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-205

    Waipouli Beach Resort C-205

    Kapaa, HI

    Pool

    $305 to $398/night

  2. TOWNHOUSE
    Nihilani 22C

    Nihilani 22C

    Princeville, HI

    Pool

    $282/night

  3. CONDOMINIUM
    Waipouli Beach Resort E-406

    Waipouli Beach Resort E-406

    Kapaa, HI

    Pool

    $311 to $386/night

  4. HOUSE
    Holoholo ku Waimea

    Holoholo ku Waimea

    Waimea, HI

    FREE CANCELLATION

    $193 to $255/night

  5. CONDOMINIUM
    Kaanapali Royal #A201 (MAUI)

    Kaanapali Royal #A201 (MAUI)

    Lahaina, HI

    Pool Hot Tub

    $393 to $1,336/night

  6. HOUSE
    Laulea Kailani Villa (KAUAI)

    Laulea Kailani Villa (KAUAI)

    Princeville, HI

    Pool

    $1,553 to $3,338/night

  7. HOUSE
    Hale Alaula- Ocean View

    Hale Alaula- Ocean View

    Kailua Kona, HI

    Hot Tub

    $396 to $1,041/night

  8. HOUSE
    Paradise Bluff

    Paradise Bluff

    Laupahoehoe, HI

    Pool

    $417 to $906/night

  9. ESTATE
    Hale Kauka

    Hale Kauka

    Kamuela, HI

    Pool

    $958 to $1,375/night

  10. HOUSE
    Keauhou Estates #185

    Keauhou Estates #185

    Kailua Kona, HI

    Hot Tub

    $482 to $780/night

  11. HOUSE
    Hale Pulelehua TVNC#1238

    Hale Pulelehua TVNC#1238

    Hanalei, HI

    $797 to $2,222/night

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

    Kuhio Village Condominium 1005A *Legal Vacation Rental

    Honolulu, HI

    FREE CANCELLATION

    $141 to $563/night

  13. HOUSE
    Hale Anu Keanu

    Hale Anu Keanu

    Princeville, HI

    Hot Tub

    $631 to $1,693/night

  14. CONDOMINIUM
    Waikiki Grand 712 Condo

    Waikiki Grand 712 Condo

    Honolulu, HI

    Pool
    FREE CANCELLATION

    $153 to $186/night

  15. APARTMENT
    Waikiki Grand 802 Studio

    Waikiki Grand 802 Studio

    Honolulu, HI

    Pool
    FREE CANCELLATION

    $111/night

  16. CONDOMINIUM
    Waikiki Grand 911 Studio

    Waikiki Grand 911 Studio

    Honolulu, HI

    Pool
    FREE CANCELLATION

    $168 to $214/night

  17. CONDOMINIUM
    Waikiki Grand 918 Condo

    Waikiki Grand 918 Condo

    Honolulu, HI

    Pool Pets OK
    FREE CANCELLATION

    $140 to $186/night

  18. CONDOMINIUM
    Aloha Surf 1509

    Aloha Surf 1509

    Honolulu, HI

    Pool
    FREE CANCELLATION

    $111 to $180/night

  19. CONDOMINIUM
    Waikiki Grand Condominium 705 *Legal Vacation Rental

    Waikiki Grand Condominium 705 *Legal Vacation Rental

    Honolulu, HI

    Pool
    FREE CANCELLATION

    $141 to $563/night

  20. HOUSE
    Hale Pulelehua with Guest House TVNC#1238

    Hale Pulelehua with Guest House TVNC#1238

    Hanalei, HI

    $952 to $2,635/night

  21. CONDOMINIUM
    Bamboo 702 Condominium

    Bamboo 702 Condominium

    Honolulu, HI

    Pool
    FREE CANCELLATION

    $123/night

  22. APARTMENT
    Palms Waikiki 507 Studio

    Palms Waikiki 507 Studio

    Honolulu, HI

    FREE CANCELLATION

    $167/night

  23. CONDOMINIUM
    Waikiki Grand 411

    Waikiki Grand 411

    Honolulu, HI

    Pool
    FREE CANCELLATION

    $124 to $174/night

  24. APARTMENT
    Bamboo 301 Apartment

    Bamboo 301 Apartment

    Honolulu, HI

    Pool
    FREE CANCELLATION

    $144 to $208/night

  25. CONDOMINIUM
    3BR w/ Infinity Pool & Spa, Near Snorkeling Beach

    3BR w/ Infinity Pool & Spa, Near Snorkeling Beach

    Kailua Kona, HI

    Pool Hot Tub
    FREE CANCELLATION

    $216 to $493/night

  26. CONDOMINIUM
    Napili Shores B214

    Napili Shores B214

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $200 to $588/night

  27. APARTMENT
    Palms Waikiki 320 Studio

    Palms Waikiki 320 Studio

    Honolulu, HI

    Pool
    FREE CANCELLATION

    $167/night

  28. CONDOMINIUM
    Palms Waikiki 506

    Palms Waikiki 506

    Honolulu, HI

    Pool
    FREE CANCELLATION

    $174 to $242/night

  29. CONDOMINIUM
    Sea Village 3-317

    Sea Village 3-317

    Kailua Kona, HI

    Pool Hot Tub
    FREE CANCELLATION

    $256 to $271/night

  30. CONDOMINIUM
    Ilikai 1122

    Ilikai 1122

    Waikiki, HI

    Pool
    FREE CANCELLATION

    $166 to $262/night