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$369,000
410054 MLS ⋅ Fee Simple Tenure ⋅ Kihei Commercial Condominium Ii BLDG.
2nd floor office unit built out with 4 private offices plus entry office/reception area in a tilt-up concrete building with a glass front and facing Manao Kala Street off Piilani Highway. Has a spacious off-site parking area adjacent to the building that gives the property parking comparable to a shopping center. Gross leasable floor area is 834 sq. ft. (comparable to leased space) and net usable floor area is 749 sq. ft. Currently occupied by State Farm. Seller/Listor is a licensed Real Estate Broker in the State of Hawaii.

300 Ohukai Rd Unit B-321, Kihei

Listing courtesy of CardOneRealty Corp.

$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.

$625,000
3 Beds ⋅ 2 Baths ⋅ 409988 MLS ⋅ Fee Simple Tenure ⋅ Haleakala Gardens BLDG.
Must-see turnkey 3-bedroom, 2-bathroom condo at Haleakala Gardens, facing the inner courtyard and showcasing true pride of ownership. Meticulously maintained, clean, and move-in ready. The kitchen was updated in 2020 and features quartz countertops and stainless steel appliances. Additional upgrades include LPV flooring throughout, custom window shades, ceiling fans in every bedroom, split AC units in the living room and primary bedroom, a full-size washer and dryer and water heater was replaced in 2022. Recent 2025 upgrades include a new refrigerator, new baseboards, and a new vanity in the primary bathroom, along with many other improvements. This desirable ground floor corner unit offers abundant natural light while being protected from the afternoon sun, helping keep the interior cool and comfortable. Includes two parking stalls conveniently located near the unit entrance. Haleakala Gardens is pet friendly complex, conveniently located within walking distance to the beach, with easy access to Piilani Highway, and close to the new Kulanihakoi High School, grocery stores, shopping, and restaurants. Please contact your favorite Realtor to schedule a private showing.

15 Kulanihakoi St Unit 20A, Kihei

Listing courtesy of Royal Realty LLC.

$1,250,000
409985 MLS ⋅ Fee Simple Tenure
Rarely does a lot of this caliber come to market. Situated on 13,373 square feet of land in one of Maui Meadows' most coveted pockets, this Main House CPR unit offers an extraordinary opportunity to build your forever home on what is simply one of the finest view lots in all of South Maui. In addition to a main dwelling the entitlements may allow for an additional ADU as well. The views here are not incidental — they are the centerpiece. Sweeping panoramas greet you every morning, and the sunsets are nothing short of spectacular, painting the sky in color every single evening of the year. Critically, those views are protected: height covenants and biomass growth restrictions on the lot below ensure your investment in this vista is preserved for the long term. The location within Maui Meadows is unmatched. A quiet, flat road with both north and south access means no through traffic and a genuine sense of neighborhood serenity — a rare find at any price point. There are no stringent or costly HOA obligations to navigate, giving future owners the freedom they deserve. The groundwork has already been done. Water, electrical, and fiber optic utilities are on-site and ready. A brand-new, state-approved five-bedroom septic system is in place. Two fully customizable architectural plans are available, a general contractor is primed and ready to build, and a streamlined construction timeline means your vision can become reality faster, and at a cost advantage when compared to starting from scratch. This is not just a piece of land. It is a foundation for an exceptional life on Maui. This is a residential CPR.

3414 Keha Dr Unit Unit A, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

$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).

$395,000
1 Beds ⋅ 1 Baths ⋅ 409977 MLS ⋅ Fee Simple Tenure ⋅ Kihei Shores BLDG.
Coastal Living right across the street from Kamaole III Beach Park! Welcome home to your slice of South Maui paradise! This desirable 1-bedroom, 1-bathroom condo at Kihei Shores offers the ultimate blend of convenience and relaxed island living. Tucked peacefully away from the main road traffic, this 597 sq. ft. unit features an open floor plan, a private covered lanai perfect for morning coffee, while enjoying your partial ocean view and the supreme convenience of an in-unit washer and dryer. With a brand new tiled shower and fresh paint in the bathroom, you wont need to worry about that when you are ready to remodel. Living here means you are right across from the golden sands of Kamaole Beach Park III, premier snorkeling, and stunning year-round sunset views. After a day at the beach, come home to premium complex amenities including a sparkling pool, relaxing hot tub, and a central barbecue terrace with gas grills. The unit includes one assigned parking, access to a dedicated car wash station, and on-site surfboard/kayak storage. Don't miss this incredible fee-simple opportunity to own or live in one of South Kihei's most welcoming beachside communities!

