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. $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
  8. $161/night

    Turtle Bay Lilikoi**TA-009966796801

    Turtle Bay Lilikoi**TA-009966796801

    1 Bedroom BathroomSleeps 3
    2 nights minstay
    Pool
    FREE CANCELLATION
  9. $231 to $618/night

    Lahaina Condo J203

    Lahaina Condo J203

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
    Pool
    FREE CANCELLATION
  10. $231 to $618/night

    Lahaina Condo J207

    Lahaina Condo J207

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
    Pool
    FREE CANCELLATION
  11. $347 to $466/night

    Hale Kohola

    Hale Kohola

    3 BedroomsBathroomsSleeps 6
    5 nights minstay
    FREE CANCELLATION
  12. $193 to $255/night

    Holoholo ku Waimea

    Holoholo ku Waimea

    3 BedroomsBathroomsSleeps 6
    14 nights minstay
    FREE CANCELLATION
  13. $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
  14. $145 to $569/night

    Lahaina Shores 210

    Lahaina Shores 210

    Studio BathroomSleeps 2
    1 night minstay
    Pool
    FREE CANCELLATION
  15. $141 to $152/night

    Paniolo Hale C1

    Paniolo Hale C1

    1 Bedroom BathroomSleeps 4
    3 nights minstay
    Pool
    FREE CANCELLATION
  16. $202 to $680/night

    Poolside Aina Nalu Condo A101

    Poolside Aina Nalu Condo A101

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
    Pool
    FREE CANCELLATION
  17. $223 to $661/night

    Poolside Aina Nalu Condo D101

    Poolside Aina Nalu Condo D101

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool
    FREE CANCELLATION
  18. $180 to $609/night

    Aina Nalu Condo H208

    Aina Nalu Condo H208

    2 Bedrooms BathroomSleeps 6
    3 nights minstay
    Pool
    FREE CANCELLATION
  19. $293 to $770/night

    Lahaina Shores Condo 701

    Lahaina Shores Condo 701

    1 BedroomBathroomsSleeps 4
    3 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  20. $152 to $244/night

    Hawaii Living! Close to Beaches! 2 Bed/2 Bath

    Hawaii Living! Close to Beaches! 2 Bed/2 Bath

    2 BedroomsBathroomsSleeps 4
    4 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  21. $146 to $183/night

    Perfect for Extended Stays! Two Pools & Two Hot Tubs

    Perfect for Extended Stays! Two Pools & Two Hot Tubs...

    2 BedroomsBathroomsSleeps 4
    1 night minstay
    Pool Hot Tub
    FREE CANCELLATION
  22. $202 to $4,340/night

    Lahaina Condo K109

    Lahaina Condo K109

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool
    FREE CANCELLATION
  23. $192 to $579/night

    Aina Nalu Condo H104

    Aina Nalu Condo H104

    2 Bedrooms BathroomSleeps 6
    3 nights minstay
    Pool
    FREE CANCELLATION
  24. $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
  25. $231 to $618/night

    Lahaina Condo I209

    Lahaina Condo I209

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
    Pool
    FREE CANCELLATION
  26. $236/night

    Waikiki Beach Walk 2 Bedroom

    Waikiki Beach Walk 2 Bedroom

    Multiple Units Available
    3 nights minstay
    Pool Hot Tub
  27. $141 to $158/night

    Ke Nani Kai 121

    Ke Nani Kai 121

    1 Bedroom BathroomSleeps 2
    3 nights minstay
    Pool
    FREE CANCELLATION
  28. $152 to $286/night

    Exceptional Value for Family! Beautiful Views & Sunsets!

    Exceptional Value for Family! Beautiful Views & Suns...

