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* Second home allowed on either a residential or an agricultural zoned property.
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Kaan Hillside homes for sale & real estate | Kaanapali

Kaan Hillside properties for sale : 9 condos

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.
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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.
$1.5m  $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
$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.
1 – 9 of 9 homes for sale
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Lifestyle & outdoors In Kaan Hillside

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 Kaan Hillside

Supermarket is about 5 min drive
Airport is about 7 min drive
Hospital is about 46 min drive
Costco is about 43 min drive
* distance is calculated by average per house. Some homes maybe closer to the essentials

Walkability in Kaan Hillside

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

Living in Kaan Hillside Kaan Hillside is a neighborhood in the Kaanapali district of Maui.

Supermarkets are about 5 min drive, the nearest Hospital is about 46 min drive and the airport is about 7 min drive.

Kaan Hillside is car dependent.

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

Housing Market Trends for Kaan Hillside

There are currently 9 real estate listings for sale in Kaan Hillside. This includes homes, condos, multi-family homes, and vacant land.
The average listing price in Kaan Hillside for condos is $1,056,191 and for homes is $1,955,000. The median sales price for Kaan Hillside over the last 90 days is $1,427,500, a -28% decrease of $495,000 year over year. If we break this down per property types we see that the median sales price for homes is $0 and for condos $1,427,500.
The number of sales in the last 60 days are 2. The average days Kaan Hillside properties stay on the market before being sold is 91 days.

Kaan Hillside is a neighborhood located in the
Kaanapali
district on the island of
Maui
.

Average Listing Price Kaan Hillside for condos & homes

Median Sales Price Kaan Hillside for condos & homes

Number Of Sales Kaan Hillside for condos & homes

* information deemed reliable, but not guaranteed
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