Kihei Real Estate | Kihei Properties between $2,000,000 and $3,000,000 for Sale

6 Beds ⋅ 9 Baths ⋅ 410318 MLS ⋅ Fee Simple Tenure

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

50 Hoonani St, Kihei

Listing courtesy of Pacific Shores Realty.

$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.

$2,250,000

3 Beds ⋅ 3 Baths ⋅ 410198 MLS ⋅ Fee Simple Tenure ⋅ Kai Malu BLDG.

Step into this elegant residence, and be met with a magnified view of the ocean! With high end furnishings and window coverings included, flex space downstairs bedroom/office with custom built cherry wood bookshelves, this is a beautifully appointed, freshly painted townhome. Overlooking Wailea Blue Golf Course, to the left, "the house of the sun" Haleakala and mesmerizing ocean views with crescent shaped Molokini and Kahoolawe in the fore front of the horizon view to its right. Emerald Green Golf views and Cobalt Blue ocean is the magic combination from both the living area on the first level and the primary bedroom. The en-suite bathroom has a spa-like feel with framed lotus tile and blue glass tile accents in the floor. Carpeted upstairs for lush living, and rich wood flooring through the living area, 22 photo voltaic panels that translates to an average electric bill of $25 per month, a wall safe, and EV charger. Pet friendly Kai Malu is a private gated enclave nestled at the heart of the Wailea community. The "hale" area with fitness center and infinity pool is the envy of Wailea. This home with a 2021 price tag is vacant, ready for its new owners.

363 Kai Malu Pl Unit 56B, Kihei

Listing courtesy of Keller Williams Realty Maui-Ka.

$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.

$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.

$2,400,000

3 Beds ⋅ 3 Baths ⋅ 410090 MLS ⋅ Fee Simple Tenure

2451 Umeke Cir has the ideal 1½-story floor plan that offers the convenience of main-floor living while providing additional space upstairs for family or guests. It is also one of the newer built homes in Hokulani. Meticulously maintained and extensively upgraded. The spacious kitchen is a chef's dream, featuring upgraded Bosch appliances, an oversized KitchenAid refrigerator, a built-in 18-bottle wine cooler, and abundant workspace for everyday living and entertaining. The adjoining great room is enhanced with built-in electronics cabinetry, surround sound, and Lutron hardwired remote-controlled shades, creating a comfortable and sophisticated living space. The main-level primary suite offers a peaceful retreat with custom closet shelving, additional bathroom storage, and a beautifully upgraded bath featuring custom cabinetry and a custom glass shower enclosure. A unique office with elegant double French doors provides the perfect work-from-home space or quiet den. Designed with efficiency in mind, the home features 32 owned solar panels, two Tesla batteries, a brand-new Lennox air conditioning system (2026), and a tankless water heater, helping to reduce utility costs while providing year-round comfort. Additional upgrades include tile flooring throughout, fresh interior paint, hardwired outdoor speakers, an oversized two-car garage with epoxy floors, built-in tool storage, custom storage closets, Garage Gator lift systems, kayak pulley storage, and even space for an additional refrigerator and freezer. The laundry room is equally well appointed with custom cabinetry and an electric washer/gas dryer setup. Step outside to the lanai, where you'll enjoy a charming ocean view, electric shades, upgraded sliding screen doors, and a propane connection ready for your grill…an inviting spot to relax and enjoy Maui's indoor-outdoor lifestyle. From the extensive custom storage to the thoughtful energy-efficient improvements and premium finishes throughout, this exceptional home is truly move-in ready and offers the perfect blend of comfort, functionality, and island living. Also listed as condo MLS #410089

2451 Umeke Cir Unit 67, Kihei

Listing courtesy of Hawaii Life (W).

$2,400,000

3 Beds ⋅ 3 Baths ⋅ 410089 MLS ⋅ Fee Simple Tenure ⋅ Hokulani Golf Villas BLDG.

2451 Umeke Cir has the ideal 1½-story floor plan that offers the convenience of main-floor living while providing additional space upstairs for family or guests. It is also one of the newer built homes in Hokulani. Meticulously maintained and extensively upgraded. The spacious kitchen is a chef's dream, featuring upgraded Bosch appliances, an oversized KitchenAid refrigerator, a built-in 18-bottle wine cooler, and abundant workspace for everyday living and entertaining. The adjoining great room is enhanced with built-in electronics cabinetry, surround sound, and Lutron hardwired remote-controlled shades, creating a comfortable and sophisticated living space. Also Listed at Residential MLS #410090 The main-level primary suite offers a peaceful retreat with custom closet shelving, additional bathroom storage, and a beautifully upgraded bath featuring custom cabinetry and a custom glass shower enclosure. A unique office with elegant double French doors provides the perfect work-from-home space or quiet den. Designed with efficiency in mind, the home features 32 owned solar panels, two Tesla batteries, a brand-new Lennox air conditioning system (2026), and a tankless water heater, helping to reduce utility costs while providing year-round comfort. Additional upgrades include tile flooring throughout, fresh interior paint, hardwired outdoor speakers, an oversized two-car garage with epoxy floors, built-in tool storage, custom storage closets, Garage Gator lift systems, kayak pulley storage, and even space for an additional refrigerator and freezer. The laundry room is equally well appointed with custom cabinetry and an electric washer/gas dryer setup. Step outside to the lanai, where you'll enjoy a charming ocean view, electric shades, upgraded sliding screen doors, and a propane connection ready for your grill…an inviting spot to relax and enjoy Maui's indoor-outdoor lifestyle. From the extensive custom storage to the thoughtful energy-efficient improvements and premium finishes throughout, this exceptional home is truly move-in ready and offers the perfect blend of comfort, functionality, and island living

2451 Umeke Cir Unit 67, Kihei

Listing courtesy of Hawaii Life (W).

