Newest
Filters
List Map Filters Commute
Sign Up
Log In
Save search
Ask a question
Advanced filters
Lifestyle filters
Virtual Tours
Types
Price range
Beds
Baths
Square footage
Lot size
Year built
HOA fees
Listing status
Property condition
Price changes
Parking
Open House
Views
Frontage
Amenities
Land tenure
Pets allowed
Keywords
Ohana
* Second home allowed on either a residential or an agricultural zoned property.
Surf
Body Surfing
Tow-in Surfing
Near beaches
Near parks
Golf
listings found
View all

Wailea ocean front real estate for sale

12 properties

Oceanfront
$1.62m
Wailea - Wailea Ekahi III
3300 WAILEA ALANUI Dr unit 45C, Kihei
Condo
1 bd
1 ba
792 sqft
$1,619,000
1
bd
1
ba
792
sqft
A spectacular one of a kind total remodel - just completed in the summer 2022 - with incredible attention to details and use of the finest materials. This very popular and legal vacation rental 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 provides soothing lush garden views, the rolling greenbelt and even a slice of ocean view. The patio is so comfortable, chances are you never want to leave. The living room has a high-end leather sleeper sofa by Incanto and the bedroom has 2 queen size beds by Natuzzi. This is a must see for the most discerning Buyers. “All comments, data is provided by seller or seller's representatives. Buyer to confirm all and hold all parties harmless from any discrepancy data in the mls and advertising. Limited Service–Data Entry Addendum signed by seller must be sign by buyer with Purchase Contract."
Oceanfront
$6.05m
Wailea - Wailea Point I II III
4000 Wailea Alanui Dr unit 2502, Kihei
Condo
3 bd
4 ba
2,419 sqft
$6,050,000
3
bd
4
ba
2,419
sqft
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 plan located on the top 2 floors of a 4-story building; 2 levels, 3 bedrooms, 4 bathrooms. The location is a “10”, affording spectacular ocean views. The vaulted ceilings are a bonus, and new windows were installed in 2022, including the gorgeous mitered glass bay window that makes the ocean view from the living room simply POP! Facing west, 180-degree ocean views, year-round sunsets, and whales galore! The entire upstairs is a master suite with full bath & soaking tub, and its own private, 144 sq. ft. “crow’s nest" lanai with stunning views. Original condition except for the beautiful new windows. Unfurnished. Wailea Point was built to be the finest residential condominium in all of Hawaii - and many believe it is just that. Built in the late 1980's, it stole the show at the 1986 Parade of Homes, a competition sponsored by the Building Industry Association of Hawaii. It also won a national award from Sunset Magazine for best use of glass - and the sellers have improved on that by replacing windows, and installing the awesome "mitered glass bay window" in the living room. Aside from its World Class location, Wailea Point boasts ultra-high quality design & construction, very low density (just over 4 units per acre), low rise structures in a magnificent, garden environment. 24-hour roving & gated security; 2 elaborate pool pavilions with kitchens & barbecues; 4 pools (including a 2-lane, 25-meter lap pool); 2 whirlpool spas; lighted tennis & pickleball courts; superb fitness gym; extensive fruit & herb gardens; ample parking; and it's golf cart friendly! Enjoy the Four Seasons and Fairmont Kea Lani resorts as immediate neighbors, plus the Grand Wailea a short walk away, and all the 5-star restaurants & other services they offer. Well run AOAO.
Travel times Find a home near
where you want to go!
Add commute
Virtual Tour
Oceanfront
$1.48m  $100,000
Wailea - Wailea Ekahi III
3300 WAILEA ALANUI Dr unit 48E, Kihei
Condo
1 bd
2 ba
792 sqft
$1,475,000  $100,000
1
bd
2
ba
792
sqft
This exceptional condo at Wailea Ekahi is a luxurious paradise perched above the renowned Keawakapu Beach. Situated on the top floor, this turn-key end-unit boasts an exclusive private entry and offers expansive tropical gardens, ocean views, and breathtaking Haleakala vistas. Its high vaulted ceilings and abundant windows flood the space with natural light and cool trade winds, all complemented by central A/C, creating a truly relaxing environment. The well-appointed kitchen showcases granite counters, maple cabinets, pendant lighting, and stainless-steel appliances. Both bathrooms feature floor-to-ceiling porcelain-tiled shower walls, quartzite counters, under-mount sinks, maple cabinets, and glass shower enclosures. Beyond luxury living, this condo is integral to the quintessential Wailea Ekahi Village resort community. Spanning 34 oceanfront acres, it offers a low-density oasis with lush gardens and an authentic old Hawaiian charm. Meticulously landscaped grounds provide secret hideaways and pathways to the ocean. Residents can enjoy amenities such as the remodeled oceanfront Pavilion, three additional pools, a pickleball court and a fitness center. Short-term vacation rentals and pets are welcome. Within the broader Wailea Resort, championship golf courses, the Wailea Tennis Club, oceanfront luaus, and 5-star dining options await. A leisurely beach walk leads to The Shops at Wailea, offering diverse dining and shopping experiences. This condo seamlessly combines luxury, natural beauty, and resort amenities, creating an idyllic Hawaiian lifestyle. SELLER FINANCING IS AVAILABLE.
