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
    Koa Kai Hale

    Koa Kai Hale

    Princeville, HI

    The ultimate Kauai vacation home, Koa Kai Hale has large windows in every room that surround you with lush north shore views. With 3,300 square feet of living space, this home has plenty of room for everyone to relax into their Hawaiian getaway.Koa...

    $601 to $1,227/night

  2. COTTAGE
    Mauna Lani KaMilo Home (424)

    Mauna Lani KaMilo Home (424)

    Kamuela, HI

    This spectacular 3 bedroom- 3 bath single-level cottage is located within Kamilo, which is nestled near the heart of the Mauna Lani Resort area. Upon entering Mauna Lani KaMilo Home (424) enjoy the vaulted ceilings and open floor plan which allows...

    Pool Hot Tub

    $481 to $1,285/night

  3. HOUSE
    7 C's Kona (Big Island)

    7 C's Kona (Big Island)

    Kailua Kona, HI

    ***Please note there is a 7 night minimum during the holidays. Christmas reservations must check out by 10AM on Dec. 27 and New Year's reservations can check in on Dec. 27 or after for a week. There is a 14 night minimum to book both Christmas and...

    Pool

    $482 to $720/night

  4. TOWNHOUSE
    Pili Mai 11I

    Pili Mai 11I

    Koloa, HI

    Enjoy modern Hawaii living at Pili Mai 11IPack your golf clubs and get ready to enjoy modern Hawaii living in this exclusive Poipu community. Located on the 9th hole of the beautiful Kiahuna Golf Course, this exceptionally beautiful,...

    Pool Hot Tub

    $476 to $1,214/night

  5. CONDOMINIUM
    Kihei Akahi #C-608

    Kihei Akahi #C-608

    KIHEI, HI

    This one bedroom garden view condo has many upgrades throughout featuring new living room furnishings, new dinning table, large flat screen TV in the living room and tile floors. This one bedroom condo sleeps up to four people with a king bed in the...

    Pool
    FREE CANCELLATION

    $248 to $312/night

  6. HOUSE
    Ono Oasis

    Ono Oasis

    Kailua Kona, HI

    True to its name, Ono Oasis offers a unique tropical retreat for a dream Big Island vacation, with distant ocean and sunset views, a heated saltwater pool, and over 2,800 square feet of luxury living space. This extraordinary home provides the...

    Pool

    $512 to $957/night

  7. HOUSE
    Leilani Kai Hale

    Leilani Kai Hale

    Princeville, HI

    Panoramic mountain views and tropical vegetation surround you in this beautifully updated Princeville luxury home with air conditioning and its own saltwater pool and spa. Complete with stylish furnishings and fine finishes such as granite counter...

    Pool Hot Tub

    $595 to $1,227/night

  8. CONDOMINIUM
    Kamaole Sands #03-407

    Kamaole Sands #03-407

    KIHEI, HI

    Large two bedroom loft, Garden view Condo. Feel right at home in this spacious condo overlooking the pool and beautifully manicured green way. There is a King bed in the loft bedroom, two twins in the second bedroom, and a sofa bed in the living...

    Pool Hot Tub
    FREE CANCELLATION

    $391 to $482/night

  9. CONDOMINIUM
    Maui Kamaole #i-111

    Maui Kamaole #i-111

    KIHEI, HI

    Ground floor condo with one (1) bedroom and two (2) bathrooms. There is a king bed in the bedroom and a full bathroom ensuite and a pull out sofa bed in the living room, which allows this condo to accommodate up to four (4) people. The kitchen...

    Pool Hot Tub
    FREE CANCELLATION

    $313 to $411/night

  10. CONDOMINIUM
    Maui Ka'anapali Villas Studio Premier Condo A417

    Maui Ka'anapali Villas Studio Premier Condo A417

    Lahaina, HI

    We invite you to come and stay in our upgraded condo just steps from famous Ka'anapali Beach! Relax and enjoy this Premier Studio Maui Ka'anapali Villas condo in Lahaina, Maui. 544 sq. ft. of island living for up to 4 adults (King Murphy bed, queen...

