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. 

You can save searches, and get daily email alerts of new listings, price changes, sold data, and market reports. Our Interactive Map Search allows you to view properties on a map or refine your search by drawing the boundaries around the area you desire.

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Newest The Masters Properties for Sale

$12,900,000
5 Beds 8 Baths 409428 MLS ACTIVE Status
Nestled withing the prestigious enclave to Kapalua Place, this extraordinary oceanview estate on over 1 landscaped acre offers an unparalleled blend of luxury, privacy, and island elegance. Encompassing over 10,000 square feet of living space, the magnificent five bedroom, 7.5 bath residence is designed to capture the essence of refined Hawaiian living. Thoughtfully crafted with an expansive open floor plan, the home flows seamlessly from grand interior living spaces to breathtaking outdoor spaces perfect for effortless entertaining and relaxed island living. Walls of glass frame panoramic ocean vistas while inviting natural light and gentle trade winds throughout the residence. The open chef's kitchen with gorgeous granite countertops anchors the main living area and opens to generous living and dining areas for hosting both intimate dinners and large celebrations. Each of the 5 bedroom suites offers exceptional comfort and privacy creating a serene retreat for family and guests alike. Complete with an elevator. The resort style outdoor living spaces create a tropical sanctuary designed for both relaxation and entertaining. At the heart of the grounds is a spectacular swimming pool accented by a cascading waterfall evoking the ambiance of a five star luxury living in the Kapalua resort. There is a separate private spa. Set within Maui's most coveted enclaves, this remarkable property provides both exclusivity and proximity to the world-class amenities of Kapalua, including championship golf, pristine beaches, fine dining, and luxury resort experiences. A rare offering where timeless architecture, breathtaking ocean views, famous sunsets and the west maui mountains frame the views and the spirit of aloha come together in perfect harmony. Private gated enterance to the white sand beach at Oneloa Bay with views up the coastline to Honolua Bay.

8 Kapalua Pl, Lahaina

Listing courtesy of Keller Williams Realty Maui-L.

$2,600,000
2 Beds 3 Baths 409427 MLS ACTIVE Status Kapalua Bay Villas Ii BLDG.
Gorgeous bridge level Kapalua Bay Villa. Roll your luggage straight in the parking area. It is one of the most sought after locations in the resort. The views from this spacious, open townhome remodeled floorplan are fabulous up to Honolua Bay. Watch the whales jump from your kitchen, living and dining room. The living room lanai is the perfect spot for morning coffee or win and cheese at sunset. This condo has been lovingly remodeled by an award winning interior designer. It was professionally remodeled in 2017-2018. This is being sold turnkey. There are no steps in the upgraded bathrooms. Gorgeous tile with glass waterfall accents, rainfall and handheld shower heads. The downstairs master has a beautiful soaking tub, a true spa bath. Open and decorative tile designs. The upstairs master suite has a beautiful master bath with washer-dryer, etched windows frosted for privacy and beautiful shades throughout for privacy. The bathroom sinks are all spun glass basins. Ample closet space. The doors are mahagony. The flooring throughout the entire condo is large format limestone. The kitchen has sapele wood slab cabinets with a lighted glassware cabinet. Countertops are taj mahal. Kitchen appliances include kitchen aid oven and microwave. Bosch stovetop and dishwasher. The light switches have been upgraded to Legrand Adorne in designer colors for a clean modern look. The sliders to the lanai and the air conditioners are recent additions to this high level home. The soaring ceilings in the "great room" add to the light and spaciousness of the living area. The stairwell is bamboo flooring. The gorgeous artwork is included with the original art and prints throughout by native and local artists. The Kapalua Resort is home to award winning restaurants, golf, and tennis/pickleball. Great resort community. World class beaches. The Bay villas have tennis courts, gated, three swimming pools.

500 Bay Dr Unit 12B1-2, Lahaina

Listing courtesy of Keller Williams Realty Maui-L.

