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$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).

$600,000
2 Beds 2 Baths 409312 MLS Fee Simple Tenure Waipuilani BLDG.
Oceanfront living in the heart of Kihei with panoramic views and rare top-floor privacy. Welcome to Wailpuilani Unit 314, a spacious corner unit offering direct oceanfront views and one of the most desirable positions within the complex. Located on the quiet ocean side of South Kihei Road, this top-floor end unit is set well back from the road, creating a peaceful and private setting. With approximately 954 square feet, it is the largest floor plan of its kind at Wailpuilani, featuring windows on three sides for abundant natural light and refreshing cross breezes. The open-concept living room and kitchen are framed by floor-to-ceiling glass, capturing sweeping views of the Pacific Ocean, expansive green space, and the adjacent county park that stretches along the shoreline, creating a true backyard-to-the-ocean experience. This unique setting enhances both privacy and the feeling of open space rarely found in Kihei condos. With A Murphy bed comfortably sleeps up to six providing flexibility for guests while maintaining a spacious feel. Fees include Water, Sewer, Trash, Wifi, Grounds, Exterior Building and Building Insurance. Enjoy direct access to oceanfront grounds, pickleball courts, and nearby beaches ideal for paddle-boarding, windsurfing, kite surfing, whale watching, and sunset strolls. Centrally located in Kihei, you are just minutes from grocery stores, restaurants, gyms, and everyday conveniences. Whether you are looking for a primary residence, second home, or investment opportunity, this oceanfront Kihei condo offers a rare combination of location, layout, and lifestyle. Take advantage of opportunity to own a top-floor oceanfront corner unit in one of Kihei’s most convenient coastal settings.

1002 S Kihei Rd Unit 314, Kihei

Listing courtesy of eXp Realty.

$949,000
2 Beds 2 Baths 409289 MLS Leasehold Tenure Kamaole Nalu BLDG.
Experience oceanfront living in South Kihei at Kamaole Nalu 301, a beautifully positioned 2-bedroom, 2-bath condo offering stunning ocean views and an unbeatable beachfront location. Situated on the third floor of this intimate six-story oceanfront complex, the unit features an open living and dining area that flows seamlessly to a private lanai where you can enjoy views of the Pacific, spectacular sunsets, and seasonal whale watching. The spacious floor plan comfortably accommodates guests with a King in the primary suite, twin beds in the guest bedroom, and a sleeper sofa in the living area. The fully equipped kitchen makes it easy to prepare meals at home, while large windows and sliding doors invite in the natural light and refreshing trade winds. Kamaole Nalu is ideally located directly between Kamaole Beach Park I and II, offering immediate access to some of South Maui's best swimming, snorkeling, and sandy beaches. Resort amenities include an oceanfront pool, BBQ area, elevator access, and convenient parking. Just across the street you'll find Kihei's vibrant beach lifestyle with restaurants, shops, and a local grocery store. Whether you're looking for a personal Maui retreat or a strong vacation rental opportunity, this ocean-view condo offers the perfect blend of location, comfort, and island living. This is a leasehold property.

2450 S Kihei Rd Unit 301, Kihei

Listing courtesy of Coldwell Banker Island Prop-Ku.

