Luxury homes for sale & real estate in Wailea, HI

Luxury Home for sale in Wailea, HI:

Listor is Owner & Motivated by 1031 Opportunity. Wailea Beach Villas is consistently recognized as one of Maui's Top Destination Condominium Resorts. Approx. 75% of WBV units are highly desired vacation rentals. Located on Wailea Beach adjacent to the Four Seasons & Grand Wailea, in Maui's premier resort climate zone & approx. 25 minutes from the airport. Unit 208 is an Ocean & Outer Island View, 3 bedroom, 3 bath, 2,892 s. f. , with an additional dedicated den/office that easily converts to a 4th sleeping area. See the Floor Plan. Elevator access is electronically secure. The main ocean view lanai & BBQ area along with the rear outside dining lanai area add an

Luxury Home for sale in Wailea, HI:

Welcome to your personal paradise at Maui Parkshore Unit 306, a beautifully updated 2-bedroom, 2-bathroom condo where modern luxury meets island serenity. This third-floor haven features an open floor plan with a sleek kitchen equipped with stainless steel appliances and granite countertops, perfect for entertaining or enjoying a quiet meal at home. The spacious living area extends to your private lanai, where you can wake up to panoramic ocean views, enjoy the golden sands of Kamaole Beach Park III, and end your day with unforgettable sunsets painting the sky. Both bedrooms are generously sized, with the main suite offering an en-suite bathroom. The complex enhances your island lifestyle w

Luxury Home for sale in Wailea, HI:

Step into an extraordinary Modern Pole House, gracefully perched at the top of Maui Meadows, where breathtaking panoramic ocean views and views of the neighboring islands await you. Meticulously remodeled and completed in 2021, this architectural masterpiece seamlessly blends contemporary elegance with the unique charm of the original Frank Stiller design. This property is very private, with stunning ocean views. Enjoy the amazing Maui Sunsets which are visible throughout the home. Unwind in the serene ambiance by the saline pool, perfectly positioned for privacy. Surrounded by a lush landscape with mature fruit trees including orange, mango, banana and papaya, this property embodies the e

Luxury Home for sale in Wailea, HI:

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

Luxury Home for sale in Wailea, HI:

This Residential Condominium is also listed under condominium MLS#404016. Experience and own this rare and exquisite 3-bedroom, 3.5-bath single-level residential condominium in Wailea's exclusive Papali Wailea development, offering dramatic views to the ocean and to the adjacent islands of Lanai, Kahoolawe and Molokini crater. The contemporary architecture, adorned with copper roofs, elegantly merges with “timeless” island character to create a sophisticated retreat on over 10 acres of lush, manicured landscaping. Developed at a density of ~2 residences per acre, it is less dense than the surrounding communities in Wailea, providing incredible privacy with no issues regarding ac

Luxury Home for sale in Wailea, HI:

Welcome to Wailea Beach Villas J505, an exquisite penthouse villa perched on the top (5th) floor of the prestigious Wailea Beach Villas Resort. Recently updated in summer 2023, this remarkable residence offers expansive, direct west-facing panoramic views of the Pacific Ocean, Molokini, Kahoolawe, Lanai and the best sunsets the island has to offer. J505 features three luxurious bedroom suites—two with king beds and one with a queen—each accompanied by its own full bathroom, providing ample space and privacy for guests. With over 2,000 square feet of thoughtfully designed indoor and outdoor living space, you can savor breathtaking ocean views from the outdoor lanai, the spacious

Luxury Home for sale in Wailea, HI:

Newly Renovated! - Discover 3202 Ho’omua Dr, A—a luxurious five-bedroom haven in the highly desirable Maui Meadows community, where contemporary elegance merges with thoughtful design to create an unparalleled living experience. Upon entering, you’re welcomed by a custom-designed mudroom with built-in storage and designer porcelain tile. Upstairs, the main living area features an open-concept layout with a spacious lanai, perfect for taking in sweeping ocean and mountain views and enjoying breathtaking sunsets. The chef-inspired kitchen, complete with a waterfall butcher block island and premium appliances, is ideal for both entertaining and daily living. This level also i

Luxury Home for sale in Wailea, HI:

Wailea Point is the epitome of graceful, pastoral, Oceanfront Living in the heart of the World Class Wailea Resort. Unit 101 offers a Quintessential Legacy Location! This is a rare ground-floor, 3850 s. f. , 4 bedroom, 4 bath exquisite, front row, end-unit! Waterfalls, lily ponds & lush gardens surround the guard gated entrance to this nearly 30 acre low density oceanfront enclave of masterfully built townhomes. Twin richly grained solid Hawaiian Koa front doors evoke an essence of substance & elegance. The gracious entry foyer area is delineated from above by multiple stair-stepped layers of Koa crown molding. Natural polished stone floors reflect the abundance of light gathere

