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 $2.3M
Lowest Price $849K
Highest Price $3.4M
Total Listings 4
Avg. Days On Market 114
Avg. Price/SQFT $969

Property Types (active listings)

Kaanapali Homes For Sale

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$1,795,000

The Vintage at Kaanapali

151 Kualapa Pl, Unit 51, Kaanapali

3 Beds 2.5 Baths 2,184 SqFt Residential MLS® # 406375

Keller Williams Realty Maui-L

$6,500,000

Lanikeha

955 Anapuni Pl, Unit 65, Kaanapali

4 Beds 4.5 Baths 4,481 SqFt Residential MLS® # 406373

Keller Williams Realty Maui-L

$2,499,000

Kaanapali Golf Estates

337 Aalii Way, Kaanapali

3 Beds 3.5 Baths 2,819 SqFt Residential MLS® # 406347

Berkshire Hathaway Maui Prop-L

$2,100,000

Kaanapali Hillside

41 Pihaa St, Kaanapali

3 Beds 3 Baths 2,133 SqFt Residential MLS® # 406239

Keller Williams Realty Maui-Ka

$3,150,000

Summit at Kaanapali

215 Wahi Oli Way, Kaanapali

3 Beds 3 Baths 2,035 SqFt Residential MLS® # 406070

Greg Smith Broker Inc

$849,000

Kaanapali Hillside

45 Hakui Loop, Kaanapali

0 Beds 0 Baths 0 SqFt Land MLS® # 405947

Mousa A Hassan

Recent Sales in Ka'anapali

Sold
Closed: 06/27/2025

$1,350,000

Whaler 1119

2481 Kaanapali Pkwy, Unit 1119, Kaanapali

1 Bed 1 Bath 901 SqFt Residential MLS® # 405586 Date Sold: June 27, 2025

Keller Williams Realty Maui-L

Sold
Closed: 06/16/2025

$825,000

↓ $60,000

Kaanapali Shores 443

3445 Lower Honoapiilani Rd, Unit 443, Kaanapali

1 Bed 1 Bath 717 SqFt Residential MLS® # 404463 Date Sold: June 16, 2025

Coldwell Banker Island Prop-KP

Sold
Closed: 06/12/2025

$3,200,000

Whaler 1001

2481 Kaanapali Pkwy, Unit 1001, Kaanapali

1 Bed 2 Baths 941 SqFt Residential MLS® # 405709 Date Sold: June 12, 2025

Berkshire Hathaway Maui Prop-L

Sold
Closed: 06/10/2025

$4,000,000

Lanikeha

24 Lolii Pl, Kaanapali

3 Beds 2.5 Baths 3,188 SqFt Residential MLS® # 404181 Date Sold: June 10, 2025

Maui Luxury Real Estate LLC

Sold
Closed: 06/06/2025

$925,000

Kaanapali Shores 529

3445 Lower Honoapiilani Rd, Unit 529, Kaanapali

2 Beds 2 Baths 964 SqFt Residential MLS® # 405416 Date Sold: June 6, 2025

Keller Williams Realty Maui-L

Sold
Closed: 06/03/2025

$795,000

Kaanapali Shores 744

3445 Lower Honoapiilani Rd, Unit 744, Kaanapali

1 Bed 1 Bath 717 SqFt Residential MLS® # 405391 Date Sold: June 3, 2025

eXp Realty

Sold
Closed: 06/02/2025

$7,600,000

↑ $100,000

Kaanapali Golf Estates

175 Kalaihi Pl, Kaanapali

5 Beds 5.5 Baths 4,825 SqFt Residential MLS® # 404148 Date Sold: June 2, 2025

Island Sotheby's International Realty(L)

Sold
Closed: 05/29/2025

$1,775,000

↓ $120,000

Honua Kai - Konea NR832

130 Kai Malina Pkwy, Unit Nr832, Kaanapali

2 Beds 2 Baths 1,080 SqFt Residential MLS® # 404227 Date Sold: May 29, 2025

Coldwell Banker Island Prop-Ku

Sold
Closed: 05/29/2025

$565,000

↓ $325,500

International Colony Club 36

2750 Kalapu Dr, Unit 36, Kaanapali

1 Bed 2 Baths 1,034 SqFt Residential MLS® # 405462 Date Sold: May 29, 2025

Curtis Robb

Sold
Closed: 05/22/2025

$1,340,000

Honua Kai - Konea NR510

130 Kai Malina Pkwy, Unit Nr510, Kaanapali

1 Bed 1 Bath 730 SqFt Residential MLS® # 404618 Date Sold: May 22, 2025

Susan Jackson Real Estate

Sold
Closed: 05/16/2025

$2,200,000

Kaanapali

69 Halelo St, Kaanapali

5 Beds 3 Baths 2,683 SqFt Residential MLS® # 405288 Date Sold: May 16, 2025

Haleakala Realty, LLC

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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Get Carried Away on Maui

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 With Evan!

Evan Harlow Maui

Evan Harlow ranks among the best real estate agents on Maui annually and is in the top 1% of Coldwell Banker agents worldwide in production. Evan has the expertise, experience, and work ethic to help you achieve your real estate buying and selling goals. We promise exceptional service and support from the beginning of the process through closing and beyond. See what Evan's clients are saying on Google.

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