Wailuku Homes with Pool

Wailuku Homes with Pool

Welcome to Wailuku, a charming town nestled in the heart of Maui County, Hawaii. This vibrant community is not just the county seat of Maui; it’s a place where rich history meets stunning natural beauty. Surrounded by lush landscapes and breathtaking views of the West Maui Mountains, Wailuku offers an idyllic setting for those seeking a serene lifestyle infused with the spirit of Aloha.

Wailuku is known for its warm, welcoming atmosphere and a strong sense of community. With a blend of historic architecture and modern amenities, residents enjoy easy access to local shops, delightful eateries, and cultural experiences, including the iconic Iao Valley State Park, where the majestic Iao Needle rises dramatically against the sky. Whether you're exploring the quaint streets, attending local festivals, or enjoying the vibrant arts scene, Wailuku has something for everyone.

For those seeking a slice of paradise, Wailuku offers an array of homes with pools, providing the perfect oasis for relaxation and entertainment. Imagine lounging by your private pool, surrounded by tropical gardens, while the gentle Hawaiian breeze whispers through the palm trees. These homes are designed not only for comfort but also to embrace the outdoor lifestyle that is quintessentially Maui.

If you’re looking for a place where every day feels like a vacation, Wailuku is the perfect choice. With its stunning homes featuring pools and the captivating beauty of the island, you’ll find a true sense of belonging in this remarkable town. Come experience the magic of Wailuku, where your dream home awaits!

Newest Wailuku Homes with Pool

495 Liholiho St Unit PH2, Wailuku
$359,000
2 Beds ⋅ 2 Baths ⋅ 411054 MLS ⋅ Fee Simple Tenure ⋅ Mount Thomas BLDG.
If views are at the top of your wish list, this Mount Thomas penthouse deserves your attention! Expansive picture windows showcase sweeping views of the ocean, Kahului Harbor, the Central Valley, and majestic Haleakala- an impressive backdrop from morning through evening, with city lights at night! This spacious 2-bedroom, 2-bath residence features a primary en-suite and a comfortable floor plan that takes full advantage of its elevated setting, The central location is just as appealing. Enjoy convenient access to both Wailuku and Kahului, with Maui Memorial Medical Center, the Maui Arts & Cultural Center, University of Hawaii Maui College, shopping, restaurants, coffee shops, Costco, Home Depot, professional offices, and many of Central Maui's everyday conveniences just minutes away. The current tenants love living here and would be happy to remain, offering an attractive option for a buyer seeking an occupied property, They are on a month-to-month tenancy, however, providing flexibility for a buyer who prefers the residence to be delivered vacant at closing. Come for the views, appreciate the space, and discover the convenience of penthouse living in the heart of Central Maui.

495 Liholiho St Unit PH2, Wailuku

Listing courtesy of Coldwell Banker Island Prop(S).

300 Hauoli St Unit B8, Wailuku
$825,000
2 Beds ⋅ 2 Baths ⋅ 411021 MLS ⋅ Fee Simple Tenure ⋅ Makani A Kai BLDG.
A one-of-a-kind jewel in Maalaea, Makani A Kai B8 is a beautifully furnished and remodeled 2-bedroom, 2-bath beachfront fee simple condominium in a boutique 24-unit complex at the end of Hauoli Street Adjacent to Haycraft Park and just steps from Sugar Beach. This special location offers easy access to approximately five miles of sandy shoreline, along with spectacular ocean and Haleakala views. Exceptional whale watching from your private lanai. The upper-level bedroom has been thoughtfully expanded across the width of the unit, creating a more spacious retreat with a large walk-in closet, office area and an added attic storage area provides valuable space for personal items, making it especially convenient for owners who want to leave belongings in place between visits. Interior improvements include tile and vinyl flooring, stainless steel appliances, and granite countertops. Makani A Kai is surrounded by mature, lush tropical landscaping and features a beautiful pool and barbecue area. Maalaea Harbor is just a short walk away, offering restaurants, shopping, the Maui Ocean Center, and the Maui Golf & Sports Park. Whether used as an island home or a Maui getaway, B8 offers a rare combination of beachfront living, convenience, storage, and the relaxed charm of Maalaea.

300 Hauoli St Unit B8, Wailuku

Listing courtesy of Hawaii Life (W).

250 Hauoli St Unit 118, Wailuku
$599,900
2 Beds ⋅ 2 Baths ⋅ 410994 MLS ⋅ Leasehold Tenure ⋅ Kanai A Nalu BLDG.
Spectacular, direct ocean front location with a resort style pool and BBQ area. Nicely updated with granite counter tops in the kitchen & guest bath, quartz counter top in primary bath. Travertine stone covers 90% of the floors. Every surface has been updated, nothing to do but bring your suitcase and enjoy the Maui lifestyle. Do not miss this one, call your favorite REALTOR® and schedule a private showing today! This is a Leasehold property.

