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$2,295,000
3 Beds ⋅ 3 Baths ⋅ 410718 MLS ⋅ Fee Simple Tenure
Tucked behind your own personal gate within the exclusive, gated neighborhood of Wailea Kai, 3150 Waiea Pl is a completely private tropical oasis just across the street from the stunning white sands of Keawakapu Beach. Set on one of the largest lots in the neighborhood, this single-level home is invisible from the road, wrapping you in lush, resort-like privacy from the moment you arrive. Newly remodeled throughout, this partially furnished home showcases a beautiful mix of travertine and hardwood flooring beneath dramatic high vaulted ceilings. Abundant windows and skylights flood every room with natural light, blurring the line between indoor and outdoor living. This thoughtful 3-bed, 3-bath home offers flexibility. The third bedroom easily functions as a home office or guest room with its hidden Murphy bed. Step outside to your own private paradise: a sparkling saltwater pool surrounded by tropical greenery, plus a fully equipped outdoor kitchen made for effortless entertaining. Go up the spiral staircase to your rooftop deck, where ocean views set the stage for sunset cocktails. As an owner, you'll have the opportunity to join the Wailea Homeowner Golf Membership, a rare privilege extended to only a select few Wailea neighborhoods. You are within the master-planned community of Wailea. You're moments from world-class shopping, championship golf, restaurants, and some of the best beaches Maui has to offer. Rarely does a property combine this level of privacy, space, and location. 3150 Waiea Pl isn't just a home — it's your own oasis paradise in one of Wailea's most coveted communities.

3150 Waiea Pl, Kihei

Listing courtesy of Hawaii Life (W).

$2,295,000
1 Beds ⋅ 2 Baths ⋅ 410141 MLS ⋅ Fee Simple Tenure ⋅ Kaanapali Alii BLDG.
Prime penthouse location with stunning ocean views overlooking world famous Kaanapali Beach and Black Rock. This one bedroom plus den can sleep up to 6 guests and features granite countertops, custom cabinetry, two walk in showers as well as tile flooring throughout. The amenities at the Kaanapali Alii include: two pools, two hot tubs, beachfront barbecue grills, state-of-the-art fitness center with spa services, 3 tennis courts and concierge and bell services. Kaanapali Alii is ideally located in the center of Kaanapali Beach for you to enjoy beach days, snorkeling, sailing, whale watching, 36 holes of world class golf, and shopping & dining at Whalers Village.

50 Nohea Kai Dr Unit 1-1101, Lahaina

Listing courtesy of Coldwell Banker Island Prop-KP.

$2,295,000
3 Beds ⋅ 3 Baths ⋅ 408444 MLS ⋅ Fee Simple Tenure ⋅ Puamana BLDG.
Wake up to the sights and sounds of the Pacific in this direct oceanfront three-bedroom townhome, ideally located on the secluded south side of Puamana. Significant community improvements have been recently completed, including County-approved cobblestone shoreline reinforcement, providing added long-term stability to the oceanfront building where Unit 272-3 is located. Adding to the appeal, the oceanfront pool has been beautifully renovated and reopened, creating a true resort-style setting. Puamana offers a rare blend of privacy and lifestyle amenities, including two swimming pools (one oceanfront), tennis and pickleball courts, a children’s playground, three surf breaks, lush tropical gardens, and a seasonal golden sand beach. This peaceful oceanfront enclave allows you to relax away from large resort crowds, while remaining conveniently close to the golf, dining, shopping, and resort amenities of Kaanapali and Kapalua. The property is located on the south side of Puamana and operates as a legal vacation rental, with an existing reservation income stream to be honored. With completed shoreline improvements, a renovated oceanfront pool, and an unbeatable direct-oceanfront setting, this offering presents a wonderful opportunity to experience classic Maui oceanfront living in one of West Maui’s most desirable communities.

272 Pualei Dr Unit 272-3, Lahaina

Listing courtesy of Mark A Marchello Inc.

$2,288,888
3 Beds ⋅ 4 Baths ⋅ 410231 MLS ⋅ Fee Simple Tenure
Be the first to call this brand-new home, completed in 2026, your own! Located in the very sought out Kualono subdivision, this thoughtfully designed 3-bedroom, 3.5-bath residence offers 1,995 sq. ft. of modern living space on an expansive 18,208 sq. ft. lot. The flexible floor plan provides versatility to suit a variety of needs, while elegant Imperial Veneer Finish walls adds timeless character and refined craftsmanship throughout this custom home. Enjoy breathtaking mountain views of Haleakala and stunning bicoastal views from this exceptional property. With no neighbor directly behind, the home offers an added sense of openness and privacy. The landscape is ready for your personal vision, creating the opportunity to design outdoor spaces that reflect your style. Call your favorite realtor to schedule a private showing today.

