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$569,000
1 Beds ⋅ 1 Baths ⋅ 408879 MLS ⋅ Fee Simple Tenure ⋅ Kihei Akahi BLDG.
Located in Kihei’s Gold Coast right across the street from Kamaole Two beach sits Kihei Akahi. Kihei Akahi is a Hotel Zoned tropical resort ready for you to relax and enjoy. C-318 is a nice clean, comfortable unit with a good vacation rental history. The unit is also cooled with AC in the living room and kitchen plus situated to take advantage of the trade winds throughout. Not only does it have views of the grounds below but beautiful views of Haleakala. Depending on the season you can watch the sun rise above the peak or see it turn golden with the last rays of the sunset. The complex features two pools, tennis courts and plenty of grilling spots to go around. Just next door is lots of shopping and some of Kihei's favorite dining spots. Now is the time to take advantage of this opportunity to get the vacation home on Maui that you have always dreamed of.

2531 S Kihei Rd Unit C-318, Kihei

Listing courtesy of Hawaii Life (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).

$3,000,000
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.

$1,497,700
2 Beds ⋅ 2 Baths ⋅ 408806 MLS ⋅ Fee Simple Tenure ⋅ Royal Mauian BLDG.
Beautiful and fully remodeled end unit that sits south of the building with the benefit of natural light flowing from custom windows in every room. This is the greater square footage floor plan of approximately 864 sq ft, only 12 units offer this spacious 2-bedroom layout. Immaculately maintained with split system A/C, granite counter tops, custom cabinets, tile flooring, custom window coverings, new appliances and a chic beach vibe with contemporary birch paneling and accent lighting. Royal Mauian is hotel zoned and regarded as the gem of Kihei, a south Maui landmark, a legacy visitor property. Located oceanside, sandwiched next to famed Kamaole Beach I and Kamaole Beach ll, it sits across the street from its waterfront position from shops, restaurants, health food store and coffee shops. The pool for Royal Mauian lies by the waterfront and the resort boasts a rooftop deck and BBQ area that offers 360 degree views for unmatched year round sunsets and Haleakala views. Don't let this gem slip you by, the unit is turnkey and being sold furnished.

2430 S Kihei Rd Unit 519, Kihei

Listing courtesy of Keller Williams Realty Maui-Ka.

$848,000
2 Beds ⋅ 2 Baths ⋅ 408804 MLS ⋅ Leasehold Tenure ⋅ Maui Hill BLDG.
Welcome to Maui Hill 59, a rarely offered condo in one of the premier South Kihei resorts across from Keawakapu beach. Enjoy beautiful morning sunrises over Haleakala from the oversized lanai with partial ocean views. This spacious 2 bedroom 2 bath unit has many recent upgrades including a full kitchen remodel in May 2024. Features include an open floor plan, stainless steel appliances, open shelving, and quartz countertops. Offered fully furnished and completely turnkey, this successful vacation rental is larger than your average condo at 1,115 square feet. With a south facing lanai off the living room and a garden view lanai off the 2nd bedroom this unit offers fantastic indoor and outdoor living areas. Close proximity to beaches, shopping, and restaurants makes this a great residential option. This is a leasehold property with master lease through 2064. Seller is listing agent and holds an active Real Estate license in the state of Hawaii. Contact your favorite real estate professional to schedule a showing!

2881 S Kihei Rd Unit 59, Kihei

Listing courtesy of Real Broker.

$395,000
1 Beds ⋅ 1 Baths ⋅ 408746 MLS ⋅ Fee Simple Tenure ⋅ Kihei Bay Vista BLDG.
Kihei Bay Vista is situated across from Kalepolepoe Beach Park , the white sandy beach where kite boarders rig-up for fun on the water, the sea turtles gather, the Humpback Whale Sanctuary Visitor Center is located and glorious sunsets can be experienced year round. This complex is a popular vacation rental with and in-ground pool, hot tub, and BBQ tucked inside the central garden area. Easy access to Kahului, Maalaea, Wailea and West Maui. Contact your favorite Realtor to schedule your private showing.

