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
    Ali’i Honu Kai House

    Ali’i Honu Kai House

    Kailua-Kona, HI

    Perfectly located on the Kona “Gold Coast” of the Big Island between the charming village of Kailua~Kona and Keahou Bay, this home offers you your own personal paradise. From the moment you drive up to this dramatic gated, Ocean Front Estate you...

    Pool

    $3,025 to $4,840/night

  2. HOUSE
    Papaua Estate

    Papaua Estate

    Lahaina, HI

    APPROVED MAUI SHORT TERM RENTAL HOUSE #STWM 2104/0003. You and your family and friends will love your stay here for a vacation filled with Aloha! If you are looking for location, luxury and Hawaiian life style, you have found it. Perhaps the most...

    Hot Tub
    FREE CANCELLATION

    $1,869 to $2,874/night

  3. CONDOMINIUM
    Hale Lelea Ko Olina Beach Villa (B310)

    Hale Lelea Ko Olina Beach Villa (B310)

    Kapolei, HI

    This vacation home has been registered as a Transient Accommodation with the State of Hawaii – HAWAII TAX ID TA-083-717-4272-01 #groundfloor #view #oceanview #whitewater #group  #wedding #KoOlina #resort #luxury #villa #Kapolei #Oahu #Hawaii...

    Pool Hot Tub

    $856 to $2,016/night

  4. CONDOMINIUM
    Noelani 304 Condominium

    Noelani 304 Condominium

    Lahaina, HI

    Imagine yourself on the beautiful island of Maui, sitting on your private ocean front lanai and gazing across the turquoise blue Pacific, just a stones throw away from the sea.  Come live the experience and enjoy the tranquility at our gorgeous 3...

    Pool
    FREE CANCELLATION

    $770 to $898/night

  5. 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 $1,051/night

  6. 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 $1,759/night

  7. 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...

    $683 to $992/night

  8. CONDOMINIUM
    Ko Olina Beach Villa (O121)

    Ko Olina Beach Villa (O121)

    Kapolei, HI

    Celebrities want privacy and quick exit routes, but so does everyone else! You deserve this one-of-a-kind Ko Olina Beach Villa, unlike any other located within the resort. It boasts over 1600 sq.ft of living space, 3 ground floor private lanais, no...

    Pool Hot Tub

    $682 to $1,668/night

  9. VILLA
    Kapalua Bay Villa 21g5 Gold Beach Front

    Kapalua Bay Villa 21g5 Gold Beach Front

    kapalua, HI

    Located in the most desirable area of the resort, (building 21), this beach front villa is just steps from the white sand beach of Oneloa Bay, and a short walk to Kapalua Bay, this little jewel offers expansive ocean views from every room! As you...

    Pool

    $678 to $915/night

  10. HOUSE
    Ainamalu Home 69-9242

    Ainamalu Home 69-9242

    Waikoloa Village, 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

  11. 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

    $645 to $2,287/night

  12. CONDOMINIUM
    Mahana 501

    Mahana 501

    LAHAINA, HI

    This brand-new beautiful new 5th floor listing at the Mahana at Kaanapali boasts gorgeous views of both the tranquil blue Pacific Ocean AND the lush West Maui Mountains. This property is extremely close to the water, you can literally sit in the 5th...

    Pool Hot Tub
    FREE CANCELLATION

    $583 to $1,861/night

  13. CONDOMINIUM
    Honua Kai Konea 743

    Honua Kai Konea 743

    Lahaina, HI

    This rarely-available top-floor penthouse condominium is the ultimate in luxury living.  Konea 743 boasts amazing ocean views of Maui and the surrounding islands. This spacious suite includes two bedroom, two full baths and a sofa-bed to...

    Pool Hot Tub
    FREE CANCELLATION

    $577 to $950/night

  14. HOUSE
    3615 Leahi Ave House

    3615 Leahi Ave House

    Honolulu, HI

    Ideal for groups who want both togetherness and privacy, this pair of vintage-inspired Hawaiian cottages are a delightful home base within walking distance to many Honolulu highlights, including legendary Waikiki Beach (20-minute walk), the Honolulu...

    FREE CANCELLATION

    $577 to $901/night

  15. 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 $1,395/night

  16. CONDOMINIUM
    Ilikai 1243

    Ilikai 1243

    Waikiki, HI

    Finest ocean / lagoon / fireworks views! AT Ilikai Waikiki Beach. 2 bedroom, 2 full bathrooms, 2 120 sq. ft lanais, 1,000 interior sq. ft. Walking distance to parks, shopping mall, restaurants, shops, buses, rental cars, parks & Waikiki night life....

