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4955 Makena Rd Unit D302, Kihei
$3,599,000
4 Beds ⋅ 4 Baths ⋅ 411173 MLS ⋅ Fee Simple Tenure ⋅ Na Hale O Makena BLDG.
EXCEPTIONAL LUXURY, EXTRAORDINARY VIEWS, AND ROOM FOR EVERYONE! Welcome to Na Hale O Makena D302, a beautifully appointed, expansive 4-bedroom, 3.5-bath luxury condominium offering the space, comfort, and privacy of a gracious island residence, complemented by some of South Maui's most breathtaking ocean views. Imagine gathering family and friends for unforgettable Maui experiences, with generous accommodations that can comfortably host a large group. Whether you're looking for an extraordinary family vacation home, a multigenerational island retreat, or a private corporate getaway, D302 offers the flexibility and spaciousness to bring everyone together without sacrificing personal space. The magnificent ocean panorama takes center stage, with unobstructed views of Molokini, Kaho?olawe, spectacular year-round sunsets, and seasonal whale watching. From the rear bedroom, enjoy a peaceful view of majestic Haleakala. These are the views people dream of when they imagine owning a home in Maui. Inside, you'll discover elegant marble tile flooring, granite countertops, a beautifully designed Snaidero kitchen with premium Gaggenau and Bosch appliances, and thoughtfully furnished living spaces. An additional upstairs living area provides a wonderful second gathering space, ideal for entertaining, relaxing, or simply giving everyone room to spread out. Offered fully furnished, this residence is ready for you to begin enjoying the Maui lifestyle. Set on approximately six beautifully maintained acres with just 40 exclusive residences, Na Hale O Makena offers an intimate, private setting rarely found in condominium living. Residents enjoy a swimming pool, spa, fitness center, and the peace of mind that comes with a gated community. Vacation rentals are prohibited, helping preserve the residential atmosphere and tranquility that make this property so special. Located just minutes south of Wailea's championship golf courses, world-class resorts, fine dining, luxury shopping, and spectacular beaches, you'll enjoy convenient access to South Maui's finest amenities while returning home to the quiet beauty of Makena. More than a luxury condominium, D302 is a place to bring generations together, create lasting memories, and experience the very best of Maui. With its extraordinary views, generous living spaces, elegant appointments, and exclusive setting, this is a rare opportunity to own a truly exceptional Makena retreat. Welcome home to Na Hale O Makena D302.

4955 Makena Rd Unit D302, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

86 Poailani Pl Unit 32, Kihei
$2,575,000
4 Beds ⋅ 5 Baths ⋅ 411148 MLS ⋅ Fee Simple Tenure ⋅ Kanani Wailea BLDG.
Also listed as single family home MLS#411149. Experience effortless Wailea living in this beautifully appointed 4-bedroom, 4.5-bath single-level ocean-view residence in Kanani Wailea. Offering 2,175 sq. ft. of thoughtfully designed living space, the home enjoys beautiful ocean views and spectacular Maui sunsets. The well-appointed kitchen features a Sub-Zero refrigerator and wine cooler, along with Wolf cooktop, oven, and microwave. Sold fully furnished and move-in ready, each bedroom features its own en-suite bath. Recent updates include new flooring throughout and a beautifully remodeled primary bath. A secure private courtyard welcomes you and provides separate access to the 3-bedroom, 3.5-bath main residence and the attached guest suite, offering added privacy and a comfortable retreat for family and friends. Ideally located near Wailea's world-class beaches, championship golf, luxury resorts, shopping, and dining, this exceptional residence offers a wonderful combination of ocean views, privacy, and relaxed Maui luxury.

86 Poailani Pl Unit 32, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

86 Poailani Pl Unit Unit 32, Kihei
$2,575,000
4 Beds ⋅ 5 Baths ⋅ 411149 MLS ⋅ Fee Simple Tenure
Also listed as condominium MLS# 411148. Experience effortless Wailea living in this beautifully appointed 4-bedroom. 4,5-bath single-level ocean-view residence in Kanani Wailea. Offering 2,175 sq. ft. of thoughtfully designed living space, the home enjoys beautiful ocean views and spectacular Maui sunsets. The well-appointed kitchen features a Sub-Zero refrigerator and wine cooler, along with Wolf cooktop, oven, and microwave. Sold fully furnished and move-in ready, each bedroom features its own en-suite bath. Recent updates include new flooring throughout and a beautifully remodeled primary bath. A secure private courtyard welcomes you and provides separate access to the 3-bedroom, 3.5-bath main residence and the attached guest suite, offering added privacy and a comfortable retreat for family and friends. Enjoy the convenience of a lock and leave condominium in a single family home. Ideally located near Wailea's world-class beaches, championship golf, luxury resorts, shopping, and dining, this exceptional residence offers a wonderful combination of ocean views, privacy, and relaxed Maui luxury. This is a Residential Condo.