$2,100,000

4 Beds ⋅ 4 Baths ⋅ 410011 MLS ⋅ Fee Simple Tenure

Welcome to one of the most desirable homes in Moana Estates, featuring the largest single-level floor plan in the neighborhood. This meticulously maintained 4-bedroom, 3.5-bath residence offers exceptional comfort, thoughtful upgrades, and timeless island-inspired style. Beautifully furnished and professionally designed, the home exudes a relaxed beach cottage ambiance with inviting, light-filled living spaces. New quartz countertops, engineered wood flooring throughout the main living areas, tile bathrooms, and custom white wood shutters create a refined yet casual coastal aesthetic. The spacious floor plan seamlessly connects indoor and outdoor living, opening to a private backyard oasis complete with a swimming pool, outdoor shower, fully fenced grounds, and a substantial rock privacy wall. Manicured landscaping and outstanding curb appeal enhance the home's welcoming presence. Additional features include a two-car garage, 24 photovoltaic panels with net metering for energy efficiency, and furnishings that make this home truly move-in ready. Every detail has been carefully maintained, creating a residence that is as functional as it is beautiful.

147 Moana Ave Unit Unit 39, Kihei

Listing courtesy of Coldwell Banker Island Prop-Ku.

$2,500,000

3 Beds ⋅ 2 Baths ⋅ 409916 MLS ⋅ Fee Simple Tenure

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

3124 Nahenahe Pl, Kihei

Listing courtesy of Hawaii Life (W).

$2,749,000

2 Beds ⋅ 3 Baths ⋅ 409826 MLS ⋅ Fee Simple Tenure ⋅ Na Hale O Makena BLDG.

Welcome to Na Hale O Makena, one of South Maui’s most private and low-density luxury communities. This beautifully appointed 2-bedroom, 2.5-bath residence offers the ease and comfort of desirable ground-level living with no stairs/elevators to enter, creating effortless access throughout the home and lanai. Tucked within lush tropical landscaping, the property enjoys an exceptional sense of privacy and tranquility in one of Makena’s most sought-after settings. Freshly updated with a newly painted interior, new carpeting, led lighting and more, this spacious floor plan is designed for relaxed island living, featuring seamless indoor-outdoor flow and peek-a-boo ocean/molokini views that add to the home’s peaceful ambiance. Thoughtfully designed with comfort and convenience in mind, this residence lives more like a private home while still offering the benefits of luxury condominium ownership. Residents of Na Hale O Makena enjoy a gated, low-density community atmosphere along with resort-style amenities including a pool, spa, fitness center, and covered pavilion, all just moments from Makena’s pristine beaches, golf, dining, and Wailea conveniences. Whether you are seeking a full-time residence or an island retreat, this exceptional property captures the privacy, comfort, and understated luxury that define the Makena lifestyle. Schedule your private showing today!

4955 Makena Rd Unit F102, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

$2,395,000

3 Beds ⋅ 3 Baths ⋅ 409708 MLS ⋅ Fee Simple Tenure ⋅ Kai Malu BLDG.

Welcome to one of Maui's best kept secrets. This exceptional Kai Malu residence offers gorgeous ocean views from the primary suite and both lanais. The home is offered fully furnished, thoughtfully equipped with everything you’d need to settle in comfortably from day one. Recent upgrades include fresh interior paint, new blinds, a new A/C system in 2025, and whole home water filtration insuring a modern and move in ready experience. A net metered photovoltaic system with 20 panels keeps energy costs low while maintaining maximum comfort. The oversized 2 car garage adds to the home's convenience, giving it the feel of a single family residence within a beautifully maintained community set along the Wailea Blue golf course. Residents enjoy access to the resort style hale featuring an infinity pool, steam room, sauna, outdoor kitchen, bbq's, library, and open air gym perfectly blending luxury living with island lifestyle.

66 Kai La Pl Unit 22A, Kihei

Listing courtesy of eXp Realty.

$2,550,000

2 Beds ⋅ 2 Baths ⋅ 409670 MLS ⋅ Fee Simple Tenure ⋅ La'i Loa BLDG.

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

24 Kai Malu Unit 3-A, Kihei

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

$2,390,000

3 Beds ⋅ 2 Baths ⋅ 409661 MLS ⋅ Fee Simple Tenure

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

108 Ahekolo St, Kihei

Listing courtesy of Hawaii Life (W).

$2,875,000

2 Beds ⋅ 2 Baths ⋅ 409643 MLS ⋅ Fee Simple Tenure ⋅ La'i Loa BLDG.

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

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

Listing courtesy of Polaris Pacific.

$2,848,000

3 Beds ⋅ 4 Baths ⋅ 409610 MLS ⋅ Fee Simple Tenure

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

230 E Panana Pl, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

$2,489,000

3 Beds ⋅ 3 Baths ⋅ 409574 MLS ⋅ Fee Simple Tenure ⋅ Kai Malu BLDG.

Experience luxury living at 115 Kai La Place, Kai Malu Maui. This beautifully remodeled furnished 3 bedroom, 2.5-bath residence features a primary suite on the first floor and a refined modern interior. Recent upgrades include new designer appliances, flooring, cabinetry and countertops throughout. Energy-efficient with 19 owned PV solar panels and a Tesla battery. The tasteful design and thoughtful layout provide both comfort and functionality for everyday living and entertaining. Enjoy the exceptional amenities that Kai Malu offers, including a sparkling pool, well-equipped gym, and meticulously maintained grounds, all contributing to a vibrant resort-style lifestyle. With its ideal location, you're just moments away from pristine beaches, shopping, and dining. Don't miss the opportunity to make this private oasis your home in paradise! Schedule a viewing today to experience everything that Kai Malu Maui Unit 36A has to offer!

115 Kai La Pl Unit 36A, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

$2,995,000

3 Beds ⋅ 2 Baths ⋅ 409559 MLS ⋅ Fee Simple Tenure ⋅ Keala O Wailea BLDG.

Welcome to modern Hawaiian luxury at Keala o Wailea Unit 4-101. This rare 3-bedroom, 2-bathroom residence offers effortless single-level living with absolutely no stairs in an exclusive, pet-friendly gated community. Premiere ground floor units in this community rarely come up for sale. Offered fully furnished and turnkey, the home features a soothing, neutral coastal aesthetic. The open-concept living area is highlighted by large retractable glass doors that create seamless indoor/outdoor living. Step onto your spacious covered lanai to soak in massive ocean views spanning Kaho'olawe, Molokini, West Maui and Lanai, all while overlooking the Wailea Blue Golf Course. The gourmet kitchen is equipped with sleek contemporary cabinetry, elegant quartz countertops, and premium Bosch appliances. Every detail is thoughtfully designed for comfort and elevated island living. Due to its location in the center of the complex, the unit is conveniently located near the amenities including a stunning ocean-view pool, spa, fitness room, and clubhouse with BBQ facilities This unit includes two parking spaces, featuring a covered carport with built-in storage, and a second space which is just steps from the front door. There is access to additional storage for your recreational equipment. You are also situated immediately adjacent to the Wailea Gateway Shops, putting exceptional dining, shopping, fitness facilities, doctor's office and a pharmacy just a short stroll from your front door. Experience the pinnacle of quiet, contemporary Wailea living in Unit 4-101, where breathtaking vistas, sophisticated design, and everyday convenience perfectly align.

