Hawaii Vacation Rentals - 1748 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 4, $235 to $455/night

    City : Lahaina
    Bedroom : 1
    Bathroom : 1
    Pool

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

  3. Sleeps 8, $1795 to $2275/night

    City : Waimea
    Bedrooms : 4
    Bathrooms : 3.5

    Puako luxury oceanfront home. It has never been in the vacation...

  4. Sleeps 4, $115 to $180/night

    City : Kalua Koi
    Bedroom : 1
    Bathroom : 1
    Pool

    Located in Kepuhi Beach Resort is  this lovely remodeled oceanview...

  5. 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...

  6. Sleeps 6, $555 to $635/night

    City : Kailua Kona
    Bedrooms : 3
    Bathrooms : 3.5
    Pool

    Piko Nani “Hilltop Beauty” sits high on a knoll at the very top...

  7. Sleeps 4, $200 to $230/night

    City : Kaunakakai
    Bedroom : 1
    Bathroom : 1
    Pool

    Molokai Shores 316 is located one mile from the main town of...

  8. Sleeps 6, $310 to $410/night

    City : Kailua Kona
    Bedrooms : 2
    Bathrooms : 3

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

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

    City : Kapalua
    Bedrooms : 2
    Bathrooms : 3
    Pool

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

  10. 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...

  11. Sleeps 4, $185 to $360/night

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

    New vacation rental for us! Ka'anapali Shores Resort is located on...

  12. Sleeps 6, $505 to $915/night

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

    Experience the ultimate in oceanfront resort living in this...

  13. 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...

  14. 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....

  15. Sleeps 4, $165 to $270/night

    City : Lahaina
    Bedroom : 1
    Bathroom : 1
    Pool

    Beautiful oceanfront Kuleana One Bedroom Condo! Be ready for...

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

    City : Kapalua
    Bedrooms : 2
    Bathrooms : 3
    Pool

    Breathtaking ocean vistas will amaze you from the moment you arrive....

  17. Sleeps 6, $205 to $480/night

    City : Waikoloa
    Bedrooms : 2
    Bathrooms : 2
    Pool

    Come share the enjoyment of our home away from home in Hawaii!? We...

  18. Sleeps 6, $430 to $795/night

    City : Waimea
    Bedrooms : 3
    Bathrooms : 3.5
    Pool

    The Villages Mauna Lani 510 feels like a large luxury home. It is...

  19. Sleeps 5, $95 to $120/night

    City : Waikoloa Village
    Bedrooms : 2
    Bathrooms : 2
    Pool

    Home Group High Speed Internet Cable/ Satellite TV Washer/ Dryer...

  20. 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...

  21. Sleeps 4, $115 to $150/night

    City : Waikoloa Village
    Bedroom : 1
    Bathroom : 1
    Pool

    Home Group: High Speed Internet DVD Player Cable/ Satellite TV...

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

    City : Waikoloa Village
    Bedrooms : 3
    Bathrooms : 3
    Pool

    Experience the peace and relaxation of Hawaii. This condo is a great...

  23. Sleeps 6, $420 to $540/night

    City : Honolulu
    Bedrooms : 2
    Bathrooms : 2
    Pool

    The Ilikai is a landmark oceanfront high rise hotel and condominium...

  24. Sleeps 2, $195 to $300/night

    City : Honolulu
    Bedroom : 1
    Bathroom : 1

    1 Bedroom Deluxe Yacht Harbor View on the 11th Floor! This unit...

  25. Sleeps 4, $450 to $575/night

    City : Honolulu
    Bedrooms : 2
    Bathrooms : 2
    Pool

    2 Bedroom Deluxe Lagoon View on the 20th Floor! This updated unit at...

  26. Sleeps 6, $445 to $655/night

    City : Kapaa
    Bedrooms : 2
    Bathrooms : 3
    Pool

    Priceless and Tranquil Waipouli Beach Resort an Oceanfront 2...

  27. Sleeps 6, $330 to $530/night

    City : Kapolei
    Bedrooms : 3
    Bathrooms : 2
    Pool

    The Hale Lani Villa is available to one party each 30-day period....

  28. Sleeps 6, $465 to $780/night

    City : Kapaa
    Bedrooms : 2
    Bathrooms : 3
    Pool

    Live the Dream! Ultra Luxury "Beachfront" Ground Floor Unit A104 at...

  29. Sleeps 4, $500 to $855/night

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

    One of the most amazing vacation rental locations on the island. The...

  30. Sleeps 4, $410 to $475/night

    City : Kailua Kona
    Bedrooms : 2
    Bathrooms : 2
    Pool

    This recently remodeled estate offers the finest in accommodations...