86 Poailani Pl Unit Unit 32, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

1544 Halama St, Kihei
$7,770,000
4 Beds ⋅ 3 Baths ⋅ 411096 MLS ⋅ Fee Simple Tenure
Situated along one of South Maui’s most coveted oceanfront streets, 1544 Halama Street presents a rare opportunity to create an extraordinary luxury estate, with years of architectural planning, engineering, and permitting already completed. Following approximately five (5) + years of planning and design, this exceptional property offers approved architectural plans, structural engineering, building permits, and Special Management Area (SMA) approval, allowing the next owner to move forward without starting the lengthy entitlement process from scratch. A particularly compelling aspect of this opportunity is the approved renovation’s ability to preserve much of the existing residence’s oceanfront footprint. Given today’s increasingly restrictive shoreline setback requirements and SMA regulations, achieving a comparable design, scale, and proximity to the ocean could be extremely challenging, if not impossible, through a new permitting process. The thoughtfully designed plans envision a spectacular private oceanfront compound featuring expansive indoor-outdoor living spaces, a beautifully reimagined main residence, a swimming pool, and a separate two-story structure with an upstairs ohana and garage parking below. The design emphasizes a seamless connection between the home and the ocean, creating an exceptional setting for entertaining, relaxation, and enjoying the Maui lifestyle. With the architectural vision established and major approvals in place, the next owner can bring this remarkable estate to life while personalizing the interior finishes to reflect their own style and preferences. Opportunities to acquire oceanfront property with this level of planning, design, and permitting are exceptionally limited. At 1544 Halama Street, the value extends well beyond the land itself—it lies in the opportunity to create a legacy oceanfront estate in a location where comparable development potential may no longer be attainable.

1544 Halama St, Kihei

Listing courtesy of Keller Williams Realty Maui-Ki.

66 Moana Ave Unit Lot 64, Kihei
$2,345,000
4 Beds ⋅ 4 Baths ⋅ 411082 MLS ⋅ Fee Simple Tenure
RARE OPPORTUNITY IN MOANA ESTATES! Offered for sale by the ORIGINAL OWNER, this home features the LARGEST SINGLE-LEVEL FLOOR PLAN in the community, a PRIME PARK-FRONT LOCATION, OCEAN VIEWS, and SPECTACULAR SUNSETS. Located in South Kihei, within walking distance of Kamali?i Elementary School and less than a mile from South Maui’s beautiful beaches. Just minutes from Wailea’s 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 LifeProof flooring, and a new A/C condenser. Includes a TWO-CAR GARAGE. Enjoy outdoor living with a PRIVATE POOL, HOT TUB, and fully fenced backyard. Energy-efficient features include 46 OWNED SOLAR PANELS to help reduce electricity costs. An exceptional opportunity to own a desirable Moana Estates home in a prime South Kihei location.

66 Moana Ave Unit Lot 64, Kihei

Listing courtesy of Coldwell Banker Island Prop-Ku.

193 Akai St, Kihei
$1,195,000
4 Beds ⋅ 2 Baths ⋅ 410951 MLS ⋅ Fee Simple Tenure
A perfect investment opportunity awaits at 193 Akai Street in Kihei! This centrally located home features a 3/1 main home and 2 attached studio units. Situated on a large 7,670 sqft lot, the property has a very large fenced and private backyard that is ideal for enjoying the perfect weather of Kihei. Recent renovations in the main home include new flooring, a new roof, updated bathrooms, updated kitchen, and split air conditioning in every room including the studios. There is ample parking at the property for everyone and the neighborhood does not have an HOA, so no extra monthly bills! The property performs extremely well as a multi-unit rental, actual numbers available upon request. Some photos have been digitally enhanced.

193 Akai St, Kihei

Listing courtesy of Coldwell Banker Island Prop-KP.

