Newest
Filters
List Map Filters Commute
Sign Up
Log In
Save search
Ask a question
Advanced filters
Lifestyle filters
Virtual Tours
Types
Price range
Beds
Baths
Square footage
Lot size
Year built
HOA fees
Listing status
Property condition
Price changes
Parking
Open House
Views
Frontage
Amenities
Land tenure
Pets allowed
Keywords
Ohana
* Second home allowed on either a residential or an agricultural zoned property.
Surf
Body Surfing
Tow-in Surfing
Near beaches
Near parks
Golf
listings found
View all

Masters condos for sale | Kaan Hillside | Maui

View listings, building and area info, sold data

Virtual Tour
$1.5m
Kaan Hillside - Masters
50 Puu Anoano St unit 901, Lahaina
Condo
2 bd
2 ba
1,512 sqft
$1,499,000
2
bd
2
ba
1,512
sqft
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.
Virtual Tour
$1.3m
Kaan Hillside - Masters
50 Puu Anoano St unit 2206, Lahaina
Condo
2 bd
2 ba
1,728 sqft
$1,300,000
2
bd
2
ba
1,728
sqft
This elegant 1728 sq.ft. 2 bed 2 bath D floorplan residence offers beautiful OCEAN, ISLAND, GOLF COURSE and SUNSET VIEWS. This upstairs unit on the south end captures tropical trade winds and the large kitchen includes Corian countertops. The unit is entered through a very private interior entry. The interior is light, bright and spacious with a large master suite. High ceilings and expansive sliders lead out to a spacious lanai. The covered lanai is perfect for dining or relaxation, offering amazing views of the islands of Lana’i and Moloka’i. It is set along the Kaanapali Golf Course's 9th fairway with expansive ocean multi-island views. The Masters is a GATED community on almost 38 acres with 2 pools and hot tubs, tennis courts and tropical landscaping. This unit is easily accessible from the main entrance, but tucked away from the traffic. It is also very convenient to access the upper and lower pools as well as the tennis courts and is only minutes to the Kaanapali beaches, hotels and shops. The Masters is a pet-friendly community. Available to show on short notice.
Travel times Find a home near
where you want to go!
Add commute
Virtual Tour
$2m
Kaan Hillside - Masters
50 Puu Anoano St unit 3604, Lahaina
Condo
2 bd
3 ba
1,850 sqft
$1,995,000
2
bd
3
ba
1,850
sqft
Welcome to the Masters at Kaanapali. Amazing opportunity to own the best and most spectacular 2bdr/2.5bath upper-level unit on the top row in the highly sought-after Kaanapali Hillside neighborhood. This prime location offers sweeping multi-islands, and ocean views from both lanais, and will allow you to admire the most spectacular sunsets year round. Unit #3604 has its own private bridge leading to a large double entryway, and was renovated with exquisite taste through the years. Vaulted ceilings and cherry wood flooring add to the spacious feeling you will experience when entering this unique residence. The primary bedroom features its own private lanai allowing for more privacy. This extra large floor plan was also designed with its own private BBQ on the lanai. There are 4 mini split AC's separately zoned in both bedrooms, living area and kitchen. The low density gated-community features swimming pools, hot tubs, tennis and pickle ball courts, all surrounded by lush tropical landscaping. It is located just a few minutes from the most spectacular Maui beaches, world-renown golf courses, and restaurants.
Virtual Tour
$860k  $55,000
Kaan Hillside - Masters
50 Puu Anoano St unit 3903, Lahaina
Condo
1 bd
1 ba
901 sqft
$860,000  $55,000
1
bd
1
ba
901
sqft
This lovely ground floor level, 1 bedroom, 1 bath unit features spectacular ocean views, location, and a wonderful opportunity for the buyers who may have pets. The sellers have renovated the shower as well as tiling the lanais, and made good use of the space they have enjoyed since 2020. There is also a storage closet on the lanais, as well as a hose bit, for ease of BBQ, and enjoying the outdoor life we all get to love in Kaanapali. The Masters features wonderful, spacious floor plans, which are accented by the fantastic ocean and outer island views, as well as mature tropical landscaping. There is a nice strip of lawn in front of the unit, and a short hedge, which blocks off the road/driveway view below, and allows for fantastic, panoramic, crystal- clear ocean vistas, stretching from the Islands of Lanai, to Molokai. The Masters sits on the Royal Kaanapali Golf course, allowing for a lush blanket of greenery, which is enhanced by the fantastic landscaping of the project. Most fortunate folks that own on the ground level, do so because of the pet allowance, and ease of access, for your favorite kitties, and dogs. This majestic property features 2 phases of construction, with the first phase being completed in 1987 and the second in 1989. The buildings are concrete, with double wall treated wood, and shake roofing. The project includes 198 units in 34 buildings, spread over beautifully landscaped 37.54 acres. The Masters has 2 sets of swimming pools, in which you can actually swim laps, and wonderful heated spas, tennis courts, and a citrus grove, for your margarita, or lemonade enjoyment. This is an owner-occupied unit, so showings are easily arranged with short notice. The sellers will be moving offsite, so the unit will be ready to be occupied as soon as possible.
