Refine Search
Map
Sort by
$3,895,000
3 Beds ⋅ 3 Baths ⋅ 410170 MLS ⋅ Fee Simple Tenure ⋅ 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

Listing courtesy of Coldwell Banker Island Prop(S).

$2,350,000
4 Beds ⋅ 3 Baths ⋅ 410122 MLS ⋅ Fee Simple Tenure
Welcome to 3236 Pikai Way, an exceptional single-level residence nestled within the exclusive gated enclave of Wailea Kai, just across the street from the golden sands of world-famous Keawakapu Beach. Situated on a quiet private cul-de-sac in Little Wailea Kai, this beautifully maintained 4-bedroom, 3-bath home offers the perfect blend of luxury, privacy, and effortless island living. Designed with an open-concept floor plan, the home features soaring vaulted ceilings, abundant natural light, and seamless indoor-outdoor living. Expansive sliding glass doors open to your own tropical retreat, where a resort-style in-ground pool is surrounded by lush, mature landscaping—creating a private oasis ideal for relaxing or entertaining family and friends year-round. The spacious kitchen is thoughtfully designed for gathering and entertaining, complete with a large center island, granite countertops, newer appliances, generous walk-in pantry, and an adjacent private laundry room. Split air conditioning throughout the home provides year-round comfort while maintaining the home's bright and airy island ambiance. Wailea Kai is one of South Maui's most sought-after gated communities, prized for its peaceful setting and unmatched convenience. From your front door, enjoy an easy stroll to Keawakapu Beach, consistently ranked among Maui's finest white sand beaches. Just minutes away are Wailea's celebrated championship golf courses, luxury resorts, award-winning restaurants, tennis facilities, scenic oceanfront walking paths, and the upscale boutiques and dining at The Shops at Wailea. Whether you're searching for a primary residence, second home, or luxury island retreat, 3236 Pikai Way presents a rare opportunity to own in one of Wailea's most desirable neighborhoods, where timeless island elegance meets the very best of the Maui lifestyle. Seller discloses to all parties he is a licensed Hawaii real estate broker, owns Kokua Realty, LLC and is a principal in this sale.

3236 Pikai Way, Kihei

Listing courtesy of Kokua Realty LLC.

$3,500,000
3 Beds ⋅ 2 Baths ⋅ 410112 MLS ⋅ Fee Simple Tenure
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

Listing courtesy of Maui Luxury Real Estate LLC.

$3,295,000
410110 MLS ⋅ Fee Simple Tenure
Ready to build your Makena, Maui Dream Home? Papa'anui, across from Makena Landing, is incomparable in its unique location. You will enjoy south facing Ocean, pristine Makena coastline, Kaho’olawe & Molokini Crater Views. This idyllic location affords spectacular sunsets with a beautiful sandy beach & majestic ocean waters just steps from your front door. Makena is just south of Wailea and is revered as a pristine, less-developed, magnificent coastal area. This World Class Makena Resort area is consciously & conservatively being developed adjacently by Discovery Land Company, an international developer of prime luxury, low density, membership communities. This property is easily accessible, approximately 5 minutes or less, to world class golf, dining, tennis, hiking, kayaking, paddle-boarding, horseback riding & diving. Makena offers a lifestyle that is quintessentially natural Maui. The Wailea Resort & the elegant Shops at Wailea are a very short drive. The Papaanui CC&R’s, plot plan, topo map & survey, along with a custom home rendering & elevations, are available upon request. There is a 3/4 inch County Water meter installed on the property & underground electrical infrastructure. * Included in the photos is an architectural rendering/concept by Maui Architectural Group envisioning a fabulous home design. Come watch the whales breach, frolic amongst the turtles & enjoy your 'Peace of Paradise'.

5159 Makena Rd, Kihei

Listing courtesy of Maui Real Estate Advisors LLC.

$1,450,000
410084 MLS ⋅ Fee Simple Tenure
Can't find what you're looking for? Take advantage of this rare corner lot to build your dream Maui home ! Located near the center of the prestigious Wailea Golf Vistas gated community, this gently sloping lot offers East and West mountain views, as well as, ocean views! Seller is a licensed real estate agent in Arizona.

