Kihei Real Estate Search

Kihei Single Family Properties for Sale

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Newest Kihei Single Family Homes for Sale

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

3150 Waiea Pl, Kihei

Listing courtesy of Hawaii Life (W).

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

30 Waikai St, Kihei

Listing courtesy of Romvari Realty Ltd.

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

226 Luakaha Cir, Kihei

Listing courtesy of PKR Realty.

$2,600,000
4 Beds 4 Baths 410606 MLS Fee Simple Tenure
PERCHED HIGH ON THIS ELEVATED LOT. It is rare that a house in Wailea has an asking price less than the county assessed value with remarkably low real property taxes of only $3,975.84 for 2026. There is no better value in Wailea Resort at $890.10 PSF for 2,921 SF. This house has been vacant for nearly three years so allow for mechanical things not working due to non use. All the appliances need to be serviced and may not need replacing. The 13,491 SF lot is one of the largest in this section of Kialoa. Stucco exterior and Monier tile roof. Large pool/Spa. Water in pool and the patio furniture is Ai generated. Pool equipment may just need the pumps and motors primed and lubricated, maintenance and service. The pool plaster may just need a high quality two-part epoxy Pool-paint. Eight(8) large rooms. Commercial chef grade kitchen all granite clad with Viking appliances, double gas burning stoves/ovens. trash compactor, food warmer, Bosch dishwasher. Real Travertine floors on the entire main level and staircase. The living room travertine was under a large Persian rug and never saw the light of day and is literally brand new so when you look at the rest of the flooring CSI will make it look brand new too. Two bedrooms on the main level are being used as storage. Two fully remodeled bathrooms also on main level. Spacious and bright living room, dining room and large kitchen with huge center island with service sink and butler's prep kitchen. One of the downstairs bedrooms serves as an office with French doors and has a full bathroom and closets. It is being used for storage The architecture is classic and bold. The lush foliage makes this residence very private. Upstairs has a huge family room with real hard wood maple floors, wet bar and spectacular ocean views from the balcony from the west Maui mountains, Lanai, Kaho'olawe, Molokini, all the way to Ulupalakua. There is a huge wall perfect for a 100" flat screen tv. There are two full bathrooms upstairs. Art deco ceilings. The owner did a major renovation in 2005 to the kitchen, three of the four bathrooms and added the Travertine floors. The primary bedroom is en suite with a large walk in Travertine shower. Back-to-back closets. The irrigation system and electrical recently upgraded. The avocado tree bears fruit. The garage has 830 SF with storage rooms and is packed solid with restaurant equipment and misc stuff. This is truly an indoor/outdoor house with three ingress/egress from the L.R, D.R and kitchen out to the pool deck and pool/spa. Solar hot water tank is around 3-4 years old. The trellis can easily be converted to a porte-co-chere. For all intents and purposes this house is move in condition. The carpeting in the two upstairs bedrooms needs to be replaced. All the storage contents in the three bedrooms, garage and outside will be removed prior to closing. House is being sold unfurnished AS IS. Seller requires Proof of Funds or bank approval letter prior to showings. RECENT HOUSES SOLD IN WAILEA KIALOA WITH SIMILAR SIZE 195 E. Ikea Kai next door with 2,851 SF SOLD for $4,000,000, 12/20.2024. 171 W. Ikea Kai with 3,117 SF SOLD for $3,725,000, 10/27/2023. 175 W. Ikea Moku with 3,105 SF SOLD for $3,550,000, 12/24.2025. 206 Heleuma Place with 3,169 SF SOLD for $3,300,000 , 01/07/2026. 194 E. Panana Place with 3,024 SF SOLD for $3,240,000. 11/28/2025. 194 E. Panana Place with 3,024 SF SOLD for $2,400,000. 11/14/2023. 3133 Kikihi St with 1,955 SF SOLD for $2,565,000 03/11/2026. The Central Pacific Bank Nov. 2024 appraisal for 221 E. Ike indicates 3,190 SF interior. "The handwriting is on the wall" for 221 E. Ikea Kai. "Don't hesitate!" The closest comparable houses in Wailea with 2,788 SF in Wailea Kai with no view and on the road asking $2,499,000. The only comps in Wailea Kialoa have 2,582 SF no views asking $2,848,000 and 162 W. Ikea Kai with 2,843 SF asking $3,150,000. 221 E. Ikea Kai is the deal of the decade.

