Wailea Homes with Garage Door Opener Parking Features

3 Beds ⋅ 3 Baths ⋅ 410693 MLS ⋅ Fee Simple Tenure ⋅ ACTIVE Status

Welcome to Wailea Kai, where privacy, luxury, and effortless island living come together in one of Wailea’s most desirable gated communities. This immaculately maintained 3-bedroom, 2.5-bath residence feels both refined and relaxed, with soaring vaulted open-beam ceilings, abundant natural light, dark bamboo flooring, mahogany doors and cabinetry, granite countertops, and plantation shutters throughout. The open-concept living area flows seamlessly through expansive sliding glass doors to a lush tropical backyard and patio, creating an inviting indoor-outdoor setting for alfresco dining, entertaining, or unwinding beneath the Maui sky. The well-appointed kitchen features stainless-steel appliances, generous storage, a pantry, and casual dining nook, while split-system air conditioning throughout provides year-round comfort. Upstairs, the entire level is devoted to the spacious primary suite—a private sanctuary complete with a sitting area, walk-in closet, ensuite bath, and its own lanai. Just moments from Wailea Kai’s dedicated community park and an easy stroll to world-renowned Keawakapu Beach, the best of Maui’s coastal lifestyle is right outside your door, with white sand, turquoise water, and unforgettable sunsets just minutes away. Wailea’s acclaimed dining, luxury shopping, championship golf, tennis, and resort amenities are also close at hand. This private Wailea residence offers a comfortable setting for enjoying the beauty and convenience of life in one of Maui’s most sought-after communities.

30 Waikai St, Kihei

$3,850,000

3 Beds ⋅ 4 Baths ⋅ 410561 MLS ⋅ Fee Simple Tenure ⋅ ACTIVE Status ⋅ Hoolei BLDG.

Discover elevated luxury at Villa T-1, the best priced property and sole end-unit available today at Ho’olei. Boasting the community’s largest floor plan—the sought-after Hibiscus layout—this spacious split-level townhome blends 3,076 sq.ft. of exquisitely refreshed interior space with approximately 700 sq.ft. of covered lanai for seamless indoor-outdoor living. Positioned in a coveted front-row location, you are steps away from Ho’olei’s world-class amenities, featuring a lagoon-style pool with a dramatic 19’ waterfall, swim-in grotto, dual spas, fitness facility, and poolside entertaining pavilion. Just moments from Wailea Beach, fine dining, championship golf, and shopping, this beautifully furnished residence offers exceptional privacy, a place to call home in Maui, alongside a stellar, proven rental track record.

24 Hoolei Cir Unit T-1, Kihei

$20,500,000

3 Beds ⋅ 4 Baths ⋅ 410482 MLS ⋅ Fee Simple Tenure ⋅ ACTIVE Status

Welcome to the quintessential Maui oceanfront estate, ideally situated on Keawakapu Beach—widely regarded as one of Maui’s most beautiful stretches of sand. This timeless Hawaiian residence embraces its unrivaled setting with approximately 2,500 square feet of covered outdoor living space, perfectly suited for beachfront lounging and entertaining. Designed with architectural integrity and island sensibility, the home features traditional Dickey rooflines topped with black glazed tiles imported from Japan. A electronic gate opens into a private, walled compound that includes the main residence, a detached two-bedroom guest cottage (Ohana), a two-car garage with workshop, and a beautifully landscaped courtyard with a pool and spa. The single level main home offers soaring 16 foot ceilings in the great room with a working fireplace serving as the centerpiece, complemented by an open-concept kitchen and expansive glass walls that frame breathtaking ocean views while preserving privacy. The main residence includes three bedrooms and four bathrooms, all designed with ease of access and comfort in mind. The detached two-bedroom, one-bath Ohana is finished to the same high standard, ideal for visiting family or guests. Set on 0.8 acres, the estate flows seamlessly from lush lawn to the beach, where a protective lava rock point cradles the property and collects soft white sand along this dramatic, crescent-shaped shoreline—one of the largest and most coveted on the island. A rare opportunity to own a true legacy property on Maui’s finest beachfront. **Disclosure** Some pictures have been Virtually Re-Staged and noted.

