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$1,199,000
5 Beds ⋅ 3 Baths ⋅ 409208 MLS ⋅ Fee Simple Tenure
Well-maintained North Kihei home offering flexible living just moments from the beach. Unit A of the Waiakoa Makai CPR includes approximately 1,726 sq ft of living area on a ~7,500 sq ft limited common element, with comfortable indoor spaces and a usable yard. The upper level is configured as a 3-bedroom, 2-bath layout with bright living areas and an updated kitchen. The lower level includes 2 additional bedrooms, bathroom, and separate entry, creating a great opportunity for extended living, multi-generational use, or added flexibility. Set among mature trees, the property feels tucked away with a sense of privacy while still being close to everything. Currently tenant-occupied; buyer to cooperate with existing lease in place. Conveniently located near Mai Poina Beach Park, with easy access to shopping, dining, and central Maui amenities. Photos are from prior to tenant occupancy; updated photos to be added. Contact your Realtor today to schedule a private showing.

442 Kenolio Rd Unit A, Kihei

Listing courtesy of West Maui Land Company Inc.

$1,275,000
3 Beds ⋅ 2 Baths ⋅ 409196 MLS ⋅ Fee Simple Tenure
If you are looking for an excellent investment opportunity, a private family compound, or a home for yourself with solid rental income on the side, 279 Olani Place deserves your attention. This well-maintained property features a 3-bedroom/2 bath open plan main house and a 1 bedroom/1 bath ohana, located two blocks away from the longest stretch of sandy beach on Maui. Situated on a quiet cul de sac, on a private flag lot set up from the street, this property offers a fully-enclosed low-maintenance compound in one of the best locations on the island, conveniently close to so much of Maui. In 2018, the main house kitchen and bathrooms were renovated and new roofing was installed. In 2024 new luxury plank flooring was installed throughout the interior, and both generous decks were replaced, including stainless steel railings and an outside shower on the back deck, perfect after a trip to the beach. Also in 2024, a new split AC system was installed. The next door ohana is fully self-contained with its own electric meter and solar water heater. The kitchen and bathroom were renovated in 2018. Next to the ohana is outside shower is a truly therapeutic high end hot tub, ready anytime to soothe your aching muscles. Currently, the house and ohana together would bring in close to $6700 monthly, and would offer a great opportunity for investors. At its price, this property also offers a great opportunity for a family that wants to live close, near the beach. And maybe rent out the ohana. This property offers many opportunities, and is ready to sell. Schedule your appointment today.

279 Olani Pl, Kihei

Listing courtesy of Real Broker.

$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.

$1,595,000
4 Beds ⋅ 3 Baths ⋅ 409072 MLS ⋅ Fee Simple Tenure
Gorgeous home with a legal attached ohana located on a quiet cul-de-sac just up the hill from Kamaole Beach Park III and Keawakapu Beach. This distinctive property, constructed with beautiful cedar siding on a solid slab foundation, features a 4-bedroom, 2-bath main home on the upper level with open beam vaulted ceilings, dual system air conditioning, and a fully remodeled kitchen. The home also includes an updated laundry room with a solar-powered 120-gallon water heater, a serene backyard patio with a hot tub, and a front-facing lanai with partial ocean and Molokini views. The lush backyard, framed by majestic fan palms and new landscaping, is enclosed by a 6-foot vinyl privacy fence with a remote-controlled gate for easy access. A spiral staircase leads to an impressive rooftop deck offering breathtaking 360-degree views. The street-level ohana is a 1-bedroom, 1-bath unit with its own private entrance, secluded landscaped patio, modern kitchen with dishwasher and full-sized refrigerator, ensuite washer/dryer, new ceramic tile flooring, and dual mini-split A/C system. The property offers a total of 5 bedrooms and 3 bathrooms. There are two separate owned photovoltaic systems. The main house has 24 PV panels and 10 PV panels for the attached ohana unit. The covered drive supports 6 parking spaces and equipped w/ a 220v EV outlet. This property combines comfort, efficiency, and island charm in one exceptional offering.

301 Ohina Pl, Kihei

Listing courtesy of Redfin Corporation.

