Kihei Real Estate | Kihei 4 Bedroom Properties for Sale

4 Beds ⋅ 3 Baths ⋅ 410769 MLS ⋅ Fee Simple Tenure

Sweeping ocean views, recent updates, and ultimate privacy define this custom hillside house and cottage tucked away on a quiet double cul de sac on desirable Kuaua Place in Maui Meadows. This unique property features a nicely refreshed 1,900 square foot main home designed for seamless indoor outdoor island living, alongside a separate detached 676 square foot cottage situated on low maintenance grounds. The main residence offers a flexible 4 bedroom, 3 bathroom layout with exposed beamed ceilings, an open and airy living area, and private lanais on both levels that invite year round sunsets and whale watching. Steps away, the charming 1 bedroom, 1 bath cottage has its own open beamed ceilings and private lanai, making it perfect for guests or rental income. Both dwellings feature split air conditioning. Additionally, the main home features an owned photovoltaic system. Located just minutes from Wailea’s world class beaches, resorts, shopping, and golf, this property offers the absolute best of South Maui living.

3375 Kuaua Pl, Kihei

Listing courtesy of Compass-W.

$1,199,000

4 Beds ⋅ 3 Baths ⋅ 410723 MLS ⋅ Fee Simple Tenure

Opportunity awaits at 296 Kenolio Road! Located in North Kihei just one block from the beach, this spacious 4-bedroom, 3-bath home offers ocean views, a flexible floor plan, and plenty of potential to make it your own. The upper-level features 2 bedrooms and 2 bathrooms along with the main living areas and a large lanai where you can relax and enjoy ocean views. The lower level offers additional flexible living space with a separate entrance, currently configured with 2 bedrooms and 1 bathroom, providing a variety of possibilities to suit your needs. A two-car garage offers additional parking and storage. Set on a large lot, the property features a spacious driveway, fruit trees, and a generous grassy yard with room to enjoy Maui’s outdoor lifestyle. The home is ready for updates, making it an excellent opportunity to unlock the property’s full potential. With the beach just a block away and conveniently located, this property combines space, location, ocean views, and potential—a combination that’s increasingly hard to find in South Maui.

296 Kenolio Rd, Kihei

Listing courtesy of Whalers Investment Group LLC.

$4,650,000

4 Beds ⋅ 3 Baths ⋅ 410691 MLS ⋅ Fee Simple Tenure

Experience classic plantation style charm blended with modern island living at this stunning oceanfront residence on Halama Street. Set on a gated and private .46 acre lot, this home captures the essence of Maui with refreshing ocean breezes, sweeping multi island views, and direct oceanfront access right outside your door. The main residence is sold fully furnished and designed for effortless comfort, while the detached ohana offers flexibility for guests, extended family, or an onsite caretaker. A sparkling in ground pool surrounded by lush island landscaping creates the perfect setting for relaxation and entertaining. From sunrise to sunset, enjoy the ultimate Maui lifestyle in a home that combines timeless character with tropical tranquility. Make 1656 Halama Street your personal Maui oasis. A new asphalt shingle roof is scheduled for completion in September 2026.

1656 Halama St, Kihei

Listing courtesy of Compass-W.

$2,600,000

4 Beds ⋅ 4 Baths ⋅ 410606 MLS ⋅ Fee Simple Tenure

PERCHED HIGH ON THIS ELEVATED LOT. It is rare that a house in Wailea has an asking price less than the county assessed value with remarkably low real property taxes of only $3,975.84 for 2026. There is no better value in Wailea Resort at $890.10 PSF for 2,921 SF. This house has been vacant for nearly three years so allow for mechanical things not working due to non use. All the appliances need to be serviced and may not need replacing. The 13,491 SF lot is one of the largest in this section of Kialoa. Stucco exterior and Monier tile roof. Large pool/Spa. Water in pool and the patio furniture is Ai generated. Pool equipment may just need the pumps and motors primed and lubricated, maintenance and service. The pool plaster may just need a high quality two-part epoxy Pool-paint. Eight(8) large rooms. Commercial chef grade kitchen all granite clad with Viking appliances, double gas burning stoves/ovens. trash compactor, food warmer, Bosch dishwasher. Real Travertine floors on the entire main level and staircase. The living room travertine was under a large Persian rug and never saw the light of day and is literally brand new so when you look at the rest of the flooring CSI will make it look brand new too. Two bedrooms on the main level are being used as storage. Two fully remodeled bathrooms also on main level. Spacious and bright living room, dining room and large kitchen with huge center island with service sink and butler's prep kitchen. One of the downstairs bedrooms serves as an office with French doors and has a full bathroom and closets. It is being used for storage The architecture is classic and bold. The lush foliage makes this residence very private. Upstairs has a huge family room with real hard wood maple floors, wet bar and spectacular ocean views from the balcony from the west Maui mountains, Lanai, Kaho'olawe, Molokini, all the way to Ulupalakua. There is a huge wall perfect for a 100" flat screen tv. There are two full bathrooms upstairs. Art deco ceilings. The owner did a major renovation in 2005 to the kitchen, three of the four bathrooms and added the Travertine floors. The primary bedroom is en suite with a large walk in Travertine shower. Back-to-back closets. The irrigation system and electrical recently upgraded. The avocado tree bears fruit. The garage has 830 SF with storage rooms and is packed solid with restaurant equipment and misc stuff. This is truly an indoor/outdoor house with three ingress/egress from the L.R, D.R and kitchen out to the pool deck and pool/spa. Solar hot water tank is around 3-4 years old. The trellis can easily be converted to a porte-co-chere. For all intents and purposes this house is move in condition. The carpeting in the two upstairs bedrooms needs to be replaced. All the storage contents in the three bedrooms, garage and outside will be removed prior to closing. House is being sold unfurnished AS IS. Seller requires Proof of Funds or bank approval letter prior to showings. RECENT HOUSES SOLD IN WAILEA KIALOA WITH SIMILAR SIZE 195 E. Ikea Kai next door with 2,851 SF SOLD for $4,000,000, 12/20.2024. 171 W. Ikea Kai with 3,117 SF SOLD for $3,725,000, 10/27/2023. 175 W. Ikea Moku with 3,105 SF SOLD for $3,550,000, 12/24.2025. 206 Heleuma Place with 3,169 SF SOLD for $3,300,000 , 01/07/2026. 194 E. Panana Place with 3,024 SF SOLD for $3,240,000. 11/28/2025. 194 E. Panana Place with 3,024 SF SOLD for $2,400,000. 11/14/2023. 3133 Kikihi St with 1,955 SF SOLD for $2,565,000 03/11/2026. The Central Pacific Bank Nov. 2024 appraisal for 221 E. Ike indicates 3,190 SF interior. "The handwriting is on the wall" for 221 E. Ikea Kai. "Don't hesitate!" The closest comparable houses in Wailea with 2,788 SF in Wailea Kai with no view and on the road asking $2,499,000. The only comps in Wailea Kialoa have 2,582 SF no views asking $2,848,000 and 162 W. Ikea Kai with 2,843 SF asking $3,150,000. 221 E. Ikea Kai is the deal of the decade.

221 E Ikea Kai Pl, Kihei

Listing courtesy of eXp Realty.