679 S Kihei Rd Unit D111, Kihei

Listing courtesy of Hawaii Life (W).

$525,000
2 Beds ⋅ 2 Baths ⋅ 408732 MLS ⋅ Fee Simple Tenure ⋅ Kihei Villages Iii BLDG.
Experience the perfect blend of modern comfort and ultimate convenience in this beautifully refreshed 2-bedroom, 2-full-bathroom second-level residence at popular Kihei Villages. The owner has just installed brand new, waterproof luxury vinyl plank flooring, offering a sleek, modern look that is both incredibly durable and perfect for the beach lifestyle. The layout has also been thoughtfully upgraded by transforming the original half-bath into a brand new second full bathroom. Ideally situated in Building 40, this unit boasts an ultra-accessible, prime location. It is positioned between ample visitor parking and one of three of the community's centralized mail delivery systems—making everyday comings, goings, and guest hosting exceptionally seamless. Unit & Community Amenities: Premium Flooring: High-end, waterproof luxury vinyl flooring designed to withstand sand and moisture. Upgraded to 2 Full Baths New Interior Paint In-Unit Laundry: Equipped with a full-size washer and dryer for maximum convenience. Private Lanai: Enjoy peaceful morning coffees or evening breezes on your covered outdoor space. Clubhouse & Recreation: Exclusive access to the community clubhouse, complete with a kitchenette, conference room, and common area barbecue spaces. Playground & Security: On-site tot lot/playground, 24-hour security, and a resident car wash station. Pet-Friendly: Located directly across the street from Kenolio Park and Dog Park. Not in a Flood Zone: Located in Flood Zone X, giving you extra peace of mind and potentially lower insurance rates. Enjoy very short travel to the golden sands of Sugar Beach, the local farmer's market, and dining. Its prime North Kihei location ensures the shortest possible commute to west Maui, central Maui, Kahului Airport, and South Maui’s resort districts. Some photos have been virtually staged.

140 Uwapo Rd Unit 40-203, 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.

$639,000
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).

$899,000
1 Beds ⋅ 2 Baths ⋅ 408658 MLS ⋅ Fee Simple Tenure ⋅ Maui Kamaole BLDG.
This a a spacious Ground floor condo- NO stairs. DONT MISS THIS ONE: LIVES LIKE A 2 BEDROOM 2 BATH CONDO- Maui Kamaole #L-105 is a 1-bedroom, 2-bath condominium offering 1,039 sq ft of interior living space and a partial ocean view. This well-designed unit includes a bonus room with a queen bed, ideal for additional sleeping accommodations, office, den, or storage. The open floor plan features a kitchen that flows seamlessly into the dining and living areas, extending to a generous lanai for indoor-outdoor living. The unit is equipped with a split A/C system in the primary bedroom and bonus room, along with a window A/C unit in the living room. Additional features include an in-residence washer/dryer and ample closet space for securing personal items when not in residence. Maui Kamaole is a well-maintained resort community with lush tropical landscaping, two pool areas with hot tubs and water features, multiple BBQ areas, and tennis courts. Located across the street from Kamaole Beach III and just minutes from Wailea’s shopping, dining, and world-class golf courses. Offered fully furnished and currently part of an active, professionally managed vacation rental program.

2777 S Kihei Rd Unit L-105, Kihei

Listing courtesy of Compass.

