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.

Filter by Region:


Filter by Amenities:


Filter by Entertainment:


Close Filters
  1. CONDOMINIUM
    Hale Kamaole #254

    Hale Kamaole #254

    Kihei, HI

    Beautifully renovated, top floor condo on the cooler South side of the complex , away from the street noise and close to the upper pool, tennis court and BBQ area. Our condo comfortably sleeps 6 with a king bed in the master bedroom, queen bed in...

    Pool
    FREE CANCELLATION

    $269 to $410/night

  2. CONDOMINIUM
    Kaanapali Royal #C101

    Kaanapali Royal #C101

    Lahaina, HI

    Golf course views on the Ka'anapali Golf course. There are stairs only to this entrance-no elevators. 3 stairs lead down to living room and to master bedroom. In addition to the TV in the living room there is also a TV, DVD player and VCR in the...

    Pool
    FREE CANCELLATION

    $284 to $600/night

  3. CONDOMINIUM
    Honua Kai Hokulani 414

    Honua Kai Hokulani 414

    Kaanapali, HI

    Best one bedroom plan available with bright southern exposure. Only steps to the water and beach from this prime unit. Enjoy partial ocean and sunset views from the Lanai on this beautifully relaxing vacation home. Best yet, as you are on a green...

    Pool Hot Tub

    $286 to $1,033/night

  4. VILLA
    Golf Villa 25T4

    Golf Villa 25T4

    Kapalua, HI

    This lovely Villa has the feeling of casual island elegance with it's open style kitchen and living-dining area. Featuring a luxury gourmet kitchen with quality stainless steel appliances, surrounded by natural stone and warm exotic woods. It will...

    Pool

    $294 to $563/night

  5. CONDOMINIUM
    Waikiki Banyan Tower 2 Suite 1208

    Waikiki Banyan Tower 2 Suite 1208

    Honolulu, HI

    Standard Condo with Recreation Deck and Partial Diamond Head View Fantastic condo for a group or family and only one block from world famous Waikiki Beach. Sleeping arrangements include a queen-sized bed and a full-sized bed in the bedroom, and...

    Pool Hot Tub

    $146 to $236/night

  6. CONDOMINIUM
    Waikiki Banyan Tower 2 Suite 2014

    Waikiki Banyan Tower 2 Suite 2014

    Honolulu, HI

    Ocean View Deluxe Corner Unit with extras! Enjoy a completely remodeled condo on the 20th floor with views of Diamond Head. The kitchen comes fully-equipped with standard kitchen wares and upgraded appliances. The living room has newer furniture,...

    Pool Hot Tub

    $146 to $281/night

  7. CONDOMINIUM
    Hale Kamaole #129

    Hale Kamaole #129

    Kihei, HI

    Welcome to suite 129. This beautifully appointed one bedroom, one bath ground floor unit has brand new hardwood floors in the bedroom and living room, and ceramic tile throughout the rest of the condo. It features new bedroom furniture including a...

    Pool
    FREE CANCELLATION

    $214 to $312/night

  8. APARTMENT
    KV202A DLDL-CTOQ(EV)-LHMF-ACH

    KV202A DLDL-CTOQ(EV)-LHMF-ACH

    Honolulu, HI

    Newly Remodeled, including new queen bed, bath, wall mounted 40" TV with Free WIFI & Cable, paint, tile flooring, wardrobe shelves, furniture, bedding, towels, induction cooktop. Everything new. Waikiki beach is located just one block away with...

    FREE CANCELLATION

    $111 to $161/night

  9. HOUSE
    Kahakai Estates Hale

    Kahakai Estates Hale

    Kailua Kona, HI

    This charming home is ideally situated in the gated community of Kahakai Estates on the Big Island's spectacular Kona Gold Coast. Experience the seclusion of your own Hawaiian hideaway just two miles southwest of all the incredible attractions and...

    Pool Hot Tub

    $482 to $839/night

  10. APARTMENT
    KV201A THLP-CTOM(SIYG)-02M-ACH

    KV201A THLP-CTOM(SIYG)-02M-ACH

    Honolulu, HI

    Enjoy this great studio on the quiet side of the building. Full size bed sleeps two. Kitchenette, private bath, cable TV and free WIFI. The kitchenette offers guest almost everything they need for preparing meals. Refrigerator, microwave, two-burner...

