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
    Paniolo Hale R2

    Paniolo Hale R2

    Maunaloa, HI

    This is a lovely one bedroom, 2 bath condo with open beam ceilings and hardwood floors. Ground floor level has a treetop view living area with a large screened lanai, kitchen,full bath, and dining/living room with flat screen TV/VCR, high speed...

    Pool
    FREE CANCELLATION

    $141 to $169/night

  2. CONDOMINIUM
    Kepuhi Beach 1226

    Kepuhi Beach 1226

    Kalua Koi, HI

    This one is a corner unit and tends to be more private because it is at the end of the Building Nice views of the ocean from this unit. The condo is a studio with queen size bed and a couch that fold into a full size bed. There is a small kitchen...

    Pool
    FREE CANCELLATION

    $113 to $135/night

  3. CONDOMINIUM
    Ke Nani Kai Condo 113

    Ke Nani Kai Condo 113

    Kalua Koi, HI

    Ke Nani Kai 113 a bright and cheery 2 bedroom, 2 bath ocean view condo on Molokai's West End. Main bedroom has a queen bed and second bedroom has two twins. There is a sleeper sofa in the living room. It's a ground floor unit with views of the ocean...

    Pool
    FREE CANCELLATION

    $152 to $169/night

  4. TOWNHOUSE
    Pili Mai Townhouse 2-M

    Pili Mai Townhouse 2-M

    Poipu, HI

    Welcome to Poipu's Newest luxury Townhomes of Pili Mai. Surrounded by the beautiful Kiahuna Golf Course with views of the mountains and ocean in the distance, Pili Mai offers serenity of Kauai vacations. With central air conditioning and large...

    Pool
    FREE CANCELLATION

    $371 to $770/night

  5. TOWNHOUSE
    Pili Mai Townhouse 2-K

    Pili Mai Townhouse 2-K

    Poipu, HI

    Welcome to Poipu's Newest luxury Townhomes of Pili Mai. Surrounded by the beautiful Kiahuna Golf Course with views of the mountains and ocean in the distance, Pili Mai offers serenity of Kauai vacations. With central air conditioning and large...

    Pool
    FREE CANCELLATION

    $371 to $770/night

  6. CONDOMINIUM
    Papakea L108

    Papakea L108

    Lahaina, HI

    The condo is totally renovated and updated. From your private lanai you have a lovely area to sit and dine or just relax with nothing but the crystal blue ocean and the famous Maui sunsets in front, FRONT SEAT WHALE WATCHING from the lanai. Tile...

    Pool Hot Tub
    FREE CANCELLATION

    $253 to $844/night

  7. CONDOMINIUM
    Papakea K306

    Papakea K306

    Lahaina, HI

    A beautifully updated kitchen allows for cooking family meals in, saving money for activities and adventures. In addition to the flat screen TV and dvd player in the living room, there is also a TV in the bedroom.. Bring your electronic equipment...

    Pool Hot Tub
    FREE CANCELLATION

    $208 to $701/night

  8. CONDOMINIUM
    New! Updated! Modern, Maui Beachfront with Central A/C

    New! Updated! Modern, Maui Beachfront with Central A/C

    Lahaina, HI

    Most frequently asked questions re: payments, cancellations, our home, and the area, can be answered in the property info, guest reviews, and pictures, below. We kindly ask that you read all of these details, as we offer a lot of amenities that...

    Pool Hot Tub
    FREE CANCELLATION

    $561 to $731/night

  9. COTTAGE
    Pukoo Cottage (1-Bedroom Cottage)

    Pukoo Cottage (1-Bedroom Cottage)

    Kaunakakai, HI

    Pukoo Cottage is a nicely furnished two bedroom, one bath home located on Pukoo Beach about 16 miles from the main town of Kaunakakai on Molokai's east side. This cute cottage sits on five oceanfront acres with lots of sandy beach. The main bedroom...

    Pool
    FREE CANCELLATION

    $225 to $338/night

  10. CONDOMINIUM
    Paniolo Hale Condo C1

    Paniolo Hale Condo C1

    Maunaloa, HI

    This lovely condo s a one bedroom garden view that is nestle in the middle of the complex but close to the beach access walkway. It is a corrner unit with a screened in lanai on two sides.  Very spacioius inside. There is a full kitchen with all...

    Pool
    FREE CANCELLATION

    $141 to $152/night

  11. 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

  12. CONDOMINIUM
    Waipouli Beach Resort E106

    Waipouli Beach Resort E106

    Kapaa, HI

    New Listing! Beautiful Luxury Inner Courtyard Garden View, One bedroom, Two bath Condominium at the Beachfront Waipouli Beach Resort on Kauai. This Beautiful Luxury Condominium features luxury furnishings for your comfort by International interior...

    Pool
    FREE CANCELLATION

    $321 to $428/night

  13. CONDOMINIUM
    Islander on the Beach 352

    Islander on the Beach 352

    Kapaa, HI

    Come experience Kauai in this Ocean Front condo with unobstructed views of the crystal clear blue waters. Islander on the Beach is located Beach Front in beautiful Kapaa along the coconut coast. It is central on the island, walking distance to...

    Pool
    FREE CANCELLATION

    $221 to $266/night

  14. CONDOMINIUM
    Island Sands 210

    Island Sands 210

    Wailuku, HI

    IS 210-SUMMER Special Prices! Tranquil Oceanfront 1-Bedroom, 1-Bathroom Condo in Maalaea: Maui's Best Kept Secret! We invite you to be our guest in our 1-bedroom, 1-bath oceanfront home. There is an air conditioner in the living room to keep...

    Pool
    FREE CANCELLATION

    $161 to $366/night

  15. 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

    $499 to $1,751/night

  16. CONDOMINIUM
    Lokelani A203

    Lokelani A203

    Lahaina, HI

    Brand New A/C sytem installed. Now the entire unit has A/C! One of the very few units at Lokelani with 3 zones of A/C! No Resort Fees! Lokelani is a gorgeous 2 -floor oceanfront condo that has been completed renovated. It has 2 bedrooms and 2 full...

    Pool
    FREE CANCELLATION

    $373 to $813/night

  17. CONDOMINIUM
    Keauhou Kona Surf & Racquet Club#7-102 "Honu Hale"

    Keauhou Kona Surf & Racquet Club#7-102 "Honu Ha...

    Kailua Kona, HI

    Honu Hale (turtle house) is our dream come true and could be your dream vacation home when you stay with us. Located in a prime area at the gated Keauhou Kona Surf and Racquet Club, this first floor 2 BD, 2 BA is spacious and recently decorated to...

    Pool
    FREE CANCELLATION

    $197 to $292/night