$799,000
408631 MLS ⋅ Fee Simple Tenure
Discover a rare and captivating opportunity to own a piece of paradise in Maui Meadows. This expansive lot presents an unrivaled canvas for your dream home, boasting views of both the Pacific Ocean and the imposing Haleakala Mountain. From this vantage point, you’ll enjoy sunsets and the tranquil beauty of Maui. The property spans over 12,000 square feet, allowing ample space for designing a custom residence tailored to your desires. Its gently sloping terrain is ideal for a multi-level home, offering natural elevation to enhance the dramatic vistas and create an inviting living space. Sunlight bathes the lot throughout the day, making it an excellent candidate for sustainable energy solutions like solar panels and providing abundant natural light for your future home. Situated just a short drive from Wailea, the lot offers easy access to world-class resorts, upscale dining, and premier shopping experiences. The pristine beaches of Wailea and Makena are within reach, allowing you to enjoy Maui’s renowned sun, sand, and surf with effortless convenience. Maui Meadows is one of Maui’s most sought-after neighborhoods. With its prime location, this lot is the perfect setting for a luxurious and serene lifestyle. This property is a Residential CPR and includes 12415 square feet of land. This is lot A and is the primary lot of the CPR

3267 Akala Dr Unit A, Kihei

Listing courtesy of Hawaii Life (W).

$425,000
2 Beds ⋅ 2 Baths ⋅ 408626 MLS ⋅ Fee Simple Tenure ⋅ Kihei Villages Ii BLDG.
TASTEFULLY REMODELED, GREAT LOCATION! YOUR OPPORTUNITY TO OWN A MAUI PROPERTY RIGHT NEAR SUGAR BEACH! Welcome home to this light and bright, remodeled 2-bedroom, 1.5-bath condo on the Island of Maui. Just moments from Sugar Beach (one of the longest beaches in Hawaii). The Kitchen remodel completed in 2019 and both bathrooms in 2020, creating a clean, modern feel that’s ready for you to enjoy. Located on the top floor, the condo feels airy and tucked away. This condo sits along the perimeter of the complex and away from the highway; this condo benefits from an outer-edge location with convenient access to the sidewalk leading to the beach. The open living space flows to a private lanai surrounded by lush tropical foliage-an ideal spot for morning coffee, unwinding, or dining al fresco. The primary bedroom features a sleek, top-hung sliding barn-style door leading to the en-suite bath for a contemporary touch. An in-unit washer and dryer adds everyday ease. Assigned one parking stall. Numerous guest parking stalls nearby. Embrace the MAUI BEACH lifestyle; nearby are an outrigger canoe club, farmers market, Ululani’s Shave Ice, a convenience market, and the beloved Sugar Beach Bakery. North Kihei’s central location makes it so convenient—close to Central Maui, the airport, and about 15 minutes to Wailea’s resort town, world-class dining, golf, tennis and an array of more spectacular beaches. A wonderful opportunity to make this your primary home, vacation home or rent it out long term (no short term rentals allowed). CALL YOUR REALTOR TODAY FOR YOUR PRIVATE SHOWING.

140 Uwapo Rd Unit 55-205, Kihei

Listing courtesy of Maui Real Estate Advisors LLC.

$449,900
1 Beds ⋅ 1 Baths ⋅ 408613 MLS ⋅ Fee Simple Tenure ⋅ Kalama Terrace BLDG.
Modern Island Living at Kalama Terrace L306. Sophisticated. Fresh. Steps from the shore. Experience a refined take on Kihei living in this meticulously renovated one bedroom one bath residence at Kalama Terrace. Situated at 35 Walaka Street, this unit offers a perfect blend of modern luxury and effortless Island accessibility. The residence; Step inside a bright, sun-drenched space where every detail has been thoughtfully updated. The 535-square-foot interior feels remarkably expansive thanks to a crisp, clean palette and a cohesive design language. Renovated kitchen, featuring sleek new cabinetry, premium counter tops, and a suite of new appliances. Modern flooring through out every room, designer bath includes tile, new vanities and contemporary finishes. Turnkey ready: offered with a sophisticated local aesthetic- ideal as a streamline primary home or a high-end vacation retreat. The lifestyle Kalama Terrace isn't just a complex; the well maintained grounds ave recently seen beautiful upgrades to the pool side BBQ area, creating an inviting space for evening gatherings after a day at the beach. The location- Leave the car behind. From your front door you are three minuets to the golden sand of Charlie Young Beach and the legendary surf breaks at the Cove. The vibrant energy of Kalama Park and the electric dining and shopping of Kihei Town. Centrally located for easy access tot he world-class golf and resorts of Wailea! This is a rare opportunity to own a "LKE NEW" property in one of Kihei's most convenient and beloved corridors.

