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View the most exclusive and impeccable Wailea homes for sale in the luxury communities of Wailea Resort. Browse our extensive list of Wailea luxury real estate properties within many of Wailea’s gated neighborhoods. Wailea is a planned community with luxury homes, condos, and resort hotels like the Four Season Maui and the Grand Wailea Hotel and Spa.

Welcome to one of the most extraordinary properties in the world and a true icon of coastal luxury: 7505 Makena Road. Set on a full acre of lush land with unobstructed ocean view corridors along Maui’s coveted coastline, this 10,500 sq. ft. estate is a harmonious blend of visionary architecture, masterful craftsmanship, and timeless elegance. Thoughtfully designed to embrace its breathtaking surroundings, the residence features 7 bedrooms and 8 bathrooms across a layout that seamlessly merges indoor and outdoor living. Expansive living areas flow effortlessly to curated outdoor spaces, inviting both intimate moments and grand-scale entertaining. Custom wood finishes and fine materials elevate every corner, while panoramic views of the Pacific Ocean, Molokini Crater, and Kaho?olawe provide an ever-changing backdrop of natural beauty. The estate transforms into a private resort, with over 4,000 sq. ft. of deck space, a hotel-sized pool, and an outdoor cinema—perfect for magical evenings beneath the stars. The luxurious primary suite offers a sanctuary of its own, complete with a sprawling lanai and sweeping ocean vistas. Additional features include a fully equipped pool house with kitchen and living area, ideal for guests or staff, a 6-car garage, and a separate caretaker’s quarters—ensuring both convenience and privacy. Equipped with one of the largest Tesla Solar Roofs in the nation, this estate boasts a powerful 73kW solar system and 15 Tesla Powerwalls. This cutting-edge setup provides clean, renewable energy and significantly lowers utility costs—delivering sustainability without compromise. Major renovations completed in 2024 have further elevated the property, which is being offered fully furnished as a turnkey opportunity. For the discerning buyer, 7505 Makena Road is more than a home—it is a legacy estate, a private retreat, and a definitive statement of luxury island living. Contact your preferred Realtor to learn more about the pinnacle of Makena living.

$33,000,000 Active

7505 Makena Rd Kihei, Hawaii

7 Beds 8 Baths 10,500 SqFt 1.031 Acres

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.

$25,000,000 Active

7595 Makena Rd Kihei, Hawaii

4 Beds 4.5 Baths 4,778 SqFt 1 Acres

From the moment you enter this spectacular Estate, you will immediately recognize how rare and special this once-in-a-lifetime opportunity is! Located on Maui's quiet and coveted South shore, "Makena Kai" is an exclusive 1.085 acre private oasis situated on a natural point that offers stunning panoramic ocean views. Gazing up the beautiful coastline, you'll see the pristine sands of "Big Beach." This is the first time "Makena Kai" has been offered for sale since the entire home was completely renovated to capture the potential of such a magical location. Feels like Oceanfront with one of the most expansive views in South Maui. The open floor plan features retractable glass sliding walls (and screens) to provide a seamless indoor/outdoor lifestyle. Gorgeous imported "Shells Reef" limestone flooring adds a beachside elegance and this home is filled with natural light and ocean breezes. Alder wood cabinetry, Thermador appliances and quartzite countertops make the Chef's kitchen a highlight of the home.The expansive kitchen breakfast bar was crafted from an avocado wood slab and has inlays of backlit sea glass. The entertainment bar in the pool area is close to both indoor and outdoor dining areas and features wood details, ice machine and refrigerator. Each bedroom has an ensuite bathroom. Some bathroom features include Porcelanosa tile flooring, custom cabinetry and lighting, large soaking tubs and rock showers. Other spaces include a media room, yoga/reading room and gym area. Amenities include heated pool, jacuzzis, private professional putting green, expansive lawn with tropical landscaping and a Palapa. You'll appreciate the photovoltaic solar, fiber optic internet and security system. Enjoy spectacular sunsets, whale watching in season and a lifestyle that lives like a dream. Come experience the exquisite artistry in every unique detail of this very special property.

