Waimea Real Estate Search

Waimea 5 Bedroom Properties for Sale

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Newest Waimea 5 Bedroom Properties for Sale

101 Elepaio Pl Unit A, Kula
$1,999,000
5 Beds ⋅ 3 Baths ⋅ 410515 MLS ⋅ Fee Simple Tenure
This property is a Residential Condo Property approved for the Main House, Unit A of the Pueo Hills Condominium. Contemporary Maui living comes to life in this thoughtfully designed new-construction home offering 5 bedrooms, 3 bathrooms, and 3,104 sq. ft. of interior living space with 1,280 sq. ft. of covered lanais. Set along a lovely cul-de-sac, enjoy Kula's cooler upcountry climate and relaxed lifestyle, along with ocean and mountain views. As you enter, the flexible living area opens to the left, while stairs to the right lead to the home's main living level. Upstairs, the main living area features a 20-foot sliding door connecting seamlessly to a 320 sq. ft. covered lanai. The primary suite offers a walk-in closet, well-appointed private bath and direct lanai access. The lower level offers two bedrooms, a wet bar with beverage cooler and a large covered lanai—ideal for guests, entertaining, recreation or extended living. Quality details include three-coat stucco, aluminum standing-seam roofing, decorative concrete, hardwood mahogany doors, walnut engineered hardwood flooring, solid plywood cabinetry, quartz countertops and beautifully finished baths with onyx and basalt tile. Additional features include an oversized heat-pump water heater, split-system A/C, two electric fireplaces, new appliances and a two-car garage. Newly established landscaping supports an easy-care island lifestyle. Easy to tour and ready for immediate occupancy.

101 Elepaio Pl Unit A, Kula

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

1887 Kaahele Pl, Kihei
$1,620,000
5 Beds ⋅ 3 Baths ⋅ 410506 MLS ⋅ Fee Simple Tenure
This 5 bedroom 3 bath house features 2 bedrooms, 1 bath as an attached ohana on the lower level. Located on a quiet South Maui cul-de-sac, this beautifully designed 2020-built tropical oasis offers modern elegance, and exceptional versatility. Whether you are looking for a multi-generational home, an investment opportunity, or a peaceful island retreat this layout delivers the ultimate indoor-outdoor lifestyle. The bright and airy upper level showcases a breezy, open-concept floor plan anchored by beautiful white oak floors. This main level hosts three bedrooms and two bathrooms, including a relaxing primary suite complete with a walk-in closet and a private en-suite bathroom. At the heart of the home is a chef-ready kitchen designed with entertaining in mind, featuring sleek contemporary finishes, modern appliances, and generous quartz countertop space. Downstairs, a two-bedroom, one-bathroom attached ohana with a private entrance provides the perfect setup for rental income or extended family. It mirrors the home's contemporary aesthetic and includes a full kitchen and its own laundry. The lower level also houses a dedicated laundry room and a spacious two-car garage complete with ample extra storage roomand plenty of driveway parking. Step into the expansive backyard to discover a secluded tropical retreat designed for relaxation. Soak in the hot tub under the stars or unwind in the charming gazebo, entirely surrounded by lush greenery and a remarkable edible landscape. This home is highly upgraded with eco-friendly utility systems to keep energy costs low: 16-panel photovoltaic solar system, 1 Tesla Powerwall battery backup, Solar hot water heater, Split-system air conditioning throughout. Perfectly situated in the heart of South Maui, you are just minutes away from everything. Enjoy quick access to world-class beaches, top-tier golf courses, Kalama Park, local grocery stores, and the vibrant food truck scene at South Maui Gardens. Rarely does a property combining newer construction, income potential, and a tranquil agricultural ambiance become available in such a highly sought-after location.

