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
    Pali Ke Kua 238

    Pali Ke Kua 238

    Princeville, HI

    Pool Hot Tub

    $259 to $355/night

  2. CONDOMINIUM
    Papakea #A105

    Papakea #A105

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $186 to $459/night

  3. CONDOMINIUM
    Waikiki Sunset WS 2404- STKP

    Waikiki Sunset WS 2404- STKP

    Honolulu, HI

    Pool
    FREE CANCELLATION

    $156 to $201/night

  4. APARTMENT
    KV803A 2450 Prince Edward St Honolulu TH-CTOQ(RD)-00-ACH

    KV803A 2450 Prince Edward St Honolulu TH-CTOQ(RD)-00-ACH...

    Honolulu, HI

    FREE CANCELLATION

    $109 to $149/night

  5. CONDOMINIUM
    Koa Lagoon #206

    Koa Lagoon #206

    Kihei, HI

    Pool
    FREE CANCELLATION

    $208 to $348/night

  6. CONDOMINIUM
    Eldorado E104

    Eldorado E104

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $150 to $433/night

  7. CONDOMINIUM
    Kahana Sunset C1

    Kahana Sunset C1

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $199 to $434/night

  8. CONDOMINIUM
    Waiohuli Beach Hale #D-124

    Waiohuli Beach Hale #D-124

    Kihei, HI

    Pool
    FREE CANCELLATION

    $157 to $277/night

  9. CONDOMINIUM
    Hololani #B-403

    Hololani #B-403

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $220 to $532/night

  10. CONDOMINIUM
    Maui Kaanapali Villas #C255

    Maui Kaanapali Villas #C255

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $209 to $354/night

  11. CONDOMINIUM
    Paki Maui 415

    Paki Maui 415

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $136 to $375/night

  12. CONDOMINIUM
    Paki Maui 424

    Paki Maui 424

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $300 to $813/night

  13. CONDOMINIUM
    Honua kai 437

    Honua kai 437

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $294 to $413/night

  14. CONDOMINIUM
    H3-1 Bedroom Beachfront

    H3-1 Bedroom Beachfront

    Kihei, HI

    Pool
    FREE CANCELLATION

    $304 to $467/night

  15. HOUSE
    Plantation Cottage

    Plantation Cottage

    Hanalei, HI

    FREE CANCELLATION

    $392 to $523/night

  16. CONDOMINIUM
    Pacific Shores B102

    Pacific Shores B102

    Kihei, HI

    Pool
    FREE CANCELLATION

    $219 to $499/night

  17. CONDOMINIUM
    Kapalua Bay Villas 34B-4

    Kapalua Bay Villas 34B-4

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $339 to $773/night

