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
    D1-2 Bedroom Beachfront

    D1-2 Bedroom Beachfront

    Kihei, HI

    Pool
    FREE CANCELLATION

    $416 to $664/night

  2. CONDOMINIUM
    D3-1 Bedroom Beachfront

    D3-1 Bedroom Beachfront

    Kihei, HI

    Pool
    FREE CANCELLATION

    $304 to $467/night

  3. CONDOMINIUM
    D4-1 Bedroom Beachfront

    D4-1 Bedroom Beachfront

    Kihei, HI

    Pool
    FREE CANCELLATION

    $304 to $467/night

  4. CONDOMINIUM
    E5-2 Bedroom Oceanfront Townhouse

    E5-2 Bedroom Oceanfront Townhouse

    Kihei, HI

    Pool
    FREE CANCELLATION

    $304 to $540/night

  5. CONDOMINIUM
    E6-2 Bedroom Oceanfront Townhouse

    E6-2 Bedroom Oceanfront Townhouse

    Kihei, HI

    Pool
    FREE CANCELLATION

    $304 to $540/night

  6. CONDOMINIUM
    Eldorado E104

    Eldorado E104

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $194 to $480/night

  7. CONDOMINIUM
    Eldorado J110

    Eldorado J110

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $191 to $386/night

  8. CONDOMINIUM
    Eldorado K102

    Eldorado K102

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $224 to $613/night

  9. CONDOMINIUM
    Eldorado K104

    Eldorado K104

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $224 to $640/night

  10. CONDOMINIUM
    Eldorado K203

    Eldorado K203

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $274 to $500/night

  11. CONDOMINIUM
    Eldorado L102

    Eldorado L102

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $219 to $406/night

  12. CONDOMINIUM
    F5-2 Bedroom Oceanfront Townhouse

    F5-2 Bedroom Oceanfront Townhouse

    Kihei, HI

    Pool
    FREE CANCELLATION

    $304 to $540/night

  13. CONDOMINIUM
    Hale Mahina B401

    Hale Mahina B401

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $356 to $686/night

  14. CONDOMINIUM
    Hale Ono Loa 101

    Hale Ono Loa 101

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $175 to $290/night

  15. CONDOMINIUM
    Hale Ono Loa 106

    Hale Ono Loa 106

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $188 to $314/night

  16. CONDOMINIUM
    Hale Ono Loa 109

    Hale Ono Loa 109

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $336 to $971/night

  17. CONDOMINIUM
    Hale Ono Loa 402

    Hale Ono Loa 402

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $219 to $331/night

  18. CONDOMINIUM
    Hale Ono Loa 409

    Hale Ono Loa 409

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $319 to $953/night

  19. CONDOMINIUM
    Hale Ono Loa 416

    Hale Ono Loa 416

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $144 to $324/night

  20. CONDOMINIUM
    Hanalei Bay Resort 5201

    Hanalei Bay Resort 5201

    Princeville, HI

    Pool
    FREE CANCELLATION

    $220 to $238/night

  21. CONDOMINIUM
    Hanalei Bay Resort 52012

    Hanalei Bay Resort 52012

    Princeville, HI

    Pool
    FREE CANCELLATION

    $520 to $581/night

  22. CONDOMINIUM
    Hanalei Bay Resort 5202

    Hanalei Bay Resort 5202

    Princeville, HI

    Pool
    FREE CANCELLATION

    $361 to $410/night

  23. CONDOMINIUM
    Hanalei Colony Resort E3

    Hanalei Colony Resort E3

    Hanalei, HI

    Pool
    FREE CANCELLATION

    $488 to $581/night

  24. CONDOMINIUM
    Hanalei Colony Resort I1

    Hanalei Colony Resort I1

    Hanalei, HI

    Pool
    FREE CANCELLATION

    $488 to $581/night

  25. CONDOMINIUM
    Honua Kai 1024

    Honua Kai 1024

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $258 to $429/night

  26. CONDOMINIUM
    Island Sands 210

    Island Sands 210

    Wailuku, HI

    Pool
    FREE CANCELLATION

    $208 to $469/night

  27. CONDOMINIUM
    Island Surf 409

    Island Surf 409

    Kihei, HI

    Pool
    FREE CANCELLATION

    $185 to $444/night

  28. CONDOMINIUM
    Islander on the Beach 259

    Islander on the Beach 259

    Kapaa, HI

    Pool
    FREE CANCELLATION
  29. CONDOMINIUM
    Ka Hale Kaeloha (House of Love) – Romantic Oceanside Condo

    Ka Hale Kaeloha (House of Love) – Romantic Oceanside C...