    Pool
    FREE CANCELLATION

    $372 to $636/night

  11. 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

  12. 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

  13. CONDOMINIUM
    Sugar Beach #132

    Sugar Beach #132

    KIHEI, HI

    **In 2019 the pool will be closed September 9th, through September 16th. Each year the pool will be closed for one week, starting on the second Monday of the month. Walk out of this ocean front, ground floor unit and you are only a few steps away...

    Pool Hot Tub
    FREE CANCELLATION

    $352 to $468/night

  14. CONDOMINIUM
    Aloha Surf 207

    Aloha Surf 207

    Honolulu, HI

    Great Place for 2 Friends to stay in Central Wiakiki. Ideal for 2 guests who'd prefer not to share their bed. This Studio unit offers two twin beds and has everything you need for comfortable stay, and all the convenience of a totally central...

    Pool
    FREE CANCELLATION

    $99 to $129/night

  15. CONDOMINIUM
    Kamaole Sands #10-417

    Kamaole Sands #10-417

    KIHEI, HI

    Large three bedroom Ocean view condo located in building ten at the Kamaole Sands. This three bedroom, three bath condo has a queen bed in the master bedroom and the second bedroom, and two twin beds in third bedroom as well as a pull out sofa bed...

    Pool Hot Tub
    FREE CANCELLATION

    $563 to $646/night

  16. CONDOMINIUM
    Kamaole Sands #05-406

    Kamaole Sands #05-406

    KIHEI, HI

    This two (2) bedroom loft, Garden View Condo also has Partial Ocean views from the lanai, which overlooks the pool. The bedroom on the main floor has two twin beds. There is a full bathroom on the main floor as well. The loft has a King bed and a...

    Pool Hot Tub
    FREE CANCELLATION

    $391 to $482/night

  17. CONDOMINIUM
    Maui Vista #3202

    Maui Vista #3202

    Kihei, HI

    Remodeled one-bedroom condo at the Maui Vista in South Kihei. A 100% remodel was done in summer 2018. This complete remodel features top of the line materials and has a modern look with tropical accents. The kitchen features bamboo cabinets, granite...

    Pool
    FREE CANCELLATION

    $254 to $294/night

  18. CONDOMINIUM
    Maui Banyan #G-106

    Maui Banyan #G-106

    Kihei, HI

    This condo has a 40% discount already applied to the rate and will not accept additional promotions. Are you looking for a one bedroom condo near the beach? If so, this is the perfect condo for you! Of the one bedroom condos at the Maui Banyan,...

    Pool Hot Tub
    FREE CANCELLATION

    $180 to $360/night

  19. CONDOMINIUM
    Kihei Akahi #C-109

    Kihei Akahi #C-109

    KIHEI, HI

    Bright and open One bedroom garden view condo located on the ground floor. This unit sleeps up to four people with a king bed in the bedroom and a pull out sofa bed in the living room. There is a fully equipped kitchen, perfect for enjoying meals in...

    Pool
    FREE CANCELLATION

    $248 to $312/night

  20. CONDOMINIUM
    Kihei Akahi #D-615 (7th Flr)

    Kihei Akahi #D-615 (7th Flr)

    KIHEI, HI

    Two bedroom garden view condo at the Kihei Akahi. This unit accommodates up to 6 people. The master bedroom has a Queen bed, the second bedroom has two twin beds and the living room has a sofa bed. The Kihei Akahi is conveniently located in South...

    Pool
    FREE CANCELLATION

    $338 to $411/night

  21. CONDOMINIUM
    Kahana Reef #207

    Kahana Reef #207

    LAHAINA, HI

    **Kahana Reef will be undergoing construction to the Seawall, beginning June 2019. Please be advised that there is construction taking place on the property.** Modern and contemporary designs, furnishings and accents complement this Completely...