$1,249,000
4 Beds ⋅ 4 Baths ⋅ 409039 MLS ⋅ Fee Simple Tenure
Panoramic views of the Pacific Ocean, West Maui Mountains, and Lanai Island highlight this beautifully renovated North Kihei home in Ka Ono Ulu Estates. With recent improvements, a newer roof, and freshly-painted inside and out, this move-in-ready property offers exceptional value. The light-filled upper level features vaulted ceilings, split A/C, new flooring, a remodeled kitchen, and an open great room with expansive windows, perfect for enjoying Haleakala sunrises and Maui sunsets. The primary suite offers stunning ocean views and a beautifully renovated bath. Downstairs provides a spacious 1-bedroom, 1-bath mother-in-law suite, plus an additional nonconforming bonus room and bath ideal for guests, extended family, or a home office. The large, level yard offers space for a future pool or putting green, gardens and outdoor entertaining. Conveniently located just minutes from beaches, shopping, dining, and all of Kihei’s amenities. Move right into this delightful island home with ocean view lanai, room for gathering family and friends, flexible living spaces, pride of ownership, and major improvements already complete. Enjoy the Maui lifestyle from day one!

568 Kaiola St, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

$18,900,000
4 Beds ⋅ 5 Baths ⋅ 409020 MLS ⋅ Fee Simple Tenure
Experience the best of South Maui living in this exclusive Makena Sunset residence, ideally located directly across from Maluaka Beach, Makena, Maui. Enter through a private gated entry to one of only four homes in this intimate and highly sought-after neighborhood. Enjoy the ultimate island lifestyle with the beach just steps away for snorkeling, swimming, and sunsets. This spacious home features 4 bedrooms and 4 full and 2 half baths, designed for comfortable indoor-outdoor living. The large open kitchen flows seamlessly into the main living area, perfect for entertaining family and friends. Outside, a private pool and spa create a relaxing retreat surrounded by the beauty and tranquility of Makena. Rarely available and exceptionally located, this property offers privacy, exclusivity, and effortless access to one of Maui’s most beloved beaches. This offering affords the new owner to apply for membership to Makena Golf and Beach Club. This offering is a standalone home within Makena Sunset, a Residential Condominium.

5417 Makena Rd Unit 2, Kihei

Listing courtesy of Discovery Makena Realty LLC.

$1,850,000
4 Beds ⋅ 3 Baths ⋅ 408930 MLS ⋅ Fee Simple Tenure
Pacific Terrace in South Kihei is one of the most charming neighborhoods on the island, perfectly located, just a short distance to the beach and great restaurants. This four-bedroom 3 bath home a newly renovated kitchen, new roof, and solar panels. Open floor plan, a large primary suite with a big walk-in closet, 3 large lanais, and the outside has recently been entirely painted. Enjoy a quaint little ocean view from the lanai. There is a beautifully landscaped backyard complete with fruit trees. If you’re looking for the perfect home or your little slice of paradise, this may be the perfect fit.

2597 Moolio Pl, Kihei

Listing courtesy of Hawaii Life (W).

$2,395,000
4 Beds ⋅ 4 Baths ⋅ 408884 MLS ⋅ Fee Simple Tenure
FIRST TIME available. LARGEST single-level floor plan in Moana Estates! Prime park-front location with OCEAN views and spectacular sunsets. Located in South Kihei, walking distance to Kamalii Elementary School and less than a mile to South Maui's beautiful beaches. Just minutes from the world-renowned Wailea resort area offering luxury shopping, dining, and golf. This 4-bedroom, 3.5-bath home features vaulted ceilings, an open-concept layout, and abundant natural light. Recent upgrades include quartz kitchen countertops, new life-proof flooring, and a new A/C condenser. Outdoor living shines with a private pool, hot tub, and fully fenced backyard-perfect for entertaining and enjoying Maui's year-round sunshine. Energy-efficient with 46 owned solar panels, helping reduce utility costs. An exceptional opportunity to own one of Moana Estates' most desirable floor plans in an unbeatable location.

66 Moana Ave Unit Lot 64, Kihei

Listing courtesy of Coldwell Banker Island Prop-Ku.

$9,000,000
2 Beds ⋅ 4 Baths ⋅ 408876 MLS ⋅ Fee Simple Tenure
Over an acre of direct beachfront in Makena is an exceptional rarity — and 4584 Makena Road stands as one of the most compelling value opportunities along Maui's coastline. Positioned on Poolenalena Beach, the property offers expansive grounds, exceptional privacy, and irreplaceable beach frontage. The existing residence requires renovation, making this an ideal opportunity for investors or end users seeking to add value in a location where land alone commands a premium. With limited beachfront inventory in Makena, the ability to renovate or reimagine a home on a parcel of this size represents a strategic acquisition. Peaceful and secluded, yet within walking distance of the Wailea Beach Path and celebrated resorts including Fairmont Kea Lani, Four Seasons, Grand Wailea, and Andaz, this offering combines lo-cation, land, and long-term upside in one of Hawaii’s most prestigious enclaves.