$1,300,000

4 Beds ⋅ 3 Baths ⋅ 410562 MLS ⋅ Fee Simple Tenure

Tucked away in a quiet residential setting within Piilani Village II this Kihei home is the real deal, and it's ready for its next family. You get 4 bedrooms and 3 full bathrooms, split across two levels. Downstairs has its own family room and kitchenette, so it works great for extended family and guests. The kitchen finishes consists of quartz counters and cherry wood cabinets that go all the way up to the ceiling. Real bamboo floors run through the living room and stairs. Bedrooms are freshly carpeted, and the whole inside was just painted. Now let's talk savings. This home has 30 solar panels installed back in 2017, and the lease is already paid off through 2036. Add in the Fujitsu split A/C system, and you're staying cool without a big power bill. Out back you'll find a covered Trex deck, perfect for grilling or just watching the sun go down. The yard is fenced, low maintenance, and lined with Ti leaf plants and Areca palms for that private, tropical feel. You're a short walk from Piilani Village, so Safeway, Starbucks, and your favorite Kihei spots are close by. The ocean is just a couple blocks away too. Call your favorite Realtor for a private showing today.

264 Kawailani Cir, Kihei

Listing courtesy of Keller Williams Realty Maui-Ki.

$9,195,000

4 Beds ⋅ 4 Baths ⋅ 410457 MLS ⋅ Fee Simple Tenure

Discover exceptional beachfront living at 1614 Halama Street. This stunning oceanfront residence offers unobstructed Pacific views, breathtaking sunsets, and direct access to the shoreline from your own backyard. Designed to embrace Maui's natural beauty, the open layout features abundant natural light, and seamless indoor-outdoor living. Enjoy unforgettable evenings from the expansive lanai or oceanfront infinity pool, with panoramic views, neighboring island vistas, and seasonal humpback whale sightings. A spacious primary suite, generous guest accommodations, and lush tropical landscaping create the perfect private retreat. A rare opportunity to own a premier beachfront property on one of South Maui's most coveted streets.

1614 Halama St, Kihei

Listing courtesy of Coldwell Banker Island Prop-Ku.

$3,150,000

4 Beds ⋅ 3 Baths ⋅ 410371 MLS ⋅ Fee Simple Tenure

Located at the end of a peaceful cul-de-sac and bordering a lush greenbelt, this exceptionally designed 4 bedroom, 2.5 bathroom home in the prestigious Wailea Kialoa community offers privacy and ocean, sunset, and neighbor island views. The split-level layout provides effortless living with the main level featuring a gourmet chef’s kitchen, a formal dining room, a spacious living area, a luxurious primary suite, a bedroom that serves well as a private office, a powder room, and an attached garage—all designed for comfort and style. The lower level is an entertainer’s dream, with a large den that includes a wet bar, under-counter fridge, wine fridge, and easy access to the pool deck, BBQ area, and a serene private backyard. Luxuriously appointed throughout, the home showcases crème Vienna limestone and burled eucalyptus flooring, rare green granite countertops, and custom cherry cabinetry, highlighting the attention to detail and quality craftsmanship. A laundry room and ample storage areas add to the convenience of this warm and inviting home. The garage is equipped to store your golf clubs, surfboards, and recreational gear, ensuring you are always ready for Maui’s outdoor adventures. Both a PV solar system and a solar water system are in place, thereby reducing the ecological footprint of the property, while the private backyard offers ample space for a garden, creating a perfect blend of luxury and sustainability.

162 W Ikea Kai Pl, Kihei

Listing courtesy of Hawaii Life (W).

$34,000,000

4 Beds ⋅ 6 Baths ⋅ 410368 MLS ⋅ Fee Simple Tenure

Discover a rare chance to create your legacy in Maluaka Estates, an intimate, private gated enclave of only 13 custom estates in the heart of Makena. Just moments from the golden sands of Maluaka Beach and adjacent to the world-class amenities of the Makena Golf & Beach Club, this exclusive homesite offers an unparalleled blend of luxury, privacy, and island living. More than a homesite, this is a thoughtfully curated pathway to your dream island residence. The property includes membership application rights to the club, opening the door to an extraordinary lifestyle defined by championship golf, ocean adventures, wellness experiences, and exceptional dining. Designed for ease and convenience, the property is part of a seller-organized construction program for a fully permitted, world-class luxury home. Architectural plans have already been submitted to Maui County for permit approval, allowing you to bypass years of planning and begin bringing your vision to life with confidence. Imagine mornings spent along Makena’s stunning coastline, afternoons enjoying club amenities, and evenings relaxing in a custom estate designed to embrace the beauty of island living. This is a unique opportunity to secure a place in one of South Maui’s most coveted communities and enjoy the very best of the Makena lifestyle. Disclaimer: The offering price of the lot & house package is $34,000,000. The lot sale will occur first under a separate purchase agreement. Following the successful closing of the lot, the buyer and builder are expected to enter into a separate construction agreement for the proposed residence. The home depicted in the listing is not currently under construction. All photographs, renderings, floor plans, elevations, and other visual materials are artist's conceptual renderings only and are provided solely to illustrate a potential home design. Final architectural plans, specifications, dimensions, materials, finishes, features, pricing, and other design elements are subject to change. A due diligence/design review period will be provided following the lot purchase to review the proposed home plans with the buyer. During this period, the buyer may request revisions to the design, specifications, and finishes, subject to applicable approvals, feasibility, and agreement between the parties, before construction begins. Construction will not commence until final plans, specifications, permits, budgets, and contractual terms have been approved and executed. Estimated construction timelines have not yet been finalized and will be determined after completion of the design process, permitting, and execution of the construction agreement. Any references to square footage, features, amenities, pricing, or completion dates are preliminary and subject to modification. Buyers should independently verify all information and are encouraged to consult with the seller, builder, architect, and their own advisors regarding all aspects of the proposed project. Listing information is deemed reliable but is not guaranteed. This is a Residential Condo (CPR) - This is a Residential Condo Property, and this unit approved for a main house.

18 Maluaka Pl Unit Unit 1, Kihei

Listing courtesy of Discovery Makena Realty LLC.

$12,500,000

4 Beds ⋅ 5 Baths ⋅ 407694 MLS ⋅ Fee Simple Tenure ⋅ Makena Beach Club & Residences BLDG.

Brand New Luxury Unit - Welcome to your new home, a spacious ground floor, 4-bedroom, 4.5-bathroom unit spanning 3,625 sq ft, nestled within Makena Beach Club and Residences. This unfurnished masterpiece offers a blank canvas for you to design your perfect living space. Step outside to your outdoor lanai, ideal for entertaining friends and family or simply enjoying the surroundings. Dive into relaxation in your private pool, surrounded by lush landscaping that enhances your outdoor oasis. Experience the luxury of wide living spaces that promote comfort and flow throughout the home. Enjoy captivating views of the future Beach Club and Spa, adding to the allure of your new lifestyle. Private club* amenities and the golf course are all within a short cart ride. The unit features a future assigned garage, a covered vehicle stall, and a dedicated parking and charging station for your golf cart, ensuring you have everything you need right at your fingertips. Don’t miss the opportunity to make this exquisite property your own. Your dream lifestyle awaits! Inquire separately about membership to Makena Golf and Beach Club.

5412 Makena Alanui Rd Unit 102/KV-3B, Kihei

Listing courtesy of Discovery Makena Realty LLC.