  18. CONDOMINIUM
    Lauloa 105

    Lauloa 105

    Wailuku, HI

    Pool
    FREE CANCELLATION

    $211 to $438/night

  19. CONDOMINIUM
    Kamaole Sands #06-405

    Kamaole Sands #06-405

    KIHEI, HI

    Pool Hot Tub
    FREE CANCELLATION

    $371 to $458/night

  20. CONDOMINIUM
    Maui Parkshore #312

    Maui Parkshore #312

    KIHEI, HI

    Pool
    FREE CANCELLATION

    $298 to $350/night

  21. CONDOMINIUM
    Kauhale Makai #207

    Kauhale Makai #207

    KIHEI, HI

    Pool Hot Tub
    FREE CANCELLATION

    $267 to $326/night

  22. CONDOMINIUM
    Maui Kamaole #f-208

    Maui Kamaole #f-208

    KIHEI, HI

    Pool Hot Tub
    FREE CANCELLATION

    $384 to $488/night

  23. CONDOMINIUM
    Kamaole Sands #05-406

    Kamaole Sands #05-406

    KIHEI, HI

    Pool Hot Tub
    FREE CANCELLATION

    $371 to $458/night

  24. CONDOMINIUM
    Grand Champions #033

    Grand Champions #033

    WAILEA, HI

    Pool Hot Tub
    FREE CANCELLATION

    $413 to $528/night

  25. CONDOMINIUM
    Kamaole Sands #10-417

    Kamaole Sands #10-417

    KIHEI, HI

    Pool Hot Tub
    FREE CANCELLATION

    $534 to $613/night

  26. CONDOMINIUM
    Maui Vista #1209

    Maui Vista #1209

    KIHEI, HI

    Pool
    FREE CANCELLATION

    $241 to $279/night

  27. CONDOMINIUM
    Kihei Akahi #C-317

    Kihei Akahi #C-317

    KIHEI, HI

    Pool
    FREE CANCELLATION

    $235 to $296/night

  28. CONDOMINIUM
    Sugar Beach #317

    Sugar Beach #317

    KIHEI, HI

    Pool Hot Tub
    FREE CANCELLATION

    $334 to $444/night

  29. CONDOMINIUM
    Kamaole Sands #03-407

    Kamaole Sands #03-407

    KIHEI, HI

    Pool Hot Tub
    FREE CANCELLATION

    $371 to $458/night

  30. CONDOMINIUM
    Kihei Akahi #C-608

    Kihei Akahi #C-608

    KIHEI, HI

    Pool
    FREE CANCELLATION

    $235 to $296/night

  31. CONDOMINIUM
    Kauhale Makai #122

    Kauhale Makai #122

    KIHEI, HI

    Pool Hot Tub
    FREE CANCELLATION

    $239 to $296/night

  32. CONDOMINIUM
    Kihei Akahi #C-401

    Kihei Akahi #C-401

    KIHEI, HI

    Pool
    FREE CANCELLATION

    $217 to $267/night

  33. CONDOMINIUM
    Sugar Beach #132

    Sugar Beach #132

    KIHEI, HI

    Pool Hot Tub
    FREE CANCELLATION

    $334 to $444/night

  34. CONDOMINIUM
    Kihei Akahi #D-615 (7th Flr)

    Kihei Akahi #D-615 (7th Flr)

