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Hawaii Vacation Rentals - 2414 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, $2838 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, $284 to $511/night

    City : Waimea
    Bedrooms : 3
    Bathroom : 1

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

  3. Sleeps 6, $224 to $284/night

    City : Waimea
    Bedrooms : 3
    Bathrooms : 2

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

  4. Sleeps 6, $203 to $438/night

    City : Kihei
    Bedrooms : 2
    Bathrooms : 2
    Pool

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

  5. Sleeps 4, $191 to $525/night

    City : Lahaina
    Bedroom : 1
    Bathroom : 1
    Pool

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

  6. Sleeps 4, $341 to $448/night

    City : Princeville
    Bedrooms : 2
    Bathrooms : 2
    Pool

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

  7. Sleeps 4, $219 to $369/night

    City : Kihei
    Bedroom : 1
    Bathroom : 1
    Pool

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

  8. Sleeps 4, $240 to $297/night

    City : KIHEI
    Bedroom : 1
    Bathroom : 1
    Pool

    Bright and open One bedroom garden view condo located on the ground...

  9. Sleeps 4, $317 to $359/night

    City : KIHEI
    Bedroom : 1
    Bathrooms : 2
    Pool

    Recently Remodeled Ocean view condo located on the Ground Floor at...

  10. Sleeps 6, $368 to $459/night

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

    This two (2) bedroom loft, Garden View Condo also has Partial Ocean...

  11. Sleeps 4, $368 to $459/night

    City : KIHEI
    Bedrooms : 2
    Bathrooms : 2
    Pool

    You will not be disappointed! This well-appointed two bedroom garden...

  12. Sleeps 6, $347 to $419/night

    City : Kihei
    Bedrooms : 2
    Bathrooms : 2
    Pool

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

  13. Sleeps 6, $390 to $482/night

    City : KIHEI
    Bedrooms : 2
    Bathrooms : 2
    Pool

    Beautiful Ocean View Unit in Building 8! With recent updates and...

  14. Sleeps 4, $244 to $297/night

    City : Kihei
    Bedroom : 1
    Bathroom : 1
    Pool

    Spacious and comfortable describe this ground floor condo with a...

  15. Sleeps 4, $273 to $327/night

    City : KIHEI
    Bedroom : 1
    Bathroom : 1
    Pool

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

  16. Sleeps 4, $297 to $373/night

    City : KIHEI
    Bedrooms : 2
    Bathrooms : 2
    Pool

    Enjoy Ocean Views from the living room and master bedroom in this...

  17. Sleeps 2, $352 to $461/night

    City : Kihei
    Bedroom : 1
    Bathroom : 1.5
    Pool

    Completely remodeled condo, from top to bottom. Nothing has been...

  18. Sleeps 4, $304 to $391/night

    City : KIHEI
    Bedroom : 1
    Bathrooms : 2
    Pool Hot Tub

    Beautifully upgraded and renovated one bedroom condominium....

  19. Sleeps 6, $392 to $489/night

    City : KIHEI
    Bedroom : 1
    Bathrooms : 2
    Pool

    There are two (2) bedrooms and two (2) bathrooms in this Garden View...

  20. Sleeps 6, $437 to $546/night

    City : Kihei
    Bedroom : 1
    Bathrooms : 2
    Pool

    Enjoy Ocean Views from this second floor condo featuring two...

  21. Sleeps 6, $296 to $351/night

    City : KIHEI
    Bedrooms : 2
    Bathrooms : 2
    Pool

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

  22. Sleeps 4, $282 to $335/night

    City : Kihei
    Bedrooms : 2
    Bathrooms : 2
    Pool

    Have fun in this two bedroom, two bath Ocean View condo....

  23. Sleeps 2, $282 to $327/night

    City : Lahaina
    Bedroom : 1
    Bathroom : 1
    Pool

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

  24. Sleeps 4, $297 to $342/night

    City : Lahaina
    Bedroom : 1
    Bathroom : 1
    Pool

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

  25. Sleeps 4, $342 to $445/night

    City : Kihei
    Bedroom : 1
    Bathroom : 1
    Pool

    Walk out of this ocean front, ground floor unit and you are only a...

  26. Sleeps 4, $235 to $279/night

    City : KIHEI
    Bedroom : 1
    Bathroom : 1
    Pool

    One bedroom condo with a partial ocean view. This unit sleeps up to...

  27. Sleeps 6, $296 to $351/night

    City : Kihei
    Bedrooms : 2
    Bathrooms : 2
    Pool

    Relax in this spacious two bedroom, partial ocean view condo at the...

  28. Sleeps 6, $1057 to $1351/night

    City : Lahaina
    Bedrooms : 2
    Bathrooms : 2
    Pool

    Ocean Front Two bedroom Condo located on Ka'anapali Beach. The...

  29. Sleeps 2, $431 to $587/night

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

    Completely Renovated and well-appointed one (1) bedroom Ocean view...

  30. Sleeps 6, $368 to $459/night

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

    Two bedroom Garden View Condo at the Kamaole Sands in South Kihei....