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$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.

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

296 Kenolio Rd, Kihei

Listing courtesy of Whalers Investment Group LLC.

$2,295,000
3 Beds ⋅ 3 Baths ⋅ 410718 MLS ⋅ Fee Simple Tenure
Tucked behind your own personal gate within the exclusive, gated neighborhood of Wailea Kai, 3150 Waiea Pl is a completely private tropical oasis just across the street from the stunning white sands of Keawakapu Beach. Set on one of the largest lots in the neighborhood, this single-level home is invisible from the road, wrapping you in lush, resort-like privacy from the moment you arrive. Newly remodeled throughout, this partially furnished home showcases a beautiful mix of travertine and hardwood flooring beneath dramatic high vaulted ceilings. Abundant windows and skylights flood every room with natural light, blurring the line between indoor and outdoor living. This thoughtful 3-bed, 3-bath home offers flexibility. The third bedroom easily functions as a home office or guest room with its hidden Murphy bed. Step outside to your own private paradise: a sparkling saltwater pool surrounded by tropical greenery, plus a fully equipped outdoor kitchen made for effortless entertaining. Go up the spiral staircase to your rooftop deck, where ocean views set the stage for sunset cocktails. As an owner, you'll have the opportunity to join the Wailea Homeowner Golf Membership, a rare privilege extended to only a select few Wailea neighborhoods. You are within the master-planned community of Wailea. You're moments from world-class shopping, championship golf, restaurants, and some of the best beaches Maui has to offer. Rarely does a property combine this level of privacy, space, and location. 3150 Waiea Pl isn't just a home — it's your own oasis paradise in one of Wailea's most coveted communities.

3150 Waiea Pl, Kihei

Listing courtesy of Hawaii Life (W).

$2,399,000
3 Beds ⋅ 3 Baths ⋅ 410693 MLS ⋅ Fee Simple Tenure
Welcome to Wailea Kai, where privacy, luxury, and effortless island living come together in one of Wailea’s most desirable gated communities. This immaculately maintained 3-bedroom, 2.5-bath residence feels both refined and relaxed, with soaring vaulted open-beam ceilings, abundant natural light, dark bamboo flooring, mahogany doors and cabinetry, granite countertops, and plantation shutters throughout. The open-concept living area flows seamlessly through expansive sliding glass doors to a lush tropical backyard and patio, creating an inviting indoor-outdoor setting for alfresco dining, entertaining, or unwinding beneath the Maui sky. The well-appointed kitchen features stainless-steel appliances, generous storage, a pantry, and casual dining nook, while split-system air conditioning throughout provides year-round comfort. Upstairs, the entire level is devoted to the spacious primary suite—a private sanctuary complete with a sitting area, walk-in closet, ensuite bath, and its own lanai. Just moments from Wailea Kai’s dedicated community park and an easy stroll to world-renowned Keawakapu Beach, the best of Maui’s coastal lifestyle is right outside your door, with white sand, turquoise water, and unforgettable sunsets just minutes away. Wailea’s acclaimed dining, luxury shopping, championship golf, tennis, and resort amenities are also close at hand. This private Wailea residence offers a comfortable setting for enjoying the beauty and convenience of life in one of Maui’s most sought-after communities.

30 Waikai St, Kihei

Listing courtesy of Romvari Realty Ltd.

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

1656 Halama St, Kihei

Listing courtesy of Compass-W.

$1,850,000
2 Beds ⋅ 3 Baths ⋅ 410669 MLS ⋅ Fee Simple Tenure ⋅ Wailea Palms BLDG.
Welcome to Wailea Palms 2801, a beautifully updated and furnished 2-bedroom, 3-bath residence offering 1,559 square feet of unparalleled island living. One of the most private residences in the community, 2801 features three private lanais, creating wonderful indoor-outdoor living throughout the home. A rare feature of this unit is the ability to barbecue right off the lanai. Ocean views provide a beautiful backdrop for morning coffee, sunset dinners, or simply enjoying Maui’s year-round outdoor lifestyle. The thoughtfully updated interior features a beautifully appointed kitchen, inviting living and dining areas, and two generous bedroom suites offering privacy for owners and guests. Wailea Palms is a gated residential community known for its lush tropical grounds, ocean-view pool and spa, and peaceful setting. Ideally located near Wailea’s world-class beaches, golf, dining, shopping and resorts, Unit 2801 offers a rare combination of privacy, space and indoor-outdoor living in the heart of Wailea.

