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$525,000
1 Beds ⋅ 1 Baths ⋅ 409851 MLS ⋅ Fee Simple Tenure ⋅ Maui Vista BLDG.
Bright & beautifully remodeled Maui Vista condo offers you instant mountain & ocean views. Highly upgraded with all alderwood new cabinets with stylish soft close drawers, quartz counters, man made wood floors. Located across the street from world famous Charley Young beach & in close proximity to many local & upscale dining & shopping options. This condo is appointed with NEW split level AC's throughout, new custom blackout drapes, new queen size bed, new couch with a queen size sleeper sofa, a custom built owners closet. On property, enjoy the many features this complex offers; 3 pools, tennis & pickleball courts & multiple BBQ areas.

2191 S Kihei Rd Unit 2323, Kihei

Listing courtesy of Hawaii Life (W).

$749,000
2 Beds ⋅ 2 Baths ⋅ 409816 MLS ⋅ Fee Simple Tenure ⋅ Island Surf BLDG.
Welcome to Island Surf Unit 214, a tastefully upgraded vacation rentable condo in the heart of South Kihei offering excellent ocean views, exceptional versatility, and outstanding income potential.This complex is zoned B-2 community Business District and is not subject to Bill 9. This 2-bedroom, 2-bath vacation-rentable condominium features a desirable double lanai and a unique lock-off configuration, allowing the unit to function as a spacious two-bedroom residence or as a one-bedroom condo with a separate studio, creating multiple rental opportunities. The entire Island surf building recently, at significant investment, completed a multiphase upgrade renewing the structure, relining all the vertical plumbing to each unit, and adding a brand new roof with solar panels, as well as doing extensive work on the wastewater pipes. Perfectly positioned on South Kihei Road directly across from Kalama Beach Park and The Cove, one of South Maui's most popular beginner-friendly surf breaks, this prime location places you at the center of Maui's active island lifestyle. Just steps from your door, you'll find dining, shopping, beaches, paddleboarding, surfing, and endless outdoor recreation. Adding to the appeal, South Maui Gardens is located just behind the complex, offering a vibrant open-air gathering space with popular food trucks, and lush tropical landscaping. The ground floor of Island Surf is home to an array of convenient shops, restaurants, and local businesses, creating a true live-work-play environment. Whether you're seeking a primary residence, second home, or investment property, this exceptional corner unit offers the ideal combination of flexibility, location, and lifestyle in one of South Maui's most sought-after destinations. Offered fully furnished and ready to enjoy. Please reach out today to schedule your own private showing.

1993 S Kihei Rd Unit 214, Kihei

Listing courtesy of Keller Williams Realty Maui-Ki.

$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.

$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.

$1,199,000
1 Beds ⋅ 2 Baths ⋅ 409776 MLS ⋅ Fee Simple Tenure ⋅ Wailea Ekolu BLDG.
Whether you're seeking a high-performing vacation rental, a lock-and-leave second home, or a comfortable full-time residence, Wailea Ekolu #1204 offers exceptional value in one of South Maui's most desirable communities. Positioned on the front row overlooking the Wailea Blue Golf Course with sweeping ocean views beyond, this beautifully updated 1-bedroom, 2-bath residence combines privacy, tranquility, and convenience at a price point rarely available in Wailea. This upstairs unit features vaulted ceilings, grandfathered all-tile flooring throughout, two split-system AC units, bamboo cabinetry, quartz countertops, and thoughtful upgrades that reflect true pride of ownership. The spacious layout and dual-bath configuration provide flexibility and comfort for owners and guests alike. Wailea Ekolu is ideally located just above The Shops at Wailea and minutes from world-renowned beaches, luxury resorts, championship golf, and some of Maui's finest dining. Residents and guests enjoy access to two swimming pools, barbecue areas, and an entertaining pavilion with a full kitchen - all within a peaceful, low-density setting in the heart of Wailea.

