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Kaanapali Hillside • Kaanapali
Gated • Luxury • Owner-Oriented Community
21 active listings • Median ~$1.4M • Avg DOM ~120
For buyers considering Kaanapali, Masters at Kaanapali stands out for fee-simple ownership, West Maui location, and its position within the West Maui condo market. The sections below translate building facts, MLS activity, and local tradeoffs into plain language.
Explore current listings, recent sales, and ownership insights for Masters at Kaanapali in Kaanapali, Maui.
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Masters at Kaanapali is a gated, luxury, and residential-feel condo community in Kaanapali. It is well suited to buyers who want a more residential West Maui setting, everyday livability, and fee simple ownership. Built in 1991 with about 200 units.
Short-term rental potential hinges on association rules, county requirements, and how Masters at Kaanapali operates day to day. Recorded STR posture: No. That framing matters for both income planning and owner-use schedules.
Ownership is summarized as Fee Simple. Leasehold and fee-simple carry different financing and long-term cost profiles; confirm the interest conveyed on any specific unit.
Highly regarded gated hillside community with strong owner-occupant and second-home appeal.
Pricing is hovering near $1,447,000 across this MLS slice—model HOA, taxes, and financing before banking on rent.
Gated • Pool • Tennis courts • Panoramic views
Day-to-day life at Masters at Kaanapali is shaped by Kaanapali: a comparatively residential day-to-day cadence within West Maui. Expect a profile that often reads as gated • luxury • owner-oriented community—helpful orientation, not a substitute for a showing.
Walkability, parking, and resort traffic ebb and flow with season—visit at different times of day if Masters at Kaanapali is a serious contender.
Buyers who want Kaanapali Hillside positioning with clear community character often shortlist Masters at Kaanapali—especially when town-adjacent convenience and neighborhood texture matches their goals.
Fee-simple ownership appeals to many primary and second-home buyers who prefer a traditional fee-simple interest.
Buyers who want a calmer owner profile should confirm rental rules and policies against how long they plan to hold.
Investors typically weigh Masters at Kaanapali on documented STR posture (No), guest demand in Kaanapali, and how reserves and assessments fit the model.
Zoning is listed as Residential—use it as context, then confirm how it interacts with association rules and county requirements for your intended use.
Underwriting should stay unit-specific: two stacks in the same building can perform very differently.
Derived from West Maui MLS matches for Masters at Kaanapali; figures shift as inventory turns.
Median (MLS blend)
$1,447,000
$ / sqft (range)
$661–1,498/sqft
Avg. days on market
~120
Active listings
21
Closed sales (12 mo)
9
Pricing in the current MLS window clusters near a $1,447,000 midpoint when blending active and recent closed activity. Several active options give buyers room to compare floor plans and views before deciding.
Expect a wide $661/sqft–$1,498/sqft /sqft band as views and floor plans diverge.
Expect closer to 120 days on market in this slice—buyers have runway to compare, negotiate, and line up financing.
There is evidence of negotiation in this window—worth comparing each comp’s starting ask vs closed figure with your advisor.
Masters at Kaanapali’s MLS footprint includes 1-bedroom, 2-bedroom, and 3-bedroom residences, with marketing language often referencing ocean-oriented, resort-view, golf angles. Views and floor plans vary by stack—confirm on each listing.
In current and recent marketing copy, generous lanai space, ocean views, interior updates, beach proximity, and furnished interiors surface repeatedly—useful signal, but confirm on the unit you pursue.
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Based on current listings, pricing trends, and overall value within this building.
$925,000
2 bd · 2 ba · 1,269 sq ft
Strong rental-ready context
Masters at Kaanapali 3901
$1,999,000
2 bd · 3 ba · 1,850 sq ft
Standout views & premium positioning
Masters at Kaanapali 3404
$998,888
2 bd · 2 ba · 1,512 sq ft
Best value in the building right now
Masters at Kaanapali 1803
$1,650,000
2 bd · 2 ba · 1,512 sq ft
Best value in the building right now
Masters at Kaanapali 2204
$1,895,000
2 bd · 2 ba · 1,544 sq ft
Standout views & premium positioning
Masters at Kaanapali 1602
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Book a Quick BreakdownClosed sales at Masters at Kaanapali from the MLS.
Masters at Kaanapali is located in Kaanapali Hillside, within Lahaina. Kaanapali ties into West Maui beaches, dining, and resort corridors; drive times shift with traffic and season. Use the map for orientation, then validate commute and access on your own visits.
Kaanapali pairs a long beach walk with golf-adjacent resort pockets and Whalers Village–style shopping—useful context when comparing foot traffic and owner-use versus guest nights.
Kaanapali • Kaanapali Hillside
50 Puu Anoano St
See where Masters at Kaanapali sits relative to nearby resorts, beaches, and West Maui condo communities.
Masters at Kaanapali in Kaanapali deserves the same diligence as any Maui condo: understand construction era (year built near 1991), community scale (~200 units), 2 floors, and how those factors influence maintenance, insurance, and long-term upkeep.
Zoning (Residential) frames common use patterns in the area; buyers should still reconcile zoning with HOA rules and county requirements for any intended use.
Insurance, windstorm exposure, and building-wide projects can move assessments. Review the latest association financials, reserve study, and meeting minutes where available—Masters at Kaanapali is no exception.
Masters at Kaanapali short-term rental status: Residential / likely no STR.
Masters at Kaanapali ownership type is listed as Fee Simple.
Suitability depends on timeline, financing, and tolerance for HOA costs and rental regulation. Highly regarded gated hillside community with strong owner-occupant and second-home appeal. Review association documents, rental rules, and recent sales with a licensed professional—avoid treating any building as a generic “yes” or “no.”
We do not flag Masters at Kaanapali as oceanfront; many units may still capture ocean or partial views. Confirm on the unit you are considering.
Short-term rental posture is summarized as: No. Confirm current association and county requirements before marketing a rental.
Ownership type is listed as Fee Simple. Confirm the interest conveyed on your purchase contract and title report.
Masters at Kaanapali includes amenities such as: Gated • Pool • Tennis courts • Panoramic views
Masters at Kaanapali is in Kaanapali (Kaanapali Hillside). Buyers often weigh beach access, walkability, and drive time to Lahaina, Kaanapali, and Kapalua depending on lifestyle.
Year built is listed near 1991. Phasing and renovations may span multiple years—confirm for your building section.
Within Kaanapali, Masters at Kaanapali is frequently cross-shopped with communities such as The Vintage at Kaanapali, Honua Kai, International Colony Club, Kaanapali Alii. The decision usually comes down to building era, density, rental posture, and how much on-site resort infrastructure you want at home.
Side-by-side comparison clarifies tradeoffs when price tiers overlap—especially for view, HOA lines, and rental rules.
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