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
    Kamaole Sands #05-406

    Kamaole Sands #05-406

    KIHEI, HI

    This two (2) bedroom loft, Garden View Condo also has Partial Ocean views from the lanai, which overlooks the pool. The bedroom on the main floor has two twin beds. There is a full bathroom on the main floor as well. The loft has a King bed and a...

    Pool Hot Tub
    FREE CANCELLATION

    $391 to $482/night

  2. 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 Hot Tub
    FREE CANCELLATION

    $414 to $506/night

  3. 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 Hot Tub
    FREE CANCELLATION

    $404 to $514/night

  4. 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

    $254 to $294/night

  5. 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 Hot Tub
    FREE CANCELLATION

    $313 to $411/night

  6. CONDOMINIUM
    Kahana Reef #207

    Kahana Reef #207

    LAHAINA, HI

    **Kahana Reef will be undergoing construction to the Seawall, beginning June 2019. Please be advised that there is construction taking place on the property.** Modern and contemporary designs, furnishings and accents complement this Completely...

    Pool
    FREE CANCELLATION

    $306 to $359/night

  7. 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

  8. CONDOMINIUM
    Kamaole Sands #06-405

    Kamaole Sands #06-405

    KIHEI, HI

    You will not be disappointed! This well-appointed two bedroom garden view condo has been remodeled and has new furnishings throughout. The main floor bedroom has two twin beds and there is a full bath located just outside the bedroom. The loft...

    Pool Hot Tub
    FREE CANCELLATION

    $391 to $482/night

  9. 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 Hot Tub
    FREE CANCELLATION

    $391 to $482/night

  10. CONDOMINIUM
    Kamaole Sands #10-410

    Kamaole Sands #10-410

    KIHEI, HI

    Enjoy ocean views from this fourth floor, two bedroom condo. This unit sleeps up to six (6) people with a King Bed with a Simmons Beauty Rest mattress in the master bedroom loft, two twins that can convert into a King in the second bedroom and a...

    Pool Hot Tub
    FREE CANCELLATION

    $414 to $506/night

  11. CONDOMINIUM
    Sugar Beach #227

    Sugar Beach #227

    KIHEI, HI

    **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. Remodeled and well appointed Ocean Front condo. This one bedroom unit has a king...

    Pool Hot Tub
    FREE CANCELLATION

    $335 to $449/night

  12. CONDOMINIUM
    Sugar Beach #317

    Sugar Beach #317

    KIHEI, HI

    **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. Enjoy stunning ocean views from the private lanai of this unit. This Ocean Front...

    Pool Hot Tub
    FREE CANCELLATION

    $352 to $468/night

  13. CONDOMINIUM
    Hale Pineapple

    Hale Pineapple

    Lahaina, HI

    Welcome to Hau'oli Hala Kahiki, a hidden gem in Honokowai on Maui's beautiful west shore. Located in the quiet, low-density Kaleialoha building, this sweet 1 bedroom/1 bath condo sits on the ground floor, so no stairs to climb or having to wait for...

    FREE CANCELLATION

    $180 to $239/night

  14. CONDOMINIUM
    Hale Mala Hina-245

    Hale Mala Hina-245

    Lahaina, HI

    ~Book today and Fall in LOVE with Hale Mala Hina ~ The House of Garden Mist ~ Inspired by our love for Japanese design and accented with Hawaiian spirit. In a word, it’s TRANQUIL and we hope the photos give a worthy sense for its true comfort....

    Pool
    FREE CANCELLATION

    $223 to $330/night

  15. CONDOMINIUM
    Kahana Sunset E 11

    Kahana Sunset E 11

    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. Included in our fabulous price are many owner-supplied extras such as: • Beach chairs (2) •...

    Pool
    FREE CANCELLATION

    $251 to $389/night

  16. CONDOMINIUM
    144

    144

    Kihei, HI

    This lovely bright condo features an extra window which brings in plenty of light. Tropical style furniture, comfortable queen hide a bed, easy chair with ottoman, and large flat screen TV in living room. Kitchen fully stocked with all new dinner...

    Pool
    FREE CANCELLATION

    $188 to $270/night

  17. CONDOMINIUM
    213

    213

    Kihei, HI

    Ocean View. Completely remodeled condo, with fantastic kitchen, very spacious. Bathroom has walk-in shower enclosure. King bed in bedroom with new carpet & rattan bedroom furniture. Living room has rattan Hawaiian style furniture with queen...

    Pool
    FREE CANCELLATION

    $188 to $270/night

  18. CONDOMINIUM
    207

    207

    Kihei, HI

    New everything, 2014 remodel. Travertine floor from entrance to Lanai, new carpet installed in bedroom. All new appliances. Bedroom has new King bed. Living room provides queen Hide a bed and comfortable siting chairs. Bath has tub/shower enclosure....

