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
    Aina Nalu Premier Condo I207

    Aina Nalu Premier Condo I207

    Lahaina, HI

    We invite you to come and stay in our upgraded condo just two blocks from famous Front Street!  Relax and enjoy in Coconut Condos Premier 2bd/2ba Aina Nalu condo in Lahaina, Maui.   846 sq. ft. for spacious living for up to 6 adults (king bed in...

    FREE CANCELLATION

    $217 to $604/night

  2. CONDOMINIUM
    Napili Shores F147

    Napili Shores F147

    Lahaina, HI

    We invite you to experience a relaxing and beautiful stay at our ground floor Napili Shores condo! This  recently renovated space is located next to one of the most incredible beaches for snorkeling, swimming, and truly capturing the quintessential...

    Pool
    FREE CANCELLATION

    $236 to $510/night

  3. CONDOMINIUM
    Waikiki Grand Condominium 922 *Legal Vacation Rental

    Waikiki Grand Condominium 922 *Legal Vacation Rental

    Honolulu, HI

    Our LEGALLY ZONED vacation rental at the Waikiki Grand, 134 Kapahulu Avenue.    Absolutely awesome unit located just a block from the beach. In fact, you can see the ocean and the beach from the front door! Large unit with kitchen and path...All...

    Pool
    FREE CANCELLATION

    $158 to $596/night

  4. HOUSE
    Happy House (3-Bedroom Home)

    Happy House (3-Bedroom Home)

    Kaunakakai, HI

    Happy House is a legal vacation rental on Molokai !! Happy House- why? because staying here makes you happy! The Happy House is a three bedroom, one and one half bath oceanfront home on Kanoa Beach. Located 3.5 miles from the main town of Kaunakakai...

    FREE CANCELLATION

    $281 to $338/night

  5. CONDOMINIUM
    Molokai Shores Condominium 214

    Molokai Shores Condominium 214

    Kaunakakai, HI

    Molokai Shores 214. One Bedroom One Bath Oceanview condo located in Kaunakakai. One has views of the Pacific Ocean, Molokai's ancient fishponds and the island of Lanai from the lanai. Wintertime has the whales breaching in the channel and sunsetting...

    Pool
    FREE CANCELLATION

    $169 to $197/night

  6. CONDOMINIUM
    Wavecrest Condominium A109

    Wavecrest Condominium A109

    Ualapue, HI

    This Oceanfront condo is so close to the water's edge it sparkles inside. This condo has one bedroom with one bath. Just recently painted through out, new tile floors, remodeled bath and  are just a few of the new touches to this condo. Located on...

    Pool
    FREE CANCELLATION

    $124 to $169/night

  7. CONDOMINIUM
    Ke Nani Kai Condominium 203

    Ke Nani Kai Condominium 203

    Maunaloa, HI

    ne Bedroom One Bath Garden View Condo with lanai is on the second story.   Comfortably sleeps up to 4 guests with a queen size bed and a sofa sleeper.   Located on Molokai's West end. Walking distance to white sand beaches.  Access to pool,...

    Pool
    FREE CANCELLATION

    $124 to $152/night

  8. HOUSE
    Kimo's Hale House 226

    Kimo's Hale House 226

    Kaunakakai, HI

    This property has 360 degrees of ocean and mountain views. Take in  Maui, Lanai and the west side of Molokai from the wrap around deck. Home is  located  on top of the hill and takes advantage of the panoramic views every windows. This lovely 3...

    FREE CANCELLATION

    $225 to $281/night

  9. CONDOMINIUM
    Kepuhi Beach Resort 2143

    Kepuhi Beach Resort 2143

    Kalua Koi, HI

    A really nice oceanview Studio with bedroom loft.  The loft has one Queen size bed, one sofabed in living area, a pretty nice size kitchen and bathroom.  Walking distance to white sand  of Papohaku Beach.  Nicely tiled floors and newly retiled...

    Pool
    FREE CANCELLATION

    $135 to $158/night

  10. CONDOMINIUM
    Molokai Shores Condo 231

    Molokai Shores Condo 231

    Kaunakakai, HI

    Oceanfront, stunning view in this gorgeous and inviting newly, remodeled condo. If you never leave the condo, you will still have an amazing vacation. It's relaxation galore and a heavenly setting for your senses. Decorated to the detail with...