Virtual Tour
Oceanfront
$3.6m  $300,000
Wailea - Wailea Point I II III
4000 Wailea Alanui Dr unit 3403, Kihei
Condo
2 bd
2 ba
1,401 sqft
$3,595,000  $300,000
2
bd
2
ba
1,401
sqft
NEW PRICE! Reduced $300,000.00! Looking for that perfect oceanfront residence for under $4M? You have found it! This 2 bedroom/ 2 bath condo home is in the exclusive Wailea Point community with all the amenities it has to offer including 4 pools, 2 hot tubs, 2 entertainment pavilions, a very well appointed gym, a tennis court and 2 pickleball courts. Located between The Four Seasons Hotel and the Kea Lani Hotel, there is access to white sand beaches on both sides of the Point. Gated with guards at the entry, this spacious low density community allows golf carts for owners to access amenities and beaches easily. 3403 is at the back of the property with an open garden area on one side, ocean view from the generous lanai and living room, and proximity to the tennis court. The lanai offers both a covered area with a built in barbeque and an uncovered space for whale watching and lounging. There is a finished one car garage with a plug in for your electric vehicle, new paint and carpet throughout and an enclosed back lanai which adds a small office area off the main bedroom. All windows were recently replaced and remote blinds have been installed in the main living area. This unit has been beautifully maintained with lovely Koa wood accents still in place throughout the unit. Contact your agent today for a showing of this excellent property.
Virtual Tour
Oceanfront
$6.3m
Wailea - Wailea Point I II III
4000 Wailea Alanui Dr unit 801, Kihei
Condo
3 bd
4 ba
2,554 sqft
$6,295,000
3
bd
4
ba
2,554
sqft
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 floor plan available to the low density, gated community of Wailea Point Village. With a stunning oceanfront location featuring panoramic views of the Pacific, this 3 bedroom, 4 bath, 2,554 square foot home, is the premier location that South Maui has to offer. Wood-paneled ceilings throughout, give the open floor plan a warm and inviting elegance. The recently remodeled kitchen features beautiful granite countertops, a Sub Zero under counter refrigerator, and an open floor plan that flows seamlessly into the main living room space with a full west facing wall of upgraded windows. This sizable unit is located directly on the golf cart-friendly path within close proximity to the full equipped fitness center, four swimming pools, including a 25-meter lap pool, hot tubs, two pavilion areas, and recreation zone that hosts lighted tennis, paddleball and pickleball courts. This location also offers easy access to both sandy beaches, Polo Beach and Wailea Beach. In addition to the many on-site amenities, residents have membership rights to the nearby Wailea Golf Club, convenient access to the spectacular Wailea Beach, fine dining at the Four Seasons and Fairmont Kealani resorts with plenty of luxury shopping at the hotels and the Shops at Wailea.
Oceanfront
$8.25m  $250,000
Wailea - Wailea Beach Villas
3800 WAILEA ALANUI Blvd unit K-208, Kihei
Condo
3 bd
3 ba
2,892 sqft
$8,245,000  $250,000
3
bd
3
ba
2,892
sqft
Wailea Beach Villas is revered as one of Maui's Top Destination Resorts. Approx. 75% of WBV units are highly desired legal vacation rentals. Located on Wailea Beach, adjacent to the Four Seasons & Grand Wailea, in Maui's resort climate zone, hardly a better location exists. Unit K-208 is an Ocean & Outer Island View, 3 bd./3 ba., 2,892 s.f., penthouse with an additional den/office that easily converts to a 4th sleeping area. Elevator access is electronically secure. The main ocean view lanai & BBQ area & the rear outside dining lanai area add approx. 1000 s.f. of seamless indoor/outdoor living. Unit K-208 has a contemporary aesthetic, featuring slate grey Caesar Stone countertops & a sophisticated, counter-to-ceiling, glass tile backsplash. Upgrades include a stainless Miele induction cooktop, microwave, oven, & dishwasher, plus two 27" SubZero fridges. Enjoy elegant Holly Hunt designer furnishings throughout, including the great room built-in OLED entertainment system & the primary suite platform bed & custom headboard. Three gracious bedrooms feature spacious en-suite baths, electronic shades, & Sonos central sound, plus fine-quality carpet & elegant Kravet & Schumacher fabrics. There are two new central air conditioning systems with dual-zone climate control. The den/4th sleeping area has ample built-ins & a queen-plus fine-quality sleeper sofa. Custom soft-close hard-wood cabinetry adorns the dining area & primary dressing room. Listor is Owner.
