Kaanapali Hillside Homes with Mountain/Ocean View

Welcome to Kaanapali Hillside, a hidden gem nestled in the heart of Lahaina, Maui. This enchanting neighborhood offers an idyllic blend of natural beauty, luxury living, and a warm community atmosphere. Perched on a hillside, Kaanapali Hillside is renowned for its breathtaking mountain and ocean views, providing residents with a daily dose of paradise.

As you stroll through the tree-lined streets, you’ll discover a variety of stunning homes, each designed to harmonize with the surrounding landscape. Many properties boast expansive windows and spacious decks, allowing you to soak in the mesmerizing vistas of the Pacific Ocean and the majestic West Maui Mountains. Whether you’re enjoying a morning coffee or hosting a sunset gathering, the views are sure to captivate.

Kaanapali Hillside is not only about picturesque homes; it’s also a community that thrives on outdoor living. Residents have easy access to world-class beaches, golf courses, and hiking trails, making it a haven for outdoor enthusiasts. The nearby Kaanapali Beach is perfect for sunbathing, snorkeling, and water sports, while the lush trails of the mountains invite adventure seekers to explore their natural wonders.

The neighborhood is conveniently located near shopping, dining, and entertainment options, ensuring that everything you need is just a short drive away. With its blend of luxury, nature, and community spirit, Kaanapali Hillside is the perfect place to call home. Experience the magic of Maui living in this serene and picturesque enclave – your dream home awaits!

Newest Kaanapali Hillside Homes with Mountain/Ocean View

$998,888

2 Beds ⋅ 2 Baths ⋅ 407553 MLS ⋅ Fee Simple Tenure ⋅ Masters BLDG.

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 lot to the front door. Enjoy stylish indoor-outdoor living, enhanced with 3 split air conditioning units, remodeled bathrooms and a remodeled kitchen for entertaining with 2 ovens. Located in the highly sought-after, gated community of The Masters at Kaanapali, this spacious unit offers an open floor plan with excellent natural light and cooling trade winds. Resort living with tropical breezes, swimming pools, tennis courts, pickle ball courts and incredible sunset views, offering pet friendly policies, and the ability to BBQ on your lanai. Just minutes from Whalers Village, Airport & Ka'anapali Beach, and world-class golf, this is an exceptional opportunity to own a piece of paradise at one of West Maui's most sought-after communities

50 Puu Anoano St Unit 1803, Lahaina

Listing courtesy of Coldwell Banker Island Prop-KP.

$1,175,000

2 Beds ⋅ 2 Baths ⋅ 407217 MLS ⋅ Fee Simple Tenure ⋅ Masters BLDG.

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 of the Royal Kaanapali Golf Course. Located in the highly sought-after, gated community of The Masters at Kaanapali, this spacious unit offers an open floor plan with excellent natural light and cooling trade winds. It is being offered furnished. The community amenities include two swimming pools, hot tubs, four tennis courts, and beautifully landscaped grounds. Experience peaceful, resort-style living just minutes from world-class beaches, dining, shopping, and golf.

50 Puu Anoano St Unit 1904, Lahaina

Listing courtesy of Coldwell Banker Island Prop-KP.

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Based on information from the Multiple Listing Service of Hicentral MLS, Ltd. Listings last updated on . Information is deemed reliable but not guaranteed. Copyright: 2026 by HiCentral MLS, Ltd. IDX information is provided exclusively for consumers' personal, non-commercial use. It may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.