Wailea Property Search

Search All Wailea Real Estate

This website features the best Wailea real estate search for homes, condos, land and foreclosure properties available. It is easy-to-use and updated by the official Realtors® database every 15 minutes. 

You can save searches, and get daily email alerts of new listings, price changes, sold data, and market reports. Our Interactive Map Search allows you to view properties on a map or refine your search by drawing the boundaries around the area you desire. 

Curious about what’s happening in your neighborhood? You can create a custom market report to see what’s active, under contract, and sold in your neighborhood! 

Considering selling or refinancing your home? Get an INSTANT property valuation now!

Contact me today to find out how I can be of assistance to you!

Hot Wailea Properties

$18,000,000
2 Beds 3 Baths 397095 MLS Fee Simple Tenure Wailea Point I Ii Iii BLDG.
Simply the finest residence in Hawaii’s finest condominium development … There is nothing else like Wailea Point residence 102, and never can be. The LOCATION is 75 feet from the surveyed shoreline and 56 feet above the crashing waves. Views expand way more than 180 degrees and exceed any superlatives. You feel like you “own” magnificent Wailea Beach and the vast ocean beyond, including the West Maui Mountains, Lanai Island, Kahoolawe Island, and the slopes of Haleakala. The residence comprises the entire top floor of Building #1 at Wailea Point. Its singular position and the views are absolutely spellbinding. One of only 6 original “double units” at Wailea Point. The INTERIOR is a showpiece - unsurpassed in quality, workmanship and aesthetics - designed by world renowned Persis Hataria and built by highly acclaimed contractor Shawn Conners in 2012. A lengthy list of outstanding interior features is available and includes a magnificent galley kitchen; “smart” specialty lighting controls; 36” honed Blue Limestone flooring; electrically operated blinds; countertops of marble and onyx; extensive use of imperial plaster on walls and ceilings; surround sound system; water softener & filter; 42” Sub Zero plus Sub Zero refrigerator & freezer drawers … and much, much more. The ceilings in the vast main living area are 24 feet high. New windows were installed in 2021 as per AOAO mandate, but of course the owners went the extra mile and employed the gorgeous “mitered bay windows” to maximize the already amazing views and aesthetics of this property. The unique, all glass doors surrounding both makai lanais are equally stunning - open them fully to “be” part of the heavenly outdoors. Wailea Point is the finest residential condominium in Hawaii. It features exceptional quality construction; a very low density (under 5 units per acre) garden environment; low-rise buildings; 24-hour gated & roving security; two elaborate pool pavilions with 4 pools (including a 25-meter lap pool), 2 whirlpool spas & full kitchens; lighted tennis court, 2 pickleball courts (1 lighted); superb fitness gym; barbeque areas; fruit & herb gardens; ample parking; and it’s a golf-cart friendly property. Beautifully landscaped and maintained, many Wailea Point residents declare that "I live in a beautiful garden." Enjoy the Four Seasons and Fairmont Kea Lani Hotels as immediate neighbors and all the 5-star services they offer. Furnishings included except art pieces. Well-run AOAO.

4000 Wailea Alanui Dr Unit 102, Kihei

Listing courtesy of Wailea Point Realty, Inc..

$12,750,000
3 Beds 3.5 Baths 396334 MLS Fee Simple Tenure Wailea Beach Villas BLDG.
THE LUXURY VILLA @ Wailea Beach Villas is your opportunity to own this very prestigious and private TOP floor fully furnished single level smart-condo offering sweeping ocean, sunset and outer island views. Be the beneficiary of the recent impressive renovation, white & light contemporary design with open floor plan emphasizing today’s lifestyle. Current owners do not vacation rent however the new owner may do so if desired. Includes a one-of-a-kind NEW bar, NEW fashionable furniture featuring automatic reclining sofa and chairs, NEW automatic window coverings, NEW automatic lanai shade, NEW lighting, NEW state of the art Lutron system with “scenes”, NEW security system controlled from anywhere you may be, NEW water fountains with NEW Kasa control system, NEW bedroom wool carpeting, NEW Honeywell A/C control system & NEW Sonos system. The gated beachfront complex features multiple security cameras, 24 hour manned security, two pool areas, one adult pool and one family pool, fully equipped fitness center, billiards, ping pong and owner's lounge. Stroll out your private keyed gates to the beach & ocean activities and then through your other private gate to the Shops at Wailea for shopping and fine dining then to enjoy the Maui lifestyle with golf, tennis, pickle ball, cycling or hiking & ocean activities. The choices are yours!