$1,850,000
409396 MLS ACTIVE Status
230 Crestview Road presents a rare and compelling opportunity to create a legacy estate within Pineapple Hill Estates, the most prestigious gated enclave in Kapalua Resort. One of the final undeveloped homesites in this highly sought-after community, this exceptional property captures sweeping panoramic views of the Pacific Ocean, framed by the dramatic beauty of Maui’s neighboring islands. Included in the offering are thoughtfully designed architectural plans and approved building permits, allowing for an immediate and seamless path to construction. The custom residence has been designed to encompass 3,766 square feet of refined interior living, complemented by 1,145 square feet of expansive covered lanais, a gracious 438 square foot covered entry, and 715 square feet dedicated to garage and storage, all totaling an impressive 6,064 square feet of integrated indoor-outdoor living. Ownership within Pineapple Hill includes resort-level amenities. Residents enjoy access to a private pavilion featuring a resort-style, all-tile, solar-heated pool, entertainment areas, catering kitchen, and barbecue facilities, along with impeccably maintained tennis and pickleball courts and on-site management. Beyond the gates, Kapalua offers an unrivaled lifestyle experience, with world-renowned beaches, scenic coastal trails, and championship golf at the Plantation Course. Indulge in five-star hospitality, award-winning dining, and rejuvenating spa experiences, all just moments from your future dream residence. This is more than a homesite, it is an invitation to craft an extraordinary retreat in one of Maui’s most exclusive communities.

230 Crestview Rd Unit 15, Lahaina

Listing courtesy of Keller Williams Realty Maui-L.

$3,300,000
2 Beds 3 Baths 409393 MLS ACTIVE Status Wailea Point I Ii Iii BLDG.
Wailea Point 2101 is a rare, single-level residence featuring 2 bedrooms and 3 bathrooms with the convenience of no-stair entry. Enjoy breathtaking ocean and garden views, complemented by the stunning “bonus” views of Haleakala and the West Maui mountains. The open-concept kitchen is perhaps the most popular remodel scope of work in Wailea Point, and it’s already done in this lovely home, enhancing the quality of living and entertaining. Plus, the installation of custom cabinetry in the primary bedroom combines style with functionality. Seamless indoor-outdoor living is complemented by an extra-spacious lanai that opens directly onto lush, manicured gardens. Meticulously maintained, this home represents exceptional value and a unique opportunity to create your own personal retreat in one of Maui’s most distinguished condominium communities—a must-see. Wailea Point was designed to be Hawaii’s premier residential condominium, offering very low density (just over 4 units per acre), high-quality construction, and a serene garden environment. Residents enjoy 24-hour gated and roving security, two pool pavilions with 4 pools (including a 25-meter lap pool), 2 whirlpool spas, fully equipped kitchens, a lighted tennis court, 2 pickleball courts (1 lighted), a fully air-conditioned fitness gym, barbeque areas, fruit and herb gardens, ample parking, and a golf-cart friendly domain. Conveniently located next to the Four Seasons and Fairmont Kea Lani Hotels (with the Grand Wailea just one property away), residents have access to an array of five-star restaurants, shops and other amenities. In a 7/15/26 ruling, the Appeals Court changed the minimum rental period at Wailea Point BACK to 30 days. An Association Board of Directors Bulletin dated 7/22/26 states, “Consistent with the appellate court's decision, the minimum rental period is being administered as 30 consecutive days."

4000 Wailea Alanui Dr Unit 2101, Kihei

Listing courtesy of Wailea Point Realty, Inc..

$1,395,000
2 Beds 2 Baths 409365 MLS ACTIVE Status Masters BLDG.
Blending island charm with contemporary design, Kaanapali Masters #901 offers a refined and effortless take on resort living. Clean lines and a soft, neutral palette create a sense of understated elegance, while large windows frame lush tropical greenery and spectacular views of the shimmering Pacific beyond. Fully renovated in 2023, this residence is being offered furnished and presents a turnkey opportunity to step into a home that feels both polished and welcoming. The kitchen and living areas are thoughtfully designed for both entertaining and everyday comfort, creating a natural, open flow throughout the home. The primary suite enjoys spectacular ocean views, while the secondary bedroom is set within a well-manicured tropical garden, providing a peaceful and secluded space for guests, a home office, or that writing room you’ve always imagined. Located in Building 9 on the front line and set back from the Kaanapali Royal Golf Course, this ground-level corner residence enjoys a private, tucked-away setting within the greater community. The Masters is renowned for its ideal location along the Kaanapali hillside on West Maui and spans nearly thirty-eight immaculately maintained acres, complete with two pool areas and tennis courts. Just moments from the beach, golf, and dining, the result is a community and a residence that feels both connected and removed - an inviting retreat with a distinctly elevated point of view.