$895,000
1 Beds 1 Baths 409259 MLS Fee Simple Tenure Koa Lagoon BLDG.
This condo is zoned Hotel. Welcome to your private slice of paradise at Koa Lagoon, where stunning ocean views, gentle breezes, and breathtaking sunsets await. This 1-bedroom, 1-bathroom condo offers unparalleled oceanfront living with views of Molokini, Kahoolawe, Makena and the West Maui Mountains. During the winter months, enjoy the spectacle of whales right from your lanai. This condo has historically been a profitable vacation rental. Koa Lagoon is a low-density resort, known for its beautifully maintained and spacious grounds. Located just 20 minutes from Kahului Airport, this prime location offers direct access to a tranquil section of Sugar Beach. Whether you’re an avid snorkeler or simply enjoy relaxing by the ocean, the beach and water activities are just steps away from your condo. Inside, the open-concept kitchen, dining, and living areas are designed to maximize the stunning ocean views. Large sliding glass doors in the living space provide seamless indoor-outdoor living, connecting you to the natural beauty of Maui. The lanai offers the perfect setting for dining al fresco or unwinding in your private oceanfront oasis. The thoughtfully designed bathroom is easily accessible from both the bedroom and living room, making it convenient for you and your guests. Whether you’re looking for a vacation home, an investment property, or a full-time residence, this oceanfront condo in Kihei offers the perfect blend of luxury, comfort, and location.

800 S Kihei Rd Unit 406, Kihei

Listing courtesy of Maui Life Realty.

$1,299,000
1 Beds 1 Baths 409238 MLS Fee Simple Tenure
3330 Kehala Drive presents a unique opportunity in Maui Meadows with endless possibilities on one of the largest lots in the community. Spanning over a half acre, this property offers exceptional space, privacy, and flexibility in one of South Maui’s most desirable neighborhoods. Mature tropical landscaping and a serene, park-like setting create the ideal backdrop for creating your dream estate. The existing cottage is tucked away in a quiet and private location, providing comfortable living while you plan your vision. There is ample room to expand by building a main home all while capturing enchanting ocean and outer island views. The expansive grounds offer plenty of space for a pool, outdoor entertaining areas, gardens, or just about anything else you could imagine, allowing you to design a true Maui lifestyle compound. Whether you’re a first time home buyer looking to get into Maui Meadows or a general contractor seeking your next project, the upside and flexibility here are undeniable. Close proximity to the Wailea resort offers multiple amenities nearby. This is a special opportunity to create, customize, and unlock long term value in one of South Maui’s most sought after communities.

3330 Kehala Dr, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

$975,000
2 Beds 2 Baths 409213 MLS Fee Simple Tenure Kauhale Makai BLDG.
Welcome to Kauhale Makai 632, a top-floor gem ideally positioned on the desirable north corner of the Plumeria Building. This beautifully situated 2-bedroom, 2-bathroom condo offers 799 square feet of comfortable island living with breathtaking panoramic views. From both the primary bedroom and the living room, enjoy stunning vistas of the Pacific Ocean, and the majestic West Maui Mountains-perfect for soaking in Maui's unforgettable sunsets. Kauhale Makai is ideally located adjacent to Waipuilani Park, providing expansive green space for outdoor activities, along with tennis and pickleball courts just steps away. The nearby beach and park setting create an idyllic environment for relaxation and recreation. Conveniently located in North Kihei, you're just minutes from a variety of local restaurants, shops, and conveniences. A short drive south brings you to Wailea, where you'll find world-class beaches, renowned golf courses, and exceptional dining experiences. Whether you're seeking a full-time residence, vacation getaway, or investment opportunity, Kauhale Makai 632 offers the perfect blend of location, views, and lifestyle.