    Pool
    FREE CANCELLATION

    $306 to $359/night

  22. CONDOMINIUM
    Kihei Akahi #C-401

    Kihei Akahi #C-401

    KIHEI, HI

    Welcome cool ocean breezes and incredible ocean views from this newly renovated studio condo. Astonishing sunset views from the lanai. Enjoy all the comforts and amenities of home, including a full kitchen and bath with washer and dryer. Your condo...

    Pool
    FREE CANCELLATION

    $229 to $281/night

  23. CONDOMINIUM
    Kahana Reef #314

    Kahana Reef #314

    LAHAINA, HI

    **Kahana Reef will be undergoing construction to the Seawall, beginning June 2019. Please be advised that there is construction taking place on the property.** Ocean Front condos with expansive views of the Pacific Ocean and the islands of Lanai...

    Pool
    FREE CANCELLATION

    $290 to $344/night

  24. CONDOMINIUM
    Maui Vista #1322

    Maui Vista #1322

    Kihei, HI

    Remodeled kitchen, bathroom and new flooring completed in Summer 2014. This one bedroom, one bathroom, garden view condo offers the simplicity of home in a tropical paradise. The master bedroom has a queen bed and the living room has a sofa bed,...

    Pool
    FREE CANCELLATION

    $254 to $294/night

  25. CONDOMINIUM
    Kahana Reef #101

    Kahana Reef #101

    LAHAINA, HI

    Stunning Remodel completed in late 2014. This Ocean Front condo is literally steps away from the Pacific Ocean. The complete remodel includes a remodeled Kitchen, bathroom and new furniture. The kitchen has a new eat in bar and new appliances. This...

    Pool
    FREE CANCELLATION

    $290 to $344/night

  26. CONDOMINIUM
    Grand Champions #033

    Grand Champions #033

    WAILEA, HI

    Two bedrooms and two baths in this garden view condo. The Master bedroom and the second bedroom both have a king bed, allowing this unit to sleep up to four people. This ground floor unit is tiled in all of the common areas and carpeted in the...

    Pool Hot Tub
    FREE CANCELLATION

    $435 to $556/night

  27. CONDOMINIUM
    Maui Kamaole #b-107

    Maui Kamaole #b-107

    KIHEI, HI

    This Property does NOT accept Promo Codes - Please do not Book this property if you are using a discount or promotional code. Beautifully upgraded and renovated one bedroom condo. Renovated Kitchen and Bathrooms and new furniture throughout. Sleeps...

    Pool Hot Tub
    FREE CANCELLATION

    $313 to $411/night

  28. CONDOMINIUM
    Kamaole Sands #06-310

    Kamaole Sands #06-310

    KIHEI, HI

    Escape to Maui and relax in this spacious two bedroom condo. A highlight of this unit is that both bedroom are located on the same level. This garden view condo sleeps up to six people. The master bedroom has a king bed, the second bedroom has a...

    Pool Hot Tub
    FREE CANCELLATION

    $391 to $482/night

  29. CONDOMINIUM
    Sugar Beach #209

    Sugar Beach #209

    KIHEI, HI

    **In 2019 the pool will be closed September 9th, through September 16th. Each year the pool will be closed for one week, starting on the second Monday of the month. Ocean and pool views from this second floor condo. One bedroom and one bathroom....

    Pool Hot Tub
    FREE CANCELLATION

    $313 to $417/night

  30. CONDOMINIUM
    Kamaole Sands #07-306

    Kamaole Sands #07-306

    Kihei, HI

    One bedroom garden view condo overlooking the beautiful inner courtyard at the Kamaole Sands. This comfortable spacious condo is located in building 7 near the pool. With many upgrades throughout, this tropical style condo provides the perfect Maui...

    Pool Hot Tub
    FREE CANCELLATION

    $306 to $350/night