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Hawaii Vacation Rentals - 1945 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.

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  1. Sleeps 6, ~$179/night

    City : Waimea
    Bedrooms : 3
    Bathrooms : 3

    HoloHolo Ku is the most charming neighborhood. It's like living in a...

  2. Sleeps 6, $345 to $814/night

    City : Waimea
    Bedrooms : 3
    Bathrooms : 2.5
    Pool

    Weekday Weekend Weekly Weekday Weekend Weekly This recently updated...

  3. Sleeps 2, $178 to $324/night

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

    Weekday Weekend Weekly Weekday Weekend Weekly Oceanfront! Awesome...

  4. Sleeps 4, $259 to $451/night

    City : Honolulu
    Bedroom : studio
    Bathroom : 1
    FREE CANCELLATION

    Weekday Weekend Weekly Weekday Weekend Weekly Playful and...

  5. Sleeps 3, $192 to $263/night

    City : Honolulu
    Bedroom : studio
    Bathroom : 1
    FREE CANCELLATION

    Weekday Weekend Weekly Weekday Weekend Weekly Convenient and...

  6. Sleeps 5, $206 to $309/night

    City : Honokowai
    Bedrooms : 2
    Bathroom : 1
    Pool

    Weekday Weekend Weekly Weekday Weekend Weekly 2nd floor 2 bedroom, 1...

  7. Sleeps 2, $207 to $249/night

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

    Weekday Weekend Weekly Sealodge G9 is a top floor condo with...

  8. Sleeps 4, $169 to $255/night

    City : Lahaina
    Bedroom : 1
    Bathroom : 1
    Pool

    With sweeping ocean views and a bright, comfortable living area,...

  9. Sleeps 4, $276 to $323/night

    City : Lahaina
    Bedrooms : 2
    Bathrooms : 2
    Pool

    We purchased our unit in 2007 and enjoy the peaceful surroundings....

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

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

    Weekday Weekend Weekly Weekday Weekend Weekly One bedroom condo with...

  11. Sleeps 8, $261 to $344/night

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

    Weekday Weekend Weekly Weekday Weekend Weekly Two bedroom condo with...

  12. Sleeps 4, $190 to $300/night

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

    Weekday Weekend Weekly Weekday Weekend Weekly Fantastic Ocean/Garden...

  13. Sleeps 6, $237 to $367/night

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

    Weekday Weekend Weekly Weekday Weekend Weekly Garden and tennis...

  14. 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...

  15. Sleeps 4, $237 to $320/night

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

    Weekday Weekend Weekly Weekday Weekend Weekly Colorful condo with...

  16. Sleeps 4, $235 to $279/night

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

    Weekday Weekend Weekly Enjoy Maui while staying in this one bedroom...

  17. Sleeps 6, $250 to $293/night

    City : Lahaina
    Bedrooms : 2
    Bathrooms : 2
    Pool

    Weekday Weekend Weekly Weekday Weekend Weekly Gaze out across golf...

  18. Sleeps 6, $323 to $511/night

    City : Waimea
    Bedrooms : 3
    Bathrooms : 3
    Pool Hot Tub

    The Mauna Lani Fairways # 905 is a wonderful luxury town home, with...

  19. Sleeps 4, $235 to $279/night

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

    There’s a reason guests who stay at Maui Vista 1218 often return...

  20. Sleeps 6, $299 to $433/night

    City : Hilo
    Bedrooms : 3
    Bathrooms : 2

    Hale Kohola “The House of the Whale” is situated on 3 acres in...

  21. Sleeps 8, $515 to $868/night

    City : Lahaina
    Bedrooms : 3
    Bathrooms : 2
    Pool

    Weekday Weekend Weekly This 3 bedroom, 2 bath, 2 story loft style...

  22. Sleeps 4, $169 to $255/night

    City : Lahaina
    Bedroom : 1
    Bathroom : 1
    Pool

    I learned about the Kulakane 25 years ago and decided to stay here...

  23. Sleeps 8, $495 to $664/night

    City : Kailua Kona
    Bedrooms : 4
    Bathrooms : 3
    Hot Tub

    Weekday Weekend Weekly Weekday Weekend Weekly Hale Huna Kai is...

  24. Sleeps 6, $225 to $341/night

    City : Kailua-Kona
    Bedrooms : 3
    Bathrooms : 2.5
    Pool

    Weekday Weekend Weekly Weekday Weekend Weekly Na Hale O Keauhou is a...

  25. Sleeps 4, $292 to $441/night

    City : Kihei
    Bedrooms : 2
    Bathrooms : 2
    FREE CANCELLATION

    Weekday Weekend Weekly Kihei Beach is a moderately sized six story...

  26. Sleeps 4, $352 to $651/night

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

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

  27. Sleeps 2, $199 to $381/night

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

    Sugar Beach Resort is a tranquil beachfront condominium resort...

  28. Sleeps 4, $330 to $425/night

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

    Weekday Weekend Weekly Weekday Weekend Weekly New! For the First...

  29. Sleeps 8, $856 to $1216/night

    City : Makena
    Bedrooms : 3
    Bathrooms : 3
    Pool
    FREE CANCELLATION

    Weekday Weekend Weekly Weekday Weekend Weekly Makena Surf Resort is...

  30. Sleeps 6, $842 to $1298/night

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

    Weekday Weekend Weekly A note from the owner: Welcome to our piece...