3150 Wailea Alanui Dr Unit 2801, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

$1,150,000
3 Beds ⋅ 3 Baths ⋅ 410613 MLS ⋅ Fee Simple Tenure
Spacious Two-Story Home in Pi?ilani Villages III Welcome to this spacious 3-bedroom, 2.5-bath two-story home in the desirable Piilani Villages III community. Designed with comfortable and spacious living in mind- this home offers a versatile layout with plenty of space for relaxing, entertaining, and storage. The primary suite is conveniently located on the ground floor with ensuite bathroom with dual vanity sinks. The main floor hosts a generous sized living room, while a second living area upstairs provides additional space for a living room, office, or entertainment area. The two additional bedrooms are located upstairs. Inside, you'll find vaulted ceilings, carpet and faux-wood laminate flooring, a carpeted staircase, central A/C, an interior laundry room, and abundant storage throughout. The home also features a two-car garage. Step outside to the large fenced in backyard, an inviting space for BBQs, gardening, outdoor dining, and entertaining. The neighborhood has a welcoming atmosphere with lots of youth playing outside. Embrace the relaxed aloha lifestyle in this inviting Maui property, offering a convenient location with easy access to many local schools, beautiful beaches, outdoor recreation, dining, shopping, and everyday essentials. Thoughtfully positioned for comfortable island living, this home provides a welcoming setting with the convenience and lifestyle that make Maui such a desirable place to call home.

226 Luakaha Cir, Kihei

Listing courtesy of PKR Realty.

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

343 Noe St, Kihei

Listing courtesy of Big Wave Realty LLC.

$1,300,000
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.

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

832 Mahealani St, Kihei

Listing courtesy of ENRG Realty.

$2,500,000
3 Beds ⋅ 3 Baths ⋅ 410525 MLS ⋅ Fee Simple Tenure
Sublimely located in the exclusive gated community of Wailea Kai, this beautiful single-level home places you just steps from the golden sands of Keawakapu Beach. Owned photovoltaic panels, brand-new luxury vinyl flooring and new baseboard throughout, a private pool, and an effortless flow make this the perfect expression of the Maui lifestyle. Minutes from the world-class dining, shopping, and championship golf of Wailea Resort, all within a serene, gated 34-acre community with lush tropical landscaping year-round. A rare single-level gem in one of South Maui’s most sought-after neighborhoods.

3111 Waiea Pl, Kihei

Listing courtesy of Maui Luxury Real Estate LLC.

$1,620,000
5 Beds ⋅ 3 Baths ⋅ 410506 MLS ⋅ Fee Simple Tenure
This 5 bedroom 3 bath house features 2 bedrooms, 1 bath as an attached ohana on the lower level. Located on a quiet South Maui cul-de-sac, this beautifully designed 2020-built tropical oasis offers modern elegance, and exceptional versatility. Whether you are looking for a multi-generational home, an investment opportunity, or a peaceful island retreat this layout delivers the ultimate indoor-outdoor lifestyle. The bright and airy upper level showcases a breezy, open-concept floor plan anchored by beautiful white oak floors. This main level hosts three bedrooms and two bathrooms, including a relaxing primary suite complete with a walk-in closet and a private en-suite bathroom. At the heart of the home is a chef-ready kitchen designed with entertaining in mind, featuring sleek contemporary finishes, modern appliances, and generous quartz countertop space. Downstairs, a two-bedroom, one-bathroom attached ohana with a private entrance provides the perfect setup for rental income or extended family. It mirrors the home's contemporary aesthetic and includes a full kitchen and its own laundry. The lower level also houses a dedicated laundry room and a spacious two-car garage complete with ample extra storage roomand plenty of driveway parking. Step into the expansive backyard to discover a secluded tropical retreat designed for relaxation. Soak in the hot tub under the stars or unwind in the charming gazebo, entirely surrounded by lush greenery and a remarkable edible landscape. This home is highly upgraded with eco-friendly utility systems to keep energy costs low: 16-panel photovoltaic solar system, 1 Tesla Powerwall battery backup, Solar hot water heater, Split-system air conditioning throughout. Perfectly situated in the heart of South Maui, you are just minutes away from everything. Enjoy quick access to world-class beaches, top-tier golf courses, Kalama Park, local grocery stores, and the vibrant food truck scene at South Maui Gardens. Rarely does a property combining newer construction, income potential, and a tranquil agricultural ambiance become available in such a highly sought-after location.

