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. $485 to $652/night

    Hale Ulu'wehi

    Hale Ulu'wehi

    4 Bedrooms2.5 BathroomsSleeps 8
    5 nights minstay
    FREE CANCELLATION
  2. $124/night

    Aloha Surf 610 Apartment

    Aloha Surf 610 Apartment

    Studio BathroomSleeps 2
    1 night minstay
    Pool
    FREE CANCELLATION
  3. $133 to $186/night

    Bamboo 308 Condominium

    Bamboo 308 Condominium

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

    Bamboo 610 Studio Apartment

    Bamboo 610 Studio Apartment

    Studio BathroomSleeps 3
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  5. $151/night

    Bamboo 902 Hotel Suites

    Bamboo 902 Hotel Suites

    1 Bedroom BathroomSleeps 2
    2 nights minstay
    Pool
    FREE CANCELLATION
  6. $164 to $186/night

    Banyan 1806-I Condominium

    Banyan 1806-I Condominium

    1 Bedroom BathroomSleeps 5
    2 nights minstay
    Pool
    FREE CANCELLATION
  7. $248 to $326/night

    Diamond Head Beach Hotel 1202

    Diamond Head Beach Hotel 1202

    1 Bedroom BathroomSleeps 3
    2 nights minstay
    FREE CANCELLATION
  8. $108/night

    Kuhio Village 410 Condominium

    Kuhio Village 410 Condominium

    1 Bedroom BathroomSleeps 2
    2 nights minstay
    FREE CANCELLATION
  9. $144 to $197/night

    Palms Waikiki 220 Studio

    Palms Waikiki 220 Studio

    Studio BathroomSleeps 3
    3 nights minstay
    Pool
    FREE CANCELLATION
  10. $129 to $174/night

    Waikiki Grand 412 Condo

    Waikiki Grand 412 Condo

    Studio BathroomSleeps 3
    2 nights minstay
    FREE CANCELLATION
  11. $134/night

    Waikiki Grand 500 Condo

    Waikiki Grand 500 Condo

    Studio BathroomSleeps 3
    2 nights minstay
    Pool
    FREE CANCELLATION
  12. $144 to $190/night

    Waikiki Grand 715 Condo

    Waikiki Grand 715 Condo

    1 Bedroom BathroomSleeps 2
    2 nights minstay
    Pool Pets OK
    FREE CANCELLATION
  13. $217 to $623/night

    Aina Nalu C102

    Aina Nalu C102

    2 BedroomsBathroomsSleeps 6
    1 night minstay
    Pool Hot Tub
    FREE CANCELLATION
  14. $217 to $623/night

    Aina Nalu C108

    Aina Nalu C108

    2 BedroomsBathroomsSleeps 6
    1 night minstay
    Pool Hot Tub
    FREE CANCELLATION
  15. $123 to $180/night

    Hawaiian King 112 Condo

    Hawaiian King 112 Condo

    1 Bedroom BathroomSleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
  16. $141/night

    Bamboo 505 Condominium

    Bamboo 505 Condominium

    Studio BathroomSleeps 4
    2 nights minstay
    FREE CANCELLATION
  17. $280 to $426/night

    Close to the Beaches & Shopping! Lovely 3 Bed/2 Bath Condo

    Close to the Beaches & Shopping! Lovely 3 Bed/2 Bath...

    3 BedroomsBathroomsSleeps 6
    4 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  18. $177 to $225/night

    Lovely Condo with Pool & Hot Tub! Waikoloa Hills Unit 903

    Lovely Condo with Pool & Hot Tub! Waikoloa Hills Uni...

    2 BedroomsBathroomsSleeps 4
    4 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  19. $167 to $248/night

    Banyan 1608-I Condominium

    Banyan 1608-I Condominium

    1 Bedroom BathroomSleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
  20. $309 to $438/night

    Diamond Head Beach Hotel 801

    Diamond Head Beach Hotel 801

    1 Bedroom BathroomSleeps 2
    2 nights minstay
    FREE CANCELLATION
  21. $111/night

    Aloha Surf 315 Hotel Suites

    Aloha Surf 315 Hotel Suites

    1 Bedroom BathroomSleeps 2
    2 nights minstay
    Pool
    FREE CANCELLATION
  22. $175/night

    Waikiki Beach Walk 1 Bedroom

    Waikiki Beach Walk 1 Bedroom

    Multiple Units Available
    3 nights minstay
    Pool Hot Tub
  23. $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
  24. $258 to $340/night

