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$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.

$6,950,000
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).

$1,375,000
3 Beds ⋅ 4 Baths ⋅ 409735 MLS ⋅ Fee Simple Tenure
Located in a quiet cul-de-sac in Central Kihei, 94 Mehani Place offers exceptional flexibility and value with a 3-bedroom, 3.5-bath main home (1,696 sqft) plus a detached 1-bedroom, 1-bath ohana (480 sqft). Positioned on a generous 10,487 sq. ft. corner lot, the property enjoys enhanced privacy, expanded lush outdoor space, and a well-maintained fully fenced / gated yard that is ideal for entertaining, relaxing, and pets. Best of all, no HOA fees! The main home features multiple living areas and spacious upstairs and downstairs lanais with mountain views, creating a comfortable indoor-outdoor lifestyle. The detached ohana adds versatility for extended family, guests, or potential rental income. Energy efficiency is a standout with 20 owned photovoltaic solar panels, battery storage, and an EV charge in the garage, and remote front window blinds—helping keep utility costs to a low minimum. Centrally located just minutes from beaches, shopping, dining, and schools, this is a rare opportunity to own a flexible, income-producing property in a prime South Maui location. Want to book a showing? Easy to show with just a 24 hour notice!

94 Mehani Pl, Kihei

Listing courtesy of Keller Williams Realty Maui-Ka.

$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.

$1,600,000
3 Beds ⋅ 3 Baths ⋅ 409154 MLS ⋅ Fee Simple Tenure
I am excited to introduce this stunning residence in North Kihei, located within the desirable Honu Alahele subdivision. This spacious 3-bedroom, 3-bathroom home features a two-car garage, stainless steel appliances, and a versatile bonus room that offers added flexibility for your needs. The interior features wooden floors throughout and includes a solar water heater. The large primary bedroom is complete with an en-suite bathroom and its own private Lanai. The living area transitions to the outdoors through two sliding doors that lead to a generous backyard—situated on a quiet cul-de-sac. Additionally, the property includes a detached one-bedroom Ohana. Ohana features high ceilings, tile flooring, its own private yard, and a dedicated washer and dryer. Please note that there are currently tenants in both the main house and the Ohana.

116 Honuhula Pl, Kihei

Listing courtesy of Whalers Investment Group LLC.

$1,385,000
3 Beds ⋅ 2 Baths ⋅ 408833 MLS ⋅ Fee Simple Tenure
Single Level Main Home plus Detached Cottage in South Kihei. Close to the Ocean, Outside the Flood Zone. Two fully detached dwellings on one property, just minutes from Kihei’s beaches, dining, and everyday conveniences. Close enough to enjoy morning ocean strolls and sunset skies, yet positioned outside of the flood zone for added peace of mind. The main residence offers 3 bedrooms and 2 bathrooms with high vaulted ceilings that create an open, airy feel throughout. Ceramic tile flooring runs seamlessly across the home for durability and easy island living, while the kitchen features Silestone countertops and functional workspace. A separate interior laundry area adds convenience. One of the standout features is the expansive covered patio — currently utilized as a home gym and recreation area — offering flexible space that could easily transform into an outdoor lounge, dining area, or entertainment retreat. The main home also enjoys its own private front yard framed by a distinctive blue rock wall, adding both character and separation. Privately positioned behind the primary home, the fully detached 2 bedroom, 1 bathroom cottage offers its own comfortable living space with a spacious open floor plan. The cottage includes a small private backyard, generous storage, and a separate electric meter, enhancing independence between dwellings. Located in desirable South Kihei, near beaches, parks, restaurants, and shopping, this property offers flexibility for extended living, rental potential, or long-term investment. Property is fully tenant occupied. Please do not disturb occupants. Some bedroom photos have been virtually modified to minimize personal items for presentation purposes.

113 Lanakila Pl, Kihei

Listing courtesy of Real Broker.

$24,500,000
4 Beds ⋅ 6 Baths ⋅ 408751 MLS ⋅ Fee Simple Tenure
One-of-a-Kind Keawakapu Beachfront Estate in one of Maui’s most coveted oceanfront settings, offering an extraordinary blend of irreplaceable beach proximity, modern structural integrity, and timeless refined island design. The residence was completely rebuilt from the foundation up, completed in 2013—retaining only the original pool and foundation to preserve its rare, grandfathered beachfront setback. The result is a fully reimagined wood-framed home enhanced with structural steel beams, allowing for expansive open spans and a modern layout. The estate includes a spacious main residence, separate guest home, and three-car garage, creating a private compound ideal for multigenerational living or luxury hosting. Designed for unforgettable gatherings, multiple indoor and outdoor living spaces flow effortlessly to a spectacular resort-style pool with slide, hot tub, waterfalls, and dramatic rock grotto. A distinctive basement level serves as the ultimate retreat, featuring a game room with custom Koa wood bar, in-home gym, craft room, and additional guest suite with full bath. Lush tropical landscaping, sauna, and multiple outdoor showers enhance the resort-caliber experience. The chef’s kitchen and dining area showcases Sepalle wood detailing and striking Labradorite granite countertops, blending warmth with sophistication. The primary suite is a sanctuary, complete with a spa-inspired bath featuring a floating tub, private sundeck, and panoramic Haleakala views. Throughout the property, incredible details and textures create a custom, curated feel. Meticulously rebuilt in 2013 to combine modern structural capability with an irreplaceable oceanfront location, this legacy beachfront estate represents a rare and irreplaceable offering on Maui.

