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10 Wailea Ekolu Pl Unit 1706, Kihei
$1,575,000
2 Beds ⋅ 2 Baths ⋅ 410202 MLS ⋅ Fee Simple Tenure ⋅ Wailea Ekolu BLDG.
The Ultimate Ocean View You’ve Been Waiting For at Wailea Ekolu #1706! Enjoy upper floor privacy with absolutely amazing ocean and outer island views from this recently renovated (2025), 2 Bedroom, 2 bath unit! You are immediately drawn to the large, private lanai where stunning views await and are always available from the living, dining, and kitchen areas, as well as the primary bedroom. Your new kitchen has been tastefully updated with quartz countertops, mosaic tile backsplash, handsome cabinetry with undercab lighting, pendant lights with attractive palm ceiling fan, stainless appliances, and that wonderful ocean view. The living area features the ultimate Wailea Ekolu ocean view and the nice tile flooring that extends throughout the condo and lanai, beginning with the artistic tile inlay at the entry. There is a bamboo six-seat glass top dining table, and 3 Air-Conditioning units in the living areas provide cool comfort throughout your luxury vacation retreat. The primary bedroom offers ocean views, plenty of storage, and washer dryer in the ensuite bath, which also features the same striking quartz counters and wonderful cabinetry plus a large walk-in tiled shower. The secondary suite offers the same upgrades to the bath plus shower, lots of storage, and twin beds. Your elevated vantage point gives you commanding views of the sweeping Pacific and overlooks the upper village pool area, all while remaining wonderfully private from any of the neighboring units. Wailea Ekolu is a coveted location and a very in demand vacation rental community, so it is an excellent opportunity for both your enjoyment and also as an attractive place for your vacationing guests. Wireless internet is also provided and is covered by the maintenance fees. Whether you are looking for a full time residence, a vacation getaway, or a part time home with income potential when you are away, Wailea Ekolu #1706 allows you to have it all.

10 Wailea Ekolu Pl Unit 1706, Kihei

Listing courtesy of Hawaii Life (W).

3236 Pikai Way, Kihei
$2,350,000
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.

5159 Makena Rd, Kihei
$3,295,000
410110 MLS ⋅ Fee Simple Tenure
Ready to build your Makena, Maui Dream Home? Papa'anui, across from Makena Landing, is incomparable in its unique location. You will enjoy south facing Ocean, pristine Makena coastline, Kaho’olawe & Molokini Crater Views. This idyllic location affords spectacular sunsets with a beautiful sandy beach & majestic ocean waters just steps from your front door. Makena is just south of Wailea and is revered as a pristine, less-developed, magnificent coastal area. This World Class Makena Resort area is consciously & conservatively being developed adjacently by Discovery Land Company, an international developer of prime luxury, low density, membership communities. This property is easily accessible, approximately 5 minutes or less, to world class golf, dining, tennis, hiking, kayaking, paddle-boarding, horseback riding & diving. Makena offers a lifestyle that is quintessentially natural Maui. The Wailea Resort & the elegant Shops at Wailea are a very short drive. The Papaanui CC&R’s, plot plan, topo map & survey, along with a custom home rendering & elevations, are available upon request. There is a 3/4 inch County Water meter installed on the property & underground electrical infrastructure. * Included in the photos is an architectural rendering/concept by Maui Architectural Group envisioning a fabulous home design. Come watch the whales breach, frolic amongst the turtles & enjoy your 'Peace of Paradise'.

5159 Makena Rd, Kihei

Listing courtesy of Maui Real Estate Advisors LLC.

3300 Wailea Alanui Dr Unit 38A, Kihei
$1,695,000
1 Beds ⋅ 2 Baths ⋅ 409934 MLS ⋅ Fee Simple Tenure ⋅ Wailea Ekahi Iii BLDG.
Rarely does an opportunity like this come along at Wailea Ekahi. This beautifully positioned downstairs 1-bedroom, 2-bathroom villa enjoys stunning ocean views and sits in one of the community's most desirable green belt locations, offering a peaceful, open setting with lush tropical surroundings. Being sold turnkey, this villa is ready for immediate enjoyment as a full-time residence, second home, or a vacation rental. The spacious floor plan features comfortable indoor-outdoor living, allowing you to take full advantage of Maui's year-round sunshine and spectacular sunsets. Wailea Ekahi is known for its beautifully maintained grounds, direct access to Keawakapu Beach, multiple swimming pools, and relaxed resort atmosphere. Just moments away, you'll find all the world-class amenities that make the Wailea Resort so sought after, including championship golf courses, tennis facilities, luxury shopping, fine dining, and scenic coastal walking paths. This is one of those special villas that rarely becomes available; a prime green belt location, exceptional ocean views, and the coveted convenience of a ground-floor residence all combine to create a truly unique offering in Wailea.

