Wailuku Vacation Rentals – Local Charm in Central Maui
Wailuku vacation rentals offer affordable stays in a historic Maui town known for its walkable streets, cultural landmarks, and proximity to Iao Valley. Just minutes from the airport, Wailuku is perfect for travelers seeking convenience and a taste of authentic island life.
Wailuku is one of Maui's oldest towns, steeped in history and charm. It sits at the base of the West Maui Mountains and serves as the gateway to the lush and sacred Iao Valley. Unlike the resort areas, Wailuku has a local vibe with historic architecture, small shops, art spaces, and classic Hawaiian eateries.
Why Choose Wailuku for Your Stay
- Just 10 minutes from Kahului Airport (OGG)
- Affordable vacation rentals for long or short stays
- Proximity to Iao Valley, Wailuku River State Park, and the Maui Arts & Cultural Center
- Easy access to both South and West Maui attractions
- Local town feel with farmers markets and mom-and-pop cafés
Key Features and Amenities of Wailuku Rentals
- Cozy apartments and updated plantation-style homes
- Ocean or mountain views depending on location
- Full kitchens, private lanais, and residential-style comforts
- Great for digital nomads and long-term stays
Who It's Ideal For
- Budget-conscious travelers looking for a central base
- Visitors seeking cultural experiences and local flair
- Families, couples, and solo travelers wanting peaceful town stays
- Adventurers looking to explore Maui's hiking trails and history
With its location near the heart of Maui, Wailuku is a great place to stay if you want to explore the whole island without breaking the bank. Discover Wailuku vacation rentals below and experience Maui from a more grounded, authentic perspective.
Waterfront gem with heated pool, hot tub, private beach, lanai, grill, W/D, & AC
Maalaea Banyans 214Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Sitting just 70 feet from the water, this oceanfront Wailuku condo is full of aloha! As a part of the Maalaea...
*Makani A Kai B3* NEW LISTING! Right On The Beach Steps To The Sand
This 2nd story beach front condo offers direct beach access from the complex grounds with views of the breathtaking Maalaea Bay, the grand volcano Haleakala and the sparkling Kihei lights at night. Enjoy your private lanai. The primary bedroom features a king bed,...
Island Sands Resort Condo w/ Free WiFi, Ocean View-Near Everything
Island Sands Resort 107Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'The Island Sands Resort on Maui is located oceanfront in Maalaea, just a short four miles to Kihei and a scenic...
Tropical views just steps from Sugar Beach
No Resort or Parking Fees!Hono Kai C8 is a 2-bedroom, 2-bathroom condo that offers tropical views from the 3rd floor and high-vaulted ceilings. This property does not have an elevator. Unit C8 can accommodate up to 6 guests. Both the master and guest bedrooms are...
3-bedroom upstairs unit in beautiful Wailuku with AC
Get ready to unwind in this spacious 3-bedroom home located on the second floor in charming Wailuku. With two king beds and one twin bed, it’s the perfect spot for families or small groups seeking comfort and relaxation. The seating area is on the 2nd floor outside...
Oceanfront Maalaea Harbor Two Bedroom Condo within walking distance to beach
We are thrilled to announce the completion of our condo's remodel in January 2025—everything in the unit is brand new! The property offers one private parking spot, with additional off-street parking available. Located on the second floor, the unit features easy access...
Tropical ambiance in Maalaea with ocean views
Welcome to Kanai A Nalu 310, a 2-bedroom, 2-bathroom condo on the third floor, offering pool/ocean views and a state-of-the-art split A/C system in both the living area and the master bedroom. There are elevators at this property for easy access. This beautiful...
Suite Maui Paradise Condo - New Listing, Experienced Host!
This centrally located gem is in Maalaea, a cute little harbor town in South Maui and conveniently located 15 minutes from the airport and between Kihei and Lahaina. You will see more whales than birds during peak whale season. This condo is a relaxing one bed room...
Luxurious 1-Bedroom Oceanfront Condo: Breathtaking Views & Prime Maui Location
This exquisite one-bedroom condo is the perfect escape for your tropical getaway. With its unbeatable location, luxurious amenities, and breathtaking ocean views, you're guaranteed to have an unforgettable stay.Update on 2/24/2025 - The elevators on property will be...
Stunning Fully remodeled Direct Oceanfront on the beach, AC, pool, spa
Welcome to your Oceanfront Maui condo with Pool and Hot Tub, perfectly situated for exploring all the wonders of Maui while enjoying the soothing sounds of ocean waves .From your porch you'll be treated to stunning sunrises and breathtaking ocean views. Relax by the...
Garden view just steps from Maui's Sugar Beach
No Resort or Parking Fees!Hono Kai C12 is a bright 1-bedroom, 1-bathroom condo offering tropical views from the 3rd floor and traditional Hawaiian decor throughout. There are no elevators at this property. Unit C12 can accommodate up to 4 guests. The master bedroom...
