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Wailea/Makena condos for sale | Maui

We found 54 condos in Wailea/Makena on Maui

Virtual Tour
$1.85m
Wailea - Wailea Palms
3150 Wailea Alanui Dr unit 2801, Kihei
Condo
2 bd
3 ba
1,559 sqft
$1,850,000
2
bd
3
ba
1,559
sqft
Welcome to Wailea Palms 2801, a beautifully updated and furnished 2-bedroom, 3-bath residence offering 1,559 square feet of unparalleled island living. One of the most private residences in the community, 2801 features three private lanais, creating wonderful indoor-outdoor living throughout the home. A rare feature of this unit is the ability to barbecue right off the lanai. Ocean views provide a beautiful backdrop for morning coffee, sunset dinners, or simply enjoying Maui’s year-round outdoor lifestyle. The thoughtfully updated interior features a beautifully appointed kitchen, inviting living and dining areas, and two generous bedroom suites offering privacy for owners and guests. Wailea Palms is a gated residential community known for its lush tropical grounds, ocean-view pool and spa, and peaceful setting. Ideally located near Wailea’s world-class beaches, golf, dining, shopping and resorts, Unit 2801 offers a rare combination of privacy, space and indoor-outdoor living in the heart of Wailea.
Virtual Tour
Oceanfront
$3.65m ▼ $200,000
Wailea - Hoolei
24 Hoolei Cir unit T-1, Kihei
Condo
3 bd
4 ba
3,076 sqft
$3,650,000 ▼ $200,000
3
bd
4
ba
3,076
sqft
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.
Virtual Tour
$1.56m
Wailea - Wailea Palms
3150 Wailea Alanui Dr unit 2703, Kihei
Condo
2 bd
2 ba
1,194 sqft
$1,557,000
2
bd
2
ba
1,194
sqft
Welcome to Wailea Palms 2703, FULLY FURNISHED and move-in ready, spectacular and renovated ground-floor 2 Bedroom, 2 Bath residence in one of Wailea's most sought after gated communities. Offering zero stairs from the parking area to the unit. 2703 combines effortless convenience with refined island living. Thoughtfully designed floor plan flows seamlessly through Fleetwood sliding glass doors to a large covered wrap around lanai with ocean views and lush tropical landscaping, perfect for indoor-outdoor living and entertaining. Recent upgrades include fully remodeled bathrooms (2025), travertine flooring, brand new fans and appliances throughout, custom cherry wood cabinetry, and handcrafted built-ins by Olivery Woodworking - including a custom breakfast nook, dining table, bathroom cabinetry, and custom glass and wood doors. A built-in Murphy bed in the second bedroom adds flexibility, allowing the space to function as either a guest suite or home office. Every detail has been designer curated, including designer furnishings, décor, accessories and kitchenware. Truly turn-key. Wailea Palms amenities include a spectacular OCEAN VIEW pool and spa, fitness center, BBQs, and beautifully landscaped grounds. Just moments from Wailea's world-class beaches, golf courses, luxury resorts, fine dining, The Shops at Wailea and the scenic Wailea Beach Path, this exceptional residence offers the privacy, quality, and lifestyle that make Wailea one of Maui's premier destinations. Call to schedule a showing!
Virtual Tour
Oceanfront
$4.2m
Wailea - Wailea Beach Villas
3800 Wailea Alanui Blvd unit H102, Kihei
Condo
2 bd
2 ba
1,899 sqft
$4,200,000
2
bd
2
ba
1,899
sqft
Wailea Beach Villas H102 is a beautifully furnished 2-bedroom, 2-bath residence with a versatile den/office, offering the flexibility for remote work or additional guest space. The thoughtfully designed floor plan features new appliances and an extended kitchen island with plenty of seating, making it ideal for everyday living and entertaining. Power sunshades throughout the home provide added comfort and convenience. Quaint ocean view from the lanai. Wailea Beach Villas is one of Wailea's premier beachfront communities, offering two swimming pools, a fitness center, beautifully maintained tropical grounds, direct access to Wailea Beach, and a convenient location within walking distance of The Shops at Wailea, restaurants, and nearby resorts. H102 is currently part of an active vacation rental program, making it an excellent option for those seeking a property with established rental history as well as a comfortable personal retreat.