3146 S Kihei Rd, Kihei

$7,800,000

3 Beds ⋅ 4 Baths ⋅ 410468 MLS ⋅ Fee Simple Tenure ⋅ ACTIVE Status

Brand New Construction | Luxurious Estate Living at The Ridge, Wailea Welcome to a sprawling, brand-new estate at The Ridge in Wailea, where every detail has been curated for elevated island living. Terraced landscaping and hand-set rock walls guide you toward the hilltop entrance, offering a dramatic first glimpse of the infinity pool as you arrive. Step through the substantial solid walnut wood pivot door, flanked by bilateral side windows that flood the entry with natural light. Inside, the open-concept kitchen, dining, and living areas flow seamlessly past disappearing Fleetwood doors to a spacious lanai anchored by an infinity pool and spa. Beyond, sweeping views stretch across West Maui, Lanai, Kahoolawe, and Molokini. The lanai wraps to the south into an entertainer's dream — a full bar and BBQ area complete with a hidden large-screen TV — while a pool bath with full sauna delivers a true resort-at-home experience. The chef's kitchen is outfitted with a premium Thermador appliance suite, shaker and flat-front cabinetry, and granite countertops, plus a built-in white wine cooler and a sleek, temperature-controlled red wine storage room. Rounding out the first floor: a two-car garage, a large laundry room, a modern half bath, and a primary suite with direct lanai access, smart shower, smart toilet, double vanity, and a private outdoor soaking tub. Ascend the dramatic floating staircase, set off by a sleek modern chandelier and stone accent walls, to discover a hidden office and an open den with lanai access leading to an outdoor gathering area centered on an elegant fire pit — all framed by more sweeping ocean views. Two additional bedrooms complete the second floor: a guest suite with ensuite bath and lanai access, and a second primary suite featuring lanai access, a walk-in closet, an oversized smart shower, and a top-filling soaking tub. Home is offered fully furnished and situated on the highest elevated lot in Wailea. Quality and luxury abound — your perfect Wailea oasis awaits.

22 Halapa Pl, Kihei

$4,795,000

3 Beds ⋅ 4 Baths ⋅ 410334 MLS ⋅ Fee Simple Tenure ⋅ ACTIVE Status ⋅ Papali Wailea BLDG.

Where do timeless design, ultimate privacy, and panoramic ocean vistas all converge in Wailea? Welcome to Papali #17. Perfectly positioned in the community’s premier location, this exquisite residence is being offered for the first time since the original developer release. This single-level three bedroom and three-and-a-half baths provides the comfort and presence of a private home with the carefree and secure lock and leave benefits of a luxury condominium lifestyle. Sweeping ocean and outer-island views are complemented by Papali’s award winning design, contemporary architecture, and distinctive copper rooflines. Set on over ten acres of beautifully maintained tropical landscaping, Papali offers an exclusive sense of serenity with only two homes per acre providing privacy, tranquility, and a spacious sense of place just moments from Wailea’s pristine beaches, golf, dining, and shopping. Inside highlights include soaring vaulted ceilings with Alaskan Yellow Cedar beams, rich African mahogany millwork, limestone flooring, and a gourmet kitchen with premium granite surfaces. Flooded with natural light, expansive glass doors, and open generous lanai spaces for seamless indoor-outdoor living. Perfect for sunset gatherings and relaxed island evenings under the stars. A private garage, abundant storage, and dual entry points complete this rare and remarkable offering - furnished for your turn-key Maui lifestyle. Papali #17 isn’t just a home – it’s a legacy. Wailea’s most extraordinary offering.

