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$1,680,000
2 Beds ⋅ 2 Baths ⋅ 410361 MLS ⋅ Fee Simple Tenure ⋅ Keala O Wailea BLDG.
Discover one of Wailea's rarest offerings ; a beautifully appointed ground-floor residence that pairs effortless access with exceptional views. This stunning 2-bedroom condominium at Keala O Wailea offers a combination seldom found: the convenience of single-level living, breathtaking ocean views, and the privacy of one of the community's most desirable locations. Thoughtfully positioned in a quiet corner of the complex, this meticulously maintained home enjoys an expansive green lawn just beyond the lanai, making it an ideal retreat for pet owners and those who appreciate seamless indoor-outdoor living. The sense of privacy is remarkable, creating a peaceful sanctuary surrounded by lush tropical landscaping. Inside, every detail reflects quality and care. High-end luxury furnishings, sophisticated finishes, and several custom enhancements elevate the home well beyond the ordinary. The spacious, open-concept floor plan is filled with natural light and captures the beauty of Wailea from the main living areas, creating an inviting atmosphere for both everyday living and entertaining. Keala O Wailea is one of Wailea's premier luxury residential communities, ideally perched above the Wailea Blue Golf Course. This gated enclave offers an exceptional island lifestyle with resort-inspired amenities, including an elegant pool and spa, a beautifully appointed pavilion with an outdoor kitchen, and a spacious fitness center. Just moments away are Wailea's world-renowned beaches, championship golf courses, luxury shopping, acclaimed restaurants, scenic coastal paths, and the unparalleled natural beauty that defines South Maui. Whether you're searching for a full-time residence or an elegant island retreat, this exceptional home embodies the privacy, comfort, and refined island lifestyle that make Wailea one of Hawaii's most coveted places to call home.

67 Wailea Gateway Pl Unit 6-103, Kihei

Listing courtesy of Hawaii Life (W).

$4,795,000
3 Beds ⋅ 4 Baths ⋅ 410334 MLS ⋅ Fee Simple Tenure ⋅ Papali Wailea BLDG.
Where do timeless design, ultimate privacy, and panoramic ocean vistas all converge in Wailea? Welcome to Papali #17. Perfectly positioned in the community’s premier location, this exquisite residence is being offered for the first time since the original developer release. This single-level three bedroom and three-and-a-half baths provides the comfort and presence of a private home with the carefree and secure lock and leave benefits of a luxury condominium lifestyle. Sweeping ocean and outer-island views are complemented by Papali’s award winning design, contemporary architecture, and distinctive copper rooflines. Set on over ten acres of beautifully maintained tropical landscaping, Papali offers an exclusive sense of serenity with only two homes per acre providing privacy, tranquility, and a spacious sense of place just moments from Wailea’s pristine beaches, golf, dining, and shopping. Inside highlights include soaring vaulted ceilings with Alaskan Yellow Cedar beams, rich African mahogany millwork, limestone flooring, and a gourmet kitchen with premium granite surfaces. Flooded with natural light, expansive glass doors, and open generous lanai spaces for seamless indoor-outdoor living. Perfect for sunset gatherings and relaxed island evenings under the stars. A private garage, abundant storage, and dual entry points complete this rare and remarkable offering - furnished for your turn-key Maui lifestyle. Papali #17 isn’t just a home – it’s a legacy. Wailea’s most extraordinary offering.

3100 Wailea Alanui Dr Unit 17, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

$725,000
2 Beds ⋅ 2 Baths ⋅ 410328 MLS ⋅ Fee Simple Tenure ⋅ Koa Kai BLDG.
Welcome to Koa Kai 6B, a beautifully updated 2-bedroom, 2-bath condo in a boutique, pet-friendly complex of just 18 units in the heart of South Kihei. Ocean views greet you through the large sliding glass doors, filling the living space with natural light and bringing in the relaxed feel of Maui living. The open kitchen features wood cabinetry, granite countertops, a tile backsplash, stainless steel appliances, recessed lighting, a built-in spice rack, and plenty of organized storage. Tile flooring runs throughout the unit, along with crown molding and updated windows. Both bathrooms have been remodeled, and the spacious primary bedroom includes a custom built-in closet system. Two split-system AC units help keep the home cool and comfortable year-round. Koa Kai also offers covered parking and a well-maintained pool area for residents to enjoy. Conveniently located near Kamaole Beach I, Charley Young Beach, and Cove Park, with favorite local restaurants, shopping, and everyday necessities close by. Koa Kai 6B offers ocean views, thoughtful updates, and a comfortable place to call home in one of South Kihei’s most convenient locations.

