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
    Kaanapali Royal #N302

    Kaanapali Royal #N302

    Lahaina, HI

    New to program: Two story large vacation condo on the 3rd floor walking distance to Whaler's Village and Kaanapali Beach. (Stairs to entrance and in condo). King bed in the master suite upstairs, king bed in the guest bedroom downstairs and a...

    Pool
    FREE CANCELLATION

    $310 to $945/night

  2. CONDOMINIUM
    Maui Kaanapali Villas #B133

    Maui Kaanapali Villas #B133

    Lahaina, HI

    Garden and resort views at this studio condo in the Banyan Building at the beautiful Ocean front resort of Maui Kaanapali Villas. Our condo is nicely updated and furnished. Watch your favorite DVD on the 42" flat screen TV. Beach chairs, boogie...

    Pool
    FREE CANCELLATION

    $232 to $406/night

  3. CONDOMINIUM
    Paki Maui #420

    Paki Maui #420

    Lahaina, HI

    This Paki Maui garden view condo is full of sunshine on the 4th floor with your lanai overlooking the lush gardens below. You are steps from lounging on the grassy area overlooking the ocean with views of Molokai and Lanai. You can watch green sea...

    Pool
    FREE CANCELLATION

    $139 to $332/night

  4. CONDOMINIUM
    Papakea #A105

    Papakea #A105

    Lahaina, HI

    Remodeled with ocean front views on the ground floor in North Ka'anapali. Sleeping accommodations will allow for a maximum of two people only. A window air conditioner in the living room cools the entire condo. The bathroom features a walk-in...

    Pool
    FREE CANCELLATION

    $186 to $459/night

  5. CONDOMINIUM
    Paki Maui #421

    Paki Maui #421

    Lahaina, HI

    Your Million Dollar Direct Ocean Front Views awaits you! 2 bedroom, 2 baths, sleeps 6. Enjoy breath taking panoramic views from 2 separate Lanais in our epic Oceanfront top floor home. This 1,150 sq ft unit has been fully remodeled & upgraded. All...

    Pool
    FREE CANCELLATION

    $406 to $566/night

  6. CONDOMINIUM
    Lahaina Shores #425

    Lahaina Shores #425

    Lahaina, HI

    Direct ocean front views from our 4th floor remodeled studio condo located at the beautiful beach front Resort in Lahaina Town: Lahaina Shores. Completely remodeled kitchen with granite counters. Tiled walk-in shower with bench (no tub). Affordable...

    Pool
    FREE CANCELLATION

    $244 to $447/night

  7. CONDOMINIUM
    D3-1 Bedroom Beachfront

    D3-1 Bedroom Beachfront

    Kihei, HI

    Ma'alaea Surf, Unit D3 is an ideally located ground floor unit, approximately 5 steps from the white sandy beach. This well-appointed unit features a fully furnished kitchen, large master suite with king size bed and a queen size sofa bed in the...

    Pool
    FREE CANCELLATION

    $304 to $467/night

  8. CONDOMINIUM
    E6-2 Bedroom Oceanfront Townhouse

    E6-2 Bedroom Oceanfront Townhouse

    Kihei, HI

    Ma'alaea Surf, Unit E6 - WHAT A VIEW! Sunsets on the lanai….Stunning views of the ocean and the West Maui Mountains… This 2 bedroom 2 bath second floor private condo sleeps 4 on comfortable Cal King beds, and is on a property built in the unique...

    Pool
    FREE CANCELLATION

    $343 to $540/night

  9. CONDOMINIUM
    Pohailani Maui 115

    Pohailani Maui 115

    Lahaina, HI

    Our remodeled villa has all of the modern amenities of home! It is situated half way between Kaanapali and Kapalua Bay with plenty of shopping and restaurants near by. This beautifully furnished 2 bedroom 1 bath condo sleeps up to 6 people and has a...

    Pool
    FREE CANCELLATION

    $199 to $281/night

  10. CONDOMINIUM
    Maui Kaanapali Villas #C152

    Maui Kaanapali Villas #C152

    Lahaina, HI

    Garden views from the ground floor in North Ka'anapali. The condo has a cool tropical theme with tile throughout. A fully equipped galley kitchen. Bring your laptop and surf free wireless internet access from anywhere in the condo. Listen to your...

