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$2,995,000
2 Beds ⋅ 2 Baths ⋅ 410363 MLS ⋅ Fee Simple Tenure ⋅ Wailea Elua Ii BLDG.
Wailea Elua Unit 2010 presents an exceptional opportunity to own in one of Wailea's most coveted beachfront communities. Ideally positioned on the second floor, this 2 bedroom, 2 bathroom residence offers 1,363 square feet of interior living space with beautiful ocean views and the added privacy of bordering a lush greenbelt. Vaulted ceilings in the living room and guest bedroom create an open, airy feel, while large windows and sliding glass doors fill the home with natural light. Nearly every room enjoys views of the Pacific and surrounding tropical landscape. The spacious primary suite features its own private lanai, a generous walk in closet, and an additional storage room, providing exceptional functionality. The expansive main lanai borders the greenbelt and offers an inviting setting for outdoor dining, relaxing, and taking in Maui's sunsets. A washer and dryer are conveniently located within the residence, and central air conditioning provides added comfort. Offered furnished and move in ready, the residence presents an exceptional opportunity for a new owner to update and personalize the interiors while maximizing the value of its outstanding location, desirable floor plan, and ocean view setting. Wailea Elua offers direct access to Ulua Beach, two swimming pools, spas, a fitness pavilion, tennis court, gated entry, beautifully maintained grounds, and on-site security. Located just moments from championship golf courses, The Shops at Wailea, acclaimed restaurants, and the Wailea Beach Path, Unit 2010 is an exceptional opportunity to create your own island retreat in one of Maui's most sought after resort communities.

3600 Wailea Alanui Dr Unit 2010, Kihei

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

$588,000
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.

$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.

$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).

$999,000
2 Beds ⋅ 2 Baths ⋅ 410240 MLS ⋅ Fee Simple Tenure ⋅ Menehune Shores BLDG.
Welcome to Menehune Shores, one of Maui’s premier oceanfront complexes. This beautifully maintained 2-bedroom, 2-bath ground-floor condominium offers the perfect blend of comfort, convenience, and island living. Enjoy lovely ocean and mountain views from your private lanai with easy walk-out access to the lush tropical grounds and oceanfront amenities. Inside, you’ll find luxury vinyl plank flooring, a split A/C system for year-round comfort, and the convenience of an in-unit washer and dryer. The spacious floor plan creates a relaxing atmosphere. Hotel-zoned, this property allows short-term vacation rentals, making it an exceptional opportunity for both personal enjoyment and investment potential. Menehune Shores is renowned for its oceanfront pool, rooftop barbecue area with panoramic coastal views, beautifully landscaped grounds, and direct access to the shoreline. Just minutes from shopping, restaurants, and in close proximity to a variety of golf courses, this is your opportunity to own a slice of paradise in one of Kihei’s most sought-after oceanfront communities.

760 S Kihei Rd Unit 124, Kihei

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

$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.

$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. — 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..

$679,000
2 Beds ⋅ 2 Baths ⋅ 410026 MLS ⋅ Fee Simple Tenure ⋅ Nani Kai Hale BLDG.
WOW WHAT A GREAT OPPORTUNITY ... STEAL IT NOW! ** HOTEL ZONED, CHECK ** BEACH FRONT LOCATION, CHECK ** OCEAN VIEWS, CHECK ** 2BD/2BA, CHECK ** AIRBNB READY, CHECK ** and the list goes on! Aloha and E Komo Mai (Welcome) to Nani Kai Hale, translated in English to your "beautiful home by the sea". Step into this beautifully updated condo along the shores of Sugar Beach in Kihei, a wonderful stretch of approximately 5-miles of sandy coastline. Here you can live the active lifestyle you desire! Nani Kai Hale is a 6-story high rise boutique building with only 60 units, and an ocean front pool and grassy lawn area to enjoy days by the beach and capturing year-round sunsets in the evening. This desirable corner unit offers partial ocean and West Maui Mountain views and sold fully turnkey--just bring your toothbrushes and suitcases! Other property highlights include: 3-Split A/C systems to keep your unit cool all year long; custom lanai slider and windows replaces; tiled floors from entry to the lanai to give it a uniform look throughout; ceiling fans in living area and bedrooms; second bedroom with en suite bathroom and step-in shower; maple cabinetry and granite counter tops in kitchen and bathrooms; stack washer/dryer; no stairs from parking area to your unit for easy convenience and access; and more. If you have a sweet tooth, you're just a stroll away from two local favorites, Uilani Shave Ice and Sugar Beach Bakery (with its yummy malasadas!), along with ABC Store and local farmer's market are just right around the corner! Nani Kai Hale is approximately 15 minutes' drive to the OGG (Kahului Airport), Costco, and Central Maui's major shopping venues and services, Don't miss out on this exceptional value in Kihei, and make this your next primary, secondary or vacation rental investment property for the future! #OwnItNow

73 N Kihei Rd Unit 302, Kihei

Listing courtesy of Keller Williams Realty Maui-Ka.