Luxury Home for sale in Wailea, HI:

VIEWS, VIEWS, VIEWS! In this absolutely stunning 3-bedroom, 3-bath Fully furnished unit in the H building, one of the best locations in Wailea Fairway Villas! At 1790 sq. ft. , this is one of the largest units in the community, overlooking the Wailea Golf Course with expansive and unobstructed ocean and sunset views. Fully remodeled in 2018, featuring custom cabinets, top of the line appliances, granite countertops in kitchen and bathroom. Full size washer and dryer, walk in tiled showers and lots of extra storage. Tile flooring throughout the downstairs level, carpet on the stairs and hardwood flooring on the upper level. Originally built as a loft space, the spectacular primary bedroom ha

Luxury Home for sale in Wailea, HI:

Discover the understated elegance of Wailea Town Center C204. Immerse yourself in sweeping ocean views from your bedroom, living room, and wrap around lanai. This 3-bed 3-bath residence spans over 1,900 sq. ft. featuring custom cabinetry, premium stone countertops, and Italian ceramic tile throughout. These timeless touches breathe life to the discerning tastes that led the Developer to choose C204's position as his own. Quietly tucked above a remarkably serene commercial plaza, C204 strikes an impeccable balance between convenience and tranquility. Just steps away from dining, boutiques, and salons, and only a minute drive down Wailea Ike Dr to the Shops At Wailea, Walea Tennis Club or wor

Luxury Home for sale in Wailea, HI:

Discover paradise in this beautifully appointed 1 bedroom, 2 bath ground floor condo at Maui Kamaole. Enjoy serene garden views and a glimpse of the ocean from the lush green space in front of the unit. Relax on your private lanai or take a dip in one of the two resort style pools. An additional private lanai off the bedroom gets lovely morning sun. The complex is conveniently located across from Kamaole Beach Park III and near Wailea's world-class resorts, beaches, shopping, dining, and golf courses. Plus, you'll have access to onsite tennis courts. This property is an ideal vacation retreat or residence and is presently part of a vacation rental program.

Luxury Home for sale in Wailea, HI:

Welcome to your luxurious retreat at Kamaole Sands in South Kihei, Maui! This exceptionally rare, single-level, ground-floor condo boasts 3 bedrooms and 2 bathrooms, offering a sprawling 1,211 square feet of interior living space. The outdoor area features 2 private covered lanai's in a serene garden like setting. This condo features a top-to-bottom renovation that exudes comfort, sophistication, and luxury with premium materials used throughout. As you step inside, your attention is immediately captured by the beautiful coastal design, perfectly styled to be a luxurious seaside retreat. This unit includes a brilliant floor plan and large bedrooms that create an expansive layout evoking a s

Luxury Home for sale in Wailea, HI:

Welcome to this completely remodeled unit at Wailea Fairway Villas, where tasteful upgrades and captivating views blend effortlessly. Perched above the lush greens of the Wailea Blue Golf Course, this exquisite condo offers sweeping ocean views that make every day feel like paradise. This home has been thoughtfully refreshed with two new split-system AC units for customized comfort in each room. Newly painted walls and luxury vinyl flooring add a refined, welcoming feel, while brand-new furniture provides a stylish, polished look, making it truly move-in ready. Both bathrooms have been beautifully updated, and new lighting through out enhances the ambiance. New custom blinds installed thruo

Luxury Home for sale in Wailea, HI:

Embrace the Maui lifestyle in this beautifully updated 2-bed, 2-bath, ground-level condo at Maui Parkshore 114. Directly across from the world-renowned Kamaole Beach Park III, this unit combines convenience with a welcoming atmosphere for an unforgettable island experience. Upgrades include an open, modern kitchen with sleek stainless appliances, stylish cabinetry, and elegant countertops. With easy ground-level access, enjoy no hassle from stairs or elevators — perfect for quick beach trips and effortless unloading. A comfortable pullout couch expands the unit’s capacity, accommodating up to six guests comfortably. High-speed, dedicated Wi-Fi ensures seamless connectivity, and

Luxury Home for sale in Wailea, HI:

736 Mililani Place is an exquisite Maui retreat nestled at the end of a quiet cul-de-sac in the sought-after neighborhood of Maui Meadows. This charming residence combines island-style living with modern comforts, offering central A/C and a spacious 3 bed and 2.5 bath multi-level layout that is perfect for both relaxing and entertaining. Upon entering you’ll be welcomed by a wall of glass patio doors, offering exceptional views from the island of Kaho'olawe to the West Maui Mountains. The main level has a beautiful kitchen that features stainless steel appliances, granite countertops, and a breakfast bar that is ideal for casual dining or preparing a festive meal. Next to the kitchen

Luxury Home for sale in Wailea, HI:

Welcome to your dream Maui getaway! This stunning 2-bedroom, 2-bath vacation rental condo is the LOWEST priced unit at Kamaole Sands at time of listing. This Kihei Condo comes fully furnished with mountain and ocean views that capture the true essence of island living. Kamaole Sands offers resort living at its finest on 15 acres of tropical landscaping with pools, hot tubs, tennis courts, pickel-ball courts, BBQ areas, on site activity concierge and a fitness center. Did I mention, Kamaole Sands is just across the street from a few of the best Kihei beaches. Imagine relaxing on your private and extra large lanai (166 sq ft), soaking in breathtaking Maui sunsets. Located just minutes from W

Luxury Home for sale in Wailea, HI:

Experience the ultimate Maui retreat in this beautiful 1-bedroom, 2-bathroom ground-floor condo, located on the scenic second fairway of the Wailea Blue Golf Course. With ocean, mountain, and fairway views, this condo offers resort-like living in one of Wailea's most desirable locations. The spacious, private lanai is the perfect spot for enjoying morning coffee or watching incredible Maui sunsets. The unit is fully furnished and thoughtfully designed with stainless steel appliances, granite countertops, and warm wood cabinetry. The master suite features a king-sized bed, flat-screen TV, and an en-suite bath with an upgraded walk-in shower. Both bathrooms showcase elegant granite finishes a

Luxury Home for sale in Wailea, HI:

Wailea Point 1904 is perfectly situated on over 26 acres of some of the most highly sought after oceanfront real estate in Maui, Hawaii. In addition to its prime location, Wailea Point 1904 offers exceptional design and craftsmanship with unmatched attention to detail. This world class enclave is right in between the Fairmont Kea Lani, the Four Seasons Wailea, and is equidistant to both Wailea Beach and Polo Beach. Wailea Point 1904 features the north west view corridor with impressive ocean views out towards the Pacific and the twinkling lights of the Maalaea Harbor in the evenings. This home is beautifully decorated, and is being offered fully furnished by the seller for your turn key Mau

Luxury Home for sale in Wailea, HI:

Welcome Home to Maui's award winning newer and most desired mid-century-modern development, beautiful Makali'i at Wailea. This gorgeous townhome condominium is nestled on the upper row, giving you the most sought after views while blending luxury and elegance. Lovely features include upscale Fisher Paykel appliances, quartz countertops, electric blinds, new paint throughout, and custom tile flooring throughout the entire residence. Natural light fills the unit, enhanced by floor-to-ceiling windows that span the 13-foot high main floor living room facade. Sliding glass panel doors surrounding the private courtyard, and the 3 lanais, can be fuly opened to merge indoor-outdoor living spaces. T

Luxury Home for sale in Wailea, HI:

Behind the walls of this fully fenced 1/2 acre lot lies a tropical oasis that is serene & inviting. The main house was fully remodeled between 2019 and 2022, including new roof, plumbing, electric, owned PV, (leased PV on the ohana units, in-ground fiberglass saline pool, a self-sustaining koi pond + a multitude of koi, outdoor kitchen, outdoor shower, new brick driveway, dual-pane, vinyl clad windows & sliders, new stainless steel appliances, cherry wood cabinets, granite counter tops, split-system A/C in living-dining and all bedrooms, ceiling fans in every room, extended wrap around lanai, oceanview hot tub-spa next to primary bedroom, 6-car garage + extra storage, and so muc

Luxury Home for sale in Wailea, HI:

INCREDIBLE VIEWS!!! Large Ocean and Island views with HUGE lanai areas around Main House and Ohana to enjoy those views from. Located in one of the best neighborhoods in S. Kihei and next to Wailea. It's only a few homes away from properties 2-3x it's price. Multiple units for a variety of living and rental configurations. Located with close proximity to Keawe'kapu and Kamaole III beaches, you can even walk to the beach or your favorite restaurants! Vaulted ceilings and a loft enhance the feeling of just how spacious this home is. Plenty of room for entertaining both indoors or out. Lots of fruit trees and flowers. Lot size could allow for additional expansion or even a pool. Detached gara