94 Leiohu Cir, Makawao

Listing courtesy of Keller Williams Realty Maui-Ka.

$2,275,000
3 Beds ⋅ 2 Baths ⋅ 410444 MLS ⋅ Fee Simple Tenure
This exceptional South Maui property features a 3-bedroom, 2-bath main home and an attached 2-bedroom, 1-bath Ohana with its own private entrance and dedicated parking—ideal for extended family, guests, or rental income. Thoughtfully upgraded, the home includes 48 owned photovoltaic panels, four Tesla Powerwall batteries, a new roof (all done in 2025), tongue-and-groove cedar plank ceiling in the main home, solar hot water, custom lanai screens, and many additional improvements done in 2024/2025. Step outside to your own private backyard oasis featuring a large saltwater pool and spa, mature fruit trees, and stunning Haleakala views. The spacious lanai is the perfect place to relax and enjoy Maui's beautiful sunsets. Located just minutes from South Maui's world-famous beaches, shopping, dining, and schools, this property truly offers the full package and Maui Island lifestyle!

705 Alulike St Unit Lot 27, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

$2,250,000
2 Beds ⋅ 2 Baths ⋅ 405779 MLS ⋅ Fee Simple Tenure ⋅ Mahana BLDG.
Driving down Kaanapali Shores Place under the majestic shade of Monkeypod trees, you feel time slow down -- as if you've stepped into the tropical paradise of yesteryear. E Komo Mai to The Mahana, one of the most luxurious direct oceanfront complexes along the shoreline of North Kaanapali. It will not disappoint! Upon entering Unit 501. a stunning oceanfront corner 2-bedroom, 2-bath residence, you are immediately greeted by breathtaking, wraparound floor-to-ceiling windows showcasing nothing but the endless ocean horizon. With 365 days of spectacular sunsets, views of the neighboring islands of Moloka'i and Lana'i, and whales breaching during the winter months...what more could one ask for? You can even count turtles gliding through the shallow waters below from your very own private lanai. Just a few steps to the beach, you'll have easy access to snorkeling, swimming, kayaking, and surfing. The unit is classically decorated with an Asian flair, featuring unique Chinese antiques. Recent upgrades include Acacia Tiger Eye Deluxe Vinyl Plank (DVP) flooring in the living room and both bedrooms. The kitchen is a chef's dream, with stainless steel appliances, granite countertops, African mahogany cabinets, and a full kitchen inventory -- this home is being sold turnkey. Amenities at The Mahana include an oceanfront swimming pool and spa with endless views, tennis and pickleball courts, shuffelboard, BBQ area, and a private gated access to the Kaanapali Boardwalk -- leading to resort hotels, restaurants, shops, golf courses and beach activities. The comprehensive maintenance fees covers electric, central A/C, propane gas, water, sewer, trash. cable/WiFi, elevator service, grounds maintenance, storm, flood and general liability insurance, as well as a monthly contribution to the capital reserves fund for major building components. This is a rare opportunity to own a direct oceanfront property along the world-renowned West Maui coastline.

110 Kaanapali Shores Pl Unit 501, Lahaina

Listing courtesy of Maui Paradise Properties LLC.

$2,235,000
3 Beds ⋅ 3 Baths ⋅ 410282 MLS ⋅ Fee Simple Tenure
Enjoy the best of Upcountry Maui from this beautifully maintained Kula Kai residence offering spectacular bi-coastal ocean views, comfortable single-level living, and exceptional flexibility. The thoughtfully designed 3 bedroom, 3 bathroom main home offers 2,340 sq. ft. of living space and is complemented by a private detached 680 sq. ft. 1 bedroom cottage, ideal for extended family, guests, or additional living space. Recent improvements include a new roof and fresh interior and exterior paint. The open-concept floor plan is highlighted by vaulted wood ceilings, a gas fireplace in the living room, abundant natural light, and an updated kitchen complete with a large quartz island, premium appliances, dual ovens, and a walk-in pantry. A loft above the main living area provides the perfect space for a home office or quiet retreat with sweeping island views. The spacious primary suite includes dual walk-in closets, a spa-inspired bath, and an adjoining bonus room ideal for an office, fitness room, or library. Outdoor living is a true highlight, with multiple lanais, an outdoor kitchen, and landscaped grounds featuring mature fruit trees and terraced gardens. Stargaze from the private hot tub and rinse off after a day in the garden in the outdoor shower. Additional amenities include split-system air conditioning, whole-house water filtration, on-demand hot water, separate utility services for the main home and cottage, photovoltaic infrastructure in place (panels not reinstalled following the new roof), an oversized attached two-car garage with loft storage, a second two-car garage beneath the cottage, and a versatile detached studio perfect for creative or recreational use. Located in one of Kula's most desirable neighborhoods at approximately 2,500 feet elevation, this exceptional property offers the ideal combination of privacy, panoramic views, and the cool Upcountry climate, all within easy reach of schools, shopping, dining, and Central Maui.

