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
    Hale Lalea Ko Olina Beach Villa (B310)

    Hale Lalea Ko Olina Beach Villa (B310)

    Kapolei, HI

    Pool Hot Tub

    $740 to $2,016/night

  2. CONDOMINIUM
    Hale Welo Ko Olina Beach Villa (B806)

    Hale Welo Ko Olina Beach Villa (B806)

    Kapolei, HI

    Pool Hot Tub

    $443 to $1,384/night

  3. CONDOMINIUM
    Hale Hauoli Ko Olina Beach Villa (O404)

    Hale Hauoli Ko Olina Beach Villa (O404)

    Kapolei, HI

    Pool Hot Tub

    $397 to $1,204/night

  4. CONDOMINIUM
    Maui Eldorado I204/205 2Bdrm 2Bath

    Maui Eldorado I204/205 2Bdrm 2Bath

    Lahaina, HI

    Pool Hot Tub
    FREE CANCELLATION

    $383 to $551/night

  5. CONDOMINIUM
    Hali'i Kai 15A at the Waikoloa Beach Resort

    Hali'i Kai 15A at the Waikoloa Beach Resort

    Waikoloa Beach Resort, HI

    Pool Hot Tub
    FREE CANCELLATION

    $324 to $1,061/night

  6. CONDOMINIUM
    Surf & Racquet Club #3-201

    Surf & Racquet Club #3-201

    Kailua Kona, HI

    Pool
    FREE CANCELLATION

    $189 to $593/night

  7. CONDOMINIUM
    Kanaloa 2201

    Kanaloa 2201

    Kailua Kona, HI

    Pool Hot Tub
    FREE CANCELLATION

    $238 to $769/night

  8. CONDOMINIUM
    Kona Reef #D22

    Kona Reef #D22

    Kailua Kona, HI

    Pool Hot Tub
    FREE CANCELLATION

    $375 to $1,298/night

  9. CONDOMINIUM
    Hale Ohana Ko Olina Beach Villa (B801)

    Hale Ohana Ko Olina Beach Villa (B801)

    Kapolei, HI

    Pool Hot Tub

    $548 to $1,784/night

  10. CONDOMINIUM
    Hale Akala Falls Ko Olina Beach Villa (O121)

    Hale Akala Falls Ko Olina Beach Villa (O121)

    Kapolei, HI

    Pool Hot Tub

    $664 to $1,668/night

  11. CONDOMINIUM
    Kona Isle #D1

    Kona Isle #D1

    Kailua Kona, HI

    Pool
    FREE CANCELLATION

    $125 to $474/night

  12. CONDOMINIUM
    Kona Reef #A33

    Kona Reef #A33

    Kailua Kona, HI

    Pool Hot Tub
    FREE CANCELLATION

    $133 to $551/night

  13. CONDOMINIUM
    Royal Sea Cliff #314

    Royal Sea Cliff #314

    Kailua Kona, HI

    Pool Hot Tub
    FREE CANCELLATION

    $211 to $874/night

  14. CONDOMINIUM
    Royal Sea Cliff #415

    Royal Sea Cliff #415

    Kailua Kona, HI

    Pool Hot Tub
    FREE CANCELLATION

    $275 to $769/night

  15. CONDOMINIUM
    Hale Papakea Ko Olina Beach Villa (B110)

    Hale Papakea Ko Olina Beach Villa (B110)

    Kapolei, HI

    Pool Hot Tub

    $571 to $2,016/night

  16. CONDOMINIUM
    Hale Makai Ko Olina Beach Villa (O805)

    Hale Makai Ko Olina Beach Villa (O805)

    Kapolei, HI

    Pool Hot Tub

    $501 to $1,668/night

  17. CONDOMINIUM
    Kona Reef #D31

    Kona Reef #D31

    Kailua Kona, HI

    Pool Hot Tub
    FREE CANCELLATION

    $188 to $755/night

  18. CONDOMINIUM
    Royal Sea Cliff #418

    Royal Sea Cliff #418

    Kailua Kona, HI

    Pool Hot Tub
    FREE CANCELLATION

    $250 to $755/night

  19. CONDOMINIUM
    Kanaloa At Kona #3001

    Kanaloa At Kona #3001

    Kailua Kona, HI

    Pool Hot Tub
    FREE CANCELLATION

    $184 to $595/night

  20. ESTATE
    Diamond Head Tiki Estate

    Diamond Head Tiki Estate

    Honolulu, HI

    Pool
    FREE CANCELLATION

    $1,188 to $3,225/night

  21. CONDOMINIUM
    Kanaloa At Kona #3701

    Kanaloa At Kona #3701

    Kailua Kona, HI

    Pool Hot Tub
    FREE CANCELLATION

    $163 to $668/night

  22. CONDOMINIUM
    Country Club Villas #208

    Country Club Villas #208

    Kailua Kona, HI

    Pool Hot Tub
    FREE CANCELLATION

    $153 to $494/night

  23. CONDOMINIUM
    Hali'i Kai 14B at the Waikoloa Beach Resort

    Hali'i Kai 14B at the Waikoloa Beach Resort

    Waikoloa Beach Resort, HI

    Pool Hot Tub
    FREE CANCELLATION

    $363 to $990/night