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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

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.

$21,850,000 Active

7421 Makena Rd Kihei, Hawaii

4 Beds 5 Baths 4,544 SqFt 1.085 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

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.

$17,990,000 Active

34 Ualei Pl Kihei, Hawaii

4 Beds 5 Baths 6,754 SqFt 1 Acres

THE BEACHFRONT VILLA - A once in a generation oceanfront sanctuary! The sophisticated remodel completed in January 2025 transformed the B-101 front row Villa into one of Wailea’s most exceptional properties rarely available. Fresh, elegant, and contemporary - fully furnished turnkey residence is ready to deliver the ultimate Maui lifestyle by providing breathtaking ocean, sunset and outer island views. Private amenities include a plunge pool, outdoor shower and a one car garage. The renovation encompasses a new kitchen with premium appliances and finishes, wide plank wood flooring, recessed lighting, upgraded electrical fixtures with LED lighting, Nest temperature controls, new interior paint, automated window coverings & blackout shades feature new custom mahogany valances, new dry bar with wine and beverage refrigerators, new RH furnishings, curated wall art and a new juke box. The Beachfront Villa occupies one of the most private and pristine locations in all Wailea Beach Villas. The premier 10 acre resort community is located in the heart of the prestigious Wailea Resort, only steps away are Wailea’s world class beaches, dining, and boutique shopping. An optional 2025 guest rental pro-forma is available. Enjoy the professional photos and cinema!

$14,990,000 Active

3800 Wailea Alanui Dr B-101 Kihei, Hawaii

3 Beds 3.5 Baths 2,879 SqFt 10.74 Acres

A 'Work of Art’. A 'Legacy Property'. An ‘Equity Location’. A luxurious marriage of two Wailea Point oceanfront units at Maui's finest condominium Project! When a lifelong collector with her heart in The Arts collaborates with a world-class interior designer, & engages Maui's most accomplished condominium contractor, the result is this environment par-excellence! Upon entering, it's like being on the bow of the ship; the infinite blue Pacific fills one's heart! Two 18-foot wide bay windows afford panoramic ocean, outer island, & coastal views! Venetian-plastered surfaces soar floor-to-ceiling. An identifiable harmony exists amongst the exquisite designer materials. How does nature effortlessly generate the sensuous patterns in the golden-hued eucalyptus wood-clad beams & book-matched cabinetry? Absolute black granite counters complement the tiger-eye, black, & silvered-glass tile backsplash. One's culinary creativity is inspired by the Viking, SubZero, & Fisher-Paykel appliances. Buttery-soft white-bronze vessel sinks, beveled edge floor-to-ceiling specimen granite, & translucent windows embedded with natural elements exude elegance. The primary bedroom suite is oceanfront, & the two additional guest suites with spacious en-suite spa baths are equally luxurious. The staircase, an architectural gem rendered in exotic woods & matte stainless steel, leads to a grand mezzanine; one side, an executive office/den & the other, a family media area with a custom-designed wine cabinet. The main level den/bedroom 4 has a full bath & closet. The two upper-level loft areas both offer sleeper sofas, full bathrooms, & closet areas, thus, they can serve as sleeping areas 5 & 6. Wailea Point’s lushly landscaped 28 oceanfront acres are a gated oasis bordered by two of Maui’s finest beaches, & the Four Seasons & Fairmont Kea Lani Resorts. World-class golf, tennis, fine dining, shopping, spas, & art galleries are nearby. Two pool/spa pavilions host community gatherings & are available for the owners' private use.

$14,750,000 Active

4000 Wailea Alanui Dr 1202/1204 Kihei, Hawaii

4 Beds 6 Baths 4,273 SqFt 28.11 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

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.

