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$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.

$1,850,000
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).

$1,249,000
4 Beds ⋅ 4 Baths ⋅ 409039 MLS ⋅ Fee Simple Tenure
Panoramic views of the Pacific Ocean, West Maui Mountains, and Lanai Island highlight this beautifully renovated North Kihei home in Ka Ono Ulu Estates. With recent improvements, a newer roof, and freshly-painted inside and out, this move-in-ready property offers exceptional value. The light-filled upper level features vaulted ceilings, split A/C, new flooring, a remodeled kitchen, and an open great room with expansive windows, perfect for enjoying Haleakala sunrises and Maui sunsets. The primary suite offers stunning ocean views and a beautifully renovated bath. Downstairs provides a spacious 1-bedroom, 1-bath mother-in-law suite, plus an additional nonconforming bonus room and bath ideal for guests, extended family, or a home office. The large, level yard offers space for a future pool or putting green, gardens and outdoor entertaining. Conveniently located just minutes from beaches, shopping, dining, and all of Kihei’s amenities. Move right into this delightful island home with ocean view lanai, room for gathering family and friends, flexible living spaces, pride of ownership, and major improvements already complete. Enjoy the Maui lifestyle from day one!

568 Kaiola St, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

$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.

$629,000
1 Beds ⋅ 2 Baths ⋅ 408963 MLS ⋅ Fee Simple Tenure ⋅ Maui Banyan BLDG.
Experience the best of south Kihei living at Maui Banyan, ideally situated directly across the street from Kamaole Beach II. This 1-bedroom, 2-bathroom condo offers approximately 650 square feet of comfortable island living in a location that truly captures the essence of Maui. H202 provides easy access while maintaining privacy as a desirable end unit. From the lanai, enjoy partial ocean views - the perfect setting for morning coffee or relaxing after a day at the beach. The floor plan includes two full bathrooms for added comfort and convenience, making it ideal for guests or vacation use. The Maui Banyan community features one tennis court, two swimming pools, hot tubs and multiple barbeques surrounded by lush, tropical landscaping, offering a true resort-style experience. Located within close proximity to shops, restaurants, and local conveniences, you'll love this prime Kihei location. Just a short drive away, explore the world-class beaches, golf courses, and upscale dining of Wailea. Whether you're seeking a personal island retreat, an investment opportunity, or a full-time residence, this condo offers the perfect combination of comfort, convenience, and the Maui lifestyle.

2575 S Kihei Rd Unit H202, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

$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).

$1,850,000
4 Beds ⋅ 3 Baths ⋅ 408930 MLS ⋅ Fee Simple Tenure
Pacific Terrace in South Kihei is one of the most charming neighborhoods on the island, perfectly located, just a short distance to the beach and great restaurants. This four-bedroom 3 bath home a newly renovated kitchen, new roof, and solar panels. Open floor plan, a large primary suite with a big walk-in closet, 3 large lanais, and the outside has recently been entirely painted. Enjoy a quaint little ocean view from the lanai. There is a beautifully landscaped backyard complete with fruit trees. If you’re looking for the perfect home or your little slice of paradise, this may be the perfect fit.

2597 Moolio Pl, Kihei

Listing courtesy of Hawaii Life (W).

$2,395,000
4 Beds ⋅ 4 Baths ⋅ 408884 MLS ⋅ Fee Simple Tenure
FIRST TIME available. LARGEST single-level floor plan in Moana Estates! Prime park-front location with OCEAN views and spectacular sunsets. Located in South Kihei, walking distance to Kamalii Elementary School and less than a mile to South Maui's beautiful beaches. Just minutes from the world-renowned Wailea resort area offering luxury shopping, dining, and golf. This 4-bedroom, 3.5-bath home features vaulted ceilings, an open-concept layout, and abundant natural light. Recent upgrades include quartz kitchen countertops, new life-proof flooring, and a new A/C condenser. Outdoor living shines with a private pool, hot tub, and fully fenced backyard-perfect for entertaining and enjoying Maui's year-round sunshine. Energy-efficient with 46 owned solar panels, helping reduce utility costs. An exceptional opportunity to own one of Moana Estates' most desirable floor plans in an unbeatable location.

66 Moana Ave Unit Lot 64, Kihei

Listing courtesy of Coldwell Banker Island Prop-Ku.

$9,000,000
2 Beds ⋅ 4 Baths ⋅ 408876 MLS ⋅ Fee Simple Tenure
Over an acre of direct beachfront in Makena is an exceptional rarity — and 4584 Makena Road stands as one of the most compelling value opportunities along Maui's coastline. Positioned on Poolenalena Beach, the property offers expansive grounds, exceptional privacy, and irreplaceable beach frontage. The existing residence requires renovation, making this an ideal opportunity for investors or end users seeking to add value in a location where land alone commands a premium. With limited beachfront inventory in Makena, the ability to renovate or reimagine a home on a parcel of this size represents a strategic acquisition. Peaceful and secluded, yet within walking distance of the Wailea Beach Path and celebrated resorts including Fairmont Kea Lani, Four Seasons, Grand Wailea, and Andaz, this offering combines lo-cation, land, and long-term upside in one of Hawaii’s most prestigious enclaves.

