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$2,175,000
2 Beds 3 Baths 409480 MLS Fee Simple Tenure Kapalua Bay Villas Ii BLDG.
Nestled along the shoreline of Oneloa Bay, the Kapalua Bay Villas 37B2-3-4 captures the essence of refined coastal living in one of West Maui’s most sought-after resort enclaves. This well-positioned villa offers a seamless blend of privacy, elevation, proximity to the bay, and huge open green space, creating an ideal vantage point for enjoying Maui’s year-round sunsets and ocean vistas. The bridge level location of the unit also offers easy access from the parking lot. The interior is thoughtfully designed with an open-concept living area that flows effortlessly to a spacious lanai—perfect for indoor-outdoor living and entertaining. Large windows invite natural light and frame tropical landscaping, ocean and neighboring island views. Both bedroom suites provide a tranquil retreat with their own private lanai. Features also include high-end finishes, custom cabinetry, stainless steel appliances, and updated flooring. Kapalua Bay Villas is an oceanfront condominium community within the Kapalua Resort, situated on a 16.5-acre bluff overlooking Oneloa Bay adjacent to the Kapalua Bay Course. Built in 1977, the development comprises 141 residences within 27 low-rise buildings, many positioned to capture panoramic Pacific Ocean views and direct beach access, with resort amenities including three swimming pools, two tennis courts, and landscaped walking paths. As one of Kapalua's original condominium developments, the Bay Villas occupy a well-established position within the resort's ownership landscape. Whether as a primary residence, second home, or investment property, 37B3 offers an exceptional opportunity to own in one of Maui’s premier coastal communities.

500 Bay Dr Unit 37B2-3-4, Lahaina

Listing courtesy of Coldwell Banker Island Prop-KP.

$2,100,000
5 Beds 3 Baths 410578 MLS Fee Simple Tenure
Discover a rare property offering flexibility, privacy, and strong income potential. Situated on approximately 2 acres of agriculturally zoned land in Haiku, this unique estate features multiple dwellings—ideal for multi-generational living or rental use. Conveniently located just a short drive to Haiku Town, Makawao, the North Shore, and world-renowned surf at Ho‘okipa and Paia. The main residence offers 5 bedrooms, 3 bathrooms, and a 1-car garage with its own private yard. A second home includes 4 bedrooms, 3 bathrooms, and a 1-car garage, thoughtfully positioned to provide separation and privacy, with multiple private entrances for flexible use. At the rear of the property is an original plantation-style home with 4 bedrooms and 1 bathroom, along with an additional structure featuring expansive floor-to-ceiling glass panels—ideal for an office, studio, or creative workspace with mountain views. The grounds feature a variety of tropical fruit trees, including mango, mountain apple, loquat, lychee, and avocado, along with bamboo, palms, and flowering plants such as ginger and gardenia. There is ample space for farming, gardening, or future improvements. Additional features include two water meters, one cesspool, and one septic system. A versatile property with multiple use options. Contact your Realtor today to schedule a private showing

2615 Kaupakalua Rd, Haiku

Listing courtesy of Royal Realty LLC.

$2,100,000
4 Beds 4 Baths 410011 MLS Fee Simple Tenure
Welcome to one of the most desirable homes in Moana Estates, featuring the largest single-level floor plan in the neighborhood. This meticulously maintained 4-bedroom, 3.5-bath residence offers exceptional comfort, thoughtful upgrades, and timeless island-inspired style. Beautifully furnished and professionally designed, the home exudes a relaxed beach cottage ambiance with inviting, light-filled living spaces. New quartz countertops, engineered wood flooring throughout the main living areas, tile bathrooms, and custom white wood shutters create a refined yet casual coastal aesthetic. The spacious floor plan seamlessly connects indoor and outdoor living, opening to a private backyard oasis complete with a swimming pool, outdoor shower, fully fenced grounds, and a substantial rock privacy wall. Manicured landscaping and outstanding curb appeal enhance the home's welcoming presence. Additional features include a two-car garage, 24 photovoltaic panels with net metering for energy efficiency, and furnishings that make this home truly move-in ready. Every detail has been carefully maintained, creating a residence that is as functional as it is beautiful.

147 Moana Ave Unit Unit 39, Kihei

Listing courtesy of Coldwell Banker Island Prop-Ku.