3100 Wailea Alanui Dr Unit 17, Kihei

$3,695,000

3 Beds ⋅ 3 Baths ⋅ 410261 MLS ⋅ Fee Simple Tenure ⋅ ACTIVE Status ⋅ Makalii At Wailea BLDG.

Makali’i Magnificence! Premium top row position with unbelievable Ocean and Outer Island views! Makali’i #14B is arguably the best location in the community with expansive and unobstructed views. This gently lived in home has gorgeous finishes throughout with smooth tile floors extending in all directions. The chef’s kitchen is exquisite with high quality SubZero, Wolf, and Cove stainless appliances, beautiful quartz countertops, and handsome cabinetry. The generous living and dining area culminate with the dramatic 13 foot ceiling above the gliding glass doors leading to your peaceful lanai. The main level also includes a wonderful full bath and your secondary suite. Descending the striking contemporary staircase leads you to the ultimate privacy of your primary suite. There, you will find the retreat you’ve been dreaming of, with a large, private lanai offering incredible views and a spacious principal suite featuring generous closets and storage plus a huge ensuite bath with a luxury bathtub and oversized separate shower. Separate laundry room with quality Asko W/D. You will notice that all of the modern touches throughout are both elegant and functional for the way you live. The unique potential of the Casita is an outstanding feature for your visiting family and loved ones, and from the inner courtyard lanai, you ascend a staircase to the Casita Suite, where you will enjoy Majestic Haleakala views and yet another luxurious ensuite bath. Your one car garage means means more storage and vehicle protection year round and peace of mind during travel. This amazing recent community is everything you’ve been looking for in a Maui home with stunning pool area, workout facilities, and so much more. Steps from the Fairmont Kea Lani, a short stroll to Polo Beach and the Wailea Beachwalk, with all the world class beaches, restaurants, and shopping that the Wailea Resort has to offer at your fingertips, it’s time for you to discover the Magic of Makali’i.

208 Holomoana Way Unit 14B, Kihei

$3,500,000

3 Beds ⋅ 3 Baths ⋅ 410226 MLS ⋅ Fee Simple Tenure ⋅ ACTIVE Status

Imagine the possibilities! Framed by sparkling ocean, pool and sweeping panoramic views, while perched within one of South Maui's most prestigious enclaves, this 3-bedroom, 3-bath residence in Wailea Golf Estates offers a rare combination of privacy, elegance, and effortless island living. Relax and recharge with EV charging and the opportunity to add your own personal touches, making this a truly turnkey canvas for your Maui dream home. Architectural plans for a modern luxury home have been approved by the County of Maui, and are avaialble upon request. Designed for the quintessential indoor-outdoor lifestyle, the home's spacious interiors flow seamlessly to expansive lanais ideal for entertaining or quiet relaxation. Sweeping blue ocean vistas, neighbor island silhouettes, and brilliant Maui sunsets serve as your ever-changing backdrop, while lush tropical landscaping lends a serene, resort-like quality to every corner of the property. The thoughtfully designed floor plan offers generous living areas, a well-appointed kitchen, and comfortable bedrooms — two of which open directly to their own private lanais and offer panoramic views from their lanais. Whether hosting guests or savoring peaceful evenings at home, this property captures everything that makes Maui living so extraordinary. Just minutes from world-class beaches, championship golf, and fine dining.

3919 Waakaula Pl, Kihei

$3,895,000

3 Beds ⋅ 3 Baths ⋅ 410170 MLS ⋅ Fee Simple Tenure ⋅ ACTIVE Status ⋅ La'i Loa BLDG.

The one you’ve been waiting for at La’i Loa! Pride of ownership shines in this premier 3 bedroom, 3 bath villa, set in the most coveted location of the community. Villa 4C (aka 30-201) offers epic ocean and golf course views and allows you to enjoy one of the closest proximities to the exclusive recreational center. Blending elegance and comfort, the spacious open concept layout features upgraded tile flooring which flows gracefully to the two covered lanais. The main lanai is perfect for year-round outdoor living and entertaining where you can savor unforgettable sunsets paired with great meals prepared on the built-in Coyote gas grill. The chef-inspired kitchen is appointed with Bosch stainless appliances, Fisher & Paykel double dishwasher, U-Line wine cooler, custom cabinetry, and a dramatic quartz waterfall island with bar seating and pendant lighting. The primary suite is a relaxing private sanctuary with its own lanai and privacy shade screen. This villa has been very gently lived in and further enhanced with upgrades such as Lutron programmable lighting, custom electronic blinds, Hansgrohe fixtures, Toto toilets, and a Rinnai on-demand hot water system. Custom furnishings designed specifically for this villa are also negotiable. A secure garage with an EV charging capability, large storage room and an additional assigned parking stall provide everyday convenience. Owners at La’i Loa enjoy an infinity edge pool with a lap lane, an oversized hot tub, and a modern fitness center all just steps away from your villa. Nearby are all of Wailea’s many resort amenities including some of the best beaches on Maui, elite shopping opportunities, first class restaurants, golf and tennis. Special properties like this rarely become available.

