Super Luxury, Direct Oceanfront, 20 yards From Ocean, Whale Watchers ParadiseFrom $285/night · Sleeps 4
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
Super Luxury, Direct Oceanfront, 20 yards From Ocean, Whale Watchers ParadiseFrom $285/night · Sleeps 4
Ma'alaea Kai 110 - Spectacular Oceanfront/Mountain Views - Full Ducted ACFrom $361/night · Sleeps 6
Beautifully Upgraded, Beachfront, Ground Floor....Dream Vacation!!! #118From $425/night · Sleeps 4
Perfect getaway for couples, honeymoonersFrom $376/night · Sleeps 3
Relaxing Ocean Front Views on Maui! Island Sands CondominiumFrom $252/night · Sleeps 4
Five Star Inspired--NEWLY Remodeled direct Ocean Front!From $369/night · Sleeps 4
OCEANFRONT SPECTACULAR CONDO-New Furnishings & Appliances - 60ft From the Water!From $192/night · Sleeps 3
Beautiful Luxury Oceanfront Condo-Grnd Floor, Great View, A/C, Wi-Fi, BDRM ViewFrom $252/night · Sleeps 4
Luxury Ocean Front Condo Free Wi-Fi. Legal RentalFrom $250/night · Sleeps 6
DAZZLING OCEANFRONT! Stunning views and steps to Sugar Beach, vacay awaits!From $319/night · Sleeps 6
Impeccable! Luxury Ground Floor Direct Oceanfront. 50' to the Turtle Sancuary!From $500/night · Sleeps 5
Impeccably Remodeled Ground Floor Oceanfront - 50' from the SEA Turtle Sancuary!From $394/night · Sleeps 6
Beachfront ocean View Condo With Unobstructed Ocean Views. 5 star reviews *****From $333/night · Sleeps 6
Oceanfront Luxury 1 BR Condominium - Perfect Honeymoon Spot!From $270/night · Sleeps 2
Sea La Vie Secluded Oceanfront condo, Magical Sunrise romantic honeymoon GetawayFrom $509/night · Sleeps 5
'Island Casual' Oceanfront 'Elegantly Comfortable'From $525/night · Sleeps 4
Maui Stunning Prime Ocean Front View of the Bay and Haleakala! *Maalaea Kai 212*From $174/night · Sleeps 4
View whales from modern Top floor Oceanfront condo. Maalaea, Haleakala sunrise!!From $325/night · Sleeps 4
MAY SALE - Top Floor Oceanfront 2 Bed/Bath En Suite StyleFrom $381/night · Sleeps 4
Beautiful, Luxury Oceanfront Condo- Great View, A/C, Wi-Fi, Central LocationFrom $242/night · Sleeps 4
Beautiful fully AC 2 BR/2BA Kanai a Nalu beachfront condo 20 ft from the wavesFrom $336/night · Sleeps 5
Relaxing Oceanfront!From $250/night · Sleeps 2
Incredible Views Milowai 1 Bed 1 Bath CondoFrom $399/night · Sleeps 4
Beautiful Oceanfront Condo with Stunning Views in the Heart of Maui!From $193/night · Sleeps 6
Mermaid Cove Breathtaking Ocean Views 2 bdrm 2 bathFrom $296/night · Sleeps 4
Oceanfront 2BR condo w/ lanai and pool accessFrom $159/night · Sleeps 6
Oceanfront Hono Kai B7 Escape Maui Condo Pool & Walk to Beach -Ma’alaea BayFrom $144/night · Sleeps 4
Maalaea Kai 307 Maui Prime Oceanfront King Beds w/ ensuite Dedicated WorkspaceFrom $275/night · Sleeps 4
Spacious Maalaea Oceanfront 2BR High Floor Ocean Views Pool Family FriendlyFrom $175/night · Sleeps 6
Cozy Oceanfront 2BR Condo with Pool and Epic ViewsFrom $355/night · Sleeps 6
Stunning Oceanfront 1bd - Maalaea Kai 315From $283/night · Sleeps 4
Lovely oceanfront 3-bedroom, first floor corner unitFrom $661/night · Sleeps 8
Gorgeous 3-Bedroom Condo in Ma'alaea With Extra Large Waterfront LanaiFrom $710/night · Sleeps 8
From $285/night
Super Luxury, Direct Oceanfront, 20 yards From Ocean, Whale Watchers Paradise
Wailuku, Hawaii
★★★★★ 10.0/10 · 183 reviews
In Hawaii's lush tropics, discover your dream home at this stunning 2-bedroom retreat. Nestled just an 11-minute walk from the picturesque Maalaea...
