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. VILLA
    Hale Waiulu #150470

    Hale Waiulu #150470

    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 of...

    Pool Hot Tub

    $2274 to $6318/night

  2. HOUSE
    Keauhou Elima

    Keauhou Elima

    Kalilua Kona, HI

    What is better than a Hawaiian sunset over the ocean? A sunset over the ocean that you can take in from the privacy of your tropical home-away-from-home! With nearly 5,000 square feet of indoor/outdoor living space, including a lanai with a pool...

    Pool

    $853 to $1769/night

  3. VILLA
    Villa Cinco Resort at Kona Plantation Estates

    Villa Cinco Resort at Kona Plantation Estates

    Kailua Kona, HI

    This beautiful custom home, built in 2007, boasts 5 buildings totaling interior 3,829 sq. feet; including main house, and a private master suite situated at each of 4 corners. Main house has a private study converted to bedroom with a sink, a half...

    Pool Hot Tub
    FREE CANCELLATION

    $759 to $1051/night

  4. CONDOMINIUM
    Honua Kai Konea 301

    Honua Kai Konea 301

    Kaanapali, HI

    One of the MOST DESIRABLE 2 bedroom 2.5 bath condo in the entire complex. Konea 301 is one of only 5 Two Bedroom Ali'I Suites with Direct Ocean Views and private Outdoor Kitchens. At 1620 sq ft with a HUGE 415 sq ft lanai this gorgeous home has 180...

    Pool Hot Tub
    FREE CANCELLATION

    $699 to $2099/night

  5. HOUSE
    Hale Lani

    Hale Lani

    Kailua Kona, HI

    Welcome to Hale Lani. This gorgeous house is a Brand New Vacation Rental that Knutson & Associates Management is proud to represent. Hale Lani is the perfect spot to host a unforgettable Hawaii Vacation. With 4 bedrooms, and a capacity to sleep 14,...

    Pool
    FREE CANCELLATION

    $695 to $1758/night

  6. HOUSE
    Ainamalu Home 69-9242

    Ainamalu Home 69-9242

    Waikoloa, HI

    Come and enjoy a luxurious laid-back island living in our new home located in the beautiful new neighborhood in Waikoloa Beach Resort – Ainamalu. This gated community Ainamalu is the newest resort community in the beautiful Waikoloa Beach Resort,...

    FREE CANCELLATION

    $649 to $896/night

  7. HOUSE
    Newly Remodeled Kailua Gem- Walk to Beach

    Newly Remodeled Kailua Gem- Walk to Beach

    Kailua, HI

    Just an 11-minute walk from the brilliant blue waters of the Pacific Ocean, this spacious 5BR/3BA home has recently undergone a massive remodel. Inside, you’ll find elegant tile floors, modern appliances, new furnishings, and stylish decor....

    FREE CANCELLATION

    $631 to $1321/night

  8. 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

  9. HOUSE
    Hale Lokahi

    Hale Lokahi

    Waialua, HI

    Hale Lokahi - House of Peace and Serenity - This home is located in one of the best kept, secret neighborhoods on the north shore. Right on a white sand beach, this family-owned house is perfect for your vacation in paradise.. This 4 bedroom, 2...

  10. HOUSE
    Kona Bubbles

    Kona Bubbles

    Kailua Kona, HI

    'Kona Bubbles' is a absolute spectacular property that Knutson & Associates is extremely proud to be newly representing as of November 2018. A gorgeous home in gated Meilani View Estates with ocean views just above Kailua Kona. Recently finished in...

    Pool
    FREE CANCELLATION

    $525 to $1395/night

  11. 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...

  12. HOUSE
    Hale Ulu'wehi

    Hale Ulu'wehi

    Waimea, HI

    Experience beach living in this beautiful vacation home on Puako Beach. This private residence is located right across the street from the ocean. Great place to kayak and snorkel in one of the best snorkeling spots on the Big Island. Or bask with...

    $466 to $652/night

  13. CONDOMINIUM
    Mauna Lani Terrace D201

    Mauna Lani Terrace D201

    Kamuela, HI

    Mauna lani terrace#D-201 Beachfront Location, Breathtaking Views, Best Value. Amazing new property booking specials for last minute vacancies. Brand new ownership at one of the finest properties that the Mauna Lani Terrace has to offer. Enjoy...

    Pool Hot Tub
    FREE CANCELLATION

    $419 to $759/night

  14. APARTMENT
    67-011 Kaimanu Place Apartment

    67-011 Kaimanu Place Apartment

    Waialua, HI

    Located in Oahu’s North Shore, this oceanfront 1BR apartment offers a lush tropical oasis. Highlights include Balinese wood accents, craftsman details, and custom flooring. Walk through the backyard and enjoy immediate private access to Waialua...

    FREE CANCELLATION

    $414 to $615/night

  15. CONDOMINIUM
    Noelani #110

    Noelani #110

    Lahaina, HI

    Not one, but two oceanfront pools and a Jacuzzi, what more can you ask for? Unit 110 is a ground floor unit with washer and dryer and air conditioning. You'll love just walking out from your private lanai right into the swimming pool. Turtles play...

    Pool Hot Tub
    FREE CANCELLATION

    $411 to $427/night

  16. VILLA
    Kapalua Bay Villa 23B-1

    Kapalua Bay Villa 23B-1

    Lahaina, HI

    Drift off to dream land in a comfortable king size bed and pamper yourself in the spacious master bath.  One of the 3 property swimming pools and BBQ areas are conveniently located steps away for you to enjoy. Enjoy the tropical breezes and the...

