Luxury West Maui Living

Ka'anapali Homes For Sale

This beautiful collection of residential subdivisions and condos overlooks the world-famous Ka'anapali Beach and its resort communities. The homes on the Ka'anapali Hillside offer some of the most luxurious and beautiful homes on Maui in a well-developed and spacious island setting. 


These planned residential communities are the result of decades of planning and development creating one of the most unique and exclusive communities in all of Hawaii. The market prices of these homes vary based upon a variety of factors. Home buyers discover selections in this neighborhood with asking prices spanning a wide spectrum. Some of the most opulent homes here command prices in the multi-million dollar range.

Ka'anapali Homes By The Numbers

Average Price $2.9M
Lowest Price $2.8M
Highest Price $3M
Total Listings 2
Avg. Days On Market 113
Avg. Price/SQFT $770

Property Types (active listings)

Kaanapali Homes For Sale

Recent Sales in Ka'anapali

A Gradually Developing Community

As an island with a fragile ecosystem, Maui significantly limits residential and commercial building permits and the Kaanapali real estate development is no different. Although development has occurred here extensively since the 1960s, efforts remain ongoing to preserve pristine natural areas. Consequently, people seeking residential properties in this locale welcome the opportunity to find opulent homes with panoramic coastal views in a tranquil setting. Master-planned residential communities in the Kaanapali Hillside delight savvy Maui real estate buyers and investors.

Three roadways roughly frame the outline of this affluent subdivision: Honoapiilani Highway (Route 30), Oil Road, and Puukolii Road. State highway 30 arcs around West Maui. It passes close to the shoreline, providing auto access between Ma'alaea and Waiehu on the north coast of the Island. This transportation corridor offers residents of the Kaanapali Hillside a convenient way to reach nearby Lahaina (and several fine beaches) by car.

Offering Incredible Ocean Views

Humpback whales find the blue waters of the Au'au Channel between the islands of Maui and Lanai an attractive haven. For centuries, Lahaina served as a commercial whaling hub. Today, the waterway contributes to a thriving tourist economy in the region. Visitors and residents alike enjoy taking whale-spotting dinner cruises. They savor vibrant sunrises and sunsets in an internationally acclaimed vacation destination.

Depending upon their property's elevation, people who purchase Kaanapali Hillside homes for sale sometimes enjoy panoramic vistas of the Au'au Channel directly from their balconies. Many of these luxurious properties provide breathtaking views of the blue Pacific Ocean (and Lanai in the distance). Perhaps, for this reason, homes in this subdivision frequently supply generous lanais, verandas, and in-ground swimming pool decks. These locations enable residents to bask in the charm of a park-like setting without leaving their doorsteps!

The Subdivisions on The Ka'anapali Hillside

Today, a number of well-maintained gated residential communities form the Ka'anapali Hillside along with the subdivision known as Ka'anapali Hillside. These developments encompass houses, townhomes, and condos. Some of these properties include:

Each of these gated residential communities maintains distinct covenants and monthly maintenance fees. For example, different developments place variable minimum time restrictions upon home rental contracts. Some permit pets (with restrictions) while others do not.

An Illustration: The Masters at Ka'anapali Hillside

For example, the Masters at Ka'anapali Hillside remains one of the oldest developments in this elite neighborhood. Completed in 1991, this community constructed by the Ohbayashi Hawaii Corporation supplies a total of 198 townhomes located on 42 attractively landscaped acres. From time to time, investors enjoy the chance to select one, two, or three-bedroom units with up to three baths. These dwellings vary in size from 901 square feet to 2,200 square feet.

The Masters at Ka'anapali Hillside provides carports. The community's covenants recently permitted up to one pet per unit. Owners may rent out their townhomes for a 30-day minimum period. The community boasts numerous amenities, including proximity to a beautiful golf course. Two in-ground swimming pools and four tennis courts supply residents with excellent recreational opportunities.

One of Maui's Best Luxury Resort Communities

kaanapali hillside

The advantages of owning real estate in the Ka'anapali Hillside neighborhood include close proximity to a three-mile-long stretch of lovely Ka'anapali sand beaches and adjoining resorts. This quiet location remains set back from the busy shops, restaurants, and hotels along the shore, however. While considerable traffic passes along the Honoapiilani Highway, Oil Road, and Puukolii Road attract smaller numbers of people. Roads within the Ka'anapali Hillside remain quiet by comparison.

This pleasant neighborhood offers a number of lovely residences framed by attractively landscaped grounds. Two 18-hole greens stand in this area: the Ka'anapali Kai and the Ka'anapali Royal Golf Course. Residents benefit from the excellent infrastructure. It includes modern telecommunications and underground electrical utility services, as well as Maui County water. Dwellings offer refreshingly cool interior temperatures.

Property seekers discover a variety of lot sizes, including some homes set on an acre (or more). As of June 2020, the median price of a single-family house in this enclave stood at an estimated $632 per square foot, and the median price of a condo stood at $982 per square foot. Despite the Coronavirus pandemic, real estate in this neighborhood reportedly continued to appreciate during 2020 (compared with 2018 prices).

Why You Should Consider Owning a Home Here

Today, buyers looking for homes for sale on Maui choose residential properties in this delightful location for a wide variety of reasons. Many people desire a home (or a second home) on the lovely island of Maui. These properties offer security, luxurious accommodations, and unique scenic views. By choosing to reside in the Ka'anapali Hillside, residents gain proximity to one of the world's most in-demand tourist destinations.

Hawaii offers a wealth of enjoyable leisure and recreational pursuits. Residents of this neighborhood participate in water activities easily: swimming, sailing, surfing, and paragliding opportunities abound. Maui's unique history and cultural life pervade this region. Fun vacation excursions, like touring the whaling museum in Lahaina, attending Polynesian traditional dances, or visiting the scenic Wailua Valley natural area, provide a way to share unique and memorable experiences.

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Yet homeowners in the Ka'anapali Hillside also enjoy a relaxing, tranquil quality of daily life. Quite a number of these homes afford spectacular panoramic views. Comfortable, low-maintenance conditions contribute to the satisfaction of living here.

By selecting a gated residential community supplying ongoing maintenance services, property owners avoid the need to perform arduous (yet essential) outdoor landscaping. They enjoy fragrant, professionally decorated grounds without mowing the lawn, trimming robustly growing vegetation, or applying pesticides. In some cases, owners may choose to rent their properties for extended periods of time while they travel. A luxurious quality of life awaits people who invest in exclusive Ka'anapali Hillside homes! 

Get In Touch!

Evan Harlow Maui

Evan Harlow is a Realtor on Maui who has the expertise, experience, and work ethic to help you achieve all of your real estate buying or selling goals. We promise exceptional service and support from the beginning of the process through closing and beyond.

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