4584 Makena Rd, Kihei

Listing courtesy of Island Sotheby's Int'l Rlty(W).

$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).

$9,395,000
3 Beds ⋅ 4 Baths ⋅ 408748 MLS ⋅ Fee Simple Tenure
Set behind the gates of Wailea Golf Estates, this like-new contemporary estate captures the essence of modern Hawaiian luxury. Spanning over 5,000 square feet of indoor-outdoor living, this single level home is designed as a seamless pavilion between architecture and nature, where walls of glass dissolve into tropical gardens and panoramic Pacific vistas. Also available to the qualified buyer is UNBEATABLE FINANCING. This home features an assumable mortgage at a fixed 2.25% interest rate, with 25 years remaining!! Seller is also open to exploring cryptocurrency transactions. Positioned on a prized lot overlooking the 18th green of the Wailea Blue Course, the property enjoys a rare duality — open sight lines to the ocean and the green, yet an exceptional sense of privacy and calm. Pristine, peaceful, and thoughtfully finished with European oak floors, bespoke cabinetry, and curated design elements throughout. Offered fully furnished, the residence invites immediate enjoyment with nothing to design, source, or wait for. The designer chefs kitchen is appointed with a Thermador appliance suite, including a 48” gas range, built-in coffee system and a 92-bottle built-in wine refrigerator. Soaring ceilings and expansive walls of glass invite natural light to fill the interiors, dissolving the boundary between indoors and out. The outdoor spaces are anchored by one of the few zero-edge infinity pools and spas in Wailea, with built-in tiki torches to enjoy late nights under the stars. The primary suite is a private retreat opening directly to the pool terrace and a separate meditation garden. A freestanding soaking tub and indoor-outdoor marble shower evoke a resort-level spa experience within the comfort of home. Two additional guest suites, privately situated on opposite wings, feature vaulted ceilings, custom walk-in wardrobes, and direct garden access — ensuring every guest enjoys their own sanctuary. Modern comforts are seamlessly integrated: Control4 automation, immersive audio, Lutron lighting, an air-conditioned oversized two-car garage, and an owned PV solar system with three Tesla backup batteries for energy independence. Mornings unfold with boats gliding quietly across the horizon. Evenings settle poolside beneath open Maui skies, the fairway and ocean beyond. Just moments from Wailea’s world-class beaches, fine dining, golf, and boutiques, yet quietly removed from the crowds. Located in the Wailea Golf Estates II neighborhood, a 6.97-acre gated CPR, 144 Halau Place is a residence for those who value discretion, design, and effortless island living in Wailea’s most desirable setting.

144 Halau Pl, Kihei

Listing courtesy of Compass-W.

$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.

$2,095,000
3 Beds ⋅ 3 Baths ⋅ 408722 MLS ⋅ Fee Simple Tenure
Imagine finishing your morning coffee and stepping outside to a 45-foot heated lap pool and spa — in your own backyard. No resort crowds. No reservations. Just warm water and Maui sunshine. 182 Ponana Street sits inside Kihei's highly sought-after Keawakapu Views neighborhood. This 2,088-square-foot single-story home was built in 2018 with one thing in mind: the ultimate Maui lifestyle, no compromises. Eleven-foot recessed ceilings and expansive windows pull garden views into every room and fill the open floor plan with natural light. Owned photovoltaic solar with Tesla Powerwall, EV charging station, whole-home high-end sound system, central air — this is not a home that needs upgrades. Everything is already done. Low-maintenance tropical landscaping and a refreshing outdoor shower complete the outdoor space — built equally for quiet mornings and nights with a full lanai of guests. A private exterior-access restroom with sink means nobody tracks through the house, the kind of thoughtful detail you'll find repeated throughout this property. The master suite delivers — spa-like walk-in shower, premium quartz double vanity, generous walk-in closet, designer finishes throughout. Both additional bedrooms feature large walk-in closets, something families notice immediately. The gourmet kitchen is generously oversized, anchored by a large natural wood island that doubles as a prep station and breakfast bar with stool seating. An oversized pantry and separate laundry room with utility sink handle the everyday functionality most high-end homes forget about. The kitchen flows into the main living area, which opens to the outdoor entertainment space — one unbroken line from countertop to poolside. That indoor-outdoor connection people talk about on Maui? This is what it actually looks like. Even the garage is gucci with its luxury full-view glass garage door. Keawakapu Views is one of South Maui's most coveted streets. Peaceful atmosphere. Stunning streetscape. Pride of ownership on every lot. World-famous Keawakapu Beach is just down the road — golden sand, crystal-clear water, some of the best swimming and snorkeling on the island. Maui's finest dining — Morimoto Maui, Nick's Fish Market, Ka'ana Kitchen — all a short drive. Families benefit from proximity to Kamalii Elementary, one of the highest-rated public schools in Maui County. Newer construction single-story homes in Keawakapu Views almost never come to market. When they do, informed buyers act decisively. If this home checks your boxes, schedule your private showing now.

