Kihei Real Estate | Kihei Single Family Homes for Sale

5 Beds ⋅ 6 Baths ⋅ 407766 MLS ⋅ Fee Simple Tenure

Perched on one of Makena’s most coveted cliffside locations, this contemporary direct-oceanfront estate is perfectly situated along an intimate cove, offering breathtaking, unobstructed Pacific views from nearly every room. Set on over 22,190 sq. ft. of land, this two-story, five-bedroom, five-and-a-half–bath residence is a masterpiece of luxury and Hawaii’s signature indoor–outdoor living. Designed by world-renowned architect Guy Dreier, the home is a livable work of art, featuring soaring ceilings, dramatic architectural lines, and an innovative floor plan. Step through the entryway into an entertainer’s paradise. The expansive great room flows effortlessly through large pocket doors to the oceanfront deck, where a stunning infinity-edge pool appears to spill into the sea—ideal for sunset gatherings or peaceful mornings with coffee in hand. Multiple living and dining areas, along with a dedicated service area, create an unparalleled setting for both intimate dinners and large-scale celebrations. The exquisite primary suite and three guest suites each offer private ocean-view lanais, providing serene retreats with panoramic vistas. A beautifully appointed attached Ohana unit adds exceptional flexibility for guests, extended family, or a caretaker. Move-in ready and designed for effortless hospitality, this is more than a home—it’s a true Makena masterpiece blending modern coastal luxury with the timeless beauty of Maui’s south shore.

5050 Makena Rd, Kihei

Listing courtesy of Discovery Makena Realty LLC.

$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.

$1,725,000

2 Beds ⋅ 2 Baths ⋅ 410093 MLS ⋅ Fee Simple Tenure

Welcome to a private gated retreat in Maui Meadows set on 0.7 acres of lush tropical landscaping. With no HOA restrictions and multiple detached structures, this unique property presents an extraordinary opportunity just a short distance from the beach. Enter through the private electric gates and take in the mature fruit trees, exotic palms, and colorful gardens that create a true island sanctuary. And, at the back of the property is a flat, usable area with an electric meter and water, an ideal location to build your dream home with second story ocean views while living in the ohana. And you still have room for a pool! The custom 2-bed/1bath, 702 square foot ohana and separate 480 square foot recreation building with its own bathroom offer exceptional flexibility for guests, extended family, or a private workspace. Thoughtful craftsmanship is evident throughout both structures, featuring mahogany ceilings and cabinetry, bamboo floors, granite countertops, and expansive ipe decks designed for indoor-outdoor living. Enjoy resort-style amenities including a commercial grade Sundance Spas 780 Series Bristol jacuzzi in excellent condition that comfortably seats five people, a commercial-grade Renu cold plunge and an outdoor shower. Other modern conveniences include split A/C systems in every structure, including the enclosed garage, hardwired internet, 11 high-def security cameras, and an insulated garage with loft storage. Energy efficiency is another outstanding feature, with 14 owned photovoltaic solar panels, a solar water heating system, and net metering that help minimize utility costs. Dedicated 220-volt outlets provide convenient electric vehicle charging capabilities. Offering privacy, quality craftsmanship, and an exceptional South Maui lifestyle, this unique Maui Meadows property is a rare opportunity to own/build your own tropical retreat.

3129 Mapu Pl, Kihei

Listing courtesy of Compass-W.

$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.

$1,285,000

5 Beds ⋅ 3 Baths ⋅ 410279 MLS ⋅ Fee Simple Tenure

Located in Ka Ono Ulu Estates, one of North Kihei's most desirable residential neighborhoods, this versatile single-level home is conveniently located just a short stroll to the beach. Offering a flexible floor plan with 5 bedrooms, 3 bathrooms and a loft, the home can be enjoyed as one spacious residence or configured into two connected living areas with an interior door. Each side features its own private entrance, central A/C system, and dedicated laundry area, making it ideal for multigenerational living, extended family, or added privacy. This home features durable stucco construction, soaring vaulted ceilings, a remodeled kitchen and bathrooms, a propane stove, and a large Daikin wall-mounted A/C unit in the main living room for added comfort. A beautiful custom gate designed by Padilla Designs enhances both privacy and curb appeal, while the oversized concrete driveway provides parking for up to 8 vehicles. Additional highlights include a garage bar, two large storage sheds, an irrigation system, a low-maintenance yard, and mature banana, orange, and avocado trees. Ideally located near beaches, shopping, dining, schools, and parks, this exceptional property offers the perfect blend of comfort, flexibility, and island living. Listor is Seller.

148 E Alulike St, Kihei

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

$1,900,000

3 Beds ⋅ 3 Baths ⋅ 410160 MLS ⋅ Fee Simple Tenure

Located in the highly desirable neighborhood of Maui Meadows, 3248 Akala Drive offers a spacious and well maintained property situated on a beautifully landscaped ½-acre lot. The thoughtfully updated main residence features a wraparound deck with ocean views, a PV system, and a tile roof. The main home offers a flexible floor plan with the primary suite, additional bedroom, full bathroom, kitchen, and living area located upstairs. The kitchen is beautifully appointed with granite countertops, wood cabinetry, tile finishes, and stainless steel appliances. The lower level includes an additional bedroom, full bathroom, and family room, providing added space for guests, family, or a home office. Also located on the lower level is a one-bedroom, one-bath ohana with a private entrance and lanai, offering excellent versatility for guests, extended family, or rental potential. A detached one-bedroom, one-bath cottage at the front of the property features its own private and spacious covered outdoor living area. With a single-car garage and ample additional parking, this property provides the space and flexibility. Whether you are looking for multi-generational living, rental opportunities, or your own private island retreat, this property offers privacy, comfort, and the Maui lifestyle you've been waiting for.

3248 Akala Dr, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

$1,995,000

3 Beds ⋅ 2 Baths ⋅ 410252 MLS ⋅ Fee Simple Tenure

This is also Listed as a Condo MLS 410163. **This is a CPR Residential Condo property** 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).

$2,499,000

3 Beds ⋅ 3 Baths ⋅ 410251 MLS ⋅ Fee Simple Tenure

Welcome to 139 Waaula St, a stunning single-family home in the gated Wailea Kai community, just one block from Keawakapu Beach. Set on a large 10,000-square-foot lot, this multi-level residence lives large, with generous indoor and outdoor spaces designed for entertaining, relaxing, & enjoying the Maui lifestyle. Bay windows frame the mature tropical landscaping & fill the open-concept interior with natural light. The formal living room connects seamlessly to the dining area and kitchen, while a separate game room offers vaulted ceilings, a wet bar, built-in cabinetry, & a game table that can double as a second dining space. The spacious primary suite & two additional upstairs bedrooms also feature vaulted ceilings. A charming upper lanai brings a touch of Romeo and Juliet romance while offering a peaceful place to enjoy sunset colors, evening breezes, and star-filled skies. Outside, a large pool & hot tub are surrounded by lush tropical landscaping, creating a private backyard retreat. A convenient half bath opens directly to the pool area, helping keep wet feet out of the main living spaces. Split AC in every room provides year-round comfort, while owned solar panels help keep electric costs low. The two-car garage includes a caretaker’s quarters, adding further value and flexibility for guests, extended family, or additional living needs. Thoughtfully designed throughout, this home offers room to gather, room to unwind, & room to enjoy Wailea living to the fullest.