    Pool
    FREE CANCELLATION

    $191 to $331/night

  11. CONDOMINIUM
    Hale Kamaole #326

    Hale Kamaole #326

    Kihei, HI

    Beautifully updated condo with partial Ocean View! Upstairs master bedroom has island style King bed and furniture. Remodeled master bath has walk-in tiled shower, new vanity and granite top. Downstairs bedroom has island style furniture with 2 Twin...

    Pool
    FREE CANCELLATION

    $269 to $379/night

  12. CONDOMINIUM
    Ali'i Kai 6102

    Ali'i Kai 6102

    Princeville, HI

    Enjoy oceanfront views from every window in this spacious, updated 2br/2ba condo. Unique location in a single-story building, so you have all the advantages of a ground floor unit, but no other condos above you. A variety of beach gear is...

    Pool
    FREE CANCELLATION

    $142 to $601/night

  13. CONDOMINIUM
    Kaanapali Royal #A303

    Kaanapali Royal #A303

    Lahaina, HI

    Kaanapali Royal #A303: Fully remodeled (as of 2015)included tile floors throughout, new furniture, new kitchen with bright and shiny new appliances including washer and dryer. Large lanai features wet bar with sink. Master suite upstairs features a...

    Pool
    FREE CANCELLATION

    $278 to $600/night

  14. VILLA
    Bay Villa 17B2 Gold Ocean View

    Bay Villa 17B2 Gold Ocean View

    Kapalua, HI

    Over $600K in recent upgrades! Even the best photos can not capture the true beauty of the high-end materials used, the designer furniture and accessories and the magnificent views that surround this 5 star property. If you have ever dreamed of...

    Pool

    $563 to $1,063/night

  15. CONDOMINIUM
    Hale Kamaole #264

    Hale Kamaole #264

    Kihei, HI

    Great Ocean and mountain Views. Two bedroom with loft. Upstairs master bedroom has king bed, downstairs bedroom has two twin beds, with queen hide-a-bed in living room. Loft has twin bed. Kitchen and Bathrooms have new cabinets. Bathrooms provide...

    Pool
    FREE CANCELLATION

    $269 to $379/night

  16. CONDOMINIUM
    Paniolo- Kahuku Condo

    Paniolo- Kahuku Condo

    Kahuku, HI

    Upgraded condo. WIFI. Blue Ray player with Netflix access. DVR. Blu Ray player with Netflix access Welcome to Kuilima Estates, the condo property located on the grounds of world-renowned Turtle Bay. The condos are surrounded by two beautifully...

    Pool
    FREE CANCELLATION

    $254 to $280/night

  17. CONDOMINIUM
    Sunset Retreat Condo

    Sunset Retreat Condo

    Kahuku, HI

    Beautiful second story upgraded condo in a great location! Close to the beach, the hotel and LeiLeis restaurant. Welcome to Kuilima Estates, the condo property located on the grounds of world-renowned Turtle Bay. The condos are surrounded by two...

    Pool
    FREE CANCELLATION

    $260 to $299/night

  18. HOUSE
    Kahana Sunset E8

    Kahana Sunset E8

    Kahana, HI

    E8 is our 2 bedroom/2 bath condo and has been completely remodeled and redecorated.The furnishings are beautiful and comfortable. Kahana Sunset is a small oceanfront property offering an amazing private beach, beautiful pool and gorgeous grounds....

    Pool

    $276 to $332/night

  19. VILLA
    Kapalua Golf Villa 25V2 Gold Ocean View

    Kapalua Golf Villa 25V2 Gold Ocean View

    Kapalua, HI

    If you enjoy the serene and tranquil feel of the Golf Villas but want a nice ocean view, you will be delighted with this little gem. It is the best of both worlds. Just steps from the pool and green or a short walk to the beach. This lovely villa is...

    Pool

    $281 to $494/night

  20. VILLA
    Ridge 1721 Gold Ocean View

    Ridge 1721 Gold Ocean View

    Kapalua, HI

    This Kapalua Ridge Villa is located on top of the ridge near World Class Kapalua Beach. It offers it's visitors a panoramic view of the Pacific Ocean. Tropical breezes keep this scenic location pleasant and comfortable even on the warmest Maui...

