The Masters Real Estate Search

The Masters Properties for Sale

The Masters at Kaanapali Hillside is a picturesque, gated community that sprawls across 42 acres in Lahaina. Established in 1991, The Masters holds some of Kaanapali’s most notable and desirable real estate, as the community does not permit vacation rentals, and residents must own and occupy. Along with that unique form of privacy, The Masters also features amenities like two swimming pools, four tennis courts, and a location just minutes from Kaanapali Beach.

The Master real estate at Kaanapali presents homebuyers with a curated selection of properties from which to choose, encompassing the top of Kaanapali Royals Golf Course. The community is comprised of under 200 luxury condos that showcase maple, granite, and bamboo details. The Masters golf condos in Kaanapali are discoverable with between one and three contemporary layouts and unquantifiable commodities like tranquility and privacy. If you are interested in purchasing one of The Masters condos for sale in Kaanapali, please contact us today.

Our website features the best The Masters real estate search for homes, condo, 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 The Masters Properties for Sale

$1,649,000
2 Beds 2 Baths 408535 MLS ACTIVE Status Masters BLDG.
Welcome to The Masters, one of Kaanapali’s most cherished communities, known for sweeping ocean views, lush tropical landscaping, and a serene, low-density setting. The property spans 37 acres and features two saltwater pools and hot tubs, four tennis courts, a private grove of fruit trees, and an herb garden, with green space for children and walking. Unit 2302 captures the essence of island living. Vaulted ceilings and skylights fill the home with soft natural light, creating an airy and uplifting atmosphere. This two-bedroom, two-bath residence includes a versatile den addition that adds exceptional flexibility for guests, work, or relaxation. In 2018, a dual A/C system with four handlers keeps the home cool and comfortable year-round. The primary suite features vaulted ceilings and a skylit bathroom, offering a peaceful retreat. Waking each morning to sunlight illuminating Molokai quickly becomes a cherished daily ritual. Step onto the lanai and take in a breathtaking 180-degree panorama spanning the Kaanapali Golf Course, the Pacific Ocean, and the neighboring islands of Molokai and Lanai. Here, sunsets and rainbows aren’t just a view—they’re an experience you’ll never tire of. This is Maui living at its finest: peaceful, elegant, and immersed in natural beauty—a tranquil retreat after a day at the beach or on the golf course.

50 Puu Anoano St Unit 2302, Lahaina

Listing courtesy of Maui Resort Realty.

$1,625,000
1 Beds 2 Baths 408534 MLS ACTIVE Status Kapalua Bay Villas I BLDG.
Feel the warm island breeze and the sparkle of the Pacific the moment you enter this beautifully remodeled oceanfront 1-bedroom, 1.5-bath villa in the gated community of Kapalua Bay Villas. Bathed in natural light and designed with a sophisticated Hawaiian-inspired aesthetic, this bi-level retreat offers sweeping ocean views and views of Molokai from nearly every room, effortlessly blending indoor comfort with the serene beauty of Maui. The open-concept living areas invite you to relax and unwind, with the living, dining, and kitchen spaces flowing effortlessly together. Enjoy the fresh Maui air or relax in cool A/C comfort. Expansive windows frame the views and a covered ocean-view lanai provides the perfect spot for morning coffee or evening cocktails while taking in the view and island breezes. The kitchen is both elegant and functional, featuring light-toned cabinetry that comes fully equipped for gourmet cooking and entertaining, a tiled backsplash, large Thermador refrigerator, stainless steel Café appliances, a wine fridge, and a breakfast bar ideal for casual dining. A convenient half bath on the main level enhances daily comfort and entertaining ease. Ascend to the upper level, where the primary suite welcomes you with a king-sized bed, stunning views, and a lanai overlooking the Pacific. The beautifully updated en-suite bathroom invites you in with its custom-tiled shower and luxurious touches and offers a peaceful sanctuary after island adventures. A queen sleeper sofa on the main level adds flexibility for families or small groups, comfortably accommodating up to four guests. The condo includes a private exterior storage closet, ideal for storing bikes, beach gear, surfing and snorkeling equipment, as well as tennis or pickleball essentials. As a resident of Kapalua Bay Villas, you’ll enjoy world-class resort amenities just off the coastline, including three heated ocean-view pools, tennis courts with ghost lined pickleball courts within, and gas BBQs, all with the luxury of being just steps away from the scenic Kapalua Coastal Trail. In addition, nearby amenities like the Kapalua Tennis Gardens host an additional 16 pickleball courts to enjoy. Golf lovers will appreciate the close proximity to the Kapalua Plantation Course, making this location ideal for those who love pickleball, tennis, or golf. Kapalua Bay Beach is just a short two-minute walk away, with Oneloa Beach nearby as well.

