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
    Paki Maui Unit #420 Condo

    Paki Maui Unit #420 Condo

    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 $325/night

  2. CONDOMINIUM
    Lahaina Roads Unit #201

    Lahaina Roads Unit #201

    Lahaina, HI

    It is all about the views (oh and the location)! This remodeled 2nd floor two bedroom, one bath Maui vacation rentals has Direct Ocean Front Views. Located at Lahaina Roads on Front Street is one of the best kept secrets in Old Lahaina Town! Lahaina...

    Pool
    FREE CANCELLATION

    $290 to $867/night

  3. CONDOMINIUM
    Maui Kaanapali Villas #B242

    Maui Kaanapali Villas #B242

    Kaanapali, HI

    Garden views in North Ka'anapali. This remodeled second floor condo has stairs to its entrance, no elevators. Bring your laptop and enjoy free wireless internet access from anywhere in the condo. Bring your CD's from home and listen on the player...

    Pool
    FREE CANCELLATION

    $180 to $331/night

  4. CONDOMINIUM
    Kaanapali Shores #916

    Kaanapali Shores #916

    Lahaina, HI

    Remodeled with ocean views in Ka'anapali, this condo is well equipped, thoughtfully decorated and a perfect place for a family. Bring your DVD's from home and watch them in the living room and guest bedroom. There's also a TV in the master bedroom....

    Pool
    FREE CANCELLATION

    $348 to $706/night

  5. CONDOMINIUM
    Papakea Unit #G106 Condo

    Papakea Unit #G106 Condo

    Kaanapali, HI

    Ground floor in the "G" building with partial ocean views at The Papakea Beach Resort on N. Kaanapali Beach. This lovely 2 bedroom, 2 bath condo features tile floors, African mahogany cabinetry, granite counter tops, new appliances, and a large flat...

    Pool
    FREE CANCELLATION

    $290 to $600/night

  6. CONDOMINIUM
    Papakea Unit #C403 Condo

    Papakea Unit #C403 Condo

    Kaanapali, HI

    Deluxe, remodeled with ocean views in North Ka'anapali. This 4th floor condo features 2 downstairs bedrooms with king beds and 2 bathrooms. Upstairs loft bedroom has 2 double beds + 1 twin bed and bathroom upstairs. Sleeping accommodations will...

    Pool
    FREE CANCELLATION

    $435 to $940/night

  7. CONDOMINIUM
    Alii Kai 3103

    Alii Kai 3103

    Princeville, HI

    Alii Kai 3103 is perfect for a family with sleeping room for 6 in 3 comfortable queen beds. Great north shore beaches and activities just minutes away, and a view so amazing you'll be tempted to just stay in and relax! This comfortable Alii Kai...

    Pool
    FREE CANCELLATION

    $238 to $293/night

  8. CONDOMINIUM
    Papakea Unit #E401 Condo

    Papakea Unit #E401 Condo

    Kaanapali, HI

    Ocean views in North Ka'anapali. New living room furniture including upgraded sofa bed mattress as of Nov '17. Ceiling fans and a split A/C system in living room, master bedroom and loft help to keep the condo cool. This condo features a downstairs...

    Pool
    FREE CANCELLATION

    $284 to $619/night

  9. CONDOMINIUM
    Mahana Resort Unit #616

    Mahana Resort Unit #616

    Lahaina, HI

    Welcome to Mahana 616. This oceanfront one bedroom, one bath condo with stunning panoramic views of the ocean, beach and outer islands from the living room, dining area, bedroom, and lanai. King bed (new as of July 2018) + queen sofa sleeper allow...

    Pool
    FREE CANCELLATION

    $313 to $669/night

  10. CONDOMINIUM
    Valley Isle Unit #1206

    Valley Isle Unit #1206

    Kahana, HI

    Ocean front penthouse condo on Kahana Bay. Bring your DVD's from home and watch them on the 27" LCD TV. Stay connected to family and friends and enjoy free Wi-Fi internet access. This 12th floor location is the most sought after allowing an...

