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73 N Kihei Rd Unit 303, Kihei
$650,000
1 Beds ⋅ 2 Baths ⋅ 411214 MLS ⋅ Fee Simple Tenure ⋅ Nani Kai Hale BLDG.
Discover a true hidden gem on the coast of Sugar Beach. Beachfront living awaits you at Nani Kai Hale Unit 303! Tucked away from the busier tourist areas, Nani Kai Hale Unit 303 offers a more relaxed setting, with easy access to nearby cities, shopping, dining, and many of Maui's popular destinations. This remodeled, hotel-zoned 1-bedroom, 2-bathroom condo offers a split A/C system, beautiful insta-worthy ocean views from the balcony and tropical landscaping, all by the picturesque shores of Sugar Beach. Not affected by Bill 9, this boutique 46-unit oceanfront complex features a swimming pool, barbecue area, and relaxing lounge space. Enjoy less crowds, easy walks to the ABC store, Sugar Beach Bake Shop, the local farmers market, and the famous Ululani's Hawaiian Shave Ice, perfect after a relaxing day in the sun. Whether you envision your own Maui beachfront retreat or a vacation rental opportunity, Nani Kai Hale Unit 303 may be the place for you! Contact your favorite REALTOR® today!

73 N Kihei Rd Unit 303, Kihei

Listing courtesy of Coldwell Banker Island Prop-Ku.

1032 S Kihei Rd Unit B402, Kihei
$599,999
1 Beds ⋅ 2 Baths ⋅ 411141 MLS ⋅ Fee Simple Tenure ⋅ Maui Sunset BLDG.
Welcome to Maui Sunset, a highly desirable oceanfront condominium community in the heart of South Maui! This fully furnished 1-bedroom, 2-bathroom condominium offers a lovely partial ocean view and is currently operating as a vacation rental, presenting an exciting opportunity for those seeking a tropical getaway with potential rental income. Situated on nearly 6 acres of beautifully manicured oceanfront grounds, Maui Sunset offers a true resort-style experience with an array of amenities, including a sparkling swimming pool, relaxing Jacuzzi, tennis courts, and expansive lush green lawns. Location is everything! Enjoy the convenience of being just minutes from South Maui’s beautiful beaches, popular restaurants, shopping, and endless outdoor activities. Spend your mornings enjoying the island breeze, your afternoons soaking up the Maui sunshine, and your evenings watching spectacular Maui sunsets along the oceanfront. Whether you’re looking for a personal island retreat, a vacation rental opportunity, or a combination of both, this property offers the perfect blend of comfort, convenience, and the coveted Maui lifestyle. Your opportunity to own a piece of paradise at Maui Sunset awaits!

1032 S Kihei Rd Unit B402, Kihei

Listing courtesy of Keller Williams Realty Maui-Ki.

1544 Halama St, Kihei
$7,770,000
4 Beds ⋅ 3 Baths ⋅ 411096 MLS ⋅ Fee Simple Tenure
Situated along one of South Maui’s most coveted oceanfront streets, 1544 Halama Street presents a rare opportunity to create an extraordinary luxury estate, with years of architectural planning, engineering, and permitting already completed. Following approximately five (5) + years of planning and design, this exceptional property offers approved architectural plans, structural engineering, building permits, and Special Management Area (SMA) approval, allowing the next owner to move forward without starting the lengthy entitlement process from scratch. A particularly compelling aspect of this opportunity is the approved renovation’s ability to preserve much of the existing residence’s oceanfront footprint. Given today’s increasingly restrictive shoreline setback requirements and SMA regulations, achieving a comparable design, scale, and proximity to the ocean could be extremely challenging, if not impossible, through a new permitting process. The thoughtfully designed plans envision a spectacular private oceanfront compound featuring expansive indoor-outdoor living spaces, a beautifully reimagined main residence, a swimming pool, and a separate two-story structure with an upstairs ohana and garage parking below. The design emphasizes a seamless connection between the home and the ocean, creating an exceptional setting for entertaining, relaxation, and enjoying the Maui lifestyle. With the architectural vision established and major approvals in place, the next owner can bring this remarkable estate to life while personalizing the interior finishes to reflect their own style and preferences. Opportunities to acquire oceanfront property with this level of planning, design, and permitting are exceptionally limited. At 1544 Halama Street, the value extends well beyond the land itself—it lies in the opportunity to create a legacy oceanfront estate in a location where comparable development potential may no longer be attainable.