250 Hauoli St Unit 118, Wailuku

Listing courtesy of Coldwell Banker Island Prop(S).

70 Hauoli St Unit 303, Wailuku
$699,000
1 Beds ⋅ 1 Baths ⋅ 410993 MLS ⋅ Fee Simple Tenure ⋅ Maalaea Kai BLDG.
If you love STUNNING ocean views, this is the one you've been waiting for! Currently the only listing in the highly sought-after Ma'alaea Kai is now being offered turnkey and move-in ready.The humpback whales play in the waters just offshore from Dec - April every year, and you have a front-row seat! This beautifully remodeled, pet friendly 1 bdrm/1 ba condo is fully furnished with everything you need, right down to the dishes and linens. Stay cool with split A/C units in the living room and bedroom or open everything up to enjoy the fresh breezes of Maalaea! There is a dedicated parking stall and additional storage. Ma'alaea Kai is a well-maintained boutique oceanfront complex with a beautiful pool, expansive lawn with lounge chairs and a great BBQ area. This seaside gem offers spectacular sunrise and moonrise views over Haleakala, Maalaea Bay, and Sugar Beach. Location is less than 15 min. to the airport, 10 min. to Kihei, and 20 min. to Lahaina, with easy access to the whole island. Enjoy nearby Haycraft Beach Park where the sand stretches for miles past the Kealia Pond National Wildlife Refuge. Enjoy Maalaea Harbor, Maui Ocean Center, shops, restaurants, cafes and easy access to boats in the harbor for fishing, diving and sunset cruises. Turtles love this area too and can be seen swimming near the seawall and sunning along the shoreline.

70 Hauoli St Unit 303, Wailuku

Listing courtesy of Hawaiian Style Realty LLC.

190 Hauoli Rd Unit 408, Wailuku
$899,000
2 Beds ⋅ 2 Baths ⋅ 410914 MLS ⋅ Fee Simple Tenure ⋅ Maalaea Banyans BLDG.
Welcome to Maalaea Banyans #408, a charming top-floor retreat at 190 Hauoli Street—your ideal Maui getaway and a flexible vacation-rental investment opportunity. Enjoy the freedom to escape to paradise whenever you choose, then offer the residence as a sought-after rental while you are away. This inviting 2-bedroom, 2-bath suite showcases panoramic ocean and island views, vaulted ceilings, elegant wood flooring, custom cabinetry, built-in bookshelves, and beautifully crafted tile showers. The full kitchen and in-unit washer/dryer provide everyday convenience, whether you are here for a weekend, an extended stay, or welcoming guests. Start the day with peaceful ocean views and end it with memorable Maui sunsets. During whale season, watch for humpback whales breaching offshore, while sea turtles can often be spotted cruising the waters year-round. The top-floor setting offers an elevated perspective of Maalaea’s stunning coastline and the ever-changing blue Pacific. Ideally located near Maalaea Harbor, Harbor Shops, restaurants, ocean excursions, and nearby beaches, this well-positioned condominium provides easy access to South Maui, Central Maui, and all the island’s amenities. Enjoy the comfort of a personal island home combined with the potential for vacation-rental income in one of Maui’s most scenic coastal settings. This is a highly booked suite, so please schedule your private showing today!

190 Hauoli Rd Unit 408, Wailuku

Listing courtesy of Compass-W.

150 Hauoli St Unit 303, Wailuku
$550,000
1 Beds ⋅ 1 Baths ⋅ 410766 MLS ⋅ Fee Simple Tenure ⋅ Island Sands BLDG.
Experience captivating ocean views from Island Sands 303, where the ever-changing Pacific provides a spectacular backdrop to island living. Watch surfers take on Freight Trains—renowned as one of the world’s fastest barreling waves—and enjoy front-row views of humpback whales during Maui’s winter whale season. Split-system air conditioning provides cool year-round comfort, making this an inviting Maui retreat in a memorable oceanfront setting. This updated oceanfront condo is being offered fully furnished and turn-key and has an in-unit washer and dryer. Additional amenities include a swimming pool, BBQ, and convenient elevators. Take a stroll down Sugar Beach nearby, one of the longest stretches of sandy beach in Hawaii. Island Sands is close to the Maui Ocean Center Aquarium, Maalaea Harbor Shops for shopping and dining, and Maalaea Harbor for taking off on whale watching excursions, snorkeling cruises, and sunset sails, you are centrally located here for exploring the whole island. If you have been searching for a Maui condo that has it all, don't miss Island Sands 303!

