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
    Papakea #B207

    Papakea #B207

    Lahaina, HI

    Dec 2014 remodel included granite kitchen and bathroom counters tops, new cabinetry, new dishwasher, custom lighting and brand new mattress and Wall bed cabinet. Incredible ocean views overlooking the pool and lush gardens from this studio in North...

    Pool
    FREE CANCELLATION

    $145 to $319/night

  2. HOUSE
    Papakea #H103

    Papakea #H103

    Lahaina, HI

    Welcome to: "Tranquility Maui Condo" This charming 2 bedroom Papakea condominium is located in "H" building near ponds and gardens. Great views from the beach and off to the neighbor islands of Lanai and Molokai. Tastefully decorated with Hawaiian...

    Pool
    FREE CANCELLATION

    $296 to $580/night

  3. HOUSE
    Papakea #L407

    Papakea #L407

    Lahaina, HI

    Fourth floor 2 bedroom, 1 bath vacation condo with ocean views in North Ka'anapali. This condo features a king bed in the master bedroom downstairs. The bathroom which is downstairs features a tub/shower combo. The loft upstairs serves as a guest...

    Pool
    FREE CANCELLATION

    $290 to $653/night

  4. HOUSE
    Papakea #D402

    Papakea #D402

    Lahaina, HI

    Ocean views in North Ka'anapali. This 4th floor condo features 2 bedrooms with bathrooms downstairs plus a loft bedroom, with 2 twins beds, and a half bathroom. The living room has a 37" LCD HDTV & Blu-ray player with property HD signal to match....

    Pool
    FREE CANCELLATION

    $406 to $986/night

  5. HOUSE
    Valley Isle #1103

    Valley Isle #1103

    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 (photos coming...

    Pool
    FREE CANCELLATION

    $232 to $800/night

  6. HOUSE
    Paki Maui #420

    Paki Maui #420

    Lahaina, HI

    This Paki Maui garden view condo is full of sunshine on the 4th floor with your lanai overlooking the lush gardens below. You are steps from lounging on the grassy area overlooking the ocean with views of Molokai and Lanai. You can watch green sea...

    Pool
    FREE CANCELLATION

    $139 to $325/night

  7. HOUSE
    Kaanapali Shores #825

    Kaanapali Shores #825

    Lahaina, HI

    Fall 2016 remodel included Brand new kitchen with all new appliances and renovated bathroom, 3 new flat screen TV's, lighting and sofa sleeper ). Carpet was replaced 2017. Settle into your Hawaiian vacation in this ocean view condo in Ka'anapali....

    Pool
    FREE CANCELLATION

    $336 to $706/night

  8. HOUSE
    Mahana Resort #1017

    Mahana Resort #1017

    Lahaina, HI

    Outstanding ocean front views on North Ka'anapali beach. Enjoy heavenly sunsets from your living room AND bedroom. This condo has been totally remodeled and is tastefully decorated with an island style theme. The kitchen has granite counter tops and...

    Pool
    FREE CANCELLATION

    $325 to $606/night

  9. HOUSE
    Papakea #J107

    Papakea #J107

    Lahaina, HI

    Remodeled ground floor 1 bedroom in North Ka’anapali. End unit with plenty of natural light and view of koi pond and lush gardens. Open and airy with white plantation kitchen cabinets and room doors and tiled living areas and lanai. The lanai...

    Pool
    FREE CANCELLATION

    $203 to $414/night

  10. HOUSE
    Pikake #A6

    Pikake #A6

    Lahaina, HI

    This ocean front corner condo is so light and airy and so close to the water. It is a great 2 bedroom located on the ground floor in Honokowai. The kitchen was updated with new appliances, renovated with granite counters, bamboo cabinets and a...