$22,950,000 Active

7421 Makena Rd Kihei, Hawaii

4 Beds 4.5 Baths 4,544 SqFt 1.085 Acres

Presenting a Makena Gem in one of Maui's most prestigious neighborhoods. Welcome to the exclusive gated neighborhood of One Palauea Bay. 34 Ualei Place is what Maui dreams are made of. This luxury home is situated on one acre of beautiful land, and adjacent to a 21 acre reserve that is protected from development. Expansive ocean and inter-island views greet you as you enter the backyard. The outdoor lanai space is perfect for entertaining and gatherings. A large grotto style pool with waterfall features is the centerpiece for relaxing and soaking in the Maui sunshine. The views from this home must be seen in person to truly appreciate. Watch whales jumping (in season) from the backyard as the sun sets over the Pacific. The open design concept of this home focuses on the outdoor spaces while each bedroom maintains its own private feel with luxurious ensuite bathrooms. The chef's kitchen is a vision of design and elegance perfect for entertaining. Call your favorite Realtor today to view this unique luxury home.

$18,900,000 Active

34 Ualei Pl Kihei, Hawaii

4 Beds 5 Baths 6,754 SqFt 1 Acres

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.

$18,900,000 Active

4950 Makena Rd 8 Kihei, Hawaii

4 Beds 4.5 Baths 4,328 SqFt 0.262 Acres

Introducing one of the most rare offerings in the Hawaii luxury real estate market: Makena Surf A-103. Built as the largest Makena Surf unit at a substantial 3,415 square feet of interior living space seamlessly expanded with over 900 square feet of covered lanai, this magnificent unit tells a story to be experienced. Purchased from the developer by a well-known Seattle hotelier and avid art collector, the unit was thoughtfully designed and built with stringent specifications to create a plantation-style home from the floor to ceiling. Infused and tastefully decorated with the owner’s decades of Hawaiiana art collection and pieces from various worldly travels, this turn-key 3 bedroom, 3.5 bathroom luxury condominium feels and lives like a home. Step into this magnificent home and the entryway sets the welcoming tone, with striking art curated from all over the world and soaring 12-foot ceilings. The spacious open living area is filled with natural light while enjoying some of the most breathtaking views anywhere on Maui. The wide, oversized covered lanai serves as a perfect backdrop for hosting guests, with the serene Pacific Ocean as the setting and a privacy buffer of lush greenery providing easy access to the beach below. The eat-in kitchen flows seamlessly into the expansive lanai, ideal for al fresco dining with a built-in grill for effortless entertaining. Inside, a hand-painted Matisse artwork collection adds a unique touch, with local furniture crafted by a skilled artisan that beautifully ties together the space. The cozy library living corner offers the perfect spot to unwind, complemented by a hidden pocket-door wet bar, adding an element of surprise and fun to the home’s design. The spacious primary suite is a true retreat, offering breathtaking ocean views of Kahoolawe, Molokini, and the sandy beach below. The primary en-suite bathroom features his and hers areas with generous closet space, all adorned with original artwork. The primary bedroom's lanai further enhances the experience, as a private, quiet getaway to clear the mind and enjoy moments of reflection. The two guest bedrooms each have an ensuite bathroom, walk-in closet and and for convenience can be accessed via separate entrance doors directly from the exterior. With central AC throughout, relax in cool comfort. Just steps from the pristine sands of Chang's Beach, which is deemed as one of the finest beaches in Hawaii, and moments away from the community pool and tennis courts, this property offers unparalleled access to the best of island living. This is the first time that this true legacy residence has ever been offered for sale, don’t miss this once-in-a-lifetime opportunity to own a piece of Maui's storied luxury real estate landscape.

