Kihei Real Estate | Kihei Single Family Homes for Sale

3 Beds ⋅ 3 Baths ⋅ 409554 MLS ⋅ Fee Simple Tenure

Also listed as Condominium MLS#409553. This is a Residential CPR.Rare offering in South Maui! Southpointe Home H is a residential condominium one of only 10 in the entire complex. Home H is a beautiful two story home in a residential condominium that lives like a home! Let the home owners association take care of the exterior upkeep while you enjoy the fantastic Maui lifestyle. Home H offers beautifully tiled floor throughout, a new roof in 2026, new central A/C in 2026 and a new hot water heater in 2025. All of this and a two car garage, private driveway and a fully fenced private back yard. Located in North Kihei with easy access to town, shopping and the airport. Restaurants, white sandy beaches and water activities are all within easy access. Maintenance fees include Water/Sewer, trash, Master insurance, TV cable with high speed internet and back yard and exterior maintenance. Southpointe Community also offers private security. Call your favorite REALTOR® to view this outstanding value.

480 Kenolio Rd Unit H, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

$1,899,000

4 Beds ⋅ 3 Baths ⋅ 409548 MLS ⋅ Fee Simple Tenure

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

211 Kuli Puu St, Kihei

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

$2,500,000

4 Beds ⋅ 4 Baths ⋅ 409511 MLS ⋅ Fee Simple Tenure

Exceptional 3Bed/3Bath with 1B/1.5B Detached Ohana in front, BOTH with Expansive Ocean views and wrap around decks. House has two wrap around decks with Ocean views from living areas, kitchen, and bedrooms. Vaulted ceilings with open floor plan. 1Bedroom Ohana has covered carport, large deck also with Ocean views from living area and deck. Buildings were painted and tented this year. Driveway was graded and new gravel just put in in May 2026. Fruit producing Manago tree in fenced back yard with BBQ and storage shed.

3275 Kehala Dr Unit 3275 A Kehala Dr, Kihei

Listing courtesy of AOK Properties LLC.

$2,695,000

4 Beds ⋅ 4 Baths ⋅ 409490 MLS ⋅ Fee Simple Tenure

Also listed as Condo MLS# 409467. In the best location in Kanani Wailea, adjacent to expansive open space and unobstructed ocean views, this exceptional single-level residence offers the community’s most desirable floor plan. Located in an exclusive gated enclave of just 38 detached residential condominiums, this beautifully appointed 4-bedroom, 4-bath home blends luxury, privacy, and effortless island living. The 2,129 sq. ft. interior features an open-concept design filled with natural light and quality finishes like Hunter Douglas interior blinds and remote exterior blinds. The recently remodeled kitchen features top-of-the-line appliances like Wolf and Sub-Zero. Modern upgrades include the latest Wi-Fi system, a multi-zone Sonos sound system throughout, and a security system for added convenience and peace of mind. Two true primary suites offer spacious walk-in closets and large double-vanity baths, each remodeled with Toto Washlets. A third bedroom is located in the main living area with a full bath just across the hall, while the fourth bedroom and bath are privately situated off the courtyard—ideal for guests or extended family. Offered fully furnished and turn-key, the home includes a complete inventory of housewares and essentials, making it ready for immediate enjoyment or effortless second-home ownership. Lovely ocean views with dreamy sunsets from your large, private lanai, and the ease of lock-and-leave ownership make this home especially appealing. Association-maintained landscaping enhances the carefree lifestyle. Kanani Wailea amenities include a heated infinity-edge pool, spa, fitness room, and cabana with full kitchen. Just minutes from Wailea’s world-class beaches, golf, dining, and shopping, this is a rare opportunity to own in one of South Maui’s most coveted communities.

100 Poailani Pl Unit 29, Kihei

Listing courtesy of McEntire Realty.

$1,669,999

4 Beds ⋅ 3 Baths ⋅ 409473 MLS ⋅ Fee Simple Tenure

Nestled in a desirable South Kihei cul-de-sac, this 4-bedroom, 3-bathroom single-family home offers approximately 2,046 sq ft of interior living space on a 7,501 sq ft lot. The two-story design provides a flexible and functional layout with abundant natural light and refreshing trade winds throughout. Enjoy indoor-outdoor living with a covered lanai, perfect for relaxing or entertaining, along with pleasant mountain views that enhance the home's inviting atmosphere. The property presents an excellent opportunity for customization and personal touches to suit your vision. Conveniently located just minutes from South Maui's renowned beaches, including Kamaole Beach Parks, as well as shopping, dining, schools, and Wailea resort amenities. No HOA. Ideal for both owner-occupants and investors seeking a well-located home in one of Kihei's established neighborhoods.

2627 Lioholo St, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

$2,499,000

3 Beds ⋅ 3 Baths ⋅ 409471 MLS ⋅ Fee Simple Tenure

Enjoy incredible ocean views from this beautifully updated home and cottage located in the highly sought-after Maui Meadows neighborhood. Tucked away on a quiet cul-de-sac, this .59-acre property offers exceptional privacy surrounded by lush tropical landscaping, while the spacious pool and deck area create the perfect setting for relaxing or entertaining in true island style. The main residence has been recently remodeled and features high ceilings, a stunning chef's kitchen designed for both everyday living and hosting, as well as a loft that can be used as an office or private retreat. This custom pole house offers 3 bedrooms and 3 bathrooms with lanai spaces that seamlessly blend indoor and outdoor living. A separate 1-bedroom, 1-bath cottage provides excellent flexibility for guests or extended family. One of the unique highlights of this property is the unobstructed ocean views with no power lines in sight, enhancing the natural beauty of the setting. This is a truly special island home you won't want to miss. The location is unbeatable—peaceful and private, yet just minutes from the world-famous beaches, resorts, restaurants, shopping and golf courses. Your own tropical paradise awaits. Main residence is being sold furnished; the ohana is unfurnished

3450 Malina Pl, Kihei

Listing courtesy of Wailea Point Realty, Inc..

$1,749,900

4 Beds ⋅ 4 Baths ⋅ 409400 MLS ⋅ Fee Simple Tenure

This well-maintained 2,700 sq. ft. home offers an exceptional, highly flexible layout. The upper level features the main primary bedroom suite and a beautifully remodeled kitchen that opens to a bright living area and a spacious lanai with a hot tub—perfect for indoor-outdoor entertaining. The lower level offers one bedroom with an attached bath, plus two additional separate bedrooms, a newly renovated full bath and a den. This configuration is ideal for extended family, guests, or long-term home-sharing opportunities. Energy-efficient features include a 40-panel owned solar system, and a new solar hot water heater which helps keep utility costs low. The solar system also powers a 240V EV charger that allows for low-cost vehicle charging at home. The large landscaped yard offers room for an ohana, pool, or future expansion. Located just up the street from Kamaole Beach Park III, this home enjoys close proximity to one of South Maui's best beach parks, as well as nearby restaurants, shopping, and conveniences. Furnishings negotiable.

2727 Puu Hoolai St, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

$2,500,000

4 Beds ⋅ 4 Baths ⋅ 409304 MLS ⋅ Fee Simple Tenure

A true family home offering expansive living space and room to breathe. This beautifully renovated property features tasteful finishes throughout, a large wraparound deck with great ocean and mountain views, a spacious three-car carport, and a dedicated workshop. The main home includes an extended living area that's ideal for multigenerational living generous in size and conveniently located on the main level for easy access. In addition, there's a charming two-bedroom cottage with its own carport, plus a stunning resort-style pool perfectly tucked away for maximum privacy. This property is all about seclusion and comfort an exceptional Maui retreat. Not a drive-by, as it's impossible to appreciate all the features from the street. Enjoy your own backyard oasis with mature mango, papaya, and pomelo trees providing a fresh tropical harvest.

