Hawaii Vacation Rentals - 2454 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 10, $2840 to $4540/night

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

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

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

    City : Waimea
    Bedrooms : 3
    Bathroom : 1

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

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

    City : Waimea
    Bedrooms : 3
    Bathrooms : 2

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

  4. Sleeps 8, $945 to $1505/night

    City : Kailua Kona
    Bedrooms : 4
    Bathrooms : 3
    Pool Hot Tub

    Nestled just outside of Kona Town is this incredible 4 bedroom Ocean...

  5. Sleeps 4, $310 to $360/night

    City : Kahana
    Bedrooms : 2
    Bathrooms : 2.5
    Pool

    Our ocean front home sits on a cliff directly in front of and above...

  6. Sleeps 6, $240 to $295/night

    City : Kahana
    Bedrooms : 2
    Bathrooms : 2
    Pool

    Come join us at the Kahana Sunset resort located on the world famous...

  7. Sleeps 6, $405 to $455/night

    City : Kahana
    Bedrooms : 2
    Bathrooms : 2.5
    Pool

    Kahana Sunset Unit F-1 is an ocean front 2-bedroom, 2 1/2 bath unit...

  8. 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...

  9. Sleeps 4, $160 to $240/night

    City : Honolulu
    Bedroom : 1
    Bathroom : 1
    Pool

    This privately owned 1 bedroom condo fully furnished and fully...

  10. Sleeps 2, $140 to $240/night

    City : Honolulu
    Bedroom : studio
    Bathroom : 1
    Pool

    This beautifully remodeled Studio. It sports a kitchenette, full...

  11. Sleeps 7, $340 to $360/night

    City : Lahaina
    Bedrooms : 2
    Bathrooms : 2
    Pool

    Elegant Villa- Complete New Remodel- Luxurious- Kaanapali Royal...

  12. Sleeps 8, $340 to $440/night

    City : Princeville
    Bedrooms : 3
    Bathrooms : 3

    This wonderful home is located on the beautiful Northshore of Kauai...

  13. Sleeps 10, $325 to $425/night

    City : Honolulu
    Bedrooms : 2
    Bathrooms : 2
    Pool

    This condo is a a perfect place for your family to enjoy all the...

  14. Sleeps 8, $360 to $510/night

    City : Honolulu
    Bedrooms : 2
    Bathrooms : 2
    Pool

    This is one of our many 2 bedroom penthouse at the Royal Kuhio. The...

  15. Sleeps 6, $250 to $285/night

    City : Lahaina
    Bedrooms : 2
    Bathrooms : 2
    Pool

    Awesome oceanfront views from this paradise condo. Just feet away...

  16. Sleeps 2, $100 to $180/night

    City : Honolulu
    Bedroom : studio
    Bathroom : 1

    This unit features a queen sized bed with linens, private balcony...

  17. Sleeps 2, $110 to $180/night

    City : Honolulu
    Bedroom : studio
    Bathroom : 1

    This beautiful unit was just completely remodeled and decorated with...

  18. Sleeps 8, $420 to $470/night

    City : Kahana
    Bedrooms : 3
    Bathrooms : 2
    Pool Hot Tub

    Grasp the beautiful sunsets and rainbows from this very spacious...

  19. Sleeps 6, $295 to $345/night

    City : kahana
    Bedrooms : 2
    Bathrooms : 2
    Pool

    This newly remodeled unit has two flat screen TV's,VHS,DVD player,CD...

  20. Sleeps 4, $150 to $210/night

    City : Kailua-Kona
    Bedrooms : 2
    Bathrooms : 2
    Pool

    Everything you need for the perfect vacation. Total upgrade just...

  21. 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...

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

    City : Kahana
    Bedroom : 1
    Bathroom : 1
    Pool

    Your comfortable retreat by the Ocean. A well stocked kitchen,...

  23. Sleeps 8, $300 to $440/night

    City : Lahaina
    Bedrooms : 2
    Bathrooms : 2
    Pool

    Within walking distance of the world famous Whalers Village, located...

  24. Sleeps 6, $450 to $1160/night

    City : Kamuela
    Bedrooms : 3
    Bathrooms : 3
    Pool

    Welcome to Wai'ula'ula at the Mauna Kea Resort! Your vacation will...

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

    City : Kahana
    Bedrooms : 2
    Bathrooms : 2
    Pool

    Create an unforgettable vacation in paradise with accommodations...

  26. Sleeps 6, $380 to $420/night

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

    This amazing oceanfront 2 bedroom unit was completely remodeled in...

  27. Sleeps 4, $280 to $390/night

    City : Lahaina
    Bedroom : 1
    Bathrooms : 2
    Pool

    Maui Eldorado D-204 is a tropical bliss 1-bedroom, 2-bath town home...

  28. Sleeps 6, $180 to $195/night

    City : Waikoloa Village
    Bedrooms : 3
    Bathrooms : 2
    Pool

    This beautifully cared for family home is the perfect home base for...

  29. Sleeps 6, $350 to $405/night

    City : Lahaina
    Bedrooms : 2
    Bathrooms : 2
    Pool

    This beautiful 2 Bedroom, 2.5 Bathroom with AC is new to our rental...

  30. Sleeps 2, $440 to $500/night

    City : Lahaina
    Bedroom : 1
    Bathroom : 1.5
    Pool

    Quality 1 bedroom 2 bath OCEAN FRONT Lahaina Townhome- Puamana's...