$15,500,000 Active

4850 Makena Alanui Rd A-103 Kihei, Hawaii

3 Beds 3.5 Baths 3,415 SqFt 16.23 Acres

FABULOUS world class Wailea Point “double” unit with a MOST DYNAMIC ocean & beach front location. Perhaps the finest condominium residence in Hawaii, no expense was spared to set this exclusive Maui home apart. Unsurpassed world class views, from iconic Polo Beach and the Makena coastline, to the vast Pacific and offshore islands, and north to the Kihei & Maalaea coastlines. Just steps to the ocean and beach, and to the many fine restaurants and other amenities of the incomparable Wailea Resort. The interior of residence 1602 sets the standard for quality; totally remodeled by acclaimed builder Shawn Conners. Only the finest materials, fixtures, finishes and furnishings were used, creating an exquisite, luxurious environment. The custom, state of the art kitchen makes entertaining a pleasure. Enjoy the cedar-walled private sauna off the primary bath. Parking for two vehicles – plus a golf cart - is easy in the oversized double garage. This single-level “double” residence occupies the entire top floor of the building, and sits 36 feet above the ocean. The changing weather, the ocean currents, activities on Polo Beach, the pedestrians on the oceanfront path that sits well below the home – all provide occupants with an ongoing, fascinating drama of change and shear beauty. Wailea Point may be the most private and peaceful of any condominium environment. There is both gated and roving, round-the-clock security patrols. The very design of the property - with just over 4 units per acre - ensures privacy and tranquility for every residence. The exceptionally maintained property has 2 pavilions for entertaining, 4 swimming pools - including a 25-meter lap pool, hot tubs, an excellent fitness room, and lighted tennis & pickleball courts. Edible landscaping includes avocados, oranges, tangerines, limes, pomelos, papaya, breadfruit, bananas, and an extensive herb garden. Wailea Point encompasses nearly 30 acres of beautifully manicured grounds – including the famed Bud Wagner Memorial Native Hawaiian garden. There is perhaps no finer place in the world to enjoy the beauty and comforts of home, marvel at the Humpback whales, take a stroll, have a swim, enjoy a casual golf car ride ... Live unlike you've ever lived before! See more at www.waileapoint1602.com.

$14,750,000 Active

4000 Wailea Alanui Dr 1602 Kihei, Hawaii

3 Beds 3 Baths 3,850 SqFt 26.4 Acres

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.

$14,750,000 Active

19 Malukai Ln 4 Kihei, Hawaii

4 Beds 4.5 Baths 4,803 SqFt 0.459 Acres

$14,000,000 Active

5412 Makena Alanui Rd 102/ KV-3B Kihei, Hawaii

4 Beds 4.5 Baths 3,625 SqFt 24.2 Acres

Where Beachfront Embraces Aloha! One of One! Experience the essence of the island lifestyle without the need for wetsuits! This exclusive offering features one of only eight front-row Wailea Beachfront Villas in the prestigious A&B buildings centered in the distinguished Wailea Resort on Maui. Notably, all owners in the front row B building have held their properties since 2007, reflecting the strong value and desirability of this exclusive location. This single-level villa boasts a gourmet kitchen, three spacious bedroom en-suites (two primary bedroom en-suites), 3.5 bathrooms, and an additional office, all fully furnished and turn-key for your convenience. Step outside to enjoy the expansive wrap-around lanai, a private outdoor shower, and your own plunge pool—perfect for soaking up the sun in your private oasis. Indulge in elegance and luxury with unobstructed ocean views, breathtaking sunsets, and vistas of the outer islands. With a gated entry and manned security, you can relax knowing your sanctuary is safe and secure. The hotel zoned villa offers significant vacation rental income! And be sure to watch the professional video for a closer look at your future Villa on Maui. Remember, timing is everything in life—seize this incredible opportunity! If you’re seeking the ultimate lifestyle with unparalleled value, don’t hesitate to contact us or your Realtor today.

$12,950,000 Active

3800 Wailea Alanui Dr B-102 Kihei, Hawaii

3 Beds 3.5 Baths 2,931 SqFt 10.74 Acres

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.