221 E Ikea Kai Pl, Kihei

Listing courtesy of eXp Realty.

$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.

$1,049,000
3 Beds 1 Baths 410564 MLS Fee Simple Tenure
Welcome to this charming, light-filled single-level North Kihei home, privately set back from the road on an exceptionally spacious lot within a quiet cul-de-sac. The inviting 3-bedroom floor plan features abundant natural light, a beautifully updated kitchen with newer appliances included, a dedicated dining area, and a comfortable air-conditioned living room. Fully owned PV solar panels add valuable energy efficiency with no solar lease. A large portion of the property is enclosed by a 6-foot privacy fence, creating wonderful space for pets, gardening, privacy, and outdoor enjoyment. The beautifully maintained backyard combines grass and rock landscaping, and the property extends beyond the rear fence to additional yard space. A large storage shed and enclosed, wired structure offer excellent possibilities for storage, pets, gardening, hobbies, and more. An outdoor partial bath and shower are ideal after gardening or a trip to the nearby beach. A high-efficiency washer/dryer combo is also included.Large Convenient North Kihei access to Maui Veterans Highway makes travel to Central Maui, Upcountry, and Wailea easier while avoiding much of Kihei traffic. With its large usable lot, cul-de-sac privacy, fully owned solar, useful structures, and thoughtful improvements, this welcoming home offers a rare combination of comfort, practicality, and island living. Virtual staging is included in select photos. Generous Lot~Desirable R-2 Zoning~Charming Home~Incredible potential.

321 Kenolio Rd, Kihei

Listing courtesy of Maui Luxury Real Estate LLC.

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

1887 Kaahele Pl, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

$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).

$7,800,000
3 Beds 4 Baths 410468 MLS Fee Simple Tenure
Brand New Construction | Luxurious Estate Living at The Ridge, Wailea Welcome to a sprawling, brand-new estate at The Ridge in Wailea, where every detail has been curated for elevated island living. Terraced landscaping and hand-set rock walls guide you toward the hilltop entrance, offering a dramatic first glimpse of the infinity pool as you arrive. Step through the substantial solid walnut wood pivot door, flanked by bilateral side windows that flood the entry with natural light. Inside, the open-concept kitchen, dining, and living areas flow seamlessly past disappearing Fleetwood doors to a spacious lanai anchored by an infinity pool and spa. Beyond, sweeping views stretch across West Maui, Lanai, Kahoolawe, and Molokini. The lanai wraps to the south into an entertainer's dream — a full bar and BBQ area complete with a hidden large-screen TV — while a pool bath with full sauna delivers a true resort-at-home experience. The chef's kitchen is outfitted with a premium Thermador appliance suite, shaker and flat-front cabinetry, and granite countertops, plus a built-in white wine cooler and a sleek, temperature-controlled red wine storage room. Rounding out the first floor: a two-car garage, a large laundry room, a modern half bath, and a primary suite with direct lanai access, smart shower, smart toilet, double vanity, and a private outdoor soaking tub. Ascend the dramatic floating staircase, set off by a sleek modern chandelier and stone accent walls, to discover a hidden office and an open den with lanai access leading to an outdoor gathering area centered on an elegant fire pit — all framed by more sweeping ocean views. Two additional bedrooms complete the second floor: a guest suite with ensuite bath and lanai access, and a second primary suite featuring lanai access, a walk-in closet, an oversized smart shower, and a top-filling soaking tub. Home is offered fully furnished and situated on the highest elevated lot in Wailea. Quality and luxury abound — your perfect Wailea oasis awaits.

22 Halapa Pl, Kihei

Listing courtesy of Hawaii Life (W).