500 Bay Dr Unit 29-G5, Lahaina

Listing courtesy of Hawaii Life (W).

$1,295,000
3 Beds 2 Baths 408530 MLS ACTIVE Status
Welcome to this nearly new, single-level 3-bedroom home in The Parkways at Maui Lani, one of Central Maui’s most desirable neighborhoods. Built in 2022 and thoughtfully enhanced since, this residence offers modern comfort, functionality, and beautifully curated outdoor spaces. The home features forced-air air conditioning throughout, including a portion of the garage, along with upgraded lighting, ceiling fans, and custom blinds in every room. The open, light-filled interior is complemented by upgraded GE appliances, upgraded countertops in the kitchen and bathrooms, a new kitchen faucet, and a full-size GE washer and dryer. Outside, the property truly shines. A huge extended driveway with grasscrete pavers easily accommodates four vehicles. It is also located on a quiet dead end street. The fully landscaped front and back yards include complete irrigation, walking paths, multiple seating and picnic areas, and mature tropical landscaping featuring plumeria, ti leaf, areca palms, and more—creating a peaceful, private outdoor retreat. Multiple exterior gates have been added, including a wide access gate suitable for a boat, golf cart, or future shed, with a rear gate leading toward the golf course. New fencing and exterior lighting enhance both security and evening ambiance. The entry and lanai have been freshly painted in a modern slate gray for a clean, updated look. Energy efficiency is a plus with 35 solar panels and three Tesla batteries, helping reduce electric costs and provide added peace of mind. Move-in ready, flexible, and impeccably maintained, this home offers the rare opportunity to enjoy near-new construction with extensive upgrades already completed—all within a premier Maui Lani community close to golf, shopping, schools, and island conveniences.

74 Kaana St Unit Lot 145, Kahului

Listing courtesy of Coldwell Banker Island Prop(S).

$12,900,000
8 Beds 13 Baths 408480 MLS ACTIVE Status
Located in gorgeous Napili, Maui, 5385 Lower Honoapi'ilani Road, also known as the Napili Beach House, is a uniquely spacious Maui home boasting stunning views of Napili Bay, the enchanting island of Moloka'i, and incredible features throughout. Amenities include a gated entrance, a heated rooftop ocean-view swimming pool with spa, an outdoor rooftop kitchen with a built-in barbecue, an elevator, two dining areas, two Great Rooms, two dens, and twelve Smart TVs. The home's expansive rooftop deck features a magnificent swimming pool and jetted spa, surrounded by panoramic ocean views and a majestic mountain backdrop. Imagine taking a dip in the pool or luxuriating in the jetted spa as you soak in the breathtaking sunset every evening. During winter, you can watch majestic humpback whales frolicking just offshore from the comfort of your home's private perch! The rooftop also includes an outdoor kitchen, barbecue, dishwasher, and refrigerator, allowing you to prepare meals in a stunning setting. You can enjoy breathtaking views from the second floor, which features two magnificent Great Rooms and four exquisite bedrooms, transforming it into the vibrant heart of this extraordinary home. The second floor is accessible via a private elevator or two staircases, making the home mobility-friendly. On one side, you'll discover a culinary haven with a gourmet kitchen, dining area, and a spacious Great Room. On the other side, indulge in the ultimate entertainment experience at the sleek wet bar, accompanied by a wine fridge, a second dining area, and an equally impressive second Great Room! Large sliding glass doors seamlessly connect two distinct lanai areas. The gourmet kitchen is well-appointed, with everything a home chef may need. There is a 5-burner range, double refrigerator, dishwasher, and microwave. A full-size freezer and a separate commercial ice maker are just off the kitchen. Eight bedrooms provide ample space for family and friends. All bedrooms have en-suite baths and are lavishly outfitted with California King beds. Each first-floor bedroom opens onto a quiet lanai in the backyard, sheltered from street view, while the four second-floor bedrooms offer stunning ocean views. The first floor also features two offices and two private dens equipped with large Smart TVs in a media-room setting. Central air conditioning with individual climate controls and ceiling fans ensures personalized comfort in every room. You are also within walking distance of gorgeous Napili Bay and a short drive from award-winning Kapalua Bay Beach and the world-class PGA Plantation Course. This unique home offers a rare opportunity for someone seeking a large Maui residence close to the ocean, services, and entertainment. The property must be seen!

5385 Lower Honoapi'ilani Rd, Lahaina

Listing courtesy of Welcome Hawaii Properties.

