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$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.

$1,590,000
2 Beds 2 Baths 409801 MLS Fee Simple Tenure Hale Hui Kai BLDG.
Hale Hui Kai is a true hidden gem on Keawakapu Beach — a boutique oceanfront complex in an unbeatable location. From the moment you step into its quiet, lush walkways, you’re greeted with the timeless charm of old Hawaiiana. This beautifully remodeled ground floor two bedroom, two-bath residence features a thoughtful, creative design throughout. The spacious lanai offers a pleasant view — not fully oceanfront, but with a lovely glimpse of the water that reminds you just how close you are to the shoreline. Just steps away from one of South Maui’s best beaches, Keawakapu! The primary suite showcases a stunning tiled shower paired with bamboo cabinetry, while the hall bath features an equally striking tub surround with meticulous detailing. The kitchen is an entertainer’s delight, blending granite countertops, and bamboo cabinets and a timeless tile floor for a warm, inviting atmosphere. With quality finishes throughout, this unit is the perfect island getaway. If you’re searching for beachfront living in Kihei, this is a must see — just steps from one of the best white sand beaches in the Kihei/Wailea area. Hotel zoned and vacation rentable, this oceanfront complex offers exceptional flexibility—whether you’re seeking rental income, a second home, or the ultimate island living retreat. Keawakapu is the kind of place where locals come to unwind, visitors fall in love with the island, and every day ends with a postcard worthy view. It’s not just a beach—it’s a feeling of pure island living. The Hale Hui kia sits on one of South Maui’s most treasured stretches of coastline. And don’t forget about the world class dining, shopping and golf that awaits just minutes away.

2994 S Kihei Rd Unit 106, Kihei

Listing courtesy of Hawaii Life (W).

$333,000
1 Beds 1 Baths 409795 MLS Fee Simple Tenure Kalama Terrace BLDG.
Price adjusted to $333K plus a $5K Credit at closing. Kalama Terrace is a prime Kihei condo a block from Charley Young Beach and Cove Park! The condo is spacious with lots of natural light & cool breezes, which creates a welcoming atmosphere. The covered lanai is perfect for unwinding after a day at the beach. A portable A/C keeps the space cool during those warm evenings. Residents have easy access to stunning shorelines & a variety of recreational activities, including swimming, stand-up paddleboarding, and surfing. The vibrant neighborhood is rich with dining options and shopping, enhancing your island lifestyle. With Piilani Village Shopping Center & Azeka Shopping Center minutes away, convenience is at your fingertips. Don’t miss out on this island gem! Embrace the opportunity to own this beautiful property in a sought-after location. The building currently allows short-term rentals, providing excellent investment potential, although this will be phased out by January 1, 2031. Monthly HOA fee cover Electricity/Gas/Water/Sewer/Trash/CAM This condo is sold furnished, including all contents (excluding the TV, staging bedding, and staging kitchen linens) and is sold “as is.”

35 Walaka St Unit L211, Kihei

Listing courtesy of RE/MAX Honolulu.

$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).

