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
    Kepuhi Beach 1192

    Kepuhi Beach 1192

    Kalua Koi, HI

    FREE CANCELLATION

    $113 to $135/night

  2. HOUSE
    A Ala Hale

    A Ala Hale

    Kaunakakai, HI

    FREE CANCELLATION

    $225 to $309/night

  3. CONDOMINIUM
    Ke Nani Kai 113

    Ke Nani Kai 113

    Kalua Koi, HI

    Pool
    FREE CANCELLATION

    $152 to $169/night

  4. CONDOMINIUM
    Ke Nani Kai 237

    Ke Nani Kai 237

    Kalua Koi, HI

    Pool
    FREE CANCELLATION

    $152 to $197/night

  5. HOUSE
    Hale Hiamoe

    Hale Hiamoe

    Kaunakakai, HI

    FREE CANCELLATION

    $225 to $338/night

  6. CONDOMINIUM
    Kepuhi Beach Resort 2222

    Kepuhi Beach Resort 2222

    Kalua Koi, HI

    FREE CANCELLATION

    $135 to $158/night

  7. CONDOMINIUM
    Honokeana Cove 103

    Honokeana Cove 103

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $224 to $336/night

  8. CONDOMINIUM
    Kahana Reef 303

    Kahana Reef 303

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $138 to $320/night

  9. CONDOMINIUM
    Napili Point A8

    Napili Point A8

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $188 to $469/night

  10. CONDOMINIUM
    Hale Ono Loa 101

    Hale Ono Loa 101

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $149 to $454/night

  11. TOWNHOUSE
    Mauna Lani Fairways #803

    Mauna Lani Fairways #803

    Mauna Lani, HI

    Pool Hot Tub
    FREE CANCELLATION

    $216 to $679/night

  12. CONDOMINIUM
    Kaanapali Shores 936

    Kaanapali Shores 936

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $194 to $331/night

  13. CONDOMINIUM
    Papakea B405

    Papakea B405

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $440 to $1,438/night

  14. CONDOMINIUM
    Papakea J107

    Papakea J107

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $160 to $483/night

  15. CONDOMINIUM
    Kaanapali Shores 836

    Kaanapali Shores 836

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $161 to $385/night

  16. CONDOMINIUM
    Kaleialoha 202

    Kaleialoha 202

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $161 to $336/night

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

    Keauhou Kona Surf & Racquet Club #5-202

    Kailua Kona, HI

    Pool
    FREE CANCELLATION

    $326 to $350/night

  18. CONDOMINIUM
    Maui Kai 602

    Maui Kai 602

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $189 to $498/night

  19. CONDOMINIUM
    Hanalei Bay Resort 5201

    Hanalei Bay Resort 5201

    Princeville, HI

    Pool
    FREE CANCELLATION

    $220 to $238/night

  20. CONDOMINIUM
    E4-2 Bedroom Oceanfront

    E4-2 Bedroom Oceanfront

    Kihei, HI

    Pool
    FREE CANCELLATION

    $377 to $591/night

  21. CONDOMINIUM
    F5-2 Bedroom Oceanfront Townhouse

    F5-2 Bedroom Oceanfront Townhouse

    Kihei, HI

    Pool
    FREE CANCELLATION

    $304 to $540/night

  22. CONDOMINIUM
    Papakea K306

    Papakea K306

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $124 to $295/night

  23. CONDOMINIUM
    Kepuhi Beach 1234

    Kepuhi Beach 1234

    Kalua Koi, HI

    FREE CANCELLATION

    $113 to $135/night

  24. CONDOMINIUM
    Kepuhi Beach 1226

    Kepuhi Beach 1226

    Kalua Koi, HI

    FREE CANCELLATION

    $113 to $135/night

