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
    Bamboo 906 Condominium

    Bamboo 906 Condominium

    Honolulu, HI

    FREE CANCELLATION
  2. CONDOMINIUM
    Diamond Head Beach Hotel 1002

    Diamond Head Beach Hotel 1002

    Honolulu, HI

    FREE CANCELLATION

    $178 to $248/night

  3. CONDOMINIUM
    Diamond Head Beach Hotel 1401

    Diamond Head Beach Hotel 1401

    Honolulu, HI

    FREE CANCELLATION

    $360 to $557/night

  4. APARTMENT
    Diamond Head Beach Hotel 303

    Diamond Head Beach Hotel 303

    Honolulu, HI

    FREE CANCELLATION

    $153 to $219/night

  5. APARTMENT
    Tradewinds Plaza 304

    Tradewinds Plaza 304

    Honolulu, HI

    FREE CANCELLATION

    $158 to $203/night

  6. CONDOMINIUM
    Waikiki Grand 312 Condo

    Waikiki Grand 312 Condo

    Honolulu, HI

    Pool
    FREE CANCELLATION

    $129 to $169/night

  7. APARTMENT
    Waikiki Grand 315 Studio

    Waikiki Grand 315 Studio

    Honolulu, HI

    Pool
    FREE CANCELLATION

    $124 to $179/night

  8. APARTMENT
    Waikiki Grand 408 Studio

    Waikiki Grand 408 Studio

    Honolulu, HI

    Pool
    FREE CANCELLATION

    $142 to $179/night

  9. APARTMENT
    Waikiki Grand 411 Studio

    Waikiki Grand 411 Studio

    Honolulu, HI

    Pool
    FREE CANCELLATION

    $124 to $174/night

  10. CONDOMINIUM
    Waikiki Grand 600 Condo

    Waikiki Grand 600 Condo

    Honolulu, HI

    Pool
    FREE CANCELLATION
  11. CONDOMINIUM
    Waikiki Grand 605 Condo

    Waikiki Grand 605 Condo

    Honolulu, HI

    Pets OK
    FREE CANCELLATION
  12. CONDOMINIUM
    Waikiki Grand 704 Condo

    Waikiki Grand 704 Condo

    Honolulu, HI

    Pets OK
    FREE CANCELLATION
  13. APARTMENT
    Waikiki Grand 908 Studio

    Waikiki Grand 908 Studio

    Honolulu, HI

    Pool
    FREE CANCELLATION

    $167 to $197/night

  14. CONDOMINIUM
    Waikiki Grand 216 Hotel

    Waikiki Grand 216 Hotel

    Honolulu, HI

    Pool
    FREE CANCELLATION

    $100 to $158/night

  15. APARTMENT
    Hawaiian King 405 Apartment

    Hawaiian King 405 Apartment

    Honolulu, HI

    Pool
    FREE CANCELLATION

    $124 to $179/night

  16. CONDOMINIUM
    Palms Waikiki 720

    Palms Waikiki 720

    Honolulu, HI

    Pool
    FREE CANCELLATION

    $168 to $197/night

  17. CONDOMINIUM
    Bamboo 1001 Condominium

    Bamboo 1001 Condominium

    Honolulu, HI

    Pool
    FREE CANCELLATION

    $142 to $197/night

  18. CONDOMINIUM
    Kuhio Village 1205 Condominium

    Kuhio Village 1205 Condominium

    Honolulu, HI

