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
    Kona Alii 201

    Kona Alii 201

    Kailua-Kona, HI

    Right in the middle of town in walking distance from the Kona Pier. Remodeled and AC included. The pictures say it all! The unit has a Queen size sofa sleeper so can sleep 4 people comfortably. Stroll down Alii Drive and you will find a variety...

    Pool

    $181 to $309/night

  2. ESTATE
    Mauna Kea Resort Bluffs 22- The Beach House

    Mauna Kea Resort Bluffs 22- The Beach House

    Kamuela, HI

    This 8,000-square foot luxury estate with 2,750 square feet of outdoor living space is situated on a private, secure cul-de-sac in the Bluffs area of the Kohala Coast. The Beach House at the Bluffs features an award-winning green design, original...

    Pool Hot Tub

    $3,695 to $6,075/night

  3. CONDOMINIUM
    Hale Kalena (Kanaloa 701)

    Hale Kalena (Kanaloa 701)

    Kailua Kona, HI

    Tropical gardens and oceanfront views surround this 1800sqft peaceful 2 bedroom centrally air conditioned condo. With 3 pools facing the ocean, 2 resurfaced tennis courts, and a relaxing BBQ area, this condominium complex provides wonderful...

    Pool

    $204 to $304/night

  4. CONDOMINIUM
    Maui Eldorado: Maui Condo K217

    Maui Eldorado: Maui Condo K217

    Kaanapali, HI

    Situated in the Kaanapali Beach Resort area, enjoy this spacious ocean view studio at #1 Kaanapali Beach, Maui Eldorado Resort k217, located in the heart of Kaanapali. Conveniently walk to Whaler's Village shops and restaurants, Kaanapali beach or...

    Pool
    FREE CANCELLATION

    $207 to $439/night

  5. CONDOMINIUM
    Hale Kai Turtle Bay Condo

    Hale Kai Turtle Bay Condo

    Kahuku, HI

    Welcome to Kuilima Estates, the condo property located on the grounds of world-renowned Turtle Bay. The condos are surrounded by two beautifully manicured golf courses, and are the only condos on the North Shore. This is a great place to relax,...

    Pool
    FREE CANCELLATION

    $237 to $261/night

  6. CONDOMINIUM
    Maui Kamaole #G-210

    Maui Kamaole #G-210

    Kihei, HI

    Maui Kamaole #G-210 is a second floor 2 bedroom, 2 bathroom, ocean view unit with air conditioning throughout, a full kitchen with dishwasher, washer/dryer, TV/DVD, a telephone, and complimentary wireless Internet. Extra large floor plan with 1,244...

    Pool
    FREE CANCELLATION

    $377 to $493/night

  7. CONDOMINIUM
    WPH1507 THTC-CTOQ(XS)-STALL-ACH

    WPH1507 THTC-CTOQ(XS)-STALL-ACH

    Honolulu, HI

    This privately owned 1 bedroom condo fully furnished and fully equipped providing a private "Home Away From Home" experience. This one bedroom suite is prefect for the traveler who wants to be in a full apartment in the center of Waikiki with FREE...

    Pool
    FREE CANCELLATION
  8. APARTMENT
    WS2105 RFRF-CTOQ(RM)-00-ACH

    WS2105 RFRF-CTOQ(RM)-00-ACH

    Honolulu, HI

    Let us welcome you to this Completely Remodeled 1 Bedroom Suite "Majestic Views that will Awe you" in the Waikiki Sunset. World Famous White Sandy Beaches only one block away, Relax and enjoy all the fabulous amenities, Sapphire Blue Tiled Pool,...

    Pool
    FREE CANCELLATION

    $199 to $311/night

  9. CONDOMINIUM
    Kauhale Makai 122

    Kauhale Makai 122

    Kihei, HI

    Please note: Kauhale Makai is undergoing exterior building maintenance. Spacious and comfortable describe this ground floor condo with a beautiful garden view and partial ocean/mountain views. This unit, which sleeps 4, boasts a fully equipped...

