Waileaneighborhood
Known for its captivating, crescent-shaped beaches, award-winning restaurants, and championship-caliber golf courses, Wailea is an upscale resort community in South Maui, covering 1,500 acres of land with staggering ocean views. It has enthralled residents and visitors with its promise of luxurious and pristine island life. The standard for quality is over the mount with its strong leadership and innovative planning.
Wailea is located on the south shore of Maui, featuring world-class resorts, fine executive homes, and luxe condominiums. The area exudes a sense of privacy, serenity, and freedom spread across an area three times the size of Waikiki.
Maui Property has a wealth of knowledge when it comes to dealing with real estate in Wailea. Rest assured that our team is more than capable of managing your next home purchase on Maui and more. View all properties in Wailea for sale below. Use the advanced search feature to look for more specific homes. Contact us via 808-217-8832 or leave us a message through our contact form for further assistance or information.
Absolutely breathtaking ocean views from 105 feet above the sea - the best in Wailea - captured through stunning mitered glass bay windows. Facing straight at Molokini Is...
Listing courtesy of Wailea Point Realty, Inc..
THE FINEST condominium residence in Hawaii. Located 75 feet from the surveyed shoreline and 56 feet above sea level. Views expand more than 180 degrees and exceed any sup...
Listing courtesy of Wailea Point Realty, Inc..
This lovely remodeled and cared for 2 bedroom/2 bathroom Grand Champions unit speaks of Hawaiiana and is being sold 'Turn Key' Furnished. Unit #140 is upper-level with va...
Listing courtesy of Maui Real Estate Advisors LLC.
Welcome to Kanani Wailea, where luxury meets comfort in this stunning 3-bedroom, 2.5-bathroom ocean view single family residential condominium. With only 38 stand alone u...
Listing courtesy of Coldwell Banker Island Prop(S).
Remodel your dream luxury home in the exclusive Wailea Golf Estates. 3919 Waakaula Place has exceptional ocean and neighbor island views that serve as the perfect backdro...
Listing courtesy of Hawaii Life (W).
Set prominently on an elevated corner lot within the exclusive Wailea Kialoa gated community, this property has ocean views, a resort-style pool, and the finest in modern...
Listing courtesy of Hawaii Life (W).
Welcome to your dream retreat in the coveted Wailea Ekahi complex! This spacious, updated 1-bedroom, 2-bathroom condo offers an ideal layout with two entrances, perfect f...
Listing courtesy of Island Sotheby's Int'l Rlty(M).
Welcome to Wailea Elua unit #708 – a hotel zoned, stunning 2-bedroom, 2-bathroom top-floor condo with breathtaking ocean views. Located in the highly sought-after Wailea ...
Listing courtesy of Hawaii Life (W).
Grand Champions 99 is a masterfully remodeled 2 bedroom condo with a spacious floor plan with 1,056 square feet of living area with lovely covered lanai space for enjoyin...
Listing courtesy of Coldwell Banker Island Prop(S).
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 cu...
Listing courtesy of Coldwell Banker Island Prop(S).
Special properties like Ho’olei Villa 99-5 rarely become available. A premier top-row, turn-key townhome with one of the best locations in the entire community! When you ...
Listing courtesy of Coldwell Banker Island Prop(S).
Experience unparalleled privacy, prime location, and breathtaking views in this immaculate, remodeled unit, nestled in the prestigious Kai Malu neighborhood of Wailea, Ma...
Listing courtesy of Romvari Realty Ltd.
Keala O Wailea is an extraordinary gated 70-unit community built in 2018, lushly landscaped with stunning views of the South Maui Coastline and Ma'alaea Bay, while afford...
Listing courtesy of Coldwell Banker Island Prop(S).
Come fall in love with this beautifully remodeled Wailea Fairway Villas second floor unit. Attention to detail is evident throughout from the abundance of recessed LED li...
Listing courtesy of Berkshire Hathaway Maui Prop-W.