1887 Kaahele Pl, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

$1,495,000
3 Beds ⋅ 3 Baths ⋅ 410473 MLS ⋅ Fee Simple Tenure
Located along a quiet cul-de-sac at the edge of Wailea, this two-home property is a blend of resort proximity and easygoing island living. Just steps from the white sand of Keawakapu Beach, this south Kihei setting is one of Maui's most coveted stretches of coastline. This 3 bedroom, 3 bathroom residence has high ceilings and a fully detached cottage with its own private yard — a configuration built for extended family, rental income, or simply room to breathe. Step inside the main home and the great room opens up beneath soaring ceilings, where natural light pours across an open floor plan. Thoughtful recent updates include new appliances in the house and cottage. The primary suite indulges with an oversized jacuzzi tub and dual vanities, a quiet retreat after a day at the beach. Outside, life shifts to the lanai — spacious, covered, and made for entertaining, with a built-in barbecue area ready for sunset gatherings. A stately Royal Poinciana tree anchors the beautifully landscaped yard in cooling shade, while the two-car garage keeps boards, bikes, and beach gear neatly out of sight. The detached cottage is its own quiet escape. PV solar keeps energy costs down. The mature landscaping makes one feel connected to nature. Two homes. One address. All of South Maui's best, right outside the door.

221 Mahie Pl, Kihei

Listing courtesy of Hawaii Life (W).

$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).

$3,695,000
3 Beds ⋅ 3 Baths ⋅ 410261 MLS ⋅ Fee Simple Tenure ⋅ Makalii At Wailea BLDG.
Makali’i Magnificence! Premium top row position with unbelievable Ocean and Outer Island views! Makali’i #14B is arguably the best location in the community with expansive and unobstructed views. This gently lived in home has gorgeous finishes throughout with smooth tile floors extending in all directions. The chef’s kitchen is exquisite with high quality SubZero, Wolf, and Cove stainless appliances, beautiful quartz countertops, and handsome cabinetry. The generous living and dining area culminate with the dramatic 13 foot ceiling above the gliding glass doors leading to your peaceful lanai. The main level also includes a wonderful full bath and your secondary suite. Descending the striking contemporary staircase leads you to the ultimate privacy of your primary suite. There, you will find the retreat you’ve been dreaming of, with a large, private lanai offering incredible views and a spacious principal suite featuring generous closets and storage plus a huge ensuite bath with a luxury bathtub and oversized separate shower. Separate laundry room with quality Asko W/D. You will notice that all of the modern touches throughout are both elegant and functional for the way you live. The unique potential of the Casita is an outstanding feature for your visiting family and loved ones, and from the inner courtyard lanai, you ascend a staircase to the Casita Suite, where you will enjoy Majestic Haleakala views and yet another luxurious ensuite bath. Your one car garage means means more storage and vehicle protection year round and peace of mind during travel. This amazing recent community is everything you’ve been looking for in a Maui home with stunning pool area, workout facilities, and so much more. Steps from the Fairmont Kea Lani, a short stroll to Polo Beach and the Wailea Beachwalk, with all the world class beaches, restaurants, and shopping that the Wailea Resort has to offer at your fingertips, it’s time for you to discover the Magic of Makali’i.

208 Holomoana Way Unit 14B, Kihei

Listing courtesy of Hawaii Life (W).

