Introducing 222 Crestview Road, Pineapple Hill Estates, Kapalua

Posted by Courtney M. Brown on Saturday, August 6th, 2022 at 11:31am.

Introducing 222 Crestview, in Kapalua's Pineapple Hill Estates

Pineapple Hill Estates Kapalua Home for SaleDramatic sunsets are a nightly occurrence--the view from 222 Crestview

222 Crestview Road is a rare offering of a home situated at the Pinnacle of Pineapple Hill Estates, the newest residential community in Pineapple Hill. 

This second phase of the development was annexed into the community in 2001, and the homesites are significantly larger at approximately a half acre.  Architectural restrictions limit the roof heights of the lots below to 25 feet, but allowed homes along the top row to be two stories, maximizing the size and the views from this location.

This beautifully designed home is centered around a sculpture garden behind a gated private entry. Thoughtful design provides privacy for each of the four-bedroom suites:  there is a ground floor primary bedroom suite complete with ocean view lanai sitting area and landscaped shower garden, as well as an upstairs primary bedroom suite with a private lanai, separate laundry, and a flex space that can be used as an office, gym or sitting room.  There are two additional bedroom suites that focus out toward the beautifully landscaped gardens.

From the moment you enter this home, across a bridge through a tropically landscaped courtyard, the views of the Pacific Ocean and the outer island of Molokai begin to unfold.  The soaring ceilings of the great room are a dramatic backdrop for a custom sculpture by Australian artist, Robert Hague, which is included with the sale.

Take a Virtual Walkthrough

Pineapple Hill Kapalua home for saleThe great room has a seamless indoor/outdoor flow with pocketing doors that open to the expansive lanai and infinity edge pool with a beach shelf and spa. 

Pineapple Hill Kapalua home for sale

The inner courtyard provides a serene setting, with floor-to-ceiling windows that will illuminate your art collection and showcases the gardens from the guest bedroom suites and the living room and filling the home with natural light. 

Pineapple Hill Kapalua home for sale 

The kitchen is a chef’s dream, featuring appliances by Sub Zero, Bosch, and Wolf, including a Sub Zero wine storage cabinet and refrigerator drawers, as well as a proofing drawer for baking.  The kitchen opens to outdoor dining with a built-in bar. 

Kapalua Home for Sale

The gracious Primary Bedroom Suite is on the ground floor, with a sitting area and fireplace.  The en suite features a jacuzzi tub, walk-in shower, and beautifully landscaped outdoor shower garden. 

Kapalua home for sale

Upstairs is a second Primary Bedroom suite complete with its own laundry and a private lanai with panoramic ocean and outer island views.  

Kapalua Home for Sale

Off the second floor primary suite is a large flex space that can be used for a gym, office, or sitting room.

Kapalua Home for Sale

The South Guest Bedroom Suite is currently used as an office, though it also is equipped with a projector and screen, along with blackout shades, should you want to use it as a media room.

Kapalua Home for sale The North Guest Bedroom Suite features a private outdoor shower garden.

Pineapple Hill home for sale

222 Crestview features a Porte-Cochere with circular drive, as well as an attached two car garage with a separate bay for a golf cart.  There is ample storage in the garage for surfboards, bikes and tools.

Floor Plan

Kapalua Home for Sale


Floor PlanThe Floor Plan for 222 Crestview--this is a rendering from Matterport and an illustration of the floor plan.  Interested parties should do their own due diligence.

About Pineapple Hill

Pineapple Hill is one of Kapalua's most popular residential communities.  A gated enclave developed in two sections, Pineapple Hill, and later in 2001, Pineapple Hill Estates.  The first phase of Pineapple Hill are smaller homesites (typically around a quarter of an acre), whereas the homes in Pineapple HIll Estates are on larger lots (approximately a half acre). 

Combined, there are 130 homesites, however, several owners in the first phase of Pineapple Hill built homes on double lots, and one, which sold in 2021, was built on three lots.

The Market at Pineapple Hill

At the time of this post, there are just three homes listed for sale in Pineapple Hill and Pineapple Hill Estates, with asking prices ranging from $5,295,000 to $7,900,000.  There is one pending sale at $8,450,000. 

In vacant land, there are two lots listed for sale, one in phase I at $1,100,000 for a quarter acre, and another in Pineapple Hill Estates listed at $1,895,000 for just under a half acre. 

Current Home and Land Listings

Type Status Address Price Beds Baths Sq. Ft. Acres $/Sq. Ft. Days On Market MLS #
Vacant Land ACT 1010 Sunset Pl $1,100,000       0.26 $97 36 396358
Vacant Land ACT 103 Pulelehua St $1,895,000       0.48 $92 47 396196
Single Family ACT 116 Pulelehua St $5,295,000 4 4.5 4,081 0.47 $1,297 48 396198
Single Family ACT 222 Crestview Rd $6,495,000 4 4.5 4,265 0.48 $1,523 0 396647
Single Family ACT 314 Cook Pine Dr $7,900,000 5 5.5 7,229 0.50 $1,093 354 392686
Single Family PNDS 1216 Summer Rd $8,450,000 6 6.5 7,784 0.62 $1,086 155 394986

Pineapple Hill Home Sales: A 5 year historical perspective

SOLD YTD 2022 2021 2020 2019 2018 2017
Number of Sales 5 15 10  15 4 6
Volume $19,775,000 $46,012,500 $27,187,000 $35,834,020 $9,550,000 $15,145,000
Low Sales Price $2,750,000 $2,062,500 $1,600,000 $1,489,020 $1,970,000 $1,750,000
High Sales Price $5,200,000 $4,850,000 $3,750,000 $3,200,000 $2,680,000 $3,550,000
Average SP $3,995,000 $3,067,500 $2,718,700 $2,388,935 $2,387,500 $2,524,167
Average SP/Sq. ft. $1,001 $768 $696  $692 $588 $680
Average DOM 81 160 137  262 325 219
Average SP/LP 96% 95% 95% 94% 92% 93%

Pineapple Hill Land Sales: A 5 year historical perspective

SOLD YTD 2022 2021 2020 2019 2018 2017
Number of Sales 4 2 1 0 0 0
Low Sales Price $879,000 $1,195,000 $950,000 NA NA NA
High Sales Price $1,500,000 $1,305,000 $950,000 NA NA NA
Average Sales Price $1,157,400 $1,250,000 $950,000 NA NA NA
Average SP/Sq. ft. $101 $62 $87 NA NA NA
Average DOM 204 143 314 NA NA NA
Average SP/LP 100% 100% 90% NA NA NA

For more information on Pineapple Hill and other residential offerings in the Kapalua Resort, please contact Courtney M. Brown, R(S)

Pineapple Hill & Pineapple Hill Estates Homes for Sale

1 Properties Found. Page 1 of 1

This Under-construction Home Will Be The First ...

Photo of Listing #399041

$6,150,000 Active Fee Simple

  • 4 Beds
  • Baths
  • 0.25 Acres
  • 4,150 ft²


306 Cook Pine Dr 73, Kapalua, Hawaii

MLS® #399041

Listed By: Keller Williams Realty Maui-L
Office Contact: 808-661-8777

This Under-construction Home Will Be The First Brand-new Home For Sale In Pineapple Hill In Over 12 Years. This Spacious, Cutting-edge, 4-bedroom Home With Upstairs And Downstairs Primary Bedrooms Is Located On One Of The Premier Lots In Pineapple Hill At K...

Courtney M. Brown, R(S) & Team
Vice President
Island Sotheby's International Realty


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