99 Walaka St Unit #6B, Kihei

Listing courtesy of eXp Realty.

$29,900,000
5 Beds ⋅ 6 Baths ⋅ 407766 MLS ⋅ Fee Simple Tenure
Perched on one of Makena’s most coveted cliffside locations, this contemporary direct-oceanfront estate is perfectly situated along an intimate cove, offering breathtaking, unobstructed Pacific views from nearly every room. Set on over 22,190 sq. ft. of land, this two-story, five-bedroom, five-and-a-half–bath residence is a masterpiece of luxury and Hawaii’s signature indoor–outdoor living. Designed by world-renowned architect Guy Dreier, the home is a livable work of art, featuring soaring ceilings, dramatic architectural lines, and an innovative floor plan. Step through the entryway into an entertainer’s paradise. The expansive great room flows effortlessly through large pocket doors to the oceanfront deck, where a stunning infinity-edge pool appears to spill into the sea—ideal for sunset gatherings or peaceful mornings with coffee in hand. Multiple living and dining areas, along with a dedicated service area, create an unparalleled setting for both intimate dinners and large-scale celebrations. The exquisite primary suite and three guest suites each offer private ocean-view lanais, providing serene retreats with panoramic vistas. A beautifully appointed attached Ohana unit adds exceptional flexibility for guests, extended family, or a caretaker. Move-in ready and designed for effortless hospitality, this is more than a home—it’s a true Makena masterpiece blending modern coastal luxury with the timeless beauty of Maui’s south shore.

5050 Makena Rd, Kihei

Listing courtesy of Discovery Makena Realty LLC.

$775,000
1 Beds ⋅ 1 Baths ⋅ 410280 MLS ⋅ Fee Simple Tenure ⋅ Kamaole Beach Royale BLDG.
COMING SOON *OCEAN VIEW* & HOTEL-ZONED Kamaole Beach Royale! This Unit 309 is currently being NEWLY RENOVATED and will be available for showings in approximately 2 weeks once the listing becomes Active. BRAND NEW White Shaker Cabinets, Soft close doors and drawers with nice Matte Black Pulls. Retextured Ceiling, Fresh Paint Throughout, NEW Matte Back Privacy Lever Door Hardware and Hinges, NEW Electrical Outlets and Switches, BRAND NEW KING-SIZE Bedroom Furniture including Dresser and Nightstands, BRAND NEW Acacia Wood 4 Person High Top Bistro for Lanai, BRAND NEW Coffee Table and End Tables, NEW Lamps, BIG Screen TVs and MORE including a stacked Washer/Dryer. Kamaole Beach Royale is a relatively small (only 65 Apartments) "Boutique" CondoHotel located in the heart of SOUTH Kihei across from Kamaole Beach Park I and next to Dolphin Plaza. Amenities include: ELEVATOR, Large ROOFTOP VIEWING DECK with WEBER BAR-B-QUES plus Several Tables and Chairs for Entertaining and Socializing, Built-in SWIMMING POOL, COVERED PARKING SPACE and LOCKED STORAGE area for Owner Occupants. This Unit Sleeps 4 and has Excellent SHORT-TERM RENTAL INCOME Potential. These gems rarely come available so Please Standby to view the property once it becomes Active. Thank you for your patience!

2385 S Kihei Rd Unit 309, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

$749,000
1 Beds ⋅ 1 Baths ⋅ 410291 MLS ⋅ Fee Simple Tenure ⋅ Kihei Alii Kai BLDG.
STUNNING OCEAN VIEWS – HOTEL ZONED! Whale watching from the lanai. 100% high-end remodel, many energy-efficient green features, no stairs to enter, rare covered parking and elevator. Dual split A/C, short walk to Kamaole Beach I, shops and restaurants. Maintenance fee includes TV and WiFi Internet for the unit, two flat-screen smart TVs for viewing and/or streaming are included. SUP storage, community gardens and tropical landscaping. MOVE-IN READY, FULLY FURNISHED AND EQUIPPED, TURN-KEY for you or your guests. Pool, hot tub, sauna, pickleball, shuffleboard, outside dining areas and BBQs. Offered by Owner/Broker.