160 Manalo St, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

$1,840,000
1 Beds ⋅ 2 Baths ⋅ 409934 MLS ⋅ Fee Simple Tenure ⋅ Wailea Ekahi Iii BLDG.
Rarely does an opportunity like this come along at Wailea Ekahi. This beautifully positioned downstairs 1-bedroom, 2-bathroom villa enjoys stunning ocean views and sits in one of the community's most desirable green belt locations, offering a peaceful, open setting with lush tropical surroundings. Being sold turnkey, this villa is ready for immediate enjoyment as a full-time residence, second home, or a vacation rental. The spacious floor plan features comfortable indoor-outdoor living, allowing you to take full advantage of Maui's year-round sunshine and spectacular sunsets. Wailea Ekahi is known for its beautifully maintained grounds, direct access to Keawakapu Beach, multiple swimming pools, and relaxed resort atmosphere. Just moments away, you'll find all the world-class amenities that make the Wailea Resort so sought after, including championship golf courses, tennis facilities, luxury shopping, fine dining, and scenic coastal walking paths. This is one of those special villas that rarely becomes available; a prime green belt location, exceptional ocean views, and the coveted convenience of a ground-floor residence all combine to create a truly unique offering in Wailea.

3300 Wailea Alanui Dr Unit 38A, Kihei

Listing courtesy of Hawaii Life (W).

$3,878,000
3 Beds ⋅ 3 Baths ⋅ 409909 MLS ⋅ Fee Simple Tenure ⋅ 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

Listing courtesy of Keller Williams Realty Maui-Ka.

$3,785,000
4 Beds ⋅ 4 Baths ⋅ 409908 MLS ⋅ Fee Simple Tenure
Nestled within the prestigious Wailea Pualani community, 390 Pualoa Nani Place offers the essence of luxury island living with privacy, elegance, and the relaxed sophistication that defines Wailea. Surrounded by lush tropical landscaping and swaying palms, this beautifully designed residence welcomes you with a grand driveway entrance and exceptional curb appeal. Inside, the home blends comfort and functionality with spacious living areas, abundant natural light, and quality finishes throughout. The residence showcases magnificent views of the West Maui Mountains along with beautiful glimpses of the Pacific Ocean, creating a peaceful backdrop from multiple areas of the home. Recently enhanced with brand-new quartz countertops as well as upgraded flooring, the property reflects quality craftsmanship and modern island elegance. The expansive laundry and utility room provides generous storage and workspace, while the thoughtfully designed floor plan creates seamless indoor-outdoor living ideal for entertaining or peaceful everyday enjoyment. Adding to the uniqueness of this exceptional offering is a magnificent curated art collection that complements the home's sophisticated ambiance and tropical luxury setting. (Please see attached document with photos of the art pieces included in the sale.) This is also an extraordinary opportunity to own a home with exceptional energy independence and efficiency. The property is equipped with an impressive owned photovoltaic system featuring approximately 69 solar panels along with three Tesla Powerwall batteries, providing substantial renewable energy production, backup power capability, and long-term utility savings. This remarkable solar investment enhances both the value and sustainability of the property while supporting the Maui lifestyle with modern energy resilience. From the aerial perspective, the home's positioning captures privacy and tranquility with neighboring greenery and open space, creating a serene tropical environment. Located moments from world-class beaches, championship golf courses, luxury resorts, fine dining, and upscale shopping in Wailea, this exceptional residence offers the perfect blend of comfort, convenience, luxury, sustainability, and the coveted Wailea lifestyle.

390 Pualoa Nani Pl, Kihei

Listing courtesy of Engel & Volkers Maui.

$45,000,000
8 Beds ⋅ 8 Baths ⋅ 409860 MLS ⋅ Fee Simple Tenure
An exceptionally rare opportunity to acquire two side-by-side oceanfront properties that creates a private coastal compound in one of South Maui’s most coveted enclaves. Positioned approximately 40 feet above a pristine crescent-shaped white sand beach this offering delivers a setting that cannot be duplicated under current coastal regulations. Behind a gated entry, the combined estate offers unmatched scale, privacy, and flexibility ideal as a legacy family retreat, multi-generational compound, or secure oceanfront enclave. Expansive decks from 2 distinct residences project toward the horizon, capturing sweeping panoramic views from Makena to the West Maui Mountains, with year-round sunsets and an ever-changing Pacific backdrop. A gated footpath leads to a secluded stretch of sand known as “Secret Beach,” offering rare, near-private access just steps from your door. Opportunities of this magnitude—two contiguous oceanfront parcels with elevation, privacy, and direct beach access—are extraordinarily limited. Offered together, this is a chance to secure a one-of-one compound in a supply-constrained market where replacement is simply not possible. Minutes from Wailea’s world-class golf, dining, and shopping, yet worlds apart in privacy and setting. Legacy property. Irreplaceable location. Finite opportunity. **Disclosure, some images have been virtually staged**

4640 & 4650 Makena Rd, Kihei

Listing courtesy of Hawaii Life (W).