$11,998,000 Active

14 Halapa Pl Kihei, Hawaii

4 Beds 4.5 Baths 5,126 SqFt 0.509 Acres

Wailea Point 1404 is a front-row, 3 bedroom / 3 bath oceanfront masterpiece—an inspired blend of refined design, master craftsmanship, and timeless elegance in one of Maui’s most exclusive communities. Reimagined through an extensive, no-expense-spared renovation, this one-of-a-kind residence offers sweeping views of white sand beaches, dramatic coastline, and the neighboring islands of Molokini, Kaho‘olawe, and Lana‘i. The open-concept living space showcases custom finishes, Ann Sacks limestone flooring, and floor-to-ceiling windows that frame spectacular sunsets, breaching whales, and the turquoise waters of Wailea’s coastline. The kitchen is a modern showpiece, featuring integrated Miele, Viking, and Sub-Zero appliances, sleek Eggersmann cabinetry, and exquisite Terrazzo stone surfaces. A custom, one-of-a-kind glass staircase leads to the upstairs master suite. The only one of its kind in the world, this architectural centerpiece blends engineering and artistry, with a design that feels like it was lifted from a fairytale. Upstairs, the oceanview primary suite is a true sanctuary. Wake to panoramic views, step onto your private lanai to watch the waves roll in, and unwind in a spa-inspired bath that defines serenity. The luxurious primary bath features LaCava vessel sinks, porcelain tile flooring, glass countertops, and Vancouver high-gloss wood veneer cabinetry. A centerpiece of the residence, the custom light fixture—designed to resemble shooting stars streaking across a crystal-clear Canadian Rockies sky—adds a touch of artful wonder, with crystal strands suspended on stainless steel wire, moving in every direction at once. Every inch of this home is thoughtfully designed and impeccably furnished, with a curated selection of artwork and bespoke pieces included in the turnkey offering (with few exclusions). Located between Wailea Beach and Polo Beach, Wailea Point offers unmatched resort-style living with gated entry, 24-hour security, four swimming pools—including a 25-meter lap pool—hot tubs, two entertaining pavilions, tennis and pickleball courts, a state-of-the-art fitness center, fruit and herb garden, barbeque areas, and direct beach access to both Wailea Beach and Polo Beach. Wailea Point 1404 is a rare opportunity to own one of the finest oceanfront residences in all of Hawai‘i.

$11,500,000 Active

4000 Wailea Alanui Dr 1404 Kihei, Hawaii

3 Beds 3 Baths 2,430 SqFt 26.4 Acres

Experience the pinnacle of luxury at 3878 Wailea Ekolu Place, a masterpiece in the exclusive Wailea Golf Estates. This four bedroom, four full bath, plus 2 half bath residence boasts a breathtaking 180-degree ocean view, year-round sunsets and an unparalleled blend of elegance and function. A main floor bonus room may be utilized for a bedroom, craft room or a gym. Designed for seamless indoor-outdoor living the home features a large gourmet kitchen, butler’s pantry, and family room. The coffee bar with sink and undercounter fridge services the lower floor bedrooms. Pocket glass sliders fully expose the dining room and living room with fireplace and hidden entertainment center to the exceptionally large lanai. High-end finishes include custom cabinetry, granite countertops, polished limestone flooring, custom glass installations and water features. This private oasis offers a resort-style pool, spa, sunken lanai bar with sink and fridge complete with an ice maker, outdoor shower with private seating area, built-in sauna, steam shower, a climate-controlled wine cellar and a Lutron lighting system. Three separate laundry areas provide convenience. The three-car garage includes three separate storage rooms, as well as stainless cabinets with counter. A photovoltaic system and pool heat pump enhance efficiency. Sold complete with custom designed furnishings. This exceptional home is surrounded by pristine landscaping, creating a serene and private retreat. As a resident you will have the opportunity for an exclusive Wailea Golf Club membership with world class golf, stunning beaches, and renowned restaurants just moments away. This residence is truly a testament to expert architectural and professional interior design. This is a rare opportunity to own a sophisticated and timeless property on the beautiful island of Maui.

$10,595,000 Active

3878 Wailea Ekolu Pl Kihei, Hawaii

4 Beds 5 Baths 5,638 SqFt 0.398 Acres

Welcome to Wailea Beach Villas D-101, where ultimate privacy is the theme and the pursuit of pinnacle luxury oceanfront living is found. Lavishly executed finishes and custom one-of-a-kind artisan touches throughout this villa are truly unmatched, creating a memorable experience with your family and friends. Located in the heart of Wailea's exclusive resort community, this villa combines sophisticated elegance with unparalleled levels of comfort. The expansive living areas seamlessly flow to a spacious private lanai with outdoor kitchen to enjoy coastal indoor/outdoor living, offering a private plunge pool with commanding ocean and outer island views. This stunning vantage point provides the perfect backdrop for relaxation and entertaining year round. The gourmet kitchen is equipped with top-of-the-line appliances and custom cabinetry, ideal for preparing meals while enjoying the striking ocean vistas. Each bedroom is designed as a serene retreat, featuring plush furnishings and luxurious en suite bathrooms and walk-in closets. Owners and guests will have access to a range of exceptional onsite amenities, including an adult only oceanfront pool pavilion, fitness center, family pool/spa, billiards, 24 hour gated security, onsite concierge, private gated access to the shops at Wailea and direct beach access fronting the infamous Wailea Boardwalk. Whether you’re looking to enjoy a tranquil escape or make the most of vibrant island activities, Wailea Beach Villas D-101 promises an extraordinary experience that embodies the essence of Hawaiian luxury and exclusivity. If you have been considering Wailea Beach Villas ownership, this rare offering is a must see. Sold fully furnished and turnkey.