    Pool
    FREE CANCELLATION

    $157 to $464/night

  11. CONDOMINIUM
    Papakea Unit #L407 Condo

    Papakea Unit #L407 Condo

    Kaanapali, HI

    Fourth floor 2 bedroom, 1 bath vacation condo with ocean views in North Ka'anapali. This condo features a king bed in the master bedroom downstairs. The bathroom which is downstairs features a tub/shower combo. The loft upstairs serves as a guest...

    Pool
    FREE CANCELLATION

    $290 to $653/night

  12. CONDOMINIUM
    Lahaina Shores Unit #531

    Lahaina Shores Unit #531

    Lahaina, HI

    5th floor direct ocean front views from our studio unit #531 at the Beach Front Resort: Lahaina Shores. Brand new to our program! Full size kitchen, tiled walk-in shower and a cozy king size bed. Did I mention the views? Breathtaking! Central AC...

    Pool
    FREE CANCELLATION

    $273 to $447/night

  13. CONDOMINIUM
    Mahana Resort Unit #304

    Mahana Resort Unit #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
    Mahana Resort Unit #804

    Mahana Resort Unit #804

    Kaanapali, HI

    Ocean front on the 8th floor on North Ka’anapali beach. Bamboo floors, Hawaiian artwork and sculptures; remodeled and decorated by a local island designer providing welcoming island hospitality in each room. Queen sofa sleeper new as of Sep '15....

    Pool
    FREE CANCELLATION

    $319 to $574/night

  15. CONDOMINIUM
    Napili Shores D230

    Napili Shores D230

    Lahaina, HI

    Come Stay at the famous Napili Shores in this spacious remodeled garden view studio! Beautiful Plumeria trees just off of your private lanai line the interior of this very popular vacation property. This studio comes with a wonderful fully stocked...

    Pool
    FREE CANCELLATION

    $149 to $286/night

  16. CONDOMINIUM
    Pohailani Maui 152

    Pohailani Maui 152

    Lahaina, HI

    If you are seeking a piece of Old Hawaii -- away from crowded hotels and resorts, Pohailani Maui 152 is the place for you!  There is a sense of peace and privacy here that is not present at large resorts. Our elegantly remodeled 2 bedroom, 1...

    Pool
    FREE CANCELLATION

    $199 to $281/night

  17. CONDOMINIUM
    Kaanapali Royal G102

    Kaanapali Royal G102

    Lahaina, HI

    Spend your dream Maui vacation here with us at the Kaanapali Royal G102!! You can spend your days relaxing in Kaanapali on your spacious lanai steps away from the pool, or walk to the beach for a swim or snorkel with the sea turtles at famous Black...

    Pool
    FREE CANCELLATION

    $274 to $561/night

  18. CONDOMINIUM
    Kuleana 706 Condominium

    Kuleana 706 Condominium

    Lahaina, HI

    Enjoy the luxury of this beautiful oceanfront condo including all brand new furniture! You will find travertine floors, granite counter tops in the kitchen, an island bar, and bathroom with a custom walk in shower. There is a heavenly King Bed in...

    Pool Hot Tub
    FREE CANCELLATION

    $251 to $448/night

  19. HOUSE
    Islander on the Beach 246

    Islander on the Beach 246

    Kapaa, HI

    Kauai Calls! Newest Listing: Islander on the Beach #246, a gorgeous Ocean Front View studio! Islander on the Beach offers excellent studio options for accommodating 2-3 guests in Kapaa. This resort complex is centrally located on Kauai, only a 15...

    Pool
    FREE CANCELLATION

    $184 to $254/night

  20. CONDOMINIUM
    Poolside Aina Nalu Condo D107

    Poolside Aina Nalu Condo D107

    Lahaina, HI

    We invite you to come and stay in our upgraded condo just two blocks from famous Front Street!  Relax and enjoy Poolside Premier Platinum 2bd/2ba Aina Nalu condo in Lahaina, Maui.  Walk out your back door to a green space and the beautiful Makai...

