37. $167/night

    Palms Waikiki 320 Studio

    Palms Waikiki 320 Studio

    Studio BathroomSleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
  38. $141 to $179/night

    Waikiki Grand 516 Condo

    Waikiki Grand 516 Condo

    Studio BathroomSleeps 2
    2 nights minstay
    Pool
    FREE CANCELLATION
  39. $155/night

    Waikiki Grand 520 Studio

    Waikiki Grand 520 Studio

    1 Bedroom BathroomSleeps 3
    2 nights minstay
    Pool
    FREE CANCELLATION
  40. $168 to $214/night

    Waikiki Grand 911 Studio

    Waikiki Grand 911 Studio

    1 Bedroom BathroomSleeps 2
    2 nights minstay
    Pool
    FREE CANCELLATION
  41. $140 to $186/night

    Waikiki Grand 918 Condo

    Waikiki Grand 918 Condo

    Studio BathroomSleeps 3
    2 nights minstay
    Pool Pets OK
    FREE CANCELLATION
  42. $174 to $242/night

    Palms Waikiki 506

    Palms Waikiki 506

    Studio BathroomSleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
  43. $137 to $180/night

    Aloha Surf 1509

    Aloha Surf 1509

    Studio BathroomSleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
  44. $315 to $495/night

    Diamond Head Beach Hotel 501

    Diamond Head Beach Hotel 501

    2 Bedrooms BathroomSleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
  45. $321 to $444/night

    Diamond Head Beach Hotel 601

    Diamond Head Beach Hotel 601

    1 Bedroom BathroomSleeps 4
    2 nights minstay
    FREE CANCELLATION
  46. $213 to $309/night

    Diamond Head Beach Hotel 602

    Diamond Head Beach Hotel 602

    1 Bedroom BathroomSleeps 4
    2 nights minstay
    FREE CANCELLATION
  47. $124 to $174/night

    Waikiki Grand 411

    Waikiki Grand 411

    Studio BathroomSleeps 2
    2 nights minstay
    Pool
    FREE CANCELLATION
  48. $231 to $618/night

    Aina Nalu Condo I102

    Aina Nalu Condo I102

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
    Pool
    FREE CANCELLATION
  49. $217 to $604/night

    Aina Nalu Condo I210

    Aina Nalu Condo I210

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
    Pool
    FREE CANCELLATION
  50. $111 to $152/night

    Waikiki Grand 802 Studio

    Waikiki Grand 802 Studio

    1 Bedroom BathroomSleeps 2
    3 nights minstay
    Pool
    FREE CANCELLATION
  51. $123/night

    Bamboo 702 Condominium

    Bamboo 702 Condominium

    Studio BathroomSleeps 2
    2 nights minstay
    Pool
    FREE CANCELLATION
  52. $153 to $186/night

    Waikiki Grand 712 Condo

    Waikiki Grand 712 Condo

    Studio BathroomSleeps 2
    2 nights minstay
    Pool
    FREE CANCELLATION
  53. $177 to $303/night

    Beautiful Resort! Close to Beaches! Pool & Hot Tub!

    Beautiful Resort! Close to Beaches! Pool & Hot Tub! ...

    2 BedroomsBathroomsSleeps 6
    4 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  54. $202 to $4,340/night

    Lahaina Condo K109

    Lahaina Condo K109

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool
    FREE CANCELLATION
  55. $192 to $579/night

    Aina Nalu Condo H104

    Aina Nalu Condo H104

    2 Bedrooms BathroomSleeps 6
    3 nights minstay
    Pool
    FREE CANCELLATION
  56. $208 to $731/night

    Ilikai Marina Condo 1786 *Legal Vacation Rental

    Ilikai Marina Condo 1786 *Legal Vacation Rental

    1 Bedroom BathroomSleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
  57. $258 to $776/night

    Kahana Villa E614

    Kahana Villa E614

    2 Bedrooms BathroomSleeps 6
    3 nights minstay
    Pool
    FREE CANCELLATION
  58. $151 to $155/night

    Palms Waikiki 507 Studio

    Palms Waikiki 507 Studio

    1 Bedroom BathroomSleeps 4
    2 nights minstay
    FREE CANCELLATION
  59. $231 to $618/night

    Lahaina Condo I209

    Lahaina Condo I209

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
    Pool
    FREE CANCELLATION
  60. $300 to $910/night