$13,900,000 Active

4000 Wailea Alanui Dr 1602 Kihei, Hawaii

3 Beds 3 Baths 3,850 SqFt 26.4 Acres

Welcome to the Andaz Residences Unit 803. With only nine units sold to the public when the Andaz was built, this is one of the rarest offerings in all of Wailea. Luxury meets comfort and convenience at the Andaz. Imagine your family enjoying a top floor condominium with wide open ocean views, all the comforts of home, and all the amenities of a world class hotel available on property. All three bedrooms have large well appointed ensuite bathrooms. Your lanai features an outdoor kitchen area, lounging and dining space and a private hot tub where you can watch the spectacular Maui sunsets! Unit comes with your own deeded pool cabana for your use while on property. Your opportunity is here now!

$12,995,000 Active

3550 Wailea Alanui Dr 803(F4) Kihei, Hawaii

3 Beds 3.5 Baths 2,814 SqFt 15.578 Acres

Where Beachfront Embraces Aloha! One of One! Private amenities include a plunge pool, outdoor shower and a one car garage. Only steps to white sand beach facilities, pool & spa. This exclusive offering features one of only eight front-row Wailea Beachfront Villas in the prestigious B building 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 an updated gourmet kitchen, three spacious bedroom en-suites featuring two primary bedroom en-suites and an additional office with ocean views, 3.5 bathrooms, 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.

$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

$10,995,000 Active

184 Lolowaa Pl Kihei, Hawaii

4 Beds 4.5 Baths 3,777 SqFt 0.539 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.

$10,500,000 Active

4000 Wailea Alanui Dr 1404 Kihei, Hawaii

3 Beds 3 Baths 2,430 SqFt 26.4 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

Introducing Makena Surf A103, the only original three-bedroom home in this iconic oceanfront community. This single-level residence offers 3,415 sq ft of interior living space plus an additional 900+ sq ft of covered lanai, all set against spectacular ocean views along Makena’s pristine coastline. Located at Makena Surf, one of Maui’s premier beachfront properties, A103 blends privacy, space, and an unbeatable location. Designed with classic Hawaiiana influence, the home is accented by a curated collection of vintage island artwork that adds warmth, character, and a sense of place throughout. The expansive great room opens to a generous ocean-facing lanai ideal for sunrise coffee, sunset dining, whale-watching season, and year-round indoor-outdoor living. The eat-in kitchen offers abundant counter space and storage. Entertain in the dining area, that is perfect for hosting family and friends after a day on local beaches or exploring all that Maui has to offer. Each bedroom includes its own ensuite bathroom, providing comfort and privacy for guests. The primary suite features beautiful ocean views and direct access to a private lanai. Set on 15 acres of gated, low-density oceanfront land, Makena Surf offers resort-style amenities including two pools, pickleball and tennis courts, tropical landscaping, beach access, and some of Maui’s best snorkeling right out front. This is Makena living at its finest, where ocean, luxury, and location come together in one extraordinary home.

$10,000,000 Active

4850 Makena Alanui Rd A103 Kihei, Hawaii

3 Beds 3.5 Baths 3,415 SqFt 16.23 Acres

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.

$9,980,000 Active

11 Halapa Pl Kihei, Hawaii

5 Beds 4.5 Baths 5,708 SqFt 0.53 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.

$9,950,000 Active

3878 Wailea Ekolu Pl Kihei, Hawaii

4 Beds 5 Baths 5,638 SqFt 0.398 Acres

WHERE LUXURY MEETS ALOHA – The ONLY 5-bedroom 6-full bath Wailea condo residence AND the best $psf Value by far! One of One - a multi-generational family residential condo in paradise to entertain family and friends. The unrivaled 2nd row location overlooks the unobstructed stunning and panoramic ocean, sunrise and sunset views. A thoughtful and tasteful combination of two elegant units creating a very spacious and fully furnished turn-key LEGACY property. The 4821 sf interior area and the 6293 sf total area lives like a luxurious home with the lock n’ leave convenience of a sophisticated condominium residence including soaring ceilings, 4 zone central A/C - 4 oceanview lanais - two-car garage with golf cart parking (golf cart may be included) and two wine refrigerators with additional built-in storage. Another BONUS is the 2022 mitered glass window renovations that magnify the magnificent panorama and the in-season whale watching. The adjacent Four Seasons Wailea and Fairmont Kea Lani Resort provide superb and elegant restaurants only a very short stroll. 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

