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10 most expensive homes for sale in Wailea/Makena

In Wailea/Makena the median sale price for homes on the market is about -, however, high-end properties can be listed at a much higher price point. Here are the top ten most expensive homes for sale in Wailea/Makena (Maui).

Virtual Tour
Home
7 bd
8 ba
10,500 sqft
$33,000,000
7
bd
8
ba
10,500
sqft
Welcome to one of the most extraordinary private estates in the world — an iconic expression of coastal luxury at 7505 Makena Road. Set on a full acre of lush, meticulously curated grounds with protected ocean view corridors along Maui’s most coveted coastline, this 10,500-square-foot architectural masterpiece is a rare convergence of visionary design, master craftsmanship, and timeless elegance. Thoughtfully conceived to frame its breathtaking surroundings, the seven-bedroom, eight-bathroom residence dissolves the boundary between indoor refinement and outdoor splendor. Security and sustainability are equally uncompromising. The property is monitored 24/7 by Global Guardian, delivering world-class protection and peace of mind. It also features the largest residential Tesla Solar Roof in the United States powered by a robust 73kW solar system and 15 Tesla Powerwalls. This cutting-edge energy infrastructure delivers exceptional efficiency, energy independence, and long-term sustainability without sacrificing luxury. Expansive living spaces open seamlessly to thoughtfully curated outdoor areas, creating an effortless flow for both intimate gatherings and grand-scale entertaining. Custom wood detailing, exquisite materials, and impeccable finishes define every space, while commanding panoramic views stretch across the Pacific Ocean to Molokini Crater and Kaho?olawe — an ever-evolving canvas of natural beauty. By day, the estate lives as a serene sanctuary. By night, it transforms into a private resort, complete with a hotel-sized pool, dramatic outdoor cinema, and curated entertaining spaces designed for unforgettable evenings under the stars. The primary suite serves as its own retreat, featuring a sprawling ocean-view lanai and an atmosphere of complete privacy and tranquility. A fully equipped pool house with kitchen and living area provides luxurious accommodations for guests or staff, complemented by a six-car garage and separate caretaker’s quarters — ensuring discretion, comfort, and seamless estate management. Extensively renovated in 2024 and offered fully furnished, this turnkey estate represents a singular opportunity. 7505 Makena Road is not merely a residence — it is a legacy property, a private coastal compound, and a definitive statement of luxury island living at its absolute pinnacle. Contact your preferred Realtor for a confidential presentation of this iconic Makena estate.
Virtual Tour
$23m  $2,000,000
7595 Makena Rd, Kihei
Home
4 bd
5 ba
4,778 sqft
$23,000,000  $2,000,000
4
bd
5
ba
4,778
sqft
Nestled along the prestigious Makena coastline, 7595 Makena Road represents the pinnacle of contemporary Hawaiian luxury living. This extraordinary residence stands as a masterpiece where architectural innovation meets paradise. Perched on an expansive and private one-acre lot, this four-bedroom haven commands breathtaking views of the mesmerizing Ahihi Bay, where emerald and turquoise waters dance in eternal harmony. Each morning brings nature's theater to your doorstep, with the gentle lapping of waves providing the perfect soundtrack to your day. The dwelling is comprised of a total of 6643sf: 4778sf of living space, 995sf of covered lanai space to enhance the indoor/outdoor living, and an oversize, three-car garage of 870sf. The home's thoughtful design seamlessly integrates indoor and outdoor living spaces, featuring: - Four luxurious en-suite bedrooms, each offering a private sanctuary - Open-concept baths with spacious showers and captivating ocean views - State-of-the-art smart home technology throughout - Private elevator ensuring effortless accessibility - Custom finishes that reflect both modern luxury and island charm As one of Makena's newest luxury estates, this residence offers more than just a home – it's an invitation to experience Maui's most coveted lifestyle. The property's privileged location provides the perfect vantage point for witnessing the island's legendary sunsets and seasonal whale watching. Built in 2022, this contemporary masterpiece represents the perfect blend of modern amenities and timeless island elegance. Every detail has been carefully curated to create an environment where luxury isn't just a feature – it's a way of life. This rare offering stands as a testament to sophisticated island living, where every detail has been thoughtfully designed to create an unparalleled living experience in one of Maui's most sought-after locations. Don't let this unparalleled Makena estate slip away – seize the opportunity to be the first owner of this exceptional estate.
Home
4 bd
5 ba
3,834 sqft
$20,000,000
4
bd
5
ba
3,834
sqft
Experience the best of South Maui living in this exclusive Makena Sunset residence, ideally located directly across from Maluaka Beach, Makena, Maui. Enter through a private gated entry to one of only four homes in this intimate and highly sought-after neighborhood. Enjoy the ultimate island lifestyle with the beach just steps away for snorkeling, swimming, and sunsets. This spacious home features 4 bedrooms and 4 full and 2 half baths, designed for comfortable indoor-outdoor living. The large open kitchen flows seamlessly into the main living area, perfect for entertaining family and friends. Outside, a private pool and spa create a relaxing retreat surrounded by the beauty and tranquility of Makena. Rarely available and exceptionally located, this property offers privacy, exclusivity, and effortless access to one of Maui’s most beloved beaches. This offering affords the new owner to apply for membership to Makena Golf and Beach Club. Makena Sunset is a Residential Condominium.
