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$825,000
2 Beds ⋅ 2 Baths ⋅ 408494 MLS ⋅ Fee Simple Tenure ⋅ Kai Ani Village BLDG.
A serene and private retreat in the heart of all of Kihei’s conveniences, this gorgeous two-bedroom condo has it all. Fully renovated by one of Maui’s top contractors, vaulted ceilings make the entire unit feel light, bright, and fresh. The open kitchen enjoys ample cabinet storage and quartz countertops in addition to a generous stainless steel sink, under-cabinet lighting, and counter seating. Stainless steel appliances are KitchenAid, Whirlpool, and GE brands. The primary suite delights in a large walk-in closet, and both bathrooms feature new vanities and a custom tile backsplash. Outside the spacious lanai is oriented for stunning Haleakala views amid swaying palm trees in the cooling tradewind breeze. And it’s just a few short steps to the Kai Ani Village resort-style pool. With a heated pool, hot tub, cabanas, and BBQ’s, the onsite amenities are one of Kihei’s best-kept secrets. In fact, Kai Ani Village has the lowest maintenance fees in Kihei for 2-bedroom condos with a private pool! This pet-friendly community is walkable to beaches, restaurants, and shopping. This sweet condo comes with two deeded parking stalls and is offered fully furnished. Call your realtor to schedule a showing today!

34 Hune One Ln Unit 12-204, Kihei

Listing courtesy of Compass-W.

$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.

$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).

$549,000
2 Beds ⋅ 2 Baths ⋅ 408452 MLS ⋅ Fee Simple Tenure ⋅ Kihei Shores BLDG.
Fantastic opportunity to own a beautifully updated condo in sunny South Kihei! This 2-bedroom, 2-bath condo in Kihei Shores, Building B, is ideally located on the second floor and just a short stroll from the golden sands of Kamaole III Beach Park. Enjoy the convenience of being close to shopping, dining, and a wide variety of island activities. On-site amenities include a sparkling pool, relaxing hot tub, and BBQ area—perfect for outdoor meals while taking in Maui’s incredible sweeping sunsets. The condo has been tastefully redecorated and features bamboo flooring, an ensuite bathroom, ample storage, high-end cabinetry, and granite countertops in the kitchen. Thoughtful upgrades continue throughout with A/C, a large kitchen island, stainless steel appliances, and refined finishes. Offered fully furnished and move-in ready, this home includes everything from furniture and bedding to kitchenware and silverware—just bring your suitcase and start enjoying island living.

2747 S Kihei Rd Unit B203, Kihei

Listing courtesy of Maui Realty Connections.

$999,000
2 Beds ⋅ 2 Baths ⋅ 408447 MLS ⋅ Fee Simple Tenure ⋅ Maui Kamaole BLDG.
Located on Maui's sunny southern coast next to the Wailea resort area, this 2-bedroom/2 bathroom condo is steps away from renown Kamaole III and Keawekapu Beaches for snorkeling, stand-up paddleboarding, walks in the fine pink sand, or simply splashing in the waves. Sunset viewing on the Kamaole III hillside is a daily event. During the whale watching season, boats leave daily from the dock directly across the street. The condo is ideally located within the complex between the two spacious pool areas, both with barbeque pavilion: The heated upper pool features a delightful tropical waterfall and pebble-bottomed spa; the lower pool has shallow and deep ends and separate hot tub. Every cluster also has its own gas grills, and there are two tennis courts. This well-managed complex has installed photovoltaic panels to produce electricity for all of the common elements, including the pool pumps & heaters, and parking lot lighting – a huge savings to the owners at Maui Kamaole. Well water is used for the lush tropical landscaping, saving greatly on the common water bill. All three lanais have been retiled to meet the new HOA requirements for waterproofing. This active vacation rental unit sleeps up to six people and comes fully furnished to ensure guests have everything they need for a relaxing stay. Special features include full-size washer and dryer, three split A/C units, and a California King bed. This unit also has a deeded, uncovered parking space.

2777 S Kihei Rd Unit D202, Kihei

Listing courtesy of LT Hawaiian Properties LLC.

