Hawaii Vacation Rentals - 1360 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 6, $445 to $780/night

    City : Kapaa
    Bedrooms : 2
    Bathrooms : 3
    Pool Hot Tub

    Live the Dream! Ultra Luxury "Beachfront" Ground Floor Unit A104 at...

  2. Sleeps 2, $250 to $295/night

    City : Princeville
    Bedroom : 1
    Bathroom : 1
    Pool

    Pali Ke Kua is located on the bluff overlooking the crashing Pacific...

  3. Sleeps 4, $195 to $210/night

    City : Princeville
    Bedroom : 1
    Bathroom : 1
    Pool

    Affordable rates and amazing oceanfront views, that’s what...

  4. Sleeps 8, $215 to $235/night

    City : Princeville
    Bedrooms : 3
    Bathrooms : 3
    Pool

    The Villas on the Prince is a gated community with nearby access to...

  5. Sleeps 4, $210 to $230/night

    City : Princeville
    Bedrooms : 2
    Bathrooms : 2
    Pool

    The elegant Emmalani Court is a small, quiet group of...

  6. Sleeps 2, $230 to $265/night

    City : Princeville
    Bedroom : 1
    Bathrooms : 2
    Pool

    Our 2 bedroom, 2 bathroom Ali’i Kai I condos offer spectacular...

  7. Sleeps 6, $215 to $585/night

    City : Lahaina
    Bedrooms : 2
    Bathrooms : 2
    Pool

    We invite you to come and stay in our upgraded condo just two blocks...

  8. Sleeps 5, $215 to $250/night

    City : Princeville
    Bedrooms : 2
    Bathrooms : 2
    Pool

    Welcome to our Princeville home on the north shores of Kauai. The...

  9. Sleeps 3, ~$315/night

    City : Princeville
    Bedroom : 1
    Bathroom : 1
    Pool

    From its oceanfront perch Pali Ke Kua 103 boasts unparalleled...

  10. Sleeps 6, ~$265/night

    City : Princeville
    Bedrooms : 3
    Bathrooms : 3
    Pool

    This 3 bedroom, 3 bath, air-conditioned condo is beautifully...

  11. Sleeps 4, ~$305/night

    City : Honolulu
    Bedrooms : 2
    Bathrooms : 2
    Pool

    Near the west entrance of Waikiki, high above the busy streets of...

  12. Sleeps 2, $195 to $210/night

    City : Honolulu
    Bedroom : studio
    Bathroom : 1

    Minimum rent is 30 days. Beautifully renovated studio (Rare Large...

  13. Sleeps 4, ~$300/night

    City : Honolulu
    Bedrooms : 2
    Bathrooms : 2
    Pool Hot Tub

    Beautifully remodeled 2 bedroom 2 bath with large lanai facing...

  14. Sleeps 2, $195 to $200/night

    City : Kihei
    Bedroom : 1
    Bathroom : 1
    Pool

    This recently remodeled fifth floor condo features a full kitchen...

  15. Sleeps 6, $175 to $300/night

    City : Waikiki
    Bedroom : 1
    Bathroom : 1
    Pool Hot Tub

    Ocean View Corner Unit! Enjoy views of Diamond Head Crater and...

  16. Sleeps 6, $185 to $325/night

    City : Waikiki
    Bedroom : 1
    Bathroom : 1
    Pool Hot Tub

    32nd Floor Deluxe Ocean View and Diamond Head View Waikiki Condo...

  17. Sleeps 6, $175 to $300/night

    City : Waikiki
    Bedroom : 1
    Bathroom : 1
    Pool Hot Tub

    22nd Floor Partial Ocean View Waikiki Condo Enjoy paradise in this...

  18. Sleeps 6, $175 to $300/night

    City : Waikiki
    Bedroom : 1
    Bathroom : 1
    Pool Hot Tub

    Pool View Beautifully Updated Waikiki Banyan Condo Enjoy a wonderful...

  19. Sleeps 4, $210 to $220/night

    City : Princeville
    Bedroom : 1
    Bathroom : 1
    Pool

    Affordable rates and amazing oceanfront views, that’s what...

  20. Sleeps 6, $415 to $1210/night

    City : Kamuela
    Bedrooms : 2
    Bathrooms : 2.5

    This villa is decorated with the most high end luxurious style. You...

  21. 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...

  22. Sleeps 5, ~$560/night

    City : Honolulu
    Bedrooms : 2
    Bathrooms : 2
    Pool

    Spacious interiors and sweeping ocean views encompass this two...

  23. Sleeps 8, ~$1380/night

    City : Honolulu
    Bedrooms : 3
    Bathrooms : 3.5
    Pool

    A are Find… One of Diamond Head’s few Oceanfront properties....

  24. Sleeps 6, $255 to $295/night

    City : Kihei
    Bedrooms : 2
    Bathroom : 1
    Pool

    This sixth floor, two bedroom condo is newly remodeled and features...

  25. Sleeps 2, $210 to $240/night

    City : Kihei
    Bedroom : 1
    Bathroom : 1
    Pool

    This nicely updated second floor condo features a full kitchen,...

  26. Sleeps 4, $305 to $700/night

    City : Waikoloa
    Bedrooms : 2
    Bathrooms : 2
    Pool

    You will feel right at home lounging and taking in the beauty of...

  27. Sleeps 6, ~$270/night

    City : Kapaa
    Bedrooms : 2
    Bathrooms : 3
    Pool Hot Tub

    First class Waipouli Beach Resort are located in Waipouli, East...

  28. Sleeps 6, $455 to $915/night

    City : Kapolei
    Bedrooms : 2
    Bathrooms : 2
    Pool Hot Tub

    Experience the ultimate in oceanfront resort living in this...

  29. Sleeps 6, $140 to $325/night

    City : Waikiki
    Bedroom : 1
    Bathroom : 1
    Pool Hot Tub

    Enjoy paradise in this Deluxe 32nd floor Waikiki Banyan condo suite....

  30. Sleeps 6, $180 to $410/night

    City : Waikoloa
    Bedrooms : 2
    Bathrooms : 2
    Pool

    Newly remodeled unit, master bedroom has a king bed, guest bedroom...