$10,495,000 Active

3800 Wailea Alanui Blvd D101 Kihei, Hawaii

3 Beds 3.5 Baths 2,889 SqFt 10.74 Acres

WHERE LUXURY MEETS ALOHA – One of One - a multi-generational family residential condo in paradise to entertain family and friends. A thoughtful and tasteful combination of two elegant units creating the ONLY 5-bedroom 6-bath residence @ Wailea Point AND the best $psf Value by far! This spacious, fully furnished turn-key LEGACY property lives like a home with the lock n’ leave convenience of a sophisticated condominium residence. The 4821 sf interior area includes central A/C and the 6293 sf total area also includes four oceanview lanais, a two-car garage with golf cart parking (golf cart may be included), two wine refrigerators and additional built-in storage. Another BONUS is the 2022 mitered glass window renovations that magnify the magnificent panorama and the in-season whale watching. Its unrivaled location overlooks stunning and panoramic sunrise views, ocean views and magnificent sunset views. The Four Seasons Wailea and Fairmont Kea Lani Resort provide superb and elegant restaurants only a very short stroll from your potential new home. Many consider the 28 lush oceanfront acres of tropical paradise with edible on site fruit and vegetable gardens to be the most private, peaceful and convenient ocean environment in the Wailea and Makena Resorts, considered by many to be the most exclusive areas on Maui. The exceptionally maintained grounds offer multi-gated private access, 24 hour manned security. two entertaining pavilions, four swimming pools - including a 25-meter lap pool, hot tubs, extensive fitness center and lighted tennis & pickleball courts. Stroll the “Wailea Oceanfront Path” onto the adjoining soft white sand beaches; then simplify your life with convenient tee times.

$8,980,000 Active

4000 Wailea Alanui Dr 802 & 804 Kihei, Hawaii

5 Beds 6 Baths 4,821 SqFt 28.21 Acres

Positioned in the coveted front row of Wailea Point, Residence 502 sits just 75 feet from the surveyed shoreline, offering commanding southwest-facing views of Molokini Crater and the resort’s iconic blowhole. Given the slight elevation directly on the ocean, the home is perfectly situated for dramatic vistas and exceptional privacy from the oceanfront path below. The residence underwent a complete and elegant remodel in 2003, crafted with timeless design by interior designers Gretchen Schoch of Fairacres Studios and Cynthia Bengier, and brought to life by general contractor Dave Graham. At the heart of the home, a spacious open-concept kitchen captures breathtaking views and is appointed with granite countertops, custom wood cabinetry, a SubZero refrigerator, Thermador ovens, Décor range, Maytag washer and dryer, Wolf barbecue, and a Franke stainless steel sink with hot and cold filtered water, a soap dispenser, and Kitchenaide disposal. A reverse osmosis filtration system discreetly housed in a lanai cabinet supplies pristine water to the kitchen. Luxury furnishings of the highest quality are included, though most artwork is excluded. In 2019, new windows were installed throughout the residence, including a stunning mitered glass bay window in the main living area, amplifying the coastal light and breathtaking views. The expansive lanai is enclosed by a premium NanaWall system—effortless to operate and designed to blur the lines between indoor and outdoor living in one of the world’s most temperate climates. Wailea Point features exceptional quality construction; a very low density (just over 4 units per acre) garden environment; largely concrete low-rise buildings; 24-hour gated & roving security; two elaborate pool pavilions with 4 pools including a 2-lane, 25-meter lap pool, 2 whirlpool spas & full kitchens; lighted tennis court, 2 pickleball courts; superb fitness gym; barbeque areas; fruit & herb gardens; ample parking; fun, golf-cart friendly property. Beautifully landscaped and maintained, Wailea Point IS a beautiful garden. Enjoy the Four Season and Fairmont Kea Lani Hotels as immediate neighbors and all the 5-star services they offer. Furnishings included except art pieces.

