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5159 Makena Rd, Kihei
$3,295,000
410110 MLS ⋅ Fee Simple Tenure
Ready to build your Makena, Maui Dream Home? Papa'anui, across from Makena Landing, is incomparable in its unique location. You will enjoy south facing Ocean, pristine Makena coastline, Kaho’olawe & Molokini Crater Views. This idyllic location affords spectacular sunsets with a beautiful sandy beach & majestic ocean waters just steps from your front door. Makena is just south of Wailea and is revered as a pristine, less-developed, magnificent coastal area. This World Class Makena Resort area is consciously & conservatively being developed adjacently by Discovery Land Company, an international developer of prime luxury, low density, membership communities. This property is easily accessible, approximately 5 minutes or less, to world class golf, dining, tennis, hiking, kayaking, paddle-boarding, horseback riding & diving. Makena offers a lifestyle that is quintessentially natural Maui. The Wailea Resort & the elegant Shops at Wailea are a very short drive. The Papaanui CC&R’s, plot plan, topo map & survey, along with a custom home rendering & elevations, are available upon request. There is a 3/4 inch County Water meter installed on the property & underground electrical infrastructure. * Included in the photos is an architectural rendering/concept by Maui Architectural Group envisioning a fabulous home design. Come watch the whales breach, frolic amongst the turtles & enjoy your 'Peace of Paradise'.

5159 Makena Rd, Kihei

Listing courtesy of Maui Real Estate Advisors LLC.

2451 Umeke Cir Unit 67, Kihei
$2,400,000
3 Beds ⋅ 3 Baths ⋅ 410090 MLS ⋅ Fee Simple Tenure
2451 Umeke Cir has the ideal 1½-story floor plan that offers the convenience of main-floor living while providing additional space upstairs for family or guests. It is also one of the newer built homes in Hokulani. Meticulously maintained and extensively upgraded. The spacious kitchen is a chef's dream, featuring upgraded Bosch appliances, an oversized KitchenAid refrigerator, a built-in 18-bottle wine cooler, and abundant workspace for everyday living and entertaining. The adjoining great room is enhanced with built-in electronics cabinetry, surround sound, and Lutron hardwired remote-controlled shades, creating a comfortable and sophisticated living space. The main-level primary suite offers a peaceful retreat with custom closet shelving, additional bathroom storage, and a beautifully upgraded bath featuring custom cabinetry and a custom glass shower enclosure. A unique office with elegant double French doors provides the perfect work-from-home space or quiet den. Designed with efficiency in mind, the home features 32 owned solar panels, two Tesla batteries, a brand-new Lennox air conditioning system (2026), and a tankless water heater, helping to reduce utility costs while providing year-round comfort. Additional upgrades include tile flooring throughout, fresh interior paint, hardwired outdoor speakers, an oversized two-car garage with epoxy floors, built-in tool storage, custom storage closets, Garage Gator lift systems, kayak pulley storage, and even space for an additional refrigerator and freezer. The laundry room is equally well appointed with custom cabinetry and an electric washer/gas dryer setup. Step outside to the lanai, where you'll enjoy a charming ocean view, electric shades, upgraded sliding screen doors, and a propane connection ready for your grill…an inviting spot to relax and enjoy Maui's indoor-outdoor lifestyle. From the extensive custom storage to the thoughtful energy-efficient improvements and premium finishes throughout, this exceptional home is truly move-in ready and offers the perfect blend of comfort, functionality, and island living. Also listed as condo MLS #410089

2451 Umeke Cir Unit 67, Kihei

Listing courtesy of Hawaii Life (W).

2451 Umeke Cir Unit 67, Kihei
$2,400,000
3 Beds ⋅ 3 Baths ⋅ 410089 MLS ⋅ Fee Simple Tenure ⋅ Hokulani Golf Villas BLDG.
2451 Umeke Cir has the ideal 1½-story floor plan that offers the convenience of main-floor living while providing additional space upstairs for family or guests. It is also one of the newer built homes in Hokulani. Meticulously maintained and extensively upgraded. The spacious kitchen is a chef's dream, featuring upgraded Bosch appliances, an oversized KitchenAid refrigerator, a built-in 18-bottle wine cooler, and abundant workspace for everyday living and entertaining. The adjoining great room is enhanced with built-in electronics cabinetry, surround sound, and Lutron hardwired remote-controlled shades, creating a comfortable and sophisticated living space. Also Listed at Residential MLS #410090 The main-level primary suite offers a peaceful retreat with custom closet shelving, additional bathroom storage, and a beautifully upgraded bath featuring custom cabinetry and a custom glass shower enclosure. A unique office with elegant double French doors provides the perfect work-from-home space or quiet den. Designed with efficiency in mind, the home features 32 owned solar panels, two Tesla batteries, a brand-new Lennox air conditioning system (2026), and a tankless water heater, helping to reduce utility costs while providing year-round comfort. Additional upgrades include tile flooring throughout, fresh interior paint, hardwired outdoor speakers, an oversized two-car garage with epoxy floors, built-in tool storage, custom storage closets, Garage Gator lift systems, kayak pulley storage, and even space for an additional refrigerator and freezer. The laundry room is equally well appointed with custom cabinetry and an electric washer/gas dryer setup. Step outside to the lanai, where you'll enjoy a charming ocean view, electric shades, upgraded sliding screen doors, and a propane connection ready for your grill…an inviting spot to relax and enjoy Maui's indoor-outdoor lifestyle. From the extensive custom storage to the thoughtful energy-efficient improvements and premium finishes throughout, this exceptional home is truly move-in ready and offers the perfect blend of comfort, functionality, and island living

2451 Umeke Cir Unit 67, Kihei

Listing courtesy of Hawaii Life (W).