From $361/night
Ma'alaea Kai 110 - Spectacular Oceanfront/Mountain Views - Full Ducted AC
Wailuku, Hawaii
★★★★★ 10.0/10 · 183 reviews
Ease of access, pleasant tradewinds, quiet area and unmatched relaxation make this the ultimate in Maui locations. Ma'alaea Kai is a hidden gem that...
From $425/night
Beautifully Upgraded, Beachfront, Ground Floor....Dream Vacation!!! #118
Wailuku, Hawaii
★★★★★ 10.0/10 · 161 reviews
Kanai A Nalu (“Gentle Breeze”) is located in Maalaea; a place often called “Maui’s best kept secret”. Our condo is direct OCEANFRONT, BEACHFRONT! You...
From $376/night
Perfect getaway for couples, honeymooners
Wailuku, Hawaii
★★★★★ 10.0/10 · 150 reviews
Price you see is what you pay. No added fees or taxes. Totally private so no face-to-face contact needed. Contactless entry. Coded gate. No passing...
From $252/night
Relaxing Ocean Front Views on Maui! Island Sands Condominium
Wailuku, Hawaii
★★★★★ 10.0/10 · 136 reviews
This rare ocean-front condo is stunning! Listen to the sound of the ocean from the comfort of your home, while watching whales (Dec-April) and...
From $369/night
Five Star Inspired--NEWLY Remodeled direct Ocean Front!
Wailuku, Hawaii
★★★★★ 10.0/10 · 135 reviews
Remodeled unit boasts kitchen with all new stainless steel appliancesgranite countertops,Enjoy and relax on the lanai marveling at the sweeping ocean...
From $192/night
OCEANFRONT SPECTACULAR CONDO-New Furnishings & Appliances - 60ft From the Water!
Wailuku, Hawaii
★★★★★ 10.0/10 · 115 reviews
Allow the sound of the waves to relax you as you enjoy a beautiful tranquil condo with all the modern amenities directly on the Ocean in Maui. Fourth...
From $252/night
Beautiful Luxury Oceanfront Condo-Grnd Floor, Great View, A/C, Wi-Fi, BDRM View
Wailuku, Hawaii
★★★★★ 10.0/10 · 109 reviews
Enjoy cool island breezes, breathtaking ocean views, and whale watching in a fully re-modeled ground floor condo by the ocean. The convenient...
From $250/night
Luxury Ocean Front Condo Free Wi-Fi. Legal Rental
Wailuku, Hawaii
★★★★★ 10.0/10 · 107 reviews
Luxury Oceanfront Maui Condo on Sugar BeachKana‘i A Nalu – Maalaea, MauiWelcome to our beautifully remodeled oceanfront escape in Maalaea, Maui! This...
From $319/night
DAZZLING OCEANFRONT! Stunning views and steps to Sugar Beach, vacay awaits!
Wailuku, Hawaii
★★★★★ 10.0/10 · 86 reviews
Kanai A Nalu #319- Oceanfront Maui RetreatKanai A Nalu means “quiet surf”! Enjoy direct oceanfront and uninterrupted panoramic views of Ma’alaea bay!...