3800 WAILEA ALANUI Blvd Unit G301, Kihei

Listing courtesy of Compass.

$10,995,000
4 Beds 3.5 Baths 395302 MLS Fee Simple Tenure
Wailea Ekolu Place is Wailea Golf Estates premiere residence located at the end of the Wailea Ekolu Place cul-de-sac and nearly 6,300sqft under roof. West facing, the property boasts unrivaled Pacific Ocean and outer island panoramas as well as year round sunsets and seasonal whale watching. This estate boasts ponds, rivers and waterfalls as you walk through the entry to the double door main entrance into the living room. The sunken living room opens to the pool deck and is oriented in the middle of the home taking full advantage of the ocean perspectives. The master bedroom is on the south wing with direct ocean views, oversized closet, pocketing glass/screen doors & windows. The open-air kitchen sits beside the living room and dining area opening to the upper pool deck and outdoor dining area. The tastefully designed guest bedrooms are on the north wing which also feature dynamic ocean and outer island views. An enormous covered and uncovered pool deck surrounds the large pool and spa. Built-in BBQ, luxury outdoor furnishings, putting green and a limited amount neighbors makes for a private and fun lifestyle. This resort home is fully updated featuring high end appliances and finishes along with hand selected furniture. Fully equipped with 54 solar panels and multi-zoned central AC. Sold turnkey and move in ready. Wailea Golf Estates is Wailea’s signature gated development conveniently located in the heart of Wailea. A short distance to an abundance of amateur and pro golf courses. The nearby Shops at Wailea and upscale neighboring resorts offer world class shopping, entertainment and dinning.

3986 Wailea Ekolu Pl, Kihei

Listing courtesy of Berkshire Hathaway Maui Prop-L.

$9,995,000
4 Beds 5.5 Baths 396600 MLS Fee Simple Tenure
"The Rock of Wailea" is a structurally sound and stunning Wailea Golf Vistas fully furnished 4b/5.5b single-level smart home consisting of 5756 sf interior living area featuring unobstructed ocean views situated on the Wailea Blue 16th green with unique construction qualities and back up generator system with 2 propane tanks; sitting directly on blue rock with substantial concrete, steel studs and bunker! The single-level living includes the private gated entry with water features, the very special primary suite, expansive glass enclosed walk-in closet, spectacular primary bathroom suite, built-in office, great room with built-ins including bar area, dining area, powder room, oversized stocked kitchen and bar area with expanded convection cooktop, 2 dishwashers, 2 ovens, 2 warming drawers, 2 microwaves, steamer, 3 sinks, oversized Subzero refrigerator and freezer, Costco storage pantry with the hidden door, laundry room, built-in bar, BBQ, pool & spa areas at the owners' level ALL without stairs. The guests can either take the stairs or elevator down to the single level guest areas that include two major bedroom en-suites with marble bathrooms, media room with additional wet bar, wine cooler, under sink refrigerator, surround sound, fitness center, massage room, immovable safe & additional laundry room. The amazing finish details include 9'6" bamboo paneled ceilings, all handmade mahogany trim, baseboards and ceilings. Additional amenities include advanced Lutron lighting and control system, Brazilian hardwood floors, 24x24 European travertine tiles, silk draperies, automatic window coverings, automatic shades, mahogany wood shutters, automatic nightlights, triple edge granite kitchen countertops, 31 owned PV solar panels on concrete tile roofing plus 4 hot-water solar panels. Even more, Two water purification stages, 2 car oversized garage with workshop, storage, copper rain gutters, propane gas torches and beautiful expansive lanai and lawn family area.

167 Manalo St, Kihei

Listing courtesy of Compass.

$8,495,000
3 Beds 3 Baths 397279 MLS Fee Simple Tenure Wailea Beach Villas BLDG.
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 208 is an Ocean & Outer Island View, 3 bd./3 ba., 2,811 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 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 master 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. Two new air conditioning systems with dual-zone climate control. The den/fourth sleeping area has ample built-ins & a queen-plus fine-quality sleeper sofa. Custom soft-close hard-wood cabinetry adorns the dining area & master dressing room. Priced to Sell! Possible Owner Financing with 50% Down! Listor is Owner.

3800 WAILEA ALANUI Blvd Unit K-208, Kihei

Listing courtesy of Maui Real Estate Advisors LLC.