1544 Halama St, Kihei

Listing courtesy of Keller Williams Realty Maui-Ki.

760 S Kihei Rd Unit 421, Kihei
$1,275,000
2 Beds ⋅ 2 Baths ⋅ 411063 MLS ⋅ Fee Simple Tenure ⋅ Menehune Shores BLDG.
Enjoy stunning ocean views from this beautifully remodeled, hotel-zoned 2-bedroom, 2-bath condominium at Menehune Shores. Unit 421 features tile flooring, updated cabinetry, granite countertops, tasteful furnishings, split air conditioning, and a full-size stackable washer and dryer. The covered lanai is an inviting spot for year-round outdoor dining and seasonal whale watching. Menehune Shores offers wonderful oceanfront amenities, including a swimming pool, shuffleboard, an on-site restaurant, beautifully maintained tropical grounds, and a rooftop barbecue and entertaining deck with panoramic 360-degree views—ideal for sunset dining. Conveniently located near the Hawaiian Islands Humpback Whale National Marine Sanctuary and the miles of South Kihei shoreline, this property offers flexibility as a vacation rental, long-term rental, or full-time island residence.

760 S Kihei Rd Unit 421, Kihei

Listing courtesy of Hawaii Life (W).

4000 Wailea Alanui Dr Unit 1104, Kihei
$7,999,000
3 Beds ⋅ 5 Baths ⋅ 411043 MLS ⋅ Fee Simple Tenure ⋅ Wailea Point I Ii Iii BLDG.
Rarely does a front row Wailea Point residence become available with this level of thoughtful, high-end upgrading. Unit 1104 delivers unobstructed, front-row ocean views from one of Maui's most coveted oceanfront communities, framed by soaring high ceilings that flood the living space with light and amplify the sense of openness. Every detail has been considered. Polarized, mitered glass windows preserve the breathtaking ocean views without sacrificing UV protection while two new air conditioning units keep the home cool and comfortable year-round. The kitchen has been beautifully upgraded with natural stone countertops and a new GE Monogram refrigerator. A Samsung Frame TV adds a sophisticated, gallery-like touch to the living space. The main floor offers two generously appointed bedrooms and three fully remodeled bathrooms, thoughtfully designed for comfort and everyday living. Ascend the impeccably crafted staircase to a spacious master suite retreat, complete with its own private lanai and two full bathrooms — a rare layout offering separation, privacy, and space to unwind while taking in the same front row ocean views. A private single car garage (Garage 1104-G) is included in the sale. Wailea Point remains one of South Maui's premier gated oceanfront communities, offering resort-style amenities, meticulously maintained grounds, and direct access to the Wailea coastal path. Set on almost 30 acres of lush tropical landscaping with fewer than five residences per acre, it offers an unmatched combination of privacy and beauty. Residents enjoy 24-hour gated security, four swimming pools, spa, pavilions, fitness center, tennis and pickleball courts, barbecue areas, walking paths, and beautifully maintained gardens. The community is ideally situated between the Four Seasons Maui and the Fairmont Kea Lani, with world-class beaches, championship golf, fine dining, and luxury shopping just moments away. This front row residence combines unbeatable location with move-in-ready upgrades and thoughtful design - a rare opportunity for discerning buyers.

4000 Wailea Alanui Dr Unit 1104, Kihei

Listing courtesy of Wailea Point Realty, Inc..

3600 Wailea Alanui Dr Unit 2201, Kihei
$3,000,000
2 Beds ⋅ 2 Baths ⋅ 411022 MLS ⋅ Fee Simple Tenure ⋅ Wailea Elua Ii BLDG.
Aloha and Welcome to Wailea Elua, one of Wailea's top world class premier properties comfortably situated on twenty-five acres with direct beach and ocean access, which is HOTEL/RESORT ZONED allowing owners the ability to "SHORT TERM VACATION RENTAL" to generate income if so desired!! Wailea Elua also boasts as one of the lowest density real estate properties in all of Wailea and Makena at 6.1 units per acre, with 2201 situated on the southern most Elua border with privacy. This fine ground floor condominium offers easy access with complete pride of ownership as it has been meticulously maintained with an updated painted interior and tastefully tiled throughout which assists for easy maintenance and keeping it cool!! Beautiful and functional kitchen with all top of the line stainless appliances, separate dining area with a nice comfortable living area that opens up to 450 square feet of lanai + lush green area off of lanai. Wailea Elua offers all that one would expect in a world class resort, 24 hour gated with security, ocean front pavilion, world class shopping and dining at Shops at Wailea, directly between Andaz and Marriot Resorts for more dining, pickle ball, exercise room, bbq area, extra beach toy storage and much more!!! 2201 is completely furnished and turnkey with quality interior amenities to move right in!!