2387 S Kihei Rd Unit D-307, Kihei

Listing courtesy of U R Maui Real Estate, LLC.

$3,695,000
3 Beds ⋅ 3 Baths ⋅ 410261 MLS ⋅ Fee Simple Tenure ⋅ Makalii At Wailea BLDG.
Makali’i Magnificence! Premium top row position with unbelievable Ocean and Outer Island views! Makali’i #14B is arguably the best location in the community with expansive and unobstructed views. This gently lived in home has gorgeous finishes throughout with smooth tile floors extending in all directions. The chef’s kitchen is exquisite with high quality SubZero, Wolf, and Cove stainless appliances, beautiful quartz countertops, and handsome cabinetry. The generous living and dining area culminate with the dramatic 13 foot ceiling above the gliding glass doors leading to your peaceful lanai. The main level also includes a wonderful full bath and your secondary suite. Descending the striking contemporary staircase leads you to the ultimate privacy of your primary suite. There, you will find the retreat you’ve been dreaming of, with a large, private lanai offering incredible views and a spacious principal suite featuring generous closets and storage plus a huge ensuite bath with a luxury bathtub and oversized separate shower. Separate laundry room with quality Asko W/D. You will notice that all of the modern touches throughout are both elegant and functional for the way you live. The unique potential of the Casita is an outstanding feature for your visiting family and loved ones, and from the inner courtyard lanai, you ascend a staircase to the Casita Suite, where you will enjoy Majestic Haleakala views and yet another luxurious ensuite bath. Your one car garage means means more storage and vehicle protection year round and peace of mind during travel. This amazing recent community is everything you’ve been looking for in a Maui home with stunning pool area, workout facilities, and so much more. Steps from the Fairmont Kea Lani, a short stroll to Polo Beach and the Wailea Beachwalk, with all the world class beaches, restaurants, and shopping that the Wailea Resort has to offer at your fingertips, it’s time for you to discover the Magic of Makali’i.

208 Holomoana Way Unit 14B, Kihei

Listing courtesy of Hawaii Life (W).

$699,900
1 Beds ⋅ 2 Baths ⋅ 410254 MLS ⋅ Fee Simple Tenure ⋅ Maui Sunset BLDG.
This beautifully updated 1 bedroom, 2 bathroom condo is ground floor with great garden views and a peek-a-boo ocean view. It has a fully equipped kitchen, washer and dryer, window unit air conditioning in both master bedroom and living room, and ceiling fans throughout. Beautiful cabinetry, granite counter tops and hard surface flooring throughout. A fold-out Queen Sofa Bed allows for 2 additional guests. No surface was left untouched during the remodel.

1032 S Kihei Rd Unit A103, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

$1,079,000
2 Beds ⋅ 2 Baths ⋅ 410253 MLS ⋅ Fee Simple Tenure ⋅ Wailea Fairway Villas BLDG.
Discover epic island living at an incredible value in the Wailea Resort. Wailea Fairway Villas S202 is one of the best view locations in the community, capturing breathtaking ocean, outer island, and golf course views with unforgettable year-round sunsets. This finely appointed 2-bedroom, 2-bath residence has been freshly painted from top to bottom and features a brand-new split A/C system. Offered fully furnished by the sellers, this move-in ready home allows you to begin enjoying the Wailea lifestyle from day one. The light-filled open floor plan flows seamlessly to a spacious covered lanai, creating the perfect setting for indoor-outdoor living. Wailea Fairway Villas offers a resort-style pool, spa, fitness center, BBQ area, and beautifully maintained tropical grounds, all just minutes from Wailea’s white sandy beaches, 3 championship golf courses, local eateries, luxury shopping, and world-class resorts. Whether you’re looking for a full-time residence, a vacation home, or simply a place to embrace the Maui lifestyle, S202 is a rare opportunity to own one of the community’s premier view residences.