139 Waaula Way, Kihei

Listing courtesy of Coldwell Banker Island Prop-Ku.

$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.

$1,250,000

4 Beds ⋅ 3 Baths ⋅ 410235 MLS ⋅ Fee Simple Tenure

Welcome to Kenolio Estates in the heart of North Kihei, where convenience, flexibility, and island living come together. This furnished four-bedroom, three-bath home offers a versatile layout with two bedrooms and two bathrooms upstairs near the main living, dining, kitchen, and outdoor lanai, creating an inviting space for everyday living and entertaining. Downstairs, an additional bedroom sits off the two-car garage, along with a separate one-bedroom, one-bathroom space that adds valuable flexibility as an in-law suite or other accommodation. Enjoy the fenced yard, practical garage space, and north Kihei location close to beaches, shopping, dining, and everyday conveniences. Schedule your private showing today and see the possibilities this property has to offer.

682 Malimali St Unit Kenolio Lot #46, Kihei

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

$725,000

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, Unit C offers peaceful beach-town living and incredible future potential. The property features a humble backyard giving you a blank canvas for pets to roam safely, outdoor entertaining under the stars, or building your dream tropical garden. Whether you are looking for a savvy long-term investment, a low-maintenance Maui homestead, or a beachside starter home, Unit C is ready for its next chapter. Schedule your tour today and come feel the peace for yourself!

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.

$3,750,000

3 Beds ⋅ 3 Baths ⋅ 410226 MLS ⋅ Fee Simple Tenure

Imagine the possibilities! Framed by sparkling ocean, pool and sweeping panoramic views, while perched within one of South Maui's most prestigious enclaves, this 3-bedroom, 3-bath residence in Wailea Golf Estates offers a rare combination of privacy, elegance, and effortless island living. Relax and recharge with EV charging and the opportunity to add your own personal touches, making this a truly turnkey canvas for your Maui dream home. Architectural plans for a modern luxury home have been approved by the County of Maui, and are avaialble upon request. Designed for the quintessential indoor-outdoor lifestyle, the home's spacious interiors flow seamlessly to expansive lanais ideal for entertaining or quiet relaxation. Sweeping blue ocean vistas, neighbor island silhouettes, and brilliant Maui sunsets serve as your ever-changing backdrop, while lush tropical landscaping lends a serene, resort-like quality to every corner of the property. The thoughtfully designed floor plan offers generous living areas, a well-appointed kitchen, and comfortable bedrooms — two of which open directly to their own private lanais and offer panoramic views from their lanais. Whether hosting guests or savoring peaceful evenings at home, this property captures everything that makes Maui living so extraordinary. Just minutes from world-class beaches, championship golf, and fine dining.

3919 Waakaula Pl, Kihei

Listing courtesy of Century 21 Island Homes.

$1,725,000

3 Beds ⋅ 3 Baths ⋅ 410218 MLS ⋅ Fee Simple Tenure

Prestigious Moana Estates Single-Level Gem. This beautifully updated single-level residence offers 1,818 sq ft of comfortable living space with 3 bedrooms and 3 full baths in the highly sought-after Moana Estates community. New flooring throughout for a fresh, modern feel. Lush, tropical backyard — perfect for relaxing, entertaining, or enjoying Maui’s gentle trade winds. Spacious garage with an a additional covered lanai (380 sq ft) with open recreational area. Central A/C and durable stucco exterior. Located in one of South Maui’s most desirable neighborhoods, this home is just a short, easy walk to world-class beaches, excellent restaurants, shopping, and all the conveniences of Kihei/Wailea. Whether you’re looking for a primary residence, second home, or investment property, this turn-key single-level gem in Moana Estates delivers the perfect blend of comfort, location, and island lifestyle. Ready for its next chapter — don’t miss this opportunity!

8 Moana Ave, Kihei

Listing courtesy of Coldwell Banker Island Prop-Ku.

$1,250,000

3 Beds ⋅ 3 Baths ⋅ 410216 MLS ⋅ Fee Simple Tenure

Experience the perfect blend of modern design, functionality and island living in this stunning, fully renovated 3-bedroom, 3-bath home in the heart of Central Kihei. This move-in ready home features luxury vinyl plank flooring, modern lighting, a brand-new central A/C system and an updated kitchen with quartz countertops, white cabinetry, a spacious island and brand-new LG stainless steel appliances. The versatile bonus room with a wet bar offers endless possibilities for entertaining, a game room, an additional bedroom, or the flexibility to create a separate living area. Bathrooms feature quartz countertops, frameless LED lighted mirrors, designer fixtures and contemporary tiled showers. Enjoy the open front patio, low-maintenance landscaping and a spacious backyard featuring a large permitted storage structure, ideal for a workshop, hobbies, or organizational space. Additional highlights include an indoor laundry room with a brand-new LG washer and dryer, a spacious garage and two separate driveways for ample parking. Major upgrades include a brand-new roof and a new 25-panel photovoltaic (PV) solar system with a prepaid lease awaiting installation, offering energy-efficient living and added value. With no HOA and just minutes from beaches, shopping, dining, schools and parks, this exceptional turnkey home is ready to impress. Don't miss your opportunity to own this beautiful South Maui gem!

1669 Hoonanea St, Kihei

Listing courtesy of Compass.

$1,900,000

1 Beds ⋅ 1 Baths ⋅ 410213 MLS ⋅ Fee Simple Tenure

Exceptional opportunity to own an ocean-view property in one of South Kihei's most desirable neighborhoods. Set on a 1/2 Acre lot, 739 Launa Drive offers breathtaking Pacific Ocean views, spectacular sunsets, and the rare opportunity to create your dream Maui home in Maui Meadows. The property is improved with an existing 1-bedroom, 1-bath cottage, allowing you to enjoy the property while planning your future vision. The placement of the cottage provides the potential to build a main residence on the property, subject to Maui County requirements and approvals. Location is everything, and this property delivers. Just minutes from Kihei's beautiful beaches, world-class snorkeling, paddleboarding, golf courses, shopping, restaurants, and the Wailea Resort area, you'll enjoy the very best of South Maui living. Whether you're enjoying the Beach,Golf courses or watching whales during the winter months, or soaking in year-round sunsets from your future dream home, the possibilities here are truly exceptional. Properties with this combination of ocean views, premier location, and future building potential are increasingly rare. Bring your vision and make this South Kihei property your own.

739 Launa Dr, Kihei

Listing courtesy of Keller Williams Realty Maui-Ki.