$7,250,000
3 Beds 3 Baths 396774 MLS Fee Simple Tenure Wailea Beach Villas BLDG.
Blissfully Elevated Wailea Living…Prominently positioned in one of the most prestigious oceanfront luxury resorts in Hawaii, Wailea Beach Villas, lies Unit 312. Situated in the highly-desired penthouse building, this eloquent 2,200 +/ sf corner unit encompasses 3 beds, 3 baths and offers stunning ocean vistas and boundless natural light, capturing sweeping views from nearly every room. Thoughtfully designed to offer a living experience like no other, Unit 312 boasts expertly curated modern yet charming Hawaiiana interiors and expansive terrace spaces– oh, and did we mention it has an impeccable vacation rental history? Upon entering, you’re surrounded by tropical hues of the pacific and an inviting open concept Great Room that leads to a rare wrap around lanai, featuring a built-in bbq area and ample room to entertain guests. Adjacent to the primary living area is a generously-appointed chef’s kitchen equipped with a Subzero refrigerator, cherry cabinetry, travertine flooring, and granite/marble countertops. As you awaken each morning in the elegant master suite, you're captivated by stunning views of the pacific. The master suite distinguishes itself with an en-suite master bathroom featuring a spa soaking tub, walk-in shower and walk-in closet. Completing the unit are two sophisticated + carefully-curated guest bedrooms and two guest bathrooms, making this the perfect unit for visiting guests. Take in a watercolor sunset from your spacious lanai, or gather for drinks at dusk at one of Wailea’s award winning eateries; soak in one of the exquisite infinity-edge pools or get active at the fully-equipped fitness center. With each amenity being just steps away from home, you’re able to indulge in your leisure while enjoying unrivaled access to all Maui has to offer. Paradise awaits!

3800 WAILEA ALANUI Blvd Unit 312, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

$7,200,000
3 Beds 4 Baths 397254 MLS Fee Simple Tenure Wailea Point I Ii Iii BLDG.
PANORAMIC OCEAN VIEWS! Wailea Point is one of Maui's premier, luxury oceanfront communities nestled between two sandy beaches in the heart of Wailea. Neighboring properties on either side are the Four Seasons Resort and Spa and the Fairmont Kea Lani. This spacious 3 bedroom, 4 bathroom residence features vaulted ceilings, wonderful natural light and airflow and new wall to wall windows that highlight the spectacular ocean views and sunsets. For year round outdoor living and winter whale watching, there is an expansive lanai off the living room and kitchen.The lower level includes the main bedroom with 2 separate bathrooms and there is a 2nd guest bedroom with a hall bath. The upstairs suite has its own private lanai with stunning views, bathroom, sunken bathtub. Amenities include 4 swimming pools (including a 25 meter lap pool) two hot tub/spas, tennis and pickle ball courts, fitness room and 2 pool pavilions with BBQ areas. Enjoy nearby world class golf courses, beaches, resorts, spas, restaurants and shopping. This gated property with guarded entrance and 24/7 security is well maintained and has beautiful pathways that wind through the tropical grounds and are golf cart friendly. This great second floor unit includes a private detached garage. Come experience the peaceful beauty of Wailea Point. Please contact your favorite realtor for a showing appointment today!

4000 Wailea Alanui Dr Unit 2502, Kihei

Listing courtesy of Hawaiian Style Realty LLC.

$6,950,000
3 Beds 4 Baths 397280 MLS Fee Simple Tenure Wailea Point I Ii Iii BLDG.
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 the largest floor plan available at 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 for enjoying the best, 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 cool granite countertops, a top-of-the-line Sub Zero under counter refrigerator, and flows seamlessly into the main living room space with a full, west-facing wall of windows. This sizable unit is located directly on a golf cart-friendly path within close proximity to the fully equipped fitness center, four swimming pools, including a 25 meter lap pool, hot tubs, two pavilion areas, and a recreation zone that hosts lighted tennis, paddleball and pickleball courts. 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, Fairmont Kealani resorts, with plenty of luxury shopping at the Shops at Wailea.

