Wailea Real Estate Search

Wailea Homes for Sale

The stunning resort community known as Wailea, South Maui, Hawaii, is an incredible place to live between the spectacular beaches of Kihei and Makena. Among its many advantageous features, Wailea boasts high-end shopping opportunities, world-class golf courses, crescent-shaped golden-sand beaches, sun-drenched days, and celebrity sightings. Beyond those fabulous amenities, Waliea is also home to mouth-watering dining destinations, five extraordinary resorts, elegant art galleries, and an award-winning tennis center.

Specific restaurants in Wailea include Capisce? at Hotel Wailea, Monkeypod, Spago, Longhi’s at the Shops at Wailea, Duo and Ferraro’s at the Four Seasons, and Ko in the Fairmont Kea Lani. Recreation opportunities in Wailea are equally diverse and desirable, including swimming, snorkeling, and scuba diving around the picturesque lava rock that lines many of the community’s beaches. And speaking of such water activities, Wailea, Polo, and Keawakapu beaches are considered the best for swimming and leisurely snorkeling, while the beaches of ‘Ulua and Mokapu are regarded as the best for scuba diving. Also adding to the appeal of Wailea are the community’s many thrilling festivals and events. A few of the most noteworthy Wailea events include the Maui Film Festival, Wailea Restaurant Week, Taste of Wailea, and the Wailea Food and Wine Festival.

Whether you are seeking a weekend getaway, a winter retreat, or a new year-round residence, Wailea real estate has many incredible options. Homes for sale in Wailea consist of a vast array of single-family detached homes, both old and new, and large and small. Similarly, real estate in Wailea includes lower-maintenance attached and semi-detached housing in stunning luxury condominium communities. All of these Wailea properties vary in age, architectural design, size, and floor plan with options for homebuyers in all seasons of life. Please allow us to assist you with your Wailea home search and connect with us today so we can share details about the currently listed properties in Wailea in Maui, Hawaii.

Our website features the best Wailea real estate search for homes, condos, land and foreclosure properties available. It is the only site you will ever need! It is easy-to-use and updated by the official REALTOR®’s database every 15 minutes.

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Newest Wailea Homes and Condos for Sale

3 Beds ⋅ 3 Baths ⋅ 400379 MLS ⋅ Fee Simple Tenure ⋅ Wailea Fairway Villas BLDG.

Absolutely stunning 3-bedroom, 3-bath home in the E building, one of the best locations in Wailea Fairway Villas! At 1788 sq. ft., this is one of the largest units in the community, overlooking the Wailea Golf Course with expansive and unobstructed ocean and sunset views. Fully remodeled in 2022, top to bottom, it features beautiful custom cabinets and quartz countertops in the kitchen and bathrooms. The open kitchen design offers a sizable island with a waterfall edge, top-of-the-line appliances, and custom cabinetry. The walk-in closet in the primary bedroom is luxuriously large, like no other in the complex. The home also boasts ceramic tile flooring throughout, new doors and fixtures throughout, new electrical and plumbing throughout, four split AC units, and Minka fans in all rooms. This is a pet-friendly community featuring a pool, spa, clubhouse, workout area, and built-in barbecue grills. World-class shopping, dining, beaches, and golf are all just a few minutes away. If you’re looking to truly experience the Wailea lifestyle, complete with gorgeous ocean views, this is the home for you! Easy to show on short notice.

3950 Kalai Waa St Unit E-103, Kihei

Listing courtesy of Hawaii Life (W).

