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. HOUSE
    WAILEA ELUA, #1601

    WAILEA ELUA, #1601

    Wailea, Maui, HI

    Pool

    $471 to $896/night

  2. CONDOMINIUM
    Hale Ono Loa #316

    Hale Ono Loa #316

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $178 to $285/night

  3. HOUSE
    Junior Suite Oceanfront #403

    Junior Suite Oceanfront #403

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $278 to $341/night

  4. HOUSE
    Junior Suite Oceanfront #1007

    Junior Suite Oceanfront #1007

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $278 to $341/night

  5. HOUSE
    Junior Suite Oceanfront #906

    Junior Suite Oceanfront #906

    Kaanapali, HI

    Pool Hot Tub
    FREE CANCELLATION

    $278 to $341/night

  6. HOUSE
    2 Bedrooms Oceanfront

    2 Bedrooms Oceanfront

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $516 to $620/night

  7. HOUSE
    1 Bedroom Oceanfront #804

    1 Bedroom Oceanfront #804

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $341 to $413/night

  8. CONDOMINIUM
    Maui Kaanapali Villas #B231

    Maui Kaanapali Villas #B231

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $232 to $331/night

  9. CONDOMINIUM
    Mahana Resort #1107

    Mahana Resort #1107

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $325 to $638/night

  10. CONDOMINIUM
    Hale Mahina #B403

    Hale Mahina #B403

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $278 to $600/night

  11. CONDOMINIUM
    Hololani #A-202

    Hololani #A-202

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $232 to $532/night

  12. CONDOMINIUM
    Royal Kahana #1211

    Royal Kahana #1211

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $336 to $986/night

  13. CONDOMINIUM
    Valley Isle #707

    Valley Isle #707

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $145 to $273/night

  14. CONDOMINIUM
    Pikake #A2

    Pikake #A2

    Lahaina, HI

    FREE CANCELLATION

    $215 to $363/night

  15. CONDOMINIUM
    Mahana Resort #906

    Mahana Resort #906

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $267 to $554/night

  16. CONDOMINIUM
    Maui Kaanapali Villas #E288

    Maui Kaanapali Villas #E288

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $220 to $377/night

  17. CONDOMINIUM
    Mahana Resort #617

    Mahana Resort #617

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $319 to $638/night

  18. HOUSE
    Hale Pahukoa

    Hale Pahukoa

    Kailua Kona, HI

    Pool
    FREE CANCELLATION

    $397 to $409/night

  19. CONDOMINIUM
    Lahaina Roads #204

    Lahaina Roads #204

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $186 to $447/night

  20. CONDOMINIUM
    Kaanapali Shores #160

    Kaanapali Shores #160

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $429 to $800/night

  21. CONDOMINIUM
    Kaanapali Shores #916

    Kaanapali Shores #916

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $284 to $706/night

  22. CONDOMINIUM
    Maui Kaanapali Villas #B233

    Maui Kaanapali Villas #B233

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $296 to $447/night

  23. CONDOMINIUM
    Kaanapali Royal #A303

    Kaanapali Royal #A303

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $278 to $600/night

  24. HOUSE
    1 Bedroom Corner Oceanfront #701

    1 Bedroom Corner Oceanfront #701

    Kaanapali, HI

    Pool Hot Tub
    FREE CANCELLATION

    $372 to $444/night

  25. HOUSE
    Junior Suite Oceanfront #302

    Junior Suite Oceanfront #302

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $278 to $341/night

  26. HOUSE
    Junior Suite Oceanfront #1006

    Junior Suite Oceanfront #1006

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $278 to $341/night

  27. HOUSE
    Junior Suite Oceanfront #607

    Junior Suite Oceanfront #607

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $258 to $341/night

  28. HOUSE
    1 Bedroom Corner Oceanfront #908

    1 Bedroom Corner Oceanfront #908

    Kaanapali, HI

    Pool Hot Tub
    FREE CANCELLATION

    $372 to $444/night

  29. HOUSE
    1 Bedroom Oceanfront #404

    1 Bedroom Oceanfront #404

    Kaanapali, HI

    Pool Hot Tub
    FREE CANCELLATION

    $341 to $413/night

  30. CONDOMINIUM
    Maui Kaanapali Villas #B133

    Maui Kaanapali Villas #B133

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $232 to $406/night

  31. CONDOMINIUM
    Maui Kaanapali Villas #C152

    Maui Kaanapali Villas #C152

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $191 to $331/night

  32. CONDOMINIUM
    Mahana Resort #1106

    Mahana Resort #1106

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $325 to $638/night

  33. CONDOMINIUM
    Mahana Resort #1017

    Mahana Resort #1017

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $313 to $606/night

  34. CONDOMINIUM
    Papakea #C108

    Papakea #C108