$1,180,000
3 Beds 3 Baths 408477 MLS ACTIVE Status
Beautifully Updated Corner Lot Home in Desirable Waikapu Gardens Discover this thoughtfully designed two-story home on a desirable corner lot in the sought-after Waikapu Gardens community. Freshly updated with brand new luxury vinyl plank flooring throughout and fresh interior paint, this move-in ready residence combines flexible living spaces with sizeable outdoor areas and sustainable energy features. The main level centers around an open-concept great room with vaulted ceilings that seamlessly connects the kitchen, dining, and living areas. Two sliding glass doors open directly to the back & side yards, creating an effortless indoor-outdoor flow perfect for Hawaii living and entertaining. The ground floor primary suite offers true convenience with its own ensuite bathroom featuring a unique wet bar—ideal for those who prefer single-level living. A half bathroom on the main floor provides added convenience for guests. Upstairs, you'll find two spacious guest bedrooms and a full bathroom, along with a large bonus room that offers incredible flexibility. Previous owners have used this versatile space as both a guest bedroom and home office, but it could easily serve as a media room, playroom, or additional living area. Modern comfort meets sustainability with a combination of central AC and split AC units throughout, along with 16 owned, net-metered photovoltaic solar panels that significantly reduce electric bills. Recently renovated bathrooms, recessed lighting, stainless steel appliances, and plantation shutters add refined touches throughout the home. The home's outdoor spaces are equally impressive. Expansive, well-maintained yards provide ample room for recreation, gardening, or relaxation while taking in stunning mountain views. The previous owner even utilized the space for a large batting cage! The concrete side yard features double gate access, offering excellent options for additional parking, secure storage, or an extended outdoor entertaining area. A charming terraced garden in the backyard features a tangerine tree, Tahitian lime tree, ti leaf plants, and rose bushes—perfect for gardeners and those who love fresh citrus. Waikapu Gardens is known for its strong sense of community and family-friendly amenities. The holiday season is especially festive in this subdivision. Enjoy the neighborhood walking path, community playground, and appreciate the convenient location with quick access to shopping, medical facilities, schools, parks, and essential services.

1032 Ulu Kanu St, Wailuku

Listing courtesy of Compass.

$2,295,000
3 Beds 3 Baths 408444 MLS ACTIVE Status Puamana BLDG.
Wake up to the sights and sounds of the Pacific in this direct oceanfront three-bedroom townhome, ideally located on the secluded south side of Puamana. Significant community improvements have been recently completed, including County-approved cobblestone shoreline reinforcement, providing added long-term stability to the oceanfront building where Unit 272-3 is located. Adding to the appeal, the oceanfront pool has been beautifully renovated and reopened, creating a true resort-style setting. Puamana offers a rare blend of privacy and lifestyle amenities, including two swimming pools (one oceanfront), tennis and pickleball courts, a children’s playground, three surf breaks, lush tropical gardens, and a seasonal golden sand beach. This peaceful oceanfront enclave allows you to relax away from large resort crowds, while remaining conveniently close to the golf, dining, shopping, and resort amenities of Kaanapali and Kapalua. The property is located on the south side of Puamana and operates as a legal vacation rental, with an existing reservation income stream to be honored. With completed shoreline improvements, a renovated oceanfront pool, and an unbeatable direct-oceanfront setting, this offering presents a wonderful opportunity to experience classic Maui oceanfront living in one of West Maui’s most desirable communities.

272 Pualei Dr Unit 272-3, Lahaina

Listing courtesy of Mark A Marchello Inc.

$10,500
1 Beds 1 Baths 408429 MLS ACTIVE Status Papakea Resort I Ii BLDG.
Direct ocean front! Papakea F206 features one bedroom and one bathroom and is located on the second floor in the oceanfront F building at the beautiful Papakea. Enjoy all that Papakea has to offer from June 5, 2027 to June 19, 2027. PTIO F206 has a split a/c system that provides cooling of the entire condo. One of Maui's popular vacation spots, Papakea is well known for the many amenities that are available to owners and visitors that include two separate spacious pool areas with BBQs, two covered clubhouses that are available for entertaining your guests, two large jacuzzis, putting green, and on site security make this vacation destination a highly sought after place. Lush tropical landscaping and Koi fish ponds are trademarks of Papakea. Located just north of the famous Kaanapali Beach, Papakea is close to shopping, beaches, and restaurants. The annual maintenance fees offer ease of payment with a portion billed in January and the balance due in the late summer/early fall. Fees include property taxes, grounds, building and unit maintenance, reserve fund, and housekeeping. The lofts in timeshare Units B401, B404, F403 and K403, operated and managed by Kaanapali Keys Time Interest Owners’ Association (“TIOA”), may not be permitted or in compliance with current building codes; see "associated documents" for more information. Further investigation is pending by the TIOA and/or AOAO. The interior plumbing project began in June 2024 and the work for F206 was completed. Buyer to do own diligence and to request further information from the AOAO. The buyer(s) are aware that this condominium complex is in A1 or A2 zoning which may be affected by Maui County's future ordinance to discontinue the allowance of short term rentals. Buyer(s) should do their own due diligence on the future use of this property; Buyer(s) understand that there is no guarantee of future rental income. A short term rental is defined as a domicile rented out for less than 180 days.