2 Beds ⋅ 3 Baths ⋅ 400373 MLS ⋅ Fee Simple Tenure ⋅ Wailea Point I Ii Iii BLDG.

Indulge in the epitome of coastal luxury at Wailea Point Unit 2003. This exquisite ground floor ocean view residence offers an unparalleled living experience in an exclusive gated community. Boasting breathtaking waterfront views, this 2 bedroom 3 bath home invites you to savor the tranquility and beauty of coastal living. The modern elegance of the large interior spaces creating areas of retreat for relaxation, privacy and rejuvenation. The timeless remodel boasts an updated kitchen and bath, with unique touches like in-counter lighting, waterfall edge granite in the kitchen, dual his/her master bath, and seamless indoor/outdoor living with a large lanai to enjoy dinner or read a book. Located along the beach walk, but including the resort life of Wailea, Wailea Point offers 24-7 security, private 1 car garage, 3 pools including a lap pool, spa/hot tub, fitness center, tennis and pickleball courts, and clubhouse event space, ensuring every need is met with utmost convenience. The 28 acres of grounds are immaculately kept with the most thoughtful landscaping and putting green rolling lawns. This is the ideal Wailea location with Polo beach immediately to the south and Wailea beach adjacent to the north. The Wailea beach path connects you to beach access, surrounding resorts like the Four Seasons with 5 star dining, and luxury shopping options like the Shops at Wailea all within a few minutes walking. Whether you seek a peaceful sanctuary or an entertainer's paradise, this home offers both. From quiet evenings on the private outdoor terrace to lively gatherings by the pool, every moment is infused with coastal charm and luxury. Don't miss the opportunity to make this remarkable property your own and elevate your coastal living experience to new heights in this coveted waterfront oasis.

4000 Wailea Alanui Dr Unit 2003, Kihei

Listing courtesy of Compass.

1 Beds ⋅ 2 Baths ⋅ 400353 MLS ⋅ Fee Simple Tenure ⋅ Wailea Ekahi Ii BLDG.

Available to show Nov 28th to 30th. Welcome to the sun lover's paradise in the heart of Wailea! This impeccably remodeled 1-bedroom, 2-bathroom condominium at Wailea Ekahi is a true gem. Ekahi 21B is conveniently nestled in the prime lower village, offering quick access to both Keawakapu beach and the main community pool & pavilion. Guest reviews for 21B have marveled at the beautiful sunset views, which include a partial ocean view, and delighted in being able to hear the sounds of the waves. This exquisite condominium has been thoughtfully updated, and is being offered completely turn-key by the sellers. The open and bright floor plan welcomes you with warm tropical breezes and stunning natural light. The living area seamlessly flows into the dining space and fully equipped kitchen, making it ideal for entertaining. 21B features the largest private lanai area and provides a perfect spot to enjoy your morning coffee or evening beverage while relaxing amid the lush tropical landscaping. The bedroom is generously sized and offers a peaceful retreat with an en-suite bathroom, providing additional privacy and comfort. The second bathroom ensures convenience for guests and those using the sleeper sofa in the living area. Stay cool and comfortable year-round with two new split AC systems. Ekahi 21B has superb rental history and over a hundred 5-star reviews from repeat guests. This condo is not only a wonderful second home but also an excellent vacation rental opportunity. Wailea Ekahi offers world-class amenities including multiple pools, pickleball courts, edible landscaping, and meticulously manicured grounds. This is the epitome of island living at its finest.

3300 Wailea Alanui Dr Unit 21B, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

1 Beds ⋅ 2 Baths ⋅ 400348 MLS ⋅ Fee Simple Tenure ⋅ Wailea Ekolu BLDG.

Absolutely spectacular 180 degree ocean view with views of Kaho'olawe, Molokini Crater, Lanai, West Maui Mountains and on a clear day, Molokai. Watch the whales play from your lanai. Couple that with split system A/C, vaulted ceilings, porcelain tile flooring, custom interior mahogany doors with bamboo inserts, quality window coverings, high-end linens, stainless appliances, a well equipped kitchen with custom kitchen cabinets, granite counter tops, quality furnishings, lovely artwork and sun shades on the lanai. Impeccably maintained. This creates an exquisite, tropical mood for you-as well as your renters. Updates in the past 2 years are the Hot Water Heater, Refrigerator, Washer/Dryer, Sofa, 2 Living Room Chairs, New Bedroom Carpet, New Bar Stools, a New Safe and a New Keyless Remote Entry. This condominium is spectacular in all aspects and is a great home or rental investment. Current owners spend a little over 100 days in the condo each year and still generated over $80,000 in net rental revenue. This property is posted on Airbnb and VRBO, and has received nothing but 5 stars on all 90+ reviews. Buyer to honor existing reservations. This is a "Must See" property. Call your favorite REALTOR to schedule a private showing today. First opportunity to show will be November 27th, 2023. Short walk to Shops at Wailea, Wailea Gateway Center, Wailea Town Center and Wailea beaches.