487 Hoala Dr, Kihei

Listing courtesy of Hawaii Life (W).

$1,995,000

4 Beds ⋅ 3 Baths ⋅ 409303 MLS ⋅ Fee Simple Tenure

OVERVIEW: Within the sought-after and well-managed Honu Alahele neighborhood in South Maui, known for its maintained setting and residential feel, and just a short distance from miles of pristine sandy beaches, 34 Honuea Street stands apart as one of the only newer-construction homes available for sale. Completed in 2023 and paired with a fully detached cottage, remodeled in 2021, the property offers a level of flexibility that is increasingly hard to find, including 3,340 total square feet under roof and $612 price per square foot. MAIN RESIDENCE (4BR / 2.5BA) COMPLETED 2023: The main residence reflects a clean, modern aesthetic grounded in simplicity and thoughtful design. Natural light and generous ceiling heights create a sense of volume throughout, while the open-concept layout allows the home to flow easily from one space to the next. At the center, a spacious kitchen anchors daily living, featuring an oversized island with counter seating, granite countertops, and a full appliance suite. The kitchen connects seamlessly to the dining and living areas, with sliding door opening to a private lanai and fenced yard, creating an easy indoor-outdoor rhythm that suits life in South Maui.Upstairs, the primary suite offers a quiet retreat with its own balcony, a spacious ensuite bath, and a well-designed walk-in closet with built-ins. A flexible, great room provides additional space for work, relaxation, or gathering, complemented by three additional bedrooms, a full bath, and a dedicated laundry room. Dual-zone air conditioning with Carrier central and Mitsubishi split systems supports efficient, comfortable living and there is also a water filtering system throughout the home. DETACHED COTTAGE (1BR / 1BA) REMODELED 2021: Set apart from the main residence, the detached one-bedroom cottage offers a fully self-contained living space with its own gated driveway, carport, private lanai, and kitchen. It provides a level of independence that works well for extended family, long-term guests, or long-term rental income. ENERGY EFFICIENCY: Energy efficiency is one of the property’s strongest advantages, with an electric bill that approaches zero. The main residence is supported by 22 photovoltaic solar panels, Enphase microinverters, dual Tesla Powerwall backup units and two EV charging stations. Together, these systems generate and store power, helping reduce monthly utility costs while providing added reliability. The detached cottage also includes its own photovoltaic solar system, extending the energy-conscious design across both structures. THE LOCATION: Located just minutes from Great Schools, near 5-mile Sugar Beach, the Kihei Farmers Market, and the Kihei Canoe Club, with convenient access to dining, daily essentials, and Central Maui, the setting offers both accessibility and a strong sense of neighborhood. SUMMARY: A Newer Home, a fully Detached Cottage, and a layout designed for how people actually live. 34 Honuea Street presents a rare opportunity in today’s Kihei market.

34 Honuea St, Kihei

Listing courtesy of Maui Real Estate Advisors LLC.

$2,225,000

3 Beds ⋅ 3 Baths ⋅ 409250 MLS ⋅ Fee Simple Tenure

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

3386 E Lani Ikena Way, Kihei

Listing courtesy of Compass-W.

$1,299,000

1 Beds ⋅ 1 Baths ⋅ 409238 MLS ⋅ Fee Simple Tenure

3330 Kehala Drive presents a unique opportunity in Maui Meadows with endless possibilities on one of the largest lots in the community. Spanning over a half acre, this property offers exceptional space, privacy, and flexibility in one of South Maui’s most desirable neighborhoods. Mature tropical landscaping and a serene, park-like setting create the ideal backdrop for creating your dream estate. The existing cottage is tucked away in a quiet and private location, providing comfortable living while you plan your vision. There is ample room to expand by building a main home all while capturing enchanting ocean and outer island views. The expansive grounds offer plenty of space for a pool, outdoor entertaining areas, gardens, or just about anything else you could imagine, allowing you to design a true Maui lifestyle compound. Whether you’re a first time home buyer looking to get into Maui Meadows or a general contractor seeking your next project, the upside and flexibility here are undeniable. Close proximity to the Wailea resort offers multiple amenities nearby. This is a special opportunity to create, customize, and unlock long term value in one of South Maui’s most sought after communities.

3330 Kehala Dr, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

$1,999,000

3 Beds ⋅ 2 Baths ⋅ 409237 MLS ⋅ Fee Simple Tenure

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

505 Hoohalahala St, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

$1,199,000

5 Beds ⋅ 3 Baths ⋅ 409208 MLS ⋅ Fee Simple Tenure

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

442 Kenolio Rd Unit A, Kihei

Listing courtesy of West Maui Land Company Inc.

$1,275,000

3 Beds ⋅ 2 Baths ⋅ 409196 MLS ⋅ Fee Simple Tenure

If you are looking for an excellent investment opportunity, a private family compound, or a home for yourself with solid rental income on the side, 279 Olani Place deserves your attention. This well-maintained property features a 3-bedroom/2 bath open plan main house and a 1 bedroom/1 bath ohana, located two blocks away from the longest stretch of sandy beach on Maui. Situated on a quiet cul de sac, on a private flag lot set up from the street, this property offers a fully-enclosed low-maintenance compound in one of the best locations on the island, conveniently close to so much of Maui. In 2018, the main house kitchen and bathrooms were renovated and new roofing was installed. In 2024 new luxury plank flooring was installed throughout the interior, and both generous decks were replaced, including stainless steel railings and an outside shower on the back deck, perfect after a trip to the beach. Also in 2024, a new split AC system was installed. The next door ohana is fully self-contained with its own electric meter and solar water heater. The kitchen and bathroom were renovated in 2018. Next to the ohana is outside shower is a truly therapeutic high end hot tub, ready anytime to soothe your aching muscles. Currently, the house and ohana together would bring in close to $6700 monthly, and would offer a great opportunity for investors. At its price, this property also offers a great opportunity for a family that wants to live close, near the beach. And maybe rent out the ohana. This property offers many opportunities, and is ready to sell. Schedule your appointment today.

279 Olani Pl, Kihei

Listing courtesy of Real Broker.

$1,600,000

3 Beds ⋅ 3 Baths ⋅ 409154 MLS ⋅ Fee Simple Tenure

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

116 Honuhula Pl, Kihei

Listing courtesy of Whalers Investment Group LLC.

$1,595,000

4 Beds ⋅ 3 Baths ⋅ 409072 MLS ⋅ Fee Simple Tenure

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

301 Ohina Pl, Kihei

Listing courtesy of Redfin Corporation.

$1,299,000

3 Beds ⋅ 4 Baths ⋅ 409039 MLS ⋅ Fee Simple Tenure

Panoramic views of the Pacific Ocean, West Maui Mountains, and Lanai Island highlight this beautifully renovated North Kihei home in Ka Ono Ulu Estates. With recent improvements, a newer roof, and freshly-painted inside and out, this move-in-ready property offers exceptional value. The light-filled upper level features vaulted ceilings, split A/C, new flooring, a remodeled kitchen, and an open great room with expansive windows, perfect for enjoying Haleakala sunrises and Maui sunsets. The primary suite offers stunning ocean views and a beautifully renovated bath. Downstairs provides a spacious 1-bedroom, 1-bath mother-in-law suite, plus an additional nonconforming bonus room and bath ideal for guests, extended family, or a home office. The large, level yard offers space for a future pool or putting green, gardens and outdoor entertaining. Conveniently located just minutes from beaches, shopping, dining, and all of Kihei’s amenities. Move right into this delightful island home with ocean view lanai, room for gathering family and friends, flexible living spaces, pride of ownership, and major improvements already complete. Enjoy the Maui lifestyle from day one!