From $500/night
Impeccable! Luxury Ground Floor Direct Oceanfront. 50' to the Turtle Sancuary!
Wailuku, Hawaii
★★★★★ 10.0/10 · 86 reviews
*****GUEST ALERT!!! WINTER/SPRING 2027 CALENDAR JUST OPENED!****“IMMACULATE"..."IMPECCABLE"..."FRESH" One of the most beautiful and luxurious ground...
From $394/night
Impeccably Remodeled Ground Floor Oceanfront - 50' from the SEA Turtle Sancuary!
Wailuku, Hawaii
★★★★★ 10.0/10 · 80 reviews
*****GUEST ALERT!! WINTER/SPRING 2027 CALENDAR JUST OPENED!*****“IMMACULATE"...."AMAZING"....."REFRESHING"...."SO CLOSE TO THE TURTLE...
From $333/night
Beachfront ocean View Condo With Unobstructed Ocean Views. 5 star reviews *****
Wailuku, Hawaii
★★★★★ 10.0/10 · 73 reviews
Beachfront condominium! Watch the sunrise and sunset from the deck, whale watching from the balcony and snorkeling right in front of this recently...
From $270/night
Oceanfront Luxury 1 BR Condominium - Perfect Honeymoon Spot!
wailuku, Hawaii
★★★★★ 10.0/10 · 65 reviews
Escape to our charming 1-bedroom condo in the heart of Wailuku(Ma'alaea Village), Maui. Nestled just a short walk from the stunning West Maui...
From $509/night
Sea La Vie Secluded Oceanfront condo, Magical Sunrise romantic honeymoon Getaway
Wailuku, Hawaii
★★★★★ 10.0/10 · 62 reviews
It is not just a dream! You really can have it all here “ 50 Shades of blue! Suspended between sea and sky, this private oceanfront sanctuary offers...
From $525/night
'Island Casual' Oceanfront 'Elegantly Comfortable'
Wailuku, Hawaii
★★★★★ 10.0/10 · 58 reviews
Meticulously Maintained. New 2025 A/C dual zone system. Salt-water heated pool. Short walk east to Maui’s longest stretch of undeveloped beach (3...
From $174/night
Maui Stunning Prime Ocean Front View of the Bay and Haleakala! *Maalaea Kai 212*
Wailuku, Hawaii
★★★★★ 10.0/10 · 49 reviews
Enjoy this 2nd floor unit featuring gorgeous views throughout the unit of Maalaea Bay, the grand volcano Haleakala and the sparkling Kihei lights at...
From $325/night
View whales from modern Top floor Oceanfront condo. Maalaea, Haleakala sunrise!!
Wailuku, Hawaii
★★★★★ 10.0/10 · 47 reviews
Recently remodeled. New everything! New flooring throughout. New Beautiful Hawaiian Bedroom King set with a firm Beauty-rest mattress bed with custom...
From $381/night
MAY SALE - Top Floor Oceanfront 2 Bed/Bath En Suite Style
Wailuku, Hawaii
★★★★★ 10.0/10 · 45 reviews
This beautiful top floor condo is located in the 80 unit complex of Kanai A Nalu (Unit #419) and features all the comforts of home overlooking...
From $242/night
Beautiful, Luxury Oceanfront Condo- Great View, A/C, Wi-Fi, Central Location
Wailuku, Hawaii
★★★★★ 10.0/10 · 43 reviews
Enjoy cool island breezes, breathtaking ocean views, and whale watching in a brand new, fully renovated 3rd floor condo by the ocean. The convenient...
From $336/night
Beautiful fully AC 2 BR/2BA Kanai a Nalu beachfront condo 20 ft from the waves
Wailuku, Hawaii
★★★★★ 10.0/10 · 32 reviews
Since fall 2023, we housed Lahaina fire recovery workers, then sheltered FEMA fire survivors. Now our condo, refreshed throughout, once again...