10 WAILEA EKOLU Pl Unit 1304, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

3 Beds ⋅ 3.5 Baths ⋅ 400334 MLS ⋅ Fee Simple Tenure ⋅ Wailea Beach Villas BLDG.

THE SIGNATURE VILLA Indulge in the epitome of luxury at Wailea Beach Villas, a peerless beachfront haven nestled in the heart of Maui's prestigious Wailea Resort. Step into the 2,879 sf single level 3B/3.5B second floor turn-key villa, a sanctuary of sophistication and comfort, offering elevator and/or stair accessibility. Central A/C ensures an ambient coolness, harmonizing with 9-foot ceilings, travertine flooring, and expansive sliding glass doors that seamlessly merge the indoor and outdoor realms. The meticulously furnished interior exudes luminosity and airiness, setting the stage for an extraordinary experience. Nestled in the central E villas, the residence unveils ocean views, placing you in close proximity to the heated adult pool, pristine beach, family pool with a hot tub, fitness center, and the upscale Shops at Wailea, all just a leisurely stroll away. The Villa offers an investment opportunity to generate significant vacation rental income, should you choose to do so, when not enjoying the facilities yourself. Every moment is an exquisite symphony of comfort, convenience, and unparalleled luxury. One Car garage included! Ask about the luxury services availability!

3800 WAILEA ALANUI Blvd Unit E-201, Kihei

Listing courtesy of Compass.

1 Beds ⋅ 2 Baths ⋅ 400330 MLS ⋅ Fee Simple Tenure ⋅ Grand Champions BLDG.

Grand Champions 172 offers a rare opportunity to acquire a top floor, vaulted ceiling, designer one bedroom condo with sweeping golf course and ocean views. Wrapped by and overlooking the Wailea Blue course, this villa provides prime ocean with golf course views, in the heart of Wailea. A beautiful one bedroom two bath 908 sq. ft. unit includes a high-quality remodel, complete with vaulted ceilings and an abundance of natural light. Upgrades include granite countertops, newer stainless steel appliances, soft close cabinetry, custom designed glass, and a designed Murphy bed (with a full sized Queen mattress) to let your one bedroom live like a two bedroom. Just a short stroll away are prime dining, and shopping options, not to mention some of Maui's most beautiful beaches. Grand Champions has two pool areas to maximize a peaceful atmosphere as well as bbq areas. Keep it as a stout earner or make it your new Maui home. Call your favorite Realtor to secure this great Wailea property.

155 WAILEA IKE Pl Unit 172, Kihei

Listing courtesy of Hawaii Life (W).

1 Beds ⋅ 2 Baths ⋅ 400287 MLS ⋅ Fee Simple Tenure ⋅ Palms At Wailea I BLDG.

Welcome to Palms at Wailea 2102. At time of Listing, this spacious 1 Bedroom 2 Bath condo is the lowest priced Vacation Rental property within the famous Wailea Resort community. This popular Resort is well known for its low density solid concrete construction softened with beautiful landscaping and pleasing vistas. As Palms 2102 is positioned in the lower portion of the property, it is one of the closest units to the renown Keawakapu Beach and the famed Wailea Beach Walk. Being on the second floor, half of the lanai is covered offering shade and rain protection while the other half opens up for a glimpse of the Pacific Ocean, viewing the beautiful sunsets and the starry Wailea nights. This well equipped vacation rentable condo is being sold fully furnished.

3200 WAILEA ALANUI Dr Unit 2102, Kihei

Listing courtesy of Hawaii Life (W).