4584 Makena Rd, Kihei

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

$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.

$765,000
1 Beds ⋅ 1 Baths ⋅ 408800 MLS ⋅ Fee Simple Tenure ⋅ Kihei Akahi BLDG.
Looking for an immaculate, turn-key condo in one of the best locations in all of South Kihei? Then look no further than Kihei Akahi D214! This never rented, beautifully renovated one-bedroom, one-bath residence underwent a comprehensive remodel in 2019 and offers a level of comfort and efficiency rarely found in the complex. Oh, did I mention the ocean view where you can watch whales play from your couch? From the moment you enter, you'll notice the thoughtful upgrades and intentional, contemporary finishes. Cambria quartz countertops anchor the kitchen with both durability and elegance, backed by a full lifetime warranty. Soft-close cabinetry, tile flooring throughout (including lanai), and high-efficiency gas-filled dual-pane windows/ lanai slider add to an energy-conscious interior. A dual unit split A/C system, one of only a handful of units to offer such a configuration, will keep you cool throughout the condo. Add in a new washer and dryer (2025), individual water shut off for this unit only, and lifetime Amish recycled patio set outside, and you've got yourself a winner! With award winning beaches, dining and shopping all within walking distance, don't miss your opportunity to own the best that Kihei Akahi has to offer!

2531 S Kihei Rd Unit D214, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

$3,495,000
2 Beds ⋅ 2 Baths ⋅ 408777 MLS ⋅ Fee Simple Tenure ⋅ Makena Surf BLDG.
Experience refined beachfront living at Makena Surf, a gated oceanfront community in one of South Maui’s most private and coveted settings. This beautifully updated 2-bedroom, 2-bath residence offers unobstructed panoramic ocean views and sits directly on Po’olenalena (Chang’s) Beach, where golden sand and year-round sunsets become part of your daily routine. Positioned across from the renowned Wailea Golf Club, the location blends serenity with convenience—tucked away from the resort crowds yet just minutes from Wailea’s luxury shopping, fine dining, and world-class amenities. Makena Surf is hotel zoned and known for its exceptional resort-style features, including gated entry, tennis and pickleball courts, pools and hot tubs, fitness center, and an outdoor kitchen and pavilion perfect for entertaining. With direct beach access and a peaceful, low-density atmosphere, this residence captures the essence of private coastal luxury on Maui. Seller will also consider the option of a 25% co-ownership interest of $888,000.

4850 Makena Alanui Rd Unit B304, Kihei

Listing courtesy of Keller Williams Realty Maui-Ka.

$2,195,000
3 Beds ⋅ 3 Baths ⋅ 408760 MLS ⋅ Fee Simple Tenure ⋅ Kai Malu BLDG.
Incredible 2021 pricing for this DREAM LOCATION at pet friendly KAI MALU with this RARE Developer Unit! Breathtaking views - this is Kai Malu at its best. Beautifully appointed, this pristine home offers that sought after exceptional lifestyle. With the primary bedroom upstairs and balcony perched to behold the most awe-inspiring panorama. Sweeping Wailea Blue Golf Course greens extend upwards to views of towering and majestic Haleakala with Molokini and Kahoolawe ocean views with magnificent masterpiece sunsets from the very private lanais. Privacy is afforded here with fenced garden and lush tropical landscaping between units. French doors to the third bedroom, barbecue, wet bar, sink and fridge on lanai, and upgraded carpet on stairs to upstairs bedrooms are developer upgrades. Owner added 19 PV panels in 2014 and New AC system in 2023. This home is being sold furnished, vacant and move in ready!

339 Kai Malu Pl Unit 58B, Kihei

Listing courtesy of Keller Williams Realty Maui-Ka.

$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.