$1.3m
Wailea - Wailea Fairway Villas
3950 Kalai Waa St unit R102, Kihei
Condo
2 bd
2 ba
949 sqft
$1,295,000
2
bd
2
ba
949
sqft
Welcome to this beautiful 2-bedroom, 2-bathroom condo at Wailea Fairway Villas, offered fully furnished and move-in ready. Enjoy breathtaking ocean views and spectacular Maui sunsets from the comfort of your own home. Residents enjoy exceptional amenities, including a clubhouse with a fitness center, swimming pool, hot tub, barbecue area, outdoor dining space, and event room. Ideally located in the heart of Wailea, you're just minutes from five of South Maui's finest beaches, world-class golf, luxury shopping, award-winning restaurants, spas, and everything that makes Wailea one of Hawaii's most sought-after communities. Set on 12 acres of beautifully landscaped grounds, Wailea Fairway Villas offers the perfect blend of resort-style living and everyday comfort.
Virtual Tour
$3.45m ▼ $245,000
Wailea - Makalii at Wailea
208 Holomoana Way unit 14B, Kihei
Condo
3 bd
3 ba
1,802 sqft
$3,450,000 ▼ $245,000
3
bd
3
ba
1,802
sqft
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.
Virtual Tour
Oceanfront
$1.7m ▼ $145,000
Wailea - Wailea Ekahi III
3300 Wailea Alanui Dr unit 38A, Kihei
Condo
1 bd
2 ba
885 sqft
$1,695,000 ▼ $145,000
1
bd
2
ba
885
sqft
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.
Virtual Tour
Condo
3 bd
3 ba
1,742 sqft
$3,878,000
3
bd
3
ba
1,742
sqft
La'i Loa: Where Elevated Design Meets the Spirit of Wailea PRIVATE SHOWINGS AVAILABLE. Some homes have a view. This one makes the view part of daily life. From its elevated position at La'i Loa, the Pacific stretches to the horizon, with sweeping ocean vistas, neighboring islands, and Maui's legendary sunsets. Built in 2023, this ground-floor 3-bedroom, 3-bath residence offers 1,742 square feet of thoughtfully designed living space and a rare 424-square-foot lanai that extends the home outdoors. Trade winds, natural light, and an easy indoor-outdoor flow define the Wailea lifestyle here. Inside, every detail reflects quality and craftsmanship. Approximately $1 million has been invested in furnishings, artwork, lighting, and custom appointments, including hand-painted Italian wall coverings, rare Maya Romanoff wallpaper, hand-blown glass fixtures, and custom Italian furnishings. It feels more like a private gallery than a condominium. The gourmet kitchen features premium appliances and refined finishes for everyday living and entertaining. Motorized shades, smart-home compatibility, and integrated technology add modern convenience without compromising the design. On the lanai, an outdoor grilling area sets the stage for sunset dinners, morning coffee over the ocean, or evenings with friends. The setting is one of the most private in the community, surrounded by mature Monkey Pod trees and lush tropical landscaping for a serene, treehouse-like feel, with minimal through-traffic. La'i Loa has become one of Wailea's most coveted addresses. Each boutique building holds just five residences, with secured access and a private garage. Residents enjoy an infinity-edge pool, fitness center, and clubhouse within beautifully maintained grounds. Whether you want a primary residence with single-level living, a lock-and-leave second home, or a luxury investment with nearly new construction and strong long-term rental appeal, this home delivers. Offered fully furnished, with most furnishings, artwork, and designer pieces included, the next owner can step right into a lifestyle already beautifully curated. New construction. Boutique exclusivity. World-class interior design. Expansive ocean views. One of the most sought-after locations on 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.
