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
    Kulakane 304

    Kulakane 304

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $281 to $311/night

  2. CONDOMINIUM
    Kapalua Bay Villa 34B2 Gold Ocean Front

    Kapalua Bay Villa 34B2 Gold Ocean Front

    Kapalua, HI

    Pool

    $781 to $1,219/night

  3. CONDOMINIUM
    Discovery Bay 3719

    Discovery Bay 3719

    Honolulu, HI

    Pool
    FREE CANCELLATION

    $110 to $203/night

  4. 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 1642

    Honolulu, HI

    1 Bedroom | 1 Bathroom | Sleeps 4   Pool

    FREE CANCELLATION

    1 Bedroom Deluxe Lagoon View on the 16th Floor! Come and relax in this renovated unit at the Ilikai Hotel. The kitchen is open and spacious for you to cook and prepare your meals.The Ilikai Hotel is centrally located with easy access to the...

  5. CONDOMINIUM
    Palms at Wailea #1507

    Palms at Wailea #1507

    Wailea, HI

    Pool Hot Tub
    FREE CANCELLATION

    $405 to $579/night

  6. CONDOMINIUM
    Hale Kaimana Ko Olina Beach Villa (B903)

    Hale Kaimana Ko Olina Beach Villa (B903)

    Kapolei, HI

    Pool Hot Tub

    $508 to $1,789/night

  7. CONDOMINIUM
    Kapalua Bay Villa 17B2 Gold Ocean View

    Kapalua Bay Villa 17B2 Gold Ocean View

    Kapalua, HI

    Pool

    $556 to $1,063/night

  8. CONDOMINIUM
    Maui Vista 2211

    Maui Vista 2211

    Kihei, HI

    Pool
    FREE CANCELLATION

    $124 to $386/night

  9. VILLA
    Hale Waiulu

    Hale Waiulu

    Kailua Kona, HI

    Pool Hot Tub

    $1,791 to $5,992/night

  10. CONDOMINIUM
    Waiohuli Beach Hale #D-120

    Waiohuli Beach Hale #D-120

    Kihei, HI

    Pool
    FREE CANCELLATION

    $157 to $277/night

  11. CONDOMINIUM
    Kaanapali Shores 422 1 Bdrm

    Kaanapali Shores 422 1 Bdrm

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $217 to $423/night

  12. CONDOMINIUM
    Wailea Ekolu #804

    Wailea Ekolu #804

    Wailea, HI

    Pool
    FREE CANCELLATION

    $261 to $405/night

  13. CONDOMINIUM
    Maui Kamaole #M-105

    Maui Kamaole #M-105

    Kihei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $211 to $339/night

  14. CONDOMINIUM
    Maui Parkshore #306

    Maui Parkshore #306

    KIHEI, HI

    Pool
    FREE CANCELLATION

    $298 to $350/night

  15. CONDOMINIUM
    Kihei Bay Vista #C-206

    Kihei Bay Vista #C-206

    Kihei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $138 to $231/night

  16. CONDOMINIUM
    273

    273

    Kihei, HI

    Pool
    FREE CANCELLATION

    $258 to $340/night

  17. CONDOMINIUM
    Alii Kai #2104

    Alii Kai #2104

    Princeville, HI

    FREE CANCELLATION

    $249 to $312/night

  18. HOUSE
    Hale Ola Kai

    Hale Ola Kai

    Hanalei, HI

    FREE CANCELLATION

    $790 to $1,051/night

  19. CONDOMINIUM
    Oceanfront 1BR w/ Lanai & Pool

    Oceanfront 1BR w/ Lanai & Pool

    Kihei, HI

    Pool
    FREE CANCELLATION

    $132 to $304/night

  20. CONDOMINIUM
    131

    131

    Kihei, HI

    Pool
    FREE CANCELLATION

    $188 to $258/night

  21. CONDOMINIUM
    156

    156

    Kihei, HI

    Pool
    FREE CANCELLATION

    $188 to $258/night

  22. CONDOMINIUM
    The Mauna Lani Golf Villas B5

    The Mauna Lani Golf Villas B5

    Kamuela, HI

    Pool Hot Tub
    FREE CANCELLATION

    $370 to $741/night

  23. CONDOMINIUM
    Kapalua Bay Villa 22G2 Gold Ocean Front

    Kapalua Bay Villa 22G2 Gold Ocean Front

    Kapalua, HI

    Pool

    $813 to $1,219/night

  24. HOUSE
    Papaua Paradise 43

    Papaua Paradise 43

    Lahaina, HI

    Hot Tub
    FREE CANCELLATION

    $1,869 to $3,125/night

  25. CONDOMINIUM
    1BR w/ Ocean View Lanai & Pool

    1BR w/ Ocean View Lanai & Pool

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $118 to $258/night

  26. CONDOMINIUM
    Hale Uliuli Lani Ko Olina Beach Villa (O1602)

    Hale Uliuli Lani Ko Olina Beach Villa (O1602)