10 Wailea Ekolu Pl Unit 1204, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

$1,350,000
1 Beds ⋅ 2 Baths ⋅ 409758 MLS ⋅ Fee Simple Tenure ⋅ Wailea Ekahi I BLDG.
This beautifully appointed 1-bedroom, 2-bathroom condo offers serene ocean views from a private, quiet location within Wailea Ekahi. Wailea Ekahi #17A features an inviting tropical atmosphere and comes fully furnished, ready for immediate enjoyment. The entire complex has just been freshly painted and features brand new landscaping throughout, creating an enhanced resort experience. The unit showcases custom built-in cabinetry in the bedroom and elegant plantation shutters throughout. Two spacious lanais provide wonderful outdoor living spaces. One lanai with ocean views, the other is privately situated… perfect for reading or morning coffee. The private setting ensures maximum tranquility while maintaining convenient access to all resort amenities. Wailea Ekahi offers four swimming pools, a recently upgraded pickleball court, multiple BBQ areas, and a well-equipped fitness center. The beachfront pool pavilion provides exclusive gated access to beautiful Keawakapu Beach. This desirable unit at Wailea Ekahi #17A is located just moments from pristine beaches and minutes from The Shops at Wailea, championship golf courses, and exceptional South Maui dining.

3300 Wailea Alanui Dr Unit 17A, Kihei

Listing courtesy of Hawaii Life (W).

$725,000
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.

$26,500,000
6 Beds ⋅ 6 Baths ⋅ 409734 MLS ⋅ Fee Simple Tenure
THE ULTIMATE MAUI DREAM . .The most sophisticated are no longer asking where to live . .They are asking, “Where can we breathe?” Welcome to The Makena Generational Oceanside Retreat offering resort-style living with smart-home technology, unobstructed ocean & sunset views, Haleakala sunrise views situated on a professionally landscaped one-acre gated and walled tropical estate.The fully operational compound is ready for occupancy offering a vast combination of energy efficiency, self-sufficiency and refined comfort featuring the largest residential Tesla Solar Roof in the US installed in 2024. A unique opportunity to own a private Maui sanctuary of this stature where luxury, wellness and sustainability coexist in harmony. The indoor-outdoor lifestyle is designed for multigenerational living, executive retreats and legacy ownership. In a world moving faster than ever, it is intentionally crafted for life to slow down. 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 creates effortless luxury living with lock-and-leave convenience. The luxurious amenities are endless. The privately separated interior living areas offer 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, the estate offers a total of 8b-8b comfortably accommodating up to 16 guests. Parking is a breeze with a 4+car garage and generous additional parking areas.

7505 Makena Rd, Kihei

Listing courtesy of Compass-W.

$879,000
1 Beds ⋅ 1 Baths ⋅ 409726 MLS ⋅ Fee Simple Tenure ⋅ Sugar Beach Resort BLDG.
Sugar Beach Resort Penthouse #23 is a rare HOTEL-ZONED vacation rental opportunity offering worry-free ownership in one of the most coveted locations within the complex. Perfectly positioned on the preferred "Mill Building" side of Sugar Beach Resort, this penthouse residence captures breathtaking, straight-on ocean views the moment you open the front door. One of the most desirable floor plans in the resort, PH23 features the larger lanai opening with half the sidewall length found in many other units, creating a more panoramic and open ocean-view experience with enhanced natural light and less visual obstruction. Extensively remodeled and offered furnished with inventory list, this turnkey beachfront retreat blends modern coastal elegance with exceptional rental and lifestyle appeal. Enjoy year-round sunsets, sweeping Pacific Ocean views, and the soothing sound of the waves from one of Kihei's most sought-after beachfront communities. Sugar Beach Resort is beloved for its miles of sandy beach, central location, and resort amenities including an oceanfront pool and spa, BBQ areas, putting green, and direct beach access. Rarely does a penthouse combine premier location, panoramic views, superior lanai design, and extensive upgrades so seamlessly.

145 N Kihei Rd Unit PH23, Kihei

Listing courtesy of Coldwell Banker Island Prop-Ku.

$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.