    FREE CANCELLATION

    $141 to $163/night

  19. APARTMENT
    Marine Surf 1708 Studio

    Marine Surf 1708 Studio

    Honolulu, HI

    Pool
    FREE CANCELLATION

    $133 to $213/night

  20. CONDOMINIUM
    Diamond Head Beach Hotel 1203

    Diamond Head Beach Hotel 1203

    Honolulu, HI

    Pool
    FREE CANCELLATION

    $242 to $309/night

  21. CONDOMINIUM
    Ilikai Marina Condo 1290 *Legal Vacation Rental

    Ilikai Marina Condo 1290 *Legal Vacation Rental

    Honolulu, HI

    FREE CANCELLATION

    $174 to $731/night

  22. CONDOMINIUM
    Royal Kahana 802

    Royal Kahana 802

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $162 to $569/night

  23. CONDOMINIUM
    Honua Kai 520

    Honua Kai 520

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $364 to $1,219/night

  24. CONDOMINIUM
    Honua Kai 346

    Honua Kai 346

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $283 to $1,063/night

  25. APARTMENT
    Waikiki Grand 811 Studio

    Waikiki Grand 811 Studio

    Honolulu, HI

    FREE CANCELLATION

    $144 to $186/night

  26. HOTEL ROOM
    Palms Waikiki 815 Hotel Suites

    Palms Waikiki 815 Hotel Suites

    Honolulu, HI

    Pool
    FREE CANCELLATION

    $134 to $186/night

  27. CONDOMINIUM
    Aloha Surf 207

    Aloha Surf 207

    Honolulu, HI

    Pool
    FREE CANCELLATION

    $99 to $129/night

  28. CONDOMINIUM
    Turtle Bay Wicked Wahine***TA-129213644801

    Turtle Bay Wicked Wahine***TA-129213644801

    Kahuku, HI

    Pool
    FREE CANCELLATION
  29. CONDOMINIUM
    Turtle Bay Bird of Paradise**TA-086947840001

    Turtle Bay Bird of Paradise**TA-086947840001

    Kahuku, HI

    Pool
    FREE CANCELLATION
  30. CONDOMINIUM
    Turtle Bay NorthShore Haven***TA074664550401

    Turtle Bay NorthShore Haven***TA074664550401

    Kahuku, HI

    Pool
    FREE CANCELLATION

    $260 to $271/night

  31. CONDOMINIUM
    Turtle Bay 19th Hole*TA-017785446401

    Turtle Bay 19th Hole*TA-017785446401

    Kahuku, HI

    Pool
    FREE CANCELLATION
  32. CONDOMINIUM
    Turtle Bay Haupia**TA-136982118401

    Turtle Bay Haupia**TA-136982118401

    Kahuku, HI

    Pool
    FREE CANCELLATION
  33. CONDOMINIUM
    Turtle Bay Paniolo**TA-202779033601

    Turtle Bay Paniolo**TA-202779033601

    Kahuku, HI

    Pool
    FREE CANCELLATION
  34. CONDOMINIUM
    Turtle Bay Pakalana***TA-147815833601

    Turtle Bay Pakalana***TA-147815833601

    Kahuku, HI

    Pool
    FREE CANCELLATION
  35. CONDOMINIUM
    Turtle Bay Sunset Retreat***TA-188332646401

