Hawaii Vacation Rentals - 2020 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, $120 to $150/night

    City : Ualapue
    Bedroom : 1
    Bathroom : 1

    This Hawaiian Oceanfront Condo – Unit A-303 – “Your Vacation...

  2. Sleeps 8, $505 to $680/night

    City : Lahaina
    Bedrooms : 3
    Bathrooms : 2

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

  3. Sleeps 4, $165 to $355/night

    City : Honokowai
    Bedroom : 1
    Bathroom : 1

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

  4. Sleeps 4, $100 to $245/night

    City : Lahaina
    Bedroom : 1
    Bathroom : 1

    Ocean views with easy access to Honokowai Beach Park across the...

  5. Sleeps 4, $150 to $465/night

    City : Kahana
    Bedroom : 1
    Bathroom : 1

    Ocean front views and upgrades throughout this condo in Kahana. In...

  6. Sleeps 8, $460 to $925/night

    City : Kahana
    Bedrooms : 3
    Bathrooms : 3

    9th Floor Ocean Front 3 bedroom, 3 bath Penthouse at the beautiful...

  7. Sleeps 6, $235 to $625/night

    City : Lahaina
    Bedrooms : 2
    Bathrooms : 2

    Want a remodeled condo with direct ocean front views? Want to be up...

  8. Sleeps 4, $160 to $330/night

    City : Kahana
    Bedroom : 1
    Bathroom : 1

    Penthouse: corner ocean front condo in Kahana. Enjoy ocean front...

  9. Sleeps 3, $120 to $250/night

    City : Honokowai
    Bedroom : 1
    Bathroom : 1

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

  10. Sleeps 4, $125 to $355/night

    City : Lahaina
    Bedroom : 1
    Bathroom : 1

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

  11. Sleeps 4, $150 to $465/night

    City : Kahana
    Bedroom : 1
    Bathroom : 1

    Deluxe ocean front condo in Kahana. In 2014 fresh paint, crown...

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

    City : Kahana
    Bedrooms : 2
    Bathrooms : 2

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

  13. Sleeps 4, $175 to $375/night

    City : Kahana
    Bedroom : 1
    Bathroom : 1

    Ocean front views of Maui's neighbor islands, Molokai and Lanai, in...

  14. Sleeps 4, $165 to $520/night

    City : Kahana
    Bedroom : 1
    Bathroom : 1

    Corner ocean front condo in Kahana. Enjoy ocean front views from the...

  15. Sleeps 2, $160 to $355/night

    City : LAHAINA
    Bedroom : 1
    Bathroom : 1

    Watch vibrant sunsets from the condo and lanai off of the living...

  16. Sleeps 6, $195 to $410/night

    City : Lahaina
    Bedrooms : 2
    Bathrooms : 2

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

  17. Sleeps 4, $215 to $490/night

    City : Lahaina
    Bedrooms : 2
    Bathrooms : 2

    Settle into your Hawaiian vacation in this easy access, ground floor...

  18. Sleeps 2, $185 to $410/night

    City : Lahaina
    Bedroom : studio
    Bathroom : 1

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

  19. Sleeps 2, $140 to $340/night

    City : Lahaina
    Bedroom : studio
    Bathroom : 1

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

  20. Sleeps 8, $760 to $2010/night

    City : Lahaina
    Bedrooms : 3
    Bathrooms : 3

    Unobstructed Ocean Views from our 9th floor 3 bedroom, 3 bath in...

  21. Sleeps 4, $240 to $435/night

    City : Kaanapali
    Bedroom : 1
    Bathroom : 1

    2nd Floor One bedroom condo in the Aloha Tower at the beautiful...

  22. Sleeps 6, $435 to $950/night

    City : Kaanapali
    Bedrooms : 2
    Bathrooms : 2.5

    Luxury + Privacy = Our Maui Kaanapali Villa Vacation Rental Home....

  23. Sleeps 6, $445 to $1195/night

    City : Lahaina
    Bedrooms : 2
    Bathrooms : 2

    Ocean views from the Konea tower in North Ka'anapali with a...

  24. Sleeps 4, $175 to $380/night

    City : Lahaina
    Bedroom : 1
    Bathrooms : 2

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

  25. Sleeps 4, $180 to $335/night

    City : Lahaina
    Bedroom : studio
    Bathroom : 1

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

  26. Sleeps 4, $295 to $470/night

    City : Kaanapali
    Bedroom : 1
    Bathrooms : 2

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

  27. Sleeps 6, $165 to $355/night

    City : Lahaina
    Bedrooms : 2
    Bathrooms : 2

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

  28. Sleeps 3, $135 to $620/night

    City : Kahana
    Bedroom : studio
    Bathroom : 1

    Fantastic penthouse ocean views from this condo in Kahana. Decorated...

  29. Sleeps 2, $140 to $355/night

    City : Lahaina
    Bedroom : 1
    Bathroom : 1

    Deluxe remodeled vacation condo with ocean front views. Facelift in...

  30. Sleeps 6, $380 to $735/night

    City : Kaanapali
    Bedrooms : 3
    Bathrooms : 3

    Deluxe, remodeled with ocean views in North Ka'anapali. This condo...