3414 Keha Dr Unit Unit A, Kihei
$1,250,000
409985 MLS ⋅ Fee Simple Tenure
Rarely does a lot of this caliber come to market. Situated on 13,373 square feet of land in one of Maui Meadows' most coveted pockets, this Main House CPR unit offers an extraordinary opportunity to build your forever home on what is simply one of the finest view lots in all of South Maui. In addition to a main dwelling the entitlements may allow for an additional ADU as well. The views here are not incidental — they are the centerpiece. Sweeping panoramas greet you every morning, and the sunsets are nothing short of spectacular, painting the sky in color every single evening of the year. Critically, those views are protected: height covenants and biomass growth restrictions on the lot below ensure your investment in this vista is preserved for the long term. The location within Maui Meadows is unmatched. A quiet, flat road with both north and south access means no through traffic and a genuine sense of neighborhood serenity — a rare find at any price point. There are no stringent or costly HOA obligations to navigate, giving future owners the freedom they deserve. The groundwork has already been done. Water, electrical, and fiber optic utilities are on-site and ready. A brand-new, state-approved five-bedroom septic system is in place. Two fully customizable architectural plans are available, a general contractor is primed and ready to build, and a streamlined construction timeline means your vision can become reality faster, and at a cost advantage when compared to starting from scratch. This is not just a piece of land. It is a foundation for an exceptional life on Maui. This is a residential CPR.

3414 Keha Dr Unit Unit A, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

2747 S Kihei Rd Unit A302, Kihei
$395,000
1 Beds ⋅ 1 Baths ⋅ 409977 MLS ⋅ Fee Simple Tenure ⋅ Kihei Shores BLDG.
Coastal Living right across the street from Kamaole III Beach Park! Welcome home to your slice of South Maui paradise! This desirable 1-bedroom, 1-bathroom condo at Kihei Shores offers the ultimate blend of convenience and relaxed island living. Tucked peacefully away from the main road traffic, this 597 sq. ft. unit features an open floor plan, a private covered lanai perfect for morning coffee, while enjoying your partial ocean view and the supreme convenience of an in-unit washer and dryer. With a brand new tiled shower and fresh paint in the bathroom, you wont need to worry about that when you are ready to remodel. Living here means you are right across from the golden sands of Kamaole Beach Park III, premier snorkeling, and stunning year-round sunset views. After a day at the beach, come home to premium complex amenities including a sparkling pool, relaxing hot tub, and a central barbecue terrace with gas grills. The unit includes one assigned parking, access to a dedicated car wash station, and on-site surfboard/kayak storage. Don't miss this incredible fee-simple opportunity to own or live in one of South Kihei's most welcoming beachside communities!

2747 S Kihei Rd Unit A302, Kihei

Listing courtesy of Destination Maui Realty LLC.

2381 S Kihei Rd Unit B-107, Kihei
$869,000
1 Beds ⋅ 2 Baths ⋅ 409959 MLS ⋅ Fee Simple Tenure ⋅ Kamaole Beach Club BLDG.
Welcome to this rare and amazing opportunity! Located directly across the street from Kamaole Beach I. There are only 5 fee simple / wholly owned units in Kamaole Beach Club (the others are timeshare). Hotel Zoned and Completely remodeled, featuring travertine floors throughout, crown molding, granite counters in the kitchen with upgraded cabinetry with under cabinet lighting, stainless steel appliances and more. The bathrooms feature granite counters, vessel sinks, and upgraded vanities. The master has a large walk-in shower with stone enclosure. Brand new split AC in the bedroom and living room. The complex features a beautiful pool and BBQ area. This ocean view ground floor unit is the best location in the building! Close proximity to world-class golf courses, shopping, dining, and all of the finest beaches in south Maui

2381 S Kihei Rd Unit B-107, Kihei

Listing courtesy of Hawaii Life (W).

191 N Kihei Rd Unit 502, Kihei
$399,000
1 Beds ⋅ 1 Baths ⋅ 409938 MLS ⋅ Leasehold Tenure ⋅ Kealia BLDG.
Hotel zoned and sitting right on the sands of Sugar Beach, Kealia 502 is a charming 1-bedroom, 1-bathroom condo with one of the most coveted views in the complex. Straight on, unobstructed oceanfront from your private lanai. This is not a peek-a-boo glimpse of the water. Wake up to the full expanse of the Pacific, watch golden sunsets melt into the channel every evening, and catch humpback whales breaching just offshore during season. The unit has been thoughtfully updated and lovingly maintained by owners who have taken genuine pride in every detail, and it shows the moment you arrive. A proven vacation rental track record with repeat clients speaks for itself. Resort-style amenities include a swimming pool and BBQ area framed by lush tropical landscaping, all right at the water's edge, plus a covered parking stall to keep your car cool. Ideally located with easy access to nearby restaurants, shops, and outdoor adventures, this is a true home base for everything Maui has to offer. Your slice of Sugar Beach is waiting. This is a leasehold property. Notably, select units within Kealia are in the process of converting from leasehold to fee simple, a positive development that benefits all owners within the complex!

191 N Kihei Rd Unit 502, Kihei

Listing courtesy of eXp Realty.