1887 Kaahele Pl, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

33 Hana Hwy, Paia
$9,000,000
5 Beds ⋅ 3 Baths ⋅ 410440 MLS ⋅ Fee Simple Tenure
33 Hana Highway | An Iconic Legacy Estate on Maui's North Shore There are properties that come to market, and there are properties that define a coastline. Welcome to 33 Hana Highway, an extraordinary beachfront estate in the heart of Paia, offering an exceptionally rare 145 linear feet of pristine white sand beach frontage along one of Maui's most celebrated shorelines. Offered at its July 2026 appraised valued of $13,300,000, this is more than a home—it is an irreplaceable legacy estate where the true luxury lies in the land, the shoreline, and the privilege of ownership. With an unparalleled connection to the Pacific, the residence embraces the timeless character of Maui's North Shore. Thoughtfully designed to complement its spectacular setting, the home captures the relaxed elegance that has long defined Paia—a place where sophistication is measured not by excess, but by authenticity, privacy, and an effortless indoor-outdoor lifestyle. Expansive lanais, light-filled living spaces, and panoramic ocean vistas invite year-round entertaining, quiet reflection, and unforgettable gatherings with family and friends. Beyond the residence, the grounds unfold into a remarkable oceanfront sanctuary framed by mature tropical landscaping, generous lawn areas, and direct access to an expansive stretch of soft white sand. With 145 feet of linear beachfront, the property commands a presence that is increasingly impossible to replicate. This remarkable shoreline offers an extraordinary sense of space, privacy, and permanence rarely found in Hawaii's oceanfront market. Located just moments from the vibrant charm of Paia Town, owners enjoy effortless access to award-winning restaurants, artisan boutiques, renowned galleries, world-class surfing, and the relaxed rhythm that has made Maui's North Shore one of the world's most desirable coastal destinations. Here, every day begins with sunrise over the Pacific and ends with the sound of waves meeting the shore. Properties of this significance are seldom offered. As available beachfront continues to diminish, estates with substantial sandy frontage have become true generational holdings—assets that are acquired with intention and passed forward with pride. Whether preserved in its timeless island character or thoughtfully reimagined into a world-class coastal residence, the intrinsic value will always remain rooted in what can never be recreated: the land, the location, and the extraordinary shoreline. Property Highlights • Recently appraised at $13,300,000 • Approximately 145 linear feet of pristine white sand beach frontage • Exceptional oceanfront estate in the heart of Paia • Expansive Pacific Ocean and coastline views • Authentic island architecture designed for seamless indoor-outdoor living • Mature tropical landscaping and spacious beachfront grounds • Direct access to one of Maui's most desirable sandy beaches • Minutes from Paia's acclaimed restaurants, boutiques, galleries, and North Shore lifestyle • A truly rare legacy estate with enduring generational value Some homes are built. Others become part of Hawaii's history. 33 Hana Highway is one of the few addresses where legacy begins at the shoreline. LLC Member holds an ownership interest in the property. Member is an inactive Realtor in the State of Hawaii. Also listed as a long term rental under MLS# 410820

33 Hana Hwy, Paia

Listing courtesy of The Agency Maui.

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

34 Maluaka Pl Unit Unit 9, Kihei

Listing courtesy of Discovery Makena Realty LLC.

5050 Makena Rd, Kihei
$29,900,000
5 Beds ⋅ 6 Baths ⋅ 407766 MLS ⋅ Fee Simple Tenure
Perched on one of Makena’s most coveted cliffside locations, this contemporary direct-oceanfront estate is perfectly situated along an intimate cove, offering breathtaking, unobstructed Pacific views from nearly every room. Set on over 22,190 sq. ft. of land, this two-story, five-bedroom, five-and-a-half–bath residence is a masterpiece of luxury and Hawaii’s signature indoor–outdoor living. Designed by world-renowned architect Guy Dreier, the home is a livable work of art, featuring soaring ceilings, dramatic architectural lines, and an innovative floor plan. Step through the entryway into an entertainer’s paradise. The expansive great room flows effortlessly through large pocket doors to the oceanfront deck, where a stunning infinity-edge pool appears to spill into the sea—ideal for sunset gatherings or peaceful mornings with coffee in hand. Multiple living and dining areas, along with a dedicated service area, create an unparalleled setting for both intimate dinners and large-scale celebrations. The exquisite primary suite and three guest suites each offer private ocean-view lanais, providing serene retreats with panoramic vistas. A beautifully appointed attached Ohana unit adds exceptional flexibility for guests, extended family, or a caretaker. Move-in ready and designed for effortless hospitality, this is more than a home—it’s a true Makena masterpiece blending modern coastal luxury with the timeless beauty of Maui’s south shore.

5050 Makena Rd, Kihei

Listing courtesy of Discovery Makena Realty LLC.

