Hawaii Vacation Rentals - 1040 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 6, $225 to $380/night

    City : Puako
    Bedrooms : 3
    Bathrooms : 2
    Pool

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

  2. Sleeps 10, $3425 to $5020/night

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

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

  3. Sleeps 5, $345 to $575/night

    City : Puako
    Bedrooms : 3
    Bathroom : 1

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

  4. Sleeps 2, $145 to $180/night

    City : Maunaloa
    Bedroom : studio
    Bathroom : 1
    Pool

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

  5. Sleeps 2, ~$290/night

    City : Maunaloa
    Bedroom : 1
    Bathroom : 1
    Hot Tub

    The House: "Glamorous Camping"  Hale Puhi  is a legal vacation...

  6. Sleeps 2, $95 to $170/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 $180/night

    City : Kalua Koi
    Bedroom : studio
    Bathroom : 1
    Pool

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

  8. Sleeps 2, $135 to $180/night

    City : Kaunakakai
    Bedroom : 1
    Bathroom : 1
    Pool

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

  9. Sleeps 4, $175 to $250/night

    City : Kaunakakai
    Bedroom : 1
    Bathroom : 1
    Pool

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

  10. Sleeps 4, $130 to $155/night

    City : Maunaloa
    Bedroom : 1
    Bathroom : 1
    Pool

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

  11. Sleeps 4, $175 to $200/night

    City : Kaunakakai
    Bedroom : 1
    Bathroom : 1
    Pool

    Very nice one bedroom condo with views of the Pacific Ocean, and the...

  12. Sleeps 2, $115 to $155/night

    City : Kaunakakai
    Bedroom : 1
    Bathroom : 1
    Pool

    Wavecrest B105 is a One Bedroom One Bath Ocean View Condo located on...

  13. Sleeps 2, $95 to $170/night

    City : Maunaloa
    Bedroom : studio
    Bathroom : 1
    Pool

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

  14. Sleeps 6, $200 to $230/night

    City : Kaunakakai
    Bedrooms : 3
    Bathrooms : 2

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

  15. Sleeps 6, $310 to $470/night

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

    The Experience: Exceptionally well decorated, featuring Tommy Bahama...

  16. Sleeps 4, $240 to $400/night

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

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

  17. Sleeps 6, $445 to $780/night

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

    Oceanfront! Exquisite Luxury VIP Oceanfront Condo in highly...

  18. Sleeps 6, $445 to $780/night

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

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

  19. Sleeps 4, $150 to $215/night

    City : Kapaa
    Bedroom : 1
    Bathroom : 1
    Pool

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

  20. Sleeps 6, $445 to $780/night

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

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

  21. Sleeps 2, $170 to $225/night

    City : Kaunakakai
    Bedroom : 1
    Bathroom : 1
    Pool

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

  22. Sleeps 4, $160 to $335/night

    City : Lahaina
    Bedroom : 1
    Bathroom : 1
    Pool

    Oceanfront 1 bedroom unit with spacious kitchen and tile floors...

  23. Sleeps 4, $175 to $250/night

    City : Kaunakakai
    Bedroom : 1
    Bathroom : 1
    Pool

    Oceanfront, stunning view in this gorgeous and inviting newly,...

  24. Sleeps 6, $225 to $290/night

    City : Waimea
    Bedrooms : 3
    Bathrooms : 2

    Tastefully designed by the Owner's to create a carefree island...

  25. Sleeps 4, $250 to $460/night

    City : Kihei
    Bedroom : 1
    Bathroom : 1
    Pool

    Kauhale Makai is Hawaiian for "Village by the Sea". Kauhale Makai is...

  26. Sleeps 6, $300 to $555/night

    City : Kihei
    Bedrooms : 2
    Bathrooms : 2
    Pool

    Kauhale Makai is Hawaiian for "Village by the Sea". Kauhale Makai is...

  27. Sleeps 4, $145 to $180/night

    City : Ualapue
    Bedroom : 1
    Bathroom : 1
    Pool

    This Oceanfront condo is so close to the water's edge it sparkles...

  28. Sleeps 4, $135 to $180/night

    City : Kaunakakai
    Bedroom : 1
    Bathroom : 1
    Pool

    This is a One Bedroom One Bath Ocean Front Condo. Located on the...

  29. Sleeps 4, $140 to $225/night

    City : Kaunakakai
    Bedroom : 1
    Bathroom : 1
    Pool

    Molokai Shores 224. One Bedroom One Bath Oceanview condo located....

  30. Sleeps 4, $195 to $255/night

    City : Princeville
    Bedrooms : 2
    Bathrooms : 2
    Pool

    A Million Dollar View! That’s what you get from the living room,...