3300 Wailea Alanui Dr Unit 38A, Kihei
$1,695,000
1 Beds ⋅ 2 Baths ⋅ 409934 MLS ⋅ Fee Simple Tenure ⋅ Wailea Ekahi Iii BLDG.
Rarely does an opportunity like this come along at Wailea Ekahi. This beautifully positioned downstairs 1-bedroom, 2-bathroom villa enjoys stunning ocean views and sits in one of the community's most desirable green belt locations, offering a peaceful, open setting with lush tropical surroundings. Being sold turnkey, this villa is ready for immediate enjoyment as a full-time residence, second home, or a vacation rental. The spacious floor plan features comfortable indoor-outdoor living, allowing you to take full advantage of Maui's year-round sunshine and spectacular sunsets. Wailea Ekahi is known for its beautifully maintained grounds, direct access to Keawakapu Beach, multiple swimming pools, and relaxed resort atmosphere. Just moments away, you'll find all the world-class amenities that make the Wailea Resort so sought after, including championship golf courses, tennis facilities, luxury shopping, fine dining, and scenic coastal walking paths. This is one of those special villas that rarely becomes available; a prime green belt location, exceptional ocean views, and the coveted convenience of a ground-floor residence all combine to create a truly unique offering in Wailea.

3300 Wailea Alanui Dr Unit 38A, Kihei

Listing courtesy of Hawaii Life (W).

3124 Nahenahe Pl, Kihei
$2,250,000
3 Beds ⋅ 2 Baths ⋅ 409916 MLS ⋅ Fee Simple Tenure
Discover one of Maui Meadows' hidden gems at the end of a quiet, private cul-de-sac. This beautifully updated home feels like a modern treehouse, surrounded by stunning ocean, mountain, and sunset views with no wires enjoyed from multiple lanai spaces. The main level features bright, open living, a contemporary kitchen, and a gorgeous primary suite with a soaking tub overlooking the ocean. Downstairs offers a large family room, two spacious bedrooms, abundant storage, and walk-out access to the pool, hot tub, and entertaining deck. With tropical landscaping, low-maintenance materials throughout, and an adjacent lot optionally available to the buyer, this is a rare Maui Meadows retreat offering privacy, views, and flexible living in one of South Maui's most desired neighborhoods.

3124 Nahenahe Pl, Kihei

Listing courtesy of Hawaii Life (W).

2575 S Kihei Rd Unit P 310, Kihei
$1,250,000
2 Beds ⋅ 2 Baths ⋅ 409895 MLS ⋅ Fee Simple Tenure ⋅ Maui Banyan BLDG.
Live Life to the fullest in your new lovingly remodeled condo, with wonderful heated pools, jacuzzies, tennis court, and BBQ at the pool cabana area to enjoy. What an added advantage to be located directly across the road from one of the Best white sandy beaches in Kihei; Kamaole 2 Beach park, where you can do all the fun beach activities; kayak, stand up paddle or just soak up the sunshine. Also only 1 block from multiple restaurants and fun shopping. This condo is Hotel Zoned for an outstanding vacation rental with the option of renting the 2nd bedroom as a hotel suite and locking it out from the main side 1B/1B rental if you wish. Making it 2 rentals in one condo. Sold Furnished with list provided when offer is accepted. Maint.Fee includes: WiFi, Basic Cable, pest control, sewer, trash, 24 HR Security, complex's maintenance and insurance. Deeded parking stall # 302 is included.

2575 S Kihei Rd Unit P 310, Kihei

Listing courtesy of AOK Properties LLC.

2219 S Kihei Rd Unit A204, Kihei
$625,000
2 Beds ⋅ 2 Baths ⋅ 409882 MLS ⋅ Fee Simple Tenure ⋅ Pacific Shores BLDG.
Opportunity knocks in sunny South Kihei with this upgraded Pacific Shores unit! This easy in/out corner unit with 2 parking stalls, is close to the BBQ, pool, and jacuzzi area and is equipped with three AC units to keep everyone cool if you're not out enjoy the beach or amenities! Plus Ocean Views from your Lanai! Two bedrooms and two full baths, custom tile walk in shower, hardwood cabinetry, laminate flooring, granite counter tops, upgraded Washer/Dryer and high end furnishing all included! This unit is sold turn key and complete with everything you need to enjoy paradise. Pacific Shores is known for it's amazing location across the street from beautiful Charlie Youngs and Kamaole 1 beach, upgraded pool/jacuzzi area, and some of the lowest maintenance fees found in South Kihei! The buyer(s) are aware that this condominium complex is in A1 or A2 zoning which may be affected by Maui County's future ordinance to discontinue the allowance of short term rentals. Buyer(s) should do their own due diligence on the future use of this property, Buyer(s) understand that there is no guarantee of future rental income. A short term rental is defined as a domicile rented out for less than 180 days. Seller holds an active real estate license in Florida and Arkansas.

2219 S Kihei Rd Unit A204, Kihei

Listing courtesy of Keller Williams Realty Maui-Ka.

1993 S Kihei Rd Unit 214, Kihei
$749,000
2 Beds ⋅ 2 Baths ⋅ 409816 MLS ⋅ Fee Simple Tenure ⋅ Island Surf BLDG.
Not subject to Bill 9 • Across from Kalama Beach Park • Fee simple • Lock-off 2-bedroom with double lanai Island Surf Unit 214 is a 2-bedroom, 2-bath, 941-square-foot fee simple condominium at 1993 South Kihei Road in Kihei, Maui, Hawaii 96753, directly across the street from Kalama Beach Park and The Cove surf break. This second-floor corner unit, remodeled in 2023, offers ocean views, a double lanai, and a lock-off floor plan that functions as a full two-bedroom residence or as a one-bedroom unit plus a separate studio. The condo is offered fully furnished with a range, refrigerator, dishwasher, microwave, in-unit washer and dryer, ceiling fans, cable TV, and blinds. Built in 1973 on a 1.55-acre site in the Kalama neighborhood, the Island Surf building recently completed a multiphase renovation that included structural renewal, relined vertical plumbing to each unit, wastewater pipe work, and a new roof with photovoltaic solar panels. Building amenities include an in-ground pool, and pets are allowed per association rules. Island Surf is zoned B-2 Community Business District, is not subject to Maui County Bill 9 (Ordinance 5909), and short-term rental is permitted; buyers to verify current Maui County rules. The ground floor of Island Surf houses shops, restaurants, and local businesses, and South Maui Gardens, an open-air gathering space with food trucks and tropical landscaping, sits directly behind the complex. Kalama Beach Park, The Cove, paddleboarding, swimming beaches, and South Kihei Road dining and shopping are all nearby. The flexible lock-off layout suits use as a primary residence, second home, or investment property. A furnished, ocean-view, fee simple Island Surf condo in the heart of Kihei, South Maui.