Luxury Home for sale in Wailea, HI:

Welcome to Wailea Ekolu #1304! Enjoy breathtaking 180-degree ocean views from this exceptional 1 bedroom, 2 bathroom condominium, with sweeping sights of Kaho'olawe, Molokini Crater, Lanai, the West Maui Mountains, and even Molokai on clear days. From your private lanai, you can watch whales in their natural habitat. Enjoy complete serenity with being on the highly desired top floor which has vaulted ceilings and no shared condominium walls in the main living areas. The interior boasts split system A/C, vaulted ceilings, elegant porcelain tile floors, custom mahogany doors with bamboo accents, and premium window treatments. The well-appointed kitchen features stainless steel appliances, cus

Luxury Home for sale in Wailea, HI:

An incredible opportunity awaits you in Maui Meadows. Situated on a corner lot, this beautifully remodeled 3-bedroom, 1-bath, 950 sq. ft. oversized cottage truly has it all. A fully renovated home in one of South Maui’s most desirable neighborhoods with contemporary finishes, ocean views, a spacious lanai and private yard all for the low $1M range is incredibly hard to come by. Inside, you’ll find contemporary upgrades like durable vinyl plank flooring, sleek quartz countertops, and split AC units in every room to ensure year-round comfort. A brand-new roof adds to the move-in ready appeal, while the open, airy layout creates a warm and inviting atmosphere. Outside, the private

Luxury Home for sale in Wailea, HI:

Wailea Kai at it's very best! 3 BR 2.5 BA with a pool and easy walking distance to Keawakapu Beach. This recently updated home offers a unique living style with the master on the main level and 2 bedrooms tucked away separately with a jack & jill bath, all 3 with vaulted ceilings. The master has a large lanai that overlooks the pool area. A major remodel of the living room and kitchen were recently completed, including all new appliances that offers a modern open environment with a large island with sitting space that overlooks the pool. Enjoy the large pool and covered lanai's with a very private feel with no road noise, surrounded by beautiful gardens and fruit trees. Split A/C unit

Luxury Home for sale in Wailea, HI:

Live the lavish life at your very own magical Maui resort home. An impressive private backyard lagoon is the centerpiece of the property, featuring a stunning rock waterfall, fast waterslide, heated pool and a spa hot tub with secluded grotto. The Komodo Dragon Hale is a half-acre Hawaiian haven offering an exclusive island-style living experience that is designed to make you feel like you're on vacation every day! Discreetly, yet conveniently nestled in the renowned Maui Meadows community on a corner lot, this custom-built house and cottage are tucked away beyond high-set, hand-laid lava-rock walls that span the perimeter of the property. At the cornerstone of the lot, two charming Komodo

Luxury Home for sale in Wailea, HI:

Located just across the street from the shimmering turquoise waters and crescent shaped golden sand beaches of Wailea, Maui, 85 Pukolu Pl in Wailea Kai is a true entertainer's paradise. This exceptional 5-bedroom custom built home located in a gated neighborhood offers more than what your usual Wailea residence features. A dream home, with a resort-style yard that includes a sparkling pool, relaxing hot tub, and a putting green and bocce ball court for endless outdoor fun. As you enter, you're greeted by an open concept floor plan adorned with travertine flooring, custom African Mahogany doors, and elegant wrought iron railings that elevate the space's sophistication. The spacious living ar

Luxury Home for sale in Wailea, HI:

A spectacular one of a kind total remodel - completed 2022 - with incredible attention to details and use of the finest materials. This legal short-term vacation rental unit comes with exclusive Italian designer furniture (Cassina, Cattelan and more), motorized blinds throughout (Hunter Douglas), all stainless steel kitchen appliances (Viking), split AC's (Mitsubishi), ceiling fans (Modern Forms), Chandelier & Pendants (W. A. C Lighting), a sophisticated custom closet system and adjustable lighting throughout, to set the mood for relaxation - all lighting is LED. The slightly raised and very private main patio (~225 sq ft) is magical and comes with premium Italian Artie furniture and

Luxury Home for sale in Wailea, HI:

Haleakala Shores 2 bedroom 2 bath front corner unit on the top floor in Building B. This property features larger 1048 sf 2 bedroom units in Kihei. Nice private lanai on the south side of the building overlooking the pool with views of West Maui Mountains and ocean views over building A. Peaceful mornings and lovely sunsets. Great location across from Kamaole III Beach Park for swimming, snorkeling, sunset and playground. Very close to shopping, restaurants, schools, harbor, golf courses, bus stop and much. This property currently allows short term rentals but is owner occupied so there are no future bookings to honor. Unit is sold furnished. New roof and solar installed last year.