2747 S Kihei Rd Unit A302, Kihei

Listing courtesy of Destination Maui Realty LLC.

$490,000
2 Beds ⋅ 2 Baths ⋅ 409970 MLS ⋅ Fee Simple Tenure ⋅ Kihei Villages Ii BLDG.
Welcome to Kihei Villages! This well-located second-floor condo is just a short stroll from Sugar Beach and enjoys a peaceful setting within the complex, away from busy roads and traffic. The thoughtfully designed floor plan offers abundant storage, an in-unit washer and dryer, and beautiful Haleakala views from the lanai. Conveniently located in North Kihei, you be just minutes from Wailea, Central Maui and the West Side. One assigned parking stall is included. Vacant and easy to show. Priced to sell and offered As Is. Contact your favorite REALTOR® to schedule a showing today.

140 Uwapo Rd Unit 50-203, Kihei

Listing courtesy of Coldwell Banker Island Prop(Ka).

$2,250,000
3 Beds ⋅ 2 Baths ⋅ 409916 MLS ⋅ Fee Simple Tenure
Discover one of Maui Meadows' hidden gems at the end of a quiet, private cul-de-sac. This beautifully updated home feels like a modern treehouse, surrounded by stunning ocean, mountain, and sunset views with no wires enjoyed from multiple lanai spaces. The main level features bright, open living, a contemporary kitchen, and a gorgeous primary suite with a soaking tub overlooking the ocean. Downstairs offers a large family room, two spacious bedrooms, abundant storage, and walk-out access to the pool, hot tub, and entertaining deck. With tropical landscaping, low-maintenance materials throughout, and an adjacent lot optionally available to the buyer, this is a rare Maui Meadows retreat offering privacy, views, and flexible living in one of South Maui's most desired neighborhoods.

3124 Nahenahe Pl, Kihei

Listing courtesy of Hawaii Life (W).

$3,878,000
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.

$3,785,000
4 Beds ⋅ 4 Baths ⋅ 409908 MLS ⋅ Fee Simple Tenure
Nestled within the prestigious Wailea Pualani community, 390 Pualoa Nani Place offers the essence of luxury island living with privacy, elegance, and the relaxed sophistication that defines Wailea. Surrounded by lush tropical landscaping and swaying palms, this beautifully designed residence welcomes you with a grand driveway entrance and exceptional curb appeal. Inside, the home blends comfort and functionality with spacious living areas, abundant natural light, and quality finishes throughout. The residence showcases magnificent views of the West Maui Mountains along with beautiful glimpses of the Pacific Ocean, creating a peaceful backdrop from multiple areas of the home. Recently enhanced with brand-new quartz countertops as well as upgraded flooring, the property reflects quality craftsmanship and modern island elegance. The expansive laundry and utility room provides generous storage and workspace, while the thoughtfully designed floor plan creates seamless indoor-outdoor living ideal for entertaining or peaceful everyday enjoyment. Adding to the uniqueness of this exceptional offering is a magnificent curated art collection that complements the home's sophisticated ambiance and tropical luxury setting. (Please see attached document with photos of the art pieces included in the sale.) This is also an extraordinary opportunity to own a home with exceptional energy independence and efficiency. The property is equipped with an impressive owned photovoltaic system featuring approximately 69 solar panels along with three Tesla Powerwall batteries, providing substantial renewable energy production, backup power capability, and long-term utility savings. This remarkable solar investment enhances both the value and sustainability of the property while supporting the Maui lifestyle with modern energy resilience. From the aerial perspective, the home's positioning captures privacy and tranquility with neighboring greenery and open space, creating a serene tropical environment. Located moments from world-class beaches, championship golf courses, luxury resorts, fine dining, and upscale shopping in Wailea, this exceptional residence offers the perfect blend of comfort, convenience, luxury, sustainability, and the coveted Wailea lifestyle.