Virtual Tour
$19.95m  $1,900,000
Makena
7421 Makena Rd, Kihei
Home
4 bd
5 ba
4,544 sqft
$19,950,000  $1,900,000
4
bd
5
ba
4,544
sqft
Tranquility. Exclusivity. Privacy. All are embodied within this ultimate ocean-lovers retreat in Makena on Maui’s coveted south shore. With incomparable panoramic ocean views spanning all the way to the sandy Big Beach shoreline, every aspect of this one-of-a-kind property is oriented to delight in the ever-changing palette from sunrise to sunset into the starry night sky. Situated on just over an acre of land on a natural promontory, easy ocean access in a sandy cove lies just outside the front entry gate. Meticulously renovated top to bottom in 2020, Makena Kai is the quintessential Maui beach home from the vibrant blue Monier tile roof to the imported Shells Reef limestone tile underfoot. Filled with natural light and ocean breezes, retractable sliding glass walls create a seamless transition between the indoor and outdoor living, dining, and relaxation spaces. The custom Tervola chef’s kitchen is an art piece featuring alder wood cabinetry, Thermador appliances, and quartzite countertops. Chic accent lighting throughout highlights the expansive avocado wood slab breakfast bar with inlays of backlit sea glass. A separate avocado burl wood bar near the pool makes outdoor entertaining effortless. All four of the bedrooms feature ensuite baths with Porcelanosa tile flooring, and the downstairs baths enjoy individual lava rock outdoor showers. With each suite uniquely styled for comfort and elegance, the beach-inspired design details create a modern coastal ambiance. Dual primary suites on the ground and second floor showcase vaulted ceilings, walk-in closets, and spa bathrooms with freestanding soaking tubs. Crafted with recreation at the forefront, Makena Kai offers a media room, yoga/reading room, and an air-conditioned home gym area. Technological sophistication is evident with photovoltaic solar panels, fiberoptic internet, and a security system. In addition to the outdoor heated pool, there are two jacuzzi hot tubs and a professionally-designed putting green, complimented by a hammock and palapa for relaxing and reveling in the year-round spectacular sunset views. Located just a few homes outside the Ahihi-Kinau Natural Area Reserve, one can observe humpback whales and bountiful marine life directly out front in the channel between Kahoolawe and Molokini Crater, all from the comforts of this private oasis. Discover the exquisite artistry and unique details that define the Makena Kai estate, and indulge in a Maui lifestyle that is nothing short of a dream.
Virtual Tour
$18.9m  $1,000,000
Makena Place
4950 Makena Rd unit 8, Kihei
Home
4 bd
5 ba
4,328 sqft
$18,900,000  $1,000,000
4
bd
5
ba
4,328
sqft
Nestled into a gated residential condominium community on Maui’s sun-drenched south shore, this 4-bedroom, 4.5-bath home provides over 4,300 sq.ft of interior space, beautifully renovated in 2024. This home offers stunning sunset views year-round. The updated kitchen has a substantial two-level island with Patagonia quartzite countertops and bar seating for six, with Leicht cabinetry, tile backsplash and amenities like a wine fridge and coolers. Two distinct living spaces and dining area open to the lanai, pool and spa creating an ideal setting for entertaining. In the winter months, enjoy whale watching with views of Molokini, Kahoolawe, Lanai, and Molokai. Enjoy snorkeling at one of the most premier snorkeling spots “Turtle Town”. On the ground floor there are two en suite bedrooms. Upstairs, the primary suite features a private ocean-view lanai, a wet bar and a bathroom with a soaking tub and large walk-in shower. The upper floor also contains the fourth bedroom and sitting area. Additional features include new 4-zone air conditioning, central vacuum system, recessed lighting, Jerusalem gold tile throughout, carpeted stairs and bedrooms, fresh paint inside and out, and wine cellar. New tile around the pool and spa. Just a short drive away you will find world-class dining, shopping and three exceptional golf courses.
$16m  $1,991,000
34 Ualei Pl, Kihei
Home
4 bd
5 ba
6,754 sqft
$15,999,000  $1,991,000
4
bd
5
ba
6,754
sqft
Discover a rare Makena luxury estate in the exclusive gated community of One Palauea Bay, Maui. Welcome to 34 Ualei Place, a private residence on one acre of lush land, adjacent to a 21-acre protected reserve, offering breathtaking ocean and inter-island views. The backyard is a true tropical oasis, featuring a grotto-style pool with cascading waterfalls, expansive lanais perfect for entertaining, and front-row views of sunsets over the Pacific. In season, enjoy whales breaching from your backyard — a magical Maui experience. Inside, the open-concept design seamlessly blends indoor and outdoor living. Each bedroom is a private retreat with spa-inspired ensuite bathrooms, while the chef’s kitchen offers top-of-the-line appliances and elegant finishes, ideal for hosting guests. This ultra-luxury Maui home is a rare offering in one of the island’s most prestigious neighborhoods. Schedule your private showing today and experience the ultimate in Maui luxury living.