$1,998,000

4 Beds ⋅ 5 Baths ⋅ 410210 MLS ⋅ Fee Simple Tenure

Originally constructed as the neighborhood developer's custom home, this spacious & well-built residence was thoughtfully designed to offer a level of flexibility rarely found in Kihei. Its well-planned layout comfortably adapts to a wide range of living arrangements and changing needs. The home features a 4-bedroom main residence plus an attached 1-bedroom ohana (cottage) complete with its own full kitchen and bathroom. The main home offers two primary bedroom suites, including a versatile ground-floor suite with ensuite bath. This private suite offers the convenience of single-level living and features both a separate exterior entrance and an interior entrance. Upstairs, you'll find a second primary suite with ensuite bath featuring a relaxing jetted tub, 2 additional bedrooms, a spacious living area and den that opens to an outside lanai with stairs to the backyard. Built to accommodate a variety of lifestyles, this home offers a wide range of living possibilities: work from home, generate rental income from the attached ohana, host visitors in the private downstairs suite, or create comfortable living spaces for extended family. Whether you're looking for versatility, privacy, or income opportunities, this home is designed to meet your evolving needs. Step outside and experience your own tropical sanctuary where a spacious backyard invites you to relax, entertain, and create lasting memories. Enjoy the sparkling pool and spa, dine al fresco, BBQ, and gather with family and friends, surrounded by lush tropical landscaping and generous yard space. Additional features include abundant storage, ample parking, and an owned photovoltaic solar system to help reduce energy costs. Centrally located, you'll enjoy convenient access to beaches, shopping, dining, schools, and Central, South, and West Maui. More than just a home, this is a property designed to grow with your changing needs, offering comfort, multiple living arrangements, and the flexibility to adapt for years to come.

201 Ho'opili Akau St, Kihei

Listing courtesy of Maui Real Estate Advisors LLC.

$1,250,000

4 Beds ⋅ 3 Baths ⋅ 410203 MLS ⋅ Fee Simple Tenure

Discover where island-living meets modern comfort and convenience at this stunning South Maui gem. Upon entering this impressive 4-bedroom, 2.5-bath, two-story estate, you’ll be greeted by soaring cathedral ceilings that create an immediate “wow” factor. The home boasts recently upgraded, sleek countertops and contemporary light fixtures, adding a stylish touch throughout. A newly installed central A/C system ensures comfort year-round, while an owned photovoltaic system offers sustainable, eco-friendly energy savings.The outdoor lanai spaces are a true tropical oasis, ideal for basking in Maui’s warm, sunny days and mild evenings. Entertain in-style on the spacious covered lanai, surrounded by a low-maintenance, pet-friendly SYNLawn yard or retreat to your private ensuite lanai with new Trex decking. The attached two-car garage features a convenient laundry nook and ample built-in storage, perfect for stowing away yard tools, surfboards, beach gear, and more. Nestled in the picturesque Kamali’i Alayna neighborhood, this charming estate is just a short stroll from a well-maintained community park and playground. The location is unbeatable, with Kihei’s world-class beaches, top-rated dining, and premier golf courses just minutes away, and Kahului Airport only 20 minutes from your door. 160 Oluea Circle offers the perfect combination of convenience, sustainability, and tropical allure --truly an ideal setting for your island home.

160 Oluea Cir, Kihei

Listing courtesy of Century 21 Island Homes.

$1,875,000

2 Beds ⋅ 2 Baths ⋅ 410201 MLS ⋅ Fee Simple Tenure

Enjoy stylish single-level comfort in this stunning residence at the prestigious Hokulani Golf Villas community of Central Kihei. Featuring soaring 12-foot ceilings and large windows, the home is light, bright, and airy with ample natural light. A true chef’s kitchen with a KitchenAid subzero fridge, gas cooktop, and huge granite slab island is at the heart of the open-plan living space with bar seating for entertaining ease. Sliding glass doors open to the large covered lanai overlooking the peaceful neighborhood greenbelt in a seamless indoor-outdoor flow. With cooling tile padding softly underfoot, custom blinds, and central air conditioning throughout, the home maintains a comfortable climate on those warmer South Maui days. An owned photovoltaic system with a back-up battery keeps the electric bills low. The primary suite features a seating area, dual sink vanity, tiled shower, soaking tub, and large walk-in closet. This unique floor plan lives like a three bedroom home with a generous den/office off the entryway, as well as a dedicated laundry room with a new Electrolux water & dryer and an oversize garage. One of the newest homes constructed in the gated Hokulani Golf Villas community, it’s just a short walk to the resident clubhouse, hot tub, bbq’s, and infinity edge pool with dreamy ocean and sunset views. Amenity maintenance and all landscaping are included in the monthly HOA dues for an easy lock-and-leave luxury lifestyle. Located adjacent to the Maui Nui Golf Course and Maui Brewing Company, the neighborhood is just a short drive to beautiful beaches, dining, shopping, and all of South Maui’s conveniences. Call your realtor to schedule a showing today! Hokulani Golf Villas is a residential condominium community and the property is also listed as MLS 410200.

1375 Umeke Cir Unit 101, Kihei

Listing courtesy of Compass-W.

$3,060,000

3 Beds ⋅ 3 Baths ⋅ 410168 MLS ⋅ Fee Simple Tenure

Nestled in the sought-after community of Maui Meadows, this exceptional property offers breathtaking views, flexible living spaces, and resort style amenities. The main residence features 3 bedrooms and 2.5 baths. The ground level offers an open concept great room with living, kitchen, and dining areas and broad ocean views. Expansive bi-fold doors open to a spacious covered lanai. A generously sized bedroom with en-suite bath offers the option for a primary suite on the main level. An additional bedroom currently serves as an office. The upper level primary suite opens to a private lanai with serene Haleakala and ocean views. Crowning the home is a rooftop deck that offers 300 degree views from the North Shore to Lanai to Haleakala summit. Offer your guests the pool house suite. It is the ultimate in privacy, with a guest room and a full bath, plus an outdoor kitchen. There's even a large screen for enjoying movies or sports on our warm Maui nights. Relax beside the tropical pool or join a game of cornhole or bocce ball on the adjacent lawn. A detached 1 bedroom, 1 bath cottage offers additional living space or an option for rental income. Orange, mango, avocado, lime, lemon, and lilikoi are there for your enjoyment! Completed in 2022, this exceptional residence is the newest home currently available on the market in Maui Meadows. Don't miss this one! It's a gem!

3220 Waileia Pl, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

$2,398,000

3 Beds ⋅ 3 Baths ⋅ 410156 MLS ⋅ Fee Simple Tenure

Expansive ocean views, exceptional privacy, and peaceful half-acre setting define this single-level Hawaiiana-inspired home. Enhanced by an absence of utility wires and located along the southern border of Maui Meadows, directly above Wailea, the property is adjacent to thousands of acres of undeveloped land. Minutes from Wailea's beaches, golf, shopping, dining, and luxury resorts this very private retreat features a large swimming pool positioned for whale watching, sunsets, and exceptional night skies. This is the first time in over 30 years it is on the market, It is a lovingly maintained owner-occupied licensed BnB with numerous 5-star guest reviews. The floor plan offers seamless indoor-outdoor island living. The large private outdoor shower, tucked beneath banana trees, and a private lower drive leading to a secluded ocean-view gazebo and gardens create a uniquely Maui experience, while tropical fruit trees enhance the property's island sanctuary feel. There is possible future ohana potential, subject to buyer verification. The large ocean-view front entry/studio/office provides additional living/work space. Upgrades include: All flooring, Pool completely tiled, fully paid upfront leased photovoltaic system for energy efficiency, four Mitsubishi Split Air-conditioners, one portable A/C in office/studio. This is a rare opportunity to enjoy privacy, space, views, quiet, birdsong, and the relaxed lifestyle that makes Maui so desirable. Please enjoy the attached video tour. Listor is owner/seller and a licensed Hawaii real estate broker. The BnB license is not transferable.