    Puamana Townhouse 64-1

    Puamana Townhouse 64-1

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool
    FREE CANCELLATION
  61. $111 to $168/night

    Waikiki Grand 801 Studio

    Waikiki Grand 801 Studio

    Studio BathroomSleeps 2
    2 nights minstay
    Pool
    FREE CANCELLATION
  62. $100 to $359/night

    Kuhio Village Condominium 502A *LEGAL VACATION RENTAL

    Kuhio Village Condominium 502A *LEGAL VACATION RENTAL

    1 Bedroom BathroomSleeps 2
    2 nights minstay
    FREE CANCELLATION
  63. $100 to $359/night

    Kuhio Village Condominium 410A *LEGAL VACATION RENTAL

    Kuhio Village Condominium 410A *LEGAL VACATION RENTAL

    1 Bedroom BathroomSleeps 2
    2 nights minstay
    FREE CANCELLATION
  64. $100 to $359/night

    Kuhio Village Condominium 409A *Legal Vacation Rental

    Kuhio Village Condominium 409A *Legal Vacation Rental

    1 Bedroom BathroomSleeps 2
    2 nights minstay
    FREE CANCELLATION
  65. $100 to $359/night

    Kuhio Village Condominium 1005A *Legal Vacation Rental

    Kuhio Village Condominium 1005A *Legal Vacation Rental

    1 Bedroom BathroomSleeps 2
    2 nights minstay
    FREE CANCELLATION
  66. $100 to $359/night

    Kuhio Village Condominium 505A *LEGAL VACATION RENTAL

    Kuhio Village Condominium 505A *LEGAL VACATION RENTAL

    1 Bedroom BathroomSleeps 2
    2 nights minstay
    FREE CANCELLATION
  67. $123 to $596/night

    Kuhio Village Condominium 1002A *LEGAL VACATION RENTAL

    Kuhio Village Condominium 1002A *LEGAL VACATION RENTAL

    1 Bedroom BathroomSleeps 2
    2 nights minstay
    FREE CANCELLATION
  68. $123 to $596/night

    Kuhio Village Condominium 701A *Legal Vacation Rental

    Kuhio Village Condominium 701A *Legal Vacation Rental

    1 Bedroom BathroomSleeps 2
    2 nights minstay
    FREE CANCELLATION
  69. $168 to $731/night

    Waikiki Banyan 2206-2 *Legal Vacation Rental

    Waikiki Banyan 2206-2 *Legal Vacation Rental

    1 Bedroom BathroomSleeps 4
    2 nights minstay
    FREE CANCELLATION
  70. $156 to $619/night

    Kuhio Village Condominium 1201A *LEGAL VACATION RENTAL

    Kuhio Village Condominium 1201A *LEGAL VACATION RENTAL

    1 Bedroom1.5  BathroomSleeps 2
    2 nights minstay
    FREE CANCELLATION
  71. $100 to $359/night

    Kuhio Village Towers 608 *Legal Vacation Rental

    Kuhio Village Towers 608 *Legal Vacation Rental

    1 Bedroom BathroomSleeps 2
    2 nights minstay
    FREE CANCELLATION
  72. $236/night

    Waikiki Beach Walk 2 Bedroom

    Waikiki Beach Walk 2 Bedroom

    Multiple Units Available
    3 nights minstay
    Pool Hot Tub
  73. $107 to $208/night

    Waikiki Grand 308

    Waikiki Grand 308

    Studio BathroomSleeps 2
    2 nights minstay
    Pool
    FREE CANCELLATION
  74. $237 to $533/night

    Maui Eldorado Condo F101

    Maui Eldorado Condo F101

    1 BedroomBathroomsSleeps 5
    2 nights minstay
    Pool
    FREE CANCELLATION
  75. $296 to $356/night

    Maui Banyan #H-308

    Maui Banyan #H-308

    1 BedroomBathroomsSleeps 4
    4 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  76. $251 to $302/night

    Kihei Ali'i Kai #D207

    Kihei Ali'i Kai #D207

    1 Bedroom BathroomSleeps 4
    4 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  77. $260 to $311/night

    Kamaole Sands #04-312

    Kamaole Sands #04-312

    1 BedroomBathroomsSleeps 4
    4 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  78. $146 to $300/night

    Ilikai 1612

    Ilikai 1612

    1 Bedroom BathroomSleeps 3
    2 nights minstay
    Pool
    FREE CANCELLATION
  79. $408 to $1,383/night

    Hale Ikena Ko Olina Beach Villa (O1406)