390 Pualoa Nani Pl, Kihei

Listing courtesy of Engel & Volkers Maui.

$610,000
3 Beds ⋅ 2 Baths ⋅ 409894 MLS ⋅ Fee Simple Tenure ⋅ Haleakala Gardens BLDG.
Welcome to Haleakala Gardens 15E, an upstairs corner unit tucked into what is arguably one of the best locations within the complex. Positioned in the quiet northeastern corner of Haleakala Gardens, this top-floor residence offers a rare sense of privacy, beautiful natural light, refreshing tradewind breezes, and its own private entrance. From the moment you step inside, the home feels open, bright, and inviting. Soaring cathedral-height ceilings create a spacious, airy feel throughout the main living areas, while the corner-unit positioning allows sunlight to indirectly pour in from multiple directions. Whether you are enjoying a relaxed morning at home, hosting friends, or winding down after a beach day, this residence offers an easy, comfortable North Kihei lifestyle. Thoughtful updates have been completed over the years to enhance both style and function. These updates include: newer stainless steel appliances, granite countertops, updated kitchen cabinetry, newer bathroom vanities, bathroom flooring, shower tile surrounds, and a reverse osmosis water filtration system. The newest renovated items are a new hot water heater in 2026, flooring throughout in 2022, and a three unit split AC system was added in 2020, giving you the option to stay cool during warmer summer months. Haleakala Gardens 15E also comes with two parking stalls, an added convenience that makes everyday living even easier. The complex is pet friendly, offering flexibility for those with furry companions, and features a lovely party room that can be rented for larger gatherings, celebrations, or special occasions. Located just one block from the water, Haleakala Gardens places you close to beach walks, sunset strolls, and the laid-back coastal lifestyle Kihei is known for. Directly up the street and across the highway is the new Kulanihako‘i High School, and the surrounding North Kihei location keeps you close to shopping, dining, schools, parks, beaches, and everyday conveniences. Please note, the property is currently tenant occupied. Some photos have been virtually altered to remove furniture, and others include virtual staging to help showcase the home’s potential and inspire ideas for how the space can be used. Rather than imagining yourself here, contact your favorite Realtor today to schedule your private in-person viewing.

15 Kulanihakoi St Unit 15E, Kihei

Listing courtesy of Coldwell Banker Island Prop-Ku.

$549,000
2 Beds ⋅ 2 Baths ⋅ 409866 MLS ⋅ Fee Simple Tenure ⋅ Keonekai Villages BLDG.
Welcome to Keonekai Villages 27-102! This beautifully updated 2-bedroom, 2-bath ground floor condo is tucked away from the parking lot, offering a peaceful setting with added privacy and a private fenced yard to enjoy your own outdoor space. Rarely available and move-in ready, this residence offers exceptional value in the heart of South Kihei. The thoughtfully redesigned floor plan features an opened kitchen wall, creating a bright, functional living space with an easy flow throughout. The chef-inspired kitchen showcases butcher block countertops, open shelving, and a warm, stylish design that gives the home a unique feel. Both bathrooms have been tastefully updated, and the condo has been freshly painted throughout with new ceiling fans and upgraded lighting. Perfectly located just across from Kamaole Beach Park III, you’ll be close to sandy beaches, restaurants, shopping, and everything South Maui has to offer. Don’t miss the opportunity to see this South Kihei gem — schedule your private showing today!