    222

    222

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
    Pool
    FREE CANCELLATION
  25. $144/night

    Bamboo 801 Condominium

    Bamboo 801 Condominium

    1 Bedroom BathroomSleeps 4
    2 nights minstay
    FREE CANCELLATION
  26. $258 to $340/night

    336

    336

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
    Pool
    FREE CANCELLATION
  27. $258 to $393/night

    309

    309

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
    Pool
    FREE CANCELLATION
  28. $197 to $294/night

    Kona Plaza#402

    Kona Plaza#402

    1 Bedroom BathroomSleeps 2
    3 nights minstay
    Pool
    FREE CANCELLATION
  29. $506 to $563/night

    Sands Of Kahana 272

    Sands Of Kahana 272

    2 BedroomsBathroomsSleeps 6
    1 night minstay
    Pool Hot Tub
  30. $501 to $557/night

    Sands Of Kahana 474

    Sands Of Kahana 474

    3 BedroomsBathroomsSleeps 8
    1 night minstay
    Pool Hot Tub
  31. $188 to $258/night

    133

    133

    1 Bedroom BathroomSleeps 4
    3 nights minstay
    Pool
    FREE CANCELLATION
  32. $276 to $332/night

    Kahana Sunset C7

    Kahana Sunset C7

    2 BedroomsBathroomsSleeps 6
    1 night minstay
    Pool
  33. $246 to $464/night

    Waikoloa Beach Villas B22

    Waikoloa Beach Villas B22

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  34. $188 to $258/night

    146

    146

    1 Bedroom BathroomSleeps 2
    3 nights minstay
    Pool
    FREE CANCELLATION
  35. $375 to $789/night

    Ilikai 1243

    Ilikai 1243

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool
    FREE CANCELLATION
  36. $235 to $317/night

    268

    268

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
    Pool
    FREE CANCELLATION
  37. $188 to $258/night

    142

    142

    1 Bedroom BathroomSleeps 2
    3 nights minstay
    Pool
    FREE CANCELLATION
  38. $223 to $305/night

    170

    170

    1 Bedroom BathroomSleeps 2
    3 nights minstay
    Pool
    FREE CANCELLATION
  39. $188 to $258/night

    152

    152

    1 Bedroom BathroomSleeps 4
    3 nights minstay
    Pool
    FREE CANCELLATION
  40. $188 to $258/night

    237

    237

    1 Bedroom BathroomSleeps 4
    3 nights minstay
    Pool
    FREE CANCELLATION
  41. $618 to $1,236/night

    Wai'ula'ula A102

    Wai'ula'ula A102

    3 BedroomsBathroomsSleeps 6
    4 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  42. $236 to $304/night

    Mahana At Kaanapali 306

    Mahana At Kaanapali 306

    1 Bedroom BathroomSleeps 4
    1 night minstay
    Pool Hot Tub
  43. $322 to $435/night

    Puako Beach Penthouse 405

    Puako Beach Penthouse 405

    3 BedroomsBathroomsSleeps 6
    5 nights minstay
    Pool
    FREE CANCELLATION
  44. $249 to $312/night

    Hanalei Bay Villa #17

    Hanalei Bay Villa #17

    3 Bedrooms2.5 BathroomsSleeps 6
    5 nights minstay
    FREE CANCELLATION
  45. $258 to $393/night

    271

    271

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
    Pool
    FREE CANCELLATION
  46. $65 to $85/night

    Mokuleia Sands #308

    Mokuleia Sands #308

    1 Bedroom BathroomSleeps 2
    21 nights minstay
  47. $90 to $140/night

    Bamboo #408

    Bamboo #408

    Studio BathroomSleeps 2
    2 nights minstay
    Pool Hot Tub
  48. $184 to $356/night

    Maui Banyan Q306

    Maui Banyan Q306

    1 BedroomBathroomsSleeps 4
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  49. $102 to $162/night

    AV 302

    AV 302

    1 Bedroom BathroomSleeps 4
    5 nights minstay
    Pool
  50. $286 to $478/night

    Hale Ohana Aloha

    Hale Ohana Aloha

    2 BedroomsBathroomsSleeps 6
    5 nights minstay
    Pool Hot Tub
  51. $231 to $531/night

    Kulakane 307

    Kulakane 307

    2 BedroomsBathroomsSleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
  52. $156 to $438/night

    Maui Kai 206

    Maui Kai 206

    Studio BathroomSleeps 4
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  53. $304 to $540/night