$425,000
1 Beds ⋅ 1 Baths ⋅ 408445 MLS ⋅ Fee Simple Tenure ⋅ Kihei Kai BLDG.
Discover true toes-in-the-sand paradise at Kihei Kai Unit 18 — a charming remodeled beachfront gem nestled directly on the pristine shores of Sugar Beach in peaceful North Kihei, Maui. Escape the crowds of larger resorts and embrace the laid-back vibe of this boutique oceanfront community of just 24 units. Steps from your door, dive into the inviting pool, stroll the long sandy beach, or simply unwind with daily spectacular sunsets painting the sky in vibrant hues. Unit 18 boasts a spacious lanai perfect for morning coffee, afternoon relaxation, or evening Mai Tais while listening to the soothing surf and enjoying fresh poke. The well-appointed 1-bedroom interior features tropical island flair, split A/C, and a welcoming retreat that feels like home. Extensively remodeled in 2021, features include quartzite counters, upgraded cabinetry, a re-designed kitchen and newer flooring. Just moments away, the tropical pool area beckons for a refreshing dip. Winter months bring the magical bonus of humpback whale watching right offshore. Zoned Hotel Resort, short-term rentals are permitted and thriving here. Unit 18 is currently in the popular onsite rental program and consistently heavily booked, offering income potential for investors or vacation-home owners. Its central North Kihei location puts the best of Maui at your fingertips: easy access to West Maui adventures, Upcountry escapes to Haleakala, and the upscale beaches, dining, and golf of Wailea and Makena. This is the quintessential Maui beachfront lifestyle — relaxed, convenient, and endlessly rewarding. Ready to make Kihei Kai Unit 18 your slice of paradise?

61 N Kihei Rd Unit 18, Kihei

Listing courtesy of Maui Real Estate Advisors LLC.

$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.

$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.

$550,000
2 Beds ⋅ 2 Baths ⋅ 408362 MLS ⋅ Fee Simple Tenure ⋅ Kalama Gardens BLDG.
Welcome to this little piece of paradise - located within walking distance to the beach! Whether you're in the mood for a morning surf or sunset cocktails, everything you need is within walking distance. Perfectly situated near Wailea and all your favorite Kihei spots. This property is laid out like a townhome with an expanded living space on the main floor and 2 bedrooms upstairs. The primary bedroom has a King size bed and ample closet space with a barn door accent. The second bedroom boasts two queen sized beds and two oversized closets. There is a full tub/shower combo upstairs and a second, half bathroom on the main floor. The kitchen has been upgraded with high-end finishes and features providing everything you need to cook a family meal. Black stainless steel appliances, white shaker cabinets and custom tile backsplash with granite countertops. Available fully furnished! All comments, data is provided by seller or seller's representatives. Buyer to confirm all & hold all parties harmless from any discrepancy data in the mls and advertising. Limited Service–Data Entry Addendum signed by seller/s must be signed by buyer/s with Purchase Contract.

36 Walaka St Unit 5, Kihei

Listing courtesy of Nathalie Mullinix Rlty Universal Inc.

$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).

$1,849,111
3 Beds ⋅ 3 Baths ⋅ 408349 MLS ⋅ Fee Simple Tenure
Tired of stairs?? This stunning, single-level residence, located in upscale Moana Estates, offers a relaxing island lifestyle you won't want to miss! This house has a great floor plan with high ceilings! The spacious open-concept kitchen with its granite countertops, has a pass-thru window for your easy lanai dining and entertainment. The kitchen flows seamlessly into the large, bright dining and living areas with their high ceilings, where a large bay window frames views of the lush tropical landscaping in front. Sliding glass doors at the rear open on to a gorgeous, tropical and covered patio. There is an additional covered lanai at the front off the master bedroom. The master suite is thoughtfully positioned for privacy on one side of the home and is separate from the two guest bedrooms on the opposite side. It features a generous walk-in closet and an additional mirrored closet. The ensuite bathroom has a soaking tub and separate walk-in shower. One guest bedroom includes its own bathroom and private garden access. Luxury vinyl plank flooring spans the main living areas, while the bathrooms and laundry room feature tile flooring. With its multiple banana trees (more in the front yard too!), trellis, built-in barbecue, and electrical outlet for a small fridge, this lovely tropical paradise provides the ideal venue for your outdoor parties and dining. The back garden is gated on one side and could be fully enclosed on the other for your dog. It may also provide access to a pool, should you wish to consider adding one. This home includes an owned, net-metered photovoltaic system and central air conditioning. Ideally located in South Kihei, Moana Estates is close to beautiful beaches, shopping, dining, and world-class golf courses. Seller is willing to sell the home furnished, including the two queen-size adjustable Tempur-Pedic beds. Seller may require a lease back after close of escrow. Property can usually be shown with a couple of hours' notice, if required. Listing photos have artist rendering of pool in backyard.

