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

2381 S Kihei Rd Unit B-107, Kihei

Listing courtesy of Hawaii Life (W).

1519 Halama St Unit Lot 2, Kihei
$799,000
409953 MLS ⋅ Fee Simple Tenure
Rare Halama Street Lot - Build Your Maui Dream in the Heart of Kihei. Opportunities like this do not come twice. This is one of the last few remaining vacant lots on Halama Street, one of South Kihei's most coveted residential addresses, where vacant land has all but disappeared. Situated just one street from the Pacific with multiple beach access points steps away and Kalama Park right around the corner, this 20,369 square foot R-3 zoned parcel with 70.5 feet of Halama Street frontage is ready to build. A Type A water meter is already in place, a sewer lateral is already brought to the surface, and the buildable frontage has been confirmed by Maui County. R-3 zoning allows one custom main home plus two accessory dwelling units, opening the door to a luxury primary residence with income-producing units, a multi-generational compound, or a high-performing investment property. Buyer to independently verify all permits, entitlements, and use restrictions. 2014 architectural plans by licensed Hawaii architect Mel Fielding concepts are available. Originally designed as a unified development spanning both this lot and its neighbor at 1519 Halama Street Lot 1, with a combined frontage of 141 feet. This lot may also be purchased together with 1519 Halama Street Lot 1 for a rare combined acreage opportunity ideal for a larger compound or developer vision. This is Kihei coastal land at its finest. The neighborhood is established, the neighbors are welcoming, and the only question is what you will build. Ideal for high-end builders, custom homebuyers, 1031 exchange investors, and developers seeking prime Maui coastal land.

1519 Halama St Unit Lot 2, Kihei

Listing courtesy of Coldwell Banker Island Prop-KP.

1519 Halama St Unit Lot 1, Kihei
$799,000
409952 MLS ⋅ Fee Simple Tenure
Rare Halama Street Lot - Build Your Maui Dream in the Heart of Kihei. Opportunities like this do not come twice. This is one of the last few remaining vacant lots on Halama Street, one of South Kihei's most coveted residential addresses, where vacant land has all but disappeared. Situated just one street from the Pacific with multiple beach access points steps away and Kalama Park right around the corner, this 20,369 square foot R-3 zoned parcel with 70.5 feet of Halama Street frontage is ready to build. A Type A water meter is already in place, a sewer lateral is already brought to the surface, and the buildable frontage has been confirmed by Maui County. R-3 zoning allows one custom main home plus two accessory dwelling units, opening the door to a luxury primary residence with income-producing units, a multi-generational compound, or a high-performing investment property. Buyer to independently verify all permits, entitlements, and use restrictions. 2014 architectural plans by licensed Hawaii architect Mel Fielding concepts are available. Originally designed as a unified development spanning both this lot and its neighbor at 1519 Lot 2 Halama Street across a combined 141 feet of frontage. This lot may also be purchased together with 1519 Halama Street Lot 2 for a rare combined acreage opportunity ideal for a larger compound or developer vision. This is Kihei coastal land at its finest. The neighborhood is established, the neighbors are welcoming, and the only question is what you will build. Ideal for high-end builders, custom homebuyers, 1031 exchange investors, and developers seeking prime Maui coastal land.

1519 Halama St Unit Lot 1, Kihei

Listing courtesy of Coldwell Banker Island Prop-KP.

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

191 N Kihei Rd Unit 502, Kihei

Listing courtesy of eXp Realty.