$1,998,000

4 Beds ⋅ 5 Baths ⋅ 410210 MLS ⋅ Fee Simple Tenure

Originally constructed as the neighborhood developer's custom home, this spacious & well-built residence was thoughtfully designed to offer a level of flexibility rarely found in Kihei. Its well-planned layout comfortably adapts to a wide range of living arrangements and changing needs. The home features a 4-bedroom main residence plus an attached 1-bedroom ohana (cottage) complete with its own full kitchen and bathroom. The main home offers two primary bedroom suites, including a versatile ground-floor suite with ensuite bath. This private suite offers the convenience of single-level living and features both a separate exterior entrance and an interior entrance. Upstairs, you'll find a second primary suite with ensuite bath featuring a relaxing jetted tub, 2 additional bedrooms, a spacious living area and den that opens to an outside lanai with stairs to the backyard. Built to accommodate a variety of lifestyles, this home offers a wide range of living possibilities: work from home, generate rental income from the attached ohana, host visitors in the private downstairs suite, or create comfortable living spaces for extended family. Whether you're looking for versatility, privacy, or income opportunities, this home is designed to meet your evolving needs. Step outside and experience your own tropical sanctuary where a spacious backyard invites you to relax, entertain, and create lasting memories. Enjoy the sparkling pool and spa, dine al fresco, BBQ, and gather with family and friends, surrounded by lush tropical landscaping and generous yard space. Additional features include abundant storage, ample parking, and an owned photovoltaic solar system to help reduce energy costs. Centrally located, you'll enjoy convenient access to beaches, shopping, dining, schools, and Central, South, and West Maui. More than just a home, this is a property designed to grow with your changing needs, offering comfort, multiple living arrangements, and the flexibility to adapt for years to come.

201 Ho'opili Akau St, Kihei

Listing courtesy of Maui Real Estate Advisors 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.

$1,190,000

4 Beds ⋅ 2 Baths ⋅ 410151 MLS ⋅ Fee Simple Tenure

Live the Kihei lifestyle you’ve been dreaming of. This upgraded single-level home sits on a quiet cul-de-sac just minutes from the shoreline. Centrally located in the heart of Kihei, --just minutes from beaches, shops, and restaurants. The home features 4 bedrooms, 2 bathrooms, and a spacious bonus 300 sq. ft. flex space/family room with its own private entrance, ideal for extended living. The open-concept layout showcases vaulted ceilings and a generous kitchen that flows seamlessly into the dining and living areas. Recent improvements include a fully remodeled kitchen and bathrooms, updated flooring, a new split A/C system in the main living area, and all-new appliances, including an internet-linked refrigerator. The property offers a fully fenced spacious backyard, mature banana and nectarine trees, ample storage, and a 528 sq. ft. two-car garage with plenty of storage space for your beach lifestyle. The primary suite also features its own new split A/C system and a walk-in shower. Convenience is unmatched—close to Kalama Park, central Kihei amenities, and only about 20 minutes to the Airport. Move-in ready and full of potential, this South Kihei home is a must-see. South Kihei living at its best—no HOA and endless sunshine. Kihei is one of the sunniest places on Maui, known for its welcoming local community—families, long-time residents, summer waves at Cove Park, and neighbors who actually know each other. Easy to see. Call your favorite Realtor today to schedule a showing.

82 Alena Pl, Kihei

Listing courtesy of Hawaii Life (W).

$2,350,000

4 Beds ⋅ 3 Baths ⋅ 410122 MLS ⋅ Fee Simple Tenure

Welcome to 3236 Pikai Way, an exceptional single-level residence nestled within the exclusive gated enclave of Wailea Kai, just across the street from the golden sands of world-famous Keawakapu Beach. Situated on a quiet private cul-de-sac in Little Wailea Kai, this beautifully maintained 4-bedroom, 3-bath home offers the perfect blend of luxury, privacy, and effortless island living. Designed with an open-concept floor plan, the home features soaring vaulted ceilings, abundant natural light, and seamless indoor-outdoor living. Expansive sliding glass doors open to your own tropical retreat, where a resort-style in-ground pool is surrounded by lush, mature landscaping—creating a private oasis ideal for relaxing or entertaining family and friends year-round. The spacious kitchen is thoughtfully designed for gathering and entertaining, complete with a large center island, granite countertops, newer appliances, generous walk-in pantry, and an adjacent private laundry room. Split air conditioning throughout the home provides year-round comfort while maintaining the home's bright and airy island ambiance. Wailea Kai is one of South Maui's most sought-after gated communities, prized for its peaceful setting and unmatched convenience. From your front door, enjoy an easy stroll to Keawakapu Beach, consistently ranked among Maui's finest white sand beaches. Just minutes away are Wailea's celebrated championship golf courses, luxury resorts, award-winning restaurants, tennis facilities, scenic oceanfront walking paths, and the upscale boutiques and dining at The Shops at Wailea. Whether you're searching for a primary residence, second home, or luxury island retreat, 3236 Pikai Way presents a rare opportunity to own in one of Wailea's most desirable neighborhoods, where timeless island elegance meets the very best of the Maui lifestyle. Seller discloses to all parties he is a licensed Hawaii real estate broker, owns Kokua Realty, LLC and is a principal in this sale.

3236 Pikai Way, Kihei

Listing courtesy of Kokua Realty LLC.

$2,100,000

4 Beds ⋅ 4 Baths ⋅ 410011 MLS ⋅ Fee Simple Tenure

Welcome to one of the most desirable homes in Moana Estates, featuring the largest single-level floor plan in the neighborhood. This meticulously maintained 4-bedroom, 3.5-bath residence offers exceptional comfort, thoughtful upgrades, and timeless island-inspired style. Beautifully furnished and professionally designed, the home exudes a relaxed beach cottage ambiance with inviting, light-filled living spaces. New quartz countertops, engineered wood flooring throughout the main living areas, tile bathrooms, and custom white wood shutters create a refined yet casual coastal aesthetic. The spacious floor plan seamlessly connects indoor and outdoor living, opening to a private backyard oasis complete with a swimming pool, outdoor shower, fully fenced grounds, and a substantial rock privacy wall. Manicured landscaping and outstanding curb appeal enhance the home's welcoming presence. Additional features include a two-car garage, 24 photovoltaic panels with net metering for energy efficiency, and furnishings that make this home truly move-in ready. Every detail has been carefully maintained, creating a residence that is as functional as it is beautiful.

147 Moana Ave Unit Unit 39, Kihei

Listing courtesy of Coldwell Banker Island Prop-Ku.

$3,785,000

4 Beds ⋅ 4 Baths ⋅ 409908 MLS ⋅ Fee Simple Tenure

Nestled within the prestigious Wailea Pualani community, 390 Pualoa Nani Place offers the essence of luxury island living with privacy, elegance, and the relaxed sophistication that defines Wailea. Surrounded by lush tropical landscaping and swaying palms, this beautifully designed residence welcomes you with a grand driveway entrance and exceptional curb appeal. Inside, the home blends comfort and functionality with spacious living areas, abundant natural light, and quality finishes throughout. The residence showcases magnificent views of the West Maui Mountains along with beautiful glimpses of the Pacific Ocean, creating a peaceful backdrop from multiple areas of the home. Recently enhanced with brand-new quartz countertops as well as upgraded flooring, the property reflects quality craftsmanship and modern island elegance. The expansive laundry and utility room provides generous storage and workspace, while the thoughtfully designed floor plan creates seamless indoor-outdoor living ideal for entertaining or peaceful everyday enjoyment. Adding to the uniqueness of this exceptional offering is a magnificent curated art collection that complements the home's sophisticated ambiance and tropical luxury setting. (Please see attached document with photos of the art pieces included in the sale.) This is also an extraordinary opportunity to own a home with exceptional energy independence and efficiency. The property is equipped with an impressive owned photovoltaic system featuring approximately 69 solar panels along with three Tesla Powerwall batteries, providing substantial renewable energy production, backup power capability, and long-term utility savings. This remarkable solar investment enhances both the value and sustainability of the property while supporting the Maui lifestyle with modern energy resilience. From the aerial perspective, the home's positioning captures privacy and tranquility with neighboring greenery and open space, creating a serene tropical environment. Located moments from world-class beaches, championship golf courses, luxury resorts, fine dining, and upscale shopping in Wailea, this exceptional residence offers the perfect blend of comfort, convenience, luxury, sustainability, and the coveted Wailea lifestyle.

