NEW! Wailuku Modern 3BR | Central MauiFrom $162/night · Sleeps 8
Central Maui Town and Valley Rentals
Wailuku Vacation Rentals
Wailuku Vacation Rentals – Local Charm in Central Maui
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. Find Wailuku vacation rentals below and experience Maui from a more grounded, authentic perspective.
Rental Listings
Wailuku Vacation Rentals Listings
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Wailuku Vacation Rentals Map
NEW! Wailuku Modern 3BR | Central MauiFrom $162/night · Sleeps 8
Oceanview 2BR/2BA Condo w/ Pool, A/C, Balcony & Beach Access – Maalaea Kai 403From $192/night · Sleeps 6
Seaside Surf Spot Oceanfront 1-bedroom in Ma'alaea with ACFrom $229/night · Sleeps 4
Makani A Kai B5 Ocean Front condo 10 yards from private beach access.From $416/night · Sleeps 4
Downtown Wailuku Studio • Queen Bed + ACFrom $70/night · Sleeps 2
Cozy Wailuku Studio with AC | Convenient to OGG & Central MauiFrom $87/night · Sleeps 2
NEW Fall Sale Maalaea Harbor Stay with Ocean Views and a PoolFrom $101/night · Sleeps 4
New Listing! Beautifully designed sunlit getawayFrom $113/night · Sleeps 4
Downtown Wailuku • Queen Bed + KitchenetteFrom $115/night · Sleeps 2
Heart of Wailuku • Queen Bed + KitchenetteFrom $122/night · Sleeps 2
Maalaea Oceanview 1BD + Loft GetawayFrom $122/night · Sleeps 6
New 70 Feet from Ma'alaea Bay, Pool and Hot TubFrom $124/night · Sleeps 4
Ocean-view 1BR condo with pool, AC and beach access-Maalaea Banyans 112From $132/night · Sleeps 4
Oceanfront 1BR condo in South Maui with pool, hot tub, balcony, and AC-Maalaea Banyans 310From $132/night · Sleeps 4
Remodeled Oceanfront 1BD with Stunning Sunset Views- Maalaea Banyans 316From $133/night · Sleeps 4
*Hono Kai A14* New Listing! Maui condo steps to the sand!From $139/night · Sleeps 4
New Fall Deal Maalaea Bay Sunsets from a Private Ocean-View LanaiFrom $140/night · Sleeps 4
Ohana Hi-top Maui Camper VanFrom $149/night · Sleeps 2
NEW! Central Maui 2BR | AC | Work-FriendlyFrom $162/night · Sleeps 8
Beachfront Complex on Sugar BeachFrom $162/night · Sleeps 4
Oceanfront 2 Bedroom Oasis on Sugar BeachFrom $163/night · Sleeps 4
Long Term Rental Maalaea Yacht Marina OceanfrontFrom $165/night · Sleeps 4
*NEW* Fall Deal Third-Floor Maalaea Bay Views Near the BeachFrom $178/night · Sleeps 4
NEW Fall Deal Roomy Maalaea Bay Condo for a Family Beach WeekFrom $178/night · Sleeps 6
Waena Inn Unit 1 – Newly Renovated Maui Private SuiteFrom $186/night · Sleeps 3
Charming 2BR Condo in Historic Wailuku | Central Maui LocationFrom $189/night · Sleeps 6
NEW! Authentic Maui Stay – 3BR Duplex, Sleeps 8From $189/night · Sleeps 8
Ocean front 2-bedroom condo in fantastic Wailuku with cool ACFrom $191/night · Sleeps 4
Ocean-view 2BR Maui condo with pool, A/C, beachFrom $193/night · Sleeps 6
Luxury estate on Wailuku With an adorable viewFrom $199/night · Sleeps 12
Gorgeous Ocean View 3BR 2BA Home, Wailuku, 6 Mo. Min priced below vacation ratesFrom $199/night · Sleeps 4
🏝️Summer Deals - Romantic Beach Getaway - Steps to Beach 🏝️From $204/night · Sleeps 2
*Kana'i A Nalu 312* New Listing! Maui Condo Steps to the Sand!From $205/night · Sleeps 4
From $162/night
NEW! Wailuku Modern 3BR | Central Maui
Wailuku, Hawaii
★★★★★ 1 reviews
Summary:Stay where Maui locals live, in historic Wailuku Town—an authentic small town w/coffee shops, galleries, family diners, & historic charm....