$949,000
2 Beds 2 Baths 409770 MLS Fee Simple Tenure Maui Kamaole BLDG.
Discover Your Dream Getaway: Unit D208 at Maui Kamaole Nestled within the enchanting landscapes of Kihei, Unit D208 at Maui Kamaole offers an unrivaled blend of comfort, style, and convenience, setting the stage for unforgettable memories in the heart of South Maui. This meticulously renovated condo, set against the backdrop of 23 acres of lush tropical gardens, is not just a residence—it's a gateway to the lifestyle of your dreams. Elegance Meets Comfort Upon entering this exquisite unit, you'll be greeted by the warmth and beauty of bamboo cabinets and granite countertops, harmoniously complementing the cork flooring that extends from the front hallway to the downstairs bedroom. The thoughtful updates reflect a commitment to quality and aesthetics, ensuring a luxurious living experience that's both inviting and practical. The cork flooring is not only pleasing to the eye but also soft on the feet and cool to the touch, adding an extra layer of comfort to your home. A Space Designed for Living Boasting a spacious 1052 sf floor plan, Unit D208 offers ample room to relax, entertain, and enjoy the tranquility of your surroundings. With three lanais, you have private outdoor spaces to savor the peaceful garden views, away from the hustle and bustle. This unit is a true haven of serenity, offering a private setting that is a rarity in vacation rental condos. Location: The Heart of Paradise Location is paramount in real estate, and Unit D208 is ideally situated to offer the best of Maui. Just a stone's throw from Kam III Beach Park, Keawakapu Beach, and the Kihei Boat Ramp, the wonders of the island are at your doorstep. Whether it's a leisurely stroll on the beach or embarking on a water activity, everything you love about Maui is within easy reach. The proximity to Wailea Resort adds to the allure, placing world-class dining, shopping, and entertainment options just minutes away. Resort-Style Amenities Maui Kamaole is not just a place to live; it's a lifestyle. The complex features two pools and spas, tennis courts, barbecues, and spacious grass areas, all surrounded by stunning tropical landscaping. Whether you're looking for relaxation or recreation, the amenities cater to every desire. The convenience of vacation rental and long-term rental options, coupled with the complex's dedication to maintaining a high owner occupancy rate, ensures a community atmosphere that's welcoming and inclusive. Turn-Key Ready This beautifully renovated condo is offered turn-key, making it an ideal choice for those seeking a hassle-free transition to island life. With some exclusions, the unit comes ready for you to make it your own. Additionally, it's a popular rental with existing reservations, providing an excellent opportunity for investment. Your Invitation to Paradise Unit D208 at Maui Kamaole is more than a condo—it's your ticket to a life of luxury and adventure in Maui. Don't miss this opportunity to own a piece of paradise, attractively priced and perfectly positioned in South Maui. Reach out for a private tour and experience the magic of Maui Kamaole for yourself. Your dream home awaits.

2777 S Kihei Rd Unit D208, Kihei

Listing courtesy of Real Broker.

$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.

$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.

$750,000
1 Beds 2 Baths 409720 MLS Fee Simple Tenure Kamaole Sands BLDG.
Welcome to your South Maui sunset retreat at Kamaole Sands 9-306, a stylish 1-bedroom, 2-bath condo offering 818 square feet of bright, comfortable living space just moments from Kamaole Beach Park III. This inviting condo blends ocean-view living, resort-style amenities, and everyday convenience in one of Maui’s most loved coastal locations. Hop off the elevator on the third floor and step inside to a living and dining area filled with natural light and designed for comfort. The well-equipped kitchen with granite countertops offers everything needed to prepare meals at home, from quick breakfasts to relaxed island dinners. The bedroom offers a peaceful retreat with a comfortable king-sized bed, while two full bathrooms add extra privacy and convenience. One of the standout features is the private lanai, where ocean and mountain views create a beautiful backdrop for morning coffee, outdoor dining, and colorful Maui sunsets. The condo also includes AC for year-round comfort and is being sold fully furnished. Kamaole Sands offers a true resort-style setting with an in-ground pool and a keiki pool, two hot tubs, three BBQ areas, a fitness center and four tennis courts. With beaches, dining, shopping, and outdoor activities all within an easy walking distance, Unit 9-306 delivers the comfort, location, and views that make South Kihei living so special. Schedule a showing today and experience this Maui condo for yourself.

2695 S Kihei Rd Unit 9306, Kihei

Listing courtesy of Compass-W.

$645,000
2 Beds 1 Baths 409718 MLS Fee Simple Tenure Kihei Holiday BLDG.
Significant PRICE IMPROVEMENT! Beautifully updated 2-bedroom, 1-bath ground floor condo in Kihei Holiday! Renovated in 2024 with new flooring and an updated kitchen, this charming and fully furnished unit is move-in or rental ready. Located in a Hotel-Zoned complex, offering valuable future vacation rental protection. Enjoy an unbeatable location just across the street from the beach with less than a 1-minute walk to the sand, plus close proximity to popular restaurants including Isana and Beach Club, nearby grocery shopping, and everyday conveniences. Community amenities include an in-ground pool, hot tub, and BBQ area. Ideally situated near the barbecues for convenience while still offering a peaceful setting away from pool noise. 1 Parking Space included with plenty of additional guest parking nearby. The spacious living area stays cool with a large AC unit, and the grassy area just outside creates the perfect space to relax and enjoy the laid-back South Maui lifestyle. Contact your favorite realtor for a showing today!

483 S Kihei Rd Unit 106, Kihei

Listing courtesy of Whalers Investment Group LLC.

