×

Download the RedAwning app today!
Find your rental and view all your reservation details, all in one place

Hawaii Vacation Rentals - 2438 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.

Search results

  1. Sleeps 6, $199 to $341/night

    City : Waimea
    Bedrooms : 3
    Bathrooms : 2
    Pool

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

  2. 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...

  3. Sleeps 5, $284 to $511/night

    City : Waimea
    Bedrooms : 3
    Bathroom : 1

    Weekday Weekend Weekly Discover the pleasure of an authentic Old...

  4. Sleeps 6, $209 to $266/night

    City : Waimea
    Bedrooms : 3
    Bathrooms : 2

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

  5. Sleeps 4, $209 to $345/night

    City : Kihei
    Bedroom : 1
    Bathroom : 1
    Pool

    Weekday Weekend Weekly Weekday Weekend Weekly Kauhale Makaiis...

  6. Sleeps 4, $193 to $384/night

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

    Weekday Weekend Weekly Weekday Weekend Weekly Ka'anapali Shores is...

  7. Sleeps 6, $192 to $566/night

    City : Lahaina
    Bedrooms : 2
    Bathrooms : 2
    Pool
    FREE CANCELLATION

    Weekday Weekend Weekly We invite you to come and stay in our...

  8. Sleeps 6, $228 to $603/night

    City : Lahaina
    Bedrooms : 2
    Bathrooms : 2
    Pool
    FREE CANCELLATION

    Weekday Weekend Weekly We invite you to come and stay in our...

  9. Sleeps 6, $328 to $391/night

    City : Kihei
    Bedrooms : 2
    Bathrooms : 2
    Pool
    FREE CANCELLATION

    This condo is located in Kihei Hawaii. It has garden view. There is...

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

    City : Kihei
    Bedrooms : 2
    Bathrooms : 2
    Pool
    FREE CANCELLATION

    Beautiful views of the Ocean, West Maui Mountains and the lush...

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

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

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

  12. Sleeps 4, $258 to $312/night

    City : Kihei
    Bedroom : 1
    Bathrooms : 2
    Pool
    FREE CANCELLATION

    Tropical decor and furnishings create a relaxing setting in this...

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

    City : Kihei
    Bedroom : 1
    Bathroom : 1
    Pool
    FREE CANCELLATION

    Weekday Weekend Weekly Spacious and comfortable describe this ground...

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

    City : KIHEI
    Bedroom : 1
    Bathroom : 1
    Pool
    FREE CANCELLATION

    Weekday Weekend Weekly Enjoy beautiful Ocean Views as well as views...

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

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

    Weekday Weekend Weekly Weekday Weekend Weekly Beautifully upgraded...

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

    City : Lahaina
    Bedroom : 1
    Bathroom : 1
    Pool
    FREE CANCELLATION

    Weekday Weekend Weekly Stunning Remodel completed in late 2014. This...

  17. Sleeps 4, $325 to $428/night

    City : KIHEI
    Bedroom : 1
    Bathroom : 1
    Pool
    FREE CANCELLATION

    Weekday Weekend Weekly Relax on your private lanai or take a step...

  18. Sleeps 2, $290 to $392/night

    City : Kihei
    Bedroom : 1
    Bathroom : 1
    Pool Hot Tub
    FREE CANCELLATION

    Weekday Weekend Weekly Ocean view condo overlooking the pool and the...

  19. Sleeps 4, $144 to $195/night

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

    Weekday Weekend Weekly Weekday Weekend Weekly Keauhou Gardens 11-101...

  20. Sleeps 6, $576 to $751/night

    City : Kailua Kona
    Bedrooms : 3
    Bathrooms : 2
    Pool

    Weekday Weekend Weekly Weekday Weekend Weekly Almost Oceanfront....

  21. Sleeps 6, $264 to $345/night

    City : Keauhou
    Bedrooms : 3
    Bathrooms : 2
    Pool

    Weekday Weekend Weekly Weekday Weekend Weekly Recently upgraded and...

  22. Sleeps 4, $197 to $303/night

    City : Honolulu
    Bedroom : 1
    Bathroom : 1

    Welcome to the Honeymoon Suite, a "Top of the Line" 600 sq. foot...

  23. Sleeps 8, $309 to $616/night

    City : Kihei
    Bedrooms : 3
    Bathrooms : 2
    Pool

    Weekday Weekend Weekly Weekday Weekend Weekly This completely...

  24. Sleeps 5, $221 to $369/night

    City : Lahaina
    Bedroom : 1
    Bathroom : 1
    Pool

    Weekday Weekend Weekly Weekday Weekend Weekly Aloha! Come stay with...

  25. Sleeps 6, $204 to $578/night

    City : Lahaina
    Bedrooms : 2
    Bathrooms : 2
    Pool
    FREE CANCELLATION

    Weekday Weekend Weekly Weekday Weekend Weekly We invite you to come...

  26. Sleeps 6, $295 to $473/night

    City : Lahaina
    Bedrooms : 2
    Bathrooms : 2
    Pool

    Weekday Weekend Weekly Weekday Weekend Weekly Highly upgraded West...

  27. Sleeps 4, $142 to $199/night

    City : Kihei
    Bedroom : 1
    Bathrooms : 2

    Weekday Weekend Weekly Weekday Weekend Weekly Welcome to NKH 301, a...

  28. Sleeps 2, $204 to $267/night

    City : Kihei
    Bedroom : 1
    Bathrooms : 2
    Pool

    308 is a luxurious 1 bedroom, 2 bath condo, steps from the beach,...

  29. Sleeps 2, $267 to $301/night

    City : Kihei
    Bedroom : 1
    Bathrooms : 2
    Pool

    Weekday Weekend Weekly Weekday Weekend Weekly 609 is the ONLY top...

  30. Sleeps 3, $114 to $180/night

    City : Honolulu
    Bedroom : 1
    Bathroom : 1
    FREE CANCELLATION

    Weekday Weekend Weekly Weekday Weekend Weekly Free Wifi!! AC, and a...