15 Laukahi St, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

$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.

$549,000
1 Beds ⋅ 1 Baths ⋅ 408327 MLS ⋅ Fee Simple Tenure ⋅ Hale Kamaole BLDG.
Located directly across the street from the ocean, this turn-key, spacious one-bedroom, one bath condo (larger than most 2-bedroom units in the area) is a rare find in the heart of Kihei-equally compelling as a full-time residence, island getaway, or smart long-term investment. Thoughtfully designed and impeccably maintained the unit truly lives like a home away from home. Upon entry, you're welcomed by a well-appointed kitchen, inviting entryway, and beautifully updated bathroom. The kitchen features rich cherry cabinetry, granite tile countertops, new stainless steel appliances, and a new Bosch washer and dryer-offering both style and functionality. Throughout the unit, you'll appreciate the attention to detail and distinctive design elements that set this residence apart. The private lanai is nicely tucked away, providing a peaceful retreat, while additional outdoor storage--perfect for beach gear, tools, and island essentials--all included with the sale. Residents enjoy resort-style amenities, including a pristine swimming pool, BBQ area, and tennis courts--ideal for both everyday living and guest enjoyment. Just steps from world-famous Kamaole III Beach, the Kihei boat ramp for easy ocean access, and a short stroll to Keawakapu Beach, this location delivers the best of Maui's coastal lifestyle. Dining, shopping, and local conveniences are all within walking distance. Opportunities like this are increasingly rare-don't miss your chance to own a versatile, move-in ready condo in one of Kihei's most desirable locations.

2737 S Kihei Rd Unit 1119, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

$3,500,000
408307 MLS ⋅ Fee Simple Tenure
Set on approximately ±0.5 acres (20,573 sq ft), this exceptional gated property offers unobstructed ocean views in one of South Maui’s most coveted locations—directly across from Makena Landing with immediate beach and ocean access. The elevated parcel provides an ideal setting for a private coastal retreat, capturing sweeping sunset views, cooling trade winds, and the soothing presence of the Pacific. With ample space to create a custom residence and resort-style outdoor living, this rare offering combines privacy, natural beauty, and an iconic Makena lifestyle—just moments from some of Maui’s most celebrated beaches and outdoor experiences. Purchasers also have the unique opportunity to apply for membership to Makena Golf and Beach Club, enhancing their lifestyle with exclusive amenities and privileges. Disclaimer: This is a lot only sale. Renderings are for illustrative purposes only and represent conceptual imagery of a potential future residence. No plans or approvals are included in the purchase. Buyer to independently verify all information and obtain any necessary permits and approvals.

5171 Makena Rd Unit Lot 7, Kihei

Listing courtesy of Discovery Makena Realty LLC.

$6,350,000
3 Beds ⋅ 3 Baths ⋅ 408319 MLS ⋅ Fee Simple Tenure ⋅ Wailea Beach Villas BLDG.
Where the ocean whispers at your doorstep & refined luxury defines every detail, Wailea Beach Villas K-208 presents a rare chance to own a Premier Beachfront retreat with Legal Hotel-Resort Zoning. Framed by the golden sands of Wailea Beach & steps from the Four Seasons Maui & The Grand Wailea, this luxurious villa is a front-row seat to the best of Maui, where sunrise coffee carries the scent of plumeria & sunset cocktails are paired with sweeping views of the Pacific & outer islands. Spanning approximately 2,892 s.f. of refined interiors & an additional 700 s.f. of covered lanai space, this 3-bd, 3-ba., Plus Spacious Den [Set up as a 4th Bedroom] penthouse residence lives as gracefully as it entertains. Seamless secure elevator access delivers you into a world of curated design & coastal elegance, where open-concept living spaces flow effortlessly between indoors & out. The great room is a sanctuary of style, anchored by fine custom furnishings from Holly Hunt, LA, including a built-in OLED media system that blends modern luxury with the tranquil tones of island life. Caesar-stone countertops in slate gray & a full-height glass tile backsplash create a clean, contemporary aesthetic in the gourmet kitchen, where a Bosch induction cooktop, Wolf oven & microwave, & dual 27-inch Sub-Zero refrigerators cater to the culinary enthusiast. Four thoughtfully appointed sleeping areas offer flexibility & privacy, each adorned with high-end Kravet & Schumacher fabrics, Sonos sound, & electronic shades for complete ambiance control. The primary suite features a custom leather & exotic-wood platform bed, spa-inspired bath, & custom hardwood dressing room cabinetry that transforms daily routines into rituals of serenity. A fourth bedroom/den offers built-in storage & a queen-plus sleeper, ideal for additional guests or a work-from-paradise setup. Beyond the interiors, the main ocean view lanai invites alfresco dining with a Viking built-in BBQ, while the rear lanai offers a more intimate outdoor retreat; each designed to capture Maui’s legendary sunsets & warm breezes. Two updatedv central air conditioning systems provide zoned climate control. As part of a low-density, gated community of just 98 oceanfront residences, Wailea Beach Villas owners enjoy exclusive amenities including 24-hour security, concierge service, a beachfront infinity pool & spa, a serenity pool, & a state-of-the-art fitness center. Immediately adjacent, the revered Shops at Wailea offer fine dining, world-class shopping & an inspiring collection of Maui’s finest art galleries. Whether you envision it as a full-time residence, luxury vacation home, or excellent historical rental, K-208 is more than a property, it is a rare TURN KEY offering that encapsulates the spirit of Wailea: effortless, elegant, & unforgettable.

