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 #7-305

    Kamaole Sands #7-305

    Kihei, HI

    Kamaole Sands is the premiere property in South Kihei. Located across the street from Kamaole Beach III.  Whale watch, swim, snorkel, walk miles on the beach and watch the most amazing sunsets imaginable. There are 15 acres of lush tropical...

    Pool Hot Tub
    FREE CANCELLATION

    $157 to $365/night

  2. CONDOMINIUM
     Luxurious Oceanfront Condo on Molokai- Ka Hale Ola

    Luxurious Oceanfront Condo on Molokai- Ka Hale Ola

    Kaunakakai, HI

    You will feel so comfortable and "at home" in the condo that you will be reluctant to leave, but there are other wonderful experiences awaiting you on the grounds of Wavecrest. Wander through the lush tropical grounds, enjoy the fabulous pool right...

    Pool
    FREE CANCELLATION

    $158 to $191/night

  3. CONDOMINIUM
    O-1202: Hale Pumehana Ko Olina Beach Villa

    O-1202: Hale Pumehana Ko Olina Beach Villa

    Kapolei, HI

    This 3 BD, 2.5 BA luxury Penthouse on the 12th floor of the Ocean Tower has stunning direct ocean views, was fully re-decorated by a professional interior designer in early 2015 (NEW paint, furnishings, original artwork, built-in closets,...

    Pool

    $740 to $1,668/night

  4. CONDOMINIUM
    Kamaole Sands #5-310

    Kamaole Sands #5-310

    Kihei, HI

    Kamaole Sands is the premiere property in South Kihei. It is located across the street from Kamaole Beach III. Have a picnic, whale watch, swim, snorkel, stand-up paddle board, walk miles on the beach and watch the most amazing sunsets imaginable....

    Pool Hot Tub
    FREE CANCELLATION

    $197 to $365/night

  5. CONDOMINIUM
    Maui Kai 601

    Maui Kai 601

    Lahaina, HI

    Enjoy unbeatable panoramic views from this highly desirable 6th floor oceanfront corner unit on the Kaanapali coast. You can’t get any closer to the ocean than this resort! Watch gorgeous sunsets over Molokai and Lanai every day from the comfort...

    Pool
    FREE CANCELLATION

    $249 to $688/night

  6. CONDOMINIUM
    Paniolo Hale Condo Q3

    Paniolo Hale Condo Q3

    Maunaloa, HI

    This two story condo sits over the pool.  The upper level is a has the master bedroom with king bed, 2 bathrooms, one on each floor - newly remodeled, spacious 1,000 sq ft, open beam ceilings, 10'x20' screened lanai, non-smoking unit cable TV with...

    Pool
    FREE CANCELLATION

    $141 to $152/night

  7. CONDOMINIUM
    Ka Hale Kaeloha (House of Love) – Romantic Oceanside Condo

    Ka Hale Kaeloha (House of Love) – Romantic Oceanside C...

    Kaunakakai, HI

    The enchanting views and multiple attractions at Molokai Shores await you at this lovingly furnished, one-bedroom condo. With all new, tropical furniture and decor, this home provides a full-blown, Hawaiian experience plus everything you need to...

    Pool Pets OK
    FREE CANCELLATION

    $158 to $191/night

  8. CONDOMINIUM
    Hale Kamaole #327

    Hale Kamaole #327

    Kihei, HI

    Garden and tennis court View. Very nice two bedroom condo, newly updated. Comfortable and welcoming to any family. Queen bed in master bedroom, twin beds in the other room. Queen hide-a-bed and two recliners in living area. Rattan dining set with 6...

    Pool
    FREE CANCELLATION

    $245 to $379/night

  9. CONDOMINIUM
    Wailea Elua Unit #0307

    Wailea Elua Unit #0307

    Wailea, HI

    A note from the owner: Welcome to Wailea Elua Village #307, our newly remodeled ground floor condo and our piece of paradise. With outstanding views, beach access through beautifully sculpted gardens, and Hawaiian-home class, it has everything you...

    Pool Hot Tub

    $459 to $953/night

  10. CONDOMINIUM
    Vista Waikoloa D-102

    Vista Waikoloa D-102

    Waikoloa, HI

    Our beautiful villa has a fully equipped kitchen to your convenience. The oversized flat screen has cable and a DVD player. The outside Lanai has a sink, a dinner table with 4 chairs and 2 lounge chairs to catch some sun!!! This is a very bright and...

    Pool
    FREE CANCELLATION

    $234 to $464/night

  11. VILLA
    Colony Villas at Waikoloa Beach Resort #2204

    Colony Villas at Waikoloa Beach Resort #2204

    Waikoloa, HI

    Aloha and welcome to our Big Island getaway. Our Villa was purchased in March of 2011 and is a part of the Waikoloa Colony Villas located within the exclusive Waikoloa Beach Resort. Located just eighteen miles north of the Kona Airport, this premier...

    Pool
    FREE CANCELLATION

    $184 to $464/night

  12. CONDOMINIUM
     Hono Kai C1 (2 Bedroom condo)

    Hono Kai C1 (2 Bedroom condo)

    Maalaea, HI

    Hono Kai #C1 is registered as a Transient Accommodation. Owner Registration I.D. TA-042-151-1168-01 Maui Direct Beach Front' Deluxe 'Lucky' is the guest who spends their Maui holiday in this fabulous location. 'Hale Noelani' home of the heavenly...

    Pool
    FREE CANCELLATION
  13. CONDOMINIUM
    Paki Maui 207

    Paki Maui 207

    Lahaina, HI

    Maui is such a beautiful island that has a lot to offer. Whether you're celebrating your honeymoon, anniversary, birthday, or just in need of some relaxing vacation, this condo is going to add a special touch to your time in Maui. The view from...

    Pool
    FREE CANCELLATION

    $165 to $560/night