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. CONDOMINIUM
    Honua Kai 346

    Honua Kai 346

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $338 to $919/night

  2. APARTMENT
    Waikiki Grand 315 Studio

    Waikiki Grand 315 Studio

    Honolulu, HI

    Pool
    FREE CANCELLATION

    $124 to $179/night

  3. CONDOMINIUM
    Waikiki Grand 312 Condo

    Waikiki Grand 312 Condo

    Honolulu, HI

    Pool
    FREE CANCELLATION

    $129 to $169/night

  4. APARTMENT
    Waikiki Grand 408 Studio

    Waikiki Grand 408 Studio

    Honolulu, HI

    Pool
    FREE CANCELLATION

    $142 to $179/night

  5. CONDOMINIUM
    Ocean & Golf Course Views! 3 Bedroom- Waikoloa Villas A202

    Ocean & Golf Course Views! 3 Bedroom- Waikoloa Villa...

    Waikoloa, HI

    Pool
    FREE CANCELLATION

    $213 to $298/night

  6. VILLA
    Vacation Home in Ko Olina Resort

    Vacation Home in Ko Olina Resort

    Kapolei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $146 to $158/night

  7. APARTMENT
    Waikiki Grand 908 Studio

    Waikiki Grand 908 Studio

    Honolulu, HI

    Pool
    FREE CANCELLATION

    $167 to $197/night

  8. CONDOMINIUM
    Waipouli Beach Resort D-309

    Waipouli Beach Resort D-309

    Kapaa, HI

    Pool

    $282 to $398/night

  9. CONDOMINIUM
    Waipouli Beach Resort G-306

    Waipouli Beach Resort G-306

    Kapaa, HI

    Pool

    $456 to $543/night

  10. CONDOMINIUM
    Waipouli Beach Resort E-205

    Waipouli Beach Resort E-205

    Kapaa, HI

    Pool

    $340 to $467/night

  11. CONDOMINIUM
    Pali Ke Kua #241

    Pali Ke Kua #241

    Princeville, HI

    Pool

    $241 to $276/night

  12. CONDOMINIUM
    Plantations at Princeville #521

    Plantations at Princeville #521

    Princeville, HI

    Pool

    $256 to $344/night

  13. CONDOMINIUM
    Waipouli Beach Resort C-105

    Waipouli Beach Resort C-105

    Kapaa, HI

    Pool

    $299 to $415/night

  14. CONDOMINIUM
    Honua Kai 520

    Honua Kai 520

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $358 to $1,075/night

  15. APARTMENT
    Marine Surf 1708 Studio

    Marine Surf 1708 Studio

    Honolulu, HI

    Pool
    FREE CANCELLATION

    $133 to $213/night

  16. APARTMENT
    Condo with Ocean View! Right on a Golf Course & Minutes from the Beach!

    Condo with Ocean View! Right on a Golf Course & Minu...