$2,499,000
3 Beds ⋅ 3 Baths ⋅ 410251 MLS ⋅ Fee Simple Tenure
Welcome to 139 Waaula St, a stunning single-family home in the gated Wailea Kai community, just one block from Keawakapu Beach. Set on a large 10,000-square-foot lot, this multi-level residence lives large, with generous indoor and outdoor spaces designed for entertaining, relaxing, & enjoying the Maui lifestyle. Bay windows frame the mature tropical landscaping & fill the open-concept interior with natural light. The formal living room connects seamlessly to the dining area and kitchen, while a separate game room offers vaulted ceilings, a wet bar, built-in cabinetry, & a game table that can double as a second dining space. The spacious primary suite & two additional upstairs bedrooms also feature vaulted ceilings. A charming upper lanai brings a touch of Romeo and Juliet romance while offering a peaceful place to enjoy sunset colors, evening breezes, and star-filled skies. Outside, a large pool & hot tub are surrounded by lush tropical landscaping, creating a private backyard retreat. A convenient half bath opens directly to the pool area, helping keep wet feet out of the main living spaces. Split AC in every room provides year-round comfort, while owned solar panels help keep electric costs low. The two-car garage includes a caretaker’s quarters, adding further value and flexibility for guests, extended family, or additional living needs. Thoughtfully designed throughout, this home offers room to gather, room to unwind, & room to enjoy Wailea living to the fullest.

139 Waaula Way, Kihei

Listing courtesy of Coldwell Banker Island Prop-Ku.

$3,750,000
3 Beds ⋅ 3 Baths ⋅ 410226 MLS ⋅ Fee Simple Tenure
Imagine the possibilities! Framed by sparkling ocean, pool and sweeping panoramic views, while perched within one of South Maui's most prestigious enclaves, this 3-bedroom, 3-bath residence in Wailea Golf Estates offers a rare combination of privacy, elegance, and effortless island living. Relax and recharge with EV charging and the opportunity to add your own personal touches, making this a truly turnkey canvas for your Maui dream home. Architectural plans for a modern luxury home have been approved by the County of Maui, and are avaialble upon request. Designed for the quintessential indoor-outdoor lifestyle, the home's spacious interiors flow seamlessly to expansive lanais ideal for entertaining or quiet relaxation. Sweeping blue ocean vistas, neighbor island silhouettes, and brilliant Maui sunsets serve as your ever-changing backdrop, while lush tropical landscaping lends a serene, resort-like quality to every corner of the property. The thoughtfully designed floor plan offers generous living areas, a well-appointed kitchen, and comfortable bedrooms — two of which open directly to their own private lanais and offer panoramic views from their lanais. Whether hosting guests or savoring peaceful evenings at home, this property captures everything that makes Maui living so extraordinary. Just minutes from world-class beaches, championship golf, and fine dining.

3919 Waakaula Pl, Kihei

Listing courtesy of Century 21 Island Homes.

$1,725,000
3 Beds ⋅ 3 Baths ⋅ 410218 MLS ⋅ Fee Simple Tenure
Prestigious Moana Estates Single-Level Gem. This beautifully updated single-level residence offers 1,818 sq ft of comfortable living space with 3 bedrooms and 3 full baths in the highly sought-after Moana Estates community. New flooring throughout for a fresh, modern feel. Lush, tropical backyard — perfect for relaxing, entertaining, or enjoying Maui’s gentle trade winds. Spacious garage with an a additional covered lanai (380 sq ft) with open recreational area. Central A/C and durable stucco exterior. Located in one of South Maui’s most desirable neighborhoods, this home is just a short, easy walk to world-class beaches, excellent restaurants, shopping, and all the conveniences of Kihei/Wailea. Whether you’re looking for a primary residence, second home, or investment property, this turn-key single-level gem in Moana Estates delivers the perfect blend of comfort, location, and island lifestyle. Ready for its next chapter — don’t miss this opportunity!

8 Moana Ave, Kihei

Listing courtesy of Coldwell Banker Island Prop-Ku.

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

1669 Hoonanea St, Kihei

Listing courtesy of Compass.