150 Hauoli St Unit 303, Wailuku

Listing courtesy of Coldwell Banker Island Prop-KP.

250 Hauoli Rd Unit 304, Wailuku
$779,000
2 Beds ⋅ 2 Baths ⋅ 410568 MLS ⋅ Leasehold Tenure ⋅ Kanai A Nalu BLDG.
Breathtaking panoramic views! Enjoy Front row in this beautifully positioned direct oceanfront 2-bedroom, 2-bath residence offering 952 square feet of island living. From the moment you enter, the sparkling Pacific takes center stage, creating the perfect backdrop for relaxing, entertaining, and enjoying the Maui lifestyle. Offered turnkey, this inviting residence is ready to enjoy as a personal island retreat or vacation rental. The open living area flows toward the oceanfront lanai, where you can take in breathtaking views, tropical breezes, colorful sunrises, and seasonal whale watching—all from the comfort of your own condo. Three AC split systems provide added comfort throughout the residence. With two bedrooms and two full bathrooms, the floor plan provides comfortable accommodations for owners and guests alike. A fabulous rental history adds to the appeal for buyers looking for a property with an established track record. Kanai A Nalu enjoys a desirable oceanfront setting in Maalaea, conveniently located near Maalaea Harbor, shops, dining, the Maui Ocean Center, and miles of sandy beach. Its central Maui location provides easy access to Kihei, Wailea, Lahaina, and Kahului. Please note this is a leasehold property.

250 Hauoli Rd Unit 304, Wailuku

Listing courtesy of Century 21 Island Homes.

150 Hauoli St Unit 200, Wailuku
$699,000
2 Beds ⋅ 2 Baths ⋅ 410556 MLS ⋅ Fee Simple Tenure ⋅ Island Sands BLDG.
Experience oceanfront Maui living at Island Sands in Maalaea Harbor. This spacious, furnished 2-bedroom, 2-bathroom fee-simple condominium is an end unit, offering additional windows, abundant natural light, and a comfortable sense of privacy. Two private lanais provide ideal outdoor living spaces for morning coffee, al fresco dining, and watching whales during season. The open living area, tiled flooring throughout, and in-unit stack washer/dryer add to the ease and functionality of this well-positioned oceanfront retreat. Island Sands is ideally located in centrally situated Maalaea, just moments from the Maui Ocean Center, restaurants, harbor activities, and Sugar Beach, with convenient access to Kihei, Wailuku, the airport, and West Maui. Whether you're looking for a Maui getaway, investment property, or full-time residence, this is an exceptional opportunity to own a fee-simple oceanfront 2-bedroom at Island Sands.

150 Hauoli St Unit 200, Wailuku

Listing courtesy of Coldwell Banker Island Prop-Ku.

30 Hauoli St Unit 411, Wailuku
$285,000
1 Beds ⋅ 1 Baths ⋅ 410490 MLS ⋅ Leasehold Tenure ⋅ Maalaea Yacht Marina BLDG.
BEST VALUE IN MAALAEA! Top-floor 1-bedroom, 1-bath leasehold unit at secure, elevator-coded Maalaea Yacht Marina. Sold fully furnished (586 sq ft), this is the lowest-priced unit in the complex making it a great value! Enjoy a 107 sq ft covered lanai with an angled ocean view, enhanced by a strategically placed exterior mirror that reflects the blue Pacific directly inside. Key updates include fresh paint throughout, cleanly removed popcorn ceilings, and a beautifully modernized bathroom with new tile, toilet, and an updated vanity. Window AC in the living room, new ceiling fan/light in the bedroom and living room. Resort-style amenities include the heated oceanfront pool, spotless BBQ grills, conference room, and a shared 4th-floor owner storage room close by. Unbeatable convenience with common laundry area near by on every floor. Centrally located, close to Maalaea Harbor, Maui Ocean Center, shops, and restaurants. Ready for you to make this your Maui island retreat! Land Lease is actually through 01/01/2093.

30 Hauoli St Unit 411, Wailuku

Listing courtesy of REMAX Hawaii Maui.