390 Pualoa Nani Pl, Kihei

Listing courtesy of Engel & Volkers Maui.

$5,000,000

4 Beds ⋅ 4 Baths ⋅ 409679 MLS ⋅ Fee Simple Tenure

Welcome to the Resort in Maui Meadows — an extraordinary private estate where jaw-dropping panoramic ocean views, unforgettable sunsets, and elevated island living converge in one of South Maui’s most coveted neighborhoods. Perfectly positioned above the coastline, this exceptional residence captures sweeping vistas stretching across the Pacific Ocean to the neighboring islands, creating a breathtaking backdrop from nearly every room. By day, enjoy sparkling turquoise waters and endless horizon views; by evening, experience Maui’s legendary sunsets illuminating the sky in spectacular color. Designed to live like a private luxury resort, the property is an entertainer’s dream. Expansive indoor-outdoor living spaces flow seamlessly onto oversized lanais and gathering areas curated for unforgettable sunset dinners, cocktail parties, celebrations, and relaxed evenings beneath the stars. The open-concept design invites effortless hosting while maximizing the stunning ocean vistas and cooling island trade winds throughout the home. The chef’s kitchen anchors the residence with premium appliances, generous prep and serving areas, and elegant finishes designed for both intimate dining and large-scale entertaining. Spacious guest accommodations provide comfort and privacy for family and friends, while the primary suite offers a tranquil retreat with spa-inspired luxury and mesmerizing ocean views. Surrounded by lush tropical landscaping and an atmosphere of complete serenity, the Resort in Maui Meadows delivers a rare sense of escape while remaining just moments from Wailea’s world-class beaches, golf courses, fine dining, and luxury resorts. This is more than a home — it is a destination, a retreat, and a lifestyle defined by breathtaking beauty, privacy, and unforgettable entertaining in the heart of South Maui.

557 Kupulau Dr, Kihei

Listing courtesy of Keller Williams Realty Maui-Ki.

$1,899,000

4 Beds ⋅ 3 Baths ⋅ 409548 MLS ⋅ Fee Simple Tenure

Welcome to this beautifully maintained single-level home in the desirable Ke Ali'i Kai subdivision, ideally located in the heart of Kihei. Enjoy the convenience of being just minutes from stunning beaches, shopping, dining, and all that nearby Wailea has to offer. This 4-bedroom, 2.5-bath residence invites you in with lush tropical landscaping that provides exceptional privacy in both the front and back yards. Inside, the open floor plan is enhanced by vaulted ceilings, creating a bright and airy living space perfect for both everyday living and entertaining. The spacious primary suite offers privacy and ample storage, featuring a walk-in closet and ensuite bath with direct access to the lanai. One of the bedrooms is ideally suited for a home office or den, while two additional bedrooms, a full bath, powder room for guests, and a dedicated laundry room offer flexibility and comfortable living. Recent upgrades include a photovoltaic (PV) system with a Tesla battery backup, along with a new refrigerator, dishwasher, and washing machine. Attic fans have also been added to help maintain a comfortable indoor temperature year-round. Step outside to your private backyard oasis, where tropical landscaping and a tranquil water feature create a serene, Zen-like setting—perfect for morning coffee or evening meals. Being sold furnished and thoughtfully cared for, this home is ideal as a full-time residence or part-time island retreat. A must-see opportunity in one of South Maui’s most sought-after neighborhoods.

211 Kuli Puu St, Kihei

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

$2,595,000

4 Beds ⋅ 4 Baths ⋅ 409490 MLS ⋅ Fee Simple Tenure

Also listed as Condo MLS# 409467. In the best location in Kanani Wailea, adjacent to expansive open space and unobstructed ocean views, this exceptional single-level residence offers the community’s most desirable floor plan. Located in an exclusive gated enclave of just 38 detached residential condominiums, this beautifully appointed 4-bedroom, 4-bath home blends luxury, privacy, and effortless island living. The 2,129 sq. ft. interior features an open-concept design filled with natural light and quality finishes like Hunter Douglas interior blinds and remote exterior blinds. The recently remodeled kitchen features top-of-the-line appliances like Wolf and Sub-Zero. Modern upgrades include the latest Wi-Fi system, a multi-zone Sonos sound system throughout, and a security system for added convenience and peace of mind. Two true primary suites offer spacious walk-in closets and large double-vanity baths, each remodeled with Toto Washlets. A third bedroom is located in the main living area with a full bath just across the hall, while the fourth bedroom and bath are privately situated off the courtyard—ideal for guests or extended family. Offered fully furnished and turn-key, the home includes a complete inventory of housewares and essentials, making it ready for immediate enjoyment or effortless second-home ownership. Lovely ocean views with dreamy sunsets from your large, private lanai, and the ease of lock-and-leave ownership make this home especially appealing. Association-maintained landscaping enhances the carefree lifestyle. Kanani Wailea amenities include a heated infinity-edge pool, spa, fitness room, and cabana with full kitchen. Just minutes from Wailea’s world-class beaches, golf, dining, and shopping, this is a rare opportunity to own in one of South Maui’s most coveted communities.

100 Poailani Pl Unit 29, Kihei

Listing courtesy of McEntire Realty.

$2,595,000

4 Beds ⋅ 4 Baths ⋅ 409467 MLS ⋅ Fee Simple Tenure ⋅ Kanani Wailea BLDG.

Also listed as Residential MLS# 409490. In the best location in Kanani Wailea, adjacent to expansive open space and unobstructed ocean views, this exceptional single-level residence offers the community’s most desirable floor plan. Located in an exclusive gated enclave of just 38 detached residential condominiums, this beautifully appointed 4-bedroom, 4-bath home blends luxury, privacy, and effortless island living. The 2,129 sq. ft. interior features an open-concept design filled with natural light and quality finishes like Hunter Douglas interior blinds and remote exterior blinds. The recently remodeled kitchen features top-of-the-line appliances like Wolf and Sub-Zero. Modern upgrades include the latest Wi-Fi system, a multi-zone Sonos sound system throughout, and a security system for added convenience and peace of mind. Two true primary suites offer spacious walk-in closets and large double-vanity baths, each remodeled with Toto Washlets. A third bedroom is located in the main living area with a full bath just across the hall, while the fourth bedroom and bath are privately situated off the courtyard—ideal for guests or extended family. Offered fully furnished and turn-key, the home includes a complete inventory of housewares and essentials, making it ready for immediate enjoyment or effortless second-home ownership. Lovely ocean views with dreamy sunsets from your large, private lanai, and the ease of lock-and-leave ownership make this home especially appealing. Association-maintained landscaping enhances the carefree lifestyle. Kanani Wailea amenities include a heated infinity-edge pool, spa, fitness room, and cabana with full kitchen. Just minutes from Wailea’s world-class beaches, golf, dining, and shopping, this is a rare opportunity to own in one of South Maui’s most coveted communities.

100 Poailani Pl Unit 29, Kihei

Listing courtesy of McEntire Realty.