    Pool
    FREE CANCELLATION

    $406 to $750/night

  17. CONDOMINIUM
    Nohonani 405

    Nohonani 405

    Lahaina, HI

    Nohonani 405 is a beautiful two bedroom one and a half bath unit on the fourth floor, with vaulted ceilings and a breathtaking ocean view. Ocean views can be seen from the kitchen, dining areas, living room and master bedroom. As with all the...

    Pool
    FREE CANCELLATION

    $382 to $405/night

  18. 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

    $350 to $525/night

  19. CONDOMINIUM
    Kahana Villas F401

    Kahana Villas F401

    Lahaina, HI

    Located in Kahana between Kaanapali and Kapalua, Kahana Villas is near shopping, dining and Pohaku Park aka "S Turns" where you may napping turtles, snorkeling, surfing and stand up paddle fun. Kahana Villas resort complex is located at the north...

    Pool
    FREE CANCELLATION

    $349 to $749/night

  20. HOUSE
    Heeia Bay Hale

    Heeia Bay Hale

    Kailua Kona, HI

    Welcome to the listing page of Heeia Bay Hale. A Brand New Vacation Rental as of October 2018. This wonderful 2 story home in Keauhou is walking distance to heeia bay. This private & spacious 3 bedroom, 3.25 bath multi-level Hawaiian style beach...

    Pool
    FREE CANCELLATION

    $349 to $887/night

  21. HOUSE
    Hale Kohola

    Hale Kohola

    Hilo, HI

    Hale Kohola “The House of the Whale” is situated on 3 acres in an ideal location on the Kohala Coast, with panoramic views of the ocean and coastline. The master bedroom has a stunning ocean view that you can enjoy by just lifting your head off...

  22. HOUSE
    Koana Breeze

    Koana Breeze

    Kailua Kona, HI

    This spectacular 2500 square-foot plantation-style home is perched on a hillside with breathtaking ocean views of Keauhou and Kailua Bays. Enjoy year-round outside dining with fabulous views of gorgeous Kona sunsets on the lanai, and enjoy drinks in...

    Hot Tub
    FREE CANCELLATION

    $326 to $584/night

  23. CONDOMINIUM
    Honua Kai 508

    Honua Kai 508

    Lahaina, HI

    HONUA KAI RESORT AND SPA SUITE 508 Welcomes you... This spacious one bedroom one bath plus den can accommodate up to six (6) guests … Included in our fabulous price are many owner-supplied extras such as: • Beach chairs (2) • Beach...

    Pool Hot Tub
    FREE CANCELLATION

    $311 to $608/night

  24. CONDOMINIUM
    Honua Kai 437

    Honua Kai 437

    Lahaina, HI

    HONUA KAI RESORT AND SPA SUITE 437 Welcomes you with SO Much This spacious studio, 1 bath can accommodate up to 4 guests. Included in our fabulous price are many owner-supplied extras such as: • Beach chairs (2) • Beach umbrella • Beach...

    Pool Hot Tub
    FREE CANCELLATION

    $306 to $413/night

  25. CONDOMINIUM
    Honua Kai 224

    Honua Kai 224

    Lahaina, HI

    This luxury Honua Kai one bedroom located in the 'Konea Tower' features everything you need to make your Hawaiian vacation truly enjoyable! We provide you with those extra amenities that make a difference, including comfortable beach chairs, beach...

    Pool Hot Tub
    FREE CANCELLATION

    $299 to $401/night

  26. CONDOMINIUM
    Wailea Ekolu 1606

    Wailea Ekolu 1606

    Kihei, HI

    Located in beautiful Wailea, this 2bd 2ba condo is on the top floor and boasts high ceilings and a gorgeous ocean view. Visting with a larger group? We have another unit in the same building! Make sure to ask us the availability for booking 1604...

    Pool
    FREE CANCELLATION

    $299 to $1345/night

  27. CONDOMINIUM
    Papakea L108

    Papakea L108

    Lahaina, HI

    The condo is totally renovated and updated. From your private lanai you have a lovely area to sit and dine or just relax with nothing but the crystal blue ocean and the famous Maui sunsets in front, FRONT SEAT WHALE WATCHING from the lanai. Tile...

    Pool Hot Tub
    FREE CANCELLATION

    $295 to $830/night

  28. CONDOMINIUM
    Kahana Sunset C 3

    Kahana Sunset C 3

    Lahaina, HI

    The Kahana Sunset Welcomes you with This unique condo is a beachfront property on the world famous West Coast of Maui between Kaanapali and Kapalua. C-3 was completely remodeled with loads of ALOHA in 2017. Included in our fabulous price are many...

    Pool
    FREE CANCELLATION

    $287 to $406/night

  29. CONDOMINIUM
    Honua Kai 215

    Honua Kai 215

    Lahaina, HI

    HONUA KAI RESORT AND SPA SUITE 215 welcomes you with so much This spacious studio, 1 bath can accommodate up to 4 guests. Included in our fabulous price are many owner-supplied extras such as: • Beach chairs (2) • Beach umbrella • Beach...

    Pool Hot Tub
    FREE CANCELLATION

    $287 to $413/night

  30. CONDOMINIUM
    Honua Kai 210

    Honua Kai 210

    Lahaina, HI

    Come stay in our amazing Honua Kai Suite, new new sofa, new furniture and a new 49" Sam Sung ultra high DEF 4 K TV... Our beautiful one bedroom home, located on the 2nd floor of the newer, Konea building, is one of the larger 1 bedroom units at...

    Pool Hot Tub
    FREE CANCELLATION

    $275 to $401/night