• Search
  • Sell
  • Buy
  • Market Reports
  • About Us
Login
+18082691053

Sign in to your account

Need to reset your phone number?

Don't have an account with us?

Click here to sign up.

Kaanapali Hillside Real Estate

Address Search

Kaanapali Hillside Real Estate

Welcome to Kaanapali Hillside, a stunning neighborhood nestled in the heart of Lahaina, Maui. Known for its breathtaking views and lush landscapes, Kaanapali Hillside offers an idyllic blend of natural beauty and modern living, making it a sought-after destination for both residents and visitors alike.

This charming community is perched above the renowned Kaanapali Beach, providing residents with easy access to some of the finest sandy shores in the world. Imagine waking up to the gentle sound of ocean waves and the vibrant colors of a Hawaiian sunrise—this is the daily reality for those who call Kaanapali Hillside home. The neighborhood is characterized by its upscale residences, many of which boast panoramic views of the Pacific Ocean and the neighboring islands.

Kaanapali Hillside is not just about stunning views; it’s also a community rich in amenities. Residents enjoy close proximity to world-class golf courses, fine dining restaurants, and boutique shopping experiences. The nearby Whalers Village offers a delightful mix of shopping and dining options, perfect for a leisurely afternoon out. For the outdoor enthusiasts, numerous hiking trails and water sports await, allowing for endless adventures in this tropical paradise.

Families will appreciate the sense of community and the excellent schools in the area, making Kaanapali Hillside an ideal place to settle down. Whether you’re looking for a vacation home or a permanent residence, this neighborhood offers a unique blend of luxury, comfort, and the quintessential Hawaiian lifestyle. Discover the magic of Kaanapali Hillside—where paradise meets home.

Newest Listings in Kaanapali Hillside

50 Puu Anoano St Unit 1704, Lahaina image
50 Puu Anoano St Unit 1704, Lahaina — Masters $1,325,000 ▼

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 603, Lahaina image
50 Puu Anoano St Unit 603, Lahaina — Masters $1,799,999

Condo 603 at The Masters Kaanapali Hillside is a rare and private 3-bedroom, 2-bath retreat offering sweeping ocean, golf course, and year-round sunset views from one of ...

  • ACTIVE Status
  • 3 Beds
  • 2 Baths
  • 409756 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 903, Lahaina image
50 Puu Anoano St Unit 903, Lahaina — Masters $1,444,000 ▼

Masters 903 isn’t just a ground floor jewel, it’s a front row legacy. From this premium, walk-right-out location, your lanai feels like the edge of the island, with mesme...

  • ACTIVE Status
  • 2 Beds
  • 2 Baths
  • 407945 MLS
  • Masters Bldg.
  • Fee Simple Tenure
Courtesy of Maui Luxury Real Estate LLC

Listing courtesy of Maui Luxury Real Estate LLC.

50 Puu Anoano St Unit 1803, Lahaina image
50 Puu Anoano St Unit 1803, Lahaina — Masters $998,888 ▼

Beautiful remodeled single level 2-bedroom 2-bath unit with no interior stairs. This unit is one of the rare locations requiring only a few steps down from the parking lo...

  • ACTIVE Status
  • 2 Beds
  • 2 Baths
  • 407553 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 $1,175,000 ▼

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 $1,395,000 ▼

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.

Like or Share

Address Search

View Kaanapali Hillside Home Values

  • Kaanapali Hillside Home Values

View Listings by Building_Name in Kaanapali Hillside

  • Masters

Browse Kaanapali Hillside Homes by Property Type

  • Condos for Sale

Browse Kaanapali Hillside Homes by Waterfront

  • None

Browse Kaanapali Hillside Homes by View

  • Mountain/Ocean
  • Ocean

Browse Kaanapali Hillside Homes by Ohana

  • No Ohana
  • Home
  • Advanced Search
  • Selling
  • Buying
  • Blog
  • Featured Properties
  • Contact Us
Clickable Map

Search Maui Real Estate

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.

Maui Real Estate Logo
Instagram YouTube LinkedIn Google Vimeo
Christopher Barca | Compass 3620 Baldwin Ave #103A Makawao
116 Wailea Ike Dr #2108 Wailea
325 Keawe St #210 Lahaina
Cell: (808) 269-1053 christopher.barca@compass.com

Search Maui Homes for Sale

  • Custom Search
  • Blog
  • Regions
  • Neighborhoods
  • Condo Buildings
  • West Maui Homes For Sale
  • Lahaina Homes For Sale
  • Kaanapali Homes For Sale
  • Kapalua Homes For Sale
  • South Maui Homes For Sale
  • Kihei Homes For Sale
  • Wailea Homes For Sale
  • Makena Homes For Sale
  • Maalaea Homes For Sale
  • Central Maui Homes For Sale
  • Wailuku Homes For Sale
  • Kahului Homes For Sale
  • Upcountry Maui Homes For Sale
  • Kula Homes For Sale
  • Makawao Homes For Sale
  • Pukalani Homes For Sale
  • North Shore Homes For Sale
  • Paia Homes For Sale
  • Haiku Homes For Sale
  • East Maui Homes For Sale
  • Hana Homes For Sale
Compass Maui Real Estate

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.

Licensed Realtor® in Hawaii • Equal Housing Opportunity • Direct MLS Access

MLS Access Equal Opportunity Housing

Website designed by Vanity Geeks

© Copyright 2025 | Privacy Policy

  • Kula
  • Pukalani
  • Makawao
  • Paia
  • Haiku
  • Hana
  • Kahului
  • Wailuku
  • Maalaea
  • Kihei
  • Wailea/Makena
  • Maui Meadows
  • Lanai
  • Molokai
  • Lahaina
  • Kaanapali
  • Napili/Kahana/Honokowai
  • Kapalua
Accessibility • Terms • Privacy