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
    Kihei Alii Kai

    Kihei Alii Kai

    Kihei, HI

    This spacious 1-bedroom, 2-bathroom condo is fully furnished. It has a beautiful kitchen, spacious living room and 2 lanais for you to relax and enjoy. The kitchen is fully equipped with all of the utensils and appliances you’ll need to create...

    Pool
    FREE CANCELLATION

    $161 to $680/night

  2. CONDOMINIUM
    Maui Sunset #A-509

    Maui Sunset #A-509

    Kihei, HI

    Maui Sunset – 1BR Oceanfront Condo with a Whale-Watching Lanai There’s a reason many of our lovely guests return year after year to our oceanfront Maui condo. Actually, there are lots of reasons. The condo community’s sparkling pool which is...

    Pool Hot Tub
    FREE CANCELLATION

    $173 to $231/night

  3. 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

    $1,219 to $1,813/night

  4. CONDOMINIUM
    Kihei Surfside Unit #214

    Kihei Surfside Unit #214

    Maui, HI

    A note from the owner: Come enjoy our newly renovated ocean front condo. We did a complete renovation in December of 2006 and it is nicely appointed with granite counter tops in the kitchen and bathrooms. You can enjoy great sunsets from the lanai...

    Pool

    $291 to $526/night

  5. CONDOMINIUM
    Sugar Beach Resort, #524

    Sugar Beach Resort, #524

    Kihei, HI

    A note from the owner: Tropical bliss welcomes you from the moment you walk through the door and past the gorgeous island artwork hanging on the wall. As you step into the main living area of the condo, prepare yourself to see one of the most...

    Pool

    $190 to $387/night

  6. CONDOMINIUM
    Sugar Beach Resort, #430

    Sugar Beach Resort, #430

    Kihei, HI

    Sugar Beach Resort is a tranquil beachfront condominium resort located in North Kihei offering sweeping views of the Pacific. There are two six story buildings with elevators and the beach fronting the property is exceptional for sunsets, swimming,...

    Pool

    $190 to $387/night

  7. CONDOMINIUM
    Makena Surf Resort, #G-101

    Makena Surf Resort, #G-101

    Makena, HI

    A note from the owner. Welcome to our Maui ohana. Our unit is special because of the extra space and privacy, including the cool, shady side lanai we call our grotto - the perfect place to curl up with a good book, and a lovely respite from the...

    Pool

    $775 to $1,094/night

  8. CONDOMINIUM
    Kihei Beach Unit #303

    Kihei Beach Unit #303

    Kihei, HI

    A Note from the Owners: #303 is owned by Maui-lovers, and you can tell. Their unit is warm and comfortable, with a newly-remodeled kitchen equipped for the owners themselves, newly-remodeled living room and bathroom, a mosaic underwater scene from a...

    Pool

    $190 to $309/night

  9. 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

  10. CONDOMINIUM
    Papakea #D309

    Papakea #D309

    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

  11. 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

  12. 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

  13. 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

  14. 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

  15. 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

  16. 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 $325/night

  17. CONDOMINIUM
    Mahana Resort #616

    Mahana Resort #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

  18. 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 $800/night

  19. CONDOMINIUM
    Lokelani #C205

    Lokelani #C205

    Lahaina, HI

    Remodeled in 2009 complete with updated kitchen appliances, granite and tile throughout. A split A/C system with units in both bedrooms keeps you cool to sleep in the warmer months. Flat screen TV's and DVD players in living room and master bedroom...

    Pool
    FREE CANCELLATION

    $278 to $640/night

  20. CONDOMINIUM
    Valley Isle #1203

    Valley Isle #1203

    Lahaina, HI

    Remodeled ocean views in this condo on Kahana Bay. 4 guests maximum please. Enjoy ocean front views on the 12th floor, penthouse level lanai just off of the living room and master bedroom. Watch your DVD's from home on the 46 inch flat screen TV...

    Pool
    FREE CANCELLATION

    $232 to $800/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
    Valley Isle #1103

    Valley Isle #1103

    Lahaina, HI

    11th Floor Ocean Views from this remodeled 2 bedroom, 2 bath Maui vacation rental. Perfect for a family of 6. Private bedrooms with ensuite bathrooms. Master suite features a king size bed (new as of March '17), a 50 in. Vizio TV (photos coming...

    Pool
    FREE CANCELLATION

    $232 to $800/night

  23. CONDOMINIUM
    Pikake #A6

    Pikake #A6

    Lahaina, HI

    This ocean front corner condo is so light and airy and so close to the water. It is a great 2 bedroom located on the ground floor in Honokowai. The kitchen was updated with new appliances, renovated with granite counters, bamboo cabinets and a...

    FREE CANCELLATION

    $261 to $539/night

  24. 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

  25. 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

  26. 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

  27. 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

  28. CONDOMINIUM
    Valley Isle #1209

    Valley Isle #1209

    Lahaina, HI

    Enjoy this relaxed ocean front Hawaiian style condo on Kahana Bay. Watch spectacular views of both Molokai , Lanai & Sunsets. Feel the tropical breezes off of the ocean. Smell the fragrant flowers, dip your toes in the warm island waters. Now...

    FREE CANCELLATION

    $232 to $669/night

  29. CONDOMINIUM
    Valley Isle #1206

    Valley Isle #1206

    Lahaina, 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

  30. CONDOMINIUM
    Royal Kahana #911

    Royal Kahana #911

    Lahaina, 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