Jessica Baker

Perched at the very top of Kaanapali’s International Colony Club is an ultra-private freestanding cottage surrounded by open green space and lush tropical foliage. Stunning ocean and outer island views of Lanai and Molokai from the large lanai and open living area. Panoramic windows welcome in loads of natural light. This rare 3-bedroom floorplan was remodeled down to the studs in 2013 and is appointed with high-quality finishes. There is central air conditioning throughout, and cooling tile underfoot in the kitchen and baths. Whirlpool and Bosch appliances in the open kitchen with bar seating. Engineered wood flooring, solid wood doors, and recessed lighting enhance this comfortable residence. Plenty of storage both inside and out with ample closet space and a large outdoor covered storage area for beach toys and garden supplies. Parking available onsite for two cars plus a dedicated golf cart parking space. The home is offered fully furnished as a comfortable full-time residence, second-home, or vacation rental. Don’t miss this unique opportunity!

Kaanapali Alii 4-501 "Welcome to your oceanfront paradise! Hotel Zoned property per County records. This unit has been uniquely remodeled to feature 3 separate sleeping spaces. Originally designed as a one bedroom + spacious den, the owner has extensively reconfigured the space. This stunning condo offers breathtaking ocean and mountain views, providing a picturesque backdrop for luxurious coastal living. Boasting 1,441 sq. ft. of beautifully remodeled space, this tropical haven features granite countertops, hardwood cabinets, and stainless steel appliances, elevating the kitchen to a culinary delight. The stylish decor exudes a relaxed, beachy vibe, creating an ambiance of tranquility and comfort. Step outside onto the spacious balcony and take in the panoramic views of the sparkling sea and majestic mountains. Indulge in the resort-style amenities, including a refreshing swimming pool, relaxing Hydro spa, beachfront barbecues, and a convenient towel concession stand. Tennis enthusiasts will relish the opportunity to play on the well-lit courts, while the fitness center caters to those seeking an active lifestyle. With the sound of crashing waves as your soundtrack, every day feels like a vacation at this beachfront oasis. Whether you're relaxing on the beach, unwinding in the spa, or enjoying a sunset BBQ, this condo offers the ultimate coastal lifestyle for those seeking serenity and adventure."

Impeccably styled with contemporary beach house furnishings, the ultra-rare three bedroom remodeled townhome is a gem in the Kaanapali hillside. This corner unit with extra windows invites in loads of natural light for a bright and airy feel. Enjoy year-round sunset and outer island views from one of two spacious ocean view lanais. The generous, fully stocked kitchen opens to the living room with bar seating and multiple dining options. Recently installed Fleetwood sliding doors create a seamless indoor-outdoor flow. Split system AC and contemporary ceiling fans in every room complement the cooling tradewind breezes. Ample storage throughout, especially in the generous ocean-facing primary suite, enhance all the comforts of a primary, secondary, or vacation rental residence. Unit is offered fully furnished and turnkey. Kaanapali Plantation is a boutique condo complex with multiple low-rise buildings on rolling acreage in the Kaanapali Hillside. A heated pool, tennis court, and shuffleboard are all nestled among mature trees and lush tropical greenery. Perched above world class beaches like “Airport Beach” and all the restaurants, shops, golf, and amenities of the Kaanapali Resort, Kaanapali Plantation is truly “No Ka Oi.” Call your realtor to schedule a showing today! Show more

Enjoy year-round sunsets from this lovingly maintained custom home in the Kaanapali Hillside! Soaring exposed beam ceilings in the open plan upstairs living space with a seamless indoor-outdoor flow into the 450-sf covered lanai to relax and entertain in the cool tradewind breezes. There’s a generous primary suite with a walk-in closet, private mauka-facing sunrise balcony, and additional access to the large covered lanai. Picture windows throughout welcome tons of natural light and outstanding ocean views from almost every room! New split-system AC and herringbone hardwood floors contribute to the overall comfort. Downstairs is another bedroom and full bath with both access to a delightful oceanview courtyard and a large family room with wet bar - it’s a perfect space for guests or multi-generational living. Configured with utility in mind, there is a remarkable amount of storage and flex-use space in the remainder of the downstairs for a workshop, art studio, exercise room, office, or all of the above. Freshly landscaped for privacy, the gated backyard lives like a resort with a heated pool & spa, outdoor shower, and a spacious cedar UV sauna. This artist’s residence is full of surprises like hand-crafted rock walls, etched glass windows, and custom-made gates and sconces by Maui sculptor Larry Padilla. Discreet accent lighting and lush tropical foliage enhance the zen retreat experience. This majestic hillside location is just a short golf-cart ride or drive to some of the best beaches on Maui, as well as shopping, restaurants, and golf in the world-famous Kaanapali Resort. Call your realtor to schedule a private showing today!

