Maui Properties

Slow down and embrace a simple island lifestyle. This main pole house style home is one of the first few built in Maui Meadows and being sold by original family. Enjoy relaxing ocean views from living room, dining room, and one of the two primary bedrooms. From the spacious covered lanai view the colorful sunsets and seasonal migrating humpback whales. The main home features 2 primary bedrooms with ensuite baths and a 3rd guest room with adjacent full bath. Interior recently repainted and original locally sourced eucalyptus wood floors have also been refinished. Open concept kitchen features bamboo cabinetry and a walk-in pantry. As an added bonus, use your imagination with the detached hobby/ she shed/ man cave/storage building. The cozy 1 bedroom, 1 bath garden cottage is perfect for extended family, guests or rental income.

Nestled in the tranquil South Side community of Maui Meadows, this serene ½ acre property offers an ideal balance of comfort, functionality, and nature. Situated on a private cul-de-sac, buffered by a gulch and surrounded by lush trees, the home and detached cottage create a peaceful retreat. Enjoy beautiful ocean and sunset views from the second-floor lanai, a stunning reminder of Maui’s beauty. Just minutes from Wailea’s luxury resorts, pristine beaches, and premier golf courses, Maui Meadows provides the perfect blend of calm living and easy access to the island’s finest amenities. The main home features four bedrooms and three bathrooms with a flexible layout ideal for entertaining or privacy. The upper level includes three bedrooms and two bathrooms, while the lower level offers a separate one-bedroom with an ensuite bathroom and private entertainment decks on both levels, seamlessly blending indoor and outdoor living. Recent updates include a galvanized blue steel roof, stainless steel appliances, modern fans, air conditioning, and smart home technology. The detached one-bedroom cottage with a private driveway, vaulted ceilings, and entertainment deck adds charm and versatility, perfect for guests, rentals, or multigenerational living. The expansive yard is ready for a pool, second cottage, or a Condominium Property Regime (CPR), subject to County guidelines. This Maui Meadows gem combines thoughtful updates with endless possibilities, offering privacy, convenience, and an unparalleled island lifestyle. Schedule your private showing today and make this exceptional property your home.

Ocean view .668-acre corner lot in highly desirable Maui Meadows. This location allows you to have a driveway on Kupulau Drive and a separate driveway on Keha Drive so your main house and the ohana unit can have their own access and parking. The result is added privacy for each home. The short video provided here opens with aerial shots from a couple hundred feet above the lot. At the 16 second mark, the camera drops down to about fifteen feet to present what would equate to the second level of your residence. Your ocean view will include a stunning panorama of Kaho’olawe and Molokini! At the 33 second mark, the video drops down to the ground level where your 360-degree view still includes the ocean and Haleakala mountain views. In the hills of Maui Meadows overlooking Wailea, you can build your dream home as well as a separate ohana unit for additional space for friends and family, or to lease out for rental income. With .668 acres, there is also room for a pool to complete your dream home in paradise. Having difficulty finding the right property on Maui? Here’s your opportunity to design and build your perfect Valley Isle home.

Welcome to 432 Kupulau Drive where island elegance meets unparalleled versatility. This exceptional property features a beautifully appointed main house and a charming cottage, perfectly situated on a half acre lot that offers both privacy and breathtaking views of Maui's stunning coastline. The expansive property lines offers potential for landscaping or future enhancements, allowing you to create your own private oasis. The main house is a thoughtfully designed retreat that seamlessly blends indoor and outdoor living. Enjoy an outdoor shower and expansive lanai where you can relax and soak in panoramic views of the Pacific Ocean, neighboring islands, and Maui's legendary sunsets. Surrounding this dual-residence property is a lush tropical landscape with mature fruit trees and native flora, creating a tranquil retreat. There's ample room for a pool, garden, or additional enhancements to craft your dream outdoor space. Located in the heart of Maui Meadows, this property combines a serene hillside setting with close proximity to world-class beaches, shopping, dining, and golf. Whether you're seeking a luxurious private residence or an investment with income potential, this unique property offers endless possibilities to embrace the Maui lifestyle.