59 Wailea Gateway Pl Unit 4-101, Kihei

Listing courtesy of Hawaii Life (W).

$2,500,000

4 Beds ⋅ 4 Baths ⋅ 409511 MLS ⋅ Fee Simple Tenure

Exceptional 3Bed/3Bath with 1B/1.5B Detached Ohana in front, BOTH with Expansive Ocean views and wrap around decks. House has two wrap around decks with Ocean views from living areas, kitchen, and bedrooms. Vaulted ceilings with open floor plan. 1Bedroom Ohana has covered carport, large deck also with Ocean views from living area and deck. Buildings were painted and tented this year. Driveway was graded and new gravel just put in in May 2026. Fruit producing Manago tree in fenced back yard with BBQ and storage shed.

3275 Kehala Dr Unit 3275 A Kehala Dr, Kihei

Listing courtesy of AOK Properties LLC.

$2,695,000

4 Beds ⋅ 4 Baths ⋅ 409490 MLS ⋅ Fee Simple Tenure

Also listed as Condo MLS# 409467. In the best location in Kanani Wailea, adjacent to expansive open space and unobstructed ocean views, this exceptional single-level residence offers the community’s most desirable floor plan. Located in an exclusive gated enclave of just 38 detached residential condominiums, this beautifully appointed 4-bedroom, 4-bath home blends luxury, privacy, and effortless island living. The 2,129 sq. ft. interior features an open-concept design filled with natural light and quality finishes like Hunter Douglas interior blinds and remote exterior blinds. The recently remodeled kitchen features top-of-the-line appliances like Wolf and Sub-Zero. Modern upgrades include the latest Wi-Fi system, a multi-zone Sonos sound system throughout, and a security system for added convenience and peace of mind. Two true primary suites offer spacious walk-in closets and large double-vanity baths, each remodeled with Toto Washlets. A third bedroom is located in the main living area with a full bath just across the hall, while the fourth bedroom and bath are privately situated off the courtyard—ideal for guests or extended family. Offered fully furnished and turn-key, the home includes a complete inventory of housewares and essentials, making it ready for immediate enjoyment or effortless second-home ownership. Lovely ocean views with dreamy sunsets from your large, private lanai, and the ease of lock-and-leave ownership make this home especially appealing. Association-maintained landscaping enhances the carefree lifestyle. Kanani Wailea amenities include a heated infinity-edge pool, spa, fitness room, and cabana with full kitchen. Just minutes from Wailea’s world-class beaches, golf, dining, and shopping, this is a rare opportunity to own in one of South Maui’s most coveted communities.

100 Poailani Pl Unit 29, Kihei

Listing courtesy of McEntire Realty.

$2,499,000

3 Beds ⋅ 3 Baths ⋅ 409471 MLS ⋅ Fee Simple Tenure

Enjoy incredible ocean views from this beautifully updated home and cottage located in the highly sought-after Maui Meadows neighborhood. Tucked away on a quiet cul-de-sac, this .59-acre property offers exceptional privacy surrounded by lush tropical landscaping, while the spacious pool and deck area create the perfect setting for relaxing or entertaining in true island style. The main residence has been recently remodeled and features high ceilings, a stunning chef's kitchen designed for both everyday living and hosting, as well as a loft that can be used as an office or private retreat. This custom pole house offers 3 bedrooms and 3 bathrooms with lanai spaces that seamlessly blend indoor and outdoor living. A separate 1-bedroom, 1-bath cottage provides excellent flexibility for guests or extended family. One of the unique highlights of this property is the unobstructed ocean views with no power lines in sight, enhancing the natural beauty of the setting. This is a truly special island home you won't want to miss. The location is unbeatable—peaceful and private, yet just minutes from the world-famous beaches, resorts, restaurants, shopping and golf courses. Your own tropical paradise awaits. Main residence is being sold furnished; the ohana is unfurnished

3450 Malina Pl, Kihei

Listing courtesy of Wailea Point Realty, Inc..

$2,695,000

4 Beds ⋅ 4 Baths ⋅ 409467 MLS ⋅ Fee Simple Tenure ⋅ Kanani Wailea BLDG.

Also listed as Residential MLS# 409490. In the best location in Kanani Wailea, adjacent to expansive open space and unobstructed ocean views, this exceptional single-level residence offers the community’s most desirable floor plan. Located in an exclusive gated enclave of just 38 detached residential condominiums, this beautifully appointed 4-bedroom, 4-bath home blends luxury, privacy, and effortless island living. The 2,129 sq. ft. interior features an open-concept design filled with natural light and quality finishes like Hunter Douglas interior blinds and remote exterior blinds. The recently remodeled kitchen features top-of-the-line appliances like Wolf and Sub-Zero. Modern upgrades include the latest Wi-Fi system, a multi-zone Sonos sound system throughout, and a security system for added convenience and peace of mind. Two true primary suites offer spacious walk-in closets and large double-vanity baths, each remodeled with Toto Washlets. A third bedroom is located in the main living area with a full bath just across the hall, while the fourth bedroom and bath are privately situated off the courtyard—ideal for guests or extended family. Offered fully furnished and turn-key, the home includes a complete inventory of housewares and essentials, making it ready for immediate enjoyment or effortless second-home ownership. Lovely ocean views with dreamy sunsets from your large, private lanai, and the ease of lock-and-leave ownership make this home especially appealing. Association-maintained landscaping enhances the carefree lifestyle. Kanani Wailea amenities include a heated infinity-edge pool, spa, fitness room, and cabana with full kitchen. Just minutes from Wailea’s world-class beaches, golf, dining, and shopping, this is a rare opportunity to own in one of South Maui’s most coveted communities.

100 Poailani Pl Unit 29, Kihei

Listing courtesy of McEntire Realty.

