Hawaii Vacation Rentals - 1069 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.

Search results

  1. Sleeps 6, $735 to $1125/night

    City : Kilauea
    Bedrooms : 3
    Bathrooms : 3
    Pool

    One of the more sought after aspects of a vacation rental (or home...

  2. Sleeps 14, $1115 to $1495/night

    City : Waimea
    Bedrooms : 4
    Bathrooms : 3
    Pool Hot Tub

    Fabulous spacious 4 bedroom, 3 bath home has about 4,000 sq. ft. of...

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

    City : Maunaloa
    Bedroom : 1
    Bathroom : 1
    Pool

    Kalua Koi ViIlas 1153  Large of the studios, this ocen view condo...

  4. Sleeps 4, $250 to $400/night

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

    Waipouli Beach Resort Amazing Pool View Condo This ground floor...

  5. Sleeps 6, ~$310/night

    City : Waimea
    Bedrooms : 3
    Bathrooms : 2.5

    Hale ʻOluʻolu House of Happiness Charming, remodeled beach home....

  6. Sleeps 8, $500 to $665/night

    City : Kailua Kona
    Bedrooms : 4
    Bathrooms : 3

    Hale Huna Kai is located within a mile of Kona town on Alli Drive....

  7. Sleeps 6, $185 to $235/night

    City : Waikoloa
    Bedrooms : 2
    Bathrooms : 2
    Pool

    Outstanding 2 bedroom, 2 bath Top Floor “Penthouse” condo with...

  8. Sleeps 6, ~$360/night

    City : Hilo
    Bedrooms : 3
    Bathrooms : 2

    Hale Kohola “The House of the Whale” is situated on 3 acres in...

  9. Sleeps 8, $1380 to $2510/night

    City : Waimea
    Bedrooms : 4
    Bathrooms : 4

    This unique property is situated above beautiful Wailea Bay on the...

  10. Sleeps 8, ~$670/night

    City : Princeville
    Bedrooms : 4
    Bathrooms : 3.5
    Pool

    Princeville is a 9,000-acre, upscale, unincorporated, master-planned...

  11. Sleeps 4, $160 to $220/night

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

    Sea Village Resort sits right on the sea wall. Located on...

  12. Sleeps 6, $375 to $635/night

    City : Lahaina
    Bedrooms : 2
    Bathrooms : 2
    Pool

    Step inside one of the biggest 2-bedroom condos at this resort. Drop...

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

    City : Princeville
    Bedrooms : 2
    Bathrooms : 2
    Pool

    Great family vacation spot right on the bluff. Whale watching in...

  14. Sleeps 4, $265 to $290/night

    City : Koloa
    Bedrooms : 2
    Bathrooms : 2
    Pool

    This two bedroom, two bath condo is beautifully appointed with one...

  15. Sleeps 4, $175 to $195/night

    City : Princeville
    Bedroom : 1
    Bathroom : 1
    Pool

    Looking for a romantic relaxing getaway in one of the most beautiful...

  16. Sleeps 6, $445 to $525/night

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

    This Penthouse Royal Oceanfront Condo is highest classification at...

  17. Sleeps 4, $190 to $200/night

    City : Kapaa
    Bedroom : 1
    Bathroom : 1
    Pool

    Air Conditioned Beachfront Beautifully Remodeled: all-new kitchen,...

  18. Sleeps 4, $310 to $695/night

    City : Lahaina
    Bedroom : 1
    Bathroom : 1
    Pool

    Keep calm, kick back and relax. You’re staying at Quiet Shores....

  19. Sleeps 6, $145 to $200/night

    City : Maunaloa
    Bedrooms : 2
    Bathrooms : 2
    Pool

    Summer special is $500 a week plus the fees.  Bright and cheery is...

  20. Sleeps 6, $205 to $565/night

    City : Lahaina
    Bedrooms : 2
    Bathrooms : 2
    Pool

    We invite you to come and stay in our upgraded condo just two blocks...

  21. Sleeps 6, $185 to $265/night

    City : Kailua Kona
    Bedrooms : 2
    Bathrooms : 2
    Pool

    Lovely oceanfront 2nd floor unit totally upgraded and showing...

  22. Sleeps 6, $205 to $565/night

    City : Lahaina
    Bedrooms : 2
    Bathrooms : 2
    Pool

    We invite you to come and stay in our upgraded condo just two blocks...

  23. Sleeps 6, $910 to $1715/night

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

    One of only two ground floor beachfront 2 bedroom 2 bathroom condos...

  24. Sleeps 8, $545 to $1135/night

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

    Enjoy one of the most unique and desirable Beach Villas in all of...

  25. Sleeps 6, $680 to $1370/night

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

    The Hale ‘Nani Ikena Kai’ Ko'Olina Beach Villa, means the home...

  26. Sleeps 8, $805 to $840/night

    City : Princeville
    Bedrooms : 4
    Bathrooms : 3
    Pool Hot Tub

    The owners of Paradise Pool Home invite you to leave the rigors of...

  27. Sleeps 6, $410 to $1015/night

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

    Hop up, brew yourself a hot cup of 100% Kona coffee, step out onto...

  28. Sleeps 4, $340 to $695/night

    City : Lahaina
    Bedroom : 1
    Bathroom : 1
    Pool

    Mua Laina means "front row" in Hawaiian. And you'll be the biggest...

  29. Sleeps 6, $380 to $575/night

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

    The Mauna Lani Fairways # 905 is a new condominium with 3 bedrooms...

  30. Sleeps 6, $190 to $530/night

    City : Lahaina
    Bedrooms : 2
    Bathroom : 1
    Pool

    We invite you to come and stay in our upgraded condo just two blocks...