$650,000
1 Beds ⋅ 1 Baths ⋅ 408719 MLS ⋅ Fee Simple Tenure ⋅ Island Surf BLDG.
Wake up to panoramic ocean views every day from this beautifully remodeled unit. Island Surf #307 is a business-zoned, fully air-conditioned, 3rd-floor one-bedroom condo in the highly desirable Island Surf complex in South Kihei. The entire Island surf building recently, at significant investment, completed a multiphase upgrade renewing the structure, relining all the vertical plumbing to each unit, and adding a brand new roof with solar panels, and also done extensive work on the wastewater pipes. Enjoy Maui sunsets from the private lanai, or relax inside in quiet comfort. The newly installed wall of double-pane windows and sliding door stretches across the entire living room, creating a bright, peaceful interior space. This unbeatable location is across the street from Kalama Beach Park and Cove Beach, two of South Maui’s most popular spots for surfing, paddle boarding, and sunset viewing. This stylish unit features an open-concept living, kitchen, and lanai layout designed for relaxed island living. The remodeled kitchen is fully equipped with modern appliances and ample storage, while upscale furnishings, island-inspired art, and ceiling fans enhance comfort throughout. The spacious bedroom offers a queen bed, large closet, dedicated A/C unit, and a 65” flat-screen TV. The living area includes an impressive 85” TV, perfect for unwinding after a day at the beach. Additional highlights include in-unit washer/dryer, dishwasher, and high-speed internet. The Island Surf complex offers elevator access, a heated pool, BBQ area, and free unassigned parking. Street-level retail adds exceptional convenience, including a grab-and-go market, sushi restaurant, spa, dive shop, and local boutiques. Next door, the extremely popular South Maui Gardens provides a lush tropical setting with a touch of Zen, popular food trucks and a coffee shop. Centrally located near dining, shopping, and outdoor activities, this condo is an excellent opportunity for a primary residence, second home, or investment property in one of South Maui’s most desirable locations.

1993 S Kihei Rd Unit 307, Kihei

Listing courtesy of Keller Williams Realty Maui-Ki.

$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).

$3,279,000
3 Beds ⋅ 3 Baths ⋅ 408701 MLS ⋅ Fee Simple Tenure ⋅ Makalii At Wailea BLDG.
Makalii at Wailea 17B is a standout villa commanding the premier ocean-view position in the entire development, offering unobstructed, sweeping vistas of the Pacific, Molokini, and Kahoolawe. Elevated and ideally oriented, this residence captures Maui’s most iconic sunsets and seasonal whale activity from the comfort of home. Equally impressive is the interior, where impeccably curated, fashion-forward décor elevates the living experience. Clean lines, layered textures, and a sophisticated neutral palette create a modern island aesthetic that captures quintessential luxury island living. The open-concept living space offers abundant natural light, with expansive glass doors framing the ocean and extending living areas onto generous lanais for seamless indoor-outdoor flow. This three bed, three bath “Casita” floor plan is the largest available at just over 1800sf with garage and lower-level primary suite for maximum privacy. Set within the coveted, low-density Makalii at Wailea community, 17B offers privacy, architectural distinction, and resort-style living with immediate proximity to Wailea’s top beaches, golf, dining, and shopping options. This is a rare opportunity to own the best views in the complex paired with designer-level interiors—a truly turnkey Wailea retreat sold fully furnished!

244 Holomoana Way Unit 17B, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

$750,000
2 Beds ⋅ 2 Baths ⋅ 408676 MLS ⋅ Fee Simple Tenure ⋅ Waipuilani BLDG.
Waipuilani Unit 114 is a beautifully updated, ground-floor, oceanfront, corner end-unit condominium located in one of North Kihei’s most desirable beachfront communities. (Note that the unit is vacant and some photos are virtually staged to provide spatial awareness) The residence is move-in ready and thoughtfully remodeled, offering a clean, modern interior with a relaxed island feel. As a ground-floor corner unit, Unit 114 enjoys a superior location within the complex, providing enhanced privacy, easy access, and exceptional natural light from additional windows. The layout supports a seamless indoor-outdoor lifestyle, with direct access to the lush, well-maintained grounds and to the beach, an oceanfront lawn, a swimming pool, and a poolside BBQ area. Tennis and pickleball courts are located within approximately a one-minute walk from the unit. Waipuilani is a true beachfront complex known for its expansive green space, mature landscaping, and low-density layout. Residents enjoy direct beach access, a large swimming pool, and a peaceful setting while remaining conveniently close to shopping, dining, and everyday amenities in Kihei. Monthly maintenance fees include water, sewer, trash, cable TV & internet, and common area maintenance. 30-Day & Long-term rentals are permitted, offering flexibility for a variety of ownership uses. One assigned parking stall (#3) is included with the unit. Unit 114 offers updated condition, corner-end-unit privacy, excellent natural light, and an exceptional beachfront setting, making it an excellent option for a primary residence, second home, or long-term rental.

1002 S Kihei Rd Unit 114, Kihei

Listing courtesy of Compass-W.

$1,399,000
2 Beds ⋅ 2 Baths ⋅ 408641 MLS ⋅ Fee Simple Tenure ⋅ Wailea Palms BLDG.
Wailea Palms 3507 is an exquisitely remodeled 2-bedroom, 2-bathroom residence offering serene ocean views and a lush tropical backdrop. Tucked away in a secluded, private location at the north end of this gated community, the home provides a sense of exclusivity and tranquility. Every detail has been thoughtfully curated, featuring top-of-the-line materials, high-end appliances, and sophisticated finishes throughout. Wailea Palms is a residential enclave that does not allow vacation rentals, ensuring a refined and peaceful living environment. Ideally situated just moments from Wailea's renowned beaches, fabulous golf courses, acclaimed dining, and luxury shopping, this exceptional property captures the essence of Wailea living.