$1.65m
Kaan Hillside - Masters
50 Puu Anoano St unit 2204, Lahaina
Condo
2 bd
2 ba
1,512 sqft
$1,650,000
2
bd
2
ba
1,512
sqft
Welcome to The Masters 2204, a rare top-floor residence in one of Ka’anapali’s most coveted communities. This beautifully updated 2 bed, 2 bath home offers 1,512 sq. ft. of living with vaulted ceilings, skylights, and fresh new furnishings throughout. With a prime location you'll enjoy sweeping ocean views framed by Moloka‘i and Lana‘i, along with unforgettable sunsets, seasonal whale watching, and star-gazing from your spacious, tiled lanai overlooking the Ka’anapali Golf Course. Recently refreshed this turnkey unit features a stunning kitchen with custom white-oak cabinetry, granite countertops, stainless steel appliances, and gorgeous inlaid maple and tigerwood flooring. The open-concept living and dining areas flow seamlessly to the lanai for true indoor/outdoor living. The primary suite includes a king bed, office nook, dual closets, and a beautiful ensuite with travertine finishes, walk-in shower, jetted tub, and custom vanities. The guest bedroom features a queen bed and an elegant custom cherry closet system, with an updated full bath nearby. Set on 38 acres of manicured grounds, The Masters offers resort-style amenities including 2 pools, 2 hot tubs, 4 tennis/pickleball courts, and easy access to Ka’anapali Beach, Black Rock, and Whalers Village. A private covered parking stall and peaceful hillside setting add to the ease and comfort of this pet-friendly community. Move-in ready, impeccably maintained, and perfectly positioned, the Masters 2204 is West Maui living at its finest.
Virtual Tour
$1.3m
Kaan Hillside - Masters
50 Puu Anoano St unit 1707, Lahaina
Condo
2 bd
2 ba
1,269 sqft
$1,295,000
2
bd
2
ba
1,269
sqft
You simply must come by and look at this fabulous ground floor unit. Prepare yourself to be happy from the moment you walk through the front door if this wonderful home. The seller recently replaced the shower in the guest bath, and spa tub in the Main bath, painted and furnished the unit completely. It is a shiny star, very turn key, and ready for you to bring your suit case, and move in. The seller specifically selected this ground floor unit, as it offers several wonderful amenities. The orientation of building 17, is towards the island of Molokai, with additional views to the island of Lanai from the side windows included this corner unit. Perfect for pet owners, this building is one of the most private, with a huge, majestic Mokey Pod Tree with a tall canopy, providing afternoon shade, for those Maui Sunsets. The Main Suite faces the ocean view, along side the living room. It has access to the wide lanais through sliding doors. It also had windows featuring the view looking across the coffee farms to the costal beaches towards Kapalua. The corner location also allows for extra windows along the kitchen, and living room, which face directly towards the white sand, and crystal clear South Kaanapali Beach. The Masters at Kaanapali is gated, and has always boasted fantastic ocean and outer island views. Enhancing the luxury of this 37 plus acres of tropical bliss, is that is it also located directly on the Royal Kaanapali Golf Course. The Masters was built in 2 phases, so you have 2 pools, including spas, tennis courts, a citrus tree area, and beautiful, mature, tropical plantings throughout. The unit is currently vacant, and easily shown to qualified buyers.
$1.8m  $16,000
Masters
50 Puu Anoano St unit 2302, Lahaina
Condo
2 bd
2 ba
1,544 sqft
$1,799,000  $16,000
2
bd
2
ba
1,544
sqft
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.
$1.5m  $95,000
Kaan Hillside - Masters
50 Puu Anoano St unit 3304, Lahaina
Condo
2 bd
3 ba
1,850 sqft
$1,495,000  $95,000
2
bd
3
ba
1,850
sqft
Positioned at the quiet end of a cul-de-sac within The Masters at Ka'anapali Hillside, Residence 3304 enjoys a commanding elevated setting where the land falls away toward the Pacific, creating a dramatic sense of openness and privacy. Framed by mature tropical landscaping, the residence captures sweeping ocean vistas and expansive multi-island views that stretch to the horizon, accompanied by year-round sunsets. This upper-level townhome features the largest two-bedroom floor plan in the community, a layout that is rarely offered and highly sought after for its generous proportions and thoughtful separation of space. With approximately 1,850 square feet of interior living area and a private entrance, the home lives more like a single-family residence than a condominium. The main living area is bright and open, highlighted by soaring ceilings, an oversized dining space, and wide sliding glass doors that extend seamlessly onto a large covered lanai—ideal for outdoor dining, entertaining, or simply taking in the panoramic island and ocean views. Both bedrooms are spacious ensuite retreats, each designed