$8,900,000 Active

4000 Wailea Alanui Dr 502 Kihei, Hawaii

3 Beds 3 Baths 2,778 SqFt 26.4 Acres

Discover an exceptional opportunity to own in one of Maui’s highly coveted ocean front properties, Wailea Beach Villas. Penthouse 405 offers a stunning 3-bedroom, 3-bathroom floor plan with breathtaking panoramic views of Wailea Beach, Molokini, Kaho'olawe, Lanai, West Maui, and Haleakala. This exquisite residence has been meticulously upgraded featuring an elegant modern decor, with high-end designer furnishings and exclusive artwork throughout. Other features include travertine flooring, marble, granite, and stainless-steel finishes. The gourmet Studio Becker kitchen is fully equipped with state-of-the-art appliances including Sub-Zero and Gaggenau - perfect for culinary enthusiasts. Imagine waking up to views from the spacious primary bedroom that is beautifully appointed offering a serene retreat. The additional bedrooms, with ensuites, are equally comfortable ensuring luxury for all. Penthouse 405 includes a reserved parking space with storage, ideal for your beach and sporting equipment. Residents enjoy exclusive access to two pools with spas, a state-of-the-art fitness center, owner lounges, 24-hour security, private elevator access, and full beach setup services. Wailea Beach Villas is the only residential property on Wailea Beach. Penthouse 405 embodies the pinnacle of privacy, luxury and comfort making it a must-see for discerning buyers.

$8,600,000 Active

3800 Wailea Alanui Blvd PH405 Kihei, Hawaii

3 Beds 3 Baths 1,961 SqFt 10.74 Acres

Welcome to Wailea Beach Villas J505! This spectacular, rarely available top-floor, 3-bedroom, 3-bath penthouse unit offers direct west-facing views of the ocean, Molokini, Kaho‘olawe, Lanai, and breathtaking sunsets. Featuring over 2,000 square feet of luxurious indoor and outdoor living space, J505 provides an ideal setting for upscale oceanfront living. The primary suite offers stunning ocean views, an ensuite bathroom, and a walk-in closet. The additional guest bedrooms are spacious and inviting. Elegantly furnished with modern designer decor and high-end finishes, including travertine flooring, marble and granite countertops, and a gourmet Studio Becker kitchen with top-of-the-line appliances such as Sub-Zero and Gaggenau. This residence includes a reserved parking space with extra storage for your personal items and beach gear. Wailea Beach Villas is hotel zoned, gated with 24/7 security, and features beautifully landscaped gardens, glowing tiki torches, waterfalls, and two heated pools—one for adults and one for families. Additional amenities include outdoor spas, meeting rooms, a billiards game room, and a business center. Located near world-class dining, boutique shopping, tennis, and championship golf courses, this exceptional residence embodies the ultimate Maui lifestyle.

$6,750,000 Active

3800 Wailea Alanui Dr J 505 Kihei, Hawaii

3 Beds 3 Baths 1,961 SqFt 10.74 Acres

This 4-bedroom, 4.5-bathroom two-story home features elevated ceiling heights, an open and airy floor plan of approximately ~3,711 square feet of interior space sitting on a ~14,972 SF lot on the Wailea Blue Golf Course, with premier fairway and ocean views. Defined by an expansive lanai that leads to a large pool, this home embodies casual island elegance and seamless indoor/outdoor living. A timeless color palette is surrounded by subtle textures and clean, contemporary lines while premium design elements such as quartz kitchen countertops and chrome fixtures elevate each home to a sophisticated place. This CPR’d 4-bedroom estate offers two spacious Primary Bedrooms with sliding glass doors which leads to outdoor space. The en-suite bathrooms feature an expansive shower, soaking tub and large walk-in closet. The generous third and fourth bedrooms also have en-suite bathrooms, perfect for family and guests. Functionality meets design, welcome home to Residence 7 at Wailea Golf Estates. **This is a CPR Residential property**

