Hawaii Vacation Rentals - 2433 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, $220 to $370/night

    City : Kihei
    Bedroom : 1
    Bathroom : 1
    Pool

    Shores of Maui is a low density two-story property located across...

  2. Sleeps 6, $985 to $1215/night

    City : Waimea
    Bedrooms : 3
    Bathrooms : 2

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

  3. Sleeps 4, $125 to $200/night

    City : Honolulu
    Bedroom : 1
    Bathroom : 1
    Pool

    Lavish yourself in the spirit of Old Hawaii, at the adorable...

  4. Sleeps 4, $200 to $310/night

    City : Honolulu
    Bedroom : 1
    Bathroom : 1

    An affordable 1 bedroom suite in the Oceanfront Diamond Head Beach...

  5. Sleeps 6, ~$480/night

    City : Kihei
    Bedrooms : 2
    Bathrooms : 2
    Pool

    Haleakala Shore s is a four story development located directly...

  6. Sleeps 4, $260 to $595/night

    City : Kihei
    Bedrooms : 2
    Bathrooms : 2
    Pool

    Kamaole Sands is one of the most “resort like” condominium...

  7. Sleeps 4, $270 to $310/night

    City : Honolulu
    Bedrooms : 2
    Bathrooms : 2

    Stunning sunsets and dramatic ocean views of Oahu’s renowned Gold...

  8. Sleeps 6, $275 to $395/night

    City : Kailua Kona
    Bedrooms : 2
    Bathrooms : 2
    Pool

    Absolute ocean front in this wonderfully spacious unit in a tropical...

  9. Sleeps 6, $250 to $370/night

    City : Lahaina
    Bedrooms : 2
    Bathrooms : 2
    Pool

    Beautiful two bedrooms, two bathrooms interior condo unit with ocean...

  10. Sleeps 4, $145 to $215/night

    City : Kailua Kona
    Bedrooms : 2
    Bathrooms : 2
    Pool

    Outstanding 2 bed 2 bath condo with garden view! Spacious ground...

  11. Sleeps 6, $210 to $340/night

    City : Lahaina
    Bedrooms : 2
    Bathrooms : 2
    Pool

    Your Maui vacation starts here in Paki Maui 226! This lovely 2...

  12. Sleeps 6, $325 to $520/night

    City : Waimea
    Bedrooms : 2
    Bathroom : 1

    This large 2 bedroom/ 2 bath home has enormous square footage,...

  13. Sleeps 6, $205 to $570/night

    City : Lahaina
    Bedrooms : 2
    Bathrooms : 2
    Pool

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

  14. Sleeps 6, $220 to $580/night

    City : Lahaina
    Bedrooms : 2
    Bathrooms : 2
    Pool

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

  15. Sleeps 6, $370 to $425/night

    City : Kahana
    Bedrooms : 2
    Bathrooms : 2
    Pool

    Create an unforgettable vacation in paradise with accommodations...

  16. Sleeps 4, $235 to $270/night

    City : Kihei
    Bedroom : 1
    Bathroom : 1
    Pool

    Remodeled kitchen, bathroom and new flooring completed in Summer...

  17. Sleeps 4, $335 to $495/night

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

    Kahala at Poipu Kai Resort located on the island of Kauai.  Relax...

  18. Sleeps 8, $605 to $635/night

    City : Kahana
    Bedrooms : 3
    Bathrooms : 3
    Pool Hot Tub

    Enjoy all that a Hawaiian Paradise has to offer. This large,...

  19. Sleeps 4, $275 to $320/night

    City : KIHEI
    Bedroom : 1
    Bathroom : 1
    Pool

    Enjoy beautiful Ocean Views as well as views of the center court...

  20. Sleeps 6, $315 to $365/night

    City : Kahana
    Bedrooms : 2
    Bathrooms : 2
    Pool

    Enjoy this beautiful ocean front unit while you relax to the sound...

  21. Sleeps 2, $285 to $320/night

    City : Lahaina
    Bedroom : 1
    Bathroom : 1
    Pool

    Stunning Remodel completed in late 2014. This Ocean Front condo is...

  22. Sleeps 4, $300 to $575/night

    City : Lahaina
    Bedroom : 1
    Bathroom : 1
    Pool

    Enjoy the many shades of blue that sparkle below. This ocean front...

  23. Sleeps 4, $355 to $450/night

    City : KIHEI
    Bedroom : 1
    Bathroom : 1.5
    Pool

    Kihei Surfside 210 is your home away from home. From the moment you...

  24. Sleeps 6, $350 to $410/night

    City : Kihei
    Bedrooms : 2
    Bathrooms : 2
    Pool

    Upgraded, Renovated and Remodeled two bedroom loft Condo. Beautiful...

  25. Sleeps 4, $235 to $270/night

    City : Kihei
    Bedroom : 1
    Bathroom : 1
    Pool

    The Maui Vista is conveniently located across from Charley Young...

  26. Sleeps 4, $345 to $435/night

    City : KIHEI
    Bedroom : 1
    Bathroom : 1
    Pool

    Enjoy stunning ocean views from the private lanai of this unit. This...

  27. Sleeps 6, $300 to $345/night

    City : KIHEI
    Bedrooms : 2
    Bathrooms : 2
    Pool

    Enjoy Ocean views from this two bedroom two bathroom condo. The...

  28. Sleeps 8, ~$515/night

    City : Princeville
    Bedrooms : 4
    Bathrooms : 4

    This beautiful custom home is located in the Queen Emma Bluff's...

  29. Sleeps 2, $275 to $435/night

    City : Lahaina
    Bedroom : studio
    Bathroom : 1
    Pool

    This spacious condo offers one of the best locations on Maui to...

  30. Sleeps 4, $275 to $320/night

    City : KIHEI
    Bedroom : 1
    Bathroom : 1
    Pool

    Enjoy Ocean Views from this one (1) bedroom Condo. This unit has a...