Hawaii Vacation Rentals - 1520 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 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...

  2. 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...

  3. Sleeps 6, $140 to $290/night

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

    18th Floor Pool View Condo Suite This is a perfect room for...

  4. Sleeps 4, $235 to $455/night

    City : Lahaina
    Bedroom : 1
    Bathroom : 1
    Pool

    Royal Kahana, #812, Stunning Ocean and Sunset Views from Luxury...

  5. Sleeps 6, $435 to $915/night

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

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

  6. Sleeps 6, $310 to $430/night

    City : Waimea
    Bedrooms : 3
    Bathrooms : 2
    Pool

    Fantastic panoramic ocean views. You can see the whales splashing...

  7. Sleeps 6, $175 to $325/night

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

    Beautiful Newly Remodeled 27th Floor Ocean View Waikiki Condo Watch...

  8. Sleeps 4, $175 to $385/night

    City : Lahaina
    Bedroom : 1
    Bathroom : 1
    Pool

    We are so excited to be able to offer a much demanded third level...

  9. Sleeps 6, ~$265/night

    City : Princeville
    Bedrooms : 3
    Bathrooms : 3
    Pool

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

  10. Sleeps 6, $250 to $345/night

    City : Princeville
    Bedrooms : 3
    Bathrooms : 2

    • Great rental for multi-generational family or two/three couples...

  11. Sleeps 3, $180 to $200/night

    City : Princeville
    Bedroom : 1
    Bathroom : 1
    Pool

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

  12. Sleeps 6, $190 to $445/night

    City : Waikoloa
    Bedrooms : 2
    Bathrooms : 2
    Pool

    Come share the enjoyment of our home away from home in Hawaii! We...

  13. Sleeps 6, $180 to $480/night

    City : Waikoloa
    Bedrooms : 2
    Bathrooms : 2
    Pool

    Designer furnishings, tropical artwork, luxurious linens and...

  14. Sleeps 8, $630 to $1595/night

    City : Kapolei
    Bedrooms : 3
    Bathrooms : 2.5
    Pool

    Overview: This 3 BD, 2.5 BA luxury Penthouse on the 12th floor of...

  15. Sleeps 3, $115 to $160/night

    City : Maunaloa
    Bedroom : 1
    Bathroom : 1
    Pool

    Remodeled Kalua Koi Villas 1192.  Studio with one Queen size bed, a...

  16. Sleeps 6, $425 to $1135/night

    City : Kapolei
    Bedrooms : 2
    Bathrooms : 2
    Pool

    Overview: This 2 BR, 2 BA luxury penthouse on the 15th floor of the...

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

    City : Princeville
    Bedrooms : 2
    Bathrooms : 2
    Pool

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

  18. Sleeps 6, $160 to $300/night

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

    Deluxe 2th Floor Ocean View Waikiki Condo Enjoy paradise and save...

  19. 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...

  20. Sleeps 4, $415 to $465/night

    City : Princeville
    Bedrooms : 2
    Bathrooms : 2
    Pool

    These luxury condos are spacious at 1800sq.ft., with 2 bedrooms and...

  21. Sleeps 6, $155 to $200/night

    City : Kalua Koi
    Bedrooms : 2
    Bathrooms : 2
    Pool

    Bright and cheery is this 2 bedroom, 2 bath Ocean view condo on...

  22. Sleeps 8, $1715 to $2510/night

    City : Waimea
    Bedrooms : 4
    Bathrooms : 4.5
    Pool

    Stately and serene, Hula Moon sits on one of the most beautiful...

  23. Sleeps 8, $435 to $465/night

    City : Kapaa
    Bedrooms : 2
    Bathrooms : 3
    Pool

    Resort Living at its Best in this Ultimate Luxury Condo Waipouli...

  24. Sleeps 4, $250 to $400/night

    City : Kapaa
    Bedroom : 1
    Bathrooms : 2
    Pool

    An exceptionally well decorated condo with a Beautiful Garden &...

  25. Sleeps 14, $485 to $715/night

    City : Kailua-Kona
    Bedrooms : 4
    Bathrooms : 4

    If you have a large group or extended family this is the home for...

  26. Sleeps 8, $385 to $470/night

    City : Princeville
    Bedrooms : 4
    Bathrooms : 4

    Built on the cliffs overlooking the Pacific waves with space for a...

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

    City : Princeville
    Bedroom : 1
    Bathroom : 1
    Pool

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

  28. 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...

  29. Sleeps 6, $420 to $540/night

    City : Honolulu
    Bedrooms : 2
    Bathrooms : 2
    Pool

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

  30. Sleeps 4, $355 to $510/night

    City : Kapalua
    Bedroom : 1
    Bathrooms : 2
    Pool

    New central AC system throughout! Kking size master suite has a...