98 Mehani Pl, Kihei
$1,595,000
4 Beds ⋅ 4 Baths ⋅ 410893 MLS ⋅ Fee Simple Tenure
Welcome to your piece of paradise in desirable Central Kihei, just a short walk from Kalama Beach Park. Tucked away at the end of a quiet cul-de-sac, this spacious two-story home offers the perfect blend of relaxed island living, comfort, and entertaining. The welcoming entry opens to a spacious living room, dining area, and kitchen, creating an inviting great-room feel ideal for everyday living and gathering with family and friends. A newly remodeled powder room adds convenience on the main level. Upstairs, you’ll find three generously sized bedrooms, including a primary suite featuring a newly remodeled bathroom and a large walk-in closet. A full guest bathroom is conveniently located near the additional bedrooms, while a substantial storage area is located off the third bedroom. Step into the distinctive backyard and discover your own private retreat. Cool off in the premium above-ground saltwater pool, unwind on the custom-built deck, or gather around the propane fire pit beneath Maui’s star-filled skies. The showstopper is the one-of-a-kind, thatched-roof Tiki bar, complete with seating for up to 12—perfect for entertaining and embracing the Aloha lifestyle. Adding even more versatility, a spacious bonus room on the main level features a large bathroom, ample cabinetry, a wet bar, and a sliding door for private access. This flexible space is ideal for extended family, visiting guests, or roommates. Additional improvements include a freshly painted exterior and a new 30-year roof in 2025, offering added peace of mind. This special Maui home offers a wonderful opportunity to enjoy the best of island living.

98 Mehani Pl, Kihei

Listing courtesy of Nathalie Mullinix Rlty Universal Inc.

120 Pauloa Pl, Kihei
$1,380,000
4 Beds ⋅ 3 Baths ⋅ 410892 MLS ⋅ Fee Simple Tenure
Welcome to your private oasis in the heart of North Kihei, where privacy, flexibility, and island living come together. Beyond the custom monstera entry gate, this beautifully renovated two-story, 4-bedroom, 3-bath home is ideally situated in a peaceful neighborhood just blocks from the beach with no HOA. The upper level features three bedrooms and two bathrooms, spacious kitchen and living area highlighted by cathedral ceilings that create an open, airy atmosphere Step outside onto the outdoor lanai to relax, entertain, and take in breathtaking sunsets. The updated kitchen features beautiful quartz countertops and stainless appliances, while a ceiling-concealed split air-conditioning system provides modern comfort to all bedrooms and living spaces. The home features 26 owned photovoltaic panels and two Tesla backup batteries, offering significant utility cost savings and added peace of mind. The lower level offers an additional one-bedroom, one-bath, attractive living space with its own private entrance—ideal for use as a mother-in-law suite or rental unit providing additional income potential. Step outside to a tasteful outdoor garden and front yard space surrounded by a natural terraced rock wall, complete with mature mango and citrus fruit trees. The property is zoned for a secondary cottage, offering a rare opportunity to expand living space or create additional income potential. It's your chance to make this dream home a reality!

120 Pauloa Pl, Kihei

Listing courtesy of Compass.

109 Miha Pl, Kihei
$1,425,000
4 Beds ⋅ 3 Baths ⋅ 410887 MLS ⋅ Fee Simple Tenure
Located in Central Kihei in a cul-de-sac, 109 Miha Place offers a versatile custom house-and-cottage property with generous living spaces, a newer reflective roof that enhances the 24-panel owned photovoltaic solar system, underground utilities, and convenient access to Kihei’s beaches, shopping, dining, and everyday amenities. The property backs against an easement, providing additional separation and privacy behind the home. Above the main residence, a rooftop deck creates an elevated retreat where you can take in Haleakala sunrises and West Maui sunsets. Inside, warm wood cabinetry and marble flooring bring character to the main living and kitchen areas. One of the home's most unique features is its oversized great room which also offers its own entrance, surrounded by windows and natural light. The primary suite features a walk-in shower, while the residence also offers two spa baths. Vintage peach-toned ceramic tile with floral accents adds a touch of Maui character. Between the main residence and cottage is a large, level grassy yard with a sprinkler system, alongside a covered lanai that creates plenty of room for dining, entertaining, gardening, activities, or simply enjoying Maui's year-round climate. The cottage enjoys its own inviting setting, with a thoughtfully landscaped garden oasis featuring tropical foliage, winding pathways, lava rock accents, and established landscaping. Additional practical features include plenty of lockable storage and a high-ceiling three-car carport with still more driveway for side parking, adding even more functionality to the property. This home delivers a combination of space, versatility, privacy, and possibility that's increasingly difficult to find in Kihei. Bring your vision and discover the possibilities awaiting you at 109 Miha Place.