32 Kai Makani Loop Unit N203, Kihei
$965,000
2 Beds ⋅ 2 Baths ⋅ 409935 MLS ⋅ Fee Simple Tenure ⋅ Kai Makani BLDG.
NEW PRICE — $965,000! MOTIVATED SELLER! FULLY FURNISHED & MOVE-IN READY PLUS A SEPARATE PRIVATE STORAGE LOCKER! Don't miss this opportunity to own one of Kai Makani's desirable 2-bedroom, 2-bath corner units in sought-after Building 32, now offered at an exceptional new price of $965,000. Even better—the lovely furnishings are included, making this home truly move-in ready! Arrive with your suitcase and start enjoying the Maui lifestyle without the time and expense of furnishing an entire home. ANOTHER HUGE BONUS: This unit comes with its own SEPARATE PRIVATE STORAGE LOCKER! Extra storage is incredibly valuable in condo living and is not available with every Kai Makani unit. It's perfect for beach gear, bikes, golf clubs, luggage, holiday items, and everything you don't want taking up valuable space inside your home. Situated in a peaceful location overlooking beautifully maintained green space and expansive lawn areas, the unit offers a wonderful sense of privacy and tranquility rarely found in condominium living. With over 1,120 square feet of interior living space, the thoughtfully designed floor plan features generously sized bedrooms, an open-concept living area, vaulted ceilings, abundant natural light, and refreshing trade winds. The large covered lanai provides the perfect place to relax and enjoy the serene surroundings. Recent improvements include brand-new carpeting, a new refrigerator, and a new garbage disposal. Additional features include granite countertops, a spacious primary suite with jacuzzi tub, ample interior storage, and the valuable separate private storage locker. Located just moments from Maui's beautiful beaches, shopping, dining, and outdoor activities, this home offers an ideal combination of space, location, privacy, convenience, and value. MOTIVATED SELLER — NOW $965,000! FULLY FURNISHED, MOVE-IN READY, AND COMPLETE WITH A SEPARATE PRIVATE STORAGE LOCKER. With its desirable Building 32 corner location and peaceful green-space setting, this is a Maui home that's ready to enjoy from day one.

32 Kai Makani Loop Unit N203, Kihei

Listing courtesy of ENRG Realty.

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

3300 Wailea Alanui Dr Unit 38A, Kihei

Listing courtesy of Hawaii Life (W).

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

3124 Nahenahe Pl, Kihei

Listing courtesy of Hawaii Life (W).

78 Kai Malu Dr Unit 101 (14A), Kihei
$3,878,000
3 Beds ⋅ 3 Baths ⋅ 409909 MLS ⋅ Fee Simple Tenure ⋅ La'i Loa BLDG.
La'i Loa: Where Elevated Design Meets the Spirit of Wailea PRIVATE SHOWINGS AVAILABLE. Some homes have a view. This one makes the view part of daily life. From its elevated position at La'i Loa, the Pacific stretches to the horizon, with sweeping ocean vistas, neighboring islands, and Maui's legendary sunsets. Built in 2023, this ground-floor 3-bedroom, 3-bath residence offers 1,742 square feet of thoughtfully designed living space and a rare 424-square-foot lanai that extends the home outdoors. Trade winds, natural light, and an easy indoor-outdoor flow define the Wailea lifestyle here. Inside, every detail reflects quality and craftsmanship. Approximately $1 million has been invested in furnishings, artwork, lighting, and custom appointments, including hand-painted Italian wall coverings, rare Maya Romanoff wallpaper, hand-blown glass fixtures, and custom Italian furnishings. It feels more like a private gallery than a condominium. The gourmet kitchen features premium appliances and refined finishes for everyday living and entertaining. Motorized shades, smart-home compatibility, and integrated technology add modern convenience without compromising the design. On the lanai, an outdoor grilling area sets the stage for sunset dinners, morning coffee over the ocean, or evenings with friends. The setting is one of the most private in the community, surrounded by mature Monkey Pod trees and lush tropical landscaping for a serene, treehouse-like feel, with minimal through-traffic. La'i Loa has become one of Wailea's most coveted addresses. Each boutique building holds just five residences, with secured access and a private garage. Residents enjoy an infinity-edge pool, fitness center, and clubhouse within beautifully maintained grounds. Whether you want a primary residence with single-level living, a lock-and-leave second home, or a luxury investment with nearly new construction and strong long-term rental appeal, this home delivers. Offered fully furnished, with most furnishings, artwork, and designer pieces included, the next owner can step right into a lifestyle already beautifully curated. New construction. Boutique exclusivity. World-class interior design. Expansive ocean views. One of the most sought-after locations on Maui. This is more than a home. It is a front-row seat to everything that makes Wailea extraordinary. ALL FURNISHINGS INCLUDED IN THE SALES PRICE EXCEPT A FEW PERSONAL ITEMS.