$2,749,000
2 Beds ⋅ 3 Baths ⋅ 409826 MLS ⋅ Fee Simple Tenure ⋅ Na Hale O Makena BLDG.
Welcome to Na Hale O Makena, one of South Maui’s most private and low-density luxury communities. This beautifully appointed 2-bedroom, 2.5-bath residence offers the ease and comfort of desirable ground-level living with no stairs/elevators to enter, creating effortless access throughout the home and lanai. Tucked within lush tropical landscaping, the property enjoys an exceptional sense of privacy and tranquility in one of Makena’s most sought-after settings. Freshly updated with a newly painted interior, new carpeting, led lighting and more, this spacious floor plan is designed for relaxed island living, featuring seamless indoor-outdoor flow and peek-a-boo ocean/molokini views that add to the home’s peaceful ambiance. Thoughtfully designed with comfort and convenience in mind, this residence lives more like a private home while still offering the benefits of luxury condominium ownership. Residents of Na Hale O Makena enjoy a gated, low-density community atmosphere along with resort-style amenities including a pool, spa, fitness center, and covered pavilion, all just moments from Makena’s pristine beaches, golf, dining, and Wailea conveniences. Whether you are seeking a full-time residence or an island retreat, this exceptional property captures the privacy, comfort, and understated luxury that define the Makena lifestyle. Schedule your private showing today!

4955 Makena Rd Unit F102, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

$1,199,000
1 Beds ⋅ 2 Baths ⋅ 409776 MLS ⋅ Fee Simple Tenure ⋅ Wailea Ekolu BLDG.
Whether you're seeking a high-performing vacation rental, a lock-and-leave second home, or a comfortable full-time residence, Wailea Ekolu #1204 offers exceptional value in one of South Maui's most desirable communities. Positioned on the front row overlooking the Wailea Blue Golf Course with sweeping ocean views beyond, this beautifully updated 1-bedroom, 2-bath residence combines privacy, tranquility, and convenience at a price point rarely available in Wailea. This upstairs unit features vaulted ceilings, grandfathered all-tile flooring throughout, two split-system AC units, bamboo cabinetry, quartz countertops, and thoughtful upgrades that reflect true pride of ownership. The spacious layout and dual-bath configuration provide flexibility and comfort for owners and guests alike. Wailea Ekolu is ideally located just above The Shops at Wailea and minutes from world-renowned beaches, luxury resorts, championship golf, and some of Maui's finest dining. Residents and guests enjoy access to two swimming pools, barbecue areas, and an entertaining pavilion with a full kitchen - all within a peaceful, low-density setting in the heart of Wailea.

10 Wailea Ekolu Pl Unit 1204, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

$1,350,000
1 Beds ⋅ 2 Baths ⋅ 409758 MLS ⋅ Fee Simple Tenure ⋅ Wailea Ekahi I BLDG.
This beautifully appointed 1-bedroom, 2-bathroom condo offers serene ocean views from a private, quiet location within Wailea Ekahi. Wailea Ekahi #17A features an inviting tropical atmosphere and comes fully furnished, ready for immediate enjoyment. The entire complex has just been freshly painted and features brand new landscaping throughout, creating an enhanced resort experience. The unit showcases custom built-in cabinetry in the bedroom and elegant plantation shutters throughout. Two spacious lanais provide wonderful outdoor living spaces. One lanai with ocean views, the other is privately situated… perfect for reading or morning coffee. The private setting ensures maximum tranquility while maintaining convenient access to all resort amenities. Wailea Ekahi offers four swimming pools, a recently upgraded pickleball court, multiple BBQ areas, and a well-equipped fitness center. The beachfront pool pavilion provides exclusive gated access to beautiful Keawakapu Beach. This desirable unit at Wailea Ekahi #17A is located just moments from pristine beaches and minutes from The Shops at Wailea, championship golf courses, and exceptional South Maui dining.