3 Beds ⋅ 3 Baths ⋅ 400276 MLS ⋅ Fee Simple Tenure ⋅ Makalii At Wailea BLDG.

Embark on a journey of unparalleled luxury and vibrant community living at Makalii at Wailea which was recently completed in 2021, the distinguished recipient of the 2023 Golden Nugget Award for Best Multifamily Housing Community. Beyond being an architectural marvel, this exclusive enclave, predominantly embraced by second-home residents, invites you to savor the pinnacle of opulence while fostering genuine connections with caring neighbors. Nestled away from the road, 173 Holokahiki Ln unfolds into a sophisticated 3-bedroom, 3-bathroom townhome, spanning a sprawling 1,802 sq ft of living area and a net total area of 2,535 sq ft including lanais, garage, and entry ways. — the largest floor plan within the Makalii community. Enveloped by premium materials such as Ipe wood, copper roofs, and low-maintenance aluminum, this residence, overseen by an onsite manager, offers a seamless living experience. Indulge your senses on your private lanai, featuring a hard-plumbed gas line for seamless grilling and a gas-powered kitchen range. The first level welcomes you into a spacious kitchen, a guest bedroom with a nearby full bath, and an open-concept living and dining room, leading to the lanai with breathtaking ocean and garden vistas. Simplify daily life with the attached garage on the same level. Ascend to the upper level to discover a detached guest bedroom with a full bath, boasting panoramic mountain and golf course views. The lower level embodies opulence, featuring the main bedroom, a laundry room, a private lanai, two expansive walk-in closets, and a luxurious bath with a soaking tub, walk-in shower, and dual vanities. Design your own individual PV system that fits your lifestyle as Makalii units are individually set up to have their own systems. (solar panels) Makalii's residence club transcends the ordinary, presenting awe-inspiring views, an exclusive gym, and uniquely, men's and women's locker rooms, each equipped with their own sauna and steam room. This social community is enriched by caring neighbors, fostering a warm and inviting atmosphere. Overseen by the attentive onsite manager, this is more than a home—it's a lifestyle. A stone's throw from Polo Beach and White Rock Beach (near the Fairmont Hotel and Wailea Beach Path), welcome to your new home at Makalii at Wailea! Makalii is a gated community so schedule your showing now. This is not a "drive-by!"

173 HOLOKAHIKI Ln Unit 10B, Kihei

Listing courtesy of Redfin Corporation.

3 Beds ⋅ 3.5 Baths ⋅ 400267 MLS ⋅ Fee Simple Tenure

Discover island luxury in this single-story, 3-bedroom, 3.5-bathroom residence nestled along the Wailea Blue Golf Course. With ~3,000 sf of meticulously designed interior space, set on a ~14,229 sf lot, this home boasts a timeless color palette, subtle textures, and contemporary lines, exuding sophistication and casual elegance. Step into an open and airy floor plan where premium design elements, including quartz kitchen countertops and chrome fixtures elevate the living experience. The living room is a focal point, featuring a sliding window wall that seamlessly connects to a generous ~377 sf covered Lanai. Beyond lies a private oasis, complete with a swimming pool, spa, and uncovered lanai, creating a harmonious blend of indoor and outdoor living. The primary bedroom is a sanctuary of comfort, offering double sliders to a spacious lanai that leads to the spa. The en-suite bathroom is a retreat, showcasing a distinctive wet room with an expansive shower, a luxurious soaking tub, and a generously sized walk-in closet. The second and third bedrooms are equally inviting, each with its own en-suite bathroom and sliding doors opening to an uncovered lanai, perfect for family and guests. Surrounded by the lush fairways of the Wailea Blue Golf Course, Residence 10 enjoys a serene backdrop with distant views of Kaho'olawe. This residence captures the essence of island living, where casual elegance meets modern design, creating a home that is both inviting and luxurious. Welcome to a lifestyle of comfort, style, and seamless indoor/outdoor living in the heart of Wailea.

100 Wailea Ike Dr, Kihei

Listing courtesy of Polaris Pacific.