3950 Kalai Waa St Unit S-202, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

$840,000
1 Beds ⋅ 2 Baths ⋅ 410234 MLS ⋅ Leasehold Tenure ⋅ Maui Hill BLDG.
Experience island living at its finest in this beautifully 1-bedroom, 2-bath condo. It Location at pool side and Ocean View is one of Maui Hill Resorts, best Location the owner Feels.This luxurious condo offers stunning ocean and sunset views, just steps from world-famous Keawakapu Beach and Wailea's finest dining and shopping. Two air conditioning units keep the space cool and comfortable year-round. The primary bedroom includes an ensuite bath and access to a peaceful second lanai surrounded by lush greenery. Enjoy resort-style amenities including a heated pool, jacuzzi, tennis courts, shuffleboard, bocce ball, putting green, and on-site concierge. Whether you're seeking adventure or total relaxation, Maui Hill C-30 is your perfect Maui property. This is a Leasehold property.

2881 S Kihei Rd Unit 30, Kihei

Listing courtesy of Kokua Realty LLC.

$1,050,000
2 Beds ⋅ 2 Baths ⋅ 410215 MLS ⋅ Fee Simple Tenure ⋅ Maui Kamaole BLDG.
Perched at the top of Maui Kamaole affords this condo a very nice ocean view. Situated near the tropical pool, but facing away from it makes this a very quiet location. Stainless appliances, nicely furnished, new sliding glass door in the main floor bedroom and that lanai was waterproofed and retiled. A short distance to the tennis courts. Make this your Maui home today. Call your favorite REALTOR® to schedule a private showing.

2777 S Kihei Rd Unit L204, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

$188,800
1 Beds ⋅ 1 Baths ⋅ 410214 MLS ⋅ Fee Simple Tenure ⋅ Kihei Akahi BLDG.
Own your Maui lifestyle at a fraction of the cost with this rare opportunity to purchase a 25% partial ownership interest in a beautifully remodeled, fully furnished, top-floor ocean-view condo at Kihei Akahi. Why buy 100% of a Maui condo if you only plan to use it part of the year? This 25% ownership interest gives you the benefits of having your own South Kihei retreat while significantly reducing the purchase price, carrying costs, and overall risk compared to whole ownership. It is a smart and efficient way to enjoy Maui ownership in a way that better matches real-world use. Remodeled in 2022 from ceiling to floor, Unit C610 is thoughtfully updated with high-end finishes, stylish furnishings, and two split A/C units for year-round comfort. This turnkey retreat offers the comfort, quality, and ease of a fully furnished Maui getaway without the full financial burden of owning the entire property yourself. Start your mornings on the private ocean view lanai, and end your days watching unforgettable sunsets over the Pacific. Inside, the condo features a bright, open layout with a fully equipped kitchen, breakfast bar, spacious living area, and a standard front-loading washer and dryer — ideal for extended stays and effortless island living. The deeded parking stall #105 is conveniently located just feet from the two elevators and mailboxes, making arrivals, departures, groceries, and beach days easy. Kihei Akahi is known for its beautifully maintained tropical grounds and resort-style amenities, including two heated pools, tennis/pickleball court, and two BBQ areas. Best of all, you are directly across the street from Kamaole II Beach Park, one of Maui’s most loved beaches for swimming, snorkeling, and sunset walks, with dining, cafés, and shopping just minutes away.

2531 S Kihei Rd Unit C610, Kihei

Listing courtesy of McEntire Realty.

$1,900,000
1 Beds ⋅ 1 Baths ⋅ 410213 MLS ⋅ Fee Simple Tenure
Exceptional opportunity to own an ocean-view property in one of South Kihei's most desirable neighborhoods. Set on a 1/2 Acre lot, 739 Launa Drive offers breathtaking Pacific Ocean views, spectacular sunsets, and the rare opportunity to create your dream Maui home in Maui Meadows. The property is improved with an existing 1-bedroom, 1-bath cottage, allowing you to enjoy the property while planning your future vision. The placement of the cottage provides the potential to build a main residence on the property, subject to Maui County requirements and approvals. Location is everything, and this property delivers. Just minutes from Kihei's beautiful beaches, world-class snorkeling, paddleboarding, golf courses, shopping, restaurants, and the Wailea Resort area, you'll enjoy the very best of South Maui living. Whether you're enjoying the Beach,Golf courses or watching whales during the winter months, or soaking in year-round sunsets from your future dream home, the possibilities here are truly exceptional. Properties with this combination of ocean views, premier location, and future building potential are increasingly rare. Bring your vision and make this South Kihei property your own.

739 Launa Dr, Kihei

Listing courtesy of Keller Williams Realty Maui-Ki.