    KIHEI, HI

    Pool
    FREE CANCELLATION

    $321 to $390/night

  35. CONDOMINIUM
    Kamaole Sands #09-102

    Kamaole Sands #09-102

    KIHEI, HI

    Pool Hot Tub
    FREE CANCELLATION

    $260 to $311/night

  36. CONDOMINIUM
    Kahana Reef #313

    Kahana Reef #313

    LAHAINA, HI

    Pool
    FREE CANCELLATION

    $290 to $563/night

  37. CONDOMINIUM
    Maui Parkshore #303

    Maui Parkshore #303

    Kihei, HI

    Pool
    FREE CANCELLATION

    $276 to $334/night

  38. CONDOMINIUM
    Kamaole Sands #10-410

    Kamaole Sands #10-410

    KIHEI, HI

    Pool Hot Tub
    FREE CANCELLATION

    $393 to $480/night

  39. CONDOMINIUM
    Maui Kamaole #i-111

    Maui Kamaole #i-111

    KIHEI, HI

    Pool Hot Tub
    FREE CANCELLATION

    $297 to $390/night

  40. DUPLEX
    2BR w/ Diamond Head Views & Lanai

    2BR w/ Diamond Head Views & Lanai

    Honolulu, HI

    Pets OK
    FREE CANCELLATION

    $221 to $565/night

  41. CONDOMINIUM
    D3-1 Bedroom Beachfront

    D3-1 Bedroom Beachfront

    Kihei, HI

    Pool
    FREE CANCELLATION

    $304 to $467/night

  42. CONDOMINIUM
    Leinaala Oceanfront #302

    Leinaala Oceanfront #302

    Kihei, HI

    Pool
    FREE CANCELLATION

    $161 to $278/night

  43. CONDOMINIUM
    Villas of Kamalii 44

    Villas of Kamalii 44

    Princeville, HI

    Pool Hot Tub
    FREE CANCELLATION

    $240 to $647/night

  44. CONDOMINIUM
    Poipu Shores B202

    Poipu Shores B202

    Koloa, HI

    Pool
    FREE CANCELLATION

    $402 to $758/night

  45. CONDOMINIUM
    Kihei Akahi #DG06

    Kihei Akahi #DG06

    Kihei, HI

    Pool
    FREE CANCELLATION

    $126 to $231/night

  46. CONDOMINIUM
    164

    164

    Kihei, HI

    Pool
    FREE CANCELLATION

    $188 to $258/night

  47. CONDOMINIUM
    Mahana Resort #1017

    Mahana Resort #1017

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $313 to $606/night

  48. CONDOMINIUM
    Kamaole Sands #10-407

    Kamaole Sands #10-407

    Kihei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $393 to $480/night

  49. CONDOMINIUM
    Ewa Hotel Waikiki #711

    Ewa Hotel Waikiki #711

    Honolulu, HI

    FREE CANCELLATION

    $196 to $563/night

  50. CONDOMINIUM
    Lower Honoapiilani Condo 2 Bedrooms Sleeps 6

    Lower Honoapiilani Condo 2 Bedrooms Sleeps 6

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $335 to $390/night

  51. CONDOMINIUM
    A3-1 Bedroom Beachfront

    A3-1 Bedroom Beachfront

    Kihei, HI

    Pool
    FREE CANCELLATION

    $304 to $467/night

  52. CONDOMINIUM
    Paki Maui 316

    Paki Maui 316

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $119 to $300/night

  53. CONDOMINIUM
    Maui Eldorado Condo J100

    Maui Eldorado Condo J100

    Kaanapali, HI

    Pool
    FREE CANCELLATION

    $358 to $816/night

  54. CONDOMINIUM
    Maui Eldorado Condo C102

    Maui Eldorado Condo C102

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $237 to $502/night

  55. CONDOMINIUM
    Maui Eldorado Condo B105

    Maui Eldorado Condo B105

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $237 to $502/night

  56. CONDOMINIUM
    Kamaole Sands #4-105

    Kamaole Sands #4-105

    Kihei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $157 to $371/night

  57. HOUSE
    Junior Suite Oceanfront #1006

    Junior Suite Oceanfront #1006

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $278 to $341/night

  58. CONDOMINIUM
    Kihei Akahi #C-109

    Kihei Akahi #C-109

    KIHEI, HI

    Pool
    FREE CANCELLATION

    $235 to $296/night

  59. CONDOMINIUM
    Kona Makai 6301

    Kona Makai 6301

    Kailua Kona, HI

    Pool Hot Tub

    $357 to $1,095/night

  60. HOUSE
    Koa Kai Hale

    Koa Kai Hale

    Princeville, HI

    $631 to $1,465/night

  61. CONDOMINIUM
    H2-1 Bedroom Beachfront

    H2-1 Bedroom Beachfront

    Kihei, HI

    Pool
    FREE CANCELLATION

    $304 to $467/night

  62. CONDOMINIUM
    G9-2 Bedroom Oceanfront Townhouse

    G9-2 Bedroom Oceanfront Townhouse

    Kihei, HI

    Pool
    FREE CANCELLATION

    $304 to $540/night

  63. CONDOMINIUM
    Kauhale Makai #132

    Kauhale Makai #132

    KIHEI, HI

    Pool Hot Tub
    FREE CANCELLATION

    $305 to $390/night

  64. CONDOMINIUM
    Sands Of Kahana 373

    Sands Of Kahana 373

    Lahaina, HI

    Pool Hot Tub

    $332 to $388/night

  65. CONDOMINIUM
    Hale Lau Wai Ko Olina Beach Villa (O704)

    Hale Lau Wai Ko Olina Beach Villa (O704)