50 Puu Anoano St Unit 901, Lahaina

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

$1,995,000
2 Beds 1 Baths 409364 MLS ACTIVE Status
SELLER FINANCING IS AVAILABLE. 25% DOWN, 5% INTEREST FOR 5 YEARS. For retirees, this rural sanctuary offers the peace you deserve, paired with unmatched convenience—medical services, entertainment, shopping, and government facilities are all just minutes away. For working families, the location adds the bonus of easy access to after-school activities. And for everyone, the benefits of living in a small gated rural community simply can’t be overstated. This is far more than a typical second dwelling on two acres. All infrastructure for a main home—water system, electricity, and septic—is already in place. The property also features five years of thoughtful landscaping, including a variety of fruit trees. While the main dwelling was unfortunately lost during the recent Kona Low storms, when the Wailuku River shifted from its usual course, what remains is a well-built and beautifully finished two-bedroom residence featuring a granite kitchen countertop and Pergo Extreme, the highest-quality laminate flooring Pergo offers. This home can be expanded up to 1,500 square feet as a second farm dwelling, or even larger if designated as the primary residence. Both septic systems were engineered to support up to five bedrooms. A 656-square-foot container/storage facility is ideally positioned to serve the entire property. The water system—utilizing both rain catchment and river water—has been thoughtfully designed with ample storage to support domestic and agricultural needs.

2559 Mokuhau Rd, Wailuku

Listing courtesy of Live Maui Real Estate LLC.

$1,100,000
1 Beds 1 Baths 409361 MLS ACTIVE Status Wailea Ekahi I BLDG.
This charming, private ground-floor 1-bedroom, 1-bathroom end-unit is flooded with natural light and has been meticulously maintained. From the spacious living area, kitchen, and extended tiled lanai, you'll enjoy beautiful views of the lush garden. The unit perfectly blends indoor and outdoor living, with direct access from the kitchen that's ideal for alfresco dining. It's like stepping into your own "Secret Garden of Maui." When it's time for the beach and some sun, this unit offers a short 4 minute stroll down to Maui's famous Keawakapu beach. The kitchen boasts stainless steel appliances, including a wood-clad refrigerator, warm-toned ceramic tile countertops, and a full-height backsplash. The natural wood louvered sliders and bi-fold doors enhance the unit's rich and inviting atmosphere. The bedroom offers access to a private garden lanai, creating a peaceful retreat. The custom bathroom features a floor-to-ceiling tiled, glass-enclosed shower with decorative seashell accents. A Murphy bed adds versatility, providing a second sleeping area. Wailea Ekahi is known for its lush tropical landscaping, mature plantings, and a variety of amenities, including multiple pools and tennis courts. The Keawakapu beachfront pool and gathering pavilion are truly exceptional. Nearby, the renowned Shops at Wailea offer fine dining, shopping, and art galleries. Wailea also provides world-class opportunities for golf, tennis, diving, snorkeling, horseback riding, hiking, and is close to luxurious spas.

3300 Wailea Alanui Dr Unit 25C, Kihei

Listing courtesy of Coldwell Banker Island Prop-Ku.

$1,299,000
1 Beds 1 Baths 409343 MLS ACTIVE Status Honua Kai - Konea BLDG.
Konea 314 at the Honua Kai Resort offers a rare opportunity to own a hotel-zoned, short-term rentable condominium in one of Kaanapali’s most sought-after beachfront communities. This updated 1 bedroom, 1 bathroom residence features approximately 690 sq. ft. of interior living space and a 135 sq. ft. lanai, with beautiful views of the West Maui Mountains and a peaceful greenbelt setting. The unit has been upgraded with porcelain tile flooring, updated modern furnishings, and a bright interior that enhances natural light throughout. The open floor plan includes a well-appointed kitchen with granite countertops and stainless steel appliances, along with an in-unit washer and dryer. Large bi-fold doors create seamless indoor-outdoor living, extending the living space onto your private lanai. Located in the Konea Tower, this floor plan is one of the most desirable one-bedroom layouts in the resort. Its southern exposure provides beautiful natural light and a comfortable living environment. Honua Kai is a full-service beachfront resort offering amenities including multiple swimming pools, hot tubs, Duke’s Beach House restaurant, fitness center, and direct access to North Kaanapali Beach. This property is actively used as a short-term rental and offers flexibility for both personal use and rental operations. Konea 314 presents a strong opportunity for those seeking a Maui property with proven rental demand in a premier resort setting.

130 Kai Malina Pkwy Unit NR314, Lahaina

Listing courtesy of Maui Westside Properties.

