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.
  1. CONDOMINIUM
    WAILEA ELUA, #1601*

    WAILEA ELUA, #1601*

    Wailea, HI

    Wailea Elua Village is an exclusive beachfront property located in the heart of the resort community of Wailea. This relaxing low-density property consists of two-story buildings terraced over twenty-four acres of immaculate tropical landscaping....

    Pool

    $471 to $896/night

  2. CONDOMINIUM
    Maui Kaanapali Villas #B231

    Maui Kaanapali Villas #B231

    Lahaina, HI

    Garden and resort views at this studio condo in the Banyan Building at the beautiful Ocean front resort of Maui Kaanapali Villas. Recent remodel included: new shower, toilet, vanity, kitchen, tile flooring and paint. Also, new appliances and...

    Pool
    FREE CANCELLATION

    $220 to $331/night

  3. CONDOMINIUM
    Maui Kaanapali Villas #A517

    Maui Kaanapali Villas #A517

    Lahaina, HI

    5th floor ocean view studio vacation condo located at the beautiful Maui Kaanapali Villas. Ready for rental, this cozy studio condo is perfect for a couples get-away or for a small family. Located in the South side of the Aloha Tower. This fabulous...

    Pool
    FREE CANCELLATION

    $191 to $365/night

  4. CONDOMINIUM
    Mahana Resort #906

    Mahana Resort #906

    Lahaina, HI

    Ocean front on North Ka'anapali beach. An ocean front bedroom allows for a greater view in this nicely appointed Standard unit. Watch TV in the living room or in the bedroom. Full bathroom remodeled with large walk-in shower and tile flooring was...

    Pool
    FREE CANCELLATION

    $267 to $554/night

  5. CONDOMINIUM
    Mahana Resort #617

    Mahana Resort #617

    Lahaina, HI

    Welcome to Mahana 617. This oceanfront 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. The living room features a 47" HD TV,...

    Pool
    FREE CANCELLATION

    $319 to $638/night

  6. CONDOMINIUM
    Maui Kaanapali Villas #E288

    Maui Kaanapali Villas #E288

    Lahaina, HI

    Ocean views in North Ka'anapali overlooking pool. This studio condo is located in the Emerald Building of the beautiful beach front resort: Maui Kaanapali Villas. Kitchen and bathroom remodeled March 2019. This second floor condo has stairs to its...

    Pool
    FREE CANCELLATION

    $220 to $377/night

  7. CONDOMINIUM
    Hale Mahina #B403

    Hale Mahina #B403

    Lahaina, HI

    Beautiful views in a relaxed setting! Kitchen remodeled in Dec 2015. Tastefully redecorated with a “contemporary native” flare, this 2 bedroom has a semi-private master bedroom with high ceilings and a full bath. Guest bedroom features either...

    Pool
    FREE CANCELLATION

    $278 to $600/night

  8. CONDOMINIUM
    Kaanapali Shores #160

    Kaanapali Shores #160

    Lahaina, HI

    Settle into your Hawaiian vacation in this ocean front and ground floor condo with beach and pool access in Ka'anapali. Wake up to the smell of the ocean, just steps away from one of the most popular beaches in Maui. Kaanapali Shores #160 May...

    Pool
    FREE CANCELLATION

    $429 to $800/night

  9. CONDOMINIUM
    Mahana Resort #1107

    Mahana Resort #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

  10. CONDOMINIUM
    Maui Kaanapali Villas #A317

    Maui Kaanapali Villas #A317

    Lahaina, HI

    Partial ocean views from this third floor studio in North Ka'anapali. Sip your Blue Hawaiian while watching the sunset from your lanai. Play your favorite music on the I-Pod dock that accepts all 3G and 4G iPhones. Bring your laptop and surf free...

    Pool
    FREE CANCELLATION

    $203 to $348/night

  11. CONDOMINIUM
    WAILEA ELUA, #1402^

    WAILEA ELUA, #1402^

    Wailea, HI

    Wailea Elua Village is an exclusive beachfront property located in the heart of the resort community of Wailea. This relaxing low-density property consists of two-story buildings terraced over twenty-four acres of immaculate tropical landscaping....

    Pool

    $448 to $896/night

  12. CONDOMINIUM
    Wailea Grand Champion, #148

    Wailea Grand Champion, #148

    Wailea, HI

    Wailea Grand Champions Golf Villas is a modern property located between the Wailea Blue Golf Course and the Wailea Tennis Club. This quiet low density development consists of twenty mostly two-story buildings set amongst lush tropical landscaping...