250 Hauoli St Unit 314, Wailuku
$549,000
2 Beds ⋅ 2 Baths ⋅ 410424 MLS ⋅ Leasehold Tenure ⋅ Kanai A Nalu BLDG.
Enjoy stunning, direct ocean front views -- watch the boats coming in and out of the harbor, and the whales right off your lanai from this beautifully remodeled, contemporary turnkey vacation rental condo. Dramatic outer island views. Top to bottom renovation just 3 years ago. Stunning, custom acrylic counters. New flooring, paint, appliances, all new furnishings, and most importantly -- transition of the dated "Fred Flintstone" rubble walls in the living room to smooth surface. All new furnishings, new AC unit. Art was locally sourced, including matched original acrylic "Oceanic Frenzy" by Lenore. Walk to the harbor and enjoy an array of dining options. Located adjacent to Maui's longest walking beach, a serene and less travelled eight-mile stretch of shoreline adjoining bird sanctuaries and all but deserted beach. Take advantage of a rebounding market -- seller invested over $850,000 in this unit (including remodel) just three years ago. Sold completely furnished and ready to go. One of the longest leases on Maui, in place until 2066. This is a Leasehold property -- contact listing agent or your Realtor for complete explanation and details.

250 Hauoli St Unit 314, Wailuku

Listing courtesy of Keller Williams Realty Maui-Ki.

250 Hauoli St Unit 417, Wailuku
$799,000
2 Beds ⋅ 2 Baths ⋅ 410311 MLS ⋅ Leasehold Tenure ⋅ Kanai A Nalu BLDG.
Your front row seat to paradise and oceanfront luxury awaits at Kanai A Nalu #417! This exceptional 4th-floor 2-bedroom, 2-bath residence offers breathtaking panoramic views of the Pacific Ocean, Sugar Beach, Haleakala, and spectacular year-round sunrises. Extensively remodeled with over $200,000 in premium upgrades, this turnkey condominium showcases an open-concept design with a beautifully appointed kitchen, quality cabinetry, stone countertops, stainless steel appliances, luxury flooring, designer lighting, and tastefully remodeled bathrooms. Enjoy year-round comfort with three split-system A/C units serving the living area and both bedrooms. The spacious oceanfront lanai is the perfect place to relax while watching humpback whales (seasonal), sea turtles, and the soothing waves along Maui's shoreline. Kanai A Nalu is a heavily booked short-term vacation rental, making this an outstanding opportunity for both personal enjoyment and investment potential. Ideally located on Maui's longest white sand beach, the complex features a heated oceanfront pool, BBQ area, elevator, lush tropical landscaping, and convenient parking, all just minutes from Ma?alaea Harbor, restaurants, shops, golf, Kahului Airport, Wailea, and West Maui. Offered fully furnished and move-in ready. This is a leasehold property.

250 Hauoli St Unit 417, Wailuku

Listing courtesy of Century 21 Island Homes.

2180 W Vineyard St Unit 106, Wailuku
$520,000
2 Beds ⋅ 2 Baths ⋅ 409765 MLS ⋅ Fee Simple Tenure ⋅ Iao Gardens BLDG.
Welcome home to this beautifully upgraded 2-bedroom, 2-bath Corner Unit with Impressive Views of Iao Valley, the West Maui and Waihee Mountains, and Ocean Views from the Lanai and Primary Suite. With 839 SF of thoughtfully designed living space, this inviting floorplan offers both comfort and privacy, featuring a spacious great room that separates the primary suite from the second bedroom and bath. Inside, you’ll find tasteful updates throughout, including luxury vinyl plank flooring, fresh interior paint, refreshed white cabinetry, granite countertops, new bathroom vanities, and a generous walk-in storage closet. The convenience of an in-unit washer and dryer adds to the ease of everyday living. Glass doors from both bedrooms open directly to the lanai, allowing refreshing tradewinds to flow naturally through the home and creating a seamless indoor-outdoor lifestyle. Surrounded by a mature tropical landscape, the lanai features a built-in bar with footrest — the perfect place to enjoy morning coffee, outdoor dining, or simply relax while taking in the scenic ocean and mountain views. This secure and well-maintained building offers an elevator, covered parking, an inground pool, and a barbecue deck area designed for enjoying Maui’s year-round island lifestyle. This Unit includes one assigned parking stall with additional nearby street parking and the Wailuku Parking Structure. Ideally located in the Heart of Historic Wailuku Town, you’ll enjoy easy access to restaurants, shopping, entertainment, medical facilities, schools, parks, banks, churches, and government offices. This property is perfectly suited as a primary residence, second home, or an investment opportunity. Schedule your private showing today and discover a beautiful condo to call home, where gentle tradewinds, lush tropical surroundings, and scenic mountain and ocean views create a peaceful island retreat. As a Bonus, furnishings & housewares are included!

2180 W Vineyard St Unit 106, Wailuku

Listing courtesy of Maui Real Estate Advisors LLC.

Start Your Search

How much is your home worth?

Get instant property value now!