3 Beds ⋅ 3 Baths ⋅ 400259 MLS ⋅ Fee Simple Tenure ⋅ Wailea Point I Ii Iii BLDG.

Totally unique in location, quality and floor plan, there has never been another property like Wailea Point residence 1602. Perhaps the finest condominium residence in Hawaii, no expense was spared to set this exclusive Maui home apart. Unsurpassed world class views, from iconic Polo Beach and the Makena coastline, to the vast Pacific and offshore islands, and north to the Kihei & Maalaea coastlines. Just steps to the ocean and beach, and to the many fine restaurants and other amenities of the incomparable Wailea Resort. The interior of residence 1602 sets the standard for quality; totally remodeled by acclaimed builder Shawn Conners. Only the finest materials, fixtures, finishes and furnishings were used, creating an exquisite, luxurious environment. The custom, state of the art kitchen makes entertaining a pleasure. Parking for two vehicles – plus a golf cart - is easy in the oversized double garage. This single-level “double” residence occupies the entire top floor of the building, and sits 36 feet above the ocean. The changing weather, the ocean currents, activities on Polo Beach, the pedestrians on the oceanfront path that sits well below the home – all provide occupants with an ongoing, fascinating drama of change and beauty. Wailea Point may be the most private and peaceful of any condominium environment. There is both gated and roving, round-the-clock security patrols. The very design of the property - with just over 4 units per acre - ensures privacy and tranquility for every residence. The exceptionally maintained property has 2 pavilions for entertaining, 4 swimming pools - including a 25-meter lap pool, hot tubs, an excellent fitness room, and lighted tennis & pickleball courts. Edible landscaping includes avocados, oranges, tangerines, limes, pomelos, papaya, breadfruit, bananas, and an extensive herb garden. Wailea Point encompasses nearly 30 acres of beautifully manicured grounds – including the famed Bud Wagner Memorial Native Hawaiian garden. There is perhaps no finer place in the world to enjoy the beauty and comforts of home, take a stroll, have a swim, enjoy a casual golf car ride ... Live unlike you've ever lived before!

4000 Wailea Alanui Dr Unit 1602, Kihei

Listing courtesy of Wailea Point Realty, Inc..

4 Beds ⋅ 3.5 Baths ⋅ 400244 MLS ⋅ Fee Simple Tenure

This large custom home in the sought after Wailea Pualani gated community is at the end of a cul-de-sac on a quarter acre flag-lot providing seclusion and privacy. Boasting spacious living, privacy, and close proximity to Wailea’s finest beaches, shopping and dining. The main floor offers a large “chef’s” kitchen, adjacent dining room and wet bar. An added bonus and rare offering is the private guest suite, office and bedroom with a separate private entrance. The upper level of this home boasts additional living area with a lanai, three large bedrooms, additional private lanais. The primary room includes his and her walk-in closets, a private lanai and a spacious ensuite with a walk-in shower and soaking tub. The beautiful landscaping creates a peaceful and private yard with a lush lawn, covered lanai, pool and hot tub. Call your favorite Realtor today for a private tour!

388 Pualoa Nani Pl, Kihei

Listing courtesy of Coldwell Banker Island Prop-Ku.

3 Beds ⋅ 3 Baths ⋅ 400238 MLS ⋅ Fee Simple Tenure ⋅ La'i Loa BLDG.

Very Rare La'i Loa is Wailea's Brand New Luxury Gated Development! This finished coastal contemporary 3-bedroom, 3-bathroom Front Row unit is ready for occupancy. Enjoy island luxe living at this south side single level condo with open flow floor plan. Sliding glass wall pockets to expand your extraordinary living space onto the oversized ocean facing lanai with picture postcard views of Kahoolawe and Molokini. The extended lanai at ground floor level highlights the much sought after indoor/outdoor lifestyle. The view, custom-fitted motorized sunshade for privacy and sun protection, Haiku ceiling fan, and built-in gas BBQ grill guarantee a comfy seating area and al fresco dining spot. The living area and kitchen are spacious and design friendly, blending the warm palette of oak finishes and quartz countertops with slate tile flooring from indoor to outdoor. The primary bedroom enjoys its own private ocean-facing lanai and motorized sunshade for complete privacy. 14A has both a Junior suite with built-in cabinetry and en-suite bathroom, and third guest suite and guest bathroom. A large self contained storage room of approximately 154+ sq ft comes with the unit and is located in the underground gated garage. The amenities center is likely to be completed by late spring. This is your opportunity to move into Wailea's most eagerly awaited new construction. Please note that this completed unit is located in one of only 4 of the buildings that are finished. The remaining phases of the development are under construction. Please do not enter the property. By appointment only. Thank you for your understanding. Photos have been virtually staged.

78 Kai Malu Dr Unit 101, Kihei

Listing courtesy of Hawaii Life (W).

