Waikiki Beach Real Estate Search

Waikiki Beach Single Family Properties for Sale

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Newest Waikiki Beach Single Family Homes for Sale

$585,000
3 Beds 2 Baths 410245 MLS Fee Simple Tenure
Welcome to 294 Kaiola Place A102, a spacious 3-bedroom, 2-bathroom residential condo style duplex offering the perfect combination of comfort, convenience, and the coveted South Maui lifestyle. This Pet Friendly community is ideally located in the heart of Kihei where you'll enjoy convenient access to world-renowned beaches, parks, shopping, restaurants, schools, and everyday conveniences. Spend your days exploring South Maui's beautiful coastline, enjoying water activities, or taking in spectacular sunsets just minutes from home. Maintenance fees include water, wifi, trash, master insurance policy, maintenance, pest control and landscaping. Comes with 2 Assigned parking stalls. Owner occupied but easy to schedule. Call today to arrange! *Special Assessment thru Dec 2026 of $113.83 to build up reserve funds **This unit is designated as an Affordable Housing property and is therefore subject to certain deed restrictions. One key restriction is that the property may only be sold to a buyer who qualifies under the Workforce Housing Affordable Program. Accordingly, any prospective purchaser must meet the income eligibility requirements established by the County of Maui Department of Housing. Please see link: https://www.mauicounty.gov/1825/Affordable-Sales-Rental-Guidelines#docaccess-fbfedf8c7ea0cd05ffc0f432f27768095d5513fce5778a3ae4cfc288d5f23db9

294 Kaiola Pl Unit A-102, Kihei

Listing courtesy of Coldwell Banker Island Prop-Ku.

$3,495,000
1 Baths 410244 MLS Fee Simple Tenure
Also Listed as Vacant Land MLS #410222. Create Your Own Private Paradise on 40 Acres in West Maui! Nestled in the foothills of the West Maui Mountains, this extraordinary 40-acre property offers sweeping ocean and mountain views, exceptional privacy, and endless possibilities. The agriculturally zoned parcel has not been CPR’d, preserving that option for the new owner. The property features a modern 1,848-square-foot barn with off-grid solar power, a standing-seam metal roof, a fire-suppression system, double garage doors, an indoor bathroom, an outdoor shower, and both potable and nonpotable water meters. LaCantina-style doors and windows open the barn almost completely to the outdoors, creating a seamless indoor-outdoor space. Spacious covered front and back lanais totaling 1,512 square feet provide the perfect place to relax and enjoy the peaceful surroundings and spectacular views, while mature monkeypod trees and palms provide shade and privacy. Current zoning allows for the creation of a private compound with a primary residence, a guest cottage of up to 1,500 square feet, and the existing 1,848-square-foot barn. Several beautiful potential building sites provide the flexibility to bring your unique vision to life. One of the property’s most significant improvements is the professionally engineered access road, which provides convenient entry from the gated cul-de-sac. From the moment you pass through the gate, the journey into this secluded retreat feels like an escape from the outside world. Hundreds of established trees enhance the property’s natural beauty. The grounds include an orchard of mango, citrus, fig, and avocado trees. Separate from the orchard, monkeypods, Samoan and Malaysian palms, and plumeria have been cultivated and are ready for sale. The landscaping is supported by an automatic irrigation system. With abundant space, dramatic views, mature landscaping, existing infrastructure, and numerous building possibilities, this remarkable West Maui property presents a rare opportunity to create a truly one-of-a-kind island sanctuary.

Haniu Pl Unit Lot 10A, Lahaina

Listing courtesy of Compass.

$999,000
2 Beds 1 Baths 410243 MLS Fee Simple Tenure
Nestled on a private road, 37 Pukiki Place offers the peace, privacy, and tranquility that define Upcountry Maui living. This recently renovated single-level residence is located in one of Maui’s most sought-after microclimates, where cool trade winds, beautiful ocean and North Shore views, and a serene setting create an exceptional place to call home. Thoughtfully designed with an emphasis on indoor-outdoor living, the spacious 253 square foot covered lanai and enclosed carport provide the perfect space for entertaining, dining, or simply unwinding while enjoying the surrounding beauty. Recently CPR’d and complete with its own septic system, this move-in-ready home offers the ideal blend of comfort, functionality, and low-maintenance living. The fully fenced yard provides ample space for pets, gardening, and enjoying the Upcountry lifestyle, with room to create your own private oasis. Conveniently located just minutes from Makawao Town’s charming boutiques, local restaurants, cafés, and renowned art galleries, you’ll also appreciate easy access to Seabury Hall, Carden Academy, Montessori School of Maui, and many of the island’s top public and private schools. If you’ve been searching for the “right-sized” Upcountry home that combines privacy, convenience, breathtaking views, and a true sense of tranquility, 37 Pukiki Place delivers. This is a CPR Residential condo Unit #B.

37 Pukiki Pl Unit B, Makawao

Listing courtesy of Coldwell Banker Island Prop(S).

