South Homes with Detached Ohana

South Homes with Detached Ohana

Welcome to Kihei, a sun-kissed gem nestled on the stunning shores of Maui, Hawaii. Known for its breathtaking beaches, vibrant culture, and laid-back island lifestyle, Kihei is the perfect destination for those seeking a harmonious blend of relaxation and adventure. With its warm climate, you can enjoy outdoor activities year-round, from surfing the gentle waves to exploring the lush landscapes of Haleakal? National Park.

One of the most appealing aspects of Kihei real estate is the availability of homes with detached ohanas. These charming accessory dwelling units offer a unique opportunity for homeowners, providing additional living space that can serve as a guest suite, rental unit, or even a private studio for creative pursuits. Imagine having the flexibility to host family and friends in your very own ohana, or generating rental income in this highly sought-after area.

Kihei’s diverse neighborhoods cater to a range of lifestyles, whether you're looking for a cozy beach cottage or a modern family home. With a strong sense of community and a plethora of amenities, including shopping, dining, and recreational activities, it’s no wonder that Kihei is a favorite among both locals and visitors alike.

Embrace the island life in Kihei, where your dream home with a detached ohana awaits. Experience the unparalleled beauty of Maui and make this vibrant coastal community your own, where every day feels like a vacation. Whether you’re looking to invest in a piece of paradise or find your forever home, Kihei is the perfect place to plant your roots.

Newest South Homes with Detached Ohana

$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.

$1,350,000
3 Beds ⋅ 3 Baths ⋅ 410746 MLS ⋅ Fee Simple Tenure
For those who value privacy, peace, and a life removed from the busy pace of life, 2480 Upper Kanaio Road offers a rare opportunity to embrace the quiet beauty of Kanaio. Set on approximately 4 acres with expansive ocean views, this private gated property features a remodeled main residence, detached cottage, and a flexible lower-level living area—creating space for family, guests, extended living, or a private retreat. The main home is currently configured with two bedrooms on the primary level, while the lower level functions as a one-bedroom mother-in-law quarters with its own living space and breathtaking ocean views. A detached one-bedroom cottage with loft has also been partially remodeled as of July 2026, offering additional accommodations or creative space. Both residences enjoy sweeping views toward the Pacific and the surrounding natural landscape. Designed for comfortable island living, the main home features a tankless water heater, 33 photovoltaic panels with three Tesla Powerwall batteries, newer kitchen appliances, and thoughtful remodeling throughout. Electric and County water already hooked up. Separate private gated entry provides added privacy for both the main residence and the mother-in-law quarters. Here, the rewards are found beyond the walls of the home: quiet mornings, dramatic ocean horizons, cool trade winds, brilliant sunsets, and star-filled nights far removed from the distractions of urban life. Kanaio offers a rare sense of space and simplicity—where the pace slows, the landscape takes center stage, and the days are measured by nature rather than a schedule. For the buyer seeking something different—privacy over proximity, tranquility over traffic, and the authentic simplicity of rural Maui—this is an opportunity to create your own private sanctuary in one of the island’s most peaceful settings.

2480 Upper Kanaio Rd, Kula

Listing courtesy of The Agency Maui.

$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.

$1,350,000
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.

$1,385,000
3 Beds ⋅ 2 Baths ⋅ 410591 MLS ⋅ Fee Simple Tenure
Aloha and welcome to 12 Nohokai St, a corner lot on the sunny side of South Maui! Multi-living options on a large lot with the potential to expand. The large lot and layout of the property exude a relaxed and spacious feel. The location of the property is well desired as it's across the street from Yee's Orchards, a block away from McDonald's, schools, shopping, dining out, a gym, Kihei Aquatic Center and oh yeah, don't forget the beach! The property has been well taken care of over the years! The main house has 3 bedroom, 2 baths with a large carport. There is a separate laundry room and a storage room off the carport. The main house was remodeled in 2024 with Formica countertops, wood cabinets, newer appliances and luxurious vinyl plank flooring. The detached cottage has 2 bedrooms with 1 bath and was remodeled in 2022. Each dwelling has their own driveways. If you're looking for a place to live and or an investment property, 12 Nohokai St is one to see! Added bonus!! This property is designated Business Community Plan. A relative of the Sellers holds an Active Hawaii Real Estate license. Buyer(s) to participate in Sellers 1031 Exchange at no cost to the Buyer(s). *Attention investors! Sellers are also selling the adjacent lot, 1164 S.Kihei Rd MLS #410589. Combined the two lots total 5 rental units on 23,714 sqft or 0.5444 acres. The property generates great rental income and is designated “Business/Commercial” on the Kihei Community Plan, opening up many possibilities for future development.

