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$29,900,000
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.

$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.

$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).

$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.

Based on information from the Multiple Listing Service of Hicentral MLS, Ltd. Listings last updated on . Information is deemed reliable but not guaranteed. Copyright: 2026 by HiCentral MLS, Ltd. IDX information is provided exclusively for consumers' personal, non-commercial use. It may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.