    Turtle Bay Sunset Retreat***TA-188332646401

    Kahuku, HI

    Pool
    FREE CANCELLATION

    $260 to $271/night

  36. CONDOMINIUM
    Poolside Aina Nalu Condo D109

    Poolside Aina Nalu Condo D109

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $223 to $661/night

  37. CONDOMINIUM
    Aina Nalu Condo D210

    Aina Nalu Condo D210

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $231 to $618/night

  38. CONDOMINIUM
    Aina Nalu Condo G109

    Aina Nalu Condo G109

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $231 to $618/night

  39. CONDOMINIUM
    Lahaina Condo K106

    Lahaina Condo K106

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $166 to $553/night

  40. CONDOMINIUM
    Lahaina Condo I205

    Lahaina Condo I205

    St. Lahaina, HI

    Pool
    FREE CANCELLATION

    $166 to $608/night

  41. HOUSE
    Hale Ke Aluala

    Hale Ke Aluala

    Waimea, HI

    FREE CANCELLATION

    $471 to $683/night

  42. CONDOMINIUM
    Aina Nalu Condo B202

    Aina Nalu Condo B202

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $202 to $636/night

  43. CONDOMINIUM
    Aina Nalu Premier Platinum Condo A110

    Aina Nalu Premier Platinum Condo A110

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $202 to $636/night

  44. 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

  45. CONDOMINIUM
    Waikiki Grand Condominium 922 *Legal Vacation Rental

    Waikiki Grand Condominium 922 *Legal Vacation Rental

    Honolulu, HI

    Pool
    FREE CANCELLATION

    $111 to $596/night

  46. VILLA
    Vacation Home in Ko Olina Resort

    Vacation Home in Ko Olina Resort

    Kapolei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $146 to $158/night

  47. CONDOMINIUM
    Nani Kai Hale # 301

    Nani Kai Hale # 301

    Kihei, HI

    FREE CANCELLATION

    $141 to $197/night

  48. CONDOMINIUM
    Nani Kai Hale # 307

    Nani Kai Hale # 307

    Kihei, HI

    Pool
    FREE CANCELLATION

    $152 to $219/night

  49. CONDOMINIUM
    Nani Kai Hale # 405

    Nani Kai Hale # 405

    Kihei, HI

    FREE CANCELLATION

    $152 to $219/night

  50. CONDOMINIUM
    Nani Kai Hale # 308

    Nani Kai Hale # 308

    Kihei, HI

    Pool
    FREE CANCELLATION

    $203 to $264/night

  51. CONDOMINIUM
    Nani Kai Hale # 609

    Nani Kai Hale # 609

    Kihei, HI

    Pool
    FREE CANCELLATION

    $264 to $298/night

  52. CONDOMINIUM
    Aina Nalu Condo D201

    Aina Nalu Condo D201

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $231 to $618/night

  53. CONDOMINIUM
    MAALAEA SURF, #C-8

    MAALAEA SURF, #C-8

    Kihei, Maui, HI

    Pool

    $313 to $526/night

  54. CONDOMINIUM
    Maui Eldorado Condo J100

    Maui Eldorado Condo J100

    Kaanapali, HI

    Pool
    FREE CANCELLATION

    $358 to $816/night

  55. APARTMENT
    KV202A 2450 Prince Edward St Honolulu DLDL-CTOQ(EV)-LHMF-ACH

    KV202A 2450 Prince Edward St Honolulu DLDL-CTOQ(EV)-LHMF...

    Honolulu, HI

    FREE CANCELLATION

    $111 to $161/night

  56. CONDOMINIUM
    Kihei Bay Surf #208

    Kihei Bay Surf #208

    Kihei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $103 to $173/night

  57. CONDOMINIUM
    Kapalua Bay Villa 22G2 Gold Ocean Front

    Kapalua Bay Villa 22G2 Gold Ocean Front

    Kapalua, HI

    Pool

    $813 to $1,219/night

  58. CONDOMINIUM
    Waipouli Beach Resort G-306

    Waipouli Beach Resort G-306

    Kapaa, HI

    Pool Hot Tub

    $456 to $659/night

  59. CONDOMINIUM
    Ilikai 1827

    Ilikai 1827

    Honolulu, HI

    Pool
    FREE CANCELLATION

    $154 to $287/night

  60. CONDOMINIUM
    Ilikai 1110

    Ilikai 1110

    Waikiki, HI

    Pool
    FREE CANCELLATION

    $304 to $576/night

  61. CONDOMINIUM
    221

    221

    Kihei, HI

    Pool
    FREE CANCELLATION

    $258 to $340/night

  62. COTTAGE
    International Colony Club 20

    International Colony Club 20

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $211 to $543/night

  63. CONDOMINIUM
    Honua Kai 506

    Honua Kai 506

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $239 to $484/night

  64. CONDOMINIUM
    Kapalua Bay Villa 17B2 Gold Ocean View

    Kapalua Bay Villa 17B2 Gold Ocean View

    Kapalua, HI

    Pool

    $556 to $1,063/night

  65. CONDOMINIUM
    Grand Champions 124

    Grand Champions 124

    Kihei, HI

    Pool
    FREE CANCELLATION

    $269 to $594/night

  66. CONDOMINIUM
    Maalaea Banyans 408

    Maalaea Banyans 408

    Wailuku, HI

    Pool
    FREE CANCELLATION

    $361 to $749/night

  67. CONDOMINIUM
    Maui Ka'anapali Villas Studio Premier Condo A417

    Maui Ka'anapali Villas Studio Premier Condo A417

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $187 to $636/night

  68. CONDOMINIUM
    Hale Kahakai Ko Olina Beach Villa (O212)

    Hale Kahakai Ko Olina Beach Villa (O212)