Virtual Tour
Oceanfront
$2.5m ▼ $200,000
Makena - Na Hale O Makena
4955 Makena Rd unit F102, Kihei
Condo
2 bd
3 ba
2,183 sqft
$2,499,000 ▼ $200,000
2
bd
3
ba
2,183
sqft
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!
$969.88k ▼ $8,920
Wailea Fairway Villas
3950 Kalai Waa St unit C102, Kihei
Condo
2 bd
2 ba
949 sqft
$969,880 ▼ $8,920
2
bd
2
ba
949
sqft
$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. Complex with a gorgeous fairway-facing pool, jacuzzi, BBQ, community gathering room, gym, and tropically landscaped grounds. You will enjoy Magnificent Ocean Views along Maui's South Shore all the way to the West Maui Mountains and the Outer Islands of Lanai, Kahoolawe, and Molokini from the recreation pavillion. 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.
Virtual Tour
$2.55m ▼ $45,000
Kanani Wailea - Kanani Wailea
100 Poailani Pl unit 29, Kihei
Condo
4 bd
4 ba
2,129 sqft
$2,550,000 ▼ $45,000
4
bd
4
ba
2,129
sqft
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.
Virtual Tour
Oceanfront
$8.74m
Wailea - Wailea Point I II III
4000 Wailea Alanui Dr unit 802 & 804, Kihei
Condo
5 bd
6 ba
4,913 sqft
$8,740,000
5
bd
6
ba
4,913
sqft
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."
Virtual Tour
$3.3m
Wailea - Wailea Point I II III
4000 Wailea Alanui Dr unit 2101, Kihei
Condo
2 bd
3 ba
1,584 sqft
$3,300,000
2
bd
3
ba
1,584
sqft
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."
Virtual Tour
$1.03m
Wailea - Grand Champions
155 Wailea Ike Pl unit 10, Kihei
Condo
2 bd
2 ba
1,148 sqft
$1,025,000
2
bd
2
ba
1,148
sqft
Freshly updated and move-in ready, Grand Champions #10 is a beautifully appointed 2-bedroom, 2-bath top-floor residence in the heart of Wailea. Recently refreshed with new interior paint and carpeting, this fully furnished, turnkey condo features soaring ceilings that enhance the light and spacious feel. The open-concept kitchen, dining and living areas flow to a large private lanai overlooking lush, tropical garden views. The flexible lock-off floor plan provides options for personal use, guests, or rentals. Grand Champions offers two swimming pools, spas and BBQ areas surrounded by beautifully maintained tropical landscaping. Ideally located near Wailea’s world-class beaches, golf, resorts, shopping and dining, Grand Champions #10 is an inviting Maui retreat to enjoy as a full-time residence or home away from home.
Virtual Tour
Oceanfront
$11.25m ▼ $500,000
Wailea - Andaz Residences
3550 Wailea Alanui Dr unit 801 (F2), Kihei
Condo
3 bd
4 ba
2,814 sqft
$11,245,000 ▼ $500,000
3
bd
4
ba
2,814
sqft
Andaz Residences Unit 801 (F2) offers a rare opportunity to own one of the coveted private villas at the Andaz Maui Wailea Resort. Ownership combines the privacy of an oceanfront home with full access to the exceptional amenities of the Andaz Hotel including pools, spa, fitness center, beach service, concierge, and award-winning dining. These exclusive residences rarely come to market. This spacious 3-bedroom, 4-bathroom villa features a thoughtfully designed floor plan with en-suite baths for each bedroom. Stunning ocean and sunset views from the lanai, great room, kitchen, and primary suite. The light-filled great room showcases custom designer furnishings, floor-to-ceiling windows, and sliding glass doors that invite Maui’s signature ocean breezes. The chef’s kitchen with Miele appliances opens seamlessly to the lanai with outdoor grill and dining area, perfect for indoor-outdoor island living. A well-equipped butler’s pantry includes an additional dishwasher, ice maker, wine refrigerator, and generous storage. Each bedroom suite offers a soaking tub, separate shower, and private water closet. Additional features include a powder bath with walk-in shower, laundry room with Miele washer and dryer, lockable owner closet, electric blackout and sheer shades, Apple TV, and zoned Sonos sound. While the unit was not previously in a vacation rental program it’s eligible to participate, this furnished turnkey villa is ready for personal enjoyment and/or guest stays. Owners enjoy a dedicated poolside cabana and two garage parking spaces, Mokapu Beach and the Wailea Beach Path are just steps away. Pet-friendly complex.