3365 Akala Drive is a wonderful surprise as you come through the gate! Take in the lush tropical landscaping, three water features and rock walls on this almost ¾ acre lot that afford privacy and a sense of tranquility. Add to it a gorgeous shower tree, mango tree and a heated, saline pool for fun and relaxation! This well maintained, furnished home has a remodeled kitchen with granite countertops and travertine flooring and lots of charm throughout. There is an owned Photovoltaic system with net metering and 6 mini-split ACs to keep cool. New 50 year roof in 2014 and new exterior paint in 2022. This entire property has room for entertaining or just spreading out. On a clear day you can see a peak of an ocean view from the living room and lanai. The sweet cottage was updated in 2024 including a new roof.

Welcome to your private tropical oasis at 3161 Mapu Pl in the serene Maui Meadows neighborhood of Kihei, Maui. This remarkable property spans over a lush 0.52-acre corner lot, offering a resort-style experience with vibrant tropical landscaping that ensures privacy and tranquility. This unique property features three distinct dwellings, making it perfect for multi-generational living, rental opportunities, or a private family compound. The Main House boasts 1,014 square feet with an open and airy layout, offering 2 spacious bedrooms and 2 baths. Enjoy refreshing Maui breezes while showering in your private outdoor shower. The charming 496-square-foot Cottage is nestled amongst the gardens, providing a cozy 1 bedroom, 1 bath retreat, large covered patio, and outdoor shower. Additionally, a newly renovated 352-square-foot Studio offers a versatile living space with 1 bath. Tons of storage, a spacious deck, and an outdoor shower. With two convenient entrances on separate streets, each equipped with a secure automatic gate, coming and going is effortless. Relax by the pool and spa, savoring the gentle caress of the trade winds, while taking in the captivating vistas of the West Maui Mountains. A small ocean view adds to the enchanting ambiance, making every moment spent outdoors a magical experience. For those who appreciate gardening and fresh produce, the property is adorned with a variety of fruit trees including mango, tangerine, lemon, banana, avocado, blood orange, soursop, and lilikoi, allowing you to enjoy the bounty of your own tropical paradise. This property is a rare find, offering both seclusion and accessibility in one of Maui's most sought-after areas. Don't miss this opportunity to own a slice of paradise where every day feels like a resort vacation. Seller holds an inactive real estate license. Listor is related to seller.

View this perfect house + cottage with an in ground pool located in Maui Meadows. Turn it into your tropical oasis on the Island of Maui. Additional rental income from the cottage. Also, potential to CPR the property to sell either the home or cottage. Priced right and ready to sell now.

Nestled in the highly sought-after Maui Meadows neighborhood, this unique pole home on Kupulau Drive offers breathtaking views as you approach the covered lanai and front entry. The open-concept living area, featuring lots of windows, redwood walls and high ceilings, offers plenty of flexibility and captures stunning ocean and mountain vistas. The wrap-around covered deck enhances the home's connection to the outdoors. The kitchen has ample work space and opens to the dining area that includes a built-in china cabinet.  An additional room provides the perfect space for an office or study. The primary bedroom, located on one side of the home, opens directly to the deck, providing both privacy and views. On the opposite side, the second and third bedrooms share a very nice bath. The lower level offers extended living space with patio and yard access, as well as a small kitchen, two bedrooms, and a bath. The garage has an adjoining workshop area. In the backyard, a gazebo offers a cozy retreat looking over the yard & enjoying views too. While the property does require updating, it features a spacious, open layout with versatile interior spaces. The structure is supported by poles, providing a great opportunity for creative customization. Set on a generous lot, there's plenty of room for two detached cottages, making this a perfect opportunity for those with vision to transform this tropical retreat into your dream property!

Welcome to a hidden gem in the heart of Maui Meadows, where lush, tropical surroundings and sweeping views of Haleakala and some ocean blue views create a true island sanctuary. BIG opportunity to create your Maui dreams. This parcel is over half an acre and backs up to peaceful ranch land; this property offers incredible privacy and an expansive sense of space that’s rare to find. Set on lush, beautifully landscaped grounds, the property features mature trees and vibrant tropical foliage, creating a serene atmosphere that feels worlds away. The in-ground pool with an adjacent cabana is ideal for relaxing and entertaining, surrounded by greenery that enhances the sense of paradise. This unique property also includes a detached cottage, perfect for hosting guests or generating rental income, and a spacious three-car garage, offering plenty of room for vehicles, storage, or a workshop. With incredible potential, this Maui Meadows parcel will require plenty of work, yet the rewards could be HUGE. Home shall be sold as-is

Live the lavish life at your very own magical Maui resort home. An impressive private backyard lagoon is the centerpiece of the property, featuring a stunning rock waterfall, fast waterslide, heated pool and a spa hot tub with secluded grotto. The Komodo Dragon Hale is a half-acre Hawaiian haven offering an exclusive island-style living experience that is designed to make you feel like you're on vacation every day! Discreetly, yet conveniently nestled in the renowned Maui Meadows community on a corner lot, this custom-built house and cottage are tucked away beyond high-set, hand-laid lava-rock walls that span the perimeter of the property. At the cornerstone of the lot, two charming Komodo dragon statues welcome visitors and set a welcoming vibe of tranquility and relaxation. As you enter into the main home, the immersive sound of the waterfall will transport you to your own personal, tropical oasis.Indoor / outdoor living flows seamlessly from the main living room space, complete with bar room and a conveniently located half-bathroom. The kitchen offers sleek finishes such as a monkeypod breakfast bar, concrete countertops, teak & mango custom cabinetry and a walk-in pantry. The expansive floor plan offers options for flexible multi-generational living. Adjacent to the main residence on the opposite side of the pool lies a detached Ohana - a charming one-bedroom, one-bathroom detached single family residence that mirrors the main house's opulence and charm. For your comfort, both the main home and cottage are equipped with air conditioning systems and Airscape whole home fans, ensuring a pleasant climate throughout the year. Owned solar PV panels and three back-up batteries allow for energy efficiency and reduced electric bills. Evenings are super special, as the thoughtfully placed exterior lighting illuminates and the extensive sound system create the perfect ambiance for entertaining. Ideally located on Maui's sunny South side, you'll enjoy easy access to the golden sandy beaches of Wailea, fine dining, shopping, golf courses, tennis and more. Don't miss your opportunity to experience this tropical island-lifestyle estate.

Welcome to 3091 Mapu Place, where comfort meets elegance in the heart of Maui Meadows. This beautifully updated 4-bedroom, 4-bath home offers the perfect blend of style, character, and modern convenience. Step inside and discover a sleek, contemporary kitchen with a gas range, perfect for culinary creations. The freshly painted interior and exterior radiate warmth and charm, while 36 solar panels make living eco-friendly and keep electric costs low. Outside, a private retreat awaits with a fenced pool, Jacuzzi spa, and lush tropical landscaping that create an intimate oasis for relaxation. Two spacious lanais offer ideal spaces for gatherings, and a poolside wet bar ensures entertaining is always effortless. The home features bonus living and office spaces, perfect for adapting to your lifestyle, whether you’re working from home or hosting guests. The oversized carport is large enough to accommodate a boat, keeping you ready for every ocean adventure. Adding to the appeal is a charming 700 sq. ft. ohana with an open layout and luxurious finishes, ideal for guests, extended family, or generating rental income. With breathtaking views, a new roof installed in 2020, and the privacy provided by old-growth trees, this home is truly a personal sanctuary. Don’t miss the opportunity to make it yours!

Amazing ocean and West Maui Mountain views from this three bedroom, three bath pole house in Maui Meadows on a flag lot. Enjoy the pool and spa together with the spectacular views.

OCEAN VIEWS FOREVER! Original owner offering the property on the market for the first time ever! The superior Maui Meadows location provides the ultimate privacy situated at the end of an exclusive cul-de-sac. The triple Octagon, a signature custom designed Topsider home, is built for island, beach and coastal settings providing panoramic ocean, sunset, outer island and sunrise views to best embrace the indoor/outdoor Maui lifestyle. Enjoy the South Maui ambience and tropical mild temperatures from this Octagonal Observatory to best enjoy Maui. You will also enjoy the new pool completed in 2020! Over 1/2 acre of meticulously maintained grounds are in pristine condition with lush and mature landscaping with a variety of fruit trees.

Luxury Spanish Villa in Wailea, Maui. Nestled in one of Wailea’s most sought-after neighborhoods, this meticulously upgraded contemporary Spanish villa blends timeless elegance with modern comfort. Situated on over half an acre of prime real estate and boasting over 5,000 square feet of living space under roof, this estate epitomizes luxury island living with single level living, having only the third bedroom upstairs. Recently reimagined, the home has undergone extensive renovations to seamlessly combine classic Spanish architectural elements such as 2' x 4' porcelain tiles and custom Moroccan pendant in kitchen with modern-day amenities.The iconic Spanish tile roof enhances the property’s curb appeal, while the grand entry and courtyard create a stately ambiance, welcoming you to your private sanctuary. Every detail has been thoughtfully upgraded in recent years, from high-end finishes such as European Oak wood floors, Hoppe windows and doors, Thermador appliances, to state-of-the-art systems such as Mitsubishi Air Conditioning and Luxe garage doors, ensuring a home that is both stylish and functional. The expansive outdoor living spaces include a large swimming pool, an inviting pool deck, and a covered lanai—perfect for entertaining or enjoying Maui’s year-round tropical climate. The property’s elevated position at the end of a quiet cul-de-sac provides unparalleled privacy and seclusion, free from through traffic. Inside, new air conditioning systems, premium finishes, and refined touches elevate the living experience. The oversized upper deck is a true showstopper, offering breathtaking ocean views, daily sunsets over the outer islands, and seasonal whale-watching opportunities. This estate is move-in ready and waiting to welcome its next discerning homeowner to indulge in tranquility, beauty, and exclusivity with proximity to Wailea and Makena's best beaches and resorts.

Prime 1/2 acre lot at the top of Maui Meadows. Located on the makai (ocean) side of Kumulani Dr. Ocean and Mountain views.

Live an elevated life. Perched 500 feet above sea level and 25 to 45 feet above the street, this fully furnished and outfitted, turn-key retreat is a custom-designed master work by architect Greg Bayless: a composition of artful design, natural wonder and seamless functionality. The 3,484 sf interior features a 2,780 sf 3-suite main house and a 704 sf 1-suite guesthouse, ideal for extended family or friends. Move in the day of closing. Each suite offers king beds, private living areas and multiple views exceeding 180°. Professional landscaping creates a tranquil park-like setting. Features 2 hot tubs in separate gardens and 2 private outdoor showers. Sunsets are visible 365 days a year. Live under starlit skies, shooting stars, the Milky Way and all moonsets. Take in stunning panoramic views of the ocean, sky, mountains, coastal lights and multiple outer islands from expansive lanais, a secluded third-level stargazing deck, and from all main rooms. The open-concept kitchen boasts a large island, wet bar and butler’s pantry. The detached guesthouse is a high-end getaway with a gourmet kitchen and a private lanai with hot tub. Park five vehicles in two large garages totaling 1,280 sf. A self-sufficient state-of-the-art energy system with ample P/V panels and 3 Tesla batteries ensures efficient, sustainable power. Discover peace, privacy, and unmatched natural beauty in this curated Maui property. It’s a distinctive, intimate home you’ll never want to leave. Come and see for yourself.

Step into an extraordinary Modern Pole House, gracefully perched at the top of Maui Meadows, where breathtaking panoramic ocean views and views of the neighboring islands await you. Meticulously remodeled and completed in 2021, this architectural masterpiece seamlessly blends contemporary elegance with the unique charm of the original Frank Stiller design. This property is very private, with stunning ocean views. Enjoy the amazing Maui Sunsets which are visible throughout the home. Unwind in the serene ambiance by the saline pool, perfectly positioned for privacy.Surrounded by a lush landscape with mature fruit trees including orange, mango, banana and papaya, this property embodies the enchanting allure of a tropical treehouse. Featuring over 1,700 square feet of expansive wraparound lanais. Automatic Sprinklers and complimentary outdoor landscape lighting add to the magic of this property. As you step inside, you’ll be welcomed by a bright, airy interior showcasing soaring open-beam ceilings, generous windows, and an effortless indoor-outdoor flow that invites cooling cross breezes. Each room is equipped with split A/C systems, ensuring your comfort in every season. The master suite is a true sanctuary, featuring double closets and a luxurious en-suite bathroom with dual sinks, two spacious showers, and two toilets. Elegant double LED-lit vanity mirrors enhance the sophistication of this exquisite retreat. Luxurious porcelain tile floors and beautifully crafted monkeypod, mango, and cypress wood counters add an element of refinement throughout the home. The lower level offers additional living space complete with its own separate washer and dryer hookup, full bathroom and kitchenette. Embracing sustainability, this property boasts 34 fully owned PV solar panels.The property has been upgraded to a septic tank. For pet lovers, there is a fully fenced pet area to ensure your furry companions can safely enjoy the outdoors. A detached garage provides a versatile workshop area with a convenient half bath. This property offers ample parking including an upper and lower driveway access. Whether you’re lounging poolside or entertaining on the spacious lanais, this Maui retreat is designed to elevate your island living experience to new heights!

736 Mililani Place is an exquisite Maui retreat nestled at the end of a quiet cul-de-sac in the sought-after neighborhood of Maui Meadows. This charming residence combines island-style living with modern comforts, offering central A/C and a spacious 3 bed and 2.5 bath multi-level layout that is perfect for both relaxing and entertaining. Upon entering you’ll be welcomed by a wall of glass patio doors, offering exceptional views from the island of Kaho'olawe to the West Maui Mountains. The main level has a beautiful kitchen that features stainless steel appliances, granite countertops, and a breakfast bar that is ideal for casual dining or preparing a festive meal. Next to the kitchen are two separate living room areas, perfect for watching TV or relaxing with a book, a half bath, and a separate laundry room with a sink. This level opens up to a large wrap-around lanai, overlooking the pool deck and lush backyard. The upper level hosts the primary suite, with lots of natural lighting and even nicer views from above. The lower level has two bedrooms, that opens up to another lanai sitting area, a full-bath, and connects to the two car garage, that contains plenty of shelving and additional storage space for boards and watersports gear. Step outside to your private sanctuary, featuring a gas grill and kitchen area with a sink, mini-fridge, and an outdoor dining area. Right down the steps from the outdoor shower is a sparkling heated pool and spa, with a serene quartzite stone pool deck area and tropical landscaping that offers both beauty and privacy. At the end of the drive is a 2 bed and 2 bath detached Ohana, with vaulted ceilings, a full kitchen, and a private lanai area with ocean views of it's own. This larger lot may even have the potential to build an additional dwelling at the bottom of the property. The main home is currently permitted as a short-term rental home, which is non-transferable, and is booked throughout the holidays. Please utilize the walk-through video and Matterport link to fully understand the layout. No HOA fees! Don't miss out on this opportunity, contact your favorite REALTOR® today for more information! *Note: No FOR SALE sign is currently in the yard.*

Excellent opportunity for you to own a piece of paradise. This half acre lot is located just minutes away from world renowned resorts, white sandy beaches, world class golf courses, shops, and restaurants. Great building site with mountain and ocean views! One of the few remaining vacant lots in Maui Meadows, contact your favorite realtor today.

Behind the rock walls surrounding this 1/2 acre lot lies a tropical oasis that is serene & inviting.The main house was fully remodeled between 2019 and 2022, including new roof, plumbing, electric, owned PV, (leased PV on the ohana units, in-ground fiberglass saline pool, a self-sustaining koi pond + a multitude of koi, outdoor kitchen, outdoor shower,new brick driveway, dual-pane, vinyl clad windows & sliders, new stainless steel appliances, cherry wood cabinets, granite counter tops, split-system A/C in living-dining and all bedrooms, ceiling fans in every room, extended wrap around lanai, oceanview hot tub-spa next to primary bedroom, 6-car garage + extra storage, and so much more. A "must see" property. Contact your favorite Realtor to schedule your private showing. Ohana will be shown on 2nd showings.