938 S Kihei Rd Unit 632, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

$2,775,000
2 Beds 2 Baths 409212 MLS Fee Simple Tenure La'i Loa BLDG.
The One You’ve Been Waiting For! This pristine, second floor 2 Bedroom 2 Bath unit in Wailea’s Newest Development has it all. This premium location provides you with amazing Ocean and Outer Island views with incredible sunsets and the indescribable joy of great whale watching from your new home. La’i Loa 11C features an open floor plan that sits wide to the view for maximum enjoyment throughout all of your living areas and the generously oversized lanai. The beautiful lanai doors disappear into the walls to create a seamless indoor outdoor lifestyle where your Maui future awaits. This home is offered turnkey with gorgeous furnishings designed by Philpotts Interiors including Arhaus, DWR, RH, and Mitchell Gold. The handsome tile flooring upgrade extends to all areas and the world class chef’s kitchen with high end appliances including gas range from Bosch and Fisher Paykel double drawer dishwasher is designed to be completely open for entertaining or your daily relaxation with loved ones. The expansive lanai is impressive and where much of your Maui life will unfold. It features a Coyote gas grill with plenty of room for outdoor dining and an outdoor living area. The dining area features custom banquette and seating. You’ll notice the Hunter Douglas auto blinds and shades on all windows, plus the auto sunscreens on both sides of the oversized lanai, which provides you with the flexible privacy and customizable mood setting for appreciating the beauty of each Maui day. The two baths are elegant in both decor and function, offering the comfort and quality feel of resort type spa living. In addition to the community gates, each building has electronic access gates and garage, plus an elevator to all levels. Your private storage space in the garage area is huge and so convenient for extra storage, ready for any bikes, clubs, and all of your other Maui accessories. The gated community has unbelievable amenities including an expansive infinity edge pool with dedicated lap end, a giant hot tub spa, steam and sauna in the facilities, state of the art fitness center with free weights, two gathering areas, a secluded area with gas fired pit for sunset watching and more. This incredible unit is being sold turnkey - so just get ready to drop your bags and start living the good life in the one of a kind Wailea Resort, with all the world class beaches, shopping, restaurants, and amazing beauty of Maui to enjoy.

60 Kai Malu Dr Unit 201 (11C), Kihei

Listing courtesy of Hawaii Life (W).

$11,245,000
3 Beds 4 Baths 409204 MLS Fee Simple Tenure Andaz Residences BLDG.
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.

3550 Wailea Alanui Dr Unit 801 (F2), Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

$2,950,000
1 Beds 2 Baths 409117 MLS Fee Simple Tenure Wailea Elua I A BLDG.
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.

3600 Wailea Alanui Dr Unit 2012, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

$750,000
2 Beds 2 Baths 409109 MLS Leasehold Tenure Maui Hill BLDG.
This ground floor 2-bedroom, 2-bath condo checks all the boxes—ocean views, a spacious layout, and one of the best locations in South Kihei. Step out onto your large front lanai (accessible from both the living room and primary bedroom) and take in the tropical setting with a peek of the Pacific—it’s the perfect spot for morning coffee or sunset cocktails. Inside, you’ll find an open, comfortable layout with granite countertops, plenty of space to relax, and a great separation between bedrooms. The second bedroom even has its own private lanai, giving guests or family their own peaceful retreat. Maui Hill is known for its laid-back, resort-style vibe—complete with a large pool, hot tub, tennis courts, putting green, shuffleboard, bocce ball, and everyone’s favorite… mai tai nights with music by the pool ?? You’re perfectly located just across from the Kihei boat ramp and right between Kam III and Keawakapu Beach—ideal for beach days, snorkeling, turtles, and winter whale watching. Whether you’re looking for a personal getaway or a successful vacation rental, this one delivers. Maui Hill is a leasehold property.

2881 S Kihei Rd Unit 33, Kihei

Listing courtesy of Real Broker.

$1,189,000
2 Beds 2 Baths 409105 MLS Fee Simple Tenure Wailea Fairway Villas BLDG.
Stunning 2-bedroom, 2-bath upper-level furnished unit with beautiful ocean/sunset and golf course views. Remodeled in 2014, features include new window treatments, tile, new kitchen appliances, full renovations of both bathrooms (toilets, sinks/faucets, countertops, shower, bath enclosure and lighting). Replacement of front and back door screen doors, new lighting in kitchen and dining room, and new ceiling fans. Installation of air conditioners in bedrooms and living room (2017). New water heater installed (2021). This is a pet-friendly community featuring a pool, spa, clubhouse, workout area, and built-in barbecue grills. World-class shopping, dining, beaches, and golf are all just a few minutes away. If you’re looking to truly experience the Wailea lifestyle, complete with gorgeous ocean views, this is the home for you!