Virtual Tour
Oceanfront
$11.49m
Wailea - Wailea Point I II III
4000 Wailea Alanui Dr unit 802-804, Kihei
Condo
5 bd
6 ba
4,821 sqft
$11,490,000
5
bd
6
ba
4,821
sqft
Set on 28 lush tropical acres & rolling lawns, this 5-bedroom, 6-bath, residence is a thoughtful and tasteful combination of two units. Spacious & private, it's located in the second row away from the walking path & perched on one of the most beautiful & prestigious promontories on Maui. This two-story, ocean-view home is adjacent to two white sandy beaches. Blending luxury & natural beauty, the home has been renovated using the finest quality materials & finishes: custom tile, granite, warm koa woods, floor-to-ceiling windows, coffered lighting, & a beautiful curved wood staircase that invites you to the upper floor media room & bedrooms. Granite countertops in the baths & kitchen, upgraded appliances, a wet bar, & 6 lanais are perfect for indoor-outdoor entertaining large groups. AC throughout plus 2 custom garages, this thoughtfully designed, open-concept home, is a truly exceptional residence. The property is gated with 24-hour security, 3 heated pools, a fitness center, beach pavilion, pickleball court, tennis court, boat storage, & gated beach access. Nearby are the Wailea Tennis Club & 3 famed Wailea Golf courses. Enjoy ocean activities & the magnificent “Wailea Walk” leading you to 5-star resorts, spas, fine dining & shopping. One of the finest and largest units at Wailea Point; perhaps Maui’s most revered, best located, and most desirable residential condominium community.
Virtual Tour
Oceanfront
$6.15m
Wailea - Wailea Point I II III
4000 Wailea Alanui Dr unit 1804, Kihei
Condo
2 bd
3 ba
1,834 sqft
$6,150,000
2
bd
3
ba
1,834
sqft
STUNNING ocean / island / beach views! Short walk around the building and across the lawn to world renowned Polo Beach. Extraordinarily private setting, 42 feet above sea level, facing Molokini Island. An absolutely enchanting South Maui location. The residence, including the kitchen & all 3 baths, has been beautifully remodeled, with marble floors, cabinets, countertops, fixtures, appliances & modern lighting - AND a wonderful loft addition, useful as a den, media room, extra sleeping, etc., accessed by a gorgeous teak stair. Wailea Point was built to be the finest residential condominium in all of Hawaii - and many believe it is just that. Built in the late 1980's, it stole the show at the 1986 Parade of Homes, a competition sponsored by the Building Industry Association of Hawaii. It also won a national award from Sunset Magazine for best use of glass - and the sellers have improved on that by replacing all the windows, and installing the awesome "mitered glass bay window" in the living room. Aside from its World Class location, Wailea Point boasts ultra-high quality design & construction, very low density (just over 4 units per acre), low rise structures in a magnificent, garden environment. 24-hour roving & gated security; 2 elaborate pool pavilions with kitchens & barbecues; 4 pools (including a 2-lane, 25-meter lap pool); 2 whirlpool spas; lighted tennis & pickleball courts; superb fitness gym; extensive fruit & herb gardens; ample parking; and it's golf cart friendly! Enjoy the Four Seasons and Fairmont Kea Lani resorts as immediate neighbors, plus the Grand Wailea a short walk away, and all the 5-star restaurants & other services they offer. Furnished per inventory. Well run AOAO.
Virtual Tour
Oceanfront
$1.9m  $86,000
Wailea - Wailea Ekahi II
3300 Wailea Alanui Dr unit 21B, Kihei
Condo
1 bd
2 ba
952 sqft
$1,899,000  $86,000
1
bd
2
ba
952
sqft
Welcome to the sun lover's paradise in the heart of Wailea! This impeccably remodeled 1-bedroom, 2-bathroom condominium at Wailea Ekahi is a true gem. Ekahi 21B is conveniently nestled in the prime lower village, offering quick access to both Keawakapu beach and the main community pool & pavilion. Guest reviews for 21B have marveled at the beautiful sunset views, which include a partial ocean view, and delighted in being able to hear the sounds of the waves. This exquisite condominium has been thoughtfully updated, and is being offered completely turn-key by the sellers. The open and bright floor plan welcomes you with warm tropical breezes and stunning natural light. The living area seamlessly flows into the dining space and fully equipped kitchen, making it ideal for entertaining. 