    Pool
    FREE CANCELLATION

    $521 to $813/night

  17. CONDOMINIUM
    Ko Olina Beach Villa (O1105)

    Ko Olina Beach Villa (O1105)

    Kapolei, HI

    This 3BD Penthouse Beach Villa is located on the 11th floor of the Ocean Tower and is 1,734 sq ft of luxury. It features ocean views the kitchen and living/dining area. The master bedroom has a private lanai with views of the golf course and...

    Pool Hot Tub

    $520 to $1,668/night

  18. 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

    $519 to $1,249/night

  19. TOWNHOUSE
    Puamana 55-4

    Puamana 55-4

    Lahaina, HI

    Welcome to Ohana Villa, “Family Home” • 2000 square feet of open, airy and truly relaxing living space • Freshly updated in the fall of 2018 • Two bedrooms, two and half baths • Ocean and garden views • Well appointed chef’s kitchen...

    Pool
    FREE CANCELLATION

    $499 to $2,231/night

  20. COTTAGE
    2 Charming Cottages on the Ocean

    2 Charming Cottages on the Ocean

    Kamuela, HI

    Offering an idyllic oceanfront setting in the town of Puako, this rental sleeps up to six guests between the 1BR cottage and a separate studio. Perfect for groups seeking extra privacy, this charming seaside compound boasts unobstructed views of the...

    FREE CANCELLATION

    $498 to $1,246/night

  21. HOUSE
    1332 Mokolea Dr Home

    1332 Mokolea Dr Home

    Kailua, HI

    Located in the upscale neighborhood of Lanikai, this 3BR/2BA ocean tree house is strolling distance to Lanikai Beach — regarded as one of the world's most beautiful top beaches, with its flour-soft white sands, cooling ocean breezes, and pristine...

    FREE CANCELLATION

    $496 to $803/night

  22. 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...

    $485 to $652/night

  23. CONDOMINIUM
    Ko Olina Beach Villa B806

    Ko Olina Beach Villa B806

    Kapolei, HI

    Beachfront Living at its finest! This 2 bedroom, 2 bath Villa is located in the beautiful Ko Olina Resort on the quiet West side of Oahu. The Beach Villas are the newest, and only, beachfront condominiums available on the island in 25 years. You...

    Pool Hot Tub

    $485 to $1,500/night

  24. CONDOMINIUM
    Whaler 859

    Whaler 859

    Lahaina, HI

    Spend your dream vacation on Maui at The Whaler on Kaanapali Beach.  Watch sunsets with colors so beautiful you will wish you were an artist to capture it on canvas.  Relax on the lanai with a cup of coffee or cocktail where you can see Mauka to...

    Pool Hot Tub
    FREE CANCELLATION

    $473 to $1,561/night

  25. CONDOMINIUM
    Honua Kai Konea 1026

    Honua Kai Konea 1026

    Lahaina, HI

    NOTE: As of 2/6/18 construction of 72 Townhomes has commenced behind the Konea building at Honua kai. This condo overlooks the construction site. There may be noise and dust on work days during construction hours from 8am to 5pm. This beautiful...

    Pool Hot Tub
    FREE CANCELLATION

    $469 to $1,436/night

  26. CONDOMINIUM
    Whaler 206/208

    Whaler 206/208

    Lahaina, HI

    Spend your dream vacation on Maui at The Whaler on Kaanapali Beach.  Watch sunsets with colors so beautiful you will wish you were an artist to capture it on canvas.  Relax on the lanai with a cup of coffee or cocktail where you can see Mauka to...

    Pool Hot Tub
    FREE CANCELLATION

    $469 to $719/night

  27. CONDOMINIUM
    Maui Eldorado I204/205

    Maui Eldorado I204/205

    Lahaina, HI

    Picture yourself sitting on one of your two private lanai's while overlooking the 4th green of the Royal Golf Course at Kaanapali and experiencing views of the blue Pacific ocean, sunsets, winter whale watching and the island of Molokai. Our...

    Pool
    FREE CANCELLATION

    $460 to $551/night

  28. 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

  29. CONDOMINIUM
    760 South Kihei Condo Unit 414

    760 South Kihei Condo Unit 414

    Kihei, HI

    Feel Pacific breezes as you unwind on the lanai of your fourth-floor 3BR/2BA condo. This unit commands the most sought-after location in the building (front and center), closest to the ocean and furthest from the road. Take in stunning wide-open...

    Pool
    FREE CANCELLATION

    $388 to $794/night

  30. CONDOMINIUM
    Kaanapali Shores 527

    Kaanapali Shores 527

    Lahaina, HI

    Relax on our 5th floor lanai, overlooking the ocean, well-kept grounds and pool at Kaanapali Shores! Kaanapali Shores resort is located on the beach in North Kaanapali. Unit 527  lanai has views of the ocean, renovated garden pool and spa,...

    Pool
    FREE CANCELLATION

    $374 to $781/night