3950 Kalai Waa St Unit Y-202, Kihei

Listing courtesy of Hawaii Life (W).

$734,000
1 Beds 1 Baths 409071 MLS Fee Simple Tenure Sugar Beach Resort BLDG.
Imagine waking up to the sound of waves, stepping onto your private lanai, and being greeted by BLUE OCEAN VIEWS. Welcome to SUGAR BEACH RESORT#408, a BEAUTIFUL HOTEL ZONED BEACHFRONT retreat where YOUR MAUI BEACH LIFESTYLE THRIVES. From the moment you enter, you’ll feel an instant sense of tranquility in this TASTEFULLY APPOINTED, FULLY FURNISHED TURNKEY CONDO. Located on one of the LONGEST UNINTERRUPTED SANDY SHORELINES in the State of HAWAI'I, your dream of owning an OCEANFRONT ESCAPE IS NOW HERE. Your private lanai provides the perfect setting to savor sunsets and watch whales play in the Pacific (during season). The open-concept FULL KITCHEN is designed for effortless island living, while the IN-UNIT WASHER/DRYER, along with CENTRAL AIR CONDITIONING ensures comfort and convenience. An additional OUTSIDE STORAGE CLOSET provides extra space for your beach essentials. Sugar Beach Resort offers resort-style amenities, including a OCEANFRONT POOL, SPA, GOLF PUTTING GREEN, and an OCEANSIDE BBQ area. The beautifully landscaped grounds feature a TRANQUIL KOI FISH POND, creating a RELAXING setting. Centrally located in Maui, this property provides quick access to Kahului Airport (approx.15-minute drive). Monthly Condo Assoc. Maintenance fees include utilities—electricity, central air conditioning, water, sewer, trash, cable TV, internet, and more (ask for details) This is more than just a condo—it’s a lifestyle. The sand, the sunsets, and the serenity are waiting for you. SUGAR BEACH RESORT UNIT 408 ~ Make it yours—schedule your private showing today.

145 N Kihei Rd Unit 408, Kihei

Listing courtesy of Maui Real Estate Advisors LLC.

$1,749,000
2 Beds 2 Baths 409063 MLS Fee Simple Tenure Mana Kai BLDG.
Mana Kai magic! Peace and privacy are the hallmarks of this fabulous east-end unit with incredible Ocean, Keawakapu Beach, outer island (Molokini and Kahoolawe), and Upcountry views, with Pu’u Ola’i standing proudly to the south and majestic Haleakala to the east. This 2 bedroom, 2 bath gem in this HOTEL ZONED resort is ideally located to be convenient to everything South Kihei and the Wailea Resort have to offer. This beautifully updated unit covers all the bases - 2 split system AC units, tiled entry and kitchen, where you’ll find quartz countertops, honey colored cabinetry, Frigidaire and Whirlpool appliances, and a striking mosaic tile backsplash! Your living area and main bedroom are carpeted for comfort and offer spectacular views and access to the perfect lanai space with tile floors and those once in a lifetime views. The primary bath has been remodeled and updated with handsome quartz and tile, plus plenty of storage in more cabinets with frosted pocket door privacy. The bedroom offers king-sized bed luxury and more pocket doors for privacy. This unit has clever updates that maximize space and utility. The second bedroom is a true lock off within the unit for versatility, and features another king bed and a wonderfully updated full bath with a beautiful tile shower and quartz to welcome your family and guests. There is also an extra storage closet just outside the front door. The Mana Kai facilities are amazing, with a beautiful ocean view/beachfront pool, BBQ area, fully equipped gym, business center, 808 General Store, kayak rentals, PLUS a well known and highly regarded restauranteur is in the process of adding a new on-site restaurant! Be right where you want to be - walk the incredible Keawakapu Beach at sunrise and sunset, visit any of the nearby shopping and restaurants anytime, either a short stroll or short drive away throughout South Maui or the Wailea Resort. Don’t miss this opportunity! Maui is No Ka Oi!