$1,575,000
2 Beds ⋅ 2 Baths ⋅ 410202 MLS ⋅ Fee Simple Tenure ⋅ Wailea Ekolu BLDG.
The Ultimate Ocean View You’ve Been Waiting For at Wailea Ekolu #1706! Enjoy upper floor privacy with absolutely amazing ocean and outer island views from this recently renovated (2025), 2 Bedroom, 2 bath unit! You are immediately drawn to the large, private lanai where stunning views await and are always available from the living, dining, and kitchen areas, as well as the primary bedroom. Your new kitchen has been tastefully updated with quartz countertops, mosaic tile backsplash, handsome cabinetry with undercab lighting, pendant lights with attractive palm ceiling fan, stainless appliances, and that wonderful ocean view. The living area features the ultimate Wailea Ekolu ocean view and the nice tile flooring that extends throughout the condo and lanai, beginning with the artistic tile inlay at the entry. There is a bamboo six-seat glass top dining table, and 3 Air-Conditioning units in the living areas provide cool comfort throughout your luxury vacation retreat. The primary bedroom offers ocean views, plenty of storage, and washer dryer in the ensuite bath, which also features the same striking quartz counters and wonderful cabinetry plus a large walk-in tiled shower. The secondary suite offers the same upgrades to the bath plus shower, lots of storage, and twin beds. Your elevated vantage point gives you commanding views of the sweeping Pacific and overlooks the upper village pool area, all while remaining wonderfully private from any of the neighboring units. Wailea Ekolu is a coveted location and a very in demand vacation rental community, so it is an excellent opportunity for both your enjoyment and also as an attractive place for your vacationing guests. Wireless internet is also provided and is covered by the maintenance fees. Whether you are looking for a full time residence, a vacation getaway, or a part time home with income potential when you are away, Wailea Ekolu #1706 allows you to have it all.

10 Wailea Ekolu Pl Unit 1706, Kihei

Listing courtesy of Hawaii Life (W).

$1,750,000
2 Beds ⋅ 2 Baths ⋅ 410190 MLS ⋅ Fee Simple Tenure ⋅ Royal Mauian BLDG.
Royal Mauian 206 is not just a condo. It is a front-row seat to South Maui’s shoreline, set between Kamaole Beach I and II with ocean views from the living area, kitchen, and main suite. The updated interior feels clean and comfortable, and the lock-off layout adds flexibility for hosting guests or using the space in a way that fits your needs. This hotel-zoned property offers the option for short-term rental use or a personal retreat right on the water. Morning coffee on the lanai, sunset dinners on the rooftop deck with its sweeping views and grilling area, and easy snorkeling entry from both beaches are part of what people love about this location. The reef out front is known for frequent turtle sightings, and the heated oceanfront pool provides another place to relax. Just steps away from shops, restaurants, and grocery options, making this one of South Kihei’s most convenient oceanfront settings. Here, the best parts of Maui are right at your door, from the beaches to the sunsets to the quiet moments in between.

2430 S Kihei Rd Unit 206, Kihei

Listing courtesy of Hawaii Equity Management LLC.

$13,900,000
4 Beds ⋅ 4 Baths ⋅ 410182 MLS ⋅ Fee Simple Tenure ⋅ Wailea Point I Ii Iii BLDG.
Level One oceanfront at Wailea Point — Hawaii's finest residential condominium, nestled between Wailea Beach and Polo Beach on Maui's coveted Gold Coast. 3,820 SF · 4 bed · 4 bath · 180-degree unobstructed Pacific and island views · 46 feet above the shore. One bedroom functions as a den. From the moment the door opens, the reaction is immediate — an arrival that announces itself before a single detail is pointed out. The residence showcases nine-foot clear grade Cedar ceilings, travertine marble floors, Sub-Zero, Wolf, and Thermador appliances, an African Mahogany wet bar, and Big Island Koa entry doors — all of which convey with the sale. In 2025, it was further elevated with a fully automated lighting and shade system — controlled at the touch of a button — and custom engraved electrical covers throughout. All-new furnishings, including a custom Koa coffee table set on a driftwood base, also convey. A 2025 Jeep and premium golf cart may also be available to the purchaser — full details outlined in the Disclaimer below. Set within 30 acres at under 4 units per acre — one of the lowest density communities in Hawaii. Four resort-style pools · lighted tennis and pickleball · fitness center · 24-hour gated security. Immediate neighbors include the Four Seasons Resort Maui and the Fairmont Kea Lani — world-renowned luxury hotels. Their restaurants, spas, and beaches are part of daily life here. Private appointment only · Pre-qualified buyers exclusively. DISCLAIMER Purchase of this property includes mandatory membership in the Wailea Community Association (WCA), which is separate and distinct from the property's AOAO (Association of Apartment Owners). Buyers should independently review WCA governing documents, dues, and obligations as part of their due diligence. A 2025 Jeep and premium golf cart may be available to the purchaser under a separate bill of sale. These items are personal property, are not included in the real property purchase price, and will be transferred separately from the real estate transaction. This will be outside of escrow. Wailea Point's original governing documents prohibit rentals of fewer than 30 consecutive days. An amendment effective July 1, 2026 that sought to increase the minimum lease term to more than 365 days was held invalid. Buyers should independently review the current declaration, bylaws, house rules, AOAO notices, applicable governmental requirements, and any subsequent legal developments. No representation or guarantee is made regarding rental eligibility, rental income, or future rental restrictions.

