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

Kaanapali Hillside properties for sale : 6 condos

$1.35m
Kaanapali Hillside - Masters
50 Puu Anoano St unit 1704, Lahaina
Condo
1 bd
2 ba
901 sqft
$1,350,000
1
bd
2
ba
901
sqft
Rarely available custom residence at Masters at Kaanapali Hillside. Thoughtfully reimagined beyond a traditional renovation, this architecturally distinctive 1-bedroom, 2-bath home with an expansive loft features ocean views, dramatic vaulted ceilings, and a one-of-a-kind custom floor plan that captures the essence of contemporary island living.The expansive chef's kitchen serves as the centerpiece of the home, showcasing quartz countertops, custom cabinetry, designer lighting, integrated appliances, and a large gathering island ideal for entertaining. Warm hardwood flooring, custom floating stairs, designer finishes, and renovated bathrooms enhance the home's sophisticated coastal aesthetic.The light-filled living area opens seamlessly to a generous covered lanai with ocean views and tropical surroundings, creating an effortless indoor-outdoor lifestyle. The spacious primary suite features vaulted ceilings, abundant natural light, and a custom wardrobe system, while the versatile upper-level loft area adds valuable flex space rarely found within the community. Located within the prestigious gated Masters at Kaanapali Hillside, residents enjoy beautifully maintained grounds, resort-style amenities, privacy, and convenient access to Kaanapali's world-renowned beaches, golf courses, dining, and shopping. A truly unique opportunity to own one of the most extensively customized and architecturally distinctive residences within Masters at Kaanapali Hillside.
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$1.8m
Kaanapali Hillside - Masters
50 Puu Anoano St unit 603, Lahaina
Condo
3 bd
2 ba
1,544 sqft
$1,799,999
3
bd
2
ba
1,544
sqft
Condo 603 at The Masters Kaanapali Hillside is a rare and private 3-bedroom, 2-bath retreat offering sweeping ocean, golf course, and year-round sunset views from one of the community’s most coveted low-density buildings, which has only four residences total. Privately positioned at the lower end of the complex, this beautifully renovated turnkey home enjoys a cooler, more tranquil setting surrounded by lush tropical landscaping. Thoughtfully redesigned with high-end finishes throughout, the residence features premium flooring, granite countertops, GE appliances, spa-inspired Kohler shower systems, designer fixtures, abundant natural light, and seamless indoor-outdoor living enhanced by an automatic exterior shade. The expansive lanai flows onto a landscaped yard, creating the feel of a private single-family home and providing an exceptional space to relax, entertain, and take in the stunning Ka‘anapali views. Residents of this prestigious gated community enjoy pools, hot tubs, tennis courts, and convenient access to world-class beaches, championship golf, dining, and shopping just minutes away.
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$1.44m  $1,000
Kaanapali Hillside - Masters
50 Puu Anoano St unit 903, Lahaina
Condo
2 bd
2 ba
1,512 sqft
$1,444,000  $1,000
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
$1.45m  $50,000
Kaanapali Hillside - Masters
50 Puu Anoano St unit 1005, Lahaina
Condo
2 bd
2 ba
1,544 sqft
$1,450,000  $50,000
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.
1 – 6 of 6 homes for sale
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Lifestyle & outdoors In Kaanapali 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

2 parks in this area

Honokowai Beach Park

Wahikuli State Wayside Park

2 beaches in this area

Ka'anapali Beach

Kahekili Beach

1 golf course in this area

Unnamed golf

Essentials in Kaanapali Hillside

Supermarket is about 3 min drive
Airport is about 6 min drive
Hospital is about 45 min drive
Costco is about 41 min drive
* distance is calculated by average per house. Some homes maybe closer to the essentials

Walkability in Kaanapali Hillside

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

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

Supermarkets are about 3 min drive, the nearest Hospital is about 45 min drive and the airport is about 6 min drive.

Kaanapali Hillside is car dependent.

There are 2 parks in this area, and 2 public beaches. Nearby lifestyles include surfing, body surfing and golf.

Housing Market Trends for Kaanapali Hillside

There are currently 6 real estate listings for sale in Kaanapali Hillside. This includes homes, condos, multi-family homes, and vacant land.
The average listing price in Kaanapali Hillside for condos is $1,210,069 and for homes is $1,548,636. The median sales price for Kaanapali Hillside over the last 90 days is $2,335,000, a -44% decrease of $1,390,000 year over year. If we break this down per property types we see that the median sales price for homes is $3,050,000 and for condos $1,620,000.
The number of sales in the last 60 days are 1. The average days Kaanapali Hillside properties stay on the market before being sold is 279 days.

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

Average Listing Price Kaanapali Hillside for condos & homes

Median Sales Price Kaanapali Hillside for condos & homes

Number Of Sales Kaanapali Hillside for condos & homes

* information deemed reliable, but not guaranteed
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