Hawaii Vacation Rentals - 2439 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 4, $260 to $305/night

    City : Kihei
    Bedroom : 1
    Bathrooms : 2
    Pool

    Book now to get our best available rate for this one bedroom,...

  2. Sleeps 6, $440 to $610/night

    City : Koloa
    Bedrooms : 2
    Bathrooms : 2
    Pool

    Kahala at Poipu Kai Resort located on the island of Kauai.  Relax...

  3. Sleeps 4, $280 to $335/night

    City : Honokowai
    Bedrooms : 2
    Bathrooms : 2
    Pool

    Ocean Front 2 Bedroom/2 Bathrooms/Sleeps: 4 Persons Queen, Queen, No...

  4. Sleeps 6, $355 to $420/night

    City : KIHEI
    Bedrooms : 2
    Bathrooms : 2
    Pool

    Large two bedroom Ocean Front condo located on the ground floor....

  5. Sleeps 4, $395 to $570/night

    City : Lahaina
    Bedroom : 1
    Bathrooms : 2
    Pool

    Whaler 108 offers deluxe ocean views and quick access to the playful...

  6. Sleeps 4, $305 to $350/night

    City : Kihei
    Bedroom : 1
    Bathrooms : 2
    Pool

    Bright and open Ocean View Condo. This unit has one bedroom with a...

  7. Sleeps 5, $420 to $700/night

    City : Lahaina
    Bedrooms : 2
    Bathrooms : 2
    Pool

    This beautiful Maui home, J-303 features a townhouse style floor...

  8. Sleeps 4, $150 to $690/night

    City : Kihei
    Bedroom : 1
    Bathrooms : 2
    Pool

    Kamaole Sands is conveniently located across the street from the...

  9. Sleeps 4, $275 to $320/night

    City : KIHEI
    Bedroom : 1
    Bathroom : 1
    Pool

    One Bedroom Ocean View Condo at the Kauhale Makai. The fully...

  10. Sleeps 4, $260 to $305/night

    City : Kihei
    Bedroom : 1
    Bathroom : 1
    Pool

    Escape to this completely remodeled Ocean Front retreat. This condo...

  11. Sleeps 5, $315 to $470/night

    City : Lahaina
    Bedrooms : 2
    Bathrooms : 2
    Pool

    Hawaiian living awaits you and your family in this stunning...

  12. Sleeps 6, $270 to $320/night

    City : Kihei
    Bedrooms : 2
    Bathrooms : 2
    Pool

    Two bedroom ground floor Condo. This unit has seen a complete...

  13. Sleeps 3, $150 to $215/night

    City : Honolulu
    Bedroom : 1
    Bathroom : 1
    Pool

    Experience true "Hawaiian-Style" hospitality and enjoy the relaxing...

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

    City : Honolulu
    Bedroom : 1
    Bathroom : 1
    Pool

    Experience true "Hawaiian-Style" hospitality and enjoy the relaxing...

  15. Sleeps 6, $190 to $325/night

    City : Honolulu
    Bedrooms : 2
    Bathroom : 1
    Pool

    The building is a 42 story high-rise with 211 apartments total. The...

  16. Sleeps 14, $9565 to $11815/night

    City : Kamuela
    Bedrooms : 7
    Bathrooms : 5
    Pool

    Western Sunview and the beautiful natural surroundings of The Bluffs...

  17. Sleeps 2, $245 to $290/night

    City : KIHEI
    Bedroom : 1
    Bathroom : 1
    Pool

    This one bedroom garden view condo has peaking ocean views in the...

  18. Sleeps 6, $380 to $455/night

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

    Escape to Maui and relax in this clean and comfortable home away...

  19. Sleeps 6, $250 to $370/night

    City : Lahaina
    Bedrooms : 2
    Bathrooms : 2
    Pool

    Beautiful two bedrooms, two bathrooms interior condo unit with ocean...

  20. Sleeps 4, $350 to $425/night

    City : Kihei
    Bedroom : 1
    Bathrooms : 2
    Pool

    Beautifully Renovated Kitchen and bathrooms adorn in this one...

  21. Sleeps 4, $220 to $275/night

    City : Honolulu
    Bedroom : 1
    Bathroom : 1
    Pool

    Relax at this tropical retreat in the heart of Waikiki. Rest your...

  22. Sleeps 4, $220 to $275/night

    City : Honolulu
    Bedroom : 1
    Bathroom : 1
    Pool

    Relaxing tropical retreat in the courtyard of the Bamboo Waikiki...

  23. Sleeps 4, $300 to $575/night

    City : Lahaina
    Bedroom : 1
    Bathroom : 1
    Pool

    Ground floor Ocean Front One bedroom Condo. This unit is next to the...

  24. Sleeps 4, $185 to $205/night

    City : Kihei
    Bedroom : 1
    Bathroom : 1
    Pool

    This lovely fourth floor condo features a full kitchen and large...

  25. Sleeps 4, $110 to $195/night

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

    Location and views are what best describes this Island Colony studio...

  26. Sleeps 2, $275 to $325/night

    City : Lahaina
    Bedroom : studio
    Bathroom : 1
    Pool

    This beautiful condo, which boasts a recently remolded kitchen and...

  27. Sleeps 5, $210 to $310/night

    City : Honokowai
    Bedrooms : 2
    Bathroom : 1
    Pool

    2nd floor 2 bedroom, 1 bath Maui vacation rental overlooking the...

  28. Sleeps 2, $235 to $270/night

    City : KIHEI
    Bedroom : 1
    Bathroom : 1
    Pool

    Beautifully remodeled one bedroom garden view condo. Enjoy a...

  29. Sleeps 4, $205 to $255/night

    City : kahana
    Bedroom : 1
    Bathroom : 1
    Pool

    Air conditioned beautiful 1bed/bath one level condo located at...

  30. Sleeps 2, $180 to $280/night

    City : Kihei
    Bedroom : 1
    Bathroom : 1

    Property Overview   Welcome to Hale La’i, the house of...