78 Kai Malu Dr Unit 101 (14A), Kihei

Listing courtesy of Keller Williams Realty Maui-Ka.

390 Pualoa Nani Pl, Kihei
$3,550,000
4 Beds ⋅ 4 Baths ⋅ 409908 MLS ⋅ Fee Simple Tenure
Refined Island Living | Wailea Pualani Estates Discover elevated island living in this custom two-story residence within the desirable gated community of Wailea Pualani Estates. Offering 4 bedrooms, 3.5 baths, and over 2,800 square feet of interior living space, this thoughtfully designed home blends quality craftsmanship with effortless indoor-outdoor living. Nine-foot ceilings, abundant natural light, elegant travertine flooring, and a spacious entertainer’s kitchen create a sophisticated yet welcoming atmosphere. Expansive covered lanais, a private pool with jacuzzi, and a lovely, landscaped yard provide the perfect setting for family gatherings, outdoor enjoyment, and relaxed island living. Enhancing the home’s appeal are 69 owned photovoltaic panels and three Tesla Powerwall batteries, offering an energy-conscious lifestyle. Beautifully furnished and move-in ready, this exceptional turnkey offering allows you to settle into Maui living with ease. Enjoy close proximity to South Maui’s sought-after beaches, luxury resorts, world-class golf, and Wailea’s premier shopping and dining. A distinctive opportunity to experience the comfort, sophistication, and effortless beauty of the Wailea lifestyle.

390 Pualoa Nani Pl, Kihei

Listing courtesy of Engel & Volkers Maui.

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

2575 S Kihei Rd Unit P 310, Kihei

Listing courtesy of AOK Properties LLC.

15 Kulanihakoi St Unit 15E, Kihei
$610,000
3 Beds ⋅ 2 Baths ⋅ 409894 MLS ⋅ Fee Simple Tenure ⋅ Haleakala Gardens BLDG.
Welcome to Haleakala Gardens 15E, an upstairs corner unit tucked into what is arguably one of the best locations within the complex. Positioned in the quiet northeastern corner of Haleakala Gardens, this top-floor residence offers a rare sense of privacy, beautiful natural light, refreshing tradewind breezes, and its own private entrance. From the moment you step inside, the home feels open, bright, and inviting. Soaring cathedral-height ceilings create a spacious, airy feel throughout the main living areas, while the corner-unit positioning allows sunlight to indirectly pour in from multiple directions. Whether you are enjoying a relaxed morning at home, hosting friends, or winding down after a beach day, this residence offers an easy, comfortable North Kihei lifestyle. Thoughtful updates have been completed over the years to enhance both style and function. These updates include: newer stainless steel appliances, granite countertops, updated kitchen cabinetry, newer bathroom vanities, bathroom flooring, shower tile surrounds, and a reverse osmosis water filtration system. The newest renovated items are a new hot water heater in 2026, flooring throughout in 2022, and a three unit split AC system was added in 2020, giving you the option to stay cool during warmer summer months. Haleakala Gardens 15E also comes with two parking stalls, an added convenience that makes everyday living even easier. The complex is pet friendly, offering flexibility for those with furry companions, and features a lovely party room that can be rented for larger gatherings, celebrations, or special occasions. Located just one block from the water, Haleakala Gardens places you close to beach walks, sunset strolls, and the laid-back coastal lifestyle Kihei is known for. Directly up the street and across the highway is the new Kulanihako‘i High School, and the surrounding North Kihei location keeps you close to shopping, dining, schools, parks, beaches, and everyday conveniences. Please note, the property is currently tenant occupied. Some photos have been virtually altered to remove furniture, and others include virtual staging to help showcase the home’s potential and inspire ideas for how the space can be used. Rather than imagining yourself here, contact your favorite Realtor today to schedule your private in-person viewing.