182 Ponana St, Kihei

Listing courtesy of Real Broker.

$2,174,000
3 Beds ⋅ 4 Baths ⋅ 408623 MLS ⋅ Fee Simple Tenure
This 2,279 square foot entertainer's paradise is nestled in the middle of a highly desirable quiet neighborhood bordering Wailea, one of the very few with NO HOA!. The front of the house enjoys views of the sunrise over Haleakala and the back haspanoramic views of Maui sunsets year round. Upstairs features the master bedroom and ensuite full bath, a half bath, living room, kitchen and formal dining room. The master and the dining room have slider access to the 984 square foot covered Lanai . With the press of a couple of buttons you can close off the Lanai withmotorized sunscreen blinds to create a totally private living space without sacrificing your view or the breeze. This makes the fully permitted effective living space 3,263 square foot. But wait, there is more! Outside the covered section there is a barbeque area where you can access the 1,000 square foot non-skid treated widow’s watch roof deck. Built with ease of maintenance in mind, this featuresstainless steel safety railing on three sides just like the Lanai below it so you can safely clean the homes solar panels, stargaze full views of the milky way on clear nights, or just watch whales frolicking off the beach below. Downstairs in the main house you have another full bath, two bedrooms, an office and a large family room with a wet bar and a drink cooler. One slider leads out to another 400 square foot covered seating area with a built in five seat granite bar with separate refrigerator and freezer. The other slider leads out to the hot tub and pool deck where you also find a half bath and a large custom tile shower and dressing room. The entire backyard is a fully irrigated three-tier garden with fruit trees and native Hawaiian plants enclosed in a hand-built privacy rock wall with custom Hula themed decorative gates. The backyard also has a matching blue stucco workshop that keeps a lot of clutter out of the garage. Low taxes, great school district, no HOA but still in the heart of all the best beaches, golf courses, shopping and restaurants in south Maui. Key things to know 2,279 square foot interior, 1,384 additional square foot under roof (3,663 s/ft living space) + roof and pool decks Double Pane Anderson Windows throughout, Roof replaced 10 years ago, fully hurricane banded, Two-car garage plus blue stucco workshop; solar panels support energy efficiency. Three-bedroom with 3.5 baths and a downstairs family area with wet bar. Three-tier irrigated garden surrounds privacy rock wall and fruit trees.

2760 Puu Hoolai St, Kihei

Listing courtesy of Kokua Realty LLC.

$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.

$4,895,000
3 Beds ⋅ 4 Baths ⋅ 408559 MLS ⋅ Fee Simple Tenure
A TIMELESS, light-filled OCEAN VIEW residence designed for indoor/outdoor Maui living, this ELEGANT 3-bedroom plus office (possible 4th bedroom) & add'l den, 4-bath home (approx. 4,355 sq. ft.) welcomes you with a stately sense of arrival with soaring ceilings and beautifully crafted ARCHITECTURAL detail. Arched mahogany-and-glass entry doors, keystoned with African Wenge accents, open to a GRAND CURVED VESTIBULE where rounded plaster walls and RICH MAHOGANY paneled wainscotting set a sophisticated tone. A grand staircase—finished with stained-glass artistic newel finials—creates a memorable centerpiece Two en-suite bedrooms located on the ground floor each enjoys its own outdoor space—ideal should you want to have SINGLE FLOOR-PLAN LIVING. Upstairs, a PRIVATE SANCTUARY awaits: the approx. 1,581 sq. ft. primary bedroom suite and den offer exceptional PRIVACY and unparalleled OCEAN AND OUTER ISLAND VIEWS WITH WRAP AROUND LANAIS, along with impressive Haleakala vistas that shift beautifully with the light. The generous kitchen opens to a bright great room with SLIDING WALLS OF GLASS on two sides—inviting lovely cross-ventilation and framing views to the sparkling PACIFIC OCEAN. The formal living room offers a warm focal fireplace, natural cedar ceiling, and a recessed art niche. Expansive sliders from the great room and living room open to an OCEAN VIEW POOL AND SPA with a SPACIOUS TILED SUN DECK, made for sunset lounging and DINING AL FRESCO UNDER THE STARS. The layout is wonderfully open, yet intentionally defined, with sight lines that draw you toward the outdoors and the enchanting views beyond. This home is a LUMINOUS LIGHT-FILLED CANVAS—ready for your vision: an extraordinary opportunity to re-imagine and elevate a residence of substance, scale, & soul. Set within the prestigious gated Wailea Golf Estates, backing to the 11th fairway of the Wailea Blue Course, and moments to Wailea’s world-class beaches, dining, shopping, golf, tennis, water sports, and spas.

