Leave a Message

By providing your contact information to Harrison Mccandless, your personal information will be processed in accordance with Harrison Mccandless's Privacy Policy. By checking the box(es) below, you consent to receive communications regarding your real estate inquiries and related marketing and promotional updates in the manner selected by you. For SMS text messages, message frequency varies. Message and data rates may apply. You may opt out of receiving further communications from Harrison Mccandless at any time. To opt out of receiving SMS text messages, reply STOP to unsubscribe.

Thank you for your message. I will be in touch with you shortly.

Explore My Properties
kaanapali hillside aerial featuring the masters complex
Welcome to

The Masters at Ka'anapali

Spacious hillside condos with golf course views, quiet surroundings, and easy access to Kāʻanapali Beach, dining, and everything West Maui has to offer.

Active and pending

The Masters at Kāʻanapali: Tranquil Living Above the Fairways

Tucked into the foothills above Kāʻanapali Beach, The Masters offers a quieter side of West Maui living. With panoramic views of the ocean, neighbor islands, and rolling fairways, this low-density, gated community is favored by full-time residents and second-homeowners who appreciate space, privacy, and access to everything that makes Kāʻanapali special—without the crowds.

Just up the hill from the beaches, restaurants, and shops of the Kāʻanapali Resort and Whalers Village, The Masters offers a more relaxed alternative to the oceanfront resort scene. It’s ideal for those who want to enjoy golf, sunsets, and a slower rhythm of life—with the convenience of nearby amenities and the ease of lock-and-leave condo living.


Spacious Homes, Open Views, and Quiet Streets

Built between 1989 and 1991, The Masters is made up of 198 condos spread over 42 acres of low density clusters featuring manicured lawns and tropical landscaping. The buildings are all two stories and range between 4 and 6 units per cluster, giving the neighborhood a low-profile feel and preserving the views for nearly every unit.

Residences include 1-bedroom, 2-bedroom, and 3-bedroom floorplans, with open-concept living areas, large windows, and generous covered lanais—many facing west for nightly sunsets over Lanaʻi and Molokaʻi. Ground-floor units often have direct lawn access, while upper-floor residences offer elevated panoramas.

The community is zoned for long-term occupancy only (minimum 6-month leases), which helps maintain a peaceful atmosphere and a true neighborhood feel.


The Masters at a Glance

Location: Kāʻanapali Hillside, Lahaina, Maui
Year Built: 1989–1991
Total Units: 198
Layouts: 1BR, 2BR, and 3BR condos (901-2,156 sqft)
Zoning: Long-term residential only (no vacation rentals)
Ownership: Fee Simple
Pet Policy: Pets allowed with board approval
Amenities Include:

  • Two swimming pools and hot tubs

  • Four tennis courts

  • Gated entry with security

  • Covered and open parking

  • On-site resident manager

  • Lush tropical landscaping and walking paths


Steps to Golf, Beaches, Dining & More

If you're a golfer—or simply enjoy the view—the location is tough to beat. The Masters overlooks the Royal Kāʻanapali Golf Course, designed by Robert Trent Jones Sr., and you're minutes from the Kāʻanapali Kai Course as well. Residents can often walk or drive their golf carts down to the clubhouse.

In just five minutes, you're on Kāʻanapali Beach, where you can snorkel at Black Rock, take a morning paddle, or enjoy lunch with a view at Hula Grill or Leilani’s on the Beach. Need groceries or coffee? Head to Times Supermarket, Java Jazz, or Island Press Coffee at Honokōwai Marketplace and The Fairway Shops—just a few minutes north.

And for an easy night out, Whalers Village offers a walkable lineup of shops, oceanfront restaurants, and weekly cultural events.


💬 What Owners Love About The Masters

  • Sweeping Views
    Most units offer unobstructed vistas of the Pacific, neighbor islands, and the Kāʻanapali Golf Courses.

  • Spacious, Open-Concept Layouts
    With lanais built for lounging, interiors that breathe, and lots of natural light, homes here live larger than most West Maui condos.

  • Residential Feel
    No short-term rentals means less turnover, a more peaceful environment, and neighbors who know each other.

  • Pet-Friendly Grounds
    Residents enjoy quiet morning walks on the landscaped paths—and many units open to grassy areas perfect for four-legged friends.

  • Proximity to It All
    You're minutes from golf, the beach, Lahaina town, grocery stores, dining, and casual conveniences.


Is The Masters Right for You?

If you’re looking for a peaceful place to plant roots on West Maui, The Masters offers one of the more compelling options above Kāʻanapali. With its long-term residential zoning, this isn’t a resort—it’s a true neighborhood. That distinction makes all the difference.

Buyers here tend to be full-time Maui residents, retirees, or second-homeowners seeking a more grounded and relaxed experience. There’s no transient vacation rental activity, so the pace is slower, the grounds are quieter, and you get to know your neighbors by name.

You’ll find a range of floorplans to suit different lifestyles. One-bedroom units (starting around 900 sq ft) are ideal for solo homeowners or part-time residents. Two- and three-bedroom condos (some over 1,500 sq ft) offer plenty of space for families, entertaining guests, or working from home with a view.

Many units have been updated with modern kitchens, new flooring, or split-system A/C—but some offer a blank slate for buyers who want to customize their own Maui retreat. And thanks to the elevated hillside location, even ground-floor units often enjoy broad ocean views and cooling trade winds.

In terms of value, The Masters offers an opportunity to own in one of Maui’s most sought-after neighborhoods at a price point below the beachfront properties, while still being just minutes away from everything that defines the West Maui lifestyle—championship golf, beach walks, oceanfront dining, and community charm.

If you’re looking for a condo that feels like a private home, but without the upkeep of a single-family property, this could be the ideal fit.


Thinking About Making a Move?

If you own at The Masters and are considering your next steps, it’s worth noting that inventory is typically limited and demand remains steady. I work closely with clients to position their listings with care, backed by Coldwell Banker Global Luxury's international reach, and supported by local knowledge that comes from being based right here on Maui.

Whether you're planning to transition to another island property or just want to understand current values, I’m happy to provide a no-pressure, data-backed perspective.


The Masters: A Thoughtful Approach to Maui Living

The Masters isn’t a resort—it’s a neighborhood. One where morning walks have panoramic views, evenings are spent watching the sky turn gold, and everything you need is just a few minutes away. It’s Maui living for those who appreciate space, simplicity, and the quiet beauty of life above the shoreline.

Recently Sold

Follow Me on Instagram