From $192/night
Oceanview 2BR/2BA Condo w/ Pool, A/C, Balcony & Beach Access – Maalaea Kai 403
Wailuku, Hawaii
★★★★★ 1 reviews
Experience Maui from this Oceanfront Condo on Beautiful Maalaea Bay, Ocean Views, Oceanfront Pool, Walk to the Harbor for Boat Trips - Maalaea Kai...
From $229/night
Seaside Surf Spot Oceanfront 1-bedroom in Ma'alaea with AC
Wailuku, Hawaii
★★★★★ 1 reviews
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....
From $416/night
Makani A Kai B5 Ocean Front condo 10 yards from private beach access.
Wailuku, Hawaii
★★★★★ 1 reviews
Oceanfront Escape at Makani A Kai B5 – Maalaea, MauiWelcome to your personal paradise on Maui’s southern coast! Nestled directly on the beach in...
From $70/night
Downtown Wailuku Studio • Queen Bed + AC
Wailuku, Hawaii
Enjoy a convenient ground-floor stay in downtown Wailuku. Designed for two guests, this private studio features a dedicated queen bed, compact...
From $87/night
Cozy Wailuku Studio with AC | Convenient to OGG & Central Maui
Wailuku, Hawaii
Summary:Enjoy a simple, comfortable Maui stay in historic Wailuku Town—a charming, walkable neighborhood known for its local cafés, boutiques, and...
From $101/night
NEW Fall Sale Maalaea Harbor Stay with Ocean Views and a Pool
Wailuku, Hawaii
Summary:A covered lanai with Maalaea Bay in view sets an easy tone at this second-floor Hono Kai condo, where a small family can walk to the harbor...
From $113/night
New Listing! Beautifully designed sunlit getaway
Wailuku, Hawaii
Welcome to your bright and thoughtfully updated Maui retreat, ideal for couples, friends, or small families seeking a relaxing island getaway. This...
From $115/night
Downtown Wailuku • Queen Bed + Kitchenette
Wailuku, Hawaii
Enjoy a private second-floor studio near the heart of downtown Wailuku. Designed for two guests, the unit features a dedicated queen bed,...
From $122/night
Heart of Wailuku • Queen Bed + Kitchenette
Wailuku, Hawaii
Stay in a private second-floor studio just minutes from downtown Wailuku. Perfect for up to two guests, this cozy space includes a queen bed, a...
From $122/night
Maalaea Oceanview 1BD + Loft Getaway
Wailuku, Hawaii
Welcome to Makani A Kai B11, a bright and inviting 1-bedroom + loft, 2-bathroom Maui retreat perfect for families, couples, or small groups seeking a...
From $124/night
New 70 Feet from Ma'alaea Bay, Pool and Hot Tub
Wailuku, Hawaii
Summary:At just 70 feet from the water, this Maalaea Banyans condo puts the ocean in the day's first conversation. Take two beach chairs and the...
From $132/night
Ocean-view 1BR condo with pool, AC and beach access-Maalaea Banyans 112
Wailuku, Hawaii
Direct Oceanfront 1 Bedroom Ground Floor Condo with Lawn Access and Pacific Ocean and Island Views - Maalaea Banyans 112 Welcome to Your Maui...
From $132/night
Oceanfront 1BR condo in South Maui with pool, hot tub, balcony, and AC-Maalaea Banyans 310
Wailuku, Hawaii
Direct Oceanfront 1 Bedroom Condo with Panoramic Pacific Ocean and Island Views - Maalaea Banyans 310 Welcome to Your Maui Retreat: Maalaea Banyans...
From $133/night
Remodeled Oceanfront 1BD with Stunning Sunset Views- Maalaea Banyans 316
Wailuku, Hawaii
Breathtaking Direct Oceanfront Views and Sunsets from this Remodeled 1 Bedroom Maalaea Maui Condo -Maalaea Banyans 316Welcome to Your Maui Retreat:...
From $139/night
*Hono Kai A14* New Listing! Maui condo steps to the sand!
Wailuku, Hawaii
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...