3600 Wailea Alanui Dr Unit 2201, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

760 S Kihei Rd Unit 310, Kihei
$1,650,000
3 Beds ⋅ 2 Baths ⋅ 411020 MLS ⋅ Fee Simple Tenure ⋅ Menehune Shores BLDG.
Rarely available, this direct oceanfront 3-bedroom, 2-bath condominium at Menehune Shores offers an exceptional opportunity to own a piece of paradise on Maui. Enjoy incredible breathtaking panoramic views of the Pacific from Molokini Crater to the West Maui Mountains, with ocean views from the living room, kitchen, dining area, and two oceanfront bedrooms. The spacious residence offers over 1,100 sq. ft. of living space plus a 126 sq.ft. oceanfront lanai, along with split-system A/C throughout for personalized comfort. Embrace the ultimate Maui lifestyle with the sound of waves just outside your door, a sandy beach steps away, and an oceanfront pool and rooftop deck featuring BBQ areas and shuffleboard. The property also offers outdoor rack space for surfboards, kayaks, and paddleboards, beautifully maintained grounds, multiple elevators, and a popular Indian restaurant on the ground floor. Located beside an ancient Hawaiian fishing pond, Menehune Shores is conveniently located for easy access to restaurants, groceries, shopping, golf, activities and all that Maui has to offer. This rare and extraordinary oceanfront opportunity is Hotel-zoned, which allows short-term vacation rentals, making it a powerful income generator as well as a personal retreat.

760 S Kihei Rd Unit 310, Kihei

Listing courtesy of Kumulani Vacations&Realty.

940 S Kihei Rd Unit 212B, Kihei
$838,000
2 Beds ⋅ 2 Baths ⋅ 410989 MLS ⋅ Fee Simple Tenure ⋅ Luana Kai BLDG.
DOUBLE your outdoor lanai ocean view enjoyment! This is one of the few DOUBLE-LANAI condos in the complex. LOCATION MATTERS! B212 is nestled beside Building A, which blocks much of the wind while still allowing ocean views. In oceanfront Buildings A and D, afternoon heat, direct sun, and wind often mean keeping the slider and curtains or blinds closed, and that's valuable to know when evaluating your Maui condo purchase. Combine those facts with the following details about B212 at Luana Kai. This second-floor, 2 bed / 2 bath unit is remodeled and sold furnished and turnkey, with a washer and dryer. The complex offers a covered, shaded entertainment area for dining by the pool, multiple BBQs, restrooms, sauna, hot tub, pool, putting green, and shuffleboard. Across the grass toward the ocean are free public pickleball courts and additional tennis courts. When you think about your wish list for a Maui retreat, see why B212 checks many of the boxes!

940 S Kihei Rd Unit 212B, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

4400 Makena Rd Unit 109, Kihei
$3,595,000
2 Beds ⋅ 2 Baths ⋅ 410949 MLS ⋅ Fee Simple Tenure ⋅ Polo Beach Club BLDG.
At Polo Beach Club 109, the best part of a Maui day is how easily it unfolds. Open the doors to a generous ground-floor lanai, enjoy your morning coffee among the palms, and take in the ocean view before exploring the pool or the lovely sand at Polo Beach. This two-bedroom, two-bath Wailea residence offers 1,238 square feet of interior living space, an inviting kitchen and dining area, and a comfortable place to gather after a day outdoors. Its location within the property offers a quieter, more private feel while keeping the beach close. With no elevator ride between the lanai and the lawn, it is easy to head out for another swim, welcome grandchildren for a beach day, or make the kind of family memories that bring everyone back to Maui. Polo Beach Club puts Wailea’s coastal walk, dining, shopping, and golf within reach. Come for the setting; stay for the simple pleasure of making it your own.

4400 Makena Rd Unit 109, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

1032 S Kihei Rd Unit A507, Kihei
$799,000
1 Beds ⋅ 2 Baths ⋅ 410898 MLS ⋅ Fee Simple Tenure ⋅ Maui Sunset BLDG.
Maui Sunset is a well-maintained complex on the ocean side of South Maui. Easy drive to and from the airport, close to beautiful Maui beaches and everything you need for your Maui stay! The grounds are tropical and spacious with all the amenities; heated pool, jacuzzi, exercise room, shuffleboard, putting green, BBQ area and a small garden. A507 is on the top floor and has nice ocean and Haleakala views! The unit is currently part of a vacation rental program and can be seen in between bookings. *The Buyer(s) are aware that the condominium complex is in the A1 or A2 zoning and 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 the property. Buyer(s) understands 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 A507, Kihei

Listing courtesy of Keller Williams Realty Maui-Ka.