3543 Lower Honoapiilani Rd Unit F206 12AB, Lahaina

Listing courtesy of Keller Williams Realty Maui-L.

$574,000
1 Baths 408419 MLS ACTIVE Status Pohailani Maui BLDG.
Centrally located in the heart of the coastline of Kahana, West Maui, the oceanfront studio at Pohailani 205 awaits YOUR arrival! Pohailani 205 is a gorgeous, intimate studio of 395 living sq. ft. A 2020 renovation included kitchen and bath marble flooring installation, new kitchen cabinets, mother-of-pearl backsplash, and countertops installed, all new kitchen appliances (refrigerator, stove, hood, dishwasher, microwave), new sink, faucet, and garbage disposal. Further improvements included bathroom pocket door, new walk-in marble shower, riverock floor, Hoenig Ceramics tile accent (with glass enclosure), toilet, bath vanity, undermount sink, mirror & lighting. The result is a beautiful tropical retreat for those that need to get away. POHAILANI 205 is for YOU! Built in 1976, the Pohailani community consists of 114 apartments in forty-five 2- and 3-story buildings on eight acres, landscaped with local plants as well as ample lawn space. The community is located within minutes of the Maui Preparatory Academy, one of Maui’s leading schools, the Kapalua Resort Community and the pristine Ka’anapali beaches. Community amenities include two pools, tennis court, basketball court, clubhouse, and three BBQ areas, perfect for enjoying the world famous West Maui sunsets year-round. POHAILANI 205 is ZONED HOTEL (HM). Daily transient vacation-rentals are allowed. Covered assigned parking labeled 97. Your Time Is Now.

4435 Lower Honoapiilani Rd Unit 205, Lahaina

Listing courtesy of Coldwell Banker Island Prop-KP.

$1,745,000
3 Beds 2 Baths 408392 MLS ACTIVE Status
Why buy a condo when you can enjoy single-level living at Kapalani Estates with a 2-car garage—and no lawn to mow! This boutique, gated West Maui community offers a clubhouse, large pool, and tennis/pickleball court, ideally located across from S-Turns surf break and Pohaku Beach Park, with convenient walkability to beaches, restaurants, and shops. Tucked away in a quiet cul-de-sac, this beautifully remodeled single-level 3-bedroom, 2-bath home offers 1,492 sq ft of interior living plus a 230 sq ft covered lanai with partial ocean views. Vaulted ceilings, an open floor plan, and dual sliding glass doors create seamless indoor-outdoor living. Updates include new flooring, paint, and lighting throughout. The remodeled kitchen features new appliances, waterfall quartz countertops, soft-close cabinetry, and an oversized island with bar seating and abundant storage. The primary suite includes a spa-inspired bath with a double vanity, LED backlit mirrors, and an oversized tiled walk-in shower with a bench. Two additional bedrooms, a remodeled guest bath, a new laundry center, and ample storage complete this move-in-ready West Maui home. The home is sold furnished however, the virtual staging items such as drapery portrayed in these photos have been created by computer generated image technology and used for illustration purposes only.

4067 S Paua Way, Lahaina

Listing courtesy of Island Sotheby's International Realty(L).

