RedAwning has over 350 Maui vacation homes and condos which all include instant online booking and no security deposits, to make your trip easy and stress-free. Maui is home to some of Hawaii’s most beautiful beaches and offers plenty of opportunities for adventure, from snorkeling with turtles to hiking through the bamboo forest to cliff diving in Hana. Book your stay today!

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  1. CONDOMINIUM
    Valley Isle #310

    Valley Isle #310

    Lahaina, HI

    Corner third floor condo with ocean front views on Kahana Bay. Enjoy ocean front views from the lanai off of the living room and master bedroom. A 30" flat screen TV coupled with the DVD player keeps you entertained in the evenings. Bring your CD's...

    Pool
    FREE CANCELLATION

    $180 to $606/night

  2. CONDOMINIUM
    Sands of Kahana #292

    Sands of Kahana #292

    Lahaina, 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

  3. CONDOMINIUM
    Honua Kai-Konea #537

    Honua Kai-Konea #537

    Lahaina, HI

    Ocean views in North Ka'anapali. A brand new fully equipped studio condo at a brand new resort, located in the Konea tower. Granite counter tops, stainless steel appliances & a flat screen TV make for an exceptionally polished look. The space...

    Pool
    FREE CANCELLATION

    $325 to $667/night

  4. 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

  5. CONDOMINIUM
    Kamaole Sands #8-104

    Kamaole Sands #8-104

    Kihei, HI

    Kamaole Sands is the premiere property in South Kihei. Located across the street from Kamaole Beach Park III. A 2 minute walk from the beach park and a 2 minute drive to the Shops at Wailea, golf courses, and dining makes Kamaole Sands a great...

    Pool Hot Tub
    FREE CANCELLATION

    $206 to $435/night

  6. 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...

    Pool
    FREE CANCELLATION

    $574 to $1,079/night

  7. CONDOMINIUM
    Maui Kaanapali Villas #C160

    Maui Kaanapali Villas #C160

    Lahaina, HI

    Studio condo at the beautiful Maui Kaanapali Villas on N. Kaanapali Beach. Tastefully furnished with remodeled kitchen and bathroom with tiled floors throughout. Condo features a 50 inch flat screen TV and DVD player. Occupancy allows for 4 with...

    Pool
    FREE CANCELLATION

    $197 to $354/night

  8. CONDOMINIUM
    Maui Kaanapali Villas #D271

    Maui Kaanapali Villas #D271

    Lahaina, HI

    Two studios converted to one XXL unit with two private sleeping areas. Extensive full Remodel completed April 2010- 3 LCD TV's, 2 full bathrooms with stall showers, (no tubs); 2 refrigerators, tile throughout. 2 twin wall beds in the living room are...

    Pool
    FREE CANCELLATION

    $319 to $549/night

  9. CONDOMINIUM
    Hale Mahina #B102

    Hale Mahina #B102

    Lahaina, HI

    Just steps away from the beach this ground floor direct ocean front view unit is a great pick for your Hawaiian vacation. This condo features a newly remodeled kitchen and bathroom, tiled throughout. Condo includes full size washer and dryer as well...

    Pool
    FREE CANCELLATION

    $180 to $414/night

  10. CONDOMINIUM
    Mahana Resort #1217

    Mahana Resort #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

    $348 to $606/night

  11. CONDOMINIUM
    Kahana Outrigger #2B1

    Kahana Outrigger #2B1

    Lahaina, HI

    This 3 bedroom, 2 bath, 2 story loft style (closed off with windows) unit has its master bedroom and newly remodeled bathroom in the loft with rain shower head in a walk in tiled shower overlooking the living room. Entry, kitchen and dining area all...

    Pool
    FREE CANCELLATION

    $551 to $1,015/night

  12. CONDOMINIUM
    Kaanapali Royal #P101

    Kaanapali Royal #P101

    Lahaina, HI

    Settle into your Hawaiian vacation in this easy access, ground floor unit with golf course views on the Ka'anapali Golf course. There are some stairs only to this entrance-no elevators. 3 stairs lead down to living room and to master bedroom. The...