109 Miha Pl, Kihei

Listing courtesy of Real Broker.

468 Kaiwahine St, Kihei
$1,295,000
4 Beds ⋅ 3 Baths ⋅ 410885 MLS ⋅ Fee Simple Tenure
Discover the possibilities at 468 Kaiwahine St. in Kihei! This spacious and versatile 4-bedroom, 3-bathroom home offers comfortable living, inviting outdoor spaces, and plenty of room for family and guests. The home features a functional layout with generous living space and mature, fruiting trees that create a welcoming outdoor setting. An irrigation system helps keep the landscaping maintained, while the extended back deck provides the perfect space for entertaining, outdoor dining or barbecuing. Additional highlights include a 1-car enclosed garage and a convenient Kihei location close to beaches, shopping, dining, schools, and many of Maui's outdoor recreational activities. With four bedrooms and three bathrooms, this property offers the flexibility to accommodate a growing household, visiting guests, a home office, a home gym or additional living space to suit your needs. 468 Kaiwahine St. is ready to welcome you home. Contact your favorite Realtor today to schedule your private showing!

468 Kaiwahine St, Kihei

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

2627 Lioholo St, Kihei
$1,599,950
4 Beds ⋅ 3 Baths ⋅ 410785 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).

3375 Kuaua Pl, Kihei
$2,389,000
4 Beds ⋅ 3 Baths ⋅ 410769 MLS ⋅ Fee Simple Tenure
Sweeping ocean views, recent updates, and ultimate privacy define this custom hillside house and cottage tucked away on a quiet double cul de sac on desirable Kuaua Place in Maui Meadows. This unique property features a nicely refreshed 1,900 square foot main home designed for seamless indoor outdoor island living, alongside a separate detached 676 square foot cottage situated on low maintenance grounds. The main residence offers a flexible 4 bedroom, 3 bathroom layout with exposed beamed ceilings, an open and airy living area, and private lanais on both levels that invite year round sunsets and whale watching. Steps away, the charming 1 bedroom, 1 bath cottage has its own open beamed ceilings and private lanai, making it perfect for guests or rental income. Both dwellings feature split air conditioning. Additionally, the main home features an owned photovoltaic system. Located just minutes from Wailea’s world class beaches, resorts, shopping, and golf, this property offers the absolute best of South Maui living.

3375 Kuaua Pl, Kihei

Listing courtesy of Compass-W.

264 Kawailani Cir, Kihei
$1,250,000
4 Beds ⋅ 3 Baths ⋅ 410562 MLS ⋅ Fee Simple Tenure
Tucked away in a quiet residential setting within Piilani Village II this Kihei home is the real deal, and it's ready for its next family. You get 4 bedrooms and 3 full bathrooms, split across two levels. Downstairs has its own family room and kitchenette, so it works great for extended family and guests. The kitchen finishes consists of quartz counters and cherry wood cabinets that go all the way up to the ceiling. Real bamboo floors run through the living room and stairs. Bedrooms are freshly carpeted, and the whole inside was just painted. Now let's talk savings. This home has 30 solar panels installed back in 2017, and the lease is already paid off through 2036. Add in the Fujitsu split A/C system, and you're staying cool without a big power bill. Out back you'll find a covered Trex deck, perfect for grilling or just watching the sun go down. The yard is fenced, low maintenance, and lined with Ti leaf plants and Areca palms for that private, tropical feel. You're a short walk from Piilani Village, so Safeway, Starbucks, and your favorite Kihei spots are close by. The ocean is just a couple blocks away too. Call your favorite Realtor for a private showing today.

264 Kawailani Cir, Kihei

Listing courtesy of Keller Williams Realty Maui-Ki.

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

1614 Halama St, Kihei

Listing courtesy of Coldwell Banker Island Prop-Ku.