    Pool Hot Tub

    $201 to $549/night

  13. CONDOMINIUM
    Lahaina Shores #531

    Lahaina Shores #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

  14. 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

  15. CONDOMINIUM
    Maui Kaanapali Villas #B242

    Maui Kaanapali Villas #B242

    Lahaina, 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

    $215 to $331/night

  16. 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

  17. 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

  18. CONDOMINIUM
    Maui Kaanapali Villas #B233

    Maui Kaanapali Villas #B233

    Lahaina, HI

    Remodeled! Garden and resort views at this 1 bedroom-loft style 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...

    Pool
    FREE CANCELLATION

    $296 to $447/night

  19. CONDOMINIUM
    Kaanapali Royal #C101

    Kaanapali Royal #C101

    Lahaina, HI

    Golf course views on the Ka'anapali Golf course. There are stairs only to this entrance-no elevators. 3 stairs lead down to living room and to master bedroom. In addition to the TV in the living room there is also a TV, DVD player and VCR in the...

    Pool
    FREE CANCELLATION

    $284 to $600/night

  20. 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

    $302 to $706/night

  21. CONDOMINIUM
    Papakea #H103

    Papakea #H103

    Lahaina, HI

    Welcome to: "Tranquility Maui Condo" This charming 2 bedroom Papakea condominium is located in "H" building near ponds and gardens. Great views from the beach and off to the neighbor islands of Lanai and Molokai. Tastefully decorated with Hawaiian...

    Pool
    FREE CANCELLATION

    $296 to $580/night

  22. 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

  23. CONDOMINIUM
    Papakea #C108

    Papakea #C108

    Lahaina, HI

    Remodeled with garden views on the ground floor in North Ka'anapali. Walk out into green grass under your feet and take a short walk past koi ponds and putting greens to the pool and Jacuzz and the Ocean. A beautifully updated kitchen allows for...

    Pool
    FREE CANCELLATION

    $203 to $383/night

  24. 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

  25. CONDOMINIUM
    Hale Mahina #B103

    Hale Mahina #B103

    Lahaina, HI

    This Ocean front unit sets on a sandy beach in Honokowai, just north of Kaanapali. Enjoy a quiet ground floor setting in this 1 bedroom condo that has been updated with stainless steel appliances and tropical decor. Step out onto your private lanai...

    Pool
    FREE CANCELLATION

    $180 to $478/night

  26. CONDOMINIUM
    Maui Kaanapali Villas #C255

    Maui Kaanapali Villas #C255

    Lahaina, HI

    Partial Ocean View 2nd floor studio condo in the Coconut Bldg in the beautiful Maui Kaanapali Villas. Tastefully furnished with remodeled kitchen and bathroom include custom cabinetry and granite and wall mounted hair dryer. Stairs to entrance, no...

    Pool
    FREE CANCELLATION

    $209 to $354/night

  27. 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

  28. CONDOMINIUM
    Honua Kai-Konea #925

    Honua Kai-Konea #925

    Lahaina, HI

    Unobstructed Ocean Views from our 9th floor 3 bedroom, 3 bath in Konea Tower with over 1610 sq ft of living space at N. Ka'anapali's newest resort-Honua Kai Resort & Spa. Our vacation rental features 2 Master Suites with lanai access from one of the...

    Pool
    FREE CANCELLATION

    $841 to $2,575/night

  29. CONDOMINIUM
    Lahaina Shores #522

    Lahaina Shores #522

    Lahaina, HI

    Studio condo in downtown Lahaina with views of the beautiful West Maui mountains. 2013 Spring remodeling project included kitchen remodel including new dishwasher, Silestone counters, tile flooring and back splash. Bring your music from home to...

    Pool
    FREE CANCELLATION

    $157 to $360/night

  30. CONDOMINIUM
    Maui Kaanapali Villas #A101

    Maui Kaanapali Villas #A101

    Lahaina, HI

    Luxury + Privacy = Our Maui Kaanapali Villa Vacation Rental Home. Our Villa, located on the ocean side ground level of Aloha Tower, represents the finest in gracious Hawaiian living. Featuring soaring ceilings and fine Asian art throughout, this 2...

    Pool
    FREE CANCELLATION

    $481 to $1,167/night