$2,499,000
3 Beds 2 Baths 408355 MLS ACTIVE Status
VERY MOTIVATED SELLERS! Are you dreaming of a place to escape to? Completely private and seclude? Welcome to Paradise Villa — an exceptional retreat nestled on a half-acre in the highly sought-after Launiupoko community. This Home actually features 3 spacious bedrooms and the pool house! Designed for the Hawaii lifestyle enthusiast, this lush tropical haven seamlessly blends luxury, privacy, and nature with views of the Pacific Ocean, Lanai, the West Maui Mountains, and Lahaina town. Thoughtfully crafted with timeless materials and island elegance, the main residence features 3 bedrooms, 2 bathrooms, soaring ceilings, custom doors, rainforest granite countertops, stainless steel appliances, and travertine flooring. Spa-inspired bathrooms offer indoor-outdoor experiences, including tropical outdoor showers and custom rainforest-style fixtures. The primary suite enjoys direct access to the lanai and gardens, creating a harmonious connection with the landscape. Outdoors, this private sanctuary is surrounded by exotic palms, vibrant fruit trees, and resort-style landscaping with cascading waterfalls into freshwater ponds. A built-in BBQ, large covered lanais, and a cozy fire pit set the stage for entertaining or tranquil stargazing. A separate pool house adds an additional bathroom and outdoor shower, offering flexibility for guests or a wellness escape. The saline pool and heated spa are tucked away in a secluded setting with reflexology stones, a meditation area, and a hand-carved granite soaking tub—perfect for soaking in the serenity with sweeping views above. The oversized two-car garage includes built-in cabinetry and laundry facilities. Located just minutes from Lahaina town, Launiupoko Beach Park, surf spots, restaurants, shopping, and scenic hiking trails, Paradise Villa offers the rare combination of peaceful seclusion and convenient access to all that West Maui has to offer. This is more than a home—it’s a private Hawaiian sanctuary where luxury meets lifestyle. Seller is also offering the option of a 25% co-ownership interest for $635,000 through Cohana Homes www.cohanahomes.com. Call today to schedule a private tour! This is a Residential CPR property.

52 Lau Niu Way Unit A, Lahaina

Listing courtesy of Coldwell Banker Island Prop-Ku.

$16,000
1 Beds 1 Baths 408353 MLS ACTIVE Status Papakea Resort I Ii BLDG.
Whale watching from your Papakea time interval! Papakea B309 features one bedroom and one bathroom and is located on the third floor at the beautiful Papakea. Enjoy all that Papakea has to offer from January 9, 2027 to January 23, 2027. PTIO B309 has a split a/c system that provides cooling of the entire condo. One of Maui's popular vacation spots, Papakea is well known for the many amenities that are available to owners and visitors that include two separate spacious pool areas with BBQs, two covered clubhouses that are available for entertaining your guests, two large jacuzzis, putting green, and on site security make this vacation destination a highly sought after place. Lush tropical landscaping and Koi fish ponds are trademarks of Papakea. Located just north of the famous Kaanapali Beach, Papakea is close to shopping, beaches, and restaurants. The annual maintenance fees offer ease of payment with a portion billed in January and the balance due in the late summer/early fall. Fees include property taxes, grounds, building and unit maintenance, reserve fund, and housekeeping. The lofts in timeshare Units B401, B404, F403 and K403, operated and managed by Kaanapali Keys Time Interest Owners’ Association (“TIOA”), may not be permitted or in compliance with current building codes; see "associated documents" for more information. Further investigation is pending by the TIOA and/or AOAO. The interior plumbing project began in June 2024 and the work for B309 was completed. Buyer to do own diligence and to request further information from the AOAO. The buyer(s) are aware that this condominium complex is in A1 or A2 zoning which may be affected by Maui County's future ordinance to discontinue the allowance of short term rentals. Buyer(s) should do their own due diligence on the future use of this property; Buyer(s) understand that there is no guarantee of future rental income. A short term rental is defined as a domicile rented out for less than 180 days. One of the sellers holds an active real estate license in Washington.

3543 Lower Honoapiilani Rd Unit B309 1B-2A, Lahaina

Listing courtesy of Keller Williams Realty Maui-L.

$1,399,000
3 Beds 2 Baths 408348 MLS ACTIVE Status
Bring your vision to this peaceful Upcountry property nestled just below the cool cloud line of Upper Piiholo. Set on two (2) beautifully established acres, this three (3) bedroom two (2) bath home offers more than twenty six hundred (2600+) square feet of interior space along with views that create an inspiring backdrop for a thoughtful renovation. Native trees, tall pines, and fragrant eucalyptus surround this property, offering both privacy and a deep connection to the land. The home is ready for someone who appreciates character and craftsmanship and wants to restore it to its original charm. A generous wraparound deck already frames the exterior, inviting a seamless indoor and outdoor lifestyle. Inside, the main level features an open living, dining and kitchen area with vaulted ceilings and a striking stone accented fireplace. Two (2) bedrooms and a full bath completes this floor. The primary suite rests on the upper level, offering treetop views and natural light. The finished basement offers a one (1) car parking garage and a large room, perfect for a home office, home theatre or possibly a work out/yoga studio. With internet available and plenty of room to reimagine both indoor and outdoor spaces, this property is a rare opportunity to create something truly special. Whether you update the existing layout or transform it into a more modern Upcountry retreat, the setting and foundation are already in place. This much loved home is waiting for its next chapter.

2400 Piiholo Rd, Makawao

Listing courtesy of Coldwell Banker Island Prop(Ka).

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