    FREE CANCELLATION

    $261 to $539/night

  11. HOUSE
    Valley Isle #1209

    Valley Isle #1209

    Lahaina, HI

    Enjoy this relaxed ocean front Hawaiian style condo on Kahana Bay. Watch spectacular views of both Molokai , Lanai & Sunsets. Feel the tropical breezes off of the ocean. Smell the fragrant flowers, dip your toes in the warm island waters. Now...

    FREE CANCELLATION

    $232 to $669/night

  12. HOUSE
    Lahaina Shores #501

    Lahaina Shores #501

    Lahaina, HI

    Lahaina Sunsets Suite: On the corner, ocean front in downtown Lahaina. European styling in kitchen and bathroom. Kitchen includes a cook-top stove and microwave/convection oven. Glass block walk-in shower, no tub. Bring your CD's from home and play...

    Pool
    FREE CANCELLATION

    $302 to $669/night

  13. HOUSE
    Lahaina Shores #531

    Lahaina Shores #531

    Lahaina, HI

    5th floor direct ocean front views from our studio unit #531 at the Beach Front Resort: Lahaina Shores. Brand new to our program! Full size kitchen, tiled walk-in shower and a cozy king size bed. Did I mention the views? Breathtaking! Central AC...

    Pool
    FREE CANCELLATION

    $273 to $447/night

  14. HOUSE
    Maui Kaanapali Villas #C255

    Maui Kaanapali Villas #C255

    Lahaina, HI

    Partial Ocean View 2nd floor studio condo in the Coconut Bldg in the beautiful Maui Kaanapali Villas. Tastefully furnished with remodeled kitchen and bathroom include custom cabinetry and granite and wall mounted hair dryer. Stairs to entrance, no...

    Pool
    FREE CANCELLATION

    $209 to $354/night

  15. HOUSE
    Papakea #E401

    Papakea #E401

    Lahaina, HI

    Ocean views in North Ka'anapali. New living room furniture including upgraded sofa bed mattress as of Nov '17. Ceiling fans and a split A/C system in living room, master bedroom and loft help to keep the condo cool. This condo features a downstairs...

    Pool
    FREE CANCELLATION

    $284 to $619/night

  16. HOUSE
    Valley Isle #1206

    Valley Isle #1206

    Lahaina, HI

    Ocean front penthouse condo on Kahana Bay. Bring your DVD's from home and watch them on the 27" LCD TV. Stay connected to family and friends and enjoy free Wi-Fi internet access. This 12th floor location is the most sought after allowing an...

    Pool
    FREE CANCELLATION

    $157 to $464/night

  17. HOUSE
    Mahana Resort #1106

    Mahana Resort #1106

    Lahaina, HI

    Welcome to Mahana 1106! Located on the eleventh-floor, this recently remodeled one bedroom, one bath condo sleeps 2-4 and features stunning panoramic views of the ocean, beach and outer islands from the living room, dining area, bedroom, and lanai....

    Pool
    FREE CANCELLATION

    $325 to $638/night

  18. CONDOMINIUM
    Waikiki Banyan Tower 2 Suite 2904

    Waikiki Banyan Tower 2 Suite 2904

    Honolulu, HI

    Beautiful Ocean View Waikiki Condo, Free parking & Wifi Enjoy the view of the ocean from this 29th floor condo. Save money and enjoy the convenience of a full kitchen, FREE covered parking, and FREE in room WiFi. Newly Remodeled Kitchen!!! Clean...

    Pool Hot Tub

    $168 to $259/night

  19. HOUSE
    Serene 3BR w/ Lanai & Private Yard, Walk to Beach

    Serene 3BR w/ Lanai & Private Yard, Walk to Beach

    Honolulu, HI

    Located on a quiet cul-de-sac just minutes from the ocean, this 3BR/2BA home is perfect for a serene tropical escape. Relax on the lanai or in the private yard and enjoy meals al fresco under the tall palms. Enjoy a prime location; walk 7 minutes...