35 Walaka St Unit L306, Kihei

Listing courtesy of Millennium Realty Inc.

$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.

$1,475,000
3 Beds ⋅ 2 Baths ⋅ 408560 MLS ⋅ Fee Simple Tenure ⋅ Paradise Ridge Estates BLDG.
Welcome to Paradise Ridge Estates #101. Arguably the best location in the complex, this corner, ground floor condo in building one is in a private, tucked-away location at the top of Paradise Ridge Estates. Inside, you’ll find contemporary finishes and an open-concept living and dining area designed for comfortable everyday living. Two assigned parking stalls—#64 and #70—as well as handicapped stalls are located close by for easy in-and-out. Enjoy ocean views — perfect for winding down at the end of the day. When you’re not at the beach, the community offers a waterfall-style pool and hot tub for relaxing close to home. Paradise Ridge Estates is south Kihei’s newest luxury gated community. Situated on a terraced hillside near South Kihei’s shoreline, with Kamaole III Beach just a three-minute walk away. You are an easy walk from nearby dining and shopping options, as well as proximity to the Wailea resort district. Don’t miss this rare opportunity to own a modern condo with breathtaking ocean and mountain views. Contact our Realtor today to schedule your private showing. Note: Some photos have been virtually staged to help illustrate the space and layout.

2757 S Kihei Rd Unit 101, Kihei

Listing courtesy of Compass-W.

$4,495,000
3 Beds ⋅ 4 Baths ⋅ 408559 MLS ⋅ Fee Simple Tenure
3943 Wailea Ekolu is one of Wailea Golf Estates' most distinctive ocean-view Residences, offering Panoramic Ocean, Outer-Island & Mountain Views, Estate-Scale Living, Timeless Architectural Character, and a Premier Golf-Frontage Setting. Encompassing approximately 4,355 square feet, this expansive residence features 3 bedrooms, an office/den, 4 full bathrooms, a spacious great room, and an additional living room that opens seamlessly to the pool and outdoor entertaining area. Designed with enduring craftsmanship, generous proportions, and a grand sense of arrival, the home showcases architectural details rarely found in today's newer luxury residences. From the moment you enter, arched mahogany-and-glass entry doors accented with African Wenge welcome you into a dramatic curved vestibule, where rounded plaster walls, rich mahogany millwork, and a grand staircase immediately reveal the craftsmanship and architectural character that define this remarkable home. Two en-suite bedrooms located on the ground floor each enjoys its own outdoor space—ideal should you want to have SINGLE FLOOR-PLAN LIVING. Upstairs, a PRIVATE SANCTUARY awaits: the approx. 1,581 sq. ft. primary bedroom suite and den offer exceptional PRIVACY and unparalleled OCEAN AND OUTER ISLAND VIEWS WITH WRAP AROUND LANAIS, along with impressive Haleakala vistas that shift beautifully with the light. The generous kitchen opens to a bright great room with SLIDING WALLS OF GLASS on two sides—inviting lovely cross-ventilation and framing views to the sparkling PACIFIC OCEAN. The formal living room offers a warm focal fireplace, natural cedar ceiling, and a recessed art niche. Expansive sliders from the great room and living room open to an OCEAN VIEW POOL AND SPA with a SPACIOUS TILED SUN DECK, made for sunset lounging and DINING AL FRESCO UNDER THE STARS. The layout is wonderfully open, yet intentionally defined, with sight lines that draw you toward the outdoors and the enchanting views beyond. This home is a LUMINOUS LIGHT-FILLED CANVAS—ready for your vision: an extraordinary opportunity to re-imagine and elevate a residence of substance, scale, & soul. Set within the prestigious gated Wailea Golf Estates, backing to the 11th fairway of the Wailea Blue Course, and moments to Wailea’s world-class beaches, dining, shopping, golf, tennis, water sports, and spas.

