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Hawaii Vacation Rentals - 2260 Properties

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.

Search results

  1. Sleeps 6, $238 to $373/night

    City : Lahaina
    Bedrooms : 2
    Bathrooms : 2
    Pool
    FREE CANCELLATION

    Here at Serenity By the Sea all of your senses will be...

  2. Sleeps 4, $238 to $275/night

    City : Lahaina
    Bedrooms : 2
    Bathrooms : 2
    FREE CANCELLATION

    Weekday Weekend Weekly Weekday Weekend Weekly Lower Honoapiilani...

  3. Sleeps 4, $200 to $254/night

    City : Lahaina
    Bedroom : 1
    Bathroom : 1
    Pool
    FREE CANCELLATION

    Weekday Weekend Weekly Weekday Weekend Weekly Lower Honoapiilani...

  4. Sleeps 4, $227 to $485/night

    City : Kihei
    Bedroom : 1
    Bathroom : 1.5
    Pool
    FREE CANCELLATION

    Weekday Weekend Weekly Weekday Weekend Weekly Kihei Surfside Resort...

  5. Sleeps 2, $269 to $319/night

    City : Lahaina
    Bedroom : studio
    Bathroom : 1
    Pool Hot Tub

    Weekday Weekend Weekly This is a lovely Studio featuring a Queen...

  6. Sleeps 4, $190 to $261/night

    City : Kihei
    Bedroom : 1
    Bathroom : 1
    Pool
    FREE CANCELLATION

    Weekday Weekend Weekly Weekday Weekend Weekly New everything, 2014...

  7. Sleeps 5, $237 to $320/night

    City : Kihei
    Bedrooms : 2
    Bathrooms : 2
    Pool
    FREE CANCELLATION

    Weekday Weekend Weekly Weekday Weekend Weekly This two bedroom condo...

  8. Sleeps 4, $190 to $261/night

    City : Kihei
    Bedroom : 1
    Bathroom : 1
    Pool
    FREE CANCELLATION

    Weekday Weekend Weekly Weekday Weekend Weekly Very nice Ocean and...

  9. Sleeps 4, $190 to $261/night

    City : Kihei
    Bedroom : 1
    Bathroom : 1
    Pool
    FREE CANCELLATION

    Beautiful wood flooring through entire condo, tropical decor. Good...

  10. Sleeps 4, $190 to $261/night

    City : Kihei
    Bedroom : 1
    Bathroom : 1
    Pool
    FREE CANCELLATION

    Weekday Weekend Weekly Weekday Weekend Weekly Ocean View from the...

  11. Sleeps 4, $190 to $261/night

    City : Kihei
    Bedroom : 1
    Bathroom : 1
    Pool
    FREE CANCELLATION

    Weekday Weekend Weekly Weekday Weekend Weekly Luxuriously updated...

  12. Sleeps 6, $261 to $344/night

    City : Kihei
    Bedrooms : 2
    Bathrooms : 2
    Pool
    FREE CANCELLATION

    Weekday Weekend Weekly Weekday Weekend Weekly Two bedroom with a...

  13. Sleeps 6, $261 to $344/night

    City : Kihei
    Bedrooms : 2
    Bathrooms : 2
    Pool
    FREE CANCELLATION

    Weekday Weekend Weekly Weekday Weekend Weekly Fantastic ocean &...

  14. Sleeps 6, $220 to $308/night

    City : Kihei
    Bedrooms : 2
    Bathrooms : 2
    Pool
    FREE CANCELLATION

    Weekday Weekend Weekly Weekday Weekend Weekly Amazing Remodel...

  15. Sleeps 5, $486 to $1049/night

    City : Wailea
    Bedrooms : 2
    Bathrooms : 2
    Pool
    FREE CANCELLATION

    Weekday Weekend Weekly Weekday Weekend Weekly Wailea Elua Village is...

  16. Sleeps 2, $190 to $300/night

    City : Kihei
    Bedroom : 1
    Bathroom : 1
    Pool
    FREE CANCELLATION

    Weekday Weekend Weekly Weekday Weekend Weekly This Maui vacation...

  17. Sleeps 4, $199 to $381/night

    City : Kihei
    Bedroom : 1
    Bathroom : 1
    Pool
    FREE CANCELLATION

    Weekday Weekend Weekly Weekday Weekend Weekly A note from the owner:...

  18. Sleeps 4, $243 to $388/night

    City : Kihei
    Bedrooms : 2
    Bathrooms : 2
    FREE CANCELLATION

    Kamaole Nalu Resort is a six story oceanfront property located in...

  19. Sleeps 2, $352 to $551/night

    City : Wailea
    Bedroom : 1
    Bathrooms : 2
    Pool
    FREE CANCELLATION

    About this condo: Wailea Elua Village #106 is a second floor, two...

  20. Sleeps 4, $182 to $420/night

    City : Kihei
    Bedroom : 1
    Bathroom : 1.5
    Pool
    FREE CANCELLATION

    Weekday Weekend Weekly Weekday Weekend Weekly Kihei Surfside Resort...

  21. Sleeps 6, $772 to $1437/night

    City : Wailea
    Bedrooms : 2
    Bathrooms : 2
    Pool
    FREE CANCELLATION

    Weekday Weekend Weekly Weekday Weekend Weekly Wailea Elua Village is...

  22. Sleeps 6, $220 to $308/night

    City : Kihei
    Bedrooms : 2
    Bathrooms : 2
    Pool
    FREE CANCELLATION

    Weekday Weekend Weekly Weekday Weekend Weekly Menehune Shores is a...

  23. Sleeps 4, $243 to $425/night

    City : Kihei
    Bedroom : 1
    Bathroom : 1
    Pool
    FREE CANCELLATION

    Weekday Weekend Weekly Weekday Weekend Weekly Unit #519 at Sugar...

  24. Sleeps 4, $419 to $553/night

    City : Kihei
    Bedrooms : 2
    Bathrooms : 2
    FREE CANCELLATION

    Royal Mauian is a unique six story oceanfront property located in...

  25. Sleeps 4, $153 to $221/night

    City : Kihei
    Bedroom : 1
    Bathrooms : 2

    Weekday Weekend Weekly Weekday Weekend Weekly 405 is a 1 bedroom, 2...

  26. Sleeps 4, $190 to $261/night

    City : Kihei
    Bedroom : 1
    Bathroom : 1
    Pool
    FREE CANCELLATION

    Weekday Weekend Weekly Weekday Weekend Weekly Kitchen has lots of...

  27. Sleeps 8, ~$512/night

    City : Princeville
    Bedrooms : 4
    Bathrooms : 4

    Weekday Weekend Weekly Weekday Weekend Weekly This beautiful custom...

  28. Sleeps 8, $209 to $556/night

    City : Kailua Kona
    Bedrooms : 3
    Bathrooms : 2
    Pool

    Weekday Weekend Weekly Weekday Weekend Weekly Enjoy sweeping coastal...

  29. Sleeps 5, $178 to $385/night

    City : Kailua Kona
    Bedrooms : 2
    Bathrooms : 2
    Pool

    Great location! Ground floor 2 bedroom 2 bath unit close to the...

  30. Sleeps 6, $275 to $584/night

    City : Waimea
    Bedrooms : 2
    Bathrooms : 2
    Pool

    Weekday Weekend Weekly Have a luxurious Big Island of Hawaii...