    Pool
    FREE CANCELLATION

    $256 to $642/night

  21. HOUSE
    Hale Ke Aluala

    Hale Ke Aluala

    Waimea, HI

    This large 2 bedroom/ 2 bath home has enormous square footage, vaulted bamboo ceilings and a huge wrap around deck. New furnishings, top of the line appliances, gourmet kitchen and so much more… Newly installed A/C and many ceiling fans make it a...

    FREE CANCELLATION

    $471 to $683/night

  22. CONDOMINIUM
    Aina Nalu Premier Platinum Condo K101

    Aina Nalu Premier Platinum Condo K101

    Lahaina, HI

    We invite you to come and stay in our upgraded condo just two blocks from famous Front Street! Relax and enjoy Premier Platinum 2bd/2ba Aina Nalu condo in Lahaina, Maui. 846 sq. ft. for spacious living for up to 6 adults (king bed in master...

    Pool
    FREE CANCELLATION

    $231 to $618/night

  23. CONDOMINIUM
    Mahana 602

    Mahana 602

    Lahaina, HI

    Beautiful 6th floor studio condominium at The Mahana at Kaanapali provides everything you need for your vacation in paradise. Equipped with granite counter tops, beautiful tile floors, central A/C, WiFi, flat screen TV, stocked kitchen, and...

    Pool
    FREE CANCELLATION

    $199 to $704/night

  24. APARTMENT
    KV603 THTH-PTO-00-CHK

    KV603 THTH-PTO-00-CHK

    Honolulu, HI

    Free Wifi!! NEW fridge! Enjoy this studio with a KING size bed, Cable TV is available on large 32" flatscreen TV, mounted on wall for easy viewing. The kitchenette includes all cooking utensils, Pots/Pans/Toaster/Coffee Maker/2 burner...

    FREE CANCELLATION

    $111 to $149/night

  25. VILLA
    Bay Villa 34b2 Gold Ocean Front

    Bay Villa 34b2 Gold Ocean Front

    Kapalua, HI

    Stunning ocean views from every room! Recent upgrades include new furnishings inside and out, new carpet, fresh paint and accessories. The rugged shore below is home to a variety of tropical birds, exotic plants, fish, and giant sea turtles. During...

    Pool

    $781 to $1,219/night

  26. CONDOMINIUM
    Casa De Emdeko 223

    Casa De Emdeko 223

    Kailua-Kona, HI

    Casa De Emdeko, an oceanfront condominium complex, is located on famous Alii Drive just 1.5 miles south of Kailua Kona Village. This is a no-smoking property. This recently remodeled one bedroom unit with garden, fountain and partial ocean views...

    Pool

    $128 to $210/night

  27. 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

  28. CONDOMINIUM
    Papakea Unit #D309 Condo

    Papakea Unit #D309 Condo

    Lahaina, HI

    3rd floor ocean views on the corner of the building in North Ka'anapali. Mini-Facelift May '12 included new Pergo flooring in living room, maple faces for kitchen and bathroom cabinets, new dishwasher, drop ceiling and custom light fixtures in...

    Pool
    FREE CANCELLATION

    $162 to $427/night

  29. CONDOMINIUM
    Papakea Condominium #B207

    Papakea Condominium #B207

    Kaanapali, HI

    Dec 2014 remodel included granite kitchen and bathroom counters tops, new cabinetry, new dishwasher, custom lighting and brand new mattress and Wall bed cabinet. Incredible ocean views overlooking the pool and lush gardens from this studio in North...

    Pool
    FREE CANCELLATION

    $145 to $319/night

  30. HOUSE
    Ho'o Maluhia

    Ho'o Maluhia

    Kailua Kona, HI

    This beautiful home features luxury and artistic touches to add a splash of sophistication to your vacation. The beautiful layout, wood floors and cool tiles fill the house. The master bedroom is located on the upper level. This room includes a...

    Pool

    $444 to $730/night