68 Ka Dr, Kula

Listing courtesy of Compass-W.

$2,222,222
3 Beds ⋅ 2 Baths ⋅ 410327 MLS ⋅ Fee Simple Tenure
Wow! Bi-coastal views from Molokini to Paia! This perfectly positioned home and ohana on 1/2 acre of land, in the highly desirable Kula Mala neighborhood, features privacy, convenience, and quality construction. The homes feature stucco exteriors, tile and copper roofing, an owned photovoltaic system, and quality materials throughout. The oversized garage features a grand rooftop lanai with bi-coastal views, including Molokini, Kahoolawe, Lanai, Molokai, the West Maui Mountains, and Haleakala, for sunset entertaining and stargazing. Bonus, permitted 364 sq/ft space perfect for a gym, yoga space, or home office is in addition to the home's 2674 square feet. The built in custom closet in the primary bedroom, kitchen pantry, fireplace, outdoor shower, huge family/game room (with ground floor outdoor entertaining space), and beautiful rock walls are just some of the features that make this home special. The ohana has its own separate driveway and parking, while the main home has an elegant gated entry providing privacy and security. Please do not disturb the ohana tenants. Mahalo. OPEN HOUSE SATURDAY 9/12 from 2pm-6pm.

56 Lopaka Pl, Kula

Listing courtesy of Haleakala Realty, LLC.

$2,200,000
3 Beds ⋅ 3 Baths ⋅ 408318 MLS ⋅ Fee Simple Tenure ⋅ Kapalua Ridge BLDG.
A rare opportunity at Kapalua Ridge Villas: this spacious 3bd/3ba residence sits on the top floor of Building 20, capturing some of the most spectacular ocean views in the entire community. Set within the world-renowned Kapalua Resort, Kapalua Ridge Villas is a low-density enclave with a tranquil, park-like atmosphere surrounded by lush Hawaiian flora. Residents and guests enjoy access to the Ridge Pavilions, which feature full kitchens, generous covered seating areas, barbecues, and large pools — ideal for entertaining or unwinding after a day in the sun. Each unit has one assigned covered parking stall and a private exterior storage unit. This top-floor unit offers convenient access with only a few stairs and shares an entryway with Unit 2022, a 1bd/2ba residence also offered for sale by the same family. A connecting interior door allows the two units to function seamlessly together or independently; the door can be removed if sold separately.

100 Ridge Rd Unit 2023-24, Lahaina

Listing courtesy of Coldwell Banker Island Prop-KP.

$2,200,000
2 Beds ⋅ 3 Baths ⋅ 408273 MLS ⋅ Fee Simple Tenure
Rare oceanfront opportunity in the heart of Hana, offering sweeping, unobstructed Hana Bay views, cooling trade winds, and the soothing sound of waves as your daily backdrop. This private island-style residence rests on a generous oceanfront lot, along this culturally rich coastline. Designed for seamless indoor–outdoor living, the home features open living areas, expansive lanais, and architectural elements that embrace the surrounding natural beauty. Enjoy breathtaking sun and moonrises, with the tranquility that defines life in Hana. Minutes to beaches, eateries, waterfalls, and off the world-famous Road to Hana. E Komo Mai! Come make this 3 bed 2.5 bath enchanting oceanfront home yours.

4955 Uakea Rd, Hana

Listing courtesy of Keller Williams Realty Maui-Ka.

$2,200,000
4 Beds ⋅ 4 Baths ⋅ 407108 MLS ⋅ Fee Simple Tenure
Upcountry Maui Living at Its Finest. Perched in the heart of Kula, this Upcountry home captures Maui’s most breathtaking vistas—spanning bicoastal ocean, sunsets between multiple islands, and the majestic West Maui Mountains. The upper level welcomes you with an open-concept design where the kitchen, dining, primary bedroom and living areas flow as a single level home. A cozy fireplace and expansive picture windows frame the island’s beauty, creating the perfect setting to gather. Downstairs, three spacious bedrooms enjoy equally stunning views, offering plenty of room for family, guests, or creative spaces. Both floors open to lanais with brand-new railings—perfect spots to take in the landscaped grounds, flourishing fruit trees, and ever-changing skies. Here, mornings begin with birdsongs, days are filled with sunshine and cool Upcountry breezes, and evenings bring unforgettable sunsets over the coastline. The photovoltaic system is connected through net metering, which significantly reduces electricity expenses and enables efficient, worry-free use of the air conditioning. This is more than a home—it’s a tranquil retreat where the very best of Maui’s climate and natural beauty converge.