$2,900,000

3 Beds ⋅ 3 Baths ⋅ 409389 MLS ⋅ Fee Simple Tenure ⋅ Makalii At Wailea BLDG.

Ocean view residence at Makali'i at Wailea, offered fully furnished with a custom modern interior package. This thoughtfully designed home features contemporary finishes, open-concept living, and seamless indoor-outdoor flow ideal for enjoying Maui’s year-round climate. Located in one of Wailea’s newest communities, just minutes to world-class beaches, golf, dining, and shopping. Currently tenant occupied and lease expires 2/19/27. Owner holds active Hawaii Real Estate License.

137 Holomoana Way Unit 4A, Kihei

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

$2,500,000

4 Beds ⋅ 4 Baths ⋅ 409304 MLS ⋅ Fee Simple Tenure

A true family home offering expansive living space and room to breathe. This beautifully renovated property features tasteful finishes throughout, a large wraparound deck with great ocean and mountain views, a spacious three-car carport, and a dedicated workshop. The main home includes an extended living area that's ideal for multigenerational living generous in size and conveniently located on the main level for easy access. In addition, there's a charming two-bedroom cottage with its own carport, plus a stunning resort-style pool perfectly tucked away for maximum privacy. This property is all about seclusion and comfort an exceptional Maui retreat. Not a drive-by, as it's impossible to appreciate all the features from the street. Enjoy your own backyard oasis with mature mango, papaya, and pomelo trees providing a fresh tropical harvest.

487 Hoala Dr, Kihei

Listing courtesy of Hawaii Life (W).

$2,225,000

3 Beds ⋅ 3 Baths ⋅ 409250 MLS ⋅ Fee Simple Tenure

Set within the prestigious Wailea Pualani Estates, this 3-bedroom, 2.5-bath residence with an additional office/media room offers refined island living with a seamless indoor-outdoor flow. The private backyard is designed for entertaining, featuring a saline heated pool with waterfall features, surrounded by lush, mature landscaping. The ocean-view primary suite includes a private lanai, creating a peaceful space to take in Maui’s sunsets. Recent upgrades include a new standing seam metal roof, owned photovoltaic system with two Tesla backup batteries, new split A/C units, and a freshly painted interior. Ideally located just minutes from Wailea’s world-class beaches, golf, dining, and resorts, this is an exceptional opportunity in one of South Maui’s most sought-after communities.

3386 E Lani Ikena Way, Kihei

Listing courtesy of Compass-W.

$2,495,000

3 Beds ⋅ 3 Baths ⋅ 409233 MLS ⋅ Fee Simple Tenure ⋅ Makalii At Wailea BLDG.

Welcome to Makalii one of Wailea’s newest luxury residences known for its mid-century modern design. This spectacular condominium (7C) is located on the upper row and is situated in the only building that that faces north, overlooking the Wailea Blue Golf Course with wonderful ocean/sunset views.The orientation of this building provides exceptional privacy and an abundance of natural light from the floor to ceiling windows.There are 3 spacious bedrooms and 3 bathrooms including a separate guest suite “casita” located over the one car garage. This ensuite is south facing with a beautiful glimpse of the ocean and offers a wonderful private space for guests and family. As you enter the home through your private courtyard there are no steps. The open-concept layout flows effortlessly from the entryway to the living room, gourmet kitchen, and out to the cozy lanai. Features include Fisher Paykel appliances, including refrigerator, freestanding gas range, and dish washer. Quartz countertops, designer cabinetry, Luxury Vinyl Plank flooring throughout, California Closets organizers in all three bedrooms, media center in living room and coffee bar in primary bedroom. Insoroll Elements motorized interior blinds, and Pratic motorized retractable awning in the courtyard. Epoxy floor in the garage with EV charger. The common amenities offer a wonderful resort feel including a saline pool with infinity edge, fitness center, steam room, hot tub, and private facilities for owners. The complex is walking distance to Polo Beach, the Wailea Beach path, The Shops at Wailea, Wailea’s wonderful resorts, dining and shopping.

209 Holokahiki Ln Unit 103, Kihei

Listing courtesy of Hawaii Life (W).

$2,875,000

2 Beds ⋅ 2 Baths ⋅ 409212 MLS ⋅ Fee Simple Tenure ⋅ La'i Loa BLDG.

The One You’ve Been Waiting For! This pristine, second floor 2 Bedroom 2 Bath unit in Wailea’s Newest Development has it all. This premium location provides you with amazing Ocean and Outer Island views with incredible sunsets and the indescribable joy of great whale watching from your new home. La’i Loa 11C features an open floor plan that sits wide to the view for maximum enjoyment throughout all of your living areas and the generously oversized lanai. The beautiful lanai doors disappear into the walls to create a seamless indoor outdoor lifestyle where your Maui future awaits. This home is offered turnkey with gorgeous furnishings designed by Philpotts Interiors including Arhaus, DWR, RH, and Mitchell Gold. The handsome tile flooring upgrade extends to all areas and the world class chef’s kitchen with high end appliances including gas range from Bosch and Fisher Paykel double drawer dishwasher is designed to be completely open for entertaining or your daily relaxation with loved ones. The expansive lanai is impressive and where much of your Maui life will unfold. It features a Coyote gas grill with plenty of room for outdoor dining and an outdoor living area. The dining area features custom banquette and seating. You’ll notice the Hunter Douglas auto blinds and shades on all windows, plus the auto sunscreens on both sides of the oversized lanai, which provides you with the flexible privacy and customizable mood setting for appreciating the beauty of each Maui day. The two baths are elegant in both decor and function, offering the comfort and quality feel of resort type spa living. In addition to the community gates, each building has electronic access gates and garage, plus an elevator to all levels. Your private storage space in the garage area is huge and so convenient for extra storage, ready for any bikes, clubs, and all of your other Maui accessories. The gated community has unbelievable amenities including an expansive infinity edge pool with dedicated lap end, a giant hot tub spa, steam and sauna in the facilities, state of the art fitness center with free weights, two gathering areas, a secluded area with gas fired pit for sunset watching and more. This incredible unit is being sold turnkey - so just get ready to drop your bags and start living the good life in the one of a kind Wailea Resort, with all the world class beaches, shopping, restaurants, and amazing beauty of Maui to enjoy.