3300 Wailea Alanui Dr Unit 17A, Kihei

Listing courtesy of Hawaii Life (W).

$750,000
1 Beds ⋅ 2 Baths ⋅ 409715 MLS ⋅ Fee Simple Tenure ⋅ Grand Champions BLDG.
Immerse yourself in the essence of Hawaiian paradise at Grand Champions Villa Unit 74, a desired top-floor gem perfectly situated in the uppermost section of the complex. This prime location not only ensures unparalleled privacy but also offers the most coveted, unobstructed views of the shimmering Pacific Ocean and the lush 2nd fairway of the Wailea Blue Golf Course. Surrounded by tropical beauty, this one-bedroom, two-bath residence features vaulted ceilings, and a private lanai where you can savor breathtaking sunsets and refreshing trade winds. As a resident, enjoy exclusive amenities and easy access to Wailea’s pristine beaches, world-class dining, and premier shopping—all just a short stroll away!

155 Wailea Ike Pl Unit 74, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

$3,500,000
409689 MLS ⋅ Fee Simple Tenure
A rare and extraordinary opportunity in coveted Makena awaits. Just steps from world famous Makena Beach (Big Beach). This exceptional vacant lot spans approximately 28,706 sq. ft. (0.658 acres) and offers the perfect canvas to create your Maui Estate. Nestled within an exclusive gated subdivision of only four properties, this prime homesite combines privacy, tranquility, and the natural beauty that defines South Maui living. A ¾-inch water meter is already installed, and underground utilities are brought directly to the site for added convenience. Enjoy the soothing sounds of the ocean along with beautiful glimpses of the sparkling blue Pacific Ocean. Ideally located near championship golf courses, upscale shopping and dining, world class Wailea resorts, luxury spas, and pristine beaches, this property offers the very best of the Makena lifestyle. Truly one of Maui’s most special offerings. This is an exceptional opportunity to build in one of Hawaii’s most sought after coastal communities.

Makena Rd, Kihei

Listing courtesy of Hawaii Life (W).

$2,550,000
2 Beds ⋅ 2 Baths ⋅ 409670 MLS ⋅ Fee Simple Tenure ⋅ La'i Loa BLDG.
Experience elevated island living in this beautifully appointed condominium at Lai Loa Wailea, one of South Maui’s newest luxury communities. Purchased new in 2024, this fully furnished ocean-view residence offers an exceptional blend of modern design, refined finishes, and effortless lock-and-leave ownership in the heart of Wailea. Thoughtfully designed for both full-time and second-home living, the residence features seamless indoor-outdoor flow, expansive west-facing lanai space, premium appliances, custom cabinetry, spa-inspired bathrooms, and sophisticated smart-home integration throughout. Additional conveniences include app-controlled systems, EV charging capability, Moen Flo leak detection, oversized dedicated storage, and two parking stalls. The open-concept layout is filled with natural light and oriented to capture ocean views, Maui sunsets, and year-round coastal breezes, creating an ideal setting for both everyday comfort and relaxed entertaining. Located within the gated Lai Loa community, owners enjoy resort-style amenities including an infinity-edge pool, spa, fitness center, steam and sauna facilities, gathering spaces, secure entry, elevator access, and beautifully landscaped grounds moments from Wailea’s beaches, golf, dining, and shopping. Offered fully furnished and vacant for immediate occupancy, this residence presents a compelling opportunity for buyers seeking quality, convenience, and long-term value within one of Wailea’s premier luxury communities. Private showings available by appointment.

24 Kai Malu Unit 3-A, Kihei

Listing courtesy of Island Sotheby's International Realty(W).

$2,875,000
2 Beds ⋅ 2 Baths ⋅ 409643 MLS ⋅ Fee Simple Tenure ⋅ 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

Listing courtesy of Polaris Pacific.