for comfort and privacy. One suite opens to its own private lanai with stunning ocean and island vistas, while the second bedroom is thoughtfully positioned away from the primary suite, creating an ideal layout for guests or dual primary living. Two assigned parking spaces add convenience, while the gated, pet-friendly community spans over 37 acres of beautifully maintained grounds. Residents enjoy access to resort-style amenities including swimming pools, hot tubs, tennis courts, and on-site security. The Masters is also a golf-cart-friendly community, allowing owners to travel easily throughout the Ka'anapali Resort—whether heading down to the beach, the golf courses, or nearby dining and shopping—fully immersed in the relaxed, connected resort lifestyle that defines this iconic destination. Located just minutes from world-renowned beaches, championship golf, luxury resorts, and Whalers Village, Masters 3304 offers a rare opportunity to own one of the most spacious and well-positioned two-bedroom residences in one of West Maui’s most prestigious gated enclaves.
Virtual Tour
$1.45m
Kaanapali Hillside - Masters
50 Puu Anoano St unit 903, Lahaina
Condo
2 bd
2 ba
1,512 sqft
$1,445,000
2
bd
2
ba
1,512
sqft
Masters 903 isn’t just a ground floor jewel, it’s a front row legacy. From this premium, walk-right-out location, your lanai feels like the edge of the island, with mesmerizing Pacific Ocean and outer islands views filling the horizon. Step into a true “WOW” view, the moment you walk through the door. Maui’s legendary sunsets take center stage and the 13th Fairway of the Royal Ka’anapali Golf Course unfold below. Elegant Spanish porcelain tile runs throughout, giving the home a clean, modern, coastal feel that pairs perfectly with the relaxed island lifestyle. Offered fully furnished, with most artwork included, this residence is genuinely move-in ready, just bring your suitcase and start living. The coveted ground-floor setting means effortless living: no stairs, easy indoor-outdoor flow, and the rare combination of privacy, convenience, and a stellar view. The Masters at Ka’anapali Hillside is a low-density, gated community prized for its serenity and resort-caliber amenities, including 2 heated pools, 2 spas, 4 tennis courts, and lush, manicured grounds. Within minutes, you can be at world-famous Ka’anapali Beach and Whalers Village for white-sand shores, oceanfront dining, and boutique shopping. Home is where the heart is, let yours be in the heart of Ka'anapali!
$998.89k  $196,112
Kaanapali Hillside - Masters
50 Puu Anoano St unit 1803, Lahaina
Condo
2 bd
2 ba
1,512 sqft
$998,888  $196,112
2
bd
2
ba
1,512
sqft
Beautiful remodeled single level 2-bedroom 2-bath unit with no interior stairs. This unit is one of the rare locations requiring only a few steps down from the parking lot to the front door. Enjoy stylish indoor-outdoor living, enhanced with 3 split air conditioning units, remodeled bathrooms and a remodeled kitchen for entertaining with 2 ovens. Located in the highly sought-after, gated community of The Masters at Kaanapali, this spacious unit offers an open floor plan with excellent natural light and cooling trade winds. Resort living with tropical breezes, swimming pools, tennis courts, pickle ball courts and incredible sunset views, offering pet friendly policies, and the ability to BBQ on your lanai. Just minutes from Whalers Village, Airport & Ka'anapali Beach, and world-class golf, this is an exceptional opportunity to own a piece of paradise at one of West Maui's most sought-after communities
Virtual Tour
$1.18m  $220,000
Kaanapali Hillside - Masters
50 Puu Anoano St unit 1904, Lahaina
Condo
2 bd
2 ba
1,512 sqft
$1,175,000  $220,000
2
bd
2
ba
1,512
sqft
Enjoy stunning ocean, island, and golf course views from this beautifully situated upstairs 2-bedroom, 2-bathroom unit overlooking the 9th signature hole and 10th fairway of the Royal Kaanapali Golf Course. Located in the highly sought-after, gated community of The Masters at Kaanapali, this spacious unit offers an open floor plan with excellent natural light and cooling trade winds. It is being offered furnished. The community amenities include two swimming pools, hot tubs, four tennis courts, and beautifully landscaped grounds. Experience peaceful, resort-style living just minutes from world-class beaches, dining, shopping, and golf.
Virtual Tour
$1.7m  $51,000
Kaanapali Hillside - Masters
50 Puu Anoano St unit 2804, Lahaina
Condo
2 bd
2 ba
1,512 sqft
$1,699,000  $51,000
2
bd
2
ba
1,512
sqft