760 S Kihei Rd Unit 427, Kihei
$1,200,000
2 Beds ⋅ 2 Baths ⋅ 410666 MLS ⋅ Fee Simple Tenure ⋅ Menehune Shores BLDG.
Oceanfront complex • Hotel-zoned, short-term rental permitted • Ocean-view corner unit with private lanai Menehune Shores Unit 427 is a remodeled 2-bedroom, 2-bath, 885-square-foot fee simple oceanfront condominium at 760 South Kihei Road in Kihei, Maui, Hawaii 96753. This fourth-floor corner unit features a private lanai with ocean views and doors that open the interior to the ocean breeze. Two bedrooms and two full bathrooms provide separate, private sleeping areas. The interior is finished in a coastal style and offered fully furnished and turnkey, with a range, refrigerator, dishwasher, washer and dryer, a chandelier, ceiling fans, cable TV, and three room air conditioning units. Built in 1976, Menehune Shores sits on a 3.82-acre oceanfront site in the Kalepolepo area of North Kihei with an in-ground pool and a barbecue area at the water's edge. Monsoon India restaurant is located within the building. The complex is next to Kalepolepo Beach Park, home of the historic Ko?ie?ie Fishpond and the Hawaiian Islands Humpback Whale National Marine Sanctuary visitor center, and South Kihei Road dining, shopping, and beaches are nearby. Menehune Shores is hotel-zoned and short-term rental is permitted; buyers to verify current Maui County rules. Pets are not allowed per association rules. The turnkey, furnished layout suits use as a vacation home, second home, or short-term rental investment. An oceanfront, fee simple Menehune Shores corner unit in Kihei, South Maui.

760 S Kihei Rd Unit 427, Kihei

Listing courtesy of Keller Williams Realty Maui-Ki.

2430 S Kihei Rd Unit 209, Kihei
$1,495,000
1 Beds ⋅ 1 Baths ⋅ 410571 MLS ⋅ Fee Simple Tenure ⋅ Royal Mauian BLDG.
OPPORTUNITY AWAITS Oceanfront Perfection in South Kihei – Vacation Rentable, Renovated! Welcome to your dream Maui getaway! Nestled oceanfront between the stunning Kamaole I and Kamaole II Beach Parks, with breathtaking ocean views, direct beach access, and an unbeatable location in the heart of South Kihei. This 1-bedroom, 1-bath HOTEL-ZONED, vacation-rentable property is a rare find, allowing for short-term rentals and making it an excellent investment or a personal island retreat. Renovated and sold turnkey, this unit offers modern comfort and effortless island living. Enjoy a stylish open-concept layout with upgraded finishes, contemporary furnishings, and a well-appointed kitchen, perfect for entertaining or unwinding after a day in the sun. Wake up to the sight and sound of the ocean from the primary suite, and step out onto your private lanai to take in Maui’s spectacular sunsets. The complex features an oceanfront pool, a rooftop deck with BBQ grills, and is just steps from Kihei’s best restaurants, cafés, and shops. Whether you prefer lounging on the beach, snorkeling in crystal-clear waters, or exploring the island’s vibrant dining scene, everything you need is within walking distance. Opportunities like this don’t come often—oceanfront, vacation-rentable, and renovated! Whether you're looking for an income-generating property or a stunning beachfront retreat to call your own, this condo is ready for you to enjoy. Don’t wait—schedule your showing today!

2430 S Kihei Rd Unit 209, Kihei

Listing courtesy of Ali'i Resorts LLC.

3800 Wailea Alanui Blvd Unit H102, Kihei
$4,200,000
2 Beds ⋅ 2 Baths ⋅ 410442 MLS ⋅ Fee Simple Tenure ⋅ Wailea Beach Villas BLDG.
Wailea Beach Villas H102 is a beautifully furnished 2-bedroom, 2-bath residence with a versatile den/office, offering the flexibility for remote work or additional guest space. The thoughtfully designed floor plan features new appliances and an extended kitchen island with plenty of seating, making it ideal for everyday living and entertaining. Power sunshades throughout the home provide added comfort and convenience. Quaint ocean view from the lanai. Wailea Beach Villas is one of Wailea's premier beachfront communities, offering two swimming pools, a fitness center, beautifully maintained tropical grounds, direct access to Wailea Beach, and a convenient location within walking distance of The Shops at Wailea, restaurants, and nearby resorts. H102 is currently part of an active vacation rental program, making it an excellent option for those seeking a property with established rental history as well as a comfortable personal retreat.