60 Kai Malu Dr Unit 201 (11C), Kihei

Listing courtesy of Hawaii Life (W).

$2,950,000

1 Beds ⋅ 2 Baths ⋅ 409117 MLS ⋅ Fee Simple Tenure ⋅ Wailea Elua I A BLDG.

Welcome to Wailea Elua, an exclusive oceanfront, hotel-zoned vacation rental set atop a lush greenbelt in prestigious Wailea. Spanning 24 acres of tropical paradise, this sought-after community offers an unparalleled blend of luxury, serenity, and income potential in South Maui. This rare second-floor 1-bedroom, 2-bathroom condominium is your gateway to breathtaking sunsets and front-row whale watching from your expansive covered lanai. Thoughtfully designed with high-end finishes, this exquisite retreat features central A/C, stylish tile in the bathrooms, gourmet kitchen with elegant granite countertops, a spacious island, and rich Cherry cabinetry including a paneled refrigerator. The open concept living space is a harmonious blend of comfort and sophistication, offering breathtaking ocean views from your private oasis. Wailea Elua is steps to a scenic oceanfront walking path that places you conveniently to both beachfront and legendary diving and turtle watching point. The complex itself is nestled between the Luxury resorts of Wailea Beach Resort and the Andaz which provides World-Class dining and entertainment experiences. Elevate your lifestyle on property and enjoy Resort-Style amenities such as Pickleball, gym, two pristine swimming pools, including an oceanfront pool and rejuvenating hot tub. Grill down at the expansive entertainment pavilion with barbecues and a fully equipped kitchen. Pool with patio/deck and barbeque area convenient to 2012 as well. This turnkey property is fully furnished, complete with artwork and linens, making it move-in ready for immediate enjoyment or as a top-producing vacation rental. Cherished by its owners and repeat guests for over 28 years, this is a rare opportunity to claim your piece of paradise in one of South Maui's most coveted oceanfront communities. Live the dream-your Maui escape awaits.

3600 Wailea Alanui Dr Unit 2012, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

$2,100,000

2 Beds ⋅ 2 Baths ⋅ 408944 MLS ⋅ Fee Simple Tenure ⋅ Keala O Wailea BLDG.

Keala O Wailea 5-103 offers panoramic Pacific Ocean views from one of Wailea's premier hillside communities. This single-level 2-bedroom, 2-bathroom residence spans approximately 1,248 square feet and was built in 2018, with updates completed in 2025. Retractable glass doors frame sweeping ocean vistas and create seamless indoor-outdoor living. The open-concept layout positions the living area, kitchen, and primary suite to capture vibrant sunsets and seasonal whale activity. The kitchen features Bosch stainless steel appliances, quality countertops, maple cabinetry, and a functional design ideal for everyday living or entertaining. Engineered hardwood flooring enhances the main living areas, with plush carpet in the bedrooms. The primary suite offers ocean views, a walk-in closet, and an en suite bath with dual vanities. A privately situated second bedroom provides flexibility for guests or office use. The covered lanai delivers a front-row seat to Maui's iconic scenery. Located within the exclusive 70-residence Keala O Wailea enclave, Building 5 enjoys a peaceful setting just minutes from beaches, golf, dining, and shopping. Seller intends to complete a 1031 exchange at no cost or delay to the buyer.

63 Wailea Gateway Pl Unit 5103, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

$2,750,000

3 Beds ⋅ 3 Baths ⋅ 408910 MLS ⋅ Fee Simple Tenure ⋅ Makalii At Wailea BLDG.

Experience modern island living at Makalii 8A, a 3-bed, 3-bath contemporary townhome tucked away in a quiet corner of the complex, featuring refined new construction in the heart of Wailea Resort. This first offering is fully furnished, turnkey, and presented in immaculate condition. Thoughtfully designed with clean architectural lines and subtle mid-century influences, the residence offers 1,574 sq. ft. of interior living space with no neighbors above or below. The main living level highlights dramatic 13-foot ceilings, abundant natural light, and expansive sliding glass doors that frame lush tree canopy views with soft ocean glimmers and hints of Haleakala. The kitchen boasts quartz countertops, rift-cut wood cabinetry, top-of-the-line Fisher & Paykel appliances, and an open, airy feel that extends to the courtyard, creating the perfect environment for entertaining. The upper-level lanai offers elevated ocean views, ideal for morning coffee or evening relaxation. Downstairs, the private primary suite opens to its own outdoor space, providing a peaceful retreat surrounded by lush tropical greenery. An additional ensuite bedroom and laundry area complete the lower level, while a third bedroom and full bath on the main level offer flexibility for guests or a home office. Central air, engineered hardwood floors, electronic shades, and a two-car garage, along with pet-friendly living add to this exceptional home's desirability. Makalii at Wailea is a gated community of just 68 townhomes. Residents enjoy a 100-foot saltwater infinity-edge pool, hot tub, steam room, sauna, fitness center, and on-site management. Ideally located moments from Wailea’s world-class beaches, golf courses, tennis, shopping, dining, luxury resorts, and Makena’s natural beauty. Schedule your private showing today.

197 Holokahiki Ln Unit 8A, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

$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.

$2,195,000

3 Beds ⋅ 3 Baths ⋅ 408760 MLS ⋅ Fee Simple Tenure ⋅ Kai Malu BLDG.

Incredible 2021 pricing for this DREAM LOCATION at pet friendly KAI MALU with this RARE Developer Unit! Breathtaking views - this is Kai Malu at its best. Beautifully appointed, this pristine home offers that sought after exceptional lifestyle. With the primary bedroom upstairs and balcony perched to behold the most awe-inspiring panorama. Sweeping Wailea Blue Golf Course greens extend upwards to views of towering and majestic Haleakala with Molokini and Kahoolawe ocean views with magnificent masterpiece sunsets from the very private lanais. Privacy is afforded here with fenced garden and lush tropical landscaping between units. French doors to the third bedroom, barbecue, wet bar, sink and fridge on lanai, and upgraded carpet on stairs to upstairs bedrooms are developer upgrades. Owner added 19 PV panels in 2014 and New AC system in 2023. This home is being sold furnished, vacant and move in ready!

339 Kai Malu Pl Unit 58B, Kihei

Listing courtesy of Keller Williams Realty Maui-Ka.

$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.