    3 BedroomsBathroomsSleeps 6
    1 night minstay
    Pool Hot Tub
    FREE CANCELLATION
  29. $158 to $286/night

    Mountain & Golf Course Views! 3 Bed/3 Bath

    Mountain & Golf Course Views! 3 Bed/3 Bath

    3 BedroomsBathroomsSleeps 6
    1 night minstay
    Pool Hot Tub
    FREE CANCELLATION
  30. $217 to $604/night

    Aina Nalu Condo I210

    Aina Nalu Condo I210

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
    Pool
    FREE CANCELLATION
  31. $231 to $618/night

    Lahaina Condo J204

    Lahaina Condo J204

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
    Pool
    FREE CANCELLATION
  32. $258 to $776/night

    Kahana Villa E614

    Kahana Villa E614

    2 Bedrooms BathroomSleeps 6
    3 nights minstay
    Pool
    FREE CANCELLATION
  33. $177 to $303/night

    Beautiful Resort! Close to Beaches! Pool & Hot Tub! Fairway Villas N3

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

    2 BedroomsBathroomsSleeps 6
    4 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  34. $140/night

    Cabana 401 Apartment

    Cabana 401 Apartment

    1 Bedroom BathroomSleeps 4
    2 nights minstay
    FREE CANCELLATION
  35. $167/night

    Palms Waikiki 320 Studio

    Palms Waikiki 320 Studio

    Studio BathroomSleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
  36. $168 to $214/night

    Waikiki Grand 911 Studio

    Waikiki Grand 911 Studio

    1 Bedroom BathroomSleeps 2
    2 nights minstay
    Pool
    FREE CANCELLATION
  37. $300 to $910/night

    Puamana Townhouse 64-1

    Puamana Townhouse 64-1

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool
    FREE CANCELLATION
  38. $151/night

    Bamboo 405 Condominium

    Bamboo 405 Condominium

    Studio BathroomSleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
  39. $111 to $168/night

    Waikiki Grand 801 Studio

    Waikiki Grand 801 Studio

    Studio BathroomSleeps 2
    2 nights minstay
    Pool
    FREE CANCELLATION
  40. $178 to $584/night

    Aina Nalu C205

    Aina Nalu C205

    1 Bedroom BathroomSleeps 4
    3 nights minstay
    Pool
    FREE CANCELLATION
  41. $231 to $618/night

    Aina Nalu Condo I102

    Aina Nalu Condo I102

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
    Pool
    FREE CANCELLATION
  42. $204 to $312/night

    Valley Isle 110

    Valley Isle 110

    1 Bedroom BathroomSleeps 3
    2 nights minstay
    Pool
    FREE CANCELLATION
  43. $334 to $444/night

    Sugar Beach #522

    Sugar Beach #522

    1 Bedroom BathroomSleeps 4
    4 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  44. $276 to $326/night

    Kahana Reef #401

    Kahana Reef #401

    1 Bedroom BathroomSleeps 2
    4 nights minstay
    Pool
    FREE CANCELLATION
  45. $579 to $984/night

    Luxury 3 bedroom Hideaway near the beach

    Luxury 3 bedroom Hideaway near the beach

    3 BedroomsBathroomsSleeps 8
    2 nights minstay
    Pool Hot Tub
  46. $238 to $478/night

    Hale 'Olu'Olu

    Hale 'Olu'Olu

    3 Bedrooms2.5 BathroomsSleeps 8
    5 nights minstay
    Pool
  47. $253 to $563/night

    Ewa Hotel Waikiki #307

    Ewa Hotel Waikiki #307

    Studio BathroomSleeps 4
    4 nights minstay
    FREE CANCELLATION
  48. $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
  49. $144 to $208/night

    Bamboo 301 Apartment

    Bamboo 301 Apartment

    1 Bedroom BathroomSleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
  50. $144/night

    Bamboo 601 Condominium

    Bamboo 601 Condominium

    Studio BathroomSleeps 4
    3 nights minstay
    Pool
    FREE CANCELLATION
  51. $280 to $349/night

    Diamond Head Beach Hotel 602

    Diamond Head Beach Hotel 602

    1 Bedroom BathroomSleeps 2
    2 nights minstay
    FREE CANCELLATION
  52. $151 to $155/night

    Palms Waikiki 507 Studio

    Palms Waikiki 507 Studio

    1 Bedroom BathroomSleeps 4
    2 nights minstay
    FREE CANCELLATION
  53. $144 to $186/night

    Waikiki Grand 918 Condo

    Waikiki Grand 918 Condo

    Studio BathroomSleeps 3
    2 nights minstay
    Pool Pets OK
    FREE CANCELLATION
  54. $274 to $776/night

    Mahina Surf 205 Condo

    Mahina Surf 205 Condo

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool
    FREE CANCELLATION
  55. $134 to $275/night

