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Hawaii Vacation Rentals - 2356 Properties

Welcome to Hawaii! Paradise on earth! RedAwning has the perfect vacation rental for your island adventures. 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, $200 to $345/night

    City : Waimea
    Bedrooms : 3
    Bathrooms : 2
    Pool

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

  2. Sleeps 10, $2840 to $4540/night

    City : Kailua-Kona
    Bedrooms : 3
    Bathrooms : 4
    Pool

    Perfectly located on the Kona “Gold Coast” of the Big Island...

  3. Sleeps 5, $285 to $515/night

    City : Waimea
    Bedrooms : 3
    Bathroom : 1

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

  4. Sleeps 2, $360 to $420/night

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

    One Bedroom Corner- King Bed, NO sofa bed, Flat screen TV- hardwood...

  5. Sleeps 5, $360 to $420/night

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

    Our One Bedroom Corner unit is spacious and well-appointed with a...

  6. Sleeps 5, $360 to $420/night

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

    This beautiful One Bedroom Corner unit was recently renovated and...

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

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

    Welcome to: "Tranquility Maui Condo" This charming 2 bedroom Papakea...

  8. Sleeps 2, $160 to $245/night

    City : Honolulu
    Bedroom : studio
    Bathroom : 1
    Pool Hot Tub

    Island Colony is located in the heart of Waikiki. Close to...

  9. Sleeps 3, $180 to $275/night

    City : Honolulu
    Bedroom : studio
    Bathroom : 1
    Pool Hot Tub

    Island Colony is located in the heart of Waikiki. Close to...

  10. Sleeps 4, $190 to $275/night

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

    The Waikiki Banyan is a very popular, moderately priced family...

  11. Sleeps 4, $215 to $325/night

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

    The Waikiki Banyan is a very popular, moderately priced family...

  12. Sleeps 7, $330 to $435/night

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

    The Ilikai is located at the Waikiki Beach gateway and overlooks the...

  13. Sleeps 2, $150 to $245/night

    City : Honolulu
    Bedroom : studio
    Bathroom : 1
    Pool Hot Tub

    Island Colony is located in the heart of Waikiki. Close to...

  14. Sleeps 6, $225 to $285/night

    City : Waimea
    Bedrooms : 3
    Bathrooms : 2

    Tastefully designed by the Owners to create a carefree island...

  15. Sleeps 4, $210 to $345/night

    City : Kihei
    Bedroom : 1
    Bathroom : 1
    Pool

    Kauhale Makai is Hawaiian for "Village by the Sea". Kauhale Makai is...

  16. Sleeps 6, $205 to $440/night

    City : Kihei
    Bedrooms : 2
    Bathrooms : 2
    Pool

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

  17. Sleeps 2, $270 to $320/night

    City : Lahaina
    Bedroom : studio
    Bathroom : 1
    Pool Hot Tub

    This beautiful sixth floor oceanfront condo has a perfect view of...

  18. Sleeps 4, $270 to $435/night

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

    Enjoy the luxury upgrades of this beautiful oceanfront condo...

  19. Sleeps 4, $195 to $525/night

    City : Lahaina
    Bedroom : 1
    Bathroom : 1
    Pool

    This magnificent Penthouse-level 1 BDR condo is luxury at its...

  20. Sleeps 6, $175 to $270/night

    City : Lahaina
    Bedrooms : 2
    Bathroom : 1
    Pool

    Our remodeled villa has all of the modern amenities of home! It is...

  21. Sleeps 4, $225 to $270/night

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

    Relax and kick off your shoes in this Polynesian decorated top floor...

  22. Sleeps 6, $245 to $400/night

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

    Dream. Believe. Discover. These are the words imprinted on several...

  23. Sleeps 6, $310 to $450/night

    City : Princeville
    Bedrooms : 2
    Bathrooms : 2
    Pool

    Pu’u Po’a 102 is located on the bluff of Princeville with...

  24. Sleeps 4, $345 to $450/night

    City : Princeville
    Bedrooms : 2
    Bathrooms : 2
    Pool

    This deluxe Kauai vacation rental is sure to take your breath away...

  25. Sleeps 4, $225 to $285/night

    City : Princeville
    Bedroom : 1
    Bathroom : 1
    Pool

    Sealodge is located on Kauai’s most spectacular coastline,...

  26. Sleeps 8, $200 to $250/night

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

    This new Plantation at Princeville located on the north shore is...

  27. Sleeps 6, $240 to $605/night

    City : Lahaina
    Bedrooms : 2
    Bathrooms : 2
    Pool

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

  28. Sleeps 6, $240 to $605/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, $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...

  30. Sleeps 4, $160 to $520/night

    City : Lahaina
    Bedroom : 1
    Bathroom : 1
    Pool

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