    Kapolei, HI

    Pool Hot Tub

    $513 to $1,673/night

  27. CONDOMINIUM
    Koa Lagoon #505

    Koa Lagoon #505

    Kihei, HI

    Pool
    FREE CANCELLATION

    $208 to $296/night

  28. CONDOMINIUM
    Mauna Kai 7B

    Mauna Kai 7B

    Princeville, HI

    Pool

    $301 to $482/night

  29. CONDOMINIUM
    Kaanapali Shores 546

    Kaanapali Shores 546

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $170 to $441/night

  30. CONDOMINIUM
    Turtle Bay Hale Kai***NUC90-TVU-0746 Available for 2 people only

    Turtle Bay Hale Kai***NUC90-TVU-0746 Available for 2 peo...

    Kahuku, HI

    Pool
    FREE CANCELLATION
  31. CONDOMINIUM
    Turtle Bay Deep Blue**NUC 90-TVU-0523

    Turtle Bay Deep Blue**NUC 90-TVU-0523

    Kahuku, HI

    Pool
    FREE CANCELLATION
  32. CONDOMINIUM
    Turtle Bay Alea**NUC 90-TVU-0263

    Turtle Bay Alea**NUC 90-TVU-0263

    Kahuku, HI

    Pool
    FREE CANCELLATION
  33. CONDOMINIUM
    Hanalei Colony G1

    Hanalei Colony G1

    Haena, HI

    FREE CANCELLATION

    $374 to $499/night

  34. TOWNHOUSE
    Nihilani 22C

    Nihilani 22C

    Princeville, HI

    Pool

    $282 to $346/night

  35. CONDOMINIUM
    Waipouli Beach Resort A-303

    Waipouli Beach Resort A-303

    Kapaa, HI

    Pool Hot Tub

    $334 to $553/night

  36. CONDOMINIUM
    Plantations at Princeville #1212

    Plantations at Princeville #1212

    Princeville, HI

    Pool

    $237 to $358/night

  37. HOUSE
    Punahele Point

    Punahele Point

    Princeville, HI

    $978 to $1,192/night

  38. HOUSE
    Makalae

    Makalae

    Koloa, HI

    $1,303 to $1,404/night

  39. HOUSE
    Kauai Tree House

    Kauai Tree House

    Wainiha, HI

    $334 to $398/night

  40. CONDOMINIUM
    Waipouli Beach Resort C-105

    Waipouli Beach Resort C-105

    Kapaa, HI

    Pool Hot Tub

    $299 to $452/night

  41. CONDOMINIUM
    Waipouli Beach Resort G-306

    Waipouli Beach Resort G-306

    Kapaa, HI

    Pool Hot Tub

    $456 to $659/night

  42. HOUSE
    Pu'uwai Hale

    Pu'uwai Hale

    Princeville, HI

    $1,152 to $1,645/night

  43. CONDOMINIUM
    Maui Eldorado Condo C101

    Maui Eldorado Condo C101

    Kaanapali, HI

    Pool
    FREE CANCELLATION

    $169 to $395/night

  44. CONDOMINIUM
    Honua Kai 506

    Honua Kai 506

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $253 to $484/night

  45. CONDOMINIUM
    Waiohuli Beach Hale #C-110

    Waiohuli Beach Hale #C-110

    Kihei, HI

    Pool
    FREE CANCELLATION

    $208 to $347/night

  46. CONDOMINIUM
    Maui Eldorado Condo K209

    Maui Eldorado Condo K209

    Kaanapali, HI

    Pool
    FREE CANCELLATION

    $207 to $501/night

  47. CONDOMINIUM
    Maui Eldorado Condo J120

    Maui Eldorado Condo J120

    Kaanapali, HI

    Pool
    FREE CANCELLATION

    $220 to $501/night

  48. CONDOMINIUM
    Maui Eldorado Condo K206

    Maui Eldorado Condo K206

    Kaanapali, HI

    Pool
    FREE CANCELLATION

    $207 to $501/night

  49. CONDOMINIUM
    Maui Eldorado Condo K217

    Maui Eldorado Condo K217

    Kaanapali, HI

    Pool
    FREE CANCELLATION

    $207 to $496/night

  50. CONDOMINIUM
    Kaleialoha #115

    Kaleialoha #115

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $207 to $443/night

  51. CONDOMINIUM
    Kaleialoha #315

    Kaleialoha #315

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $195 to $313/night

  52. CONDOMINIUM
    Discovery Bay 3505

    Discovery Bay 3505

    Honolulu, HI

    Pool
    FREE CANCELLATION

    $82 to $157/night

  53. CONDOMINIUM
    Waikoloa Beach Villas J32

    Waikoloa Beach Villas J32

    Waikoloa, HI

    Pool Hot Tub
    FREE CANCELLATION

    $258 to $506/night

  54. CONDOMINIUM