30 Kai Malu Dr Unit 201, Kihei

$3,500,000

3 Beds ⋅ 2 Baths ⋅ 410112 MLS ⋅ Fee Simple Tenure ⋅ ACTIVE Status

Every once in a long while, a home feels less like a property and more like a discovery. Rebuilt from studs in 2019, this better than new single level, no steps Wailea retreat pairs effortless accessibility and wide 36" doorways with the quiet polish of a private resort. Light filled interiors, soaring eight to twelve foot ceilings, and walls of Fleetwood glass open seamlessly to nearly a thousand square feet of lanai living. No expense spared with the choice of long lasting durable and as well as beautiful Monier tile roof, copper downspouts and gutters with French drains throughout. The finish level is exceptional, with large format Italian porcelain floors, a Poggenpohl kitchen with SubZero and Miele, and spa inspired baths featuring Toto washlets and Dornbracht fixtures. The primary suite opens directly to garden views, a shimmering saltwater pool and spa, and an outdoor shower wrapped in teak, while a thoughtful split bedroom layout offers guests true privacy. With owned photovoltaic, upgraded electrical, central air, remote sunshades, xeriscape landscaping, and copper landscape lighting, all just moments from Keawakapu Beach, Wailea's best shopping, and world class golf and tennis, this is turnkey Wailea living at its most refined and effortless. Outfitted with DWR (Design Within Reach) high-end furnishings, 39 Hoawaa is a turnkey residential experience.

39 Hoawaa Way, Kihei

$3,878,000

3 Beds ⋅ 3 Baths ⋅ 409909 MLS ⋅ Fee Simple Tenure ⋅ ACTIVE Status ⋅ La'i Loa BLDG.

La'i Loa: Where Elevated Design Meets the Spirit of Wailea THIS UNIT IS AVAILABLE TO VIEW FOR PRIVATE SHOWINGS! There are homes that offer a view, and there are homes that make the view part of your everyday life. From this beautifully positioned residence at La'i Loa, the Pacific stretches across the horizon, with expansive ocean vistas, neighboring islands, and Maui's legendary sunsets creating a backdrop that never grows old. Completed in 2023, this exceptional 3-bedroom, 3-bath residence offers 1,742 square feet of intentionally designed interior living space and an impressive and rare 424-square-foot lanai that seamlessly extends the home outdoors. Elevated above the landscape along with its convenient ground-floor location, the residence captures cooling trade winds, abundant natural light, and the effortless indoor-outdoor lifestyle that defines distinctive Wailea living. Behind the front door, every detail reflects a commitment to quality, craftsmanship, and design. The interiors are a curated collection of bespoke finishes and designer elements, with approximately $1 million invested in furnishings, artwork, lighting, and custom appointments. Hand-painted Italian wall coverings, rare Maya Romanoff wallpaper, hand-blown glass light fixtures, custom Italian furnishings, and carefully selected materials create a residence that feels more like a private gallery than a condominium. The gourmet kitchen is equally impressive, featuring premium appliances and sophisticated finishes designed for both everyday living and elegant entertaining. Motorized shades, smart-home compatibility, and seamless technology integration provide modern convenience without compromising the home's refined aesthetic. The expansive lanai becomes a natural extension of the living space, complete with an outdoor grilling area ideal for sunset dinners, morning coffee overlooking the ocean, or gathering with friends as the sky transforms with evening color. Strategically positioned within the community, this residence enjoys a uniquely private setting surrounded by mature Monkey Pod trees and lush tropical landscaping, creating a serene, treehouse-like atmosphere. Its location offers a heightened sense of tranquility, minimal through-traffic, and exceptional privacy, making it one of the most desired locations within the community. La'i Loa has quickly become one of Wailea's most coveted addresses, offering a rare balance of luxury, privacy, and modern construction. Each boutique building contains only five residences and features secured access and a private garage, creating a sense of exclusivity seldom found in condominium living. Residents enjoy resort-inspired amenities including an infinity-edge pool, fitness center, and clubhouse, all surrounded by impeccably maintained grounds. For those seeking a primary residence, the convenience of single-level living combined with Wailea's world-class lifestyle is hard to overstate. For those searching for a second home, this is a true lock-and-leave retreat designed for comfort and ease. And for investors, the property's luxury positioning, nearly new construction, and strong long-term rental appeal create a compelling ownership opportunity in one of Maui's most desirable communities. Offered fully furnished—with most furnishings, artwork, and designer pieces included—this residence allows the next owner to step immediately into a lifestyle that has already been thoughtfully curated and beautifully executed. In a market where exceptional inventory is increasingly difficult to find, opportunities like this are rare. New construction. Boutique exclusivity. World renowned interior design finishes. Expansive ocean views. And one of the most sought-after locations in Maui. This is more than a home. It is a front-row seat to everything that makes Wailea extraordinary. ALL FURNISHINGS INCLUDED IN THE SALES PRICE EXCEPT A FEW PERSONAL ITEMS.