3800 Wailea Alanui Blvd Unit K-208, Kihei

Listing courtesy of Maui Real Estate Advisors LLC.

$5,500,000
3 Beds ⋅ 3 Baths ⋅ 408288 MLS ⋅ Fee Simple Tenure ⋅ Wailea Beach Villas BLDG.
SUNSETS WITH ALOHA . . . . Original Owner| First Time Ever on the Market| Never Rented| Immaculate Condition| Fully Furnished| 3 Bedroom Suites| 3 Full Bathrooms. WBV Penthouse unit is situated on the third floor with panoramic sunset, outer island and ocean views AND also stunning views from the primary bedroom suite! Wailea Beach Villas is a beachfront complex, perfectly positioned in the heart of the Wailea Resort, extremely convenient to the beaches with onsite beach facilities and ocean activities, fitness center, adult & family pools, shopping, dining, golf, tennis and pickleball.

3800 Wailea Alanui Dr Unit PH-303, Kihei

Listing courtesy of Compass-W.

$10,995,000
4 Beds ⋅ 5 Baths ⋅ 408267 MLS ⋅ Fee Simple Tenure
NEXT LEVEL LUXURY . . . The Crown Jewel of Wailea Golf Estates II . . . The most exciting new luxury release to hit the market. A brand new single-level oceanview smart home that truly makes you say WOW. A 2026 Wailea Cohen Development Group design- Never Occupied - Wailea’s larger .54 Acre landscaped homesite - 23,461 sf level land - Clean architectural lines- Bright & sophisticated - Contemporary architecture- Refined natural materials- 4891sf under roof- Oversized 2-car garage- 52 owned PV solar panels- 4 Tesla backup batteries - EV charger- Wailea Golf Estates II is a 6.97 acre CPR gated subdivision- Seamless indoor-outdoor living- 9’6” pocketed sliding glass doors - Pre-wired for automated shades - Spacious open great room- 15 ft vaulted imperial plaster great room ceiling & walls - Recessed 2” square LED lighting - Elevated design wall & ceiling light fixtures- European white oak herringbone flooring- 8' redefined interior doors & hardware- Fully lit wall shelving- Mollteni & C gourmet Italian designed kitchen - Sunrise Oak cabinetry- Miele Premium Appliances- Push open Miele refrigerator- Wine refrigerator - Breccia Capraia marble countertops- Kallista Juxtapose Faucet- Additional Butler’s kitchen- Primary suite showcases a spa-inspired bath with floor-to-ceiling Calacatta Viola quartzite & freestanding soaking tub - Refined brass

184 Lolowaa Pl, Kihei

Listing courtesy of Compass-W.

$37,000,000
408242 MLS ⋅ Fee Simple Tenure
MAKENA RANCH -160 ACRES OF OCEANVIEW LEGACY LAND Offered at $37 Million I Fee Simple Makena Ranch encompasses approximately 160 acres across 13 agricultural-zoned parcels along Maui's prestigious Makena Road-one of the largest privately held tracts on the island's southern coast. This gated ranch features private access, a paved internal driveway, underground electrical service, and a redundant, large-capacity private water system supporting both domestic and fire-protection needs. Designed with flexibility in mind, the property offers off-grid or hybrid power potential through private power generation systems. Sweeping ocean, mountain, and neighbor-island views span from La Perouse Bay to Big Beach, showcasing Maui's most dramatic coastline. Multiple building sites across the parcels provide exceptional options for a private estate compound, multi-residence development, or agricultural retreat. Combining scale, seclusion, and readiness, Makena Ranch represents an unparalleled opportunity to own a secure, fee-simple legacy asset in one of Hawaii's most exclusive regions. Listor has a financial interest in the property.