620 Kumulani Dr, Kihei

Listing courtesy of International Real Estate Srvs.

$1,275,000

4 Beds ⋅ 2 Baths ⋅ 410151 MLS ⋅ Fee Simple Tenure

Live the Kihei lifestyle you’ve been dreaming of. This upgraded single-level home sits on a quiet cul-de-sac just minutes from the shoreline. Centrally located in the heart of Kihei, --just minutes from beaches, shops, and restaurants. The home features 4 bedrooms, 2 bathrooms, and a spacious bonus 300 sq. ft. flex space/family room with its own private entrance, ideal for extended living. The open-concept layout showcases vaulted ceilings and a generous kitchen that flows seamlessly into the dining and living areas. Recent improvements include a fully remodeled kitchen and bathrooms, updated flooring, a new split A/C system in the main living area, and all-new appliances, including an internet-linked refrigerator. The property offers a fully fenced spacious backyard, mature banana and nectarine trees, ample storage, and a 528 sq. ft. two-car garage with plenty of storage space for your beach lifestyle. The primary suite also features its own new split A/C system and a walk-in shower. Convenience is unmatched—close to Kalama Park, central Kihei amenities, and only about 20 minutes to the Airport. Move-in ready and full of potential, this South Kihei home is a must-see. South Kihei living at its best—no HOA and endless sunshine. Kihei is one of the sunniest places on Maui, known for its welcoming local community—families, long-time residents, summer waves at Cove Park, and neighbors who actually know each other. Easy to see. Call your favorite Realtor today to schedule a showing.

82 Alena Pl, Kihei

Listing courtesy of Hawaii Life (W).

$2,395,000

4 Beds ⋅ 3 Baths ⋅ 410122 MLS ⋅ Fee Simple Tenure

Welcome to 3236 Pikai Way, an exceptional single-level residence nestled within the exclusive gated enclave of Wailea Kai, just across the street from the golden sands of world-famous Keawakapu Beach. Situated on a quiet private cul-de-sac in Little Wailea Kai, this beautifully maintained 4-bedroom, 3-bath home offers the perfect blend of luxury, privacy, and effortless island living. Designed with an open-concept floor plan, the home features soaring vaulted ceilings, abundant natural light, and seamless indoor-outdoor living. Expansive sliding glass doors open to your own tropical retreat, where a resort-style in-ground pool is surrounded by lush, mature landscaping—creating a private oasis ideal for relaxing or entertaining family and friends year-round. The spacious kitchen is thoughtfully designed for gathering and entertaining, complete with a large center island, granite countertops, newer appliances, generous walk-in pantry, and an adjacent private laundry room. Split air conditioning throughout the home provides year-round comfort while maintaining the home's bright and airy island ambiance. Wailea Kai is one of South Maui's most sought-after gated communities, prized for its peaceful setting and unmatched convenience. From your front door, enjoy an easy stroll to Keawakapu Beach, consistently ranked among Maui's finest white sand beaches. Just minutes away are Wailea's celebrated championship golf courses, luxury resorts, award-winning restaurants, tennis facilities, scenic oceanfront walking paths, and the upscale boutiques and dining at The Shops at Wailea. Whether you're searching for a primary residence, second home, or luxury island retreat, 3236 Pikai Way presents a rare opportunity to own in one of Wailea's most desirable neighborhoods, where timeless island elegance meets the very best of the Maui lifestyle. Seller discloses to all parties he is a licensed Hawaii real estate broker, owns Kokua Realty, LLC and is a principal in this sale.

3236 Pikai Way, Kihei

Listing courtesy of Kokua Realty LLC.

$3,500,000

3 Beds ⋅ 2 Baths ⋅ 410112 MLS ⋅ Fee Simple Tenure

Every once in a long while, a home feels less like a property and more like a discovery. Rebuilt from studs in 2019, this better than new single level, no steps Wailea retreat pairs effortless accessibility and wide 36" doorways with the quiet polish of a private resort. Light filled interiors, soaring eight to twelve foot ceilings, and walls of Fleetwood glass open seamlessly to nearly a thousand square feet of lanai living. No expense spared with the choice of long lasting durable and as well as beautiful Monier tile roof, copper downspouts and gutters with French drains throughout. The finish level is exceptional, with large format Italian porcelain floors, a Poggenpohl kitchen with SubZero and Miele, and spa inspired baths featuring Toto washlets and Dornbracht fixtures. The primary suite opens directly to garden views, a shimmering saltwater pool and spa, and an outdoor shower wrapped in teak, while a thoughtful split bedroom layout offers guests true privacy. With owned photovoltaic, upgraded electrical, central air, remote sunshades, xeriscape landscaping, and copper landscape lighting, all just moments from Keawakapu Beach, Wailea's best shopping, and world class golf and tennis, this is turnkey Wailea living at its most refined and effortless. Outfitted with DWR (Design Within Reach) high-end furnishings, 39 Hoawaa is a turnkey residential experience.

39 Hoawaa Way, Kihei

Listing courtesy of Maui Luxury Real Estate LLC.

$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).

$1,095,000

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).

$3,600,000

5 Beds ⋅ 4 Baths ⋅ 410070 MLS ⋅ Fee Simple Tenure

NOW AVAILABLE AS A UNIQUE OPPORTUNITY: Three beautifully positioned CPR units with more than 26,300 sq ft of combined land—offering generous space, flexible options, and lasting value for years to come. Experience breathtaking panoramic ocean views from this stunning Unit B of a 3 unit CPR, newly remodeled 2-story home offering 3,064 sq ft of modern coastal living. The open floor plan, with soaring vaulted ceilings, creates a bright, spacious ambiance that's ideal for relaxing or entertaining, connecting the kitchen to the dining and living areas, which flow seamlessly to the private wrap-around lanai. With 5 bedrooms and 4 bathrooms, there's ample space for guests and a home office. The flexible layout includes the possibility of a split unit downstairs, which could be accessible via an interior staircase or a separate outside entrance, perfect for multi-generational living, guest quarters, or long-term rental potential. Included, we are offering Unit A (TMK 2-2-1-018-085-0001) and Unit C (TMK 2-2-1-018-085-0003) for added value. Unit A an allocation for a 720 sq ft cottage on approximately 11,369 sq ft of land. The current zoning for unit C (6,000+ sq ft) allows an 840 sq ft ADU on the back side of the main house, offering a great opportunity to add value to this beautiful property (see attached preliminary site plans). Don't miss your chance to own this exceptional property that combines luxury, versatility, and spectacular views! This beautiful home is perched at the top of the prestigious Maui Meadows neighborhood, just minutes from the beach, world-class restaurants, golf courses, and everything that South Maui has to offer. This is a Residential CPR.