    Pool
    FREE CANCELLATION

    $254 to $600/night

  13. CONDOMINIUM
    Lahaina Roads #502

    Lahaina Roads #502

    Lahaina, HI

    Ocean front penthouse in Lahaina Town. Unit air conditioners in the living room and both bedrooms keep you cool without the need for ceiling fans. Brand new sofa sectional as of June of 2015. A CD player has been added to the living room so bring...

    Pool
    FREE CANCELLATION

    $284 to $600/night

  14. CONDOMINIUM
    Mahana Resort #612

    Mahana Resort #612

    Lahaina, HI

    EXTENSIVE Remodel Completed July 2015 which included high-end appliances, granite counters, tiled walk-in shower with custom tile in-lay, new furnishings and tile floors throughout. Ocean front on North Ka'anapali beach. New 40" Sony LCD TV +...

    Pool
    FREE CANCELLATION

    $273 to $476/night

  15. CONDOMINIUM
    Hula Hideaway-303

    Hula Hideaway-303

    Lahaina, HI

    ~Book today and Fall in LOVE with "THE HULA HIDEAWAY"You will feel like you have gone back in time to the true Hawaiian experience in this condo just 10 FT from the water's edge!303 Hula Hideaway Welcomes you with so muchSome of the many...

    Pool
    FREE CANCELLATION

    $229 to $282/night

  16. CONDOMINIUM
    Kahana Sunset C 3

    Kahana Sunset C 3

    Lahaina, HI

    The Kahana Sunset Welcomes you withThis unique condo is a beachfront property on the world famous West Coast of Maui between Kaanapali and Kapalua.C-3 was completely remodeled with loads of ALOHA in 2017.Included in our fabulous price are many...

    Pool
    FREE CANCELLATION

    $263 to $394/night

  17. CONDOMINIUM
    Kaanapali Shores- 943- Panoramic Ocean View! 1b/1b

    Kaanapali Shores- 943- Panoramic Ocean View! 1b/1b

    Kaanapali, HI

    This beautiful 717 sq ft condo is on the 9th Floor with no one above you! Enjoy Sweeping Ocean Vistas, Sunsets and Whales leaping in Winter! The large 104 sq ft Lanai is perfect for enjoying your morning coffee or an afternoon cocktail as the sun...

    Pool Hot Tub

    $202 to $783/night

  18. CONDOMINIUM
    Honua Kai- Konea 705- Amazing Sunset Views! 2b/2b

    Honua Kai- Konea 705- Amazing Sunset Views! 2b/2b

    Kaanapali, HI

    WOW! HUGE OCEAN VIEWS WITH SUNSETS ALL YEAR LONG!!!This spectacular 7th Floor OCEAN VIEW 2 bed2 bath home is one of the finest at the Honua Kai Resort & Spa.JUST UPGRADED WITH NEW DESIGNER FURNISHINGS AND PORCELAIN TILE FLOORING THROUGHOUT!The...

    Pool Hot Tub

    $467 to $1,772/night

  19. CONDOMINIUM
    Honua kai- Konea 301 Frontline with BBQ!

    Honua kai- Konea 301 Frontline with BBQ!

    Kaanapali, HI

    One of the MOST DESIRABLE 2 bedroom 2.5 bath condo in the entire complex.Konea 301 is one of only 5 TWO BEDROOM ALI'I SUITES with DIRECT OCEAN VIEWS and private OUTDOOR KITCHENS. At 1620 Sq ft with a HUGE 415 Sq ft lanai this gorgeous home has...

    Pool Hot Tub

    $602 to $2,287/night

  20. CONDOMINIUM
    Honua Kai- Hokulani 409- Amazing Ocean Views! 2b/2b

    Honua Kai- Hokulani 409- Amazing Ocean Views! 2b/2b

    Kaanapali, HI

    WOW!! WRAP AROUND LANAI AND GREAT OCEAN VIEWSThis Beautiful Condo is in the Hokulani Enclave here at the beautiful Honua Kai Resort & Spa. This unique 2 bedroom/2 bath condo is an interior unit with a large lanai that wraps around the front of the...