160 Keonekai Rd Unit 27-102, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

$445,000
2 Beds ⋅ 2 Baths ⋅ 409855 MLS ⋅ Fee Simple Tenure ⋅ Kihei Villages Iii BLDG.
Welcome to Kihei Villages 30-201, a charming 2-bedroom, 1.5-bath second-floor condo located in the heart of North Kihei. Tucked away in a quiet location within the complex, this unit enjoys a peaceful setting far from the highway while still offering convenient access to everything Maui has to offer. This unit features a renovated kitchen and bathrooms, fresh interior paint completed in 2026, and new flooring throughout. Designed with both comfort and functionality in mind, the thoughtfully laid-out floor plan opens to a private lanai off the living room-an ideal spot to unwind and enjoy Maui's year-round tropical breezes. Additional highlights include an in-unit washer and dryer, abundant natural light, and the added benefit of residing in a pet-friendly community. Kihei Villages is a residential complex just a short stroll from Sugar Beach and the Kihei Canoe Club, making it easy to enjoy morning walks along the shore, paddling, sunsets, and all the outdoor activities that define island living. Conveniently located in North Kihei, the property offers a short drive to South Kihei, Wailea, Central Maui, and Kahului Airport.

140 Uwapo Rd Unit 30-201, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

$333,000
1 Beds ⋅ 1 Baths ⋅ 409795 MLS ⋅ Fee Simple Tenure ⋅ Kalama Terrace BLDG.
Price adjusted to $333K plus a $5K Credit at closing. Kalama Terrace is a prime Kihei condo a block from Charley Young Beach and Cove Park! The condo is spacious with lots of natural light & cool breezes, which creates a welcoming atmosphere. The covered lanai is perfect for unwinding after a day at the beach. A portable A/C keeps the space cool during those warm evenings. Residents have easy access to stunning shorelines & a variety of recreational activities, including swimming, stand-up paddleboarding, and surfing. The vibrant neighborhood is rich with dining options and shopping, enhancing your island lifestyle. With Piilani Village Shopping Center & Azeka Shopping Center minutes away, convenience is at your fingertips. Don’t miss out on this island gem! Embrace the opportunity to own this beautiful property in a sought-after location. The building currently allows short-term rentals, providing excellent investment potential, although this will be phased out by January 1, 2031. Monthly HOA fee cover Electricity/Gas/Water/Sewer/Trash/CAM This condo is sold furnished, including all contents (excluding the TV, staging bedding, and staging kitchen linens) and is sold “as is.”

35 Walaka St Unit L211, Kihei

Listing courtesy of RE/MAX Honolulu.

$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).

$1,199,000
1 Beds ⋅ 2 Baths ⋅ 409776 MLS ⋅ Fee Simple Tenure ⋅ Wailea Ekolu BLDG.
Whether you're seeking a high-performing vacation rental, a lock-and-leave second home, or a comfortable full-time residence, Wailea Ekolu #1204 offers exceptional value in one of South Maui's most desirable communities. Positioned on the front row overlooking the Wailea Blue Golf Course with sweeping ocean views beyond, this beautifully updated 1-bedroom, 2-bath residence combines privacy, tranquility, and convenience at a price point rarely available in Wailea. This upstairs unit features vaulted ceilings, grandfathered all-tile flooring throughout, two split-system AC units, bamboo cabinetry, quartz countertops, and thoughtful upgrades that reflect true pride of ownership. The spacious layout and dual-bath configuration provide flexibility and comfort for owners and guests alike. Wailea Ekolu is ideally located just above The Shops at Wailea and minutes from world-renowned beaches, luxury resorts, championship golf, and some of Maui's finest dining. Residents and guests enjoy access to two swimming pools, barbecue areas, and an entertaining pavilion with a full kitchen - all within a peaceful, low-density setting in the heart of Wailea.

10 Wailea Ekolu Pl Unit 1204, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

$750,000
1 Beds ⋅ 2 Baths ⋅ 409715 MLS ⋅ Fee Simple Tenure ⋅ Grand Champions BLDG.
Immerse yourself in the essence of Hawaiian paradise at Grand Champions Villa Unit 74, a desired top-floor gem perfectly situated in the uppermost section of the complex. This prime location not only ensures unparalleled privacy but also offers the most coveted, unobstructed views of the shimmering Pacific Ocean and the lush 2nd fairway of the Wailea Blue Golf Course. Surrounded by tropical beauty, this one-bedroom, two-bath residence features vaulted ceilings, and a private lanai where you can savor breathtaking sunsets and refreshing trade winds. As a resident, enjoy exclusive amenities and easy access to Wailea’s pristine beaches, world-class dining, and premier shopping—all just a short stroll away!