3435 Hookipa Pl Unit A - B - C, Kihei

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

$1,025,000

3 Beds ⋅ 2 Baths ⋅ 410062 MLS ⋅ Fee Simple Tenure

A true gem of Kihei, this completely remodeled and solar-powered home is 1.5 blocks from the beach with a view of Haleakala from the backyard. A fully fenced-in front and back yard with an additional buffer of a bordering community easement in the back creates a spacious and very private oasis, yet moments away from all the amenities of Central Kihei. This location is unbeatable; close to Kahului and a few minutes to the best beaches Maui has to offer! Inside is turn-key perfection, offering a flexible floorplan to accommodate a variety of needs. 2022, 2024 remodel includes quartz countertops and backsplashes, Samsung Bespoke appliances, Mitsubishi A/C splits in each room, ceiling fans, updated fixtures, skylights, whole-house water filtration, and more. Four new oversized sliders, approximately 850 square feet of lanai space, pergolas, and two outdoor showers were added to expand the relationship to a truly private backyard oasis. Fully-owned 23-panel PV system complete with Tesla battery and EV charger. New roof in 2017. Whether it’s your forever home or a turn-key investment, don’t miss the opportunity to make this very special and lovely home yours! Monthly HOA fee covers all water use and premium 3x weekly trash service.

23 Kuapapa Pl, Kihei

Listing courtesy of Redfin Corporation.

$1,790,000

2 Beds ⋅ 2 Baths ⋅ 410061 MLS ⋅ Fee Simple Tenure

Also listed as Condominium MLS#410060. Welcome to one of South Maui's most sought-after gated communities, Hokulani Golf Villas, where pride of ownership is evident at every turn. Perfectly positioned along the Maui Nui Golf Course, this beautifully maintained residence combines modern upgrades, energy efficiency, and the relaxed elegance of island living. Enjoy the benefits of a net-metered photovoltaic system for exceptionally low electric costs, brand-new central air conditioning installed in 2024 and new kitchen appliances along with a new washer and dryer added in 2026. Rich hardwood flooring brings warmth and character to the bedrooms, while stylish, easy-to-operate window treatments enhance both comfort and convenience. Thoughtfully updated and meticulously cared for, this home is truly move-in ready. Inside, soaring 12-foot ceilings create an open, airy atmosphere, complemented by a durable tile roof, elegant stucco exterior and quality finishes throughout. The gourmet kitchen features a brand new Thermador cook top for the discerning chef, while an on-demand gas water heater adds everyday efficiency and convenience. Every detail has been carefully considered to create a home that is as functional as it is beautiful. This is a CPR Residential condo Unit #114.

2491 Hihimanu St Unit 114, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

$1,495,000

5 Beds ⋅ 4 Baths ⋅ 410056 MLS ⋅ Fee Simple Tenure

Located in the desirable Keonekai neighborhood of South Kihei, this beautifully maintained multi-unit property has a very flexible floor plan to host a large family and/or create a comfortable rental revenue stream. The upstairs level is a 3-bedroom/2-bath home with soaring vaulted open beam/wood ceilings, fresh paint, abundant natural light, beautiful woodwork, the space feels open, airy, and welcoming. The front lanai opens through large sliding glass doors, extending the living area and creating a seamless indoor-outdoor experience with an additional 264 sq ft of living space. Tile flooring throughout adds to the spacious feel and ease of maintenance with washer/dryer upstairs. Enjoy cooking in a chef’s kitchen complete with custom cabinetry with newer stainless steel appliances. Multiple wall-mounted A/C units throughout the home keep the space cool and comfortable year-round. The expansive primary suite features a private ensuite bathroom with dual sinks and its own lanai—perfect for morning coffee or evening relaxation. On the ground level, there is a one-bedroom unit and an additional space with multiple possible uses. A large storage area lies between the two downstairs spaces and a bonus 2 car garage. Each of the two downstairs spaces have separate entrances. Washer/Dryer room established for downstairs. One water meter for the entire property. Separate electric meters for the upstairs and the downstairs. This is a great income producing property or live in one and offset your mortgage payment with the rental income. Property has a large peaceful back yard with fruit trees. Located very close to the South Maui boat ramp, shopping and dining opportunities in Kihei, and is only a few minutes away from accessing the world class beach resorts found in Wailea and Makena.

2735 Panepoo St, Kihei

Listing courtesy of PKR Realty.

$2,100,000

4 Beds ⋅ 4 Baths ⋅ 410011 MLS ⋅ Fee Simple Tenure

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

147 Moana Ave Unit Unit 39, Kihei

Listing courtesy of Coldwell Banker Island Prop-Ku.

$4,500,000

7 Beds ⋅ 5 Baths ⋅ 202611944 MLS ⋅ FS - Fee Simple Tenure

E Komo Mai to Your Own Private Paradise Above Wailea. As you pass through the gates, a lush tropical landscape unfolds. Spread across nearly three-quarters of an acre in the heart of Maui Meadows, this private sanctuary welcomes you home. Cascading waterfalls and a tranquil koi pond greet you upon arrival. Perched high above Wailea on the sun-warmed slopes of Haleakala, this estate commands a 180-degree panoramic view, with Kaho'olawe to the left and Lana'i to the right. Mornings begin slowly, coffee in hand, the ocean below. Evenings end with the sky igniting in color, each sunset an original. Rare in scale and versatility, the main residence offers two living rooms, an attached guest suite, a separate two-bedroom rental, and an additional guest suite. Perfect for multi-generational families or investors. Outside, resort-caliber living awaits: a sparkling pool, sauna, steam room, outdoor bar, and poolside television. Over 72 solar panels and smart home technology reduce energy costs. Offered fully furnished and turnkey, including your own electric car and charging station. Bring your suitcase. Everything else is waiting. Resort Living. Island Privacy. Endless Possibilities.

3264 Keha Drive, Kihei

Listing courtesy of eXp Realty.

$1,399,000

4 Beds ⋅ 4 Baths ⋅ 410003 MLS ⋅ Fee Simple Tenure

Welcome to this beautifully updated 4-bedroom, 3.5-bath home in the heart of Kihei, offering approximately 2,070 square feet of living space on an approximately 7,870 square foot lot. This move-in ready property has been extensively renovated with over $130,000 in recent upgrades, creating a truly turnkey opportunity. Inside, you'll find a fully remodeled kitchen featuring brand-new cabinetry, countertops, and appliances, including a refrigerator, stove, microwave, and washer/dryer. The primary bathroom has been thoughtfully upgraded with a new vanity, toilet, and bath, while plantation shutters and fresh interior paint throughout provide a bright, clean, and modern feel. The home's flexible floor plan is ideal for extended living arrangements, guests, or added versatility, featuring a second kitchen and living area that can adapt to a variety of needs. Head outside and enjoy the newly added patio and privacy fencing, creating a comfortable outdoor space for entertaining or relaxing. Major system upgrades include a brand-new roof installed in 2024, new air conditioning units throughout, and 18 net-metered photovoltaic panels to help keep energy costs low. Additional improvements include an outdoor shower and newly replaced downstairs interior doors. Located in a quiet Kihei neighborhood with no HOA, this property offers a rare combination of space, flexibility, and significant recent upgrades. Conveniently situated near beaches, shopping, dining, schools, and parks, this move-in ready home is an exceptional opportunity to enjoy the best of South Maui living.