3150 Wailea Alanui Dr Unit 3507, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

$849,900
2 Beds ⋅ 2 Baths ⋅ 408625 MLS ⋅ Fee Simple Tenure ⋅ Kamaole Sands BLDG.
Enjoy island living at Kamaole Sands Unit 3-403, a top-floor 2-bedroom, 2-bath condo offering approximately 1,188 sq. ft. of living space. Located in the desirable Building 3, this unit features a nice ocean view along with beautiful views of the pool and lush tropical grounds from the private lanai-perfect for relaxing and enjoying the island atmosphere. The spacious floor plan provides comfort and flexibility, whether as a full-time residence, second home, or vacation getaway. Kamaole Sands is a popular resort-style community situated across from Kamaole Beach Park III and offers a large swimming pool, hot tubs, tennis courts, exercise room, BBQ area, and beautifully landscaped grounds, all just minutes from Kihei's beaches, shopping, and dining. Please see attached Bill 9 County update in documents tab.

2695 S Kihei Rd Unit 3-403, Kihei

Listing courtesy of Coldwell Banker Island Prop-Ku.

$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.

$799,000
2 Beds ⋅ 2 Baths ⋅ 408541 MLS ⋅ Fee Simple Tenure ⋅ Haleakala Shores BLDG.
Welcome home to Haleakala Shores A-303, where island living blends seamlessly with comfort and flexibility. This spacious 2-bedroom, 2-bath condo is tastefully furnished with a clean, elegant aesthetic that feels both relaxed and inviting. Large windows in the living room fill the space with natural light, creating a bright and welcoming atmosphere throughout. The primary bathroom has been beautifully remodeled and features a custom tiled shower, stone countertop, and subtle gold accents that add a refined, upscale touch. Step out onto the lanai to enjoy the ocean view, Kihei’s sunny weather, and gentle island breezes. Air conditioning for year-round comfort, while a full-size washer and dryer and a covered, deeded parking stall add everyday convenience. Just across the street, Kamaole Beach III is great for seasonal whale watching and memorable sunset strolls. Haleakala Shores also offers resort-style amenities, including a pool and BBQ area. Wailea is only a short drive away, with its renowned beaches, shopping, dining, and world-class golf courses. The condo comfortably sleeps six, including a sleeper sofa in the living room, making it well suited for full-time living, a second home, or a Maui getaway.

2619 S Kihei Rd Unit A-303, Kihei

Listing courtesy of Hawaii Life (W).

$929,000
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).

$949,000
2 Beds ⋅ 2 Baths ⋅ 408430 MLS ⋅ Fee Simple Tenure ⋅ Island Surf BLDG.
This Beauty is Back on the Market! Wake up to sweeping unobstructed ocean and mountain views from this 6th-floor penthouse ideally located across the street from beaches and parks, and just steps to some of Kihei's favorite restaurants, shops, and activities. The Building and unit are zoned B-2 Commercial/Business ensuring that short term rentals are permitted now and in the future, and that the property will remain unaffected by Maui Bill 9 or Bill 88. This 2-bedroom, 2-bath gem features expansive double balconies for sunsets worthy of postcards, seasonal whale watching, and cooling breezes. The amazing panoramic ocean-view can be enjoyed from the comfort of the living room, kitchen, and bedroom. Fully furnished for your convenience, including a well-stocked kitchen, new stainless steel appliances, granite countertops, abundant storage space, beach supplies, and more! Currently a busy, highly occupied, fully permitted short term rental that consistently attracts guests year round. Ideal as a primary or second home, income-producing property, or a combination. A versatile 1-bed, 1-bath lock-off suite with mini-fridge, microwave, keurig, plantation shutters, and sunrise views of Haleakala volcano offers excellent flexibility for guests, or it can be rented separately to increase revenue. Three mini split AC units ensure cool, comfortable living. Resort amenities include a heated pool with ocean-view sundeck, BBQ grills, beach access, massage, dive shop, on-site market, parking, and more. Recent building upgrades to 1st floor businesses, plumbing, walkways, columns, as well as a new roof and solar panels add peace of mind. Enjoy effortless island living with access to diverse Kalama Park, Cove Beach surfing hotspot, serene South Maui Gardens food truck oasis, and Kihei’s vibrant shopping and dining scene at Kalama Village, all right outside your door-no car required. This property’s unbeatable location places you in the heart of South Maui and allows for easy access to sightseeing throughout the island.

1993 S Kihei Rd Unit 601, Kihei

Listing courtesy of Keller Williams Realty Maui-Ka.