15 Kulanihakoi St Unit 15E, Kihei

Listing courtesy of Coldwell Banker Island Prop-Ku.

2777 S Kihei Rd Unit F209, Kihei
$879,000
2 Beds ⋅ 2 Baths ⋅ 409890 MLS ⋅ Fee Simple Tenure ⋅ Maui Kamaole BLDG.
Remote workers and semi-retirees eyeing an escape from the mainland will find a lot to like in F209 at Maui Kamaole. Both the upstairs primary bedroom and the main floor guest bedroom look out toward Haleakala volcano, and with Hawaii running behind the mainland, early mornings come with a front-row seat to the sunrise over the mountain that most people only see on vacation. The guest bedroom doubles naturally as a home office. Three lanais in total catch the light at different times of day, and the whole unit sits in one of the quietest corners of the complex with a private BBQ area just outside the door. At 1,052 square feet the space lives comfortably, the insulated ceiling keeps electric bills lower than most comparable units, and convenient parking means the practical side of daily life here is as easy as it gets. Maui Kamaole spans more than 23 acres of lush tropical landscaping on a hillside directly across from Kamaole Beach Park III, with two pools including a sand-bottom pool, two spas, gas grills, and tennis courts, all within easy reach of Keawakapu Beach, South Maui dining, and the kind of unhurried pace that makes you wonder why you waited this long to make the move. PHL Prime Resort financing is available for this condo! This program helps avoid the higher down payment and rate adjustments associated with vacation rental financing.

2777 S Kihei Rd Unit F209, Kihei

Listing courtesy of eXp Realty.

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

2219 S Kihei Rd Unit A204, Kihei

Listing courtesy of Keller Williams Realty Maui-Ka.

4640 & 4650 Makena Rd, Kihei
$45,000,000
8 Beds ⋅ 8 Baths ⋅ 409860 MLS ⋅ Fee Simple Tenure
An exceptionally rare opportunity to acquire two side-by-side oceanfront properties that creates a private coastal compound in one of South Maui’s most coveted enclaves. Positioned approximately 40 feet above a pristine crescent-shaped white sand beach this offering delivers a setting that cannot be duplicated under current coastal regulations. Behind a gated entry, the combined estate offers unmatched scale, privacy, and flexibility ideal as a legacy family retreat, multi-generational compound, or secure oceanfront enclave. Expansive decks from 2 distinct residences project toward the horizon, capturing sweeping panoramic views from Makena to the West Maui Mountains, with year-round sunsets and an ever-changing Pacific backdrop. A gated footpath leads to a secluded stretch of sand known as “Secret Beach,” offering rare, near-private access just steps from your door. Opportunities of this magnitude—two contiguous oceanfront parcels with elevation, privacy, and direct beach access—are extraordinarily limited. Offered together, this is a chance to secure a one-of-one compound in a supply-constrained market where replacement is simply not possible. Minutes from Wailea’s world-class golf, dining, and shopping, yet worlds apart in privacy and setting. Legacy property. Irreplaceable location. Finite opportunity. **Disclosure, some images have been virtually staged**

4640 & 4650 Makena Rd, Kihei

Listing courtesy of Hawaii Life (W).