3943 Wailea Ekolu Pl, Kihei

Listing courtesy of Maui Real Estate Advisors LLC.

$6,950,000
4 Beds ⋅ 6 Baths ⋅ 408558 MLS ⋅ Fee Simple Tenure
This exclusive opportunity is uniquely situated on a lot like no other, overlooking the 11th green of the Wailea Blue Course and positioned near the Four Seasons and Hotel Wailea. Set within a premier gated community, the home enjoys exceptional space and privacy, bordered on three sides by open areas, the golf course, and two greenway lots with a down-sloping parcel that opens first-floor views to island vistas. The light-filled interior draws you toward a very private resort-style pool and spa, protected from excess sun and wind. Indoor and outdoor staircases lead to the upper level, where a stunning 360-degree panoramic view unfolds across Lana?i, the West Maui Mountains, open fairways, Haleakala, Kaho'olawe, and Molokini. Seamless indoor-outdoor living connects both levels of the home, with every room opening to its own lanai, terrace, patio, or lawn, including common areas and guest baths. The property also offers flexibility to expand by approximately 500 square feet on each level. The formal living room features a wood-burning fireplace, white painted tongue-and-groove vaulted ceilings, and French doors opening to a covered island-view porch. The kitchen and family room flow to a 35-foot lanai ideal for daily living, sunset views, seasonal whale watching, and twice-yearly resort fireworks. A Haleakala-facing terrace offers peaceful daytime views and nighttime stargazing, while a wet bar off the pool deck supports relaxed outdoor entertaining. Four en-suite bedrooms provide private retreats with outdoor access, including a primary suite with a five-fixture bath and exceptional views. A southern orchard leads to an outdoor laundry entry, and the two-car garage includes ample storage. This is a home that is difficult to leave, wrapping you in the warmth of every aloha memory.

3977 Wailea Ekolu Pl, Kihei

Listing courtesy of Hawaii Life (W).

$4,095,000
4 Beds ⋅ 5 Baths ⋅ 408523 MLS ⋅ Fee Simple Tenure
The newly completed Wailea estate blends contemporary design with Maui’s natural beauty. Ocean-view living with seamless indoor-outdoor flow, abundant natural light, and locally inspired textures. Open-concept great room features panoramic ocean views, floor-to-ceiling glass, hardwood floors, and natural stone. Chef’s kitchen with waterfall stone island, premium appliances, and custom cabinetry. Luxurious bedroom suites offer spa-style baths, private lanais, and ocean or garden views. Resort-style outdoor living includes a lap pool, spa, Baja shelf, and tropical landscaping. Sustainable features include solar, smart home automation, and energy-efficient systems. Prime Wailea location near world-class beaches, golf, dining, and luxury resorts. One of the listing agents is the seller.

3378 E Lani Ikena Way, Kihei

Listing courtesy of Coldwell Banker Island Prop-Ku.

$2,500,000
3 Beds ⋅ 3 Baths ⋅ 408470 MLS ⋅ Fee Simple Tenure
Wailea Kai is one of the closest communities to the beach! 3 BR 2.5 BA with a pool and easy walking distance to Keawakapu Beach. This recently updated home offers a unique living style with the master on the main level and 2 bedrooms tucked away separately with a jack & jill bath, all 3 with vaulted ceilings. The master has a large lanai that overlooks the pool and lawn area. A major remodel of the living room and kitchen were completed last year, including all new appliances and furnishings. Relax in the openness of the living room and kitchen, which includes a large island with numerous sitting spaces, all overlooking the pool through numerous windows and sliding doors. Enjoy the large pool and covered lanai's with a very private feel with no road noise, surrounded by beautiful gardens and fruit trees. Split A/C units in the living room and all 3 bedrooms. Capitalize on very low electric bills with 22 owned solar panels under the banked system, and a solar hot water system. 2 car garage. Located at the end of a quiet cul-de-sac.