7191 Makena Rd, Kihei

Listing courtesy of Coldwell Banker Island Prop-Ku.

$4,999,999
3 Beds ⋅ 4 Baths ⋅ 408222 MLS ⋅ Fee Simple Tenure ⋅ Hoolei BLDG.
Discover luxury resort living in this exceptional ocean-view Villa located within the prestigious gated community of Ho'olei in Wailea. It is ideally positioned near world-class resorts, fine dining, luxury shopping, championship golf courses, and Maui's best beaches. The Villa features 3 bedrooms and 3.5 bathrooms, in a two-story townhome-style, encompassing 2,426 square feet. There is an additional 596 square feet of covered lanais across two levels. Each bedroom includes a private ensuite bath, offering comfort and privacy for owners and guests alike. Thoughtful design elements include a private elevator, an attached garage, a covered carport, and an outdoor storage closet. Floor-to-ceiling sliding glass doors and retractable screens open almost 30 feet onto the expansive lanai, embracing Maui's indoor/outdoor lifestyle. The lanai is ideal for entertaining and is equipped with a Wolf 36" grill, a Sub-Zero under-counter refrigerator, and custom cabinets. The Villa features polished travertine floors, recessed lighting, high tray ceilings, surround sound, a security system, and a 2-zone central air conditioning system. The Chef's kitchen includes premium appliances by Sub-Zero, Wolf, Thermador, and Bosch. A touch of elegance is added with the Snaidero Italian custom cabinetry. You can enjoy ocean views from high above the resort pool. Ho'olei's amenities include a lagoon-style pool with cascading waterfalls and grottos, a sandy beach entry, two hot tubs, a massage cabana, an outdoor kitchen with covered pavilion, and a fully equipped, air-conditioned fitness center with sauna, locker rooms, and showers. Offered fully furnished, the Villa is truly turn-key & has been meticulously maintained. The property is hotel-zoned, allowing use as a short-term vacation rental, private residence, or a combination of both. Successfully operated as a vacation rental since 2007, the Villa has received over 150 five-star reviews. The owner is willing to continue marketing the property or assist with a smooth transition to new management. This remarkable Ho'olei Villa presents a rare opportunity to own a luxury, hotel-zoned home in paradise.

81 Makakehau St Unit Apt H-2, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

$720,000
1 Beds ⋅ 2 Baths ⋅ 408210 MLS ⋅ Fee Simple Tenure ⋅ Nani Kai Hale BLDG.
Hotel Zoned beachfront opportunity at Nani Kai Hale! This spacious 1-bedroom, 2-bath condo is located directly on Sugar Beach in North Kihei, offering a partial ocean and sunset view with the soothing sounds of the waves. Thoughtfully designed with an open floor plan, the unit lives comfortably as a primary residence, second home, or income-producing property. Nani Kai Hale is zoned H-M (Hotel), and is not affected by Bill 9, providing peace of mind for owners seeking legal vacation rental use. In fact, after FEMA finished renting, it has been fully booked as a short-term rental from January through April, with additional bookings out as far as March 2027. Details available upon request. Enjoy island living with direct beach access, oceanfront lawn, pool, and BBQ area—perfect for relaxing or entertaining. Convenient central location with easy access to all parts of Maui, this well-maintained, boutique oceanfront complex offers the ideal balance of tranquility and accessibility. A rare chance to own a beachfront condo with zoning security in today’s changing regulatory environment. Travertine floors and granite countertops provide a luxurious, easily maintained environment in this fully furnished condominium. Blinds have recently been replaced.

73 N Kihei Rd Unit 308, Kihei

Listing courtesy of Maui Paradise Properties LLC.

