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
    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

    $427 to $1,169/night

  2. APARTMENT
    Diamond Head Beach Hotel 1104

    Diamond Head Beach Hotel 1104

    Honolulu, HI

    High Floor Ocean Views Studio with Queen Bed, +Futon, Microwave & Fridge. Our Suite is located on the 11th floor of the Diamond Head Hotel, this studio suite with full bathroom and kitchenette area offers great views of the ocean. The neighborhood...

    FREE CANCELLATION

    $144 to $180/night

  3. CONDOMINIUM
    Waikiki Grand 605 Condo

    Waikiki Grand 605 Condo

    Honolulu, HI

    Studio 605 at the Waikiki Grand Hotel Hawaii The unit is located in one of the most desirable and beautiful locations in Waikiki. This newly remodeled and tropically decorated unit features a queen size bed and full kitchen with standard size...

    Pets OK
    FREE CANCELLATION
  4. CONDOMINIUM
    Mauna Kai 5A

    Mauna Kai 5A

    Princeville, HI

    Mauna Kai is a charming townhome complex in central Princeville. The walk to north shore Anini Beach - a beautiful, uncrowded, white-sand beach - is a brief 12-minutes along a shady tree-lined path. Shopping and dining in Princeville are also easy...

    Pool
    FREE CANCELLATION

    $214 to $238/night

  5. CONDOMINIUM
    Ali'i Kai 2101

    Ali'i Kai 2101

    Princeville, HI

    Retreat to this quiet newly decorated home overlooking the mountains and waterfalls with distant ocean views. This ground floor, corner unit offers comfortable furnishings for rest and relaxation. Corner location on the green belt makes this a great...

    Pool
    FREE CANCELLATION

    $162 to $527/night

  6. CONDOMINIUM
    Pali Ke Kua 119

    Pali Ke Kua 119

    Princeville, HI

    AIR CONDITIONED BEDROOM IN LUXURY HAVEN - a very private location. Behind you, a lush green hill; to the left, another tropical hill separates Pali Ke Kua 119 from the world. Straight ahead, in full view...Bali Hai, sunsets and the indefinite...

    Pool Hot Tub
    FREE CANCELLATION

    $156 to $631/night

  7. CONDOMINIUM
    Kona Makai 1-301

    Kona Makai 1-301

    Kailua Kona, HI

    Kona Makai #1-301 is arguably the best condo in the entire complex. Being the top floor corner in building 1, the location is undeniably too perfect. Private & upgraded, this is direct oceanfront condo living at its finest. You can't get a better...

    Pool Hot Tub
    FREE CANCELLATION
  8. CONDOMINIUM
    Poipu Shores B202

    Poipu Shores B202

    Koloa, HI

    This second floor 2br/1ba condo has two king beds, with air-conditioning in each bedroom and in the living room. Poipu Shores B202 has a full kitchen, updated with elegant granite counters, and one bathroom, recently remodeled. Enjoy a private...

    Pool
    FREE CANCELLATION

    $402 to $1,141/night

  9. CONDOMINIUM
    Kahala 123

    Kahala 123

    Koloa, HI

    Take advantage of the resort's pools, Jacuzzi, tennis courts, barbecue grills, and easy beach access. Kahala is part of the beautiful Poipu Kai Resort, which spans seventy acres of lush tropical landscaping and is bounded by sandy beaches on both...

    Pool Hot Tub
    FREE CANCELLATION

    $101 to $493/night

  10. 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
  11. CONDOMINIUM
    Maui Vista #1-319

    Maui Vista #1-319

    Kihei, HI

    Maui Vista is a lovely complex located across the street and literally a 3-minute walk from this unit to Charley Young Beach - voted one of the most beautiful beaches in the world. Connected to Charlie Young Beach is the famous Kamaole Beach #1....

    Pool
    FREE CANCELLATION

    $184 to $242/night

  12. 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

  13. CONDOMINIUM
    Kanai A Nalu 318

    Kanai A Nalu 318

    Wailuku, HI

    Oceanfront condo on third floor with beautiful ocean and beach views! Upgraded property. Quiet home listen to the sounds of the sea. Spectacular ocean front condo with amazing views! Three Way Split AC in the living room, master bedroom and second...