$2,795,000

2 Beds ⋅ 2 Baths ⋅ 408567 MLS ⋅ Fee Simple Tenure ⋅ Wailea Point I Ii Iii BLDG.

You Deserve To Own & Experience Your Oceanfront Paradise Today! Unit 3404 is a delightful 2 bedroom, 2 bathroom upper-level, privately located, & meticulously maintained residence, within the highly-coveted, low density, lushly landscaped, & world-class tropical paradise known as Wailea Point. Upon entering the residence, you are transfixed by the lovely pastoral-framed Ocean, Molokini Crater, & Island of Kaho’olawe views. The award-winning construction & design affords vaulted 16-ft Clear Cedar ceilings, perimeter soffits with recessed art lighting, & book-matched Hawaiian Koa doors & accents throughout, which exude a feeling of warmth & elegance. The recent installation of floor-to-ceiling mitered glass bay windows in the great room brings in volumes of natural light, & creates mesmerizing views of the ocean & outer islands, breaching whales, & painterly sunsets. The open & functional design in the kitchen, with glass-on-glass corner windows, allows for scenic views while creating gourmet culinary delights. The spacious primary bedroom, with a Clear Cedar ceiling & recessed lighting, is filled with natural light & offers an en-suite private bathroom, & garden views from its dedicated lanai. The guest suite's wall of glass allows for extra light & tropical garden views. The spacious & tranquil wrap-around lanai offers lovely ocean views, alfresco dining, an upgraded built-in BBQ area, & electronic privacy sunshades. The laundry room features a full-size washer & dryer, ample storage & counter space. There is also a deeded 1 car garage with an electric car charge connection that comes with the residence. Wailea Point is prominently positioned upon 28 prime pastoral oceanfront acres in the world-class Wailea Resort area, adjacent to the Four Seasons Maui & Fairmont Kea Lani. Experience ‘The Best’ that Maui has to offer, as you drive your golf cart or meander through the property, enjoy direct access to two of Maui’s most iconic beaches & the adjacent 1.5-mile oceanfront 'Wailea Walk', & explore fine dining & shopping at The Shops at Wailea or relax in the luxury spas of Maui's finest resorts. World-class golf is conveniently nearby, & tennis & pickleball courts are located onsite. The complex offers guard-gated & 24-hour roving security. Second to none on Maui are the two on-site recreation pavilions; one is family-oriented & includes a lap pool, kids' pool, cold plunge & state of the art gym, while the other is the 'quiet' pool area. Savor the best of Maui, at Wailea Point 3404!

4000 Wailea Alanui Dr Unit 3404, Kihei

Listing courtesy of Maui Real Estate Advisors LLC.

$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.

$2,767,300

408098 MLS ⋅ Fee Simple Tenure

** Sale includes MLS #s 408092, 408093, 408094, 408095, 408096, 408097, 408098, 408099, 408100, 408101, 408143, 408102, 408103, 408104, 408106 & 408107 ** Rare opportunity to acquire a multi-site land portfolio spanning Wailuku, Kihei, and Makawao—three of Maui’s most sought-after and growing regions. The portfolio consists of 16 parcels totaling approximately 272.055 acres, offering significant scale, diverse topography, and strategic locations suitable for investment, master planning, or phased development. Properties are offered for sale exclusively as a single portfolio. Any individual parcel pricing shown is for MLS compliance purposes only and does not reflect standalone availability or value. The portfolio purchase price is $48,000,000.00

1144 S Kihei Rd, Kihei

Listing courtesy of Commercial Prop of Maui LLC.

$2,150,000

2 Beds ⋅ 2 Baths ⋅ 407842 MLS ⋅ Fee Simple Tenure ⋅ 533 Mikioi Place - Cpr BLDG.

Property is also listed as a Single Family MLS #407832 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.

$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.

$2,600,000

2 Beds ⋅ 3 Baths ⋅ 407743 MLS ⋅ Fee Simple Tenure ⋅ Na Hale O Makena BLDG.

Escape to your own serene tropical sanctuary with gorgeous ocean views in this exceptional Na Hale O Makena C302 residence. Thoughtfully crafted and tastefully upgraded, this home features two spacious bedrooms with ensuite baths, a powder room, in-unit laundry, and a large storage closet perfect for pantry use. The thoughtful floor plan is designed for comfortable living. The open kitchen is a true highlight, offering granite countertops, gas cooking, and high-end stainless steel appliances, including a beverage cooler. It opens seamlessly to the generous living area and out to the lanai, where you’ll be greeted by breathtaking ocean vistas. With an outdoor grill and cooler, it’s an ideal setting for relaxed island entertaining and endless memorable sunsets. Tucked at the end of the road, Building C enjoys a quiet, private setting. Added conveniences include an elevator, covered carport parking, and extra storage, all contributing to a lifestyle of ease and tranquility. As part of a private, low-density community of just 40 residences with an onsite resident manager, you’ll enjoy over six acres of beautifully landscaped tropical grounds. The impressive clubhouse offers a saline pool, spa, and fitness room, creating a resort-like experience without leaving home. And with pristine beaches, dining, shopping, and premier golf courses nearby, you’re perfectly positioned to enjoy everything Maui has to offer. Experience refined Hawaiian living in this unforgettable Makena retreat.

4955 Makena Rd Unit C302, Kihei

Listing courtesy of Coldwell Banker Island Prop(P).

$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).

$3,000,000

3 Beds ⋅ 4 Baths ⋅ 407638 MLS ⋅ Fee Simple Tenure ⋅ Hokulani Golf Villas BLDG.

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).