Virtual Tour
$14.75m  $1,250,000
Wailea
19 Malukai Ln unit 4, Kihei
Home
4 bd
5 ba
4,803 sqft
$14,750,000  $1,250,000
4
bd
5
ba
4,803
sqft
Step into a world of refined elegance and beachfront luxury in Maluhia at Wailea—a sanctuary within Wailea’s most exclusive beachfront enclave. Tucked behind the gates of this community of just 14 bespoke estates, this 4,800+ sq. ft. home is a fusion of contemporary sophistication and the raw, natural beauty of Hawaii. There are four exquisite bedrooms, including a lavish primary suite on the second level and additional primary suite on the first level, perfect for multi-generational living or hosting in style. The four full bathrooms can be viewed as curated sanctuaries, adorned with spa-inspired finishes and an ambiance of serenity. The home is being sold furnished and is move-in ready. Beyond its high quality interiors, the home unveils an expansive outdoor haven, with a resort-style pool, private spa retreat, and a lounge area that invites you to indulge in the backdrop of Maui’s legendary sunsets. With direct access to the beach, the crystal-clear waters of Wailea’s shoreline are just steps away, offering a connection to the island’s natural splendor. As a resident of Maluhia at Wailea, you’ll enjoy the private Maluhia Beach Club, an oceanfront escape featuring a catering kitchen, wet bar, and private storage for your beach and water activities. Located just moments from golf courses, five-star dining, and high-end designer boutiques and shops, this property embodies a balance of tranquility and quality.
Virtual Tour
Home
4 bd
5 ba
5,126 sqft
$11,998,000
4
bd
5
ba
5,126
sqft
Atop the exclusive and private enclave of homes at The Ridge at Wailea, sits a masterpiece of modern architecture and design. A select few will experience the spectacular ocean views and the artistic flare of this residence as a livable sculpture. As you enter a large, covered entry, the striking black magma stone surrounds a tropical courtyard with a modern gate revealing an impressive steel and stone spiral staircase that welcomes you to another level of luxury and into another dimension of living. From the moment you enter this 5,000+ sq. ft. property, you will be struck by the floor-to-ceiling wall of windows and doors, filling the home with natural light and breathtaking views from south of Molokini to the majestic West Maui Mountains. Designed by Guy Dreier Designs and built by Trend Builders, the modern flair of this 4 bedroom, 4.5 bath estate is enhanced by sculptural shapes, dramatic lines, and organic spaces. Seamless integration of the expansive indoor and outdoor spaces serves to further enhance the open-air, island lifestyle. The remarkable layout features multi car parking and garage, media, living, dining areas, guest bedrooms with private lanais, and 2 master wings. The south wing has an exquisite master and spa-like bath, indoor/outdoor showers, a walk-in closet, and coastal views from a private lanai, an office/guest suite, laundry room, and elevator for privacy from the main living area. The north wing has a gracious master suite with expansive ocean views, indoor/outdoor shower, walk-in closet, poolside lanai, and the open-air kitchen for premier entertaining. With a large island, pantry, sunken bar with intimate seating areas, Miele wine unit, and other high-end appliances, the lavish chef’s kitchen offers guests an elegant entertaining experience. At the heart of this ultra-contemporary oasis is an outdoor lanai featuring a stunning Avant Gard pool with spa, gas fire pit for cozy evenings, a built-in barbecue, and the ultimate outdoor dining and entertaining area. Featuring sleek finishes, soaring high ceilings, Quartzite slab stone counters, Poliform systems throughout, this home has been designed with the highest attention to detail creating an air of sophistication. This is the perfect balance of single level living and contemporary comfort setting this home apart from rest. Listing Broker has a recorded interest in the property and is licensed in the State of Hawaii.
Virtual Tour
Home
4 bd
5 ba
3,777 sqft
$10,995,000
4
bd
5
ba
3,777
sqft
NEXT LEVEL LUXURY . . . The Crown Jewel of Wailea Golf Estates II . . . The most exciting new luxury release to hit the market. A brand new single-level oceanview smart home that truly makes you say WOW. A 2026 Wailea Cohen Development Group design- Never Occupied- Wailea’s larger .54 Acre landscaped homesite- 23,461 sf level land- Clean architectural lines- Bright & sophisticated- Contemporary architecture- Refined natural materials- 4891sf under roof- Oversized 2-car garage- 56 owned PV solar panels- 4 Tesla back up batteries- EV charger- Wailea Golf Estates II is a 6.97 acre CPR gated subdivision- Seamless indoor-outdoor living- 9’6” Fleetwood hidden sliding glass doors- Pre-wired for automated shades- Spacious open great room- 15 ft vaulted imperial plaster great room ceiling & walls - Recessed 2” square LED lighting- Elevated design wall & ceiling light fixtures- European white oak herringbone flooring- 8' redefined interior doors & hardware- Fully lit wall shelving- Mollteni & C gourmet Italian designed kitchen- Sunrise Oak cabinetry- Miele Premium Appliances- Push open Miele refrigerator- Wine refrigerator- Breccia Capraia marble countertops- Kallista Juxtapose Faucet- Additional Butler’s kitchen- Primary suite showcases a spa-inspired bath with floor-to-ceiling Calacatta Viola quartzite & freestanding soaking tub - Refined brass fixtures - Custom floating cabinetry- Guest bathrooms high-quality stone surface finishes- Designer tiles- Discerning fixtures throughout- Outdoor 15’ high vaulted lanai ceiling- infinity-edge pool- Spa- Baja shelf- Sweeping lanai- Shower-Distinctive BBQ area- Lush landscaping- Integrated lighting- Location convenient to shopping- dining- golf- tennis- pickleball- ocean activities- Airport 30 minutes- Groceries 2 minutes. Professional Cinema coming soon!