Whaler 814 Nestled on the shores of Kaanapali Beach, this exquisite studio unit offers a luxurious and convenient living experience. Hotel Zoned property per County records. With stunning ocean views towards Molokai and Black Rock, residents can indulge in the beauty of the Hawaiian coastline from the comfort of their own home. The unit itself is thoughtfully designed, featuring a convenient closet organizer system in the kitchen, a sub zero refrigerator, new carpet, dishwasher, and microwave. The property also comes beautifully furnished, providing a serene and picturesque setting on the eighth floor. Residents will have access to a range of amenities, including Koi ponds, a swimming pool, and the potential to generate vacation rental income. The property's prime location provides easy access to shopping, restaurants, and the pristine White Sandy Beach, offering the ultimate in convenience and luxury. Whether as a full-time residence or a vacation home, this studio unit presents an unparalleled opportunity to embrace the serene beauty of Kaanapali Beach. With its stunning views, modern features, and proximity to a wealth of attractions, this property is a remarkable find in the heart of Maui's paradise.

Wonderful property located across the street from the beach, walking distance to Farmer's Market, grocery store, and several local restaurants and shops. Pool located within the complex has a BBQ area and bathrooms. In Lahaina school district. This unit offers a full-size kitchen, ocean views from lanai/balcony, washer/dryer and comfortable living areas. Four world class golf courses within 5 miles or relax on the sandy beaches at Kapalua Bay, Napili Bay, and Kaanapali Beach. Maui Lani Terraces is the perfect place to live or have as long-term rental. Seller has a real estate license in the state of Hawaii.

Introducing a masterpiece of modern architecture nestled along the breathtaking oceanfront of Maui’s North Shore, this stunning property offers a seamless blend of sustainable living and timeless design. Embodying the elegance of simplicity, the resi

Only once in a blue moon does an opportunity like this come available! Cottage #18 at Kaanapali’s International Colony Club is truly a gem in this desirable hillside community. Oriented to maximize year-round sunset and ocean views, this charming beach style cottage is surrounded by lush tropical greenery for shade and privacy. The large covered lanai is ideal for entertaining, whale-watching and relaxation in the ultimate indoor-outdoor lifestyle. Far from a traditional condo, this is a freestanding 1960’s bungalow with no shared walls and ample storage. It’s perfectly positioned on the grounds in a premier location close to both the pool and parking. The home features an open floor plan with vaulted ceilings and large windows to maximize natural light and the stunning ocean and outer-island views of Molokai and Lanai. New split-system AC units and contemporary ceiling fans complement Maui’s cooling tradewind breezes. Sliding shoji doors allow the cozy family room to function as a third bedroom as needed for additional guests. Details like beadboard accents, lauhala mats, and plantation shutters enhance the inviting ambiance. Recently renovated, the home is offered turnkey with high-quality furnishings as a comfortable full-time residence, second-home, or vacation rental. The International Colony Club is Kaanapali's best-kept secret with forty-four detached cottages and two swimming pools on almost ten acres. Enjoy tropical fruit trees, flowering plumeria and puakenikeni, and meandering walking paths, all in the heart of the world-famous Kaanapali resort. Included is a designated golf cart parking spot. It’s a short stroll to some of Maui's best beaches, snorkeling, restaurants, shopping, and golf. Call your realtor to schedule a visit to this must-see property!

Tucked away at the bottom of a peaceful country road is gated and lush Huelo acreage configured for a variety of uses. Enjoy the bountiful groves full of mature avocado, mango, banana, citrus, and more with multiple farm structures nestled among the trees. The three-bedroom main home is recently updated with a photovoltaic system and Endless Pool swim spa. It features a remodeled kitchen opening to a screened-in porch for indoor-outdoor living and entertaining in all weather. Via a separate driveway is a post & pier workshop with almost 1000 square feet of covered lanai space under a vaulted open-beam hexagonal roof. An additional ag storage building and brand new tiny home on wheels are secluded in another section of the level and fully-useable two-acres. There’s a 25,000 gallon water catchment tank, septic installed, and fiber optic internet servicing the property. Just one parcel away from the ocean on stunning Waipio Bay, there’s tremendous value in this quiet sanctuary. Call your realtor to schedule a private showing today!

