Hawaii Vacation Rentals - 773 Properties

Welcome to Hawaii! Paradise on earth! RedAwning has the perfect vacation rental for your island adventures. Over 300 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. Sleeps 6, $225 to $290/night

    City : Waimea
    Bedrooms : 3
    Bathrooms : 2

    Tastefully designed by the Owner's to create a carefree island...

  2. Sleeps 6, $225 to $290/night

    City : Waimea
    Bedrooms : 3
    Bathrooms : 2

    Hanu Kai  "Breath of the Sea" Tastefully designed by the Owners to...

  3. Sleeps 8, $495 to $830/night

    City : Koloa
    Bedrooms : 4
    Bathrooms : 3
    Pool Hot Tub

    * Full remodel completed August 2015 * First floor home for easy...

  4. Sleeps 2, $90 to $100/night

    City : Princeville
    Bedroom : studio
    Bathroom : 1
    Pool

    Sandpiper Village is a quiet complex centrally located in...

  5. Sleeps 3, ~$200/night

    City : Princeville
    Bedroom : studio
    Bathroom : 1
    Pool

    Hanalei Bay Resort 5201 (the Orchid Suite) is a newly remodeled...

  6. Sleeps 4, $230 to $255/night

    City : Princeville
    Bedrooms : 2
    Bathrooms : 2

    Great location, with amazing views of ocean, mountains, waterfalls...

  7. Sleeps 6, $200 to $545/night

    City : Lahaina
    Bedrooms : 2
    Bathrooms : 2
    Pool

    Come enjoy this 2BD/2BA ground floor unit Super Family Friendly!...

  8. Sleeps 6, $200 to $545/night

    City : Lahaina
    Bedrooms : 2
    Bathrooms : 2
    Pool

    Overlooks The Small Pool. Come enjoy this 2BD/2BA upstairs corner...

  9. Sleeps 6, $200 to $545/night

    City : Lahaina
    Bedrooms : 2
    Bathrooms : 2
    Pool

    Accommodations: Condo, 2 Bedrooms + Convertible bed(s), 2 Baths...

  10. Sleeps 6, $200 to $545/night

    City : Lahaina
    Bedrooms : 2
    Bathrooms : 2
    Pool

    Come enjoy this 2BD/2BA upstairs unit- C208- Super Family Friendly!...

  11. Sleeps 6, $220 to $600/night

    City : Lahaina
    Bedrooms : 2
    Bathrooms : 2
    Pool

    Just 10 Steps To The Makai Pool, Only 30 Steps To The Mauka Pool!...

  12. Sleeps 4, $165 to $475/night

    City : Lahaina
    Bedroom : 1
    Bathroom : 1
    Pool

    Come Enjoy Our Wonderful, One-bedroom First-story Aina Nalu Unit 1...

  13. Sleeps 6, $220 to $600/night

    City : Lahaina
    Bedrooms : 2
    Bathrooms : 2
    Pool

    Walk Out Your Back Door To Green Space And The Beautiful Makai Pool...

  14. Sleeps 6, $200 to $545/night

    City : Lahaina
    Bedrooms : 2
    Bathrooms : 2
    Pool

    Walk Out Your Back Door To Green Space And The Beautiful Makai Pool...

  15. Sleeps 6, $200 to $545/night

    City : Lahaina
    Bedrooms : 2
    Bathrooms : 2
    Pool

    Come Enjoy Our Wonderful, Two-bedroom Second-story Aina Nalu Corner...

  16. Sleeps 6, $200 to $545/night

    City : Lahaina
    Bedrooms : 2
    Bathrooms : 2
    Pool

    This beautiful unit opens out to a lovely greenbelt where the kids...

  17. Sleeps 6, $180 to $510/night

    City : Lahaina
    Bedrooms : 2
    Bathroom : 1
    Pool

    This beautiful upstairs unit overlooks a lovely greenbelt where the...

  18. Sleeps 6, $200 to $545/night

    City : Lahaina
    Bedrooms : 2
    Bathrooms : 2
    Pool

    Accommodations: Condo, 2 Bedrooms + Convertible bed(s), 2 Baths...

  19. Sleeps 6, $200 to $545/night

    City : Lahaina
    Bedrooms : 2
    Bathrooms : 2
    Pool

    Come stay with us at aina nalu in our 2bd/2ba upstairs unit!...

  20. Sleeps 6, $200 to $545/night

    City : Lahaina
    Bedrooms : 2
    Bathrooms : 2
    Pool

    Come Enjoy Our Serene And Relaxing Two-bedroom, Two Bath...

  21. Sleeps 5, $360 to $650/night

    City : Lahaina
    Bedroom : 1
    Bathrooms : 2
    Pool

    Come stay with us and sit outside on your huge private lanai on the...

  22. Sleeps 6, $390 to $795/night

    City : Lahaina
    Bedrooms : 2
    Bathrooms : 2
    Pool

    Come stay with us and enjoy island living Puamana-style!  Swim and...

  23. Sleeps 8,

    City : Waimea
    Bedrooms : 4
    Bathrooms : 3.5
    Pool

    Golf, Tennis, Beach Mauna Kea Fairways South for 8 guests Home of...

  24. Sleeps 6, $210 to $230/night

    City : Princeville
    Bedrooms : 2
    Bathrooms : 2
    Pool

    Imagine you are on a ship, or a ledge hanging over the ocean –...

  25. Sleeps 4, $185 to $340/night

    City : Kihei
    Bedroom : 1
    Bathroom : 1
    Pool

    Kauhale Makai is Hawaiian for "Village by the Sea". Kauhale Makai is...

  26. Sleeps 4, $195 to $365/night

    City : Kihei
    Bedroom : 1
    Bathrooms : 2
    Pool

    Maui Kamaole is a modern low density 1st class property located on...

  27. Sleeps 6, $260 to $735/night

    City : Kihei
    Bedrooms : 2
    Bathrooms : 2
    Pool

    Kihei Beach is a moderately sized six story beachfront property...

  28. Sleeps 4, $275 to $510/night

    City : Kihei
    Bedrooms : 2
    Bathrooms : 2
    Pool

    Wailea Ekolu is a tranquil terraced property located on the Wailea...

  29. Sleeps 4, $185 to $340/night

    City : Kihei
    Bedroom : 1
    Bathroom : 1
    Pool

    Kauhale Makai is Hawaiian for "Village by the Sea". Kauhale Makai is...

  30. Sleeps 4, $220 to $405/night

    City : Kihei
    Bedrooms : 2
    Bathrooms : 2
    Pool

    Kauhale Makai is Hawaiian for "Village by the Sea". Kauhale Makai is...