    E5-2 Bedroom Oceanfront Townhouse

    E5-2 Bedroom Oceanfront Townhouse

    2 BedroomsBathroomsSleeps 6
    5 nights minstay
    Pool
    FREE CANCELLATION
  54. $174 to $299/night

    Eldorado J111

    Eldorado J111

    Studio BathroomSleeps 4
    4 nights minstay
    Pool
    FREE CANCELLATION
  55. $144 to $301/night

    Ocean View w/Pool- Across from Kalama Beach

    Ocean View w/Pool- Across from Kalama Beach

    2 BedroomsBathroomsSleeps 6
    4 nights minstay
    Pool
    FREE CANCELLATION
  56. $129 to $384/night

    HOL 315

    HOL 315

    1 Bedroom BathroomSleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
  57. $201 to $361/night

    Kaleialoha 309

    Kaleialoha 309

    1 Bedroom BathroomSleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
  58. $219 to $344/night

    Keawakapu 208

    Keawakapu 208

    2 Bedrooms BathroomSleeps 4
    2 nights minstay
    FREE CANCELLATION
  59. $140 to $236/night

    Napili Shores D127

    Napili Shores D127

    Studio BathroomSleeps 3
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  60. $199 to $308/night

    Maui Kai 605

    Maui Kai 605

    1 Bedroom BathroomSleeps 4
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  61. $186 to $326/night

    Maui Kai 108

    Maui Kai 108

    1 Bedroom BathroomSleeps 4
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  62. $595 to $1,616/night

    Hale Kanani (Kaua'i) TVNC 1342

    Hale Kanani (Kaua'i) TVNC 1342

    2 BedroomsBathroomsSleeps 5
    2 nights minstay
  63. $542 to $1,234/night

    Kiahuna Lani at Poipu

    Kiahuna Lani at Poipu

    3 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool Hot Tub
  64. $827 to $2,367/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
  65. $240 to $545/night

    Poipu Crater 20

    Poipu Crater 20

    2 BedroomsBathroomsSleeps 4
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  66. $318 to $661/night

    Mauna Lani Golf Villas Q2

    Mauna Lani Golf Villas Q2

    2 BedroomsBathroomsSleeps 4
    2 nights minstay
    Pool
  67. $512 to $1,369/night

    Pili Mai 8D

    Pili Mai 8D

    3 BedroomsBathroomsSleeps 8
    2 nights minstay
    Pool Hot Tub
  68. $809 to $2,412/night

    2BD Hainoa Villa (2901B) at Four Seasons Resort Hualalai

    2BD Hainoa Villa (2901B) at Four Seasons Resort Hualalai...

    2 BedroomsBathroomsSleeps 4
    2 nights minstay
    Pool
  69. $363 to $807/night

    The Cottage

    The Cottage

    1 Bedroom BathroomSleeps 4
    2 nights minstay
  70. $599 to $1,458/night

    Piko Nani

    Piko Nani

    3 Bedrooms3.5 BathroomsSleeps 6
    2 nights minstay
    Pool
  71. $492 to $1,305/night

    Elua Honu

    Elua Honu

    5 Bedrooms3.5 BathroomsSleeps 9
    2 nights minstay
  72. $534 to $780/night

    Ocean Soul (Big Island)

    Ocean Soul (Big Island)

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool
  73. $258 to $712/night

    Maui Lani Terraces A205

    Maui Lani Terraces A205

    1 Bedroom BathroomSleeps 4
    2 nights minstay
    Pool
  74. $464 to $1,119/night

    Iki Nui Hale

    Iki Nui Hale

    3 BedroomsBathroomsSleeps 8
    2 nights minstay
  75. $314 to $764/night

    Poipu Crater

    Poipu Crater

    2 BedroomsBathroomsSleeps 4
    2 nights minstay
    Pool
  76. $390 to $981/night

    Pacific Edge Kona

    Pacific Edge Kona

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
  77. $126 to $287/night

    Sealodge H9

    Sealodge H9

    1 Bedroom BathroomSleeps 5
    2 nights minstay
    Pool
    FREE CANCELLATION
  78. $250 to $535/night

    Fairway Villas I33 at the Waikoloa Beach Resort

    Fairway Villas I33 at the Waikoloa Beach Resort

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  79. $250 to $535/night

    Fairway Villas I34 at the Waikoloa Beach Resort

    Fairway Villas I34 at the Waikoloa Beach Resort

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  80. $4,194 to $7,190/night