    Waikoloa, HI

    Pool
    FREE CANCELLATION

    $140 to $213/night

  17. CONDOMINIUM
    Bamboo 1001 Condominium

    Bamboo 1001 Condominium

    Honolulu, HI

    Pool
    FREE CANCELLATION

    $142 to $197/night

  18. CONDOMINIUM
    E6-2 Bedroom Oceanfront Townhouse

    E6-2 Bedroom Oceanfront Townhouse

    Kihei, HI

    Pool
    FREE CANCELLATION

    $304 to $540/night

  19. APARTMENT
    Hawaiian King 405 Apartment

    Hawaiian King 405 Apartment

    Honolulu, HI

    Pool
    FREE CANCELLATION

    $124 to $179/night

  20. CONDOMINIUM
    Wailea Ekahi 49A

    Wailea Ekahi 49A

    Kihei, HI

    Pool
    FREE CANCELLATION

    $226 to $561/night

  21. CONDOMINIUM
    Maalaea Banyans 408

    Maalaea Banyans 408

    Wailuku, HI

    Pool
    FREE CANCELLATION

    $419 to $749/night

  22. CONDOMINIUM
    Mahana 1113

    Mahana 1113

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $206 to $984/night

  23. CONDOMINIUM
    Lower Honoapiilani Condo 2 Bedrooms Sleeps 6

    Lower Honoapiilani Condo 2 Bedrooms Sleeps 6

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $335 to $390/night

  24. CONDOMINIUM
    White Sands Village #201

    White Sands Village #201

    Kailua Kona, HI

    Pool Hot Tub
    FREE CANCELLATION

    $300 to $480/night

  25. TOWNHOUSE
    Na Hale O Keauhou #C6

    Na Hale O Keauhou #C6

    Kailua Kona, HI

    Pool Hot Tub
    FREE CANCELLATION

    $211 to $710/night

  26. CONDOMINIUM
    Keauhou Resort #110

    Keauhou Resort #110

    Kailua Kona, HI

    Pool
    FREE CANCELLATION

    $119 to $423/night

  27. CONDOMINIUM
    White Sands Village #206

    White Sands Village #206

    Kailua Kona, HI

    Pool Hot Tub
    FREE CANCELLATION

    $138 to $453/night

  28. CONDOMINIUM
    Hali'i Kai 14B at the Waikoloa Beach Resort

    Hali'i Kai 14B at the Waikoloa Beach Resort

    Waikoloa Beach Resort, HI

    Pool Hot Tub
    FREE CANCELLATION

    $363 to $989/night

  29. CONDOMINIUM
    Hali'i Kai #16D at the Waikoloa Beach Resort

    Hali'i Kai #16D at the Waikoloa Beach Resort

    Waikoloa, HI

    Pool Hot Tub
    FREE CANCELLATION

    $295 to $989/night

  30. CONDOMINIUM
    Keauhou Akahi #312

    Keauhou Akahi #312

    Kailua Kona, HI

    Pool
    FREE CANCELLATION

    $119 to $338/night

  31. CONDOMINIUM
    Country Club Villas #208

    Country Club Villas #208

    Kailua Kona, HI

    Pool Hot Tub
    FREE CANCELLATION

    $145 to $480/night

  32. CONDOMINIUM
    Kanaloa At Kona #3701

    Kanaloa At Kona #3701

    Kailua Kona, HI

    Pool Hot Tub
    FREE CANCELLATION

    $163 to $649/night

  33. CONDOMINIUM
    Waikiki Gem at the Hawaiian King

    Waikiki Gem at the Hawaiian King

    Honolulu, HI

    Pool
    FREE CANCELLATION

    $113 to $411/night

  34. CONDOMINIUM
    Ilima Suite at The Ilikai (Unit 1226)

    Ilima Suite at The Ilikai (Unit 1226)

