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
    Direct Ocean View Beach Level 3Bed Villa 103

    Direct Ocean View Beach Level 3Bed Villa 103

    Kahuku, HI

    Direct Ocean View Beach Level 3Bed (or 4Bed w/Adjoin Studio) Villa 103 This villa is in the most desirable location in the complex. It has just 20 yards of lawn before the sandy beach and the pool and BBQs are just 50 yards to the right!  It has...

    Pool Hot Tub

    $1,069 to $2,538/night

  2. CONDOMINIUM
    Ocean View Beachfront Beach Level 4-Bed Turtle Bay Villa 104

    Ocean View Beachfront Beach Level 4-Bed Turtle Bay Villa...

    Kahuku, HI

    Ocean View & Beachfront Beach Level 4-Bedroom (2 Masters) Turtle Bay Villa 104 At Ocean Villa 104 you have dramatic ocean views from just about everywhere! My 4-bedroom villa is located on the beach level so you can walk right out your living room...

    Pool Hot Tub

    $1,559 to $3,517/night

  3. CONDOMINIUM
    Villa 317

    Villa 317

    Kahuku, HI

    This villa is in a private location on the third floor with dramatic panoramic ocean views, just 20 yards from the ocean and just 80 yards from the sandy beach! Watch the whales swim past while in your living room during migration season! The Pool...

    Pool Hot Tub

    $515 to $920/night

  4. 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

  5. CONDOMINIUM
    Honua Kai 346

    Honua Kai 346

    Lahaina, HI

    We invite you to stay in our gorgeous ocean view 1 bedroom/1 bathroom condo at Honua Kai! Enjoy the sparkling blue water views from the open lanai and the bedroom, bringing a total sense of relaxation to your time in Maui. Honua Kai 346 is one of...

    Pool Hot Tub
    FREE CANCELLATION

    $338 to $919/night

  6. 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

  7. CONDOMINIUM
    Wavecrest Condominium A310

    Wavecrest Condominium A310

    Kaunakakai, HI

    This is a DELUXE top of the line One Bedroom One Bath Ocean Front Condo. Located on the top floor (3rd) of the A building closest to the ocean. There is a covered lanai with unobstructed views of Maui and Lanai. See the sunrise over Maui every...

    Pool
    FREE CANCELLATION

    $141 to $169/night

  8. 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

  9. VILLA
    Hale Waiulu

    Hale Waiulu

    Kailua Kona, HI

    Our well-appointed home has everything you could possible need. Fresh, home grown mango, guava and finger lime for our guests to feast on . Enjoy the relaxing sound of the cascading rush of your private pool's waterfall. The lush golf green views...

    Pool Hot Tub

    $1,917 to $5,992/night

  10. CONDOMINIUM
    Hoyochi Nikko #109

    Hoyochi Nikko #109

    Lahaina, HI

    One bedroom condo located in beautiful west Maui. For those wishing additional solitude, this is an end unit with a new queen bed and bedroom air conditioning. All units are fully equipped with Cable TV, DVD, CD player, washer/dryer, and...

    Pool
    FREE CANCELLATION

    $201 to $319/night

  11. HOUSE
    Alii Point #15- Almost Oceanfront

    Alii Point #15- Almost Oceanfront

    Kailua Kona, HI

    Almost Oceanfront. Spend your vacation in a luxurious single family home within a private, gated, enclave of 16 seaside homes. This Alii Point subdivision of fine, luxury residences is a tropical paradise surrounded by a botanical garden with beach...

    Pool
    FREE CANCELLATION

    $608 to $791/night

  12. CONDOMINIUM
    Sea Village 3-212

    Sea Village 3-212

    Kailua Kona, HI

    Our condo is on the second floor, providing increased privacy while giving an outstanding panoramic view of the ocean and Kailua Bay. From our lanai you can see all the activity in Kailua Bay and at night you can see the lights of Kailua Kona. Often...

    Pool
    FREE CANCELLATION

    $157 to $242/night

  13. CONDOMINIUM
    Sealodge D1

    Sealodge D1

    Princeville, HI

    Sealodge D1: With a private oceanfront lanai and spacious expanse of lawn in front, you'll enjoy sitting outside admiring the view and the passing chickens and nene. Take along the provided binoculars and get an up close view of the surfers, or...

    Pool
    FREE CANCELLATION

    $238 to $275/night

  14. HOUSE
    Kauhale Pilialoha

    Kauhale Pilialoha

    Kamuela, HI

    Indulge yourself in the ultimate island style luxury at the Big Island of Hawaii’s most exclusive retreat, Kauhale Pilialoha. Experience breathtaking sunsets, enjoy the natural beauty of Hawaii from the ultimate poolside lanai perched on the...

    Pool Hot Tub

    $17,975 to $27,561/night

  15. CONDOMINIUM
    Oceanfront 1BR w/ Lanai & Pool

    Oceanfront 1BR w/ Lanai & Pool

    Kihei, HI

    Book a memorable Maui vacation at this third-floor 1BR condo in central Kihei. With open-concept living and an additional sleeper sofa, there’s plenty of room for four people. Step out to your private lanai with retractable net enclosure and take...

    Pool
    FREE CANCELLATION

    $115 to $326/night

  16. CONDOMINIUM
    Waikoloa Beach Villas J32

    Waikoloa Beach Villas J32

    Waikoloa, HI

    This brand new upscale luxury condo is located in the privately gated new Waikoloa Beach Villas Complex, close to the activity center with two pools, fitness workout room and spa areas. Unit includes discounted GOLD GOLF KINGS' CLUB MEMBERSHIP....