3800 Wailea Alanui Blvd Unit H102, Kihei

Listing courtesy of Hawaii Life (W).

34 Maluaka Pl Unit Unit 9, Kihei
$36,900,000
5 Beds ⋅ 6 Baths ⋅ 410387 MLS ⋅ Fee Simple Tenure
This Maui residence spans 6,517 square feet of refined luxury, featuring five spacious bedrooms and five and a half beautifully appointed bathrooms. Designed with seamless indoor-outdoor living, the home showcases breathtaking panoramic ocean views, complemented by sweeping vistas of neighboring islands. Expansive glass walls, elegant finishes, and thoughtfully curated living spaces create an atmosphere of sophistication and tranquility—perfect for both grand entertaining and private relaxation in an unparalleled island setting. Two expansive covered lanais provide exceptional spaces for dining, entertaining, and relaxing in comfort year-round, while the private spa offers the perfect retreat after a day enjoying Maui's world-class beaches and golf. Located within an exclusive gated community, the residence is just steps from multiple pools at the Makena Golf & Beach Club and offers exceptional privacy with convenient access to the club's premier amenities. Offered fully furnished and in true move-in-ready condition, the property also includes two low-mileage SUVs, allowing you to begin enjoying the island lifestyle from day one. Wake up each morning to the soothing sound of the waves and end every evening watching the sun set over the Pacific from this extraordinary oceanfront address. *Inquire separately about Membership to Makena Golf and Beach Club. This is a Residential Condo (CPR) - This is a Residential Condo Property, and this unit is approved for a main house.

34 Maluaka Pl Unit Unit 9, Kihei

Listing courtesy of Discovery Makena Realty LLC.

938 S Kihei Rd Unit 608, Kihei
$558,000
1 Beds ⋅ 1 Baths ⋅ 410347 MLS ⋅ Fee Simple Tenure ⋅ Kauhale Makai BLDG.
Welcome to Kauhale Makai #608, where spectacular ocean views and the relaxed South Maui lifestyle come together. Perched on the sixth floor, this beautifully situated single-level one-bedroom, one-bath condominium offers panaromic views of the Pacific Ocean, creating the perfect backdrop for morning coffee, seasonal whale watching, and unforgettable Maui sunsets. The thoughtfully designed floor plan maximizes natural light and captures refreshing trade winds, while the private lanai provides an ideal setting to unwind and enjoy the sights and sounds of the ocean. Whether you're seeking a full-time residence, a second home, or an investment opportunity, this condominium offers comfort, convenience and island charm. Kauhale Makai, known as "Village by the Sea," is an oceanfront community featuring lush tropical grounds, a swimming pool, hot tub, barbecue areas, tennis and pickleball courts, shuffleboard, and direct access to a beachfront park with miles of shoreline for recreation. Centrally located in North Kihei, you'll experience the beauty of Maui from your own oceanview retreat -- Kauhale Makai #608 is ready to welcome you home.

938 S Kihei Rd Unit 608, Kihei

Listing courtesy of Maui & Co Real Estate LLC.

5050 Makena Rd, Kihei
$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.

2430 S Kihei Rd Unit 206, Kihei
$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.

4000 Wailea Alanui Dr Unit 101, Kihei
$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.

938 S Kihei Rd Unit 429, Kihei
$515,000
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).

145 N Kihei Rd Unit 436, Kihei
$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. — 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.

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).

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

2450 S Kihei Rd Unit 202, Kihei

Listing courtesy of Keller Williams Realty Maui-Ki.

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

2936 S Kihei Rd Unit 209, Kihei

Listing courtesy of Maui Real Estate Advisors LLC.

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

940 S Kihei Rd Unit B314, Kihei

Listing courtesy of Century 21 Island Homes.

940 S Kihei Rd Unit C207, Kihei
$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.

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

938 S Kihei Rd Unit 301, Kihei

Listing courtesy of Maui International R E Srvs.

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

938 S Kihei Rd Unit 614, Kihei

Listing courtesy of Maui International R E Srvs.

