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. HOUSE
    Hale Lokahi

    Hale Lokahi

    Waialua, HI

    Hale Lokahi - House of Peace and Serenity - This home is located in one of the best kept, secret neighborhoods on the north shore. Right on a white sand beach, this family-owned house is perfect for your vacation in paradise.. This 4 bedroom, 2...

    $683 to $992/night

  2. CONDOMINIUM
    Kahana Outrigger #1A2

    Kahana Outrigger #1A2

    Lahaina, HI

    Four words describe our Condo in paradise… A SLICE OF HEAVEN! With three bedrooms, each with their own full bathroom, our spacious 1450 square foot Condo is more like a cottage or bungalow than the typical condo/hotel room you find on the island....

    Pool
    FREE CANCELLATION

    $574 to $899/night

  3. CONDOMINIUM
    New! Updated! Modern, Maui Beachfront with Central A/C

    New! Updated! Modern, Maui Beachfront with Central A/C

    Lahaina, HI

    Most frequently asked questions re: payments, cancellations, our home, and the area, can be answered in the property info, guest reviews, and pictures, below. We kindly ask that you read all of these details, as we offer a lot of amenities that...

    Pool Hot Tub
    FREE CANCELLATION

    $561 to $731/night

  4. CONDOMINIUM
    Sands of Kahana #292

    Sands of Kahana #292

    Kahana, HI

    9th Floor Ocean Front 3 bedroom, 3 bath Penthouse at the beautiful Sands of Kahana with exquisite views of the neighboring islands. This spacious 3 bedroom condo allows for plenty of room and seating areas for the entire family. A fully equipped...

    Pool
    FREE CANCELLATION

    $487 to $1,183/night

  5. HOUSE
    Hale Ulu'wehi

    Hale Ulu'wehi

    Waimea, HI

    Experience beach living in this beautiful vacation home on Puako Beach. This private residence is located right across the street from the ocean. Great place to kayak and snorkel in one of the best snorkeling spots on the Big Island. Or bask with...

    $485 to $652/night

  6. 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...

    $471 to $683/night

  7. CONDOMINIUM
    O-212 Ko Olina Beach Villa

    O-212 Ko Olina Beach Villa

    Kapolei, HI

    This 3 bedroom, 3 Bath Luxury Villa on the 2nd floor of the Ocean Tower is conveniently located just 20 miles from Honolulu International Airport on the beautiful southwestern shores of Oahu. The four pristine Ko Olina beaches and lagoons are just...

    Pool Hot Tub

    $462 to $1,500/night

  8. CONDOMINIUM
    Papakea Unit #C404 Condo

    Papakea Unit #C404 Condo

    Kaanapali, HI

    Deluxe, remodeled with ocean views in North Ka'anapali. This condo features 2 bedrooms with bathrooms downstairs plus a loft bedroom with its own bathroom. Sleeping accommodations will allow for a maximum of six people only. In addition to the flat...

    Pool
    FREE CANCELLATION

    $435 to $940/night

  9. 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

  10. CONDOMINIUM
    Papakea Condo Unit D402

    Papakea Condo Unit D402

    Kaanapali, HI

    Ocean views in North Ka'anapali. This 4th floor condo features 2 bedrooms with bathrooms downstairs plus a loft bedroom, with 2 twins beds, and a half bathroom. The living room has a 37" LCD HDTV & Blu-ray player with property HD signal to match....

    Pool
    FREE CANCELLATION

    $406 to $986/night

  11. CONDOMINIUM
    Paki Maui Unit #421 Condo

    Paki Maui Unit #421 Condo

    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

  12. HOUSE
    Kahana Sunset A5

    Kahana Sunset A5

    Lahaina, HI

    This beautiful 2 Bedroom, 2.5 Bathroom with AC is new to our rental program! It is an oceanfront remodeled condo with spectacular views of the island of Molokai. This unit will feel like your Maui home with Hawaiiana furnishings along with upgraded...

    Pool

    $404 to $457/night

  13. CONDOMINIUM
     Hono Kai C1 (2 Bedroom condo)

    Hono Kai C1 (2 Bedroom condo)

    Maalaea, HI

    Hono Kai #C1 is registered as a Transient Accommodation. Owner Registration I.D. TA-042-151-1168-01 Maui Direct Beach Front' Deluxe 'Lucky' is the guest who spends their Maui holiday in this fabulous location. 'Hale Noelani' home of the heavenly...

    Pool
    FREE CANCELLATION

    $380 to $447/night

  14. CONDOMINIUM
    Mahana Resort Unit #1217

    Mahana Resort Unit #1217

    Lahaina, HI

    Ocean front on North Kaanapali beach. An ocean front bedroom allows for a greater view in this Deluxe unit that has been completely remodeled. Both the living room and bedroom feature an HD TV for your entertainment enjoyment. The bathroom features...

    Pool
    FREE CANCELLATION

    $377 to $606/night

  15. CONDOMINIUM
    Royal Kahana Unit #911

    Royal Kahana Unit #911

    Kahana, HI

    Stunning ocean front views from the 9th floor in this beautifully remodeled & tastefully furnished condo on Kahana Bay. A large wrap-around lanai, accessible from the living room and master bedroom, adds to the view. In addition to the HD TV &...