$3,200,000
2 Beds ⋅ 2 Baths ⋅ 408202 MLS ⋅ Fee Simple Tenure ⋅ Wailea Elua Ii BLDG.
Wailea Elua beachfront estate on the famed Ulua Beach with endless ocean vistas. Spacious, quiet and private - this upgraded Wailea Elua gem is located at the top of this luxurious and amenity-rich resort community. Wailea Elua is ideally located for fun in the sun. VIP front row seats await you at the Wailea Elua beachfront pool deck with direct access to the Wailea Oceanfront Beach Path, a private and large pavilion equipped with a lounge area, TVs, BBQ grills, a fitness center and more. Within this gated community, enjoy additional amenities such as a second pool, hot tub, tennis & pickleball courts and a putting green. Boasting nearly 1600 square feet of living space, this 2 bed/2 bath condo feels even more spacious with an open-floor plan allowing a seamless flow from inside to outside. The main lanai spans the entire frontage of the condo - from coffee time perched on the bedroom lanai to sunset hour on the large covered deck off the living room, you’ll love this tropical Maui retreat. A bonus, spacious patio off the kitchen allows for a special place under the stars to enjoy evening barbecues with friends and family. Preparing meals in the fully equipped kitchen with stainless steel appliances and oversized granite countertops makes cooking feel more like social hour. Being situated in a hotel-zoned resort, this condo currently operates as a successful short-term vacation rental and will be sold turn-key with all the necessities included - just pack your toothbrush and sunscreen! The spacious garage provides ample room for a vehicle as well as extra space for additional storage of your beach toys! Walking distance to the finest in world-class dining, shopping, golf and more.

3600 Wailea Alanui Dr Unit 2109, Kihei

Listing courtesy of Century 21 Island Homes.

$1,800,000
2 Beds ⋅ 3 Baths ⋅ 408184 MLS ⋅ Fee Simple Tenure ⋅ Wailea Palms BLDG.
Wailea Palms #3202 boasts a private location in the complex overlooking meticulously manicured lawn, gardens and putting green where one can enjoy splendid sunsets, perfectly framed with palm trees and lush landscaping. The light-filled living area has west-facing windows which open to a spacious living area and a stunning view of the ocean. Relax and enjoy the ocean view from your lanai, living room and the master bedroom. Wailea Palms is a long term residential condominium (6 months minimum rental) with a gated entrance. This property features one of Maui's outstanding pool amenity area. The panoramic ocean and outer island view from the pool pavilion are breathtaking. Close to Wailea Palms are many amenities including: first-class restaurants, championship golf courses, tennis facilities, world-class shopping, white sand beaches and ocean recreation. There is one assigned parking spot.

3150 Wailea Alanui Dr Unit 3202, Kihei

Listing courtesy of Coldwell Banker Island Prop-Ku.

$899,000
1 Beds ⋅ 1 Baths ⋅ 408164 MLS ⋅ Fee Simple Tenure ⋅ Sugar Beach Resort BLDG.
Oceanfront Condo Opportunity...... Heavily booked Beachfront Short Term Rental Condo. This is the lowest priced and fantastic updated condo currently on the market at Sugar Beach Resort. This Beachfront short term rental condo is zoned for Hotel and Resort use, offering an exceptional opportunity for those seeking a premium vacation or investment property. Upon entering, you are immediately greeted by breathtaking views of the vast blue Pacific Ocean. Remodeling includeds all new furniture, carpets, tile floors, Granite countertop and cabinets. and addition storage area. Common area includes heated pool, Hot tub, Redwood sauna, putt putt golf and BBQ's. Private Lanai with Stunning Views....Relax on your private lanai, where the soothing sounds of ocean waves and vibrant sunsets create an unforgettable atmosphere. Comprehensive Utilities Included.......all utilities, such as electricity, water, sewer, garbage, Wi-Fi, cable TV, an individual internet connection, and more—providing hassle-free living and predictable expenses. Sugar Beach Resort: A Global Destination welcomes guests from around the world and boasts over five miles of CT soft, sugar-like sandy shoreline. This is a rare opportunity not to be missed.

145 N Kihei Rd Unit 326, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

$895,400
408143 MLS ⋅ Fee Simple Tenure
** Sale includes MLS #s 408092, 408093, 408094, 408095, 408096, 408097, 408098, 408099, 408100, 408101, 408143, 408102, 408103, 408104, 408106 & 408107 ** Rare opportunity to acquire a multi-site land portfolio spanning Wailuku, Kihei, and Makawao—three of Maui’s most sought-after and growing regions. The portfolio consists of 16 parcels totaling approximately 272.055 acres, offering significant scale, diverse topography, and strategic locations suitable for investment, master planning, or phased development. Properties are offered for sale exclusively as a single portfolio. Any individual parcel pricing shown is for MLS compliance purposes only and does not reflect standalone availability or value. The portfolio purchase price is $48,000,000.00

175 E Welakahao Rd, Kihei

Listing courtesy of Commercial Prop of Maui LLC.