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

1032 S Kihei Rd Unit A513, Kihei

Listing courtesy of Keller Williams Realty Maui-Ka.

4000 Wailea Alanui Dr Unit 802 & 804, Kihei
$8,740,000
5 Beds ⋅ 6 Baths ⋅ 409447 MLS ⋅ Fee Simple Tenure ⋅ Wailea Point I Ii Iii BLDG.
Wailea Point Residence 802 & 804 is an exquisite, rare, double residence featuring 5 bedrooms and 6 full bathrooms. Enjoy unobstructed panoramic ocean and sunset views from four ocean-view lanais or from inside the expansive great room, enhanced by the upgraded, dual-mitered glass bay “aquarium” windows that dramatically enhance the vistas and whale watching (in season). This turnkey purchase—fully furnished, legacy property, created by thoughtfully combining two elegant units—lives like a luxurious single-family home, while retaining lock-and-leave condominium convenience. It includes elegant designer furniture, all kitchen appliances (including 2 frigs, 2 dishwashers, 3 wine frigs), china, linens and more. The residence offers soaring ceilings, 4-zone central air conditioning, a terrific owner’s home office/den, privately located adjacent to the primary bedroom with ocean views, and a separate and large double garage, with built-in storage and two of the wine frigs. Seamless indoor-outdoor living is complemented by the four spacious lanais that open directly onto lush, manicured gardens and the oceanfront setting. Meticulously maintained, this home represents exceptional value as the best price per square foot in Wailea Point (less than $1,780 per gross interior sq ft) and a unique opportunity to own or create your own personal, multi-generational retreat in one of Maui’s most distinguished condominium communities—a must-see. Wailea Point was designed to be Hawaii’s premier residential condominium. The development offers very low density (just over 4 units per acre), high-quality construction, and a serene garden environment. Residents enjoy 24-hour gated and roving security, two pool pavilions with 4 pools (including a 25-meter lap pool), 2 whirlpool spas, fully equipped kitchens, a lighted tennis court, 2 pickleball courts (1 lighted), a fully air-conditioned fitness gym, barbecue areas, fruit and herb gardens, ample parking, and a golf-cart friendly domain. Located next to the Four Seasons and Fairmont Kea Lani Hotels; and within 100 yards of the famous and long Wailea Beach shorefront walkway; great for early morning or sunset walks. There are two magnificent, ocean beaches adjacent to Wailea Point. Shopping, fine restaurants, outstanding golf courses and graceful streets all surround the acclaimed development. In a 7/15/26 ruling, the Appeals Court changed the minimum rental period at Wailea Point BACK to 30 days. An Association Board of Directors Bulletin dated 7/22/26 states, “Consistent with the appellate court's decision, the minimum rental period is being administered as 30 consecutive days."

4000 Wailea Alanui Dr Unit 802 & 804, Kihei

Listing courtesy of Wailea Point Realty, Inc..

2450 S Kihei Rd Unit 301, Kihei
$949,000
2 Beds ⋅ 2 Baths ⋅ 409289 MLS ⋅ Leasehold Tenure ⋅ Kamaole Nalu BLDG.
Experience oceanfront living in South Kihei at Kamaole Nalu 301, a beautifully positioned 2-bedroom, 2-bath condo offering stunning ocean views and an unbeatable beachfront location. Situated on the third floor of this intimate six-story oceanfront complex, the unit features an open living and dining area that flows seamlessly to a private lanai where you can enjoy views of the Pacific, spectacular sunsets, and seasonal whale watching. The spacious floor plan comfortably accommodates guests with a King in the primary suite, twin beds in the guest bedroom, and a sleeper sofa in the living area. The fully equipped kitchen makes it easy to prepare meals at home, while large windows and sliding doors invite in the natural light and refreshing trade winds. Kamaole Nalu is ideally located directly between Kamaole Beach Park I and II, offering immediate access to some of South Maui's best swimming, snorkeling, and sandy beaches. Resort amenities include an oceanfront pool, BBQ area, elevator access, and convenient parking. Just across the street you'll find Kihei's vibrant beach lifestyle with restaurants, shops, and a local grocery store. Whether you're looking for a personal Maui retreat or a strong vacation rental opportunity, this ocean-view condo offers the perfect blend of location, comfort, and island living. This is a leasehold property.

2450 S Kihei Rd Unit 301, Kihei

Listing courtesy of Coldwell Banker Island Prop-Ku.

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