155 Wailea Ike Pl Unit 74, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

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

295 Kaihoi St, Kihei

Listing courtesy of Keller Williams Realty Maui-Ki.

$1,195,000
5 Beds ⋅ 4 Baths ⋅ 409681 MLS ⋅ Fee Simple Tenure
5 bedroom / 4 bath with 2693 sf living area, R-2 Zoned Single Family | Convenient North Kihei Location | Flexibility & Portfolio Opportunity — Rare opportunity to acquire an expansive property on a 7,885 sf R-2 lot with panoramic ocean views from the observation deck! The home features three individual living spaces with a versatile layout that naturally lends itself to extended family living, house-hacking, or a variety of owner-user/income hybrid strategies. R-2 zoning provides a meaningful long-term optionality layer, consistent with future redevelopment or lot utilization strategies as the market evolves. Located in a supply-constrained coastal submarket with limited new residential development, 255 Kaiolohia St delivers a highly desirable North Kihei address, strong tenant appeal, and the adaptability to serve multiple housing strategies over time. A scarce chance to secure a flexible, well-located R-2 asset with easy highway access to all major town centers and world famous beaches.

255 Kaiolohia St, Kihei

Listing courtesy of Kokua Realty LLC.

$535,000
1 Beds ⋅ 1 Baths ⋅ 409680 MLS ⋅ Fee Simple Tenure ⋅ Kihei Resort BLDG.
MOTIVATED TO SELL. Ground Floor. Garden Views. Right Across from the Beach. Whether you're looking for your own home on Maui or a property that works while you're not in it — this one delivers both. This updated ground-floor 1-bedroom, 1-bath condo at Kihei Resort is the kind of find that checks boxes you didn't even know you had. The bright, comfortable living space flows out to a private covered lanai surrounded by lush tropical gardens — your morning coffee spot, your evening wind-down, your little corner of the island. For Homebuyers, it's the retreat you've been waiting for. For an investor, it's the ambiance guests pay a premium for. The kitchen comes equipped with stainless steel appliances and generous counter space — ready for a quiet night in or prepped for a week of guests. The bathroom features elegant tile work and contemporary fixtures, and the in-unit stackable washer/dryer keeps things convenient whether you're living here full-time or managing a rental. Kihei Resort offers a pool, hot tub, BBQ areas, and beautifully maintained tropical grounds that make everyday life feel a little more like vacation. And the location is hard to beat — Kalepolepo Beach Park is right across the street, with easy beach access and South Maui sunsets that never get old. Flexible living, prime location, Kihei Resort — schedule your showing today.

777 S Kihei Rd Unit 107a, Kihei

Listing courtesy of Real Broker.

$5,000,000
4 Beds ⋅ 4 Baths ⋅ 409679 MLS ⋅ Fee Simple Tenure
Welcome to the Resort in Maui Meadows — an extraordinary private estate where jaw-dropping panoramic ocean views, unforgettable sunsets, and elevated island living converge in one of South Maui’s most coveted neighborhoods. Perfectly positioned above the coastline, this exceptional residence captures sweeping vistas stretching across the Pacific Ocean to the neighboring islands, creating a breathtaking backdrop from nearly every room. By day, enjoy sparkling turquoise waters and endless horizon views; by evening, experience Maui’s legendary sunsets illuminating the sky in spectacular color. Designed to live like a private luxury resort, the property is an entertainer’s dream. Expansive indoor-outdoor living spaces flow seamlessly onto oversized lanais and gathering areas curated for unforgettable sunset dinners, cocktail parties, celebrations, and relaxed evenings beneath the stars. The open-concept design invites effortless hosting while maximizing the stunning ocean vistas and cooling island trade winds throughout the home. The chef’s kitchen anchors the residence with premium appliances, generous prep and serving areas, and elegant finishes designed for both intimate dining and large-scale entertaining. Spacious guest accommodations provide comfort and privacy for family and friends, while the primary suite offers a tranquil retreat with spa-inspired luxury and mesmerizing ocean views. Surrounded by lush tropical landscaping and an atmosphere of complete serenity, the Resort in Maui Meadows delivers a rare sense of escape while remaining just moments from Wailea’s world-class beaches, golf courses, fine dining, and luxury resorts. This is more than a home — it is a destination, a retreat, and a lifestyle defined by breathtaking beauty, privacy, and unforgettable entertaining in the heart of South Maui.

