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
    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

    $104 to $467/night

  2. HOUSE
    Keauhou Elima

    Keauhou Elima

    Kalilua Kona, HI

    What is better than a Hawaiian sunset over the ocean? A sunset over the ocean that you can take in from the privacy of your tropical home-away-from-home! With nearly 5,000 square feet of indoor/outdoor living space, including a lanai with a pool...

    Pool

    $689 to $1,678/night

  3. CONDOMINIUM
    Honua Kai 1024

    Honua Kai 1024

    Lahaina, HI

    Oceanfront Honua Kai, Maui’s newest full service resort in over 25 years, can be your next vacation choice! Located on world famous Kaanapali Beach, Honua Kai offers a true luxurious Hawaiian vacation. Its’ multiple amenities (3 distinct pool...

    Pool
    FREE CANCELLATION

    $260 to $855/night

  4. CONDOMINIUM
    Kaleialoha 203

    Kaleialoha 203

    Lahaina, HI

    Come stay with us at the beautiful Kaleialoha Oceanfront Resort!! This spacious One Bedroom one Bath condominium has all of the comforts of home. It's the perfect place for an active family vacation or a couple looking for a romantic getaway. The...

    Pool
    FREE CANCELLATION

    $174 to $716/night

  5. CONDOMINIUM
    Papakea Condo Unit D402

    Papakea Condo Unit D402

    Kaanapali, 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

  6. CONDOMINIUM
    Papakea Unit #H103 Condo

    Papakea Unit #H103 Condo

    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 Hot Tub
    FREE CANCELLATION

    $296 to $580/night

  7. CONDOMINIUM
    Kaanapali Royal Unit H302

    Kaanapali Royal Unit H302

    Lahaina, HI

    Complete remodel 2017 with ocean and golf course views! Settle into your Maui vacation in this home away from home. This thoughtfully decorated condo has been recently remodeled with golf course views on the Ka'anapali Golf course. There are stairs...

    Pool
    FREE CANCELLATION

    $278 to $638/night

  8. CONDOMINIUM
    Hanalei Bay Resort 8133/4

    Hanalei Bay Resort 8133/4

    Princeville, HI

    This bay view 2br/2ba (Hanalei Bay Resort 8133/4) includes one king bed in the first bedroom and two double beds in the second bedroom. Sleeps 6. Air conditioning (in living room and guest bedroom)! Included are two full baths, full kitchen,...

    Pool Hot Tub
    FREE CANCELLATION

    $265 to $964/night

  9. CONDOMINIUM
    Kauhale Makai 529

    Kauhale Makai 529

    Kihei, HI

    Come stay and relax at this newly renovated 1bd/1ba condo. This unit offers all the comforts of home with its WiFi, Cable, DVD Player, AC in the living room, and Ceiling Fans throughout. You'll also get to enjoy the fully-stocked kitchen, on-site...

    Pool Hot Tub
    FREE CANCELLATION

    $171 to $603/night

  10. 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

  11. 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

  12. CONDOMINIUM
    Royal Kahana Unit #319

    Royal Kahana Unit #319

    Kahana, HI

    3rd floor vacation rental on Kahana Bay with ocean views at The Royal Kahana Resort. This condo has a king size bed and twin sofa sleeper for your comfort. It is a fully equipped condo with a complete kitchen. Enjoy a new flat screen LCD TV and DVD...

    Pool
    FREE CANCELLATION

    $122 to $406/night

  13. 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....

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    FREE CANCELLATION

    $151 to $350/night

  14. CONDOMINIUM
    Kihei Garden Estates #H-203

    Kihei Garden Estates #H-203

    Kihei, HI

    Kihei Garden Estates is a lovely property right across the street from Waiohuli Beach. Kihei Garden Estates boasts a family friendly gathering area, seating up to 25 people to your barbecue feast under the covered pavilion. Enjoy this full outdoor...

