Wailuku Homes with Short Term Rental Allowed

Wailuku Homes with Short Term Rental Allowed

Welcome to Wailuku, a charming town nestled in the heart of Maui County, Hawaii. Known for its rich history and vibrant culture, Wailuku is the perfect blend of old-world charm and modern convenience. As the county seat of Maui, this picturesque town boasts stunning views of the West Maui Mountains and is just a stone's throw away from the beautiful beaches and lush landscapes that make Maui a world-renowned destination.

Wailuku is a hub for local arts and culture, with historical landmarks, galleries, and theaters that reflect the island's unique heritage. Stroll through the quaint streets lined with local shops and eateries, where you can savor the flavors of authentic Hawaiian cuisine or pick up a handcrafted souvenir. The town is also home to the iconic Iao Valley State Park, where you can explore lush hiking trails and witness the majestic Iao Needle, a natural rock formation that stands as a testament to the island's geological beauty.

For those considering a home in this idyllic location, Wailuku offers a fantastic opportunity for short-term rentals. With its appealing climate and proximity to popular tourist attractions, homes in Wailuku are not only a great place to live but also a lucrative investment for short-term rental options. Imagine hosting guests from around the world in a cozy retreat that captures the essence of Hawaiian living.

Whether you're drawn to Wailuku for its vibrant community or its investment potential, this charming town has something for everyone. Embrace the Aloha spirit and discover your dream home in Wailuku today!

Newest Wailuku Homes with Short Term Rental Allowed

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.

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.

190 Hauoli Rd Unit 412, Wailuku
$999,000
2 Beds ⋅ 2 Baths ⋅ 409251 MLS ⋅ Fee Simple Tenure ⋅ Maalaea Banyans BLDG.
Welcome to Unit 412 at Maalea Banyans—an inviting 2 Bedroom 2 Bathroom oceanfront retreat nestled in the heart of Maalaea. This well-positioned condo offers breathtaking views of the Pacific, where you can enjoy stunning sunrises, seasonal whale watching, and the soothing sound of waves right from your private lanai. Inside, the unit features a bright and airy layout designed to maximize natural light and coastal breezes. The open-concept living and dining area flows seamlessly, creating a relaxed island atmosphere perfect for both everyday living and entertaining. Large windows and sliding glass doors bring the outdoors in, enhancing the tranquil beachfront experience. Convenience is a standout feature of this location. Maalaea Harbor is just moments away, offering easy access to world-class snorkeling, boating excursions, and waterfront dining. You’re centrally located between Lahaina and Kihei, making it simple to explore all that Maui has to offer—from pristine beaches and golf courses to shopping and local markets. The nearby Maui Ocean Center and quick access to major roadways add to the ease and enjoyment of daily life.Contact us today for your own private tour.

190 Hauoli Rd Unit 412, Wailuku

Listing courtesy of Keller Williams Realty Maui-Ki.

150 Hauoli St Unit 602, Wailuku
$799,000
2 Beds ⋅ 2 Baths ⋅ 409219 MLS ⋅ Fee Simple Tenure ⋅ Island Sands BLDG.
Highly sought-after oceanfront top-floor condo in one of Maalaea’s most desirable fee simple buildings. Enjoy spectacular ocean and outer island views from your private covered lanai. This upgraded residence features a beautifully remodeled kitchen with granite countertops, an updated bathroom with a modern vanity and walk-in tiled shower, and tile flooring throughout.The spacious primary bedroom has been thoughtfully reconfigured to create an additional flex space - perfect for a dining area, home office, or extra sleeping quarters. Offered fully furnished, this unit includes one assigned parking stall and is ideally located just a short stroll to the beach, Maalaea Harbor, the Maui Ocean Center, shops, and restaurants.Community amenities include an oceanfront swimming pool and barbecue area.

150 Hauoli St Unit 602, Wailuku

Listing courtesy of Hawaii Life (W).

150 Hauoli St Unit 103, Wailuku
$549,000
1 Beds ⋅ 1 Baths ⋅ 409220 MLS ⋅ Fee Simple Tenure ⋅ Island Sands BLDG.
Located in one of Maalaea’s most desirable fee simple buildings, Island Sands 103 is a wonderful ground-floor unit offering beautiful ocean views and easy access to the oceanfront pool and barbecue area. This updated condo features a remodeled kitchen with granite countertops and a walk-in tiled shower. The living room includes a wall-mounted Murphy bed, providing flexible additional sleeping space. Tile flooring throughout extends seamlessly to the spacious lanai, creating ideal indoor-outdoor living. Offered fully furnished, this unit includes one assigned parking stall and is ideally situated just a short walk to the beach, Maalaea Harbor, the Maui Ocean Center, shops, and restaurants.

150 Hauoli St Unit 103, Wailuku

Listing courtesy of Hawaii Life (W).

280 Hauoli St Unit B-17, Wailuku
$275,000
1 Beds ⋅ 1 Baths ⋅ 408892 MLS ⋅ Leasehold Tenure ⋅ Hono Kai BLDG.
The lowest-priced oceanfront opportunity in Ma'alaea. Front-row seats to Ma'alaea Bay where humpback whales breach in winter, surfers glide across the waves, and the Pacific becomes part of your everyday view. This second-floor unit at Hono Kai is positioned directly on the shoreline within one of Maui’s most intimate oceanfront communities, just 46 units across a lush one-acre property. Enjoy morning coffee from your private lanai while taking in panoramic ocean views and cooling trade winds. Walk to Ma'alaea Harbor, Maui Ocean Center, waterfront dining, shops, and Haycraft Park. Just outside your door, access miles of sandy shoreline stretching toward Kihei. The unit has been beautifully updated with a remodeled kitchen and bath, quality finishes, and a clean coastal aesthetic. Offered fully furnished vacation rental with excellent guest reviews. Hono Kai is pet friendly, and maintenance fees include water, trash, cable, internet, exterior insurance, landscaping, and pest control. Ideal as a full-time residence, Maui getaway, or income-producing investment. This is a leasehold property.

280 Hauoli St Unit B-17, Wailuku

Listing courtesy of Emerald Club Realty Inc.

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