Virtual Tour
Oceanfront
$2.95m
Wailea - Wailea Elua I A
3600 Wailea Alanui Dr unit 2012, Kihei
Condo
1 bd
2 ba
1,031 sqft
$2,950,000
1
bd
2
ba
1,031
sqft
Welcome to Wailea Elua, an exclusive oceanfront, hotel-zoned vacation rental set atop a lush greenbelt in prestigious Wailea. Spanning 24 acres of tropical paradise, this sought-after community offers an unparalleled blend of luxury, serenity, and income potential in South Maui. This rare second-floor 1-bedroom, 2-bathroom condominium is your gateway to breathtaking sunsets and front-row whale watching from your expansive covered lanai. Thoughtfully designed with high-end finishes, this exquisite retreat features central A/C, stylish tile in the bathrooms, gourmet kitchen with elegant granite countertops, a spacious island, and rich Cherry cabinetry including a paneled refrigerator. The open concept living space is a harmonious blend of comfort and sophistication, offering breathtaking ocean views from your private oasis. Wailea Elua is steps to a scenic oceanfront walking path that places you conveniently to both beachfront and legendary diving and turtle watching point. The complex itself is nestled between the Luxury resorts of Wailea Beach Resort and the Andaz which provides World-Class dining and entertainment experiences. Elevate your lifestyle on property and enjoy Resort-Style amenities such as Pickleball, gym, two pristine swimming pools, including an oceanfront pool and rejuvenating hot tub. Grill down at the expansive entertainment pavilion with barbecues and a fully equipped kitchen. Pool with patio/deck and barbeque area convenient to 2012 as well. This turnkey property is fully furnished, complete with artwork and linens, making it move-in ready for immediate enjoyment or as a top-producing vacation rental. Cherished by its owners and repeat guests for over 28 years, this is a rare opportunity to claim your piece of paradise in one of South Maui's most coveted oceanfront communities. Live the dream-your Maui escape awaits.
Virtual Tour
$2.1m ▼ $150,000
Wailea - Keala O Wailea
63 Wailea Gateway Pl unit 5103, Kihei
Condo
2 bd
2 ba
1,248 sqft
$2,100,000 ▼ $150,000
2
bd
2
ba
1,248
sqft
Keala O Wailea 5-103 offers panoramic Pacific Ocean views from one of Wailea's premier hillside communities. This single-level 2-bedroom, 2-bathroom residence spans approximately 1,248 square feet and was built in 2018, with updates completed in 2025. Retractable glass doors frame sweeping ocean vistas and create seamless indoor-outdoor living. The open-concept layout positions the living area, kitchen, and primary suite to capture vibrant sunsets and seasonal whale activity. The kitchen features Bosch stainless steel appliances, quality countertops, maple cabinetry, and a functional design ideal for everyday living or entertaining. Engineered hardwood flooring enhances the main living areas, with plush carpet in the bedrooms. The primary suite offers ocean views, a walk-in closet, and an en suite bath with dual vanities. A privately situated second bedroom provides flexibility for guests or office use. The covered lanai delivers a front-row seat to Maui's iconic scenery. Located within the exclusive 70-residence Keala O Wailea enclave, Building 5 enjoys a peaceful setting just minutes from beaches, golf, dining, and shopping. Seller intends to complete a 1031 exchange at no cost or delay to the buyer.
Virtual Tour
Oceanfront