162 W Ikea Kai Pl, Kihei
$3,150,000
4 Beds ⋅ 3 Baths ⋅ 410371 MLS ⋅ Fee Simple Tenure
Located at the end of a peaceful cul-de-sac and bordering a lush greenbelt, this exceptionally designed 4 bedroom, 2.5 bathroom home in the prestigious Wailea Kialoa community offers privacy and ocean, sunset, and neighbor island views. The split-level layout provides effortless living with the main level featuring a gourmet chef’s kitchen, a formal dining room, a spacious living area, a luxurious primary suite, a bedroom that serves well as a private office, a powder room, and an attached garage—all designed for comfort and style. The lower level is an entertainer’s dream, with a large den that includes a wet bar, under-counter fridge, wine fridge, and easy access to the pool deck, BBQ area, and a serene private backyard. Luxuriously appointed throughout, the home showcases crème Vienna limestone and burled eucalyptus flooring, rare green granite countertops, and custom cherry cabinetry, highlighting the attention to detail and quality craftsmanship. A laundry room and ample storage areas add to the convenience of this warm and inviting home. The garage is equipped to store your golf clubs, surfboards, and recreational gear, ensuring you are always ready for Maui’s outdoor adventures. Both a PV solar system and a solar water system are in place, thereby reducing the ecological footprint of the property, while the private backyard offers ample space for a garden, creating a perfect blend of luxury and sustainability.

162 W Ikea Kai Pl, Kihei

Listing courtesy of Hawaii Life (W).

18 Maluaka Pl Unit Unit 1, Kihei
$34,000,000
4 Beds ⋅ 6 Baths ⋅ 410368 MLS ⋅ Fee Simple Tenure
Discover a rare chance to create your legacy in Maluaka Estates, an intimate, private gated enclave of only 13 custom estates in the heart of Makena. Just moments from the golden sands of Maluaka Beach and adjacent to the world-class amenities of the Makena Golf & Beach Club, this exclusive homesite offers an unparalleled blend of luxury, privacy, and island living. More than a homesite, this is a thoughtfully curated pathway to your dream island residence. The property includes membership application rights to the club, opening the door to an extraordinary lifestyle defined by championship golf, ocean adventures, wellness experiences, and exceptional dining. Designed for ease and convenience, the property is part of a seller-organized construction program for a fully permitted, world-class luxury home. Architectural plans have already been submitted to Maui County for permit approval, allowing you to bypass years of planning and begin bringing your vision to life with confidence. Imagine mornings spent along Makena’s stunning coastline, afternoons enjoying club amenities, and evenings relaxing in a custom estate designed to embrace the beauty of island living. This is a unique opportunity to secure a place in one of South Maui’s most coveted communities and enjoy the very best of the Makena lifestyle. Disclaimer: The offering price of the lot & house package is $34,000,000. The lot sale will occur first under a separate purchase agreement. Following the successful closing of the lot, the buyer and builder are expected to enter into a separate construction agreement for the proposed residence. The home depicted in the listing is not currently under construction. All photographs, renderings, floor plans, elevations, and other visual materials are artist's conceptual renderings only and are provided solely to illustrate a potential home design. Final architectural plans, specifications, dimensions, materials, finishes, features, pricing, and other design elements are subject to change. A due diligence/design review period will be provided following the lot purchase to review the proposed home plans with the buyer. During this period, the buyer may request revisions to the design, specifications, and finishes, subject to applicable approvals, feasibility, and agreement between the parties, before construction begins. Construction will not commence until final plans, specifications, permits, budgets, and contractual terms have been approved and executed. Estimated construction timelines have not yet been finalized and will be determined after completion of the design process, permitting, and execution of the construction agreement. Any references to square footage, features, amenities, pricing, or completion dates are preliminary and subject to modification. Buyers should independently verify all information and are encouraged to consult with the seller, builder, architect, and their own advisors regarding all aspects of the proposed project. Listing information is deemed reliable but is not guaranteed. This is a Residential Condo (CPR) - This is a Residential Condo Property, and this unit approved for a main house.

18 Maluaka Pl Unit Unit 1, Kihei

Listing courtesy of Discovery Makena Realty LLC.