    Honolulu, HI

    Pool
    FREE CANCELLATION

    $250 to $744/night

  35. CONDOMINIUM
    Kolea 6B at the Waikoloa Beach Resort

    Kolea 6B at the Waikoloa Beach Resort

    Waikoloa Beach Resort, HI

    Pool Hot Tub
    FREE CANCELLATION

    $625 to $1,654/night

  36. CONDOMINIUM
    Casa De Emdeko #334

    Casa De Emdeko #334

    Kailua Kona, HI

    Pool
    FREE CANCELLATION

    $119 to $350/night

  37. CONDOMINIUM
    Sea Village #4114

    Sea Village #4114

    Kailua Kona, HI

    Pool Hot Tub
    FREE CANCELLATION

    $225 to $776/night

  38. CONDOMINIUM
    Fairway Villas #K1 at the Waikoloa Beach Resort

    Fairway Villas #K1 at the Waikoloa Beach Resort

    Waikoloa, HI

    Pool Hot Tub
    FREE CANCELLATION

    $269 to $706/night

  39. CONDOMINIUM
    Sea Village #3318

    Sea Village #3318

    Kailua Kona, HI

    Pool Hot Tub
    FREE CANCELLATION

    $125 to $480/night

  40. CONDOMINIUM
    Kona Reef #D31

    Kona Reef #D31

    Kailua Kona, HI

    Pool Hot Tub
    FREE CANCELLATION

    $188 to $734/night

  41. CONDOMINIUM
    Kanaloa At Kona #3001

    Kanaloa At Kona #3001

    Kailua Kona, HI

    Pool Hot Tub
    FREE CANCELLATION

    $175 to $579/night

  42. CONDOMINIUM
    Kona Bali Kai #206- 2 Bedroom

    Kona Bali Kai #206- 2 Bedroom

    Kailua Kona, HI

    Pool Hot Tub
    FREE CANCELLATION

    $174 to $536/night

  43. CONDOMINIUM
    Fairway Villas D2 at the Waikoloa Beach Resort

    Fairway Villas D2 at the Waikoloa Beach Resort

    Waikoloa Beach Resort, HI

    Pool Hot Tub
    FREE CANCELLATION

    $135 to $453/night

  44. CONDOMINIUM
    Vista Waikoloa C305

    Vista Waikoloa C305

    Waikoloa Beach Resort, HI

    Pool Hot Tub
    FREE CANCELLATION

    $156 to $536/night

  45. TOWNHOUSE
    THE SHORES OF MAUI #223

    THE SHORES OF MAUI #223

    Kihei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $125 to $488/night

  46. CONDOMINIUM
    Keauhou Resort #111

    Keauhou Resort #111

    Kailua Kona, HI

    Pool
    FREE CANCELLATION

    $119 to $338/night

  47. CONDOMINIUM
    Alii Villas #132

    Alii Villas #132

    Kailua Kona, HI

    Pool
    FREE CANCELLATION

    $128 to $434/night

  48. CONDOMINIUM
    White Sands Village #120

    White Sands Village #120

    Kailua Kona, HI

    Pool
    FREE CANCELLATION

    $128 to $465/night

  49. CONDOMINIUM
    Mauna Lani Golf Villas #N4

    Mauna Lani Golf Villas #N4

    Waimea, HI

    Pool
    FREE CANCELLATION

    $325 to $1,074/night

  50. CONDOMINIUM
    Kona Nalu #302

    Kona Nalu #302

    Kailua Kona, HI

    Pool Hot Tub
    FREE CANCELLATION

    $171 to $574/night

  51. CONDOMINIUM
    White Sands Village #135

    White Sands Village #135

    Kailua Kona, HI

    Pool Hot Tub
    FREE CANCELLATION

    $144 to $375/night

  52. CONDOMINIUM
    Keauhou Punahele #B202

    Keauhou Punahele #B202

    Kailua Kona, HI

    Pool Hot Tub
    FREE CANCELLATION

    $119 to $423/night

  53. CONDOMINIUM
    Sealodge J1

    Sealodge J1

    Princeville, HI

    Pool
    FREE CANCELLATION

    $238 to $275/night

  54. CONDOMINIUM
    Kapalua Ridge Villa 114 Gold Ocean View

    Kapalua Ridge Villa 114 Gold Ocean View

    Kapalua, HI

    Pool

    $294 to $494/night

  55. CONDOMINIUM
    Kapalua Bay Villa 35B3 Gold Ocean Front

    Kapalua Bay Villa 35B3 Gold Ocean Front

    Lahaina, HI

    Pool

    $781 to $1,219/night

  56. CONDOMINIUM
    Mauna Kai 5A

    Mauna Kai 5A

    Princeville, HI

    Pool
    FREE CANCELLATION

    $214 to $238/night

  57. CONDOMINIUM
    Waikoloa Beach Villas M2

    Waikoloa Beach Villas M2

    Waikoloa, HI

    Pool Hot Tub
    FREE CANCELLATION

    $184 to $431/night

  58. CONDOMINIUM
    Mahina Surf 220

    Mahina Surf 220

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $220 to $341/night

  59. CONDOMINIUM
    Kapalua Bay Villa 28B2 Gold Ocean Front

    Kapalua Bay Villa 28B2 Gold Ocean Front

    Lahaina, HI

    Pool

    $594 to $1,063/night

  60. CONDOMINIUM
    Honua Kai- Hokulani 509- Ocean view from INSIDE! 2b/2b

    Honua Kai- Hokulani 509- Ocean view from INSIDE! 2b/2b

    Kaanapali, HI

    Pool Hot Tub

    $538 to $1,962/night

  61. CONDOMINIUM
    Kaanapali Royal #C101

    Kaanapali Royal #C101

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $284 to $600/night

  62. VILLA
    Hale Waiulu

    Hale Waiulu

    Kailua Kona, HI

    Pool Hot Tub

    $1,791 to $5,992/night

  63. CONDOMINIUM
    Valley Isle #107

    Valley Isle #107

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $139 to $307/night

  64. HOUSE
    1 Bedroom Corner Oceanfront #908

    1 Bedroom Corner Oceanfront #908

    Kaanapali, HI

    Pool Hot Tub
    FREE CANCELLATION

    $372 to $444/night

  65. CONDOMINIUM
    Kona Isle #C38

    Kona Isle #C38

    Kailua Kona, HI

    Pool
    FREE CANCELLATION

    $164 to $971/night