Virtual Tour
Home
5 bd
5 ba
5,708 sqft
$9,980,000
5
bd
5
ba
5,708
sqft
Nestled within one of Wailea’s most coveted residential settings, this architecturally refined contemporary residence offers an exceptional blend of privacy, design integrity, and resort-style living. Expansive ocean views anchor both the main living level and the elevated primary suite, capturing Maui’s coastline, dramatic skies, and unforgettable sunsets. Walls of Fleetwood sliding glass doors and generous covered lanais create a seamless indoor–outdoor flow, allowing the home to live as a private island retreat. The residence features two distinct primary suites, each thoughtfully designed to provide its own sense of sanctuary. The main-level primary suite is a serene haven, complete with a refined bath featuring dual vanities and a tropical outdoor shower that enhances the indoor–outdoor experience. The elevated primary suite offers a more private retreat, showcasing panoramic ocean views, a covered lanai extending from both the bedroom and adjoining family lounge, an elegantly appointed bath with dual vanities and indoor–outdoor shower, and a walk-through dressing room finished with Poliform closet systems. At the heart of the home, a dramatic double-island kitchen is appointed with Poliform cabinetry, abundant storage, and a curated suite of premium Miele appliances, including a gas range and wine system. A separate butler’s pantry and prep area with additional laundry and storage allows entertaining to remain effortless and discreet. Outdoor living spaces are designed to rival a private resort. A custom-shaped pool with separate spa and integrated water feature is surrounded by expansive lawn areas, fruit trees, decorative stonework, and pavers. A built-in BBQ area with seating and hood creates an inviting setting for sunset dining and evening gatherings, while covered lanais provide shaded comfort throughout the day. Two guest suites are thoughtfully positioned to provide privacy and comfort for visiting family and friends. A dedicated media room offers a sophisticated space for films and sporting events, while a fifth bonus room provides flexibility for a fitness studio, office, or additional guest accommodation. Throughout the home, materials and craftsmanship reflect a commitment to timeless quality, including travertine and large-format Italian stone flooring, tight-grain old-growth cedar ceilings, custom Sapele glass panel doors, bronze-tinted glass railings and shower enclosures, and refined plaster exterior finishes. Advanced systems include Crestron home automation, motorized low-voltage shades, Sonos audio, Samsung televisions, Big Ass ceiling fans, a Daikin multi-zone climate system, and a PV solar system with battery storage. Structural steel and TJI construction further underscore the home’s exceptional build quality. A spacious garage accommodates two vehicles with additional space for a golf cart or electric vehicle, completing a residence designed for ease, elegance, and modern island living. This is more than a home—it is a private Wailea retreat, thoughtfully composed for those who value ocean views, architectural precision, and the refined rhythm of contemporary island life. Call your favorite Realtor for a showing. See Video in 3dTour link. Listing Agent is Owner and licensed in the State of Hawaii.
* information deemed reliable, but not guaranteed
Virtual Tour
$1.58m
Wailea - Palms at Wailea I
3200 Wailea Alanui Dr unit 1207, Kihei
Condo
2 bd
2 ba
1,194 sqft
$1,575,000
2
bd
2
ba
1,194
sqft
Discover the perfect blend of comfort, style, and location at Palms at Wailea #1207. This beautifully updated 2-bedroom, 2-bath ground-level condominium enjoys a prime position within the complex, nestled along the serene inner greenbelt. The spacious lanai opens directly onto the lush greenbelt, creating a seamless indoor-outdoor living experience ideal for relaxing or entertaining. The unit offers a peaceful, private setting while being just a short stroll to the resort-style pool, hot tub, and BBQ area. Inside, contemporary upgrades enhance every space — both bathrooms were tastefully remodeled in 2023, and new flooring installed in 2024. The primary bedroom features a split AC system for cool comfort year-round. Fully furnished and ready to enjoy, this turn-key residence is located within the exclusive Wailea Resort, minutes from world-class beaches, championship golf, fine dining, and boutique shopping. Palms at Wailea #1207 delivers the ideal Maui lifestyle — private, modern, and perfectly positioned in one of Wailea’s most desirable communities.