From $140/night
New Fall Deal Maalaea Bay Sunsets from a Private Ocean-View Lanai
Wailuku, Hawaii
Summary:Let Maalaea Bay set the pace, from morning coffee on the private ocean-view lanai to the last color of sunset across the water. This...
From $149/night
Ohana Hi-top Maui Camper Van
Wailuku, Hawaii
Discover Maui in elevated comfort with our Big Wave camper van. Ddesigned for travelers who value freedom, and adventure. Perfect for couples or solo...
From $162/night
NEW! Central Maui 2BR | AC | Work-Friendly
Wailuku, Hawaii
Summary:Enjoy a comfortable and thoughtfully appointed Maui stay in the heart of historic Wailuku Town—a charming, walkable neighborhood loved by...
From $162/night
Beachfront Complex on Sugar Beach
Wailuku, Hawaii
Hosted by VacaMauiEscape to your own slice of Maui paradise at Hono Kai B15, a tranquil oceanfront getaway tucked along the peaceful shores of...
From $163/night
Oceanfront 2 Bedroom Oasis on Sugar Beach
Wailuku, Hawaii
Welcome to Kanai A Nalu 303! This beautifully updated 2-bedroom, 2-bath oceanfront condo comfortably accommodates up to 4 guests and offers the...
From $165/night
Long Term Rental Maalaea Yacht Marina Oceanfront
Wailuku, Hawaii
Paradise awaits you at Maalaea Yacht Marina, Maui. This third floor oceanfront corner unit has extra-large windows and an expanded wrap around lanai...
From $178/night
*NEW* Fall Deal Third-Floor Maalaea Bay Views Near the Beach
Wailuku, Hawaii
Summary:Watch Maalaea Bay change from your third-floor lanai, then head down for a beach walk before dinner on the shared grills. This two-bedroom,...
From $178/night
NEW Fall Deal Roomy Maalaea Bay Condo for a Family Beach Week
Wailuku, Hawaii
Summary:Give the whole crew room to exhale after the beach, with Maalaea Bay just beyond your private ocean-view lanai. This two-bedroom, two-bath...
From $186/night
Waena Inn Unit 1 – Newly Renovated Maui Private Suite
Wailuku, Hawaii
Enjoy a relaxing stay in this modern 324 sq ft Ohana studio at Waena Inn, perfectly located in central Maui where the island’s east and west sides...
From $189/night
Charming 2BR Condo in Historic Wailuku | Central Maui Location
Wailuku, Hawaii
Summary:Stay in the heart of Old Wailuku Town—where locals live and visitors feel at home. This 2 bedroom upstairs unit combines modern comfort,...
From $189/night
NEW! Authentic Maui Stay – 3BR Duplex, Sleeps 8
Wailuku, Hawaii
Summary:Modern Comfort in Old Wailuku Town – 3BR Ground Floor of DuplexStay where Maui locals live, in the historic Wailuku Town—an authentic small...
From $191/night
Ocean front 2-bedroom condo in fantastic Wailuku with cool AC
Wailuku, Hawaii
Your cozy getaway awaits in Wailuku at this serene condo. With two comfortable bedrooms—one featuring a queen bed and the other a twin—guests find...
From $193/night
Ocean-view 2BR Maui condo with pool, A/C, beach
Wailuku, Hawaii
Makani A Kai B10 invites you to unwind just steps from the shoreline, with easy access to the area's celebrated 5 miles of beach and the relaxed...
From $199/night
Luxury estate on Wailuku With an adorable view
Wailuku, Hawaii
An extraordinary opportunity to spend a magical vacation at this incredible home. Enjoy panoramic ocean views. Imagine welcoming your family and...
From $199/night
Gorgeous Ocean View 3BR 2BA Home, Wailuku, 6 Mo. Min priced below vacation rates
Wailuku, Hawaii
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...
From $204/night
🏝️Summer Deals - Romantic Beach Getaway - Steps to Beach 🏝️
Wailuku, Hawaii
This one-bedroom/one-bathroom condo has been remodeled and beautifully furnished without missing any details for your romantic getaway. Everywhere...
From $205/night
*Kana'i A Nalu 312* New Listing! Maui Condo Steps to the Sand!
Wailuku, Hawaii
*** SAVINGS TIL 12/15 "construction" -Concrete restoration work is scheduled to begin around September 14, 2026, and is due to last 3-4 months....