226 Mehani Cir, Kihei

Listing courtesy of Keller Williams Realty Maui-Ka.

$1,495,000

3 Beds ⋅ 3 Baths ⋅ 409981 MLS ⋅ Fee Simple Tenure

Enjoy sweeping ocean views that frame Kaho‘olawe and Molokini Crater from this quintessential South Maui beach house's primary suite. Perfectly positioned near Wailea’s world-class golf, fine dining, boutique shopping, and some of Maui’s most iconic white sand beaches, this home blends convenience with the tranquility of a tucked-away cul-de-sac. Some homes don’t just sit on a street—they greet you, 250 Hoohale Place waits with a kind of easy, island confidence. Bordered by a gulch on one side and greenspace behind, this two-story residence offers both privacy and versatility. The flexible downstairs “second living room” easily functions as a family room, office, or guest suite—ideal for hosting visiting friends and ‘ohana.As you enter, vaulted ceilings and abundant windows fill the home with natural light, highlighting the lush tropical landscaping that surrounds the property. Thoughtful upgrades completed in 2022 include vinyl plank flooring, new sliding windows and doors, Trex decking, and a beautifully designed kitchen featuring custom tilework and a quartz waterfall edge countertop. Most recently, a split-system air conditioner was installed & exterior paint was completed in 2026.The main level is an entertainer’s dream, with seamless flow from the kitchen to indoor and outdoor living spaces. Step onto the private backyard lanai—currently styled as an additional lounge and entertainment area—to enjoy Maui’s year-round perfect weather.And then there’s the backyard—private, lush, and currently styled as an extension of the living room. It’s where dinners linger, where kids play, and where stories are told.Two of the three bedrooms open directly to outdoor lanais, extending the living space and inviting in the island breeze. The primary suite boasts a generous 300 sq ft private lanai, capturing ocean vistas and offering a peaceful retreat.This South Maui gem combines location, comfort, and island charm—ready to welcome its next owner home. Seller is a licensed Realtor in the state of Hawai'i.

250 Hoohale Pl, Kihei

Listing courtesy of Hawaii Life (W).

$6,950,000

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).

$2,500,000

3 Beds ⋅ 2 Baths ⋅ 409916 MLS ⋅ Fee Simple Tenure

Discover one of Maui Meadows' hidden gems at the end of a quiet, private cul-de-sac. This beautifully updated home feels like a modern treehouse, surrounded by stunning ocean, mountain, and sunset views with no wires enjoyed from multiple lanai spaces. The main level features bright, open living, a contemporary kitchen, and a gorgeous primary suite with a soaking tub overlooking the ocean. Downstairs offers a large family room, two spacious bedrooms, abundant storage, and walk-out access to the pool, hot tub, and entertaining deck. With tropical landscaping, low-maintenance materials throughout, and an adjacent lot optionally available to the buyer, this is a rare Maui Meadows retreat offering privacy, views, and flexible living in one of South Maui's most desired neighborhoods.

3124 Nahenahe Pl, Kihei

Listing courtesy of Hawaii Life (W).

$3,895,000

4 Beds ⋅ 4 Baths ⋅ 409908 MLS ⋅ Fee Simple Tenure

Nestled within the prestigious Wailea Pualani community, 390 Pualoa Nani Place offers the essence of luxury island living with privacy, elegance, and the relaxed sophistication that defines Wailea. Surrounded by lush tropical landscaping and swaying palms, this beautifully designed residence welcomes you with a grand driveway entrance and exceptional curb appeal. Inside, the home blends comfort and functionality with spacious living areas, abundant natural light, and quality finishes throughout. The residence showcases magnificent views of the West Maui Mountains along with beautiful glimpses of the Pacific Ocean, creating a peaceful backdrop from multiple areas of the home. Recently enhanced with brand-new quartz countertops as well as upgraded flooring, the property reflects quality craftsmanship and modern island elegance. The expansive laundry and utility room provides generous storage and workspace, while the thoughtfully designed floor plan creates seamless indoor-outdoor living ideal for entertaining or peaceful everyday enjoyment. Adding to the uniqueness of this exceptional offering is a magnificent curated art collection that complements the home's sophisticated ambiance and tropical luxury setting. (Please see attached document with photos of the art pieces included in the sale.) This is also an extraordinary opportunity to own a home with exceptional energy independence and efficiency. The property is equipped with an impressive owned photovoltaic system featuring approximately 69 solar panels along with three Tesla Powerwall batteries, providing substantial renewable energy production, backup power capability, and long-term utility savings. This remarkable solar investment enhances both the value and sustainability of the property while supporting the Maui lifestyle with modern energy resilience. From the aerial perspective, the home's positioning captures privacy and tranquility with neighboring greenery and open space, creating a serene tropical environment. Located moments from world-class beaches, championship golf courses, luxury resorts, fine dining, and upscale shopping in Wailea, this exceptional residence offers the perfect blend of comfort, convenience, luxury, sustainability, and the coveted Wailea lifestyle.

390 Pualoa Nani Pl, Kihei

Listing courtesy of Engel & Volkers Maui.

$4,500,000

5 Beds ⋅ 4 Baths ⋅ 409863 MLS ⋅ Fee Simple Tenure

E Komo Mai to Your Own Private Paradise Above Wailea As you pass through the gates at 3264 Keha Drive, a lush tropical landscape unfolds before you. Spread across nearly three-quarters of an acre in the heart of Maui Meadows, this private sanctuary welcomes you home. Every detail of this incredible multi-family estate has been designed to embrace the beauty and peacefulness of island living, while delivering the comforts and amenities of a private luxury retreat. Cascading waterfalls and a tranquil koi pond greet you upon arrival, and from the very first moment, the stage is set for an immersive Maui experience. Perched high above Wailea on the sun-warmed slopes of Haleakala, this estate commands a 180-degree panoramic view that stops you in your tracks every single time. The Pacific stretches endlessly before you, with Kaho'olawe rising from the sea to the left and Lana'i to the right, two islands framing a horizon that transforms at golden hour into something that simply cannot be described, only witnessed. This is the view that Maui is famous for, and it belongs to this home. Life here is lived looking outward from every vantage point the estate offers. Mornings begin slowly, coffee in hand, the ocean laid out below you. Evenings end with the sun dropping toward the horizon as the sky ignites in brilliant color, the trade winds moving through, each sunset an original. You will never see the same one twice. The estate is rare in both scale and versatility, offering significant square footage and a multi-structure configuration that opens up genuine possibilities. The main residence, complete with two living rooms and generous proportions, is complemented by an attached private guest suite, a separate two-bedroom rental, and an additional private guest suite. For a multi-generational family, it is the perfect gathering place. For the investor, it is an income-producing property with the rental infrastructure already in place. Outside, resort-caliber living awaits. A sparkling pool anchors the outdoor space, with a sauna, steam room, full outdoor bar, and poolside television all within reach, thoughtfully designed for quiet mornings and unforgettable gatherings alike. These spaces don't just complement the Maui lifestyle; they embody it. Over 72 solar panels paired with integrated smart home technology run quietly in the background, dramatically reducing energy costs and delivering the kind of efficiency a property of this caliber deserves. A fully electric Nissan Leaf and dedicated charging station are included, making the transition to island living as seamless as it should be. This estate is offered fully furnished and completely turnkey, perfectly suited for the island family ready to settle into something exceptional, the buyer watching another winter roll in somewhere far from here, or the investor seeking a property that works as beautifully as it looks. Bring your suitcase. Everything else is already waiting. Opportunities like this are rare. The elevation, the views, the scale, the versatility, all within one of Maui's most coveted neighborhoods. This kind of property doesn't come around often, and when it does, it doesn't last. Resort Living. Island Privacy. Endless Possibilities.