  25. CONDOMINIUM
    G4-1 Bedroom Oceanfront

    G4-1 Bedroom Oceanfront

    Kihei, HI

    Pool
    FREE CANCELLATION

    $259 to $428/night

  26. CONDOMINIUM
    Maui Sands Seaside 718

    Maui Sands Seaside 718

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $181 to $375/night

  27. CONDOMINIUM
    E3-1 Bedroom Oceanfront

    E3-1 Bedroom Oceanfront

    Kihei, HI

    Pool
    FREE CANCELLATION

    $259 to $428/night

  28. CONDOMINIUM
    Polynesian Shores 111

    Polynesian Shores 111

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $168 to $369/night

  29. CONDOMINIUM
    Kaanapali Alii 456

    Kaanapali Alii 456

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $513 to $1,404/night

  30. CONDOMINIUM
    Whaler 859

    Whaler 859

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $469 to $735/night

  31. CONDOMINIUM
    Hale Ono Loa 409

    Hale Ono Loa 409

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $314 to $649/night

  32. CONDOMINIUM
    Kulakane 307

    Kulakane 307

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $238 to $531/night

  33. CONDOMINIUM
    Kaleialoha 401

    Kaleialoha 401

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $161 to $306/night

  34. TOWNHOUSE
    Mauna Lani Fairways #403

    Mauna Lani Fairways #403

    Mauna Lani, HI

    Pool Hot Tub
    FREE CANCELLATION

    $194 to $650/night

  35. CONDOMINIUM
    Mahana 713

    Mahana 713

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $209 to $614/night

  36. CONDOMINIUM
    H4-2 Bedroom Beachfront

    H4-2 Bedroom Beachfront

    Kihei, HI

    Pool
    FREE CANCELLATION

    $416 to $664/night

  37. CONDOMINIUM
    Lahaina Roads 309

    Lahaina Roads 309

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $213 to $438/night

  38. CONDOMINIUM
    D5-1 Bedroom Beachfront

    D5-1 Bedroom Beachfront

    Kihei, HI

    Pool
    FREE CANCELLATION

    $304 to $467/night

  39. CONDOMINIUM
    A2-1 Bedroom Beachfront

    A2-1 Bedroom Beachfront

    Kihei, HI

    Pool
    FREE CANCELLATION

    $304 to $467/night

  40. CONDOMINIUM
    Papakea L108

    Papakea L108

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $229 to $624/night

  41. CONDOMINIUM
    KIHEI SURFSIDE, #211

    KIHEI SURFSIDE, #211

    Kihei, Maui, HI

    Pool

    $185 to $448/night

  42. CONDOMINIUM
    WAILEA ELUA, #0302

    WAILEA ELUA, #0302

    Wailea, Maui, HI

    Pool Hot Tub

    $425 to $834/night

  43. CONDOMINIUM
    KIHEI BEACH, #603^

    KIHEI BEACH, #603^

    Kihei, Maui, HI

    Pool

    $223 to $309/night

  44. CONDOMINIUM
    Hanalei Colony Resort E3

    Hanalei Colony Resort E3

    Hanalei, HI

    Pool
    FREE CANCELLATION

    $488 to $581/night

  45. CONDOMINIUM
    E5-2 Bedroom Oceanfront Townhouse

    E5-2 Bedroom Oceanfront Townhouse

    Kihei, HI

    Pool
    FREE CANCELLATION

    $304 to $540/night

  46. CONDOMINIUM
    Kaanapali Shores 819

    Kaanapali Shores 819

    LAHAINA, HI

    Pool Hot Tub
    FREE CANCELLATION

    $199 to $406/night

  47. TOWNHOUSE
    Puamana 24-3

    Puamana 24-3

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $168 to $320/night

  48. CONDOMINIUM
    C5-1 Bedroom Oceanfront

    C5-1 Bedroom Oceanfront

    Kihei, HI

    Pool
    FREE CANCELLATION

    $259 to $428/night