$4.2m ▼ $455,000
Wailea - Hoolei
21 Kiloa St unit O-4, Kihei
Condo
3 bd
4 ba
2,619 sqft
$4,195,000 ▼ $455,000
3
bd
4
ba
2,619
sqft
E Komo Mai and welcome to Ho'olei 21-4, an elegant 3 bed, 3.5 bath townhome located in the heart of Wailea, Maui. This Hotel Zoned property boasts wonderful ocean views and is offered tastefully furnished, totally turnkey, and is active and successful in the Grand Wailea's exclusive vacation rental program. The Plumeria floor plan enjoys the widest lanai and forward most position of the building, enhancing privacy and extending the living area. This villa has new upgraded flooring in the bedrooms, a chef's kitchen with Wolf and Sub Zero appliances, a built in BBQ and fridge on the lanai, attached garage, private elevator, and so much more. Pocketing Fleetwood glass sliders blend the indoors with the outdoors, making a perfect space for entertaining your family and guests. The Ho'olei property offers a resort style pool and spas, with a state of the art workout facility and saunas. Ho'olei is gated with 24hr security and lush landscaping that gives you a sense of place here in Hawai'i. Owners are eligible for the Kulana Club with the Grand Wailea, allowing them rental management, shuttle service, on-site front desk and concierge, as well as a myriad of discounts and perks. The Wailea Resort offers some of the finest dining, shopping, golf, tennis, beaches, sunny days and views in the world!
Virtual Tour
$5.5m
Wailea - Wailea Beach Villas
3800 Wailea Alanui Dr unit PH-303, Kihei
Condo
3 bd
3 ba
1,961 sqft
$5,500,000
3
bd
3
ba
1,961
sqft
SUNSETS WITH ALOHA . . . . Original Owner| First Time Ever on the Market | Never Rented | Immaculate Condition| Fully Furnished | Turnkey | 3 Bedroom Suites | Stunning ocean views from the primary bedroom suite | 3 Full Bathrooms | Third floor | Panoramic sunset, outer island and ocean views | Beachfront complex perfectly positioned in the heart of the Wailea Resort | Convenient to beaches | Onsite beach facilities with ocean activities | fitness center | Adult only & family pools | Out the gate to Shops at Wailea shopping & dining | Activities galore golf, tennis, pickleball, snorkeling, surfing, cycling running and walking the Wailea oceanfront path.
Virtual Tour
Oceanfront
$4.2m ▼ $300,000
Wailea - Wailea Point I II III
4000 Wailea Alanui Dr unit 2904, Kihei
Condo
2 bd
2 ba
1,558 sqft
$4,195,000 ▼ $300,000
2
bd
2
ba
1,558
sqft
Wailea Point Beach Condo 2904 is designed for comfort and relaxation. Wailea Point! South Maui's most elegant, luxurious, and private community. This premier oceanfront enclave's luxury and casual sophistication marries the divine setting with dramatic ocean views. Enjoy the premier Maui lifestyle in this private, spacious, fully furnished 2-bedroom, 2-bath residence in beautiful Wailea Point. High ceilings, huge picture windows, and beautiful finishes create the perfect setting for comfortable living and memorable entertaining that flows from spacious interiors to oceanview lanais. The spacious living room features large windows that let in plenty of natural light and offer panoramic views of the beach and ocean. Brand new window installation just completed, featuring a beautiful mitered glass bay window with custom automatic roll-down shades. The extraordinary, panoramic views look from the surf and sand of Polo Beach, across the ocean to the islands of Lanai, Kahoolawe, & Molokini, down the coast to Makena, and up to the summit of Haleakala. The kitchen features exceptionally fine Koa cabinets and high-quality appliances, including an oven, microwave, refrigerator/freezer, dishwasher, and ample cabinet space. The covered lanai is the perfect spot to savor a cup of coffee in the morning, enjoy the sunrise, or barbecue in the evening while taking in the expansive ocean views, sunsets, whales, dolphins, and seabirds. Wailea Point is a low-density 26-acre oceanfront property with impeccably landscaped common areas and top-quality amenities. 24-hour security, three swimming pools, a lap pool, two spas, BBQ pavilions, a fully equipped fitness center, lighted tennis, paddle tennis, and pickleball courts. Wailea Point is conveniently located between Wailea Beach and Polo Beach.
