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.

Filter by Region:


Filter by Amenities:


Filter by Entertainment:


Close Filters
  1. CONDOMINIUM
    Kihei Beach Unit #207

    Kihei Beach Unit #207

    Maui, HI

    Kihei Beach is a moderately sized six story beachfront property located in North Kihei. It offers sweeping views of Kahoolawe, Molokini and the dazzling Pacific Ocean and a friendly casual atmosphere. Fronting the property is Sugar Beach, well known...

    Pool

    $212 to $309/night

  2. CONDOMINIUM
    Kihei Beach Unit #406

    Kihei Beach Unit #406

    Kihei, HI

    Kihei Beach is a moderately sized six story beachfront property located in North Kihei. It offers sweeping views of Kahoolawe, Molokini and the dazzling Pacific Ocean and a friendly casual atmosphere. Fronting the property is Sugar Beach, well known...

    Pool

    $212 to $309/night

  3. VILLA
    Bay Villa 23B3 Ocean Front

    Bay Villa 23B3 Ocean Front

    Kapalua, HI

    This unique oceanfront villa is a whale watchers dream! Ocean views span the entire coastline! Uniquely positioned to include sunset views and situated on one of the most beautiful stretches of coastline in Maui. You will be captivated by the beauty...

    Pool

    $563 to $969/night

  4. CONDOMINIUM
    Kihei Akahi Resort- Unit C505

    Kihei Akahi Resort- Unit C505

    Kihei, HI

    Nice ocean and garden views! 5th Floor comfortable beach home - Building C. Kihei Akahi Resort C505 - Ocean View One Bedroom One Bath 655 sq. ft. located on the 5th floor, in building C. Enjoy great views from your lanai (balcony) of the Pacific...

    Pool
    FREE CANCELLATION

    $154 to $341/night

  5. CONDOMINIUM
    Hale Ono Loa 120

    Hale Ono Loa 120

    Lahaina, HI

    We invite you to come and stay in our Hale Ono Loa condo just 20 feet from Maui's warm ocean water! Relax and enjoy Coconut Condos Premier 2 bedroom/2 bathroom unit in the desirable Kahana area.  This condo is one of 4 single story oceanfront...

    Pool
    FREE CANCELLATION

    $324 to $747/night

  6. CONDOMINIUM
    Kona Pacific B409

    Kona Pacific B409

    Kailua Kona, HI

    Kona Pacific B-409 is a newly remodeled upper floor condo with breathtaking ocean views. The owners have extensively made changes that every guest will absolutely love. All completed in April of 2017. The entire condo has been freshly painted,...

    Pool
    FREE CANCELLATION

    $183 to $537/night

  7. CONDOMINIUM
    Leinaala Oceanfront #301

    Leinaala Oceanfront #301

    Kihei, HI

    Leinaala Oceanfront Unit 301 is a 1 bedroom 1 bath fully furnished condo. This property has a panoramic view of the ocean, mountains and sunsets. Watch the whales from your lanai while you have your morning coffee. In addition,this property offers...

    Pool
    FREE CANCELLATION

    $173 to $290/night

  8. HOUSE
    Hoku'Ea Hale

    Hoku'Ea Hale

    Kailua Kona, HI

    All Rooms open to the ocean to fully enjoy spectacular oceanfront living in the Kahalu’u Bay. Enter the beautiful Hoku' Ea Hale named for the beautiful turtle gate that provides complete privacy from the outside. You will immediately be drawn to...

    $566 to $846/night

  9. COTTAGE
    International Colony Club #18

    International Colony Club #18

    Lahaina, HI

    Amazing 1300 sq ft 2 bedroom 2 bath cottage located on 10 tropical acres and right by one of the two pools on this property. Great place to relax after a fun day on Maui. Enjoy the beautiful sunsets from the private lanai.The owners haven taken...

    Pool
    FREE CANCELLATION

    $296 to $493/night

  10. CONDOMINIUM
    Kahana Reef 303

    Kahana Reef 303

    Lahaina, HI

    Aloha! Come enjoy the breathtaking views from the lanai of Kahana Reef #303!! This condo offers fantastic views of Maui’s sister islands of Lanai and Molokai, beautiful sunsets, and sea life such as Giant Hawaiian Green Sea Turtles, Dolphins, and...