2960 S Kihei Rd Unit 615, Kihei

Listing courtesy of Hawaii Life (W).

$18,900,000
4 Beds 5 Baths 409020 MLS Fee Simple Tenure
Experience the best of South Maui living in this exclusive Makena Sunset residence, ideally located directly across from Maluaka Beach, Makena, Maui. Enter through a private gated entry to one of only four homes in this intimate and highly sought-after neighborhood. Enjoy the ultimate island lifestyle with the beach just steps away for snorkeling, swimming, and sunsets. This spacious home features 4 bedrooms and 4 full and 2 half baths, designed for comfortable indoor-outdoor living. The large open kitchen flows seamlessly into the main living area, perfect for entertaining family and friends. Outside, a private pool and spa create a relaxing retreat surrounded by the beauty and tranquility of Makena. Rarely available and exceptionally located, this property offers privacy, exclusivity, and effortless access to one of Maui’s most beloved beaches. This offering affords the new owner to apply for membership to Makena Golf and Beach Club. This offering is a standalone home within Makena Sunset, a Residential Condominium.

5417 Makena Rd Unit 2, Kihei

Listing courtesy of Discovery Makena Realty LLC.

$699,000
2 Beds 2 Baths 408982 MLS Leasehold Tenure Maui Hill BLDG.
Welcome to this cozy 2-bedroom, 2-bath downstairs residence in the highly desirable Maui Hill community. Quietly positioned at the top of the complex, this inviting unit enjoys a peaceful setting with partial ocean views and refreshing island breezes. The spacious covered lanai is perfect for relaxing or entertaining while taking in Maui's year-round tropical weather. Inside, you'll find a comfortable and functional layout ideal for full-time living, a second home, or vacation rental potential. Maui Hill features 140 units thoughtfully spread across more than 12 lush acres, offering a low-density, resort-style atmosphere. Ideally located directly across the street from Keawakapu Beach-one of South Maui's most coveted stretches of sand-you're just moments from swimming, snorkeling, and sunset strolls. Some of Maui Hill's amenities include: a large heated swimming pool, spa, multiple barbecue areas , tennis court, shuffleboard court, putting green, and more. Shopping, dining, golf, and additional beaches are all just minutes away, making this an exceptional South Maui location. This is a leasehold property with a master lease in place through 2064. The 3-bedroom unit directly above is also currently available for purchase-presenting a rare opportunity for expanded living or investment potential. Experience the best of island living at Maui Hill.

2881 S Kihei Rd Unit 93, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

$1,350,000
2 Beds 2 Baths 408968 MLS Fee Simple Tenure Luana Kai BLDG.
Unobstructed and Panoramic Ocean Vistas blessed with a Seamless Indoor-Outdoor Experience. Experience the ultimate in Maui oceanfront estates with this impeccably remodeled 2-bedroom, 2-bathroom luxury residence at Luana Kai. Situated perfectly on the second floor, unit D203 offers an expansive 1,012 square feet of sophistication sophisticated living space showcasing sweeping 180-degree panoramic views of the sparkling Pacific Ocean and unforgettable sunsets. A seamless wall of retractable glass doors completely opens the living space to a spacious, private lanai, inviting in the gentle trade winds and offering a front-row seat for winter whale watching. Exquisite Turnkey Interiors and High-End Finishes, no detail has been overlooked in this beautifully appointed, open-concept design. The chef-inspired gourmet kitchen is an entertainer’s dream, boasting high-end Sub-Zero, Dacor, and Fisher & Paykel appliances, elegant leathered granite countertops, and premium custom cabinetry. The living area is enhanced with built-in audio speakers that provide an immersive, high-quality soundtrack for your island lifestyle. Both bathrooms have been transformed into lavish, spa-like retreats complete with oversized showers featuring luxurious rain showerheads, body sprayers, and exquisite custom tile work. Luana Kai is renowned for its lush tropical grounds and fantastic resort-style amenities. Residents and guests have access to a heated freshwater swimming pool, a relaxing hot tub, two dry saunas, multiple BBQ areas, a putting green, and shuffleboard. For the active lifestyle, vibrant public tennis and pickleball courts are located right in front of the resort, perfectly complemented by direct access to the sands and calm waters of Waipu'ilani Beach. Conveniently located in North Kihei, you are just minutes from world-class dining, shopping, and the famed white-sand beaches of South Maui. Whether you are seeking a highly desirable vacation rental or a spectacular personal island getaway, D203 represents the absolute pinnacle of Maui beachfront luxury.