Enjoy a jaw-dropping backdrop of the bright blue ocean from this pristine and private residence at the prestigious Masters at the Kaanapali Hillside. Meticulously renovated down to the studs, this second-floor condo lives as a home with its warm and inviting palette. A chef’s kitchen with ample storage and counter seating is the heart of the open-plan living area. The built-in entertainment center and a custom wet bar enhance the utility and character. Vaulted ceilings throughout keep the home light, bright, and airy, while rare three-zone central air conditioning and automated interior and lanai shades maintain cool, comfortable temperatures on those warmer Kaanapali days. The primary suite is a sensory delight with more of those sweeping ocean views as well as a spa bath with a dual vanity, walk-in shower, and skylight. Its closet is a vertical masterpiece with double-decker garment racks, pull down levers, and built-in drawers and shelving. Residence is offered partially furnished. Located in the prime row at The Masters, the large lanai is perfectly positioned for year-round dining and relaxing, along with direct sunset views. One assigned covered parking stall and guest parking are provided within the lush, tropical grounds of this gated complex. Featuring two private pools and tennis courts, The Masters is just a short drive or golf cart ride to world-famous Kaanapali Beach for ocean recreation and whale watching, and all the shopping, restaurants, and activities at Whaler’s Village. Don’t miss this one-of-a-kind opportunity! Call your realtor to schedule a showing today!
Virtual Tour
$950k  $45,000
Kaan Hillside - Masters
50 Puu Anoano St unit 3905, Lahaina
Condo
1 bd
1 ba
901 sqft
$950,000  $45,000
1
bd
1
ba
901
sqft
Oceanview opportunity available in the top row of the Masters at Kaanapali. This updated, partially furnished one bedroom, one bath can be yours for below the current tax assessed value. Two spa like pools to enjoy, tennis and pickle ball courts, well-manicured grounds. Live like you are on vacation. Enjoy Kaanapali Resort: white sand beaches, great restaurants, beach activities, nightlife, Hawaiian luaus, while having your private own home to escape to when you want to enjoy peace and tranquility. Check out the matterport tour: https://my.matterport.com/show/?m=Lfdo9vyAeGp&play=1&brand=0&mls=1& Call your Realtor today as this opportunity will not last long. Artwork, bedroom furnishings, entry table, lamps and personal effects excluded from the sale.
Virtual Tour
$1.2m  $999
Kaan Hillside - Masters
50 Puu Anoano St unit 1708, Lahaina
Condo
2 bd
2 ba
1,269 sqft
$1,200,000  $999
2
bd
2
ba
1,269
sqft
This lovely upper floor unit boasts exceptional Ocean views with the magical outer Islands of Lanai and Molokai, serving as a beautiful backdrop. The special location, has served as the seller’s principal residence for the past 10 years. Building 17 has a unique exposure, with the Living Room and Main Suite vistas looking towards the Friendly Isle of Molokai, across the channel. The corner location affords extra windows on the side of the kitchen and the living room. That view exposure offers excellent vistas across the crystal clear Pacific Ocean lapping up on the sandy shores of South Kaanapali Beach below, and enhanced by the island of Lanai in the background. The Masters @ Kaanapali stretches across the World Famous Royal lapping up Kaanapali Golf Course. One of the additional fabulous features of the upper floor units is that they are vaulted, and offer both a sense of space, and airiness. They also feature wonderful sky lights in the dressing room, which add to the light and bright alure. The unit is being sold with the appliances included. The Masters features a private gated community, phenomenal ocean and outer island views, tennis courts, pools, spas, a citrus grove, and access to the South Kaanapali Resort. Drive your golf cart across the bridge and enjoy the excellent restaurants, Whalers Village, golf on both the Kai, and Royal Kaanapali Golf Courses, sailing, surfing Kaanapali Point, snorkeling, scuba diving, the music, and Hula dancing by some of the timeless Hawaiian performers. This can all be found in the South Kaanapali Resort. Must see to appreciate. Owner Occupied, so easily shown with an appointment to qualified buyers.
Virtual Tour
$1.5m  $250,000
Kaanapali Hillside - Masters
50 Puu Anoano St unit 1005, Lahaina
Condo
2 bd
2 ba
1,544 sqft
$1,500,000  $250,000
2
bd
2
ba
1,544
sqft
The Masters 1005 is a beautifully renovated ground floor corner unit located in the exclusive gated community of The Masters in Ka'anapali. This 2-bedroom, 2-bathroom condo offers sweeping panoramic ocean views of Lana’i and Moloka’i and overlooks the 13th fairway of the Royal Ka'anapali Golf Course, blending luxury living with the natural beauty of Maui. The interior has been thoughtfully updated and features a spacious master suite with a walk-in closet, a full laundry room, and window AC units for year-round comfort. This unit is ready to move in (select artwork and personal items excluded). The Masters community provides a resort lifestyle with two swimming pools, hot tubs, and tennis courts, all set within lush maintained grounds. This unit includes both an assigned carport and an open parking space. Privacy and tranquility define this prestigious enclave while still being just minutes away from the world-renowned Ka’anapali Beach, Whaler’s Village, and championship golf courses. Whether you’re seeking a full-time residence, a vacation home, or an investment property, this exceptional unit embodies the very best of island living.