3142 Waiea Pl, Kihei

Listing courtesy of Coldwell Banker Island Prop-Ku.

$1,849,111
3 Beds ⋅ 3 Baths ⋅ 408349 MLS ⋅ Fee Simple Tenure
Tired of stairs?? This stunning, single-level residence, located in upscale Moana Estates, offers a relaxing island lifestyle you won't want to miss! This house has a great floor plan with high ceilings! The spacious open-concept kitchen with its granite countertops, has a pass-thru window for your easy lanai dining and entertainment. The kitchen flows seamlessly into the large, bright dining and living areas with their high ceilings, where a large bay window frames views of the lush tropical landscaping in front. Sliding glass doors at the rear open on to a gorgeous, tropical and covered patio. There is an additional covered lanai at the front off the master bedroom. The master suite is thoughtfully positioned for privacy on one side of the home and is separate from the two guest bedrooms on the opposite side. It features a generous walk-in closet and an additional mirrored closet. The ensuite bathroom has a soaking tub and separate walk-in shower. One guest bedroom includes its own bathroom and private garden access. Luxury vinyl plank flooring spans the main living areas, while the bathrooms and laundry room feature tile flooring. With its multiple banana trees (more in the front yard too!), trellis, built-in barbecue, and electrical outlet for a small fridge, this lovely tropical paradise provides the ideal venue for your outdoor parties and dining. The back garden is gated on one side and could be fully enclosed on the other for your dog. It may also provide access to a pool, should you wish to consider adding one. This home includes an owned, net-metered photovoltaic system and central air conditioning. Ideally located in South Kihei, Moana Estates is close to beautiful beaches, shopping, dining, and world-class golf courses. Seller is willing to sell the home furnished, including the two queen-size adjustable Tempur-Pedic beds. Seller may require a lease back after close of escrow. Property can usually be shown with a couple of hours' notice, if required. Listing photos have artist rendering of pool in backyard.

15 Laukahi St, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

$10,995,000
4 Beds ⋅ 5 Baths ⋅ 408267 MLS ⋅ Fee Simple Tenure
NEXT LEVEL LUXURY . . . The Crown Jewel of Wailea Golf Estates II . . . The most exciting new luxury release to hit the market. A brand new single-level oceanview smart home that truly makes you say WOW. A 2026 Wailea Cohen Development Group design- Never Occupied - Wailea’s larger .54 Acre landscaped homesite - 23,461 sf level land - Clean architectural lines- Bright & sophisticated - Contemporary architecture- Refined natural materials- 4891sf under roof- Oversized 2-car garage- 52 owned PV solar panels- 4 Tesla backup batteries - EV charger- Wailea Golf Estates II is a 6.97 acre CPR gated subdivision- Seamless indoor-outdoor living- 9’6” pocketed sliding glass doors - Pre-wired for automated shades - Spacious open great room- 15 ft vaulted imperial plaster great room ceiling & walls - Recessed 2” square LED lighting - Elevated design wall & ceiling light fixtures- European white oak herringbone flooring- 8' redefined interior doors & hardware- Fully lit wall shelving- Mollteni & C gourmet Italian designed kitchen - Sunrise Oak cabinetry- Miele Premium Appliances- Push open Miele refrigerator- Wine refrigerator - Breccia Capraia marble countertops- Kallista Juxtapose Faucet- Additional Butler’s kitchen- Primary suite showcases a spa-inspired bath with floor-to-ceiling Calacatta Viola quartzite & freestanding soaking tub - Refined brass

184 Lolowaa Pl, Kihei

Listing courtesy of Compass-W.

$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.

$1,995,000
2 Beds ⋅ 2 Baths ⋅ 408083 MLS ⋅ Fee Simple Tenure
Also listed under Condominium MLS# 408082. Welcome to Hokulani Golf Villas, Home #94. A golf community offering single-level luxury with the ease of condominium living. This sold partially furnished 2-bedroom, 2-bathroom villa plus an office is privately set along a large open green space, capturing warm sunset lights all year-round and peaceful surroundings. The great room features 12-foot ceilings, clerestory windows, and 8-foot sliding doors that create an airy indoor/outdoor flow. The chef’s kitchen includes granite counters, oak cabinetry, and a gas cooktop. Upgrades include 24 owned solar panels with 2 powerwalls, porcelain tile and upgraded carpet in bedrooms, enhanced insulation, crown molding, pocket doors at the den, lighting upgrades, improved closets, window treatments throughout, ceiling fans, and an upgraded refrigerator, washer/dryer, and TVs—including a Bose system in living room. Enjoy the comfort of a detached home with two car garage with stucco exterior and tile roof, nestled in a beautifully maintained gated community with proximity to south Maui’s beaches, pickle ball, tennis, shops, restaurants, and activities. A must see! This is a Residential Condo.

