Welcome to Hawaii! Paradise on earth! RedAwning has the perfect vacation rental for your island adventures. 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. HOUSE
    Hale Ke Aluala

    Hale Ke Aluala

    Waimea, HI

    This large 2 bedroom/ 2 bath home has enormous square footage, vaulted bamboo ceilings and a huge wrap around deck. New furnishings, top of the line appliances, gourmet kitchen and so much more… Newly installed A/C and many ceiling fans make it a...

    FREE CANCELLATION

    $471 to $683/night

  2. APARTMENT
    Waikiki Grand 315 Studio

    Waikiki Grand 315 Studio

    Honolulu, HI

    Waikiki Grand - So close to Waikiki Beach & Everything else Waikiki Offers Fun Place to stay That really is close to Everything in Waikiki! This unit features breathtaking views of Diamond Head, Kapiolani Park and Kuhio Beach. Enjoy Sunrise and...

    Pool
    FREE CANCELLATION

    $124 to $179/night

  3. TOWNHOUSE
    Ko Olina Kai Condo (1085E)

    Ko Olina Kai Condo (1085E)

    Kapolei, HI

    Book with confidence! This vacation rental is a LEGAL Oahu vacation rental operating in a Resort Zoned District and is not affected by the passage of Bill 89. LIVE CALENDAR: If the calendar shows as available, the property IS available and can be...

    Pool Hot Tub

    $218/night

  4. CONDOMINIUM
    Waikiki Grand 312 Condo

    Waikiki Grand 312 Condo

    Honolulu, HI

    Queen size bed, full bathroom, kitchenette and great balcony - Great Price! A great place in a great location at a great price - Come join us in 2018! My place is close to Only one block from Waikiki Beach, with great views from the Waikiki Grand...

    Pool
    FREE CANCELLATION

    $129 to $169/night

  5. CONDOMINIUM
    Aina Nalu Condo B202

    Aina Nalu Condo B202

    Lahaina, HI

    We invite you to come and stay in our upgraded condo just two blocks from famous Front Street!  Relax and enjoy Premier Platinum 2bd/2ba Aina Nalu condo in Lahaina, Maui. 846 sq. ft. for spacious living for up to 6 adults (king bed in master...

    Pool
    FREE CANCELLATION

    $231 to $618/night

  6. CONDOMINIUM
    Honua Kai 346

    Honua Kai 346

    Lahaina, HI

    We invite you to stay in our gorgeous ocean view 1 bedroom/1 bathroom condo at Honua Kai! Enjoy the sparkling blue water views from the open lanai and the bedroom, bringing a total sense of relaxation to your time in Maui. Honua Kai 346 is one of...

    Pool Hot Tub
    FREE CANCELLATION

    $338 to $919/night

  7. APARTMENT
    Hawaiian King 405 Apartment

    Hawaiian King 405 Apartment

    Honolulu, HI

    Enjoy a well appointed well cared for suite at a Super Rate for Heart of Waikiki Offering a crystal clear communal pool and BBQ area this property offers Comfort, Accessibility to everything Waikiki has to offer and Great value for money. This One...

    Pool
    FREE CANCELLATION

    $124 to $179/night

  8. CONDOMINIUM
    Diamond Head Beach Hotel 1002

    Diamond Head Beach Hotel 1002

    Honolulu, HI

    Experience One Of Oahu's Most Desired Locations, The 'Gold Coast' - Waikiki Lumi Nalu, translated, means 'the surf room.' Look out in either direction from the main living room in this one bedroom condo and see the surf as it breaks. Watch the...

    FREE CANCELLATION

    $178 to $248/night

  9. CONDOMINIUM
    SkyTower 2602 Condominium

    SkyTower 2602 Condominium

    Honolulu, HI

    High Quality Condo Sleeps 4 plus w/Salt Water Pool & Sauna  ++ Hot New Listing April 2018 ++ Superb High quality 1 bedroom Suite that sleeps 4 guests on High Floor with Great Views. Full Kitchen and Washer Dryer in the Condo. High Speed WiFi and...

    FREE CANCELLATION

    $156 to $201/night

  10. CONDOMINIUM
    Waikiki Grand 704 Condo

    Waikiki Grand 704 Condo

    Honolulu, HI

    Guest Host & Property Manager Available During Your Stay To Insure A Smooth Stay Suite 704 has everything you are looking for in a Waikiki studio - full bathroom with shower and tub, king size bed, and kitchenette with built in electric cook top...