3264 Keha Dr, Kihei

Listing courtesy of eXp Realty.

$45,000,000

8 Beds ⋅ 8 Baths ⋅ 409860 MLS ⋅ Fee Simple Tenure

An exceptionally rare opportunity to acquire two side-by-side oceanfront properties that creates a private coastal compound in one of South Maui’s most coveted enclaves. Positioned approximately 40 feet above a pristine crescent-shaped white sand beach this offering delivers a setting that cannot be duplicated under current coastal regulations. Behind a gated entry, the combined estate offers unmatched scale, privacy, and flexibility ideal as a legacy family retreat, multi-generational compound, or secure oceanfront enclave. Expansive decks from 2 distinct residences project toward the horizon, capturing sweeping panoramic views from Makena to the West Maui Mountains, with year-round sunsets and an ever-changing Pacific backdrop. A gated footpath leads to a secluded stretch of sand known as “Secret Beach,” offering rare, near-private access just steps from your door. Opportunities of this magnitude—two contiguous oceanfront parcels with elevation, privacy, and direct beach access—are extraordinarily limited. Offered together, this is a chance to secure a one-of-one compound in a supply-constrained market where replacement is simply not possible. Minutes from Wailea’s world-class golf, dining, and shopping, yet worlds apart in privacy and setting. Legacy property. Irreplaceable location. Finite opportunity. **Disclosure, some images have been virtually staged**

4640 & 4650 Makena Rd, Kihei

Listing courtesy of Hawaii Life (W).

$1,190,000

4 Beds ⋅ 2 Baths ⋅ 409832 MLS ⋅ Fee Simple Tenure

Welcome to this one-of-a-kind opportunity to own a freshly renovated home in the heart of Kihei, just a short walk to one of South Maui’s most popular beaches and conveniently located near shops and restaurants. This beautiful 4-bedroom, 2-bathroom home was fully remodeled in 2024-2025, featuring brand new roofing, windows, doors, exterior stucco, plumbing, and updated electrical wiring and fixtures. The kitchen includes all-new cabinets with quartz countertops, new appliances, and the bathrooms feature tiled showers. Vinyl flooring has been installed throughout. The yard has been refreshed with a new irrigation system and freshly planted grass. Experience island-style living: park your car in the carport, stroll to nearby shops to run errands, take a walk at the park during sunset, and enjoy dinner at one of the many local restaurants on your way home. This is Unit A of Kanoe St Condominium, a four-unit CPR. Unit D (MLS #406499) is also available. Some of the photos are digitally staged. Contact your favorite Realtor to schedule a showing today.

2055 Kanoe St Unit A, Kihei

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

$12,400,000

5 Beds ⋅ 6 Baths ⋅ 409793 MLS ⋅ Fee Simple Tenure

In 2015, a family from Idaho built this home for one purpose: to bring everyone together on the ocean in Maui. A place where children and grandchildren could land, spread out, and stay awhile. A decade later, it is offered for the first time. Fee simple, sandy beachfront on the quiet end of Halama Street, built by Smith Builders Maui with materials chosen to outlast the people who chose them. Inside, the craftsmanship is deliberate and quiet. Douglas fir wainscoting, artisan wallpaper, Rocky Mountain hardware. Five ensuite bedrooms, so everyone has their own space and no one is underfoot. The primary suite claims the entire upper level: dual closets, a dedicated office, its own laundry, and an oversized covered lanai exclusive to the upper floor. Ocean views to the front, mountain and garden views beyond. Whoever owns this home can host the whole family and still have somewhere to breathe. The kitchen, dining, and living spaces open directly to the coast. Pool, lawn, palms, then sandy beach, then ocean. The Pacific is not a backdrop here. It is the reason for all of it. The 3-car garage includes an upstairs ohana, ready for an onsite caretaker or extended family overflow. Monier tile roof, Hardie siding, copper gutters: a home that locks, leaves, and waits without complaint. Quiet enough to feel removed. Close enough to Kihei’s dining and conveniences that proximity is never a question. This is what multigenerational ownership looks like on Maui.

1536 Halama St, Kihei

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

$1,375,000

3 Beds ⋅ 4 Baths ⋅ 409735 MLS ⋅ Fee Simple Tenure

Located in a quiet cul-de-sac in Central Kihei, 94 Mehani Place offers exceptional flexibility and value with a 3-bedroom, 3.5-bath main home (1,696 sqft) plus a detached 1-bedroom, 1-bath ohana (480 sqft). Positioned on a generous 10,487 sq. ft. corner lot, the property enjoys enhanced privacy, expanded lush outdoor space, and a well-maintained fully fenced / gated yard that is ideal for entertaining, relaxing, and pets. Best of all, no HOA fees! The main home features multiple living areas and spacious upstairs and downstairs lanais with mountain views, creating a comfortable indoor-outdoor lifestyle. The detached ohana adds versatility for extended family, guests, or potential rental income. Energy efficiency is a standout with 20 owned photovoltaic solar panels, battery storage, and an EV charge in the garage, and remote front window blinds—helping keep utility costs to a low minimum. Centrally located just minutes from beaches, shopping, dining, and schools, this is a rare opportunity to own a flexible, income-producing property in a prime South Maui location. Want to book a showing? Easy to show with just a 24 hour notice!

94 Mehani Pl, Kihei

Listing courtesy of Keller Williams Realty Maui-Ka.

$26,500,000

6 Beds ⋅ 6 Baths ⋅ 409734 MLS ⋅ Fee Simple Tenure

THE ULTIMATE MAUI DREAM . .The most sophisticated are no longer asking where to live . .They are asking, “Where can we breathe?” Welcome to The Makena Generational Oceanside Retreat offering resort-style living with smart-home technology, unobstructed ocean & sunset views, Haleakala sunrise views situated on a professionally landscaped one-acre gated and walled tropical estate.The fully operational compound is ready for occupancy offering a vast combination of energy efficiency, self-sufficiency and refined comfort featuring the largest residential Tesla Solar Roof in the US installed in 2024. A unique opportunity to own a private Maui sanctuary of this stature where luxury, wellness and sustainability coexist in harmony. The indoor-outdoor lifestyle is designed for multigenerational living, executive retreats and legacy ownership. In a world moving faster than ever, it is intentionally crafted for life to slow down. Extensively upgraded under the current owner with substantial infrastructure, aesthetic and technology enhancements, the property is now offered well below current replacement cost. The Makena community remains one of Maui’s most coveted luxury destinations. The current property manager creates effortless luxury living with lock-and-leave convenience. The luxurious amenities are endless. The privately separated interior living areas offer exceptional craftsmanship, premium wood finishes, floor-to-ceiling bifold glass doors, elevator, gourmet kitchen, exercise area, massage room, sauna, and steam shower. The dramatic custom water features include a puka lava entry waterfall with pond and interior floor-to-ceiling water feature at the base of the floating staircase. The additional luxury oceanside pool home with its oversized heated pool includes its own gourmet kitchen, Italian brick pizza oven and rear projection entertainment system. Combined with many additional features, the estate offers a total of 8b-8b comfortably accommodating up to 16 guests. Parking is a breeze with a 4+car garage and generous additional parking areas.