214 Kulamanu Cir, Kula

Listing courtesy of Coldwell Banker Island Prop(P).

$2,199,000
10 Beds ⋅ 5 Baths ⋅ 410734 MLS ⋅ Fee Simple Tenure
Rare Wailuku Investment Opportunity! Four fully renovated homes situated on one property, offering an exceptional opportunity for investors seeking an established income-producing asset. Each residence has been thoughtfully updated and is currently tenant occupied, providing immediate rental income from day one. The four detached homes offer the privacy and appeal of single dwellings while allowing an owner to benefit from multiple rental units on one property. Recent renovations help reduce near-term maintenance concerns and make this an attractive option for a buyer looking to add a turnkey multi unit investment to their portfolio. Conveniently located in Wailuku with access to shopping, dining, schools, medical facilities, and Central Maui amenities. Please do not disturb tenants. Showings by appointment only. Buyer and Buyer's Agent to perform their own due diligence regarding permitted uses, rental income, zoning, and property information.

305 Makua St, Wailuku

Listing courtesy of Pacific Image Properties.

$2,195,000
2 Beds ⋅ 3 Baths ⋅ 410051 MLS ⋅ Fee Simple Tenure ⋅ Kapalua Bay Villas Ii BLDG.
Wake to sweeping Pacific Ocean views from this beautiful two -bedroom, three-bathroom condominium within the iconic Kapalua Bay Villas. Featuring a renovated kitchen and generous living spaces, this residence is offered fully furnished and ready to enjoy from day one. Set along Maui's celebrated northwest shore, residents of this gated community enjoy direct access to the beach at Oneloa Bay. The Kapalua Resort is home to spectacular beaches, hiking trails, championship golf, and the finest dining the island has to offer. This is effortless Maui living.

500 Bay Dr Unit 17G1-3, Lahaina

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

$2,195,000
2 Beds ⋅ 3 Baths ⋅ 409287 MLS ⋅ Fee Simple Tenure ⋅ Kapalua Ridge BLDG.
Seller is also considering the option of a 25% co-ownership interest sale. Poised in one of Maui’s most iconic settings, this spacious 2-bedroom, 3-bathroom condominium at the Kapalua Ridge Villas offers an extraordinary blend of comfort, privacy, and world-class views. The residence’s defining feature is its sweeping 180-degree panoramic vantage point, stretching from Honolua Bay across Oneloa Bay and out to the horizon, delivering breathtaking sunsets that rank among the finest on Maui. Thoughtfully designed with generous living spaces, this home provides seamless indoor-outdoor living, ideal for both relaxation and entertaining. This is one of the few condominiums in Kapalua with no stairs from parking to and throughout the unit. Large windows and open layouts invite natural light while framing the stunning ocean vistas from nearly every angle. Located within the prestigious Kapalua Resort, residents enjoy access to exceptional amenities including championship golf, tennis and pickleball facilities, world-class spa, and some of Maui’s most acclaimed dining experiences, all just moments away. Whether as a primary residence or vacation retreat, this is a rare opportunity to own one of the best views in one of Maui’s most coveted resort communities.

100 Ridge Rd Unit 2911-13, Lahaina

Listing courtesy of Keller Williams Realty Maui-L.

$2,180,000
4 Beds ⋅ 3 Baths ⋅ 408295 MLS ⋅ Fee Simple Tenure
Up to 3 units total. 3 Bed 2 Bath Main Dwelling + Attached Studio Ohana + 1 Bed 1 Bath Unattached Cottage Ohana with lanais on both buildings. Maui Meadows is renowned for its awe-inspiring ocean views. Prominently situated with a single level on the hillside, you'll discover within this contemporary elegant home, a spacious living-room kitchen area that seamlessly extends to the highlight of the property, an expansive covered lanai with breathtaking views of the ocean and outer islands. Watch the boats race to Molokini in the morning, or view the whales breach while grilling dinner with family and friends. This remarkable half acre property just underwent a complete transformation. Beautifully reimagined and thoughtfully finished, the Main Dwelling provides a large chef’s kitchen with high open beam ceilings, new floors, Quartz countertops, and stainless steel farmhouse sink, perfect for gatherings. From the living-room hallway, you will pass 2 Bedrooms and 1 Bath on your way to the Primary Suite, with large en-suite bath, which provides a perfect space for modern luxury living, complete with a 4 zone mini split AC system for your comfort. For added convenience, this contemporary residence is divided into three distinct living spaces. The Attached Studio Ohana is connected to the main dwelling through a solar service and storage closet, which can be used flexibly as a fourth bedroom with en-suite bath, or as a convenient grandmother's quarter's for rental income. Additionally, the Detached 1-bedroom, 1-bathroom Cottage Ohana with a covered lanai can provide steady rental income to help with island expenses or serve as extra living area for family, with ample locked indoor storage underneath. With 3 freshly updated units, this modern half acre is a great candidate for a future CPR subdivision, a process in which the detached cottage ohana and main dwelling could be sold separately, while a third unit could be possibly designated and another permitted detached ohana dwelling built. With such a large property, the possibilities stack up quickly. Come experience the luxury of island living in this contemporary versatile residence, nestled high in one of South Maui’s most desirable neighborhoods. All this just minutes from the beach, Wailea’s world-class restaurants, golf courses, and everything that South Maui has to provide. Contact your favorite Realtor today to schedule a showing! Digital staging used in some of MLS photos.