$2,848,000
3 Beds ⋅ 4 Baths ⋅ 409610 MLS ⋅ Fee Simple Tenure
A private Wailea Kialoa retreat, where chic island elegance meets effortless living. This custom single-level 3-bedroom, 3.5-bath residence offers an open and thoughtfully crafted floor plan with seamless indoor-outdoor living. The expansive great room connects to a covered lanai through retractable pocket doors, creating an ideal setting for everyday living and entertaining. The well-appointed chef’s kitchen features striking granite surfaces, paired with timeless wood finishes throughout, custom wood cabinetry, and premium appliances including Viking, Bosch, and Sub-Zero, along with a large dine-in bar and adjacent dining area. The serene primary suite includes a secluded lanai, large walk-in closet, and an en-suite bath with spa inspired dual vanities, soaking tub, and walk-in shower. Two additional guest bedrooms each offer en-suite baths and direct outdoor access, providing privacy and flexibility. Outdoor amenities include a lagoon-style pool and spa, tropical landscaped yard, and mature trees, foliage and lava rock wall for your own private sanctuary. Additional features include a spacious 2-car garage with workroom/storage area. Conveniently located near Wailea’s white sandy beaches, award winning golf courses, world class dining, and shopping.

230 E Panana Pl, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

$2,895,000
3 Beds ⋅ 2 Baths ⋅ 409559 MLS ⋅ Fee Simple Tenure ⋅ Keala O Wailea BLDG.
Welcome to modern Hawaiian luxury at Keala o Wailea Unit 4-101. This rare 3-bedroom, 2-bathroom residence offers effortless single-level living with absolutely no stairs in an exclusive, pet-friendly gated community. Premiere ground floor units in this community rarely come up for sale. Offered fully furnished and turnkey, the home features a soothing, neutral coastal aesthetic. The open-concept living area is highlighted by large retractable glass doors that create seamless indoor/outdoor living. Step onto your spacious covered lanai to soak in massive ocean views spanning Kaho'olawe, Molokini, West Maui and Lanai, all while overlooking the Wailea Blue Golf Course. The gourmet kitchen is equipped with sleek contemporary cabinetry, elegant quartz countertops, and premium Bosch appliances. Every detail is thoughtfully designed for comfort and elevated island living. Due to its location in the center of the complex, the unit is conveniently located near the amenities including a stunning ocean-view pool, spa, fitness room, and clubhouse with BBQ facilities This unit includes two parking spaces, featuring a covered carport with built-in storage, and a second space which is just steps from the front door. There is access to additional storage for your recreational equipment. You are also situated immediately adjacent to the Wailea Gateway Shops, putting exceptional dining, shopping, fitness facilities, doctor's office and a pharmacy just a short stroll from your front door. Experience the pinnacle of quiet, contemporary Wailea living in Unit 4-101, where breathtaking vistas, sophisticated design, and everyday convenience perfectly align.

59 Wailea Gateway Pl Unit 4-101, Kihei

Listing courtesy of Hawaii Life (W).

$969,880
2 Beds ⋅ 2 Baths ⋅ 409538 MLS ⋅ Fee Simple Tenure ⋅ Wailea Fairway Villas BLDG.
$1179.49 HOA fees Located in Wailea, this quiet and serene ground-level 2- bedroom, 2 bath condo is within walking distance of the beach and close to many convenient shopping and dining options. The property features amenities such as a saltwater heated pool with hot tub, fitness center, and clubhouse , and barbecue surrounded by well maintained landscaping and on site management. Upgraded appliances and split AC system for comfort . The main bedroom features a walk-in shower , while the second bathroom includes a bathtub . Assigned parking for one vehicle plus guest parking is available. Wifi, cable included. All comments, data is provided by seller or seller's representatives. Buyer to confirm all & hold all parties harmless from any discrepancy data in the mls and advertising. Limited Service–Data Entry Addendum signed by seller/s must be signed by buyer/s with Purchase Contract.

3950 Kalai Waa St Unit C102, Kihei

Listing courtesy of Nathalie Mullinix Rlty Universal Inc.

$1,395,000
2 Beds ⋅ 2 Baths ⋅ 409516 MLS ⋅ Fee Simple Tenure ⋅ Palms At Wailea I BLDG.
Experience the beauty of Wailea resort living from this well-positioned "C" model at the Palms at Wailea. Unit 1509 offers 1,242 square feet of interior living space complemented by an expansive 352-square-foot lanai bringing your total living area to nearly 1,600 square feet of Wailea comfort. Enjoy sweeping ocean views from every room, making this unit a rare find where the Pacific serves as your constant backdrop whether you're in the living room, bedroom, or relaxing on your lanai. With only five steps to the entryway, this prime location getaway awaits it's next owner to make great memories. Currently in the Outrigger rental pool, this property offers a ready-made opportunity for investors looking to enter the Wailea vacation rental market. Whether you choose to continue with the existing rental program or explore management options of your own, the infrastructure is already in place. If you are looking for that coveted Wailea address, Palms at Wailea 1509 is one that just checks all the boxes.