2760 Umeke Cir Unit Unit 94, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

$24,500,000
5 Beds ⋅ 6 Baths ⋅ 408059 MLS ⋅ Fee Simple Tenure
Experience the pinnacle of oceanfront luxury in this stunning, 5 bedroom, 5 bath, plus 2 half bath, 7,244 sq. ft. home estate. This over a half-acre property is located within the ideal stretch of Keawakapu Beach, offering unparalleled access to Maui’s most coveted shoreline. This architectural triumph blends contemporary elegance and convenience with the island’s natural beauty, creating a private sanctuary of sophistication and rare serenity. This estate features 5 spacious en-suite bedrooms, multiple areas for relaxed socializing, and a seamless indoor-outdoor flow that embraces the home’s stunning pool courtyard and oceanfront experience. Every room gifts an extraordinary vantage point of paradise – between sweeping ocean views in three master suites or tranquil poolside perspectives from the guest suites. At the heart of the home, the expansive pool and courtyard form a striking focal point, linking the media room, main entry, and living areas in perfect harmony. A private poolside retreat ensures both security and discretion, ideal for intimate gatherings or large-scale entertaining. Landscaped gardens with numerous palm trees and second-level sundecks off the guest suites provide elevated spaces to soak in a front seat view of unforgettable sunsets. A spacious oceanfront lawn offers ultra-privacy, featuring a fire pit that creates an inviting ambiance, shielded from public view and accessible only through a discreet, gated beach entrance. Whether you seek a primary residence, a lavish vacation home, or an island retreat, this estate is designed for those who desire premium beachfront living with an ultimate feel of privacy. A rare opportunity to own the most memorable oceanfront lifestyle in Maui.

3254 S Kihei Rd, Kihei

Listing courtesy of Hawaii Life (W).

$6,999,000
5 Beds ⋅ 4 Baths ⋅ 408014 MLS ⋅ Fee Simple Tenure
A rare South Maui estate — 2.118 acres in the exclusive gated community of Kaimanu Estates. This private retreat feels like living in Hana and Old Hawai‘i, surrounded by hundreds of native and fruiting trees including avocado, citrus, banana, lilikoi, guava and many more. With 4,718 sq. ft. in the main residence and a detached studio ohana, the property offers unmatched privacy and opportunity rarely found in South Maui. Just minutes away are Wailea’s world-class golf courses, resorts, fine dining, boutique shopping, and some of the best beaches in the world. Here you’ll find the perfect balance of tropical seclusion and resort-side convenience.

135 Kaimanu Pl, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

$16,800,000
4 Beds ⋅ 6 Baths ⋅ 407851 MLS ⋅ Fee Simple Tenure
WHERE THE SEA WHISPERS . . A Contemporary Expression of Timeless Oceanfront Living. Happy to accept backup Offers!! Pending in escrow and also Happy to show!! Closer to the ocean than almost any home on Maui -impossible to duplicate under today’s building regulations - direct-oceanfront estate delivers a level of proximity, craftsmanship, and design that defines rare. Set just 25' from the Pacific - 75' linear frontage - elevated 12' feet - this masterpiece captures panoramic year-round sunsets. As the evening unfolds, tap your mobile phone and watch your tiki torches glow while you relax at the ocean’s edge - a signature lifestyle moment. The state-of-the-art Lutron smart home controls four ocean-inspired ensuite bedrooms - five-and-one-half baths - glass-roof pool lounge with jacuzzi & waterfall - five-zoned a/c - 84 owned PV solar panels - two-car garage a/c - separate two-bedroom guest house. Walled and gated for complete privacy, security and serenity. Very rare oceanfront offering - an architectural achievement and a lifestyle unmatched. Completed in 2013 with wood-and-steel beam construction engineered for up to 150+mph wind loads - Custom IB roofing system 25 year warranty - fully permitted sea wall - exceptional materials and architectural precision throughout. Hand-selected marble, granite, and sandstone imported from Greece - Automatic 9’6” Fleetwood sliding glass doors & screens open at the touch of a button - or from your smartphone. Sculptural Sapele wood ceilings soar 10' to 20' illuminated by modern 3” recessed square LED lighting. The breathtaking custom blonde-walnut and stainless-steel floating staircase serves as the home’s contemporary centerpiece. The dramatic 12-foot floating double-glass "wave" kitchen bar - artistically lit for evening ambiance - the floating gold-inlaid automatic book matched cabinetry - the additional butler’s pantry - the in & out upstairs glass showers - stand as some of the home’s most memorable design features. As one of South Maui’s hidden oceanfront gems - where wellness and community combine to become part of your daily living - where morning walks, sunset jogs, oceanfront cycling, and easy access to ocean swimming are part of everyday life - a charming, low-traffic neighborhood where residents enjoy an authentic, active, and family-friendly island lifestyle with a nearby kid-friendly park. Looking for Buyers with the commitment to love, respect, and maintain this exquisite property.