3300 Wailea Alanui Dr Unit 38A, Kihei

Listing courtesy of Hawaii Life (W).

78 Kai Malu Dr Unit 101 (14A), Kihei
$3,878,000
3 Beds ⋅ 3 Baths ⋅ 409909 MLS ⋅ Fee Simple Tenure ⋅ La'i Loa BLDG.
La'i Loa: Where Elevated Design Meets the Spirit of Wailea PRIVATE SHOWINGS AVAILABLE. Some homes have a view. This one makes the view part of daily life. From its elevated position at La'i Loa, the Pacific stretches to the horizon, with sweeping ocean vistas, neighboring islands, and Maui's legendary sunsets. Built in 2023, this ground-floor 3-bedroom, 3-bath residence offers 1,742 square feet of thoughtfully designed living space and a rare 424-square-foot lanai that extends the home outdoors. Trade winds, natural light, and an easy indoor-outdoor flow define the Wailea lifestyle here. Inside, every detail reflects quality and craftsmanship. Approximately $1 million has been invested in furnishings, artwork, lighting, and custom appointments, including hand-painted Italian wall coverings, rare Maya Romanoff wallpaper, hand-blown glass fixtures, and custom Italian furnishings. It feels more like a private gallery than a condominium. The gourmet kitchen features premium appliances and refined finishes for everyday living and entertaining. Motorized shades, smart-home compatibility, and integrated technology add modern convenience without compromising the design. On the lanai, an outdoor grilling area sets the stage for sunset dinners, morning coffee over the ocean, or evenings with friends. The setting is one of the most private in the community, surrounded by mature Monkey Pod trees and lush tropical landscaping for a serene, treehouse-like feel, with minimal through-traffic. La'i Loa has become one of Wailea's most coveted addresses. Each boutique building holds just five residences, with secured access and a private garage. Residents enjoy an infinity-edge pool, fitness center, and clubhouse within beautifully maintained grounds. Whether you want a primary residence with single-level living, a lock-and-leave second home, or a luxury investment with nearly new construction and strong long-term rental appeal, this home delivers. Offered fully furnished, with most furnishings, artwork, and designer pieces included, the next owner can step right into a lifestyle already beautifully curated. New construction. Boutique exclusivity. World-class interior design. Expansive ocean views. One of the most sought-after locations on Maui. This is more than a home. It is a front-row seat to everything that makes Wailea extraordinary. ALL FURNISHINGS INCLUDED IN THE SALES PRICE EXCEPT A FEW PERSONAL ITEMS.

78 Kai Malu Dr Unit 101 (14A), Kihei

Listing courtesy of Keller Williams Realty Maui-Ka.

390 Pualoa Nani Pl, Kihei
$3,550,000
4 Beds ⋅ 4 Baths ⋅ 409908 MLS ⋅ Fee Simple Tenure
Refined Island Living | Wailea Pualani Estates Discover elevated island living in this custom two-story residence within the desirable gated community of Wailea Pualani Estates. Offering 4 bedrooms, 3.5 baths, and over 2,800 square feet of interior living space, this thoughtfully designed home blends quality craftsmanship with effortless indoor-outdoor living. Nine-foot ceilings, abundant natural light, elegant travertine flooring, and a spacious entertainer’s kitchen create a sophisticated yet welcoming atmosphere. Expansive covered lanais, a private pool with jacuzzi, and a lovely, landscaped yard provide the perfect setting for family gatherings, outdoor enjoyment, and relaxed island living. Enhancing the home’s appeal are 69 owned photovoltaic panels and three Tesla Powerwall batteries, offering an energy-conscious lifestyle. Beautifully furnished and move-in ready, this exceptional turnkey offering allows you to settle into Maui living with ease. Enjoy close proximity to South Maui’s sought-after beaches, luxury resorts, world-class golf, and Wailea’s premier shopping and dining. A distinctive opportunity to experience the comfort, sophistication, and effortless beauty of the Wailea lifestyle.