    FREE CANCELLATION

    $100 to $131/night

  11. CONDOMINIUM
    Fairway Villas Penthouse Condo Unit B32

    Fairway Villas Penthouse Condo Unit B32

    Waikoloa, HI

    Our two bedroom, two bath plus loft, Hawaii home, features a unique and comfortable décor. It is located on the third (top) floor and is easily accessible by stair or elevator. Vaulted ceilings lend a feeling of openness and light. Our lovely...

    Pool Hot Tub
    FREE CANCELLATION

    $176 to $314/night

  12. HOUSE
    Ho'o Maluhia

    Ho'o Maluhia

    Kailua Kona, HI

    This beautiful home features luxury and artistic touches to add a splash of sophistication to your vacation. The beautiful layout, wood floors and cool tiles fill the house. The master bedroom is located on the upper level. This room includes a...

    Pool

    $444 to $730/night

  13. CONDOMINIUM
    Valley Isle Unit #1103 Condo

    Valley Isle Unit #1103 Condo

    Lahaina, HI

    11th Floor Ocean Views from this remodeled 2 bedroom, 2 bath Maui vacation rental. Perfect for a family of 6. Private bedrooms with ensuite bathrooms. Master suite features a king size bed (new as of March '17), a 50 in. Vizio TV, amazing ocean...

    Pool
    FREE CANCELLATION

    $232 to $800/night

  14. APARTMENT
    KV1006A TH-CTOQ(HK)-MFLH-ACH

    KV1006A TH-CTOQ(HK)-MFLH-ACH

    Honolulu, HI

    Located a few blocks away from the notorious Waikiki Beach. The Studio can sleep up to two nicely on a grande size King Size Bed. One lanai with a view of the city in Waikiki. TV mounted on the wall with unlimited access to the Wi-Fi! Kitchenette...

    FREE CANCELLATION

    $119 to $149/night

  15. APARTMENT
    KV403A THTH-PTO-00-CHK

    KV403A THTH-PTO-00-CHK

    Honolulu, HI

    Enjoy this studio with plenty of sleeping room for your guests!! There is a Queen size bed and Futon Couch, air conditioner, Cable TV is available on large 32" flat screen TV, mounted on wall for easy viewing. The kitchenette includes all cooking...

    FREE CANCELLATION

    $113 to $161/night

  16. CONDOMINIUM
    Kihei Akahi Resort- Unit C405

    Kihei Akahi Resort- Unit C405

    Kihei, HI

    Nice ocean and garden views! 4th Floor comfortable beach home - Building C. Kihei Akahi Resort C405 - Ocean View One Bedroom One Bath 655 sq. ft. located on the 4th floor, in building C. Enjoy great views from your lanai (balcony) of the Pacific...

    Pool
    FREE CANCELLATION

    $148 to $353/night

  17. CONDOMINIUM
    Maui Kaanapali Villas #B133

    Maui Kaanapali Villas #B133

    Kaanapali, HI

    Garden and resort views at this studio condo in the Banyan Building at the beautiful Ocean front resort of Maui Kaanapali Villas. Our condo is nicely updated and furnished. Watch your favorite DVD on the 42" flat screen TV. Beach chairs, boogie...

    Pool
    FREE CANCELLATION

    $232 to $406/night

  18. CONDOMINIUM
    Hololani Unit #B-802

    Hololani Unit #B-802

    Kahana, HI

    Ocean front penthouse location with 2 bedrooms on the beach in Kahana. NEW as of July '14: Living room furniture, 47" Flat screen TV and BluRay DVD player, King bed + furniture in guest bedroom 2 with new flat screen TV and lounger on lanai. The...

    Pool
    FREE CANCELLATION

    $220 to $532/night

  19. CONDOMINIUM
    Napili Shores D230

    Napili Shores D230

    Lahaina, HI

    Come Stay at the famous Napili Shores in this spacious remodeled garden view studio! Beautiful Plumeria trees just off of your private lanai line the interior of this very popular vacation property. This studio comes with a wonderful fully stocked...

