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
    Sugar Beach Resort Unit #531

    Sugar Beach Resort Unit #531

    Kihei, HI

    Pool

    $190 to $387/night

  2. CONDOMINIUM
    Sugar Beach Resort Unit #136

    Sugar Beach Resort Unit #136

    Maui, HI

    Pool

    $190 to $387/night

  3. CONDOMINIUM
    Makena Surf Resort Unit #f-212

    Makena Surf Resort Unit #f-212

    Maui, HI

    Pool

    $775 to $1,094/night

  4. CONDOMINIUM
    Menehune Shores Unit #427

    Menehune Shores Unit #427

    Maui, HI

    Pool

    $246 to $336/night

  5. CONDOMINIUM
    Menehune Shores Unit #218

    Menehune Shores Unit #218

    Maui, HI

    Pool

    $477 to $533/night

  6. CONDOMINIUM
    Kihei Surfside Unit #214

    Kihei Surfside Unit #214

    Maui, HI

    Pool

    $313 to $526/night

  7. CONDOMINIUM
    Makena Surf Resort Unit #B-304

    Makena Surf Resort Unit #B-304

    Maui, HI

    Pool

    $751 to $1,319/night

  8. CONDOMINIUM
    Wailea Elua Unit #2010

    Wailea Elua Unit #2010

    Wailea, HI

    Pool

    $459 to $953/night

  9. CONDOMINIUM
    Wailea Elua Unit #0902

    Wailea Elua Unit #0902

    Wailea, HI

    Pool

    $448 to $1,065/night

  10. CONDOMINIUM
    Makena Surf Resort Unit #C-103

    Makena Surf Resort Unit #C-103

    Maui, HI

    Pool

    $504 to $926/night

  11. CONDOMINIUM
    KIHEI BEACH Unit #306

    KIHEI BEACH Unit #306

    Maui, HI

    Pool

    $212 to $309/night

  12. CONDOMINIUM
    Wavecrest Condominium A310

    Wavecrest Condominium A310

    Kaunakakai, HI

    Pool
    FREE CANCELLATION

    $141 to $169/night

  13. CONDOMINIUM
    Molokai Shores Condo 231

    Molokai Shores Condo 231

    Kaunakakai, HI

    Pool
    FREE CANCELLATION

    $169 to $197/night

  14. CONDOMINIUM
    Wavecrest Condominium A109

    Wavecrest Condominium A109

    Ualapue, HI

    Pool
    FREE CANCELLATION

    $124 to $169/night

  15. CONDOMINIUM
    Poolside Aina Nalu Condo D107

    Poolside Aina Nalu Condo D107

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $256 to $642/night

  16. CONDOMINIUM
    Aina Nalu Condo D201

    Aina Nalu Condo D201

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $212 to $618/night

  17. CONDOMINIUM
    Aina Nalu Condo G109

    Aina Nalu Condo G109

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $212 to $618/night

  18. CONDOMINIUM
    Lahaina Condo K106

    Lahaina Condo K106

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $166 to $553/night

  19. CONDOMINIUM
    Lahaina Condo I205

    Lahaina Condo I205

    St. Lahaina, HI

    Pool
    FREE CANCELLATION

    $166 to $553/night

  20. CONDOMINIUM
    Aina Nalu Premier Platinum Condo A110

    Aina Nalu Premier Platinum Condo A110

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $212 to $618/night

  21. CONDOMINIUM
     Lewers Condo 430

    Lewers Condo 430

    Honolulu, HI

    Pool

    $437/night

  22. HOUSE
    Hale Poola

    Hale Poola

    Honolulu, HI

    $890 to $1,302/night

  23. HOUSE
    Koa Kai Hale

    Koa Kai Hale

    Princeville, HI

    $601 to $1,227/night

  24. COTTAGE
    Mauna Lani KaMilo Home (424)

    Mauna Lani KaMilo Home (424)

    Kamuela, HI

    Pool Hot Tub

    $481 to $1,285/night

  25. CONDOMINIUM
    One Block to Waikiki Beach

    One Block to Waikiki Beach

    Waikiki, HI

    Hot Tub
    FREE CANCELLATION

    $344/night

  26. HOUSE
    My Hilo Home

    My Hilo Home

    Hilo, HI

    $309 to $701/night

  27. HOUSE
    Kahakai Estates Hale

    Kahakai Estates Hale

    Kailua Kona, HI

    Pool Hot Tub

    $482 to $839/night

  28. CONDOMINIUM
    Wavecrest Condominium B309

    Wavecrest Condominium B309

    Kaunakakai, HI

    Pool
    FREE CANCELLATION

    $113 to $152/night

  29. HOUSE
    Mana Alana at Poipu

    Mana Alana at Poipu

    Koloa, HI

    Pool Hot Tub

    $899 to $2,487/night

  30. CONDOMINIUM
    101 Punahoa Condominium

    101 Punahoa Condominium

    Kihei, HI

    $139 to $287/night