Hawaii Vacation Rentals - 1846 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.

Search results

  1. Sleeps 4, $235 to $400/night

    City : Lahaina
    Bedrooms : 2
    Bathrooms : 2
    Pool

    Ocean views in a tropical garden setting from Ka'anapali's North...

  2. Sleeps 8, $480 to $725/night

    City : Lahaina
    Bedrooms : 3
    Bathrooms : 3
    Pool

    Child friendly with great ocean views in this single level 3...

  3. Sleeps 6, $220 to $395/night

    City : Lahaina
    Bedrooms : 2
    Bathrooms : 2
    Pool

    A fifth floor 2 bedroom on the beach in Kahana. Updated kitchen and...

  4. Sleeps 8, $440 to $680/night

    City : Lahaina
    Bedrooms : 3
    Bathrooms : 2
    Pool

    Ocean views on Kahana Beach. Stay in air conditioned comfort as all...

  5. Sleeps 2, $315 to $455/night

    City : Lahaina
    Bedroom : 1
    Bathrooms : 2
    Pool

    Ocean front on North Ka'anapali beach. An ocean front bedroom allows...

  6. Sleeps 4, $315 to $515/night

    City : Lahaina
    Bedroom : 1
    Bathrooms : 2
    Pool

    Ocean front on North Ka'anapali beach. An ocean front bedroom allows...

  7. Sleeps 6, $325 to $410/night

    City : Kaanapali
    Bedrooms : 2
    Bathrooms : 2
    Pool

    Fantastic ocean view unit on the 3rd floor located on North...

  8. Sleeps 4, $125 to $275/night

    City : Lahaina
    Bedroom : 1
    Bathroom : 1
    Pool

    Our 2nd floor ocean front condo at Lahaina Roads is the best kept...

  9. Sleeps 4, $315 to $455/night

    City : Lahaina
    Bedroom : 1
    Bathroom : 1
    Pool

    Ocean front on North Kaanapali beach. An ocean front bedroom allows...

  10. Sleeps 6, $240 to $360/night

    City : Lahaina
    Bedrooms : 2
    Bathrooms : 2
    Pool

    Fully remodeled with ocean views from both the living room and...

  11. Sleeps 2, $290 to $400/night

    City : Kaanapali
    Bedroom : 1
    Bathroom : 1
    Pool

    Completely remodeled with fantastic ocean views in North Ka'anapali....

  12. Sleeps 4, $185 to $325/night

    City : Lahaina
    Bedroom : 1
    Bathrooms : 2
    Pool

    Island/Mountain views from this Penthouse condo in downtown in...

  13. Sleeps 2, $160 to $275/night

    City : Lahaina
    Bedroom : studio
    Bathroom : 1
    Pool

    Mountain view studio vacation condo rental in Lahaina Town's only...

  14. Sleeps 4, $185 to $285/night

    City : Lahaina
    Bedroom : studio
    Bathroom : 1
    Pool

    Studio condo at the beautiful Maui Kaanapali Villas on N. Kaanapali...

  15. Sleeps 3, $135 to $210/night

    City : Honokowai
    Bedroom : 1
    Bathroom : 1
    Pool

    Garden views in Honokowai. This second floor condo is on the corner...

  16. Sleeps 8, $465 to $605/night

    City : Lahaina
    Bedrooms : 3
    Bathrooms : 2
    Pool

    This 3 bedroom, 2 bath, 2 story loft style (closed off with windows)...

  17. Sleeps 4, $305 to $435/night

    City : Kaanapali
    Bedroom : 1
    Bathrooms : 2
    Pool

    Ocean front on North Ka'anapali beach. An ocean front bedroom allows...

  18. Sleeps 5, $210 to $310/night

    City : Honokowai
    Bedrooms : 2
    Bathroom : 1
    Pool

    2nd floor 2 bedroom, 1 bath Maui vacation rental overlooking the...

  19. Sleeps 4, $315 to $455/night

    City : Lahaina
    Bedroom : 1
    Bathrooms : 2
    Pool

    Welcome to Mahana 405! This beautiful oceanfront condo on North...

  20. Sleeps 2, $250 to $365/night

    City : Kaanapali
    Bedroom : studio
    Bathroom : 1
    Pool

    Extensive Remodel Completed July 2015 which included high-end...

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

    City : Kaanapali
    Bedroom : 1
    Bathroom : 1
    Pool

    Remodeled with ocean views in North Kaanapali. The bathroom features...

  22. Sleeps 4, $310 to $425/night

    City : Kaanapali
    Bedroom : 1
    Bathrooms : 2
    Pool

    Two studios converted to one XXL unit with two private sleeping...

  23. Sleeps 4, $190 to $305/night

    City : Lahaina
    Bedroom : 1
    Bathroom : 1
    Pool

    Ocean views from this partially remodeled condo on the beach in...

  24. Sleeps 6, $170 to $305/night

    City : Lahaina
    Bedrooms : 2
    Bathrooms : 2
    Pool

    Spacious Two Bedroom, Garden View Condo. Located on the ground...

  25. Sleeps 6, $275 to $440/night

    City : Lahaina
    Bedrooms : 2
    Bathrooms : 2
    Pool

    Ocean front penthouse in Lahaina Town. Unit air conditioners in the...

  26. Sleeps 4, $175 to $300/night

    City : Honokowai
    Bedroom : 1
    Bathroom : 1
    Pool

    Just steps away from the beach this ground floor direct ocean front...

  27. Sleeps 6, $265 to $815/night

    City : Kahana
    Bedrooms : 2
    Bathrooms : 2
    Pool

    5th floor Ocean front views and upgrades in this condo on the beach...

  28. Sleeps 6, $330 to $455/night

    City : Lahaina
    Bedrooms : 2
    Bathrooms : 2
    Pool

    The moment you enter this home away from home, your Hawaiian...

  29. Sleeps 4, $175 to $285/night

    City : Lahaina
    Bedroom : 1
    Bathroom : 1
    Pool

    This elegant oceanfront 1 bedroom in Honokowai has tile in the...

  30. Sleeps 2, $225 to $330/night

    City : Lahaina
    Bedroom : studio
    Bathroom : 1
    Pool

    3rd floor direct ocean front overlooking ocean front pool at Lahaina...