    Pool
    FREE CANCELLATION

    $169 to $197/night

  11. CONDOMINIUM
    Molokai Shores Condominium 121

    Molokai Shores Condominium 121

    Kaunakakai, HI

    Very nice one bedroom condo with views of the Pacific Ocean, and the island of Lanai from the lanai. Wintertime has the whales breaching in the channel and sunsetting over the ocean.  Kitchen has nice tiled countered and all the amenities you need...

    Pool
    FREE CANCELLATION

    $169 to $197/night

  12. CONDOMINIUM
    Kepuhi Beach Condo 2156

    Kepuhi Beach Condo 2156

    Kalua Koi, HI

    Ocean view studio, 2nd floor, end unit with a spacious feel.  This apartment is completely renovated with beautiful teak kitchenette, sink area, and furnishings; tile tub/shower; ceramic tile floors; and queen bed.  It has a covered lanai with...

    Pool
    FREE CANCELLATION

    $113 to $141/night

  13. CONDOMINIUM
    Kepuhi Beach Condominium 2184

    Kepuhi Beach Condominium 2184

    Maunaloa, HI

    Kalua Koi Villas 2184  Upstairs Unit in the middle  of the villas complex with two full size beds.  Ocean view can be seen along with Palm trees swaying in from a very clean, newly remodled studio with two full size beds, kitchen and bathroom....

    Pool
    FREE CANCELLATION

    $113 to $141/night

  14. CONDOMINIUM
    Lower Honoapiilani Condo 2 Bedrooms Sleeps 4

    Lower Honoapiilani Condo 2 Bedrooms Sleeps 4

    Lahaina, HI

    Lower Honoapiilani Condo is one of the 56 condos on the property. It is a true hidden gem on the west side of Maui and just minutes from golfing, surfing, snorkeling, hiking, markets and white sand beaches with plenty of activities. Our condo is...

    FREE CANCELLATION

    $242 to $280/night

  15. CONDOMINIUM
    Paniolo Hale Condo I2

    Paniolo Hale Condo I2

    Maunaloa, HI

    This lovely studio is ocean front and has a screened in Lanai with furniture to lounge on. This condo is within walking distance to all our beautiful white sand beaches and a sundry shop located in the old hotel.  It's quite a large studio with...

    Pool
    FREE CANCELLATION

    $141 to $174/night

  16. CONDOMINIUM
    Kapalua Bay Villa 31G4 Gold Ocean View

    Kapalua Bay Villa 31G4 Gold Ocean View

    Kapalua, HI

    This luxurious Island Villa is uniquely positioned to offer nice ocean views! The perfect Rx for leaving your every care behind.Surround yourself with rare exotic wood cabinetry, new granite counter tops and new stainless steel appliances,Cool...

    Pool

    $494 to $969/night

  17. CONDOMINIUM
    Wavecrest Condominium C107

    Wavecrest Condominium C107

    Kaunakakai, HI

    Ground floor one bedroom one bath condo with sparkling ocean views from the unit.  Covered lanai and access to pool, cabana, BBQ's, coin-op washer/dryers & beautiful landscaped grounds.  This condo has a beautiful ocean view and views of the...

    Pool
    FREE CANCELLATION

    $113 to $152/night

  18. CONDOMINIUM
    Lower Honoapiilani Condo 1 Bedroom Sleeps 4

    Lower Honoapiilani Condo 1 Bedroom Sleeps 4

    Lahaina, HI

    Lower Honoapiilani Condo is located on Maui’s leeward side on two acres of oceanfront tropical gardens and flowers. The neighboring islands of Molokai and Lanai are both a few miles away, framing the beautiful ocean view from Lower Honoapiilani...

    Pool
    FREE CANCELLATION

    $225 to $258/night

  19. CONDOMINIUM
    Lower Honoapiilani Condo 2 Bedrooms Sleeps 6

    Lower Honoapiilani Condo 2 Bedrooms Sleeps 6

    Lahaina, HI

    Here at Serenity By the Sea all of your senses will be delighted…starting with the picturesque ocean/sunset views from the living room, kitchen & both bedrooms… to the music of the sound of the waves… to the smell of the fresh ocean air…. to...