$1,995,000

4 Beds ⋅ 3 Baths ⋅ 409303 MLS ⋅ Fee Simple Tenure

OVERVIEW: Within the sought-after and well-managed Honu Alahele neighborhood in South Maui, known for its maintained setting and residential feel, and just a short distance from miles of pristine sandy beaches, 34 Honuea Street stands apart as one of the only newer-construction homes available for sale. Completed in 2023 and paired with a fully detached cottage, remodeled in 2021, the property offers a level of flexibility that is increasingly hard to find, including 3,340 total square feet under roof and $612 price per square foot. MAIN RESIDENCE (4BR / 2.5BA) COMPLETED 2023: The main residence reflects a clean, modern aesthetic grounded in simplicity and thoughtful design. Natural light and generous ceiling heights create a sense of volume throughout, while the open-concept layout allows the home to flow easily from one space to the next. At the center, a spacious kitchen anchors daily living, featuring an oversized island with counter seating, granite countertops, and a full appliance suite. The kitchen connects seamlessly to the dining and living areas, with sliding door opening to a private lanai and fenced yard, creating an easy indoor-outdoor rhythm that suits life in South Maui.Upstairs, the primary suite offers a quiet retreat with its own balcony, a spacious ensuite bath, and a well-designed walk-in closet with built-ins. A flexible, great room provides additional space for work, relaxation, or gathering, complemented by three additional bedrooms, a full bath, and a dedicated laundry room. Dual-zone air conditioning with Carrier central and Mitsubishi split systems supports efficient, comfortable living and there is also a water filtering system throughout the home. DETACHED COTTAGE (1BR / 1BA) REMODELED 2021: Set apart from the main residence, the detached one-bedroom cottage offers a fully self-contained living space with its own gated driveway, carport, private lanai, and kitchen. It provides a level of independence that works well for extended family, long-term guests, or long-term rental income. ENERGY EFFICIENCY: Energy efficiency is one of the property’s strongest advantages, with an electric bill that approaches zero. The main residence is supported by 22 photovoltaic solar panels, Enphase microinverters, dual Tesla Powerwall backup units and two EV charging stations. Together, these systems generate and store power, helping reduce monthly utility costs while providing added reliability. The detached cottage also includes its own photovoltaic solar system, extending the energy-conscious design across both structures. THE LOCATION: Located just minutes from Great Schools, near 5-mile Sugar Beach, the Kihei Farmers Market, and the Kihei Canoe Club, with convenient access to dining, daily essentials, and Central Maui, the setting offers both accessibility and a strong sense of neighborhood. SUMMARY: A Newer Home, a fully Detached Cottage, and a layout designed for how people actually live. 34 Honuea Street presents a rare opportunity in today’s Kihei market.

34 Honuea St, Kihei

Listing courtesy of Maui Real Estate Advisors LLC.

$1,499,000

4 Beds ⋅ 2 Baths ⋅ 409072 MLS ⋅ Fee Simple Tenure

Gorgeous home with a legal attached ohana located on a quiet cul-de-sac just up the hill from Kamaole Beach Park III and Keawakapu Beach. This distinctive property, constructed with beautiful cedar siding on a solid slab foundation, features a 4-bedroom, 2-bath main home on the upper level with open beam vaulted ceilings, dual system air conditioning, and a fully remodeled kitchen. The home also includes an updated laundry room with a solar-powered 120-gallon water heater, a serene backyard patio with a hot tub, and a front-facing lanai with partial ocean and Molokini views. The lush backyard, framed by majestic fan palms and new landscaping, is enclosed by a 6-foot vinyl privacy fence with a remote-controlled gate for easy access. A spiral staircase leads to an impressive rooftop deck offering breathtaking 360-degree views. The street-level ohana is a 1-bedroom, 1-bath unit with its own private entrance, secluded landscaped patio, modern kitchen with dishwasher and full-sized refrigerator, ensuite washer/dryer, new ceramic tile flooring, and dual mini-split A/C system. The property offers a total of 5 bedrooms and 3 bathrooms. There are two separate owned photovoltaic systems. The main house has 24 PV panels and 10 PV panels for the attached ohana unit. The covered drive supports 6 parking spaces and equipped w/ a 220v EV outlet. This property combines comfort, efficiency, and island charm in one exceptional offering.

301 Ohina Pl, Kihei

Listing courtesy of Redfin Corporation.

$18,900,000

4 Beds ⋅ 5 Baths ⋅ 409020 MLS ⋅ Fee Simple Tenure

Experience the best of South Maui living in this exclusive Makena Sunset residence, ideally located directly across from Maluaka Beach, Makena, Maui. Enter through a private gated entry to one of only four homes in this intimate and highly sought-after neighborhood. Enjoy the ultimate island lifestyle with the beach just steps away for snorkeling, swimming, and sunsets. This spacious home features 4 bedrooms and 4 full and 2 half baths, designed for comfortable indoor-outdoor living. The large open kitchen flows seamlessly into the main living area, perfect for entertaining family and friends. Outside, a private pool and spa create a relaxing retreat surrounded by the beauty and tranquility of Makena. Rarely available and exceptionally located, this property offers privacy, exclusivity, and effortless access to one of Maui’s most beloved beaches. This offering affords the new owner to apply for membership to Makena Golf and Beach Club. This offering is a standalone home within Makena Sunset, a Residential Condominium.

5417 Makena Rd Unit 2, Kihei

Listing courtesy of Discovery Makena Realty LLC.

$1,800,000

4 Beds ⋅ 3 Baths ⋅ 408930 MLS ⋅ Fee Simple Tenure

Pacific Terrace in South Kihei is one of the most charming neighborhoods on the island, perfectly located, just a short distance to the beach and great restaurants. This four-bedroom 3 bath home a newly renovated kitchen, new roof, and solar panels. Open floor plan, a large primary suite with a big walk-in closet, 3 large lanais, and the outside has recently been entirely painted. Enjoy a quaint little ocean view from the lanai. There is a beautifully landscaped backyard complete with fruit trees. If you’re looking for the perfect home or your little slice of paradise, this may be the perfect fit.

2597 Moolio Pl, Kihei

Listing courtesy of Hawaii Life (W).

$24,500,000

4 Beds ⋅ 6 Baths ⋅ 408751 MLS ⋅ Fee Simple Tenure

One-of-a-Kind Keawakapu Beachfront Estate in one of Maui’s most coveted oceanfront settings, offering an extraordinary blend of irreplaceable beach proximity, modern structural integrity, and timeless refined island design. The residence was completely rebuilt from the foundation up, completed in 2013—retaining only the original pool and foundation to preserve its rare, grandfathered beachfront setback. The result is a fully reimagined wood-framed home enhanced with structural steel beams, allowing for expansive open spans and a modern layout. The estate includes a spacious main residence, separate guest home, and three-car garage, creating a private compound ideal for multigenerational living or luxury hosting. Designed for unforgettable gatherings, multiple indoor and outdoor living spaces flow effortlessly to a spectacular resort-style pool with slide, hot tub, waterfalls, and dramatic rock grotto. A distinctive basement level serves as the ultimate retreat, featuring a game room with custom Koa wood bar, in-home gym, craft room, and additional guest suite with full bath. Lush tropical landscaping, sauna, and multiple outdoor showers enhance the resort-caliber experience. The chef’s kitchen and dining area showcases Sepalle wood detailing and striking Labradorite granite countertops, blending warmth with sophistication. The primary suite is a sanctuary, complete with a spa-inspired bath featuring a floating tub, private sundeck, and panoramic Haleakala views. Throughout the property, incredible details and textures create a custom, curated feel. Meticulously rebuilt in 2013 to combine modern structural capability with an irreplaceable oceanfront location, this legacy beachfront estate represents a rare and irreplaceable offering on Maui.