$1,495,000
3 Beds ⋅ 3 Baths ⋅ 410209 MLS ⋅ Fee Simple Tenure ⋅ Koa Resort BLDG.
Discover the perfect blend of space, comfort, and island living in this beautifully maintained 3-bedroom, 3-bath residence at Koa Resort. Rarely available, this spacious two-story condominium offers a thoughtfully designed floor plan with soaring vaulted ceilings that fill the home with natural light and create an open, airy atmosphere. The expansive living area flows seamlessly onto a generous ground-floor lanai, providing the perfect setting for indoor-outdoor living, entertaining, or simply relaxing in Maui's year-round tropical climate. Upstairs, a second private lanai extends your living space even further, offering a peaceful retreat to enjoy gentle island breezes and tranquil surroundings. With three full bedrooms and two and a half bathrooms, this home provides exceptional flexibility for family and guests. The multi-level layout offers privacy while maintaining inviting gathering spaces, making it ideal as a primary residence, second home, or rental property. New 4-zone A/c unit installed in 2025. Located just a short distance from the beach, Koa Resort is one of North Kihei's most sought-after communities, featuring beautifully maintained tropical grounds, a large resort-style swimming pool, hot tub, tennis and pickleball courts, and barbecue areas. Its convenient central location provides easy access to South Maui's world-famous beaches, dining, shopping, golf, and Kahului Airport. Whether you're looking for a spacious island retreat or an exceptional investment opportunity, this rare Koa Resort residence offers the ideal combination of size, comfort, and the relaxed Maui lifestyle.

811 S Kihei Rd Unit 2F, Kihei

Listing courtesy of Keller Williams Realty Maui-Ki.

$3,895,000
3 Beds ⋅ 3 Baths ⋅ 410170 MLS ⋅ Fee Simple Tenure ⋅ La'i Loa BLDG.
The one you’ve been waiting for at La’i Loa! Pride of ownership shines in this premier 3 bedroom, 3 bath villa, set in the most coveted location of the community. Villa 4C (aka 30-201) offers epic ocean and golf course views and allows you to enjoy one of the closest proximities to the exclusive recreational center. Blending elegance and comfort, the spacious open concept layout features upgraded tile flooring which flows gracefully to the two covered lanais. The main lanai is perfect for year-round outdoor living and entertaining where you can savor unforgettable sunsets paired with great meals prepared on the built-in Coyote gas grill. The chef-inspired kitchen is appointed with Bosch stainless appliances, Fisher & Paykel double dishwasher, U-Line wine cooler, custom cabinetry, and a dramatic quartz waterfall island with bar seating and pendant lighting. The primary suite is a relaxing private sanctuary with its own lanai and privacy shade screen. This villa has been very gently lived in and further enhanced with upgrades such as Lutron programmable lighting, custom electronic blinds, Hansgrohe fixtures, Toto toilets, and a Rinnai on-demand hot water system. Custom furnishings designed specifically for this villa are also negotiable. A secure garage with an EV charging capability, large storage room and an additional assigned parking stall provide everyday convenience. Owners at La’i Loa enjoy an infinity edge pool with a lap lane, an oversized hot tub, and a modern fitness center all just steps away from your villa. Nearby are all of Wailea’s many resort amenities including some of the best beaches on Maui, elite shopping opportunities, first class restaurants, golf and tennis. Special properties like this rarely become available.

30 Kai Malu Dr Unit 201, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

$2,398,000
3 Beds ⋅ 3 Baths ⋅ 410156 MLS ⋅ Fee Simple Tenure
Expansive ocean views, exceptional privacy, and peaceful half-acre setting define this single-level Hawaiiana-inspired home. Enhanced by an absence of utility wires and located along the southern border of Maui Meadows, directly above Wailea, the property is adjacent to thousands of acres of undeveloped land. Minutes from Wailea's beaches, golf, shopping, dining, and luxury resorts this very private retreat features a large swimming pool positioned for whale watching, sunsets, and exceptional night skies. This is the first time in over 30 years it is on the market, It is a lovingly maintained owner-occupied licensed BnB with numerous 5-star guest reviews. The floor plan offers seamless indoor-outdoor island living. The large private outdoor shower, tucked beneath banana trees, and a private lower drive leading to a secluded ocean-view gazebo and gardens create a uniquely Maui experience, while tropical fruit trees enhance the property's island sanctuary feel. There is possible future ohana potential, subject to buyer verification. The large ocean-view front entry/studio/office provides additional living/work space. Upgrades include: All flooring, Pool completely tiled, fully paid upfront leased photovoltaic system for energy efficiency, four Mitsubishi Split Air-conditioners, one portable A/C in office/studio. This is a rare opportunity to enjoy privacy, space, views, quiet, birdsong, and the relaxed lifestyle that makes Maui so desirable. Please enjoy the attached video tour. Listor is owner/seller and a licensed Hawaii real estate broker. The BnB license is not transferable.