  66. CONDOMINIUM
    Kulakane 304

    Kulakane 304

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $281 to $311/night

  67. CONDOMINIUM
    Papakea #G408

    Papakea #G408

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $290 to $619/night

  68. CONDOMINIUM
    Maui Kaanapali Villas #C255

    Maui Kaanapali Villas #C255

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $209 to $354/night

  69. CONDOMINIUM
    Sandpiper 121B

    Sandpiper 121B

    Princeville, HI

    Pool Hot Tub
    FREE CANCELLATION

    $121 to $153/night

  70. CONDOMINIUM
    Honua Kai- Hokulani 414- One bedroom Ocean view! 1b/1b

    Honua Kai- Hokulani 414- One bedroom Ocean view! 1b/1b

    Kaanapali, HI

    Pool Hot Tub

    $257 to $910/night

  71. CONDOMINIUM
    Lokelani #C104

    Lokelani #C104

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $191 to $408/night

  72. CONDOMINIUM
    Pohailani Maui 115

    Pohailani Maui 115

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $217 to $333/night

  73. CONDOMINIUM
    Royal Kahana #911

    Royal Kahana #911

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $354 to $963/night

  74. CONDOMINIUM
    Mahana Resort #804

    Mahana Resort #804

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $319 to $574/night

  75. CONDOMINIUM
    Maui Kaanapali Villas #B242

    Maui Kaanapali Villas #B242

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $215 to $331/night

  76. CONDOMINIUM
    Papakea #D304

    Papakea #D304

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $180 to $510/night

  77. CONDOMINIUM
    Royal Kahana #319

    Royal Kahana #319

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $122 to $331/night

  78. CONDOMINIUM
    Kapalua Bay Villa 34B2 Gold Ocean Front

    Kapalua Bay Villa 34B2 Gold Ocean Front

    Kapalua, HI

    Pool

    $781 to $1,219/night

  79. CONDOMINIUM
    Kahana Villa F410

    Kahana Villa F410

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $206 to $353/night

  80. CONDOMINIUM
    Kahana Sunset E 11

    Kahana Sunset E 11

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $251 to $389/night

  81. CONDOMINIUM
    Lahaina Roads #206

    Lahaina Roads #206

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $232 to $414/night

  82. CONDOMINIUM
    Kapalua Bay Villa 36B3 Gold Ocean Front

    Kapalua Bay Villa 36B3 Gold Ocean Front

    Kapalua, HI

    Pool

    $563 to $781/night

  83. CONDOMINIUM
    Kahana Sunset B1

    Kahana Sunset B1

    Lahaina, HI

    Pool

    $253 to $309/night

  84. CONDOMINIUM
    Hale Mahina #B303

    Hale Mahina #B303

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $191 to $447/night

  85. CONDOMINIUM
    Kaanapali Shores #825

    Kaanapali Shores #825

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $336 to $706/night

  86. CONDOMINIUM
    Lahaina Roads #201

    Lahaina Roads #201

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $290 to $867/night

  87. CONDOMINIUM
    Kaanapali Royal #N302

    Kaanapali Royal #N302

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $310 to $580/night

  88. CONDOMINIUM
    Valley Isle #1206

    Valley Isle #1206

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $157 to $423/night

  89. CONDOMINIUM
    Kahana Sunset F1

    Kahana Sunset F1

    Lahaina, HI

    Pool

    $428 to $484/night

  90. CONDOMINIUM
    Kahana Sunset D2D

    Kahana Sunset D2D

    Lahaina, HI

    Pool

    $186 to $270/night

  91. CONDOMINIUM
    Kahana Sunset E6

    Kahana Sunset E6

    Lahaina, HI

    Pool

    $276 to $332/night

  92. CONDOMINIUM
    Hale Mahina #B404

    Hale Mahina #B404

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $273 to $600/night

  93. CONDOMINIUM
    Kaanapali Shores #916

    Kaanapali Shores #916

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $284 to $706/night

  94. CONDOMINIUM
    Kapalua Ridge Villa 1214 Gold Ocean View

    Kapalua Ridge Villa 1214 Gold Ocean View

    Kapalua, HI

    Pool

    $481 to $856/night

  95. CONDOMINIUM
    Valley Isle #1203

    Valley Isle #1203

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $232 to $563/night

  96. CONDOMINIUM
    Mahana Resort #1017

    Mahana Resort #1017

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $313 to $606/night

  97. CONDOMINIUM
    Hali'i Kai at Waikoloa 2B

    Hali'i Kai at Waikoloa 2B

    Waikoloa, HI

    Pool Hot Tub
    FREE CANCELLATION

    $246 to $617/night

  98. CONDOMINIUM
    Waikoloa Beach Villas J32

    Waikoloa Beach Villas J32

    Waikoloa, HI

    Pool Hot Tub
    FREE CANCELLATION

    $258 to $506/night

  99. CONDOMINIUM
    Pohailani Maui 152

    Pohailani Maui 152

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $217 to $333/night

  100. CONDOMINIUM
    Royal Kahana 106

    Royal Kahana 106

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $200 to $348/night