    Pool
    FREE CANCELLATION

    $251 to $312/night

  10. CONDOMINIUM
    Kamaole Sands 06-310

    Kamaole Sands 06-310

    Kihei, HI

    Escape to Maui and relax in this spacious two bedroom condo. This garden view condo sleeps up to six people. The master bedroom has a king bed, the second bedroom has a queen bed, and the living room has a sofa bed. This condo is located in building...

    Pool
    FREE CANCELLATION

    $379 to $482/night

  11. CONDOMINIUM
    Maui Banyan #G-406

    Maui Banyan #G-406

    Kihei, HI

    The Elevator for G & H building will be closed for Elevator Modernization starting at 10:00 am Monday September 10, 2018. We will have a bellman to help with luggage. Remodeled Ocean view condo at the Maui Banyan in South Kihei. This one bedroom...

    Pool
    FREE CANCELLATION

    $312 to $374/night

  12. CONDOMINIUM
    Kihei Akahi C-401

    Kihei Akahi C-401

    KIHEI, HI

    Welcome cool ocean breezes and incredible ocean views from this newly renovated studio condo. Astonishing sunset views from the lanai. Enjoy all the comforts and amenities of home, including a full kitchen and bath with washer and dryer. Your condo...

    Pool
    FREE CANCELLATION

    $217 to $281/night

  13. CONDOMINIUM
    Maui Vista 1322

    Maui Vista 1322

    Kihei, HI

    Remodeled kitchen, bathroom and new flooring completed in Summer 2014. This one bedroom, one bathroom, garden view condo offers the simplicity of home in a tropical paradise. The master bedroom has a queen bed and the living room has a sofa bed,...

    Pool
    FREE CANCELLATION

    $242 to $294/night

  14. CONDOMINIUM
    Kihei Surfside 210

    Kihei Surfside 210

    KIHEI, HI

    Kihei Surfside 210 is your home away from home. From the moment you walk in the door, you know you are going to enjoy your stay. This unit has recently been upgraded with new carpet throughout, a new sofa-bed and new window treatments. The hallway...

    Pool
    FREE CANCELLATION

    $363 to $485/night

  15. CONDOMINIUM
    Kamaole Sands 03-407

    Kamaole Sands 03-407

    Kihei, HI

    Large two bedroom loft, Garden view Condo. Feel right at home in this spacious condo overlooking the pool and beautifully manicured green way. There is a King bed in the loft bedroom, two twins in the second bedroom, and a sofa bed in the living...

    Pool
    FREE CANCELLATION

    $379 to $482/night

  16. CONDOMINIUM
    Maui Kamaole i-111

    Maui Kamaole i-111

    KIHEI, HI

    Ground floor condo with one (1) bedroom and two (2) bathrooms. There is a king bed in the bedroom and a full bathroom ensuite and a pull out sofa bed in the living room, which allows this condo to accommodate up to four (4) people. The kitchen...

    Pool
    FREE CANCELLATION

    $313 to $411/night

  17. CONDOMINIUM
    Maui Vista #3202

    Maui Vista #3202

    Kihei, HI

    Remodeled one-bedroom condo at the Maui Vista in South Kihei. A 100% remodel was done in summer 2018. This complete remodel features top of the line materials and has a modern look with tropical accents. The kitchen features bamboo cabinets, granite...

    Pool
    FREE CANCELLATION

    $242 to $294/night

  18. CONDOMINIUM
    Kamaole Sands #07-306

    Kamaole Sands #07-306

    Kihei, HI

    Kamaole Sands AOAO has scheduled a painting and maintenance project for this building in May and June. Subsequently, this building will not be available and all units have been blocked off during that time period. One bedroom garden view condo...

    Pool
    FREE CANCELLATION

    $296 to $350/night

  19. CONDOMINIUM
    Palms at Wailea #604

    Palms at Wailea #604

    Wailea, HI

    The fabulous Keawakapu Beach is just a short 10 minute stroll from the Palms at Wailea. This beach is world famous for its great snorkeling and long walking beach. The Palms at Wailea is a gorgeous property; lush with tropical landscaping. There is...