    Kaunakakai, HI

    Pool Pets OK
    FREE CANCELLATION

    $158 to $191/night

  30. CONDOMINIUM
    Kaanapali Shores 546

    Kaanapali Shores 546

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $188 to $331/night

  31. CONDOMINIUM
    Kaanapali Shores 613

    Kaanapali Shores 613

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $378 to $1,018/night

  32. CONDOMINIUM
    Kaanapali Shores 819

    Kaanapali Shores 819

    LAHAINA, HI

    Pool Hot Tub
    FREE CANCELLATION

    $199 to $406/night

  33. CONDOMINIUM
    Kaanapali Shores 936

    Kaanapali Shores 936

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $200 to $331/night

  34. CONDOMINIUM
    Kaanapali Shores 941

    Kaanapali Shores 941

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $203 to $435/night

  35. CONDOMINIUM
    Kaanapali Shores 942

    Kaanapali Shores 942

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $203 to $498/night

  36. CONDOMINIUM
    Kahana Manor 410

    Kahana Manor 410

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $185 to $326/night

  37. APARTMENT
    Kahana Reef 201

    Kahana Reef 201

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $191 to $355/night

  38. CONDOMINIUM
    Kahana Reef 303

    Kahana Reef 303

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $169 to $323/night

  39. CONDOMINIUM
    Kahana Sunset E4

    Kahana Sunset E4

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $224 to $500/night

  40. CONDOMINIUM
    Kaleialoha 202

    Kaleialoha 202

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $161 to $336/night

  41. CONDOMINIUM
    Kaleialoha 203

    Kaleialoha 203

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $186 to $374/night

  42. CONDOMINIUM
    Kaleialoha 205

    Kaleialoha 205

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $194 to $331/night

  43. CONDOMINIUM
    Kaleialoha 210

    Kaleialoha 210

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $191 to $299/night

  44. CONDOMINIUM
    Kaleialoha 402

    Kaleialoha 402

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $161 to $294/night

  45. CONDOMINIUM
    Kapalua Bay Villas 17B-3

    Kapalua Bay Villas 17B-3

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $393 to $936/night

  46. CONDOMINIUM
    Kapalua Bay Villas 23G-2

    Kapalua Bay Villas 23G-2

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $321 to $750/night

  47. CONDOMINIUM
    Kapalua Bay Villas 34B-4

    Kapalua Bay Villas 34B-4

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $450 to $801/night

  48. CONDOMINIUM
    Kauhale Makai 203

    Kauhale Makai 203

    Kihei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $136 to $440/night

  49. CONDOMINIUM
    Kauhale Makai 529

    Kauhale Makai 529

    Kihei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $149 to $295/night

  50. 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

  51. CONDOMINIUM
    Keauhou Kona Surf & Racquet Club #5-202

    Keauhou Kona Surf & Racquet Club #5-202

    Kailua Kona, HI

    Pool
    FREE CANCELLATION

    $302 to $326/night

  52. CONDOMINIUM
    Keauhou Kona Surf & Racquet Club#7-102 "Honu Hale"

    Keauhou Kona Surf & Racquet Club#7-102 "Honu Ha...