568 Kaiola St, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

$18,900,000

4 Beds ⋅ 5 Baths ⋅ 409020 MLS ⋅ Fee Simple Tenure

Experience the best of South Maui living in this exclusive Makena Sunset residence, ideally located directly across from Maluaka Beach, Makena, Maui. Enter through a private gated entry to one of only four homes in this intimate and highly sought-after neighborhood. Enjoy the ultimate island lifestyle with the beach just steps away for snorkeling, swimming, and sunsets. This spacious home features 4 bedrooms and 4 full and 2 half baths, designed for comfortable indoor-outdoor living. The large open kitchen flows seamlessly into the main living area, perfect for entertaining family and friends. Outside, a private pool and spa create a relaxing retreat surrounded by the beauty and tranquility of Makena. Rarely available and exceptionally located, this property offers privacy, exclusivity, and effortless access to one of Maui’s most beloved beaches. This offering affords the new owner to apply for membership to Makena Golf and Beach Club. This offering is a standalone home within Makena Sunset, a Residential Condominium.

5417 Makena Rd Unit 2, Kihei

Listing courtesy of Discovery Makena Realty LLC.

$1,850,000

4 Beds ⋅ 3 Baths ⋅ 408930 MLS ⋅ Fee Simple Tenure

Pacific Terrace in South Kihei is one of the most charming neighborhoods on the island, perfectly located, just a short distance to the beach and great restaurants. This four-bedroom 3 bath home a newly renovated kitchen, new roof, and solar panels. Open floor plan, a large primary suite with a big walk-in closet, 3 large lanais, and the outside has recently been entirely painted. Enjoy a quaint little ocean view from the lanai. There is a beautifully landscaped backyard complete with fruit trees. If you’re looking for the perfect home or your little slice of paradise, this may be the perfect fit.

2597 Moolio Pl, Kihei

Listing courtesy of Hawaii Life (W).

$2,395,000

4 Beds ⋅ 4 Baths ⋅ 408884 MLS ⋅ Fee Simple Tenure

FIRST TIME available. LARGEST single-level floor plan in Moana Estates! Prime park-front location with OCEAN views and spectacular sunsets. Located in South Kihei, walking distance to Kamalii Elementary School and less than a mile to South Maui's beautiful beaches. Just minutes from the world-renowned Wailea resort area offering luxury shopping, dining, and golf. This 4-bedroom, 3.5-bath home features vaulted ceilings, an open-concept layout, and abundant natural light. Recent upgrades include quartz kitchen countertops, new life-proof flooring, and a new A/C condenser. Outdoor living shines with a private pool, hot tub, and fully fenced backyard-perfect for entertaining and enjoying Maui's year-round sunshine. Energy-efficient with 46 owned solar panels, helping reduce utility costs. An exceptional opportunity to own one of Moana Estates' most desirable floor plans in an unbeatable location.

66 Moana Ave Unit Lot 64, Kihei

Listing courtesy of Coldwell Banker Island Prop-Ku.

$9,000,000

2 Beds ⋅ 4 Baths ⋅ 408876 MLS ⋅ Fee Simple Tenure

Over an acre of direct beachfront in Makena is an exceptional rarity — and 4584 Makena Road stands as one of the most compelling value opportunities along Maui's coastline. Positioned on Poolenalena Beach, the property offers expansive grounds, exceptional privacy, and irreplaceable beach frontage. The existing residence requires renovation, making this an ideal opportunity for investors or end users seeking to add value in a location where land alone commands a premium. With limited beachfront inventory in Makena, the ability to renovate or reimagine a home on a parcel of this size represents a strategic acquisition. Peaceful and secluded, yet within walking distance of the Wailea Beach Path and celebrated resorts including Fairmont Kea Lani, Four Seasons, Grand Wailea, and Andaz, this offering combines lo-cation, land, and long-term upside in one of Hawaii’s most prestigious enclaves.

4584 Makena Rd, Kihei

Listing courtesy of Island Sotheby's Int'l Rlty(W).

$1,385,000

3 Beds ⋅ 2 Baths ⋅ 408833 MLS ⋅ Fee Simple Tenure

Single Level Main Home plus Detached Cottage in South Kihei. Close to the Ocean, Outside the Flood Zone. Two fully detached dwellings on one property, just minutes from Kihei’s beaches, dining, and everyday conveniences. Close enough to enjoy morning ocean strolls and sunset skies, yet positioned outside of the flood zone for added peace of mind. The main residence offers 3 bedrooms and 2 bathrooms with high vaulted ceilings that create an open, airy feel throughout. Ceramic tile flooring runs seamlessly across the home for durability and easy island living, while the kitchen features Silestone countertops and functional workspace. A separate interior laundry area adds convenience. One of the standout features is the expansive covered patio — currently utilized as a home gym and recreation area — offering flexible space that could easily transform into an outdoor lounge, dining area, or entertainment retreat. The main home also enjoys its own private front yard framed by a distinctive blue rock wall, adding both character and separation. Privately positioned behind the primary home, the fully detached 2 bedroom, 1 bathroom cottage offers its own comfortable living space with a spacious open floor plan. The cottage includes a small private backyard, generous storage, and a separate electric meter, enhancing independence between dwellings. Located in desirable South Kihei, near beaches, parks, restaurants, and shopping, this property offers flexibility for extended living, rental potential, or long-term investment. Property is fully tenant occupied. Please do not disturb occupants. Some bedroom photos have been virtually modified to minimize personal items for presentation purposes.

113 Lanakila Pl, Kihei

Listing courtesy of Real Broker.

$24,500,000

4 Beds ⋅ 6 Baths ⋅ 408751 MLS ⋅ Fee Simple Tenure

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

3060 S Kihei Rd, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

$9,395,000

3 Beds ⋅ 4 Baths ⋅ 408748 MLS ⋅ Fee Simple Tenure

Set behind the gates of Wailea Golf Estates, this like-new contemporary estate captures the essence of modern Hawaiian luxury. Spanning over 5,000 square feet of indoor-outdoor living, this single level home is designed as a seamless pavilion between architecture and nature, where walls of glass dissolve into tropical gardens and panoramic Pacific vistas. Also available to the qualified buyer is UNBEATABLE FINANCING. This home features an assumable mortgage at a fixed 2.25% interest rate, with 25 years remaining!! Seller is also open to exploring cryptocurrency transactions. Positioned on a prized lot overlooking the 18th green of the Wailea Blue Course, the property enjoys a rare duality — open sight lines to the ocean and the green, yet an exceptional sense of privacy and calm. Pristine, peaceful, and thoughtfully finished with European oak floors, bespoke cabinetry, and curated design elements throughout. Offered fully furnished, the residence invites immediate enjoyment with nothing to design, source, or wait for. The designer chefs kitchen is appointed with a Thermador appliance suite, including a 48” gas range, built-in coffee system and a 92-bottle built-in wine refrigerator. Soaring ceilings and expansive walls of glass invite natural light to fill the interiors, dissolving the boundary between indoors and out. The outdoor spaces are anchored by one of the few zero-edge infinity pools and spas in Wailea, with built-in tiki torches to enjoy late nights under the stars. The primary suite is a private retreat opening directly to the pool terrace and a separate meditation garden. A freestanding soaking tub and indoor-outdoor marble shower evoke a resort-level spa experience within the comfort of home. Two additional guest suites, privately situated on opposite wings, feature vaulted ceilings, custom walk-in wardrobes, and direct garden access — ensuring every guest enjoys their own sanctuary. Modern comforts are seamlessly integrated: Control4 automation, immersive audio, Lutron lighting, an air-conditioned oversized two-car garage, and an owned PV solar system with three Tesla backup batteries for energy independence. Mornings unfold with boats gliding quietly across the horizon. Evenings settle poolside beneath open Maui skies, the fairway and ocean beyond. Just moments from Wailea’s world-class beaches, fine dining, golf, and boutiques, yet quietly removed from the crowds. Located in the Wailea Golf Estates II neighborhood, a 6.97-acre gated CPR, 144 Halau Place is a residence for those who value discretion, design, and effortless island living in Wailea’s most desirable setting.