3060 S Kihei Rd, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

$6,950,000

4 Beds ⋅ 6 Baths ⋅ 408558 MLS ⋅ Fee Simple Tenure

This exclusive opportunity is uniquely situated on a lot like no other, overlooking the 11th green of the Wailea Blue Course and positioned near the Four Seasons and Hotel Wailea. Set within a premier gated community, the home enjoys exceptional space and privacy, bordered on three sides by open areas, the golf course, and two greenway lots with a down-sloping parcel that opens first-floor views to island vistas. The light-filled interior draws you toward a very private resort-style pool and spa, protected from excess sun and wind. Indoor and outdoor staircases lead to the upper level, where a stunning 360-degree panoramic view unfolds across Lana?i, the West Maui Mountains, open fairways, Haleakala, Kaho'olawe, and Molokini. Seamless indoor-outdoor living connects both levels of the home, with every room opening to its own lanai, terrace, patio, or lawn, including common areas and guest baths. The property also offers flexibility to expand by approximately 500 square feet on each level. The formal living room features a wood-burning fireplace, white painted tongue-and-groove vaulted ceilings, and French doors opening to a covered island-view porch. The kitchen and family room flow to a 35-foot lanai ideal for daily living, sunset views, seasonal whale watching, and twice-yearly resort fireworks. A Haleakala-facing terrace offers peaceful daytime views and nighttime stargazing, while a wet bar off the pool deck supports relaxed outdoor entertaining. Four en-suite bedrooms provide private retreats with outdoor access, including a primary suite with a five-fixture bath and exceptional views. A southern orchard leads to an outdoor laundry entry, and the two-car garage includes ample storage. This is a home that is difficult to leave, wrapping you in the warmth of every aloha memory.

3977 Wailea Ekolu Pl, Kihei

Listing courtesy of Hawaii Life (W).

$3,870,000

4 Beds ⋅ 5 Baths ⋅ 408523 MLS ⋅ Fee Simple Tenure

The newly completed Wailea estate blends contemporary design with Maui’s natural beauty. Ocean-view living with seamless indoor-outdoor flow, abundant natural light, and locally inspired textures. Open-concept great room features panoramic ocean views, floor-to-ceiling glass, hardwood floors, and natural stone. Chef’s kitchen with waterfall stone island, premium appliances, and custom cabinetry. Luxurious bedroom suites offer spa-style baths, private lanais, and ocean or garden views. Resort-style outdoor living includes a lap pool, spa, Baja shelf, and tropical landscaping. Sustainable features include solar, smart home automation, and energy-efficient systems. Prime Wailea location near world-class beaches, golf, dining, and luxury resorts. One of the listing agents is the seller.

3378 E Lani Ikena Way, Kihei

Listing courtesy of Coldwell Banker Island Prop-Ku.

$2,180,000

4 Beds ⋅ 3 Baths ⋅ 408295 MLS ⋅ Fee Simple Tenure

Up to 3 units total. 3 Bed 2 Bath Main Dwelling + Attached Studio Ohana + 1 Bed 1 Bath Unattached Cottage Ohana with lanais on both buildings. Maui Meadows is renowned for its awe-inspiring ocean views. Prominently situated with a single level on the hillside, you'll discover within this contemporary elegant home, a spacious living-room kitchen area that seamlessly extends to the highlight of the property, an expansive covered lanai with breathtaking views of the ocean and outer islands. Watch the boats race to Molokini in the morning, or view the whales breach while grilling dinner with family and friends. This remarkable half acre property just underwent a complete transformation. Beautifully reimagined and thoughtfully finished, the Main Dwelling provides a large chef’s kitchen with high open beam ceilings, new floors, Quartz countertops, and stainless steel farmhouse sink, perfect for gatherings. From the living-room hallway, you will pass 2 Bedrooms and 1 Bath on your way to the Primary Suite, with large en-suite bath, which provides a perfect space for modern luxury living, complete with a 4 zone mini split AC system for your comfort. For added convenience, this contemporary residence is divided into three distinct living spaces. The Attached Studio Ohana is connected to the main dwelling through a solar service and storage closet, which can be used flexibly as a fourth bedroom with en-suite bath, or as a convenient grandmother's quarter's for rental income. Additionally, the Detached 1-bedroom, 1-bathroom Cottage Ohana with a covered lanai can provide steady rental income to help with island expenses or serve as extra living area for family, with ample locked indoor storage underneath. With 3 freshly updated units, this modern half acre is a great candidate for a future CPR subdivision, a process in which the detached cottage ohana and main dwelling could be sold separately, while a third unit could be possibly designated and another permitted detached ohana dwelling built. With such a large property, the possibilities stack up quickly. Come experience the luxury of island living in this contemporary versatile residence, nestled high in one of South Maui’s most desirable neighborhoods. All this just minutes from the beach, Wailea’s world-class restaurants, golf courses, and everything that South Maui has to provide. Contact your favorite Realtor today to schedule a showing! Digital staging used in some of MLS photos.

614 Kupulau Pl, Kihei

Listing courtesy of Bello Realty Inc.

$9,495,000

4 Beds ⋅ 5 Baths ⋅ 408267 MLS ⋅ Fee Simple Tenure

NEXT LEVEL LUXURY . . . The Crown Jewel of Wailea Golf Estates II . . . The most exciting new luxury release to hit the market. A brand new single-level oceanview smart home that truly makes you say WOW. A 2026 Wailea Cohen Development Group design- Never Occupied - Wailea’s larger .54 Acre landscaped homesite - 23,461 sf level land - Clean architectural lines- Bright & sophisticated - Contemporary architecture- Refined natural materials- 4891sf under roof- Oversized 2-car garage- 52 owned PV solar panels- 4 Tesla backup batteries - EV charger- Wailea Golf Estates II is a 6.97 acre CPR gated subdivision- Seamless indoor-outdoor living- 9’6” pocketed sliding glass doors - Pre-wired for automated shades - Spacious open great room- 15 ft vaulted imperial plaster great room ceiling & walls - Recessed 2” square LED lighting - Elevated design wall & ceiling light fixtures- European white oak herringbone flooring- 8' redefined interior doors & hardware- Fully lit wall shelving- Mollteni & C gourmet Italian designed kitchen - Sunrise Oak cabinetry- Miele Premium Appliances- Push open Miele refrigerator- Wine refrigerator - Breccia Capraia marble countertops- Kallista Juxtapose Faucet- Additional Butler’s kitchen- Primary suite showcases a spa-inspired bath with floor-to-ceiling Calacatta Viola quartzite & freestanding soaking tub - Refined brass

184 Lolowaa Pl, Kihei

Listing courtesy of Compass-W.

$4,950,000

4 Beds ⋅ 2 Baths ⋅ 408089 MLS ⋅ Fee Simple Tenure

Rare opportunity to own one or two contiguous beachfront homes on one of South Maui's favorite beaches. Consolidation of the lots located at 1606 and 1598 Halama Street would create an estate site of over 32,000 square feet. The property is being sold for land value only. The main home and ohana are currently rented to long term tenants. The structures are being sold in "As Is" Condition.

1606 Halama St, Kihei

Listing courtesy of Coldwell Banker Island Prop-KP.