614 Kupulau Pl, Kihei

Listing courtesy of Bello Realty Inc.

$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.

$2,150,000
4 Beds ⋅ 3 Baths ⋅ 410212 MLS ⋅ Fee Simple Tenure
Welcome to 820 W. Kuiaha Road, one of the North Shore’s most spectacular view settings. Tucked away along a private paved lane just off W. Kuiaha Road and located at 800 feet above sea level, this thoughtfully updated home captures sweeping ocean vistas, panoramic views of Haleakala and the West Maui Mountains, and even Molokai on clear days. Filled with natural light, cooling trade breezes, and views from nearly every window, its modern plantation-inspired interiors and gracious floor plan create a home with a true sense of place. At the heart of the home is a beautifully remodeled chef’s kitchen featuring shaker cabinetry, quartz countertops, a handcrafted Spanish tile backsplash, warm brushed brass fixtures, vintage-inspired milk glass lighting, and GE Café stainless steel appliances, including a dual-fuel double-oven range, vented chimney hood, and a whisper-quiet dishwasher. Begin each morning in the light-filled paneled sunroom, where coffee is accompanied by whitecaps dancing across the Pacific. In the evenings, gather around the wood-burning fireplace in the airy living room to read, play games, or watch your favorite show. The spacious main-floor bedroom suite offers its own entrance, a well-appointed beverage center with solid wood shaker cabinetry and quartz countertops, a full bath, and direct access to two lanais, making it equally well suited as guest quarters, a main-floor primary retreat, or multi-generational living. Upstairs, the primary suite has expansive ocean and mountain views, a walk-in closet, and private ensuite bath. Two additional bedrooms look out across coconut treetops to ocean and mountain landscapes, while the newly remodeled hall bath features a deep soaking tub with porcelain tile surround. An ocean-facing second-story deck is for West Maui sunsets and brilliant night skies. Features include new Milgard windows and doors, upgraded ceiling fans, a whole-house surge protector, county water, Hawaiian Telcom fiber internet availability, a composition shingle roof installed in 2017, and a fully owned 33-panel photovoltaic system with net metering and solar hot water—enhancing comfort, efficiency, and peace of mind. Outdoor living is exceptional, with over 1,000 square feet of lanai space, including two covered lanais and an approximately 935-square-foot wraparound concrete lanai. Whether entertaining friends, dining al fresco, or soaking in the soft island air, it’s a place where sunsets become part of the daily routine. The landscaped grounds feature fragrant plumeria and an abundance of mature fruit trees, including bananas, avocados, mangos, figs, starfruit, lilikoi, coconut, ulu, Surinam cherry, papaya, citrus, and more. An established permaculture orchard with rustic kiawe trellises, cultivated in richly amended soil, provides exceptional year-round growing conditions. Additional highlights include ample storage throughout, a spacious two-car garage with an EV charger and owner’s closet, private 5-bedroom septic, a fenced area for pets, and the rare combination of country privacy and everyday convenience—all just a short drive from Baked on Maui, Pauwela Market, Maui Country Supply, Haiku Town Center, Makawao, and Maui’s world-famous North Shore beaches. Deeply connected to its extraordinary surroundings, 820 W. Kuiaha Road is more than a home—it’s a place to slow down and enjoy the Maui lifestyle at its very best. This is Unit A of a CPR property and has 1.375 acres of land area.

820 W Kuiaha Rd Unit A, Haiku

Listing courtesy of Hawaii Life (W).