Wailea Point Beach Condo 2904 is designed for comfort and relaxation. Wailea Point South Maui's most Oceanfront distinguished, luxurious, and private community. This prem...
Listing courtesy of Coldwell Banker Island Prop(P).
Located at the end of a peaceful cul-de-sac and bordering a lush greenbelt, this exceptionally designed 4 bedroom, 2.5 bathroom home in the prestigious Wailea Kialoa comm...
Listing courtesy of Hawaii Life (W).
Elegant, sophisticated, exquisitely furnished, contemporary home located in quiet cul-de-sac in Wailea Golf Vistas. Great privacy afforded by ravine between Golf Estates ...
Listing courtesy of Pali Kai Inc.
Make Owning Your Own Maui Business Location a Reality! You or your clients might find the availability of this Wailea Town Center 800 SF Commercial Condominium an excitin...
Listing courtesy of Maui Real Estate Advisors LLC.
Beachfront estate on the famed Ulua Beach in Wailea with endless ocean vistas. Spacious, quiet and private - this upgraded Wailea Elua gem is located at the top of this ...
Listing courtesy of Coldwell Banker Island Prop(S).
Discover the epitome of luxury living in Wailea with La'i Loa 5-D, a highly coveted 3-bedroom condominium boasting unrivaled craftsmanship and modern design. This brand-n...
Listing courtesy of Island Sotheby's Int'l Rlty(W).
Welcome to Wailea Ekolu 1305, a newly renovated 2-bedroom, 2-bathroom haven that captures lovely ocean views and embodies Hawaiian-style luxury. This meticulously maintai...
Listing courtesy of Island Sotheby's Int'l Rlty(W).
Truly exceptional and unique opportunity awaits in coveted Makalii at Wailea, one of Wailea newest luxury residences perched on the hillside just above Maui's top rated b...
Listing courtesy of Coldwell Banker Island Prop(S).
Wailea Palms 3508 is a top floor, 2-bed/2-bath unit situated in the lower quiet area of the complex. 3508 has a desired north facing location allowing for maximum use of ...
Listing courtesy of Coldwell Banker Island Prop(S).
Wailea Elua is a revered, Hotel Resort Zoned, 24-acre Oceanfront veritable Garden of Eden! This World-Class low-density property enjoys an unparalleled amount of direct o...
Listing courtesy of Maui Real Estate Advisors LLC.
Welcome to Palms at Wailea 1001, a ground floor, 2-bedroom, 2-bath condo in the highly desirable Building 10. This ideally located unit, next to the greenbelt, offers pri...
Listing courtesy of Island Sotheby's Int'l Rlty(W).
Here it is, front row building #S right on the Wailea Old Blue golf course with great Pacific ocean views. 2 bedroom 2 bath super clean residential condominium in sought...
Listing courtesy of Coldwell Banker Island Prop(S).
Finally, there IS a Kai Malu for sale and Yes, it's a Honua, the long-awaited and greatly sought-after floor plan with the downstairs Primary Bedroom! Beautifully located...
Listing courtesy of Pali Kai Inc.
Attention to detail! This meticulously maintained “better-than-new” 4 bed/3bath Wailea Pualani home is your Maui hideaway paradise. Quality updates/upgrades 2018-2024. Gl...
Listing courtesy of Hawaii Life (W).
This is a rare split-level, townhouse offering, spanning 1489 square feet and featuring Molokini and Kaho'olawe views from its prime location bordering the fabled Wailea ...
Listing courtesy of Keller Williams Realty Maui-Ki.
Palms at Wailea Unit 1903 has been elegantly renovated & conscientiously maintained, & is offered turn-key furnished with high-end decor that fits the architectural layou...
Listing courtesy of Maui Real Estate Advisors LLC.
WHERE LUXURY MEETS ALOHA! The BEST Wailea Point VALUE @ $2175.90 psf! Others range up to $4545.45 psf!! Simplify your life!! Enjoy the Maui lifestyle as though you are li...