557 Kupulau Dr, Kihei

Listing courtesy of Keller Williams Realty Maui-Ki.

$2,550,000
2 Beds ⋅ 2 Baths ⋅ 409670 MLS ⋅ Fee Simple Tenure ⋅ La'i Loa BLDG.
Experience elevated island living in this beautifully appointed condominium at Lai Loa Wailea, one of South Maui’s newest luxury communities. Purchased new in 2024, this fully furnished ocean-view residence offers an exceptional blend of modern design, refined finishes, and effortless lock-and-leave ownership in the heart of Wailea. Thoughtfully designed for both full-time and second-home living, the residence features seamless indoor-outdoor flow, expansive west-facing lanai space, premium appliances, custom cabinetry, spa-inspired bathrooms, and sophisticated smart-home integration throughout. Additional conveniences include app-controlled systems, EV charging capability, Moen Flo leak detection, oversized dedicated storage, and two parking stalls. The open-concept layout is filled with natural light and oriented to capture ocean views, Maui sunsets, and year-round coastal breezes, creating an ideal setting for both everyday comfort and relaxed entertaining. Located within the gated Lai Loa community, owners enjoy resort-style amenities including an infinity-edge pool, spa, fitness center, steam and sauna facilities, gathering spaces, secure entry, elevator access, and beautifully landscaped grounds moments from Wailea’s beaches, golf, dining, and shopping. Offered fully furnished and vacant for immediate occupancy, this residence presents a compelling opportunity for buyers seeking quality, convenience, and long-term value within one of Wailea’s premier luxury communities. Private showings available by appointment.

24 Kai Malu Unit 3-A, Kihei

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

$2,390,000
3 Beds ⋅ 2 Baths ⋅ 409661 MLS ⋅ Fee Simple Tenure
Welcome home to this impeccably maintained, turn-key residence in the highly sought-after Kilohana Ridge community in South Kihei. Thoughtfully designed for comfort and easy island living, the home is filled with natural light as expansive living room windows frame the lush tropical landscaping beyond. Travertine flooring and stainless steel appliances add a refined touch throughout the interior. The open-concept kitchen offers abundant storage, a convection range, and seamless access to the inviting outdoor patio — an ideal setting for entertaining guests or enjoying peaceful evenings at home. A custom-designed stucco wall blends harmoniously with the terraced backyard wall, where thoughtfully curated landscaping creates a tranquil sense of privacy and serenity. The spacious primary suite has a walk-in closet and an ensuite bath complete with a soaking tub and beautifully tiled shower. Two additional bedrooms offer generous space and flexibility, while the secondary bathroom carries through the same custom tile work for a cohesive design aesthetic. Additional highlights include an owned photovoltaic system with a Tesla battery for energy efficiency, central air conditioning, and an additional split AC system dedicated to the primary bedroom for added comfort. The home also features a two-car garage. Ideally situated, the home is just a 5–10 minute walk to the golden sands of Keawakapu Beach and only moments from Wailea’s championship golf courses, exceptional dining, shopping, and a variety of nearby amenities. This home invites you to settle in and immediately enjoy the Maui lifestyle.

108 Ahekolo St, Kihei

Listing courtesy of Hawaii Life (W).