Virtual Tour
$5m
Makena - Makena Surf
4850 Makena Alanui unit A101, Kihei
Condo
2 bd
2 ba
1,644 sqft
$4,995,000
2
bd
2
ba
1,644
sqft
This truly one of a kind masterpiece villa in highly coveted Makena Surf Resort is an exceptional example of quintessential beachfront living at its finest. With a complete studs-out renovation completed in 2022, the meticulous nature and curated bespoke design of this stunning villa is highly evident the moment you enter. The contemporary modern finishes of this sensational ground level residence perfectly infuse indoor/outdoor island living via massive hidden track sliders for seamless integration between the spaces. Enjoy captivating ocean views and picturesque sunsets while whale watching from the privacy of your oversized lanai with space for entertaining family and friends with your favorite libations. A-101 has the luxury of no stairs and minimal steps to enter due to its very close proximity to the private gated entry and parking while perched on the hillside of perfectly manicured lawns and mature landscaping yielding maximum privacy due to the unique and desirable positioning within the complex. Only 50 steps to the sand and immediate access to the incredible onsite resort quality amenities such as two pools, Jacuzzi’s, tennis, pickle ball, gym, BBQ areas, herb gardens/orchard and an owner’s pavilion with poolside kitchen. This is the largest two bed, two bath floor plan available, boasting 1644 sq foot with an oversized covered lanai at just over 600sf. This is an absolute must see as there are far too many details and upgrades to list in this no-expenses spared statement piece. Schedule your private showing today to view this amazing ownership opportunity. Lavishly appointed and sold fully furnished.
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Oceanfront
$4.65m
Makena - Makena Surf
4850 Makena Alanui Rd unit B103, Kihei
Condo
2 bd
2 ba
1,510 sqft
$4,650,000
2
bd
2
ba
1,510
sqft
Welcome to one of the most coveted locations at Makena Surf - B103 - a spectacular two-bedroom, two-bath, 1,510 square foot, ground floor unit sitting just above the sand on one of Maui's most beautiful and secluded beaches, providing an exceptional blend of privacy, security, and natural beauty! This highly desired unit in this gated community offers breathtaking ocean views that stretch across Kaho'olawe, Molokini, Lana'i, and the West Maui Mountains! This wonderful unit was thoughtfully and completely renovated with high-end finishes throughout. The open concept design showcases elegant tray ceilings with integrated cove lighting and pocketing sliding doors out to the large lanai for wonderful indoor-outdoor living. Great care and thought went into the placement of the lighting in the unit. Electronic shades add comfort and convenience. The kitchen and bathrooms have Travertine and quartz countertops and custom cabinetry. Upgraded appliances feature a wine cooler, Sub-Zero refrigerator, and dishwasher with integrated paneling for a seamless, built-in look. Both bathrooms feature expansive walk-in tiled showers. Makena Surf is ideally situated just minutes from world-class golf courses, luxury shopping, and renowned dining. This is Maui beachfront living at its finest. (The sunset photos were digitally enhanced, as photos were shot during daylight.)
Virtual Tour
Oceanfront
$2.95m
Wailea - Wailea Elua I A
3600 Wailea Alanui Dr unit 2012, Kihei
Condo
1 bd
2 ba
1,031 sqft
$2,950,000
1
bd
2
ba
1,031
sqft
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.
$1.19m
Wailea - Wailea Fairway Villas
3950 Kalai Waa St unit Y-202, Kihei
Condo
2 bd
2 ba
949 sqft
$1,189,000
2
bd
2
ba
949
sqft
Stunning 2-bedroom, 2-bath upper-level furnished unit with beautiful ocean/sunset and golf course views. Remodeled in 2014, features include new window treatments, tile, new kitchen appliances, full renovations of both bathrooms (toilets, sinks/faucets, countertops, shower, bath enclosure and lighting). Replacement of front and back door screen doors, new lighting in kitchen and dining room, and new ceiling fans. Installation of air conditioners in bedrooms and living room (2017). New water heater installed (2021). This is a pet-friendly community featuring a pool, spa, clubhouse, workout area, and built-in barbecue grills. World-class shopping, dining, beaches, and golf are all just a few minutes away. If you’re looking to truly experience the Wailea lifestyle, complete with gorgeous ocean views, this is the home for you!
$2.9m
Wailea - Wailea Elua II
3600 Wailea Alanui Dr unit 2010, Kihei
Condo
2 bd
2 ba
1,363 sqft
$2,900,000
2
bd
2
ba
1,363
sqft
THE PRICE IS RIGHT! This is the Wailea Elua second floor unit you have waited for! It is oriented for optimal southwest-facing ocean views from its L-shaped lanai from the living room and dining areas and just as magnificent is the view from the primary bedroom and private balcony. In its original condition it has a wonderfully welcoming feel and is well maintained with new carpeting and currently operates in a popular rental program with repeat guests returning time and again to this location. Wailea Elua sits alongside Ulua Beach on the Wailea Coast of South Maui, with direct access to the Wailea Beach path. Within this hotel zoned gated community, enjoy two pools, a hot tub, tennis & pickleball courts, a putting green, as well as an impressive pavilion lounge area with TVs, BBQ grills, and a fitness center. This is a perfect opportunity to make Wailea Elua your home in Maui.
Virtual Tour
$2.25m
Wailea - Keala O Wailea
63 Wailea Gateway Pl unit 5103, Kihei
Condo
2 bd
2 ba
1,248 sqft
$2,250,000
2
bd
2
ba
1,248
sqft
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.