3060 S Kihei Rd, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

$1,649,000
5 Beds ⋅ 4 Baths ⋅ 408728 MLS ⋅ Fee Simple Tenure
Experience the essence of Maui coastal living and investment potential all in one. Located directly across from the beach on S. Kihei Road, this versatile property offers four separately rentable units for maximum income and flexibility. The main home is thoughtfully configured into three distinct living spaces—an upstairs 3-bedroom / 1.5-bath, and two separate 1-bedroom / 1-bath units downstairs. A detached 2-bedroom / 1-bath cottage provides additional income or ohana living options. Each dwelling enjoys its own yard space, beautifully landscaped with tropical flowers and fruit trees, and fully fenced for privacy. The main house includes a shared coin-operated laundry, while the cottage enjoys its own private laundry. With ample parking, no HOA or maintenance fees, and shared ownership of the access drive lot included in the sale, this property represents one of the best ROI opportunities in Kihei. Perfect for multi-generational living or as a fully occupied investment, this property is just minutes from Kihei’s charming town center, boutique shops, parks, and world-class ocean activities. Discover the rare combination of lifestyle, location, and long-term value—right here in the heart of South Maui. Photos have been virtually staged.

1011 S Kihei Rd Unit B, Kihei

Listing courtesy of Compass-W.

$1,465,000
6 Beds ⋅ 2 Baths ⋅ 408563 MLS ⋅ Fee Simple Tenure
Unlock the Endless Possibilities at 251 Manini Place, Kihei, Maui Step into the charm of this distinctive property nestled in a serene South Maui neighborhood. Built in 1973 and situated on a spacious 9,478 sqft lot, this unique offering presents a rare opportunity for multi-generational living or savvy investment potential. The main residence features three separate living units, complemented by a detached 2-bedroom, 1-bathroom ohana cottage set in the backyard. Currently configured as four established family rentals, the property has been occupied by the family and well maintained, reflecting pride of ownership and care. Located just moments from South Maui’s breathtaking beaches, excellent schools, and convenient shopping hubs, this home delivers both tranquility and accessibility. With no HOA fees to contend with, the opportunities are as expansive as the lot itself. Whether you’re dreaming of a home for extended family, envisioning an income-generating rental property, or seeking a blend of both, 251 Manini Place is a rare gem waiting to be discovered. Don’t miss out—contact me today to explore the full potential of this extraordinary property!

251 Manini Pl, Kihei

Listing courtesy of Kokua Realty LLC.

$4,950,000
4 Beds ⋅ 2 Baths ⋅ 408089 MLS ⋅ Fee Simple Tenure
Rare opportunity to own one or two contiguous beachfront homes on one of South Maui's favorite beaches. Consolidation of the lots located at 1606 and 1598 Halama Street would create an estate site of over 32,000 square feet. The property is being sold for land value only. The main home and ohana are currently rented to long term tenants. The structures are being sold in "As Is" Condition.

1606 Halama St, Kihei

Listing courtesy of Coldwell Banker Island Prop-KP.

$4,950,000
3 Beds ⋅ 3 Baths ⋅ 408090 MLS ⋅ Fee Simple Tenure
Rare opportunity to own one or two contiguous beachfront homes on one of South Maui's favorite beaches. Consolidation of the lots located at 1598 and 1606 Halama Street would create an estate site of over 32,000 square feet. The property is being sold for land value only. The main home and ohana are currently rented to long term tenants. The structures are being sold in "As Is" Condition.

1598 Halama St, Kihei

Listing courtesy of Coldwell Banker Island Prop-KP.

$1,688,000
3 Beds ⋅ 4 Baths ⋅ 406699 MLS ⋅ Fee Simple Tenure
GREAT INVESTMENT OPPORTUNITY! Spacious family home on approximate 1/2 acre lot with ocean view, constructed of hollow tile with stucco exterior. New flooring, exterior paint, and owned outright solar system in the last 5 years. 3 Bed/1 1/2 bath in the main upstairs house. 2 unpermitted attached ohana's - 1 bed/1 bath and a studio, 1 permitted un-attached 1 Bed/1 Bath cottage with all separate entrances. Home square footage does not conform to county records. Great Rental income! Home and the ohana's are occupied by tenants. Need 48 hour notice to show. Property is sold in as in condition.

362 Oe St, Kihei

Listing courtesy of Weber Realty Group LLC.