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. $113 to $374/night

    Marine Surf Waikiki 2108

    Marine Surf Waikiki 2108

    Studio BathroomSleeps 4
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  2. $125 to $349/night

    Kona Mansions #C305

    Kona Mansions #C305

    1 Bedroom BathroomSleeps 3
    2 nights minstay
    Pool
    FREE CANCELLATION
  3. $138 to $480/night

    Sea Village #4202

    Sea Village #4202

    2 BedroomsBathroomsSleeps 5
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  4. $179 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
  5. $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
  6. $133 to $366/night

    Keauhou Resort #118

    Keauhou Resort #118

    1 Bedroom BathroomSleeps 3
    2 nights minstay
    Pool
    FREE CANCELLATION
  7. $248 to $776/night

    Kanaloa 2201

    Kanaloa 2201

    2 BedroomsBathroomsSleeps 4
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  8. $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
  9. $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
  10. $204 to $423/night

    Royal Kahana 315

    Royal Kahana 315

    1 Bedroom BathroomSleeps 4
    5 nights minstay
    Pool
    FREE CANCELLATION
  11. $152 to $443/night

    Kaleialoha #109

    Kaleialoha #109

    1 Bedroom BathroomSleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
  12. $478 to $1,673/night

    Hale Kona Kai Ko Olina Beach Villa (O1105)

    Hale Kona Kai Ko Olina Beach Villa (O1105)

    3 Bedrooms2.5 BathroomsSleeps 8
    6 nights minstay
    Pool Hot Tub
  13. $208 to $326/night

    Maui Kai 108

    Maui Kai 108

    1 Bedroom BathroomSleeps 4
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  14. $129 to $384/night

    HOL 315

    HOL 315

    1 Bedroom BathroomSleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
  15. $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
  16. $73 to $85/night