    Pool
    FREE CANCELLATION

    $156 to $306/night

  11. CONDOMINIUM
    Ilikai 1504

    Ilikai 1504

    Waikiki, HI

    STUNNING OCEAN & SUNSET VIEWS! STEPS TO WAIKIKI BEACH. Memorable Meals from the Lanai. Walking distance to shopping mall, restaurants, shops, buses, rental cars, parks & Waikiki night life. The iconic Ilikai Suites are located at the gateway to...

    FREE CANCELLATION

    $172 to $269/night

  12. CONDOMINIUM
    New! Updated! Modern, Maui Beachfront with Central A/C

    New! Updated! Modern, Maui Beachfront with Central A/C

    Lahaina, HI

    Most frequently asked questions re: payments, cancellations, our home, and the area, can be answered in the property info, guest reviews, and pictures, below. We kindly ask that you read all of these details, as we offer a lot of amenities that...

    Pool Hot Tub
    FREE CANCELLATION

    $561 to $731/night

  13. CONDOMINIUM
    Leinaala Oceanfront #405

    Leinaala Oceanfront #405

    Kihei, HI

    Leinaala is a small 24 unit oceanfront property with panoramic views. Each unit faces the ocean. Leinaala has a relaxed and private atmosphere with a great feeling of the aloha spirit. There is an oceanfront pool, gas barbecue for your use, and...

    Pool
    FREE CANCELLATION

    $244 to $406/night

  14. CONDOMINIUM
    Aloha Surf Condominium 1412

    Aloha Surf Condominium 1412

    Honolulu, HI

    Immerse yourself in the Hawaiian Lifestyle. The boutique-style accommodation features views from the mountains to the ocean! Free wifi, pool, fitness center and just three blocks from the beach. Within our clean private unit, guests will enjoy: •...

    Pool
    FREE CANCELLATION

    $90 to $197/night

  15. CONDOMINIUM
    Aloha Surf 504

    Aloha Surf 504

    Honolulu, HI

    Immerse yourself in the Hawaiian Lifestyle. The boutique-style accommodation is located on the quiet side of the building with free wifi property wide, pool and just three blocks from the beach!    Beautifully decorated and well maintained studio...

    Pool
    FREE CANCELLATION

    $90 to $208/night

  16. CONDOMINIUM
    WB910 RFRF-CTOM(GM)-00-ACH

    WB910 RFRF-CTOM(GM)-00-ACH

    Honolulu, HI

    Ocean View, Relaxing Lanai, Air Conditioned One bedroom Suite Accommodates 3-4 Fully Equipped Kitchen the Waikiki Banyan Amazing Recreation Deck with Salt Water Pool , Two Jacuzzi's and Lots of Bar-B-Ques to Create your own Masterpiece. Only One...

    Pool Hot Tub
    FREE CANCELLATION

    $186 to $249/night

  17. CONDOMINIUM
    Hale Kamaole #152

    Hale Kamaole #152

    Kihei, HI

    Great Ocean View. End unit with a large extra window bringing in a lot of light to dining room and living area. Very comfortable easy chairs, tropical print on rattan couch. Art work is very Hawaiian. King bed in bedroom with queen hide-a-bed in...

    Pool
    FREE CANCELLATION

    $196 to $281/night

  18. CONDOMINIUM
    Polynesian Shores 111

    Polynesian Shores 111

    Lahaina, HI

    It doesn't get much better than this! Come enjoy your amazing Maui Vacation here at the breathtaking Polynesian Shores!! The perfect place for a last minute summer vacation, an upcoming trip this fall or a great spot to watch the Humpback Whales...

    Pool
    FREE CANCELLATION

    $168 to $645/night

  19. CONDOMINIUM
    Morning Glory Fazio Condo

    Morning Glory Fazio Condo

    Kahuku, HI

    Lovely, second floor breezy, second story end unit on the 18th hole of the Fazio Golf Course.Fully equipped chef kitchen, exceptional beds and linens. Oversized washer/dryer, 3 TV's with DVD player,and A/C in living room, bedroom. WiFi. Screened in...

    Pool
    FREE CANCELLATION

    $271 to $299/night

  20. CONDOMINIUM
    2737 S Kihei Rd Condo Unit # 4-230

    2737 S Kihei Rd Condo Unit # 4-230

    Kihei, HI

    Property Overview Situated directly across from famous Kamaole Beach III, this charming 1BR condo affords a peek-a-boo ocean view and the perfect Maui location - walking distance to excellent restaurants and a short drive to more fantastic dining...