1993 S Kihei Rd Unit 214, Kihei

Listing courtesy of Keller Williams Realty Maui-Ki.

2960 S Kihei Rd Rd Unit 215, Kihei
$555,000
2 Beds ⋅ 2 Baths ⋅ 409814 MLS ⋅ Fee Simple Tenure ⋅ Mana Kai BLDG.
Own winter on Maui — for a fraction of the full-ownership price. See also MLS #409813. This beautifully renovated, fully furnished 2-bedroom, 2-bath beachfront condominium at Mana Kai Maui is offering a deeded 1/4 fractional ownership interest (maintaining compliance with HRS 514E), giving you three months (91 days spanning 1/31 to 3/31, and 7/1 to 7/31) of high-season and summer use in one of South Maui’s most treasured oceanfront settings. This is an incredible opportunity to enjoy prime beachfront ownership on coveted Keawakapu Beach for a fraction of the cost. This desirable end unit offers added privacy and quiet, positioned away from the pool activity and exterior walkway traffic. Unlike many non-end units in the building, the walkway does not pass directly in front of the guest bedroom window, creating a more comfortable and private guest suite experience. Set directly on Keawakapu Beach — one of Maui’s finest beaches for swimming, snorkeling, diving, sunbathing, stand-up paddling, kayaking, and sunset walks — Mana Kai Maui delivers the beachfront lifestyle buyers dream about. The property features a beachfront pool, front desk and lobby, ocean activities center, general store/deli, and convenient resort-style amenities. Offered with favorable Seller Financing, this is a rare and affordable way to secure Maui beachfront living in one of the island’s most beloved locations.

2960 S Kihei Rd Rd Unit 215, Kihei

Listing courtesy of McEntire Realty.

2960 S Kihei Rd Rd Unit 215, Kihei
$438,000
2 Beds ⋅ 2 Baths ⋅ 409813 MLS ⋅ Fee Simple Tenure ⋅ Mana Kai BLDG.
Own winter on Maui — for a fraction of the full-ownership price. See also MLS #409814. This beautifully renovated, fully furnished 2-bedroom, 2-bath beachfront condominium at Mana Kai Maui is offering a deeded 1/6 fractional ownership interest (maintaining compliance with HRS 514E), giving you two continuous months (61 days spanning 12/1 to 1/31) of high-season use in one of South Maui’s most treasured oceanfront settings. This is an incredible opportunity to enjoy prime beachfront ownership on coveted Keawakapu Beach for a fraction of the cost. This desirable end unit offers added privacy and quiet, positioned away from the pool activity and exterior walkway traffic. Unlike many non-end units in the building, the walkway does not pass directly in front of the guest bedroom window, creating a more comfortable and private guest suite experience. Set directly on Keawakapu Beach — one of Maui’s finest beaches for swimming, snorkeling, diving, sunbathing, stand-up paddling, kayaking, and sunset walks — Mana Kai Maui delivers the beachfront lifestyle buyers dream about. The property features a beachfront pool, front desk and lobby, ocean activities center, general store/deli, and convenient resort-style amenities. Offered with favorable Seller Financing, this is a rare and affordable way to secure Maui beachfront living in one of the island’s most beloved locations.

2960 S Kihei Rd Rd Unit 215, Kihei

Listing courtesy of McEntire Realty.

2191 S Kihei Rd Unit 2420, Kihei
$699,900
2 Beds ⋅ 2 Baths ⋅ 409740 MLS ⋅ Fee Simple Tenure ⋅ Maui Vista BLDG.
Enjoy island living in this well-maintained and tastefully furnished 2-bedroom, 2-bath condo located on the fourth floor of Maui Vista. Unit 2420 offers a desirable peek-a-boo ocean view along with tasteful recent upgrades throughout.This beautiful condo has been newly remodeled with luxury vinyl flooring, a new refrigerator installed in Winter 2025, a brand-new A/C unit added last month and a new washer and dryer installed this year as well. Additional upgrades include new living room furnishings and a new dishwasher added in 2024. Bright, clean, and comfortable, this turnkey unit is ready for immediate enjoyment. The open-concept layout features a loft and second bathroom with shower upstairs, creating added flexibility and space. An owner storage closet is conveniently located on the main floor, along with a separate large storage room upstairs. Vaulted ceilings in the great room create an expansive and airy feel throughout the main living area. The condo is being sold completely furnished, making it the perfect Maui retreat, vacation property, or investment opportunity. The beautifully maintained grounds include lush tropical landscaping, three in-ground pools, three tennis courts, and BBQ areas perfect for relaxing or entertaining. Located directly across from the ocean, Kihei Cove surf spot, - & restaurants, shops, and aWorld-class golf courses are just minutes away. A large monkeypod tree just off the lanai provides a lush green canopy and wonderful afternoon shade. Relax with a glass of wine while enjoying the gentle trade winds and birds chirping after a long day at the beach. Currently operating as a successful vacation rental with strong booking history, this property offers an exceptional opportunity for both personal enjoyment and income potential.

2191 S Kihei Rd Unit 2420, Kihei

Listing courtesy of Maui Realty Connections.