144 Halau Pl, Kihei

Listing courtesy of Compass-W.

$1,649,000

5 Beds ⋅ 4 Baths ⋅ 408728 MLS ⋅ Fee Simple Tenure

Experience the essence of Maui coastal living and investment potential all in one. Located directly across from the beach on S. Kihei Road, this versatile property offers four separately rentable units for maximum income and flexibility. The main home is thoughtfully configured into three distinct living spaces—an upstairs 3-bedroom / 1.5-bath, and two separate 1-bedroom / 1-bath units downstairs. A detached 2-bedroom / 1-bath cottage provides additional income or ohana living options. Each dwelling enjoys its own yard space, beautifully landscaped with tropical flowers and fruit trees, and fully fenced for privacy. The main house includes a shared coin-operated laundry, while the cottage enjoys its own private laundry. With ample parking, no HOA or maintenance fees, and shared ownership of the access drive lot included in the sale, this property represents one of the best ROI opportunities in Kihei. Perfect for multi-generational living or as a fully occupied investment, this property is just minutes from Kihei’s charming town center, boutique shops, parks, and world-class ocean activities. Discover the rare combination of lifestyle, location, and long-term value—right here in the heart of South Maui. Photos have been virtually staged.

1011 S Kihei Rd Unit B, Kihei

Listing courtesy of Compass-W.

$2,095,000

3 Beds ⋅ 3 Baths ⋅ 408722 MLS ⋅ Fee Simple Tenure

Imagine finishing your morning coffee and stepping outside to a 45-foot heated lap pool and spa — in your own backyard. No resort crowds. No reservations. Just warm water and Maui sunshine. 182 Ponana Street sits inside Kihei's highly sought-after Keawakapu Views neighborhood. This 2,088-square-foot single-story home was built in 2018 with one thing in mind: the ultimate Maui lifestyle, no compromises. Eleven-foot recessed ceilings and expansive windows pull garden views into every room and fill the open floor plan with natural light. Owned photovoltaic solar with Tesla Powerwall, EV charging station, whole-home high-end sound system, central air — this is not a home that needs upgrades. Everything is already done. Low-maintenance tropical landscaping and a refreshing outdoor shower complete the outdoor space — built equally for quiet mornings and nights with a full lanai of guests. A private exterior-access restroom with sink means nobody tracks through the house, the kind of thoughtful detail you'll find repeated throughout this property. The master suite delivers — spa-like walk-in shower, premium quartz double vanity, generous walk-in closet, designer finishes throughout. Both additional bedrooms feature large walk-in closets, something families notice immediately. The gourmet kitchen is generously oversized, anchored by a large natural wood island that doubles as a prep station and breakfast bar with stool seating. An oversized pantry and separate laundry room with utility sink handle the everyday functionality most high-end homes forget about. The kitchen flows into the main living area, which opens to the outdoor entertainment space — one unbroken line from countertop to poolside. That indoor-outdoor connection people talk about on Maui? This is what it actually looks like. Even the garage is gucci with its luxury full-view glass garage door. Keawakapu Views is one of South Maui's most coveted streets. Peaceful atmosphere. Stunning streetscape. Pride of ownership on every lot. World-famous Keawakapu Beach is just down the road — golden sand, crystal-clear water, some of the best swimming and snorkeling on the island. Maui's finest dining — Morimoto Maui, Nick's Fish Market, Ka'ana Kitchen — all a short drive. Families benefit from proximity to Kamalii Elementary, one of the highest-rated public schools in Maui County. Newer construction single-story homes in Keawakapu Views almost never come to market. When they do, informed buyers act decisively. If this home checks your boxes, schedule your private showing now.

182 Ponana St, Kihei

Listing courtesy of Real Broker.

$2,174,000

3 Beds ⋅ 4 Baths ⋅ 408623 MLS ⋅ Fee Simple Tenure

This 2,279 square foot entertainer's paradise is nestled in the middle of a highly desirable quiet neighborhood bordering Wailea, one of the very few with NO HOA!. The front of the house enjoys views of the sunrise over Haleakala and the back haspanoramic views of Maui sunsets year round. Upstairs features the master bedroom and ensuite full bath, a half bath, living room, kitchen and formal dining room. The master and the dining room have slider access to the 984 square foot covered Lanai . With the press of a couple of buttons you can close off the Lanai withmotorized sunscreen blinds to create a totally private living space without sacrificing your view or the breeze. This makes the fully permitted effective living space 3,263 square foot. But wait, there is more! Outside the covered section there is a barbeque area where you can access the 1,000 square foot non-skid treated widow’s watch roof deck. Built with ease of maintenance in mind, this featuresstainless steel safety railing on three sides just like the Lanai below it so you can safely clean the homes solar panels, stargaze full views of the milky way on clear nights, or just watch whales frolicking off the beach below. Downstairs in the main house you have another full bath, two bedrooms, an office and a large family room with a wet bar and a drink cooler. One slider leads out to another 400 square foot covered seating area with a built in five seat granite bar with separate refrigerator and freezer. The other slider leads out to the hot tub and pool deck where you also find a half bath and a large custom tile shower and dressing room. The entire backyard is a fully irrigated three-tier garden with fruit trees and native Hawaiian plants enclosed in a hand-built privacy rock wall with custom Hula themed decorative gates. The backyard also has a matching blue stucco workshop that keeps a lot of clutter out of the garage. Low taxes, great school district, no HOA but still in the heart of all the best beaches, golf courses, shopping and restaurants in south Maui. Key things to know 2,279 square foot interior, 1,384 additional square foot under roof (3,663 s/ft living space) + roof and pool decks Double Pane Anderson Windows throughout, Roof replaced 10 years ago, fully hurricane banded, Two-car garage plus blue stucco workshop; solar panels support energy efficiency. Three-bedroom with 3.5 baths and a downstairs family area with wet bar. Three-tier irrigated garden surrounds privacy rock wall and fruit trees.

2760 Puu Hoolai St, Kihei

Listing courtesy of Kokua Realty LLC.

$1,465,000

6 Beds ⋅ 2 Baths ⋅ 408563 MLS ⋅ Fee Simple Tenure

Unlock the Endless Possibilities at 251 Manini Place, Kihei, Maui Step into the charm of this distinctive property nestled in a serene South Maui neighborhood. Built in 1973 and situated on a spacious 9,478 sqft lot, this unique offering presents a rare opportunity for multi-generational living or savvy investment potential. The main residence features three separate living units, complemented by a detached 2-bedroom, 1-bathroom ohana cottage set in the backyard. Currently configured as four established family rentals, the property has been occupied by the family and well maintained, reflecting pride of ownership and care. Located just moments from South Maui’s breathtaking beaches, excellent schools, and convenient shopping hubs, this home delivers both tranquility and accessibility. With no HOA fees to contend with, the opportunities are as expansive as the lot itself. Whether you’re dreaming of a home for extended family, envisioning an income-generating rental property, or seeking a blend of both, 251 Manini Place is a rare gem waiting to be discovered. Don’t miss out—contact me today to explore the full potential of this extraordinary property!

251 Manini Pl, Kihei

Listing courtesy of Kokua Realty LLC.

