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
    Menehune Shores Unit #112

    Menehune Shores Unit #112

    Maui, HI

    Pool

    $196 to $303/night

  2. CONDOMINIUM
    Ke Nani Kai Condo 260

    Ke Nani Kai Condo 260

    Maunaloa, HI

    Pool Hot Tub
    FREE CANCELLATION

    $124 to $169/night

  3. CONDOMINIUM
    Molokai Shores Condo 314

    Molokai Shores Condo 314

    Kaunakakai, HI

    Pool
    FREE CANCELLATION

    $197 to $1,322/night

  4. CONDOMINIUM
    Wavecrest Condominium C205

    Wavecrest Condominium C205

    Kaunakakai, HI

    Pool
    FREE CANCELLATION

    $113 to $152/night

  5. CONDOMINIUM
    Poolside Aina Nalu Condo A101

    Poolside Aina Nalu Condo A101

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $231 to $618/night

  6. CONDOMINIUM
    Aina Nalu Condo A107

    Aina Nalu Condo A107

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $217 to $604/night

  7. CONDOMINIUM
    Poolside Aina Nalu Condo D101

    Poolside Aina Nalu Condo D101

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $231 to $642/night

  8. CONDOMINIUM
    Lahaina Condo D106

    Lahaina Condo D106

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $178 to $566/night

  9. CONDOMINIUM
    Aina Nalu Condo D110

    Aina Nalu Condo D110

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $231 to $618/night

  10. CONDOMINIUM
    Aina Nalu Condo H104

    Aina Nalu Condo H104

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $192 to $579/night

  11. CONDOMINIUM
    Aina Nalu Condo H208

    Aina Nalu Condo H208

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $205 to $591/night

  12. CONDOMINIUM
    Aina Nalu Condo I102

    Aina Nalu Condo I102

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $212 to $618/night

  13. CONDOMINIUM
    Lahaina Condo I209

    Lahaina Condo I209

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $231 to $618/night

  14. CONDOMINIUM
    Aina Nalu Condo I210

    Aina Nalu Condo I210

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $217 to $604/night

  15. CONDOMINIUM
    Lahaina Condo J201

    Lahaina Condo J201

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $212 to $618/night

  16. CONDOMINIUM
    Lahaina Condo J207

    Lahaina Condo J207

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $212 to $618/night

  17. CONDOMINIUM
    Lahaina Shores Condo 701

    Lahaina Shores Condo 701

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $324 to $747/night

  18. HOUSE
    Holoholo ku Waimea

    Holoholo ku Waimea

    Waimea, HI

    FREE CANCELLATION

    $193 to $255/night

  19. HOUSE
    Hale Kohola

    Hale Kohola

    Hilo, HI

    FREE CANCELLATION

    $347 to $466/night

  20. CONDOMINIUM
    Aina Nalu Premier Condo B110

    Aina Nalu Premier Condo B110

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $206 to $604/night

  21. CONDOMINIUM
    Aina Nalu Premier Condo H207

    Aina Nalu Premier Condo H207

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $192 to $579/night

  22. CONDOMINIUM
    Kona Mansions A-203

    Kona Mansions A-203

    Kailua Kona, HI

    Pool

    $232 to $474/night

  23. CONDOMINIUM
    Hawaii Living! Close to Beaches! 2 Bed/2 Bath

    Hawaii Living! Close to Beaches! 2 Bed/2 Bath

    Waikoloa, HI

    Pool Hot Tub
    FREE CANCELLATION

    $164 to $244/night

  24. TOWNHOUSE
    Puamana Premier Plus Townhouse 161-2

    Puamana Premier Plus Townhouse 161-2

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $346 to $819/night

  25. CONDOMINIUM
    Kaanapali Royal #A201 (MAUI)

    Kaanapali Royal #A201 (MAUI)

    Lahaina, HI

    Pool Hot Tub

    $393 to $1,336/night

  26. APARTMENT
    Nohea Villa

    Nohea Villa

    Princeville, HI

    Pool Hot Tub

    $393 to $863/night

  27. HOUSE
    Laulea Kailani Villa (KAUAI)

    Laulea Kailani Villa (KAUAI)

    Princeville, HI

    Pool

    $1,553 to $3,338/night

  28. HOUSE
    Hale Alaula- Ocean View

    Hale Alaula- Ocean View

    Kailua Kona, HI

    Hot Tub

    $396 to $1,041/night

  29. HOUSE
    Paradise Bluff

    Paradise Bluff

    Laupahoehoe, HI

    Pool

    $417 to $906/night

  30. ESTATE
    Hale Kauka

    Hale Kauka

    Kamuela, HI

    Pool

    $958 to $1,375/night