    Pool Hot Tub
    FREE CANCELLATION

    $219 to $376/night

  20. CONDOMINIUM
    Kamaole Sands 10-417

    Kamaole Sands 10-417

    KIHEI, HI

    Large three bedroom Ocean view condo located in building ten at the Kamaole Sands. This three bedroom, three bath condo has a queen bed in the master bedroom and the second bedroom, and two twin beds in third bedroom as well as a pull out sofa bed...

    Pool
    FREE CANCELLATION

    $546 to $646/night

  21. CONDOMINIUM
    Kauhale Makai 605

    Kauhale Makai 605

    Kihei , HI

    Please note: Kauhale Makai is undergoing exterior building maintenance. Newly Renovated One bedroom Ocean View Condo. This unit has been completely renovated from the ground up. The kitchen and bathroom have both been renovated. The kitchen features...

    Pool
    FREE CANCELLATION

    $267 to $327/night

  22. CONDOMINIUM
    Kihei Surfside 412

    Kihei Surfside 412

    Kihei, HI

    Completely remodeled condo, from top to bottom. Nothing has been overlooked in this beautifully appointed one bedroom Ocean Front condo. This stunning renovation, features top of the line materials including granite counter tops in kitchen and...

    Pool
    FREE CANCELLATION

    $363 to $485/night

  23. CONDOMINIUM
    Waikiki Banyan Tower 2 Suite 2904

    Waikiki Banyan Tower 2 Suite 2904

    Honolulu, HI

    Beautiful Ocean View Waikiki Condo, Free parking & Wifi Enjoy the view of the ocean from this 29th floor condo. Save money and enjoy the convenience of a full kitchen, FREE covered parking, and FREE in room WiFi. Newly Remodeled Kitchen!!! Clean...

    Pool Hot Tub

    $146 to $259/night

  24. CONDOMINIUM
    Maui Parkshore 306

    Maui Parkshore 306

    Kihei, HI

    Completely remodeled two bedroom, partial ocean view condo at the Maui Parkshore. From a new kitchen and bathrooms to new furnishings, new flooring and painted walls, this condo has been extra touches that make it the perfect Maui retreat. The...

    Pool
    FREE CANCELLATION

    $314 to $361/night

  25. CONDOMINIUM
    Waikiki Sunset Suite 2404

    Waikiki Sunset Suite 2404

    Waikiki, HI

    Partial Ocean View Waikiki Sunset Condo, Free Parking & Wifi Soak in the view from this high level condo. The view from the lanai is of Diamond Head Crater and Kapiolani Park to the left and the ocean to the right. This condo suite is one block...

    Pool

    $146 to $236/night

  26. CONDOMINIUM
    Waikiki Banyan Tower 2 Suite 1204

    Waikiki Banyan Tower 2 Suite 1204

    Honolulu, HI

    Partial Ocean View Condo Enjoy the comforts of home at an affordable price in this Waikiki Banyon deluxe condo on the 12th floor in tower 2. Fully-equipped kitchen with standard kitchen wares. Great counter space and seating for 4 on the eat-in...

    Pool Hot Tub

    $146 to $259/night

  27. CONDOMINIUM
    Sugar Beach 227

    Sugar Beach 227

    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
    FREE CANCELLATION

    $335 to $449/night

  28. CONDOMINIUM
    Kamaole Sands 10-407

    Kamaole Sands 10-407

    Kihei, HI

    Beautiful views of the Ocean, West Maui Mountains and the lush garden landscape await you at this top floor tastefully decorated two bedroom condo. The bedroom on the main floor has two twin beds and the loft bedroom serves as the master with a...

    Pool
    FREE CANCELLATION

    $402 to $506/night

  29. CONDOMINIUM
    Maui Kamaole f-208

    Maui Kamaole f-208

    KIHEI, HI

    There are two (2) bedrooms and two (2) bathrooms in this Garden View Condo. This unit sleeps up to 6 people with a King bed in the loft Master bedroom, a queen bed in the second bedroom and a pull out sofa bed in the living room. The kitchen is...

    Pool
    FREE CANCELLATION

    $404 to $514/night

  30. CONDOMINIUM
    Sugar Beach 209

    Sugar Beach 209

    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

    $313 to $417/night