$36,900,000
5 Beds 6 Baths 410387 MLS Fee Simple Tenure
This Maui residence spans 6,517 square feet of refined luxury, featuring five spacious bedrooms and five and a half beautifully appointed bathrooms. Designed with seamless indoor-outdoor living, the home showcases breathtaking panoramic ocean views, complemented by sweeping vistas of neighboring islands. Expansive glass walls, elegant finishes, and thoughtfully curated living spaces create an atmosphere of sophistication and tranquility—perfect for both grand entertaining and private relaxation in an unparalleled island setting. Two expansive covered lanais provide exceptional spaces for dining, entertaining, and relaxing in comfort year-round, while the private spa offers the perfect retreat after a day enjoying Maui's world-class beaches and golf. Located within an exclusive gated community, the residence is just steps from multiple pools at the Makena Golf & Beach Club and offers exceptional privacy with convenient access to the club's premier amenities. Offered fully furnished and in true move-in-ready condition, the property also includes two low-mileage SUVs, allowing you to begin enjoying the island lifestyle from day one. Wake up each morning to the soothing sound of the waves and end every evening watching the sun set over the Pacific from this extraordinary oceanfront address. *Inquire separately about Membership to Makena Golf and Beach Club. This is a Residential Condo (CPR) - This is a Residential Condo Property, and this unit is approved for a main house.

34 Maluaka Pl Unit Unit 9, Kihei

Listing courtesy of Discovery Makena Realty LLC.

$3,150,000
4 Beds 3 Baths 410371 MLS Fee Simple Tenure
Located at the end of a peaceful cul-de-sac and bordering a lush greenbelt, this exceptionally designed 4 bedroom, 2.5 bathroom home in the prestigious Wailea Kialoa community offers privacy and ocean, sunset, and neighbor island views. The split-level layout provides effortless living with the main level featuring a gourmet chef’s kitchen, a formal dining room, a spacious living area, a luxurious primary suite, a bedroom that serves well as a private office, a powder room, and an attached garage—all designed for comfort and style. The lower level is an entertainer’s dream, with a large den that includes a wet bar, under-counter fridge, wine fridge, and easy access to the pool deck, BBQ area, and a serene private backyard. Luxuriously appointed throughout, the home showcases crème Vienna limestone and burled eucalyptus flooring, rare green granite countertops, and custom cherry cabinetry, highlighting the attention to detail and quality craftsmanship. A laundry room and ample storage areas add to the convenience of this warm and inviting home. The garage is equipped to store your golf clubs, surfboards, and recreational gear, ensuring you are always ready for Maui’s outdoor adventures. Both a PV solar system and a solar water system are in place, thereby reducing the ecological footprint of the property, while the private backyard offers ample space for a garden, creating a perfect blend of luxury and sustainability.

162 W Ikea Kai Pl, Kihei

Listing courtesy of Hawaii Life (W).

$34,000,000
4 Beds 6 Baths 410368 MLS Fee Simple Tenure
Discover a rare chance to create your legacy in Maluaka Estates, an intimate, private gated enclave of only 13 custom estates in the heart of Makena. Just moments from the golden sands of Maluaka Beach and adjacent to the world-class amenities of the Makena Golf & Beach Club, this exclusive homesite offers an unparalleled blend of luxury, privacy, and island living. More than a homesite, this is a thoughtfully curated pathway to your dream island residence. The property includes membership application rights to the club, opening the door to an extraordinary lifestyle defined by championship golf, ocean adventures, wellness experiences, and exceptional dining. Designed for ease and convenience, the property is part of a seller-organized construction program for a fully permitted, world-class luxury home. Architectural plans have already been submitted to Maui County for permit approval, allowing you to bypass years of planning and begin bringing your vision to life with confidence. Imagine mornings spent along Makena’s stunning coastline, afternoons enjoying club amenities, and evenings relaxing in a custom estate designed to embrace the beauty of island living. This is a unique opportunity to secure a place in one of South Maui’s most coveted communities and enjoy the very best of the Makena lifestyle. Disclaimer: The offering price of the lot & house package is $34,000,000. The lot sale will occur first under a separate purchase agreement. Following the successful closing of the lot, the buyer and builder are expected to enter into a separate construction agreement for the proposed residence. The home depicted in the listing is not currently under construction. All photographs, renderings, floor plans, elevations, and other visual materials are artist's conceptual renderings only and are provided solely to illustrate a potential home design. Final architectural plans, specifications, dimensions, materials, finishes, features, pricing, and other design elements are subject to change. A due diligence/design review period will be provided following the lot purchase to review the proposed home plans with the buyer. During this period, the buyer may request revisions to the design, specifications, and finishes, subject to applicable approvals, feasibility, and agreement between the parties, before construction begins. Construction will not commence until final plans, specifications, permits, budgets, and contractual terms have been approved and executed. Estimated construction timelines have not yet been finalized and will be determined after completion of the design process, permitting, and execution of the construction agreement. Any references to square footage, features, amenities, pricing, or completion dates are preliminary and subject to modification. Buyers should independently verify all information and are encouraged to consult with the seller, builder, architect, and their own advisors regarding all aspects of the proposed project. Listing information is deemed reliable but is not guaranteed. This is a Residential Condo (CPR) - This is a Residential Condo Property, and this unit approved for a main house.