506 Kolohala Dr, Kula
$1,499,000
5 Beds ⋅ 4 Baths ⋅ 410140 MLS ⋅ Fee Simple Tenure
Nestled along a peaceful country road in highly sought-after Kula, this beautifully remodeled 5-bedroom, 3.5-bath residence offers the perfect blend of modern comfort, Upcountry charm, and breathtaking natural beauty. Backing expansive pastureland, the property enjoys exceptional privacy and panoramic views stretching from the Pacific Ocean to majestic Haleakala. Set amidst lush, manicured grounds, the property is a true tropical retreat featuring mature jacaranda trees, swaying palms, bamboo, and an abundance of fruit trees including avocado, lemon, and orange. Enjoy cool Upcountry breezes while harvesting fresh fruit from your own backyard and taking in the stunning scenery. Filled with natural light, the open-concept interior showcases warm wood flooring and thoughtfully updated finishes throughout. The inviting kitchen features crisp white cabinetry, generous counter space, and a functional layout designed for both everyday living and effortless entertaining. The kitchen and living room are perfectly positioned to capture sweeping views of rolling pastureland, while the seamless indoor-outdoor design creates an airy, open atmosphere throughout the home. The main level offers four spacious bedrooms, along with a versatile bonus room that can easily serve as a media room, home office, playroom, or second living area. Two of the bedrooms enjoy private access to outdoor spaces, providing exceptional flexibility for guests, extended family, or multigenerational living. Large windows throughout the home frame lush tropical greenery, bringing vibrant natural beauty and a sense of tranquility into every room.Occupying the entire upper level, the primary suite serves as a private sanctuary complete with spectacular mountain and coastal views. Enjoy a spa-inspired ensuite features a soaking tub perfectly positioned beneath a picture window, creating the ultimate setting to relax and unwind. Outdoor enthusiasts will appreciate the custom rock-climbing wall and close proximity to Haleakala's world-class hiking and biking trails. A two-car garage and utility shed provide additional storage and workspace. Offering privacy, functionality, and the quintessential Upcountry Maui lifestyle, this exceptional property captures the beauty and tranquility that make Kula one of Maui's most coveted communities. Contact your favorite Realtor to schedule a private showing.

506 Kolohala Dr, Kula

Listing courtesy of Keller Williams Realty Maui-Ki.

706 Mokuleia Pl Unit 6, Lahaina
$16,950,000
5 Beds ⋅ 6 Baths ⋅ 410130 MLS ⋅ Fee Simple Tenure
Perched on Maui’s coveted west side, this extraordinary 8-bedroom private estate offers a level of luxury, privacy, and craftsmanship rarely seen in Hawai'i. More than a home, this is a legacy estate, an irreplaceable Maui sanctuary designed for those who accept nothing less than extraordinary. Located in the coveted Plantation Estates at Kapalua community on the incredible 16th hole of the world-class Plantation Course, the property commands unmatched sweeping panoramic views across the Pailolo Channel framed by the stunning views of the outer islands of Lana'i and Moloka'i. Designed without compromise, the 2-acre estate encompasses more than 8,200 square feet across two separate residences, creating a private retreat unlike any other. Resort-caliber amenities include an infinity-edge pool and dual spas, private office, theater and fitness center. The 7,200 square foot 5-bedroom 5.5 bath main residence seamlessly blends indoor and outdoor living through expansive custom pocket sliding doors that open to reveal breathtaking ocean vistas and unforgettable sunsets. Rich natural materials, custom African Mahogany millwork, exotic stone, and world-class finishes define every space, from the chef’s kitchen and grand great room to the spectacular primary suite. A fully appointed three-bedroom guest cottage with its own pool, fire-pit and Palapa set over a koi pond provides exceptional accommodations for family, guests, or staff while maintaining complete privacy. Aside from world-class golf, the Kapalua resort offer the utmost in amenities including award-winning spa, tennis and pickleball, exquisite dining options and some of the finest beaches: Fleming Beach, Oneloa Bay and Kapalua Bay, which was rated as the Best Beach in America by Conde Nast Travel Magazine.

706 Mokuleia Pl Unit 6, Lahaina

Listing courtesy of Keller Williams Realty Maui-L.

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

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