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
    Ilikai Marina Condo 1786 *Legal Vacation Rental

    Ilikai Marina Condo 1786 *Legal Vacation Rental

    Honolulu, HI

    Our LEGALLY ZONED vacation rental is located at Ilikai Marina Condominiums,  1765 Ala Moana Blvd.   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...

    FREE CANCELLATION

    $219 to $731/night

  2. CONDOMINIUM
    Waikiki Grand 308

    Waikiki Grand 308

    Honolulu, HI

    Awesome Price Great Location - a Real Fun Place above Hulas Bar & Lei Stand Suite 308 just above The World famous Hulas Bar & Lei Stand at The Waikiki Grand Hotel. This Ocean and Diamond Head view suite at the Waikiki Grand - Kitchenette with...

    Pool
    FREE CANCELLATION

    $107 to $156/night

  3. CONDOMINIUM
    Holualoa Bay Villas#106

    Holualoa Bay Villas#106

    Kailua Kona, HI

    Holualoa Bay Villas#106 is a brand new rental in our inventory, that Knutson & Associates is proud to be representing as of June 2015! Come stay at this beautifully appointed 2 bedroom, 2 bath condo right on Alii Drive! Excellent Location. It's...

    Pool Hot Tub
    FREE CANCELLATION

    $248 to $326/night

  4. CONDOMINIUM
    Maui Parkshore #304

    Maui Parkshore #304

    Kihei, HI

    Expansive two bedroom, two bathroom condo located in the heart of Kihei, across the street from the beach at Kamaole Park lll. Easy walking to all the Kamaole beaches, the shops in Kihei, and the renowned Keawakapu Beach. This complex has a heated...

    Pool
    FREE CANCELLATION

    $191 to $354/night

  5. CONDOMINIUM
    Maui Kamaole 2BR w/ Lanais & 2 Pools

    Maui Kamaole 2BR w/ Lanais & 2 Pools

    Kihei, HI

    Commanding a prime location in south Kihei, this 2BR condo offers a ground-level tropical retreat with two private lanais and upscale interior upgrades including a chef’s kitchen and stylish Hawaiian decor. Enjoy access to two pools, a hot tub,...

    Pool Hot Tub
    FREE CANCELLATION

    $193 to $556/night

  6. CONDOMINIUM
    Hale Alii Ko Olina Beach Villa (O924)

    Hale Alii Ko Olina Beach Villa (O924)

    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

    $397 to $1,204/night

  7. CONDOMINIUM
    Kona Isle C28

    Kona Isle C28

    Kailua Kona, HI

    Kona Isle C-28 is a fantastic new addition to Knutson & Associates Property Management as of January 2019! We're proud to represent this wonderful second floor, corner end unit in highly desirable Building C at the Kona Isle!These second floor units...

    Pool
    FREE CANCELLATION

    $243 to $253/night

  8. CONDOMINIUM
    Sealodge G4

    Sealodge G4

    Princeville, HI

    Sealodge G4 is the perfect choice for honeymoons, anniversaries, or other romantic occasions. With its expansive views of the sea, waves breaking, and lush green coastline visible from the large bedroom picture window, you won't even need to get...

    Pool
    FREE CANCELLATION

    $226 to $257/night

  9. CONDOMINIUM
    Kauhale Makai 203

    Kauhale Makai 203

    Kihei, HI

    Relax and enjoy Maui from this adorable 1bd/1ba condo!This unit offers all the comforts of home with WiFi, Cable, DVD Player, and Central AC. You'll also get to enjoy the fully-stocked kitchen, on-site laundry room, and private ocean-view and...

    Pool Hot Tub
    FREE CANCELLATION

    $130 to $455/night

  10. CONDOMINIUM
    Kulakane 211

    Kulakane 211

    Lahaina, HI

    Imagine yourself sitting on the lanai, sipping on a Mai Tai and watching the sun fall into the Pacific Ocean right in between Lanai & Molokai. This resort sits right on the ocean in Honokowai in between Kapalua and Kaanapali. This 1-bedroom condo...

    Pool
    FREE CANCELLATION

    $149 to $480/night

  11. CONDOMINIUM
    Island Sands 210

    Island Sands 210

    Wailuku, HI

    IS 210-SUMMER Special Prices! Tranquil Oceanfront 1-Bedroom, 1-Bathroom Condo in Maalaea: Maui's Best Kept Secret!We invite you to be our guest in our 1-bedroom, 1-bath oceanfront home.There is an air conditioner in the living room to keep those hot...