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $203 to $383/night

  35. CONDOMINIUM
    Lahaina Shores #531

    Lahaina Shores #531

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $273 to $447/night

  36. CONDOMINIUM
    Papakea #H103

    Papakea #H103

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $296 to $580/night

  37. CONDOMINIUM
    Maui Kaanapali Villas #C255

    Maui Kaanapali Villas #C255

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $209 to $354/night

  38. CONDOMINIUM
    Papakea #A105

    Papakea #A105

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $186 to $459/night

  39. CONDOMINIUM
    Maui Kaanapali Villas #B242

    Maui Kaanapali Villas #B242

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $215 to $331/night

  40. CONDOMINIUM
    Hale Mahina #B103

    Hale Mahina #B103

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $180 to $478/night

  41. CONDOMINIUM
    Valley Isle #1209

    Valley Isle #1209

    Lahaina, HI

    FREE CANCELLATION

    $232 to $563/night

  42. CONDOMINIUM
    Royal Kahana #319

    Royal Kahana #319

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $122 to $336/night

  43. CONDOMINIUM
    Kaanapali Royal #C101

    Kaanapali Royal #C101

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $284 to $600/night

  44. CONDOMINIUM
    Waipouli Beach Resort E-406

    Waipouli Beach Resort E-406

    Kapaa, HI

    Pool Hot Tub

    $311 to $386/night

  45. CONDOMINIUM
    Kahana Outrigger #1A2

    Kahana Outrigger #1A2

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $574 to $899/night

  46. CONDOMINIUM
    Valley Isle #705

    Valley Isle #705

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $139 to $429/night

  47. CONDOMINIUM
    Maui Kaanapali Villas #D271

    Maui Kaanapali Villas #D271

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $319 to $549/night

  48. CONDOMINIUM
    Valley Isle #508

    Valley Isle #508

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $267 to $767/night

  49. CONDOMINIUM
    Honua Kai-Konea #925

    Honua Kai-Konea #925

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $858 to $2,482/night

  50. CONDOMINIUM
    Paki Maui #224

    Paki Maui #224

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $226 to $500/night

  51. HOUSE
    Junior Suite Oceanfront #707

    Junior Suite Oceanfront #707

    Kaanapali, HI

    Pool Hot Tub
    FREE CANCELLATION

    $258 to $309/night

  52. HOUSE
    Junior Suite Oceanfront #303

    Junior Suite Oceanfront #303

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $278 to $341/night

  53. HOUSE
    1 Bedroom Oceanfront #604

    1 Bedroom Oceanfront #604

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $341 to $413/night

  54. HOUSE
    Junior Suite Oceanfront #706

    Junior Suite Oceanfront #706

    Kaanapali, HI

    Pool Hot Tub
    FREE CANCELLATION

    $278 to $341/night

  55. CONDOMINIUM
    Makani Sands #102

    Makani Sands #102

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $139 to $414/night

  56. HOUSE
    1 Bedroom Corner Oceanfront #808

    1 Bedroom Corner Oceanfront #808

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $372 to $444/night

  57. CONDOMINIUM
    Mahana Resort #705

    Mahana Resort #705

    Lahaina, HI

    FREE CANCELLATION

    $331 to $737/night

  58. CONDOMINIUM
    Maui Kaanapali Villas #A101

    Maui Kaanapali Villas #A101

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $481 to $1,167/night

  59. CONDOMINIUM
    Valley Isle #310

    Valley Isle #310

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $191 to $534/night

  60. CONDOMINIUM
    Valley Isle #1004

    Valley Isle #1004

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $180 to $414/night

  61. CONDOMINIUM
    Lahaina Shores #522

    Lahaina Shores #522

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $157 to $360/night

  62. CONDOMINIUM
    Mahana Resort #405

    Mahana Resort #405

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $325 to $797/night

  63. CONDOMINIUM
    Mahana Resort #1217

    Mahana Resort #1217

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $354 to $606/night

  64. CONDOMINIUM
    Honua Kai-Konea #539

    Honua Kai-Konea #539

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $493 to $1,467/night

  65. CONDOMINIUM
    Mahana Resort #1103

    Mahana Resort #1103

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $273 to $493/night

  66. CONDOMINIUM
    Kahana Outrigger #2B1

    Kahana Outrigger #2B1

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $551 to $1,015/night

  67. CONDOMINIUM
    Mahana Resort #1104

    Mahana Resort #1104

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $325 to $606/night

  68. HOUSE
    Junior Suite Oceanfront #702

    Junior Suite Oceanfront #702

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $278 to $341/night