    FREE CANCELLATION

    $381 to $778/night

  20. CONDOMINIUM
    1BR w/ Ocean View Lanai & Pool

    1BR w/ Ocean View Lanai & Pool

    Lahaina, HI

    Welcome to Hale Ono Loa! Relaxation comes easy at this ground-floor 1BR Lahaina condo, featuring a private ocean-view lanai and access to a shared pool. When you stay at Hale Ono Loa, you’ll have access to gas grills and a sundeck offering...

    Pool
    FREE CANCELLATION

    $142 to $262/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....

    $321 to $668/night

  22. HOUSE
    Nui Lani

    Nui Lani

    Princeville, HI

    This wonderful home is located on the beautiful Northshore of Kauai in the nice community of Princeville. With three bedrooms, three full baths, a spacious living area and an entertainment room that can be easily converted into a 4th bedroom! Fully...

    $423 to $720/night

  23. 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 Hot Tub
    FREE CANCELLATION

    $156 to $349/night

  24. CONDOMINIUM
    Paki Maui 316

    Paki Maui 316

    Lahaina, HI

    Enjoy your Maui vacation from the Paki Maui Oceanfront Resort! This gorgeous 1 bedroom, 1 bath, lush garden view condo is the perfect place for singles, couples or small families looking to experience and explore the island. Equipped with a...

    Pool Hot Tub
    FREE CANCELLATION

    $145 to $423/night

  25. CONDOMINIUM
    Kaleialoha 402

    Kaleialoha 402

    Lahaina, HI

    Aloha! Come stay with us at the beautiful Kaleialoha Oceanfront Resort!! This is a fully furnished Studio that sleeps 4 with everything that you will need to enjoy your paradise vacation. There is a Queen sized bed and a Queen sofa sleeper! There is...

    Pool
    FREE CANCELLATION

    $160 to $545/night

  26. CONDOMINIUM
    Maui Sunset B402

    Maui Sunset B402

    Kihei, HI

    Gorgeously updated 1 bedroom with AC- right on the beach! This unit has 2 full bathrooms, a great kitchen, a lanai with ocean view. With one Queen in the bedroom, two twin pullout sleeper ottomans, a leather folding sleeper futon, and additional...

    Pool Hot Tub
    FREE CANCELLATION

    $176 to $580/night

  27. CONDOMINIUM
    Maui Banyan Q204

    Maui Banyan Q204

    Kihei, HI

    Check out the 3D walk through of the unit! *Elevator will be replace from Oct 10th - Dec 15th, there will be NO elevator available during that time period.* Spend your perfect beach vacation at this 2 bedroom, 2 bathroom, second floor unit. The...

    Pool Hot Tub
    FREE CANCELLATION

    $269 to $688/night

  28. CONDOMINIUM
    Grand Champions 124

    Grand Champions 124

    Kihei, HI

    This completely remodeled 3 bedroom and 2 bath second-floor condo is the perfect place for your next family vacation. Your private oasis awaits you in the Master suite. It has a plush Queen sized bed and flat screen TV. Start your day the perfect...

    Pool Hot Tub
    FREE CANCELLATION

    $420 to $875/night

  29. CONDOMINIUM
    Paki Maui 424

    Paki Maui 424

    Lahaina, HI

    Waterfront condo at an oceanfront resort on the Kaanapali Coast. Welcome to the island of Maui! Spend your days outside in the tropical sunshine, take advantage of the beach access from your resort and return home to the shared pool and a hot tub....

    Pool
    FREE CANCELLATION

    $324 to $948/night

  30. HOUSE
    Papaua Paradise 43

    Papaua Paradise 43

    Lahaina, HI

    APPROVED MAUI SHORT TERM RENTAL HOUSE #STWM 2104/0003. You and your family and friends will love your stay here for a vacation filled with Aloha! If you are looking for location, luxury and Hawaiian life style, you have found it. Perhaps the most...

    Hot Tub
    FREE CANCELLATION

    $2,119 to $3,125/night