$2.78m
Wailea - Makalii at Wailea
197 Holokahiki Ln unit 8A, Kihei
Condo
3 bd
3 ba
1,574 sqft
$2,775,000
3
bd
3
ba
1,574
sqft
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.
Virtual Tour
$4m
Makena - Polo Beach Club
4400 Makena Rd unit 107, Kihei
Condo
2 bd
2 ba
1,186 sqft
$3,999,999
2
bd
2
ba
1,186
sqft
Ideally positioned just one residence off the front row, Polo Beach 107 captures exceptional ocean views while offering the convenience of true ground-floor, walk-out access. From your lanai, step directly onto an expansive greenbelt that seamlessly extends your living space and leads just moments to the white sands of Polo Beach. The outdoor setting is one of this residence’s most compelling features — the wide lawn frontage creates a rare sense of openness and privacy, providing ample space for entertaining, lounging, or enjoying Maui’s year-round indoor–outdoor lifestyle. The interior has been remodeled with updated finishes, presenting a clean, coastal aesthetic that complements its beachfront surroundings. Large openings frame ocean views from the main living areas, allowing natural light and sea breezes to flow throughout. A highly desirable offering within one of Wailea’s most sought-after beachfront communities — combining proximity, privacy, and view.
Virtual Tour
$1.54m
Wailea - Palms at Wailea I
3200 Wailea Alanui Dr unit 1606, Kihei
Condo
2 bd
2 ba
1,299 sqft
$1,535,000
2
bd
2
ba
1,299
sqft
Discover exceptional value in this beautifully remodeled two-bedroom, two-bath villa at Palms at Wailea 1606, perfectly situated in one of Maui’s most sought-after South side coastal communities. Boasting 1,299 square feet of living space flooded with natural light, vaulted ceilings, and a generous lanai, the home captures the essence of Maui’s indoor-outdoor lifestyle. Expansive ocean views and Wailea's lush tropical landscaping provide a serene backdrop for everyday living or entertaining guests. Professionally redesigned by ADX Construction and Swan Interiors, the interiors are finished to the highest standards. Features include Level 5 polished walls, linen grass cloth accents, custom resin panels, premium quartzite countertops with a dramatic waterfall-edge kitchen island, KitchenAid appliances, Merillat Masterpiece cabinetry, designer tilework, and elegant porcelain plank flooring throughout. Every detail reflects a thoughtful balance of sophistication, comfort, and modern island elegance. The villa’s expansive lanai is ideal for relaxing or hosting while taking in the stunning ocean views. Its unbeatable location places you just steps from South Maui’s celebrated beaches and the vibrant heart of Wailea, offering fine dining, boutique shopping, and championship golf within easy reach. Residents enjoy resort-style amenities, including a sweeping ocean-view pool, soothing hot tub, multiple BBQ areas, inviting gathering spaces, and a scenic deck perfect for seasonal whale watching. This is a rare opportunity to own a design-forward home in Wailea—perfect for buyers seeking a full-time residence, seasonal retreat, or investment property in a community synonymous with luxury, lifestyle, and unparalleled coastal living.
Virtual Tour
$1.44m
Wailea - Wailea Ekolu
10 Wailea Ekolu Pl unit 203, Kihei
Condo
2 bd
2 ba
1,071 sqft
$1,435,000
2
bd
2
ba
1,071
sqft
Perfectly positioned in Wailea Ekolu! The incredible ground floor 2 Bedroom 2 Bath Vacation Rental in the Heart of Wailea you’ve been waiting for is here. Located in Building 2, you are steps away from the amazing Wailea Village Center with wonderful restaurants and shopping at your fingertips. This stunning condo offers ground floor convenience and features 2 spacious bedrooms and 2 full baths, literally in the center of the Wailea Resort. Lovely ocean views from your lanai and oh so convenient to all the world class beaches, restaurants, boutique shopping, golf courses, and the indescribable beauty of the Wailea Beachwalk. Enjoy total privacy and serenity in this immaculately maintained home that clearly reflects the pride of ownership throughout. 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 an attractive place for your vacationing guests as well. 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 #203 offer you the best of everything. This property is priced to sell, so call your favorite Realtor to see it today - don’t miss it!
Virtual Tour
Oceanfront
$4.89m
Wailea - Hoolei
21 Kiloa St unit O-4, Kihei
Condo
3 bd
4 ba
2,619 sqft
$4,890,000
3
bd
4
ba
2,619
sqft
E Komo Mai and welcome to Ho'olei 21-4, an elegant 3 bed, 3.5 bath townhome located in the heart of Wailea, Maui. This Hotel Zoned property boasts wonderful ocean views and is offered tastefully furnished, totally turnkey, and is active and successful in the Grand Wailea's exclusive vacation rental program. The Plumeria floor plan enjoys the widest lanai and forward most position of the building, enhancing privacy and extending the living area. This villa has new upgraded flooring in the bedrooms, a chef's kitchen with Wolf and Sub Zero appliances, a built in BBQ and fridge on the lanai, attached garage, private elevator, and so much more. Pocketing Fleetwood glass sliders blend the indoors with the outdoors, making a perfect space for entertaining your family and guests. The Ho'olei property offers a resort style pool and spas, with a state of the art workout facility and saunas. Ho'olei is gated with 24hr security and lush landscaping that gives you a sense of place here in Hawai'i. Owners are eligible for the Kulana Club with the Grand Wailea, allowing them rental management, shuttle service, on-site front desk and concierge, as well as a myriad of discounts and perks. The Wailea Resort offers some of the finest dining, shopping, golf, tennis, beaches, sunny days and views in the world!