    Pets OK
    FREE CANCELLATION

    $144/night

  11. CONDOMINIUM
    Lahaina Condo I205

    Lahaina Condo I205

    St. Lahaina, HI

    We invite you to come and stay in our upgraded condo just two blocks from famous Front Street!  Relax and enjoy Coconut Condos Premier 1bd/1ba Aina Nalu condo in Lahaina, Maui. 515 sq. ft. for spacious living for up to 4 adults (king bed in master...

    Pool
    FREE CANCELLATION

    $166 to $553/night

  12. CONDOMINIUM
    Bamboo 1001 Condominium-(DRT 1264082)

    Bamboo 1001 Condominium-(DRT 1264082)

    Honolulu, HI

    Mid Waikiki, Great Pool facing Queen Bed Suite with Kitchenette and 2 Balconies ** New Listing Opening Rate Specials - Be one of the first to stay in this gorgeous suite!** The Palms Suite offers gorgeous "over the pool" views a new Queen bed....

    Pool
    FREE CANCELLATION

    $142 to $197/night

  13. CONDOMINIUM
    Palms Waikiki 720

    Palms Waikiki 720

    Honolulu, HI

    BRAND NEW LISTING! Stunning remodel, this modern 'euro styled' 7th floor suite comfortably accommodates two adults and is located steps from the Waikiki Marina, Dukes Beach and the Hilton Lagoon. Our place is ideal for couples or business people...

    Pool
    FREE CANCELLATION

    $168 to $197/night

  14. CONDOMINIUM
    Sky Tower 3003

    Sky Tower 3003

    Honolulu, HI

    Welcome to our private King Bed condo on the 30th floor with Parking Included. ++ Hot New Listing February 2019 onward++ Superb Views from this 1 Bedroom Suite that features brand new King Bed, the suite sleeps 4 guests on High Floor (30th) Brand...

    FREE CANCELLATION

    $197 to $280/night

  15. APARTMENT
    Tradewinds Plaza 304

    Tradewinds Plaza 304

    Honolulu, HI

    Tasteful, Total remodel Studio in Ideal location 1.5 mins from Waikiki Beach We are so lucky to be able to offer this fully remodeled studio, Queen bed studio at this great price. Not only are all the appliances (including full cooker) brand new,...

    FREE CANCELLATION

    $158 to $203/night

  16. CONDOMINIUM
    Hale Mahina B401

    Hale Mahina B401

    Lahaina, HI

    Enjoy your Maui vacation from the Hale Mahina Resort! This gorgeous 2 bedroom, 2 bath, lush ocean view condo is the perfect place for couples or families looking to experience and explore the island. Equipped with a full kitchen with stainless...

    Pool Hot Tub
    FREE CANCELLATION

    $331 to $686/night

  17. CONDOMINIUM
    Lahaina Condo K106

    Lahaina Condo K106

    Lahaina, HI

    We invite you to come and stay in our upgraded condo just two blocks from famous Front Street!  Relax and enjoy Premier 1bd/1ba Aina Nalu condo in Lahaina, Maui. Nalu condo in Lahaina, Maui. 515 sq. ft. for spacious living for up to 4 adults (king...

    Pool
    FREE CANCELLATION

    $166 to $553/night

  18. APARTMENT
    Waikiki Grand 811 Studio

    Waikiki Grand 811 Studio

    Honolulu, HI

    Best Ocean View Special w/ balcony and Free Wireless Internet Gorgeous Balcony Suite with incredible Views, Prime location. My place is close to Waikiki Beach and overlooks Kapiolani park with awesome views of Diamond Head. There's local art every...

    FREE CANCELLATION

    $144 to $186/night

  19. APARTMENT
    Fairway Villa 1803 Apartment

    Fairway Villa 1803 Apartment

    Honolulu, HI

    Comfortable Studio Sleeps 4 - Washer/Dryer in Suite Great Studio Suite that sleeps 4 guests on High Floor with good Views. Full Kitchen and Washer Dryer in the Condo. High Speed WiFi and Cable TV included. Includes Free garage Parking for 1 Car -...

    Pool
    FREE CANCELLATION

    $152 to $203/night

  20. HOUSE
    4BD Estate Home at Puako Bay (74)

    4BD Estate Home at Puako Bay (74)

    Kamuela, HI

    This elegant and timeless oceanfront estate is situated on the scenic shores of beautiful Puako Bay. One of Hawaii's last remaining peaceful little beach communities, Puako is steeped in history from abundant fishing to sugar cane farming and epic...

