Pineapple Hill

Nestled on the slopes of the West Maui mountains near Kapalua's famed Bay golf course, Pineapple Hill offers homeowners spacious lots with breathtaking ocean views. Located in a gated subdivision, homeowners have access to a pool, tennis courts and entertainment areas all while being in the midst of Hawaii's most sought-after resort community.
Fine dining, world-class golfing and some of the best Maui's most picture-perfect beaches are minutes away. Residents of the community have access to a plethora of luxury amenities at the Kapalua Resort, including spas at the Montage and Ritz, shopping at exclusive retailers, and a plethora of activities, to include hiking, snorkeling, golf, and much more.

Pineapple Hill Properties For Sale

Photo of Listing #401098

306 Cook Pine Dr, Unit 73

$5,995,000
  • 4 Beds
  • 4.50 Baths
  • 4,150 SqFt
This under-construction home will be the first brand-new home for sale in Pineapple Hill in over 12 years. This spacious, 4,150sf cutting-edge, 4-bedroom home with upstairs and downstairs primary bedrooms is located on one of the premier lots in Pine...
Residential
Photo of Listing #401002

110 Woodrose Pl, Unit Lot 94

$5,900,000
  • 3 Beds
  • 3.50 Baths
  • 3,038 SqFt
Set within the gated Pineapple Hill subdivision in the Kapalua resort, 110 Woodrose Place features a 3,038 square foot 3 bedroom, 3 and a half bath home on a lot of 9,963 square feet. Attention to detail and quality of finishes is evident throughout...
Residential
Photo of Listing #401010

230 Crestview Rd, Unit 15

$1,995,000
  • 0 Beds
  • 0.00 Baths
  • 0 SqFt
230 Crestview Road is one of the few remaining undeveloped lots in Pineapple Hill Estates, Kapalua Resort's prestigious gated residential community. This estate site offers magnificent ocean and neighbor island views. Plans and approved building perm...
Land
Photo of Listing #400951

1008 Sunset Pl

$5,995,000
  • 3 Beds
  • 3.50 Baths
  • 4,574 SqFt
Located at the end of a cul de sac in Kapalua Resort’s prestigious gated community, Pineapple Hill, is a beautiful, two-level residence with fabulous ocean, sunset and neighboring island views. The ground level features the great room, formal dinin...
Residential
Photo of Listing #400764

229 Crestview Rd

$7,795,000
  • 4 Beds
  • 4.00 Baths
  • 4,598 SqFt
Located in Pineapple Hill Estates, Kapalua Resort’s prestigious gated community, this custom-built, single-level residence boasts panoramic ocean, sunset, and neighboring island views. With just under 5,000 square feet of living space on approximat...
Residential
Photo of Listing #400594

238 Crestview Rd

$5,595,000
  • 4 Beds
  • 4.50 Baths
  • 4,121 SqFt
Stunning custom island home located in Kapalua's most coveted neighborhood, Pineapple Hill. This luxurious home is set up for indoor/outdoor island living with pocket sliders extending the spacious indoor living space flowing out to the expansive lan...
Residential
Photo of Listing #400328

1216 Summer Rd

$9,975,000
  • 6 Beds
  • 6.50 Baths
  • 7,448 SqFt
Built on a secluded double lot at the end of a private cul-de-sac in Kapalua Resort's Pineapple Hill gated community, is the prestigious residence known as Emerald Point. With more than 7,000 square feet of living space, complemented with spacious co...
Residential
Photo of Listing #397641

308 Cook Pine Dr

$1,800,000
  • 0 Beds
  • 0.00 Baths
  • 0 SqFt
One of the last remaining excellent building lots with a really great panoramic ocean view including Lana'i Island and Molokai Island. A new home with stunning, modern features has been designed by a well known local architect who can customize many...
Land
Photo of Listing #396196

103 Pulelehua St, Unit 17

$1,895,000
  • 0 Beds
  • 0.00 Baths
  • 0 SqFt
Lot 17 in Pineapple Hill Estates is one of the last remaining premium building sites in Kapalua with epic ocean views over The Bay Course to the outer islands of Lanai and Molokai. With the perfect west facing orientation you will have a front row se...
Land
    

Neighborhood Map

Map of Pineapple Hill Kapalua

Pineapple Hill Experts

Thinking of purchasing or selling a Pineapple Hills Home for sale? Contact us for a private consultation - our team encompasses some of the utmost experts in the Kapalua real estate market who would be happy to answer any questions.


West Maui Realtors
Island Sotheby's International Realty
Tel 808.665.1166
Fax 808.665.1155

West Maui Real Estate Leaders

Have Questions About the Real Estate Market in Kapalua, Kaanapali, Lahaina, and Napili area?

Our West Maui Real Estate experts have combined decades of experience in serving all facets of the immense West Maui real estate market and have expert-level local knowledge to best serve our clients. For a private consultation, stop by our conveniently located office at 5095 Napilihau Street, Ste 113A in the Napili Plaza, call us at 808-665-1166, or fill out the form below and one of our experts will be in touch.

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Listings provided courtesy of the REALTORS® Association of Maui.

IDX information is provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

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