$6,495,000 Active

151 Halau Pl 7 Kihei, Hawaii

4 Beds 4.5 Baths 4,537 SqFt 0.344 Acres

Where the ocean whispers at your doorstep & refined luxury defines every detail, Wailea Beach Villas K-208 presents a rare chance to own a Premier Beachfront retreat with Legal Hotel-Resort Zoning. Framed by the golden sands of Wailea Beach & steps from the Four Seasons Maui & The Grand Wailea, this luxurious villa is a front-row seat to the best of Maui, where sunrise coffee carries the scent of plumeria & sunset cocktails are paired with sweeping views of the Pacific & outer islands. Spanning approximately 2,892 s.f. of refined interiors & an additional 700 s.f. of covered lanai space, this 3-bd, 3-ba., Plus Den [Set up as a 4th Bedroom] penthouse residence lives as gracefully as it entertains. Seamless secure elevator access delivers you into a world of curated design & coastal elegance, where open-concept living spaces flow effortlessly between indoors & out. The great room is a sanctuary of style, anchored by fine custom furnishings from Holly Hunt, including a built-in OLED media system that blends modern luxury with the tranquil tones of island life. Caesarstone countertops in slate gray & a full-height glass tile backsplash create a clean, contemporary aesthetic in the gourmet kitchen, where a Bosch induction cooktop, Wolf oven & microwave, & dual 27-inch Sub-Zero refrigerators cater to the culinary enthusiast. Four thoughtfully appointed sleeping areas offer flexibility & privacy, each adorned with high-end Kravet & Schumacher fabrics, Sonos sound, & electronic shades for complete ambiance control. The primary suite features a custom leather & exotic-wood platform bed, spa-inspired bath, & custom hardwood dressing room cabinetry that transforms daily routines into rituals of serenity. A fourth bedroom/den offers built-in storage & a queen-plus sleeper sofa, ideal for additional guests or a work-from-paradise setup. Beyond the interiors, the main oceanview lanai invites alfresco dining with a Viking built-in BBQ, while the rear lanai offers a more intimate outdoor retreat—each designed to capture Maui’s legendary sunsets & warm breezes. Two newly installed central air conditioning systems provide zoned climate control throughout. As part of a low-density, gated community of just 98 oceanfront residences, Wailea Beach Villas owners enjoy exclusive amenities including 24-hour security, concierge service, a beachfront infinity pool & spa, a serenity pool, & a state-of-the-art fitness center. Immediately adjacent, the revered Shops at Wailea offer fine dining, world-class shopping & an inspiring collection of Maui’s finest art galleries. Whether you envision it as a full-time residence, luxury vacation home, or excellent historical rental, K-208 is more than a property—it is a rare TURN KEY offering that encapsulates the spirit of Wailea: effortless, elegant, & unforgettable.

$6,450,000 Active

3800 Wailea Alanui Blvd K-208 Kihei, Hawaii

3 Beds 3 Baths 2,892 SqFt 10.74 Acres

Location, location, location! Epic ocean views and one of the finest villas in the community make Ho'olei 63-2 an exclusive and highly desired opportunity. The Maile floor plan maximizes your outdoor living experience with the spacious covered lanai looking out towards the sea. This 3 bedroom, 3.5 bath luxury villa is ideally positioned to offer 180-degree ocean views and year round sunset vistas. You simply cannot beat the lifestyle. Fleetwood glass doors magically retract into the wall to reveal and allow access to the upper lanai. Tasteful furniture and beautiful decor elements, create a warm and inviting environment. Two Sub Zero refrigerators, four freezers, Wolf stainless steel appliances and grill add to the luxury feel of this contemporary kitchen. A unique fusion of tropical beauty and luxury awaits you in the heart of Wailea’s most sought after vacation rental community. There is also a private elevator inside of the villa with easy access from the attached garage for those who wish to not do stairs. Nearby are all of Wailea’s many resort amenities including the best beaches on Maui, elite shopping opportunities, first class restaurants, golf and tennis. Special properties like this rarely become available.

$6,250,000 Active

63 Hoolei Cir B2 Kihei, Hawaii

3 Beds 3.5 Baths 2,426 SqFt 30.167 Acres

Experience the pinnacle of luxury island living at 3857 Waakaula Place. Nestled within the prestigious gated subdivision of Wailea Golf Estates and bordered by the iconic Wailea Blue Golf Course, this elegant 4,292 sq. ft. residence boasts sweeping ocean views and offers a classic, well-thought-out design to seamless transition the interior living space to the spacious lanais (nearly 3,000 square feet in total) to best partake in the ultimate island living. Designed for both relaxation and entertaining, the thoughtfully planned floor plan includes four spacious bedrooms and four full bathrooms. Two distinct living areas provide flexibility for casual lounging or more formal gatherings, while a dedicated dining room sets the stage for memorable dinner parties and intimate functions alike. Whether quietly meditating in one's thoughts, leisurely enjoying magical sunsets, or entertaining large groups, the home sets the stage for creating the memories of a lifetime. The expansive primary bedroom is a true retreat, featuring ocean and pool views, a private office nook, walk-in closet, and a spa-inspired ensuite with a jetted tub, dual vanities, and a tiled walk-in shower. Two generously sized guest bedrooms enjoy their own lanais, creating serene havens for family or visitors. A fourth bedroom is located on the lower level with its own en-suite bathroom and separate entrance, ideal for guests on extended stays. Additional highlights include tile flooring throughout, central air conditioning, a laundry room, extra storage, and a two-car garage. The 68-foot lap pool, framed by stunning ocean vistas, completes this island sanctuary. Situated just minutes from Wailea’s world-renowned beaches, fine dining, and upscale shopping, this exceptional home delivers the ultimate Wailea lifestyle.