    Pool Hot Tub

    $168 to $290/night

  15. CONDOMINIUM
    Lahaina Shores Unit #425

    Lahaina Shores Unit #425

    Lahaina, HI

    Direct ocean front views from our 4th floor remodeled studio condo located at the beautiful beach front Resort in Lahaina Town: Lahaina Shores. Completely remodeled kitchen with granite counters. Tiled walk-in shower with bench (no tub). Affordable...

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    FREE CANCELLATION

    $244 to $447/night

  16. HOUSE
    Sands Of Kahana 373

    Sands Of Kahana 373

    Kahana, HI

    With spectacular views of Lanai, Molokai and the West Maui coastline, this ocean front two bedroom, two bath condominium offers unique photo opportunities. Create your perfect vacation memories with sunsets, surfers, sailboats, and whales....

    Pool Hot Tub

    $332 to $388/night

  17. 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

  18. CONDOMINIUM
    Mahana Resort Unit #1106

    Mahana Resort Unit #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

  19. CONDOMINIUM
    Maui Kaanapali Villas #C152

    Maui Kaanapali Villas #C152

    Kaanapali, HI

    Garden views from the ground floor in North Ka'anapali. The condo has a cool tropical theme with tile throughout. A fully equipped galley kitchen. Bring your laptop and surf free wireless internet access from anywhere in the condo. Listen to your...

    Pool
    FREE CANCELLATION

    $191 to $331/night

  20. CONDOMINIUM
    Honua Kai Konea 1024

    Honua Kai Konea 1024

    Kaanapali, HI

    NOTE: As of 2/6/18 construction of 72 Townhomes has commenced behind the Konea building at Honua kai. This condo overlooks the construction site. There may be noise and dust on work days during construction hours from 8am to 5pm. This beautiful 750...

    Pool Hot Tub

    $280 to $1,003/night

  21. CONDOMINIUM
    Mahana Resort Unit #1017

    Mahana Resort Unit #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

  22. CONDOMINIUM
    Cliffs 4205

    Cliffs 4205

    Princeville, HI

    This beautiful Kauai vacation rental is equipped with all of the modern luxury you’ll need, while also providing an easy, tranquil vacation-getaway on Kauai's paradisical north shore in Princeville. Stare into the expanse of the deep blue Pacific...

    Pool Hot Tub

    $235 to $301/night

  23. 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

  24. CONDOMINIUM
    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 located on the Kaanapali Beach less than one mile from the Kapalua West Maui Airport. This unit features an heated outdoor pool, a jacuzzi and free Wi-Fi. It...

    Pool
    FREE CANCELLATION

    $341 to $413/night

  25. CONDOMINIUM
    Royal Kahana Unit #911

    Royal Kahana Unit #911

    Kahana, HI

    Stunning ocean front views from the 9th floor in this beautifully remodeled & tastefully furnished condo on Kahana Bay. A large wrap-around lanai, accessible from the living room and master bedroom, adds to the view. In addition to the HD TV &...

    Pool
    FREE CANCELLATION

    $354 to $1,133/night

  26. CONDOMINIUM
    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

  27. CONDOMINIUM
    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

  28. CONDOMINIUM
    Pali Ke Kua 203

    Pali Ke Kua 203

    Princeville, HI

    This spacious two bedroom vacation rental is the perfect home away from home for traveling families and friends. Relax in Paradise at Pali Ke Kua 203. Enjoy magnificent views from your unit or lanai of the ocean or stroll down to Pali Ke Kua's...

    Pool Hot Tub

    $362 to $422/night

  29. CONDOMINIUM
    Hale Mahina Unit #B404

    Hale Mahina Unit #B404

    Lahaina, HI

    This elegant 2 bedroom, loft style unit has its semi-private master bedroom and bathroom upstairs and guest bedroom downstairs. Features bamboo flooring in the loft bedroom, tile in the living areas and carpet in the guest bedroom. The guest bedroom...

    Pool
    FREE CANCELLATION

    $273 to $600/night

  30. CONDOMINIUM
    Maui Kaanapali Villas #B233

    Maui Kaanapali Villas #B233

    Kaanapali, HI

    Remodeled! Garden and resort views at this 1 bedroom-loft style 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...

    Pool
    FREE CANCELLATION

    $296 to $447/night