    Upgraded 2BR w/ Diamond Head Views- Walk to Beach

    Upgraded 2BR w/ Diamond Head Views- Walk to Beach

    2 Bedrooms BathroomSleeps 4
    3 nights minstay
    FREE CANCELLATION
  56. $362 to $512/night

    Puu Poa 207

    Puu Poa 207

    2 BedroomsBathroomsSleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
  57. $258 to $340/night

    223

    223

    2 BedroomsBathroomsSleeps 8
    3 nights minstay
    Pool
    FREE CANCELLATION
  58. $422 to $542/night

    Hanalei Bay Resort 6301-2

    Hanalei Bay Resort 6301-2

    3 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  59. $237 to $502/night

    Maui Eldorado Condo B104

    Maui Eldorado Condo B104

    1 Bedroom BathroomSleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
  60. $307 to $517/night

    Honua Kai Hokulani 316 1BR

    Honua Kai Hokulani 316 1BR

    1 Bedroom BathroomSleeps 4
    5 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  61. $269 to $636/night

    Royal Kahana 409 1 Bdrm

    Royal Kahana 409 1 Bdrm

    1 Bedroom BathroomSleeps 3
    5 nights minstay
    Pool
    FREE CANCELLATION
  62. $225 to $281/night

    Cottage 2B

    Cottage 2B

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
    Pool
    FREE CANCELLATION
  63. $162 to $401/night

    Kolepa Aloha

    Kolepa Aloha

    2 BedroomsBathroomsSleeps 4
    5 nights minstay
    Pool Hot Tub
  64. $123/night

    Bamboo 702 Condominium

    Bamboo 702 Condominium

    Studio BathroomSleeps 2
    2 nights minstay
    Pool
    FREE CANCELLATION
  65. $311 to $428/night

    Waipouli Beach Resort E-406

    Waipouli Beach Resort E-406

    1 BedroomBathroomsSleeps 4
    3 nights minstay
    Pool Hot Tub
  66. $401 to $944/night

    Kulalani at Mauna Lani #405

    Kulalani at Mauna Lani #405

    3 Bedrooms2.5 BathroomsSleeps 8
    3 nights minstay
    Pool
    FREE CANCELLATION
  67. $361 to $479/night

    Tranquil 4BR Home by Private Beach

    Tranquil 4BR Home by Private Beach

    4 BedroomsBathroomsSleeps 8
    4 nights minstay
    FREE CANCELLATION
  68. $282 to $659/night

    Maui Eldorado Condo K212

    Maui Eldorado Condo K212

    1 Bedroom BathroomSleeps 4
    3 nights minstay
    Pool
    FREE CANCELLATION
  69. $269 to $479/night

    Royal Kahana 220 (2bd / 2ba)

    Royal Kahana 220 (2bd / 2ba)

    2 BedroomsBathroomsSleeps 6
    5 nights minstay
    Pool
    FREE CANCELLATION
  70. $281 to $474/night

    Hale Kai 208 2bdrm 2bath

    Hale Kai 208 2bdrm 2bath

    2 BedroomsBathroomsSleeps 6
    5 nights minstay
    Pool
    FREE CANCELLATION
  71. $251 to $384/night

    Kuleana 614 1 Bdrm

    Kuleana 614 1 Bdrm

    1 Bedroom BathroomSleeps 4
    5 nights minstay
    Pool
    FREE CANCELLATION
  72. $189 to $239/night

    Kona Isle C28

    Kona Isle C28

    1 Bedroom BathroomSleeps 4
    5 nights minstay
    Pool
    FREE CANCELLATION
  73. $163 to $239/night

    Kona Isle C24

    Kona Isle C24

    1 Bedroom BathroomSleeps 3
    5 nights minstay
    Pool
    FREE CANCELLATION
  74. $755 to $759/night

    Mauna Lani Terrace D201

    Mauna Lani Terrace D201

    2 Bedrooms2.5 BathroomsSleeps 6
    3 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  75. $189 to $384/night

    Maui Kamaole 2BR w/ Lanais & 2 Pools

    Maui Kamaole 2BR w/ Lanais & 2 Pools

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  76. $231 to $618/night

    Aina Nalu Condo D110

    Aina Nalu Condo D110

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
    Pool
    FREE CANCELLATION
  77. $357 to $741/night