78 Kai Malu Dr Unit 101 (14A), Kihei

$2,875,000

2 Beds ⋅ 2 Baths ⋅ 409643 MLS ⋅ Fee Simple Tenure ⋅ ACTIVE Status ⋅ La'i Loa BLDG.

Experience elevated island living at La‘i Loa Wailea, Wailea’s newest luxury condominium development, in this beautiful 2-bedroom, 2-bath 1,374 sq. ft. residence offering beautiful ocean and Molokini views from the spacious lanai. Designed to embrace Maui’s coveted indoor-outdoor lifestyle, this luxury condominium blends modern elegance, comfort, and resort-style amenities within one of South Maui’s most sought-after gated communities. This lovely residence features tile flooring throughout the unit, creating a seamless and sophisticated coastal aesthetic. The expansive lanai is enhanced with privacy shades to help block the afternoon sun while providing the perfect setting to enjoy year-round sunsets, ocean views, and Molokini vistas. Airflow and comfort are thoughtfully enhanced by sleek Big Ass Fans throughout the residence, complementing the home’s relaxed yet refined island aesthetic. The open-concept design seamlessly connects the kitchen, dining, living, and lanai spaces, creating an effortless flow for entertaining or everyday indoor-outdoor living. Additional features include an EV charger, extra storage, and the convenience of two parking spaces, including a 1-car garage and 1-surface stall. La‘i Loa residents enjoy exceptional resort-style amenities including a stunning 75-foot lap pool, beautifully designed amenity center, fitness room, sauna, and steam sauna. Thoughtfully designed by award-winning Weinstein A+U Architects, the gated community offers privacy, security, and contemporary island architecture in the heart of Wailea. Located moments from Wailea’s world-renowned beaches, golf courses, luxury resorts, shopping, and dining, this is an exceptional opportunity to own in one of Maui’s premier luxury communities.

78 Kai Malu Dr Unit 202 (14D), Kihei

$3,300,000

2 Beds ⋅ 3 Baths ⋅ 409393 MLS ⋅ Fee Simple Tenure ⋅ ACTIVE Status ⋅ Wailea Point I Ii Iii BLDG.

Wailea Point 2101 is a rare, single-level residence featuring 2 bedrooms and 3 bathrooms with the convenience of no-stair entry. Enjoy breathtaking ocean and garden views, complemented by the stunning “bonus” views of Haleakala and the West Maui mountains. The open-concept kitchen is perhaps the most popular remodel scope of work in Wailea Point, and it’s already done in this lovely home, enhancing the quality of living and entertaining. Plus, the installation of custom cabinetry in the primary bedroom combines style with functionality. Seamless indoor-outdoor living is complemented by an extra-spacious lanai that opens directly onto lush, manicured gardens. Meticulously maintained, this home represents exceptional value and a unique opportunity to create your own personal retreat in one of Maui’s most distinguished condominium communities—a must-see. Wailea Point was designed to be Hawaii’s premier residential condominium, offering very low density (just over 4 units per acre), high-quality construction, and a serene garden environment. Residents enjoy 24-hour gated and roving security, two pool pavilions with 4 pools (including a 25-meter lap pool), 2 whirlpool spas, fully equipped kitchens, a lighted tennis court, 2 pickleball courts (1 lighted), a fully air-conditioned fitness gym, barbeque areas, fruit and herb gardens, ample parking, and a golf-cart friendly domain. Conveniently located next to the Four Seasons and Fairmont Kea Lani Hotels (with the Grand Wailea just one property away), residents have access to an array of five-star restaurants, shops and other amenities. In a 7/15/26 ruling, the Appeals Court changed the minimum rental period at Wailea Point BACK to 30 days. An Association Board of Directors Bulletin dated 7/22/26 states, “Consistent with the appellate court's decision, the minimum rental period is being administered as 30 consecutive days."

4000 Wailea Alanui Dr Unit 2101, Kihei

Wailea Homes with Garage Door Opener Parking Features

Newest Wailea Homes with Garage Door Opener Parking Features

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