$100,000
409655 MLS ⋅ Kihei Commercial BLDG.
Business Only! Maui BBQ Grills and Outdoor Kitchens sells high end luxury outdoor appliances, grills, smokers, pizza ovens, refrigeration, and accessories. Price is $100,000 + Inventory & Fixtures. Large opportunity with condo developments, luxury properties, and estates. Listing agent is a partial owner No real estate will be sold. This is only the sale of a business.

300 Ohukai Rd, Kihei

Listing courtesy of Hawaii Life (W).

$2,875,000
2 Beds ⋅ 2 Baths ⋅ 409643 MLS ⋅ Fee Simple Tenure ⋅ La'i Loa BLDG.
Experience elevated island living at La‘i Loa Wailea, Wailea’s newest luxury condominium development, in this beautiful 2-bedroom, 2-bath 1,374 sq. ft. residence offering beautiful ocean and Molokini views from the spacious lanai. Designed to embrace Maui’s coveted indoor-outdoor lifestyle, this luxury condominium blends modern elegance, comfort, and resort-style amenities within one of South Maui’s most sought-after gated communities. This lovely residence features tile flooring throughout the unit, creating a seamless and sophisticated coastal aesthetic. The expansive lanai is enhanced with privacy shades to help block the afternoon sun while providing the perfect setting to enjoy year-round sunsets, ocean views, and Molokini vistas. Airflow and comfort are thoughtfully enhanced by sleek Big Ass Fans throughout the residence, complementing the home’s relaxed yet refined island aesthetic. The open-concept design seamlessly connects the kitchen, dining, living, and lanai spaces, creating an effortless flow for entertaining or everyday indoor-outdoor living. Additional features include an EV charger, extra storage, and the convenience of two parking spaces, including a 1-car garage and 1-surface stall. La‘i Loa residents enjoy exceptional resort-style amenities including a stunning 75-foot lap pool, beautifully designed amenity center, fitness room, sauna, and steam sauna. Thoughtfully designed by award-winning Weinstein A+U Architects, the gated community offers privacy, security, and contemporary island architecture in the heart of Wailea. Located moments from Wailea’s world-renowned beaches, golf courses, luxury resorts, shopping, and dining, this is an exceptional opportunity to own in one of Maui’s premier luxury communities.

78 Kai Malu Dr Unit 202 (14D), Kihei

Listing courtesy of Polaris Pacific.

$599,000
3 Beds ⋅ 2 Baths ⋅ 409625 MLS ⋅ Fee Simple Tenure ⋅ Flats At Kamalani BLDG.
Minutes away from white sand beaches, very conveniently located! This move in ready 3-bedroom unit is within the highly sought Kamalani community. Private, quiet corner residence offers 3 bedrooms, 2 full baths and includes two parking stalls, in-unit laundry, a fenced outdoor area, and is Pet friendly. In North Kihei, you’ll enjoy easy access to world-class beaches, restaurants, shopping, as well as Kahului and Wailuku. Community amenities include a landscaped greenway with a two-way bike path, separate walking and jogging sidewalks, native Hawaiian and flowering plantings throughout the common areas, and a community center with internet hot spots. Energy-efficient features such as a gas range and tankless gas water heater help reduce utility costs. The maintenance fee includes upgraded fiber-optic internet/Wi-Fi, cable, water, sewer, refuse service, resident management, pest control, dryer vent clean-outs, and common area and building insurance. This is an exceptional opportunity to enjoy convenient, low-maintenance living in one of South Maui’s most desirable communities.

48 Kihalani Pl Unit 3708, Kihei

Listing courtesy of Kokua Realty LLC.

$679,000
409621 MLS ⋅ Fee Simple Tenure
Located in the Kihei Commercial Plaza, Unit B309 offers a versatile blend of retail, warehouse, and office space ideal for a variety of business or personal uses. The unit features a spacious warehouse area with a 12-foot overhead roll-up door for easy loading and access, plus an approximately 575 sq. ft. mezzanine office space above. Whether you are looking for a functional commercial space for your business operations, a showroom, contractor storage, or even a secure place to store luxury vehicles and recreational "toys," this unit offers outstanding flexibility. An additional opportunity exists to purchase the neighboring Unit B310 together, creating approximately 2,662 sq. ft. combined, not including the mezzanine loft spaces, for even greater potential and expanded functionality. The owner of the property is the listing agent

300 Ohukai Rd, Kihei

Listing courtesy of Hawaii Life (W).