    Mokuleia Sands #308

    Mokuleia Sands #308

    1 Bedroom BathroomSleeps 2
    21 nights minstay
  17. $99 to $316/night

    1BR w/ Pools, Steps to Kamaole Beach 3

    1BR w/ Pools, Steps to Kamaole Beach 3

    1 Bedroom BathroomSleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
  18. $174 to $205/night

    RK1309 2240 Kuhio Ave Honolulu THTH-PTO-ACH-00

    RK1309 2240 Kuhio Ave Honolulu THTH-PTO-ACH-00

    1 Bedroom BathroomSleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
  19. $241 to $331/night

    Pali Ke Kua #241

    Pali Ke Kua #241

    1 BedroomBathroomsSleeps 6
    3 nights minstay
    Pool Hot Tub
  20. $525 to $869/night

    Kapalua Ridge Villa 2614 Gold Ocean View

    Kapalua Ridge Villa 2614 Gold Ocean View

    2 BedroomsBathroomsSleeps 6
    4 nights minstay
    Pool
  21. $781 to $1,219/night

    Kapalua Bay Villa 20G2 Gold Beach Front

    Kapalua Bay Villa 20G2 Gold Beach Front

    2 BedroomsBathroomsSleeps 6
    4 nights minstay
    Pool
  22. $369 to $594/night

    Kapalua Bay Villa 32B3 Gold Ocean View

    Kapalua Bay Villa 32B3 Gold Ocean View

    1 Bedroom1.5  BathroomSleeps 2
    4 nights minstay
    Pool
  23. $494 to $869/night

    Kapalua Ridge Villa 1112 Gold Ocean View

    Kapalua Ridge Villa 1112 Gold Ocean View

    2 BedroomsBathroomsSleeps 6
    4 nights minstay
  24. $494 to $781/night

    Kapalua Bay Villa 30B1 Gold Ocean Front

    Kapalua Bay Villa 30B1 Gold Ocean Front

    1 Bedroom BathroomSleeps 2
    4 nights minstay
    Pool
  25. $581 to $969/night

    Kapalua Bay Villa 23B3 Ocean Front

    Kapalua Bay Villa 23B3 Ocean Front

    2 BedroomsBathroomsSleeps 6
    4 nights minstay
    Pool
  26. $531 to $969/night

    Kapalua Bay Villa 32B2 Gold Ocean View

    Kapalua Bay Villa 32B2 Gold Ocean View

    2 BedroomsBathroomsSleeps 6
    4 nights minstay
    Pool
  27. $525 to $906/night

    Kapalua Ridge Villa 1523 Gold Ocean View

    Kapalua Ridge Villa 1523 Gold Ocean View

    2 BedroomsBathroomsSleeps 6
    4 nights minstay
    Pool
  28. $294 to $494/night

    Kapalua Ridge Villa 1511 Gold Ocean View

    Kapalua Ridge Villa 1511 Gold Ocean View

    1 BedroomBathroomsSleeps 4
    4 nights minstay
    Pool
  29. $294 to $531/night

    Kapalua Bay Villa 15G5 Ocean View

    Kapalua Bay Villa 15G5 Ocean View

    1 BedroomBathroomsSleeps 4
    4 nights minstay
  30. $1,261 to $4,648/night

    3BD Villas at Mauna Kea #39

    3BD Villas at Mauna Kea #39

    3 Bedrooms2.5 BathroomsSleeps 6
    2 nights minstay
    Pool Hot Tub
  31. $476 to $1,372/night

    Hallor House TVNC #5147

    Hallor House TVNC #5147

    3 BedroomsBathroomsSleeps 6
    2 nights minstay
  32. $595 to $1,622/night

    Hale Kanani (Kaua'i) TVNC 1342

    Hale Kanani (Kaua'i) TVNC 1342

    2 BedroomsBathroomsSleeps 5
    2 nights minstay
  33. $290 to $718/night

    Lai Nani Oceanfront Estate Bungalow #1

    Lai Nani Oceanfront Estate Bungalow #1

    1 Bedroom BathroomSleeps 2
    2 nights minstay
    Pool
  34. $363 to $933/night

    The Cottage

    The Cottage

    1 Bedroom BathroomSleeps 4
    2 nights minstay
  35. $750 to $2,017/night

    Hokulani Villa

    Hokulani Villa

    3 BedroomsBathroomsSleeps 8
    2 nights minstay
    Pool
  36. $599 to $1,702/night

    Piko Nani

    Piko Nani

    3 Bedrooms3.5 BathroomsSleeps 6
    2 nights minstay
    Pool
  37. $464 to $1,123/night

    Iki Nui Hale

    Iki Nui Hale

    3 BedroomsBathroomsSleeps 8
    2 nights minstay
  38. $420 to $1,250/night

    Kahalu'u Hale

    Kahalu'u Hale

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool
  39. $1,137 to $2,743/night

    Ke Kailani Hale A2

    Ke Kailani Hale A2

    3 Bedrooms2.5 BathroomsSleeps 6
    2 nights minstay
    Pool Hot Tub
  40. $314 to $764/night

    Poipu Crater

    Poipu Crater

    2 BedroomsBathroomsSleeps 4
    2 nights minstay
    Pool
  41. $326 to $542/night

    Kahikole

    Kahikole

    2 BedroomsBathroomsSleeps 5
    2 nights minstay
  42. $2,743 to $6,408/night

    Blue Lagoon*

    Blue Lagoon*

    7 BedroomsBathroomsSleeps 14
    2 nights minstay
  43. $512 to $1,371/night

    Pili Mai 8D

    Pili Mai 8D

    3 BedroomsBathroomsSleeps 8
    2 nights minstay
    Pool Hot Tub
  44. $423 to $997/night

    Palm Villas (H23) at Mauna Lani 2 Bedrooms + Loft

    Palm Villas (H23) at Mauna Lani 2 Bedrooms + Loft

    2 BedroomsBathroomsSleeps 7
    1 night minstay
    Pool Hot Tub
  45. $492 to $1,522/night

    Elua Honu

    Elua Honu

    5 Bedrooms3.5 BathroomsSleeps 9
    2 nights minstay
  46. $357 to $874/night

    Mauna Kai 2

    Mauna Kai 2

    3 BedroomsBathroomsSleeps 8
    2 nights minstay
  47. $423 to $1,054/night

    Kona Nalu 304

    Kona Nalu 304

    2 BedroomsBathroomsSleeps 4
    2 nights minstay
    Pool
  48. $1,137 to $2,029/night

    Ali'i Villa

    Ali'i Villa

    4 Bedrooms4.5 BathroomsSleeps 10
    2 nights minstay
    Pool Hot Tub
  49. $534 to $780/night

    Ocean Soul (Big Island)

