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
    Waikiki Grand Condominium 705 *Legal Vacation Rental

    Waikiki Grand Condominium 705 *Legal Vacation Rental

    Honolulu, HI

    Pool
    FREE CANCELLATION

    $141 to $563/night

  2. CONDOMINIUM
    Kuhio Village Condominium 505A *LEGAL VACATION RENTAL

    Kuhio Village Condominium 505A *LEGAL VACATION RENTAL

    Honolulu, HI

    FREE CANCELLATION

    $141 to $563/night

  3. CONDOMINIUM
    Kuhio Village Condominium 502A *LEGAL VACATION RENTAL

    Kuhio Village Condominium 502A *LEGAL VACATION RENTAL

    Honolulu, HI

    FREE CANCELLATION

    $141 to $563/night

  4. CONDOMINIUM
    Ilikai Marina Condo 1786 *Legal Vacation Rental

    Ilikai Marina Condo 1786 *Legal Vacation Rental

    Honolulu, HI

    FREE CANCELLATION

    $219 to $731/night

  5. CONDOMINIUM
    Kuhio Village Condominium 1002A *LEGAL VACATION RENTAL

    Kuhio Village Condominium 1002A *LEGAL VACATION RENTAL

    Honolulu, HI

    FREE CANCELLATION

    $158 to $596/night

  6. CONDOMINIUM
    Kuhio Village Condominium 1005A *Legal Vacation Rental

    Kuhio Village Condominium 1005A *Legal Vacation Rental

    Honolulu, HI

    FREE CANCELLATION

    $141 to $563/night

  7. HOUSE
    Tranquil 4BR Home by Private Beach

    Tranquil 4BR Home by Private Beach

    Kahuku, HI

    FREE CANCELLATION

    $353 to $471/night

  8. CONDOMINIUM
    Casa De Emdeko 219

    Casa De Emdeko 219

    Kailua Kona, HI

    Pool
    FREE CANCELLATION

    $467/night

  9. HOUSE
    Heeia Bay Hale

    Heeia Bay Hale

    Kailua Kona, HI

    Pool
    FREE CANCELLATION

    $467 to $773/night

  10. HOUSE
    Kona Bubbles

    Kona Bubbles

    Kailua Kona, HI

    Pool
    FREE CANCELLATION

    $1,323 to $1,324/night

  11. CONDOMINIUM
    Aina Nalu G102

    Aina Nalu G102

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $200 to $540/night

  12. CONDOMINIUM
    Kauhale Makai 203

    Kauhale Makai 203

    Kihei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $124 to $471/night

  13. CONDOMINIUM
    Hale Ono Loa 416

    Hale Ono Loa 416

    Lahaina, HI

    Pool
    FREE CANCELLATION

    $139 to $541/night

  14. CONDOMINIUM
    Kihei Alii Kai A207

    Kihei Alii Kai A207

    Kihei, HI

    Pool Hot Tub
    FREE CANCELLATION

    $136 to $411/night

  15. CONDOMINIUM
    Island Surf 409

    Island Surf 409

    Kihei, HI

    Pool
    FREE CANCELLATION

    $150 to $466/night

  16. CONDOMINIUM
    Paki Maui 123

    Paki Maui 123

    LAHAINA, HI

    Pool Hot Tub
    FREE CANCELLATION

    $175 to $800/night

  17. CONDOMINIUM
    Pacific Shores B414

    Pacific Shores B414

    Kihei, HI

    Pool
    FREE CANCELLATION

    $156 to $426/night

  18. CONDOMINIUM
    Kuhio Village Condominium 1201A *LEGAL VACATION RENTAL

    Kuhio Village Condominium 1201A *LEGAL VACATION RENTAL

    Honolulu, HI

    FREE CANCELLATION

    $180 to $619/night

  19. CONDOMINIUM
    Keauhou Kona Surf & Racquet Club#7-102 "Honu Hale"

    Keauhou Kona Surf & Racquet Club#7-102 "Honu Ha...

    Kailua Kona, HI

    Pool
    FREE CANCELLATION

    $197 to $292/night

  20. CONDOMINIUM
    Eldorado K104

    Eldorado K104

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $161 to $776/night

  21. CONDOMINIUM
    Eldorado K102

    Eldorado K102

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $160 to $740/night

  22. CONDOMINIUM
    Aina Nalu G204

    Aina Nalu G204

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $130 to $664/night

  23. CONDOMINIUM
    Kaanapali Shores 725

    Kaanapali Shores 725

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $220 to $1,179/night

  24. HOUSE
    Waterfall House

    Waterfall House

    Kailua-Kona, HI

    Pool Hot Tub

    $506 to $1,981/night

  25. CONDOMINIUM
    Mahana 501

    Mahana 501

    LAHAINA, HI

    Pool Hot Tub
    FREE CANCELLATION

    $391 to $1,245/night

  26. CONDOMINIUM
    Wailea Ekahi 36C

    Wailea Ekahi 36C

    Wailea, HI

    Pool
    FREE CANCELLATION

    $174 to $419/night

  27. CONDOMINIUM
    Hale Nani Ikena Kai Ko Olina Beach Villa (B109)

    Hale Nani Ikena Kai Ko Olina Beach Villa (B109)

    Kapolei, HI

    Pool Hot Tub

    $548 to $2,016/night

  28. CONDOMINIUM
    Kihei Akahi C-616

    Kihei Akahi C-616

    Kihei, HI

    Pool
    FREE CANCELLATION

    $124 to $478/night

  29. CONDOMINIUM
    Noelani #219

    Noelani #219

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $173 to $251/night

  30. CONDOMINIUM
    Kahana Villa F406 1Bdrm

    Kahana Villa F406 1Bdrm

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $173 to $320/night