7505 Makena Rd, Kihei
$26,500,000
6 Beds ⋅ 6 Baths ⋅ 409734 MLS ⋅ Fee Simple Tenure
THE ULTIMATE MAUI DREAM . . A Makena Generational Oceanside Retreat offering 8B|8B resort-style living with separate oceanside pool home, features smart-home technology, unobstructed ocean & sunset views, Haleakala sunrise views situated on a professionally landscaped one-acre gated and walled tropical estate. In a world moving faster than ever, it is intentionally crafted for life to slow down. The indoor-outdoor lifestyle is designed for multigenerational living, executive retreats and legacy ownership. The most sophisticated are no longer asking where to live . .They are asking, “Where can we breathe?” The compound offers a vast combination of energy efficiency, self-sufficiency and refined comfort featuring what we are told is the largest residential Tesla Solar Roof in the US installed in 2024. Extensively upgraded under the current owner with substantial infrastructure, aesthetic and technology enhancements, the property is now offered well below current replacement cost. The Makena community remains one of Maui’s most coveted luxury destinations. The current property manager offers lock-and-leave convenience. The luxurious amenities are endless with privately separated interior living areas offering exceptional craftsmanship, premium wood finishes, floor-to-ceiling bifold glass doors, elevator, gourmet kitchen, exercise area, massage room, sauna, and steam shower. The dramatic custom water features include a puka lava entry waterfall with pond and interior floor-to-ceiling water feature at the base of the floating staircase. The additional luxury oceanside pool home with its oversized heated pool includes its own gourmet kitchen, Italian brick pizza oven and rear projection entertainment system. Combined with many additional features parking is a breeze with a 4+car garage and generous additional parking areas.

7505 Makena Rd, Kihei

Listing courtesy of Compass-W.

2450 S Kihei Rd Unit 202, Kihei
$947,000
2 Beds ⋅ 2 Baths ⋅ 409683 MLS ⋅ Leasehold Tenure ⋅ Kamaole Nalu BLDG.
Imagine waking up to gentle trade winds, stepping onto your private lanai, and watching the Pacific sparkle as the sun sets over Kamaole Beach. This is daily life at Kamaole Nalu #202 — a beautifully positioned second-floor ocean-view residence that delivers the true essence of South Maui living. Nestled directly between Kamaole Beach Parks I and II, this 2-bedroom, 2-bath condo (774 interior sq ft) offers sweeping panoramic ocean views, legendary sunsets, and effortless beach access. The open-concept layout invites island breezes and natural light throughout, creating a seamless flow from the well-appointed kitchen to the living and dining areas. The expansive private lanai becomes your favorite room — perfect for morning coffee, al fresco meals, whale watching in season, or simply unwinding with a glass of wine as the sky turns golden magenta. Inside, thoughtful island-inspired finishes and comfortable furnishings make this a turn-key retreat that feels like home the moment you arrive. The primary suite offers peaceful king-bed comfort, while the guest room (with queen + twin) easily accommodates family or friends. A convertible sofa sleeper in the living area means the unit comfortably sleeps six — ideal for personal use or generating strong vacation rental income. The property is currently professionally managed by Ali'i Resorts, one of Maui’s most respected and experienced short-term rental management companies. This means everything is already handled seamlessly — from bookings and guest services to maintenance and marketing — delivering peace of mind and proven performance for owners who want hassle-free ownership and reliable income. Kamaole Nalu itself is one of South Kihei’s most desirable oceanfront complexes, with a large oceanfront pool, tropical grounds, gas barbecues, free parking, and direct beach access. You’re minutes from Wailea’s golf, shopping, and dining, yet right in the heart of everything Kihei offers — restaurants, markets, snorkeling, paddleboarding, and year-round beach walks. This property sits in the hotel zone, so it is not subject to Bill 9 and remains a fully legitimate short-term rental (STR). Combined with its prime location and proven appeal, it offers excellent flexibility — whether you want a personal Maui getaway, a full-time residence, or a high-performing investment. Kamaole Nalu #202 is more than a condo. It’s your slice of the Maui lifestyle you’ve been dreaming about — ready for you to enjoy, share, or rent from day one. Note: This is a leasehold property.

2450 S Kihei Rd Unit 202, Kihei

Listing courtesy of Keller Williams Realty Maui-Ki.

2936 S Kihei Rd Unit 209, Kihei
$949,000
1 Beds ⋅ 1 Baths ⋅ 409650 MLS ⋅ Fee Simple Tenure ⋅ Kihei Surfside BLDG.
Kihei Surfside Unit 209 is OCEANFRONT ON THE ISLAND OF MAUI. GORGEOUS OCEAN VIEWS! Set along South Maui’s treasured shoreline, where seasonal whale watching and sea turtle sightings reflect the natural rhythm of the coast, this contemporary remodeled one-bedroom, one-bath condominium offers an inspiring connection to its surroundings. In the main living area, an entire wall of windows frames expansive views of the Pacific Ocean, lush manicured lawn, and the West Maui Mountains in the distance, filling the home with natural light and beauty. The kitchen features richly veined polished granite countertops and is thoughtfully designed to capture ocean views, opening seamlessly into the living space for an effortless indoor-outdoor flow centered on the scenery beyond. Beyond the interiors, the private lanai becomes an extension of the home itself — a place to begin the morning with coffee or unwind beneath Maui’s unforgettable sunsets. The bedroom features a Cal King bed, while the living area offers additional accommodations with a sleeper sofa. The modern bath features a sleek walk-in shower and the same rich deep-veined granite as in the kitchen. Two split air-conditioners provide comfort throughout the year. At Kihei Surfside, residents and guests enjoy an exceptional collection of resort-style amenities, including oceanfront BBQ areas, a beautifully maintained lawn with putting green, and a renovated pool overlooking the sea — all designed to embrace Maui’s outdoor lifestyle. Just steps away lies world-renowned Keawakapu Beach, celebrated for its golden sand, blue waters, exceptional snorkeling, swimming, and diving. Paddleboards, kayaks, and surf gear are conveniently available nearby. Moments away, Wailea offers world-class golf, luxury resorts, acclaimed dining, and premier shopping at The Shops at Wailea, creating a lifestyle that effortlessly blends relaxation, recreation, and sophistication. Hotel-zoned with a STRONG VACATION RENTAL HISTORY and exceptional guest reviews, Unit 209 offers a compelling opportunity for those seeking a primary residence, a vacation home, and/or investment potential. The choice is yours. Come experience the beauty and ease of life by the sea... at one of Maui’s most coveted oceanfront locations. Maui Beach Life!