    Ocean Soul (Big Island)

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool
  50. $244 to $562/night

    Kona Plaza 314

    Kona Plaza 314

    2 BedroomsBathroomsSleeps 4
    2 nights minstay
    Pool
  51. $392 to $1,139/night

    Pacific Edge Kona

    Pacific Edge Kona

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
  52. $542 to $1,234/night

    Kiahuna Lani at Poipu

    Kiahuna Lani at Poipu

    3 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool Hot Tub
  53. $652 to $2,136/night

    Hoku'Ea Hale

    Hoku'Ea Hale

    3 Bedrooms2.5 BathroomsSleeps 10
    2 nights minstay
    Hot Tub
  54. $262 to $614/night

    Keauhou Surf & Racquet 58

    Keauhou Surf & Racquet 58

    2 BedroomsBathroomsSleeps 4
    2 nights minstay
    Pool
  55. $826 to $2,781/night

    3BD Wai'ula'ula Villa (345) at Mauna Kea Resort

    3BD Wai'ula'ula Villa (345) at Mauna Kea Resor...

    3 Bedrooms3.5 BathroomsSleeps 6
    2 nights minstay
    Pool Hot Tub
  56. $326 to $821/night

    Hale Oliveira

    Hale Oliveira

    2 BedroomsBathroomsSleeps 4
    2 nights minstay
    Pool
  57. $258 to $613/night

    Maui Lani Terraces A205

    Maui Lani Terraces A205

    1 Bedroom BathroomSleeps 4
    2 nights minstay
    Pool
  58. $241 to $279/night

    Maui Vista #1323

    Maui Vista #1323

    1 Bedroom BathroomSleeps 4
    4 nights minstay
    Pool
    FREE CANCELLATION
  59. $203 to $427/night

    Maui Sands #5G

    Maui Sands #5G

    2 Bedrooms1.5  BathroomSleeps 6
    2 nights minstay
    Pool
    FREE CANCELLATION
  60. $319 to $510/night

    Maui Kaanapali Villas #D275

    Maui Kaanapali Villas #D275

    1 Bedroom BathroomSleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
  61. $186 to $414/night

    Kapalua Golf Villas #21V1

    Kapalua Golf Villas #21V1

    1 Bedroom1.5  BathroomSleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
  62. $162 to $414/night

    Hale Ono Loa #212

    Hale Ono Loa #212

    1 Bedroom BathroomSleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
  63. $253 to $447/night

    Lahaina Shores #533

    Lahaina Shores #533

    Studio BathroomSleeps 2
    2 nights minstay
    Pool
    FREE CANCELLATION
  64. $226 to $491/night

    Papakea #F105

    Papakea #F105

    1 Bedroom BathroomSleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
  65. $319 to $638/night

    Mahana Resort #617

    Mahana Resort #617

    1 Bedroom BathroomSleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
  66. $203 to $348/night

    Maui Kaanapali Villas #A317

    Maui Kaanapali Villas #A317

    Studio BathroomSleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
  67. $336 to $974/night

    Royal Kahana #1211

    Royal Kahana #1211

    2 Bedrooms2.5 BathroomsSleeps 6
    2 nights minstay
    Pool
    FREE CANCELLATION
  68. $325 to $638/night

    Mahana Resort #1107

    Mahana Resort #1107

    1 Bedroom BathroomSleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
  69. $244 to $447/night

    Papakea #L207

    Papakea #L207

    1 Bedroom BathroomSleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
  70. $191 to $365/night

    Maui Kaanapali Villas #A517

    Maui Kaanapali Villas #A517

    Studio BathroomSleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
  71. $267 to $600/night

    Papakea #G103

    Papakea #G103

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool
    FREE CANCELLATION
  72. $174 to $458/night

    Hale Mahina #B101

    Hale Mahina #B101

    1 Bedroom BathroomSleeps 4
    7 nights minstay
    Pool
    FREE CANCELLATION
  73. $325 to $493/night

    Lahaina Shores #505

    Lahaina Shores #505

    Studio BathroomSleeps 2
    2 nights minstay
    Pool
    FREE CANCELLATION
  74. $273 to $493/night