$440,000
1 Beds ⋅ 1 Baths ⋅ 409978 MLS ⋅ Fee Simple Tenure ⋅ Waipuilani BLDG.
Beachfront, South Shore Beauty! A rare opportunity to purchase your dream, low maintenance condo in Paradise. This is the only 1/1 on market in this one of a kind boutique style complex with the Pacific Ocean right out your doorstep. This immaculate, spacious one bedroom, one bathroom, boasts top floor tranquility with open floor plan. Beautifully remodeled with modern upgrades. Private refreshing pool, complete with BBQ grills while you grill your fresh catch from the ocean and enjoy breathtaking sunsetsL every night! Gorgeous landscaping with lush grounds accompanied by aromatic plumeria trees. Beachfront with vast green space to whale watch during whale season, wind or kite surf from, paddle board, snorkel or enjoy the free pickleball and tennis courts close by. Located on the north end of Kihei which allows for optimal access to west side, town, airport and upcounty. A truly must see to appreciate. Call for your own private showing today!Buyer(s) and Buyer's agent to independently verify all information they deem material.

1002 S Kihei Rd Unit 304, Kihei

Listing courtesy of Holo Imua Properties, LLC.

$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.

$1,840,000
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).

$6,950,000
5 Beds ⋅ 6 Baths ⋅ 409921 MLS ⋅ Fee Simple Tenure
Sunlight and ocean breezes flow through 21 feet of bi-folding floor-to-ceiling glass doors, complemented by soaring 14-foot ceilings that blur the boundaries between home and horizon. Step into this South Maui beachfront estate, where elegant stone columns welcome you to a true masterpiece. The open-concept spaces unfold effortlessly, anchored by a chef's kitchen featuring custom white oak cabinetry with an interior finish that adds warmth and depth, quartzite countertops, tumbled Belgian limestone tile accents, hand-scraped French oak flooring, professional-grade appliances, and a generous breakfast bar— the perfect hub for shared meals, laughter, and connection. A floating staircase leads upstairs to the bedrooms, where the primary suite awaits as a serene sanctuary for the soul. It includes a spa-inspired soaking tub, dual vanities, a spacious walk-in closet, and a private ocean-view lanai ideal for morning reflections. Each additional guest suite has been thoughtfully designed to soothe the senses, with layouts and features that prioritize comfort, including ensuite bathrooms for ultimate privacy. Outside, your personal coastal retreat beckons. Lounge poolside in the saltwater pool, host gatherings under a canopy of stars, or savor a cocktail as the sky blazes with sunset hues. A detached guesthouse with a full bathroom and a two-car garage offer flexible additional space, while integrated smart home technology blends modern convenience into this tranquil, soul-nourishing haven. The adjacent lot is also for sale by the same seller. (MLS #409920, 892 S Kihei Rd) and can be purchased together.

860 S Kihei Rd, Kihei

Listing courtesy of Hawaii Life (W).

$1,995,000
409920 MLS ⋅ Fee Simple Tenure
Envision crafting your bespoke luxury retreat on this exquisite beachfront parcel along Maui's South Shore. Zoned A-2, it grants direct access to a pristine 23-acre beachfront conservation easement, blending exceptional development potential with the profound tranquility of unspoiled natural splendor. With county water and public sewer connections readily available, this site offers a blank canvas primed for your inspired vision. Ideal for savvy investors eyeing a premium opportunity or visionary builders poised to manifest a one-of-a-kind masterpiece, 892 S Kihei Road beckons you to claim a sophisticated coastal existence amid the eternal enchantment of Maui's shores. The neighboring property is also available, featuring a modern custom home that's fully move-in ready (MLS #409921, 860 S Kihei Rd).

892 S Kihei Rd, Kihei

Listing courtesy of Hawaii Life (W).

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

4640 & 4650 Makena Rd, Kihei

Listing courtesy of Hawaii Life (W).

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

2960 S Kihei Rd Rd Unit 215, Kihei

Listing courtesy of McEntire Realty.

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

2960 S Kihei Rd Rd Unit 215, Kihei

Listing courtesy of McEntire Realty.

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

2994 S Kihei Rd Unit 106, Kihei

Listing courtesy of Hawaii Life (W).