    The Mauna Lani Golf Villas K5

    The Mauna Lani Golf Villas K5

    3 BedroomsBathroomsSleeps 8
    4 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  78. $608 to $790/night

    Hale Huna Kai- Oceanfront

    Hale Huna Kai- Oceanfront

    4 BedroomsBathroomsSleeps 8
    5 nights minstay
    FREE CANCELLATION
  79. $219/night

    Puamana 25-4

    Puamana 25-4

    1 BedroomBathroomsSleeps 4
    4 nights minstay
    Pool
    FREE CANCELLATION
  80. $238 to $478/night

    Tropical Breeze

    Tropical Breeze

    2 BedroomsBathroomsSleeps 4
    5 nights minstay
    Pool Hot Tub
  81. $513 to $977/night

    Hale Ka Wailele Malu Ko Olina Beach Villa (O226)

    Hale Ka Wailele Malu Ko Olina Beach Villa (O226)

    3 BedroomsBathroomsSleeps 8
    6 nights minstay
    Pool Hot Tub
  82. $175 to $288/night

    Sea Village #4206

    Sea Village #4206

    1 Bedroom BathroomSleeps 3
    1 night minstay
    Pool Hot Tub
    FREE CANCELLATION
  83. $235 to $301/night

    Sealodge E9

    Sealodge E9

    1 Bedroom BathroomSleeps 2
    2 nights minstay
    Pool
    FREE CANCELLATION
  84. $176 to $502/night

    Kaleialoha #208

    Kaleialoha #208

    1 Bedroom BathroomSleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
  85. $218 to $330/night

    Hoyochi Nikko #202

    Hoyochi Nikko #202

    2 Bedrooms BathroomSleeps 6
    4 nights minstay
    Pool
    FREE CANCELLATION
  86. $152 to $502/night

    Kaleialoha #312

    Kaleialoha #312

    1 Bedroom BathroomSleeps 2
    2 nights minstay
    Pool
    FREE CANCELLATION
  87. $584/night

    Koana Breeze

    Koana Breeze

    4 BedroomsBathroomsSleeps 10
    3 nights minstay
    Hot Tub
    FREE CANCELLATION
  88. $192 to $579/night

    Aina Nalu Premier Condo H207

    Aina Nalu Premier Condo H207

    2 Bedrooms BathroomSleeps 6
    3 nights minstay
    Pool
    FREE CANCELLATION
  89. $156 to $584/night

    Aina Nalu Premier Platinum C206

    Aina Nalu Premier Platinum C206

    1 Bedroom BathroomSleeps 4
    3 nights minstay
    Pool
    FREE CANCELLATION
  90. $193 to $263/night

    PentHouse 701

    PentHouse 701

    2 BedroomsBathroomsSleeps 5
    2 nights minstay
    Pool
    FREE CANCELLATION
  91. $188 to $734/night

    Mauna Lani Golf Villas #Q22

    Mauna Lani Golf Villas #Q22

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  92. $178 to $538/night

    Kona Reef #A33

    Kona Reef #A33

    1 Bedroom BathroomSleeps 4
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  93. $464 to $1,354/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
  94. $119 to $308/night

    Casa De Emdeko #326

    Casa De Emdeko #326

    1 Bedroom BathroomSleeps 3
    2 nights minstay
    Pool
    FREE CANCELLATION
  95. $185 to $509/night

    Kona Isle #D1

    Kona Isle #D1

    1 Bedroom BathroomSleeps 2
    2 nights minstay
    Pool
    FREE CANCELLATION
  96. $125 to $409/night

    Kailua Bay Resort #3301

    Kailua Bay Resort #3301

    2 BedroomsBathroomsSleeps 4
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  97. $183 to $561/night

    1-PH2 The Beach Villas at Kahalu'u

    1-PH2 The Beach Villas at Kahalu'u

    2 BedroomsBathroomsSleeps 4
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  98. $241 to $705/night

    Fairway Villas M3 at the Waikoloa Beach Resort

    Fairway Villas M3 at the Waikoloa Beach Resort

    3 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  99. $275 to $749/night

    Royal Sea Cliff #415

    Royal Sea Cliff #415

    1 Bedroom BathroomSleeps 4
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  100. $200 to $453/night

    White Sands Village #222

    White Sands Village #222

    2 BedroomsBathroomsSleeps 4
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION