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$1,199,000
4 Beds ⋅ 3 Baths ⋅ 410723 MLS ⋅ Fee Simple Tenure
Opportunity awaits at 296 Kenolio Road! Located in North Kihei just one block from the beach, this spacious 4-bedroom, 3-bath home offers ocean views, a flexible floor plan, and plenty of potential to make it your own. The upper-level features 2 bedrooms and 2 bathrooms along with the main living areas and a large lanai where you can relax and enjoy ocean views. The lower level offers additional flexible living space with a separate entrance, currently configured with 2 bedrooms and 1 bathroom, providing a variety of possibilities to suit your needs. A two-car garage offers additional parking and storage. Set on a large lot, the property features a spacious driveway, fruit trees, and a generous grassy yard with room to enjoy Maui’s outdoor lifestyle. The home is ready for updates, making it an excellent opportunity to unlock the property’s full potential. With the beach just a block away and conveniently located, this property combines space, location, ocean views, and potential—a combination that’s increasingly hard to find in South Maui.

296 Kenolio Rd, Kihei

Listing courtesy of Whalers Investment Group LLC.

$4,650,000
4 Beds ⋅ 3 Baths ⋅ 410691 MLS ⋅ Fee Simple Tenure
Experience classic plantation style charm blended with modern island living at this stunning oceanfront residence on Halama Street. Set on a gated and private .46 acre lot, this home captures the essence of Maui with refreshing ocean breezes, sweeping multi island views, and direct oceanfront access right outside your door. The main residence is sold fully furnished and designed for effortless comfort, while the detached ohana offers flexibility for guests, extended family, or an onsite caretaker. A sparkling in ground pool surrounded by lush island landscaping creates the perfect setting for relaxation and entertaining. From sunrise to sunset, enjoy the ultimate Maui lifestyle in a home that combines timeless character with tropical tranquility. Make 1656 Halama Street your personal Maui oasis. A new asphalt shingle roof is scheduled for completion in September 2026.

1656 Halama St, Kihei

Listing courtesy of Compass-W.

$1,069,000
3 Beds ⋅ 2 Baths ⋅ 410642 MLS ⋅ Fee Simple Tenure
Here is your opportunity to own in the sought after neighborly community of Piilani Villages! This Phase II single level 3 bedroom, 2 bath home with 2 car garage has vaulted ceilings and a spacious open floor plan great for entertaining and every day living. Feel right at home the minute you step through the front door to the nice long, wide entry hall that leads to the great room featuring sliding doors to both the back and side yards, fresh paint, tile floors and new can lighting. The open kitchen features lots of storage, an island and granite countertops. The master bedroom with en suite bathroom and walk in closet is positioned at the opposite end of the home from the 2 additional bedrooms, offering a more private space. When you are not out enjoying one of the nearby beaches, parks, restaurants or shopping centers you can relax and stay cool at home with the central A/C. Call for a private showing today.

47 Polale St, Kihei

Listing courtesy of Romvari Realty Ltd.

$675,000
2 Beds ⋅ 1 Baths ⋅ 410617 MLS ⋅ Fee Simple Tenure
Welcome home to 390 Auhana Road, Unit B—a bright, welcoming 2-bedroom home designed for easy island living. If you are looking for a functional, light-filled space with minimal outdoor upkeep, this home delivers the ideal South Maui setup. Inside, the home opens up to a comfortable, flowing floor plan anchored by natural trade wind breezes and big windows that flood the living space with light. The living area and kitchen offer plenty of room to stretch out, relax, or entertain friends after a day on the ocean. With two full bedrooms, there is ample space for a home office, guest room, or personal retreat. When you do want to step outside, the home features a low-maintenance spot perfect for a bistro set, morning espresso, or a outdoor lounge setup. Complete with a covered carport with built-in storage, this home lets you spend less time on yard work and more time enjoying Kihei’s famous beaches, surf spots, and local food trucks just down the road. This is unit B of a residential condominium property regime (CPR), total land square-footage of unit B is 3,831.

390 Auhana Rd Unit B, Kihei

Listing courtesy of eXp Realty.

$675,000
2 Beds ⋅ 1 Baths ⋅ 410616 MLS ⋅ Fee Simple Tenure
Imagine starting every morning with a fresh cup of Maui coffee and listening to the gentle coastal breeze rustle through the palms. Unit A at 390 Auhana Road offers an inviting, low-maintenance haven designed for enjoying the quintessential Kihei lifestyle. This light-filled 2-bedroom home features an open, comfortable layout that flows effortlessly from the kitchen to the living space—ideal for unwinding after a day on the water. Life here is defined by convenience and coastlines. Grab your surfboard or paddleboard from the built-in carport storage, head just a short distance to Charley Young Beach for a morning swim, and spend your evenings grabbing fresh poke or tacos from local food trucks. Whether you choose to move right in or add your own stylish interior finishes, this home is your gateway to living the Hawaii dream. This is unit A of a residential condominium property regime (CPR), total land square-footage of unit A is 3,725.

390 Auhana Rd Unit A, Kihei

Listing courtesy of eXp Realty.

$1,350,000
3 Beds ⋅ 3 Baths ⋅ 410600 MLS ⋅ Fee Simple Tenure
Welcome to 343 Noe Street. If you are looking for a newly updated 3 bedroom, 3 bathroom home with a detached 2 bedroom 1 bath cottage on a half acre of land look no further. Large windows throughout the kitchen and living room bring in abundant natural light, creating a warm and inviting atmosphere throughout the main living space. located in North Kihei, this property offers convenient access to some of the best beaches, sunsets and golf Maui has to offer and an easy commute to kahului and Central Maui for those Costco and airport runs. Step outside into the backyard and enjoy the park like setting perfect for children, pets, backyard gatherings, or just relaxing under the huge covered Lanai. Additionally there are four mature mango trees, a lychee tree, papaya trees, coconut palms and a lime tree. Move right into this turn key home with major improvements already completed and start enjoying the Maui lifestyle today!

343 Noe St, Kihei

Listing courtesy of Big Wave Realty LLC.

$1,288,000
6 Beds ⋅ 5 Baths ⋅ 410581 MLS ⋅ Fee Simple Tenure
R-2 Zoned Single Family | Palma Park Kihei | Flexible Living & Investment Potential — Unique opportunity to acquire a spacious 6-bedroom, 5-bath residence situated on a 7,650 sf R-2 zoned lot in the established Palma Park neighborhood of Kihei. Offering approximately 2,472 sf of living area with air conditioning throughout, the home is currently configured into four separate living spaces, creating exceptional flexibility for extended family living, multi-generational households, or a variety of owner-user and income-oriented strategies. Two separate driveway entrances create ample room for multiple vehicles. A new roof was installed in 2026. One living space is currently vacant, presenting an attractive opportunity for an owner-occupant to move in immediately while generating rental income from the remaining occupied spaces. R-2 zoning provides an additional layer of long-term potential consistent with future redevelopment or lot utilization strategies as market conditions evolve. Conveniently located near shopping, schools, parks, dining, and South Maui's renowned beaches, with easy access to Kahului, Wailea, and Central Maui, this property presents a rare chance to secure a versatile R-2 asset in one of Kihei's most established residential neighborhoods.

388 Kinaole Cir Unit 388 Kinaole Circle, Kihei

Listing courtesy of Kokua Realty LLC.

$1,049,000
3 Beds ⋅ 1 Baths ⋅ 410564 MLS ⋅ Fee Simple Tenure
Welcome to this charming, light-filled single-level North Kihei home, privately set back from the road on an exceptionally spacious lot within a quiet cul-de-sac. The inviting 3-bedroom floor plan features abundant natural light, a beautifully updated kitchen with newer appliances included, a dedicated dining area, and a comfortable air-conditioned living room. Fully owned PV solar panels add valuable energy efficiency with no solar lease. A large portion of the property is enclosed by a 6-foot privacy fence, creating wonderful space for pets, gardening, privacy, and outdoor enjoyment. The beautifully maintained backyard combines grass and rock landscaping, and the property extends beyond the rear fence to additional yard space. A large storage shed and enclosed, wired structure offer excellent possibilities for storage, pets, gardening, hobbies, and more. An outdoor partial bath and shower are ideal after gardening or a trip to the nearby beach. A high-efficiency washer/dryer combo is also included.Large Convenient North Kihei access to Maui Veterans Highway makes travel to Central Maui, Upcountry, and Wailea easier while avoiding much of Kihei traffic. With its large usable lot, cul-de-sac privacy, fully owned solar, useful structures, and thoughtful improvements, this welcoming home offers a rare combination of comfort, practicality, and island living. Virtual staging is included in select photos. Generous Lot~Desirable R-2 Zoning~Charming Home~Incredible potential.

321 Kenolio Rd, Kihei

Listing courtesy of Maui Luxury Real Estate LLC.

$1,100,000
3 Beds ⋅ 3 Baths ⋅ 410528 MLS ⋅ Fee Simple Tenure
Enjoy the best of convenience and space in this ideally located home, just minutes from the beach, shopping, dining, new high school, and quick access to town amenities. Situated on a larger lot with a generous lawn and plenty of outdoor space, the property offers room to relax, entertain, garden, or play. The expansive, fully fenced backyard provides a wonderful setting for furry friends and outdoor living. Step inside to an impressive entryway with soaring ceilings, creating a bright, open, and welcoming first impression. The spacious floor plan provides comfortable living areas for a variety of lifestyles. A wonderful opportunity to enjoy a roomy home and private yard while staying close to everything you need in paradise.

832 Mahealani St, Kihei

Listing courtesy of ENRG Realty.

$3,250,000
3 Beds ⋅ 2 Baths ⋅ 410512 MLS ⋅ Fee Simple Tenure
Experience the essence of South Maui living at this exceptional residence in the heart of Kihei, just a short stroll from the golden sands and crystal-clear waters of Kamaole Beach I. Privately situated on an expansive 10,000+ sq. ft. lot, this thoughtfully designed island retreat blends timeless Hawaiian character with modern comfort. Soaring vaulted ceilings, warm natural hand carved doors, with mahogany wood, a beautiful expansive lanai space, outdoor showers to enjoy the stars while you unwind, outdoor laundry and abundant natural light create an inviting atmosphere, while seamless indoor-outdoor living spaces embrace Maui's year-round tropical climate. The lush grounds are a private oasis, featuring mature tropical landscaping, fruit trees, and tranquil areas for entertaining or quiet relaxation. An owned photovoltaic system enhances efficiency and sustainability. Ideally located near renowned beaches, snorkeling, paddleboarding, dining, boutique shopping, and golf, this rare offering presents an exceptional opportunity to enjoy one of South Kihei's most coveted beachside neighborhoods. Whether as a full-time residence, island getaway, or investment property, this home embodies the relaxed elegance and unmatched lifestyle that define Maui.

2165 Iliili Rd, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

$999,000
3 Beds ⋅ 2 Baths ⋅ 410476 MLS ⋅ Fee Simple Tenure
This exceptional Kihei home in the sought-after Piilani Villages II community has it all. Spanning 1,478 square feet of comfortable living area, the 3-bedroom, 2-bath residence boasts vaulted ceilings and an open-concept design. The single-level floor plan is thoughtfully organized to separate the private primary suite from the secondary bedrooms for maximum privacy. The heart of the home is a spacious kitchen equipped with a large center island, granite countertops, and extensive cabinetry, making it perfect for both daily living and hosting guests. The property features central air conditioning for year-round comfort, while a photovoltaic system keeps utility costs low. Featuring a leased PV system with 62 panels. Additional storage and convenience come with the attached two-car garage, which includes its own split AC system. Designed for a low-maintenance Maui lifestyle, the yard requires no mowing, leaving you with more free time. This home is perfectly positioned close to South Maui's stunning beaches, dining, shopping, schools, parks, and the Kihei Aquatic Center. Ready for immediate showings, 53 Polale Street presents a premier opportunity to own a primary residence, vacation getaway, or Maui retreat within an established Kihei neighborhood.

53 Polale St, Kihei

Listing courtesy of Century 21 Island Homes.

$9,195,000
4 Beds ⋅ 4 Baths ⋅ 410457 MLS ⋅ Fee Simple Tenure
Discover exceptional beachfront living at 1614 Halama Street. This stunning oceanfront residence offers unobstructed Pacific views, breathtaking sunsets, and direct access to the shoreline from your own backyard. Designed to embrace Maui's natural beauty, the open layout features abundant natural light, and seamless indoor-outdoor living. Enjoy unforgettable evenings from the expansive lanai or oceanfront infinity pool, with panoramic views, neighboring island vistas, and seasonal humpback whale sightings. A spacious primary suite, generous guest accommodations, and lush tropical landscaping create the perfect private retreat. A rare opportunity to own a premier beachfront property on one of South Maui's most coveted streets.

1614 Halama St, Kihei

Listing courtesy of Coldwell Banker Island Prop-Ku.

$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).

$2,349,000
6 Beds ⋅ 9 Baths ⋅ 410318 MLS ⋅ Fee Simple Tenure
Market Rental income $20,000/mo. Main home is a rectangle with courtyard in the middle. Studio units surround the courtyard with covered egress. All units were remodeled in 2019. New Roof, Laminate floors, All Hard Wood Cabinets and Granite counter tops. Please DO NOT DISTURB Tenants and DO NOT WALK property without listing agent present. Some aspects of property are non-conforming.

50 Hoonani St, Kihei

Listing courtesy of Pacific Shores Realty.

$752,600
3 Beds ⋅ 2 Baths ⋅ 410287 MLS ⋅ Fee Simple Tenure
3-bedroom, 1 and a half bath, 1,320 square foot home on a 7,614-lot in Northeast Kihei. Short drive to Mai Poina and Kalepolepo Beaches. Make it your own. Jump on this great deal before its gone! All buyers are responsible to confirm City, County, Zoning, Tax, and other records to their satisfaction before bidding. No inspection contingencies in contract. Absolutely no repairs before closing. This property is sold As-Is. This is a REO auction property.

272 Hoalike St, Kihei

Listing courtesy of REALHome Services & Solutions.

$585,000
3 Beds ⋅ 2 Baths ⋅ 410245 MLS ⋅ Fee Simple Tenure
Welcome to 294 Kaiola Place A102, a spacious 3-bedroom, 2-bathroom residential condo style duplex offering the perfect combination of comfort, convenience, and the coveted South Maui lifestyle. This Pet Friendly community is ideally located in the heart of Kihei where you'll enjoy convenient access to world-renowned beaches, parks, shopping, restaurants, schools, and everyday conveniences. Spend your days exploring South Maui's beautiful coastline, enjoying water activities, or taking in spectacular sunsets just minutes from home. Maintenance fees include water, wifi, trash, master insurance policy, maintenance, pest control and landscaping. Comes with 2 Assigned parking stalls. Owner occupied but easy to schedule. Call today to arrange! *Special Assessment thru Dec 2026 of $113.83 to build up reserve funds **This unit is designated as an Affordable Housing property and is therefore subject to certain deed restrictions. One key restriction is that the property may only be sold to a buyer who qualifies under the Workforce Housing Affordable Program. Accordingly, any prospective purchaser must meet the income eligibility requirements established by the County of Maui Department of Housing. Please see link: https://www.mauicounty.gov/1825/Affordable-Sales-Rental-Guidelines#docaccess-fbfedf8c7ea0cd05ffc0f432f27768095d5513fce5778a3ae4cfc288d5f23db9

294 Kaiola Pl Unit A-102, Kihei

Listing courtesy of Coldwell Banker Island Prop-Ku.

$699,000
2 Beds ⋅ 1 Baths ⋅ 410223 MLS ⋅ Fee Simple Tenure
Aloha and welcome to your own private South Maui oasis! Tucked away quietly off Auhana Road, this 2 bedroom 1 bathroom home is less than one mile to Cove Beach and Charley Young Beach. The property features a private backyard giving you a blank canvas for pets to roam safely, outdoor entertaining under the stars, or building your dream tropical garden. This property is a wonderful opportunity to own a piece of Maui and create a home that fits your lifestyle, whether as a full-time residence, island retreat, or long-term investment. Schedule your tour today and come feel the peace for yourself! This is unit C of a residential condominium property regime (CPR), total land square-footage of unit C is 4,298.

390 Auhana Rd Unit Unit C, Kihei

Listing courtesy of eXp Realty.

$1,890,000
3 Beds ⋅ 2 Baths ⋅ 410227 MLS ⋅ Fee Simple Tenure
Spectacular rooftop deck views of the ocean and glowing Kihei sunsets, 139 Mehani Place is a rare, fully remodeled multi-unit property that delivers both lifestyle and income in equal measure. Taken down to the studs, this approximately 4,000 sq. ft. residence on a generous 7,500 sq. ft. lot has been rebuilt with a new roof, solar hot water heater, split-system A/C in every room, and a modern kitchen finished with quartz countertops and brand-new appliances. The property is currently configured as four units — a main home with 4 bedrooms and 2.5 baths, a separate 1-bedroom/1-bath unit, and two studios — generating approximately $12,300 per month in rental income. A spacious lanai complements the rooftop deck for elevated outdoor living, while shared on-site laundry with two washer/dryer sets and ample off-street parking round out the amenities. Whether you're an owner-occupant looking to offset your mortgage or a pure investor seeking a flexible, turnkey income property, this is one of the more compelling opportunities to come to market in South Maui.

139 Mehani Pl, Kihei

Listing courtesy of Century 21 Island Homes.

$1,199,000
3 Beds ⋅ 3 Baths ⋅ 410216 MLS ⋅ Fee Simple Tenure
Move-in ready in Central Kihei! Beautifully renovated 3-bedroom, 3-bath home with NO HOA! A versatile bonus room with wet bar and private entrance offers flexible space for guests, extended family, a home office, entertaining or potential conversion into a studio for supplemental rental income. The bright interior features luxury vinyl plank flooring, modern lighting, brand-new central A/C and an updated kitchen with quartz countertops, white cabinetry, spacious island and brand-new LG stainless steel appliances. All three bathrooms feature stylish contemporary updates. Enjoy a spacious backyard, large permitted storage structure, two separate driveways, ample parking and indoor laundry with new LG washer and dryer. Major improvements include a brand new roof and new 25-panel PV solar system with prepaid lease awaiting installation. Minutes from Kihei's beaches, shopping, dining, schools and parks—this turnkey home offers the space, flexibility, upgrades and location to enjoy the best of Central Kihei living! Schedule your showing today and come see all that 1669 Hoonanea St has to offer!

1669 Hoonanea St, Kihei

Listing courtesy of Compass.

$2,400,000
3 Beds ⋅ 3 Baths ⋅ 410090 MLS ⋅ Fee Simple Tenure
2451 Umeke Cir has the ideal 1½-story floor plan that offers the convenience of main-floor living while providing additional space upstairs for family or guests. It is also one of the newer built homes in Hokulani. Meticulously maintained and extensively upgraded. The spacious kitchen is a chef's dream, featuring upgraded Bosch appliances, an oversized KitchenAid refrigerator, a built-in 18-bottle wine cooler, and abundant workspace for everyday living and entertaining. The adjoining great room is enhanced with built-in electronics cabinetry, surround sound, and Lutron hardwired remote-controlled shades, creating a comfortable and sophisticated living space. The main-level primary suite offers a peaceful retreat with custom closet shelving, additional bathroom storage, and a beautifully upgraded bath featuring custom cabinetry and a custom glass shower enclosure. A unique office with elegant double French doors provides the perfect work-from-home space or quiet den. Designed with efficiency in mind, the home features 32 owned solar panels, two Tesla batteries, a brand-new Lennox air conditioning system (2026), and a tankless water heater, helping to reduce utility costs while providing year-round comfort. Additional upgrades include tile flooring throughout, fresh interior paint, hardwired outdoor speakers, an oversized two-car garage with epoxy floors, built-in tool storage, custom storage closets, Garage Gator lift systems, kayak pulley storage, and even space for an additional refrigerator and freezer. The laundry room is equally well appointed with custom cabinetry and an electric washer/gas dryer setup. Step outside to the lanai, where you'll enjoy a charming ocean view, electric shades, upgraded sliding screen doors, and a propane connection ready for your grill…an inviting spot to relax and enjoy Maui's indoor-outdoor lifestyle. From the extensive custom storage to the thoughtful energy-efficient improvements and premium finishes throughout, this exceptional home is truly move-in ready and offers the perfect blend of comfort, functionality, and island living. Also listed as condo MLS #410089

2451 Umeke Cir Unit 67, Kihei

Listing courtesy of Hawaii Life (W).

$995,000
3 Beds ⋅ 1 Baths ⋅ 410080 MLS ⋅ Fee Simple Tenure
Welcome to **1937 Peke Place**, a beautifully remodeled single-level residence where modern finishes meet the convenience of Central Maui living. Completely renovated in 2026 this move-in-ready **3-bedroom, 1-bathroom** home has been thoughtfully updated from top to bottom and offers exceptional indoor and outdoor living. Inside, you'll find durable luxury vinyl plank flooring throughout, an open and inviting living space, and split-system air conditioning in the living room and every bedroom to provide year-round comfort. The remodeled kitchen features stainless steel appliances, a propane range, and a clean, contemporary design that's both functional and stylish. The primary bathroom has been updated with a spacious walk-in shower, while an additional outdoor full bathroom with shower offers added flexibility for beach days, outdoor gatherings, gardening, or other recreational activities. Step outside to discover one of the property's standout features a generously sized backyard with endless possibilities. Whether you envision creating an outdoor entertainment area, installing a pool (subject to applicable approvals), building a future ADU/Ohana, adding a spacious deck, or simply enjoying a large fenced yard, this property offers incredible potential to make the space your own. The newly installed enclosed vinyl fencing provides privacy, security, and a polished finish to the outdoor living area. A large driveway offers ample off-street parking for multiple vehicles. Conveniently located, you'll enjoy easy access to nearby shopping, including Foodland, along with a variety of local restaurants, cafés, and neighborhood businesses. Parks and beaches are also located nearby, making it easy to enjoy everything Maui has to offer. With extensive 2026 renovations, modern upgrades, flexible outdoor space, and a desirable central location, 1937 Peke Place presents an exceptional opportunity to own a turnkey home with room to grow.

1937 Peke Pl, Kihei

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

$6,750,000
5 Beds ⋅ 6 Baths ⋅ 409921 MLS ⋅ Fee Simple Tenure
Sunlight and ocean breezes flow through 21 feet of bi-folding floor-to-ceiling glass doors, complemented by soaring 14-foot ceilings that blur the boundaries between home and horizon. Step into this South Maui beachfront estate, where elegant stone columns welcome you to a true masterpiece. The open-concept spaces unfold effortlessly, anchored by a chef's kitchen featuring custom white oak cabinetry with an interior finish that adds warmth and depth, quartzite countertops, tumbled Belgian limestone tile accents, hand-scraped French oak flooring, professional-grade appliances, and a generous breakfast bar— the perfect hub for shared meals, laughter, and connection. A floating staircase leads upstairs to the bedrooms, where the primary suite awaits as a serene sanctuary for the soul. It includes a spa-inspired soaking tub, dual vanities, a spacious walk-in closet, and a private ocean-view lanai ideal for morning reflections. Each additional guest suite has been thoughtfully designed to soothe the senses, with layouts and features that prioritize comfort, including ensuite bathrooms for ultimate privacy. Outside, your personal coastal retreat beckons. Lounge poolside in the saltwater pool, host gatherings under a canopy of stars, or savor a cocktail as the sky blazes with sunset hues. A detached guesthouse with a full bathroom and a two-car garage offer flexible additional space, while integrated smart home technology blends modern convenience into this tranquil, soul-nourishing haven. The adjacent lot is also for sale by the same seller. (MLS #409920, 892 S Kihei Rd) and can be purchased together.

860 S Kihei Rd, Kihei

Listing courtesy of Hawaii Life (W).

$1,200,000
5 Beds ⋅ 3 Baths ⋅ 409688 MLS ⋅ Fee Simple Tenure
Situated in a desirable North Kihei neighborhood, 295 Kaihoi St offers the space, comfort, and convenience today’s families are looking for. This well-appointed 5-bedroom, 3-bath home features a spacious layout with multiple living areas, providing flexibility for everyday living, entertaining, or working from home. Large windows bring in abundant natural light, creating a warm and inviting atmosphere throughout the home. Step outside to enjoy the fully fenced yard, perfect for children, pets, backyard gatherings, or relaxing in your own private outdoor space. The home is also equipped with leased solar panels, helping to enhance energy efficiency and support Maui’s indoor-outdoor lifestyle. Ideally located in North Kihei, this property offers convenient access to all parts of the island, with nearby beaches, parks, schools, shopping, dining, and an easy commute to Central Maui, Wailea, and Lahaina. Combining comfort, functionality, and an excellent location, this home is a wonderful opportunity to enjoy the best of island living.

295 Kaihoi St, Kihei

Listing courtesy of Keller Williams Realty Maui-Ki.

$1,195,000
5 Beds ⋅ 4 Baths ⋅ 409681 MLS ⋅ Fee Simple Tenure
5 bedroom / 4 bath with 2693 sf living area, R-2 Zoned Single Family | Convenient North Kihei Location | Flexibility & Portfolio Opportunity — Rare opportunity to acquire an expansive property on a 7,885 sf R-2 lot with panoramic ocean views from the observation deck! The home features three individual living spaces with a versatile layout that naturally lends itself to extended family living, house-hacking, or a variety of owner-user/income hybrid strategies. R-2 zoning provides a meaningful long-term optionality layer, consistent with future redevelopment or lot utilization strategies as the market evolves. Located in a supply-constrained coastal submarket with limited new residential development, 255 Kaiolohia St delivers a highly desirable North Kihei address, strong tenant appeal, and the adaptability to serve multiple housing strategies over time. A scarce chance to secure a flexible, well-located R-2 asset with easy highway access to all major town centers and world famous beaches.

255 Kaiolohia St, Kihei

Listing courtesy of Kokua Realty LLC.

$5,000,000
4 Beds ⋅ 4 Baths ⋅ 409679 MLS ⋅ Fee Simple Tenure
Welcome to the Resort in Maui Meadows — an extraordinary private estate where jaw-dropping panoramic ocean views, unforgettable sunsets, and elevated island living converge in one of South Maui’s most coveted neighborhoods. Perfectly positioned above the coastline, this exceptional residence captures sweeping vistas stretching across the Pacific Ocean to the neighboring islands, creating a breathtaking backdrop from nearly every room. By day, enjoy sparkling turquoise waters and endless horizon views; by evening, experience Maui’s legendary sunsets illuminating the sky in spectacular color. Designed to live like a private luxury resort, the property is an entertainer’s dream. Expansive indoor-outdoor living spaces flow seamlessly onto oversized lanais and gathering areas curated for unforgettable sunset dinners, cocktail parties, celebrations, and relaxed evenings beneath the stars. The open-concept design invites effortless hosting while maximizing the stunning ocean vistas and cooling island trade winds throughout the home. The chef’s kitchen anchors the residence with premium appliances, generous prep and serving areas, and elegant finishes designed for both intimate dining and large-scale entertaining. Spacious guest accommodations provide comfort and privacy for family and friends, while the primary suite offers a tranquil retreat with spa-inspired luxury and mesmerizing ocean views. Surrounded by lush tropical landscaping and an atmosphere of complete serenity, the Resort in Maui Meadows delivers a rare sense of escape while remaining just moments from Wailea’s world-class beaches, golf courses, fine dining, and luxury resorts. This is more than a home — it is a destination, a retreat, and a lifestyle defined by breathtaking beauty, privacy, and unforgettable entertaining in the heart of South Maui.

557 Kupulau Dr, Kihei

Listing courtesy of Keller Williams Realty Maui-Ki.

$1,899,000
4 Beds ⋅ 3 Baths ⋅ 409548 MLS ⋅ Fee Simple Tenure
Welcome to this beautifully maintained single-level home in the desirable Ke Ali'i Kai subdivision, ideally located in the heart of Kihei. Enjoy the convenience of being just minutes from stunning beaches, shopping, dining, and all that nearby Wailea has to offer. This 4-bedroom, 2.5-bath residence invites you in with lush tropical landscaping that provides exceptional privacy in both the front and back yards. Inside, the open floor plan is enhanced by vaulted ceilings, creating a bright and airy living space perfect for both everyday living and entertaining. The spacious primary suite offers privacy and ample storage, featuring a walk-in closet and ensuite bath with direct access to the lanai. One of the bedrooms is ideally suited for a home office or den, while two additional bedrooms, a full bath, powder room for guests, and a dedicated laundry room offer flexibility and comfortable living. Recent upgrades include a photovoltaic (PV) system with a Tesla battery backup, along with a new refrigerator, dishwasher, and washing machine. Attic fans have also been added to help maintain a comfortable indoor temperature year-round. Step outside to your private backyard oasis, where tropical landscaping and a tranquil water feature create a serene, Zen-like setting—perfect for morning coffee or evening meals. Being sold furnished and thoughtfully cared for, this home is ideal as a full-time residence or part-time island retreat. A must-see opportunity in one of South Maui’s most sought-after neighborhoods.

211 Kuli Puu St, Kihei

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

$1,199,000
5 Beds ⋅ 3 Baths ⋅ 409208 MLS ⋅ Fee Simple Tenure
Well-maintained North Kihei home offering flexible living just moments from the beach. Unit A of the Waiakoa Makai CPR includes approximately 1,726 sq ft of living area on a ~7,500 sq ft limited common element, with comfortable indoor spaces and a usable yard. The upper level is configured as a 3-bedroom, 2-bath layout with bright living areas and an updated kitchen. The lower level includes 2 additional bedrooms, bathroom, and separate entry, creating a great opportunity for extended living, multi-generational use, or added flexibility. Set among mature trees, the property feels tucked away with a sense of privacy while still being close to everything. Currently tenant-occupied; buyer to cooperate with existing lease in place. Conveniently located near Mai Poina Beach Park, with easy access to shopping, dining, and central Maui amenities. Photos are from prior to tenant occupancy; updated photos to be added. Contact your Realtor today to schedule a private showing.