From $250/night
Relaxing Oceanfront!
Wailuku, Hawaii
★★★★★ 10.0/10 · 21 reviews
“Updated oceanfront condo | private lanai | 2nd floor | steps to snorkeling, boating & harbor dining”About this space.....Imagine waking up to the...
From $399/night
Incredible Views Milowai 1 Bed 1 Bath Condo
Wailuku, Hawaii
★★★★★ 10.0/10 · 21 reviews
A peaceful retreat where you can hear the ocean waves from your king size bed. Sunrise and sunset views from your lanai. Located on the 3rd floor...
From $193/night
Beautiful Oceanfront Condo with Stunning Views in the Heart of Maui!
Wailuku, Hawaii
★★★★★ 10.0/10 · 16 reviews
***Professionally Cleaned Condo, No-Contact Check-In/Check Out*** Welcome to your perfect slice of paradise in this stunning oceanfront condo in the...
From $296/night
Mermaid Cove Breathtaking Ocean Views 2 bdrm 2 bath
Wailuku, Hawaii
★★★★★ 10.0/10 · 13 reviews
This lovely condo RIGHT on the shoreline, overlooking the beautiful Ma'alaea bay, is stunning. The 180 degree views, sweet ocean breezes, and lullaby...
From $159/night
Oceanfront 2BR condo w/ lanai and pool access
Wailuku, Hawaii
★★★★★ 10.0/10 · 12 reviews
Escape to paradise and experience the wonders of Ma'alaea Harbor in this exceptional 2-bedroom condo. With its array of features and stunning ocean...
From $144/night
Oceanfront Hono Kai B7 Escape Maui Condo Pool & Walk to Beach -Ma’alaea Bay
Wailuku, Hawaii
★★★★★ 10.0/10 · 9 reviews
Experience the ideal beachfront getaway at Hono Kai B7, a charming condo nestled in the serene beauty of Maui. This idyllic retreat offers stunning...
From $275/night
Maalaea Kai 307 Maui Prime Oceanfront King Beds w/ ensuite Dedicated Workspace
Wailuku, Hawaii
★★★★★ 10.0/10 · 8 reviews
Welcome to our nicely remodeled 3rd floor unit featuring gorgeous views throughout the unit of Maalaea Bay, the grand volcano Haleakala and the...
From $175/night
Spacious Maalaea Oceanfront 2BR High Floor Ocean Views Pool Family Friendly
Wailuku, Hawaii
★★★★★ 10.0/10 · 7 reviews
This is a NEW listing and it's gorgeous! We are confident you will have a great experience. Welcome to your front-row seat to Maui’s magic.Perched on...
From $355/night
Cozy Oceanfront 2BR Condo with Pool and Epic Views
Wailuku, Hawaii
★★★★★ 10.0/10 · 7 reviews
Summary:Embrace the ultimate Hawaiian escape in this stunning oceanfront condo, meticulously remodeled to capture the luxurious yet laid-back essence...
From $283/night
Stunning Oceanfront 1bd - Maalaea Kai 315
Wailuku, Hawaii
★★★★★ 10.0/10 · 6 reviews
Welcome to your home away from home! This beautifully updated one-bedroom condo combines modern comfort with tropical charm, making it an ideal...
From $661/night
Lovely oceanfront 3-bedroom, first floor corner unit
Wailuku, Hawaii
★★★★★ 10.0/10 · 6 reviews
Vacation with the whole family at our lovely Maalaea oceanfront, ground-floor unit end unit with outstanding views, five windows from the sides plus...
From $710/night
Gorgeous 3-Bedroom Condo in Ma'alaea With Extra Large Waterfront Lanai
Wailuku, Hawaii
★★★★★ 10.0/10 · 5 reviews
A true hidden Maui gem! Discover the beauty of Ma'alaea while relaxing in this recently constructed 3-bedroom condo, formerly the iconic WATERFRONT...