    Kapolei, HI

    Pool Hot Tub

    $432 to $1,499/night

  69. CONDOMINIUM
    Waipouli Beach Resort D-309

    Waipouli Beach Resort D-309

    Kapaa, HI

    Pool Hot Tub

    $282 to $535/night

  70. CONDOMINIUM
    Kihei Bay Surf #109

    Kihei Bay Surf #109

    Kihei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $138 to $277/night

  71. CONDOMINIUM
    Grand Champions #45

    Grand Champions #45

    Wailea, HI

    Pool Hot Tub
    FREE CANCELLATION

    $254 to $452/night

  72. CONDOMINIUM
    Maui Vista #2-423

    Maui Vista #2-423

    Kihei, HI

    Pool
    FREE CANCELLATION

    $255 to $490/night

  73. CONDOMINIUM
    Kihei Bay Surf #250

    Kihei Bay Surf #250

    Kihei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $138 to $277/night

  74. CONDOMINIUM
    Palms at Wailea #604

    Palms at Wailea #604

    Wailea, HI

    Pool Hot Tub
    FREE CANCELLATION

    $278 to $454/night

  75. CONDOMINIUM
    Kamaole Sands #7-403

    Kamaole Sands #7-403

    Kihei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $302 to $517/night

  76. CONDOMINIUM
    Royal Kahana 702

    Royal Kahana 702

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $217 to $333/night

  77. CONDOMINIUM
    Maui Eldorado Condo G105

    Maui Eldorado Condo G105

    Kaanapali, HI

    Pool
    FREE CANCELLATION

    $237 to $533/night

  78. CONDOMINIUM
    Maui Eldorado Condo K217

    Maui Eldorado Condo K217

    Kaanapali, HI

    Pool
    FREE CANCELLATION

    $207 to $496/night

  79. CONDOMINIUM
    Bamboo Waikiki #1104

    Bamboo Waikiki #1104

    Honolulu, HI

    Pool Hot Tub
    FREE CANCELLATION

    $214 to $253/night

  80. CONDOMINIUM
    Eldorado H107

    Eldorado H107

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $181 to $621/night

  81. CONDOMINIUM
    Wailea Ekolu 1604

    Wailea Ekolu 1604

    Kihei, HI

    Pool
    FREE CANCELLATION

    $249 to $526/night

  82. CONDOMINIUM
    Maui Sands K1

    Maui Sands K1

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $174 to $211/night

  83. CONDOMINIUM
    Kihei Alii Kai A101

    Kihei Alii Kai A101

    Kihei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $161 to $448/night

  84. CONDOMINIUM
    Maui Kamaole #G-107

    Maui Kamaole #G-107

    Kihei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $219 to $391/night

  85. CONDOMINIUM
    Kona Isle #C38

    Kona Isle #C38

    Kailua Kona, HI

    Pool
    FREE CANCELLATION

    $164 to $971/night

  86. 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 $988/night

  87. HOUSE
    Kauhale Pilialoha

    Kauhale Pilialoha

    Kamuela, HI

    Pool Hot Tub

    $17,975 to $27,561/night

  88. CONDOMINIUM
    Ilikai 2114

    Ilikai 2114

    Waikiki, HI

    Pool
    FREE CANCELLATION

    $168 to $312/night

  89. CONDOMINIUM
    Ilikai 1102

    Ilikai 1102

    Waikiki, HI

    FREE CANCELLATION

    $141 to $262/night

  90. CONDOMINIUM
    Maui Vista #2-320

    Maui Vista #2-320

    Kihei, HI

    Pool
    FREE CANCELLATION

    $173 to $289/night

  91. CONDOMINIUM
    Maui Kaanapali Villas #C152

    Maui Kaanapali Villas #C152

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $191 to $331/night

  92. CONDOMINIUM
    Papakea #G408

    Papakea #G408

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $290 to $619/night

  93. CONDOMINIUM
    no image

    Ilikai Tower 420

    1 Bedroom Deluxe Lagoon View on the 4th Floor!

    Modern and elegant in style, this updated unit will ensure a comfortable and luxurious stay at the Ilikai. Whether you're enjoying watching the sun rise over the ocean from the lanai, or a

    Multiple properties, see more below

    Ilikai Tower 333

    Honolulu, HI

    1 Bedroom | 1 Bathroom | Sleeps 4   Pool

    FREE CANCELLATION

    This one-bedroom luxury condo has beautiful unobstructed views of the Pacific Ocean, yacht harbor and coastline. Just steps away from the Hilton lagoon, Waikiki beach and Ala Moana center, enjoy stunning Hawaiian sunsets while sipping a Mai Tai on...