$2,998,000

3 Beds ⋅ 2 Baths ⋅ 407495 MLS ⋅ Fee Simple Tenure ⋅ Wailea Point I Ii Iii BLDG.

From the moment you enter Wailea Point 1904, the world seems to pause. Before you lies a sea of liquid blue: waves shimmering under the sun, clouds drifting like silk across the West Maui Mountains, and the scent of salt carried on the breeze. It’s not just a view; it’s an experience that reaches into your senses and holds you there, suspended between sea and sky. Polished marble floors guide you through a space defined by craftsmanship and grace. The great room, with soaring 20-foot ceilings and natural clear cedar soffits illuminated by art lighting, opens wide to a 24-foot mitered glass bay window that frames Wailea Point’s lush gardens and the boundless Pacific beyond. Here, light is architecture, and every surface, from the richly grained Hawaiian Koa doors to the glass walls that dissolve the boundary between indoors and out, invites calm and connection. Step through sliding glass doors onto the expansive 339-square-foot wraparound lanai, where the rustle of palm fronds and the fragrance of plumeria accompany every meal. This is the essence of island living: dining alfresco, surrounded by nature’s color and sound. A built-in BBQ and ocean-view kitchen make entertaining effortless, with glass-on-glass corner windows that bring the gardens and horizon into every culinary moment. The primary suite, a sanctuary of quiet refinement, opens to its own private lanai. Sunlight pours through three skylights into the en-suite bath, complete with dual vanities, a radius-tiled shower, and thoughtful design that feels both indulgent and intimate. The guest suite offers its own sense of retreat, with garden vistas that soothe the spirit. Ascend the sculptural steamed-and-bent mahogany spiral staircase to a lofted third bedroom, an airy hideaway with a walk-in closet, perfect for guests or a creative escape. Set across 28 acres of oceanfront paradise, Wailea Point is a world unto itself bordered by two of Maui’s finest beaches and adjacent to the Four Seasons and Fairmont Kea Lani Resorts. A gated enclave offering unmatched privacy and prestige. Enjoy two resort-quality pool pavilions for hosting community gatherings as well as the owners' private use, a fully equipped gym, lighted tennis and pickleball courts, a cold plunge, multiple BBQ areas, and 24-hour roving security. Fine dining & shopping, world-class golf & tennis, plus hiking & diving are all nearby! Wailea Point is Maui’s Finest Condominium and a Legacy Property!

4000 Wailea Alanui Dr Unit 1904, Kihei

Listing courtesy of Maui Real Estate Advisors LLC.

$2,095,000

3 Beds ⋅ 3 Baths ⋅ 407317 MLS ⋅ Fee Simple Tenure ⋅ Kai Malu BLDG.

Welcome to 139 Kai La Place at Kai Malu -- a 3-bedroom, 2.5 bath townhouse beautifully upgraded with new (2025) wide-plank vinyl flooring, new carpeting, and more! Owners will love the outstanding privacy provided by this wonderful home, while still enjoying ocean views from an upstairs bedroom! Thanks to a very large lawn off the downstairs Lanai no other homes face this Townhouse, making the main lanai and yard area a very quiet, private sanctuary. The sliding pocketing lanai doors further enhance the experience. The Townhouse also has its own driveway, rather than the common shared driveway for the 2 car garage. In 2025, the monthly electric bill averaged only $37.82 per month, thanks to the Tesla photovoltaic system including 20 panels and a Tesla Power Wall. Stainless steel Kitchen Aid & GE Profile appliances, a reverse osmosis drinking water system, granite countertops, and stone flooring complete this cabinet filled kitchen. This wonderful residence is offered furnished, including the living room, dining area, office, lanai, and bedroom furniture (including a Sleep Number bed), and more. The only exclusions are the items hanging on the walls. Just arrive with your suitcase! Additionally, Kai Malu has what may be the most impressive, inviting swimming pool area in all of Wailea! You can even do 25-yard laps. Check out the pictures and stop by to see this panoramic outlook for yourself. The ocean and sunset views are incredible, the open-air gym (with those same incredible views), steam room, and sauna are the cherries on top! Contact your favorite Realtor to schedule a showing!

139 Kai La Pl Unit 35B, Kihei

Listing courtesy of Hawaii Life (W).

$2,549,000

3 Beds ⋅ 3 Baths ⋅ 407284 MLS ⋅ Fee Simple Tenure

Luxury Spanish Villa in Wailea, Maui. Nestled in one of Wailea’s most sought-after neighborhoods, this meticulously upgraded contemporary Spanish villa blends timeless elegance with modern comfort. Situated on over half an acre of prime real estate and boasting over 5,000 square feet of living space under roof, this estate epitomizes luxury island living with single level living, having only the third bedroom upstairs. Recently reimagined, the home has undergone extensive renovations to seamlessly combine classic Spanish architectural elements such as 2' x 4' porcelain tiles and custom Moroccan pendant in kitchen with modern-day amenities.The iconic Spanish tile roof enhances the property’s curb appeal, while the grand entry and courtyard create a stately ambiance, welcoming you to your private sanctuary. Every detail has been thoughtfully upgraded in recent years, from high-end finishes such as European Oak wood floors, Hoppe windows and doors, Thermador appliances, to state-of-the-art systems such as Mitsubishi Air Conditioning and Luxe garage doors, ensuring a home that is both stylish and functional. The expansive outdoor living spaces include a large swimming pool, an inviting pool deck, and a covered lanai—perfect for entertaining or enjoying Maui’s year-round tropical climate. The property’s elevated position at the end of a quiet cul-de-sac provides unparalleled privacy and seclusion, free from through traffic. Inside, new air conditioning systems, premium finishes, and refined touches elevate the living experience. The oversized upper deck is a true showstopper, offering breathtaking ocean views, daily sunsets over the outer islands, and seasonal whale-watching opportunities. This estate is move-in ready and waiting to welcome its next discerning homeowner to indulge in tranquility, beauty, and exclusivity with proximity to Wailea and Makena's best beaches and resorts.

3291 Waileia Pl, Kihei

Listing courtesy of Berkshire Hathaway Maui Prop-L.

$2,100,000

5 Beds ⋅ 4 Baths ⋅ 407071 MLS ⋅ Fee Simple Tenure

ORIGINAL OWNERS | FIRST TIME EVER ON THE MARKET | IMPECCABLE CONDITION! Welcome to THE MOANA ESTATES GEM . . . the largest 10,382 sf homesite gated and walled offering exceptional pride of ownership and is definitely move in ready. What is A Gem?...by definition, it refers to something valuable or unique;The property represents the crown jewel of the neighborhood. You will discover a meticulously maintained home that has been thoughtfully upgraded inside and out, reflecting true pride of ownership. Energy efficiency meets peace of mind with a 42-panel owned net metered PV solar system paired with a 100% Cummins backup generator powerful enough to run the entire home, including 2 zone A/C with UV lighting and the additional split garage A/C. The exterior shines with the new 40-year roof, fresh paint, seamless rain gutters, black powder-coated fencing with gates and an oversized stamped and resealed driveway. Quartzite-tiled lanais and walkways, professionally designed landscape lighting, and mature tropical landscaping complete the outdoor oasis. Inside, the residence has been fully refreshed with new interior paint and carpet in 2025. The newly polished Corian counter tops and custom closets by Maui Closet Systems bring modern comfort throughout. The kitchen features Bosch appliances, two refrigerators, a reverse osmosis water system with hot & cold dispenser and upgraded faucets & shower heads. Two complete laundry sets, an owned security system, surround sound wiring, and the four included wall mounted televisions enhance everyday convenience. Every detail of this home has been carefully maintained or newly improved, creating a residence that combines efficiency, beauty, and function. For those seeking a special property with enduring quality, this Moana Estates GEM is for you. Come preview a special property!