12 Nohokai St, Kihei

Listing courtesy of Keller Williams Realty Maui-Ka.

$1,295,000
3 Beds ⋅ 2 Baths ⋅ 410589 MLS ⋅ Fee Simple Tenure
Aloha and welcome to 1164 S.Kihei Rd on the sunny south side of Maui! Multi-living options on a large lot with the potential to expand. The large lot and layout of the property exude a relaxed and spacious feel. Great location of S.Kihei Rd, across the street from Yee's Orchards, a block away from McDonald's, shopping, dining out, schools, a gym, Kihei Aquatic Center and oh yeah, don't forget the beach! The property has been well taken care of over the years! The main house has 3 bedrooms with 2 baths, today it is utilized as 2 bedrooms with 1 bath and a 1 bedroom with 1 bath (size of a studio). The main house was remodeled in 2023 with Quartz countertops, wood cabinets, and luxurious vinyl plank flooring. The detached cottage has 2 bedrooms with 1 bath. The cottage was remodeled in 2022 with granite countertops, wood cabinets and luxurious vinyl plank flooring. The property offers lots of space for parking and each dwelling has their own covered carport. The yard is easy to maintain too! If you're looking for a place to live and or an investment property, 1164 S.Kihei Rd is one to see! Added bonus, his property is designated Business Community Plan. Licensed Hawaii Real Estate agent is part owner. Buyer(s) to participate in Sellers 1031 Exchange at no cost to the Buyer(s). *Attention investors! Sellers are also selling the adjacent lot, 12 Nohokai St. MLS # 410591. Combined the two lots total 5 rental units on 23,714 sqft or 0.5444 acres. The property generates great rental income and is designated “Business/Commercial” on the Kihei Community Plan, opening up many possibilities for future development.

1164 S Kihei Rd, Kihei

Listing courtesy of Keller Williams Realty Maui-Ka.

$20,500,000
3 Beds ⋅ 4 Baths ⋅ 410482 MLS ⋅ Fee Simple Tenure
Welcome to the quintessential Maui oceanfront estate, ideally situated on Keawakapu Beach—widely regarded as one of Maui’s most beautiful stretches of sand. This timeless Hawaiian residence embraces its unrivaled setting with approximately 2,500 square feet of covered outdoor living space, perfectly suited for beachfront lounging and entertaining. Designed with architectural integrity and island sensibility, the home features traditional Dickey rooflines topped with black glazed tiles imported from Japan. A electronic gate opens into a private, walled compound that includes the main residence, a detached two-bedroom guest cottage (Ohana), a two-car garage with workshop, and a beautifully landscaped courtyard with a pool and spa. The single level main home offers soaring 16 foot ceilings in the great room with a working fireplace serving as the centerpiece, complemented by an open-concept kitchen and expansive glass walls that frame breathtaking ocean views while preserving privacy. The main residence includes three bedrooms and four bathrooms, all designed with ease of access and comfort in mind. The detached two-bedroom, one-bath Ohana is finished to the same high standard, ideal for visiting family or guests. Set on 0.8 acres, the estate flows seamlessly from lush lawn to the beach, where a protective lava rock point cradles the property and collects soft white sand along this dramatic, crescent-shaped shoreline—one of the largest and most coveted on the island. A rare opportunity to own a true legacy property on Maui’s finest beachfront. **Disclosure** Some pictures have been Virtually Re-Staged and noted.

3146 S Kihei Rd, Kihei

Listing courtesy of Hawaii Life (W).

$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).

$2,349,000
6 Beds ⋅ 9 Baths ⋅ 410318 MLS ⋅ Fee Simple Tenure
Market Rental income $20,000/mo. Main home is a rectangle with courtyard in the middle. Studio units surround the courtyard with covered egress. All units were remodeled in 2019. New Roof, Laminate floors, All Hard Wood Cabinets and Granite counter tops. Please DO NOT DISTURB Tenants and DO NOT WALK property without listing agent present. Some aspects of property are non-conforming.

50 Hoonani St, Kihei

Listing courtesy of Pacific Shores Realty.