$4,895,000

3 Beds ⋅ 4 Baths ⋅ 408559 MLS ⋅ Fee Simple Tenure

A TIMELESS, light-filled OCEAN VIEW residence designed for indoor/outdoor Maui living, this ELEGANT 3-bedroom plus office (possible 4th bedroom) & add'l den, 4-bath home (approx. 4,355 sq. ft.) welcomes you with a stately sense of arrival with soaring ceilings and beautifully crafted ARCHITECTURAL detail. Arched mahogany-and-glass entry doors, keystoned with African Wenge accents, open to a GRAND CURVED VESTIBULE where rounded plaster walls and RICH MAHOGANY paneled wainscotting set a sophisticated tone. A grand staircase—finished with stained-glass artistic newel finials—creates a memorable centerpiece Two en-suite bedrooms located on the ground floor each enjoys its own outdoor space—ideal should you want to have SINGLE FLOOR-PLAN LIVING. Upstairs, a PRIVATE SANCTUARY awaits: the approx. 1,581 sq. ft. primary bedroom suite and den offer exceptional PRIVACY and unparalleled OCEAN AND OUTER ISLAND VIEWS WITH WRAP AROUND LANAIS, along with impressive Haleakala vistas that shift beautifully with the light. The generous kitchen opens to a bright great room with SLIDING WALLS OF GLASS on two sides—inviting lovely cross-ventilation and framing views to the sparkling PACIFIC OCEAN. The formal living room offers a warm focal fireplace, natural cedar ceiling, and a recessed art niche. Expansive sliders from the great room and living room open to an OCEAN VIEW POOL AND SPA with a SPACIOUS TILED SUN DECK, made for sunset lounging and DINING AL FRESCO UNDER THE STARS. The layout is wonderfully open, yet intentionally defined, with sight lines that draw you toward the outdoors and the enchanting views beyond. This home is a LUMINOUS LIGHT-FILLED CANVAS—ready for your vision: an extraordinary opportunity to re-imagine and elevate a residence of substance, scale, & soul. Set within the prestigious gated Wailea Golf Estates, backing to the 11th fairway of the Wailea Blue Course, and moments to Wailea’s world-class beaches, dining, shopping, golf, tennis, water sports, and spas.

3943 Wailea Ekolu Pl, Kihei

Listing courtesy of Maui Real Estate Advisors LLC.

$6,950,000

4 Beds ⋅ 6 Baths ⋅ 408558 MLS ⋅ Fee Simple Tenure

This exclusive opportunity is uniquely situated on a lot like no other, overlooking the 11th green of the Wailea Blue Course and positioned near the Four Seasons and Hotel Wailea. Set within a premier gated community, the home enjoys exceptional space and privacy, bordered on three sides by open areas, the golf course, and two greenway lots with a down-sloping parcel that opens first-floor views to island vistas. The light-filled interior draws you toward a very private resort-style pool and spa, protected from excess sun and wind. Indoor and outdoor staircases lead to the upper level, where a stunning 360-degree panoramic view unfolds across Lana?i, the West Maui Mountains, open fairways, Haleakala, Kaho'olawe, and Molokini. Seamless indoor-outdoor living connects both levels of the home, with every room opening to its own lanai, terrace, patio, or lawn, including common areas and guest baths. The property also offers flexibility to expand by approximately 500 square feet on each level. The formal living room features a wood-burning fireplace, white painted tongue-and-groove vaulted ceilings, and French doors opening to a covered island-view porch. The kitchen and family room flow to a 35-foot lanai ideal for daily living, sunset views, seasonal whale watching, and twice-yearly resort fireworks. A Haleakala-facing terrace offers peaceful daytime views and nighttime stargazing, while a wet bar off the pool deck supports relaxed outdoor entertaining. Four en-suite bedrooms provide private retreats with outdoor access, including a primary suite with a five-fixture bath and exceptional views. A southern orchard leads to an outdoor laundry entry, and the two-car garage includes ample storage. This is a home that is difficult to leave, wrapping you in the warmth of every aloha memory.

3977 Wailea Ekolu Pl, Kihei

Listing courtesy of Hawaii Life (W).

$4,095,000

4 Beds ⋅ 5 Baths ⋅ 408523 MLS ⋅ Fee Simple Tenure

The newly completed Wailea estate blends contemporary design with Maui’s natural beauty. Ocean-view living with seamless indoor-outdoor flow, abundant natural light, and locally inspired textures. Open-concept great room features panoramic ocean views, floor-to-ceiling glass, hardwood floors, and natural stone. Chef’s kitchen with waterfall stone island, premium appliances, and custom cabinetry. Luxurious bedroom suites offer spa-style baths, private lanais, and ocean or garden views. Resort-style outdoor living includes a lap pool, spa, Baja shelf, and tropical landscaping. Sustainable features include solar, smart home automation, and energy-efficient systems. Prime Wailea location near world-class beaches, golf, dining, and luxury resorts. One of the listing agents is the seller.

3378 E Lani Ikena Way, Kihei

Listing courtesy of Coldwell Banker Island Prop-Ku.

$2,500,000

3 Beds ⋅ 3 Baths ⋅ 408470 MLS ⋅ Fee Simple Tenure

Wailea Kai is one of the closest communities to the beach! 3 BR 2.5 BA with a pool and easy walking distance to Keawakapu Beach. This recently updated home offers a unique living style with the master on the main level and 2 bedrooms tucked away separately with a jack & jill bath, all 3 with vaulted ceilings. The master has a large lanai that overlooks the pool and lawn area. A major remodel of the living room and kitchen were completed last year, including all new appliances and furnishings. Relax in the openness of the living room and kitchen, which includes a large island with numerous sitting spaces, all overlooking the pool through numerous windows and sliding doors. Enjoy the large pool and covered lanai's with a very private feel with no road noise, surrounded by beautiful gardens and fruit trees. Split A/C units in the living room and all 3 bedrooms. Capitalize on very low electric bills with 22 owned solar panels under the banked system, and a solar hot water system. 2 car garage. Located at the end of a quiet cul-de-sac.

3142 Waiea Pl, Kihei

Listing courtesy of Coldwell Banker Island Prop-Ku.

$1,849,111

3 Beds ⋅ 3 Baths ⋅ 408349 MLS ⋅ Fee Simple Tenure

Tired of stairs?? This stunning, single-level residence, located in upscale Moana Estates, offers a relaxing island lifestyle you won't want to miss! This house has a great floor plan with high ceilings! The spacious open-concept kitchen with its granite countertops, has a pass-thru window for your easy lanai dining and entertainment. The kitchen flows seamlessly into the large, bright dining and living areas with their high ceilings, where a large bay window frames views of the lush tropical landscaping in front. Sliding glass doors at the rear open on to a gorgeous, tropical and covered patio. There is an additional covered lanai at the front off the master bedroom. The master suite is thoughtfully positioned for privacy on one side of the home and is separate from the two guest bedrooms on the opposite side. It features a generous walk-in closet and an additional mirrored closet. The ensuite bathroom has a soaking tub and separate walk-in shower. One guest bedroom includes its own bathroom and private garden access. Luxury vinyl plank flooring spans the main living areas, while the bathrooms and laundry room feature tile flooring. With its multiple banana trees (more in the front yard too!), trellis, built-in barbecue, and electrical outlet for a small fridge, this lovely tropical paradise provides the ideal venue for your outdoor parties and dining. The back garden is gated on one side and could be fully enclosed on the other for your dog. It may also provide access to a pool, should you wish to consider adding one. This home includes an owned, net-metered photovoltaic system and central air conditioning. Ideally located in South Kihei, Moana Estates is close to beautiful beaches, shopping, dining, and world-class golf courses. Seller is willing to sell the home furnished, including the two queen-size adjustable Tempur-Pedic beds. Seller may require a lease back after close of escrow. Property can usually be shown with a couple of hours' notice, if required. Listing photos have artist rendering of pool in backyard.