$750,000
1 Beds 2 Baths 409715 MLS Fee Simple Tenure Grand Champions BLDG.
Immerse yourself in the essence of Hawaiian paradise at Grand Champions Villa Unit 74, a desired top-floor gem perfectly situated in the uppermost section of the complex. This prime location not only ensures unparalleled privacy but also offers the most coveted, unobstructed views of the shimmering Pacific Ocean and the lush 2nd fairway of the Wailea Blue Golf Course. Surrounded by tropical beauty, this one-bedroom, two-bath residence features vaulted ceilings, and a private lanai where you can savor breathtaking sunsets and refreshing trade winds. As a resident, enjoy exclusive amenities and easy access to Wailea’s pristine beaches, world-class dining, and premier shopping—all just a short stroll away!

155 Wailea Ike Pl Unit 74, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

$729,000
1 Beds 1 Baths 409713 MLS Fee Simple Tenure Kihei Alii Kai BLDG.
Hotel-zoned and ideally located in the heart of South Kihei, Unit B405 at Kihei Alii Kai offers exceptional flexibility for owner-occupants, second-home buyers, or those seeking strong short-term rental potential. This top-floor 1-bedroom, 1-bath condo with a spacious loft enjoys outstanding historical short-term rental performance within the complex, while this particular unit has not been previously rented, offering a rare opportunity for a fresh, well-cared-for residence. Enjoy ocean-facing views and the bright, open feel that comes with a top-floor unit. Featuring new flooring along with an updated kitchen and bath, the unit blends comfort, functionality, and island style. The loft provides versatile additional space ideal for guests, a home office, or expanded sleeping accommodations. Located directly across from Kamaole Beach Park I and moments from South Kihei dining, shopping, and activities--this is Maui beach living at its best. The complex features ample guest parking, including a covered owners-only parking area, two property entrances, Security gate at the rear entrance. Resort-style amenities include a pool, spa, sauna, pickleball court, BBQ and entertaining area, and spacious gathering areas perfect for relaxing after a day at the beach. Homeowner tax exemption currently in place through the end of the year.

2387 S Kihei Rd Unit B405, Kihei

Listing courtesy of Maui Ohana Real Estate LLC.

$539,000
1 Beds 1 Baths 409710 MLS Fee Simple Tenure Kihei Garden Estates BLDG.
Discover your own piece of Paradise at Kihei Garden Estates. Tucked within a quiet garden setting amidst lush tropical landscaping, this beautifully positioned ground-floor 1 bedroom, 1 bath residence offers relaxed Island living and the perfect blend of Island comfort just steps from the beach! Enjoy indoor-outdoor living with a private lanai opening to serene garden views and convenient access to the community pool, spa, BBQ, and entertaining areas. Located in the heart of Kihei near dining, shopping, and world-class beaches, Unit A-103 presents exceptional opportunity to enjoy the Maui lifestyle. Whether you're looking for a full-time residence, vacation getaway, or investment opportunity, this is Maui living at its best! Schedule your private tour today.

1299 Uluniu Rd Unit 103A, Kihei

Listing courtesy of eXp Realty.

$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.

$535,000
1 Beds 1 Baths 409680 MLS Fee Simple Tenure Kihei Resort BLDG.
MOTIVATED TO SELL. Ground Floor. Garden Views. Right Across from the Beach. Whether you're looking for your own home on Maui or a property that works while you're not in it — this one delivers both. This updated ground-floor 1-bedroom, 1-bath condo at Kihei Resort is the kind of find that checks boxes you didn't even know you had. The bright, comfortable living space flows out to a private covered lanai surrounded by lush tropical gardens — your morning coffee spot, your evening wind-down, your little corner of the island. For Homebuyers, it's the retreat you've been waiting for. For an investor, it's the ambiance guests pay a premium for. The kitchen comes equipped with stainless steel appliances and generous counter space — ready for a quiet night in or prepped for a week of guests. The bathroom features elegant tile work and contemporary fixtures, and the in-unit stackable washer/dryer keeps things convenient whether you're living here full-time or managing a rental. Kihei Resort offers a pool, hot tub, BBQ areas, and beautifully maintained tropical grounds that make everyday life feel a little more like vacation. And the location is hard to beat — Kalepolepo Beach Park is right across the street, with easy beach access and South Maui sunsets that never get old. Flexible living, prime location, Kihei Resort — schedule your showing today.

777 S Kihei Rd Unit 107a, Kihei

Listing courtesy of Real Broker.