    Pool
    FREE CANCELLATION

    $354 to $1,133/night

  16. HOUSE
    Hale Kohola

    Hale Kohola

    Hilo, HI

    Hale Kohola “The House of the Whale” is situated on 3 acres in an ideal location on the Kohala Coast, with panoramic views of the ocean and coastline. The master bedroom has a stunning ocean view that you can enjoy by just lifting your head off...

    $347 to $466/night

  17. CONDOMINIUM
    Papakea Unit #A201 Condo

    Papakea Unit #A201 Condo

    Lahaina, HI

    2nd floor corner unit with AMAZING ocean front views! Smell and hear the sound of the ocean from our condo. It does not get better than this! As of Aug 2017** Newly remodeled unit with new kitchen, bathroom, living room, custom built-in cabinetry...

    Pool
    FREE CANCELLATION

    $336 to $603/night

  18. CONDOMINIUM
    Royal Kahana Unit #1211

    Royal Kahana Unit #1211

    Lahaina, HI

    Top of the World Penthouse with Direct Ocean Front Views! Royal Kahana 1211 is the first choice if you are looking for a 2 bedroom, fully furnished W. Maui vacation rental with amazing views! Enjoy Maui sunsets on our wrap-around lanai. Condo...

    Pool
    FREE CANCELLATION

    $336 to $1,267/night

  19. CONDOMINIUM
    Mahana Resort Unit #705

    Mahana Resort Unit #705

    Kaanapali, HI

    Ocean front on North Ka'anapali beach. An ocean front bedroom allows for a greater view in this Deluxe unit that has been completely remodeled. Watch TV on the 27" flat screen in the living room or on the TV in the bedroom. Bring your CD's from home...

    Pool
    FREE CANCELLATION

    $331 to $580/night

  20. CONDOMINIUM
    Mahana Resort Unit #1205

    Mahana Resort Unit #1205

    Lahaina, HI

    Ocean front on North Ka'anapali beach. An ocean front bedroom allows for a greater view in this Deluxe unit that has been completely remodeled. A Flat screen TV and DVD player in the living room and bedroom completes the picture. Bring your CD's...

    Pool
    FREE CANCELLATION

    $325 to $606/night

  21. CONDOMINIUM
    Mahana Resort Unit #405

    Mahana Resort Unit #405

    Lahaina, HI

    Welcome to Mahana 405! This beautiful oceanfront condo on North Kaanapali beach sleeps 2-4 and features a convenient second bathroom. Enjoy stunning views of the ocean, beach and outer islands from the living room, dining area, bedroom, and lanai....

    Pool
    FREE CANCELLATION

    $325 to $797/night

  22. CONDOMINIUM
    Mahana Resort Unit #1104

    Mahana Resort Unit #1104

    Lahaina, HI

    Ocean front on the eleventh floor on North Ka'anapali beach. An ocean front bedroom allows for a greater view and lanai access in this Deluxe unit that has been remodeled and updated. Play your DVD's on the flat screen TV in the living room or...

    Pool
    FREE CANCELLATION

    $325 to $606/night

  23. CONDOMINIUM
    Mahana Resort Unit #305

    Mahana Resort Unit #305

    Lahaina, HI

    Ocean front on North Ka'anapali beach. An ocean front bedroom allows for a greater view in this Deluxe unit that has been completely remodeled. In addition to the 52" flat screen plasma TV, Blu-Ray DVD player and surround sound in the living room...

    Pool
    FREE CANCELLATION

    $325 to $606/night

  24. CONDOMINIUM
    Papakea Unit #K303 Condo

    Papakea Unit #K303 Condo

    Kaanapali, HI

    TOP 10 REASONS TO STAY IN K303 1. View, view, view! The ocean is up close and personal! View of ocean, pool, Island of Molokai and mountains! 2. Air Conditioning throughout the unit- including living room and both bedrooms! NEW FALL 2017 3....

    Pool
    FREE CANCELLATION

    $325 to $619/night

  25. CONDOMINIUM
    Mahana Resort Unit #1106

    Mahana Resort Unit #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

  26. CONDOMINIUM
    Mahana Resort Unit #1107

    Mahana Resort Unit #1107

    Lahaina, HI

    Welcome to Mahana 1107! 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

  27. CONDOMINIUM
    Mahana Resort Unit #1204

    Mahana Resort Unit #1204

    Lahaina, HI

    Ocean front on North Ka'anapali beach. An ocean front bedroom allows for a greater view in this Deluxe unit that has been completely remodeled. A TV, VCR and DVD player in the bedroom have been provided for your entertainment. The bathroom features...

    Pool
    FREE CANCELLATION

    $325 to $606/night

  28. 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

  29. HOUSE
    Ridge Villa 414

    Ridge Villa 414

    Kapalua, HI

    This beautifully remodeled two bedroom condo that has all tile flooring, granite counter tops and excellent ocean views. It has a leather recycliner, dark wood furniture and three bathrooms with two sunken tubs and his/her sinks. The property has...

    Pool

    $313 to $367/night

  30. CONDOMINIUM
    Mahana Resort Unit #706

    Mahana Resort Unit #706

    Kaanapali, HI

    Ocean front on the 7th floor on North Kaanapali beach. Nov '12 remodel included new kitchen cabinets, fresh paint, new furniture and flooring. Professionally decorated this 7th floor condo is a must see! Floor to ceiling windows in the living room...

    Pool
    FREE CANCELLATION

    $313 to $669/night