4000 Wailea Alanui Dr Unit 101, Kihei

Listing courtesy of Engel & Volkers Maui.

$2,398,000
3 Beds ⋅ 3 Baths ⋅ 410156 MLS ⋅ Fee Simple Tenure
Expansive ocean views, exceptional privacy, and peaceful half-acre setting define this single-level Hawaiiana-inspired home. Enhanced by an absence of utility wires and located along the southern border of Maui Meadows, directly above Wailea, the property is adjacent to thousands of acres of undeveloped land. Minutes from Wailea's beaches, golf, shopping, dining, and luxury resorts this very private retreat features a large swimming pool positioned for whale watching, sunsets, and exceptional night skies. This is the first time in over 30 years it is on the market, It is a lovingly maintained owner-occupied licensed BnB with numerous 5-star guest reviews. The floor plan offers seamless indoor-outdoor island living. The large private outdoor shower, tucked beneath banana trees, and a private lower drive leading to a secluded ocean-view gazebo and gardens create a uniquely Maui experience, while tropical fruit trees enhance the property's island sanctuary feel. There is possible future ohana potential, subject to buyer verification. The large ocean-view front entry/studio/office provides additional living/work space. Upgrades include: All flooring, Pool completely tiled, fully paid upfront leased photovoltaic system for energy efficiency, four Mitsubishi Split Air-conditioners, one portable A/C in office/studio. This is a rare opportunity to enjoy privacy, space, views, quiet, birdsong, and the relaxed lifestyle that makes Maui so desirable. Please enjoy the attached video tour. Listor is owner/seller and a licensed Hawaii real estate broker. The BnB license is not transferable.

620 Kumulani Dr, Kihei

Listing courtesy of International Real Estate Srvs.

$565,000
1 Beds ⋅ 1 Baths ⋅ 410144 MLS ⋅ Fee Simple Tenure ⋅ Kauhale Makai BLDG.
Whether you're searching for a successful vacation rental investment, a lock-and-leave second home, or your own slice of paradise to call home, this beautifully renovated ocean-view residence at Kauhale Makai offers exceptional versatility and value. Thoughtfully updated and tastefully furnished, the spacious one-bedroom floor plan features an open-concept design that flows seamlessly onto an oversized covered lanai, where you can enjoy ocean views, refreshing trade winds, and Maui's unforgettable sunsets. The upgraded kitchen is equipped with quality cabinetry, solid-surface countertops, and stainless-steel appliances, creating an inviting space for entertaining or everyday living. The generously sized bedroom includes an adjustable queen bed and an en-suite bath, while the comfortable living area offers additional sleeping accommodations for guests. Located just steps from the shoreline, this residence provides easy access to miles of sandy beach, morning walks, whale watching during the season, and endless ocean activities. Kauhale Makai, known as the "Village by the Sea," is one of North Kihei's most desirable oceanfront communities, offering resort-style amenities including a swimming pool, spa, children's wading pool, barbecue areas, shuffleboard, volleyball court, putting green, and beautifully maintained tropical grounds. Conveniently located within minutes of South Maui's premier beaches, championship golf courses, shopping, dining, and resort amenities, this property offers the ideal combination of lifestyle, location, and investment potential in one of Maui's most sought-after destinations.

