Masters at Kaanapali Hillside

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Masters at Kaanapali Hillside Building Info.

  • Address: 50 Puu Anoano St.
  • Sub-Property Type: Condo
  • Land Tenure: Fee Simple
  • Land Square Feet: 238,709
  • Year Built: 1991
  • # of Units: 200
  • Type: 1 & 2 Bedrooms
  • Stories: 2

The Masters at Kaanapali Hillside is a gated condominium complex at Kaanapali Hillside. Built in 1991, there are 200 units that range in size from a 901 square foot 1 bedroom, 1 bathroom unit all the way up to a 2,156 square foot 2 bedroom, 3 bathroom layout. There are several swimming pools and tennis courts for residents to enjoy. In addition, there's a BBQ area and hot tub on site.

These are highly sough after for their views, being a secure community and also butting up to one of Kaanapali's world famous golf courses. If you're searching for Masters condo for sale, you've come to the right spot. We have everything in MLS listed below. Let us know if you have any questions or if you already own here at the Masters and are looking to cash out. We can help with that as well.

Masters at Kaanapali Hillside Listings

50 Puu Anoano St Unit 3404, Lahaina image
50 Puu Anoano St Unit 3404, Lahaina — Masters $1,999,000

Perched within the prestigious Masters at Ka‘anapali, this extensively remodeled residence offers a rare combination of refined luxury, architectural volume, and breathta...

  • 2 Beds
  • 3 Baths
  • 409731 MLS
  • Masters Bldg.
  • Fee Simple Tenure
Courtesy of Berkshire Hathaway Maui Prop-L

Listing courtesy of Berkshire Hathaway Maui Prop-L.

50 Puu Anoano St Unit 3604, Lahaina image
50 Puu Anoano St Unit 3604, Lahaina — Masters $1,945,000 ▼

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 Kaan...

  • 2 Beds
  • 3 Baths
  • 409185 MLS
  • Masters Bldg.
  • Fee Simple Tenure
Courtesy of Coldwell Banker Island Prop-KP

Listing courtesy of Coldwell Banker Island Prop-KP.

50 Puu Anoano St Unit 1602, Lahaina image
50 Puu Anoano St Unit 1602, Lahaina — Masters $1,895,000

Welcome to your Maui paradise at The Masters in Kaanapali. This beautifully remodeled top-floor, end-unit residence offers 1,544 square feet of thoughtfully designed livi...

  • 2 Beds
  • 2 Baths
  • 410033 MLS
  • Masters Bldg.
  • Fee Simple Tenure
Courtesy of Compass

Listing courtesy of Compass.

50 Puu Anoano St Unit 603, Lahaina image
50 Puu Anoano St Unit 603, Lahaina — Masters $1,799,999

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 ...

  • 3 Beds
  • 2 Baths
  • 409756 MLS
  • Masters Bldg.
  • Fee Simple Tenure
Courtesy of Coldwell Banker Island Prop-KP

Listing courtesy of Coldwell Banker Island Prop-KP.

50 Puu Anoano St Unit 2802, Lahaina image
50 Puu Anoano St Unit 2802, Lahaina — Masters $1,735,000

Welcome to The Masters at Kaanapali, one of West Maui’s most cherished communities, renowned for its sweeping ocean views, lush tropical landscaping, and tranquil, low-de...

  • 2 Beds
  • 2 Baths
  • 409987 MLS
  • Masters Bldg.
  • Fee Simple Tenure
Courtesy of Maui Resort Realty

Listing courtesy of Maui Resort Realty.

50 Puu Anoano St Unit 2302, Lahaina image
50 Puu Anoano St Unit 2302, Lahaina — Masters $1,649,000 ▼

Welcome to The Masters, one of Kaanapali’s most cherished communities, known for sweeping ocean views, lush tropical landscaping, and a serene, low-density setting. The p...

  • 2 Beds
  • 2 Baths
  • 408535 MLS
  • Masters Bldg.
  • Fee Simple Tenure
Courtesy of Maui Resort Realty

Listing courtesy of Maui Resort Realty.

50 Puu Anoano St Unit 2204, Lahaina image
50 Puu Anoano St Unit 2204, Lahaina — Masters $1,550,000 ▼

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. ...

  • 2 Beds
  • 2 Baths
  • 408805 MLS
  • Masters Bldg.
  • Fee Simple Tenure
Courtesy of Real Broker

Listing courtesy of Real Broker.

50 Puu Anoano St Unit 901, Lahaina image
50 Puu Anoano St Unit 901, Lahaina — Masters $1,499,000

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 crea...

  • 2 Beds
  • 2 Baths
  • 409365 MLS
  • Masters Bldg.
  • Fee Simple Tenure
Courtesy of Island Sotheby's International Realty(L)

Listing courtesy of Island Sotheby's International Realty(L).

50 Puu Anoano St Unit 903, Lahaina image
50 Puu Anoano St Unit 903, Lahaina — Masters $1,444,000 ▼

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 mesme...