    Maui Vista #2-320

    Maui Vista #2-320

    Kihei, HI

    Pool
    FREE CANCELLATION

    $174 to $289/night

  55. CONDOMINIUM
    Maui Banyan Q204

    Maui Banyan Q204

    Kihei, HI

    Pool
    FREE CANCELLATION

    $219 to $438/night

  56. CONDOMINIUM
    Maui Eldorado Condo J100

    Maui Eldorado Condo J100

    Kaanapali, HI

    Pool
    FREE CANCELLATION

    $358 to $816/night

  57. CONDOMINIUM
    Maui Eldorado Condo B105

    Maui Eldorado Condo B105

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $237 to $502/night

  58. APARTMENT
    KV403A 2450 Prince Edward St Honolulu THTH-PTO-00-CHK

    KV403A 2450 Prince Edward St Honolulu THTH-PTO-00-CHK

    Honolulu, HI

    FREE CANCELLATION

    $113 to $161/night

  59. CONDOMINIUM
    Kihei Bay Surf #208

    Kihei Bay Surf #208

    Kihei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $103 to $173/night

  60. CONDOMINIUM
    Aina Nalu B204

    Aina Nalu B204

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $230 to $577/night

  61. CONDOMINIUM
    Royal Kahana 318

    Royal Kahana 318

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $204 to $359/night

  62. CONDOMINIUM
    Kaanapali Shores Studio 742

    Kaanapali Shores Studio 742

    Lahaina, HI

    FREE CANCELLATION

    $204 to $359/night

  63. CONDOMINIUM
    Royal Kahana 1012

    Royal Kahana 1012

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $217 to $461/night

  64. CONDOMINIUM
    Kapalua Golf Villa 23V3 Ocean View

    Kapalua Golf Villa 23V3 Ocean View

    Kapalua, HI

    Pool

    $369 to $688/night

  65. CONDOMINIUM
    Menehune Shores #425

    Menehune Shores #425

    Kihei, HI

    Pool
    FREE CANCELLATION

    $208 to $347/night

  66. CONDOMINIUM
    Maui Kamaole #J-217

    Maui Kamaole #J-217

    Kihei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $226 to $371/night

  67. CONDOMINIUM
    Maui Parkshore #313

    Maui Parkshore #313

    Kihei, HI

    Pool
    FREE CANCELLATION

    $196 to $354/night

  68. CONDOMINIUM
    Maui Vista #1-418

    Maui Vista #1-418

    Kihei, HI

    Pool
    FREE CANCELLATION

    $235 to $353/night

  69. CONDOMINIUM
    Maui Sunset #A-117

    Maui Sunset #A-117

    Kihei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $227 to $339/night

  70. CONDOMINIUM
    Sea Village 4-205

    Sea Village 4-205

    Kailua Kona, HI

    Pool Hot Tub
    FREE CANCELLATION

    $350 to $467/night

  71. CONDOMINIUM
    Kaleialoha #214

    Kaleialoha #214

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $195 to $313/night

  72. 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

  73. TOWNHOUSE
    Keauhou Kona Surf & Racquet Club#37

    Keauhou Kona Surf & Racquet Club#37

    Kailua Kona, HI

    Pool
    FREE CANCELLATION

    $222 to $228/night

  74. CONDOMINIUM
    Luana Kai #C-203

    Luana Kai #C-203

    Kihei, HI

    Pool
    FREE CANCELLATION

    $177 to $356/night

  75. CONDOMINIUM
    Kihei Garden Estates #H-203

    Kihei Garden Estates #H-203

    Kihei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $180 to $335/night

  76. CONDOMINIUM
    Bamboo Waikiki #1104

    Bamboo Waikiki #1104

    Honolulu, HI

    Pool Hot Tub
    FREE CANCELLATION

    $214 to $253/night

  77. CONDOMINIUM
    Waipouli Beach Resort D-309

    Waipouli Beach Resort D-309

    Kapaa, HI

    Pool Hot Tub

    $282 to $535/night

  78. CONDOMINIUM
    Whaler at Kaanapali Beach 402

    Whaler at Kaanapali Beach 402

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $1,034 to $1,371/night

  79. APARTMENT
    KV1006A 2450 Prince Edward St Honolulu TH-CTOQ(HK)-MFLH-ACH

    KV1006A 2450 Prince Edward St Honolulu TH-CTOQ(HK)-MFLH-...

