Hawaii Vacation Rentals - 1185 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, $1020 to $1255/night

    City : Waimea
    Bedrooms : 3
    Bathrooms : 2

    Brand new on the vacation rental market, this recently built home is...

  2. Sleeps 4, $150 to $205/night

    City : Kailua-Kona
    Bedroom : 1
    Bathroom : 1
    Pool

    Keauhou Gardens 11-101 is a spacious one bedroom/one bath unit...

  3. Sleeps 6, $300 to $415/night

    City : Kapaa
    Bedrooms : 2
    Bathrooms : 3
    Pool

    Princeville is a 9,000-acre, upscale, unincorporated, master-planned...

  4. Sleeps 4, $150 to $175/night

    City : Princeville
    Bedroom : 1
    Bathrooms : 2
    Pool

    The Cliffs Resort at Princeville Unit 3201, Garden View North Shore...

  5. Sleeps 6, ~$360/night

    City : Lihue
    Bedrooms : 2
    Bathrooms : 2
    Pool

    Kaha Lani Resort #123, Oceanfront Kauai Vacation Rental, Wailua,...

  6. Sleeps 4, $185 to $190/night

    City : Lihue
    Bedroom : 1
    Bathroom : 1.5
    Pool

    Kaha Lani Unit #206, Ocean View Vacation Rental on a Beachfront...

  7. Sleeps 3, $210 to $215/night

    City : Lihue
    Bedroom : 1
    Bathroom : 1.5
    Pool

    Kaha Lani Unit #326, Oceanfront  Wailua, Kauai. Oceanfront 1...

  8. Sleeps 4, $150 to $170/night

    City : Kapaa
    Bedroom : 1
    Bathroom : 1
    Pool

    Plantation Hale Suites Unit F8, Air Conditioned! Royal Coconut...

  9. Sleeps 4, $150 to $170/night

    City : Kapaa
    Bedroom : 1
    Bathroom : 1
    Pool

    Plantation Hale Suites Unit K13, Air Conditioned! Royal Coconut...

  10. Sleeps 6, $625 to $830/night

    City : Kapaa
    Bedrooms : 4
    Bathrooms : 4

    Niulani Beachfront Home, Kapa'a, Hawaii. Kapaa, Kauai Oceanfront...

  11. Sleeps 4, $210 to $300/night

    City : Kapaa
    Bedrooms : 2
    Bathroom : 1.5
    Pool

    Kauai Kailani #308, Kapaa, Hawaii. Oceanfront Kauai vacation...

  12. Sleeps 6, $300 to $330/night

    City : Lihue
    Bedrooms : 2
    Bathrooms : 2
    Pool

    Kaha Lani Unit #214, Ocean View, 2nd floor End Unit,   Walua,...

  13. Sleeps 4, $150 to $155/night

    City : Kapaa
    Bedroom : 1
    Bathroom : 1
    Pool

    Plantation Hale Suite J8, Kapa`a, Hawaii, Royal Coconut Coast....

  14. Sleeps 4, ~$180/night

    City : Kapaa
    Bedroom : 1
    Bathroom : 1
    Pool

    Pono Kai Resort #A-305, Kapa`a Oceanfront Kauai Condo. Spectacular...

  15. Sleeps 6, $250 to $395/night

    City : Kailua Kona
    Bedrooms : 3
    Bathrooms : 3
    Pool

    Guests will not be disappointed vacationing in this exquisite 3...

  16. Sleeps 4, $150 to $240/night

    City : Kailua Kona
    Bedrooms : 2
    Bathrooms : 2
    Pool

    Located directly across the street from Magic Sands Beach, guests...

  17. Sleeps 4, $150 to $225/night

    City : Kailua Kona
    Bedrooms : 2
    Bathrooms : 2
    Pool

    Located just a short walk from the Kailua Bay Pier and shopping!...

  18. Sleeps 4, $250 to $395/night

    City : Kailua Kona
    Bedrooms : 2
    Bathrooms : 2
    Pool

    Awesome third floor ocean front unit, with a rare corner/end...

  19. Sleeps 6, $190 to $310/night

    City : Kailua Kona
    Bedrooms : 2
    Bathrooms : 2
    Pool

    Beautiful and very ocean front 2 bedroom 2 bath condo located on the...

  20. Sleeps 4, $120 to $195/night

    City : Kailua Kona
    Bedroom : 1
    Bathroom : 1

    Located on the 3rd floor, this 1 bed 1 bath unit has fantastic ocean...

  21. Sleeps 4, $180 to $310/night

    City : Kailua Kona
    Bedrooms : 2
    Bathrooms : 2
    Pool

    The ultimate tropical experience!-- The best of the famous Kona...

  22. Sleeps 4, $140 to $210/night

    City : Kailua Kona
    Bedroom : 1
    Bathroom : 1
    Pool

    Beautifully furnished and upgraded 1 bedroom 1 bath condo situated...

  23. Sleeps 4, $150 to $255/night

    City : Kailua Kona
    Bedroom : 1
    Bathroom : 1
    Pool

    This property boasts one of the best ocean front locations on the...

  24. Sleeps 4, $180 to $230/night

    City : Kailua Kona
    Bedrooms : 2
    Bathrooms : 2
    Pool

    Beautiful spacious remodeled villa set on the Keauhou Golf Course...

  25. Sleeps 4, $190 to $295/night

    City : Kailua Kona
    Bedroom : 1
    Bathroom : 1
    Pool

    Your first step inside the door begins your great Hawaiian vacation...

  26. Sleeps 6, $150 to $240/night

    City : Kailua Kona
    Bedrooms : 2
    Bathrooms : 2
    Pool

    Centrally located 2 bed 2 bath condo with spacious lanai and...

  27. Sleeps 8, $360 to $460/night

    City : Kailua Kona
    Bedrooms : 3
    Bathrooms : 2
    Pool

    Enjoy sweeping coastal views from your very own 1800 square foot...

  28. Sleeps 6, $195 to $265/night

    City : Kailua Kona
    Bedrooms : 2
    Bathrooms : 2
    Pool

    Great location! Ground floor 2 bedroom 2 bath unit close to the...

  29. Sleeps 6, $180 to $270/night

    City : Kailua Kona
    Bedrooms : 2
    Bathrooms : 2
    Pool

    Enjoy spectacular sunsets from your own private lanai! Dine inside...

  30. Sleeps 4, $155 to $225/night

    City : Kailua Kona
    Bedrooms : 2
    Bathrooms : 2
    Pool

    Spacious ground floor unit situated on the fairways of the Keauhou...