18 Maluaka Pl Unit Unit 1, Kihei

Listing courtesy of Discovery Makena Realty LLC.

$29,900,000
5 Beds 6 Baths 407766 MLS Fee Simple Tenure
Perched on one of Makena’s most coveted cliffside locations, this contemporary direct-oceanfront estate is perfectly situated along an intimate cove, offering breathtaking, unobstructed Pacific views from nearly every room. Set on over 22,190 sq. ft. of land, this two-story, five-bedroom, five-and-a-half–bath residence is a masterpiece of luxury and Hawaii’s signature indoor–outdoor living. Designed by world-renowned architect Guy Dreier, the home is a livable work of art, featuring soaring ceilings, dramatic architectural lines, and an innovative floor plan. Step through the entryway into an entertainer’s paradise. The expansive great room flows effortlessly through large pocket doors to the oceanfront deck, where a stunning infinity-edge pool appears to spill into the sea—ideal for sunset gatherings or peaceful mornings with coffee in hand. Multiple living and dining areas, along with a dedicated service area, create an unparalleled setting for both intimate dinners and large-scale celebrations. The exquisite primary suite and three guest suites each offer private ocean-view lanais, providing serene retreats with panoramic vistas. A beautifully appointed attached Ohana unit adds exceptional flexibility for guests, extended family, or a caretaker. Move-in ready and designed for effortless hospitality, this is more than a home—it’s a true Makena masterpiece blending modern coastal luxury with the timeless beauty of Maui’s south shore.

5050 Makena Rd, Kihei

Listing courtesy of Discovery Makena Realty LLC.

$1,725,000
2 Beds 2 Baths 410093 MLS Fee Simple Tenure
Welcome to a private gated retreat in Maui Meadows set on 0.7 acres of lush tropical landscaping. With no HOA restrictions and multiple detached structures, this unique property presents an extraordinary opportunity just a short distance from the beach. Enter through the private electric gates and take in the mature fruit trees, exotic palms, and colorful gardens that create a true island sanctuary. And, at the back of the property is a flat, usable area with an electric meter and water, an ideal location to build your dream home with second story ocean views while living in the ohana. And you still have room for a pool! The custom 2-bed/1bath, 702 square foot ohana and separate 480 square foot recreation building with its own bathroom offer exceptional flexibility for guests, extended family, or a private workspace. Thoughtful craftsmanship is evident throughout both structures, featuring mahogany ceilings and cabinetry, bamboo floors, granite countertops, and expansive ipe decks designed for indoor-outdoor living. Enjoy resort-style amenities including a commercial grade Sundance Spas 780 Series Bristol jacuzzi in excellent condition that comfortably seats five people, a commercial-grade Renu cold plunge and an outdoor shower. Other modern conveniences include split A/C systems in every structure, including the enclosed garage, hardwired internet, 11 high-def security cameras, and an insulated garage with loft storage. Energy efficiency is another outstanding feature, with 14 owned photovoltaic solar panels, a solar water heating system, and net metering that help minimize utility costs. Dedicated 220-volt outlets provide convenient electric vehicle charging capabilities. Offering privacy, quality craftsmanship, and an exceptional South Maui lifestyle, this unique Maui Meadows property is a rare opportunity to own/build your own tropical retreat.