390 Pualoa Nani Pl, Kihei

Listing courtesy of Engel & Volkers Maui.

4640 & 4650 Makena Rd, Kihei
$45,000,000
8 Beds ⋅ 8 Baths ⋅ 409860 MLS ⋅ Fee Simple Tenure
An exceptionally rare opportunity to acquire two side-by-side oceanfront properties that creates a private coastal compound in one of South Maui’s most coveted enclaves. Positioned approximately 40 feet above a pristine crescent-shaped white sand beach this offering delivers a setting that cannot be duplicated under current coastal regulations. Behind a gated entry, the combined estate offers unmatched scale, privacy, and flexibility ideal as a legacy family retreat, multi-generational compound, or secure oceanfront enclave. Expansive decks from 2 distinct residences project toward the horizon, capturing sweeping panoramic views from Makena to the West Maui Mountains, with year-round sunsets and an ever-changing Pacific backdrop. A gated footpath leads to a secluded stretch of sand known as “Secret Beach,” offering rare, near-private access just steps from your door. Opportunities of this magnitude—two contiguous oceanfront parcels with elevation, privacy, and direct beach access—are extraordinarily limited. Offered together, this is a chance to secure a one-of-one compound in a supply-constrained market where replacement is simply not possible. Minutes from Wailea’s world-class golf, dining, and shopping, yet worlds apart in privacy and setting. Legacy property. Irreplaceable location. Finite opportunity. **Disclosure, some images have been virtually staged**

4640 & 4650 Makena Rd, Kihei

Listing courtesy of Hawaii Life (W).

4955 Makena Rd Unit F102, Kihei
$2,499,000
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).

7505 Makena Rd, Kihei
$26,500,000
6 Beds ⋅ 6 Baths ⋅ 409734 MLS ⋅ Fee Simple Tenure
THE ULTIMATE MAUI DREAM . . A Makena Generational Oceanside Retreat offering 8B|8B resort-style living with separate oceanside pool home, features smart-home technology, unobstructed ocean & sunset views, Haleakala sunrise views situated on a professionally landscaped one-acre gated and walled tropical estate. In a world moving faster than ever, it is intentionally crafted for life to slow down. The indoor-outdoor lifestyle is designed for multigenerational living, executive retreats and legacy ownership. The most sophisticated are no longer asking where to live . .They are asking, “Where can we breathe?” The compound offers a vast combination of energy efficiency, self-sufficiency and refined comfort featuring what we are told is the largest residential Tesla Solar Roof in the US installed in 2024. Extensively upgraded under the current owner with substantial infrastructure, aesthetic and technology enhancements, the property is now offered well below current replacement cost. The Makena community remains one of Maui’s most coveted luxury destinations. The current property manager offers lock-and-leave convenience. The luxurious amenities are endless with privately separated interior living areas offering exceptional craftsmanship, premium wood finishes, floor-to-ceiling bifold glass doors, elevator, gourmet kitchen, exercise area, massage room, sauna, and steam shower. The dramatic custom water features include a puka lava entry waterfall with pond and interior floor-to-ceiling water feature at the base of the floating staircase. The additional luxury oceanside pool home with its oversized heated pool includes its own gourmet kitchen, Italian brick pizza oven and rear projection entertainment system. Combined with many additional features parking is a breeze with a 4+car garage and generous additional parking areas.

7505 Makena Rd, Kihei

Listing courtesy of Compass-W.

155 Wailea Ike Pl Unit 74, Kihei
$750,000
1 Beds ⋅ 2 Baths ⋅ 409715 MLS ⋅ Fee Simple Tenure ⋅ Grand Champions BLDG.
Immerse yourself in the essence of Hawaiian paradise at Grand Champions Villa Unit 74, a desired top-floor gem perfectly situated in the uppermost section of the complex. This prime location not only ensures unparalleled privacy but also offers the most coveted, unobstructed views of the shimmering Pacific Ocean and the lush 2nd fairway of the Wailea Blue Golf Course. Surrounded by tropical beauty, this one-bedroom, two-bath residence features vaulted ceilings, and a private lanai where you can savor breathtaking sunsets and refreshing trade winds. As a resident, enjoy exclusive amenities and easy access to Wailea’s pristine beaches, world-class dining, and premier shopping—all just a short stroll away!

