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. CONDOMINIUM
    Honua Kai Konea 743

    Honua Kai Konea 743

    Lahaina, HI

    This rarely-available top-floor penthouse condominium is the ultimate in luxury living.  Konea 743 boasts amazing ocean views of Maui and the surrounding islands. This spacious suite includes two bedroom, two full baths and a sofa-bed to...

    Pool Hot Tub
    FREE CANCELLATION

    $508 to $988/night

  2. CONDOMINIUM
    Papakea K-402

    Papakea K-402

    Lahaina, HI

    The Ultimate Island getaway awaits you at our luxury 3 bedroom, 2-1/2 bath split level condo in West Maui!  Our beautifully furnished condo has spectacular views of the ocean making it the perfect place to whale watch (during season) and sip...

    Pool Hot Tub
    FREE CANCELLATION

    $538 to $860/night

  3. CONDOMINIUM
    Whaler at Kaanapali Beach 514

    Whaler at Kaanapali Beach 514

    Lahaina, HI

    Completely Renovated and well-appointed Studio, Ocean view condo. Attention to detail and fine finishes make this condo a great choice. Wake up to ocean views from the comfort of your king bed or enjoy your morning coffee on the lanai over-looking...

    Pool Hot Tub
    FREE CANCELLATION

    $444 to $639/night

  4. VILLA
    Waikoloa Beach Villas G2

    Waikoloa Beach Villas G2

    Waikoloa, HI

    Luxurious top of the line golf vacation home! Away from it all and central to everywhere! Located on the fabulous Kohala Coast of the Big Island – Hawaii. This secluded unit overlooks the third green of the Waikoloa Beach Golf Course. We are Gold...

    Pool
    FREE CANCELLATION

    $283 to $476/night

  5. CONDOMINIUM
    Hale Kamaole #144

    Hale Kamaole #144

    Kihei, HI

    This lovely bright condo features an extra window which brings in plenty of light. Tropical style furniture, comfortable queen hide a bed, easy chair with ottoman, and large flat screen TV in living room. Kitchen fully stocked with all new dinner...

    Pool
    FREE CANCELLATION

    $196 to $281/night

  6. CONDOMINIUM
    Maui Kamaole #A-102

    Maui Kamaole #A-102

    Kihei, HI

    Kamaole Beach #3 is just across from the upscale Maui Kamaole. This property features lush tropical landscaping, two gorgeous pool areas with hot tubs and water features. There are gas grills peppered throughout the property and tennis courts...

    Pool Hot Tub
    FREE CANCELLATION

    $186 to $360/night

  7. CONDOMINIUM
    Maui Parkshore #303

    Maui Parkshore #303

    Kihei, HI

    Open air living at it's finest! The living area completely opens up to the lanai and offers views of the Pacific Ocean and the center courtyard of the property. The breakfast bar provides additional eating space. The fully equipped kitchen is...

    Pool
    FREE CANCELLATION

    $290 to $352/night

  8. CONDOMINIUM
    Kamaole Sands #3-402

    Kamaole Sands #3-402

    Kihei, HI

    Unit 3-402 is a top floor two bedroom, Two bath condo in Kamaole Sands is located in Preferred Building 3. It has Ocean, Garden and Pool views. Tile flooring from the entry through the living room to the lanai gives a fresh feeling. The living room...

    Pool Hot Tub
    FREE CANCELLATION

    $219 to $347/night

  9. CONDOMINIUM
    Pikake A-4- Lahaina Condo

    Pikake A-4- Lahaina Condo

    Lahaina, HI

    An incredibly comfortable unit! This renovated one bedroom unit fronts directly on a beautiful white sand beach. You'll have just enough lawn area to stretch out and shake the sand off before stepping directly into your beautiful ocean side living...

    FREE CANCELLATION

    $161 to $308/night

  10. CONDOMINIUM
    Valley Isle #1106

    Valley Isle #1106

    Lahaina, HI

    From the time you open your front door a magnet pulls you across the room directly to the balcony. It takes a few swallows to get that lump cleared from your throat. This is the view you see on the travel channel, travel books, magazines, and post...

    Pool
    FREE CANCELLATION

    $156 to $251/night

  11. HOUSE
    Kahana Sunset B8

    Kahana Sunset B8

    kahana, HI

    This newly remodeled unit has two flat screen TV's,VHS,DVD player,CD player, granite countertops throughout, tile floors, breakfast bar, stainless steele appliances, new kitchen cabinets, free internet access, great oceanviews. The property has a...

    Pool

    $309 to $366/night

  12. HOUSE
    Lanikai Breeze

    Lanikai Breeze

    Kailua, HI

    Spring Break Specials - 15% OFF RATES - NOW until March 6th (Promo valid on travel dates from March 15th - April 15th) Just steps away from coveted Lanikai Beach, sits our newest luxury rental - Lanikai Breeze! Brand new construction, built in 2017,...

    Pool

    $1,910 to $3,695/night

  13. 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

    $274 to $304/night

  14. CONDOMINIUM
    S Kihei Condo #338

    S Kihei Condo #338

    Kihei, HI

    This Colorful two bedroom Maui condo features ocean, garden, and pool views! Kitchen has been remodeled with tile floors, new cabinets and is equip with all of your cooking essentials while visiting. Unit has a full washer/dryer. Living room has...

    Pool
    FREE CANCELLATION

    $245 to $355/night

  15. CONDOMINIUM
    Hale Kamaole #218

    Hale Kamaole #218

    Kihei, HI

    Good Ocean View and mountain View. Very updated condo with extra spacious kitchen cabinets. New walk-in shower with remodeled bathroom cabinets. King bed in bedroom and queen hide-a-bed in living room. Rattan bedroom furniture. Comfy furniture in...