7505 Makena Rd, Kihei

Listing courtesy of Compass-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.

$1,290,000

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.

$5,900,000

4 Beds ⋅ 3 Baths ⋅ 409667 MLS ⋅ Fee Simple Tenure

Experience practical elegance in this thoughtfully designed single level custom Wailea home, completed in 2021. Enjoy the magnificent & expansive ocean views, perfect for sunsets & whale watching (during whale season). Perfectly positioned at the top of Wailea in The Ridge at Wailea, a coveted neighborhood with just nine lots. This 4 bedroom, 3 bathroom home with a separate home office blends luxury and comfort with open living spaces that flow seamlessly to the pool & outdoor area. Owned photovoltaic, central air conditioning, generous size garage with workspace & extra storage and a gated driveway. Enjoy a spacious fenced in yard surrounded by mature landscaping, citrus trees and garden bed. A rare offering combining refined design, functionality and the best of Maui’s indoor-outdoor living. Listor is one of the Sellers.

19 Halapa Pl, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

$1,999,000

2 Beds ⋅ 2 Baths ⋅ 409663 MLS ⋅ Fee Simple Tenure

Welcome to your private tropical oasis in serene Maui Meadows. This remarkable and rare property spans over a 0.52-acre corner lot, offering a true resort-style experience with lush tropical landscaping that provides exceptional privacy and tranquility. This unique estate features three distinct dwellings, making it ideal for multi-generational living, rental income opportunities, or a private family compound. Situated on a corner lot, two of the dwellings are accessed through their own automatic gated entry off Mililani Place. The main residence enjoys a separate private gated entrance off Mapu Place, where the owner has enhanced the property with poured concrete and covered gazebo parking areas. The property offers abundant storage, including a standalone tool shed, additional storage space for seasonal items, and a workshop area—perfect for a DIY enthusiast. The main home features an open and airy floor plan with 2 spacious bedrooms, 2 bathrooms, and an office area. The primary suite includes a beautifully renovated outdoor shower, walk-in closet, ensuite bath, and additional storage space. High vaulted ceilings and an updated kitchen enhance the living space, which opens to a private, fenced backyard complete with a vegetable garden and irrigation system. Split A/C systems have been installed throughout for energy efficiency and customizable cooling. A large south-facing lanai overlooks the tropical grounds and pool, seamlessly extending the living space beyond the interior square footage. The charming 496 sq ft cottage is tucked among the lush gardens and offers 1 bedroom and 1 bathroom with high ceilings and a spacious lanai for indoor-outdoor living. The cottage has been tastefully updated with granite finishes, new tile, and high-end vinyl flooring throughout. Additional features include a private outdoor shower, BBQ area, its own washer and dryer, A/C, and two off-street parking spaces. The newly renovated 352 sq ft studio has been thoughtfully upgraded with marble finishes, a new tub, vanity, and flooring. The kitchen includes new cabinetry, full-size refrigerator, dishwasher, and garbage disposal. Additional highlights include high-end vinyl flooring, ample storage with a pantry and closet, a private lanai, an outdoor shower, and its own washer and dryer. Enjoy glimpses of the ocean along with stunning West Maui Mountain views. The property is also rich with mature fruit trees, including mango, tangerine, blood orange, lemon, banana, avocado, soursop, and lilikoi—perfect for those who appreciate island living and homegrown produce. This is a rare opportunity to own a versatile and private estate in one of Maui’s most desirable neighborhoods—offering the perfect blend of seclusion, flexibility, and convenience. Truly a slice of paradise. Property is being sold AS IS. Listing agent is related to the seller. Seller holds an Inactive RE License.

3161 Mapu Pl, Kihei

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

$2,390,000

3 Beds ⋅ 2 Baths ⋅ 409661 MLS ⋅ Fee Simple Tenure

Welcome home to this impeccably maintained, turn-key residence in the highly sought-after Kilohana Ridge community in South Kihei. Thoughtfully designed for comfort and easy island living, the home is filled with natural light as expansive living room windows frame the lush tropical landscaping beyond. Travertine flooring and stainless steel appliances add a refined touch throughout the interior. The open-concept kitchen offers abundant storage, a convection range, and seamless access to the inviting outdoor patio — an ideal setting for entertaining guests or enjoying peaceful evenings at home. A custom-designed stucco wall blends harmoniously with the terraced backyard wall, where thoughtfully curated landscaping creates a tranquil sense of privacy and serenity. The spacious primary suite has a walk-in closet and an ensuite bath complete with a soaking tub and beautifully tiled shower. Two additional bedrooms offer generous space and flexibility, while the secondary bathroom carries through the same custom tile work for a cohesive design aesthetic. Additional highlights include an owned photovoltaic system with a Tesla battery for energy efficiency, central air conditioning, and an additional split AC system dedicated to the primary bedroom for added comfort. The home also features a two-car garage. Ideally situated, the home is just a 5–10 minute walk to the golden sands of Keawakapu Beach and only moments from Wailea’s championship golf courses, exceptional dining, shopping, and a variety of nearby amenities. This home invites you to settle in and immediately enjoy the Maui lifestyle.

108 Ahekolo St, Kihei

Listing courtesy of Hawaii Life (W).

$2,848,000

3 Beds ⋅ 4 Baths ⋅ 409610 MLS ⋅ Fee Simple Tenure

A private Wailea Kialoa retreat, where chic island elegance meets effortless living. This custom single-level 3-bedroom, 3.5-bath residence offers an open and thoughtfully crafted floor plan with seamless indoor-outdoor living. The expansive great room connects to a covered lanai through retractable pocket doors, creating an ideal setting for everyday living and entertaining. The well-appointed chef’s kitchen features striking granite surfaces, paired with timeless wood finishes throughout, custom wood cabinetry, and premium appliances including Viking, Bosch, and Sub-Zero, along with a large dine-in bar and adjacent dining area. The serene primary suite includes a secluded lanai, large walk-in closet, and an en-suite bath with spa inspired dual vanities, soaking tub, and walk-in shower. Two additional guest bedrooms each offer en-suite baths and direct outdoor access, providing privacy and flexibility. Outdoor amenities include a lagoon-style pool and spa, tropical landscaped yard, and mature trees, foliage and lava rock wall for your own private sanctuary. Additional features include a spacious 2-car garage with workroom/storage area. Conveniently located near Wailea’s white sandy beaches, award winning golf courses, world class dining, and shopping.

230 E Panana Pl, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

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