Virtual Tour
OPEN Apr 26, 8pm-12am
$1.47m ▼ $5,000
Wailea - Wailea Ekolu
10 Wailea Ekolu Pl unit 105, Kihei
Condo
2 bd
2 ba
1,071 sqft
$1,470,000 ▼ $5,000
2
bd
2
ba
1,071
sqft
Welcome to Wailea Ekolu 105. Easy access to this beautifully remodeled luxury ground floor 2B/2B unit. Condo enjoys the luxury of panoramic ocean and outer island views from one end of the condo, through the living room, kitchen and master bedroom lanai. Thought, care and expert design principles were incorporated into this sleek renovated interior giving a nod to a mid-century modern vibe. Modern open kitchen, custom cabinetry, built in appliances, Miele dishwasher, quartz counters and instant hot water. High end linen tile flooring throughout which extends to exterior lanais. Completely remodeled baths with tiled walk-in rain showers. Contemporary furnishings and 3 flat screen TVs. 3 zone split AC system for optimum comfort. Oversized lanai extends to a private stretch of lawn and is a perfect sanctuary for relaxing, enjoying sunsets, whale watching and entertaining. Two pools and BBQs throughout the lush landscaped grounds. Wailea Ekolu is perfectly positioned overlooking the Wailea Blue Golf Course and a short walk to dining, shopping and world class golf courses. Make this fabulously appointed condo your second home, vacation rental or full time residence.
Virtual Tour
$3.95m ▼ $200,000
Makena - Makena Surf
4850 Makena Alanui Rd unit C106, Kihei
Condo
2 bd
2 ba
1,600 sqft
$3,950,000 ▼ $200,000
2
bd
2
ba
1,600
sqft
Enjoy breathtaking unobstructed ocean, neighbor island, and sunset views from the living area, the kitchen, and the spacious lanai of this extra-large, elegantly renovated, two-bedroom, two-bath Makena Surf condo! This 1,600 square foot condo feels even larger thanks to the high ceilings, and central air-conditioning and the C-building's concrete construction provides its occupants with a comfortable, quiet place to unwind. This wonderful unit is perfectly perched on the top of the hill overlooking Po'olenalena Beach. Occupants enjoy additional privacy thanks to the u'lua heiau (fishing shrine) thought to be one of the landmarks directing ancient Hawaiians to one of the best fishing spots. No one is permitted to enter this area, which ensures maximum privacy and a sense of calm and tranquility. The lanai was beautifully expanded, and Fleetwood sliding doors and screens - flush to the floor - were installed, which created an ideal sense of, and setting for, indoor-outdoor living! Other thoughtful enhancements include a water filtering system, new appliances, and a keypad entry system. During whale season, one can watch the whales from the living area, kitchen, and the spacious lanai! Onsite amenities include two beautiful pools and pool areas (both of which were completely and beautifully renovated), pickleball, tennis courts, a fitness center, several BBQs, herb gardens, a management office, and gated access. This wonderful complex offers both peace and privacy, while still being only minutes from world-class golf, dining, and shopping. A few art pieces are excluded from the sale. Please contact your favorite Realtor to schedule a showing. HOTEL ZONING!
Virtual Tour
Oceanfront
$5.75m
Wailea - Wailea Beach Villas
3800 Wailea Alanui Blvd unit PH-209, Kihei
Condo
3 bd
3 ba
2,521 sqft
$5,750,000
3
bd
3
ba
2,521
sqft