15 Laukahi St, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

$10,995,000

4 Beds ⋅ 5 Baths ⋅ 408267 MLS ⋅ Fee Simple Tenure

NEXT LEVEL LUXURY . . . The Crown Jewel of Wailea Golf Estates II . . . The most exciting new luxury release to hit the market. A brand new single-level oceanview smart home that truly makes you say WOW. A 2026 Wailea Cohen Development Group design- Never Occupied - Wailea’s larger .54 Acre landscaped homesite - 23,461 sf level land - Clean architectural lines- Bright & sophisticated - Contemporary architecture- Refined natural materials- 4891sf under roof- Oversized 2-car garage- 52 owned PV solar panels- 4 Tesla backup batteries - EV charger- Wailea Golf Estates II is a 6.97 acre CPR gated subdivision- Seamless indoor-outdoor living- 9’6” pocketed sliding glass doors - Pre-wired for automated shades - Spacious open great room- 15 ft vaulted imperial plaster great room ceiling & walls - Recessed 2” square LED lighting - Elevated design wall & ceiling light fixtures- European white oak herringbone flooring- 8' redefined interior doors & hardware- Fully lit wall shelving- Mollteni & C gourmet Italian designed kitchen - Sunrise Oak cabinetry- Miele Premium Appliances- Push open Miele refrigerator- Wine refrigerator - Breccia Capraia marble countertops- Kallista Juxtapose Faucet- Additional Butler’s kitchen- Primary suite showcases a spa-inspired bath with floor-to-ceiling Calacatta Viola quartzite & freestanding soaking tub - Refined brass

184 Lolowaa Pl, Kihei

Listing courtesy of Compass-W.

$4,950,000

4 Beds ⋅ 2 Baths ⋅ 408089 MLS ⋅ Fee Simple Tenure

Rare opportunity to own one or two contiguous beachfront homes on one of South Maui's favorite beaches. Consolidation of the lots located at 1606 and 1598 Halama Street would create an estate site of over 32,000 square feet. The property is being sold for land value only. The main home and ohana are currently rented to long term tenants. The structures are being sold in "As Is" Condition.

1606 Halama St, Kihei

Listing courtesy of Coldwell Banker Island Prop-KP.

$4,950,000

3 Beds ⋅ 3 Baths ⋅ 408090 MLS ⋅ Fee Simple Tenure

Rare opportunity to own one or two contiguous beachfront homes on one of South Maui's favorite beaches. Consolidation of the lots located at 1598 and 1606 Halama Street would create an estate site of over 32,000 square feet. The property is being sold for land value only. The main home and ohana are currently rented to long term tenants. The structures are being sold in "As Is" Condition.

1598 Halama St, Kihei

Listing courtesy of Coldwell Banker Island Prop-KP.

$1,995,000

2 Beds ⋅ 2 Baths ⋅ 408083 MLS ⋅ Fee Simple Tenure

Also listed under Condominium MLS# 408082. Welcome to Hokulani Golf Villas, Home #94. A golf community offering single-level luxury with the ease of condominium living. This sold partially furnished 2-bedroom, 2-bathroom villa plus an office is privately set along a large open green space, capturing warm sunset lights all year-round and peaceful surroundings. The great room features 12-foot ceilings, clerestory windows, and 8-foot sliding doors that create an airy indoor/outdoor flow. The chef’s kitchen includes granite counters, oak cabinetry, and a gas cooktop. Upgrades include 24 owned solar panels with 2 powerwalls, porcelain tile and upgraded carpet in bedrooms, enhanced insulation, crown molding, pocket doors at the den, lighting upgrades, improved closets, window treatments throughout, ceiling fans, and an upgraded refrigerator, washer/dryer, and TVs—including a Bose system in living room. Enjoy the comfort of a detached home with two car garage with stucco exterior and tile roof, nestled in a beautifully maintained gated community with proximity to south Maui’s beaches, pickle ball, tennis, shops, restaurants, and activities. A must see! This is a Residential Condo.

2760 Umeke Cir Unit Unit 94, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

$24,500,000

5 Beds ⋅ 6 Baths ⋅ 408059 MLS ⋅ Fee Simple Tenure

Experience the pinnacle of oceanfront luxury in this stunning, 5 bedroom, 5 bath, plus 2 half bath, 7,244 sq. ft. home estate. This over a half-acre property is located within the ideal stretch of Keawakapu Beach, offering unparalleled access to Maui’s most coveted shoreline. This architectural triumph blends contemporary elegance and convenience with the island’s natural beauty, creating a private sanctuary of sophistication and rare serenity. This estate features 5 spacious en-suite bedrooms, multiple areas for relaxed socializing, and a seamless indoor-outdoor flow that embraces the home’s stunning pool courtyard and oceanfront experience. Every room gifts an extraordinary vantage point of paradise – between sweeping ocean views in three master suites or tranquil poolside perspectives from the guest suites. At the heart of the home, the expansive pool and courtyard form a striking focal point, linking the media room, main entry, and living areas in perfect harmony. A private poolside retreat ensures both security and discretion, ideal for intimate gatherings or large-scale entertaining. Landscaped gardens with numerous palm trees and second-level sundecks off the guest suites provide elevated spaces to soak in a front seat view of unforgettable sunsets. A spacious oceanfront lawn offers ultra-privacy, featuring a fire pit that creates an inviting ambiance, shielded from public view and accessible only through a discreet, gated beach entrance. Whether you seek a primary residence, a lavish vacation home, or an island retreat, this estate is designed for those who desire premium beachfront living with an ultimate feel of privacy. A rare opportunity to own the most memorable oceanfront lifestyle in Maui.

3254 S Kihei Rd, Kihei

Listing courtesy of Hawaii Life (W).

$6,999,000

5 Beds ⋅ 4 Baths ⋅ 408014 MLS ⋅ Fee Simple Tenure

A rare South Maui estate — 2.118 acres in the exclusive gated community of Kaimanu Estates. This private retreat feels like living in Hana and Old Hawai‘i, surrounded by hundreds of native and fruiting trees including avocado, citrus, banana, lilikoi, guava and many more. With 4,718 sq. ft. in the main residence and a detached studio ohana, the property offers unmatched privacy and opportunity rarely found in South Maui. Just minutes away are Wailea’s world-class golf courses, resorts, fine dining, boutique shopping, and some of the best beaches in the world. Here you’ll find the perfect balance of tropical seclusion and resort-side convenience.