155 Wailea Ike Pl Unit 74, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

Makena Rd, Kihei
$3,500,000
409689 MLS ⋅ Fee Simple Tenure
A rare and extraordinary opportunity in coveted Makena awaits. Just steps from world famous Makena Beach (Big Beach). This exceptional vacant lot spans approximately 28,706 sq. ft. (0.658 acres) and offers the perfect canvas to create your Maui Estate. Nestled within an exclusive gated subdivision of only four properties, this prime homesite combines privacy, tranquility, and the natural beauty that defines South Maui living. A ¾-inch water meter is already installed, and underground utilities are brought directly to the site for added convenience. Enjoy the soothing sounds of the ocean along with beautiful glimpses of the sparkling blue Pacific Ocean. Ideally located near championship golf courses, upscale shopping and dining, world class Wailea resorts, luxury spas, and pristine beaches, this property offers the very best of the Makena lifestyle. Truly one of Maui’s most special offerings. This is an exceptional opportunity to build in one of Hawaii’s most sought after coastal communities.

Makena Rd, Kihei

Listing courtesy of Hawaii Life (W).

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

59 Wailea Gateway Pl Unit 4-101, Kihei
$2,895,000
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).

3950 Kalai Waa St Unit C102, Kihei
$969,880
2 Beds ⋅ 2 Baths ⋅ 409538 MLS ⋅ Fee Simple Tenure ⋅ Wailea Fairway Villas BLDG.
Located in Wailea, this quiet and serene ground-level 2- bedroom, 2 bath condo is within walking distance of the beach and close to many convenient shopping and dining options. You will enjoy Magnificent Ocean Views along Maui's South Shore all the way to the West Maui Mountains and the Outer Islands of Lanai, Kahoolawe, and Molokini from the recreation pavillion. The property features amenities such as a saltwater heated pool with hot tub, fitness center, and clubhouse , and barbecue surrounded by well maintained landscaping and on site management. Upgraded appliances and split AC system for comfort . The main bedroom features a walk-in shower , while the second bathroom includes a bathtub . Assigned parking for one vehicle plus guest parking is available. Wifi, cable included. Complex with a gorgeous fairway-facing pool, jacuzzi, BBQ, community gathering room, gym, and tropically landscaped grounds. 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.

3950 Kalai Waa St Unit C102, Kihei

Listing courtesy of Nathalie Mullinix Rlty Universal Inc.

3200 Wailea Alanui Dr Unit 1509, Kihei
$1,395,000
2 Beds ⋅ 2 Baths ⋅ 409516 MLS ⋅ Fee Simple Tenure ⋅ Palms At Wailea I BLDG.
Experience the beauty of Wailea resort living from this well-positioned "C" model at the Palms at Wailea. Unit 1509 offers 1,242 square feet of interior living space complemented by an expansive 352-square-foot lanai bringing your total living area to nearly 1,600 square feet of Wailea comfort. Enjoy sweeping ocean views from every room, making this unit a rare find where the Pacific serves as your constant backdrop whether you're in the living room, bedroom, or relaxing on your lanai. With only five steps to the entryway, this prime location getaway awaits it's next owner to make great memories. Currently in the Outrigger rental pool, this property offers a ready-made opportunity for investors looking to enter the Wailea vacation rental market. Whether you choose to continue with the existing rental program or explore management options of your own, the infrastructure is already in place. If you are looking for that coveted Wailea address, Palms at Wailea 1509 is one that just checks all the boxes.

3200 Wailea Alanui Dr Unit 1509, Kihei

Listing courtesy of Coldwell Banker Island Prop-Ku.