$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
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
4 Beds ⋅ 4 Baths ⋅ 407826 MLS ⋅ Fee Simple Tenure
Discover a peaceful west-end Molokai estate set on 5.8 acres, offering ocean views, gorgeous sunsets, privacy, and a layout designed for comfortable island living. The 2,478 sq ft main home features 4 bedrooms and 4 bathrooms, arranged with two separate 2-bedroom/2-bath wings flanking a spacious open-beam great room. Each with their own bath, and private screened lanai. The suites are semi-detached but connected through covered lanais, creating breezy indoor–outdoor living spaces perfect for relaxing, dining, or enjoying the island’s natural surroundings. The property includes an inground pool, hot tub, 3000+ sf of decking. Mature landscaping supported by an irrigation system, making outdoor areas both beautiful and easy to maintain. Recently installed in 2025, aluminum roofing throughout, boasting significant advantages with its weather resistant properties, especially coastal areas. A detached 1-bedroom, 1-bath caretaker cottage provides additional flexibility for guests, extended family, or on-site caretaker, while remaining separate from the main residence. From every room and lanai of the home, the pool, spa and decks you will be captivated by the views and sounds of the Pacific Ocean and Diamond Head, all the while being surrounded by tropical landscaping and native birdsong. It's all here waiting for you. This very special property has an incredibly relaxing, rustic and “Old Hawaiian” atmosphere.

Kalua Koi Rd Unit Lot 369, Maunaloa

Listing courtesy of Molokai Realty LLC.

$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.

$2,000,000
410451 MLS ⋅ Fee Simple Tenure
Take a quick drive down a country road in lower Kula, Maui's breadbasket, and you'll find 20 acres of gorgeous, vacant, gently sloping agricultural land. You will be greeted with big ocean views across the North Shore to Molokai, the West Maui Mountains, and Ma'alaea harbor. When you look mauka, you'll see absolutely majestic Haleakala vistas as well. You may come for the views, but you'll stay for the rich soil and the land's diversity. The most difficult decision you will have to make may be where to build, as there are multiple spots with different perspectives. Gentle access to a gulch along the eastern boundary adds privacy and excellent areas to hike. All at a near perfect altitude in Kula, 2,275 feet of elevation. Aspire to Upcountry living, but want to be close to the airport, shopping, and Maui's finest schools? This property has many options and could serve as a boutique agri-tourism business, horse property, family farm, or private estate. A Maui County water meter is installed near the top of the property. This property was previously used as a nursery and pasture. Call your favorite Realtor for a private tour.

Naele Rd, Kula

Listing courtesy of The Maui Real Estate Team Inc.

$1,999,000
5 Beds ⋅ 3 Baths ⋅ 410515 MLS ⋅ Fee Simple Tenure
This property is a Residential Condo Property approved for the Main House, Unit A of the Pueo Hills Condominium. Contemporary Maui living comes to life in this thoughtfully designed new-construction home offering 5 bedrooms, 3 bathrooms, and 3,104 sq. ft. of interior living space with 1,280 sq. ft. of covered lanais. Set along a lovely cul-de-sac, enjoy Kula's cooler upcountry climate and relaxed lifestyle, along with ocean and mountain views. As you enter, the flexible living area opens to the left, while stairs to the right lead to the home's main living level. Upstairs, the main living area features a 20-foot sliding door connecting seamlessly to a 320 sq. ft. covered lanai. The primary suite offers a walk-in closet, well-appointed private bath and direct lanai access. The lower level offers two bedrooms, a wet bar with beverage cooler and a large covered lanai—ideal for guests, entertaining, recreation or extended living. Quality details include three-coat stucco, aluminum standing-seam roofing, decorative concrete, hardwood mahogany doors, walnut engineered hardwood flooring, solid plywood cabinetry, quartz countertops and beautifully finished baths with onyx and basalt tile. Additional features include an oversized heat-pump water heater, split-system A/C, two electric fireplaces, new appliances and a two-car garage. Newly established landscaping supports an easy-care island lifestyle.

101 Elepaio Pl Unit A, Kula

Listing courtesy of Equity One Real Estate Inc (M).

$1,999,000
3 Beds ⋅ 2 Baths ⋅ 409237 MLS ⋅ Fee Simple Tenure
Privately positioned in Maui Meadows, 505 Ho'ohalahala offers exceptional space, flexibility, and privacy. Located just minutes away from resort amenities and resort beaches, this home delivers the Wailea location without the Wailea price tag. This fully fenced and gated estate provides a true sense of privacy with expansive, all usable grounds. Mature landscaping surrounds the property, reflecting the seller’s pride of ownership and years of thoughtful care. Situated on one of the larger lots in Maui Meadows, this property has been owned and cared for by the seller for decades. Ample parking accommodates multiple vehicles and there's an abundance of storage space for equipment. Perfect for a general contractor or those needing space to operate and thrive. Large pool with spacious adjacent shade cabana creates the ideal super private setting for outdoor entertaining or relaxing. The detached ohana is well separated from the main residence, offering excellent flexibility for guests or extended ohana. Well designed for multi generational living with space and tons of separation. Built in equity opportunity with lots of room to add value. Property is on a septic system eliminating future headaches. Opportunities like this don’t come around often in Maui Meadows.