135 Kaimanu Pl, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

$16,800,000

4 Beds ⋅ 6 Baths ⋅ 407851 MLS ⋅ Fee Simple Tenure

WHERE THE SEA WHISPERS . . A Contemporary Expression of Timeless Oceanfront Living. Happy to accept backup Offers!! Pending in escrow and also Happy to show!! Closer to the ocean than almost any home on Maui -impossible to duplicate under today’s building regulations - direct-oceanfront estate delivers a level of proximity, craftsmanship, and design that defines rare. Set just 25' from the Pacific - 75' linear frontage - elevated 12' feet - this masterpiece captures panoramic year-round sunsets. As the evening unfolds, tap your mobile phone and watch your tiki torches glow while you relax at the ocean’s edge - a signature lifestyle moment. The state-of-the-art Lutron smart home controls four ocean-inspired ensuite bedrooms - five-and-one-half baths - glass-roof pool lounge with jacuzzi & waterfall - five-zoned a/c - 84 owned PV solar panels - two-car garage a/c - separate two-bedroom guest house. Walled and gated for complete privacy, security and serenity. Very rare oceanfront offering - an architectural achievement and a lifestyle unmatched. Completed in 2013 with wood-and-steel beam construction engineered for up to 150+mph wind loads - Custom IB roofing system 25 year warranty - fully permitted sea wall - exceptional materials and architectural precision throughout. Hand-selected marble, granite, and sandstone imported from Greece - Automatic 9’6” Fleetwood sliding glass doors & screens open at the touch of a button - or from your smartphone. Sculptural Sapele wood ceilings soar 10' to 20' illuminated by modern 3” recessed square LED lighting. The breathtaking custom blonde-walnut and stainless-steel floating staircase serves as the home’s contemporary centerpiece. The dramatic 12-foot floating double-glass "wave" kitchen bar - artistically lit for evening ambiance - the floating gold-inlaid automatic book matched cabinetry - the additional butler’s pantry - the in & out upstairs glass showers - stand as some of the home’s most memorable design features. As one of South Maui’s hidden oceanfront gems - where wellness and community combine to become part of your daily living - where morning walks, sunset jogs, oceanfront cycling, and easy access to ocean swimming are part of everyday life - a charming, low-traffic neighborhood where residents enjoy an authentic, active, and family-friendly island lifestyle with a nearby kid-friendly park. Looking for Buyers with the commitment to love, respect, and maintain this exquisite property.

1750 Halama St, Kihei

Listing courtesy of Compass-W.

$2,150,000

2 Beds ⋅ 2 Baths ⋅ 407832 MLS ⋅ Fee Simple Tenure

Property is also listed as Residential Condo MLS #407842 Located in one of South Maui’s most desirable neighborhoods, this beautifully maintained and thoughtfully designed plantation-style home seamlessly blends modern finishes with luxury and beach comfort. As you pass through the large front door you are greeted by a dramatic entrance with large foyer ceilings and an abundance of natural light. The downstairs area boasts one bedroom one bath with a private entrance. For added convenience, the lower level includes a kitchenette den area, with a wet bar and bunk beds, perfect for guests with small children. The area could also easily be converted to a third bedroom. Additionally, the ground floor provides an extra large two-car garage with plenty of storage for all your beach activities! The upstairs area includes a large chef’s kitchen with high ceilings, Italian tile floors, Quartz countertops and island, LG appliances, including a five-burner gas stove & stainless steel farmhouse sink, perfect for gatherings. Each zone of the house is equipped with its own Mitsubishi mini split-system air conditioner. From the living-room, the luxurious primary suite, with en-suite bath, and walk in closet provide a perfect space for modern luxury living, leading to the highlight of the upper level, a 30 foot viewing deck with breathtaking views of the ocean and neighbor islands. Maui Meadows is renowned for offering nightly serene sunset breezes under inviting pink and orange diffused skies. Though renovations are common, new construction in the neighborhood is extremely rare, and this house, constructed in 2017, was designed with one thing in mind, year-round sunset views. Watch the boats race to Molokini in the morning, or view the whales breach while grilling dinner for friends and family. This expansive property is a Residential CPR and includes 10,934 square feet while offering the potential to build an additional pool and spa hot tub, complete blueprints included. All this just minutes from the beach, Wailea’s world-class restaurants, golf courses, and everything that South Maui has to provide. Offered fully furnished, this beautifully landscaped, move-in-ready modern getaway is easy to view. Contact your favorite Realtor today to schedule a showing!

533 Mikioi Pl Unit Unit 2, Kihei

Listing courtesy of Bello Realty Inc.

$3,000,000

3 Beds ⋅ 4 Baths ⋅ 407659 MLS ⋅ Fee Simple Tenure

This is also Listed as a Condo MLS 407638. **This is a CPR Residential Condo property** A Home That Defines “Custom” First time offered, this Hokulani Golf Villas residence is custom in every sense of the word — designed and built as the owner’s forever home, with no expense spared. From the moment you enter, you’re greeted by a bright, white, and contemporary aesthetic — a clean palette that reflects light and amplifies the home’s open concept design. An abundance of built-in cabinetry provides both function and elegance, complementing the expansive great room that flows seamlessly from kitchen to living to lanai. The home features two master suites and a third ensuite bedroom, providing flexibility for guests or multigenerational living. Every detail has been considered — from the layout to the materials to the feeling of effortless space. A 58-panel photovoltaic system powers the home, a reflection of the thoughtful investment in both sustainability and efficiency. Set gracefully along the par-5 fairway of the Maui Nui Golf Course, this home enjoys a backdrop of lush green views and the serenity unique to the Hokulani Golf Villas community. Seeing is believing — this is a rare opportunity to own one of Hokulani’s most refined, privately crafted homes.

2399 Umeke Cir Unit 68, Kihei

Listing courtesy of Hawaii Life (W).

$1,850,000

2 Beds ⋅ 2 Baths ⋅ 407522 MLS ⋅ Fee Simple Tenure

Also listed as Condominium (MLS 407521) Beautiful single-level 2BR/2BA home with separate office/den, ocean and mountain views and 25 PV panels in Hokulani Golf Villas (HGV). HGV is a gated neighborhood of 152 detached, single family homes, with a spacious pool and hot tub area complete with a clubhouse with full kitchen for owners to use. Expansive park-like lawn areas throughout the neighborhood are great places to play walk your dogs or have a picnic and there are lots of guest parking stalls. Located off of Lipoa Street soon to be (if not already) known as LIPOA a master-planned community that includes commercial and business opportunities, planned residential options, schools, a golf course, nature trails and walkable tree-lined streets (for more info www.LipoaMaui.com) This is a CPR property.

573 Halelea St Unit Unit 126, Kihei

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

$1,875,000

4 Beds ⋅ 3 Baths ⋅ 407427 MLS ⋅ Fee Simple Tenure

Motivated Seller — Unbeatable Wailea Value Steps from Keawakapu Beach! The seller is highly motivated, presenting an extraordinary opportunity to secure a beautifully upgraded residence in Wailea Kai, one of South Maui’s most desirable gated communities. This is your chance to capture timeless island luxury with unmatched value in today's market. Designed for effortless comfort, this inviting two-level home perfectly blends a smart, functional layout with modern updates. True single-level living defines the main floor, which hosts the primary bedroom suite, a beautifully renovated kitchen, an airy great room, expansive Ipe decks, a private spa/hot tub, and the garage. Living without daily stairs makes this setup incredibly convenient, while the lower level features three additional bedrooms, offering excellent privacy and flexibility for family or guests. Inside, the open layout shines with soaring vaulted ceilings that flood the living spaces with natural light. The chef's kitchen features granite countertops, high-end appliances, and modern fixtures, while rich bamboo flooring and upgraded lighting add warmth and sophistication throughout. Sliding glass doors seamlessly connect the indoor spaces to a lush, private garden retreat, creating an ideal setting for al fresco dining and tropical relaxation. Located just a short walk to world-famous Keawakapu Beach, this property perfectly balances neighborhood tranquility with ultimate coastal convenience. Residents enjoy secure gated entry and immediate proximity to Wailea’s renowned championship golf courses, five-star resorts, and premier dining and shopping. Whether you’re seeking a full-time residence, a vacation retreat, or a sharp investment, the seller’s motivation makes 53 Waikai the ultimate Wailea opportunity. Act fast and bring your offer today!

53 Waikai St, Kihei

Listing courtesy of Compass-W.