    Pool
    FREE CANCELLATION

    $165 to $316/night

  12. CONDOMINIUM
    Kapalua Bay Villa 21G5 Gold Beach Front

    Kapalua Bay Villa 21G5 Gold Beach Front

    Kapalua, HI

    Located in the most desirable area of the resort, (building 21), this beach front 1 bed 1.5 bath villa is just steps from the white sand beach of Oneloa Bay, and a short walk to Kapalua Bay, this little jewel offers expansive ocean views from every...

    Pool

    $625 to $844/night

  13. CONDOMINIUM
    Honua Kai Hokulani 316 1BR

    Honua Kai Hokulani 316 1BR

    Lahaina, HI

    Suite 316 is located on the 3rd floor in the south building, called HOKULANI. This 1 bedroom/1bath unit is spacious at 700 square feet, plus a 145 square feet lanai. The suite is south facing and enjoys both ocean and mountain views. Being a...

    Pool Hot Tub
    FREE CANCELLATION

    $328 to $474/night

  14. CONDOMINIUM
    Sea Village 3-317

    Sea Village 3-317

    Kailua Kona, HI

    Sea Village#3-317 is an AMAZING Vacation Rental Property. Sitting DIRECTLY on top of the water. You can't get closer to the water than this. PHENOMENAL PRICE FOR THE VALUE!Sea Village Resort reflects the tranquil beauty of the Big Island. The resort...

    Pool Hot Tub
    FREE CANCELLATION

    $256 to $258/night

  15. CONDOMINIUM
    Eldorado K102

    Eldorado K102

    Lahaina, HI

    Maui Eldorado located in the beautiful Kaanapali Resort is a Golf and beach lovers delight. If you like a quiet beach, go to The Maui Eldorado cabana which is to the right of Black Rock and is the only \"on the beach\" private cabana in Maui. The...

    Pool Hot Tub
    FREE CANCELLATION

    $171 to $725/night

  16. CONDOMINIUM
    Napili Shores C116

    Napili Shores C116

    Lahaina, HI

    Come Stay at the famous Napili Shores in this spacious garden view studio! The new owners are in the middle of updating and the unit with new decor! New photos to come soon!Beautiful Plumeria trees just off of your private lanai line the interior of...

    Pool Hot Tub
    FREE CANCELLATION

    $156 to $286/night

  17. CONDOMINIUM
    Kaanapali Shores 515

    Kaanapali Shores 515

    Lahaina, HI

    Relax on our 5th floor lanai, overlooking the ocean, well-kept grounds and pool at Kaanapali Shores! Kaanapali Shores resort is located on the beach in North Kaanapali. Unit 515 lanai has views of the ocean, renovated garden pool and spa,...

    Pool Hot Tub
    FREE CANCELLATION

    $374 to $999/night

  18. CONDOMINIUM
    Alii Kai 5301

    Alii Kai 5301

    Princeville, HI

    Special discount for open August dates! Alii Kai 5301 occupies a prime top floor corner because you enter the building at the second floor level, you've got just 13 steps to climb to reach your door! Inside you'll find elegant updates and...

    Pool
    FREE CANCELLATION

    $275 to $306/night

  19. CONDOMINIUM
    Sands of Kahana 354

    Sands of Kahana 354

    Lahaina, HI

    - Direct Oceanfront 2 BR/2 BA- Spectacular Views from unit- Long Sandy Beach- High Speed Internet in unit- Full Kitchen- Washer & Dryer in unitThis fully equipped condominium is beautifully maintained and decorated in island decor, totally remodeled...

    Pool Hot Tub
    FREE CANCELLATION

    $384 to $1,188/night

  20. CONDOMINIUM
    Kihei Akahi C-616

    Kihei Akahi C-616

    Kihei, HI

    Imagine yourself sitting on the lanai with a drink in hand, watching the gorgeous colors of the Hawaiian sunset! This is a perfect budget getaway. Come explore the island! See gorgeous beaches, taste the island cuisine, shop the local businesses and...