    Mahana Resort #813

    Mahana Resort #813

    Studio BathroomSleeps 2
    2 nights minstay
    Pool
    FREE CANCELLATION
  75. $232 to $532/night

    Hololani #A-202

    Hololani #A-202

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool
    FREE CANCELLATION
  76. $348 to $800/night

    Kaanapali Shores #255

    Kaanapali Shores #255

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool
    FREE CANCELLATION
  77. $139 to $377/night

    Royal Kahana #617

    Royal Kahana #617

    Studio BathroomSleeps 3
    2 nights minstay
    Pool
    FREE CANCELLATION
  78. $232 to $493/night

    Mahana Resort #1003

    Mahana Resort #1003

    Studio BathroomSleeps 3
    2 nights minstay
    Pool
    FREE CANCELLATION
  79. $145 to $249/night

    Pohailani #102

    Pohailani #102

    Studio BathroomSleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
  80. $273 to $447/night

    Papakea #E207

    Papakea #E207

    1 Bedroom BathroomSleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
  81. $226 to $435/night

    Lahaina Shores #225

    Lahaina Shores #225

    Studio BathroomSleeps 2
    2 nights minstay
    Pool
    FREE CANCELLATION
  82. $186 to $365/night

    Maui Kaanapali Villas #A116

    Maui Kaanapali Villas #A116

    Studio BathroomSleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
  83. $232 to $331/night

    Maui Kaanapali Villas #B231

    Maui Kaanapali Villas #B231

    Studio BathroomSleeps 2
    2 nights minstay
    Pool
    FREE CANCELLATION
  84. $267 to $554/night

    Mahana Resort #906

    Mahana Resort #906

    1 Bedroom BathroomSleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
  85. $215 to $505/night

    Kaanapali Plantation #52

    Kaanapali Plantation #52

    2 BedroomsBathroomsSleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
  86. $267 to $532/night

    Kahana Villas #F507

    Kahana Villas #F507

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool
    FREE CANCELLATION
  87. $145 to $273/night

    Valley Isle #707

    Valley Isle #707

    Studio BathroomSleeps 2
    2 nights minstay
    Pool
    FREE CANCELLATION
  88. $220 to $418/night

    Maui Kaanapali Villas #E290

    Maui Kaanapali Villas #E290

    Studio BathroomSleeps 3
    2 nights minstay
    Pool
    FREE CANCELLATION
  89. $429 to $800/night

    Kaanapali Shores #160

    Kaanapali Shores #160

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool
    FREE CANCELLATION
  90. $197 to $414/night

    Hale Mahina #A207

    Hale Mahina #A207

    1 Bedroom BathroomSleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
  91. $400 to $606/night

    Mahana Resort #1204

    Mahana Resort #1204

    1 Bedroom BathroomSleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
  92. $261 to $542/night

    Whaler #656

    Whaler #656

    1 Bedroom BathroomSleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
  93. $226 to $447/night

    Lahaina Roads #405

    Lahaina Roads #405

    1 Bedroom BathroomSleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
  94. $156 to $250/night

    Ilikai 1507

    Ilikai 1507

    1 Bedroom BathroomSleeps 5
    2 nights minstay
    Pool
    FREE CANCELLATION
  95. $156 to $312/night

    Ilikai 1636

    Ilikai 1636

    1 Bedroom BathroomSleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
  96. $146 to $312/night

    Ilikai 1938

    Ilikai 1938

    1 Bedroom BathroomSleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
  97. $375 to $789/night

    Ilikai 1243

    Ilikai 1243

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool
    FREE CANCELLATION
  98. $377 to $800/night

    Kaanapali Shores #159

    Kaanapali Shores #159

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool
    FREE CANCELLATION
  99. $141 to $250/night

    Ilikai 1117

    Ilikai 1117

    1 Bedroom BathroomSleeps 5
    2 nights minstay
    Pool
    FREE CANCELLATION
  100. $162 to $312/night

    Ilikai 1504

    Ilikai 1504

    1 Bedroom BathroomSleeps 5
    2 nights minstay
    FREE CANCELLATION