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. $177 to $303/night

    Beautiful Resort! Close to Beaches! Pool & Hot Tub! Fairway Villas Unit N-3

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

    2 BedroomsBathroomsSleeps 6
    5 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  2. $151/night

    Bamboo 405 Condominium

    Bamboo 405 Condominium

    Studio BathroomSleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
  3. $123/night

    Bamboo 702 Condominium

    Bamboo 702 Condominium

    Studio BathroomSleeps 2
    2 nights minstay
    Pool
    FREE CANCELLATION
  4. $145 to $569/night

    Lahaina Shores 210

    Lahaina Shores 210

    Studio BathroomSleeps 2
    1 night minstay
    Pool
    FREE CANCELLATION
  5. $146 to $219/night

    Amazing Ocean & Sunset Views! C-206 Village Condos

    Amazing Ocean & Sunset Views! C-206 Village Condos

    1 Bedroom1.5  BathroomSleeps 4
    1 night minstay
    Pool
    FREE CANCELLATION
  6. $152 to $286/night

    Exceptional Value for Family! Beautiful Views, Sunsets & Minutes from the Beach!

    Exceptional Value for Family! Beautiful Views, Sunsets &...

    3 BedroomsBathroomsSleeps 6
    1 night minstay
    Pool Hot Tub
    FREE CANCELLATION
  7. $158 to $191/night

    Ka Hale Kaeloha (House of Love) – Romantic Oceanside Condo

    Ka Hale Kaeloha (House of Love) – Romantic Oceanside C...

    1 Bedroom BathroomSleeps 4
    3 nights minstay
    Pool Pets OK
    FREE CANCELLATION
  8. $153 to $186/night

    Waikiki Grand 712 Condo

    Waikiki Grand 712 Condo

    Studio BathroomSleeps 2
    2 nights minstay
    Pool
    FREE CANCELLATION
  9. $283/night

    Turtle Bay Anthurium**TA-155327078401

    Turtle Bay Anthurium**TA-155327078401

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool
    FREE CANCELLATION
  10. $329/night

    Turtle Bay Kona Coffee***TA-163265126401

    Turtle Bay Kona Coffee***TA-163265126401

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool
    FREE CANCELLATION
  11. $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
  12. $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
  13. $144/night

    Bamboo 601 Condominium

    Bamboo 601 Condominium

    Studio BathroomSleeps 4
    3 nights minstay
    Pool
    FREE CANCELLATION
  14. $377 to $591/night

    C1-2 Bedroom Oceanfront

    C1-2 Bedroom Oceanfront

    2 BedroomsBathroomsSleeps 6
    5 nights minstay
    Pool
    FREE CANCELLATION
  15. $194 to $331/night

    Kaleialoha 205

    Kaleialoha 205

    1 Bedroom BathroomSleeps 4
    4 nights minstay
    Pool
    FREE CANCELLATION
  16. $274 to $409/night

    Nohonani #402

    Nohonani #402

    2 Bedrooms1.5  BathroomSleeps 4
    4 nights minstay
    Pool
    FREE CANCELLATION
  17. $304 to $467/night

    D10-Beachfront Loft Suite

    D10-Beachfront Loft Suite

    1 BedroomBathroomsSleeps 4
    5 nights minstay
    Pool
    FREE CANCELLATION
  18. $304 to $467/night

    D4-1 Bedroom Beachfront

    D4-1 Bedroom Beachfront

    1 Bedroom BathroomSleeps 4
    5 nights minstay
    Pool
    FREE CANCELLATION
  19. $249 to $274/night

    Nohonani

    Nohonani

    1 BedroomBathroomsSleeps 2
    5 nights minstay
    FREE CANCELLATION
  20. $146 to $183/night

    Kona Pacific

    Kona Pacific

    1 BedroomBathroomsSleeps 2
    3 nights minstay
    Pool
    FREE CANCELLATION
  21. $194 to $279/night

    Sea Village 1-205-Oceanfront

    Sea Village 1-205-Oceanfront

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
    Pool
    FREE CANCELLATION
  22. $124 to $293/night

    Kulakane 211

    Kulakane 211

    1 Bedroom BathroomSleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
  23. $766 to $846/night

    Hale Honu-Oceanfront

    Hale Honu-Oceanfront

    4 BedroomsBathroomsSleeps 8
    5 nights minstay
    Hot Tub
    FREE CANCELLATION
  24. $294 to $494/night

    Kapalua Golf Villa 19V1 Gold Ocean View

    Kapalua Golf Villa 19V1 Gold Ocean View

    1 Bedroom1.5  BathroomSleeps 2
    4 nights minstay
  25. $608 to $790/night

    Hale Huna Kai- Oceanfront

    Hale Huna Kai- Oceanfront

    4 BedroomsBathroomsSleeps 8
    5 nights minstay
    FREE CANCELLATION
  26. $236 to $625/night

    Kaanapali Royal H303

    Kaanapali Royal H303

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  27. $280 to $374/night

    Nihilani 28C

    Nihilani 28C

    2 BedroomsBathroomsSleeps 4
    5 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  28. $330 to $689/night

    Big Island Paradise

    Big Island Paradise

    3 BedroomsBathroomsSleeps 6
    5 nights minstay
    Pool Hot Tub
  29. $130 to $375/night

    Kaanapali Plantation #59

    Kaanapali Plantation #59

    1 BedroomBathroomsSleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
  30. $429 to $737/night

    Papakea L405

    Papakea L405

    2 BedroomsBathroomsSleeps 6
    5 nights minstay
    Pool Hot Tub
  31. $238 to $478/night

    Hale 'Olu'Olu

    Hale 'Olu'Olu

    3 Bedrooms2.5 BathroomsSleeps 8
    5 nights minstay
    Pool
  32. $218 to $330/night

    Hoyochi Nikko #202

    Hoyochi Nikko #202

    2 Bedrooms BathroomSleeps 6
    4 nights minstay
    Pool
    FREE CANCELLATION
  33. $370 to $901/night

    Villages At Mauna Lani #621

    Villages At Mauna Lani #621

    3 Bedrooms3.5 BathroomsSleeps 6
    4 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  34. $281 to $311/night

    Kulakane 306

    Kulakane 306

    2 BedroomsBathroomsSleeps 6
    4 nights minstay
    Pool
    FREE CANCELLATION
  35. $259 to $361/night

    Plantations at Princeville #521

    Plantations at Princeville #521

    3 BedroomsBathroomsSleeps 6
    3 nights minstay
    Pool Hot Tub
  36. $230 to $359/night

    Kahana Villa F406 1Bdrm

    Kahana Villa F406 1Bdrm

    1 Bedroom BathroomSleeps 4
    5 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  37. $225 to $443/night

    Royal Kahana 920

    Royal Kahana 920

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool
    FREE CANCELLATION
  38. $217 to $371/night

    Noelani 211- Modern, Upscale Ocean Front Condo

    Noelani 211- Modern, Upscale Ocean Front Condo

    Studio BathroomSleeps 3
    5 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  39. $525 to $869/night

    Kapalua Ridge Villa 922 Ocean View 2 bed 3 bath

    Kapalua Ridge Villa 922 Ocean View 2 bed 3 bath

    2 BedroomsBathroomsSleeps 5
    4 nights minstay
    Pool
  40. $259 to $428/night

    G5-1 Bedroom Oceanfront

    G5-1 Bedroom Oceanfront

    1 Bedroom BathroomSleeps 4
    5 nights minstay
    Pool
    FREE CANCELLATION
  41. $152 to $239/night

    Kona Isle A4

    Kona Isle A4

    1 Bedroom BathroomSleeps 4
    5 nights minstay
    Pool
    FREE CANCELLATION
  42. $326/night

    Holualoa Bay Villas#106

    Holualoa Bay Villas#106

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  43. $467/night

    Casa De Emdeko 219

    Casa De Emdeko 219

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
    Pool
    FREE CANCELLATION
  44. $111 to $140/night

    Kona Isle C24

    Kona Isle C24

    1 Bedroom BathroomSleeps 3
    5 nights minstay
    Pool
    FREE CANCELLATION
  45. $149 to $286/night

    Napili Shores C116

    Napili Shores C116

    Studio BathroomSleeps 3
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  46. $322 to $426/night

    Waipouli Beach Resort E-406

    Waipouli Beach Resort E-406

    1 BedroomBathroomsSleeps 4
    3 nights minstay
    Pool Hot Tub
  47. $416 to $664/night

    D1-2 Bedroom Beachfront

    D1-2 Bedroom Beachfront

    2 BedroomsBathroomsSleeps 6
    5 nights minstay
    Pool
    FREE CANCELLATION
  48. $338 to $924/night

    Hale Ono Loa 109

    Hale Ono Loa 109

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool
    FREE CANCELLATION
  49. $148 to $345/night

    Kahana Reef 201

    Kahana Reef 201

    1 Bedroom BathroomSleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
  50. $136 to $288/night

    Maalaea Banyans 203

    Maalaea Banyans 203

    1 Bedroom BathroomSleeps 4
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  51. $173 to $411/night

    Royal Kahana 308

    Royal Kahana 308

    1 Bedroom BathroomSleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
  52. $304 to $609/night

    Hale Hookaana

    Hale Hookaana

    3 BedroomsBathroomsSleeps 6
    5 nights minstay
    FREE CANCELLATION
  53. $340 to $644/night

    Mauna Lani Terrace K301

    Mauna Lani Terrace K301

    1 BedroomBathroomsSleeps 4
    3 nights minstay
    Pool
    FREE CANCELLATION
  54. $169 to $469/night

    Aina Nalu A104

    Aina Nalu A104

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool
    FREE CANCELLATION
  55. $219 to $249/night

    Puamana 25-4

    Puamana 25-4

    1 BedroomBathroomsSleeps 4
    4 nights minstay
    Pool
    FREE CANCELLATION
  56. $238 to $275/night

    Sealodge E10

    Sealodge E10

    1 Bedroom BathroomSleeps 2
    3 nights minstay
    Pool
    FREE CANCELLATION
  57. $361 to $410/night

    Hanalei Bay Resort 5202

    Hanalei Bay Resort 5202

    1 Bedroom BathroomSleeps 3
    3 nights minstay
    Pool
    FREE CANCELLATION
  58. $759 to $1,395/night

    Mauna Lani Terrace D201

    Mauna Lani Terrace D201

    2 Bedrooms2.5 BathroomsSleeps 6
    3 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  59. $197 to $255/night

    Keauhou Kona Surf & Racquet Club#7-102 "Honu Hale"

    Keauhou Kona Surf & Racquet Club#7-102 "Honu Ha...

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
    Pool
    FREE CANCELLATION
  60. $371 to $514/night

    Regency at Poipu Kai #924

    Regency at Poipu Kai #924

    3 BedroomsBathroomsSleeps 7
    3 nights minstay
    Pool Hot Tub
  61. $1,253 to $1,395/night

    Kona Bubbles

    Kona Bubbles

    4 Bedrooms4.5 BathroomsSleeps 8
    7 nights minstay
    Pool
    FREE CANCELLATION
  62. $333 to $741/night

    Waikoloa Beach Villas I1

    Waikoloa Beach Villas I1

    3 BedroomsBathroomsSleeps 8
    4 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  63. $310 to $605/night

    Melemele Pua

    Melemele Pua

    3 BedroomsBathroomsSleeps 6
    5 nights minstay
    Pool
  64. $359 to $608/night

    Golf Villas G2 at Mauna Lani Resort

    Golf Villas G2 at Mauna Lani Resort

    3 BedroomsBathroomsSleeps 6
    4 nights minstay
    Pool
    FREE CANCELLATION
  65. $235 to $353/night

    Honua Kai 210

    Honua Kai 210

    1 Bedroom BathroomSleeps 4
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  66. $181 to $371/night

    Aina Nalu C 203

    Aina Nalu C 203

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  67. $229 to $365/night

    Honua Kai Konea 224

    Honua Kai Konea 224

    1 Bedroom BathroomSleeps 5
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  68. $193 to $306/night

    Kapalua Golf Villas 26T 5&6

    Kapalua Golf Villas 26T 5&6

    1 BedroomBathroomsSleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
  69. $1,155 to $1,533/night

    Hale Lani

    Hale Lani

    4 BedroomsBathroomsSleeps 14
    3 nights minstay
    Pool
    FREE CANCELLATION
  70. $349 to $350/night

    Keauhou Kona Surf & Racquet Club 3202

    Keauhou Kona Surf & Racquet Club 3202

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
    Pool
    FREE CANCELLATION
  71. $313 to $594/night

    Lokelani A203

    Lokelani A203

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool
    FREE CANCELLATION
  72. $150 to $406/night

    Eldorado L102

    Eldorado L102

    1 BedroomBathroomsSleeps 6
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  73. $149 to $390/night

    Kihei Alii Kai A207

    Kihei Alii Kai A207

    1 Bedroom BathroomSleeps 4
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  74. $224 to $361/night

    Kahana Sunset E5

    Kahana Sunset E5

    2 BedroomsBathroomsSleeps 7
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  75. $181 to $383/night

    Aina Nalu C201

    Aina Nalu C201

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  76. $174 to $299/night

    Pacific Shores B414

    Pacific Shores B414

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool
    FREE CANCELLATION
  77. $156 to $499/night

    Wailea Ekahi 36C

    Wailea Ekahi 36C

    1 Bedroom BathroomSleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
  78. $294 to $475/night

    Mahana 307

    Mahana 307

    1 Bedroom BathroomSleeps 4
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  79. $151 to $361/night

    Kuleana 321

    Kuleana 321

    1 Bedroom BathroomSleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
  80. $206 to $435/night

    Eldorado K102

    Eldorado K102

    1 BedroomBathroomsSleeps 6
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  81. $375 to $936/night

    Sands of Kahana 354

    Sands of Kahana 354

    2 BedroomsBathroomsSleeps 8
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  82. $183 to $660/night

    Paki Maui 123

    Paki Maui 123

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  83. $226 to $269/night

    Sealodge E8

    Sealodge E8

    1 Bedroom BathroomSleeps 3
    3 nights minstay
    Pool
    FREE CANCELLATION
  84. $275 to $306/night

    Alii Kai 5301

    Alii Kai 5301

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
    Pool
    FREE CANCELLATION
  85. $239/night

    Casa De Emdeko 330

    Casa De Emdeko 330

    1 Bedroom BathroomSleeps 4
    3 nights minstay
    Pool
    FREE CANCELLATION
  86. $113 to $381/night

    Kona White Sands A4

    Kona White Sands A4

    Studio BathroomSleeps 3
    2 nights minstay
    FREE CANCELLATION
  87. $125 to $336/night

    Marine Surf Waikiki 2206

    Marine Surf Waikiki 2206

    Studio BathroomSleeps 4
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  88. $150 to $768/night

    AlohaDays Kalakauan #410

    AlohaDays Kalakauan #410

    1 Bedroom BathroomSleeps 5
    2 nights minstay
    FREE CANCELLATION
  89. $464 to $1,355/night

    Kolea 7B at the Waikoloa Beach Resort

    Kolea 7B at the Waikoloa Beach Resort

    3 BedroomsBathroomsSleeps 7
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  90. $119 to $423/night

    White Sands Village #226

    White Sands Village #226

    2 BedroomsBathroomsSleeps 5
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  91. $467/night

    Keauhou Kona Surf & Racquet Club #5-303

    Keauhou Kona Surf & Racquet Club #5-303

    2 BedroomsBathroomsSleeps 4
    3 nights minstay
    Pool
    FREE CANCELLATION
  92. $240 to $437/night

    Hoyochi Nikko #102

    Hoyochi Nikko #102

    1 Bedroom BathroomSleeps 2
    4 nights minstay
    Pool
    FREE CANCELLATION
  93. $193 to $312/night

    Valley Isle 110

    Valley Isle 110

    1 Bedroom BathroomSleeps 3
    2 nights minstay
    Pool
    FREE CANCELLATION
  94. $238 to $478/night

    Tropical Breeze

    Tropical Breeze

    2 BedroomsBathroomsSleeps 4
    5 nights minstay
    Pool Hot Tub
  95. $153 to $538/night

    Maui Vista 1417

    Maui Vista 1417

    2 BedroomsBathroomsSleeps 7
    2 nights minstay
    Pool
    FREE CANCELLATION
  96. $188 to $480/night

    Eldorado A203

    Eldorado A203

    1 Bedroom BathroomSleeps 6
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  97. $656 to $906/night

    Kapalua Bay Villa 21G5 Gold Beach Front

    Kapalua Bay Villa 21G5 Gold Beach Front

    1 BedroomBathroomsSleeps 4
    4 nights minstay
    Pool
  98. $232 to $387/night

    Papakea G206

    Papakea G206

    2 BedroomsBathroomsSleeps 7
    5 nights minstay
    Pool Hot Tub
  99. $238 to $269/night

    Sealodge G3

    Sealodge G3

    1 Bedroom BathroomSleeps 2
    3 nights minstay
    Pool
    FREE CANCELLATION
  100. $137 to $254/night

    Luxe 2BR/2BA- Infinity Pool & Spa- 1 Mile to Bay

    Luxe 2BR/2BA- Infinity Pool & Spa- 1 Mile to Bay

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
    Pool Hot Tub
    FREE CANCELLATION