    Kapolei, HI

    Pool Hot Tub

    $362 to $977/night

  66. CONDOMINIUM
    Maui Vista #1-319

    Maui Vista #1-319

    Kihei, HI

    Pool
    FREE CANCELLATION

    $184 to $254/night

  67. CONDOMINIUM
    338

    338

    Kihei, HI

    Pool
    FREE CANCELLATION

    $235 to $317/night

  68. CONDOMINIUM
    Hale Pineapple

    Hale Pineapple

    Lahaina, HI

    FREE CANCELLATION

    $163 to $239/night

  69. HOUSE
    OTA House

    OTA House

    Princeville, HI

    FREE CANCELLATION

    $219 to $280/night

  70. CONDOMINIUM
    Discovery Bay 3719

    Discovery Bay 3719

    Honolulu, HI

    Pool
    FREE CANCELLATION

    $110 to $203/night

  71. CONDOMINIUM
    130

    130

    Kihei, HI

    Pool
    FREE CANCELLATION

    $188 to $258/night

  72. CONDOMINIUM
    264

    264

    Kihei, HI

    Pool
    FREE CANCELLATION

    $258 to $340/night

  73. CONDOMINIUM
    209

    209

    Kihei, HI

    Pool
    FREE CANCELLATION

    $188 to $258/night

  74. CONDOMINIUM
    Maui Kaanapali Villas #B133

    Maui Kaanapali Villas #B133

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $232 to $406/night

  75. CONDOMINIUM
    Puu Poa 310

    Puu Poa 310

    Princeville, HI

    Pool

    $392 to $542/night

  76. HOUSE
    Alii Point #7 Oceanfront

    Alii Point #7 Oceanfront

    Kailua Kona, HI

    Pool Hot Tub
    FREE CANCELLATION

    $608 to $846/night

  77. CONDOMINIUM
    Kihei Bay Surf #213

    Kihei Bay Surf #213

    Kihei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $115 to $186/night

  78. CONDOMINIUM
    Kihei Akahi #C-203

    Kihei Akahi #C-203

    Kihei, HI

    Pool
    FREE CANCELLATION

    $126 to $242/night

  79. CONDOMINIUM
    Hale Ono Loa 106

    Hale Ono Loa 106

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $143 to $331/night

  80. CONDOMINIUM
    Mahana 1113

    Mahana 1113

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $296 to $1,066/night

  81. HOUSE
    Kahakai Estates Hale

    Kahakai Estates Hale

    Kailua Kona, HI

    Pool Hot Tub

    $482 to $839/night

  82. CONDOMINIUM
    Kamaole Sands #2-306

    Kamaole Sands #2-306

    Kihei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $196 to $347/night

  83. CONDOMINIUM
    Maui Kamaole #J-103

    Maui Kamaole #J-103

    Kihei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $196 to $342/night

  84. CONDOMINIUM
    Maui Banyan #G-406

    Maui Banyan #G-406

    Kihei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $296 to $356/night

  85. CONDOMINIUM
    Mahana Resort #304

    Mahana Resort #304

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $336 to $606/night

  86. 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

  87. CONDOMINIUM
    Grand Champions #51

    Grand Champions #51

    Wailea, HI

    Pool Hot Tub
    FREE CANCELLATION

    $244 to $412/night

  88. CONDOMINIUM
    Kauhale Makai #605

    Kauhale Makai #605

    KIHEI, HI

    Pool Hot Tub
    FREE CANCELLATION

    $253 to $311/night

  89. CONDOMINIUM
    Nani Kai Hale #208

    Nani Kai Hale #208

    KIHEI, HI

    Pool
    FREE CANCELLATION

    $239 to $326/night

  90. CONDOMINIUM
    Keauhou Gardens #11-101 at Kona Coast Resort

    Keauhou Gardens #11-101 at Kona Coast Resort

    Kailua-Kona, HI

    Pool
    FREE CANCELLATION

    $152 to $206/night

  91. CONDOMINIUM
    Hololani #B-802

    Hololani #B-802

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $220 to $532/night

  92. 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

  93. 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

  94. CONDOMINIUM
    Mahina Surf 220

    Mahina Surf 220

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $175 to $349/night

  95. CONDOMINIUM
    Napili Shores E240

    Napili Shores E240

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $149 to $299/night

  96. CONDOMINIUM
    Maui Sunset B402

    Maui Sunset B402

    Kihei, HI

    Pool
    FREE CANCELLATION

    $150 to $284/night

  97. CONDOMINIUM
    Kanaloa 202

    Kanaloa 202

    Keauhou, HI

    Pool
    FREE CANCELLATION

    $169 to $230/night

  98. CONDOMINIUM
    Kihei Bay Surf #208

    Kihei Bay Surf #208

    Kihei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $103 to $173/night

  99. CONDOMINIUM
    Ewa Hotel Waikiki #809

    Ewa Hotel Waikiki #809

    Honolulu, HI

    FREE CANCELLATION

    $172 to $563/night

  100. CONDOMINIUM
    Kamaole Sands #08-411

    Kamaole Sands #08-411

    KIHEI, HI

    Pool Hot Tub
    FREE CANCELLATION

    $393 to $480/night