140 Uwapo Rd Unit 30-201, Kihei
$425,000
2 Beds ⋅ 2 Baths ⋅ 409855 MLS ⋅ Fee Simple Tenure ⋅ Kihei Villages Iii BLDG.
Welcome to Kihei Villages 30-201, a charming 2-bedroom, 1.5-bath second-floor condo located in the heart of North Kihei. Tucked away in a quiet location within the complex, this unit enjoys a peaceful setting far from the highway while still offering convenient access to everything Maui has to offer. This unit features a renovated kitchen and bathrooms, fresh interior paint completed in 2026, and new flooring throughout. Designed with both comfort and functionality in mind, the thoughtfully laid-out floor plan opens to a private lanai off the living room-an ideal spot to unwind and enjoy Maui's year-round tropical breezes. Additional highlights include an in-unit washer and dryer, abundant natural light, and the added benefit of residing in a pet-friendly community. Kihei Villages is a residential complex just a short stroll from Sugar Beach and the Kihei Canoe Club, making it easy to enjoy morning walks along the shore, paddling, sunsets, and all the outdoor activities that define island living. Conveniently located in North Kihei, the property offers a short drive to South Kihei, Wailea, Central Maui, and Kahului Airport.

140 Uwapo Rd Unit 30-201, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

2055 Kanoe St Unit A, Kihei
$1,190,000
4 Beds ⋅ 2 Baths ⋅ 409832 MLS ⋅ Fee Simple Tenure
Welcome to this one-of-a-kind opportunity to own a freshly renovated home in the heart of Kihei, just a short walk to one of South Maui’s most popular beaches and conveniently located near shops and restaurants. This beautiful 4-bedroom, 2-bathroom home was fully remodeled in 2024-2025, featuring brand new roofing, windows, doors, exterior stucco, plumbing, and updated electrical wiring and fixtures. The kitchen includes all-new cabinets with quartz countertops, new appliances, and the bathrooms feature tiled showers. Vinyl flooring has been installed throughout. The yard has been refreshed with a new irrigation system and freshly planted grass. Experience island-style living: park your car in the carport, stroll to nearby shops to run errands, take a walk at the park during sunset, and enjoy dinner at one of the many local restaurants on your way home. This is Unit A of Kanoe St Condominium, a four-unit CPR. Some of the photos are digitally staged. Contact your favorite Realtor to schedule a showing today.

2055 Kanoe St Unit A, Kihei

Listing courtesy of Equity One Real Estate Inc (M).

4955 Makena Rd Unit F102, Kihei
$2,499,000
2 Beds ⋅ 3 Baths ⋅ 409826 MLS ⋅ Fee Simple Tenure ⋅ Na Hale O Makena BLDG.
Welcome to Na Hale O Makena, one of South Maui’s most private and low-density luxury communities. This beautifully appointed 2-bedroom, 2.5-bath residence offers the ease and comfort of desirable ground-level living with no stairs/elevators to enter, creating effortless access throughout the home and lanai. Tucked within lush tropical landscaping, the property enjoys an exceptional sense of privacy and tranquility in one of Makena’s most sought-after settings. Freshly updated with a newly painted interior, new carpeting, led lighting and more, this spacious floor plan is designed for relaxed island living, featuring seamless indoor-outdoor flow and peek-a-boo ocean/molokini views that add to the home’s peaceful ambiance. Thoughtfully designed with comfort and convenience in mind, this residence lives more like a private home while still offering the benefits of luxury condominium ownership. Residents of Na Hale O Makena enjoy a gated, low-density community atmosphere along with resort-style amenities including a pool, spa, fitness center, and covered pavilion, all just moments from Makena’s pristine beaches, golf, dining, and Wailea conveniences. Whether you are seeking a full-time residence or an island retreat, this exceptional property captures the privacy, comfort, and understated luxury that define the Makena lifestyle. Schedule your private showing today!