$639,000
1 Beds ⋅ 2 Baths ⋅ 409619 MLS ⋅ Leasehold Tenure ⋅ Maui Hill BLDG.
Tucked into the lush tropical grounds of Maui Hill, Unit 107—lovingly known as the “Honeymoon Suite”—captures the warmth, romance, and easy rhythm of South Maui living. This spacious 1-bedroom, 2-bath residence offers over 800 square feet of island comfort, filled with natural light, gentle trade winds, and beautiful ocean views that invite you to slow down and savor each moment. Thoughtfully designed for relaxed indoor-outdoor living, the condo features expansive lanais perfect for morning coffee, sunset dining, or unwinding after a day at the beach. The open, airy feel and welcoming ambiance create a true Maui retreat infused with aloha. Large bedroom features California king bed and tasteful furnishings. Maui Hill is a beloved South Maui property known for its beautifully maintained tropical grounds and exceptional resort-style amenities, including a heated pool and hot tub, tennis courts, putting green, bocce ball, BBQ areas, and more. Ideally located near the Kihei Boat Ramp and the golden sands of Keawakapu Beach, you’re also just minutes from the restaurants, galleries, boutique shopping, and championship golf courses of Wailea. Whether you’re searching for a peaceful island escape, a cherished vacation home, or a popular rental opportunity, Maui Hill 107 offers the perfect blend of comfort, charm, and the unmistakable spirit of Maui. This is a Leasehold property

2881 S Kihei Rd Unit 107, Kihei

Listing courtesy of Hawaii Life (W).

$2,848,000
3 Beds ⋅ 4 Baths ⋅ 409610 MLS ⋅ Fee Simple Tenure
A private Wailea Kialoa retreat, where chic island elegance meets effortless living. This custom single-level 3-bedroom, 3.5-bath residence offers an open and thoughtfully crafted floor plan with seamless indoor-outdoor living. The expansive great room connects to a covered lanai through retractable pocket doors, creating an ideal setting for everyday living and entertaining. The well-appointed chef’s kitchen features striking granite surfaces, paired with timeless wood finishes throughout, custom wood cabinetry, and premium appliances including Viking, Bosch, and Sub-Zero, along with a large dine-in bar and adjacent dining area. The serene primary suite includes a secluded lanai, large walk-in closet, and an en-suite bath with spa inspired dual vanities, soaking tub, and walk-in shower. Two additional guest bedrooms each offer en-suite baths and direct outdoor access, providing privacy and flexibility. Outdoor amenities include a lagoon-style pool and spa, tropical landscaped yard, and mature trees, foliage and lava rock wall for your own private sanctuary. Additional features include a spacious 2-car garage with workroom/storage area. Conveniently located near Wailea’s white sandy beaches, award winning golf courses, world class dining, and shopping.

230 E Panana Pl, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

$949,000
409599 MLS ⋅ Fee Simple Tenure
Grandiose views within one of South Maui's most coveted neighborhoods. This spacious 25,744 sq. ft. lot in sought-after Maui Meadows offers a truly rare chance to design and build your custom island retreat from the ground up! The canvas is clean, complete with building locations, septic, and ready for your vision. Maui Meadows is renowned for its large lots, cool upcountry breezes, and stunning ocean and mountain views — and this parcel delivers on all counts. Tucked on quiet Malina Place, you're just minutes from the world-class dining, shopping, and white-sand beaches of Kihei and Wailea, including Keawakapu, Ulua, and Maluaka beaches. Whether you're envisioning a luxurious single-family estate, a multi-generational compound, or an investment property, the generous lot size gives you the space and flexibility to make it happen. Surrounded by high-quality homes in one of South Maui's premier residential communities, this is the kind of opportunity that rarely comes to market. Come build something extraordinary.

3467 Malina Pl, Kihei

Listing courtesy of Century 21 Island Homes.