  49. CONDOMINIUM
    Napili Shores D127

    Napili Shores D127

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $124 to $264/night

  50. CONDOMINIUM
    Mahana 701

    Mahana 701

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $385 to $1,385/night

  51. CONDOMINIUM
    Royal Kahana 202

    Royal Kahana 202

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $160 to $304/night

  52. CONDOMINIUM
    Kaanapali Shores 941

    Kaanapali Shores 941

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $185 to $435/night

  53. CONDOMINIUM
    WAILEA ELUA, #2106

    WAILEA ELUA, #2106

    Wailea, Maui, HI

    Pool Hot Tub

    $448 to $897/night

  54. CONDOMINIUM
    WAILEA ELUA, #1204^

    WAILEA ELUA, #1204^

    Wailea, Maui, HI

    Pool Hot Tub

    $785 to $1,347/night

  55. CONDOMINIUM
    KIHEI SURFSIDE, #612

    KIHEI SURFSIDE, #612

    Kihei, Maui, HI

    Pool

    $185 to $427/night

  56. CONDOMINIUM
    ROYAL MAUIAN, #315

    ROYAL MAUIAN, #315

    Kihei, Maui, HI

    Pool

    $437 to $605/night

  57. CONDOMINIUM
    KAMAOLE NALU, #503

    KAMAOLE NALU, #503

    Kihei, Maui, HI

    Pool

    $247 to $394/night

  58. CONDOMINIUM
    MENEHUNE SHORES, #515

    MENEHUNE SHORES, #515

    Kihei, Maui, HI

    Pool

    $477 to $533/night

  59. CONDOMINIUM
    KIHEI BEACH, #606

    KIHEI BEACH, #606

    Kihei, Maui, HI

    Pool

    $241 to $326/night

  60. CONDOMINIUM
    ROYAL MAUIAN, #607

    ROYAL MAUIAN, #607

    Kihei, Maui, HI

    Pool

    $291 to $505/night

  61. CONDOMINIUM
    ROYAL MAUIAN, #516

    ROYAL MAUIAN, #516

    Kihei, Maui, HI

    Pool

    $302 to $505/night

  62. CONDOMINIUM
    WAILEA ELUA, #1002

    WAILEA ELUA, #1002

    Wailea, Maui, HI

    Pool Hot Tub

    $841 to $1,515/night

  63. CONDOMINIUM
    WAILEA EKAHI, #24B^

    WAILEA EKAHI, #24B^

    Wailea, Maui, HI

    Pool

    $185 to $377/night

  64. CONDOMINIUM
    SUGAR BEACH RESORT, #518^

    SUGAR BEACH RESORT, #518^

    Kihei, Maui, HI

    Pool Hot Tub

    $202 to $387/night

  65. CONDOMINIUM
    KIHEI BEACH, #207

    KIHEI BEACH, #207

    Kihei, Maui, HI

    Pool

    $212 to $309/night

  66. CONDOMINIUM
    ROYAL MAUIAN, #208^

    ROYAL MAUIAN, #208^

    Kihei, Maui, HI

    Pool

    $324 to $381/night

  67. CONDOMINIUM
    MENEHUNE SHORES, #510**^

    MENEHUNE SHORES, #510**^

    Kihei, Maui, HI

    Pool

    $560 to $662/night

  68. CONDOMINIUM
    KIHEI BEACH, #404

    KIHEI BEACH, #404

    Kihei, Maui, HI

    Pool

    $212 to $309/night

  69. CONDOMINIUM
    WAILEA ELUA, #2003

    WAILEA ELUA, #2003

    Wailea, Maui, HI

    Pool Hot Tub

    $448 to $823/night

  70. CONDOMINIUM
    WAILEA ELUA, #1601

    WAILEA ELUA, #1601

    Wailea, Maui, HI

    Pool Hot Tub

    $471 to $896/night

  71. CONDOMINIUM
    ROYAL MAUIAN, #518^

    ROYAL MAUIAN, #518^

    Kihei, Maui, HI

    Pool

    $515 to $702/night

  72. CONDOMINIUM
    WAILEA ELUA, #2204*

    WAILEA ELUA, #2204*

    Wailea, Maui, HI

    Pool Hot Tub

    $616 to $1,065/night

  73. CONDOMINIUM
    SUGAR BEACH RESORT, #PH12

    SUGAR BEACH RESORT, #PH12

    Kihei, Maui, HI

    Pool Hot Tub

    $286 to $560/night

  74. CONDOMINIUM
    WAILEA GRAND CHAMPION, #154

    WAILEA GRAND CHAMPION, #154

    Wailea, Maui, HI

    Pool Hot Tub

