Hawaii Vacation Rentals - 1018 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, $150 to $175/night

    City : Kaunakakai
    Bedroom : 1
    Bathroom : 1
    Pool

    Very nice one bedroom condo with views of the Pacific Ocean, and the...

  2. Sleeps 6, $200 to $385/night

    City : Kaanapali
    Bedrooms : 2
    Bathrooms : 2
    Pool

    Please Note: There is  a $15/day Facilities Use Fee (with a 10 day...

  3. Sleeps 6, $225 to $380/night

    City : Puako
    Bedrooms : 3
    Bathrooms : 2
    Pool

    Step into this sunny and bright condo located directly across the...

  4. Sleeps 6, $225 to $290/night

    City : Waimea
    Bedrooms : 3
    Bathrooms : 2

    Tastefully designed by the Owner's to create a carefree island...

  5. Sleeps 4, ~$175/night

    City : Kalua Koi
    Bedroom : 1
    Bathrooms : 2
    Pool

    This is a lovely one bedroom, 2 bath condo with open beam ceilings...

  6. Sleeps 5, $345 to $575/night

    City : Puako
    Bedrooms : 3
    Bathroom : 1

    Discover the pleasure of an authentic Old Hawaii Puako Beach House...

  7. Sleeps 10, ~$585/night

    City : Koloa
    Bedrooms : 4
    Bathrooms : 5
    Pool

    The Kiahuna Sunset House is a spacious and elegant 4br/3ba home...

  8. Sleeps 4, $160 to $185/night

    City : Princeville
    Bedrooms : 2
    Bathrooms : 2
    Pool

    Located just an 8 minute walk from Anini Beach, Puamana enjoys...

  9. Sleeps 4, $170 to $495/night

    City : St. Lahaina
    Bedroom : 1
    Bathroom : 1
    Pool

    Come Enjoy Our Wonderful One Bedroom One Bath Upstairs Aina Nalu...

  10. Sleeps 7, $160 to $185/night

    City : Princeville
    Bedrooms : 2
    Bathrooms : 2
    Pool

    Puamana 9C has a spacious 1550sf of living space surrounded by the...

  11. Sleeps 3, $155 to $180/night

    City : Princeville
    Bedroom : 1
    Bathroom : 1
    Pool

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

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

    City : Princeville
    Bedrooms : 2
    Bathrooms : 2
    Pool

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

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

    City : Princeville
    Bedrooms : 2
    Bathrooms : 2
    Pool

    Enjoy unobstructed oceanfront views from this completely remodeled...

  14. Sleeps 6, $220 to $230/night

    City : Princeville
    Bedrooms : 3
    Bathrooms : 3
    Pool

    Enjoy comfort and luxury in this three bedroom/three bathroom...

  15. Sleeps 6, $165 to $230/night

    City : Princeville
    Bedrooms : 3
    Bathrooms : 3
    Pool

    This upscale villa is a private end unit, located in a gated...

  16. Sleeps 6, $380 to $400/night

    City : Princeville
    Bedrooms : 2
    Bathrooms : 2
    Pool

    Could you ask for anything more- eight tennis courts, two swimming...

  17. Sleeps 6, $210 to $230/night

    City : Princeville
    Bedrooms : 2
    Bathrooms : 2
    Pool

    Cliffs Resort offers swimming pools, jacuzzi, tennis, practice...

  18. Sleeps 4, $350 to $385/night

    City : Hanalei
    Bedrooms : 2
    Bathrooms : 2
    Pool

    The only true beachfront resort on Kauai's North Shore, Hanalei...

  19. Sleeps 6, ~$295/night

    City : Princeville
    Bedrooms : 3
    Bathrooms : 2

    Dramatic and tranquil mountain views as you step through the front...

  20. Sleeps 6, $165 to $230/night

    City : Princeville
    Bedrooms : 3
    Bathrooms : 3
    Pool

    Spacious and upscale, the Villas on the Prince offer 3br/3ba,...

  21. Sleeps 6, $220 to $245/night

    City : Princeville
    Bedrooms : 3
    Bathrooms : 3
    Pool

    Beautiful inside and out! This 3br/3ba air-conditioned condo sleeps...

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

    City : Princeville
    Bedrooms : 2
    Bathrooms : 2
    Pool

    Emmalani Court is a tranquil complex within easy walking distance of...

  23. Sleeps 6, $210 to $220/night

    City : Lihue
    Bedrooms : 2
    Bathrooms : 2
    Pool

    Private top floor corner 2 bedroom condo with unobstructed views of...

  24. Sleeps 4, $220 to $245/night

    City : Princeville
    Bedrooms : 2
    Bathrooms : 2
    Pool

    Beautiful ocean front views and a cheerful tropical decor greet you...

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

    City : Princeville
    Bedrooms : 2
    Bathrooms : 2
    Pool

    Private, Quiet and Serene. Sitting on the edge of the bluff between...

  26. Sleeps 2, ~$210/night

    City : Princeville
    Bedroom : 1
    Bathroom : 1
    Pool

    Sealodge G9 is a top floor condo with incredible views of both...

  27. Sleeps 6, $180 to $200/night

    City : Princeville
    Bedrooms : 2
    Bathrooms : 2
    Pool

    This second floor end unit sits slightly back from the edge of the...

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

    City : Princeville
    Bedroom : 1
    Bathroom : 1
    Pool

    Sealodge F9 is a top floor condo, 1br/1ba, private, with view of...

  29. Sleeps 5, $190 to $215/night

    City : Princeville
    Bedroom : 1
    Bathroom : 1
    Pool

    Completely renovated in 2012, with all new stainless steel...

  30. Sleeps 5, $180 to $200/night

    City : Princeville
    Bedrooms : 2
    Bathrooms : 2
    Pool

    One of the best views in Sealodge. You are surrounded by ocean and...