5412 Makena Alanui Rd Unit 102/KV-3B, Kihei
$12,500,000
4 Beds ⋅ 5 Baths ⋅ 407694 MLS ⋅ Fee Simple Tenure ⋅ Makena Beach Club & Residences BLDG.
Brand New Luxury Unit - Welcome to your new home, a spacious ground floor, 4-bedroom, 4.5-bathroom unit spanning 3,625 sq ft, nestled within Makena Beach Club and Residences. This unfurnished masterpiece offers a blank canvas for you to design your perfect living space. Step outside to your outdoor lanai, ideal for entertaining friends and family or simply enjoying the surroundings. Dive into relaxation in your private pool, surrounded by lush landscaping that enhances your outdoor oasis. Experience the luxury of wide living spaces that promote comfort and flow throughout the home. Enjoy captivating views of the future Beach Club and Spa, adding to the allure of your new lifestyle. Private club* amenities and the golf course are all within a short cart ride. The unit features a future assigned garage, a covered vehicle stall, and a dedicated parking and charging station for your golf cart, ensuring you have everything you need right at your fingertips. Don’t miss the opportunity to make this exquisite property your own. Your dream lifestyle awaits! Inquire separately about membership to Makena Golf and Beach Club.

5412 Makena Alanui Rd Unit 102/KV-3B, Kihei

Listing courtesy of Discovery Makena Realty LLC.

201 Ho'opili Akau St, Kihei
$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.

4000 Wailea Alanui Dr Unit 101, Kihei
$13,900,000
4 Beds ⋅ 4 Baths ⋅ 410182 MLS ⋅ Fee Simple Tenure ⋅ Wailea Point I Ii Iii BLDG.
Level One oceanfront at Wailea Point — Hawaii's finest residential condominium, nestled between Wailea Beach and Polo Beach on Maui's coveted Gold Coast. 3,820 SF · 4 bed · 4 bath · 180-degree unobstructed Pacific and island views · 46 feet above the shore. One bedroom functions as a den. From the moment the door opens, the reaction is immediate — an arrival that announces itself before a single detail is pointed out. The residence showcases nine-foot clear grade Cedar ceilings, travertine marble floors, Sub-Zero, Wolf, and Thermador appliances, an African Mahogany wet bar, and Big Island Koa entry doors — all of which convey with the sale. In 2025, it was further elevated with a fully automated lighting and shade system — controlled at the touch of a button — and custom engraved electrical covers throughout. All-new furnishings, including a custom Koa coffee table set on a driftwood base, also convey. A 2025 Jeep and premium golf cart may also be available to the purchaser — full details outlined in the Disclaimer below. Set within 30 acres at under 4 units per acre — one of the lowest density communities in Hawaii. Four resort-style pools · lighted tennis and pickleball · fitness center · 24-hour gated security. Immediate neighbors include the Four Seasons Resort Maui and the Fairmont Kea Lani — world-renowned luxury hotels. Their restaurants, spas, and beaches are part of daily life here. Private appointment only · Pre-qualified buyers exclusively. DISCLAIMER Purchase of this property includes mandatory membership in the Wailea Community Association (WCA), which is separate and distinct from the property's AOAO (Association of Apartment Owners). Buyers should independently review WCA governing documents, dues, and obligations as part of their due diligence. A 2025 Jeep and premium golf cart may be available to the purchaser under a separate bill of sale. These items are personal property, are not included in the real property purchase price, and will be transferred separately from the real estate transaction. This will be outside of escrow. Wailea Point's original governing documents prohibit rentals of fewer than 30 consecutive days. An amendment effective July 1, 2026 that sought to increase the minimum lease term to more than 365 days was held invalid. Buyers should independently review the current declaration, bylaws, house rules, AOAO notices, applicable governmental requirements, and any subsequent legal developments. No representation or guarantee is made regarding rental eligibility, rental income, or future rental restrictions.

4000 Wailea Alanui Dr Unit 101, Kihei

Listing courtesy of Engel & Volkers Maui.

3236 Pikai Way, Kihei
$2,350,000
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.

147 Moana Ave Unit Unit 39, Kihei
$2,100,000
4 Beds ⋅ 4 Baths ⋅ 410011 MLS ⋅ Fee Simple Tenure
Welcome to one of the most desirable homes in Moana Estates, featuring the largest single-level floor plan in the neighborhood. This meticulously maintained 4-bedroom, 3.5-bath residence offers exceptional comfort, thoughtful upgrades, and timeless island-inspired style. Beautifully furnished and professionally designed, the home exudes a relaxed beach cottage ambiance with inviting, light-filled living spaces. New quartz countertops, engineered wood flooring throughout the main living areas, tile bathrooms, and custom white wood shutters create a refined yet casual coastal aesthetic. The spacious floor plan seamlessly connects indoor and outdoor living, opening to a private backyard oasis complete with a swimming pool, outdoor shower, fully fenced grounds, and a substantial rock privacy wall. Manicured landscaping and outstanding curb appeal enhance the home's welcoming presence. Additional features include a two-car garage, 24 photovoltaic panels with net metering for energy efficiency, and furnishings that make this home truly move-in ready. Every detail has been carefully maintained, creating a residence that is as functional as it is beautiful.