$998,000
2 Beds 2 Baths 409328 MLS ACTIVE Status Papakea Resort I Ii BLDG.
Welcome to Papakea J105, a beautifully remodeled ground-floor 2-bedroom, 2-bathroom condo offering comfort, privacy, and convenience in one of West Maui’s most desirable oceanfront resorts. This fully furnished unit boasts tranquil garden views, high-speed Wi-Fi, and a spacious layout, perfect for full-time living or a vacation rental income. Thoughtfully designed to sleep up to 7 guests, J105 features a king bed in the primary suite with ensuite bath, a queen and twin beds in the guest room, and a queen sleeper sofa in the open-concept living area. The second full bathroom is conveniently located just off the guest bedroom. The condo includes a washer/dryer, ceiling fans in every room, smart TVs, cable, and a window A/C unit in the living room. The upgraded kitchen features all-new cabinets, countertops, and stainless steel appliances. It is ideal for those who love to cook and entertain. This turn-key unit offers a relaxed tropical style with updated décor and all the comforts of home. The lush, low-density Papakea Resort provides residents and guests with amenities including oceanfront saltwater pools and hot tubs, koi ponds, shuffleboard, putting greens, tennis, and pickleball courts. It is ideally situated just north of the world-famous Ka’anapali Beach, and within walking distance of shops, dining, grocery stores, and local cafés. A short drive takes you to Whalers Village, Lahaina, and more of Maui’s most beautiful beaches, including Napili and Kapalua Bay. Professionally managed by My Perfect Stays, it is vacation rental–ready. This is Maui living at its finest!

3543 Lower Honoapiilani Rd Unit J105, Lahaina

Listing courtesy of Coldwell Banker Island Prop-KP.

$1,088,000
2 Beds 2 Baths 409324 MLS ACTIVE Status Kaanapali Shores BLDG.
This is the one! Seller will provide credit in escrow, for removal of popcorn ceiling. A well-established Hotel Zoned, short-term vacation rental with a strong history of consistent occupancy. Experience the epitome of resort living at Aston Kaanapali Shores #423.  Located perfectly on the fourth floor, this resort-style condominium offers two bedrooms, two bathrooms, and accommodations for up to six guests. A spacious private lanai affords views of the verdant tropical landscape, courtyard pool, as well as breathtaking ocean vistas, sunsets, and whale sightings. The lanai also overlooks a serene koi pond, with tranquil sounds from the waterfall.  The residence is offered fully furnished and showcases an open floor plan that includes a comprehensively equipped kitchen, a dining table for four occupants, a breakfast bar with stools, a Smart television, a new pull-out sofa sleeper, and supplementary seating options. #423 is a well-established short-term vacation rental with a strong occupancy history. Beyond the resort gates, the best of West Maui is literally at your fingertips. Whalers Village, Hula Grill and Duke's Beach House to Star Noodle and Mala Ocean Tavern. Championship golf courses are all within easy reach. And for nature lovers, the Ka'anapali coastline is one of Maui's premier whale watching destinations — from December through April, humpback whales breach and spout just offshore. Combined with the nightly spectacle of fiery West Maui sunsets painting the sky over Lanai and Molokai, the views from #423 are nothing short of magical, season after season. As part of the iconic Aston Kaanapali Shores oceanfront resort, owners and guests enjoy world-class amenities right at their doorstep — lush 10-acre tropical grounds with direct beachfront access, two sparkling freshwater pools, relaxing hot tubs, tennis and pickleball courts, a fitness center, and a beloved open-air beachfront restaurant and bar.  Don't miss your chance to own this true ocean-view treasure on the world-renowned Ka'anapali Coast — where lifestyle and investment meet in perfect harmony.

3445 Lower Honoapiilani Rd Unit 423, Lahaina

Listing courtesy of Century 21 Island Homes.

$568,500
2 Beds 1 Baths 409318 MLS ACTIVE Status Pohailani Maui BLDG.
Nestled under the shade of a giant monkeypod tree, this south facing, bright upstairs 2 bedroom condo embodies the serenity of a beautiful garden community with warm sunshine and gentle breezes only steps from the ocean. This home was recently renovated, bringing modern finishes to a duplex style unit and has a brand new roof. The living area features vaulted ceilings and an open concept space with a large shaded lanai for quiet time at home and casual get-togethers. The two bedrooms provide flexible space for a home office, guest room, or growing household. Unit 237 is a highly desirable location within the 8 acre Pohailani property. Positioned away from the road, in a central cul-de-sac, it is close to amenities including two swimming pools, three barbecue areas, tennis and pickleball courts, a community room, a large modern laundry room and kayak/board storage. Pohailani is cherished for its welcoming aloha community atmosphere and well-maintained grounds, shaded by large monkeypod trees, three varieties of mango trees, banana, starfruit and bread fruit trees. Residents enjoy access to an private oceanfront lawn and barbeque area as well as a nearby hidden community beach for a peaceful swim or sunset stroll. The location in Kahana gives you easy walking access to shopping, dining, and gym facilities. This classic west side property is perfectly positioned between Kaanapali, Napili Bay and Kapalua, with turtles, whale watching, world class beaches, shops, farmers markets, dining, and outdoor activities while still enjoying a quiet residential feel. If you’re looking for a comfortable, low-maintenance home in a peaceful community with ongoing cool breezes, this Pohailani condo offers a wonderful opportunity to establish your roots and enjoy island living at your own pace.