    Kalina at Hapuna Beach

    Kalina at Hapuna Beach

    4 Bedrooms4.5 BathroomsSleeps 10
    5 nights minstay
    Pool Hot Tub
  81. $1,137 to $2,029/night

    Ali'i Villa

    Ali'i Villa

    4 Bedrooms4.5 BathroomsSleeps 10
    2 nights minstay
    Pool Hot Tub
  82. $326 to $350/night

    Keauhou Kona Surf & Racquet Club #5-202

    Keauhou Kona Surf & Racquet Club #5-202

    2 BedroomsBathroomsSleeps 4
    3 nights minstay
    Pool
    FREE CANCELLATION
  83. $212 to $482/night

    Kanai A Nalu 406

    Kanai A Nalu 406

    2 BedroomsBathroomsSleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
  84. $188 to $258/night

    128

    128

    1 Bedroom BathroomSleeps 4
    3 nights minstay
    Pool
    FREE CANCELLATION
  85. $258 to $340/night

    330

    330

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
    Pool
    FREE CANCELLATION
  86. $152 to $487/night

    Luxe 3BR w/ Pool & 2 Private Lanais, Walk to Beach

    Luxe 3BR w/ Pool & 2 Private Lanais, Walk to Beach

    3 Bedrooms2.5 BathroomsSleeps 6
    2 nights minstay
    Pool
    FREE CANCELLATION
  87. $581 to $969/night

    Kapalua Bay Villa 23B3 Ocean Front

    Kapalua Bay Villa 23B3 Ocean Front

    2 BedroomsBathroomsSleeps 6
    4 nights minstay
    Pool
  88. $204 to $370/night

    Honua Kai 322

    Honua Kai 322

    1 Bedroom BathroomSleeps 4
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  89. $145 to $278/night

    Oceanfront Condo w/ Resort Amenities

    Oceanfront Condo w/ Resort Amenities

    2 BedroomsBathroomsSleeps 4
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  90. $278 to $429/night

    Mauna Lani All-Suite Getaway w/ Pools & Hot Tubs

    Mauna Lani All-Suite Getaway w/ Pools & Hot Tubs

    2 Bedrooms2.5 BathroomsSleeps 6
    4 nights minstay
    Pool
    FREE CANCELLATION
  91. $249 to $588/night

    Sands of Kahana 316

    Sands of Kahana 316

    2 BedroomsBathroomsSleeps 10
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  92. $513 to $1,789/night

    Hale Ohana Ko Olina Beach Villa (B801)

    Hale Ohana Ko Olina Beach Villa (B801)

    3 BedroomsBathroomsSleeps 8
    6 nights minstay
    Pool Hot Tub
  93. $178 to $263/night

    Alii Kai II 8H

    Alii Kai II 8H

    2 BedroomsBathroomsSleeps 4
    3 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  94. $186 to $336/night

    Villas of Kamalii 37

    Villas of Kamalii 37

    2 BedroomsBathroomsSleeps 4
    3 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  95. $176 to $454/night

    Hale Ono Loa 101

    Hale Ono Loa 101

    1 Bedroom BathroomSleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
  96. $397 to $1,209/night

    Hale Kai 2 Ko Olina Beach Villa (B906)

    Hale Kai 2 Ko Olina Beach Villa (B906)

    2 BedroomsBathroomsSleeps 6
    6 nights minstay
    Pool Hot Tub
  97. $191 to $439/night

    2BR/2BA at Kahalu’u Beach w/ Pool, Spa, Ocean View

    2BR/2BA at Kahalu’u Beach w/ Pool, Spa, Ocean View

    2 BedroomsBathroomsSleeps 4
    3 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  98. $206 to $406/night

    Aina Nalu I104

    Aina Nalu I104

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  99. $350 to $977/night

    Hale Lokahi KoOlina Beach Villa (O701)

    Hale Lokahi KoOlina Beach Villa (O701)

    2 BedroomsBathroomsSleeps 6
    6 nights minstay
    Pool Hot Tub
  100. $296 to $409/night

    Noelani #110

    Noelani #110

    2 BedroomsBathroomsSleeps 6
    4 nights minstay
    Pool Hot Tub
    FREE CANCELLATION