Listing courtesy of Compass.
The BEST value at Makalii Wailea is this rare gem! Rarely occupied, never rented, new on the market! Awaken each morning to the fabulous ocean views from your primary bed...
Listing courtesy of Compass.
MOTIVATED SELLER AND PRICE JUST DRASTICALLY REDUCED TO SELL TODAY! This list price is 200K below the last similar closed sale for this floor plan. Lowest Price for a 2 b...
Listing courtesy of Coldwell Banker Island Prop(P).
This stunning ground floor unit at Wailea Ekolu offers breathtaking ocean views of Molokini, Kaho'olawe, and Lana'i, and is rarely available for purchase. Recently renova...
Listing courtesy of Hawaiian Islands Mgmt LLC.
Hotel Zoned Vacation Rental! Welcome to Wailea Elua, a private guard-gated beachfront sanctuary nestled within 24 acres of lush tropical grounds in South Maui. This is yo...
Listing courtesy of Keller Williams Realty Maui-Ki.
Revamped and nestled amidst the verdant tropical greenery of Wailea Ekahi Village, Villa 26B is a spacious 1-bedroom, 2-bathroom condominium located on the ground floor. ...
Listing courtesy of Coldwell Banker Island Prop(S).
Welcome to Grand Champions unit 68. This unit has one of Grand Champions' most coveted locations, situated along the fairway on the second hole of the Wailea Blue Golf Co...
Listing courtesy of Coldwell Banker Island Prop(S).
Wailea Point #2004 is a singularly magnificent villa overlooking the beautiful main pool pavilion with grand ocean views. It’s excellent location is just steps to the man...
Listing courtesy of Coldwell Banker Island Prop(S).
Welcome home to the Palms at Wailea 207. Slide open the expansive doors and let the trade winds in or enjoy the coolness from the two-unit split system air conditioning....
Listing courtesy of Coldwell Banker Island Prop(S).
Palms at Wailea 604 is your perfect home away from home in the heart of Wailea. This beautifully maintained 2 bedroom unit had an impressive premium full remodel in 2022 ...
Listing courtesy of Coldwell Banker Island Prop(S).
Welcome to Unit 137 at Grand Champions Villas, where luxury living meets leisure. Nestled alongside Wailea's prestigious Blue Golf Course, this 2-bedroom, 2-bathroom cond...
Listing courtesy of Coldwell Banker Island Prop(S).
Step into modern luxury at 3200 Wailea Alanui Drive, Unit 2103 in Kihei, HI. This extensively upgraded 2-bedroom, 2-bathroom unit offers 1242 square feet of sophisticated...
Listing courtesy of Compass.
Welcome to your dream getaway in the heart of Wailea! This stunning 2-bedroom, 2-bathroom vacation rental offers a peaceful Hawaiian retreat with a prime ground floor loc...
Listing courtesy of Coldwell Banker Island Prop(S).
Indulge in the epitome of luxury living at Grand Champions Villas, Unit 138—a delightful blend of personal tranquility and lucrative rental potential. All while being th...
Listing courtesy of Coldwell Banker Island Prop(S).
Ascend the stairs to the great room of Ho'olei Villa 57-2 and be rewarded with one of the finest ocean views in Wailea! This spacious two-story, 3 bedroom, 3.5 bath townh...
Listing courtesy of Coldwell Banker Island Prop(S).
ENDLESS ALOHA | Top 1% UNOBSTRUCTED, STUNNING & PANORAMIC Ocean and Outer Island VIEWS!! You can have it ALL! This fully furnished contemporary masterpiece bordering one ...
Listing courtesy of Compass.
Situated on a quiet cul-de-sac in the gated Wailea Kialoa subdivision with exceptional panoramic ocean & outer island views, this 3,195 SF South Maui home is Wailea's Bes...
Listing courtesy of Maui Real Estate Advisors LLC.
Exceptional 3/2 corner unit with arguably one of the most commanding ocean and outer island views found in Wailea for luxury residential condo living. For the discerning ...