    Pool
    FREE CANCELLATION

    $149 to $286/night

  20. VILLA
    Kapalua Golf Villa 25V2 Gold Ocean View

    Kapalua Golf Villa 25V2 Gold Ocean View

    Kapalua, HI

    If you enjoy the serene and tranquil feel of the Golf Villas but want a nice ocean view, you will be delighted with this little gem. It is the best of both worlds. Just steps from the pool and green or a short walk to the beach. This lovely villa is...

    Pool

    $281 to $494/night

  21. CONDOMINIUM
    Kaanapali Royal #A303

    Kaanapali Royal #A303

    Lahaina, HI

    New New New-Everything in our condo is new as of Jan 2015. Full remodel included tile floors throughout, new furniture, new kitchen with bright and shiny new appliances including washer and dryer. Large lanai features wet bar with sink. Master suite...

    Pool
    FREE CANCELLATION

    $278 to $600/night

  22. 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....

    $321 to $626/night

  23. HOUSE
    3BD Estate Home at Puako Bay (10D)

    3BD Estate Home at Puako Bay (10D)

    Kamuela, HI

    This oceanfront Kohala Coast home with breathtaking coastline views offers the ultimate setting for a once-in-a-lifetime escape to paradise. Decorated in a tranquil, elegant island style, it features two master suites, central air conditioning, and...

    $1,077 to $3,580/night

  24. TOWNHOUSE
    Pili Mai 11I

    Pili Mai 11I

    Koloa, HI

    Enjoy modern Hawaii living at Pili Mai 11I Pack 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

    $470 to $1,150/night

  25. CONDOMINIUM
    Sunset Retreat Condo

    Sunset Retreat Condo

    Kahuku, HI

    Beautiful second story upgraded condo in a great location! Close to the beach, the hotel and LeiLeis restaurant. Welcome to Kuilima Estates, the condo property located on the grounds of world-renowned Turtle Bay. The condos are surrounded by two...

    Pool
    FREE CANCELLATION

    $260 to $299/night

  26. CONDOMINIUM
    Menehune Shores Unit #427

    Menehune Shores Unit #427

    Maui, HI

    A note from the owner: Our unit was completely remodeled in 2006. It is great for families or couples traveling together. This ocean front condo has spectacular outer island views. The condo is well appointed with all you will need for a comfortable...

    Pool

    $223 to $336/night

  27. CONDOMINIUM
    Kihei Surfside, #511

    Kihei Surfside, #511

    Kihei, HI

    Kihei Surfside Resort is a unique six story oceanfront property located in South Kihei offering 180-degree views of the clear blue Pacific. The property and adjacent Keawekapu Beach together provide excellent locations for stunning sunsets,...

    Pool

    $208 to $448/night

  28. CONDOMINIUM
    Papakea Unit #D304 Condo

    Papakea Unit #D304 Condo

    Kaanapali, HI

    Ocean views overlooking the koi ponds from the 3rd floor in North Ka'anapali. Relax on the lanai (balcony) nestled above the tranquil koi pond, the peaceful sound of its fountain drifting sleepily in the air, you look out over one of the two pools...

    Pool
    FREE CANCELLATION

    $180 to $510/night

  29. CONDOMINIUM
    Hale Kamaole #213

    Hale Kamaole #213

    Kihei, HI

    Ocean View. Completely remodeled condo, with fantastic kitchen, very spacious. Bathroom has walk-in shower enclosure. King bed in bedroom with new carpet & rattan bedroom furniture. Living room has rattan Hawaiian style furniture with queen...

    Pool
    FREE CANCELLATION

    $196 to $281/night

  30. CONDOMINIUM
    Haupia Kahuku Condo

    Haupia Kahuku Condo

    Kahuku, HI

    Cool condo that sleeps 8. One of the few units with brand new split AC in living /dining/kitchen areas and loft sleeping area. Plus, window AC units in all bedrooms will keep you cool and comfortable when it's hot outside. Nice new full size sofa...

    Pool
    FREE CANCELLATION

    $306 to $337/night