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
    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

  2. 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

  3. 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

    $380 to $447/night

  4. CONDOMINIUM
    Waikoloa Beach Villas D1

    Waikoloa Beach Villas D1

    Waikoloa, HI

    Stay, relax & enjoy in our spacious & comfortable poolside home that has a fully equipped kitchen & 3 bedrooms with luxury linens throughout. Enjoy our DVD library on a 52" HD TV in the family room, or read a book in the separate conversation area....

    Pool
    FREE CANCELLATION

    $345 to $741/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

    $313 to $1,043/night

  6. CONDOMINIUM
    Junior Suite Oceanfront 1006

    Junior Suite Oceanfront 1006

    Lahaina, HI

    {Jr. Suite (Studio) - King bed; Flat screen TV; extended lanai} MAUI KAI 1006 This oceanfront junior suite is a bright, airy unit decorated in light tones, pale off-white tile in the kitchen and bath, with pale green carpet in the center living...

    Pool Hot Tub
    FREE CANCELLATION

    $278 to $341/night

  7. CONDOMINIUM
    Junior Suite Oceanfront 1007

    Junior Suite Oceanfront 1007

    Lahaina, HI

    Our Junior Suite on the tenth Floor is spacious and well-appointed with a King Bed as well as a sofa bed for the occasional guest. You will find seating arrangements for relaxing and dining. There is plenty of space to store your clothing and...

    Pool Hot Tub
    FREE CANCELLATION

    $278 to $341/night

  8. CONDOMINIUM
    Junior Suite Oceanfront 607

    Junior Suite Oceanfront 607

    Lahaina, HI

    This beautiful sixth floor oceanfront condo has a perfect view of Molokai. The tropical décor and king murphy bed help make your stay comfortable and relaxing. The fully equipped kitchen is great for a quick bite or a full meal. You will find...

    Pool Hot Tub
    FREE CANCELLATION

    $258 to $341/night

  9. 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

  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. CONDOMINIUM
    Royal Kahana Unit #209

    Royal Kahana Unit #209

    Kahana, HI

    Upgraded Honeymooner's Suite, 1Br + w/Queen Sofa Sleeper, 800 Square feet, New Wood Floors, Freshly Painted w/ Warm Neutral Colors, NEW Serta Posturpedic HOTEL Quality CA King Bed , 2 Leather Sofas in Living Room, Queen Sofa Sleeper w/ Memory Foam...

    Pool
    FREE CANCELLATION

    $215 to $606/night

  12. CONDOMINIUM
    Maui Kaanapali Villas Unit #C160

    Maui Kaanapali Villas Unit #C160

    Lahaina, HI

    Studio condo at the beautiful Maui Kaanapali Villas on N. Kaanapali Beach. Tastefully furnished with remodeled kitchen and bathroom with tiled floors throughout. Condo features a 50 inch flat screen TV and DVD player. Occupancy allows for 4 with a...

    Pool
    FREE CANCELLATION

    $197 to $354/night

  13. 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

  14. 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

    $174 to $665/night

  15. 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

  16. 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