$3.25m  $250,000
Wailea - Wailea Elua I A
3600 Wailea Alanui Dr unit 704, Kihei
Condo
2 bd
2 ba
1,416 sqft
$3,250,000  $250,000
2
bd
2
ba
1,416
sqft
Finally, a top-floor unit at Elua Village with a garage. Enjoy the rare combination of a preferred floor plan, ocean view, expansive lanai, and a private garage that is just steps from the sugar white sands of Wailea's Ulua beach and the Elua Village beachfront pool and pavilion. Spacious and inviting, this quiet Wailea condominium home is roomy and relaxing; no upstairs neighbors with this 2-bedroom + 2 full bathroom ocean view condominium with convenient parking in your own garage. Recent upgrades make this a welcome Wailea home in a very popular and desirable development where island time passes slowly and you can enjoy sunsets and whale watch from the lanai or take a short stroll down to the beach and pools. New beds, dining room table and chairs, closet doors, ceiling fans, lanai furniture and other fresh upgrades make this a prime selection for your new Wailea home.
Virtual Tour
$1.5m
Wailea - Grand Champions
155 Wailea Ike Pl unit 166, Kihei
Condo
2 bd
2 ba
1,056 sqft
$1,500,000
2
bd
2
ba
1,056
sqft
Imagine yourself in this top floor, two-bedroom unit on your lanai looking out over the lush green 2nd fairway of the Wailea Blue Golf Course to the bright blue Pacific Ocean. Recently upgraded this charming unit offers peace and tranquility after a busy day at the beach, golf course or sightseeing. Wailea shopping center is close by as are world class restaurants. Sold fully furnished. Please contact your favorite Realtor for a showing today.
Virtual Tour
Oceanfront
$3.85m
Makena - Makena Surf
4850 Makena Alanui Rd unit B304, Kihei
Condo
2 bd
2 ba
1,038 sqft
$3,850,000
2
bd
2
ba
1,038
sqft
Experience refined beachfront living at Makena Surf, a gated oceanfront community in one of South Maui’s most private and coveted settings. This beautifully updated 2-bedroom, 2-bath residence offers unobstructed panoramic ocean views and sits directly on Po’olenalena (Chang’s) Beach, where golden sand and year-round sunsets become part of your daily routine. Positioned across from the renowned Wailea Golf Club, the location blends serenity with convenience—tucked away from the resort crowds yet just minutes from Wailea’s luxury shopping, fine dining, and world-class amenities. Makena Surf is hotel zoned and known for its exceptional resort-style features, including gated entry, tennis and pickleball courts, pools and hot tubs, fitness center, and an outdoor kitchen and pavilion perfect for entertaining. With direct beach access and a peaceful, low-density atmosphere, this residence captures the essence of private coastal luxury on Maui. Seller will also consider the option of a 25% co-ownership interest for $977,500.
Virtual Tour
$2.98m
Wailea - Kai Malu
339 Kai Malu Pl unit 58B, Kihei
Condo
3 bd
3 ba
1,796 sqft
$2,975,500
3
bd
3
ba
1,796
sqft
DREAM LOCATION at KAI MALU with this RARE Developer Unit now Available! 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. New AC system in 2023, SubZero refrigerator and dishwasher in 2026. This home is being sold furnished, vacant and move in ready!
Virtual Tour
$2.58m
Wailea - Kai Malu
115 Kai La Pl unit 36A, Kihei
Condo
3 bd
3 ba
1,852 sqft
$2,575,000
3
bd
3
ba
1,852
sqft
Experience luxury living at 115 Kai La Place, Kai Malu Maui. This beautifully remodeled 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!
Virtual Tour
OPEN Apr 12, 7pm-4am
$3.5m
Wailea - Makalii at Wailea
244 Holomoana Way unit 17B, Kihei
Condo
3 bd
3 ba
1,802 sqft
$3,495,000
3
bd
3
ba
1,802
sqft
Makalii at Wailea 17B is a standout villa commanding the premier ocean-view position in the entire development, offering unobstructed, sweeping vistas of the Pacific, Molokini, and Kahoolawe. Elevated and ideally oriented, this residence captures Maui’s most iconic sunsets and seasonal whale activity from the comfort of home. Equally impressive is the interior, where impeccably curated, fashion-forward décor elevates the living experience. Clean lines, layered textures, and a sophisticated neutral palette create a modern island aesthetic that captures quintessential luxury island living. The open-concept living space offers abundant natural light, with expansive glass doors framing the ocean and extending living areas onto generous lanais for seamless indoor-outdoor flow. This three bed, three bath “Casita” floor plan is the largest available at just over 1800sf with garage and lower-level primary suite for maximum privacy. Set within the coveted, low-density Makalii at Wailea community, 17B offers privacy, architectural distinction, and resort-style living with immediate proximity to Wailea’s top beaches, golf, dining, and shopping options. This is a rare opportunity to own the best views in the complex paired with designer-level interiors—a truly turnkey Wailea retreat sold fully furnished!