3129 Mapu Pl, Kihei

Listing courtesy of Compass-W.

$1,995,000
3 Beds 2 Baths 410252 MLS Fee Simple Tenure
This is also Listed as a Condo MLS 410163. **This is a CPR Residential Condo property** Some homes simply occupy a place within Hokulani Golf Villas. Others define what the community can be. Thoughtfully crafted by its owners, this exceptional Phase III residence reflects meticulous planning, timeless design, and an unwavering commitment to quality. From the moment you enter, soaring 12-foot ceilings and a sophisticated white palette create a light-filled, open living environment that seamlessly blends indoor comfort with the lush, private gardens beyond. Situated on a coveted corner homesite overlooking the peaceful lower park area, the setting offers an uncommon sense of privacy and tranquility. Every enhancement was chosen to elevate both everyday living and long-term efficiency. Twenty-three owned photovoltaic panels, a Tesla Powerwall battery, and upgraded roof insulation work together to provide exceptional energy performance. Lutron recessed motorized shades throughout the home, along with automated patio screens, offer effortless privacy while helping maintain a cool, comfortable interior year-round. Designed for today's connected lifestyle, the residence features a comprehensive Control4 smart home system, integrated security, and a custom entertainment system with surround sound in both the great room and the primary suite. Elegant custom flooring, a dramatic waterfall-edge kitchen island, designer countertops, and a striking full-height backsplash reflect the home's attention to craftsmanship and detail. Built in 2019 during the final phase of Hokulani Golf Villas, this residence incorporates the community's most refined construction standards and design improvements. While the impressive list of upgrades speaks for itself, the true character of this home can only be appreciated in person. Experience a residence where thoughtful design, exceptional quality, and effortless island living come together beautifully.

1550 Umeke Cir Unit 99, Kihei

Listing courtesy of Hawaii Life (W).

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

139 Waaula Way, Kihei

Listing courtesy of Coldwell Banker Island Prop-Ku.

$585,000
3 Beds 2 Baths 410245 MLS Fee Simple Tenure
Welcome to 294 Kaiola Place A102, a spacious 3-bedroom, 2-bathroom residential condo style duplex offering the perfect combination of comfort, convenience, and the coveted South Maui lifestyle. This Pet Friendly community is ideally located in the heart of Kihei where you'll enjoy convenient access to world-renowned beaches, parks, shopping, restaurants, schools, and everyday conveniences. Spend your days exploring South Maui's beautiful coastline, enjoying water activities, or taking in spectacular sunsets just minutes from home. Maintenance fees include water, wifi, trash, master insurance policy, maintenance, pest control and landscaping. Comes with 2 Assigned parking stalls. Owner occupied but easy to schedule. Call today to arrange! *Special Assessment thru Dec 2026 of $113.83 to build up reserve funds **This unit is designated as an Affordable Housing property and is therefore subject to certain deed restrictions. One key restriction is that the property may only be sold to a buyer who qualifies under the Workforce Housing Affordable Program. Accordingly, any prospective purchaser must meet the income eligibility requirements established by the County of Maui Department of Housing. Please see link: https://www.mauicounty.gov/1825/Affordable-Sales-Rental-Guidelines#docaccess-fbfedf8c7ea0cd05ffc0f432f27768095d5513fce5778a3ae4cfc288d5f23db9

294 Kaiola Pl Unit A-102, Kihei

Listing courtesy of Coldwell Banker Island Prop-Ku.

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

3919 Waakaula Pl, Kihei

Listing courtesy of Century 21 Island Homes.