2936 S Kihei Rd Unit 209, Kihei

Listing courtesy of Maui Real Estate Advisors LLC.

2881 S Kihei Rd Unit 107, Kihei
$639,000
1 Beds ⋅ 2 Baths ⋅ 409619 MLS ⋅ Leasehold Tenure ⋅ Maui Hill BLDG.
Tucked into the lush tropical grounds of Maui Hill, Unit 107—lovingly known as the “Honeymoon Suite”—captures the warmth, romance, and easy rhythm of South Maui living. This spacious 1-bedroom, 2-bath residence offers over 800 square feet of island comfort, filled with natural light, gentle trade winds, and beautiful ocean views that invite you to slow down and savor each moment. Thoughtfully designed for relaxed indoor-outdoor living, the condo features expansive lanais perfect for morning coffee, sunset dining, or unwinding after a day at the beach. The open, airy feel and welcoming ambiance create a true Maui retreat infused with aloha. Large bedroom features California king bed and tasteful furnishings. Maui Hill is a beloved South Maui property known for its beautifully maintained tropical grounds and exceptional resort-style amenities, including a heated pool and hot tub, tennis courts, putting green, bocce ball, BBQ areas, and more. Ideally located near the Kihei Boat Ramp and the golden sands of Keawakapu Beach, you’re also just minutes from the restaurants, galleries, boutique shopping, and championship golf courses of Wailea. Whether you’re searching for a peaceful island escape, a cherished vacation home, or a popular rental opportunity, Maui Hill 107 offers the perfect blend of comfort, charm, and the unmistakable spirit of Maui. This is a Leasehold property

2881 S Kihei Rd Unit 107, Kihei

Listing courtesy of Hawaii Life (W).

59 Wailea Gateway Pl Unit 4-101, Kihei
$2,895,000
3 Beds ⋅ 2 Baths ⋅ 409559 MLS ⋅ Fee Simple Tenure ⋅ Keala O Wailea BLDG.
Welcome to modern Hawaiian luxury at Keala o Wailea Unit 4-101. This rare 3-bedroom, 2-bathroom residence offers effortless single-level living with absolutely no stairs in an exclusive, pet-friendly gated community. Premiere ground floor units in this community rarely come up for sale. Offered fully furnished and turnkey, the home features a soothing, neutral coastal aesthetic. The open-concept living area is highlighted by large retractable glass doors that create seamless indoor/outdoor living. Step onto your spacious covered lanai to soak in massive ocean views spanning Kaho'olawe, Molokini, West Maui and Lanai, all while overlooking the Wailea Blue Golf Course. The gourmet kitchen is equipped with sleek contemporary cabinetry, elegant quartz countertops, and premium Bosch appliances. Every detail is thoughtfully designed for comfort and elevated island living. Due to its location in the center of the complex, the unit is conveniently located near the amenities including a stunning ocean-view pool, spa, fitness room, and clubhouse with BBQ facilities This unit includes two parking spaces, featuring a covered carport with built-in storage, and a second space which is just steps from the front door. There is access to additional storage for your recreational equipment. You are also situated immediately adjacent to the Wailea Gateway Shops, putting exceptional dining, shopping, fitness facilities, doctor's office and a pharmacy just a short stroll from your front door. Experience the pinnacle of quiet, contemporary Wailea living in Unit 4-101, where breathtaking vistas, sophisticated design, and everyday convenience perfectly align.

59 Wailea Gateway Pl Unit 4-101, Kihei

Listing courtesy of Hawaii Life (W).

3950 Kalai Waa St Unit C102, Kihei
$969,880
2 Beds ⋅ 2 Baths ⋅ 409538 MLS ⋅ Fee Simple Tenure ⋅ Wailea Fairway Villas BLDG.
Located in Wailea, this quiet and serene ground-level 2- bedroom, 2 bath condo is within walking distance of the beach and close to many convenient shopping and dining options. You will enjoy Magnificent Ocean Views along Maui's South Shore all the way to the West Maui Mountains and the Outer Islands of Lanai, Kahoolawe, and Molokini from the recreation pavillion. The property features amenities such as a saltwater heated pool with hot tub, fitness center, and clubhouse , and barbecue surrounded by well maintained landscaping and on site management. Upgraded appliances and split AC system for comfort . The main bedroom features a walk-in shower , while the second bathroom includes a bathtub . Assigned parking for one vehicle plus guest parking is available. Wifi, cable included. Complex with a gorgeous fairway-facing pool, jacuzzi, BBQ, community gathering room, gym, and tropically landscaped grounds. 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.

3950 Kalai Waa St Unit C102, Kihei

Listing courtesy of Nathalie Mullinix Rlty Universal Inc.