620 Kumulani Dr, Kihei

Listing courtesy of International Real Estate Srvs.

$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.

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

2451 Umeke Cir Unit 67, Kihei

Listing courtesy of Hawaii Life (W).

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

2451 Umeke Cir Unit 67, Kihei

Listing courtesy of Hawaii Life (W).

$1,445,000
3 Beds ⋅ 3 Baths ⋅ 409981 MLS ⋅ Fee Simple Tenure
Enjoy sweeping ocean views that frame Kaho‘olawe and Molokini Crater from this quintessential South Maui beach house's primary suite. Perfectly positioned near Wailea’s world-class golf, fine dining, boutique shopping, and some of Maui’s most iconic white sand beaches, this home blends convenience with the tranquility of a tucked-away cul-de-sac. Some homes don’t just sit on a street—they greet you, 250 Hoohale Place waits with a kind of easy, island confidence. Bordered by a gulch on one side and greenspace behind, this two-story residence offers both privacy and versatility. The flexible downstairs “second living room” easily functions as a family room, office, or guest suite—ideal for hosting visiting friends and ‘ohana.As you enter, vaulted ceilings and abundant windows fill the home with natural light, highlighting the lush tropical landscaping that surrounds the property. Thoughtful upgrades completed in 2022 include vinyl plank flooring, new sliding windows and doors, Trex decking, and a beautifully designed kitchen featuring custom tilework and a quartz waterfall edge countertop. Most recently, a split-system air conditioner was installed & exterior paint was completed in 2026.The main level is an entertainer’s dream, with seamless flow from the kitchen to indoor and outdoor living spaces. Step onto the private backyard lanai—currently styled as an additional lounge and entertainment area—to enjoy Maui’s year-round perfect weather.And then there’s the backyard—private, lush, and currently styled as an extension of the living room. It’s where dinners linger, where kids play, and where stories are told.Two of the three bedrooms open directly to outdoor lanais, extending the living space and inviting in the island breeze. The primary suite boasts a generous 300 sq ft private lanai, capturing ocean vistas and offering a peaceful retreat.This South Maui gem combines location, comfort, and island charm—ready to welcome its next owner home. Seller is a licensed Realtor in the state of Hawai'i.

250 Hoohale Pl, Kihei

Listing courtesy of Hawaii Life (W).

$3,878,000
3 Beds ⋅ 3 Baths ⋅ 409909 MLS ⋅ Fee Simple Tenure ⋅ La'i Loa BLDG.
La'i Loa: Where Elevated Design Meets the Spirit of Wailea THIS UNIT IS AVAILABLE TO VIEW FOR PRIVATE SHOWINGS! There are homes that offer a view, and there are homes that make the view part of your everyday life. From this beautifully positioned residence at La'i Loa, the Pacific stretches across the horizon, with expansive ocean vistas, neighboring islands, and Maui's legendary sunsets creating a backdrop that never grows old. Completed in 2023, this exceptional 3-bedroom, 3-bath residence offers 1,742 square feet of intentionally designed interior living space and an impressive and rare 424-square-foot lanai that seamlessly extends the home outdoors. Elevated above the landscape along with its convenient ground-floor location, the residence captures cooling trade winds, abundant natural light, and the effortless indoor-outdoor lifestyle that defines distinctive Wailea living. Behind the front door, every detail reflects a commitment to quality, craftsmanship, and design. The interiors are a curated collection of bespoke finishes and designer elements, with approximately $1 million invested in furnishings, artwork, lighting, and custom appointments. Hand-painted Italian wall coverings, rare Maya Romanoff wallpaper, hand-blown glass light fixtures, custom Italian furnishings, and carefully selected materials create a residence that feels more like a private gallery than a condominium. The gourmet kitchen is equally impressive, featuring premium appliances and sophisticated finishes designed for both everyday living and elegant entertaining. Motorized shades, smart-home compatibility, and seamless technology integration provide modern convenience without compromising the home's refined aesthetic. The expansive lanai becomes a natural extension of the living space, complete with an outdoor grilling area ideal for sunset dinners, morning coffee overlooking the ocean, or gathering with friends as the sky transforms with evening color. Strategically positioned within the community, this residence enjoys a uniquely private setting surrounded by mature Monkey Pod trees and lush tropical landscaping, creating a serene, treehouse-like atmosphere. Its location offers a heightened sense of tranquility, minimal through-traffic, and exceptional privacy, making it one of the most desired locations within the community. La'i Loa has quickly become one of Wailea's most coveted addresses, offering a rare balance of luxury, privacy, and modern construction. Each boutique building contains only five residences and features secured access and a private garage, creating a sense of exclusivity seldom found in condominium living. Residents enjoy resort-inspired amenities including an infinity-edge pool, fitness center, and clubhouse, all surrounded by impeccably maintained grounds. For those seeking a primary residence, the convenience of single-level living combined with Wailea's world-class lifestyle is hard to overstate. For those searching for a second home, this is a true lock-and-leave retreat designed for comfort and ease. And for investors, the property's luxury positioning, nearly new construction, and strong long-term rental appeal create a compelling ownership opportunity in one of Maui's most desirable communities. Offered fully furnished—with most furnishings, artwork, and designer pieces included—this residence allows the next owner to step immediately into a lifestyle that has already been thoughtfully curated and beautifully executed. In a market where exceptional inventory is increasingly difficult to find, opportunities like this are rare. New construction. Boutique exclusivity. World renowned interior design finishes. Expansive ocean views. And one of the most sought-after locations in Maui. This is more than a home. It is a front-row seat to everything that makes Wailea extraordinary. ALL FURNISHINGS INCLUDED IN THE SALES PRICE EXCEPT A FEW PERSONAL ITEMS.