$13,495,000

4 Beds ⋅ 6 Baths ⋅ 407692 MLS ⋅ Fee Simple Tenure ⋅ Wailea Point I Ii Iii BLDG.

A 'WORK OF ART’. A 'LEGACY PROPERTY'. An ‘Equity Location’. A luxurious marriage of two Wailea Point oceanfront units at Maui's finest Condominium Project! When a lifelong collector with her heart in The Arts collaborates with a world-class interior designer, & engages Maui's most accomplished condominium contractor, the result is this ENVIRONMENT PAR-EXCELLENCE! Upon entering, it's like being on the bow of the ship; the infinite blue Pacific fills one's heart! Two 18-foot wide bay windows afford PANORAMIC OCEAN, OUTER ISLAND, WEST MAUI and SUNSET VIEWS! Venetian-plastered surfaces soar floor-to-ceiling. An identifiable harmony exists amongst the exquisite designer materials. How does nature effortlessly generate the sensuous patterns in the golden-hued eucalyptus wood-clad beams & book-matched cabinetry? Absolute black granite counters complement the tiger-eye, black, & silvered-glass tile backsplash. One's culinary creativity is inspired by the Viking, SubZero, & Fisher-Paykel appliances. Buttery-soft white-bronze vessel sinks, beveled edge floor-to-ceiling specimen granite, & translucent windows embedded with natural elements exude elegance. The primary bedroom suite is oceanfront, & the two additional guest suites with spacious en-suite spa baths are equally luxurious. The staircase, an architectural gem rendered in exotic woods & matte stainless steel, leads to a grand mezzanine; one side, an executive office/den & the other, a family media area with a custom-designed wine cabinet. The main level den/bedroom 4 has a full bath & closet. The two upper-level loft areas both offer sleeper sofas, full bathrooms, & closet areas, thus, they can serve as sleeping areas 5 & 6. WAILEA POINT'S LUSHLY LANDSCAPED 28 ACRES are a GATED OASIS bordered by two of Maui’s finest beaches, & the Four Seasons & Fairmont Kea Lani Resorts. WORLD-CLASS GOLF, TENNIS, FINE DINING, SHOPPING, SPAS, & ART GALLERIES are NEARBY. On-site, TWO POOL/SPA PAVILIONS host Wailea Point community gatherings & are available for owners' private use.

4000 Wailea Alanui Dr Unit 1202/1204, Kihei

Listing courtesy of Maui Real Estate Advisors LLC.

$1,750,000

4 Beds ⋅ 3 Baths ⋅ 407427 MLS ⋅ Fee Simple Tenure

Motivated Seller — Unbeatable Wailea Value Steps from Keawakapu Beach! The seller is highly motivated, presenting an extraordinary opportunity to secure a beautifully upgraded residence in Wailea Kai, one of South Maui’s most desirable gated communities. This is your chance to capture timeless island luxury with unmatched value in today's market. Designed for effortless comfort, this inviting two-level home perfectly blends a smart, functional layout with modern updates. True single-level living defines the main floor, which hosts the primary bedroom suite, a beautifully renovated kitchen, an airy great room, expansive Ipe decks, a private spa/hot tub, and the garage. Living without daily stairs makes this setup incredibly convenient, while the lower level features three additional bedrooms, offering excellent privacy and flexibility for family or guests. Inside, the open layout shines with soaring vaulted ceilings that flood the living spaces with natural light. The chef's kitchen features granite countertops, high-end appliances, and modern fixtures, while rich bamboo flooring and upgraded lighting add warmth and sophistication throughout. Sliding glass doors seamlessly connect the indoor spaces to a lush, private garden retreat, creating an ideal setting for al fresco dining and tropical relaxation. Located just a short walk to world-famous Keawakapu Beach, this property perfectly balances neighborhood tranquility with ultimate coastal convenience. Residents enjoy secure gated entry and immediate proximity to Wailea’s renowned championship golf courses, five-star resorts, and premier dining and shopping. Whether you’re seeking a full-time residence, a vacation retreat, or a sharp investment, the seller’s motivation makes 53 Waikai the ultimate Wailea opportunity. Act fast and bring your offer today!

53 Waikai St, Kihei

Listing courtesy of Compass-W.

$1,200,000

4 Beds ⋅ 4 Baths ⋅ 407417 MLS ⋅ Fee Simple Tenure

OFFERED BELOW APPRAISED VALUE. Welcome to 206 Oluea Circle, a stunning plantation-style residence in the highly sought-after Kamali‘i Alayna neighborhood of Kihei. This beautifully maintained home perfectly balances spaciousness, elegance, and island comfort offering a luxurious retreat just moments from Maui’s golden sand beaches. Step inside to discover a bright and airy living space with soaring cathedral ceilings that fill the home with natural light. The open-concept layout flows seamlessly from the living area to the kitchen and formal dining room, creating the ideal setting for relaxing, entertaining, and everyday island living. This exceptional home offers two primary bedroom options, one on each level, providing flexibility and comfort for family or guests. The downstairs primary suite opens to a peaceful lanai, perfect for quiet mornings outdoors and features a spa-inspired ensuite with dual vanities, a soaking tub, and a separate shower. Upstairs, you’ll find three additional spacious bedrooms, including an alternate primary suite with its own ensuite bath featuring a walk-in shower and dual vanity. With a total of 3.5 baths, a formal dining room, and a two-car garage, this home provides both comfort and practicality while maintaining its elegant, coastal charm. The kitchen is beautifully maintained with modern appliances and direct access to the backyard and wrap-around deck, creating an effortless indoor-outdoor flow for entertaining or enjoying meals al fresco. Thoughtful updates reflect pride of ownership throughout, including freshly painted lanais and front exterior, new carpeting on the stairs and upstairs bedrooms, and a recently installed air conditioner. Ideally located just minutes from Kihei’s beaches, shopping, dining, and schools, 206 Oluea Circle offers the best of island living - comfort, convenience, and timeless Maui style in one beautifully cared-for home.

206 Oluea Cir, Kihei

Listing courtesy of Keller Williams Realty Maui-Ki.

$1,248,000

4 Beds ⋅ 3 Baths ⋅ 407404 MLS ⋅ Fee Simple Tenure

First time on the market since 1973, this beautifully remodeled, single-level Kihei home offers a rare combination: walk to the beach, no HOA, and a complete 2025 remodel. The 4-bedroom, 3-bath home features new flooring throughout, including extensive tile work, fresh interior paint, and a stunning redesigned kitchen and bathrooms with modern finishes and stainless-steel appliances. With 1,687 sq ft of interior space on a generous 7,667 sq ft lot, the property offers flexibility for extended living, along with potential for accessory-dwelling development under recently adopted Maui County rules, subject to zoning, permitting, infrastructure, and other applicable requirements. Inside, two extended living areas create versatile spaces for entertaining, relaxing, or accommodating guests, while each bedroom is well-sized and equipped with its own koa ceiling fan for comfort and airflow year-round. Set back from the main roads in one of La Palma Park’s desirable quiet circles, the property benefits from minimal through traffic and a more relaxed neighborhood setting. Golden sandy beaches, warm South Maui waters, fresh malasadas, and shave ice are all within a short walk. The home also offers quick, convenient access to Pi?ilani Highway for travel to Kahului, Wailuku, West Maui, and beyond. The private backyard offers a quiet retreat with a sense of separation, providing usable outdoor space for relaxing, entertaining, or future possibilities. Additional highlights include a two-car garage, ample parking for up to six vehicles, and a new outdoor storage structure on a cement foundation, adding practical utility and flexibility. With limited comparable homes available in this location and price range, this is a rare opportunity to secure a move-in-ready property in the heart of South Maui.

350 Kinaole Cir, Kihei

Listing courtesy of Century 21 Island Homes.