940 S Kihei Rd Unit B314, Kihei
$1,500,000
3 Beds ⋅ 3 Baths ⋅ 409531 MLS ⋅ Fee Simple Tenure ⋅ Luana Kai BLDG.
Triple blue views from this rare, top-floor oceanfront 3-bedroom, 3-bathroom retreat offering 1,268 square feet of refined island living — making this one of the most coveted and rarely available units in all of Luana Kai. Soaring vaulted ceilings fill the open-concept layout with light and a sense of grandeur, while breathtaking Pacific Ocean views stretch from every angle. The gourmet kitchen features granite countertops, stainless steel appliances, and a generous peninsula perfect for gathering, while the expansive 200 sq. ft. covered lanai invites al fresco dining and sunset watching above the shimmering blue of the ocean and pool below. Two of the three bedrooms offer private en-suite bathrooms. Every surface has been thoughtfully updated — flooring, fixtures, cabinetry, appliances, and furnishings — resulting in a truly turnkey residence. As part of the beloved Luana Kai Resort, owners enjoy access to a heated pool, hot tub, BBQ pavilion, shuffleboard, a 5-hole putting green, and beachfront pickleball and tennis courts, all just steps from the sands of Waipu'ilani Beach. B-314 is a highly sought-after 3-bedroom vacation rental. Due to frequent bookings, advance notice is required for showings between guest stays. If you're seeking a full-time island home, a second residence, or a high-performing vacation rental investment, Luana Kai B314 delivers the very best of island living.

940 S Kihei Rd Unit B314, Kihei

Listing courtesy of Century 21 Island Homes.

3200 Wailea Alanui Dr Unit 1509, Kihei
$1,395,000
2 Beds ⋅ 2 Baths ⋅ 409516 MLS ⋅ Fee Simple Tenure ⋅ Palms At Wailea I BLDG.
Experience the beauty of Wailea resort living from this well-positioned "C" model at the Palms at Wailea. Unit 1509 offers 1,242 square feet of interior living space complemented by an expansive 352-square-foot lanai bringing your total living area to nearly 1,600 square feet of Wailea comfort. Enjoy sweeping ocean views from every room, making this unit a rare find where the Pacific serves as your constant backdrop whether you're in the living room, bedroom, or relaxing on your lanai. With only five steps to the entryway, this prime location getaway awaits it's next owner to make great memories. Currently in the Outrigger rental pool, this property offers a ready-made opportunity for investors looking to enter the Wailea vacation rental market. Whether you choose to continue with the existing rental program or explore management options of your own, the infrastructure is already in place. If you are looking for that coveted Wailea address, Palms at Wailea 1509 is one that just checks all the boxes.

3200 Wailea Alanui Dr Unit 1509, Kihei

Listing courtesy of Coldwell Banker Island Prop-Ku.

100 Poailani Pl Unit 29, Kihei
$2,550,000
4 Beds ⋅ 4 Baths ⋅ 409490 MLS ⋅ Fee Simple Tenure
Also listed as Condo MLS# 409467. In the best location in Kanani Wailea, adjacent to expansive open space and unobstructed ocean views, this exceptional single-level residence offers the community’s most desirable floor plan. Located in an exclusive gated enclave of just 38 detached residential condominiums, this beautifully appointed 4-bedroom, 4-bath home blends luxury, privacy, and effortless island living. The 2,129 sq. ft. interior features an open-concept design filled with natural light and quality finishes like Hunter Douglas interior blinds and remote exterior blinds. The recently remodeled kitchen features top-of-the-line appliances like Wolf and Sub-Zero. Modern upgrades include the latest Wi-Fi system, a multi-zone Sonos sound system throughout, and a security system for added convenience and peace of mind. Two true primary suites offer spacious walk-in closets and large double-vanity baths, each remodeled with Toto Washlets. A third bedroom is located in the main living area with a full bath just across the hall, while the fourth bedroom and bath are privately situated off the courtyard—ideal for guests or extended family. Offered fully furnished and turn-key, the home includes a complete inventory of housewares and essentials, making it ready for immediate enjoyment or effortless second-home ownership. Lovely ocean views with dreamy sunsets from your large, private lanai, and the ease of lock-and-leave ownership make this home especially appealing. Association-maintained landscaping enhances the carefree lifestyle. Kanani Wailea amenities include a heated infinity-edge pool, spa, fitness room, and cabana with full kitchen. Just minutes from Wailea’s world-class beaches, golf, dining, and shopping, this is a rare opportunity to own in one of South Maui’s most coveted communities.

100 Poailani Pl Unit 29, Kihei

Listing courtesy of McEntire Realty.

938 S Kihei Rd Unit 301, Kihei
$569,000
1 Beds ⋅ 1 Baths ⋅ 409489 MLS ⋅ Fee Simple Tenure ⋅ Kauhale Makai BLDG.
Oceanfront Property! Easy to Show Beautifully upgraded corner unit with the largest one-bedroom floor plan in this popular oceanfront complex. The Kitchen and bathroom have gone through extensive remodeling over the years. Enjoy your breakfast and watch the whales from the spacious lanai, then take a stroll along the longest stretch of sand on the island to shopping and restaurants along the way. End your day with a beautiful sunset on the Pacific Ocean. Being sold fully-furnished and ready for vacation rentals. Maintenance fee includes electricity for central air conditioning, water, trash, sewer, internet, fire/hurricane insurance, pest control, common area maintenance, and reserves. On-site amenities include a heated pool, kid's pool, hot tub, indoor sauna, putting green, barbecue grills and picnic tables, a shuffleboard court, front desk and activity desk. Nearby public tennis courts, pickle ball and volleyball.

938 S Kihei Rd Unit 301, Kihei

Listing courtesy of Maui International R E Srvs.

