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
    Waipouli Beach Resort C-105

    Waipouli Beach Resort C-105

    Kapaa, HI

    Pool

    $299 to $415/night

  2. CONDOMINIUM
    Waipouli Beach Resort G-306

    Waipouli Beach Resort G-306

    Kapaa, HI

    Pool

    $456 to $543/night

  3. CONDOMINIUM
    Plantations at Princeville #521

    Plantations at Princeville #521

    Princeville, HI

    Pool

    $259 to $311/night

  4. CONDOMINIUM
    Pali Ke Kua #241

    Pali Ke Kua #241

    Princeville, HI

    Pool

    $241 to $276/night

  5. HOUSE
    Indo Lotus Beach House

    Indo Lotus Beach House

    Wailea, HI

    Hot Tub

    $1,234 to $2,694/night

  6. CONDOMINIUM
    Ma'alaea Surf Unit #C-8

    Ma'alaea Surf Unit #C-8

    Kihei, HI

    Pool

    $313 to $526/night

  7. CONDOMINIUM
    Wailea Elua Unit #0105

    Wailea Elua Unit #0105

    Wailea, HI

    Pool Hot Tub

    $459 to $953/night

  8. CONDOMINIUM
    Wailea Elua Unit #801

    Wailea Elua Unit #801

    Wailea, HI

    Pool Hot Tub

    $459 to $953/night

  9. CONDOMINIUM
    Wailea Elua Unit #0802

    Wailea Elua Unit #0802

    Wailea, HI

    Pool Hot Tub

    $437 to $953/night

  10. CONDOMINIUM
    Paniolo Hale Condo I2

    Paniolo Hale Condo I2

    Maunaloa, HI

    Pool
    FREE CANCELLATION

    $141 to $174/night

  11. CONDOMINIUM
    Ke Nani Kai Condominium 203

    Ke Nani Kai Condominium 203

    Maunaloa, HI

    Pool
    FREE CANCELLATION

    $124 to $152/night

  12. CONDOMINIUM
    Makena Surf Resort #E-205

    Makena Surf Resort #E-205

    Kihei, HI

    Pool

    $639 to $1,319/night

  13. CONDOMINIUM
    Wavecrest Condominium A310

    Wavecrest Condominium A310

    Kaunakakai, HI

    Pool
    FREE CANCELLATION

    $141 to $169/night

  14. HOUSE
    Hale Ke Aluala

    Hale Ke Aluala

    Waimea, HI

    FREE CANCELLATION

    $471 to $683/night

  15. CONDOMINIUM
    Wavecrest Condominium C107

    Wavecrest Condominium C107

    Kaunakakai, HI

    Pool
    FREE CANCELLATION

    $113 to $152/night

  16. CONDOMINIUM
    Pikake A-4

    Pikake A-4

    Lahaina, HI

    FREE CANCELLATION

    $195 to $308/night

  17. CONDOMINIUM
    Casa De Emdeko 204

    Casa De Emdeko 204

    Kailua Kona, HI

    Pool
    FREE CANCELLATION

    $165 to $239/night

  18. CONDOMINIUM
    Maui Sunset #A-509

    Maui Sunset #A-509

    Kihei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $186 to $481/night

  19. CONDOMINIUM
    Palms at Wailea #604

    Palms at Wailea #604

    Wailea, HI

    Pool Hot Tub
    FREE CANCELLATION

    $248 to $615/night

  20. CONDOMINIUM
    209

    209

    Kihei, HI

    Pool
    FREE CANCELLATION

    $188 to $258/night

  21. CONDOMINIUM
    311

    311

    Kihei, HI

    Pool
    FREE CANCELLATION

    $235 to $317/night

  22. CONDOMINIUM
    221

    221

    Kihei, HI

    Pool
    FREE CANCELLATION

    $258 to $340/night

  23. CONDOMINIUM
    207

    207

    Kihei, HI

    Pool
    FREE CANCELLATION

    $188 to $258/night

  24. CONDOMINIUM
    Wavecrest Condominium A109

    Wavecrest Condominium A109

    Ualapue, HI

    Pool
    FREE CANCELLATION

    $141 to $169/night

  25. CONDOMINIUM
    131

    131

    Kihei, HI

    Pool
    FREE CANCELLATION

    $188 to $258/night

  26. CONDOMINIUM
    Wai'ula'ula A202

    Wai'ula'ula A202

    Kamuela, HI

    Pool Hot Tub
    FREE CANCELLATION

    $556 to $1,205/night

  27. CONDOMINIUM
    127

    127

    Kihei, HI

    Pool
    FREE CANCELLATION

    $188 to $258/night

  28. CONDOMINIUM
    266

    266

    Kihei, HI

    Pool
    FREE CANCELLATION

    $258 to $340/night

  29. CONDOMINIUM
    Maui Kamaole #J-217

    Maui Kamaole #J-217

    Kihei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $204 to $371/night

  30. CONDOMINIUM
    Grand Champions #143

    Grand Champions #143

    Wailea, HI

    Pool Hot Tub
    FREE CANCELLATION

    $458 to $748/night