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
    Kauhale Makai #122

    Kauhale Makai #122

    KIHEI, HI

    PLEASE NOTE: Kauhale Makai is undergoing exterior building maintenance.*Complete remodel finished Summer 2019 - NEW PHOTOS COMING SOON*Spacious and comfortable describe this ground floor condo with a beautiful garden view and partial ocean/mountain...

    Pool Hot Tub
    FREE CANCELLATION

    $251 to $312/night

  2. HOUSE
    1 Bedroom Corner Oceanfront #701

    1 Bedroom Corner Oceanfront #701

    Kaanapali, HI

    Our One Bedroom Corner unit is spacious and well-appointed with a King Bed in the bedroom and a Queen sofa bed in the living room. There is seating arrangements for relaxing and dining. You will find plenty of space to store your clothing and...

    Pool Hot Tub
    FREE CANCELLATION

    $372 to $444/night

  3. HOUSE
    Junior Suite Oceanfront #607

    Junior Suite Oceanfront #607

    Lahaina, HI

    This beautiful sixth floor oceanfront condo has a perfect view of Molokai. The tropical décor and king murphy bed help make your stay comfortable and relaxing. The fully equipped kitchen is great for a quick bite or a full meal. You will find...

    Pool Hot Tub
    FREE CANCELLATION

    $258 to $341/night

  4. HOUSE
    Best Rate- 1 Bedroom Corner Oceanfront 12

    Best Rate- 1 Bedroom Corner Oceanfront 12

    Kaanapali, HI

    One Bedroom Corner - King Bed, NO sofa bed, enclosed lanai which makes the unit , Flat screen TV - hardwood floors; Livingroom is tiled in white. This condo will accommodate a maximum of two people, four with queen areo bed as extra bedding. The...

    Pool Hot Tub
    FREE CANCELLATION

    $351 to $423/night

  5. HOUSE
    1 Bedroom Corner Oceanfront #908

    1 Bedroom Corner Oceanfront #908

    Kaanapali, HI

    This beautiful One Bedroom Corner unit was recently renovated and has a breathtaking view! Featuring a King Bed, Queen Sofa Sleeper, full kitchen, all done in the warm island style. Wake up and have breakfast on your spacious open lanai while you...

    Pool Hot Tub
    FREE CANCELLATION

    $372 to $444/night

  6. HOUSE
    Junior Suite Oceanfront #1006

    Junior Suite Oceanfront #1006

    Lahaina, HI

    {Jr. Suite (Studio) - King bed; Flat screen TV; extended lanai} MAUI KAI 1006 This oceanfront junior suite is a bright, airy unit decorated in light tones, pale off-white tile in the kitchen and bath, with carpet in the center living area of the...

    Pool Hot Tub
    FREE CANCELLATION

    $278 to $341/night

  7. HOUSE
    Junior Suite Oceanfront #302

    Junior Suite Oceanfront #302

    Lahaina, HI

    This is a lovely Studio featuring a Queen sized Murphy Bed. The bed is easily placed into the wall to expand your living space if you so desire. One of Maui Kai’s little gems is unit 302. In colorful, floral designs, this room presents itself as a...

    Pool Hot Tub
    FREE CANCELLATION

    $278 to $341/night

  8. HOUSE
    1 Bedroom Oceanfront #404

    1 Bedroom Oceanfront #404

    Kaanapali, HI

    One Bedroom - Flat screen TV ; King bed, 2 Twins on lanai. (NO SOFA BED) This unit is part of the Maui Kai Condos a Lahaina hotel located on the Kaanapali Beach less than one mile from the Kapalua West Maui Airport. This unit features an heated...

    Pool Hot Tub
    FREE CANCELLATION

    $341 to $413/night

  9. CONDOMINIUM
    Kamaole Nalu Unit #304

    Kamaole Nalu Unit #304

    Kihei, HI

    Kamaole Nalu Resort is a six story oceanfront property located in South Kihei. It offers time stopping views of the dazzling Pacific Ocean and a friendly casual atmosphere. Adjacent the property is Kamaole Beach, well known for its romantic sunsets,...

    Pool

    $247 to $394/night

  10. 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

  11. CONDOMINIUM
    Maui Sunset #A-117

    Maui Sunset #A-117

    Kihei, HI

    Maui Sunset is a fabulous oceanfront property in Kihei that has lush tropical landscaping, large pool which is heated during the winter months, hot tub, gas grills, workout room, and tennis courts out on the beach for your use. Guests return here...

    Pool Hot Tub
    FREE CANCELLATION

    $144 to $231/night

  12. CONDOMINIUM
    Maui Sunset #A-407

    Maui Sunset #A-407

    Kihei, HI

    Maui Sunset is a fabulous oceanfront property in Kihei that has lush tropical landscaping, large pool which is heated during the winter months, hot tub, gas grills, work out room and tennis courts out on the beach for your use. Guests return here...

    Pool Hot Tub
    FREE CANCELLATION

    $150 to $266/night

  13. CONDOMINIUM
    Maui Sunset #A-509

    Maui Sunset #A-509

    Kihei, HI

    Maui Sunset – 1BR Oceanfront Condo with a Whale-Watching Lanai There’s a reason many of our lovely guests return year after year to our oceanfront Maui condo. Actually, there are lots of reasons. The condo community’s sparkling pool which...

    Pool Hot Tub
    FREE CANCELLATION

    $173 to $266/night

  14. CONDOMINIUM
    Kona Bali Kai 223- Oceanfront

    Kona Bali Kai 223- Oceanfront

    Kailua Kona, HI

    Lovely Oceanfront upgraded second floor 2bd2bth unit in Kona Bali Kai one of Kona's most popular oceanfront destinations. Watch the surfers at "Banyans" from your lanai at one of Kona's premier surfing spots. Light, Bright, and Airy with several...

