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.

Filter by Region:

Filter by Amenities:

Filter by Entertainment:

Close Filters

Search results

  1. HOUSE
    Kauhale Pilialoha

    Kauhale Pilialoha

    Kamuela, HI

    Kauhale Pilialoha Indulge yourself in the ultimate in island style luxury, at the Big Island of Hawaii’s most exclusive retreat – Kauhale Pilialoha.  Experience breathtaking sunsets and enjoy the natural beauty of Hawaii from the ultimate...

    Pool Hot Tub

    $18,953 to $29,061/night

  2. HOUSE
    Papaua Estate

    Papaua Estate

    Lahaina, HI

    APPROVED MAUI SHORT TERM RENTAL HOUSE #STWM 2104/0003. You and your family and friends will love your stay here for a vacation filled with Aloha! If you are looking for location, luxury and Hawaiian life style, you have found it. Perhaps the most...

    Hot Tub
    FREE CANCELLATION

    $1,869 to $2,874/night

  3. CONDOMINIUM
    Honua Kai Konea 743

    Honua Kai Konea 743

    Lahaina, HI

    This rarely-available top-floor penthouse condominium is the ultimate in luxury living.  Konea 743 boasts amazing ocean views of Maui and the surrounding islands. This spacious suite includes two bedroom, two full baths and a sofa-bed to...

    Pool Hot Tub
    FREE CANCELLATION

    $577 to $950/night

  4. CONDOMINIUM
    Royal Kuhio 3607 Condo

    Royal Kuhio 3607 Condo

    Honolulu, HI

    Spacious Bright And Modern 36th Floor Penthouse Suite In Central Waikiki Every detail has been carefully thought out during the full renovation of this 36th floor condominium. It turned out perfectly! The gorgeous fully equipped open plan kitchen,...

    Pool
    FREE CANCELLATION

    $388 to $557/night

  5. TOWNHOUSE
    Poipu Crater

    Poipu Crater

    Koloa, HI

    Tucked away in the heart of an extinct volcano, Poipu Crater Resort offers lush tropical gardens, privacy and comfort. Perched on the upper rim of the crater, perfectly situated to enjoy sunny mornings and cool tradewinds in the afternoon. This...

    Pool Hot Tub

    $374 to $731/night

  6. CONDOMINIUM
    Holualoa Bay Villas 102

    Holualoa Bay Villas 102

    Kailua Kona, HI

    Enjoy your Hawaiian vacation at this almost oceanfront complex. This fully equipped over 1200 square foot, A/C equipped 2 bedroom, 2 bath condo with oversized lanai is located in Holualoa Bay Villas. The master bedroom has a king size bed , the...

    Pool

    $319 to $572/night

  7. CONDOMINIUM
    Royal Kuhio 3501 Condo

    Royal Kuhio 3501 Condo

    Honolulu, HI

    Renovated / 2 Bedroom / 2bath / Full Kitchen/Washer&Dryer/Free Parking/Free Wifi Super Location, Ideal for Families & Awesome 2019 Rates! Free Onsite Parking Included This condo is a a perfect place for your family to enjoy all the comforts of...

    Pool
    FREE CANCELLATION

    $315 to $473/night

  8. CONDOMINIUM
    Maui Kaanapali Villas 501

    Maui Kaanapali Villas 501

    Lahaina, HI

    This 1 bedroom1 bath condo (provides everything you need for your vacation in paradise. Newly listed and fully furnished, this condo is a great deal. Equipped with air conditioning, wifi, a fully stocked kitchen and stainless steel grills outside,...

    Pool Hot Tub
    FREE CANCELLATION

    $211 to $563/night

  9. 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