Hawaii Vacation Rentals - 2154 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 3, $130 to $195/night

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

    Honu Hale is named for our Hawaii Green Turtle who symbolizes both...

  2. Sleeps 8,

    City : Kealakekua
    Bedrooms : 3
    Bathrooms : 3
    Hot Tub

    Welcome to Hale-E-Kena- House with a beautiful view. This farm style...

  3. Sleeps 4, $160 to $230/night

    City : Kihei
    Bedroom : 1
    Bathrooms : 2
    Pool

    304 is a 1 bedroom, 2 bath condo with central air conditoning for...

  4. Sleeps 2, $180 to $325/night

    City : Kaanapali
    Bedroom : 1
    Bathroom : 1
    Pool

    2nd floor, one bedroom remodeled vacation rental with ocean views in...

  5. Sleeps 4, $160 to $370/night

    City : Kihei
    Bedroom : 1
    Bathroom : 1
    Pool

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

  6. Sleeps 4, $225 to $520/night

    City : Kihei
    Bedrooms : 2
    Bathrooms : 2
    Pool

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

  7. Sleeps 6, $150 to $335/night

    City : Kihei
    Bedrooms : 2
    Bathrooms : 2
    Pool

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

  8. Sleeps 4, $185 to $445/night

    City : Kihei
    Bedrooms : 2
    Bathrooms : 2
    Pool

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

  9. Sleeps 5, $160 to $525/night

    City : Kihei
    Bedroom : 1
    Bathroom : 1
    Pool

    Shores of Maui is a low density two-story property located across...

  10. Sleeps 6, $385 to $470/night

    City : KIHEI
    Bedrooms : 2
    Bathrooms : 2
    Pool

    This two Bedroom, 2 bath, Renovated Ocean view condominium is...

  11. Sleeps 6, $365 to $450/night

    City : KIHEI
    Bedrooms : 2
    Bathrooms : 2
    Pool

    This two bedroom Garden view Condo, with Partial Ocean views...

  12. Sleeps 4, $285 to $325/night

    City : KIHEI
    Bedroom : 1
    Bathrooms : 2
    Pool Hot Tub

    Garden view condo, one bedroom, two baths, pull out sofa bed, King...

  13. Sleeps 2, $245 to $320/night

    City : KIHEI
    Bedroom : 1
    Bathrooms : 2
    Pool

    Beautiful Ocean view condo located in North Kihei. This one bedroom...

  14. Sleeps 4, $410 to $495/night

    City : KIHEI
    Bedrooms : 2
    Bathrooms : 2
    Pool

    Take in stunning views of the Ocean, Kamaole I Beach and the West...

  15. Sleeps 6, $285 to $385/night

    City : Kihei
    Bedrooms : 2
    Bathrooms : 2
    Pool

    Located at Kihei Beach Resort on Maui’s famous Sugar Beach. This...

  16. Sleeps 4, $285 to $330/night

    City : KIHEI
    Bedrooms : 2
    Bathrooms : 2
    Pool

    Beautifully renovated two bedroom ocean view condo. The kitchen has...

  17. Sleeps 6, $245 to $310/night

    City : Kihei
    Bedrooms : 2
    Bathrooms : 2
    Pool

    This well appointed second floor unit has incredible panoramic views...

  18. Sleeps 6, $360 to $555/night

    City : Lahaina
    Bedrooms : 2
    Bathrooms : 2
    Pool

    Ocean front and ground floor with each beach and pool access in...

  19. Sleeps 10, $625 to $740/night

    City : Princeville
    Bedrooms : 4
    Bathrooms : 4
    Hot Tub

    This 4 bedroom/4 bathroom home sits right on the Makai Golf Course...

  20. Sleeps 5, $720 to $1085/night

    City : Lahaina
    Bedrooms : 2
    Bathrooms : 3
    Pool

    We invite you to be carried away by this luxury beachfront villa...

  21. Sleeps 2, $215 to $270/night

    City : Kihei
    Bedroom : 1
    Bathrooms : 2
    Pool

    Located at Kihei Beach Resort on Maui’s famous Sugar Beach. This...

  22. Sleeps 6, $240 to $295/night

    City : kahana
    Bedrooms : 2
    Bathrooms : 2
    Pool

    The Kahana Sunset complex is a beautifuly landscaped resort situated...

  23. Sleeps 4, $255 to $305/night

    City : KIHEI
    Bedroom : 1
    Bathrooms : 2
    Pool

    Enjoy your Piece of Paradise in this one bedroom, two bath, condo at...

  24. Sleeps 4, $180 to $275/night

    City : Kaanapali
    Bedroom : studio
    Bathroom : 1
    Pool

    Partial ocean views from this third floor studio in North...

  25. Sleeps 4, $315 to $470/night

    City : Lahaina
    Bedroom : 1
    Bathroom : 1
    Pool

    Ocean and Resort views in North Ka'anapali. A brand new one bedroom...

  26. Sleeps 4, $215 to $260/night

    City : KIHEI
    Bedroom : 1
    Bathroom : 1
    Pool

    One bedroom Garden view condo. This unit sleeps up to four people...

  27. Sleeps 6, $405 to $520/night

    City : Honolulu
    Bedrooms : 2
    Bathrooms : 2
    Pool

    The unit is located in the Ilikai Hotel. Second Floor. This is the...

  28. Sleeps 6, $440 to $520/night

    City : KIHEI
    Bedrooms : 2
    Bathrooms : 2
    Pool

    Bright and open two (2) bedroom condo with great Ocean Views at the...

  29. Sleeps 4, $410 to $495/night

    City : KIHEI
    Bedrooms : 2
    Bathrooms : 2
    Pool

    100% Completely Remodeled Ocean Front condo! Completed in October...

  30. Sleeps 6, $180 to $225/night

    City : Princeville
    Bedrooms : 2
    Bathrooms : 2
    Pool

    This beautifully updated Mauna Kai unit is located on the lush north...