100 Poailani Pl Unit 29, Kihei
$2,550,000
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.

100 Poailani Pl Unit 29, Kihei
$2,550,000
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.

3950 Kalai Waa St Unit U202, Kihei
$999,500
2 Beds ⋅ 2 Baths ⋅ 409449 MLS ⋅ Fee Simple Tenure ⋅ Wailea Fairway Villas BLDG.
Best Value in Wailea! Come fall in love with this beautifully remodeled Wailea Fairway Villas second floor unit. Attention to detail is evident throughout from the abundance of recessed LED lighting to the built-in closet organizers in each bedroom, the 3 split A/C system, built-in storage cabinets, and even a Pulse Showerspa shower system. Freshly painted with a warm and inviting color palette which creates a comfortable and relaxed feel. You will love sitting outside on the private lanai surrounded by lush tropical foliage. A rare added bonus is the insulated attic which provides an abundance of storage. This is an amazing opportunity to own in a quiet Wailea complex with fantastic amenities, close to world famous beaches and shopping. Unit comes tastefully furnished and turnkey. Call your favorite realtor today.

3950 Kalai Waa St Unit U202, Kihei

Listing courtesy of Berkshire Hathaway Maui Prop-W.

4000 Wailea Alanui Dr Unit 802 & 804, Kihei
$8,740,000
5 Beds ⋅ 6 Baths ⋅ 409447 MLS ⋅ Fee Simple Tenure ⋅ Wailea Point I Ii Iii BLDG.
Wailea Point Residence 802 & 804 is an exquisite, rare, double residence featuring 5 bedrooms and 6 full bathrooms. Enjoy unobstructed panoramic ocean and sunset views from four ocean-view lanais or from inside the expansive great room, enhanced by the upgraded, dual-mitered glass bay “aquarium” windows that dramatically enhance the vistas and whale watching (in season). This turnkey purchase—fully furnished, legacy property, created by thoughtfully combining two elegant units—lives like a luxurious single-family home, while retaining lock-and-leave condominium convenience. It includes elegant designer furniture, all kitchen appliances (including 2 frigs, 2 dishwashers, 3 wine frigs), china, linens and more. The residence offers soaring ceilings, 4-zone central air conditioning, a terrific owner’s home office/den, privately located adjacent to the primary bedroom with ocean views, and a separate and large double garage, with built-in storage and two of the wine frigs. Seamless indoor-outdoor living is complemented by the four spacious lanais that open directly onto lush, manicured gardens and the oceanfront setting. Meticulously maintained, this home represents exceptional value as the best price per square foot in Wailea Point (less than $1,780 per gross interior sq ft) and a unique opportunity to own or create your own personal, multi-generational retreat in one of Maui’s most distinguished condominium communities—a must-see. Wailea Point was designed to be Hawaii’s premier residential condominium. The development offers very low density (just over 4 units per acre), high-quality construction, and a serene garden environment. Residents enjoy 24-hour gated and roving security, two pool pavilions with 4 pools (including a 25-meter lap pool), 2 whirlpool spas, fully equipped kitchens, a lighted tennis court, 2 pickleball courts (1 lighted), a fully air-conditioned fitness gym, barbecue areas, fruit and herb gardens, ample parking, and a golf-cart friendly domain. Located next to the Four Seasons and Fairmont Kea Lani Hotels; and within 100 yards of the famous and long Wailea Beach shorefront walkway; great for early morning or sunset walks. There are two magnificent, ocean beaches adjacent to Wailea Point. Shopping, fine restaurants, outstanding golf courses and graceful streets all surround the acclaimed development. In a 7/15/26 ruling, the Appeals Court changed the minimum rental period at Wailea Point BACK to 30 days. An Association Board of Directors Bulletin dated 7/22/26 states, “Consistent with the appellate court's decision, the minimum rental period is being administered as 30 consecutive days."

4000 Wailea Alanui Dr Unit 802 & 804, Kihei

Listing courtesy of Wailea Point Realty, Inc..