    $297 to $672/night

  75. CONDOMINIUM
    KAMAOLE NALU, #602

    KAMAOLE NALU, #602

    Kihei, Maui, HI

    Pool

    $247 to $394/night

  76. CONDOMINIUM
    WAILEA ELUA, #0702

    WAILEA ELUA, #0702

    Wailea, Maui, HI

    Pool Hot Tub

    $482 to $1,009/night

  77. CONDOMINIUM
    WAILEA EKAHI, #33B

    WAILEA EKAHI, #33B

    Wailea, Maui, HI

    Pool

    $280 to $414/night

  78. CONDOMINIUM
    WAILEA ELUA, #1702

    WAILEA ELUA, #1702

    Wailea, Maui,, HI

    Pool Hot Tub

    $785 to $1,347/night

  79. CONDOMINIUM
    KAMAOLE NALU, #605

    KAMAOLE NALU, #605

    Kihei, Maui, HI

    Pool

    $331 to $526/night

  80. CONDOMINIUM
    KIHEI BEACH, #107

    KIHEI BEACH, #107

    Kihei, Maui, HI

    Pool

    $212 to $309/night

  81. CONDOMINIUM
    MAKENA SURF RESORT, #G-104

    MAKENA SURF RESORT, #G-104

    Makena, Maui, HI

    Pool Hot Tub

    $762 to $1,094/night

  82. CONDOMINIUM
    WAILEA ELUA, #2101*

    WAILEA ELUA, #2101*

    Wailea, Maui, HI

    Pool Hot Tub

    $299 to $488/night

  83. CONDOMINIUM
    KIHEI BEACH, #501

    KIHEI BEACH, #501

    Kihei, Maui, HI

    Pool

    $296 to $448/night

  84. CONDOMINIUM
    KIHEI BEACH, #409

    KIHEI BEACH, #409

    Kihei, Maui, HI

    Pool

    $263 to $421/night

  85. CONDOMINIUM
    KIHEI BEACH, #405

    KIHEI BEACH, #405

    Kihei, Maui, HI

    Pool

    $212 to $309/night

  86. CONDOMINIUM
    WAILEA ELUA, #2304

    WAILEA ELUA, #2304

    Wailea, Maui, HI

    Pool Hot Tub

    $724 to $1,065/night

  87. CONDOMINIUM
    KAMAOLE NALU, #105

    KAMAOLE NALU, #105

    Kihei, Maui, HI

    Pool

    $313 to $526/night

  88. CONDOMINIUM
    KAMAOLE NALU, #303

    KAMAOLE NALU, #303

    Kihei, Maui, HI

    Pool

    $247 to $394/night

  89. CONDOMINIUM
    KAMAOLE NALU, #601

    KAMAOLE NALU, #601

    Kihei, Maui, HI

    Pool

    $191 to $332/night

  90. CONDOMINIUM
    KIHEI BEACH, #307

    KIHEI BEACH, #307

    Kihei, Maui, HI

    Pool

    $223 to $309/night

  91. CONDOMINIUM
    KIHEI BEACH, #406^

    KIHEI BEACH, #406^

    Kihei, Maui, HI

    Pool

    $212 to $309/night

  92. CONDOMINIUM
    KAMAOLE NALU, #201

    KAMAOLE NALU, #201

    Kihei, Maui, HI

    Pool

    $180 to $332/night

  93. CONDOMINIUM
    KAMAOLE NALU, #104

    KAMAOLE NALU, #104

    Kihei, Maui, HI

    Pool

    $247 to $394/night

  94. CONDOMINIUM
    KIHEI BEACH, #407

    KIHEI BEACH, #407

    Kihei, Maui, HI

    Pool

    $212 to $309/night

  95. CONDOMINIUM
    ROYAL MAUIAN, #219

    ROYAL MAUIAN, #219

    Kihei, Maui, HI

    Pool

    $272 to $438/night

  96. CONDOMINIUM
    Kahana Sunset E4

    Kahana Sunset E4

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $199 to $500/night

  97. CONDOMINIUM
    Wavecrest B209

    Wavecrest B209

    Ualapue, HI

    FREE CANCELLATION

    $113 to $152/night

  98. CONDOMINIUM
    G10-2 Bedroom Oceanfront Townhouse

    G10-2 Bedroom Oceanfront Townhouse

    Kihei, HI

    Pool
    FREE CANCELLATION

    $304 to $540/night

  99. CONDOMINIUM
    Kaanapali Shores 942

    Kaanapali Shores 942

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $185 to $498/night

  100. CONDOMINIUM
    Royal Kahana 802

    Royal Kahana 802

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $166 to $569/night