Kaan Hillside homes for sale & real estate | Kaanapali
Kaan Hillside properties for sale : 6 condos
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
2
bd
2
ba
1,269
sqft
$1,295,000
2
bd 2
ba 1,269
sqft
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.
Condo
2
bd
3
ba
1,850
sqft
$1,590,000 ▼ $35,000
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
1
bd
1
ba
901
sqft
$800,000 ▼ $50,000
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
$1,399,999 ▲ $999
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.
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 6 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 $1,051,748 and for homes is $1,955,000.
The median sales price for Kaan Hillside over the last 90 days is $1,200,000, 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 $1,200,000.
The number of sales in the last 60 days are 0.
The average days Kaan Hillside properties stay on the market before being sold is 0 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
| $1,069,813 | -$850 |
| Mar 06 - Mar 12 | -0.08% |
|
$1,051,748 condos $1,955,000 homes |
w-o-w |
Median Sales Price Kaan Hillside for condos & homes
Median Sales Price
| $1,200,000 | -$650,000 |
| Mar 19, 2025 - Mar 18, 2026 | -36.62% |
|
$1,200,000 condos $0 homes |
y-o-y |
Number Of Sales Kaan Hillside for condos & homes
* information deemed reliable, but not guaranteed