$5,000,000
4 Beds ⋅ 4 Baths ⋅ 409679 MLS ⋅ Fee Simple Tenure
Welcome to the Resort in Maui Meadows — an extraordinary private estate where jaw-dropping panoramic ocean views, unforgettable sunsets, and elevated island living converge in one of South Maui’s most coveted neighborhoods. Perfectly positioned above the coastline, this exceptional residence captures sweeping vistas stretching across the Pacific Ocean to the neighboring islands, creating a breathtaking backdrop from nearly every room. By day, enjoy sparkling turquoise waters and endless horizon views; by evening, experience Maui’s legendary sunsets illuminating the sky in spectacular color. Designed to live like a private luxury resort, the property is an entertainer’s dream. Expansive indoor-outdoor living spaces flow seamlessly onto oversized lanais and gathering areas curated for unforgettable sunset dinners, cocktail parties, celebrations, and relaxed evenings beneath the stars. The open-concept design invites effortless hosting while maximizing the stunning ocean vistas and cooling island trade winds throughout the home. The chef’s kitchen anchors the residence with premium appliances, generous prep and serving areas, and elegant finishes designed for both intimate dining and large-scale entertaining. Spacious guest accommodations provide comfort and privacy for family and friends, while the primary suite offers a tranquil retreat with spa-inspired luxury and mesmerizing ocean views. Surrounded by lush tropical landscaping and an atmosphere of complete serenity, the Resort in Maui Meadows delivers a rare sense of escape while remaining just moments from Wailea’s world-class beaches, golf courses, fine dining, and luxury resorts. This is more than a home — it is a destination, a retreat, and a lifestyle defined by breathtaking beauty, privacy, and unforgettable entertaining in the heart of South Maui.

557 Kupulau Dr, Kihei

Listing courtesy of Keller Williams Realty Maui-Ki.

$2,550,000
2 Beds ⋅ 2 Baths ⋅ 409670 MLS ⋅ Fee Simple Tenure ⋅ La'i Loa BLDG.
Experience elevated island living in this beautifully appointed condominium at Lai Loa Wailea, one of South Maui’s newest luxury communities. Purchased new in 2024, this fully furnished ocean-view residence offers an exceptional blend of modern design, refined finishes, and effortless lock-and-leave ownership in the heart of Wailea. Thoughtfully designed for both full-time and second-home living, the residence features seamless indoor-outdoor flow, expansive west-facing lanai space, premium appliances, custom cabinetry, spa-inspired bathrooms, and sophisticated smart-home integration throughout. Additional conveniences include app-controlled systems, EV charging capability, Moen Flo leak detection, oversized dedicated storage, and two parking stalls. The open-concept layout is filled with natural light and oriented to capture ocean views, Maui sunsets, and year-round coastal breezes, creating an ideal setting for both everyday comfort and relaxed entertaining. Located within the gated Lai Loa community, owners enjoy resort-style amenities including an infinity-edge pool, spa, fitness center, steam and sauna facilities, gathering spaces, secure entry, elevator access, and beautifully landscaped grounds moments from Wailea’s beaches, golf, dining, and shopping. Offered fully furnished and vacant for immediate occupancy, this residence presents a compelling opportunity for buyers seeking quality, convenience, and long-term value within one of Wailea’s premier luxury communities. Private showings available by appointment.

24 Kai Malu Unit 3-A, Kihei

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

$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.

$1,375,000
2 Beds ⋅ 2 Baths ⋅ 409623 MLS ⋅ Fee Simple Tenure ⋅ Hale Hui Kai BLDG.
Beach Front! Hidden along the renowned mile long white sandy beach of Keawakapu, Hale Hui Kai is a charming, low rise beachfront complex that captures the timeless feeling of Old Hawaii. Lush tropical landscaping and open air walkways welcome you into this well maintained oceanfront retreat, where the relaxed Maui lifestyle takes center stage. From the ground floor garden access to the pool and beach, making it effortless to enjoy swimming, paddleboarding, snorkeling, and relaxing by the water. Evenings are spent taking in Maui’s spectacular sunsets. Conveniently located near Wailea’s world class golf courses, shopping, dining, and resort amenities, the property also offers seasonal whale watching during the winter months right offshore. This two bedroom, two bath residence features a partial ocean view and is offered fully furnished, excluding the Sellers artwork and paintings. Interior features are granite counter tops, updated cabinetry, central AC, and an in unit washer and dryer, with an additional community laundry facility available onsite. Whether you are seeking the perfect Maui getaway, a beachfront primary or a second home, or a vacation rental, this is a rare opportunity to own a beachfront condominium on Maui. The $164,000 assessment for major renovations to the complex has been paid by the Seller in advance.