17 Maluaka Pl Unit Unit 5, Kihei
$9,950,000
409403 MLS ⋅ Fee Simple Tenure
17 Maluaka within the prestigious, gated Maluaka enclave represents a rare and compelling opportunity to create a legacy estate in one of Makena’s most revered coastal neighborhoods. Encompassing approximately three-quarters of an acre, this exceptional property is ideally perched to capture sweeping ocean view corridors, offering a breathtaking backdrop for a world-class architectural masterpiece. As the largest lot in Maluaka, it offers a rare combination of scale, privacy, and design potential seldom found in Makena. Defined by privacy and exclusivity, Maluaka offers a serene, low-density setting where luxury and tranquility coexist. Behind the gates, a sense of seclusion prevails—yet it is just moments away from championship golf, unspoiled beaches, and the finest dining and shopping experiences of South Maui. Here, the rhythm of island living is elevated, where every sunset, ocean breeze, and whale breach become part of everyday life. This is more than a vacant lot in an exclusive neighborhood, it is an invitation to design and build a residence that reflects the very best of Maui’s luxury lifestyle in an address defined by rarity, privacy, and distinction. This is a residential CPR listing, please contact your favorite Realtor for more details.

17 Maluaka Pl Unit Unit 5, Kihei

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

4000 Wailea Alanui Dr Unit 2101, Kihei
$3,300,000
2 Beds ⋅ 3 Baths ⋅ 409393 MLS ⋅ Fee Simple Tenure ⋅ Wailea Point I Ii Iii BLDG.
Wailea Point 2101 is a rare, single-level residence featuring 2 bedrooms and 3 bathrooms with the convenience of no-stair entry. Enjoy breathtaking ocean and garden views, complemented by the stunning “bonus” views of Haleakala and the West Maui mountains. The open-concept kitchen is perhaps the most popular remodel scope of work in Wailea Point, and it’s already done in this lovely home, enhancing the quality of living and entertaining. Plus, the installation of custom cabinetry in the primary bedroom combines style with functionality. Seamless indoor-outdoor living is complemented by an extra-spacious lanai that opens directly onto lush, manicured gardens. Meticulously maintained, this home represents exceptional value and a unique opportunity to create your own personal retreat in one of Maui’s most distinguished condominium communities—a must-see. Wailea Point was designed to be Hawaii’s premier residential condominium, offering very low density (just over 4 units per acre), high-quality construction, and a serene garden environment. Residents enjoy 24-hour gated and roving security, two pool pavilions with 4 pools (including a 25-meter lap pool), 2 whirlpool spas, fully equipped kitchens, a lighted tennis court, 2 pickleball courts (1 lighted), a fully air-conditioned fitness gym, barbeque areas, fruit and herb gardens, ample parking, and a golf-cart friendly domain. Conveniently located next to the Four Seasons and Fairmont Kea Lani Hotels (with the Grand Wailea just one property away), residents have access to an array of five-star restaurants, shops and other amenities. In a 7/15/26 ruling, the Appeals Court changed the minimum rental period at Wailea Point BACK to 30 days. An Association Board of Directors Bulletin dated 7/22/26 states, “Consistent with the appellate court's decision, the minimum rental period is being administered as 30 consecutive days."

4000 Wailea Alanui Dr Unit 2101, Kihei

Listing courtesy of Wailea Point Realty, Inc..

3300 Wailea Alanui Dr Unit 25C, Kihei
$1,100,000
1 Beds ⋅ 1 Baths ⋅ 409361 MLS ⋅ Fee Simple Tenure ⋅ Wailea Ekahi I BLDG.
This charming, private ground-floor 1-bedroom, 1-bathroom end-unit is flooded with natural light and has been meticulously maintained. From the spacious living area, kitchen, and extended tiled lanai, you'll enjoy beautiful views of the lush garden. The unit perfectly blends indoor and outdoor living, with direct access from the kitchen that's ideal for alfresco dining. It's like stepping into your own "Secret Garden of Maui." When it's time for the beach and some sun, this unit offers a short 4 minute stroll down to Maui's famous Keawakapu beach. The kitchen boasts stainless steel appliances, including a wood-clad refrigerator, warm-toned ceramic tile countertops, and a full-height backsplash. The natural wood louvered sliders and bi-fold doors enhance the unit's rich and inviting atmosphere. The bedroom offers access to a private garden lanai, creating a peaceful retreat. The custom bathroom features a floor-to-ceiling tiled, glass-enclosed shower with decorative seashell accents. A Murphy bed adds versatility, providing a second sleeping area. Wailea Ekahi is known for its lush tropical landscaping, mature plantings, and a variety of amenities, including multiple pools and tennis courts. The Keawakapu beachfront pool and gathering pavilion are truly exceptional. Nearby, the renowned Shops at Wailea offer fine dining, shopping, and art galleries. Wailea also provides world-class opportunities for golf, tennis, diving, snorkeling, horseback riding, hiking, and is close to luxurious spas.