$1,998,000
4 Beds 5 Baths 410210 MLS Fee Simple Tenure
Originally constructed as the neighborhood developer's custom home, this spacious & well-built residence was thoughtfully designed to offer a level of flexibility rarely found in Kihei. Its well-planned layout comfortably adapts to a wide range of living arrangements and changing needs. The home features a 4-bedroom main residence plus an attached 1-bedroom ohana (cottage) complete with its own full kitchen and bathroom. The main home offers two primary bedroom suites, including a versatile ground-floor suite with ensuite bath. This private suite offers the convenience of single-level living and features both a separate exterior entrance and an interior entrance. Upstairs, you'll find a second primary suite with ensuite bath featuring a relaxing jetted tub, 2 additional bedrooms, a spacious living area and den that opens to an outside lanai with stairs to the backyard. Built to accommodate a variety of lifestyles, this home offers a wide range of living possibilities: work from home, generate rental income from the attached ohana, host visitors in the private downstairs suite, or create comfortable living spaces for extended family. Whether you're looking for versatility, privacy, or income opportunities, this home is designed to meet your evolving needs. Step outside and experience your own tropical sanctuary where a spacious backyard invites you to relax, entertain, and create lasting memories. Enjoy the sparkling pool and spa, dine al fresco, BBQ, and gather with family and friends, surrounded by lush tropical landscaping and generous yard space. Additional features include abundant storage, ample parking, and an owned photovoltaic solar system to help reduce energy costs. Centrally located, you'll enjoy convenient access to beaches, shopping, dining, schools, and Central, South, and West Maui. More than just a home, this is a property designed to grow with your changing needs, offering comfort, multiple living arrangements, and the flexibility to adapt for years to come.

201 Ho'opili Akau St, Kihei

Listing courtesy of Maui Real Estate Advisors LLC.

$1,875,000
2 Beds 2 Baths 410201 MLS Fee Simple Tenure
Enjoy stylish single-level comfort in this stunning residence at the prestigious Hokulani Golf Villas community of Central Kihei. Property is also listed as Condominium MLS 410200. Featuring soaring 12-foot ceilings and large windows, the home is light, bright, and airy with ample natural light. A true chef’s kitchen with a KitchenAid subzero fridge, gas cooktop, and huge granite slab island is at the heart of the open-plan living space with bar seating for entertaining ease. Sliding glass doors open to the large covered lanai overlooking the peaceful neighborhood greenbelt in a seamless indoor-outdoor flow. With cooling tile padding softly underfoot, custom blinds, and central air conditioning throughout, the home maintains a comfortable climate on those warmer South Maui days. An owned photovoltaic system with a back-up battery keeps the electric bills low. The primary suite features a seating area, dual sink vanity, tiled shower, soaking tub, and large walk-in closet. This unique floor plan lives like a three bedroom home with a generous den/office off the entryway, as well as a dedicated laundry room with a new Electrolux water & dryer and an oversize garage. One of the newest homes constructed in the gated Hokulani Golf Villas residential condominium community, it’s just a short walk to the resident clubhouse, hot tub, bbq’s, and infinity edge pool with dreamy ocean and sunset views. Amenity maintenance and all landscaping are included in the monthly HOA dues for an easy lock-and-leave luxury lifestyle. Located adjacent to the Maui Nui Golf Course and Maui Brewing Company, the neighborhood is just a short drive to beautiful beaches, dining, shopping, and all of South Maui’s conveniences. Call your realtor to schedule a showing today!

1375 Umeke Cir Unit 101, Kihei

Listing courtesy of Compass-W.

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

620 Kumulani Dr, Kihei

Listing courtesy of International Real Estate Srvs.

$1,190,000
4 Beds 2 Baths 410151 MLS Fee Simple Tenure
Live the Kihei lifestyle you’ve been dreaming of. This upgraded single-level home sits on a quiet cul-de-sac just minutes from the shoreline. Centrally located in the heart of Kihei, --just minutes from beaches, shops, and restaurants. The home features 4 bedrooms, 2 bathrooms, and a spacious bonus 300 sq. ft. flex space/family room with its own private entrance, ideal for extended living. The open-concept layout showcases vaulted ceilings and a generous kitchen that flows seamlessly into the dining and living areas. Recent improvements include a fully remodeled kitchen and bathrooms, updated flooring, a new split A/C system in the main living area, and all-new appliances, including an internet-linked refrigerator. The property offers a fully fenced spacious backyard, mature banana and nectarine trees, ample storage, and a 528 sq. ft. two-car garage with plenty of storage space for your beach lifestyle. The primary suite also features its own new split A/C system and a walk-in shower. Convenience is unmatched—close to Kalama Park, central Kihei amenities, and only about 20 minutes to the Airport. Move-in ready and full of potential, this South Kihei home is a must-see. South Kihei living at its best—no HOA and endless sunshine. Kihei is one of the sunniest places on Maui, known for its welcoming local community—families, long-time residents, summer waves at Cove Park, and neighbors who actually know each other. Easy to see. Call your favorite Realtor today to schedule a showing.