$649,900
1 Beds 2 Baths 409659 MLS Fee Simple Tenure Maui Kamaole BLDG.
MASSIVE $225,000 PRICE REDUCTION! This incredible discount reflects Maui's current short-term rental zoning transitions, offering a rare opportunity to acquire a premium, turnkey end unit at Maui Kamaole in South Kihei at an unbeatable value. Following the passage of Bill 9, Maui County officially approved Bill 88 to create a brand-new H-3 / H-4 hotel zoning framework explicitly designed to allow qualifying apartment-zoned resort properties to pursue permanent short-term rental zoning. Maui Kamaole is among the prominent South Maui properties formally listed to pursue this streamlined pathway. In the meantime, short-term rentals remain a fully viable option here until at least January 1, 2031, providing an excellent window for immediate cash flow and personal use. Tucked away from car and foot traffic, this private, ground-level home offers ultimate peace and quiet in a sprawling garden setting bursting with tropical flowers. Enjoy amazing cross breezes thanks to two private outdoor spaces: a front garden lanai and a second walled patio. The spacious interior layout features two full baths and two sofa beds, allowing the living area to seamlessly serve as a second bedroom for guests. Upgraded for modern comfort, the unit boasts two brand-new, energy-efficient mini-split A/C units, a California King bed, newer kitchen appliances, and a built-in water filter and 6 closets. Positioned in a wind-sheltered section with excellent drainage, you will experience protection from storms and no issues with gnats. Steps from your door, enjoy resort amenities like the delightful waterfall pool, jacuzzi, tennis courts, and BBQ areas. Best of all, you are directly across the street from the Kihei boat launch and world-class beaches such as Kamaole III and Keawakapu Beach. Offered completely furnished—including all kitchenware, linens, a fruiting dwarf lime tree, and even beach gear. Truly turn-key and ready for you to move right in or rent out!

2777 S Kihei Rd Unit K101, Kihei

Listing courtesy of Nathalie Mullinix Rlty Universal Inc.

$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).

$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.

$499,000
1 Beds 1 Baths 409501 MLS Fee Simple Tenure Luana Kai BLDG.
Welcome to Luana Kai C207 — a beautifully updated 1-bedroom, 1-bath condo offering 628 sq. ft. of comfortable island living, complemented by an expansive lanai - over 112 sq. ft. of outdoor space. Privately positioned on the second floor of the C building, this northwest-facing unit captures cooling trade winds and overlooks the lush, tropical courtyard, creating a serene, relaxing setting. This turnkey, short-term vacation rental condo is move-in ready and perfectly suited for both personal enjoyment and strong income potential. Recently refreshed with new paint, vinyl flooring, and carpet, fully furnished and ready to go. The thoughtfully designed kitchen features tiled countertops, custom cabinetry, and a bar accented with woven lauhala-style finishes. Luana Kai, an oceanfront resort, offers resort-style amenities including a pool, hot tub, saunas, BBQ areas, and kayak storage. The state-owned oceanfront land bordering the complex features tennis and pickleball courts that feel like an extension of the resort—enhancing both lifestyle and guest appeal. Conveniently located near shopping and dining, C207 is an excellent opportunity to own a turnkey vacation rental or your own piece of paradise.

940 S Kihei Rd Unit C207, Kihei

Listing courtesy of Romvari Realty Ltd.

$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.

$575,000
2 Beds 2 Baths 409462 MLS Fee Simple Tenure Pacific Shores BLDG.
Just steps from Maui's finest white-sand beaches, Pacific Shores offers an outstanding South Kihei location that captures the best of island living, complete with a resort-style pool, hot tub, and BBQ area. This fully furnished two-bedroom, two-bath condo is ideally positioned on the ground floor in the back corner of Building B, offering both easy access and a sense of privacy. The lanai enjoys beautiful Haleakala views and opens to a spacious grassy area, perfect for relaxing outdoors. Inside, the home is inviting and functional, with comfortable living space, an in-unit washer/dryer, and a layout designed for easy everyday living. Adding to its appeal, the unit includes TWO deeded parking spaces located just steps from the front door and lanai for exceptional convenience. Unit B115 is a wonderful opportunity for anyone seeking a comfortable retreat in the heart of South Kihei. With beaches, shops, restaurants, snorkeling, boating, and local favorites like Kihei Caffe and Miso Phat sushi just next door at the Maui Coast Hotel, this is one of Maui's most walkable and desirable locations. This is a property that makes island life feel easy, comfortable, and beautifully within reach. Come see what Pacific Shores is all about!

2219 S Kihei Rd Unit B-115, Kihei

Listing courtesy of Coldwell Banker Island Prop-KP.

$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.