Virtual Tour
$1.5m
Wailea - Wailea Palms
3150 Wailea Alanui Dr unit 3507, Kihei
Condo
2 bd
2 ba
1,194 sqft
$1,499,000
2
bd
2
ba
1,194
sqft
Wailea Palms 3507 is an exquisitely remodeled 2-bedroom, 2-bathroom residence offering serene ocean views and a lush tropical backdrop. Tucked away in a secluded, private location at the north end of this gated community, the home provides a sense of exclusivity and tranquility. Every detail has been thoughtfully curated, featuring top-of-the-line materials, high-end appliances, and sophisticated finishes throughout. Wailea Palms is a residential enclave that does not allow vacation rentals, ensuring a refined and peaceful living environment. Ideally situated just moments from Wailea's renowned beaches, fabulous golf courses, acclaimed dining, and luxury shopping, this exceptional property captures the essence of Wailea living.
$2.8m  $190,000
Wailea - Wailea Point I II III
4000 Wailea Alanui Dr unit 3404, Kihei
Condo
2 bd
2 ba
1,359 sqft
$2,795,000  $190,000
2
bd
2
ba
1,359
sqft
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!
$1.35m
Wailea - Wailea Fairway Villas
3950 Kalai Waa St unit E102, Kihei
Condo
2 bd
2 ba
949 sqft
$1,350,000
2
bd
2
ba
949
sqft
Stunning ocean and fairway views. Ground floor lanai flowing out to spacious grass area. Upgraded custom woodwork includes sapele kitchen, front entry cabinet, bathroom vanities, and closet build outs. Includes a unique additional custom shiplap murphy bed wall unit with cabinets and pull-out panels to create a third bedroom in front room for guests. Optional custom sapele murphy bed in second bedroom. Soundproofing added on both adjoining walls and in ceiling in front room and kitchen. New recessed lighting and ceiling fans. Full remodel in 2019 and new custom tile showers (2025). Upgraded split A/C with additional third unit in second bedroom. Bosch kitchen appliances and LG washer and dryer. Tile floor throughout. All new window coverings. Current cost for upgrades would be in excess of $350,000. Pet friendly complex. Tranquil pool area that includes a gym, community center, and barbeques. Short stroll down the golf course to local dining, shops at Wailea and premier beaches. Monthly HOA fee of $1289.00 includes water, sewer, trash, landscaping, and property maintenance. 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.
Virtual Tour
Oceanfront
$5.3m
Makena - Polo Beach Club
4400 Makena Rd unit 605, Kihei
Condo
2 bd
2 ba
1,321 sqft
$5,300,000
2
bd
2
ba
1,321
sqft
Truly breathtaking center-unit residence featuring a spectacular renovation in Polo Beach Club. This beautifully upgraded 2-bedroom, 2-bathroom condo is ideally positioned within the complex, offering some of the most dramatic oceanfront living in South Maui. Enjoy incredible sunsets year-round as the waves crash directly on the beach in front of your unit. The highly desirable center stack features the largest lanai configuration, spanning the entire front of the unit and extending off the primary bedroom—creating an exceptional indoor-outdoor living experience that truly sets this residence apart. This is one of the closest units to the ocean of any property in South Maui. Hotel-zoned and approved for short-term rentals, the unit is offered fully furnished and includes a substantial future rental calendar, making it ideal as a personal retreat, investment property, or both. A truly special offering in an iconic beachfront location.
Virtual Tour
$2.7m
Wailea - Wailea Palms
3150 Wailea Alanui Dr unit 3105, Kihei
Condo
2 bd
3 ba
1,692 sqft
$2,700,000
2
bd
3
ba
1,692
sqft
Exceptional Wailea Palms ocean-view residence---rare, oversized turn-key two bedroom (approx. 1,700 SF) plus 614 SF covered lanai finished to luxury standards and just steps from your parking spot. Thoughtful built-in storage throughout maximizes space and functionality. Expansive ocean and sunset views provide an ideal backdrop for entertaining, relaxing, or working remotely. High-end finishes include marble flooring, solid wood cabinetry, granite countertops, built-in premium appliances, and a fully tiled lanai perfect for morning coffee or watching whales breach. Versatile ownership appeal: an ideal primary residence with generous living areas and resort-style conveniences; a turnkey second home for effortless island living close to world-class beaches, golf, dining and shopping, and a compelling long-term rental option for investors who value a quiet, gated community with strict rental controls (no short-term/VRBO's). Wailea Palms features meticulously maintained grounds and one of South Maui's best amenity packages--large heated pool, hot tub, fully air-conditioned fitness center, and a crow's nest lookout for panoramic views. Situated in the exclusive Wailea Resort enclave, this residence combines luxury finishes, exceptional indoor/outdoor living, and a premier address--perfect for buyers seeking lifestyle, privacy, and long-term value.
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