938 S Kihei Rd Unit 429, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

$999,990
1 Beds ⋅ 1 Baths ⋅ 410137 MLS ⋅ Fee Simple Tenure ⋅ Sugar Beach Resort BLDG.
Some places simply feel different. North Kihei has long been the heartbeat of Maui's most beloved coastline — surrounded by world-class beaches, vibrant energy, and the kind of everyday beauty most people only dream about. Sugar Beach places you right in the middle of all of it, on the fourth floor where the ocean breeze meets an unobstructed view that never gets old. Welcome to The Sugar Beach Residence. Unit 436 has been thoughtfully updated and is completely turnkey — every detail attended to, every upgrade considered. Step through the brand new lanai door onto your private outdoor space, where the Pacific stretches out before you and the pace of the world simply falls away. Consistent with hotel zoning for short-term rental use, this unit is currently operated as a vacation rental with an established management company in place. Historical operating information available to qualified buyers upon request and subject to buyer due diligence. The Sugar Beach Residence is ready for whoever is ready for it. Join us for a LIVE Webinar on Thursday, August 20th from 11:00 AM – 11:45 AM HST. This event is unique — you may attend in person at the property or join virtually from anywhere in the world. Contact LaTasha Baldwin at 808-445-6100 to register or for details. — SELLER DISCLOSURES — Kona Low Storm Repair: Minor water damage to the unit resulting from the March 2026 Kona Low storm has been fully remediated by a licensed contractor. An insurance claim was filed, approved, and paid — proceeds were used to fund the repair. Documentation available upon request. Plumbing Upgrade: Sugar Beach Resort has communicated plans to upgrade the building's plumbing system in 2028. As of the date of this listing no special assessment has been levied. Bids are pending and a future assessment may or may not result. Buyers are advised to independently verify the status of any planned improvements and potential assessments with the Association of Apartment Owners prior to closing. Short-Term Rental Disclosure: Any reference to short-term rental use or rental income is for informational purposes only and is not guaranteed. Buyers are advised to independently verify current vacation rental eligibility, applicable laws, condominium documents, and all projected rental income prior to purchase.

145 N Kihei Rd Unit 436, Kihei

Listing courtesy of Engel & Volkers Maui.

$1,149,000
2 Beds ⋅ 2 Baths ⋅ 410134 MLS ⋅ Leasehold Tenure ⋅ Kamaole Nalu BLDG.
Rarely does a two bedroom condominium on Maui's South Shore check every box this completely. Kamaole Nalu 402 sits on the fourth floor of a true oceanfront complex, situated between some of the finest swimming and snorkeling beaches on the island, with uniquely stunning and unobstructed ocean views from the private lanai that simply have to be seen to be appreciated. The 774 square foot interior is well designed and move in ready, with stainless steel appliances, granite countertops, in-unit washer and dryer, dishwasher, air conditioning, and elevator access. The primary bedroom offers a king bed with ensuite bath, and the guest bedroom accommodates a queen and a twin with its own ensuite bath. Offered turn key and currently active in a successful vacation rental program, this property carries hotel zoning — a level of short term rental ability that is increasingly rare on Maui's South Shore. Buyers are encouraged to consult with their real estate professional regarding the evolving regulatory landscape and conduct their own due diligence accordingly. This property is Leasehold.

2450 S Kihei Rd Unit 402, Kihei

Listing courtesy of Sunny Maui Vacations.

$4,500,000
2 Beds ⋅ 2 Baths ⋅ 410129 MLS ⋅ Fee Simple Tenure ⋅ Wailea Point I Ii Iii BLDG.
Experience direct oceanfront, front-row living at Residence 1203 in Wailea Point, offering breathtaking, unobstructed ocean views, spectacular year-round sunsets, and front-row seats for seasonal whale watching—all from one of Maui's premier luxury communities. This spacious single-level, ground-floor residence is complemented by expansive covered and open-air lanais that create an exceptional indoor-outdoor lifestyle—perfect for outdoor dining, entertaining, whale watching, spectacular sunsets, and tranquil evenings under the stars with the soothing sound of the Pacific below. Enjoy effortless access to the lush tropical grounds while surrounded by exceptional privacy in one of Wailea Point's most coveted oceanfront settings. The thoughtfully designed floor plan features a spacious primary suite with a soaking tub, dual vanities, and Wailea Point's signature circular walk-in shower. A generously sized second bedroom with an en-suite bath provides comfortable accommodations for family and guests. A private single-car garage (Garage 1203G) is included in the sale. Wailea Point is widely regarded as one of Hawaii's finest luxury residential communities. Set on over 30 acres of lush tropical landscaping with fewer than five residences per acre, it offers an unmatched combination of privacy, beauty, and resort-style amenities. Residents enjoy 24-hour gated security, four swimming pools, spa pavilions, a 25-meter lap pool, fitness center, tennis and pickleball courts, barbecue areas, walking paths, and beautifully maintained gardens. The community is ideally situated between the Four Seasons Resort Maui and the Fairmont Kea Lani, with world-class beaches, championship golf, fine dining, and luxury shopping just moments away. 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 1203, Kihei