938 S Kihei Rd Unit 614, Kihei
$945,000
2 Beds ⋅ 2 Baths ⋅ 409488 MLS ⋅ Fee Simple Tenure ⋅ Kauhale Makai BLDG.
RARELY AVAILABLE OCEANFRONT PENTHOUSE! One of only four coveted front-row, top-floor residences, this exceptional unit offers a truly rare opportunity. Kauhale Makai 614 is a beautifully renovated two-bedroom, two-bath oceanfront condo featuring dual lanais and breathtaking, unobstructed views of the ocean and neighboring islands from every room. The interior showcases Kraftmaid cabinetry, granite countertops, and elegant tile flooring throughout. Both bedrooms and the living area capture sweeping panoramic ocean views, while the primary suite enjoys its own private lanai—perfect for relaxing in total serenity. Additional highlights include central air conditioning, elevator access, and a premium parking space conveniently located just steps from the building. Set along Sugar Beach, a stunning 7-mile stretch of white sand, Kauhale Makai offers an unbeatable beachfront lifestyle—ideal for morning walks, swimming, water sports, and unforgettable sunsets. The property features lush oceanfront lawns, a pool and spa, a BBQ area, a volleyball court, and nearby tennis and pickleball courts. This turnkey, fully furnished unit is currently a successful short-term rental with many returning Guests. Enjoy year-round sunsets, swaying palms, and seasonal whale watching—all from your own private paradise. Don’t miss this rare chance to own a premier front-row penthouse at Kauhale Makai – Village by the Sea.

938 S Kihei Rd Unit 614, Kihei

Listing courtesy of Maui International R E Srvs.

99 Walaka St Unit 16, Kihei
$625,000
1 Beds ⋅ 1 Baths ⋅ 409484 MLS ⋅ Fee Simple Tenure ⋅ Koa Kai BLDG.
Koa Kai 16 is a delightful one-bedroom, one-bath condo with a bonus loft, located in sunny South Kihei. Completely updated in 2024, this bright top floor unit features a remodeled kitchen with new stainless steel appliances and new updated cabinetry, plus the convenience of an in-unit washer/dryer along with an 18,000 BTU split duct air conditioner system. The covered lanai is perfect for chillin while enjoying lush tropical foliage, ocean views, and vibrant Maui sunsets. Koa Kai is a quiet, boutique-style complex with just 18 units... Amenities include a pool, spa, assigned parking, and it is pet-friendly. Located at the end of a no-thru-traffic street, the complex offers a peaceful setting while remaining close to everything — including Cove Park, Charley Young Beach, Kalama Park, restaurants, food trucks at South Maui Gardens and local shops. A special highlight is the 170 sq ft loft with rough-in plumbing, offering excellent potential for a second bathroom, guest suite, or flexible living space. Best of all, Koa Kai allows nightly rentals, making this an ideal choice for both personal enjoyment and investment. This charming condo comes fully furnished and turn key and provides everything you need in one of South Maui’s most desirable locations.

99 Walaka St Unit 16, Kihei

Listing courtesy of Compass-W.

1032 S Kihei Rd Unit A513, Kihei
$699,000
1 Beds ⋅ 2 Baths ⋅ 409475 MLS ⋅ Fee Simple Tenure ⋅ Maui Sunset BLDG.
TOP FLOOR OCEANVIEW AT MAUI SUNSET. No special assessment. If you're looking for a Best Maui deal... Maui Sunset A513 is a beautifully updated 1 Bedroom 2 Bathroom top floor unit in one of South Maui’s premier oceanfront communities. Set on 5.5 acres of lush beachfront, this turn-key unit offers ocean views. Upgrades include NEW 2026 pipes, new a/c unit and a futon sofa bed in the living room (2025). Concrete construction provides added privacy and reduced noise, while the top-floor location captures great light and tradewind breezes. Resort style amenities include a Heated oceanfront Pool, Spa, Sauna, Fitness center, BBQ areas, Putting green and expansive manicured grounds. Adjacent to Waipuilani Park with tennis and pickleball courts and minutes to shopping and dining. Currently used as a short-term rental offering flexibility as an investment, second home or primary! Rare top-floor opportunity in a highly desirable Kihei oceanfront community. Call your favorite Realtor to schedule a showing today. The buyer(s) are aware that this condominium complex is in A1 or A2 zoning which may be affected by Maui County's future ordinance to discontinue the allowance of short term rentals. Buyer(s) should do their own due diligence on the future use of this property, Buyer(s) understand that there is no guarantee of future rental income. A short term rental is defined as a domicile rented out for less than 180 days.

1032 S Kihei Rd Unit A513, Kihei

Listing courtesy of Keller Williams Realty Maui-Ka.

3450 Malina Pl, Kihei
$2,499,000
3 Beds ⋅ 3 Baths ⋅ 409471 MLS ⋅ Fee Simple Tenure
Enjoy incredible ocean views from this beautifully updated home and cottage located in the highly sought-after Maui Meadows neighborhood. Tucked away on a quiet cul-de-sac, this .59-acre property offers exceptional privacy surrounded by lush tropical landscaping, while the spacious pool and deck area create the perfect setting for relaxing or entertaining in true island style. The main residence has been recently remodeled and features high ceilings, a stunning chef's kitchen designed for both everyday living and hosting, as well as a loft that can be used as an office or private retreat. This custom pole house offers 3 bedrooms and 3 bathrooms with lanai spaces that seamlessly blend indoor and outdoor living. A separate 1-bedroom, 1-bath cottage provides excellent flexibility for guests or extended family. One of the unique highlights of this property is the unobstructed ocean views with no power lines in sight, enhancing the natural beauty of the setting. This is a truly special island home you won't want to miss. The location is unbeatable—peaceful and private, yet just minutes from the world-famous beaches, resorts, restaurants, shopping and golf courses. Your own tropical paradise awaits. Main residence is being sold furnished; the ohana is unfurnished

3450 Malina Pl, Kihei

Listing courtesy of Wailea Point Realty, Inc..

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