4955 Makena Rd Unit F102, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

1993 S Kihei Rd Unit 214, Kihei
$739,000
2 Beds ⋅ 2 Baths ⋅ 409816 MLS ⋅ Fee Simple Tenure ⋅ Island Surf BLDG.
Not subject to Bill 9 • Across from Kalama Beach Park • Fee simple • Lock-off 2-bedroom with double lanai Island Surf Unit 214 is a 2-bedroom, 2-bath, 941-square-foot fee simple condominium at 1993 South Kihei Road in Kihei, Maui, Hawaii 96753, directly across the street from Kalama Beach Park and The Cove surf break. This second-floor corner unit, remodeled in 2023, offers ocean views, a double lanai, and a lock-off floor plan that functions as a full two-bedroom residence or as a one-bedroom unit plus a separate studio. The condo is offered fully furnished with a range, refrigerator, dishwasher, microwave, in-unit washer and dryer, ceiling fans, cable TV, and blinds. Built in 1973 on a 1.55-acre site in the Kalama neighborhood, the Island Surf building recently completed a multiphase renovation that included structural renewal, relined vertical plumbing to each unit, wastewater pipe work, and a new roof with photovoltaic solar panels. Building amenities include an in-ground pool, and pets are allowed per association rules. Island Surf is zoned B-2 Community Business District, is not subject to Maui County Bill 9 (Ordinance 5909), and short-term rental is permitted; buyers to verify current Maui County rules. The ground floor of Island Surf houses shops, restaurants, and local businesses, and South Maui Gardens, an open-air gathering space with food trucks and tropical landscaping, sits directly behind the complex. Kalama Beach Park, The Cove, paddleboarding, swimming beaches, and South Kihei Road dining and shopping are all nearby. The flexible lock-off layout suits use as a primary residence, second home, or investment property. A furnished, ocean-view, fee simple Island Surf condo in the heart of Kihei, South Maui.

1993 S Kihei Rd Unit 214, Kihei

Listing courtesy of Keller Williams Realty Maui-Ki.

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

2960 S Kihei Rd Rd Unit 215, Kihei

Listing courtesy of McEntire Realty.

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

2960 S Kihei Rd Rd Unit 215, Kihei

Listing courtesy of McEntire Realty.

2994 S Kihei Rd Unit 106, Kihei
$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).

35 Walaka St Unit L211, Kihei
$280,000
1 Beds ⋅ 1 Baths ⋅ 409795 MLS ⋅ Fee Simple Tenure ⋅ Kalama Terrace BLDG.
Price adjusted to $280K 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.

1437 Umeke Cir Unit 100, Kihei
$1,850,000
3 Beds ⋅ 3 Baths ⋅ 409786 MLS ⋅ Fee Simple Tenure ⋅ Hokulani Golf Villas BLDG.
Experience true luxury in the gated community of Hokulani. Perched within the Maui Nui Golf course, this upscale home is among the newest in South Maui. Enjoy an open feeling with high ceilings and Maui’s sunshine streaming in from the tall windows. An expansive kitchen includes granite island and countertops, bar seating and everything one would want to create amazing meals and memories. Large lanai offers privacy and those cool trade winds. This floorplan is a favorite of many with a large den and the primary suite on the main floor, and two additional rooms plus a family room upstairs. Enjoy central AC and a two-car garage as well as a stunning infinity pool, spa and clubhouse within this neighborhood that spans 40 acres.

1437 Umeke Cir Unit 100, Kihei

Listing courtesy of Hawaii Life (W).

35 Walaka Street Unit L211, Kihei
$280,000
1 Beds ⋅ 1 Baths ⋅ 202610431 MLS ⋅ FS - Fee Simple Tenure ⋅ Kalama Terrace BLDG.
Price adjusted to $280K 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 Street Unit L211, Kihei

Listing courtesy of RE/MAX Honolulu.

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

2191 S Kihei Rd Unit 2420, Kihei

Listing courtesy of Maui Realty Connections.

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

7505 Makena Rd, Kihei

Listing courtesy of Compass-W.

2695 S Kihei Rd Unit 9306, Kihei
$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.

Based on information from the Multiple Listing Service of Hicentral MLS, Ltd. Listings last updated on . Information is deemed reliable but not guaranteed. Copyright: 2026 by HiCentral MLS, Ltd. IDX information is provided exclusively for consumers' personal, non-commercial use. It may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

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