940 S Kihei Rd Unit D203, Kihei

Listing courtesy of Century 21 Island Homes.

$2,100,000
2 Beds 2 Baths 408944 MLS Fee Simple Tenure Keala O Wailea BLDG.
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.

63 Wailea Gateway Pl Unit 5103, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

$1,335,000
2 Beds 2 Baths 408874 MLS Fee Simple Tenure Wailea Ekolu BLDG.
Perfectly positioned in Wailea Ekolu! The incredible ground floor 2 Bedroom 2 Bath Vacation Rental in the Heart of Wailea you’ve been waiting for is here. Located in Building 2, you are steps away from the amazing Wailea Village Center with wonderful restaurants and shopping at your fingertips. This stunning condo offers ground floor convenience and features 2 spacious bedrooms and 2 full baths, literally in the center of the Wailea Resort. Lovely ocean views from your lanai and oh so convenient to all the world class beaches, restaurants, boutique shopping, golf courses, and the indescribable beauty of the Wailea Beachwalk. Enjoy total privacy and serenity in this immaculately maintained home that clearly reflects the pride of ownership throughout. Wailea Ekolu is a coveted location and a very in demand vacation rental community, so it is an excellent opportunity for both your enjoyment and an attractive place for your vacationing guests as well. Whether you are looking for a full time residence, a vacation getaway, or a part time home with income potential when you are away, Wailea Ekolu #203 offer you the best of everything. This property is priced to sell, so call your favorite Realtor to see it today - don’t miss it!

10 Wailea Ekolu Pl Unit 203, Kihei

Listing courtesy of Hawaii Life (W).

$4,650,000
3 Beds 4 Baths 408839 MLS Fee Simple Tenure Hoolei BLDG.
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!

21 Kiloa St Unit O-4, Kihei

Listing courtesy of Hawaii Life (W).

$3,250,000
2 Beds 2 Baths 408831 MLS Fee Simple Tenure Wailea Elua I A BLDG.
Finally, a top-floor unit at Elua Village with a garage. Enjoy the rare combination of a preferred floor plan, ocean view, expansive lanai, and a private garage that is just steps from the sugar white sands of Wailea's Ulua beach and the Elua Village beachfront pool and pavilion. Spacious and inviting, this quiet Wailea condominium home is roomy and relaxing; no upstairs neighbors with this 2-bedroom + 2 full bathroom ocean view condominium with convenient parking in your own garage. Recent upgrades make this a welcome Wailea home in a very popular and desirable development where island time passes slowly and you can enjoy sunsets and whale watch from the lanai or take a short stroll down to the beach and pools. New beds, dining room table and chairs, closet doors, ceiling fans, lanai furniture and other fresh upgrades make this a prime selection for your new Wailea home.

3600 Wailea Alanui Dr Unit 704, Kihei

Listing courtesy of Wailea Vacation Rentals.