    Pool
    FREE CANCELLATION

    $251 to $461/night

  14. HOUSE
    Ono Hale

    Ono Hale

    Kailua Kona, HI

    We welcome you to stay at our private luxury home (Ono Hale) in the lush hills above historic Kailua Kona. Located just minutes from town and Kona’s beautiful sandy beaches. Cool and quiet. Ono Hale is situated on a very private lot on a quiet...

    Pool
    FREE CANCELLATION
  15. 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

  16. CONDOMINIUM
    Hale Kamaole #311

    Hale Kamaole #311

    Kihei, HI

    This two bedroom condo without a loft, has a good Ocean and Garden View. Master bedroom has king bed. Down stairs bedroom has king bed. Hide a bed couch in the living room. Spacious kitchen cabinets. Wood and tile floor including lanai no carpet....

    Pool
    FREE CANCELLATION

    $245 to $355/night

  17. 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

  18. CONDOMINIUM
    Sugar Beach 308

    Sugar Beach 308

    Kihei, HI

    **The Pool will be CLOSED beginning September 10th, through September 17th, 2018. In 2019 the pool will be closed September 9th, through September 16th. Each year the pool will be closed for one week, starting on the second Monday of the month....

    Pool Hot Tub
    FREE CANCELLATION

    $299 to $465/night

  19. 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

  20. CONDOMINIUM
    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 pale green carpet in the center living...

    Pool Hot Tub
    FREE CANCELLATION

    $278 to $341/night

  21. CONDOMINIUM
    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

  22. APARTMENT
    Waikiki Banyan Tower 1 Suite 3608

    Waikiki Banyan Tower 1 Suite 3608

    Honolulu, HI

    Standard Condo with Ocean View Clean and comfortable with a view of the ocean and Waikiki beach. Enjoy many comforts of home at an affordable price! Plus, this unit is only one block from world-famous Waikiki Beach. Cabinets are white and modern....

    Pool Hot Tub

    $146 to $281/night

  23. CONDOMINIUM
    Maui Ka`anapali Villas Studio Premier Condo A417

    Maui Ka`anapali Villas Studio Premier Condo A417

    Lahaina, HI

    We invite you to come and stay in our upgraded condo just steps from famous Ka'anapali Beach! Relax and enjoy this Premier Studio Maui Ka'anapali Villas condo in Lahaina, Maui. 544 sq. ft. of island living for up to 4 adults (King Murphy bed, queen...

    Pool
    FREE CANCELLATION

    $336 to $636/night

  24. CONDOMINIUM
    Mauna Kai 7B

    Mauna Kai 7B

    Princeville, HI

    Dream. Believe. Discover. These are the words imprinted on several walls of Mauna Kai #7B, and this architecturally bold villa lends itself to all three activities quite nicely. It’s a two level unit with a large lanai facing the Makai Golf Course...

    Pool Hot Tub

    $301 to $482/night

  25. CONDOMINIUM
    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

  26. CONDOMINIUM
    Maui Kamaole #J-217

    Maui Kamaole #J-217

    Kihei, HI

    Peace, Tranquility and Ocean Views abound from this gorgeous 2 Bd 2 Bath upstairs unit at the Maui Kamaole. Enjoy panoramic ocean views as you dine outside on your own private lanai. J217 features a fully equipped kitchen, washer and dryer, AC in...

    Pool Hot Tub
    FREE CANCELLATION

    $204 to $371/night

  27. 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
    FREE CANCELLATION

    $144 to $231/night

  28. CONDOMINIUM
    Kanaloa 202 (2-Bedroom Condo)

    Kanaloa 202 (2-Bedroom Condo)

    Keauhou, HI

    Historic and Charming Keauhou Bay is just steps away from Kanaloa at Kona. The premier resort in Keauhou Resort area. The location is perfect. Close to supermarket, restaurants, shopping, golf, beaches, sport fishing, and other vacation activities....

    Pool

    $169 to $230/night

  29. 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

  30. 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