Whaler 913 Hotel Zoned property per County records. Experience the epitome of beachfront living at this gorgeous studio unit on Kaanapali Beach, offering exceptional ocean views from the spacious lanai and living areas. The unit features an updated bathroom complete with a walk-in shower and a large owners closet housing a washer and dryer for added convenience. The luxurious remodeled kitchen boasts stainless steel appliances, granite countertops, a Subzero refrigerator and freezer and custom cabinetry. Immerse yourself in the resort-style amenities, including tennis courts, pickleball, an oceanfront swimming pool with a relaxing Jacuzzi, and a state-of-the-art fitness center. Enjoy the convenience of a front desk service, an onsite rental program, and concierge for planning activities and exploring the island. The Whaler on Kaanapali Beach provides easy access to shopping and restaurants, where every day feels like a vacation. The property also offers underground covered parking with direct access to the building for your convenience. Live the dream lifestyle at Kaanapali Beach, where every day is a celebration of sun, sand, and sea. Make this serene retreat your own and embrace the luxurious coastal living that Maui has to offer.

Looking for a place on Maui to call home? The Sellers of H205 have enjoyed their condominium as their home away from home for many years, and what they will miss most is feeling the sensation of, “Ah, we’ve arrived in paradise,” when they enter through the front door. This spacious 2 bedroom, 2 bath one level floor plan boasts an incredible view across the tranquil park-like setting with palms, ponds, tropical flowers and birds to the sparking blue ocean. New wall to wall windows and glass sliding doors in the main living area allow for maximum views and natural light. Enjoy the Maui trade winds with the doors open or bring cool comfort to any room with the brand new 3 split A/C system and the new dual-paned windows in both bedrooms for energy efficiency. It is easy care living with tile floor throughout and solid wood cabinetry in kitchen and baths. Offered fully furnished and turnkey. When you stay at Papakea Resort, you will experience everything you would expect for a perfect Hawaiian vacation: 2 pools, 2 hot tubs, 2 pool cabanas, impeccable tropical grounds, BBQ areas, tennis courts, putting greens, shuffleboard, blue ocean, water activities, seasonal whale watching, and all this close to shopping, grocery and farmer’s markets.

Rare offering. This special 1 bedroom, 1 bath condominium at Noelani was one of the first picks by the original owners in 1975 and has been in the family ever since. Its location is perfect: private with a park-like setting, yet close to the gated pool and just steps away from the ocean’s edge offering amazing views. The interior renovations are tastefully done making the unit move-in ready for a new owner. Watch year-round sunsets, turtles at play, seasonal whale watching, surfers, sailors, and the everchanging motion of the ocean landscape. A nearby sandy beach, known as S turns, is an added bonus to the amenities associated with the property. Noelani is a boutique resort with 50 oceanfront units, 2 oceanfront swimming pools, spa, barbeque area, pool cabana, laundry facilities and onsite office. Close to restaurants, grocery, shopping, and ocean activities. Offered turnkey with future guest reservations managed by My Perfect Stays.

Chaston Marcos | Built on trust, strengthened by relationships. Chaston Marcos will always find a way to help others. It's the thread that runs through his life, from his childhood on Oahu to his career today as one of Maui's leading real estate professionals. Chaston has closed over $40 million in sales and helped more than 30 families buy or sell across Maui. He was named Rookie of the Year in 2022, has been recognized among Keller Williams Realty Maui's top producers every year since, and served on the Keller Williams Realty Maui board of directors and Agent Leadership Council (ALC). He's also ranked as one of Maui's top real estate agents on social media, having built the Living Maui Hawaii brand, a YouTube channel, Instagram presence, and weekly newsletter, into a resource that keeps clients informed before, during, and after their transaction. Looking ahead, Chaston's goals are clear: to rank among the top 3% of agents on Maui.

Jessica Baker

About Jessica Baker

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Recent property sales & transaction history

13 properties

Lahaina

Condo, Family Home

$1,300,000 to $2,000,000

600 ft² to 1,500 ft²

Properties for sale by listing agent Jessica Baker

$890,000

$2,725,000

$2,750,000

$1,395,000

$410,000

$1,390,000

$899,000

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