$345,000
2 Beds 1 Baths 408729 MLS Fee Simple Tenure Kalama Terrace BLDG.
A rare opportunity at Kalama Terrace! This spacious 2 bedroom, 1 bath end-unit offers approx. 685 sq. ft. of comfortable living with extra windows that invite natural light and cooling tradewinds. Positioned on the 2nd floor directly across from the sparkling pool and BBQ area, you'll enjoy ocean views from your private lanai and the ease of corner-unit privacy. As one of only a handful of 2-bedroom residences in the complex, this condo stands out for both size and convenience. Kalama Terrace is a boutique 61-unit community in the heart of South Kihei—just a short stroll to Charley Young Beach, Kamaole I, and the Cove, where Maui locals and visitors alike swim, surf, and watch unforgettable sunsets. Shopping, dining, and grocery stores are also nearby, making everyday living effortless. The complex has recently been refreshed with exterior painting, new gutters, and an updated pool deck and BBQ area. On-site laundry and assigned parking add to the convenience, while the monthly maintenance fee includes electricity, water, sewer, trash, propane, and grounds upkeep—keeping ownership simple and stress-free. Whether you're seeking a primary home, vacation getaway, or investment property, this South Kihei gem combines location, lifestyle, and value. Rarely available, and ready for you—schedule your showing today. Photos have been virtually staged.

35 Walaka St Unit L210, Kihei

Listing courtesy of Compass-W.

$659,000
1 Beds 2 Baths 408712 MLS Fee Simple Tenure Maui Sunset BLDG.
Welcome to Maui Sunset, a beautifully maintained beachfront resort community in the heart of North Kihei. This one-bedroom, two-bath condo #A-305 in coveted "A" building is sold fully turnkey, offering a seamless opportunity for personal enjoyment or immediate vacation rental use with future bookings in place if immediate rental revenue is desired. This nicely updated unit features partial ocean view allowing you to enjoy Maui’s sunsets and soothing island breezes from the comfort of your living space. The open floor plan flows effortlessly from the living area to the lanai, creating an inviting indoor-outdoor lifestyle. The spacious primary suite includes an en-suite bath, while the second full bathroom provides added convenience for guests. Maui Sunset is known for its lush tropical grounds, massive swimming pool, hot tub, fitness room, shuffle board, tennis courts, and direct beach access—perfect for morning walks along the shoreline and evening sunset views. Located just minutes from a multitude of top shopping, dining, and world-class beaches, this condo offers the ideal blend of resort living and convenience. Whether you’re seeking a full-time residence, second home, or investment property, this turnkey Maui Sunset condo is ready to be enjoyed by its new owner. Most affordably priced unit in Maui Sunset at time of listing! Schedule your private showing today!

1032 S Kihei Rd Unit A305, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

$2,795,000
2 Beds 2 Baths 408567 MLS Fee Simple Tenure Wailea Point I Ii Iii BLDG.
You Deserve To Own & Experience Your Oceanfront Paradise Today! Unit 3404 is a delightful 2 bedroom, 2 bathroom upper-level, privately located, & meticulously maintained residence, within the highly-coveted, low density, lushly landscaped, & world-class tropical paradise known as Wailea Point. Upon entering the residence, you are transfixed by the lovely pastoral-framed Ocean, Molokini Crater, & Island of Kaho’olawe views. The award-winning construction & design affords vaulted 16-ft Clear Cedar ceilings, perimeter soffits with recessed art lighting, & book-matched Hawaiian Koa doors & accents throughout, which exude a feeling of warmth & elegance. The recent installation of floor-to-ceiling mitered glass bay windows in the great room brings in volumes of natural light, & creates mesmerizing views of the ocean & outer islands, breaching whales, & painterly sunsets. The open & functional design in the kitchen, with glass-on-glass corner windows, allows for scenic views while creating gourmet culinary delights. The spacious primary bedroom, with a Clear Cedar ceiling & recessed lighting, is filled with natural light & offers an en-suite private bathroom, & garden views from its dedicated lanai. The guest suite's wall of glass allows for extra light & tropical garden views. The spacious & tranquil wrap-around lanai offers lovely ocean views, alfresco dining, an upgraded built-in BBQ area, & electronic privacy sunshades. The laundry room features a full-size washer & dryer, ample storage & counter space. There is also a deeded 1 car garage with an electric car charge connection that comes with the residence. Wailea Point is prominently positioned upon 28 prime pastoral oceanfront acres in the world-class Wailea Resort area, adjacent to the Four Seasons Maui & Fairmont Kea Lani. Experience ‘The Best’ that Maui has to offer, as you drive your golf cart or meander through the property, enjoy direct access to two of Maui’s most iconic beaches & the adjacent 1.5-mile oceanfront 'Wailea Walk', & explore fine dining & shopping at The Shops at Wailea or relax in the luxury spas of Maui's finest resorts. World-class golf is conveniently nearby, & tennis & pickleball courts are located onsite. The complex offers guard-gated & 24-hour roving security. Second to none on Maui are the two on-site recreation pavilions; one is family-oriented & includes a lap pool, kids' pool, cold plunge & state of the art gym, while the other is the 'quiet' pool area. Savor the best of Maui, at Wailea Point 3404!