3200 Wailea Alanui Dr Unit 1509, Kihei

Listing courtesy of Coldwell Banker Island Prop-Ku.

$2,595,000
4 Beds ⋅ 4 Baths ⋅ 409490 MLS ⋅ Fee Simple Tenure
Also listed as Condo MLS# 409467. In the best location in Kanani Wailea, adjacent to expansive open space and unobstructed ocean views, this exceptional single-level residence offers the community’s most desirable floor plan. Located in an exclusive gated enclave of just 38 detached residential condominiums, this beautifully appointed 4-bedroom, 4-bath home blends luxury, privacy, and effortless island living. The 2,129 sq. ft. interior features an open-concept design filled with natural light and quality finishes like Hunter Douglas interior blinds and remote exterior blinds. The recently remodeled kitchen features top-of-the-line appliances like Wolf and Sub-Zero. Modern upgrades include the latest Wi-Fi system, a multi-zone Sonos sound system throughout, and a security system for added convenience and peace of mind. Two true primary suites offer spacious walk-in closets and large double-vanity baths, each remodeled with Toto Washlets. A third bedroom is located in the main living area with a full bath just across the hall, while the fourth bedroom and bath are privately situated off the courtyard—ideal for guests or extended family. Offered fully furnished and turn-key, the home includes a complete inventory of housewares and essentials, making it ready for immediate enjoyment or effortless second-home ownership. Lovely ocean views with dreamy sunsets from your large, private lanai, and the ease of lock-and-leave ownership make this home especially appealing. Association-maintained landscaping enhances the carefree lifestyle. Kanani Wailea amenities include a heated infinity-edge pool, spa, fitness room, and cabana with full kitchen. Just minutes from Wailea’s world-class beaches, golf, dining, and shopping, this is a rare opportunity to own in one of South Maui’s most coveted communities.

100 Poailani Pl Unit 29, Kihei

Listing courtesy of McEntire Realty.

$1,475,000
2 Beds ⋅ 2 Baths ⋅ 409483 MLS ⋅ Fee Simple Tenure ⋅ Wailea Ekolu BLDG.
Ocean, Molokini, and Wailea Blue Golf Course views set the tone from the moment you arrive. This 2-bedroom, 2-bath Wailea Ekolu condo offers a quiet, private setting tucked away from the road, creating a peaceful relaxing environment. Inside, vaulted ceilings and an open layout bring in natural light, while high-end furnishings give the unit a more refined feel than your typical vacation rental. A standout feature is the retractable ceiling-mounted TV paired with a Sonos sound system, there when you want it, out of sight when you don't. The lanai becomes your daily go-to for morning coffee and sunset wind-downs. Offered mostly furnished and move-in ready, inventory provided upon request. This works equally well as a personal retreat, second home, or income-generating vacation rental in one of Wailea's most established communities. You are minutes to world-class beaches, golf, dining, and shopping, plus a short stroll to Wailea Village with restaurants, art galleries, and a weekly farmer's market. Wailea Ekolu owners may elect to join the Wailea Golf Club for discounted golf and other benefits. Opportunities like this in Ekolu don't come up often. Seller intends to complete a 1031 exchange at no cost to the buyer.

10 Wailea Ekolu Pl Unit 1206, Kihei

Listing courtesy of Coldwell Banker Island Prop-Ku.