3943 Wailea Ekolu Pl, Kihei

Listing courtesy of Maui Real Estate Advisors LLC.

$6,950,000
4 Beds ⋅ 6 Baths ⋅ 408558 MLS ⋅ Fee Simple Tenure
This exclusive opportunity is uniquely situated on a lot like no other, overlooking the 11th green of the Wailea Blue Course and positioned near the Four Seasons and Hotel Wailea. Set within a premier gated community, the home enjoys exceptional space and privacy, bordered on three sides by open areas, the golf course, and two greenway lots with a down-sloping parcel that opens first-floor views to island vistas. The light-filled interior draws you toward a very private resort-style pool and spa, protected from excess sun and wind. Indoor and outdoor staircases lead to the upper level, where a stunning 360-degree panoramic view unfolds across Lana?i, the West Maui Mountains, open fairways, Haleakala, Kaho'olawe, and Molokini. Seamless indoor-outdoor living connects both levels of the home, with every room opening to its own lanai, terrace, patio, or lawn, including common areas and guest baths. The property also offers flexibility to expand by approximately 500 square feet on each level. The formal living room features a wood-burning fireplace, white painted tongue-and-groove vaulted ceilings, and French doors opening to a covered island-view porch. The kitchen and family room flow to a 35-foot lanai ideal for daily living, sunset views, seasonal whale watching, and twice-yearly resort fireworks. A Haleakala-facing terrace offers peaceful daytime views and nighttime stargazing, while a wet bar off the pool deck supports relaxed outdoor entertaining. Four en-suite bedrooms provide private retreats with outdoor access, including a primary suite with a five-fixture bath and exceptional views. A southern orchard leads to an outdoor laundry entry, and the two-car garage includes ample storage. This is a home that is difficult to leave, wrapping you in the warmth of every aloha memory.

3977 Wailea Ekolu Pl, Kihei

Listing courtesy of Hawaii Life (W).

$3,870,000
4 Beds ⋅ 5 Baths ⋅ 408523 MLS ⋅ Fee Simple Tenure
The newly completed Wailea estate blends contemporary design with Maui’s natural beauty. Ocean-view living with seamless indoor-outdoor flow, abundant natural light, and locally inspired textures. Open-concept great room features panoramic ocean views, floor-to-ceiling glass, hardwood floors, and natural stone. Chef’s kitchen with waterfall stone island, premium appliances, and custom cabinetry. Luxurious bedroom suites offer spa-style baths, private lanais, and ocean or garden views. Resort-style outdoor living includes a lap pool, spa, Baja shelf, and tropical landscaping. Sustainable features include solar, smart home automation, and energy-efficient systems. Prime Wailea location near world-class beaches, golf, dining, and luxury resorts. One of the listing agents is the seller.

3378 E Lani Ikena Way, Kihei

Listing courtesy of Coldwell Banker Island Prop-Ku.

$499,000
1 Beds ⋅ 1 Baths ⋅ 408471 MLS ⋅ Fee Simple Tenure ⋅ Kihei Resort BLDG.
Price to Sell! Welcome to Kihei Resort, a well-maintained complex of just 64 units ideally located in North Kihei, directly across from Kalepolepo Fishpond and Beach Park. Unit 110 is a ground-floor, 1-bedroom, 1-bath condominium that is beautifully furnished and move-in ready. Offered turnkey, this inviting unit features a private lanai with peaceful garden views, perfect for indoor-outdoor living. Conveniently located near the pool, hot tub, and BBQ area, yet nicely set within the complex’s lush, mature landscaping. Interior highlights include granite countertops, updated cabinetry, and stainless-steel appliances, creating a clean and modern feel. One assigned parking stall included. An excellent opportunity for a primary residence, second home, or long-term rental in a desirable North Kihei location close to beaches, shopping, dining, and easy access to the airport and central Maui.