    $1,160 to $3,831/night

  21. HOUSE
    My Hilo Home

    My Hilo Home

    Hilo, HI

    Prices Discounted through June 15 Enter the home onto the grand lanai (porch) which is fully screened in and offers a view of the manicured acre with Hilo Bay views in the distance. Through the front doors you'll be greeted by our huge living room....

    $309 to $701/night

  22. VILLA
    Vacation Home in Ko Olina Resort

    Vacation Home in Ko Olina Resort

    Kapolei, HI

    Ko Olina Kai is a peaceful gated community that offers all the tranquil privacy you could desire! The interior is spacious and homey with 2 bedrooms, 2 baths, a living room with an adjacent dining space, and a kitchen. This outstanding villa offers...

    Pool Hot Tub
    FREE CANCELLATION

    $152 to $158/night

  23. CONDOMINIUM
    Bamboo 906 Condominium

    Bamboo 906 Condominium

    Honolulu, HI

    Great New Studio Suite on 9th Floor at the Waikiki Bamboo in Heart of Waikiki Brand New Listing - Come Stay and Review Our Awesome Place This Week! A beautiful 9th floor Queen Studio w/ kitchenette area and Lanai balcony overlooking the pool area...

    FREE CANCELLATION

    $140/night

  24. APARTMENT
    Diamond Head Beach Hotel 303

    Diamond Head Beach Hotel 303

    Honolulu, HI

    Whether for business or pleasure the delightful attention to detail Wins! Located at the foot of the iconic Diamond Head crater, this home away from home has everything you need for either business / pleasure or a little of both. A complete high...

    FREE CANCELLATION

    $153 to $219/night

  25. CONDOMINIUM
    Diamond Head Beach Hotel 1203

    Diamond Head Beach Hotel 1203

    Honolulu, HI

    A large one bedroom suite with full comfortable living room and dining area for up to four guests. The suite boasts gorgeous 12th floor panoramic views of both Diamond Head Crater and the Pacific Ocean over Waikiki Bay from the center of the Diamond...

    Pool
    FREE CANCELLATION

    $242 to $309/night

  26. HOUSE
    Hale Poola

    Hale Poola

    Honolulu, HI

    This recently upgraded five bedroom, three bathroom home sits on a small hill in the quiet neighborhood of Aina Haina. Hale Poola comfortably sleeps 10 people, but will house up to 12. The large open living room, media room and kitchen create a nice...

    $869 to $1,302/night

  27. CONDOMINIUM
    Hilo Lagoon Center #526

    Hilo Lagoon Center #526

    Hilo, HI

    Hilo Lagoon Center #526 is a 2 bedroom, 2 bathroom, 5th floor condo in the heart of Hilo Town. The setting is so serene that you'll easily forget you're in the middle of one of Hawaii's largest towns! Views of Wailoa State Park lagoons and more! The...

    Pool

    $262 to $553/night

  28. HOUSE
    Lanikai Breeze

    Lanikai Breeze

    Kailua, HI

    Just steps away from coveted Lanikai Beach, sits our newest luxury rental - Lanikai Breeze! Brand new construction, built in 2017, this home features upgraded appliances and furnishings meticulously hand picked by local designer, Lotus Home Staging,...

    Pool

    $1,910 to $3,695/night

  29. CONDOMINIUM
    Waikiki Banyan Tower 2 Suite 1204

    Waikiki Banyan Tower 2 Suite 1204

    Honolulu, HI

    Partial Ocean View Condo Enjoy the comforts of home at an affordable price in this Waikiki Banyon deluxe condo on the 12th floor in tower 2. Fully-equipped kitchen with standard kitchen wares. Great counter space and seating for 4 on the eat-in...

    Pool Hot Tub

    $191 to $281/night

  30. CONDOMINIUM
    Ilikai 806

    Ilikai 806

    Waikiki, HI

    STUNNING OCEAN & SUNSET VIEWS! STEPS TO WAIKIKI BEACH. Memorable Meals from the Lanai. Walking distance to shopping mall, restaurants, shops, buses, rental cars, parks & Waikiki night life. Beautiful remodel. Fully equipped....

    Pool
    FREE CANCELLATION

    $152 to $274/night