$1,200,000

4 Beds ⋅ 4 Baths ⋅ 407417 MLS ⋅ Fee Simple Tenure

OFFERED BELOW APPRAISED VALUE. Welcome to 206 Oluea Circle, a stunning plantation-style residence in the highly sought-after Kamali‘i Alayna neighborhood of Kihei. This beautifully maintained home perfectly balances spaciousness, elegance, and island comfort offering a luxurious retreat just moments from Maui’s golden sand beaches. Step inside to discover a bright and airy living space with soaring cathedral ceilings that fill the home with natural light. The open-concept layout flows seamlessly from the living area to the kitchen and formal dining room, creating the ideal setting for relaxing, entertaining, and everyday island living. This exceptional home offers two primary bedroom options, one on each level, providing flexibility and comfort for family or guests. The downstairs primary suite opens to a peaceful lanai, perfect for quiet mornings outdoors and features a spa-inspired ensuite with dual vanities, a soaking tub, and a separate shower. Upstairs, you’ll find three additional spacious bedrooms, including an alternate primary suite with its own ensuite bath featuring a walk-in shower and dual vanity. With a total of 3.5 baths, a formal dining room, and a two-car garage, this home provides both comfort and practicality while maintaining its elegant, coastal charm. The kitchen is beautifully maintained with modern appliances and direct access to the backyard and wrap-around deck, creating an effortless indoor-outdoor flow for entertaining or enjoying meals al fresco. Thoughtful updates reflect pride of ownership throughout, including freshly painted lanais and front exterior, new carpeting on the stairs and upstairs bedrooms, and a recently installed air conditioner. Ideally located just minutes from Kihei’s beaches, shopping, dining, and schools, 206 Oluea Circle offers the best of island living - comfort, convenience, and timeless Maui style in one beautifully cared-for home.

206 Oluea Cir, Kihei

Listing courtesy of Keller Williams Realty Maui-Ki.

$1,329,000

4 Beds ⋅ 3 Baths ⋅ 407404 MLS ⋅ Fee Simple Tenure

First time on the market since 1973, this beautifully remodeled 4-bedroom, 3-bath single-level home is tucked away in one of Kihei’s most desirable quiet circles within La Palma Park—all without an HOA. Completely updated in 2025, the home features new flooring throughout, including extensive tile work, fresh interior paint, and a stunning redesigned kitchen and bathrooms with modern finishes and stainless-steel appliances. With 1,687 sq ft of interior space on a generous 7,667 sq ft lot, the home offers flexibility for extended living, including potential for an ohana or future expansion. Inside, two extended living areas create versatile spaces for entertaining, relaxing, or accommodating guests, while each bedroom is well-sized and equipped with its own koa ceiling fan for comfort and airflow year-round. Set back from the main roads, the property benefits from minimal through traffic, creating a quieter, more relaxed neighborhood setting while still being a short walking distance to golden sandy beaches, warm South Maui waters, and local favorites including fresh malasadas and shave ice. The location also provides quick and convenient access to Piiilani Highway for efficient travel to Kahului, Wailuku, West Maui, and beyond. The private backyard offers a quiet retreat with a sense of separation providing usable outdoor space for relaxing, entertaining, or future possibilities. Additional highlights include a two-car garage, ample parking for up to six vehicles, and a new outdoor storage structure on a cement foundation, adding practical utility and flexibility. With limited comparable homes available in this location and price range, this is a rare opportunity to secure a move-in-ready property in the heart of South Maui.

350 Kinaole Cir, Kihei

Listing courtesy of Century 21 Island Homes.

$2,549,000

3 Beds ⋅ 3 Baths ⋅ 407284 MLS ⋅ Fee Simple Tenure

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

3291 Waileia Pl, Kihei

Listing courtesy of Berkshire Hathaway Maui Prop-L.

$2,100,000

5 Beds ⋅ 4 Baths ⋅ 407071 MLS ⋅ Fee Simple Tenure

ORIGINAL OWNERS | FIRST TIME EVER ON THE MARKET | IMPECCABLE CONDITION! Welcome to THE MOANA ESTATES GEM . . . the largest 10,382 sf homesite gated and walled offering exceptional pride of ownership and is definitely move in ready. What is A Gem?...by definition, it refers to something valuable or unique;The property represents the crown jewel of the neighborhood. You will discover a meticulously maintained home that has been thoughtfully upgraded inside and out, reflecting true pride of ownership. Energy efficiency meets peace of mind with a 42-panel owned net metered PV solar system paired with a 100% Cummins backup generator powerful enough to run the entire home, including 2 zone A/C with UV lighting and the additional split garage A/C. The exterior shines with the new 40-year roof, fresh paint, seamless rain gutters, black powder-coated fencing with gates and an oversized stamped and resealed driveway. Quartzite-tiled lanais and walkways, professionally designed landscape lighting, and mature tropical landscaping complete the outdoor oasis. Inside, the residence has been fully refreshed with new interior paint and carpet in 2025. The newly polished Corian counter tops and custom closets by Maui Closet Systems bring modern comfort throughout. The kitchen features Bosch appliances, two refrigerators, a reverse osmosis water system with hot & cold dispenser and upgraded faucets & shower heads. Two complete laundry sets, an owned security system, surround sound wiring, and the four included wall mounted televisions enhance everyday convenience. Every detail of this home has been carefully maintained or newly improved, creating a residence that combines efficiency, beauty, and function. For those seeking a special property with enduring quality, this Moana Estates GEM is for you. Come preview a special property!

96 Moana Ave, Kihei

Listing courtesy of Compass-W.

$2,995,000

4 Beds ⋅ 3 Baths ⋅ 407000 MLS ⋅ Fee Simple Tenure

Located in the desirable gated community of Wailea Kialoa, this 4-bedroom, 3-bathroom home offers convenient access to everything you could want. It's just a short stroll to beautiful beaches, golf courses, tennis facilities, shopping, restaurants, and resorts. The residence features a private, sunny, and spacious backyard with a large in-ground pool and spa, creating a perfect oasis. The expansive lanai and mature landscaping are ideal for relaxing, dining, and entertaining guests. Inside, the open floor plan effortlessly connects a warm living room to the dining room, kitchen, and family room. All of these main living areas open directly onto the lanai and pool, enhancing the indoor/outdoor flow. The lower level includes a bedroom and a full bath, offering convenience and flexibility. Upstairs, you'll find the primary suite with its own lanai and ocean views, two additional guest bedrooms, another full bath, a laundry room, and a versatile office/loft space. Extensive renovations have been done on the pool, AC system, floors, bathrooms, paint, landscaping, etc. This comfortable island residence truly is the perfect place to call home.

210 E Panana Pl, Kihei

Listing courtesy of Hawaii Life (W).

$2,245,000

3 Beds ⋅ 3 Baths ⋅ 202518673 MLS ⋅ FS - Fee Simple Tenure

Renovated beach-style 3 bd, 2 ba home with 2 bd,1 ba permitted ohana. Stroll to one of the finest beaches on Maui from your new home in Kamaole Heights, Kihei. Ocean views from main home with stunning views of West Maui Mountains and Haleakala. Property also includes a 620 square foot studio living space – perfect for artists or musicians. The main home and ohana have new custom kitchens. The ohana has two new split A/C units. A drop-down ceiling was added to the additional living space for extra soundproofing. Upgrades to all 3 units include new Mohawk waterproof luxury vinyl plank flooring.New interior and exterior doors with custom French doors.Exterior upgrades include additional rock wall and planter. New palm landscaping covering perimeter of backyard for added privacy. Backyard concrete was professionally stripped, stained,and sealed.All new paint inside and out.Two car garage with laundry for downstairs living spaces.Large driveway to allow for additional five car parking. Over 10,000 square foot lot.The home includes 54 leased PV panels which keep monthly electric costs below $50 for the entire property!All renovations were completed in 2024 and 2025 at a cost of $500,000

151 Walua Place, Kihei

Listing courtesy of Nathalie Mullinix R. U., Inc..

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