$1,350,000
6 Beds 4 Baths 410242 MLS Fee Simple Tenure
Tucked away on a peaceful private road, 35 Pukiki Place presents a rare opportunity to enjoy the best of Upcountry Maui living in one of the island’s most desirable microclimates. Recently renovated, this expansive 6 bedroom, 4 bathroom residence captures refreshing trade winds, beautiful ocean and North Shore views, and the privacy and tranquility that make this area so special. This two-story home’s greatest asset is its remarkably versatile floor plan, thoughtfully designed to provide exceptional separation of living spaces, with separate entrances for both levels, that feels like getting two homes for the price of one. Whether accommodating multigenerational living, extended family, long-term guests, a private home office, creative studio, fitness space, or simply providing room for everyone to spread out, the possibilities are endless. Indoor and outdoor spaces blend seamlessly, creating an inviting setting for entertaining, gathering with family and friends, or enjoying peaceful mornings and cool Upcountry evenings surrounded by nature. The fenced yard offers ample room for pets, gardening, outdoor recreation, or creating your own private sanctuary. Recently CPR’d and move-in ready, this property offers flexibility rarely found in today’s market. Conveniently located just minutes from Makawao Town’s acclaimed restaurants, cafes, boutiques, and renowned art galleries, while also providing easy access to Seabury Hall, Carden Academy, Montessori School of Maui, and many of the island’s premier public and private schools. Whether you’re seeking room to grow, a flexible layout to fit your evolving lifestyle, or simply a peaceful retreat with room for everyone, 35 Pukiki Place delivers an exceptional combination of space, comfort, privacy, and convenience in one of Upcountry Maui’s most coveted locations. Experience the side of Maui where life slows down. This is a CPR Residential condo Unit #A.

35 Pukiki Pl Unit A, Makawao

Listing courtesy of Coldwell Banker Island Prop(S).

$3,750,000
3 Beds 3 Baths 410226 MLS Fee Simple Tenure
Imagine the possibilities! Framed by sparkling ocean, pool and sweeping panoramic views, while perched within one of South Maui's most prestigious enclaves, this 3-bedroom, 3-bath residence in Wailea Golf Estates offers a rare combination of privacy, elegance, and effortless island living. Relax and recharge with EV charging and the opportunity to add your own personal touches, making this a truly turnkey canvas for your Maui dream home. Architectural plans for a modern luxury home have been approved by the County of Maui, and are avaialble upon request. Designed for the quintessential indoor-outdoor lifestyle, the home's spacious interiors flow seamlessly to expansive lanais ideal for entertaining or quiet relaxation. Sweeping blue ocean vistas, neighbor island silhouettes, and brilliant Maui sunsets serve as your ever-changing backdrop, while lush tropical landscaping lends a serene, resort-like quality to every corner of the property. The thoughtfully designed floor plan offers generous living areas, a well-appointed kitchen, and comfortable bedrooms — two of which open directly to their own private lanais and offer panoramic views from their lanais. Whether hosting guests or savoring peaceful evenings at home, this property captures everything that makes Maui living so extraordinary. Just minutes from world-class beaches, championship golf, and fine dining.

3919 Waakaula Pl, Kihei

Listing courtesy of Century 21 Island Homes.

$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.

$1,875,000
2 Beds 2 Baths 410201 MLS Fee Simple Tenure
Enjoy stylish single-level comfort in this stunning residence at the prestigious Hokulani Golf Villas community of Central Kihei. Property is also listed as Condominium MLS 410200. Featuring soaring 12-foot ceilings and large windows, the home is light, bright, and airy with ample natural light. A true chef’s kitchen with a KitchenAid subzero fridge, gas cooktop, and huge granite slab island is at the heart of the open-plan living space with bar seating for entertaining ease. Sliding glass doors open to the large covered lanai overlooking the peaceful neighborhood greenbelt in a seamless indoor-outdoor flow. With cooling tile padding softly underfoot, custom blinds, and central air conditioning throughout, the home maintains a comfortable climate on those warmer South Maui days. An owned photovoltaic system with a back-up battery keeps the electric bills low. The primary suite features a seating area, dual sink vanity, tiled shower, soaking tub, and large walk-in closet. This unique floor plan lives like a three bedroom home with a generous den/office off the entryway, as well as a dedicated laundry room with a new Electrolux water & dryer and an oversize garage. One of the newest homes constructed in the gated Hokulani Golf Villas residential condominium community, it’s just a short walk to the resident clubhouse, hot tub, bbq’s, and infinity edge pool with dreamy ocean and sunset views. Amenity maintenance and all landscaping are included in the monthly HOA dues for an easy lock-and-leave luxury lifestyle. Located adjacent to the Maui Nui Golf Course and Maui Brewing Company, the neighborhood is just a short drive to beautiful beaches, dining, shopping, and all of South Maui’s conveniences. Call your realtor to schedule a showing today!

1375 Umeke Cir Unit 101, Kihei

Listing courtesy of Compass-W.

$2,300,000
2 Beds 2 Baths 410197 MLS Fee Simple Tenure
Live it now, build big when you want. Here’s the rare part: this is the CPR’s MAIN-HOME parcel, so it isn’t held to the 1,500 sq ft cottage limit. While it already lives beautifully as-is, you have the option to expand the existing home or build a legacy estate. Set on more than two private acres in the coveted Launiupoko hillside, the property delivers exceptional seclusion, no road noise, and sweeping views of the Pacific, the neighboring islands of Lanai and Molokai, and the West Maui Mountains. Built in 2003, the two-bedroom, one-and-a-half-bath, 1,024 sq ft plantation-style home is move-in ready with new appliances, fresh interior paint, central AC, and a fully owned photovoltaic (PV) solar system. Life happens on the 900+ sq ft wraparound lanai: morning coffee while you check the surf, sunsets over the Pacific, whales breaching in winter, and some of the island’s best stargazing after dark. Just steps away, a beautifully reimagined 2,056 sq ft barn provides a two-car garage, workshop, goat stable, outdoor shower, and storage on the ground level, while upstairs, a finished 896 sq ft office features new countertops, built-in cabinetry, a half bath, and an open-air deck framing awesome views. This is a versatile bonus space to shape around the way you live. A bountiful orchard of fruit trees brings color and harvest to the land, with room to expand or add accessory structures. Just minutes from West Maui’s beaches and Olowalu via the Lahaina Bypass. This is a CPR property.

60 E Huapala Pl Unit Unit B, Lahaina

Listing courtesy of Island Sotheby's International Realty(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.