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
    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

  2. CONDOMINIUM
    Maui Eldorado Condo J100

    Maui Eldorado Condo J100

    Kaanapali, HI

    Don't miss this rare opportunity to relax in this privately-owned two bedroom two bath spacious 1500 square foot Maui condo - Maui Eldorado J100!! Situated in the heart of Kaanapali, short walk to world class shopping and restaurants at Whaler's...

    Pool
    FREE CANCELLATION

    $370 to $816/night

  3. HOUSE
    Kahana Sunset E6

    Kahana Sunset E6

    Kahana, HI

    Come enjoy paradise in this recently renovated two-bedroom, two and a half bath condominium in West Maui, Hawaii. With a panoramic view of the ocean, Kahana Sunset Condo, Unit E-6, is just steps away from a secluded beach. The two-level condo, which...

    Pool

    $276 to $332/night

  4. HOUSE
    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

  5. HOUSE
    Junior Suite Oceanfront #302

    Junior Suite Oceanfront #302

    Lahaina, HI

    This is a lovely Studio featuring a Queen sized Murphy Bed. The bed is easily placed into the wall to expand your living space if you so desire. One of Maui Kai’s little gems is unit 302. In colorful, floral designs, this room presents itself as a...

    Pool Hot Tub
    FREE CANCELLATION

    $278 to $341/night

  6. HOUSE
    Best Rate- 1 Bedroom Corner Oceanfront 12

    Best Rate- 1 Bedroom Corner Oceanfront 12

    Kaanapali, HI

    One Bedroom Corner - King Bed, NO sofa bed, enclosed lanai which makes the unit , Flat screen TV - hardwood floors; Livingroom is tiled in white. This condo will accommodate a maximum of two people, four with queen areo bed as extra bedding. The...

    Pool Hot Tub
    FREE CANCELLATION

    $351 to $423/night

  7. 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

  8. HOUSE
    Blue Kehena

    Blue Kehena

    Pahoa, HI

    Walking distance to Kehena Black Sand Beach, a clothing optional destination beach, Blue Kehena sits in the verdant jungle of the lush Kehena neighborhood. Elegant and exotic, the décor in Blue Kehena hearkens back to both missionary Hawaii and...

    $292 to $315/night

  9. CONDOMINIUM
    Waikiki Sunset Suite 2404

    Waikiki Sunset Suite 2404

    Waikiki, HI

    Partial Ocean View Waikiki Sunset Condo, Free Parking & Wifi Soak in the view from this high level condo. The view from the lanai is of Diamond Head Crater and Kapiolani Park to the left and the ocean to the right. This condo suite is one block...

    Pool

    $146 to $236/night

  10. 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

  11. 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

  12. CONDOMINIUM
    Kuleana 310

    Kuleana 310

    Lahaina, HI

    Enjoy Spectacular views as you relax on the lanai in this newly updated unit. Beautifully landscaped grounds on the water. Hear the waves rolling in while you enjoy this upgraded unit with granite counter tops in the kitchen and bath and tile floors...

    Pool
    FREE CANCELLATION

    $161 to $331/night

  13. 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

  14. 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

    $316 to $363/night

  15. CONDOMINIUM
    Hale Kamaole #107

    Hale Kamaole #107

    Kihei, HI

    Great Garden View, located close to the pool & office. A brand new kitchen was installed with beautiful granite countertops in 2015. Two lazy boy recliners & comfortable rattan couch with queen hide-a-bed in living room. Bathroom has a tub & shower...

    Pool
    FREE CANCELLATION

    $196 to $281/night

  16. CONDOMINIUM
    Kalani Kai 105

    Kalani Kai 105

    Kailua Kona, HI

    This lovely ground floor condo located in downtown makes it easy to explore the sights and activities of historic Kailua-Kona, Hawaii. You may lounge at the pool and enjoy the BBQ/picnic area at the Kalani Kai complex. This affordable 'hale' is the...

