Hawaii Vacation Rentals - 414 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. $8750 to $13750/night
    Bedrooms : 7
    Type : villa

    If paradise had a home it would be here, in the sun, on the beach,...

  2. $5000 to $6325/night
    Bedrooms : 6
    Type : villa

    This 6-bedroom/6.5 bath luxury estate is located on prestigious...

  3. $3750 to $4815/night
    Bedrooms : 4
    Type : villa

    At the forefront of the sprawling beach front estate stands the...

  4. $2245 to $5850/night
    Bedrooms : 3
    Type : home

    Ocean Bliss is a stunning beachfront estate that provides the best...

  5. $2090 to $2785/night
    Bedrooms : 4
    Type : home

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

  6. $1815 to $3850/night
    Bedrooms : 4
    Type : home

    An Asian Pacific custom-designed home features an infinity pool,...

  7. $1575 to $2290/night
    Bedrooms : 4
    Type : home

    King Hale is located in the serene beachfront community of Haena...

  8. $1565 to $2415/night
    Bedrooms : 3
    Type : villa

    Mesmerizing Oceanfront Diamond Head estate gracing the southern...

  9. $1250 to $1715/night
    Bedrooms : 4
    Type : villa

    The Villas at Poipu Kai is a new boutique resort, situated in the...

  10. $1240 to $1650/night
    Bedrooms : 4
    Type : villa

    If location is key then this is the one of the perfect Kauai luxury...

  11. $1210 to $1815/night
    Bedrooms : 4
    Type : home

    This unique property is situated above beautiful Wailea Bay on the...

  12. $1125 to $1725/night
    Bedrooms : 4
    Type : villa

    East of Diamond Head and 5 mins from Hanauma Bay! Just 20 minutes...

  13. $1050 to $1915/night
    Bedrooms : 4
    Type : home

    Located beachfront on the enchanting Hanalei Bay, Lani Kai...

  14. $1040 to $1945/night
    Bedrooms : 3
    Type : condo

    Direct Ocean Front 3 bedroom, 3 bath in Hokulani tower with over...

  15. $940 to $1375/night
    Bedrooms : 4
    Type : villa

    "The Villas at Poipu Kai is a new boutique resort, situated in the...

  16. $845 to $1240/night
    Bedrooms : 3
    Type : villa

    Ali'i Villa is a stunning 3-bedroom, 3.5 bath golf-front villa,...

  17. $840 to $1650/night
    Bedroom : 1
    Type : home

    Hale Maluhia is a one-of-a-kind beachfront home on Hanalei Bay and...

  18. $825 to $1090/night
    Bedrooms : 3
    Type : home

    Blue Moon Hale Ocean front Vintage Hawaiian style home with 3...

  19. $780 to $1200/night
    Bedrooms : 3
    Type : villa

    "The Villas at Poipu Kai is a new boutique resort, situated in the...

  20. $770 to $1455/night
    Bedrooms : 3
    Type : home

    Nani Kai means glorious beautiful ocean, and it certainly lives up...

  21. $735 to $1020/night
    Bedrooms : 3
    Type : home

    One of the more sought after aspects of a vacation rental (or home...

  22. $715 to $795/night
    Bedrooms : 4
    Type : home

    Large Home with Mini Putting Green, Pool, Hot Tub and Entertainment...

  23. $630 to $1020/night
    Bedrooms : 2
    Type : cottage

    Welcome to Hale Nalu (Surf), an oceanfront cottage in Hanalei Bay,...

  24. $525 to $620/night
    Bedrooms : 3
    Type : condo

    Nicely updated, ocean front 3 bedroom, 3 bathroom unit in Kahana....

  25. $495 to $850/night
    Bedrooms : 4
    Type : home

      Large beautiful home in the Poipu Kai neighborhood Three levels...

  26. $495 to $970/night
    Bedrooms : 4
    Type : home

      *Private, fully furnished house has a fenced in yard with...

  27. $470 to $580/night
    Bedrooms : 2
    Type : condo

    Two Bedroom; (One-bedroom Corner and Junior suite that connects);...

  28. $470 to $580/night
    Bedrooms : 2
    Type : condo

    One bedroom Corner (and junior suite that connects); King bed in...

  29. $440 to $795/night
    Bedrooms : 4
    Type : home

      Located just one block away from world-famous Poipu and...

  30. $440 to $675/night
    Bedrooms : 2
    Type : condo

      *Stunning ocean views *Two bedroom with ensuite bathrooms...