Listing courtesy of Coldwell Banker Island Prop(S).
Welcome to Grand Champions Unit #48, a breathtaking top-floor penthouse boasting panoramic ocean views. This meticulously remodeled 2-bedroom, 2-bathroom residence epitom...
Listing courtesy of Hawaii Life (W).
OUTSTANDING VALUE for one of Wailea Point's most FABULOUS VIEW UNITS. This is the highly sought after Upper Level D plan, Wailea Point’s second largest standard floor pla...
Listing courtesy of Wailea Point Realty, Inc..
Experience the enchantment of resort living in this exquisite townhome at Ho'olei, villa 69-3. Iconic properties such as this one rarely become available. Nestled in the ...
Listing courtesy of Coldwell Banker Island Prop(S).
Experience the allure of this exquisite two-bedroom, two-bathroom condominium at the prestigious Grand Champion Villas in Wailea, boasting a tranquil garden panorama. Awa...
Listing courtesy of Hawaii Life (W).
Almost every surface of Wailea Point 901 is meticulously & exquisitely detailed. This 3 Bd, 4 Ba, two-level, 2554 s.f. ocean & West Maui Mountain view home features custo...
Listing courtesy of Maui Real Estate Advisors LLC.
This well-kept residence is situated within a small subset of the Wailea Kialoa neighborhood, a prestigious gated community known for its exclusivity and access to South ...
Listing courtesy of Island Sotheby's Int'l Rlty(M).
Residence 14 features an expansive, open floor plan sitting on ~14,565 SF elevated ocean view lot. This 3-bedroom, 3.5 bathroom ocean view single level home features a ti...
Listing courtesy of Polaris Pacific.
Only 2 blocks from the beach and right down from the Kalama Park! This beautiful beach home offers flexible living areas and a detached ohana! Home and Ohana have been up...
Listing courtesy of Pacific Image Properties.
This 4-bedroom plus loft, 4.5-bathroom home features an open and airy floor plan of approximately ~4,323 square feet of interior space sitting on a ~13,338 SF elevated oc...
Listing courtesy of Polaris Pacific.
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 floo...
Listing courtesy of Coldwell Banker Island Prop(S).
Enter this elegant Wailea Golf Vistas home through the bespoke etched glass door in to a 2 story atrium featuring a baby grand piano and a dramatic spiral staircase. The ...
Listing courtesy of The Maui Real Estate Team Inc.
Attractively Priced! Looking for that special unit in an oceanfront community for under $4M? You have found it! This 2 bedroom/ 2 bath condo home is in the exclusive Wail...
Listing courtesy of Hawaii Life (W).
Located near Wailea Golf Vistas and the Hotel Wailea, this luxury subdivision is one of the finest residential offerings in Wailea. The gated community has 24 homes sites...
Listing courtesy of Coldwell Banker Island Prop(S).
THE SIGNATURE VILLA offers the epitome of luxury @ Wailea Beach Villas, a peerless beachfront haven nestled in the heart of Maui's prestigious Wailea Resort. The Villa of...
Listing courtesy of Compass.
Totally unique in location, quality and floor plan, there has never been another property like Wailea Point residence 1602. Perhaps the finest condominium residence in H...
Listing courtesy of Wailea Point Realty, Inc..
Revel in luxury from an expansive and private oceanfront condo with the best amenities in its class. The spacious, elegant, and bright two-story residence offers a large ...
Listing courtesy of Coldwell Banker Island Prop(S).
Wailea Beach Villas is revered as one of Maui's Top Destination HOTEL ZONED RESORTS. Approx. 75% of WBV units are highly desired legal vacation rentals. Located on Wailea...
Listing courtesy of Maui Real Estate Advisors LLC.
Welcome to Wailea Ekahi currently the best priced opportunity situated on one of Wailea's premier direct beach and ocean front condominium complexes situated on Maui's co...
Listing courtesy of Coldwell Banker Island Prop(S).