Kaanapali Hillside Homes For Sale | Maui's Best Homes

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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	$2.1M
Lowest Price	$698K
Highest Price	$3.4M
Total Listings	6
Avg. Days On Market	129
Avg. Price/SQFT	$879

Property Types (active listings)

Kaanapali Homes For Sale

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$2,449,000

Kaanapali Hillside

9 Puu Hale St, Kaanapali

3 Beds 3 Baths 2,928 SqFt Residential MLS® # 408922

Days on Market: 10

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$7,400,000

Lanikeha

104 Anapuni Loop, Kaanapali

3 Beds 4.5 Baths 5,901 SqFt Residential MLS® # 408779

Days on Market: 24

In Escrow

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$3,400,000

Kaanapali Hillside

39 & 33 Hakui Loop, Kaanapali

4 Beds 3.5 Baths 3,785 SqFt Residential MLS® # 408731

Days on Market: 29

$2,599,000

↓ $96,000

Kaanapali Hillside

13 N Piki Pl, Kaanapali

4 Beds 3 Baths 2,559 SqFt Residential MLS® # 408438

Days on Market: 56

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$6,500,000

Lanikeha

955 Anapuni Pl 65, Kaanapali

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

Days on Market: 260

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$4,425,000

Lanikeha

27 Kaulele Pl, Kaanapali

4 Beds 4.5 Baths 2,675 SqFt Residential MLS® # 408256

Days on Market: 73

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$7,250,000

Lanikeha

137 Anapuni Loop, Kaanapali

5 Beds 6 Baths 4,047 SqFt Residential MLS® # 408179

Days on Market: 84

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$4,200,000

↓ $1,995,000

Lanikeha

24 Anapuni Loop 2, Kaanapali

4 Beds 4 Baths 3,585 SqFt Residential MLS® # 408144

Days on Market: 87

Recent Sales in Ka'anapali

Sold

Closed: 03/06/2026

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$950,000

Whaler 111

2481 Kaanapali Pkwy 111, Kaanapali

1 Bed 2 Baths 901 SqFt Residential MLS® # 407705 Date Sold: March 6, 2026

Sold

Closed: 02/27/2026

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$1,895,000

Vintage at Kaanapali 70

170 Kualapa Pl 70, Kaanapali

3 Beds 2.5 Baths 1,799 SqFt Residential MLS® # 408315 Date Sold: February 27, 2026

Sold

Closed: 02/27/2026

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$975,000

Whaler 316

2481 Kaanapali Pkwy 316, Kaanapali

0 Beds 1 Bath 542 SqFt Residential MLS® # 408199 Date Sold: February 27, 2026

Sold

Closed: 02/25/2026

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$520,000

Maui Eldorado C-103

2661 Kekaa Dr C-103, Kaanapali

1 Bed 1 Bath 960 SqFt Residential MLS® # 408169 Date Sold: February 25, 2026

Sold

Closed: 02/23/2026

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$1,220,000

Honua Kai - Hoku Lani SR614

130 Kai Malina Pkwy Sr614, Kaanapali

1 Bed 1 Bath 700 SqFt Residential MLS® # 408069 Date Sold: February 23, 2026

Sold

Closed: 01/28/2026

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$5,500,000

Lanikeha

467 Anapuni Loop, Kaanapali

4 Beds 5 Baths 3,846 SqFt Residential MLS® # 408049 Date Sold: January 28, 2026

Sold

Closed: 01/30/2026

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$1,035,000

Whaler 762

2481 Kaanapali Pkwy 762, Kaanapali

0 Beds 1 Bath 523 SqFt Residential MLS® # 407979 Date Sold: January 30, 2026

Sold

Closed: 12/19/2025

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$1,500,000

Honua Kai - Hoku Lani SR-210

130 Kai Malina Pkwy Sr-210, Kaanapali

2 Beds 2 Baths 1,120 SqFt Residential MLS® # 407976 Date Sold: December 19, 2025

Sold

Closed: 01/12/2026

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$3,575,000

Honua Kai - Konea NR102

130 Kai Malina Pkwy Nr102, Kaanapali

3 Beds 3 Baths 2,230 SqFt Residential MLS® # 407969 Date Sold: January 12, 2026

Sold

Closed: 03/12/2026

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$940,000

↓ $59,000

Whaler 565

2481 Kaanapali Pkwy 565, Kaanapali

0 Beds 1 Bath 542 SqFt Residential MLS® # 407913 Date Sold: March 12, 2026

Sold

Closed: 02/06/2026

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$910,000

Maui Kai 405

106 Kaanapali Shores Pl 405, Kaanapali

1 Bed 1 Bath 647 SqFt Residential MLS® # 407725 Date Sold: February 6, 2026

Sold

Closed: 12/29/2025

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$3,295,000

Kaanapali Alii 1-703

50 Nohea Kai Dr 1-703, Kaanapali

2 Beds 2 Baths 1,675 SqFt Residential MLS® # 407653 Date Sold: December 29, 2025

Sold

Closed: 11/05/2025

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$3,000,000

Summit Estates

174 Welau Way, Kaanapali

4 Beds 4.5 Baths 2,771 SqFt Residential MLS® # 407639 Date Sold: November 5, 2025

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).

Ka'anapali Condos For Sale

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!

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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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By Evan Harlow R(S) | November 10, 2025

Ka'anapali Real Estate Market Report November 2025

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It's no secret that Ka'anapali is one of the best resort areas anywhere in the world. Located on one of the most beautiful stretches of beach in all of Hawaii, Ka'anapali is a small slice of island resort paradise featuring a wide variety of ownership…

By Evan Harlow R(S) | December 10, 2021

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Ka'anapali Beach

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