    Pool

    $294 to $494/night

  21. VILLA
    Kapalua Bay Villa 21B2

    Kapalua Bay Villa 21B2

    Kapalua, HI

    This gorgeous Beach Front Villa occupies the top two floors of building 21. It has two completely private master bedrooms with en-suite. Main floor master has a private lanai. Both master suites have spectacular ocean views. There are 3 bathrooms;...

    Pool

    $1,156 to $1,750/night

  22. VILLA
    Bay Villa 22G2 Gold Ocean Front

    Bay Villa 22G2 Gold Ocean Front

    Kapalua, HI

    Perfectly situated above the waves in the most pristine and highly desired locations in Kapalua! This unique floor plan is the only ground-floor Kapalua Bay villas that can boast an additional 150+ square feet of living space facing the ocean!!...

    Pool

    $813 to $1,219/night

  23. VILLA
    Bay Villa 22G4 Gold Ocean Front

    Bay Villa 22G4 Gold Ocean Front

    Kapalua, HI

    Dreaming of Paradise? You'll pinch yourself when you walk into this gorgeous Bay Villa. It's everything you imagined and more, including discounts on tee times at the world-famous Plantation and Bay Courses. Start your vacation with a frosty...

    Pool

    $563 to $781/night

  24. CONDOMINIUM
    Mahana Resort #1106

    Mahana Resort #1106

    Lahaina, HI

    Welcome to Mahana 1106! Located on the eleventh-floor, this recently remodeled one bedroom, one bath condo sleeps 2-4 and features stunning panoramic views of the ocean, beach and outer islands from the living room, dining area, bedroom, and lanai....

    Pool
    FREE CANCELLATION

    $325 to $638/night

  25. CONDOMINIUM
    Hoyochi Nikko #109

    Hoyochi Nikko #109

    Lahaina, HI

    One bedroom condo located in beautiful west Maui. For those wishing additional solitude, this is an end unit with a new queen bed and bedroom air conditioning. All units are fully equipped with Cable TV, DVD, CD player, washer/dryer, and...

    Pool
    FREE CANCELLATION

    $201 to $296/night

  26. CONDOMINIUM
    Kaleialoha #214

    Kaleialoha #214

    Lahaina, HI

    Beautiful, newly remodeled 2nd floor. All new furnishings including King Bed. Brand new carpeting! Upgraded bath has tub/shower combo. Brand new queen size sofa sleeper. Ceramic stove top in open kitchen. 2nd floor on end offers privacy and gorgeous...

    Pool
    FREE CANCELLATION

    $195 to $336/night

  27. CONDOMINIUM
    NorthShore Haven Condo

    NorthShore Haven Condo

    Kahuku, HI

    Very nice second story unit with great location on 1st tee, screened-in lanai, upgraded kitchen w/granite counter tops, WIFI,, 36" HDTV w/DVR, free long distance in a/c in bedroom, ceiling fans through out, new carpet and flooring through out. No...

    Pool
    FREE CANCELLATION

    $260 to $299/night

  28. CONDOMINIUM
    Wicked Wahine 57 Condo

    Wicked Wahine 57 Condo

    Kahuku, HI

    Upgraded unit located on the 1st tee of the Fazio Course.Tile flooring throughout. Walk-in shower upstairs. Screened-in lanai. 50" TV in living room has VCR-DVD. TV in MB.. A/C in both bedrooms. WIFI. No phone. Wheelchair acessible. No land line...

    Pool
    FREE CANCELLATION

    $329 to $363/night

  29. CONDOMINIUM
    Mahana Resort #1017

    Mahana Resort #1017

    Lahaina, HI

    Outstanding ocean front views on North Ka'anapali beach. Enjoy heavenly sunsets from your living room AND bedroom. This condo has been totally remodeled and is tastefully decorated with an island style theme. The kitchen has granite counter tops and...

    Pool
    FREE CANCELLATION

    $325 to $606/night

  30. CONDOMINIUM
    Cliffs 4205

    Cliffs 4205

    Princeville, HI

    This beautiful Kauai vacation rental is equipped with all of the modern luxury you’ll need, while also providing an easy, tranquil vacation-getaway on Kauai's paradisical north shore in Princeville. Stare into the expanse of the deep blue Pacific...

    Pool Hot Tub

    $235 to $301/night