    Pool
    FREE CANCELLATION

    $153 to $461/night

  21. TOWNHOUSE
    Puamana 35-2

    Puamana 35-2

    Lahaina, HI

    Come stay with us in Puamana, the best kept secret in West Maui!! This 30 acre ocean front town home community awaits you for a vacation full of relaxation and fun! 35-2 is a 2 BR with 3 full baths and in unit laundry. There is a split AC unit in...

    Pool
    FREE CANCELLATION

    $249 to $611/night

  22. CONDOMINIUM
    Royal Kahana 1114 1 Bdrm

    Royal Kahana 1114 1 Bdrm

    Lahaina, HI

    Enjoy stunning views from this luxury oceanfront one-bedroom suite at Royal Kahana Beach Resort. The stunning ocean, Molokai, and Lanai views from the living room, dining area and master bedroom are sure to make your vacation unforgettable. Sip wine...

    Pool
    FREE CANCELLATION

    $199 to $423/night

  23. CONDOMINIUM
    Pacific Shores B414

    Pacific Shores B414

    Kihei, HI

    **ELEVATOR OUT OF COMMISSION MARCH-APRILPlease Note: The pool will be closed from June 17th to June 23rdBeautiful view of the lush, green mountains, just a short walk to the beach, dozens of shops and restaurants nearby... what more could you want?...

    Pool
    FREE CANCELLATION

    $161 to $421/night

  24. CONDOMINIUM
    Nohonani #402

    Nohonani #402

    Lahaina, HI

    Nohonani 402 is a beautiful two bedroom one and a half bath unit on the fourth floor, with vaulted ceilings and a breathtaking ocean view. Ocean views can be seen from the kitchen, dining areas, living room and master bedroom. As with all the...

    Pool
    FREE CANCELLATION

    $274 to $403/night

  25. CONDOMINIUM
    Kaleialoha #313

    Kaleialoha #313

    Lahaina, HI

    Nicely updated 3rd floor unit with stunning ocean views! New Cal King bed! Washer/dryer in unit! Near Shopping, Restaurants and all beach activities. Eclectic neighborhood with walking and jogging trails along the ocean! Farmer's Market, coffee...

    Pool
    FREE CANCELLATION

    $195 to $348/night

  26. CONDOMINIUM
    Kamaole Sands #10-312

    Kamaole Sands #10-312

    Kihei, HI

    Kamaole Sands is the premiere property in South Kihei. Located across the street from Kamaole Beach III. Whale watch, swim, snorkel, walk miles on the beach and watch the most amazing sunsets imaginable. There are 15 acres of lush tropical...

    Pool Hot Tub
    FREE CANCELLATION

    $174 to $348/night

  27. HOUSE
    Hale Lani

    Hale Lani

    Kailua Kona, HI

    Welcome to Hale Lani! This gorgeous house is a BRAND NEW VACATION RENTAL that Knutson & Associates Management is proud to represent. Hale Lani is the perfect spot to host a unforgettable Hawaii Vacation. With 4 bedrooms, and a capacity to sleep 14,...

    Pool
    FREE CANCELLATION

    $1,142 to $1,533/night

  28. CONDOMINIUM
    Kaanapali Royal H303

    Kaanapali Royal H303

    Lahaina, HI

    Come and enjoy the Kaanapali Royal H303 2 bedroom, 2 bath condo!This beautiful and very spacious 2-bedroom condo, located in the famous Kaanapali Beach Resort area is the perfect getaway for your next Maui vacation! Just walking distance to the...

    Pool Hot Tub
    FREE CANCELLATION

    $265 to $625/night

  29. CONDOMINIUM
    Hale Ono Loa 109

    Hale Ono Loa 109

    Lahaina, HI

    Our ground floor "Beach House" is uniquely situated on waters edge! Comfortably furnished in an uncluttered "island style," the master bedroom has a King bed with new Sealey Posturepedic firm mattress. The guest bedroom has new queen bed. The...

    Pool
    FREE CANCELLATION

    $319 to $1,215/night

  30. CONDOMINIUM
    Honua kai- Konea 301 Frontline with BBQ!

    Honua kai- Konea 301 Frontline with BBQ!

    Kaanapali, HI

    HAPPY HOUR ON US! FREE $25 Dukes gift card for stays between 7/11/19-12/19/19. 5-night minimum, for bookings made after 7/9/19, may not be combined with any promo pricing.One of the MOST DESIRABLE 2 bedroom 2.5 bath condo in the entire complex.Konea...

    Pool Hot Tub

    $556 to $2,287/night