Listing courtesy of Wailea Point Realty, Inc..

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

5159 Makena Rd, Kihei

Listing courtesy of Maui Real Estate Advisors LLC.

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

2451 Umeke Cir Unit 67, Kihei

Listing courtesy of Hawaii Life (W).

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

2451 Umeke Cir Unit 67, Kihei

Listing courtesy of Hawaii Life (W).

$369,000
410054 MLS ⋅ Fee Simple Tenure ⋅ Kihei Commercial Condominium Ii BLDG.
2nd floor office unit built out with 4 private offices plus entry office/reception area in a tilt-up concrete building with a glass front and facing Manao Kala Street off Piilani Highway. Has a spacious off-site parking area adjacent to the building that gives the property parking comparable to a shopping center. Gross leasable floor area is 834 sq. ft. (comparable to leased space) and net usable floor area is 749 sq. ft. Currently occupied by State Farm. Seller/Listor is a licensed Real Estate Broker in the State of Hawaii.

300 Ohukai Rd Unit B-321, Kihei

Listing courtesy of CardOneRealty Corp.

$499,000
1 Beds ⋅ 1 Baths ⋅ 410034 MLS ⋅ Fee Simple Tenure ⋅ Wailana Sands BLDG.
HOTEL ZONED...and just steps from Sugar Beach, Maui's longest stretch of sand, this hidden gem offers the perfect blend of lifestyle and investment potential. Whether you're looking for a personal island retreat, vacation rental property, or both, this turnkey condo is one of the best values in South Maui. This well-appointed 1-bedroom, 1-bath residence is located in a low-density 10-unit complex where peace, privacy and aloha still exist. Enjoy your morning coffee on the private lanai overlooking lush tropical grounds and the sparkling pool, then stroll to the beach for a sunset walk along the shoreline.Tastefully furnished and move-in ready, the condo features split-system A/C, an open-concept floor plan, on-site laundry and a community BBQ area perfect for gathering with family and friends. Tucked away on a quiet cul-de-sac, yet minutes from Kihei's dining, shopping, golf courses and island activities. Opportunities in small, hotel-zoned complexes like this are rare...don't miss your chance to own a slice of paradise!

25 Wailana Pl Unit 6, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

$1,395,000
409985 MLS ⋅ Fee Simple Tenure
Rarely does a lot of this caliber come to market. Situated on 13,373 square feet of land in one of Maui Meadows' most coveted pockets, this Main House CPR unit offers an extraordinary opportunity to build your forever home on what is simply one of the finest view lots in all of South Maui. In addition to a main dwelling the entitlements may allow for an additional ADU as well. The views here are not incidental — they are the centerpiece. Sweeping panoramas greet you every morning, and the sunsets are nothing short of spectacular, painting the sky in color every single evening of the year. Critically, those views are protected: height covenants and biomass growth restrictions on the lot below ensure your investment in this vista is preserved for the long term. The location within Maui Meadows is unmatched. A quiet, flat road with both north and south access means no through traffic and a genuine sense of neighborhood serenity — a rare find at any price point. There are no stringent or costly HOA obligations to navigate, giving future owners the freedom they deserve. The groundwork has already been done. Water, electrical, and fiber optic utilities are on-site and ready. A brand-new, state-approved five-bedroom septic system is in place. Two fully customizable architectural plans are available, a general contractor is primed and ready to build, and a streamlined construction timeline means your vision can become reality faster, and at a cost advantage when compared to starting from scratch. This is not just a piece of land. It is a foundation for an exceptional life on Maui.

3414 Keha Dr Unit Unit A, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

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

2747 S Kihei Rd Unit A302, Kihei

Listing courtesy of Destination Maui Realty LLC.

$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).

$419,000
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.