This exclusive opportunity is uniquely situated on a lot like no other, overlooking the 11th green of the Wailea Blue Course and positioned near the Four Seasons and Hotel Wailea. Set within a premier gated community, the home enjoys exceptional space and privacy, bordered on three sides by open areas, the golf course, and two greenway lots with a down-sloping parcel that opens first-floor views to island vistas. The light-filled interior draws you toward a very private resort-style pool and spa, protected from excess sun and wind. Indoor and outdoor staircases lead to the upper level, where a stunning 360-degree panoramic view unfolds across Lana?i, the West Maui Mountains, open fairways, Haleakala, Kaho'olawe, and Molokini. Seamless indoor-outdoor living connects both levels of the home, with every room opening to its own lanai, terrace, patio, or lawn, including common areas and guest baths. The property also offers flexibility to expand by approximately 500 square feet on each level. The formal living room features a wood-burning fireplace, white painted tongue-and-groove vaulted ceilings, and French doors opening to a covered island-view porch. The kitchen and family room flow to a 35-foot lanai ideal for daily living, sunset views, seasonal whale watching, and twice-yearly resort fireworks. A Haleakala-facing terrace offers peaceful daytime views and nighttime stargazing, while a wet bar off the pool deck supports relaxed outdoor entertaining. Four en-suite bedrooms provide private retreats with outdoor access, including a primary suite with a five-fixture bath and exceptional views. A southern orchard leads to an outdoor laundry entry, and the two-car garage includes ample storage. This is a home that is difficult to leave, wrapping you in the warmth of every aloha memory.

$7,200,000 Active

3977 Wailea Ekolu Pl Kihei, Hawaii

4 Beds 6 Baths 4,079 SqFt 0.316 Acres

Enormous Ocean and Outer Island Views from this stunning, rarely available TOP FLOOR 3bedroom/3bathroom fully furnished Penthouse at Wailea Beach Villas. A tranquil, remodeled, and spacious turnkey offering boasting dramatic views, seamless indoor and outdoor living on a large entertaining lanai and unique materials and upgrades throughout. The open kitchen is equipped with New granite countertops, Gaggenau, SubZero and Thermador stainless steel appliance, Studio Becker cabinetry and finishes, and African mahogany detailing. The spacious primary bedroom features a spa-like ensuite bathroom with luxurious soaking tub, a spacious walk-in closet, and mesmerizing Ocean and Molokini Island views. Two additional bedroom suites provide ample additional space for family and guests with peaceful views of Haleakala. All bedrooms feature new vinyl flooring and modern furnishings. Wailea Beach Villas is a Hotel zoned, 24hr security gated development. Perfectly positioned between Wailea’s top restaurants, shopping and amenities, and a white sandy beach in the epicenter of the Wailea Resort. Privately situated with access to luxurious amenities including two swimming pools, a fitness center, a business center, a game room, and event spaces. 503 is currently operating as a successful vacation rental and bookings can transfer to new owners. This exceptional Maui residence is sure to inspire!

$6,795,000 Active

3800 Wailea Alanui Blvd PH503 Kihei, Hawaii

3 Beds 3 Baths 1,961 SqFt 10.74 Acres

Experience practical elegance in this thoughtfully designed single level custom Wailea home, built in 2020 by Buddy L & Sons. Perfectly positioned at the top of Wailea in The Ridge at Wailea, a coveted neighborhood with just nine lots. This 4 bedroom, 3 bath home with a separate home office blends luxury and comfort with open living spaces that flow seamlessly to the pool & outdoor entertaining area. Magnificent & expansive ocean views. Owned photovoltaic, central air conditioning, generous size garage with workspace, extra storage and a gated driveway. Enjoy a spacious yard surrounded by mature landscaping, citrus trees and garden bed. A rare offering combining refined design, functionality and the best of Maui's indoor-outdoor living. Listor is one of the Sellers.

$6,775,000 Active

19 Halapa Pl Kihei, Hawaii

4 Beds 3 Baths 3,873 SqFt 0.508 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