2 Beds ⋅ 2 Baths ⋅ 400220 MLS ⋅ Fee Simple Tenure ⋅ Grand Champions BLDG.

The one you’ve been waiting for at Grand Champions: Unit #29! Rarely do these ground floor corner locations become available in the community. From top to bottom, this villa has so much to offer. With beautiful views of Haleakala, this home is conveniently located on the tranquil, back end of the complex. The covered lanai looks east over the Wailea Blue Golf Course, and offers homeowners the utmost privacy. This is the most highly sought after floor plan in the neighborhood with the flexible “lock off” feature. There are 2 roomy primary-suites, each with spacious bathrooms and separate entrances. The possibilities are endless. However you choose to utilize the space, you will enjoy the masterful owner upgrades and unique position of this condo. This end unit location offers extra windows in the bedroom overlooking the golf course, not common in the standard lock off plan. Renovations include a completely remodeled kitchen, high energy-efficient stainless steel appliances, new furnishings, and granite countertops. Bathrooms are appointed with custom showers and stylish vessel sinks. Additional upgrades include plantation shutters, crown molding, new fans, split A/C system, luxury vinyl and tile flooring throughout. Grand Champions features 2 pools and wonderful mature landscaping. Nearby are all of Wailea's resort amenities, including first-class restaurants, championship golf courses, tennis facilities, elite shopping opportunities, and miles of white sand beaches and ocean recreation. Finely appointed and being sold fully furnished. Listing agent is owner.

155 WAILEA IKE Pl Unit 29, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

2 Beds ⋅ 2.5 Baths ⋅ 400214 MLS ⋅ Fee Simple Tenure ⋅ Wailea Ekahi Ii BLDG.

Absolutely stunning Wailea Ekahi Townhome-style villa with every upgrade imaginable! Iconic properties such as this one rarely become available. This is truly the one you have been waiting for at Ekahi. Nestled on the serene greenbelt, Ekahi 35B boasts an excellent location in the lower village with breathtaking ocean views. Every detail in this home has been meticulously attended to with a high-end designer remodel in 2018 (upgrade details at https://tinyurl.com/ekahi35b ) including the significant upgrade of all new exterior windows and sliding doors, making this property a rarity in itself. Step inside to discover a living space where perfection meets sophistication. The entire interior has been updated to the highest standards with a modern yet relaxed and comfortable design. No expense was spared in transforming this townhouse into a haven of luxury. The layout has been thoughtfully redesigned to enhance flow, functionality, and visual appeal. Impeccable quality is evident in every corner. The kitchen is a chef's dream, featuring new top-of-the-line appliances and premium finishes. The Primary Suite has high vaulted ceilings and its own private lanai for enjoying the ocean views. The bathrooms have been transformed into spa-like retreats, featuring high-end fixtures and exquisite tile work. Stay cool and comfortable year-round with the new split AC system. Literally, every aspect of this townhouse has been professionally addressed and upgraded. It's being offered completely turnkey by the sellers, and ready for you to enjoy. Wailea Ekahi offers world-class amenities, including direct access to Keawakapu Beach, multiple pools, pickleball courts, edible landscaping, and meticulously manicured grounds. This is the epitome of island living at its finest.

3300 Wailea Alanui Dr Unit 35B, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

1 Beds ⋅ 2 Baths ⋅ 400196 MLS ⋅ Fee Simple Tenure ⋅ Wailea Ekahi Ii BLDG.

Ahhh - this is the one --a Wailea ocean view vacation rental that is so relaxing that you don't want to leave! Wailea Ekahi is known for its low density, direct ocean front location on famed Keawakapu Beach. This turnkey, spacious one bedroom, two bath unit sits on the inner green belt with gorgeous views of both the ocean, outer islands and Haleakala from the covered lanai. Remodeled kitchen and baths with designer furnishings are what guests and families want for their personal stays. Premium finishes includes granite counters, tumbled tile and stainless appliances. The large primary bedroom enjoys an additional quiet sitting area, while the living room can maximize sleeping arrangements on both the sleeper sofa and sleeper chair -- perfect for families or friends traveling together. Wailea Ekahi enjoys an oceanfront pool. pavilion with bbq's and covered eating area, additional pools throughout the property, a tennis court and more. Split AC units keep the unit cool when needed, but the breezes off the ocean are a tropical treat! Experience why Wailea Ekahi is number one in Wailea and this unit is the one!

3300 Wailea Alanui Dr Unit 33D, Kihei

Listing courtesy of Corcoran Pacific Properties - K.

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