$6,750,000
5 Beds ⋅ 6 Baths ⋅ 409921 MLS ⋅ Fee Simple Tenure
Sunlight and ocean breezes flow through 21 feet of bi-folding floor-to-ceiling glass doors, complemented by soaring 14-foot ceilings that blur the boundaries between home and horizon. Step into this South Maui beachfront estate, where elegant stone columns welcome you to a true masterpiece. The open-concept spaces unfold effortlessly, anchored by a chef's kitchen featuring custom white oak cabinetry with an interior finish that adds warmth and depth, quartzite countertops, tumbled Belgian limestone tile accents, hand-scraped French oak flooring, professional-grade appliances, and a generous breakfast bar— the perfect hub for shared meals, laughter, and connection. A floating staircase leads upstairs to the bedrooms, where the primary suite awaits as a serene sanctuary for the soul. It includes a spa-inspired soaking tub, dual vanities, a spacious walk-in closet, and a private ocean-view lanai ideal for morning reflections. Each additional guest suite has been thoughtfully designed to soothe the senses, with layouts and features that prioritize comfort, including ensuite bathrooms for ultimate privacy. Outside, your personal coastal retreat beckons. Lounge poolside in the saltwater pool, host gatherings under a canopy of stars, or savor a cocktail as the sky blazes with sunset hues. A detached guesthouse with a full bathroom and a two-car garage offer flexible additional space, while integrated smart home technology blends modern convenience into this tranquil, soul-nourishing haven. The adjacent lot is also for sale by the same seller. (MLS #409920, 892 S Kihei Rd) and can be purchased together.

860 S Kihei Rd, Kihei

Listing courtesy of Hawaii Life (W).

$12,400,000
5 Beds ⋅ 6 Baths ⋅ 409793 MLS ⋅ Fee Simple Tenure
In 2015, a family from Idaho built this home for one purpose: to bring everyone together on the ocean in Maui. A place where children and grandchildren could land, spread out, and stay awhile. A decade later, it is offered for the first time. Fee simple, sandy beachfront on the quiet end of Halama Street, built by Smith Builders Maui with materials chosen to outlast the people who chose them. Inside, the craftsmanship is deliberate and quiet. Douglas fir wainscoting, artisan wallpaper, Rocky Mountain hardware. Five ensuite bedrooms, so everyone has their own space and no one is underfoot. The primary suite claims the entire upper level: dual closets, a dedicated office, its own laundry, and an oversized covered lanai exclusive to the upper floor. Ocean views to the front, mountain and garden views beyond. Whoever owns this home can host the whole family and still have somewhere to breathe. The kitchen, dining, and living spaces open directly to the coast. Pool, lawn, palms, then sandy beach, then ocean. The Pacific is not a backdrop here. It is the reason for all of it. The 3-car garage includes an upstairs ohana, ready for an onsite caretaker or extended family overflow. Monier tile roof, Hardie siding, copper gutters: a home that locks, leaves, and waits without complaint. Quiet enough to feel removed. Close enough to Kihei’s dining and conveniences that proximity is never a question. This is what multigenerational ownership looks like on Maui.

1536 Halama St, Kihei

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

$26,500,000
6 Beds ⋅ 6 Baths ⋅ 409734 MLS ⋅ Fee Simple Tenure
THE ULTIMATE MAUI DREAM . .The most sophisticated are no longer asking where to live . .They are asking, “Where can we breathe?” Welcome to The Makena Generational Oceanside Retreat offering resort-style living with smart-home technology, unobstructed ocean & sunset views, Haleakala sunrise views situated on a professionally landscaped one-acre gated and walled tropical estate.The fully operational compound is ready for occupancy offering a vast combination of energy efficiency, self-sufficiency and refined comfort featuring the largest residential Tesla Solar Roof in the US installed in 2024. A unique opportunity to own a private Maui sanctuary of this stature where luxury, wellness and sustainability coexist in harmony. The indoor-outdoor lifestyle is designed for multigenerational living, executive retreats and legacy ownership. In a world moving faster than ever, it is intentionally crafted for life to slow down. Extensively upgraded under the current owner with substantial infrastructure, aesthetic and technology enhancements, the property is now offered well below current replacement cost. The Makena community remains one of Maui’s most coveted luxury destinations. The current property manager creates effortless luxury living with lock-and-leave convenience. The luxurious amenities are endless. The privately separated interior living areas offer exceptional craftsmanship, premium wood finishes, floor-to-ceiling bifold glass doors, elevator, gourmet kitchen, exercise area, massage room, sauna, and steam shower. The dramatic custom water features include a puka lava entry waterfall with pond and interior floor-to-ceiling water feature at the base of the floating staircase. The additional luxury oceanside pool home with its oversized heated pool includes its own gourmet kitchen, Italian brick pizza oven and rear projection entertainment system. Combined with many additional features, the estate offers a total of 8b-8b comfortably accommodating up to 16 guests. Parking is a breeze with a 4+car garage and generous additional parking areas.

7505 Makena Rd, Kihei

Listing courtesy of Compass-W.

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