$2,100,000
2 Beds 2 Baths 408944 MLS Fee Simple Tenure Keala O Wailea BLDG.
Keala O Wailea 5-103 offers panoramic Pacific Ocean views from one of Wailea's premier hillside communities. This single-level 2-bedroom, 2-bathroom residence spans approximately 1,248 square feet and was built in 2018, with updates completed in 2025. Retractable glass doors frame sweeping ocean vistas and create seamless indoor-outdoor living. The open-concept layout positions the living area, kitchen, and primary suite to capture vibrant sunsets and seasonal whale activity. The kitchen features Bosch stainless steel appliances, quality countertops, maple cabinetry, and a functional design ideal for everyday living or entertaining. Engineered hardwood flooring enhances the main living areas, with plush carpet in the bedrooms. The primary suite offers ocean views, a walk-in closet, and an en suite bath with dual vanities. A privately situated second bedroom provides flexibility for guests or office use. The covered lanai delivers a front-row seat to Maui's iconic scenery. Located within the exclusive 70-residence Keala O Wailea enclave, Building 5 enjoys a peaceful setting just minutes from beaches, golf, dining, and shopping. Seller intends to complete a 1031 exchange at no cost or delay to the buyer.

63 Wailea Gateway Pl Unit 5103, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

$2,100,000
3 Beds 2 Baths 405873 MLS Fee Simple Tenure
An extraordinary highlight of this 7.76-acre, off-grid property is a secluded, natural swimming hole fed by the pristine waters of the Koukouai Stream flowing from Haleakala's slope – a rare and exceptional feature for those seeking tranquility, privacy and a connection to nature. The main residence is a three-bedroom, two-bathroom plantation-style cedar home, complete with a spacious, wrap-around, covered lanai. You’ll enjoy breathtaking ocean views and serene streamside overlooks. Adding to the property’s appeal is a private two-bedroom, two bathroom, two-lanai ohana unit, ideal for guests, extended family or a caretaker, along with a spacious shed/workshop. The landscaped grounds include a wide variety of mature decorative and fruiting trees, plus multiple fenced pastures that can be utilized for a variety of purposes. The property is a member of the Aina O Kipahulu community association, with membership rights to access and water delivery. Kipahulu is a dream destination for both outdoor enthusiasts & those seeking a sustainable lifestyle. Residents of the community have special permission to use several private easements that access the ocean, freshwater swimming spots, and scenic hiking trails. The area’s mild climate, lush vegetation, and cascading waterfalls, including the legendary Oheo Gulch, Pipiwai Trail, and 400-foot Waimoku Falls, make this area one of Hawaii’s last unspoiled treasures.

40685 Hana Hwy, Hana

Listing courtesy of Island Sotheby's International Realty(W).

$2,098,000
2 Beds 2 Baths 408451 MLS Fee Simple Tenure Mahana BLDG.
This superb, Hotel zoned, stunning corner unit, with phenomenal views of the crystal clear Kaanapali waters lapping up on the beach below, features the Bi-Island Views of the Molokai and Lanai as a backdrop. The orientation of this luxury apartment allows for delicious Trade Wind circulation, flowing through the wrap around windows, which provide enhanced light. The Main Suite sits ocean fronting, along side the living area, and has it’s own entry into the large spacious lanais. Many improvements have been completed to this beautiful home, and must be seen to be appreciated. It is being sold fully furnished, and equipped for vacation rental success!! Three generations have cherished this incredible spot for over 50 years. This a fabulous place to call home, for so many reasons!! Your dream property on the water, and in North Kaanapali Beach, is available to view when it isn’t occupied. The current assessment, which is in place until March 2027 may be negotiated. Seller's personal art work will not be included

110 Kaanapali Shores Pl Unit 211, Lahaina

Listing courtesy of Coldwell Banker Island Prop-KP.

$2,050,000
1 Beds 2 Baths 408542 MLS Fee Simple Tenure Kaanapali Alii BLDG.
Exceptional value at Kaanapali Alii Condominium. Priced at the low end of the market, Unit #433 offers one of the best combinations of price, livability, and location currently available at the Kaanapali Alii Condominium. Seller is motivated and encourages buyers to submit all offers for consideration. This nicely upgraded 1-bedroom, 2-bath residence with a den functions comfortably as a second sleeping area with built-in closets, making it feel more like a home than a typical condominium. One of only 22 1-bedroom units in the Kaanapali Alii featuring an oversized double-length lanai (approximately 7' x 24'), the outdoor space easily accommodates lounge chairs and seating for true indoor–outdoor living, double the area than the standard lanais found in other one-bedroom units on the market. Located on the 3rd floor, the unit offers excellent privacy, a pleasant peek of the mountains, and a lush tropical outlook. Mature trees are positioned far enough from the building to create an open, green ambiance without a closed-in feeling. While higher-floor units with similar interiors are priced significantly higher, Unit #433 delivers outstanding value for buyers seeking ownership directly on world-famous Kaanapali Beach without stretching into a much higher price range.

50 Nohea Kai Dr Unit 4-303, Lahaina

Listing courtesy of Kaanapali Resort Realty LLC.