505 Hoohalahala St, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

$1,999,000
4 Beds ⋅ 3 Baths ⋅ 405129 MLS ⋅ Fee Simple Tenure
Unique Zoning and creative options, graces this multi-room Rental property, in the heart of Hana~Maui. Moments from the pristine shores of Hana Bay, offering spacious Ocean and Ka'uiki Hill views. The home spans an impressive 2,332 square feet of thoughtfully designed living space, featuring four well-appointed bedrooms and three bathrooms. New Roof was installed in 2021. The interior boasts an open and airy floor plan, allowing for a seamless flow between the units. Large windows and sliding doors bring in abundant natural light while framing breathtaking. Situated on nearly one acre of land, the property offers ample outdoor space to relax and soak in the serene ambiance. The 2 Bedroom Middle unit was modified for business usage. Whether you’re enjoying your morning coffee on the lanai or hosting a gathering under the stars, the possibilities are endless. This unique property combines timeless charm with modern potential. Service Business Residential zoning. By appointment only. Don’t miss your chance to make this tropical haven your own!

4950 Uakea Rd, Hana

Listing courtesy of Keller Williams Realty Maui-Ka.

$1,998,000
3 Beds ⋅ 2 Baths ⋅ 409881 MLS ⋅ Fee Simple Tenure ⋅ Sands Of Kahana BLDG.
The most dramatic ocean, islands (Molokai & Lanai!), sunset & coastal views await YOU at Sands of Kahana 275. Meticulously remodeled in comfortable-yet-elegant island décor, this corner-unit beachfront home consists of 3 spacious (& private) bedrooms and 2 bathrooms spread across 1,730 square feet of single-level living with over nine-foot ceilings heights. From the large picture-sized windows to the ocean-inspired island color palettes, this beach home is constantly bringing the outdoors in! Highlights of the extensive renovation include: remodeled kitchen (backslash, appliances - stove, refrigerator, cabinet hardware, faucets, sinks), installation of a privacy door (& removal of sliding door), new flooring, new lighting fixtures & ceiling fans, new interior custom furnishings / artwork / televisions, new AC system, Washer & Dryer & bathroom faucets / towel racks. Major home improvement brands include Allen + Roth / Moen faucets systems, Bosch AC, Frigidaire & LG appliances. Sands of Kahana is zoned H-2 HOTEL and thus, Transient Vacation Rentals ARE PERMITTED. The unit has a strong rental history & information is available upon request. Home is being sold furnished with exceptions. There is a sandwich lease payment that is $2,584.62 per quarter. The sandwich lease is renegotiated every 5 years. Sandwich lease expires in June 30, 2036, with no further payments after that. More information of the sandwich lease is available upon request. Sands of Kahana is a large beachfront resort consisting of 196 apartments in two 8-story and two 9-story buildings. There is unassigned under-ground parking as well as above-ground, uncovered parking. The concrete construction ensures privacy and serenity. The resort includes an onsite restaurant (Captain Jacks Island Grill), 24-hour front desk, pool, jacuzzi, recreation area, exercise room, putting green, PICKLEBALL & tennis courts & elevator access. Across the street is great sushi at Miso Phat or pizza at Dollie's Pub & Café! YOUR Time is Now.

4299 Lower Honoapiilani Rd Unit 275, Lahaina

Listing courtesy of Coldwell Banker Island Prop-KP.

$1,995,000
2 Beds ⋅ 2 Baths ⋅ 410724 MLS ⋅ Fee Simple Tenure ⋅ Mana Kai BLDG.
Where do exceptional design, beachfront living, and incredible ocean views come together? Welcome to Mana Kai 304! Located just a stone’s throw away from the Wailea resort. One of the finest remodels you will ever see in this iconic beachfront community. Top to bottom renovation. Over $400k invested by the sellers. Every detail is intentional. Every square inch was thoughtfully utilized to its full potential. Finely appointed and completely turnkey, this is one of those special condos that simply feels right the moment you walk through the door. The two-bedroom, two-bath residence offers incredible ocean views from both bedrooms and an exceptional level of craftsmanship, quality, and attention to detail throughout. You truly need to experience this property in person to fully appreciate the finishes, location, and epic views. Positioned directly on world-renowned Keawakapu Beach, Mana Kai 304 offers the ultimate Maui lifestyle and tremendous flexibility to own, vacation, and rent with coveted HOTEL ZONING. Walk out your door and onto one of Maui’s most beautiful beaches, then return home to whale watching, unforgettable sunsets, and ocean views for days. Just show up, kick your feet up, relax, and live the dream. Offered fully furnished and ready for its next owner, Mana Kai 304 is more than a beachfront condo. This is an opportunity to experience the Maui lifestyle at its absolute best. There is a bonus storage closet just outside the front door. The Mana Kai facilities are second to none, with a stunning beachfront pool, community BBQ area, a modern gym, business center, 808 General Store, stand up paddle rentals, and Merriman's is in the process of adding a new on-site restaurant!