4000 Wailea Alanui Dr Unit 3404, Kihei

Listing courtesy of Maui Real Estate Advisors LLC.

$899,900
2 Beds 2 Baths 408468 MLS Fee Simple Tenure Maui Kamaole BLDG.
Ahhhh Condo living, no grass to cut, no pool to care for and no water bill. Maui Kamaole amenities include two Pools, two tennis courts, BBQ areas throughout the complex, storage for kayaks and paddle boards and some of the most beautifully landscaped grounds in south Maui. Low density, close proximity to south Maui's finest restaurants, shopping and most importantly beach parks. This beautifully updated condo has custom cherry wood cabinets, granite counter tops, new Mohawk Ever Strand carpeting, updated bathrooms, split system AC, a must see condo. This end unit has a side window for more brightness in the dining and living rooms. Call your favorite REALTOR® to preview this property today.

2777 S Kihei Rd Unit B201, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

$269,000
1 Baths 408434 MLS Fee Simple Tenure Kihei Bay Surf BLDG.
Ground floor Kihei Bay Surf studio with ocean views from the lanai, located directly across the street from Kalepolepo Beach Park. This nicely updated offering with custom tile walk in shower and updated finished throughout presents a rare and unique opportunity to own two side-by-side ground floor units (#107 also available), ideal for flexible use, extended living space, or dual rental potential. Enjoy easy access with a few stairs, a private lanai that captures ocean views, and the convenience of a central Kihei location close to beaches, dining, shopping, and outdoor activities. Kihei Bay Surf is a popular complex featuring a pool, hot tub, BBQ area, and on-site laundry, making it well suited for both personal enjoyment and investment. A distinctive opportunity in one of Kihei's most accessible beachfront neighborhoods. Listed well under county assessed value and maintenance fees INCLUDE electric! Schedule your private showing today!

715 S Kihei Rd Unit 106, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

$289,000
1 Baths 408428 MLS Fee Simple Tenure Kihei Bay Surf BLDG.
Ground floor Kihei Bay Surf studio with ocean views from the lanai, located directly across the street from Kalepolepo Beach Park. This nicely updated offering with custom tile walk in shower and updated finishes throughout presents a rare and unique opportunity to own two side-by-side ground floor units (106 also available), ideal for flexible use, extended living space, or dual rental potential. Enjoy easy access with a few stairs, a private lanai that captures ocean views, and the convenience of a central Kihei location close to beaches, dining, shopping, and outdoor activities. Kihei Bay Surf is a popular complex featuring a pool, hot tub, BBQ area, and on-site laundry, making it well suited for both personal enjoyment and investment. A distinctive opportunity in one of Kihei's most accessible beachfront neighborhoods and monthly maintenance fees INCLUDE electricity! Listed well below county assessed value. Schedule your private showing today!

715 S Kihei Rd Unit 107, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).