Welcome to Wailea Beach Villas Penthouse 209, one of Wailea’s most prestigious GATED, HOTEL zoned beachfront communities. This spacious 3 Bedroom, 3 Bathroom + DEN (configured as a 4th bedroom) offers 2,521 sq. ft. of SINGLE-LEVEL Luxury with refined finishes, open-concept design and seamless indoor-outdoor living. Secure elevator access to your penthouse. The gourmet kitchen features high-end appliances, custom cabinetry, and an inviting island that anchors the main living area. The generous covered lanai overlooks the tropical grounds with pool and ocean views, extending your living space for relaxing or entertaining. The primary suite with ocean views includes lanai access, a walk-in closet, and a spa-inspired bath, while 2 additional bedrooms and bathrooms plus the converted den offer excellent flexibility for guests or multi-generational living. Covered garage parking plus extra storage! Wailea Beach Villas provides exceptional resort-style amenities including gated security, direct beach access, two pools, hot tubs, fitness center, game room, business center, concierge services and lushly landscaped pathways throughout the property. Located steps from The Shops at Wailea, world-class dining, championship golf, and the Wailea Beach Path, the lifestyle here is unmatched. Penthouse 209 is offered Fully Furnished and ready for effortless living or rental use. A standout opportunity to own in one of Wailea’s most sought-after communities. Contact your Realtor® today for a private showing.
Virtual Tour
Oceanfront
$13.9m
Wailea - Wailea Point I II III
4000 Wailea Alanui Dr unit 1602, Kihei
Condo
3 bd
3 ba
3,850 sqft
$13,900,000
3
bd
3
ba
3,850
sqft
FABULOUS world class Wailea Point “double” unit with a MOST DYNAMIC ocean & beach front location. Perhaps the finest condominium residence in Hawaii, no expense was spared to set this exclusive Maui home apart. Unsurpassed world class views, from iconic Polo Beach and the Makena coastline, to the vast Pacific and offshore islands, and north to the Kihei & Maalaea coastlines. Just steps to the ocean and beach, and to the many fine restaurants and other amenities of the incomparable Wailea Resort. The interior of residence 1602 sets the standard for quality; totally remodeled by acclaimed builder Shawn Conners. Only the finest materials, fixtures, finishes and furnishings were used, creating an exquisite, luxurious environment. The custom, state of the art kitchen makes entertaining a pleasure. Enjoy the cedar-walled private sauna off the primary bath. Parking for two vehicles – plus a golf cart - is easy in the oversized double garage. This single-level “double” residence occupies the entire top floor of the building, and sits 36 feet above the ocean. The changing weather, the ocean currents, activities on Polo Beach, the pedestrians on the oceanfront path that sits well below the home – all provide occupants with an ongoing, fascinating drama of change and shear beauty. Wailea Point may be the most private and peaceful of any condominium environment. There is both gated and roving, round-the-clock security patrols. The very design of the property - with just over 4 units per acre - ensures privacy and tranquility for every residence. The exceptionally maintained property has 2 pavilions for entertaining, 4 swimming pools - including a 25-meter lap pool, hot tubs, an excellent fitness room, and lighted tennis & pickleball courts. Edible landscaping includes avocados, oranges, tangerines, limes, pomelos, papaya, breadfruit, bananas, and an extensive herb garden. Wailea Point encompasses nearly 30 acres of beautifully manicured grounds – including the famed Bud Wagner Memorial Native Hawaiian garden. There is perhaps no finer place in the world to enjoy the beauty and comforts of home, marvel at the Humpback whales, take a stroll, have a swim, enjoy a casual golf car ride ... Live unlike you've ever lived before! 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." See more at www.waileapoint1602.com.
24 – 47 of 54 homes for sale
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Lifestyle & outdoors In Wailea/Makena

