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Kaanapali Hillside Homes under $2.5 million

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Kaanapali Hillside Homes under $2.5 million

Welcome to Kaanapali Hillside, a hidden gem nestled in the breathtaking beauty of Lahaina, Maui. This charming neighborhood offers a serene escape, boasting stunning ocean views, lush landscapes, and a vibrant community spirit that captures the essence of Hawaiian living. With its close proximity to the world-renowned Kaanapali Beach, residents enjoy easy access to sun-soaked shores, water sports, and vibrant nightlife while still relishing the tranquility that Kaanapali Hillside provides.

The real estate market in Kaanapali Hillside is particularly appealing for those seeking homes under $2.5 million. Here, prospective buyers will find a diverse selection of properties that cater to a variety of lifestyles. From contemporary single-family homes with modern amenities to charming tropical retreats that embrace the laid-back island vibe, Kaanapali Hillside offers something for everyone. Many homes feature spacious layouts, expansive outdoor living areas, and breathtaking views of the Pacific Ocean and the neighboring islands.

In addition to its stunning properties, Kaanapali Hillside is conveniently located near top-rated schools, shopping centers, and dining options. The community is known for its friendly atmosphere, making it easy to connect with neighbors and enjoy local events. For outdoor enthusiasts, the nearby hiking trails and golf courses provide ample opportunities to soak in the natural beauty of Maui.

Whether you’re looking for a permanent residence or a vacation getaway, Kaanapali Hillside promises a lifestyle that is both luxurious and relaxed, making it the perfect place to call home in paradise.

Newest Kaanapali Hillside Homes under $2.5 million

50 Puu Anoano St Unit 1006, Lahaina image
50 Puu Anoano St Unit 1006, Lahaina — Masters $1,925,000

Sweeping ocean views and Spectacular Sunsets, the islands of Lana‘i and Moloka‘i, and the lush 13th fairway of the Royal Kaanapali Golf Course create an exceptional backd...

  • ACTIVE Status
  • 2 Beds
  • 2 Baths
  • 411278 MLS
  • Masters Bldg.
  • Fee Simple Tenure
Courtesy of Sullivan Properties Inc

Listing courtesy of Sullivan Properties Inc.

50 Puu Anoano St Unit 1704, Lahaina image
50 Puu Anoano St Unit 1704, Lahaina — Masters $1,295,000 ▼

Rarely available custom residence at Masters at Kaanapali Hillside. Thoughtfully reimagined beyond a traditional renovation, this architecturally distinctive 1-bedroom, 2...

  • ACTIVE Status
  • 1 Beds
  • 2 Baths
  • 409869 MLS
  • Masters Bldg.
  • Fee Simple Tenure
Courtesy of Coldwell Banker Island Prop-KP

Listing courtesy of Coldwell Banker Island Prop-KP.

50 Puu Anoano St Unit 1904, Lahaina image
50 Puu Anoano St Unit 1904, Lahaina — Masters $1,100,000 ▼

Enjoy stunning ocean, island, and golf course views from this beautifully situated upstairs 2-bedroom, 2-bathroom unit overlooking the 9th signature hole and 10th fairway...

  • ACTIVE Status
  • 2 Beds
  • 2 Baths
  • 407217 MLS
  • Masters Bldg.
  • Fee Simple Tenure
Courtesy of Coldwell Banker Island Prop-KP

Listing courtesy of Coldwell Banker Island Prop-KP.

50 Puu Anoano St Unit 1005, Lahaina image
50 Puu Anoano St Unit 1005, Lahaina — Masters $1,295,000 ▼

The Masters 1005 is a beautifully renovated ground floor corner unit located in the exclusive gated community of The Masters in Ka'anapali. This 2-bedroom, 2-bathroom con...

  • ACTIVE Status
  • 2 Beds
  • 2 Baths
  • 406603 MLS
  • Masters Bldg.
  • Fee Simple Tenure
Courtesy of Coldwell Banker Island Prop-KP

Listing courtesy of Coldwell Banker Island Prop-KP.

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Explore Maui homes & condos by region—South Maui (Kihei, Wailea), West Maui (Lahaina, Kaanapali, Kapalua), and Upcountry/North Shore. Use the map to find oceanfront living, vacation-rentable condos, luxury estates, and new listings updated in real time; tap a region to see active listings, sold trends, and neighborhood guides.

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Christopher Barca | Compass 3620 Baldwin Ave, Suite 103A
Makawao, HI 96768
License RB-20936
Cell: (808) 269-1053 christopher.barca@compass.com

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Compass is a licensed real estate brokerage serving Hawaii communities. We adhere to all applicable fair housing laws. All information provided is deemed reliable but not guaranteed and is subject to change without notice, including price, availability, or condition. No representation or warranty is made regarding the accuracy of property details. All measurements and square footage are approximate. This content is not intended to solicit properties already listed. Nothing contained herein should be considered legal, tax, or professional advice outside the scope of real estate brokerage services.

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