2994 S Kihei Rd Unit 301, Kihei

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

$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).

$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).

$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.

$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.

$2,595,000
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.

$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.

$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.

$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.

$1,475,000
2 Beds ⋅ 2 Baths ⋅ 409483 MLS ⋅ Fee Simple Tenure ⋅ Wailea Ekolu BLDG.
Ocean, Molokini, and Wailea Blue Golf Course views set the tone from the moment you arrive. This 2-bedroom, 2-bath Wailea Ekolu condo offers a quiet, private setting tucked away from the road, creating a peaceful relaxing environment. Inside, vaulted ceilings and an open layout bring in natural light, while high-end furnishings give the unit a more refined feel than your typical vacation rental. A standout feature is the retractable ceiling-mounted TV paired with a Sonos sound system, there when you want it, out of sight when you don't. The lanai becomes your daily go-to for morning coffee and sunset wind-downs. Offered mostly furnished and move-in ready, inventory provided upon request. This works equally well as a personal retreat, second home, or income-generating vacation rental in one of Wailea's most established communities. You are minutes to world-class beaches, golf, dining, and shopping, plus a short stroll to Wailea Village with restaurants, art galleries, and a weekly farmer's market. Wailea Ekolu owners may elect to join the Wailea Golf Club for discounted golf and other benefits. Opportunities like this in Ekolu don't come up often. Seller intends to complete a 1031 exchange at no cost to the buyer.

10 Wailea Ekolu Pl Unit 1206, Kihei

Listing courtesy of Coldwell Banker Island Prop-Ku.

$699,000
1 Beds ⋅ 2 Baths ⋅ 409475 MLS ⋅ Fee Simple Tenure ⋅ Maui Sunset BLDG.
TOP FLOOR OCEANVIEW AT MAUI SUNSET. No special assessment. 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 a 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, hot tub, 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.

$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..

$2,595,000
4 Beds ⋅ 4 Baths ⋅ 409467 MLS ⋅ Fee Simple Tenure ⋅ Kanani Wailea BLDG.
Also listed as Residential MLS# 409490. 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.

$8,740,000
5 Beds ⋅ 6 Baths ⋅ 409447 MLS ⋅ Fee Simple Tenure ⋅ Wailea Point I Ii Iii BLDG.
Wailea Point Residence 802 & 804 is an exquisite, rare, double residence featuring 5 bedrooms and 6 full bathrooms. Enjoy unobstructed panoramic ocean and sunset views from four ocean-view lanais or from inside the expansive great room, enhanced by the upgraded, dual-mitered glass bay “aquarium” windows that dramatically enhance the vistas and whale watching (in season). This turnkey purchase—fully furnished, legacy property, created by thoughtfully combining two elegant units—lives like a luxurious single-family home, while retaining lock-and-leave condominium convenience. It includes elegant designer furniture, all kitchen appliances (including 2 frigs, 2 dishwashers, 3 wine frigs), china, linens and more. The residence offers soaring ceilings, 4-zone central air conditioning, a terrific owner’s home office/den, privately located adjacent to the primary bedroom with ocean views, and a separate and large double garage, with built-in storage and two of the wine frigs. Seamless indoor-outdoor living is complemented by the four spacious lanais that open directly onto lush, manicured gardens and the oceanfront setting. Meticulously maintained, this home represents exceptional value as the best price per square foot in Wailea Point (less than $1,780 per gross interior sq ft) and a unique opportunity to own or create your own personal, multi-generational retreat in one of Maui’s most distinguished condominium communities—a must-see. Wailea Point was designed to be Hawaii’s premier residential condominium. The development offers very low density (just over 4 units per acre), high-quality construction, and a serene garden environment. Residents enjoy 24-hour gated and roving security, two pool pavilions with 4 pools (including a 25-meter lap pool), 2 whirlpool spas, fully equipped kitchens, a lighted tennis court, 2 pickleball courts (1 lighted), a fully air-conditioned fitness gym, barbecue areas, fruit and herb gardens, ample parking, and a golf-cart friendly domain. Located next to the Four Seasons and Fairmont Kea Lani Hotels; and within 100 yards of the famous and long Wailea Beach shorefront walkway; great for early morning or sunset walks. There are two magnificent, ocean beaches adjacent to Wailea Point. Shopping, fine restaurants, outstanding golf courses and graceful streets all surround the acclaimed development. In a 7/15/26 ruling, the Appeals Court changed the minimum rental period at Wailea Point BACK to 30 days. An Association Board of Directors Bulletin dated 7/22/26 states, “Consistent with the appellate court's decision, the minimum rental period is being administered as 30 consecutive days."