  • 2 Beds
  • 2 Baths
  • 407945 MLS
  • Masters Bldg.
  • Fee Simple Tenure
Courtesy of Maui Luxury Real Estate LLC

Listing courtesy of Maui Luxury Real Estate LLC.

50 Puu Anoano St Unit 1005, Lahaina image
50 Puu Anoano St Unit 1005, Lahaina — Masters $1,395,000 ▼

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 con...

  • 2 Beds
  • 2 Baths
  • 406603 MLS
  • Masters Bldg.
  • Fee Simple Tenure
Courtesy of Coldwell Banker Island Prop-KP

Listing courtesy of Coldwell Banker Island Prop-KP.

50 Puu Anoano St Unit 1704, Lahaina image
50 Puu Anoano St Unit 1704, Lahaina — Masters $1,325,000 ▼

Rarely available custom residence at Masters at Kaanapali Hillside. Thoughtfully reimagined beyond a traditional renovation, this architecturally distinctive 1-bedroom, 2...

  • 1 Beds
  • 2 Baths
  • 409869 MLS
  • Masters Bldg.
  • Fee Simple Tenure
Courtesy of Coldwell Banker Island Prop-KP

Listing courtesy of Coldwell Banker Island Prop-KP.

50 Puu Anoano St Unit 2206, Lahaina image
50 Puu Anoano St Unit 2206, Lahaina — Masters $1,300,000

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 tro...

  • 2 Beds
  • 2 Baths
  • 409327 MLS
  • Masters Bldg.
  • Fee Simple Tenure
Courtesy of Coldwell Banker Island Prop-KP

Listing courtesy of Coldwell Banker Island Prop-KP.

50 Puu Anoano St Unit 1707, Lahaina image
50 Puu Anoano St Unit 1707, Lahaina — Masters $1,295,000

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. ...

  • 2 Beds
  • 2 Baths
  • 408634 MLS
  • Masters Bldg.
  • Fee Simple Tenure
Courtesy of Coldwell Banker Island Prop-KP

Listing courtesy of Coldwell Banker Island Prop-KP.

50 Puu Anoano St Unit 1904, Lahaina image
50 Puu Anoano St Unit 1904, Lahaina — Masters $1,175,000 ▼

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...

  • 2 Beds
  • 2 Baths
  • 407217 MLS
  • Masters Bldg.
  • Fee Simple Tenure
Courtesy of Coldwell Banker Island Prop-KP

Listing courtesy of Coldwell Banker Island Prop-KP.

50 Puu Anoano St Unit 1803, Lahaina image
50 Puu Anoano St Unit 1803, Lahaina — Masters $998,888 ▼

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 lo...

  • 2 Beds
  • 2 Baths
  • 407553 MLS
  • Masters Bldg.
  • Fee Simple Tenure
Courtesy of Coldwell Banker Island Prop-KP

Listing courtesy of Coldwell Banker Island Prop-KP.

50 Puu Anoano St Unit 3905, Lahaina image
50 Puu Anoano St Unit 3905, Lahaina — Masters $950,000 ▼

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...

  • 1 Beds
  • 1 Baths
  • 406864 MLS
  • Masters Bldg.
  • Fee Simple Tenure
Courtesy of Lowson & Associates

Listing courtesy of Lowson & Associates.

50 Puu Anoano St Unit 3901, Lahaina image
50 Puu Anoano St Unit 3901, Lahaina — Masters $925,000 ▼

Lowest priced two bedroom unit in this exclusive resort style neighborhood. Beautiful ground floor condominium at the Masters---Kaanapali's most desired property, with br...

  • 2 Beds
  • 2 Baths
  • 406273 MLS
  • Masters Bldg.
  • Fee Simple Tenure
Courtesy of Maui No Ka Oi Properties

Listing courtesy of Maui No Ka Oi Properties.

50 Puu Anoano St Unit 503, Lahaina image
50 Puu Anoano St Unit 503, Lahaina — Masters $879,000 ▲

This one-bedroom, one-plus-bath unit is located on Kaanapali Hillside in the Masters, an exclusive gated community featuring 2 heated pools, 2 hot tubs, 4 tennis courts, ...

  • 1 Beds
  • 2 Baths
  • 410183 MLS
  • Masters Bldg.
  • Fee Simple Tenure
Courtesy of Real Broker

Listing courtesy of Real Broker.

50 Puu Anoano St Unit 3903, Lahaina image
50 Puu Anoano St Unit 3903, Lahaina — Masters $860,000 ▼

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 selle...

  • 1 Beds
  • 1 Baths
  • 409133 MLS
  • Masters Bldg.
  • Fee Simple Tenure
Courtesy of Coldwell Banker Island Prop-KP

Listing courtesy of Coldwell Banker Island Prop-KP.

Based on information from the Multiple Listing Service of Hicentral MLS, Ltd. Listings last updated on . Information is deemed reliable but not guaranteed. Copyright: 2026 by HiCentral MLS, Ltd. IDX information is provided exclusively for consumers' personal, non-commercial use. It may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

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