    Pool
    FREE CANCELLATION

    $116 to $127/night

  17. HOUSE
    1 Bedroom Oceanfront #404

    1 Bedroom Oceanfront #404

    Kaanapali, HI

    One Bedroom - Flat screen TV ; King bed, 2 Twins on lanai. (NO SOFA BED) This unit is part of the Maui Kai Condos a Lahaina hotel located on the Kaanapali Beach less than one mile from the Kapalua West Maui Airport. This unit features an heated...

    Pool Hot Tub
    FREE CANCELLATION

    $341 to $413/night

  18. 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

  19. CONDOMINIUM
    Haupia Kahuku Condo

    Haupia Kahuku Condo

    Kahuku, HI

    Cool condo that sleeps 8. One of the few units with brand new split AC in living /dining/kitchen areas and loft sleeping area. Plus, window AC units in all bedrooms will keep you cool and comfortable when it's hot outside. Nice new full size sofa...

    Pool
    FREE CANCELLATION

    $297 to $337/night

  20. CONDOMINIUM
    Hale Kamaole #213

    Hale Kamaole #213

    Kihei, HI

    Ocean View. Completely remodeled condo, with fantastic kitchen, very spacious. Bathroom has walk-in shower enclosure. King bed in bedroom with new carpet & rattan bedroom furniture. Living room has rattan Hawaiian style furniture with queen...

    Pool
    FREE CANCELLATION

    $196 to $281/night

  21. CONDOMINIUM
    Cliffs 8205

    Cliffs 8205

    Princeville, HI

    Located in Princeville on the lush north shore of Kauai, Cliffs 8205 is the perfect home away from home (up to 4). This luxury condo has spectacular unobstructed ocean views, pleasant trade winds and a front row seat for whale watching. Relax in...

    Pool Hot Tub

    $253 to $301/night

  22. 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

  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. 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

  25. VILLA
    Bay Villa 31G4 Gold Ocean View

    Bay Villa 31G4 Gold Ocean View

    Kapalua, HI

    This luxurious Island Villa is uniquely positioned to offer nice ocean views! The perfect Rx for leaving your every care behind. Surround yourself with rare exotic wood cabinetry, new granite counter tops and new stainless steel appliances, Cool...

    Pool

    $531 to $969/night

  26. CONDOMINIUM
    Kaleialoha #207

    Kaleialoha #207

    Lahaina, HI

    Completely remodeled condo. Two 55' Flat Screen TV's, A/C, Bosch washer Dryer, wine cooler. Granite and marble throughout. King bed. Free internet/ basic cable, onsite parking and local phone. Near Shopping, Restaurants and all beach activities....

    Pool
    FREE CANCELLATION

    $218 to $348/night

  27. CONDOMINIUM
    O-704 Hale Lau Wai Ko Olina Beach Villa

    O-704 Hale Lau Wai Ko Olina Beach Villa

    Kapolei, HI

    Enjoy direct ocean-facing views and beautiful garden and pool area views from this luxury Beach Villa at Ko'Olina. This well-appointed 1,171 square foot 2 bedroom 2 bathroom 7th floor Beach Villa has direct ocean views overlooking the lap pool and...

    Pool

    $392 to $1,204/night

  28. CONDOMINIUM
    Hale Kamaole #129

    Hale Kamaole #129

    Kihei, HI

    Welcome to suite 129. This beautifully appointed one bedroom, one bath ground floor unit has brand new hardwood floors in the bedroom and living room, and ceramic tile throughout the rest of the condo. It features new bedroom furniture including a...

    Pool
    FREE CANCELLATION

    $214 to $312/night

  29. HOUSE
    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 carpet in the center living area of the...

    Pool Hot Tub
    FREE CANCELLATION

    $278 to $341/night

  30. VILLA
    Golf Villa 25T4

    Golf Villa 25T4

    Kapalua, HI

    This lovely Villa has the feeling of casual island elegance with it's open style kitchen and living-dining area. Featuring a luxury gourmet kitchen with quality stainless steel appliances, surrounded by natural stone and warm exotic woods. It will...

    Pool

    $294 to $563/night