Kapalua Luxury Living

Pineapple Hill

With exquisite views, elegantly constructed homes, and everything needed to experience heaven on earth, the coveted homes of Pineapple Hill Estates are now for sale on the market. Designed to amplify Maui’s natural beauty and to ensure graceful and easy living, the houses on Pineapple Hill are the second phase of a secure gated community established in 1989.


With a strong and steadily increasing market value, the best time to invest in paradise is right now. Situated on the slopes of the West Maui mountains, Pineapple Hill has access to the raw beauty of some of Hawaii’s best hiking trails. From the mountains to the coast, experiences of pristine natural scenery are readily available. Enjoy the white sand and world-class surfing of the tropical beaches or the breathtaking views from the mountains – truly what is for sale at Pineapple Hill is not just a home but heaven on earth.

Real Estate Statistics

Average Price $3.6M
Lowest Price $879K
Highest Price $9M
Total Listings 8
Avg. Days On Market 234
Avg. Price/SQFT $551

Property Types (active listings)

Pineapple Hill Homes For Sale

Be Amazed By Pineapple Hill

No matter the time of day, the views afforded to Pineapple Hill Estates are absolutely dazzling. In the morning, you can bask in the glow of the sunrise while gazing out onto Lanai and Molokai. During the afternoon, you can enjoy the fact that Pineapple Hill is overlooking the world-famous Kapalua Plantation Golf Course (ranked #19 in Golf’s Digest Top 100 Courses in the U.S.). And, saving the best for last, the evening sky is lit up by gorgeous sunsets like fiery paintings each and every day. You will not be able to put a price tag on the fantastic vistas at Pineapple Hill.

As members of the Kapalua Resort, all homeowners are benefitted from the fantastic amenities provided. Perfect for leisure and exercise, the Olympic-sized swimming pool is available for use.

Residents are blessed with the privilege of discounted rates for the two renowned golf courses as well as the excellent tennis courts of which there are ten – both, of course, perfect for practicing your swing. Additionally, not only are you given access to the fabulous features of the pavilion and community, but you are also within walking distance of world-class dining and boutique shopping.

Construction and History of Pineapple Hill Estates

In the early 1990s, Pineapple Hill was recognized as a tropical paradise characterized by raw beauty due to its elevated location. The development of luxury homes began, with an original plan of 99 exclusive homesites for residential use. As of 2001, the 31 residential homesites of Pineapple Hill Estates were annexed into Pineapple Hill in order to enhance the privileges of the community.

Initially, for Pineapple Hill, homesites were a quarter of an acre, with each homeowner given six modern and architecturally crafted floorplans to choose from. Subsequently, however, investors could customize their floorplan if two or more sections were purchased together.

Boasting plots of half an acre, plots at Pineapple Hill Estates grant the freedom to customize floorplans for new homes although only top rows sites are permitted to have a second story. This has made Pineapple Hill Estates an even more attractive investment in an already striking location.

The Kapalua Real Estate Market | Reflecting Value Money Can't Buy

With its beaches, mountains, and the elegant lifestyle it offers, there is understandably strong value in the neighborhoods of West Maui. While, understandably, recent world events have caused a temporary slowing in market trends, considering the value retention of property on the land-scarce island of Maui, there has never been a better time to buy.

Kapalua, which is the greater area surrounding Pineapple Hill, is a wonderful part of the island of Maui with a median house price sitting slightly over $2.2 million, whereas Pineapple Hill Estates reflect the increased value its location offers at a median house price of $2.6 million. Neighboring Napili has a lesser median of just over $700,000 but lacks the bountiful advantages Pineapple Hill offers. With its location, quality, and luxurious homes and views, properties for sale in Pineapple Hill boast priceless and as such are expected to maintain strong market value.

The Intersection of Heaven and Earth | Estates in Pineapple Hill

Undeniably, homes at Pineapple Hill and Pineapple Hill Estates are architecturally crafted to bring the absolute best of stylish living to homeowners. Since the location is heaven on earth, the homes bring that same philosophy in design. As mentioned above, homes built in Pineapple Hill Estates have exquisite features, and homes built on the top row often enjoy the privilege of a second story to truly capture the magnificent views.

Pineapple Hill is a residential area and as such the houses are generous and spacious. Most of the homes are held as a fee simple title and are ideal for purchase as a home away from home or for idealized Hawaii living. As of the writing of this article, there are 12 homes currently for sale in Pineapple Hill representing 12 opportunities to live at the intersection of heaven and earth.

Beauty in Home and Nature | Pineapple Hill Homes for Sale

West Maui gives its residents an idyllic lifestyle with its pure and unadulterated beaches with world-class surfing, its gorgeous ocean vistas, and tropical natural settings but the homes in Pineapple Hill truly offer the best of the best.  Homes here are placed in a dreamlike location where you can experience boutique shopping and exquisite dining one day and then swimming in clear blue waters following by delighting in a round of golf at a top golf range.

Imagine waking up by enjoying a leisurely swim in the resort’s remarkable pool and then being astounded by the natural beauty during a rigorous morning hike. Afterward, you can relax in the afternoon through some games of tennis, or, if you prefer, enjoying the golf courses. At the end of the day, the best of world cuisine is available to you as you bask in a glorious sunset.

Without a doubt, there is so much on offer to you in buying a home on Pineapple Hill you will not want to pass any opportunity to invest here. For any inquiries please do not hesitate to contact our team and to view our fabulous properties in Pineapple Hill for sale for yourself.

Get In Touch

Evan Harlow Maui

Get started on your journey to owning property on Maui by getting in touch with us at Maui Elite Property. 

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