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
    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

  2. CONDOMINIUM
    Mauna Kai 5A

    Mauna Kai 5A

    Princeville, HI

    Mauna Kai is a charming townhome complex in central Princeville. The walk to north shore Anini Beach - a beautiful, uncrowded, white-sand beach - is a brief 12-minutes along a shady tree-lined path. Shopping and dining in Princeville are also easy...

    Pool
    FREE CANCELLATION

    $182 to $238/night

  3. CONDOMINIUM
    Maui Eldorado: Maui Condo B105

    Maui Eldorado: Maui Condo B105

    Kaanapali, HI

    Enjoy this spacious 1 bedroom almost 1000 sq ft in the Kaanapali beach resort area Short walk to Whaler's Village shops, restaurants & Kaanapali beach. The only resort with exclusive beachfront clubhouse & full kitchen right on the beach - ice...

    Pool
    FREE CANCELLATION

    $220 to $502/night

  4. CONDOMINIUM
    Ilikai 1418

    Ilikai 1418

    Waikiki, HI

    OCEAN / LAGOON VIEWS! STEPS TO WAIKIKI BEACH. 2 bedroom, 2 bathrooms, two 120 sq. ft lanais, 1,000 interior sq. ft. Kg bed, 2 double beds, Qn sofa bed. Walking distance to parks, shopping mall, restaurants, shops, buses, rental cars, parks. The...

    Pool
    FREE CANCELLATION

    $373 to $576/night

  5. CONDOMINIUM
    Kanai A Nalu 318

    Kanai A Nalu 318

    Wailuku, HI

    Oceanfront condo on third floor with beautiful ocean and beach views! Upgraded property. Quiet home listen to the sounds of the sea. Spectacular ocean front condo with amazing views! Three Way Split AC in the living room, master bedroom and second...

    Pool
    FREE CANCELLATION

    $251 to $461/night

  6. CONDOMINIUM
    Sealodge D1

    Sealodge D1

    Princeville, HI

    With a private oceanfront lanai and spacious expanse of lawn in front, you'll enjoy sitting outside admiring the view and the passing chickens and nene. Take along the provided binoculars and get an up close view of the surfers, or watch for...

    Pool
    FREE CANCELLATION

    $203 to $275/night

  7. CONDOMINIUM
    Hale Mahina #B303

    Hale Mahina #B303

    Lahaina, HI

    This is a remodeled ocean front 1 bedroom condo on the 3rd floor of building B at the Hale Mahina Beach Resort. Featuring warm ocean breezes and cool tropical nights. The condo has a 50" HDTV and free Wi-Fi internet access. Renovations to the condo...

    Pool
    FREE CANCELLATION

    $186 to $447/night

  8. 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

  9. 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

  10. 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

  11. 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

  12. 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

  13. CONDOMINIUM
    Mahana Resort #304

    Mahana Resort #304

    Lahaina, HI

    Ocean front on North Ka'anapali beach. An ocean front bedroom allows for a greater view in this remodeled Deluxe unit. Remodel includes new flooring, kitchen with new cabinets and granite counter tops, new bathroom vanity, sinks & granite top and...

    Pool
    FREE CANCELLATION

    $336 to $606/night

  14. 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

  15. 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

  16. 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

  17. 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

  18. 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

  19. 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

  20. 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

  21. 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

  22. 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

  23. 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

  24. 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

  25. 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

  26. 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

  27. 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

  28. 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

  29. 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

  30. 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