Masters at Kaanapali: Information and Real Estate Insights

Overview of Masters

The Masters at Kaanapali Hillside in West Maui offers gated residential living with a contemporary design with big ocean views. With 200 pet-friendly units on about 38 acres, residents enjoy amenities like two pools, two spas, and four tennis courts, along with proximity to Kaanapali Beach and local attractions. The Masters offers a tranquil retreat with stunning vistas, embodying upscale living on Maui’s West Coast.

Masters Map

Unit Configurations

Masters offers a range of unit configurations. One-bedroom units have 1-1.5 baths and interior square footage ranging from 901 to 1,544, and two-bedroom (the “E” configuration units have a loft that some consider a 3rd bedroom) feature 2-2.5 baths with interior square footage ranging from 1,269 to 2,156.

The floor plan below is not to scale or guaranteed. Individual owner modifications may result in differences. For unit-specific confirmation, please feel free to reach out.

Masters Floor Plan

What We Love

The location and size of the project are top-tier. You can take your golf cart down to Kaanapali Beach or over to the resorts along South Kaanapali Beach. The size of the project makes it feel more like residential single-family homes rather than condominiums.

What We Could Do Without

One knock on the project would be the aesthetic. Some buyers aren’t fans of the exterior design and wood shingle roof. On the flip side, many owners and buyers note it gives the buildings a more natural “Hawaii feel”.

Onsite Amenities

  • BBQ Area
  • Swimming Pool
  • Hot Tub/Spa
  • Recreation Area
  • Tennis Court
  • Security Guard

Nearby Amenities

Masters Sales Statistics

Please feel free to reach out directly for active listings, pending sales, specific sales data, current price opinions, or any other data.

The report below is real-time data sourced from the Realtors Association of Maui. The statistics include Masters’ average sales price and average price per square foot. These graphs will update automatically with the most recent data.

1 Bedroom

2 Bedroom

3 Bedroom

Association information

For up-to-date information on Homeowner Association (HOA) fees and related matters, don’t hesitate to reach out via call or email.

Here are the association rules and information.

Primary Uses

Long-Term Rental

Long-term rentals are considered six months or longer here in Maui. You avoid some operations costs such as cleaning, higher management fees, and higher tax rates; however, you are likely to get more income running your unit as a short-term vacation rental. Long-term rentals also offer less flexibility for owner stays.

Second Home

If your goal is not to maximize your ROI but to simply use the unit as you please, you can do so. You would pay the highest and best use for real property tax, but you would not be subject to the TAT and GET taxes (see below) associated with income-producing short-term units.

Owner Occupant

If Maui is where you want to call home, the owner-occupant is the one for you. If you spend 270 days out of the year on Maui and your unit is your primary residence, then you can apply for the Owner Occupant exemption (frequently asked questions)


The zoning for Masters is Residential. As per Maui County Rules, vacation rentals are not allowed.


Taxes to consider when owning at Masters:

  • General Excise Tax
  • Real Property Tax (This rate will change depending on your use. You may fall under short-term vacation rental, long-term rental, or the base zoning if your unit is an empty second home or owner-occupied.)


Kaanapali Weather

Helpful Weather Resources:

View From a Second Story Unit

View From a Second Story Unit

Why Tim Stice?

I love what I do and I’m here to offer my clients outstanding service. My team and I have seen almost every scenario imaginable (at least, we’d like to think). Through solution-based problem-solving, transparent communication, and unrivaled market knowledge, we have successfully navigated over a half billion in closed transactions. We care about our clients and are eager to earn the title of your real estate representative.

Give me a call or shoot me an email.

Tim Stice | 808.268.8511 |

Comments (0) Show CommentsHide Comments (Remember)

Cool. Add your comment...

Your email address will not be published. Required fields are marked *

Leave your opinion here. Please be nice. Your Email address will be kept private, this form is secure and we never spam you.

More Articles from Hawaii Life