    Pool Hot Tub

    $495 to $1,694/night

  21. CONDOMINIUM
    Ridge Villa 1222

    Ridge Villa 1222

    LAHAINA, HI

    Kapalua Resort has an inherent richness of beauty and culture. From snorkeling with the sea turtles in pristine waters on white sandy beaches, or taking in the beautiful views while whale watching from the Kapalua coastal trail, this property has so...

    Pool Hot Tub

    $197 to $248/night

  22. CONDOMINIUM
    2BR Beachfront Condo w/ Ocean View

    2BR Beachfront Condo w/ Ocean View

    Kihei, HI

    Perched on one of Maui’s most picturesque beaches, this 2BR/2BA condo is the closet unit to the shore. With direct beach access and an oceanfront pool, you’ll enjoy days soaking up the sunshine.Cooled by ocean breezes and ceiling fans...

    Pool
    FREE CANCELLATION

    $280 to $821/night

  23. CONDOMINIUM
    Kamaole Sands #3-307

    Kamaole Sands #3-307

    Kihei, HI

    Kamaole Sands is the premiere property in South Kihei. Located across the street from Kamaole Beach III. A 2 minute walk from the beach park and a 2 minute drive to Shops at Wailea, golf courses and dining makes Kamaole Sands a great 'destination'...

    Pool Hot Tub
    FREE CANCELLATION

    $168 to $441/night

  24. CONDOMINIUM
    Kulakane 301

    Kulakane 301

    Lahaina, HI

    Incredible ocean views and sunset views from this west facing 2-story condo. Wrap around windows and lanai with one of the most expansive view on West Maui. Watch dolphins, sea turtles, and whales from the private lanai. Extra wide and spacious...

    Pool
    FREE CANCELLATION

    $283 to $725/night

  25. CONDOMINIUM
    Hoyochi Nikko 108

    Hoyochi Nikko 108

    Lahaina, HI

    This beautiful 1 bedroom ground floor condo sits just steps away from the ocean. With views of the Pacific Ocean and in season WHALES!! With all your needs for a home away from home. The kitchen is fully equipped with ll your cookware & dining ware....

    Pool
    FREE CANCELLATION

    $199 to $689/night

  26. CONDOMINIUM
    Wailea Elua #207

    Wailea Elua #207

    Kihei, HI

    The Wailea Elua is the premier ocean front property in Wailea. Situated right on Ulua Beach, it has one of the best locations in Wailea. There are miles of spectacular walking paths that follow the ocean In addition the property has two swimming...

    Pool Hot Tub
    FREE CANCELLATION

    $464 to $725/night

  27. CONDOMINIUM
    Wailea Ekahi #45-F

    Wailea Ekahi #45-F

    Wailea, HI

    Welcome to my sunny South Maui Paradise! Wailea Ekahi #45-F is a second-floor condo has fantastic ocean and garden views and is the perfect spot for a romantic getaway or family vacation. Keawakapu Beach is just a short walk away through...

    Pool
    FREE CANCELLATION

    $271 to $463/night

  28. CONDOMINIUM
    Kihei Bay Vista #C-106

    Kihei Bay Vista #C-106

    Kihei, HI

    Kihei Bay Vista is a wonderful property. It is located in Kihei Maui, just steps from the ocean. It has a pool and hot tub, gas grills for your use as well as an outdoor dining area. This property is one of the great finds for the price in Kihei....

    Pool Hot Tub
    FREE CANCELLATION

    $126 to $231/night

  29. CONDOMINIUM
    Kihei Bay Vista #A-102

    Kihei Bay Vista #A-102

    Kihei, HI

    Kihei Bay Vista #A-102 is a ground floor unit that is just across the street from the beach. This unit has a fully equipped kitchen, washer and dryer, There is a king bed in the bedroom and a queen sofa bed in the living room. This unit is...

    Pool Hot Tub
    FREE CANCELLATION

    $126 to $231/night

  30. CONDOMINIUM
    Kamaole Sands #4-201

    Kamaole Sands #4-201

    Kihei, HI

    Kamaole Sands is the premiere property in South Kihei. Located across the street from Kamaole Beach III. Whale watch, swim, snorkel, walk miles on the beach and watch the most amazing sunsets imaginable. There are 15 acres of lush tropical...

    Pool Hot Tub
    FREE CANCELLATION

    $197 to $406/night