    Pool
    FREE CANCELLATION

    $112 to $364/night

  21. VILLA
    Ridge 1511 Gold Ocean View

    Ridge 1511 Gold Ocean View

    Kapalua, HI

    This lovely villa is a feast for the eyes. You will feel the weight of the world dissolve as you enter this island paradise. This is a true 5 star experience! You'll be tempted not to leave the luxury of this well appointed villa. Every creature...

    Pool

    $294 to $494/night

  22. CONDOMINIUM
    Wailea Ekolu #805

    Wailea Ekolu #805

    Wailea, HI

    Unit #805 has a fully equipped kitchen, AC in the living room, guest bedroom, and master bedroom. The unit is equipped with a washer and dryer. The condo has a California king size bed in the master bedroom and two twin beds that can be made into a...

    Pool
    FREE CANCELLATION

    $249 to $481/night

  23. CONDOMINIUM
    Aina Nalu Condo B103

    Aina Nalu Condo B103

    Lahaina, HI

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

    Pool
    FREE CANCELLATION

    $231 to $618/night

  24. CONDOMINIUM
    Shores of Maui #124

    Shores of Maui #124

    Kihei, HI

    Shores of Maui is located across the street from Cove Park in Kihei, a popular surfing and stand-up paddling spot. It features a tennis court, barbecue grills, swimming pool, and hot tub. Unit #124 is a ground floor 1 bedroom, 1 bath end unit with...

    Pool
    FREE CANCELLATION

    $180 to $209/night

  25. HOUSE
    Aniani Hale

    Aniani Hale

    Kailua Kona, HI

    Known as ‘Aniani Hale,’ or Glass House, this stunning 4BR/4.5BA home is situated just above the heart of Kailua-Kona. Elevated 700 feet above sea level, your beautiful island getaway boasts refreshing trade winds from the west and mountain...

    Pool Hot Tub
    FREE CANCELLATION

    $561 to $900/night

  26. CONDOMINIUM
    Kekaa Drive Condo Unit J303

    Kekaa Drive Condo Unit J303

    Lahaina, HI

    Lani Poni at Ka’anapali Royal is the ultimate backdrop for a dream Maui vacation. This 2-bedroom condo has a huge lanai with views that stretch out over the Royal Ka’anapali Golf Course to the sparkling blue Pacific ocean. From here, take in the...

    Pool Hot Tub
    FREE CANCELLATION

    $255 to $632/night

  27. HOUSE
    Balinese Bungalow Adjacent to Kewela Bay

    Balinese Bungalow Adjacent to Kewela Bay

    Haleiwa, HI

    Located on Oahu's famed North Shore, this charming single-story 2BR/2BA Balinese bungalow is close to surfing, hiking, and the nightlife of Turtle Bay. The expansive front porch has a massive 10-person dining table, and the back porch has a unique...

    FREE CANCELLATION

    $254 to $415/night

  28. DUPLEX
    Terrace Duplex Unit #A

    Terrace Duplex Unit #A

    Honolulu, HI

    All photos, amenities, calendar, and rates are 100% accurate. We will notify you proactively when early check-in / late check-outs are possible and you'll receive the comforts of home with a starter supply of shampoo, soaps, paper products and...

    Hot Tub Pets OK
    FREE CANCELLATION

    $493 to $744/night

  29. CONDOMINIUM
    Oceanfront Nohonani- Unforgettable Views

    Oceanfront Nohonani- Unforgettable Views

    Lahaina, HI

    This recently updated 2BR/2BA oceanfront condo at Nohonani offers incredible views of both Lanai and Molokai from its fourth-floor perch. Sip drinks on the private lanai while taking in the sunset over the Pacific. Enjoy resort-style amenities,...

    Pool
    FREE CANCELLATION

    $183 to $561/night

  30. CONDOMINIUM
    Sands of Kahana 316

    Sands of Kahana 316

    Lahaina, HI

    The Sands of Kahana has something for everyone! With an ocean front pool that the whole family will love and a pool just for children where the little ones can enjoy. After a adventuring Maui, make your way and relax in the Jacuzzi. There is a sand...

    Pool Hot Tub
    FREE CANCELLATION

    $273 to $1,074/night