Luxury Home for sale in Wailea, HI:

Nestled in the coveted Wailea Palms complex, Unit 3106 epitomizes modern, resort-style living in the heart of one of Maui’s most renowned communities. This elegant and contemporary residence offers breathtaking panoramic ocean views from almost every room and features seamless indoor-outdoor living with arguably the best floor plan in the complex. The open and inviting main living space is distinguished by high-vaulted ceilings and floor-to-ceiling windows that flood the rooms with natural light. Outside, the expansive oversized lanai captivates with its vibrant ocean views and beautifully manicured tropical landscapes—an ideal spot to indulge in the stunning scenery. The luxury

Luxury Home for sale in Wailea, HI:

This ground floor, 2 bedroom, 2 bathroom condo at Keala O Wailea has been impeccably maintained. The spacious and private unit features high end Bosch stainless appliances, quartz countertops and a large lanai with views of the West Maui Mountains and the sparkling blue Pacific Ocean. Upgrades include a wine fridge and custom closets. The unit comes with two parking spaces 120 & 130 and one is a covered carport with extra storage. Keala O Wailea is a small, pet friendly, gated community with a spectacular pool, fitness center, barbecue area and even a dog park. Walk to restaurants next door at Wailea Gateway Center. World class beaches, golf courses, shopping and other Wailea amenitie

Luxury Home for sale in Wailea, HI:

Completely remodeled a few years ago, excellent privacy in this ocean view unit that enjoys one of the largest floor plans, with two bedrooms, two baths, and two large lanais. The third bathroom was converted into a large laundry/utility room that also has a 2nd refrigerator. Ocean views from nearly all rooms. Most furnishings remain for the new owner. Wailea Palms is a gated community with a beautiful pool area and spa with stunning ocean views, a club house, a putting green, reserved parking spaces, and an exercise room.

Luxury Home for sale in Wailea, HI:

Experience the epitome of luxury living in this stunning penthouse Wailea oceanfront villa, boasting 3 bedrooms and 3.5 bathrooms spanning 2,863 square feet with breathtaking, unobstructed ocean views. Step into a world of elegance with a spacious, open-concept layout featuring high-end finishes and furnishings throughout. The villa is equipped with premium Sub-Zero and Thermador appliances, granite countertops, travertine tile flooring, along with expansive living spaces designed for both comfort and style. The villa’s private lanai is perfect for guest entertainment and soaking in the panoramic ocean and beach views, creating a true oasis of relaxation. The primary spacious bedroom

Luxury Home for sale in Wailea, HI:

Breathtaking panoramic ocean views! Perched at the top of the prestigious Maui Meadows neighborhood, this thoughtfully remodeled classic cedar home experiences year round sunsets in the unobstructed view plane spanning from Molokini Crater to the West Maui mountains. Its new custom kitchen opens to the spacious living area and wrap around lanai for a seamless indoor-outdoor flow. Large windows invite in an abundance of natural light, while central air conditioning keeps the residence cool on those warmer South Maui days. The primary suite features a stunning spa bathroom with a modern soaking tub. Additional bedrooms downstairs are accessible via an interior staircase or a separate outside

Luxury Home for sale in Wailea, HI:

Best priced home in Wailea! Situated in the gated community of Wailea Pualani, 388 Pualoa Nani is a 4348 square foot, 4 bedroom, 3.5 Bath, home. As you enter you are greeted with double entry doors that lead into an impressive space with high ceilings. The lower level features a spacious guest suite -the perfect space for your extended family, guests, or home office. Upstairs, you will find 3 lanais and spacious bedrooms. Great kitchen with Thermador appliances, a breakfast nook, and a formal dining room. With several living areas, this home provides plenty of space to relax and entertain. The outdoor area is complete with a gorgeous pool, hot tub, tiki torches, and a wet bar. There are als

Luxury Home for sale in Wailea, HI:

Currently revered as an elite Wailea Hotel Resort Zoned, Legal Vacation Rental Property, Ho’olei 81-2 has Excellent Rental History. The unit offers approx. 2,426 s. f. of living area on two levels, including a private interior elevator, 3 spacious bedrooms with elegant en-suite custom bathrooms, an exquisite powder room & an add'l 596 s. f. of covered exterior lanais. There are lovely ocean & verdant pastoral views from the moment you enter the great room. Polished travertine floors, recessed LED lighting, & surround sound are set within the double-banded crown moulding that defines the tray ceiling. Disappearing glass walls span an approx. 30 ft. opening creating tha