4440 Lower Honoapiilani Rd Unit 237, Lahaina

Listing courtesy of Compass.

$600,000
2 Beds 2 Baths 409312 MLS ACTIVE Status Waipuilani BLDG.
Oceanfront living in the heart of Kihei with panoramic views and rare top-floor privacy. Welcome to Wailpuilani Unit 314, a spacious corner unit offering direct oceanfront views and one of the most desirable positions within the complex. Located on the quiet ocean side of South Kihei Road, this top-floor end unit is set well back from the road, creating a peaceful and private setting. With approximately 954 square feet, it is the largest floor plan of its kind at Wailpuilani, featuring windows on three sides for abundant natural light and refreshing cross breezes. The open-concept living room and kitchen are framed by floor-to-ceiling glass, capturing sweeping views of the Pacific Ocean, expansive green space, and the adjacent county park that stretches along the shoreline, creating a true backyard-to-the-ocean experience. This unique setting enhances both privacy and the feeling of open space rarely found in Kihei condos. With A Murphy bed comfortably sleeps up to six providing flexibility for guests while maintaining a spacious feel. Fees include Water, Sewer, Trash, Wifi, Grounds, Exterior Building and Building Insurance. Enjoy direct access to oceanfront grounds, pickleball courts, and nearby beaches ideal for paddle-boarding, windsurfing, kite surfing, whale watching, and sunset strolls. Centrally located in Kihei, you are just minutes from grocery stores, restaurants, gyms, and everyday conveniences. Whether you are looking for a primary residence, second home, or investment opportunity, this oceanfront Kihei condo offers a rare combination of location, layout, and lifestyle. Take advantage of opportunity to own a top-floor oceanfront corner unit in one of Kihei’s most convenient coastal settings.

1002 S Kihei Rd Unit 314, Kihei

Listing courtesy of eXp Realty.

$799,000
1 Beds 1 Baths 409311 MLS ACTIVE Status Kaanapali Shores BLDG.
Maui paradise awaits at the Aston Kaanapali Shores #545, a beautifully remodeled fifth-floor sanctuary offering breathtaking partial ocean views and the ultimate island lifestyle. Encompassing 717 square feet of thoughtfully upgraded interior living space, this turn-key one-bedroom, one-bathroom, sleeps 4, condominium seamlessly blends modern comfort with tropical elegance. Step onto your private lanai to soak in gorgeous year-round sunsets and the soothing sounds of the Pacific, or unwind indoors with the ease of central air conditioning and an in-unit washer and dryer. The open-concept layout flows naturally into a fully equipped, state-of-the-art kitchen — ideal for entertaining guests or savoring a quiet morning coffee before heading to the sand. What truly sets this unit apart is its Hotel-Zoned, legal short-term vacation rental status.  #545 is a well-established short-term vacation rental with a strong occupancy history. Beyond the resort gates, the best of West Maui is literally at your fingertips. Whalers Village, Hula Grill and Duke's Beach House to Star Noodle and Mala Ocean Tavern. Championship golf courses are all within easy reach. And for nature lovers, the Ka'anapali coastline is one of Maui's premier whale watching destinations — from December through April, humpback whales breach and spout just offshore. Combined with the nightly spectacle of fiery West Maui sunsets painting the sky over Lanai and Molokai, the views from #545 are nothing short of magical, season after season. As part of the iconic Aston Kaanapali Shores oceanfront resort, owners and guests enjoy world-class amenities right at their doorstep — lush 10-acre tropical grounds with direct beachfront access, two sparkling freshwater pools, relaxing hot tubs, tennis and pickleball courts, a fitness center, and a beloved open-air beachfront restaurant and bar.  Don't miss your chance to own this true ocean-view treasure on the world-renowned Ka'anapali Coast — where lifestyle and investment meet in perfect harmony.

3445 Lower Honoapiilani Rd Unit 545, Lahaina

Listing courtesy of Century 21 Island Homes.

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