2960 S Kihei Rd Unit 304, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

$1,995,000
3 Beds ⋅ 2 Baths ⋅ 410163 MLS ⋅ Fee Simple Tenure ⋅ Hokulani Golf Villas BLDG.
**This home is also listed as a Residential property MLS 410252. Some homes simply occupy a place within Hokulani Golf Villas. Others define what the community can be. Thoughtfully crafted by its owners, this exceptional Phase III residence reflects meticulous planning, timeless design, and an unwavering commitment to quality. From the moment you enter, soaring 12-foot ceilings and a sophisticated white palette create a light-filled, open living environment that seamlessly blends indoor comfort with the lush, private gardens beyond. Situated on a coveted corner homesite overlooking the peaceful lower park area, the setting offers an uncommon sense of privacy and tranquility. Every enhancement was chosen to elevate both everyday living and long-term efficiency. Twenty-three owned photovoltaic panels, a Tesla Powerwall battery, and upgraded roof insulation work together to provide exceptional energy performance. Lutron recessed motorized shades throughout the home, along with automated patio screens, offer effortless privacy while helping maintain a cool, comfortable interior year-round. Designed for today's connected lifestyle, the residence features a comprehensive Control4 smart home system, integrated security, and a custom entertainment system with surround sound in both the great room and the primary suite. Elegant custom flooring, a dramatic waterfall-edge kitchen island, designer countertops, and a striking full-height backsplash reflect the home's attention to craftsmanship and detail. Built in 2019 during the final phase of Hokulani Golf Villas, this residence incorporates the community's most refined construction standards and design improvements. While the impressive list of upgrades speaks for itself, the true character of this home can only be appreciated in person. Experience a residence where thoughtful design, exceptional quality, and effortless island living come together beautifully.

1550 Umeke Cir Unit 99, Kihei

Listing courtesy of Hawaii Life (W).

$1,995,000
3 Beds ⋅ 4 Baths ⋅ 409821 MLS ⋅ Fee Simple Tenure ⋅ Puamana BLDG.
Puamana! Welcome to your Maui Beach house at 24-4 Puamelia - 75 steps to the main beach access! Rinse off in the ocean or the pool, then slip in through your private side entry to the spacious shaded back lanai. Fire up the gas BBQ, gather your 'Ohana, and relax with a lilikoi margarita. Wake up in the main bedroom upstairs and check the surf conditions from your pillow. A cool garden-view bedroom downstairs with its own bath is perfect for those who prefer no steps, and a third bedroom with twin beds rounds out the layout for guests or kids. Puamana sits on a seasonal sandy beach with three surf spots. Puamelia place is a quiet, no-through-traffic street — no highway noise, just ocean. Stroll the footbridge to the pool and the site where our beloved clubhouse will be rebuilt. This end unit in the 24 building was spared from the Lahaina Fire. Remodeled in 2005 with a second floor addition, it lives large with multiple lockable owner's closets for all your gear. Recent renovations include new AC in 2026, interior and exterior paint, furnishings, art work, front door. Short term rental -capable; no special permits necessary. Gated, low-density, classic Hawaiiana. See why Hawaiian Royalty made Lahaina home. Check out the 3D tour.

24 Puamelia Pl Unit 24-4, Lahaina

Listing courtesy of Hawaii Life (L).

$1,995,000
3 Beds ⋅ 3 Baths ⋅ 409250 MLS ⋅ Fee Simple Tenure
Set within the prestigious Wailea Pualani Estates, this 3-bedroom, 2.5-bath residence with an additional office/media room offers refined island living with a seamless indoor-outdoor flow. The private backyard is designed for entertaining, featuring a saline heated pool with waterfall features, surrounded by lush, mature landscaping. The ocean-view primary suite includes a private lanai, creating a peaceful space to take in Maui’s sunsets. Recent upgrades include a new standing seam metal roof, owned photovoltaic system with two Tesla backup batteries, new split A/C units, and a freshly painted interior. Ideally located just minutes from Wailea’s world-class beaches, golf, dining, and resorts, this is an exceptional opportunity in one of South Maui’s most sought-after communities.

3386 E Lani Ikena Way, Kihei

Listing courtesy of Compass-W.