    Hale Ikena Ko Olina Beach Villa (O1406)

    2 BedroomsBathroomsSleeps 6
    6 nights minstay
    Pool Hot Tub
  80. $188 to $258/night

    123

    123

    1 Bedroom BathroomSleeps 4
    3 nights minstay
    Pool
    FREE CANCELLATION
  81. $781 to $1,219/night

    Kapalua Bay Villa 30B3 Ocean Front

    Kapalua Bay Villa 30B3 Ocean Front

    2 BedroomsBathroomsSleeps 6
    4 nights minstay
  82. $248 to $304/night

    Bay Villa 38G3

    Bay Villa 38G3

    1 Bedroom1.5  BathroomSleeps 4
    1 night minstay
    Pool
  83. $276 to $332/night

    Kahana Sunset D9

    Kahana Sunset D9

    2 Bedrooms2.5 BathroomsSleeps 6
    1 night minstay
    Pool
  84. $686 to $873/night

    Lokelani Hale

    Lokelani Hale

    3 BedroomsBathroomsSleeps 6
    5 nights minstay
    FREE CANCELLATION
  85. $253 to $311/night

    Leinaala #204

    Leinaala #204

    1 Bedroom BathroomSleeps 4
    4 nights minstay
    Pool
    FREE CANCELLATION
  86. $341 to $434/night

    Maui Kamaole #h-106

    Maui Kamaole #h-106

    1 BedroomBathroomsSleeps 4
    4 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  87. $260 to $311/night

    Kamaole Sands #04-211

    Kamaole Sands #04-211

    1 BedroomBathroomsSleeps 4
    4 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  88. $241 to $279/night

    Maui Vista #3310

    Maui Vista #3310

    1 Bedroom BathroomSleeps 4
    4 nights minstay
    Pool
    FREE CANCELLATION
  89. $209 to $464/night

    Shores at Waikoloa #234 at Bo Tree Tower

    Shores at Waikoloa #234 at Bo Tree Tower

    2 BedroomsBathroomsSleeps 6
    4 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  90. $304 to $467/night

    D4-1 Bedroom Beachfront

    D4-1 Bedroom Beachfront

    1 Bedroom BathroomSleeps 4
    5 nights minstay
    Pool
    FREE CANCELLATION
  91. $290 to $332/night

    Kamaole Sands #01-106

    Kamaole Sands #01-106

    1 BedroomBathroomsSleeps 4
    4 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  92. $225 to $267/night

    Kihei Bay Vista #D-204

    Kihei Bay Vista #D-204

    1 Bedroom BathroomSleeps 4
    4 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  93. $334 to $444/night

    Sugar Beach #120

    Sugar Beach #120

    1 Bedroom BathroomSleeps 4
    4 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  94. $259 to $428/night

    C4-1 Bedroom Oceanfront

    C4-1 Bedroom Oceanfront

    1 Bedroom BathroomSleeps 4
    5 nights minstay
    Pool
    FREE CANCELLATION
  95. $416 to $664/night

    A1-2 Bedroom Beachfront

    A1-2 Bedroom Beachfront

    2 BedroomsBathroomsSleeps 6
    5 nights minstay
    Pool
    FREE CANCELLATION
  96. $259 to $428/night

    B2-1 Bedroom Oceanfront

    B2-1 Bedroom Oceanfront

    1 Bedroom BathroomSleeps 2
    5 nights minstay
    Pool
    FREE CANCELLATION
  97. $506 to $563/night

    Sands Of Kahana 215

    Sands Of Kahana 215

    2 BedroomsBathroomsSleeps 6
    1 night minstay
    Pool Hot Tub
  98. $416 to $664/night

    D1-2 Bedroom Beachfront

    D1-2 Bedroom Beachfront

    2 BedroomsBathroomsSleeps 6
    5 nights minstay
    Pool
    FREE CANCELLATION
  99. $372 to $444/night

    1 Bedroom Corner Oceanfront #808

    1 Bedroom Corner Oceanfront #808

    1 Bedroom BathroomSleeps 4
    5 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  100. $426/night

    Kauhale Makai #411

    Kauhale Makai #411

    2 BedroomsBathroomsSleeps 4
    10 nights minstay
    Pool Hot Tub
    FREE CANCELLATION