    Pool
    FREE CANCELLATION

    $188 to $270/night

  19. CONDOMINIUM
    254

    254

    Kihei, HI

    Beautifully renovated, top floor condo on the cooler South side of the complex , away from the street noise and close to the upper pool, tennis court and BBQ area. Our condo comfortably sleeps 6 with a king bed in the master bedroom, queen bed in...

    Pool
    FREE CANCELLATION

    $258 to $393/night

  20. CONDOMINIUM
    107

    107

    Kihei, HI

    This one bedroom unit has a great Garden View, and is located close to the pool and office. A brand new kitchen was installed with beautiful granite countertops. Two lazy boy recliners & comfortable rattan couch with queen hide-a-bed in living room,...

    Pool
    FREE CANCELLATION

    $188 to $270/night

  21. CONDOMINIUM
    164

    164

    Kihei, HI

    Luxuriously updated one bedroom unit in excellent location, close to lower pools, bbq and office; with ocean view from the lanai. Furnished in Hawaiian style with beautiful wood cabinets in kitchen and bathroom, rattan in living room and bedroom,...

    Pool
    FREE CANCELLATION

    $188 to $270/night

  22. CONDOMINIUM
    171

    171

    Kihei, HI

    This Maui vacation condo has a Contemporary Hawaiian style.The owners of this condo prefer only 2 adults and no large group/wedding party rentals. Starting in the living room enjoy the comfortable stuffed sitting chairs. A 46 inch HD Tv in the...

    Pool
    FREE CANCELLATION

    $188 to $297/night

  23. CONDOMINIUM
    218

    218

    Kihei, HI

    Good Ocean View and mountain View. Very updated condo with extra spacious kitchen cabinets. New walk-in shower with remodeled bathroom cabinets. King bed in bedroom and queen hide-a-bed in living room. Rattan bedroom furniture. Comfy furniture in...

    Pool
    FREE CANCELLATION

    $188 to $270/night

  24. CONDOMINIUM
    209

    209

    Kihei, HI

    Beautiful wood flooring through entire condo, tropical decor. Good Ocean View. Features large flat screen TV in living room, flat screen in bedroom. There is a king bed in the bedroom and a pull down queen Murphy bed in the living room. It has...

    Pool
    FREE CANCELLATION

    $188 to $270/night

  25. APARTMENT
    KV201A THLP-CTOM(SIYG)-02M-ACH

    KV201A THLP-CTOM(SIYG)-02M-ACH

    Honolulu, HI

    Enjoy this great studio on the quiet side of the building. Full size bed sleeps two. Kitchenette, private bath, cable TV and free WIFI. The kitchenette offers guest almost everything they need for preparing meals. Refrigerator, microwave, two-burner...

    FREE CANCELLATION

    $100 to $131/night

  26. CONDOMINIUM
    Papakea L106

    Papakea L106

    Lahaina, HI

    Highly upgraded West Maui Kaanapali Papakea 2 bedroom, 2 full bathrooms, ground floor condo 25 feet from the oceans edge. Watch the whales, sunsets, and the ocean from the kitchen, living room and lanai. Sleep to the sound of the waves. This condo...

    Pool Hot Tub

    $400 to $491/night

  27. CONDOMINIUM
    Papakea E306

    Papakea E306

    Lahaina, HI

    One of the nicest ocean view units in Papakea. Highly upgraded with all the amenities you expect. Living room Air Conditioning, designer granite, Bosch dishwasher, GE washer/dryer, flat surface range/oven, LCD flat screen TV's in both living room...

    Pool Hot Tub

    $203 to $314/night

  28. CONDOMINIUM
    Sugar Beach Resort, #418

    Sugar Beach Resort, #418

    Kihei, HI

    Sugar Beach Resort is the Winner of Building of the Year and Manager of the Year Awards from the Institute of Real Estate Management (IREM®) Sugar Beach Resort is a tranquil beachfront condominium resort located in North Kihei offering sweeping...

    Pool

    $190 to $387/night

  29. CONDOMINIUM
    Kamaole Nalu Unit #304

    Kamaole Nalu Unit #304

    Kihei, HI

    Kamaole Nalu Resort is a six story oceanfront property located in South Kihei. It offers time stopping views of the dazzling Pacific Ocean and a friendly casual atmosphere. Adjacent the property is Kamaole Beach, well known for its romantic sunsets,...

    Pool

    $247 to $394/night

  30. CONDOMINIUM
    Wailea Elua Unit #0802

    Wailea Elua Unit #0802

    Wailea, HI

    Wailea Elua Village is an exclusive beachfront property located in the heart of the resort community of Wailea. This relaxing low-density property consists of two-story buildings terraced over twenty-four acres of immaculate tropical landscaping....

    Pool Hot Tub

    $459 to $953/night