$12,400,000
5 Beds ⋅ 6 Baths ⋅ 409793 MLS ⋅ Fee Simple Tenure
In 2015, a family from Idaho built this home for one purpose: to bring everyone together on the ocean in Maui. A place where children and grandchildren could land, spread out, and stay awhile. A decade later, it is offered for the first time. Fee simple, sandy beachfront on the quiet end of Halama Street, built by Smith Builders Maui with materials chosen to outlast the people who chose them. Inside, the craftsmanship is deliberate and quiet. Douglas fir wainscoting, artisan wallpaper, Rocky Mountain hardware. Five ensuite bedrooms, so everyone has their own space and no one is underfoot. The primary suite claims the entire upper level: dual closets, a dedicated office, its own laundry, and an oversized covered lanai exclusive to the upper floor. Ocean views to the front, mountain and garden views beyond. Whoever owns this home can host the whole family and still have somewhere to breathe. The kitchen, dining, and living spaces open directly to the coast. Pool, lawn, palms, then sandy beach, then ocean. The Pacific is not a backdrop here. It is the reason for all of it. The 3-car garage includes an upstairs ohana, ready for an onsite caretaker or extended family overflow. Monier tile roof, Hardie siding, copper gutters: a home that locks, leaves, and waits without complaint. Quiet enough to feel removed. Close enough to Kihei’s dining and conveniences that proximity is never a question. This is what multigenerational ownership looks like on Maui.

1536 Halama St, Kihei

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

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

3300 Wailea Alanui Dr Unit 17A, Kihei

Listing courtesy of Hawaii Life (W).

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

145 N Kihei Rd Unit PH23, Kihei

Listing courtesy of Coldwell Banker Island Prop-Ku.

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

2936 S Kihei Rd Unit 209, Kihei

Listing courtesy of Maui Real Estate Advisors LLC.

$1,450,000
2 Beds ⋅ 2 Baths ⋅ 409623 MLS ⋅ Fee Simple Tenure ⋅ Hale Hui Kai BLDG.
Beach Front! Hidden along the renowned mile long white sandy beach of Keawakapu, Hale Hui Kai is a charming, low rise beachfront complex that captures the timeless feeling of Old Hawaii. Lush tropical landscaping and open air walkways welcome you into this well maintained oceanfront retreat, where the relaxed Maui lifestyle takes center stage. From the ground floor garden access to the pool and beach, making it effortless to enjoy swimming, paddleboarding, snorkeling, and relaxing by the water. Evenings are spent taking in Maui’s spectacular sunsets. Conveniently located near Wailea’s world class golf courses, shopping, dining, and resort amenities, the property also offers seasonal whale watching during the winter months right offshore. This two bedroom, two bath residence features a partial ocean view and is offered fully furnished, excluding the Sellers artwork and paintings. Interior features are granite counter tops, updated cabinetry, central AC, and an in unit washer and dryer, with an additional community laundry facility available onsite. Whether you are seeking the perfect Maui getaway, a beachfront primary or a second home, or a vacation rental, this is a rare opportunity to own a beachfront condominium on Maui. The $164,000 assessment for major renovations to the complex has been paid by the Seller in advance.

2994 S Kihei Rd Unit 301, Kihei

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

$245,000
1 Baths ⋅ 409592 MLS ⋅ Leasehold Tenure ⋅ Kealia BLDG.
Wake each morning to the sound of waves and the golden glow of Maui’s shoreline from this beautifully remodeled beachfront studio at Kealia Resort. Nestled along the expansive sands of Sugar Beach, where miles of beach invite long morning walks, sunset strolls, paddleboarding, and whale watching in season, this light-filled oceanfront retreat captures the essence of relaxed island living. Thoughtfully reimagined with stunning custom tile work and a built-in Murphy bed, the space blends beauty and functionality with a clean, open feel that allows the sparkling blue ocean to remain center stage. Gentle trade winds, swaying palms, and year-round sunsets create the kind of atmosphere that keeps visitors returning to Kealia again and again. Kealia Resort offers wonderful oceanfront amenities including a pool, BBQ area, elevator access, and assigned parking, creating ease and comfort for owners and guests alike. Perfectly positioned near the peaceful Kealia Ponds, this hotel-zoned property offers a unique connection to Maui’s natural beauty while remaining conveniently located near Maalaea, Kihei dining, shopping, and island adventures. Whether you’re seeking an oceanfront getaway, a cherished vacation rental, or your own slice of paradise, this exceptional condo embodies the spirit of aloha and barefoot beachfront living. This is a leasehold property.

191 N Kihei Rd Unit 209, Kihei

Listing courtesy of Hawaii Life (W).

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

940 S Kihei Rd Unit B314, Kihei

Listing courtesy of Century 21 Island Homes.

$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.

$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.