    Kailua Kona, HI

    Pool
    FREE CANCELLATION

    $197 to $255/night

  53. CONDOMINIUM
    Kona Isle #D1

    Kona Isle #D1

    Kailua Kona, HI

    Pool
    FREE CANCELLATION

    $125 to $474/night

  54. CONDOMINIUM
    Kulakane 211

    Kulakane 211

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $186 to $288/night

  55. CONDOMINIUM
    Kulakane 301

    Kulakane 301

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $358 to $606/night

  56. CONDOMINIUM
    Kulakane 304

    Kulakane 304

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $281 to $311/night

  57. CONDOMINIUM
    Kulakane 306

    Kulakane 306

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $281 to $311/night

  58. CONDOMINIUM
    Kulakane 307

    Kulakane 307

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $294 to $531/night

  59. CONDOMINIUM
    Kuleana 313

    Kuleana 313

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $211 to $636/night

  60. CONDOMINIUM
    Kuleana 321

    Kuleana 321

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $174 to $461/night

  61. CONDOMINIUM
    Lahaina Roads 309

    Lahaina Roads 309

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $213 to $438/night

  62. CONDOMINIUM
    Lahaina Shores 210

    Lahaina Shores 210

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $138 to $569/night

  63. CONDOMINIUM
    Lahaina Shores Condo 701

    Lahaina Shores Condo 701

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $324 to $747/night

  64. CONDOMINIUM
    Lokelani A203

    Lokelani A203

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $406 to $624/night

  65. CONDOMINIUM
    Maalaea Banyans 408

    Maalaea Banyans 408

    Wailuku, HI

    Pool
    FREE CANCELLATION

    $418 to $749/night

  66. CONDOMINIUM
    Mahana 1008

    Mahana 1008

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $374 to $1,033/night

  67. CONDOMINIUM
    Mahana 1113

    Mahana 1113

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $206 to $979/night

  68. CONDOMINIUM
    Mahana 307

    Mahana 307

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $331 to $476/night

  69. CONDOMINIUM
    Mahana 501

    Mahana 501

    LAHAINA, HI

    Pool Hot Tub
    FREE CANCELLATION

    $483 to $874/night

  70. CONDOMINIUM
    Mahana 602

    Mahana 602

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $266 to $713/night

  71. CONDOMINIUM
    Mahana 713

    Mahana 713

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $244 to $676/night

  72. CONDOMINIUM
    Maui Kai 201

    Maui Kai 201

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $308 to $870/night

  73. CONDOMINIUM
    Maui Kai 602

    Maui Kai 602

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $214 to $423/night

  74. CONDOMINIUM
    Maui Sunset B402

    Maui Sunset B402

    Kihei, HI

    Pool
    FREE CANCELLATION

    $185 to $303/night

  75. CONDOMINIUM
    Mauna Lani Terrace D201

    Mauna Lani Terrace D201

    Kamuela, HI

    Pool Hot Tub
    FREE CANCELLATION

    $688 to $759/night

  76. CONDOMINIUM
    Napili Point A8

    Napili Point A8

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $219 to $469/night

  77. CONDOMINIUM
    Napili Point B5

    Napili Point B5

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $281 to $625/night

  78. CONDOMINIUM
    Napili Shores B214

    Napili Shores B214

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $218 to $469/night

  79. CONDOMINIUM
    Napili Shores C116

    Napili Shores C116

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $156 to $286/night

  80. CONDOMINIUM
    Napili Shores D127

    Napili Shores D127

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $163 to $265/night

  81. CONDOMINIUM
    Napili Shores D227

    Napili Shores D227

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $149 to $324/night

  82. CONDOMINIUM
    Napili Shores E240

    Napili Shores E240

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $161 to $299/night

  83. CONDOMINIUM
    Paki Maui 123

    Paki Maui 123

    LAHAINA, HI

    Pool Hot Tub
    FREE CANCELLATION

    $233 to $431/night

  84. CONDOMINIUM
    Paki Maui 415

    Paki Maui 415

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $136 to $375/night

  85. CONDOMINIUM
    Papakea J107

    Papakea J107

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $170 to $498/night

  86. CONDOMINIUM
    Papakea K306

    Papakea K306

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $213 to $365/night

  87. CONDOMINIUM
    Papakea L108

    Papakea L108

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $264 to $531/night

  88. CONDOMINIUM
    Polynesian Shores 111

    Polynesian Shores 111

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $203 to $413/night

  89. TOWNHOUSE
    Puamana 24-3

    Puamana 24-3

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $216 to $296/night

  90. TOWNHOUSE
    Puamana 25-4

    Puamana 25-4

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $219 to $249/night

  91. CONDOMINIUM
    Royal Kahana 106

    Royal Kahana 106

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $198 to $348/night

  92. CONDOMINIUM
    Royal Kahana 202

    Royal Kahana 202

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $173 to $305/night

  93. CONDOMINIUM
    Sands of Kahana 354

    Sands of Kahana 354

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $448 to $1,090/night

  94. CONDOMINIUM
    The Mauna Lani Golf Villas B5

    The Mauna Lani Golf Villas B5

    Kamuela, HI

    Pool Hot Tub
    FREE CANCELLATION

    $370 to $741/night

  95. CONDOMINIUM
    The Mauna Lani Golf Villas K5

    The Mauna Lani Golf Villas K5

    Kamuela, HI

    Pool Hot Tub
    FREE CANCELLATION

    $370 to $741/night

  96. VILLA
    Vacation Home in Ko Olina Resort

    Vacation Home in Ko Olina Resort

    Kapolei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $146 to $158/night

  97. CONDOMINIUM
    Villages At Mauna Lani #621

    Villages At Mauna Lani #621

    Kamuela, HI

    Pool Hot Tub
    FREE CANCELLATION

    $370 to $901/night

  98. CONDOMINIUM
    Wailea Ekahi 36C

    Wailea Ekahi 36C

    Wailea, HI

    Pool
    FREE CANCELLATION

    $226 to $544/night

  99. CONDOMINIUM
    Wailua Bay View 204

    Wailua Bay View 204

    Kapaa, HI

    Pool
    FREE CANCELLATION

    $238 to $257/night

  100. CONDOMINIUM
    Whaler 859

    Whaler 859

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $469 to $780/night