Kaanapali Hillside Homes under $2.5 million

Kaanapali Hillside Homes under $2.5 million

Welcome to Kaanapali Hillside, a charming and picturesque neighborhood nestled in the heart of Lahaina, Maui. This serene enclave is known for its breathtaking views of the Pacific Ocean, lush landscapes, and a laid-back atmosphere that captures the essence of island living. With its proximity to world-class beaches, golf courses, and vibrant local culture, Kaanapali Hillside is a perfect retreat for families, retirees, and anyone seeking a slice of paradise.

Homes in Kaanapali Hillside are a blend of contemporary design and traditional Hawaiian architecture, offering a unique charm that appeals to a diverse range of buyers. With properties available for under $2.5 million, this neighborhood provides an incredible opportunity to invest in a piece of Maui’s stunning real estate without breaking the bank. Many homes feature spacious layouts, private lanais, and expansive windows that invite the island breeze and natural light, creating an inviting ambiance.

Kaanapali Hillside is not just about beautiful homes; it’s also about community. Residents enjoy a friendly atmosphere, with nearby parks, walking trails, and access to the renowned Kaanapali Beach. Here, you can indulge in water sports, sunbathing, or simply relish the mesmerizing sunsets that paint the sky in vibrant hues.

Whether you’re looking for a vacation home, a permanent residence, or an investment opportunity, Kaanapali Hillside offers a unique blend of comfort, beauty, and access to the best of Maui living. Come explore this enchanting neighborhood and discover your dream home in paradise!

Newest Kaanapali Hillside Homes under $2.5 million

50 Puu Anoano St Unit 1006, Lahaina
$1,925,000
2 Beds ⋅ 2 Baths ⋅ 411278 MLS ⋅ Fee Simple Tenure ⋅ Masters BLDG.
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 backdrop for Masters 1006, one of the premier residences at the Masters at Kaanapali Hillside. Beautifully renovated, this upstairs corner two-bedroom, two-bath home pairs an elevated setting above the Kaanapali Resort with warm, inviting interiors and thoughtful upgrades. Rich African mahogany floors and vaulted ceilings in the living room and both bedrooms enhance the home’s spacious feel. The open gourmet kitchen features granite countertops, handsome wood cabinetry, stainless steel appliances, a wine refrigerator, and a recently added $16,000 Thermador refrigerator. A generous breakfast bar connects the kitchen to the living area, while the covered lanai offers room for dining and lounging against a panoramic ocean and golf course backdrop. The spacious primary suite enjoys ocean views, a walk-in closet, and a beautifully appointed bath featuring a freestanding soaking tub, glass-enclosed shower, double vanity, and skylight. The second bedroom provides an inviting retreat for guests, complemented by a beautifully appointed guest bath. A recently installed central air-conditioning system and a separate laundry room add everyday comfort and convenience. Within this gated community, beautifully landscaped grounds surround two swimming pools, hot tubs, and four tennis courts, two of which are also used for pickleball. Kaanapali Beach, Whalers Village shopping and dining, and championship golf are just a short drive away. Offered fully furnished, excluding select artwork and personal items, the residence includes one assigned carport space and one open parking space. Masters 1006 brings together the views, finishes, and relaxed indoor-outdoor living that make coming home to Maui so special

50 Puu Anoano St Unit 1006, Lahaina

Listing courtesy of Sullivan Properties Inc.

50 Puu Anoano St Unit 1704, Lahaina
$1,295,000
1 Beds ⋅ 2 Baths ⋅ 409869 MLS ⋅ Fee Simple Tenure ⋅ Masters BLDG.
Rarely available custom residence at Masters at Kaanapali Hillside. Thoughtfully reimagined beyond a traditional renovation, this architecturally distinctive 1-bedroom, 2-bath home features ocean views, dramatic vaulted ceilings, and a one-of-a-kind custom floor plan that captures the essence of contemporary island living.The expansive chef's kitchen serves as the centerpiece of the home, showcasing quartz countertops, custom cabinetry, designer lighting, integrated appliances, and a large gathering island ideal for entertaining. Warm hardwood flooring, custom floating stairs, designer finishes, and renovated bathrooms enhance the home's sophisticated coastal aesthetic.The light-filled living area opens seamlessly to a generous covered lanai with ocean views and tropical surroundings, creating an effortless indoor-outdoor lifestyle. The spacious primary suite features vaulted ceilings, abundant natural light, and a custom wardrobe system. Located within the prestigious gated Masters at Kaanapali Hillside, residents enjoy beautifully maintained grounds, resort-style amenities, privacy, and convenient access to Kaanapali's world-renowned beaches, golf courses, dining, and shopping. A truly unique opportunity to own one of the most extensively customized and architecturally distinctive residences within Masters at Kaanapali Hillside.

50 Puu Anoano St Unit 1704, Lahaina

Listing courtesy of Coldwell Banker Island Prop-KP.

50 Puu Anoano St Unit 1904, Lahaina
$1,100,000
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.

50 Puu Anoano St Unit 1005, Lahaina
$1,295,000
2 Beds ⋅ 2 Baths ⋅ 406603 MLS ⋅ Fee Simple Tenure ⋅ Masters BLDG.
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 condo offers sweeping panoramic ocean views of Lana’i and Moloka’i and overlooks the 13th fairway of the Royal Ka'anapali Golf Course, blending luxury living with the natural beauty of Maui. The interior has been thoughtfully updated and features a spacious master suite with a walk-in closet, a full laundry room, and window AC units for year-round comfort. This unit is ready to move in (select artwork and personal items excluded). The Masters community provides a resort lifestyle with two swimming pools, hot tubs, and tennis courts, all set within lush maintained grounds. This unit includes both an assigned carport and an open parking space. Privacy and tranquility define this prestigious enclave while still being just minutes away from the world-renowned Ka’anapali Beach, Whaler’s Village, and championship golf courses. Whether you’re seeking a full-time residence, a vacation home, or an investment property, this exceptional unit embodies the very best of island living.

50 Puu Anoano St Unit 1005, Lahaina

Listing courtesy of Coldwell Banker Island Prop-KP.

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