$2,595,000
4 Beds ⋅ 4 Baths ⋅ 409467 MLS ⋅ Fee Simple Tenure ⋅ Kanani Wailea BLDG.
Also listed as Residential MLS# 409490. In the best location in Kanani Wailea, adjacent to expansive open space and unobstructed ocean views, this exceptional single-level residence offers the community’s most desirable floor plan. Located in an exclusive gated enclave of just 38 detached residential condominiums, this beautifully appointed 4-bedroom, 4-bath home blends luxury, privacy, and effortless island living. The 2,129 sq. ft. interior features an open-concept design filled with natural light and quality finishes like Hunter Douglas interior blinds and remote exterior blinds. The recently remodeled kitchen features top-of-the-line appliances like Wolf and Sub-Zero. Modern upgrades include the latest Wi-Fi system, a multi-zone Sonos sound system throughout, and a security system for added convenience and peace of mind. Two true primary suites offer spacious walk-in closets and large double-vanity baths, each remodeled with Toto Washlets. A third bedroom is located in the main living area with a full bath just across the hall, while the fourth bedroom and bath are privately situated off the courtyard—ideal for guests or extended family. Offered fully furnished and turn-key, the home includes a complete inventory of housewares and essentials, making it ready for immediate enjoyment or effortless second-home ownership. Lovely ocean views with dreamy sunsets from your large, private lanai, and the ease of lock-and-leave ownership make this home especially appealing. Association-maintained landscaping enhances the carefree lifestyle. Kanani Wailea amenities include a heated infinity-edge pool, spa, fitness room, and cabana with full kitchen. Just minutes from Wailea’s world-class beaches, golf, dining, and shopping, this is a rare opportunity to own in one of South Maui’s most coveted communities.

100 Poailani Pl Unit 29, Kihei

Listing courtesy of McEntire Realty.

$999,500
2 Beds ⋅ 2 Baths ⋅ 409449 MLS ⋅ Fee Simple Tenure ⋅ Wailea Fairway Villas BLDG.
Best Value in Wailea! 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 lighting to the built-in closet organizers in each bedroom, the 3 split A/C system, built-in storage cabinets, and even a Pulse Showerspa shower system. Freshly painted with a warm and inviting color palette which creates a comfortable and relaxed feel. You will love sitting outside on the private lanai surrounded by lush tropical foliage. A rare added bonus is the insulated attic which provides an abundance of storage. This is an amazing opportunity to own in a quiet Wailea complex with fantastic amenities, close to world famous beaches and shopping. Unit comes tastefully furnished and turnkey. Call your favorite realtor today.

3950 Kalai Waa St Unit U202, Kihei

Listing courtesy of Berkshire Hathaway Maui Prop-W.

$8,740,000
5 Beds ⋅ 6 Baths ⋅ 409447 MLS ⋅ Fee Simple Tenure ⋅ Wailea Point I Ii Iii BLDG.
Wailea Point Residence 802 & 804 is an exquisite, rare, double residence featuring 5 bedrooms and 6 full bathrooms. Enjoy unobstructed panoramic ocean and sunset views from four ocean-view lanais or from inside the expansive great room, enhanced by the upgraded, dual-mitered glass bay “aquarium” windows that dramatically enhance the vistas and whale watching (in season). This turnkey purchase—fully furnished, legacy property, created by thoughtfully combining two elegant units—lives like a luxurious single-family home, while retaining lock-and-leave condominium convenience. It includes elegant designer furniture, all kitchen appliances (including 2 frigs, 2 dishwashers, 3 wine frigs), china, linens and more. The residence offers soaring ceilings, 4-zone central air conditioning, a terrific owner’s home office/den, privately located adjacent to the primary bedroom with ocean views, and a separate and large double garage, with built-in storage and two of the wine frigs. Seamless indoor-outdoor living is complemented by the four spacious lanais that open directly onto lush, manicured gardens and the oceanfront setting. Meticulously maintained, this home represents exceptional value as the best price per square foot in Wailea Point (less than $1,780 per gross interior sq ft) and a unique opportunity to own or create your own personal, multi-generational retreat in one of Maui’s most distinguished condominium communities—a must-see. Wailea Point was designed to be Hawaii’s premier residential condominium. The development offers 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, barbecue areas, fruit and herb gardens, ample parking, and a golf-cart friendly domain. Located next to the Four Seasons and Fairmont Kea Lani Hotels; and within 100 yards of the famous and long Wailea Beach shorefront walkway; great for early morning or sunset walks. There are two magnificent, ocean beaches adjacent to Wailea Point. Shopping, fine restaurants, outstanding golf courses and graceful streets all surround the acclaimed development. 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 802 & 804, Kihei

Listing courtesy of Wailea Point Realty, Inc..