15 surf spots in this area

Oneloa Beach
Type: body-surfing
Mo'oloa, Makawao 1-5
Pu'u Ola'i Beach
Type: body-surfing
Mo'oiki, Makawao 1-3 3-5
Palauea Beach
Type: body-surfing
Palauea, Makawao 1-3 3-5
Po'olenalena Beach
Type: body-surfing
Keauhou, Makawao 1-3 3-5
Wailea Beach
Type: body-surfing
Paeahu, Makawao 1-5
Polo Beach
Type: body-surfing
Palauea, Makawao 1-5
Mokapu Beach
Type: body-surfing
Paeahu, Makawao 1-5
Ulua Beach
Type: body-surfing
Paeahu, Makawao 1-5
Keawakapu Beach
Type: body-surfing
Paeahu, Makawao 1-5
Kama'ole Beach III
Type: body-surfing
Kama'ole, Wailuku 1-5
Kama'ole Beach II
Type: body-surfing
Kama'ole, Wailuku 1-5
Kama'ole Beach I
Type: body-surfing
Kama'ole, Wailuku 1-5
Big Beach - Little Beach
Type: surfing
Dumps
Type: surfing
The Cove
Type: surfing

6 parks in this area

Kalama Park

Kamaole Beach Park No. 1

Kamaole Beach Park No. 2

Kamaole Beach Park No. 3

Maipoina Oe Iau Beach Park

Ahihi-Kinau Natural Area Reserve

28 beaches in this area

Big Beach

Little Beach

Ulua Beach

Wailea Beach

Polo Beach

Mokapu Beach

Keawakapu Beach South

Keawakapu Beach North

Unnamed beach

Little Beach

Unnamed beach

Rocky Beach

Makena Landing

Unnamed beach

Kamaole I Beach

Kamaole II Beach

Kamaole III Beach

Unnamed beach

Maluaka Beach

Unnamed beach

Unnamed beach

Unnamed beach

Palauea Beach

Chang's Beach

Po'olenalena Beach

Po'Olenalena Beach

Unnamed beach

5 Graves Beach

9 golf courses in this area

Makena North Course

Maui Nui Golf Club

Wailea Blue Course

Makena South Course

Makena South Course

Makena South Course

Wailea Emerald Course

Practice Area

Wailea Gold Course

Essentials in Wailea/Makena

Supermarket is about 21 min walk
Airport is about 29 min drive
Hospital is about 30 min drive
Costco is about 25 min drive
* distance is calculated by average per house. Some homes maybe closer to the essentials

Walkability in Wailea/Makena

5 / 20
Car dependent
►
18-20
15-18
10-15
1-10
Walkability according to the National Walkability Index

Living in Wailea/Makena Wailea/Makena is a district on Maui

Supermarkets are about 21 min walk, the nearest Hospital is about 30 min drive and the airport is about 29 min drive.

Wailea/Makena is car dependent.

There are 6 parks in this area, and 28 public beaches. Nearby lifestyles include surfing, body surfing and golf.

Housing Market Trends for Wailea/Makena

There are currently 73 real estate listings for sale in Wailea/Makena. This includes homes, condos, multi-family homes, and vacant land.
The average listing price in Wailea/Makena for condos is $2,619,042 and for homes is $6,541,623. The median sales price for Wailea/Makena over the last 90 days is $3,150,000, a 2% increase of $50,000 year over year. If we break this down per property types we see that the median sales price for homes is $4,600,000 and for condos $2,909,725.
The number of sales in the last 60 days are 25. The average days Wailea/Makena properties stay on the market before being sold is 303 days.

Wailea/Makena housing & real estate prices

Wailea/Makena Real Estate listings for sale
54
Median sales price for homes for last 90 days
-
Median sales price homes sqft for last 90 days
-
Price range sold condo units (last 6 month)
$1.05m - $10.75m
Median sales price condos for last 90 days
$2.91m
Median sales price condos p/sqft for last 90 days
$1.64k
The Wailea/Makena district is located on Maui

Average Listing Price Wailea/Makena for condos & homes

Median Sales Price Wailea/Makena for condos & homes

Number Of Sales Wailea/Makena for condos & homes

* information deemed reliable, but not guaranteed
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