147 Moana Ave Unit Unit 39, Kihei

Listing courtesy of Coldwell Banker Island Prop-Ku.

390 Pualoa Nani Pl, Kihei
$3,550,000
4 Beds ⋅ 4 Baths ⋅ 409908 MLS ⋅ Fee Simple Tenure
Refined Island Living | Wailea Pualani Estates Discover elevated island living in this custom two-story residence within the desirable gated community of Wailea Pualani Estates. Offering 4 bedrooms, 3.5 baths, and over 2,800 square feet of interior living space, this thoughtfully designed home blends quality craftsmanship with effortless indoor-outdoor living. Nine-foot ceilings, abundant natural light, elegant travertine flooring, and a spacious entertainer’s kitchen create a sophisticated yet welcoming atmosphere. Expansive covered lanais, a private pool with jacuzzi, and a lovely, landscaped yard provide the perfect setting for family gatherings, outdoor enjoyment, and relaxed island living. Enhancing the home’s appeal are 69 owned photovoltaic panels and three Tesla Powerwall batteries, offering an energy-conscious lifestyle. Beautifully furnished and move-in ready, this exceptional turnkey offering allows you to settle into Maui living with ease. Enjoy close proximity to South Maui’s sought-after beaches, luxury resorts, world-class golf, and Wailea’s premier shopping and dining. A distinctive opportunity to experience the comfort, sophistication, and effortless beauty of the Wailea lifestyle.

390 Pualoa Nani Pl, Kihei

Listing courtesy of Engel & Volkers Maui.

2055 Kanoe St Unit A, Kihei
$1,190,000
4 Beds ⋅ 2 Baths ⋅ 409832 MLS ⋅ Fee Simple Tenure
Welcome to this one-of-a-kind opportunity to own a freshly renovated home in the heart of Kihei, just a short walk to one of South Maui’s most popular beaches and conveniently located near shops and restaurants. This beautiful 4-bedroom, 2-bathroom home was fully remodeled in 2024-2025, featuring brand new roofing, windows, doors, exterior stucco, plumbing, and updated electrical wiring and fixtures. The kitchen includes all-new cabinets with quartz countertops, new appliances, and the bathrooms feature tiled showers. Vinyl flooring has been installed throughout. The yard has been refreshed with a new irrigation system and freshly planted grass. Experience island-style living: park your car in the carport, stroll to nearby shops to run errands, take a walk at the park during sunset, and enjoy dinner at one of the many local restaurants on your way home. This is Unit A of Kanoe St Condominium, a four-unit CPR. Some of the photos are digitally staged. Contact your favorite Realtor to schedule a showing today.

2055 Kanoe St Unit A, Kihei

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

100 Poailani Pl Unit 29, Kihei
$2,550,000
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.

100 Poailani Pl Unit 29, Kihei
$2,550,000
4 Beds ⋅ 4 Baths ⋅ 409467 MLS ⋅ Fee Simple Tenure ⋅ Kanani Wailea BLDG.
Also listed as Residential MLS# 409490. 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.

5417 Makena Rd Unit 2, Kihei
$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.

3060 S Kihei Rd, Kihei
$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).

3378 E Lani Ikena Way, Kihei
$3,870,000
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.

184 Lolowaa Pl, Kihei
$9,495,000
4 Beds ⋅ 5 Baths ⋅ 408267 MLS ⋅ Fee Simple Tenure
NEXT LEVEL LUXURY . . . The Crown Jewel of Wailea Golf Estates II . . . Never Occupied - Wailea’s larger .54 Acre landscaped homesite - 23,461 sf level land - 4891sf under roof- Oversized 2-car garage - 52 owned PV solar panels - 4 Tesla backup batteries - EV charger- 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 - The most exciting new luxury release to hit the market. A brand new single-level ocean view smart home that truly makes you say WOW. A 2025 Wailea Cohen Development Group design- Clean architectural lines- Bright & sophisticated - Contemporary architecture- Refined natural materials- Wailea Golf Estates II is a 6.97 acre CPR gated subdivision.

184 Lolowaa Pl, Kihei

Listing courtesy of Compass-W.

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.

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