442 Kenolio Rd Unit A, Kihei

Listing courtesy of West Maui Land Company Inc.

$1,500,000
3 Beds ⋅ 3 Baths ⋅ 409154 MLS ⋅ Fee Simple Tenure
I am excited to introduce this stunning residence in North Kihei, located within the desirable Honu Alahele subdivision. This spacious 3-bedroom, 3-bathroom home features a two-car garage, stainless steel appliances, and a versatile bonus room that offers added flexibility for your needs. The interior features wooden floors throughout and includes a solar water heater. The large primary bedroom is complete with an en-suite bathroom and its own private Lanai. The living area transitions to the outdoors through two sliding doors that lead to a generous backyard—situated on a quiet cul-de-sac. Additionally, the property includes a detached one-bedroom Ohana. Ohana features high ceilings, tile flooring, its own private yard, and a dedicated washer and dryer. Please note that there are currently tenants in both the main house and the Ohana.

116 Honuhula Pl, Kihei

Listing courtesy of Whalers Investment Group LLC.

$1,499,000
4 Beds ⋅ 2 Baths ⋅ 409072 MLS ⋅ Fee Simple Tenure
Gorgeous home with a legal attached ohana located on a quiet cul-de-sac just up the hill from Kamaole Beach Park III and Keawakapu Beach. This distinctive property, constructed with beautiful cedar siding on a solid slab foundation, features a 4-bedroom, 2-bath main home on the upper level with open beam vaulted ceilings, dual system air conditioning, and a fully remodeled kitchen. The home also includes an updated laundry room with a solar-powered 120-gallon water heater, a serene backyard patio with a hot tub, and a front-facing lanai with partial ocean and Molokini views. The lush backyard, framed by majestic fan palms and new landscaping, is enclosed by a 6-foot vinyl privacy fence with a remote-controlled gate for easy access. A spiral staircase leads to an impressive rooftop deck offering breathtaking 360-degree views. The street-level ohana is a 1-bedroom, 1-bath unit with its own private entrance, secluded landscaped patio, modern kitchen with dishwasher and full-sized refrigerator, ensuite washer/dryer, new ceramic tile flooring, and dual mini-split A/C system. The property offers a total of 5 bedrooms and 3 bathrooms. There are two separate owned photovoltaic systems. The main house has 24 PV panels and 10 PV panels for the attached ohana unit. The covered drive supports 6 parking spaces and equipped w/ a 220v EV outlet. This property combines comfort, efficiency, and island charm in one exceptional offering.

301 Ohina Pl, Kihei

Listing courtesy of Redfin Corporation.

$24,500,000
4 Beds ⋅ 6 Baths ⋅ 408751 MLS ⋅ Fee Simple Tenure
One-of-a-Kind Keawakapu Beachfront Estate in one of Maui’s most coveted oceanfront settings, offering an extraordinary blend of irreplaceable beach proximity, modern structural integrity, and timeless refined island design. The residence was completely rebuilt from the foundation up, completed in 2013—retaining only the original pool and foundation to preserve its rare, grandfathered beachfront setback. The result is a fully reimagined wood-framed home enhanced with structural steel beams, allowing for expansive open spans and a modern layout. The estate includes a spacious main residence, separate guest home, and three-car garage, creating a private compound ideal for multigenerational living or luxury hosting. Designed for unforgettable gatherings, multiple indoor and outdoor living spaces flow effortlessly to a spectacular resort-style pool with slide, hot tub, waterfalls, and dramatic rock grotto. A distinctive basement level serves as the ultimate retreat, featuring a game room with custom Koa wood bar, in-home gym, craft room, and additional guest suite with full bath. Lush tropical landscaping, sauna, and multiple outdoor showers enhance the resort-caliber experience. The chef’s kitchen and dining area showcases Sepalle wood detailing and striking Labradorite granite countertops, blending warmth with sophistication. The primary suite is a sanctuary, complete with a spa-inspired bath featuring a floating tub, private sundeck, and panoramic Haleakala views. Throughout the property, incredible details and textures create a custom, curated feel. Meticulously rebuilt in 2013 to combine modern structural capability with an irreplaceable oceanfront location, this legacy beachfront estate represents a rare and irreplaceable offering on Maui.

3060 S Kihei Rd, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).