Kaan Hillside homes for sale & real estate | Kaanapali
Kaan Hillside properties for sale : 9 condos
Condo
2
bd
3
ba
1,850
sqft
$1,625,000
2
bd 3
ba 1,850
sqft
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.
Condo
2
bd
2
ba
1,512
sqft
$1,480,000
2
bd 2
ba 1,512
sqft
bd 2
ba 1,512
sqft
This beautifully positioned second-floor villa features sweeping ocean, island, and golf course views. Overlooking the 13th and 14th fairways of the Kaanapali Royal Golf Course, this residence captures stunning panoramas of both Lanai and Molokai — an ideal backdrop for relaxing sunsets and year-round indoor-outdoor living. Located on the desirable top floor, vaulted ceilings and skylights enhance the natural light and airflow throughout the two-bedroom residence. Large sliding glass doors lead to a generous lanai where you can watch golfers, enjoy seasonal whale sightings, and take in the ever-changing colors of the Pacific. The well-designed kitchen, spacious primary suite, thoughtful layout and ample storage make this home perfect for full-time living, a second home, or an island retreat. The Masters at Kaanapali is one of West Maui’s premier gated communities. Residents enjoy resort-style amenities including two heated pools, hot tubs, tennis and pickleball courts, and expansive tropical grounds. World-famous Kaanapali Beach, Whalers Village, dining, shopping, and recreational options are moments away, offering the convenience of resort living with the privacy of a hillside community. Masters 1204 combines exceptional views, a desirable location, and the best of the Kaanapali lifestyle in one rare offering.
Condo
2
bd
2
ba
1,512
sqft
$1,650,000
2
bd 2
ba 1,512
sqft
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.
Condo
1
bd
1
ba
901
sqft
$915,000
1
bd 1
ba 901
sqft
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.
Condo
2
bd
2
ba
1,544
sqft
$1,659,000
2
bd 2
ba 1,544
sqft
bd 2
ba 1,544
sqft
This two-bedroom, two-bath, corner upstairs unit offers panoramic, gorgeous ocean views and sweeping vistas of the islands of Lana‘i and Moloka‘i. It overlooks the ninth fairway of the Kaanapali Royal Golf and its signature ninth hole. With only seven steps leading up to the entrance, the unit is easily accessible. It is being sold furnished and is available for immediate showings. The Masters is a pet-friendly, low-density community featuring beautifully landscaped grounds, multiple swimming pools, hot tubs, and tennis courts — all just minutes from Ka‘anapali Beach, world-class resorts, dining, and shopping.
Condo
1
bd
1
ba
901
sqft
$881,900 ▼ $2,000
1
bd 1
ba 901
sqft
bd 1
ba 901
sqft
Welcome to Masters 3405, a thoughtfully designed 1-bedroom, 1-bath residence offering 901 square feet of bright, comfortable living space in one of Maui’s most desirable communities. Perfectly positioned to capture the beauty of the island, this unit features a spacious private lanai with breathtaking, ocean views, an ideal setting for enjoying morning coffee, an evening cocktail, watching Maui’s famous sunsets melt into the horizon, or enjoying the frolicking of whales in the winter months. Inside, the open floor plan creates a natural flow between the kitchen, dining, and living areas, enhancing the sense of space and light. Large sliding glass doors connect the interior seamlessly to the lanai, allowing gentle trade winds and warm natural light to fill the home. The full-size kitchen is a cook's dream with stainless-steel appliances and a spectacular view of Lana'i. The bedroom offers a peaceful retreat, while the bathroom and in-unit laundry provide everyday comfort and convenience. Located within the sought-after Masters community, unit 3405 has one dedicated parking spot and enjoys resort-style amenities including tennis courts, multiple swimming pools, and beautifully landscaped grounds, all in a secure, gated environment. Just minutes away are the world-class beaches, golf courses, dining, and shopping of Ka’anapali and Kapalua. Whether you’re looking for a full-time residence, a vacation getaway, or an investment opportunity, Masters 3405 delivers the perfect blend of privacy, comfort, and spectacular oceanfront living.
Condo
1
bd
1
ba
901
sqft
$995,000
1
bd 1
ba 901
sqft
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.
Condo
2
bd
2
ba
1,269
sqft
$1,500,000
2
bd 2
ba 1,269
sqft
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.
Condo
2
bd
2
ba
1,269
sqft
$1,088,000 ▼ $391,000
2
bd 2
ba 1,269
sqft
bd 2
ba 1,269
sqft
PRICE REDUCED TO SELL. Beautiful two bedroom unit at the Masters, Kaanapali's most desired property with breathtaking ocean views, gated entrance, and ideal location on West Maui, close to Kaanapali beach, golf course, world famous dining and shopping. Resort living with tropical breezes, swimming pool, tennis courts, pickle ball courts and incredible sunset views. Ideal location - corner end unit on ground floor level. Enjoy sunset and ocean views from main living areas and lanai.
Lifestyle & outdoors In Kaan Hillside
2 surf spots in this area
1 park in this area
1 beach in this area
1 golf course in this area
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
Most Walkable
15-18
Very walkable
10-15
Somewhat walkable
1-10
Car dependent
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 $1,041,455 and for homes is $1,955,000.
Week over week the average listing price increased 1%. The median sales price for Kaan Hillside over the last 90 days is $1,125,000, a -37% decrease of $650,000 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 $1,125,000.
The number of sales in the last 60 days are 1.
The average days Kaan Hillside properties stay on the market before being sold is 99 days.
Kaan Hillside is a neighborhood located in the
Kaanapali
district on the island of Maui
.Average Listing Price Kaan Hillside for condos & homes
Average Listing Price
| $1,060,291 | +$5,862 |
| Jan 16 - Jan 22 | 0.56% |
|
$1,041,455 condos $1,955,000 homes |
w-o-w |
Median Sales Price Kaan Hillside for condos & homes
Median Sales Price
| $1,125,000 | -$650,000 |
| Jan 28, 2025 - Jan 27, 2026 | -36.62% |
|
$1,125,000 condos $0 homes |
y-o-y |
Number Of Sales Kaan Hillside for condos & homes
* information deemed reliable, but not guaranteed