96 Moana Ave, Kihei

Listing courtesy of Compass-W.

$2,995,000

4 Beds ⋅ 3 Baths ⋅ 407000 MLS ⋅ Fee Simple Tenure

Located in the desirable gated community of Wailea Kialoa, this 4-bedroom, 3-bathroom home offers convenient access to everything you could want. It's just a short stroll to beautiful beaches, golf courses, tennis facilities, shopping, restaurants, and resorts. The residence features a private, sunny, and spacious backyard with a large in-ground pool and spa, creating a perfect oasis. The expansive lanai and mature landscaping are ideal for relaxing, dining, and entertaining guests. Inside, the open floor plan effortlessly connects a warm living room to the dining room, kitchen, and family room. All of these main living areas open directly onto the lanai and pool, enhancing the indoor/outdoor flow. The lower level includes a bedroom and a full bath, offering convenience and flexibility. Upstairs, you'll find the primary suite with its own lanai and ocean views, two additional guest bedrooms, another full bath, a laundry room, and a versatile office/loft space. Extensive renovations have been done on the pool, AC system, floors, bathrooms, paint, landscaping, etc. This comfortable island residence truly is the perfect place to call home.

210 E Panana Pl, Kihei

Listing courtesy of Hawaii Life (W).

$2,245,000

3 Beds ⋅ 3 Baths ⋅ 202518673 MLS ⋅ FS - Fee Simple Tenure

Renovated beach-style 3 bd, 2 ba home with 2 bd,1 ba permitted ohana. Stroll to one of the finest beaches on Maui from your new home in Kamaole Heights, Kihei. Ocean views from main home with stunning views of West Maui Mountains and Haleakala. Property also includes a 620 square foot studio living space – perfect for artists or musicians. The main home and ohana have new custom kitchens. The ohana has two new split A/C units. A drop-down ceiling was added to the additional living space for extra soundproofing. Upgrades to all 3 units include new Mohawk waterproof luxury vinyl plank flooring.New interior and exterior doors with custom French doors.Exterior upgrades include additional rock wall and planter. New palm landscaping covering perimeter of backyard for added privacy. Backyard concrete was professionally stripped, stained,and sealed.All new paint inside and out.Two car garage with laundry for downstairs living spaces.Large driveway to allow for additional five car parking. Over 10,000 square foot lot.The home includes 54 leased PV panels which keep monthly electric costs below $50 for the entire property!All renovations were completed in 2024 and 2025 at a cost of $500,000

151 Walua Place, Kihei

Listing courtesy of Nathalie Mullinix R. U., Inc..

$2,245,000

3 Beds ⋅ 3 Baths ⋅ 406922 MLS ⋅ Fee Simple Tenure

Renovated beach-style 3 bd, 2 ba home with 2 bd, 1 ba permitted ohana. Stroll to one of the finest beaches on Maui from your new home in Kamaole Heights, Kihei. Ocean views from main home with stunning views of West Maui Mountains and Haleakala. Property also includes a 620 square foot studio living space – perfect for artists or musicians. The main home and ohana have new custom kitchens. The ohana has two new split A/C units. A drop-down ceiling was added to the additional living space for extra soundproofing. Upgrades to all 3 units include new Mohawk waterproof luxury vinyl plank flooring, new tiled showers and bathroom floors, and quartz counter tops. New dual pane windows, with solid wood trim, and baseboards. New interior and exterior doors with custom French doors. New window coverings throughout the property, and new lighting and fixtures inside and out. Exterior upgrades include additional rock wall and planter. New palm landscaping covering perimeter of backyard for added privacy. Backyard concrete was professionally stripped, stained, and sealed. Renovated the pool into a tropical oasis with a natural rock waterfall, new tile, and plaster, with modernized planters. The stairs and deck were rebuilt with contemporary stainless cable railings to maximize views. All new paint inside and out. Two car garage with laundry for downstairs living spaces. Large driveway to allow for additional five car parking. Over 10,000 square foot lot. The home includes 54 leased PV panels which keep monthly electric costs below $50 for the entire property! All renovations were completed in 2024 and 2025 at a cost of $500,000 All comments, data is provided by seller or seller's representatives. Buyer to confirm all & hold all parties harmless from any discrepancy data in the mls and advertising. Limited Service–Data Entry Addendum signed by seller/s must be signed by buyer/s with Purchase Contract.

151 Walua Pl, Kihei

Listing courtesy of Nathalie Mullinix Rlty Universal Inc.

$2,400,000

3 Beds ⋅ 3 Baths ⋅ 404328 MLS ⋅ Fee Simple Tenure

Amazing ocean and West Maui Mountain views from this three bedroom, three bath pole house in Maui Meadows on a flag lot. Enjoy the pool and spa together with the spectacular views.

3300 Keha Dr, Kihei

Listing courtesy of Capitol Properties.

$2,399,000

403794 MLS ⋅ Fee Simple Tenure

DEVELOPMENT OPPORTUNITY: 6 vacant lots for sale within a 9-Unit Residential Condominium. This project has six vacant lots allocated for single family residential homes ranging from approximately 4,200 square feet to 4,450 with one smaller ohana unit just shy of 3,400 square feet. Buildable area for each unit has been laid out and will service 1,300 square feet to 1,500 square feet homes and 960 square feet for the ohana unit. Develop? Sell? Rent? Property has 2 county water meters. Do your part to create homes for Maui families! Buyer to do their own due diligence. Also listed with 3 existing homes in MLS Single Family Residential listing #403945.

490 Kaiola Pl, Kihei

Listing courtesy of Hale Anuenue Realty LLC.

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