    Pool
    FREE CANCELLATION

    $196 to $281/night

  16. CONDOMINIUM
    Sealodge D1

    Sealodge D1

    Princeville, HI

    With a private oceanfront lanai and spacious expanse of lawn in front, you'll enjoy sitting outside admiring the view and the passing chickens and nene. Take along the provided binoculars and get an up close view of the surfers, or watch for...

    Pool
    FREE CANCELLATION

    $182 to $275/night

  17. CONDOMINIUM
    Sugar Beach #308

    Sugar Beach #308

    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. Stunning remodeled Ocean View Condo at the Sugar Beach Resort. This one bedroom...

    Pool Hot Tub
    FREE CANCELLATION

    $299 to $465/night

  18. CONDOMINIUM
    Kaanapali Shores Studio #742

    Kaanapali Shores Studio #742

    Lahaina, HI

    Enjoy the luxuries of home with this upgraded, impeccably cared for studio unit.  You will enjoy spectacular ocean views from within the unit as well as from the lanai!  On clear days you will feel like you can touch the island of Molokai and also...

    Pool
    FREE CANCELLATION

    $186 to $359/night

  19. CONDOMINIUM
    Aina Nalu Condo G109

    Aina Nalu Condo G109

    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 Platinum 2bd/2ba Aina Nalu condo in Lahaina, Maui. 846 sq. ft. for spacious living for up to 6 adults (king bed...

    Pool
    FREE CANCELLATION

    $231 to $618/night

  20. APARTMENT
    Waikiki Banyan Tower 2 Suite 802

    Waikiki Banyan Tower 2 Suite 802

    Honolulu, HI

    Standard Mountain View This affordable mountain view condo at the Waikiki Banyon is only one block from world famous Waikiki beach. Condo suite is located on the 8th floor and has a partial ocean view. Fully equipped kitchen with standard kitchen...

    Pool Hot Tub

    $146 to $236/night

  21. CONDOMINIUM
    Ilikai 1110

    Ilikai 1110

    Waikiki, HI

    OCEAN VIEWS! STEPS TO WAIKIKI BEACH. 2 bedroom, 2 full bathrooms, two 120 sq. ft lanais, 1,000 interior sq. ft. Walking distance to parks, shopping mall, restaurants, shops, buses, rental cars, parks & Waikiki night life. The Ilikai Suites are...

    Pool
    FREE CANCELLATION

    $266 to $576/night

  22. 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 and very clean....

    Pool
    FREE CANCELLATION

    $138 to $274/night

  23. CONDOMINIUM
    Ilikai 1418

    Ilikai 1418

    Waikiki, HI

    OCEAN / LAGOON VIEWS! STEPS TO WAIKIKI BEACH. 2 bedroom, 2 bathrooms, two 120 sq. ft lanais, 1,000 interior sq. ft. Kg bed, 2 double beds, Qn sofa bed. Walking distance to parks, shopping mall, restaurants, shops, buses, rental cars, parks. The...

    Pool
    FREE CANCELLATION

    $319 to $576/night

  24. CONDOMINIUM
    Ilikai Marina Condo 1290

    Ilikai Marina Condo 1290

    Honolulu, HI

    If you are looking for a fully equipped unit with 180 degree of ocean and beautiful Hawaiian scenery, then your search is over and you have found your home away from home in paradise. The location cant be beat and the peaceful ambiance and tranquil...

    FREE CANCELLATION

    $163 to $309/night

  25. CONDOMINIUM
    Hale Kamaole #340

    Hale Kamaole #340

    Kihei, HI

    Ocean and Garden Views. This two bedroom with loft has been remodeled with tile installed from the entrance to the lanai. Tile walk-in shower in downstairs bathroom. Both Bathrooms’ cabinets and counter tops have been recently remodeled. Master...

    Pool
    FREE CANCELLATION

    $269 to $379/night

  26. CONDOMINIUM
    Wailea Elua Unit #0106

    Wailea Elua Unit #0106

    Wailea, HI

    About this condo: Wailea Elua Village #106 is a second floor, two bedroom-two bath, ocean view condo with a large lanai complete with a sun shade screen. It has a king bed in the master bedroom and a queen bed in the guest bedroom. This unit can be...

    Pool

    $291 to $488/night

  27. CONDOMINIUM
    Wailea Elua Unit #0802

    Wailea Elua Unit #0802

    Wailea, HI

    Wailea Elua Village is an exclusive beachfront property located in the heart of the resort community of Wailea. This relaxing low-density property consists of two-story buildings terraced over twenty-four acres of immaculate tropical landscaping....

    Pool Hot Tub

    $459 to $953/night

  28. CONDOMINIUM
    Kihei Beach Unit #506

    Kihei Beach Unit #506

    Kihei, HI

    Kihei Beach is a moderately sized six story beachfront property located in North Kihei. It offers sweeping views of Kahoolawe, Molokini and the dazzling Pacific Ocean and a friendly casual atmosphere. Fronting the property is Sugar Beach, well known...

    Pool

    $223 to $309/night

  29. CONDOMINIUM
    Wailea Elua Unit #801

    Wailea Elua Unit #801

    Wailea, HI

    Notes from the Owner: Wailea Elua Village #801 is located in the center of the Elua Village just across from the small pool and Jacuzzi area and just steps to the paddle court. Enjoy ocean views as well as secluded garden views from this quiet...

    Pool Hot Tub

    $459 to $953/night

  30. CONDOMINIUM
    Wailea Grand Champion, #163

    Wailea Grand Champion, #163

    Wailea, HI

    Wailea Grand Champions Golf Villas is a modern property located between the Wailea Blue Golf Course and the Wailea Tennis Club. This quiet low density development consists of twenty mostly two-story buildings set amongst lush tropical landscaping...

    Pool

    $212 to $493/night