Hawaii Vacation Rentals - 1838 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 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 6, $310 to $410/night

    City : Kailua Kona
    Bedrooms : 2
    Bathrooms : 3

    Pacific Edge Kona, a gracious oceanfront island style beach home!...

  3. Sleeps 4, $245 to $305/night

    City : Honolulu
    Bedrooms : 2
    Bathrooms : 2
    Pool

    Near the west entrance of Waikiki, high above the busy streets of...

  4. Sleeps 8, $1115 to $1380/night

    City : Honolulu
    Bedrooms : 3
    Bathrooms : 3.5
    Pool

    A are Find… One of Diamond Head’s few Oceanfront properties....

  5. Sleeps 5, $765 to $1160/night

    City : Lahaina
    Bedrooms : 2
    Bathrooms : 3
    Pool

    We invite you to be carried away by this luxury beachfront villa...

  6. Sleeps 6, ~$1575/night

    City : Honolulu
    Bedrooms : 3
    Bathrooms : 2.5
    Pool

    The Le`ahi Estate is a 3br/2.5ba home that sits atop the hillside of...

  7. Sleeps 6, $265 to $295/night

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

    Enjoy distant ocean views from your own private lanai at Plantation...

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

    City : Lahaina
    Bedroom : 1
    Bathroom : 1
    Pool

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

  9. Sleeps 6, $130 to $225/night

    City : Honolulu
    Bedroom : 1
    Bathroom : 1
    Pool

    Beautifully decorated and well maintained studio for families and...

  10. Sleeps 6, $225 to $395/night

    City : Kahana
    Bedrooms : 2
    Bathrooms : 2
    Pool

    This second floor condo in Kahana is right on the beach and has...

  11. Sleeps 6, $335 to $635/night

    City : Kihei
    Bedrooms : 2
    Bathrooms : 2
    Pool

    Royal Mauian is a popular six story oceanfront property located in...

  12. Sleeps 5, $430 to $560/night

    City : Honolulu
    Bedrooms : 2
    Bathrooms : 2
    Pool

    Spacious interiors and sweeping ocean views encompass this two...

  13. Sleeps 2, $170 to $245/night

    City : Honolulu
    Bedroom : 1
    Bathroom : 1

    Azure blue oceans, clear skies and endless horizons await you at the...

  14. Sleeps 8,

    City : Kealakekua
    Bedrooms : 3
    Bathrooms : 3
    Hot Tub

    Welcome to Hale-E-Kena- House with a beautiful view. This farm style...

  15. Sleeps 6, $325 to $470/night

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

    Big Island 3 bedroom Retreat This luxury community is located at the...

  16. Sleeps 5, $195 to $635/night

    City : Kihei
    Bedroom : 1
    Bathroom : 1
    Pool

    Shores of Maui is a low density two-story property located across...

  17. Sleeps 4, $225 to $445/night

    City : Kihei
    Bedroom : 1
    Bathroom : 1
    Pool

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

  18. Sleeps 3, $160 to $270/night

    City : Kahana
    Bedroom : studio
    Bathroom : 1
    Pool

    Ocean views from this 6th floor condo on the beach in Kahana....

  19. 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%...

  20. Sleeps 4, $230 to $345/night

    City : Lahaina
    Bedroom : 1
    Bathroom : 1
    Pool

    Direct Ocean Front! Sleep to the sound of the waves! West Maui...

  21. 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...

  22. Sleeps 6, $295 to $350/night

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

    Whether relaxing on your lanai (patio), or indoors in your living...

  23. Sleeps 4, $445 to $450/night

    City : Lihue
    Bedrooms : 2
    Bathrooms : 2
    Pool

    *The Kalapaki Beach Front @ Kalapaki Bay**Experience one of Kauai's...

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

    City : Kapalua
    Bedrooms : 2
    Bathrooms : 3
    Pool

    Enjoy 5 star accommodations in an exclusive private villa paradise!...

  25. Sleeps 6, $210 to $340/night

    City : Lahaina
    Bedrooms : 2
    Bathrooms : 2
    Pool

    Quiet Garden Unit! Awesome Garden and Pond View! West Maui Kaanapali...

  26. Sleeps 10, $1975 to $2305/night

    City : Kailua Kona
    Bedrooms : 5
    Bathrooms : 3
    Pool

    The Moana Hale (means "beautiful ocean home") is a privately owned,...

  27. Sleeps 4, $245 to $415/night

    City : Lahaina
    Bedrooms : 2
    Bathrooms : 2
    Pool

    New to Program! Professional Interior Photos coming soon! Ocean...

  28. Sleeps 4, $125 to $265/night

    City : Kailua Kona
    Bedroom : 1
    Bathrooms : 2
    Pool

    This tropically appointed 1 bedroom 2 bathroom unit is perfect for...

  29. Sleeps 4, $195 to $335/night

    City : Kahana
    Bedroom : 1
    Bathroom : 1
    Pool

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

  30. Sleeps 4, $305 to $415/night

    City : Kapaa
    Bedrooms : 2
    Bathrooms : 2.5
    Pool Hot Tub

    G305' Brand New-- Never on the market- “G” is 1 of only 3...