$5,995,000 Active

3857 Waakaula Pl Kihei, Hawaii

4 Beds 4 Baths 4,292 SqFt 0.378 Acres

Welcome to Wailea Beach Villas, where luxury and comfort come together in one of Maui’s most exclusive communities. This 3-bedroom, 3.5-bathroom ground-floor villa offers 2,889 square feet of thoughtfully designed living space, complete with a private plunge pool, an outdoor shower, and seamless indoor-outdoor living areas perfect for entertaining or relaxing. The open-concept layout is warm, elegant, and functional, featuring premium finishes like granite countertops, top-of-the-line appliances, and beautifully appointed furnishings. The expansive living space flows effortlessly onto the private lanai, creating the ideal spot for morning coffee, sunset gatherings, or simply unwinding after a day on the beach. The primary suite is your own private escape, with spa-inspired details including a secluded outdoor shower and a deep soaking tub for ultimate relaxation. Two additional guest suites, each with en-suite bathrooms and spacious closet space provide comfort, privacy, and space for family and friends. Located within the sought-after Wailea Beach Villas, this gated community offers world-class amenities: resort-style pools, a fitness center, concierge services, and 24-hour security. Step outside and enjoy the soft sands of Wailea Beach and the well known scenic Wailea Beach Path, perfect for a morning stroll or evening sunset walk. With The Shops at Wailea just minutes away, you’ll have easy access to the best dining, shopping, and entertainment. Combining laid-back luxury with unbeatable convenience, Unit G-101 is the perfect place to experience the best of Maui living. Whether you’re hosting guests, spending time with family, or simply enjoying the serenity of your surroundings, this villa is your private retreat. This condo is Hotel Zoned but has not been vacation rented by the Seller.

$5,950,000 Active

3800 Wailea Alanui Dr G101 Kihei, Hawaii

3 Beds 3.5 Baths 2,889 SqFt 10.74 Acres

$5,695,000 Active

179 Lolowaa Pl 2 Kihei, Hawaii

3 Beds 3.5 Baths 3,330 SqFt 0.307 Acres

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Enjoy pristine beaches and shopping at Shops at Wailea. Years ago Wailea/Makena was just a desert with a dirt road. Today Wailea is one of the most stunning beachfront resort communities. Time and again Wailea has been rated the #1 island destination in the world. There are 1,500 acres and three championship golf courses in Wailea. View Wailea and Makena’s homes for sale on the MLS, and view photos and videos blogs. You can search beachfront homes for sale in Makena Maui.

Oceanfront Homes in Makena Maui Below

Owning a home in Wailea Maui can be a life-changing experience. Discover for yourself a collection of exceptional luxury residential properties in Wailea’s gated communities. Listed below you will find some of Wailea’s finest luxury homes and oceanfront properties. You can view all homes for sale in Wailea, updated daily with the latest real estate information.

Wailea and Makena beachfront properties along the South Shore of Maui. There are a number of oceanfront homes in Makena that you can search on the Maui MLS. I also want to include Keawakapu beachfront homes. There are a number of stunning beachfront residences currently on the market. So if you have any questions about Wailea from golf courses, to finding restaurants and things to do on Maui. Give me a call, I would love to help you with your Maui experience. sign up for a list of all homes for sale in Wailea, and view properties, photos, and neighborhood information.

If you happen to be on Maui, call me, or stop by our office in The Shops at Wailea to discuss real estate on Maui.

Aloha Steve,

Steven Nickens RS-54097 GRI ABR

Hawaii Life Real Estate Brokers

The Shops at Wailea

#1 Real Estate Sales in Wailea Makena

Cell: 808-280-2208

Email: nickensmaui@gmail.com

Website: nickensmaui.com

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Steven Nickens