Hawaii Vacation Rentals - 1646 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.

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  1. Sleeps 3, $130 to $195/night

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

    Honu Hale is named for our Hawaii Green Turtle who symbolizes both...

  2. Sleeps 2, $195 to $210/night

    City : Honolulu
    Bedroom : studio
    Bathroom : 1

    Minimum rent is 30 days. Beautifully renovated studio (Rare Large...

  3. Sleeps 4, $275 to $340/night

    City : Kailua Kona
    Bedrooms : 2
    Bathrooms : 2
    Pool

    On the sun-drenched Kohala coast on the Big Island of Hawaii, the...

  4. Sleeps 4, $290 to $485/night

    City : Kapalua
    Bedroom : 1
    Bathrooms : 2
    Pool

    These amenities are included for your comfort and convenience: **no...

  5. Sleeps 4, $450 to $965/night

    City : Kapalua
    Bedrooms : 2
    Bathrooms : 2.5
    Pool

    The location is truly breathtaking, but that's not all. This 100%...

  6. Sleeps 3, $160 to $310/night

    City : Lahaina
    Bedroom : 1
    Bathroom : 1
    Pool

    The Kulakane is the most distinctive condominium building on the...

  7. Sleeps 8, $1715 to $2510/night

    City : Waimea
    Bedrooms : 4
    Bathrooms : 4.5
    Pool

    Stately and serene, Hula Moon sits on one of the most beautiful...

  8. Sleeps 2, $95 to $160/night

    City : Maunaloa
    Bedroom : studio
    Bathroom : 1
    Pool

    One of the very private unit that sits at the end of the villas...

  9. Sleeps 2, $135 to $225/night

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

    Fabulous location, upgrades & amenities. Intimate room offer sleek...

  10. Sleeps 4, $160 to $235/night

    City : Honolulu
    Bedroom : 1
    Bathroom : 1
    Pool

    Big city life with sandy beaches! Centrally located studio which...

  11. Sleeps 14, $485 to $715/night

    City : Kailua-Kona
    Bedrooms : 4
    Bathrooms : 4

    If you have a large group or extended family this is the home for...

  12. Sleeps 6, $450 to $895/night

    City : Kapalua
    Bedrooms : 2
    Bathrooms : 3
    Pool

    Lovely Italian Design features new living room and dining room...

  13. Sleeps 4, $290 to $485/night

    City : Kapalua
    Bedroom : 1
    Bathrooms : 2
    Pool

    This lovely villa is a feast for the eyes. You will feel the weight...

  14. Sleeps 6, $210 to $230/night

    City : Princeville
    Bedrooms : 2
    Bathrooms : 2
    Pool

    The Cliffs Resort is a 22 acre grouping of beautiful oceanfront...

  15. Sleeps 2, $110 to $155/night

    City : Honolulu
    Bedroom : studio
    Bathroom : 1

    Great Studio for someone doing a vacation on a budget! Studio...

  16. Sleeps 2, $115 to $170/night

    City : Maunaloa
    Bedroom : studio
    Bathroom : 1
    Pool

    Kalua Koi Villas 1182 has wonderful ocean views from this ground...

  17. Sleeps 5, $150 to $185/night

    City : Lahaina
    Bedroom : 1
    Bathroom : 1
    Pool

    Relax in this beautiful professionally decorated exquisite West Maui...

  18. Sleeps 4, $230 to $370/night

    City : Kailua Kona
    Bedrooms : 2
    Bathrooms : 2
    Pool

    The Kona Makai is one of Kona's favorite repeat destinations. This...

  19. Sleeps 6, $680 to $855/night

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

    This beautiful 3-bedroom 3-bath Beachfront and Oceanfront Ground...

  20. Sleeps 3, $200 to $215/night

    City : Princeville
    Bedroom : studio
    Bathroom : 1
    Pool

    Could you ask for anything more- eight tennis courts, two swimming...

  21. Sleeps 6, $155 to $200/night

    City : Kalua Koi
    Bedrooms : 2
    Bathrooms : 2
    Pool

    Bright and cheery is this 2 bedroom, 2 bath Ocean view condo on...

  22. Sleeps 4, $235 to $455/night

    City : Lahaina
    Bedroom : 1
    Bathroom : 1
    Pool

    Royal Kahana, #812, Stunning Ocean and Sunset Views from Luxury...

  23. Sleeps 10, $1900 to $2135/night

    City : Lahaina
    Bedrooms : 4
    Bathrooms : 4
    Pool

    One of West Maui's most exclusive legally permitted rental...

  24. Sleeps 2, $250 to $295/night

    City : Princeville
    Bedroom : 1
    Bathroom : 1
    Pool

    Pali Ke Kua is located on the bluff overlooking the crashing Pacific...

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

    City : Honolulu
    Bedroom : studio
    Bathroom : 1
    Pool

    This large studio unit comfortably sleeps 4 with one king bed and a...

  26. Sleeps 4, $195 to $220/night

    City : Princeville
    Bedrooms : 2
    Bathrooms : 2
    Pool

    Affordable rates and amazing oceanfront views, that’s what...

  27. Sleeps 2, $230 to $265/night

    City : Princeville
    Bedroom : 1
    Bathrooms : 2
    Pool

    Our 2 bedroom, 2 bathroom Ali’i Kai I condos offer spectacular...

  28. Sleeps 6, $215 to $240/night

    City : Princeville
    Bedroom : 1
    Bathrooms : 2
    Pool

    Pali Ke Kua #241 is a premiere ocean side condominium located in the...

  29. Sleeps 2, $115 to $175/night

    City : Honolulu
    Bedroom : studio
    Bathroom : 1

    Enjoy this spacious studio with a King bed, Cable TV on flat screen...

  30. Sleeps 6, $420 to $765/night

    City : Kapalua
    Bedrooms : 2
    Bathrooms : 3
    Pool

    This beautiful and peaceful retreat offers two spacious master...