21B features the largest private lanai area and provides a perfect spot to enjoy your morning coffee or evening beverage while relaxing amid the lush tropical landscaping. The bedroom is generously sized and offers a peaceful retreat with an en-suite bathroom, providing additional privacy and comfort. The second bathroom ensures convenience for guests and those using the sleeper sofa in the living area. Stay cool and comfortable year-round with two new split AC systems. Ekahi 21B has superb rental history and over a hundred 5-star reviews from repeat guests. This condo is not only a wonderful second home but also an excellent vacation rental opportunity. Wailea Ekahi offers world-class amenities including multiple pools, pickleball courts, edible landscaping, and meticulously manicured grounds. This is the epitome of island living at its finest.
Oceanfront
$9.9m
Wailea - Wailea Beach Villas
3800 WAILEA ALANUI Blvd unit E-201, Kihei
Condo
3 bd
4 ba
2,879 sqft
$9,900,000
3
bd
4
ba
2,879
sqft
THE SIGNATURE VILLA offers the epitome of luxury at Wailea Beach Villas, a peerless beachfront haven nestled in the heart of Maui's prestigious Wailea Resort. Every moment is an exquisite symphony of comfort, convenience, and unparalleled luxury.The Villa offers an investment opportunity to generate significant vacation rental income when not enjoying the facilities yourself. The meticulously furnished interior exudes luminosity and airiness, setting the stage for an extraordinary experience. Step into the 2,879 sf single level 3BR | 3.5BA second floor turn-key sanctuary of sophistication and comfort, offering elevator and/or stair accessibility. Central A/C ensures an ambient coolness, harmonizing with 9-foot ceilings, travertine flooring, and expansive sliding glass doors that seamlessly merge the indoor and outdoor realms. Nestled in the central E villas, the residence unveils ocean views, placing you in close proximity to the heated adult pool, pristine beach, family pool with a hot tub, fitness center, and the upscale Shops at Wailea, all just a leisurely stroll away. One Car garage included! Ask about the additional luxury services available!.
Virtual Tour
Oceanfront
$17.5m
Wailea - Wailea Point I II III
4000 Wailea Alanui Dr unit 1602, Kihei
Condo
3 bd
3 ba
3,850 sqft
$17,500,000
3
bd
3
ba
3,850
sqft
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 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. 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 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.
Virtual Tour
Oceanfront
$9.7m  $300,000
Wailea - Wailea Beach Villas
3800 WAILEA ALANUI Dr unit G201, Kihei
Condo
3 bd
4 ba
2,879 sqft
$9,695,000  $300,000
3
bd
4
ba
2,879
sqft
Wailea's Finest Ocean Front Development Wailea Beach Villas! Rare opportunity to own a 3 Bedroom and 3.5 Bath Villa with dramatic Ocean Views! The elegant and spacious 2,879 Sqft. Single-level floor plan offers idyllic indoor/outdoor Hawaiian-style living, complete with large entertaining lanai with BBQ and two more ensuite lanais. Open kitchen design features marble countertops, travertine and plush carpeted flooring, African mahogany detailing, Studio Becker cabinetry and finishes. Villa is additionally deeded a private 1 car garage with storage. Privately positioned, with easy access to either of the two Luxurious Beach Villas' swimming pools, and the white sand of world renowned Wailea Beach. Residents may also enjoy the relaxing game room with readily equipped kitchen, two lounges to host private events, fitness center, business center and more. Villa has never been rented. The Wailea Beach Villas is a security guard gated complex situated adjacent to The Shops at Wailea, Four Seasons, Grand Wailea and all of Wailea's Amenities. This Unique Turnkey Oceanview villa offers Privacy, Luxury, and Investment opportunity!
1 – 12 of 12 homes for sale
  1. Hawaii
  2. Maui
  3. Wailea/Makena
  4. Wailea

Housing Market Trends for Wailea

There are currently 67 real estate listings for sale in Wailea. This includes homes, condos, multi-family homes, and vacant land.
The average listing price in Wailea for condos is $2,325,040 and for homes is $3,799,790. The median sales price for Wailea over the last 90 days is $2,675,000, a 29% increase of $539,550 year over year. If we break this down per property types we see that the median sales price for homes is $5,000,000 and for condos $2,519,275.
The number of sales in the last 60 days are 29. The average days Wailea properties stay on the market before being sold is 479 days.

Average Listing Price Wailea for condos & homes

Median Sales Price Wailea for condos & homes

Number Of Sales Wailea for condos & homes

* information deemed reliable, but not guaranteed
Save search
Ask a question
Back to search
Share
What is your destination?
1 of 3
Maximum time to your destination
15 min
2 of 3
How do you want to get there?
3 of 3