777 S Kihei Rd Unit 110, Kihei

Listing courtesy of Hawaii Life (W).

$2,500,000
3 Beds ⋅ 3 Baths ⋅ 408470 MLS ⋅ Fee Simple Tenure
Wailea Kai is one of the closest communities to the beach! 3 BR 2.5 BA with a pool and easy walking distance to Keawakapu Beach. This recently updated home offers a unique living style with the master on the main level and 2 bedrooms tucked away separately with a jack & jill bath, all 3 with vaulted ceilings. The master has a large lanai that overlooks the pool and lawn area. A major remodel of the living room and kitchen were completed last year, including all new appliances and furnishings. Relax in the openness of the living room and kitchen, which includes a large island with numerous sitting spaces, all overlooking the pool through numerous windows and sliding doors. Enjoy the large pool and covered lanai's with a very private feel with no road noise, surrounded by beautiful gardens and fruit trees. Split A/C units in the living room and all 3 bedrooms. Capitalize on very low electric bills with 22 owned solar panels under the banked system, and a solar hot water system. 2 car garage. Located at the end of a quiet cul-de-sac.

3142 Waiea Pl, Kihei

Listing courtesy of Coldwell Banker Island Prop-Ku.

$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).

$1,150,000
2 Beds ⋅ 2 Baths ⋅ 408408 MLS ⋅ Fee Simple Tenure ⋅ Maui Kamaole BLDG.
Spectacular ocean view from this very private lanai on the front row of Maui Kamaole. Updated kitchen with bamboo cabinet doors, granite counter tops & newer black appliances. Both bathroom shower walls have been re-tiled. New water heater. Beautiful Murphy bed in the guest bedroom. This has not been used as a vacation rental, but it would make a great one! Maui Kamaole offers 2 pools, 2 hot tubs, 2 tennis courts and storage for a kayak or paddle board. The location is in close proximity to south Maui's finest beach parks, restaurants and world class resort golf courses. Do not wait on this one, call your favorite REALTOR® to schedule a private showing today!

2777 S Kihei Rd Unit G207, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

$899,999
1 Beds ⋅ 1 Baths ⋅ 408407 MLS ⋅ Fee Simple Tenure ⋅ Kihei Beach BLDG.
Remodeled in 2007 and thoughtfully refurnished in 2025, this exceptional one-bedroom, one-bathroom top floor beachfront condominium offers a premier location directly on Sugar Beach—one of Maui’s longest stretches of pristine white sand. Residents and guests are treated to breathtaking panoramic views, extending from Maalaea to Makena, as well as captivating vistas of the outer islands of Kahoolawe and Molokini from within the unit. The iconic and majestic slopes of Haleakala provide a stunning backdrop behind the property. The private lanai presents an idyllic setting to unwind and soak in Maui’s beauty, perfect for watching vivid sunsets, witnessing canoe practices and races, or observing humpback whales as waves gently meet the shore of Sugar Beach. There is a rare shared lanai between units 603 and 605 which provides for larger outdoor open space and all-day sun and views as well. Kihei Beach Condominium is conveniently positioned in North Kihei, just ten miles from Kahului Airport, making it an ideal launch point for exploring a wide variety of nearby activities and sampling excellent local restaurants.