Oceanfront Serenity at Maʻalaea Banyans Unit 315
Step into your own oceanfront escape at Maʻalaea Banyans 315 — a beautifully maintained 1-bedroom, 1-bathroom vacation rental with stunning, unobstructed views of the Pacific Ocean. Wake up to the sound of gentle waves and enjoy morning coffee or sunset cocktails from...
Island Sands Resort Condo w/ Free WiFi, Private W/D-Close to Beaches
Island Sands Resort 208Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'The Island Sands Resort on Maui is located oceanfront in Maalaea, just a short four miles to Kihei and a scenic...
Island Sands Resort Condo w/ Shared Grill, Ocean View-Close to Beaches
Island Sands Resort 302Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'The Island Sands Resort on Maui is located oceanfront in Maalaea, just a short four miles to Kihei and a scenic...
Oceanfront 3rd-floor condo with heated pool, BBQ, gorgeous ocean views, balcony
Island Sands #306Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Picture yourself in paradise at this premier oceanfront condo on the third floor of the Island Sands resort! This...
Waena Inn Unit 4 – Newly Renovated Maui Private Suite
Enjoy a cozy stay at this 324 sq ft modern Ohana studio apartment in Maui, featuring a small kitchenette and private bathroom. Large windows offer beautiful views of the West Maui Volcano and the warm Hawaiian breeze. With amenities such as A/C, Wi-Fi, smart TV, and...
Waena Inn Unit 1 – Newly Renovated Maui Private Suite
Enjoy a cozy stay at this 324 sq ft modern Ohana studio apartment in Maui, featuring a small kitchenette and private bathroom. Large windows offer beautiful views of the West Maui Volcano and the warm Hawaiian breeze. With amenities such as A/C, Wi-Fi, smart TV, and...
Cozy Studio in the Heart of Wailuku Town | AC | Near Airport
OverviewEnjoy a simple, comfortable Maui stay in historic Wailuku Town—a charming, walkable neighborhood known for its local cafés, boutiques, and central island location.This studio unit is part of a private, gated community of just five residences, offering a peaceful...
Stunning 2BD 2BA Ocean Front Condo Great View, AC
Wake up to the sound of the ocean just steps from your door. This direct oceanfront 2-bedroom, 2-bath condo in Maalaea is perfect for couples, families, or friends looking for a relaxed Maui stay with unforgettable views, steady trade winds, and an easy, central...
Amazing 2B/2B Ocean Front Condo, Great View! AC
Come to Maui and watch the stress melt away!!Our condo is DIRECT OCEANFRONT, You can't get any closer to the ocean than our condo! Maalaea village is a gem with its central location and its fantastic trade winds. They provide a cooling breeze that keeps the temperatures...
Oceanfront • AC • W/D • Desk • Central Maui
Wake to the sound of waves and sip your coffee on the oceanfront lanai as the sun rises over Haleakalā. Spend the day by the pool watching sea turtles and in season, spot the whales breaching right in the bay. Walk to the Harbor for snorkeling or sunset cruises, and...
Stunningly Spacious 4-Bedroom Condo With Extra Large Panoramic Ocean View Lanai
A true hidden Maui gem! Discover the beauty of Ma'alaea while relaxing in this recently constructed 4-bedroom condo, formerly the iconic WATERFRONT RESTAURANT. This very large 2,250 square foot unit includes 2 king beds, 1 queen bed, 1 queen sofa bed, a fold out bunk...
Relax in Style - Quiet, Air-Conditioned 2-Bedroom Condo in Sunny Wailuku
Discover a contemporary two-bedroom Maui loft adorned with modern art and ocean views. This serene retreat is the ideal base for easy access to all your adventures, from surfing with turtles to hitting the beach. The condo is equipped with beach chairs, a complete...
Modern 2BR/2BA Upstairs Home | Gated Wailuku Property | Central Location
Enjoy a modern Maui stay in the heart of historic Wailuku Town—a local favorite known for its small-town charm, walkable shops, and proximity to everything on the island.This 2-bedroom, 2-bath upstairs unit is located in a gated community of just five units, offering...
*Kana'i A Nalu 312* New Listing! Maui Condo Steps to the Sand!
This updated and spacious 3rd-floor condo offers amazing views overlooking the ocean and tropical courtyard with a heated community swimming pool giving a lovely ambiance of light at night. Decorated with Aloha spirit, this unit features a fully equipped kitchen and...
NEW! Spacious 3BR Home in Old Wailuku Town | Central to All of Maui
Modern Comfort in Old Wailuku Town – 3BR Ground Floor of DuplexStay where Maui locals live, in the historic Wailuku Town—an authentic small town with coffee shops, galleries, family diners, and historic charm. This fully rebuilt ground floor duplex (completed in 2025)...
*Hono Kai A15* New Listing! New remodel! Maui condo steps to the sand!
Hono Kai A15 offers tranquiity with garden views. This ground floor unit is immered in rich tropical foliage from your spacious private lanai only steps from the complex beach access! Newly remodeled and decorated with Aloha. King bed and quality sleeper sofa,...