  94. CONDOMINIUM
    no image

    Ilikai Marina 1392

    1 Bedroom Standard, partially renovated Yacht Harbor View on the 13th Floor! This unit overlooks the yacht harbor, offers very nice ocean views, is near world famous Waikiki Beach, restaurants, activities, the bus line, and much more.

    Multiple properties, see more below

    Ilikai Marina 1094

    Honolulu, HI

    1 Bedroom | 1 Bathroom | Sleeps 4  

    FREE CANCELLATION

    1 Bedroom Economy Yacht Harbor View on the 10th Floor! Located within the Ilikai Marina, this unit on the 10th floor has fabulous views! It's situated directly on the water with a 180-degree oceanview. As you stand on the lanai of this condo, you...

  95. CONDOMINIUM
    no image

    Ilikai Marina 1392

    1 Bedroom Standard, partially renovated Yacht Harbor View on the 13th Floor! This unit overlooks the yacht harbor, offers very nice ocean views, is near world famous Waikiki Beach, restaurants, activities, the bus line, and much more.

    Multiple properties, see more below

    Ilikai Marina 1392

    Honolulu, HI

    1 Bedroom | 1 Bathroom | Sleeps 4  

    FREE CANCELLATION

    1 Bedroom Standard, partially renovated Yacht Harbor View on the 13th Floor! This unit overlooks the yacht harbor, offers very nice ocean views, is near world famous Waikiki Beach, restaurants, activities, the bus line, and much more. Unique...

  96. CONDOMINIUM
    no image

    Ilikai Tower 420

    1 Bedroom Deluxe Lagoon View on the 4th Floor!

    Modern and elegant in style, this updated unit will ensure a comfortable and luxurious stay at the Ilikai. Whether you're enjoying watching the sun rise over the ocean from the lanai, or a

    Multiple properties, see more below

    Ilikai Tower 633

    Honolulu, HI

    1 Bedroom | 1 Bathroom | Sleeps 4   Pool

    FREE CANCELLATION

    1 Bedroom Deluxe Yacht Harbor View on the 6th Floor! This updated unit at the iconic Ilikai is spacious and perfect for your time on Oahu. Just a quick walk away, is Hilton Hawaiian Village with fireworks every Friday evening. The Duke Kahanamoku...

  97. CONDOMINIUM
    Ilikai Tower 611

    Ilikai Tower 611

    Honolulu, HI

    Pool
    FREE CANCELLATION

    $128 to $358/night

  98. CONDOMINIUM
    no image

    Ilikai Tower 1920

    1 Bedroom Deluxe Lagoon View on the 19th Floor! Come and relax in this renovated unit at the Ilikai Hotel. Comes with a King bed and a sofa bed. the kitchen is open and spacious for you to cook and prepare your meals. Enjoy your meal, or a

    Multiple properties, see more below

    Ilikai Tower 2136

    Honolulu, HI

    1 Bedroom | 1 Bathroom | Sleeps 4   Pool

    FREE CANCELLATION

    1 Bedroom Deluxe Lagoon View on the 21st Floor! This unit at the iconic Ilikai is spacious, near the bus line, shopping, restaurants, activities, world famous Waikiki Beach, and much more. The Ilikai is well known as being the backdrop for the...

  99. CONDOMINIUM
    Ilikai Marina 1783

    Ilikai Marina 1783

    Honolulu, HI

    FREE CANCELLATION

    $110 to $327/night

  100. CONDOMINIUM
    Hanalei Bay Resort 8133/4

    Hanalei Bay Resort 8133/4

    Princeville, HI

    Pool Hot Tub
    FREE CANCELLATION

    $251 to $761/night