4000 Wailea Alanui Dr Unit 801, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

$6,495,000
3 Beds 2.5 Baths 397532 MLS Fee Simple Tenure Wailea Point I Ii Iii BLDG.
An elegant, comprehensive renovation by Bower Development, including all new Low-E Solar Ban Marvin windows & PRL perimeter sliders, was completed in 2019. With iconic panoramic ocean, coastal & outer island views to the North and Northwest, unit 2302 enjoys glare-free vistas & no afternoon heat gain. Upon entering, designer elements abound. A natural chiseled white marble feature wall, soaring 20+ft high clear cedar ceilings, a custom mahogany spiral staircase to bedroom 3 & European natural white oak flooring speak warmth & refinement. For a moment, it is hard to notice anything beyond the rich verdant green & blue ocean views framed by the 18ft wide bay windows. With walls & columns removed, a great open floor plan creates this classic Maui seamless indoor/outdoor lifestyle. A kitchen to inspire culinary creations features Wolf, SubZero & Asko appliances, all ensconced in gorgeous walnut-stained custom cabinetry by Nakoa Woodworks. Counter back-splash to the ceiling & the double-ended waterfall island counter are rendered in leathered Moon Stone quartzite. An entire kitchen frameless glass wall delivers compelling Up-Country Maui panoramic vistas bathed in pink afternoon hues! 'Flow' best describes the feeling of this dwelling surrounded by nature & views. Family & friends connect effortlessly in this environment. Throughout, the designer juxtaposes intricate tile patterns of Carrera marble with the warmth of rich-toned millwork & matte-black Kohler fixtures. An entire wall of drawers & closet cabinetry grace the en-suite master & feature automatic wardrobe lighting. Two skylights fill the master bath with both morning & moon light; these are complemented by motion-sensor under cabinet lighting. RH Designer Furnishings are featured throughout & are available via a Separate Bill of Sale. The main-level guest suite has a convertible pull-out & extensive functional built-ins & en-suite bath/powder room. Lofted bedroom 3 enjoys a half-bath & a fine quality built-in Murphy bed design. Concealed motorized shades plus security & scene lighting modes are controlled via Lutron. A Honeywell System provides efficient multi-zone climate control & full-home security. Drop-down stairs in the one-car, free-standing garage provide access to extensive additional storage. Maui's finest beaches, serving the neighboring Four Seasons & Fairmont Resorts, border this luxurious 28-acre secure guard-gated tropical oasis. World-class golf, tennis, fine dining, shopping, spas & art galleries are adjacent valued amenities, along with direct access to the oceanfront Wailea Beach Walk. Two pool & spa pavilions host community gatherings and are available for the owners' private use. One pool is family oriented & includes a 75' long lap pool, kiddie pool & state of the art gym, while the other is the 'quiet' pool area. These facilities feature full kitchens & host community gatherings along with owners' private parties. There are lighted pickle-ball & tennis courts & a Guest Amenity Suite exclusively available for the owner's family & friends.

4000 Wailea Alanui Dr Unit 2302, Kihei

Listing courtesy of Maui Real Estate Advisors LLC.

$5,950,000
4 Beds 3.5 Baths 397446 MLS Fee Simple Tenure
Introducing one of the most exclusive properties in the Wailea master-planned resort community: 182 Heleuma Place in Wailea Kialoa. The executive home has never been offered on the market and presents an incredible opportunity for the savvy Buyer looking for perfection in South Maui. The impeccably-maintained property offers the privacy of being in a gated community and the exclusivity of being in one of Wailea's most sought-after enclaves, all while being in the midst of all that Wailea has to offer, including 5-star resorts, acclaimed beaches, top-reviewed restaurants, championship golf courses and much more. Thoughtfully designed for island-living, the spacious floor plan is open and inviting, with interior living space seamlessly expanding to the expansive lanai. Top-of-the-line stainless steel appliances, palmwood flooring, custom cabinetry, walk-in closets, multi-zone central air-conditioning and more augment the value proposition of this immaculate turnkey, move-in ready property. With a built-in bar and barbecue, the pool area is ideal for entertaining and enjoying some of the most spectacular sunsets in the Pacific, with multi-island panoramic view corridors. Backing to the Wailea Kialoa greenbelt, the quiet setting is further enhanced and presents the perfect place from which to enjoy all that Maui has to offer. A captivating property sure to inspire an incomparable life of island living at its best, this home will please the most discerning Buyer. Contact your favorite Realtor for more details.

182 Heleuma Pl, Kihei

Listing courtesy of Island Sotheby's Int'l Rlty(W).