    Pool
    FREE CANCELLATION

    $330 to $379/night

  20. CONDOMINIUM
    Honua Kai- Hokulani 930- View of the Rainbow Mountains! 1b/1b

    Honua Kai- Hokulani 930- View of the Rainbow Mountains! ...

    Kaanapali, HI

    WOW! HUGE ONE BEDROOM CONDO!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. The first phase of this project is due to be completed 08/2019. There...

    Pool Hot Tub

    $231 to $1,003/night

  21. CONDOMINIUM
    Honua Kai- Konea 1024- One Bedroom Penthouse Ocean View! 1b/1b

    Honua Kai- Konea 1024- One Bedroom Penthouse Ocean View!...

    Kaanapali, HI

    GREAT DEAL! TOP FLOOR - OCEAN VIEW!OCEAN VIEWS FROM ONE BEDROOM PENTHOUSE LEVEL!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...

    Pool Hot Tub

    $230 to $1,003/night

  22. CONDOMINIUM
    Honua Kai- Konea 144- Largest Ground Floor One Bedroom! 1b/1b

    Honua Kai- Konea 144- Largest Ground Floor One Bedroom! ...

    Kaanapali, HI

    Beautiful Ground Floor One Bedroom at Honua Kai!This great North Facing Ground Floor unit provides easy access to all Honua Kai has to offer. With its private large lawn, there is ample room for the kids to play or to just relax and enjoy the day....

    Pool Hot Tub

    $246 to $1,033/night

  23. CONDOMINIUM
    Honua Kai- Konea 314- One bedroom with Rainbow Views! 1b/1b

    Honua Kai- Konea 314- One bedroom with Rainbow Views! 1b...

    Kaanapali, HI

    WOW! Just Updated! Beautiful new light & bright PORCELAIN TILE FLOORS through the condo with light paint and ALL NEW FURNISHINGS make this the HAPPIEST ONE BEDROOM CONDO AT HONUA KAI!NOTE: As of 2/6/18 construction of 72 Townhomes has commenced...

    Pool Hot Tub

    $254 to $1,003/night

  24. CONDOMINIUM
    Royal Mauian #416

    Royal Mauian #416

    Kihei, HI

    Royal Mauian is a unique six story oceanfront property located in South Kihei offering unobstructed views of the clear blue Pacific. The property and adjacent Kamaole Beach together provide excellent locations for stunning sunsets, snorkeling,...

    Pool

    $280 to $505/night

  25. CONDOMINIUM
    Makena Surf Resort #E-205

    Makena Surf Resort #E-205

    Kihei, HI

    A Note from The Owners: Our dream-come-true was to have a unit directly overlooking the beach at Makena. We can literally talk to each other from the lanai to the beach! We did a remodel which, among other features, allows us to push all the glass...

    Pool

    $560 to $1,319/night

  26. CONDOMINIUM
    Makai Club 1 Bedroom

    Makai Club 1 Bedroom

    Princeville, HI

    Makai Club Oversized flora, from hibiscus to plumeria bloom, sets the scene at the stunning Makai Club resort. This lush, tropical resort is situated in the Princeville community, with golf greens winding between magnificent towering Norfolk pines....

    Pool Hot Tub

    $191/night

  27. CONDOMINIUM
    Makena Surf Resort Unit #f-212

    Makena Surf Resort Unit #f-212

    Maui, HI

    Makena Surf Resort is a luxurious secluded beachfront condominium located in exclusive Makena. This gated community was developed with six 2 & 3 story buildings each offering sweeping views of the Pacific. The pristine and picturesque beach and...

    Pool

    $775 to $1,094/night

  28. CONDOMINIUM
    Sugar Beach Resort Unit #531

    Sugar Beach Resort Unit #531

    Kihei, HI

    Sugar Beach Resort is a tranquil beachfront condominium resort located in North Kihei offering sweeping views of the Pacific. There are two six story buildings with elevators and the beach fronting the property is exceptional for sunsets, swimming,...

    Pool

    $202 to $387/night

  29. 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

  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

    $225 to $493/night