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
    Hale Ke Aluala

    Hale Ke Aluala

    Waimea, HI

    This large 2 bedroom/ 2 bath home has enormous square footage, vaulted bamboo ceilings and a huge wrap around deck. New furnishings, top of the line appliances, gourmet kitchen and so much more… Newly installed A/C and many ceiling fans make it a...

    FREE CANCELLATION

    $471 to $683/night

  2. 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

  3. 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

  4. 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

  5. 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

  6. 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

  7. 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

  8. 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

  9. 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

  10. CONDOMINIUM
    Aina Nalu Premier Platinum Condo H206

    Aina Nalu Premier Platinum Condo H206

    Lahaina, HI

    We invite you to come and stay in our upgraded condo just two blocks from famous Front Street!  Relax and enjoy Coconut Condos Premier 2bd/1ba Aina Nalu condo in Lahaina, Maui. 772 sq. ft. for spacious living for up to 6 adults (queen bed in...

    Pool
    FREE CANCELLATION

    $205 to $591/night

  11. CONDOMINIUM
    Kahana Villa F-410

    Kahana Villa F-410

    Lahaina, HI

    F-410 is the newest, most beautifully upgraded unit around - and the prices are FANTASTIC! There is literally nothing more you could ask for in a vacation rental condo. Everything is available to you. Upgraded kitchen, granite counter tops,...

    Pool Hot Tub
    FREE CANCELLATION

    $206 to $263/night

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

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

    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. WOW! HUGE ONE BEDROOM CONDO! NOTE: As of 2/6/18 construction of 72...

    Pool Hot Tub

    $316 to $1,003/night

  13. CONDOMINIUM
    Wailea Ekolu Unit #401

    Wailea Ekolu Unit #401

    Wailea, HI

    A Note from the Owner: We chose Maui as the prefect location for our second home based on year around outstanding weather. Every day has highs in the 80s and generally bright sunshine. Our favorite hobby is golf. There are 5 courses within a few...

    Pool

    $235 to $431/night

  14. 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

  15. CONDOMINIUM
    Wailea Elua Unit #0105

    Wailea Elua Unit #0105

    Wailea, HI

    About this condo: Wailea Elua Village #105 is a ground floor, two bedroom-two bath, ocean view condo with a large lanai complete with a sun shade screen. It has a king bed in the master bedroom, twins in the guest bedroom and a sofa sleeper for...

    Pool Hot Tub

    $459 to $953/night

  16. 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

  17. 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

  18. 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

    $196 to $510/night

  19. HOUSE
    Indo Lotus Beach House

    Indo Lotus Beach House

    Wailea, HI

    The Indo Lotus Beach House is one of the few vacation homes on Maui that has a legal grandfathered rental history, combined with a beachfront location. Set on Kamaole One Beach at the 'Charley Young' end, Indo Lotus has direct access to a popular...

    Hot Tub

    $1,458 to $2,694/night

  20. CONDOMINIUM
    Wailea Elua Unit #801

    Wailea Elua Unit #801

    Wailea, HI

    Notes from the Owner: Wailea Elua Village #801 is located in the center of the Elua Village just across from the small pool and Jacuzzi area and just steps to the paddle court. Enjoy ocean views as well as secluded garden views from this quiet...

    Pool Hot Tub

    $459 to $953/night

  21. CONDOMINIUM
    Sugar Beach Resort, #430

    Sugar Beach Resort, #430

    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

    $190 to $387/night

  22. 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

    $639 to $1,319/night

  23. CONDOMINIUM
    L Honoapiilani Condo #120772

    L Honoapiilani Condo #120772

    Lahaina, HI

    Many resorts are on the ocean, but fewer units are ocean front, meaning that there's nothing between your home and the ocean but a few steps across the lawn. Check out our pictures and we promise it will be even better once you arrive. The first...

    Pool
    FREE CANCELLATION

    $196 to $284/night

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

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

    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. WOW! Just Updated! Beautiful new light & bright PORCELAIN TILE FLOORS...

    Pool Hot Tub

    $316 to $1,003/night

  25. CONDOMINIUM
    Honua Kai- Hokulani 414- One bedroom Ocean view! 1b/1b

    Honua Kai- Hokulani 414- One bedroom Ocean view! 1b/1b

    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. OCEAN VIEW - HOKULANI 414 1 BD/1BA ON THE QUIET SOUTH SIDE! Best one...

    Pool Hot Tub

    $316 to $1,033/night

  26. CONDOMINIUM
    Honua Kai- Hokulani 509- Ocean view from INSIDE! 2b/2b

    Honua Kai- Hokulani 509- Ocean view from INSIDE! 2b/2b

    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. Hokulani #509 is located in one of the most desirable stacks on the entire...

    Pool Hot Tub

    $580 to $1,837/night

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

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

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

    Pool Hot Tub

    $316 to $1,003/night

  28. CONDOMINIUM
    Honua Kai- Konea 1019- Penthouse with private BBQ! 3b/3.5b

    Honua Kai- Konea 1019- Penthouse with private BBQ! 3b/3....

    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. *3 Bedroom 3.5 Bathroom*ROYAL PENTHOUSE* Unbelievable KONEA 10th FLOOR...

    Pool Hot Tub

    $854 to $3,396/night

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

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

    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. Beautiful Ground Floor One Bedroom at Honua Kai! This great North Facing...

    Pool Hot Tub

    $322 to $1,033/night

  30. 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