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Hawaii Vacation Rentals - 2353 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 6, $275 to $305/night

    City : Kaunakakai
    Bedrooms : 3
    Bathroom : 1.5

    Happy House is a legal vacation rental on Molokai!! Happy House-...

  5. Sleeps 2, $140 to $175/night

    City : Maunaloa
    Bedroom : studio
    Bathroom : 1
    Pool

    This lovely studio is ocean front and has a screened in Lanai with...

  6. Sleeps 2, $115 to $135/night

    City : Kalua Koi
    Bedroom : studio
    Bathroom : 1
    Pool

    Ocean view studio, 2nd floor, end unit with a spacious feel.  This...

  7. Sleeps 4, $115 to $165/night

    City : Kalua Koi
    Bedroom : studio
    Bathroom : 1
    Pool

    A really nice oceanview Studio with bedroom loft.  The loft has one...

  8. Sleeps 2, $115 to $150/night

    City : Kaunakakai
    Bedroom : 1
    Bathroom : 1
    Pool

    Ground floor one bedroom one bath condo with sparkling ocean views...

  9. Sleeps 4, $165 to $195/night

    City : Kaunakakai
    Bedroom : 1
    Bathroom : 1
    Pool

    Molokai Shores 214. One Bedroom One Bath Oceanview condo located in...

  10. Sleeps 4, $125 to $150/night

    City : Maunaloa
    Bedroom : 1
    Bathroom : 1
    Pool

    ne Bedroom One Bath Garden View Condo with lanai is on the second...

  11. Sleeps 2, $115 to $135/night

    City : Maunaloa
    Bedroom : studio
    Bathroom : 1
    Pool

    Kalua Koi Villas 2184  Upstairs Unit in the middle  of the villas...

  12. 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...

  13. 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...

  14. 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...

  15. Sleeps 6, $165 to $225/night

    City : Kaunakakai
    Bedrooms : 3
    Bathrooms : 2

    This property has 360 degrees of ocean and mountain views. Take in ...

  16. Sleeps 4, $230 to $360/night

    City : Kapaa
    Bedroom : 1
    Bathrooms : 2
    Pool

    Elegant Penthouse with Breathtaking Mountain with Bay Views from the...

  17. Sleeps 6, $400 to $720/night

    City : Kapaa
    Bedrooms : 2
    Bathrooms : 3
    Pool

    "Royal Oceanfront Jewel" Located In "A" Building Closest To The...

  18. Sleeps 4, $120 to $185/night

    City : Kapaa
    Bedroom : 1
    Bathroom : 1
    Pool

    Kapaa Shore- Beachfront Resort on Kauai! Kapaa Shore Resort Unit 117...

  19. Sleeps 6, $400 to $785/night

    City : Kapaa
    Bedrooms : 2
    Bathrooms : 3
    Pool

    Newest Listing! Royal Oceanfront G101, an Exquisite Ground Floor...

  20. Sleeps 2, $140 to $165/night

    City : Kaunakakai
    Bedroom : 1
    Bathroom : 1
    Pool

    This is a DELUXE top of the line One Bedroom One Bath Ocean Front...

  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 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...

  23. Sleeps 4, $160 to $245/night

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

    Island Colony is located in the heart of Waikiki. It is close to...

  24. 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...

  25. 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...

  26. 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...

  27. 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...

  28. 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...

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

    City : Waimea
    Bedrooms : 3
    Bathrooms : 2

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

  30. 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...