4000 Wailea Alanui Dr Unit 802 & 804, Kihei

Listing courtesy of Wailea Point Realty, Inc..

$775,000
1 Beds ⋅ 1 Baths ⋅ 409420 MLS ⋅ Fee Simple Tenure ⋅ Kihei Akahi BLDG.
Big Ocean View and Hotel Zoning. Welcome to Kihei Akahi D507 where sunsets are daily occurrences. Here you will find tranquility and stunning views in this well maintained condo in the highly sought after D Building of Kihei Akahi. This unit is hotel zoned and fully furnished with island decor with an in unit washer and Dryer. Located on the fifth floor, the Lanai has ocean views second to none. The complex features great resort amenities including two swimming pools, barbecue area and tennis courts. Just across the street from Kihei's Kamaole ll beach, this convenient location is just a short distance away from shopping, restaurants, and some of Maui's most enjoyed Golf Courses. This is an opportunity to own a condo in one of on Maui's best hotel zoned developments.

2531 S Kihei Rd Unit D507, Kihei

Listing courtesy of Keller Williams Realty Maui-Ki.

$629,000
1 Beds ⋅ 1 Baths ⋅ 409404 MLS ⋅ Fee Simple Tenure ⋅ Kauhale Makai BLDG.
Unit 505 at Kauhale Makai is a fully remodeled and furnished 1-bedroom residence currently operating as a short-term vacation rental, featuring a desirable 5th-floor orientation with ocean, pool, and courtyard views. Well-positioned within the complex for both guest experience and owner enjoyment, the unit has been consistently maintained and actively managed as a vacation rental. The interior features central air conditioning and a clean, updated design that provides comfort and consistency for both guests and owners. Sold fully furnished, it presents a compelling opportunity at a great value. Kauhale Makai is a well-known beachfront complex offering direct beach access and resort-style amenities including two pools, hot tub, sauna, BBQ areas, putting green, volleyball and bocce ball courts, all set within a lush tropical environment. Conveniently located in South Kihei, just minutes from beaches, golf, dining, and shopping. This unit is currently used as a short-term vacation rental; buyer to conduct their own due diligence regarding rental use and future regulations. Historical rental performance available upon request for qualified buyers.

938 S Kihei Rd Unit 505, Kihei

Listing courtesy of REMAX Hawaii Maui.

$9,950,000
409403 MLS ⋅ Fee Simple Tenure
17 Maluaka within the prestigious, gated Maluaka enclave represents a rare and compelling opportunity to create a legacy estate in one of Makena’s most revered coastal neighborhoods. Encompassing approximately three-quarters of an acre, this exceptional property is ideally perched to capture sweeping ocean view corridors, offering a breathtaking backdrop for a world-class architectural masterpiece. As the largest lot in Maluaka, it offers a rare combination of scale, privacy, and design potential seldom found in Makena. Defined by privacy and exclusivity, Maluaka offers a serene, low-density setting where luxury and tranquility coexist. Behind the gates, a sense of seclusion prevails—yet it is just moments away from championship golf, unspoiled beaches, and the finest dining and shopping experiences of South Maui. Here, the rhythm of island living is elevated, where every sunset, ocean breeze, and whale breach become part of everyday life. This is more than a vacant lot in an exclusive neighborhood, it is an invitation to design and build a residence that reflects the very best of Maui’s luxury lifestyle in an address defined by rarity, privacy, and distinction. This is a residential CPR listing, please contact your favorite Realtor for more details.

17 Maluaka Pl Unit Unit 5, Kihei

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