3300 Wailea Alanui Dr Unit 25C, Kihei

Listing courtesy of Coldwell Banker Island Prop-Ku.

4520 Makena Alanui Dr, Kihei
$9,500,000
409319 MLS ⋅ Fee Simple Tenure
Set within one of Makena’s most coveted enclaves, this exceptional 3.349-acre homesite captures the essence of refined island living. 4520 Makena Alanui commands sweeping panoramic views of Makena’s shimmering coastline and the vibrant turquoise waters extending to Molokini, Kahoolawe, Lanai and the majestic West Maui Mountains. A rare offering, this expansive parcel presents the opportunity to create a legacy estate—an architectural masterpiece designed to embrace Maui’s natural beauty and indoor-outdoor lifestyle. Ultimate privacy and serenity define the setting, while Wailea’s world-class resorts, championship golf, fine dining, and luxury shopping remain just moments away. From sunrise over Haleakala to unforgettable sunsets melting into the Pacific, every day is framed by extraordinary beauty at this prime vacant lot. Inquire with your favorite Realtor to experience this remarkable property.

4520 Makena Alanui Dr, Kihei

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

3386 E Lani Ikena Way, Kihei
$1,995,000
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.

155 Wailea Ike Pl Unit 10, Kihei
$1,025,000
2 Beds ⋅ 2 Baths ⋅ 409215 MLS ⋅ Fee Simple Tenure ⋅ Grand Champions BLDG.
Freshly updated and move-in ready, Grand Champions #10 is a beautifully appointed 2-bedroom, 2-bath top-floor residence in the heart of Wailea. Recently refreshed with new interior paint and carpeting, this fully furnished, turnkey condo features soaring ceilings that enhance the light and spacious feel. The open-concept kitchen, dining and living areas flow to a large private lanai overlooking lush, tropical garden views. The flexible lock-off floor plan provides options for personal use, guests, or rentals. Grand Champions offers two swimming pools, spas and BBQ areas surrounded by beautifully maintained tropical landscaping. Ideally located near Wailea’s world-class beaches, golf, resorts, shopping and dining, Grand Champions #10 is an inviting Maui retreat to enjoy as a full-time residence or home away from home.

155 Wailea Ike Pl Unit 10, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

3550 Wailea Alanui Dr Unit 801 (F2), Kihei
$10,995,000
3 Beds ⋅ 4 Baths ⋅ 409204 MLS ⋅ Fee Simple Tenure ⋅ Andaz Residences BLDG.
Andaz Residences Unit 801 (F2) offers a rare opportunity to own one of the coveted private villas at the Andaz Maui Wailea Resort. Ownership combines the privacy of an oceanfront home with full access to the exceptional amenities of the Andaz Hotel including pools, spa, fitness center, beach service, concierge, and award-winning dining. These exclusive residences rarely come to market. This spacious 3-bedroom, 4-bathroom villa features a thoughtfully designed floor plan with en-suite baths for each bedroom. Stunning ocean and sunset views from the lanai, great room, kitchen, and primary suite. The light-filled great room showcases custom designer furnishings, floor-to-ceiling windows, and sliding glass doors that invite Maui’s signature ocean breezes. The chef’s kitchen with Miele appliances opens seamlessly to the lanai with outdoor grill and dining area, perfect for indoor-outdoor island living. A well-equipped butler’s pantry includes an additional dishwasher, ice maker, wine refrigerator, and generous storage. Each bedroom suite offers a soaking tub, separate shower, and private water closet. Additional features include a powder bath with walk-in shower, laundry room with Miele washer and dryer, lockable owner closet, electric blackout and sheer shades, Apple TV, and zoned Sonos sound. While the unit was not previously in a vacation rental program it’s eligible to participate, this furnished turnkey villa is ready for personal enjoyment and/or guest stays. Owners enjoy a dedicated poolside cabana and two garage parking spaces, Mokapu Beach and the Wailea Beach Path are just steps away. Pet-friendly complex.

3550 Wailea Alanui Dr Unit 801 (F2), Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

3600 Wailea Alanui Dr Unit 2012, Kihei
$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).

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