Oceanview 2BR/2BA condo with pool, AC, balcony, and beach access-Kanai A Nalu 317From $224/night · Sleeps 6
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
Map View · Page 7
Wailuku Vacation Rentals Map
Oceanview 2BR/2BA condo with pool, AC, balcony, and beach access-Kanai A Nalu 317From $224/night · Sleeps 6
August Sale! Top-Floor Oceanfront Maalaea Views & LanaiFrom $224/night · Sleeps 4
Hale Mauna Leo-Upscale 3-bedroom house with AC in Central MauiFrom $233/night · Sleeps 8
*New* Fall Sale Waterfront Maalaea Getaway Near Harbor AdventuresFrom $234/night · Sleeps 4
Waena Inn Unit 4 – Newly Renovated Maui Private SuiteFrom $255/night · Sleeps 3
Turtles, Whales & Waves from Oceanfront Private LanaiFrom $266/night · Sleeps 4
Unit 6 Waena Inn - Newly Renovated Maui Private SuiteFrom $266/night · Sleeps 3
Oceanfront Spectacular Condo, New ListingFrom $278/night · Sleeps 4
Maalaea Kai #220- Relaxing 2BR/2BA Oceanfront Maui Condo with Private Lanai, Stunning Ocean ViewsFrom $278/night · Sleeps 5
Ma'alaea Ocean Front • Whales, Pool & Hot TubFrom $292/night · Sleeps 3
Ocean-View Balcony! Walk to Maalaea HarborFrom $295/night · Sleeps 6
New Luxury Oceanfront Condo ★ Amazing 180° Ocean Views ★ Top-Floor Corner-UnitFrom $404/night · Sleeps 6
Celebrate Honeymoon, Anniversary or Birthday...Panoramic Ocean View!From $595/night · Sleeps 4
Maalaea, Milowai, Spacious 4 BR, Beachfront, Sleeps 12From $898/night · Sleeps 12
Maalaea, Maalaea Kai, Spacious 4 BR, Beachfront, Sleeps 12From $987/night · Sleeps 12
Maalaea, Kanai A Nalu, Spacious 4 BR, Beachfront, Sleeps 12From $998/night · Sleeps 12
Maalaea, Island Sands, Spacious 4 BR, Beachfront, Sleeps 12From $998/night · Sleeps 12
Historic Wailuku Inn: 10 Ensuite Bedrooms | Gourmet Chef Breakfast IncludedFrom $3,891/night · Sleeps 20
From $224/night
Oceanview 2BR/2BA condo with pool, AC, balcony, and beach access-Kanai A Nalu 317
Beautiful Direct Oceanfront Views of Maalaea Bay from this 2 Bedroom Maui Condo - Kanai A Nalu 317 Welcome to your Maui Retreat: Enjoy direct ocean...
From $224/night
August Sale! Top-Floor Oceanfront Maalaea Views & Lanai
Summary:Start the day on your top-floor lanai, coffee in hand, while Maalaea Bay opens out toward Molokini and Kaho'olawe. In whale season, keep an...
From $233/night
Hale Mauna Leo-Upscale 3-bedroom house with AC in Central Maui
Live like a local! Are you a Snow Bird looking for a 6 months roost on Maui? Six- month only. Available October 24, 2026 through May 31, 2027. Unpack...
From $234/night
*New* Fall Sale Waterfront Maalaea Getaway Near Harbor Adventures
Summary:Walk to the neighboring beach, keep an eye out for honu resting on the sand, then come back for a swim and a simple dinner from the shared...
From $255/night
Waena Inn Unit 4 – Newly Renovated Maui Private Suite
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 $266/night
Turtles, Whales & Waves from Oceanfront Private Lanai
Wake up to the Pacific! Nothing stands between you and Maui’s endless sparkling blue ocean.Sip your morning coffee on your private lanai while...
From $266/night
Unit 6 Waena Inn - 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...
From $278/night
Oceanfront Spectacular Condo, New Listing
Escape to this ground floor beachfront unit for the ultimate relaxation. Extensively remodeled kitchen and bathroom with new flooring, ceiling fans,...
From $278/night
Maalaea Kai #220- Relaxing 2BR/2BA Oceanfront Maui Condo with Private Lanai, Stunning Ocean Views
Ma'alaea Kai #220 – Peaceful Oceanfront Maui Retreat with Tranquil ViewsWelcome to Ma'alaea Kai #220, an inviting 2-bedroom, 2-bathroom oceanfront...
From $292/night
Ma'alaea Ocean Front • Whales, Pool & Hot Tub
Wake up to the ocean from this ground floor condo at Ma'alaea Banyan. Sliders open onto the lawn with the water just beyond, and from December...
From $295/night
Ocean-View Balcony! Walk to Maalaea Harbor
Oceanfront Community w/ Beach Access | Community Pool & BBQ | 9 Mi to KahuluiMaalaea Harbor sits just up the road, launching whale-watching cruises...
From $404/night
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•...
From $595/night
Celebrate Honeymoon, Anniversary or Birthday...Panoramic Ocean View!
Forget your worries in this spacious and serene space. A perfect Honeymoon Suite to start your life together! This 4th floor suite is surrounded by...
From $898/night
Maalaea, Milowai, Spacious 4 BR, Beachfront, Sleeps 12
Summary:Wake up steps from Maalaea Bay in this beachfront four-bedroom retreat that pairs Unit A and Unit B, two private 2-bedroom condominiums...
From $987/night
Maalaea, Maalaea Kai, Spacious 4 BR, Beachfront, Sleeps 12
Summary:This oceanfront retreat at Maalaea Kai pairs two full 2-bedroom condominiums - Unit A and Unit B - giving your group 4 bedrooms, 4 bathrooms,...
From $998/night
Maalaea, Kanai A Nalu, Spacious 4 BR, Beachfront, Sleeps 12
Summary:Wake up to the sound of the Pacific at Kanai A Nalu, a beachfront condominium resort sitting directly on Sugar Beach in Maalaea - this...
From $998/night
Maalaea, Island Sands, Spacious 4 BR, Beachfront, Sleeps 12
Summary:Book the full Island Sands experience with this beachfront four-bedroom retreat that sleeps 12 across two private two-bedroom condos - Unit A...
From $3,891/night
Historic Wailuku Inn: 10 Ensuite Bedrooms | Gourmet Chef Breakfast Included
The Historic Wailuku Inn is a restored 1924 estate offering 10 en-suite bedrooms across two plantation-era homes surrounded by lush gardens and...