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 #384690

710 Fairway Dr

$2,499,000
  • 3 Beds
  • 3.50 Baths
  • 3,666 SqFt
Ocean, islands, resort and golf fairway views await you at 710 Fairway Drive! YOUR Time Is Now! Located on the front-row of Kapalus Bay Course's fairway (5th hole), this 2-level estate offers 3-bedrooms and 3.5-bathrooms spread spaciously across 3,66...
Residential
Photo of Listing #384158

608 Silversword Dr

$2,200,000
  • 3 Beds
  • 3.50 Baths
  • 3,664 SqFt
LOCATION. LOCATION. LOCATION. 608 Silversword Dr is perfectly situated within the exclusive, gated community of Pineapple Hill at The Kapalua Resort, and features sweeping, 180 degree unobstructed ocean views. These views are highlighted from large w...
Residential
Photo of Listing #382824

600 Silversword Dr

$2950000 Sold
  • 3 Beds
  • 3.50 Baths
  • 4,553 SqFt
A truly exceptional offering by any measure, this upscale ocean view home melds the timeless ambiance of the plantation home with sophisticated elegance. The large open floor plan includes over 4,500 square feet with 3 bedroom suites, gourmet kitchen...
Residential
Photo of Listing #384082

706 Fairway Dr

$2,675,000
  • 4 Beds
  • 4.50 Baths
  • 3,444 SqFt
Golf course fronting residence in excellent condition with 4 bedrooms and 4.5 bathrooms located along Kapalua’s Bay Course with beautiful views onto the course as well as of the ocean. Master bedroom suite and two guest suites are located on the lo...
Residential
Photo of Listing #383082

328 Cook Pine Dr

$3395000 Sold
  • 4 Beds
  • 4.50 Baths
  • 3,750 SqFt
Premier residence designed by Jeffrey Long of Oahu and constructed by luxury builder, Web Development, located in Pineapple Hill Phase I. It offers phenomenal ocean, sunset and neighbor island views. Built with the highest quality materials this op...
Residential
Photo of Listing #383760

228 Crestview Rd Lot 14

$3,300,000
  • 4 Beds
  • 4.50 Baths
  • 3,939 SqFt
LIVE…LOVE…KAPALUA Located in the prestigious Kapalua community of Pineapple Hill Estates, 228 Crestview occupies a large, estate sized corner lot with big time views. The home features new wood flooring throughout and will be sold turn key. Th...
Residential
Photo of Listing #383773

104 Woodrose Pl

$2,185,000
  • 4 Beds
  • 3.50 Baths
  • 3,315 SqFt
104 Woodrose Place is located on a quiet cul-de-sac on the beautiful island of Maui within the desirable gated Kapalua subdivision of Pineapple Hill. Upon entering this spacious 3,315 sq. ft. single family home, you won't be able to take your eyes of...
Residential
Photo of Listing #382525

1200 Summer Rd

$2100000 Sold
  • 3 Beds
  • 3.50 Baths
  • 3,321 SqFt
Fantastic Bay Golf Course frontage location with expansive ocean, Lanai, and Molokai views! Watch the sunsets all year round! One of the largest lots in Phase 1 of Pineapple Hill with over 16,000 square feet of land! Come enjoy the casually elegan...
Residential
Photo of Listing #383340

708 Fairway Dr 56

$2625000 Sold
  • 3 Beds
  • 3.50 Baths
  • 3,238 SqFt
Live in modern Hawaiian elegance on the Kapalua Bay Course, fronting the 5th fairway, and bask in the exquisite ocean views from this upgraded, turn-key home. Warm and inviting, 708 Fairway features an ideal layout with a spacious living area, maste...
Residential
    

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 Int 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.

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