78 Kai Malu Dr Unit 101 (14A), Kihei

Listing courtesy of Keller Williams Realty Maui-Ka.

$2,749,000
2 Beds ⋅ 3 Baths ⋅ 409826 MLS ⋅ Fee Simple Tenure ⋅ Na Hale O Makena BLDG.
Welcome to Na Hale O Makena, one of South Maui’s most private and low-density luxury communities. This beautifully appointed 2-bedroom, 2.5-bath residence offers the ease and comfort of desirable ground-level living with no stairs/elevators to enter, creating effortless access throughout the home and lanai. Tucked within lush tropical landscaping, the property enjoys an exceptional sense of privacy and tranquility in one of Makena’s most sought-after settings. Freshly updated with a newly painted interior, new carpeting, led lighting and more, this spacious floor plan is designed for relaxed island living, featuring seamless indoor-outdoor flow and peek-a-boo ocean/molokini views that add to the home’s peaceful ambiance. Thoughtfully designed with comfort and convenience in mind, this residence lives more like a private home while still offering the benefits of luxury condominium ownership. Residents of Na Hale O Makena enjoy a gated, low-density community atmosphere along with resort-style amenities including a pool, spa, fitness center, and covered pavilion, all just moments from Makena’s pristine beaches, golf, dining, and Wailea conveniences. Whether you are seeking a full-time residence or an island retreat, this exceptional property captures the privacy, comfort, and understated luxury that define the Makena lifestyle. Schedule your private showing today!

4955 Makena Rd Unit F102, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

$1,850,000
3 Beds ⋅ 3 Baths ⋅ 409786 MLS ⋅ Fee Simple Tenure ⋅ Hokulani Golf Villas BLDG.
Experience true luxury in the gated community of Hokulani. Perched within the Maui Nui Golf course, this upscale home is among the newest in South Maui. Enjoy an open feeling with high ceilings and Maui’s sunshine streaming in from the tall windows. An expansive kitchen includes granite island and countertops, bar seating and everything one would want to create amazing meals and memories. Large lanai offers privacy and those cool trade winds. This floorplan is a favorite of many with a large den and the primary suite on the main floor, and two additional rooms plus a family room upstairs. Enjoy central AC and a two-car garage as well as a stunning infinity pool, spa and clubhouse within this neighborhood that spans 40 acres.

1437 Umeke Cir Unit 100, Kihei

Listing courtesy of Hawaii Life (W).

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

295 Kaihoi St, Kihei

Listing courtesy of Keller Williams Realty Maui-Ki.

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.