$1,799,000

4 Beds ⋅ 3 Baths ⋅ 406610 MLS ⋅ Fee Simple Tenure

This is a residential condominium Also listed as Condominium MLS #406609 Serene Golf Course Living at Hokulani Golf Villas Home just updated with new windows . Welcome to refined island living in the gated community of Hokulani Golf Villas, perfectly positioned along the 18th fairway of the Maui Nui Golf Course. This spacious and well-designed home offers a rare blend of indoor-outdoor living, privacy, and potential—ready for your personal vision to elevate it to the next level. Enjoy a light-filled interior with soaring ceilings, tall windows, and a thoughtful layout. The open-concept kitchen features granite countertops, a large island with bar seating, and ample space to gather and create lasting memories. Step outside to multiple covered lanais, ideal for morning coffee, al fresco dining, or simply taking in the peaceful golf course views and gentle trade winds. This desirable floorplan includes a guest bedroom on the main level and a spacious primary suite upstairs, featuring double lanais and breathtaking views of Haleakala and the ocean. Two additional bedrooms are upstairs that add flexibility and comfort for guests or extended family. Additional features include: Backs directly to the 18th hole of the Maui Nui golf course. Covered lanais for year-round enjoyment. Central A/C for cool, comfortable living. Oversized two-car garage with plenty of storage. Access to Hokulani’s resort-style infinity pool, spa, and clubhouse. Located in Phase 1 of the community, known for exceptional quality construction. Home offers great bones and is ready for thoughtful updates to truly make it your own. Set within 40 acres of meticulously maintained grounds, Hokulani Golf Villas offers luxury, space, and a serene South Maui lifestyle—just minutes from beaches, shopping, and dining.

700 Halelea St Unit 5, Kihei

Listing courtesy of Hawaii Life (W).

$11,998,000

4 Beds ⋅ 5 Baths ⋅ 406282 MLS ⋅ Fee Simple Tenure

Perched atop the exclusive and private enclave of The Ridge at Wailea, this extraordinary Guy Dreier-designed residence is a rare expression of contemporary architecture where architecture, light, and nature exist in perfect harmony. Masterfully built by Trend Builders, this remarkable residence is more than a home—it is a livable sculpture. Every curve, angle, and architectural detail was thoughtfully conceived to frame breathtaking ocean vistas stretching from Molokini across the sparkling Pacific to the majestic West Maui Mountains. A dramatic covered entry welcomes you through a striking black magma stone courtyard, where a sculptural steel and stone spiral staircase sets the tone for the extraordinary experience that follows. Beyond, soaring walls of glass dissolve the boundaries between indoors and out, filling the home with natural light while embracing Maui's celebrated indoor-outdoor lifestyle. As the sun moves across the sky, light becomes part of the architecture, transforming the home's sculptural forms into an ever-changing living work of art from morning through sunset. Offering over 5,000 square feet of thoughtfully designed living space, the residence features four bedrooms, four and one-half baths, expansive living and dining areas, a media room, elevator, spacious multi-car garage, and two private bedroom wings that provide exceptional comfort and privacy for family and guests alike. The primary south wing offers a serene retreat complete with a spa-inspired bath, indoor and outdoor showers, walk-in closet, private lanai with coastal views, adjacent office or guest suite, laundry room, and private elevator access. The north wing features an equally impressive primary suite with sweeping ocean views, a private poolside lanai, walk-in closet, indoor and outdoor shower, and convenient access to the home's exceptional entertaining spaces. At the heart of the residence, the chef's kitchen is designed for both everyday living and unforgettable gatherings, featuring a generous island, walk-in pantry, sunken conversation bar, Miele wine refrigeration, and premium appliances. Just beyond, expansive lanais surround the striking Avant-Garde pool and spa, built-in barbecue, inviting fire pit, and multiple outdoor living and dining areas designed to celebrate Maui's year-round climate. Refined finishes throughout—including soaring ceilings, dramatic quartzite slab surfaces, custom Poliform systems, and exceptional craftsmanship—create an atmosphere of understated sophistication. Every space has been carefully curated to maximize comfort, privacy, and the home's extraordinary connection to its natural surroundings. More than a residence, this is a home designed to be experienced—where inspired architecture, extraordinary light, and breathtaking ocean views become part of everyday life. Maui, It's a Lifestyle! It's Time to Make It a Part of Yours! Listing Broker has a recorded ownership interest in the property and is licensed in the State of Hawaii.

14 Halapa Pl, Kihei

Listing courtesy of Hawaii Life (W).

$14,750,000

4 Beds ⋅ 5 Baths ⋅ 405257 MLS ⋅ Fee Simple Tenure

Step into a world of refined elegance and beachfront luxury in Maluhia at Wailea—a sanctuary within Wailea’s most exclusive beachfront enclave. Tucked behind the gates of this community of just 14 bespoke estates, this 4,800+ sq. ft. home is a fusion of contemporary sophistication and the raw, natural beauty of Hawaii. There are four exquisite bedrooms, including a lavish primary suite on the second level and additional primary suite on the first level, perfect for multi-generational living or hosting in style. The four full bathrooms can be viewed as curated sanctuaries, adorned with spa-inspired finishes and an ambiance of serenity. The home is being sold furnished and is move-in ready. Beyond its high quality interiors, the home unveils an expansive outdoor haven, with a resort-style pool, private spa retreat, and a lounge area that invites you to indulge in the backdrop of Maui’s legendary sunsets. With direct access to the beach, the crystal-clear waters of Wailea’s shoreline are just steps away, offering a connection to the island’s natural splendor. As a resident of Maluhia at Wailea, you’ll enjoy the private Maluhia Beach Club with a resident manager who lives at the beach club, an oceanfront escape featuring a catering kitchen, wet bar, and private storage for your beach and water activities. Located just moments from golf courses, five-star dining, and high-end designer boutiques and shops, this property embodies a balance of tranquility and quality.

19 Malukai Ln Unit 4, Kihei

Listing courtesy of Hawaii Life (W).

$23,000,000

4 Beds ⋅ 5 Baths ⋅ 402062 MLS ⋅ Fee Simple Tenure

Nestled along the prestigious Makena coastline, 7595 Makena Road represents the pinnacle of contemporary Hawaiian luxury living. This extraordinary residence stands as a masterpiece where architectural innovation meets paradise. Perched on an expansive and private one-acre lot, this four-bedroom haven commands breathtaking views of the mesmerizing Ahihi Bay, where emerald and turquoise waters dance in eternal harmony. Each morning brings nature's theater to your doorstep, with the gentle lapping of waves providing the perfect soundtrack to your day. The dwelling is comprised of a total of 6643sf: 4778sf of living space, 995sf of covered lanai space to enhance the indoor/outdoor living, and an oversize, three-car garage of 870sf. The home's thoughtful design seamlessly integrates indoor and outdoor living spaces, featuring: - Four luxurious en-suite bedrooms, each offering a private sanctuary - Open-concept baths with spacious showers and captivating ocean views - State-of-the-art smart home technology throughout - Private elevator ensuring effortless accessibility - Custom finishes that reflect both modern luxury and island charm As one of Makena's newest luxury estates, this residence offers more than just a home – it's an invitation to experience Maui's most coveted lifestyle. The property's privileged location provides the perfect vantage point for witnessing the island's legendary sunsets and seasonal whale watching. Built in 2022, this contemporary masterpiece represents the perfect blend of modern amenities and timeless island elegance. Every detail has been carefully curated to create an environment where luxury isn't just a feature – it's a way of life. This rare offering stands as a testament to sophisticated island living, where every detail has been thoughtfully designed to create an unparalleled living experience in one of Maui's most sought-after locations. Don't let this unparalleled Makena estate slip away – seize the opportunity to be the first owner of this exceptional estate.

7595 Makena Rd, Kihei

Listing courtesy of Compass-W.

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