$3,200,000
4 Beds 3 Baths 396200 MLS Fee Simple Tenure
Situated on a quiet cul-de-sac in the gated Wailea Kialoa subdivision & offering exceptional panoramic ocean & outer island views, this 3195 s.f. home is in immaculate condition. Upon entering you will find beautiful perimeter tiled walls & floors with travertine chair-rails plus an open oval ceiling affording an abundance of natural light. You may choose the elevator to access the upper levels or the gracious stairway. At the top of the stairs, a south-facing custom circular window enhances the area off of which there is the master suite, two guest bedrooms & two full baths. Gorgeous hardwood natural oak floors add a feeling of warmth in the light-filled great room, which features a custom floral design framed with oak in the recessed ceiling. The spacious kitchen enjoys lovely ocean views & has stainless steel appliances, two cook-tops, a wine fridge, maple cabinets & specimen granite counters. There is an outdoor 'morning coffee' balcony & a raised breakfast area off the kitchen. A formal dining area opens seamlessly into the light-filled great room, offering lovely ocean & outer island views and two outdoor seating areas. The large master suite features floor-to-ceiling south-facing windows & an en-suite custom bath with travertine floors & walls & a granite-topped vanity. One side of the oversized garage is two stories, designed to afford boat storage, may accommodate 4 cars, & incorporates a workshop. The owned solar panels are net-metered & mitigate most electrical costs. Wailea is known for its fabulous beaches, golf courses, & tennis plus the Shops at Wailea's fine dining, art galleries & world-class shopping.

199 E Ikea Moku Pl, Kihei

Listing courtesy of Maui Real Estate Advisors LLC.

$2,900,000
3 Beds 2.5 Baths 397373 MLS Fee Simple Tenure Kai Malu BLDG.
Prime location with its sweeping ocean and Haleakala views and elevated location on South Maui’s renowned Wailea Blue Golf Course, 3 bed and 2.5 bath, 2 car garage Kai Malu 61B is a 2-level fully furnished town home featuring upgrades fit for the most discerning buyer. Travertine floors, granite countertops, cherrywood cabinets, stunning Tommy Bahama furniture, and immaculate GE appliances that include a built-in side by side refrigerator, dishwasher, built-in convection oven and microwave. A full size Samsung stacked washer/dryer is conveniently located upstairs and both the upstairs master bedroom and downstairs living room have large flat screen smart TVs. The home flows effortlessly from its open concept downstairs out to its gorgeous extended lanai with BBQ/wet bar lanai, private spa and tropical landscaped lawn and an outdoor shower. Installed in the spring of 2022, the home also features 18 PV panels (Sun Power), 7600 watt Tesla Powerwall, and a Tesla brand electric vehicle charger. Additionally the entire house has a Kinetico soft-water system as well as a reverse osmosis water system in the kitchen. You really must see this home to fully appreciate its many meticulously thought-out features, as well as its breathtaking views from almost every window! Kai Malu’s amenities include; pavilion with a 75’ infinity pool, jetted spa, sauna, steam room, fitness center and a full kitchen with epic panoramic ocean views! All this is located just minutes from Wailea & Makena’s best beaches, golf, tennis, restaurants and shopping.

197 Kainui Loop Unit 61B, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

$1,740,000
1 Beds 1 Baths 397441 MLS Fee Simple Tenure Wailea Ekahi I BLDG.
Enjoy spectacular OCEAN VIEWS from the living area, the kitchen, the dining area, and the main lanai of this beautiful, wonderfully located, 1 bedroom, 1 bath unit! There is a remarkable feeling of openness and space thanks to the breadth of the ocean views (you can also see Kahoolawe, Molokini, and Lanai), the elevation of the unit, and the vaulted ceilings. This beautiful, second-floor, air-conditioned unit is away from the streets and the associated road noise. In the last year or two, a new A/C unit was added in the living area, new carpeting was added in the bedroom and dressing area, a new washer & dryer was added, and new shutters were added throughout. The bedroom is spacious (and has an additional private lanai), plus the sofa in the living area opens into a queen-sized bed, enabling the unit to accommodate four guests. This wonderful unit will be sold with all furnishings and everything in it, with the exception of only a few items in the owner's closet. Wailea Ekahi is a very popular, low-density complex, with direct access to Keawakapu Beach (arguably the best beach on Maui)! The beautifully maintained tropical landscaping makes a short walk to the beach, one of the four pools, the tennis court, or the recently (and spectacularly) renovated beachfront pavilion a pleasure. Enjoy the beach walk to the other Wailea Beachfront resorts, restaurants, shopping, and more! World-class golf and tennis are also right nearby. Contact your favorite Realtor to schedule a showing!

3300 Wailea Alanui Dr Unit 17F, Kihei

Listing courtesy of Hawaii Life (W).