82 Alena Pl, Kihei

Listing courtesy of Hawaii Life (W).

$2,395,000
4 Beds 3 Baths 410122 MLS Fee Simple Tenure
Welcome to 3236 Pikai Way, an exceptional single-level residence nestled within the exclusive gated enclave of Wailea Kai, just across the street from the golden sands of world-famous Keawakapu Beach. Situated on a quiet private cul-de-sac in Little Wailea Kai, this beautifully maintained 4-bedroom, 3-bath home offers the perfect blend of luxury, privacy, and effortless island living. Designed with an open-concept floor plan, the home features soaring vaulted ceilings, abundant natural light, and seamless indoor-outdoor living. Expansive sliding glass doors open to your own tropical retreat, where a resort-style in-ground pool is surrounded by lush, mature landscaping—creating a private oasis ideal for relaxing or entertaining family and friends year-round. The spacious kitchen is thoughtfully designed for gathering and entertaining, complete with a large center island, granite countertops, newer appliances, generous walk-in pantry, and an adjacent private laundry room. Split air conditioning throughout the home provides year-round comfort while maintaining the home's bright and airy island ambiance. Wailea Kai is one of South Maui's most sought-after gated communities, prized for its peaceful setting and unmatched convenience. From your front door, enjoy an easy stroll to Keawakapu Beach, consistently ranked among Maui's finest white sand beaches. Just minutes away are Wailea's celebrated championship golf courses, luxury resorts, award-winning restaurants, tennis facilities, scenic oceanfront walking paths, and the upscale boutiques and dining at The Shops at Wailea. Whether you're searching for a primary residence, second home, or luxury island retreat, 3236 Pikai Way presents a rare opportunity to own in one of Wailea's most desirable neighborhoods, where timeless island elegance meets the very best of the Maui lifestyle. Seller discloses to all parties he is a licensed Hawaii real estate broker, owns Kokua Realty, LLC and is a principal in this sale.

3236 Pikai Way, Kihei

Listing courtesy of Kokua Realty LLC.

$3,500,000
3 Beds 2 Baths 410112 MLS Fee Simple Tenure
Every once in a long while, a home feels less like a property and more like a discovery. Rebuilt from studs in 2019, this better than new single level, no steps Wailea retreat pairs effortless accessibility and wide 36" doorways with the quiet polish of a private resort. Light filled interiors, soaring eight to twelve foot ceilings, and walls of Fleetwood glass open seamlessly to nearly a thousand square feet of lanai living. No expense spared with the choice of long lasting durable and as well as beautiful Monier tile roof, copper downspouts and gutters with French drains throughout. The finish level is exceptional, with large format Italian porcelain floors, a Poggenpohl kitchen with SubZero and Miele, and spa inspired baths featuring Toto washlets and Dornbracht fixtures. The primary suite opens directly to garden views, a shimmering saltwater pool and spa, and an outdoor shower wrapped in teak, while a thoughtful split bedroom layout offers guests true privacy. With owned photovoltaic, upgraded electrical, central air, remote sunshades, xeriscape landscaping, and copper landscape lighting, all just moments from Keawakapu Beach, Wailea's best shopping, and world class golf and tennis, this is turnkey Wailea living at its most refined and effortless. Outfitted with DWR (Design Within Reach) high-end furnishings, 39 Hoawaa is a turnkey residential experience.

39 Hoawaa Way, Kihei

Listing courtesy of Maui Luxury Real Estate LLC.

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Based on information from the Multiple Listing Service of Hicentral MLS, Ltd. Listings last updated on . Information is deemed reliable but not guaranteed. Copyright: 2026 by HiCentral MLS, Ltd. IDX information is provided exclusively for consumers' personal, non-commercial use. It may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.