50 Puu Anoano St condos

Some units can have Mountain/Ocean views.
* information deemed reliable, but not guaranteed

Overview of Masters

Building name
Masters
Neighborhood
Kaan Hillside
Views
Mountain/Ocean (*depending on the unit)

Lifestyle & outdoors In Masters

2 surf spots in this area

Ka'anapali Beach
Type: body-surfing
Honokowai, Lahaina Hanaka'o'o Beach 1-5 Hazardous during periods of high surf
Rainbows
Type: surfing

1 park in this area

Honokowai Beach Park

1 beach in this area

Kahekili Beach

1 golf course in this area

Unnamed golf

Essentials in Masters

Supermarket is about 4 min drive
Airport is about 7 min drive
Hospital is about 46 min drive
Costco is about 42 min drive
* distance is calculated by average per house. Some homes maybe closer to the essentials

Walkability in Masters

5 / 20
Car dependent
18-20
15-18
10-15
1-10
Walkability according to the National Walkability Index

Living in Masters Masters is a condo

Supermarkets are about 4 min drive, the nearest Hospital is about 46 min drive and the airport is about 7 min drive.

Masters is car dependent.

There are 1 park in this area, and 1 public beach. Nearby lifestyles include surfing, body surfing and golf.

* information deemed reliable, but not guaranteed

Masters condo values & housing market

Avg. days condo listed for sale in this building.
112
Average listings price current listings for sale
$1.39m
Masters condos sold last 6 months
6
Price range sold units (last 6 month)
$1.36m - $1.79m
Median sales price - 3 months
$1.5m
Masters listings for sale
15
* information deemed reliable, but not guaranteed
Save search
Ask a question
Back to search
Share
What is your destination?
1 of 3
Maximum time to your destination
15 min
2 of 3
How do you want to get there?
3 of 3