1750 Halama St, Kihei

Listing courtesy of Compass-W.

$2,150,000
2 Beds ⋅ 2 Baths ⋅ 407832 MLS ⋅ Fee Simple Tenure
Property is also listed as Residential Condo MLS #407842 Located in one of South Maui’s most desirable neighborhoods, this beautifully maintained and thoughtfully designed plantation-style home seamlessly blends modern finishes with luxury and beach comfort. As you pass through the large front door you are greeted by a dramatic entrance with large foyer ceilings and an abundance of natural light. The downstairs area boasts one bedroom one bath with a private entrance. For added convenience, the lower level includes a kitchenette den area, with a wet bar and bunk beds, perfect for guests with small children. The area could also easily be converted to a third bedroom. Additionally, the ground floor provides an extra large two-car garage with plenty of storage for all your beach activities! The upstairs area includes a large chef’s kitchen with high ceilings, Italian tile floors, Quartz countertops and island, LG appliances, including a five-burner gas stove & stainless steel farmhouse sink, perfect for gatherings. Each zone of the house is equipped with its own Mitsubishi mini split-system air conditioner. From the living-room, the luxurious primary suite, with en-suite bath, and walk in closet provide a perfect space for modern luxury living, leading to the highlight of the upper level, a 30 foot viewing deck with breathtaking views of the ocean and neighbor islands. Maui Meadows is renowned for offering nightly serene sunset breezes under inviting pink and orange diffused skies. Though renovations are common, new construction in the neighborhood is extremely rare, and this house, constructed in 2017, was designed with one thing in mind, year-round sunset views. Watch the boats race to Molokini in the morning, or view the whales breach while grilling dinner for friends and family. This expansive property is a Residential CPR and includes 10,934 square feet while offering the potential to build an additional pool and spa hot tub, complete blueprints included. All this just minutes from the beach, Wailea’s world-class restaurants, golf courses, and everything that South Maui has to provide. Offered fully furnished, this beautifully landscaped, move-in-ready modern getaway is easy to view. Contact your favorite Realtor today to schedule a showing!

533 Mikioi Pl Unit Unit 2, Kihei

Listing courtesy of Bello Realty Inc.

$3,000,000
3 Beds ⋅ 4 Baths ⋅ 407659 MLS ⋅ Fee Simple Tenure
This is also Listed as a Condo MLS 407638. **This is a CPR Residential Condo property** A Home That Defines “Custom” First time offered, this Hokulani Golf Villas residence is custom in every sense of the word — designed and built as the owner’s forever home, with no expense spared. From the moment you enter, you’re greeted by a bright, white, and contemporary aesthetic — a clean palette that reflects light and amplifies the home’s open concept design. An abundance of built-in cabinetry provides both function and elegance, complementing the expansive great room that flows seamlessly from kitchen to living to lanai. The home features two master suites and a third ensuite bedroom, providing flexibility for guests or multigenerational living. Every detail has been considered — from the layout to the materials to the feeling of effortless space. A 58-panel photovoltaic system powers the home, a reflection of the thoughtful investment in both sustainability and efficiency. Set gracefully along the par-5 fairway of the Maui Nui Golf Course, this home enjoys a backdrop of lush green views and the serenity unique to the Hokulani Golf Villas community. Seeing is believing — this is a rare opportunity to own one of Hokulani’s most refined, privately crafted homes.

2399 Umeke Cir Unit 68, Kihei

Listing courtesy of Hawaii Life (W).