Kanai A Nalu 416 Oceanfront 2 bedroom Overlooking South Maui Ocean
Book with us and come to Maui to explore everything we have to offer!Enjoy the ocean breeze in your luxury 2 bedroom/2 bath condo home. Wander right out to the beach. The split air-conditioned unit is fully equipped, including an in-unit washer/dryer. The primary...
Makani A Kai A4 - Oceanfront Walkout - 15 feet from beach
Oceanfront Escape at Makani A Kai A4 – Maalaea, Maui. Welcome to your own slice of paradise on Maui's southern shore! This 1B/1B walkout sits on the beach in Maalaea, offering breathtaking ocean views, and private access to 3 miles of the secluded sandy Sugar beach....
Makani A Kai B5 Ocean Front condo 10 yards from private beach access.
Oceanfront Escape at Makani A Kai B5 – Maalaea, MauiWelcome to your personal paradise on Maui’s southern coast! Nestled directly on the beach in Maalaea, this 2-bedroom, 2-bathroom oceanfront condo offers the ultimate island retreat. With sweeping views of the Pacific...
Seaside Surf Spot Oceanfront 1-bedroom in Ma'alaea with AC
The Seaside Surf spot is on the water's edge in Ma'alaea Bay, Maui, Hawaii at Ma'alaea Kai. "Freight Trains" Surf spot is just outside your door. With beautiful, unobstructed views of Haleakala looming over Ma'alaea Bay from the lanai and Molokini and the harbor from...
*Maalaea Banyans 104* NEW LISTING Maui Stunning Prime Ocean Front with hot tub!
Enjoy this ground floor unit featuring gorgeous ocean front views throughout the unit of Maalaea Bay, the grand volcano Haleakala and the sparkling Kihei lights at night. The unit is tastefully decorated with the spirit of Aloha and has split system AC throughout the...
Aloha Vibes Road to Hana explorer
Immerse Yourself in the Aloha Spirit with Our Cozy Camper Van!Experience Maui like never before in this ultra-comfortable, fuel-efficient camper van—perfect for two adventurous travelers looking to relax, explore, and embrace island life. With all the essentials and...
Oceanfront Bliss at Makani A Kai, AC Included!
Welcome to Makani A Kai Unit A8, your perfect Hawaiian retreat nestled on the tranquil shores of Maalaea Bay in Maui. This charming 1-bedroom, 1-bathroom beachfront ground-floor condo offers a serene escape with all the comforts of home, ideal for couples or small...
Oceanfront Condo w/ Big Views & Modern Designer Style
The Space:Escape to paradise in this modernly furnished 1-bedroom oceanfront condo! Relax on your private Lanai while watching mesmerizing waves and turtles. Enjoy a fully stocked kitchen with a shared pool and BBQ area. Fall asleep to the waves crashing in the comfy...
🏝️Summer Deals - Romantic Beach Getaway - Steps to Beach 🏝️
This one-bedroom/one-bathroom condo has been remodeled and beautifully furnished without missing any details for your romantic getaway. Everywhere you look you will appreciate the beachy details and Hawaiian theme with clean modern design. From the lanai, you have view...
Historic Wailuku Inn: 10 Ensuite Bedrooms | Gourmet Chef Breakfast Included
Summary:Welcome to The Historic Wailuku Inn, a beautifully restored 1924 Maui estate with 10 private en-suite bedrooms, lush tropical gardens, and meandering plumeria-lined pathways. Featured by the Wall Street Journal (Apr 18, 2025) as an authentic alternative to...
Gorgeous Ocean View 3BR 2BA Home, Wailuku, 6 Mo. Min priced below vacation rates
This single family home is being rented out for six months while we travel. Inquiries for less than six months will not be accepted. A home of this size, quality, location, and ocean view would conservatively rent for $350 per night but we're discounting it to $289 per...
*Hono Kai A14* New Listing! Maui condo steps to the sand!
Beautiful ground floor and newly remodeled! Hono Kai A14 is a garden-view unit, immersed in rich tropical foliage with a spacious private lanai only steps from the complex beach access! Decorated with a modern beachy decor, this unit features a master suite with a comfy...
Specials in 2025 Beautiful 2 b/2ba beachfront condo Oceanview in Maalaea Maui
Welcome to our luxurious Condo at Kanai A Nalu Maalaea, Ocean & Beachfront newly remodeled 2 bedroom, 2 bathroom Condo. This lovely unit is situated on famous “Sugar Beach”, a beautiful and quiet white sands beach that stretches for miles—all the way to Kihei. From the...
New Luxury Oceanfront Condo ★ Amazing 180° Ocean Views ★ Top-Floor Corner-Unit
Kana'i A Nalu 417 by KNOWLES MAUI• Recent full-condo remodel, new everything• Top-floor corner unit with unobstructed ocean and outer island views• Freshwater beachside swimming pool • On Sugar Beach – the longest beach in Maui, great for swimming, snorkeling, boarding...
Luxury estate on Wailuku With an adorable view
An extraordinary opportunity to spend a magical vacation at this incredible home. Enjoy panoramic ocean views. Imagine welcoming your family and friends to your island retreat and building a lifetime of memories and watching stunning sunrise day after day. We invite you...