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* Second home allowed on either a residential or an agricultural zoned property.
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Kaanapali Hillside condos for sale | Maui

Kaanapali Hillside condos for sale: 8

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!
$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
Enjoy living at the Masters at Kaanapali, only a stroll away from prestigious Ka'anapali Beach. This gated development offers a park like setting, with beautiful, lush landscaping and with 2 recreation centers, with pools, cabanas, barbeques, tennis courts and pickle ball courts. Unit 1704 is located on the top floor of a two story-building, offering stunning ocean views and a large covered lanai that is just perfect for dining al fresco. An intricate remodel turned the attic space into a loft, that may be used as a playroom or a meditation room. All the decor elements, from flooring to ceilings, were artfully chosen from luxury brands. A complete list may be provided upon request.
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$1.35m  $50,000
Kaanapali Hillside - Masters
50 Puu Anoano St unit 1803, Lahaina
Condo
2 bd
2 ba
1,512 sqft
$1,345,000  $50,000
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
$1.4m  $105,000
Kaanapali Hillside - Masters
50 Puu Anoano St unit 1904, Lahaina
Condo
2 bd
2 ba
1,512 sqft
$1,395,000  $105,000
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
$1.75m
Kaanapali Hillside - Masters
50 Puu Anoano St unit 2804, Lahaina
Condo
2 bd
2 ba
1,512 sqft
$1,750,000
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
$1.9m
Kaanapali Hillside - Masters
50 Puu Anoano St unit 1005, Lahaina
Condo
2 bd
2 ba
1,544 sqft
$1,900,000
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.
Virtual Tour
$1.65m  $50,000
Kaanapali Hillside - Masters
50 Puu Anoano St unit 4207, Lahaina
Condo
2 bd
2 ba
1,269 sqft
$1,645,000  $50,000
2
bd
2
ba
1,269
sqft
Discover luxury and convenience with this rare single-level, 2-bedroom, 2-bathroom end unit at the prestigious Masters at Kaanapali. Located in a quiet, gated community on the scenic Kaanapali Hillside, this beautifully remodeled condo boasts no stairs, a private entrance, and sweeping ocean, island, and sunset views from the living room, primary suite, and lanai. Designed for comfort and modem living, the upgraded kitchen features quartz countertops, soft-close cabinetry, a dual icemaker refrigerator, and an induction cooktop with Air-Fryer mode. The spacious primary bedroom includes a luxurious bathroom with an oversized, curb­ less shower, bench seating, and a handheld sprayer-perfect for accessibility or pet-friendly convenience. Enjoy stylish indoor-outdoor living, enhanced with new air conditioning, pet­ friendly policies, and the ability to BBQ on your lanai. Just minutes from Whalers Village, 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
$1.43m  $75,000
Kaanapali Hillside - International Colony Club I
2750 Kalapu Dr unit 2, Lahaina
Condo
2 bd
2 ba
1,300 sqft
$1,425,000  $75,000
2
bd
2
ba
1,300
sqft
Opportunities like this are incredibly rare! ICC Cottage #2 is one of the most coveted locations in the community - homes in this prime location within the community almost NEVER come on the market, making this your once in a lifetime chance! . This freestanding 1960s cottage was totally rebuilt from the foundation up in the 1998 making it likely the newest of all the 45 cottages at ICC. This Maui home radiates that quintessential beach “shabby-chic” charm with an atmosphere that just feels like the perfect home in paradise. It’s also situated far from the highway/ traffic noise that all of the lower cottages contend with; instead the last row is a peaceful retreat backing onto the Kaanapali Golf Course and offering views of the Pacific Ocean and golden sunsets. A major selling point is this cottage is located close to your very own parking area, making unloading and access incredibly convenient—a feature seldom found in the ICC. Spanning 1,300 square feet of interior space, this 2-bedroom, 2-bathroom has vaulted ceilings with expansive panoramic windows that flood the open-concept living area with natural light, creating a bright, airy ambiance that instantly feels like home. The 283-square-foot covered lanai is a sanctuary for relaxation and entertainment, ideal for savoring fiery sunsets, searing filets on the Traeger grill or simply soaking in the ultimate indoor-outdoor island lifestyle. Engineered wood flooring and cooling tile underfoot in the kitchen and baths add both elegance and practicality.This isn’t just a home – it’s a lifestyle. You will love that "golf cart lifestyle" where you can be at Airport Beach (North Ka’anapali Beach) in seconds or take a short, leisurely ride to the shops and restaurants at Whalers Village (South Ka'anapali Beach) with Maui’s best beaches, snorkeling spots, world-class golf, restaurants and shopping. Unlike traditional condos, this freestanding bungalow offers complete privacy with no shared walls and ample storage for your beach toys, outdoor grilling, and entertaining. Offered fully furnished and equipped, this residence is perfect as a full-time home, vacation retreat, or income-generating rental. International Colony Club is zoned R-3 (*NOT apartment-zoned*)
1 – 8 of 8 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 9 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 $1,242,310 and for homes is $1,505,714. The median sales price for Kaanapali Hillside over the last 90 days is $1,900,000, a 44% increase of $772,500 year over year. If we break this down per property types we see that the median sales price for homes is $1,900,000 and for condos $0.
The number of sales in the last 60 days are 0. The average days Kaanapali Hillside properties stay on the market before being sold is 0 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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