36 S Kihei Rd Unit 603, Kihei

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

$749,000
1 Beds ⋅ 2 Baths ⋅ 408386 MLS ⋅ Fee Simple Tenure ⋅ Maui Banyan BLDG.
What a fantastic deal. This condo has been upgraded in 2023 with superior upgrades and professional decor. Must see to appreciate. 2 pools, 2 tennis courts, 2 BBQ areas, garage parking. 2 pets under 20#. Low maintenance fees and excellent location in South Kihei. Beach access in minutes, restaurants of all levels within walking and short drive distance. H2 zoning offering security of STR indefinitely. included items: Ceiling Fan(s), Disposal, Washer/Dryer, Drapes, Furnished, Inventory, Kitchen Ware, Microwave, Refrigerator, Smoke/Heat Detector, TV Cable, Washing Machine

2575 S Kihei Rd Unit H-207, Kihei

Listing courtesy of Maui Paradise Properties LLC.

$1,250,000
2 Beds ⋅ 2 Baths ⋅ 408354 MLS ⋅ Fee Simple Tenure ⋅ Wailea Ekolu BLDG.
Relax and Enjoy Ultimate Privacy! Enter your new Wailea place of peace, serenity and tranquility. This 2 Bedroom 2 Bath Vacation Rental Condo has been beautifully renovated and it is nestled in a lush tropical and private setting in Wailea. Surrounded by vibrant greenery and swaying palm trees, this condominium offers a peaceful retreat where you can relax and unwind. The interior is thoughtfully designed with wonderful modern updates that blend comfort with style. Enjoy breathtaking glimpses of the ocean from your private covered lanai, a sanctuary that creates the perfect backdrop for your morning coffee or serene evening sunsets. The condo's atmosphere of complete tranquility is ideal for relaxation, while this prime location places you just moments from the World Class Beaches, shopping, and dining that make the Wailea Resort a world renowned destination. This vacation rental offers the ultimate getaway for those looking to experience the beauty and tranquility of Maui in a luxurious, private setting. Don’t hesitate - this is the beautiful hideaway you have been dreaming of!

10 Wailea Ekolu Pl Unit 1603, Kihei

Listing courtesy of Hawaii Life (W).

$349,000
1 Beds ⋅ 1 Baths ⋅ 408339 MLS ⋅ Leasehold Tenure ⋅ Kealia BLDG.
Kihei beachfront living at its finest! This beautifully remodeled Kealia condo is a highly sought-after vacation rental and an exceptional opportunity for both personal enjoyment and investment. Thoughtfully redesigned from top to bottom, the unit features an upgraded kitchen and bathroom, tile flooring throughout, and well-appointed furnishings that create additional storage while maintaining an open, airy floor plan. Expansive ocean views and year-round sunsets take center stage, offering a true front-row seat to Maui’s natural beauty. Kealia Resort is perfectly positioned on five miles of sandy beach stretching to Maalaea, ideal for long walks, swimming, and whale watching in season. Don't forget about those stunning sunsets, a perfect end to each day. Centrally located, this oceanfront community provides easy access to all that Maui has to offer, including world-class shopping, dining, and golf in nearby Wailea. A turnkey beachfront condo in one of South Maui’s most desirable coastal settings—this is island living done right. This is a leasehold condo.

191 N Kihei Rd Unit 402, Kihei

Listing courtesy of Hawaii Life (W).

$808,808
2 Beds ⋅ 2 Baths ⋅ 408338 MLS ⋅ Fee Simple Tenure ⋅ Luana Kai BLDG.
This beautifully upgraded 2-bedroom, 2-bath condo features a modern, well-appointed kitchen with stainless steel appliances, tile flooring throughout, and refreshing tropical breezes. The spacious primary suite offers a king-size bed, en suite bath, and a rare courtyard view. The guest bedroom includes two twin beds and an adjacent full bathroom. A premium queen sofa sleeper and a full-size washer/dryer add extra comfort and convenience. Enjoy outdoor dining at the poolside grilling area, then unwind with sunset views from the pool and spa or from your private lanai. The property also offers a putting green, beach access, and tennis/pickleball courts just steps away. This turn-key condo is ideally suited as a primary residence, second home, or vacation rental.

940 S Kihei Rd Unit B107, Kihei

Listing courtesy of Maui County Real Estate LLC.