    Pool Hot Tub
    FREE CANCELLATION

    $258 to $506/night

  17. CONDOMINIUM
    Honua Kai 520

    Honua Kai 520

    Lahaina, HI

    What sounds better than waking up to a hot cup of delicious coffee on a lanai that opens up to sweeping views of the majestic West Maui mountains? We invite you to indulge in the authentic Maui lifestyle, making our Honua Kai 520K your home away...

    Pool Hot Tub
    FREE CANCELLATION

    $358 to $1,075/night

  18. HOUSE
    Pu'uwai Hale

    Pu'uwai Hale

    Princeville, HI

    The heart of the home is the modern kitchen with its ocean views, African mahogany and koa cabinetry, granite counter tops and stainless appliances. High vaulted open beam ceilings, plentiful windows with light galore invite you to enjoy the essence...

    $1,152 to $1,645/night

  19. CONDOMINIUM
    Sandpiper 121B

    Sandpiper 121B

    Princeville, HI

    Special discount for open August dates! Sandpiper 121B is a perfect choice for couples seeking a romantic getaway on a budget! The private garden-level lanai is surrounded by tropical foliage and flowers. This charming studio has a private bathroom...

    Pool Hot Tub
    FREE CANCELLATION

    $121 to $153/night

  20. CONDOMINIUM
    Surf & Racquet Club 4302

    Surf & Racquet Club 4302

    Keauhou, HI

    Recently upgraded and completely refurbished, our unique penthouse at Keauhou Surf & Racquet Club is a luxurious 3 bedroom / 2 bath unit with designer decorated furnishings , gourmet kitchen and unencumbered panoramic ocean views of the blue pacific...

    Pool
    FREE CANCELLATION

    $279 to $401/night

  21. CONDOMINIUM
    Poipu Kapili 46

    Poipu Kapili 46

    Koloa, HI

    Remaining August 2019 dates now discounted!! Air-conditioned, awesome view, and newly renovated inside, in sunny Poipu with the beach just a short walk away! This comfortable 1200sf one bedroom condo is absolutely perfect for a couple looking for...

    Pool
    FREE CANCELLATION

    $275 to $361/night

  22. 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

  23. CONDOMINIUM
    Direct Ocean & Beach View 2nd Level 3Bd Villa 203

    Direct Ocean & Beach View 2nd Level 3Bd Villa 203

    Kahuku, HI

    Direct Ocean & Beach View 2nd Level 3Bd (or 4bd w/adjoin studio) Villa 203This villa is located on the second floor in the most desirable location in the complex, just 20 yards from the sandy beach with direct ocean and beach views from just about...

    Pool Hot Tub

    $1,017 to $2,408/night

  24. CONDOMINIUM
    Ocean and Pool View Beachfront 2nd Floor Villa 208

    Ocean and Pool View Beachfront 2nd Floor Villa 208

    Kahuku, HI

    This villa is located on the second level with Spectacular Ocean and pool views from the lanai, the living room, the dining room, and the master bedroom! This villa is just 35 yards from the sandy beach and 10 yards to the Pool and BBQs. It has...

    Pool Hot Tub

    $912 to $2,147/night

  25. CONDOMINIUM
    Beach Level Studio Direct Ocean Views Villa 105

    Beach Level Studio Direct Ocean Views Villa 105

    Kahuku, HI

    Beach Level Studio (Or 4 Bed with Adjoining 3 Bed) Direct Ocean Views Villa 105 This villa is located on the beach level just 30 yards from the sandy beach and 50 yards from the pool! It has all new top of the line furniture including a sleeper sofa...

    Pool Hot Tub

    $502 to $907/night

  26. CONDOMINIUM
    Ocean & Garden View Beach Level 3-Bed Villa 115

    Ocean & Garden View Beach Level 3-Bed Villa 115

    Kahuku, HI

    Beachfront Ocean & Garden View Beach Level by Pool & BBQs 3-Bed Villa 115 This beach level villa is just 20 yards from the sandy beach and 10 yards from the pool and BBQs! It has all new, top of the line, furniture including a sleeper sofa with a...

    Pool Hot Tub

    $964 to $2,277/night

  27. CONDOMINIUM
    Mahina Surf 205 Condo

    Mahina Surf 205 Condo

    Lahaina, HI

    We welcome you to come and enjoy the pristine Pacific Ocean views that warmly greet you from our Mahina Surf 205 lanai.  This unit has a private bedroom, a loft, 2 full bathrooms, a queen sofa sleeper in the living room, and is conveniently cooled...

    Pool
    FREE CANCELLATION

    $274 to $649/night

  28. COTTAGE
    Pukoo Cottage (1-Bedroom Cottage)

    Pukoo Cottage (1-Bedroom Cottage)

    Kaunakakai, HI

    Pukoo Cottage is a nicely furnished two bedroom, one bath home located on Pukoo Beach about 16 miles from the main town of Kaunakakai on Molokai's east side. This cute cottage sits on five oceanfront acres with lots of sandy beach. The main bedroom...

    Pool
    FREE CANCELLATION

    $225 to $338/night

  29. CONDOMINIUM
    Paniolo Hale Condo C1

    Paniolo Hale Condo C1

    Maunaloa, HI

    This lovely condo s a one bedroom garden view that is nestle in the middle of the complex but close to the beach access walkway. It is a corrner unit with a screened in lanai on two sides.  Very spacioius inside. There is a full kitchen with all...

    Pool
    FREE CANCELLATION

    $141 to $152/night

  30. CONDOMINIUM
    Kona Pacific

    Kona Pacific

    Kailua Kona, HI

    Immaculate, beautifully furnished unit in great location. Wheel chair accessable, short walk to restaurants, shopping, and ocean activities. Solid concrete building with A/C. Quiet garden setting with ocean view. Numerous upgrades with quality and...

    Pool
    FREE CANCELLATION

    $146 to $183/night