    Pool
    FREE CANCELLATION

    $181 to $242/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
    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

  17. CONDOMINIUM
    249

    249

    Kihei, HI

    Welcome to our home away from home at Hale Kamaole Condo 249. The kitchen remodel is now complete - check it out - it is awesome - more cupboards - new appliances - more space to cook and entertain. The dining table will accommodate 6. The kitchen...

    Pool
    FREE CANCELLATION

    $235 to $363/night

  18. 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

  19. 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

  20. CONDOMINIUM
    Kaleialoha #115

    Kaleialoha #115

    Lahaina, HI

    Lovely corner unit with all one side louvered windows to let the outside in! Recently upgraded with gorgeous granite counter, all new appliances and tile through out! Unit has unique four poster bed, walk in tiled shower, AC in living area, in...

    Pool
    FREE CANCELLATION

    $207 to $348/night

  21. CONDOMINIUM
    Royal Sea Cliff #704

    Royal Sea Cliff #704

    Kailua Kona, HI

    ENJOY UPSCALE PENTHOUSE LIVING AT THIS FULLY FURNISHED OCEAN FRONT LUXURY RESORT CONDOMINIUM COMPLEX IN KONA! Breathtaking white water views, marble floors, soaring ceilings, spacious tiled lanai with wet bar, upgraded cabinetry and countertops...

    Pool Hot Tub
    FREE CANCELLATION

    $351 to $467/night

  22. CONDOMINIUM
    Keauhou Kona Surf & Racquet Club 2103

    Keauhou Kona Surf & Racquet Club 2103

    Kailua Kona, HI

    Welcome to Paradise! You found the perfect condo for your Hawaiian Vacation. 2-103 at the Surf & Racquet Club is a gorgeous, 2 bedroom, 2 bath DIRECT oceanfront ground floor property. This property has EVERYTHING you'll need. Wifi, Tennis Racquets,...

    Pool
    FREE CANCELLATION

    $360 to $375/night

  23. CONDOMINIUM
    Keauhou Kona Surf & Racquet Club #6-104

    Keauhou Kona Surf & Racquet Club #6-104

    Kailua Kona, HI

    **BRAND NEW PROPERTY IN OUR INVENTORY! AIR CONDITIONING INSTALLED AS OF SEPTEMBER 2018!** Unit#6-104 is a well-maintained 2BR/2BA ground floor unit in a 15-acre, gated oceanfront complex at the Keauhou Kona Surf & Racquet Club. It's also an end...

    Pool
    FREE CANCELLATION

    $256 to $292/night

  24. CONDOMINIUM
    Keauhou Kona Surf & Racquet Club #3-203

    Keauhou Kona Surf & Racquet Club #3-203

    Kailua Kona, HI

    Keauhou Kona Surf & Racquet Club#3-203 DIRECT OCEANFRONT, 2ND FLOOR OF BUILDING#3 in complex! #3-203 is extensively upgraded & remodeled. A truly beautiful oceanfront condo in a gated complex with unobstructed ocean and Kailua town views. Elegant...

    Pool
    FREE CANCELLATION

    $216 to $327/night

  25. CONDOMINIUM
    Kona Pacific B511

    Kona Pacific B511

    Kailua Kona, HI

    Kona Pacific B-511 is a brand new Vacation Rental that Knutson & Associates Property Management is proud to represent as a new addition in August 2017! There are magnificent ocean views from the Main Lanai & Bedroom Lanai for your viewing pleasure....

    Pool
    FREE CANCELLATION

    $158 to $197/night

  26. CONDOMINIUM
    Banyan Tree 404D

    Banyan Tree 404D

    Kailua Kona, HI

    Knutson & Associates is very proud to represent this recently acquired unit. Banyan Tree 404 is a top floor condo in a secure and private building with a elevator, pool, spa and barbecue! Look no further to have the perfect vacation! This condo is a...

    Pool Hot Tub
    FREE CANCELLATION

    $350/night

  27. CONDOMINIUM
    Keauhou Surf & Racquet Townhouse #36

    Keauhou Surf & Racquet Townhouse #36

    Kailua Kona, HI

    Townhouse living at it's finest! 3 bedroom property at an AMAZING value. SLEEPS 8! New appliances, furniture, granite counter tops; TV in the living room & in all the bedrooms. There are 2 queen beds upstairs with a window A/C unit in the...

    Pool
    FREE CANCELLATION

    $267 to $400/night

  28. CONDOMINIUM
    Kalani Kai 105

    Kalani Kai 105

    Kailua Kona, HI

    This lovely ground floor condo located in downtown makes it easy to explore the sights and activities of historic Kailua-Kona, Hawaii. You may lounge at the pool and enjoy the BBQ/picnic area at the Kalani Kai complex. This affordable 'hale' is the...

    Pool
    FREE CANCELLATION

    $104 to $180/night

  29. CONDOMINIUM
    Kona Plaza#220

    Kona Plaza#220

    Kailua Kona, HI

    Welcome to the listing page of Kona Plaza#220! It's amazing location puts you right in immediate walking distance to restaurants, beaches, shopping & entertainment right in the heart of Kailua Village. This comfortable 1 bedroom, 1 bath that sleeps...

    Pool
    FREE CANCELLATION

    $139 to $211/night

  30. TOWNHOUSE
    Keauhou Kona Surf & Racquet Club#37

    Keauhou Kona Surf & Racquet Club#37

    Kailua Kona, HI

    Knutson & Associates Property Management is proud to newly represent this wonderful 3 bedroom townhome that sleeps 6! Have a larger group? We manage the 3 bedroom townhome right next door! Townhome#36 is available within our inventory as well!!!...

    Pool
    FREE CANCELLATION

    $222 to $229/night