    Honolulu, HI

    FREE CANCELLATION

    $119 to $149/night

  80. 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

  81. APARTMENT
    KV804A 2450 Prince Edward St Honolulu THTH-PTO-00-ACH

    KV804A 2450 Prince Edward St Honolulu THTH-PTO-00-ACH

    Honolulu, HI

    FREE CANCELLATION

    $105 to $149/night

  82. APARTMENT
    SS41 2450 Koa Ave Honolulu THTH-PTO-01-ACH

    SS41 2450 Koa Ave Honolulu THTH-PTO-01-ACH

    Honolulu, HI

    FREE CANCELLATION

    $113 to $174/night

  83. CONDOMINIUM
    Keauhou Punahele E-102

    Keauhou Punahele E-102

    Kailua Kona, HI

    FREE CANCELLATION

    $162 to $299/night

  84. TOWNHOUSE
    Keauhou Kona Surf & Racquet Club #176

    Keauhou Kona Surf & Racquet Club #176

    Kailua Kona, HI

    Pool
    FREE CANCELLATION

    $326 to $358/night

  85. CONDOMINIUM
    Kona Makai 1-301

    Kona Makai 1-301

    Kailua Kona, HI

    Pool Hot Tub
    FREE CANCELLATION

    $585 to $622/night

  86. CONDOMINIUM
    Casa De Emdeko 111

    Casa De Emdeko 111

    Kailua Kona, HI

    Pool
    FREE CANCELLATION

    $309 to $326/night

  87. CONDOMINIUM
    Banyan Tree 404D

    Banyan Tree 404D

    Kailua Kona, HI

    Pool Hot Tub
    FREE CANCELLATION
  88. CONDOMINIUM
    Kona Makai 1-204

    Kona Makai 1-204

    Kailua Kona, HI

    Pool Hot Tub
    FREE CANCELLATION

    $276 to $492/night

  89. CONDOMINIUM
    Keauhou Kona Surf & Racquet Club 2103

    Keauhou Kona Surf & Racquet Club 2103

    Kailua Kona, HI

    Pool
    FREE CANCELLATION

    $326 to $358/night

  90. CONDOMINIUM
    Kona Pacific B511

    Kona Pacific B511

    Kailua Kona, HI

    Pool
    FREE CANCELLATION

    $158 to $256/night

  91. CONDOMINIUM
    Keauhou Kona Surf & Racquet Club #3-101 "Hale Malama Pono"

    Keauhou Kona Surf & Racquet Club #3-101 "Hale M...

    Kailua Kona, HI

    Pool
    FREE CANCELLATION

    $292 to $350/night

  92. CONDOMINIUM
    Keauhou Kona Surf & Racquet Club #6-104

    Keauhou Kona Surf & Racquet Club #6-104

    Kailua Kona, HI

    Pool
    FREE CANCELLATION

    $204 to $292/night

  93. CONDOMINIUM
    Kapalua Bay Villa 28B2 Gold Ocean Front

    Kapalua Bay Villa 28B2 Gold Ocean Front

    Lahaina, HI

    Pool

    $594 to $1,063/night

  94. CONDOMINIUM
    Maui Eldorado Condo G105

    Maui Eldorado Condo G105

    Kaanapali, HI

    Pool
    FREE CANCELLATION

    $237 to $533/night

  95. CONDOMINIUM
    Kuhio Village Condominium 1101A *Legal Vacation Rental

    Kuhio Village Condominium 1101A *Legal Vacation Rental

    Honolulu, HI

    FREE CANCELLATION

    $111 to $596/night

  96. CONDOMINIUM
    Royal Kahana 702

    Royal Kahana 702

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $179 to $333/night

  97. CONDOMINIUM
    Pohailani Maui 115

    Pohailani Maui 115

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $217 to $333/night

  98. CONDOMINIUM
    Pohailani Maui 152

    Pohailani Maui 152

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $204 to $333/night

  99. CONDOMINIUM
    Napili Shores E240

    Napili Shores E240

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $150 to $299/night

  100. CONDOMINIUM
    Hale Maluhia Ko Olina Beach Villa (O425)

    Hale Maluhia Ko Olina Beach Villa (O425)

    Kapolei, HI

    Pool Hot Tub

    $397 to $977/night