$9,950,000
409403 MLS ⋅ Fee Simple Tenure
17 Maluaka within the prestigious, gated Maluaka enclave represents a rare and compelling opportunity to create a legacy estate in one of Makena’s most revered coastal neighborhoods. Encompassing approximately three-quarters of an acre, this exceptional property is ideally perched to capture sweeping ocean view corridors, offering a breathtaking backdrop for a world-class architectural masterpiece. As the largest lot in Maluaka, it offers a rare combination of scale, privacy, and design potential seldom found in Makena. Defined by privacy and exclusivity, Maluaka offers a serene, low-density setting where luxury and tranquility coexist. Behind the gates, a sense of seclusion prevails—yet it is just moments away from championship golf, unspoiled beaches, and the finest dining and shopping experiences of South Maui. Here, the rhythm of island living is elevated, where every sunset, ocean breeze, and whale breach become part of everyday life. This is more than a vacant lot in an exclusive neighborhood, it is an invitation to design and build a residence that reflects the very best of Maui’s luxury lifestyle in an address defined by rarity, privacy, and distinction. This is a residential CPR listing, please contact your favorite Realtor for more details.

17 Maluaka Pl Unit Unit 5, Kihei

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

$3,300,000
2 Beds ⋅ 3 Baths ⋅ 409393 MLS ⋅ Fee Simple Tenure ⋅ 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

Listing courtesy of Wailea Point Realty, Inc..

$2,900,000
3 Beds ⋅ 3 Baths ⋅ 409389 MLS ⋅ Fee Simple Tenure ⋅ Makalii At Wailea BLDG.
Ocean view residence at Makali'i at Wailea, offered fully furnished with a custom modern interior package. This thoughtfully designed home features contemporary finishes, open-concept living, and seamless indoor-outdoor flow ideal for enjoying Maui’s year-round climate. Located in one of Wailea’s newest communities, just minutes to world-class beaches, golf, dining, and shopping. Owner holds active Hawaii Real Estate License.

137 Holomoana Way Unit 4A, Kihei

Listing courtesy of Island Sotheby's International Realty(W).

$1,100,000
1 Beds ⋅ 1 Baths ⋅ 409361 MLS ⋅ Fee Simple Tenure ⋅ Wailea Ekahi I BLDG.
This charming, private ground-floor 1-bedroom, 1-bathroom end-unit is flooded with natural light and has been meticulously maintained. From the spacious living area, kitchen, and extended tiled lanai, you'll enjoy beautiful views of the lush garden. The unit perfectly blends indoor and outdoor living, with direct access from the kitchen that's ideal for alfresco dining. It's like stepping into your own "Secret Garden of Maui." When it's time for the beach and some sun, this unit offers a short 4 minute stroll down to Maui's famous Keawakapu beach. The kitchen boasts stainless steel appliances, including a wood-clad refrigerator, warm-toned ceramic tile countertops, and a full-height backsplash. The natural wood louvered sliders and bi-fold doors enhance the unit's rich and inviting atmosphere. The bedroom offers access to a private garden lanai, creating a peaceful retreat. The custom bathroom features a floor-to-ceiling tiled, glass-enclosed shower with decorative seashell accents. A Murphy bed adds versatility, providing a second sleeping area. Wailea Ekahi is known for its lush tropical landscaping, mature plantings, and a variety of amenities, including multiple pools and tennis courts. The Keawakapu beachfront pool and gathering pavilion are truly exceptional. Nearby, the renowned Shops at Wailea offer fine dining, shopping, and art galleries. Wailea also provides world-class opportunities for golf, tennis, diving, snorkeling, horseback riding, hiking, and is close to luxurious spas.

3300 Wailea Alanui Dr Unit 25C, Kihei

Listing courtesy of Coldwell Banker Island Prop-Ku.

$9,500,000
409319 MLS ⋅ Fee Simple Tenure
Set within one of Makena’s most coveted enclaves, this exceptional 3.349-acre homesite captures the essence of refined island living. 4520 Makena Alanui commands sweeping panoramic views of Makena’s shimmering coastline and the vibrant turquoise waters extending to Molokini, Kahoolawe, Lanai and the majestic West Maui Mountains. A rare offering, this expansive parcel presents the opportunity to create a legacy estate—an architectural masterpiece designed to embrace Maui’s natural beauty and indoor-outdoor lifestyle. Ultimate privacy and serenity define the setting, while Wailea’s world-class resorts, championship golf, fine dining, and luxury shopping remain just moments away. From sunrise over Haleakala to unforgettable sunsets melting into the Pacific, every day is framed by extraordinary beauty at this prime vacant lot. Inquire with your favorite Realtor to experience this remarkable property.

4520 Makena Alanui Dr, Kihei

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