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

New
Photo of Listing #383215

408 Monarch Pl

$2,238,000
  • 3 Beds
  • 3.50 Baths
  • 3,786 SqFt
Pictures don't do justice to the panoramic ocean, outer island and mountain views from this spacious 3 bedroom, 3 1/2 bath home at the end of a cul de sac with a generous sized lot within the prestigious gated community of Pineapple Hill in Kapalua. ...
Residential
Photo of Listing #383082

328 Cook Pine Dr

$3,395,000
  • 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 #382824

600 Silversword Dr

$2,950,000 In Escrow
  • 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 #382582

216 Crestview Rd 9

$1,095,000
  • Beds
  • Baths
  • 12,200 SqFt
Live the Kapalua dream at the top of the Hill in Pineapple Hill Phase I with spectacular sunset views, whale watching and vistas of the outer islands of Lanai and Molokai in full view. This graded, level lot is easy to build on and could come with a...
Vacant Land
Photo of Listing #382525

1200 Summer Rd

$2,100,000
  • 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 #382281

234 Crestview Dr 234

$595,000
  • 4 Beds
  • 4.50 Baths
  • 4,012 SqFt
Sale represents a 1/6th interest in this Pineapple Hill Home. A lifestyle of casual elegance is yours in an amazing home with four bedrooms four and one half baths and over 4,000 sq.ft. of luxury living. A total of 19,989 sq.ft. of land enhanced by...
Fraction-Partial-Interval
Photo of Listing #381724

624 Silversword Dr Lot 28

$1,250,000
  • Beds
  • Baths
  • 9,881 SqFt
Spectacular views are yours from this beautiful, level lot overlooking the Kapalua Bay Golf Course. Additional photos will be available shortly! There are only a handful of remaining home sites not built, and this location is truly one of the best i...
Vacant Land
Photo of Listing #381654

706 Fairway Dr

$2,820,000
  • 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 #381081

1204 Summer Rd Pineapple Hill

$1998000 Sold
  • 4 Beds
  • 4.50 Baths
  • 3,704 SqFt
Front Row Pineapple Hill year round sunsets. Amazing island and sunset views overlooking beautiful Kapalua Bay Course. No rooftops from this special, private location. Gated community with resident manager. This quality built home is beautifully ...
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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