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.
Maalaea Kai 307 Maui Prime Oceanfront nKing Beds w/ ensuitenDedicated Workspace
Welcome to our nicely remodeled 3rd floor unit featuring gorgeous 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 a large split air...
*Milowai 410* Prime Oceanfront Maui Condo, A/C!
Enjoy breathtaking ocean views from this 4th/top floor unit. One of the largest lanais at the complex! The bedroom has a new comfy king bed, beautifully remodeled tiled walk-in shower, 40" Roku smart TV and a split system a/c unit to keep you cool. The living room also...
Five Star Inspired--NEWLY Remodeled direct Ocean Front!
Remodeled unit boasts kitchen with all new stainless steel appliancesgranite countertops,Enjoy and relax on the lanai marveling at the sweeping ocean views.Unit is so close to the water you can watch the turtles floating in the water below.Grab your swimming and...
Relaxing Oceanfront!
New owners Lisa and Scott are so excited to host you. "We want you to experience the best time ever on your Maui vacation. Our one bedroom, one bath, second floor condo has a magnificent and panoramic ocean view. This is one of the few places in Ma'alaea, where you can...
Dolphin Penthouse at Milowai
Overview:Marvel at the ocean and mountain views as you relax in this beautiful 4th floor, corner penthouse, oceanfront condo on Maui. Exit from your private elevator directly into the thoughtfully renovated and unique Dolphin Penthouse. Make yourself cozy and get ready...
Million Dollar View of Maalaea Coastline - Island Breeze
Experience the charm of Island Breeze, it's a delightful 2 bed/2bath condo, mere steps from the clear, azure waters of Ma’alaea Bay. Gaze at the sunrise over Haleakala from your own private lanai (two lanai's), while whales frolic in the bay and turtles gracefully...
MAY SALE - Top Floor Oceanfront 2 Bed/Bath En Suite Style
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 Maalaea Bay, Haleakala, Kihei, and all of the South Shore with Maalaea Beach just steps away! Miles of unbuilt sandy beaches...
Beautiful BeachFront condo Oceanview
Welcome to our luxurious Maalaea, Ocean & Beachfront newly remodeled 2 bedroom, 2 bathroom Condo. Kanai A Nalu is one of 8 complexes on our quite street. This lovely unit is situated on famous “Sugar Beach”, a beautiful and quiet white sands beach that stretches for...
'Island Casual' Oceanfront 'Elegantly Comfortable'
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 miles). Short walk west to harbor water excursions, Maui Ocean Center, restaurants, coffee shops, ice cream, and live...
Gorgeous Oceanfront Complex on Maui! Kanai A Nalu, with FREE parking!
We are 1/2 mile from the Maui Ocean Center Aquarium, Pacific Whale Foundation, Ma‘alaea Harbor and Harbor Shops, and the Mini-Golf Complex!Kana‘i A Nalu means 'gentle surf, but we call it 'Dad's Paradise.' Kana‘i A Nalu is a beautiful OCEANFRONT complex located...
Ground floor Ocean and pool view at Maalaea Bay
Hono Kai A5 is a ground-floor, 1-bedroom, 1-bathroom condo featuring ocean and pool views, easy access to the property from your lanai, and 1 window A/C unit in the bedroom. Unit A5 can accommodate up to 4 guests. The bedroom is furnished with a king-size bed in the...
OCEANFRONT CONDO with STYLE, COMFORT, & AMAZING VIEWS of OCEAN & HALEAKALA
Ocean Views from the Lanai, are so awesome, you may never want to leave the condo! Everyday brings a one-of -a kind Sunrise over Haleakala. Everyday, turtles feed among the gentle waves of our private beach, which is steps away. During whale season watch the Humpback...
IMPECCABLE! LUXURY GROUND FLOOR DIRECT OCEANFRONT. 50' TO THE TURTLE SANCUARY!
“IMMACULATE"..."IMPECCABLE"..."FRESH" One of the most beautiful and luxurious ground floor units in all of Ma'alaea. Full remodel just completed with all brand new designer furniture/appliances/finishes/surfaces/accessories, plus stunning original art paying respect...
Milowai 101 Ground Floor, Corner Condo w/ Stunning Ocean Views!
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 views, your vacation here promises to be truly unforgettable.Step onto the grand double-sized lanai, where you'll find a...
IMPECCABLY REMODELED GROUND FLOOR OCEANFRONT - 50' FROM THE SEA TURTLE SANCUARY!
“IMMACULATE"...."AMAZING"....."REFRESHING"...."SO CLOSE TO THE TURTLE SANCTUARY!".....are some of the descriptors from our Guest Reviews.... Located directly on beautiful Maalaea Bay, savor stunning sunrises over majestic Haleakala every morning in this newly...
Sea La Vie Secluded Oceanfront condo, Magical Sunrise romantic honeymoon Getaway
It is not just a dream! You really can have it all here “ 50 Shades of blue! Come relax and enjoy yourself in our UNIQUE, beautiful and extremely cozy ocean-front oasis, just steps away from the aqua blue ocean.Our contemporary, beautifully remodeled 975sf condo was...
Spectacular Wall of Glass!
Never have you stayed in a condo such as this. There is a wall of glass so you have a panoramic view of the ocean and beyond!Maui has been consistently ranked as the 'Best-Hawaiian Island' and '#1 Island Destination' by the readers of Travel & Leisure or Conde Nast for...
New Listing | Beautiful 2bed/2bath Oceanfront Unit 105
This 2 bedroom, 2 bathroom condo located on the ground floor, offers majestic ocean views and is fronting a beautiful golden sandy beach. Fully finished and equipped with everything you need in your home away from home, this is the perfect spot to enjoy with your...
Mermaid Cove Breathtaking Ocean Views 2 bdrm 2 bath
This lovely condo RIGHT on the shoreline, overlooking the beautiful Ma'alaea bay, is stunning. The 180 degree views, sweet ocean breezes, and lullaby of the ocean will take your breath away and instantly rejuvenate you! We offer A/C as well as ceiling fans, fully...
Incredible Views Milowai 1 Bed 1 Bath Condo
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 with elevator access. Milowai complex has a heated pool with BBQ`s and a small library for guests use. There is a 5-mile...
Super Luxury, Direct Oceanfront, 20 yards From Ocean, Whale Watchers Paradise
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 Harbor, you'll be perfectly positioned to explore the stunning West Maui Mountains and the pristine Wailea Beach, just a...
Now with optional car add-on
Car is a 2022 Tucson compact SUV, Special rate of $30 a day for cottage guests. After you book the cottage, Jordan's email will be shown and you can contact him for the details. You'll pick up the car in the parking across from baggage claim. No lines or paperwork...
Ma'alaea Kai 110 - Spectacular Oceanfront PLUS Mountain View/Quiet Setting
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 offers many amenities and views that travelers will treasure. Whether eating in or dining out, hiking the crater or...
View whales from modern Top floor Oceanfront condo. Maalaea, Haleakala sunrise!!
Recently remodeled. New everything! New flooring throughout. New Beautiful Hawaiian Bedroom King set with a firm Beauty-rest mattress bed with custom closets. New A/C. This place is great for honeymooners with the ocean making waves every night.To get your attention...
Direct Ocean Front
We are new to the vacation rentals and we are excited to host you at our 1 bedroom, 1 bath newly remodeled ocean front condo with spectacular panoramic ocean views. Enjoy your morning coffee with sunrise over Haleakala Crater. Green sea turtles rest almost every night...
In the center of it all!
Maui at it finest! Fantastic oceanviews where you can watch whales from your balcony and visit sea turtles on the private beach area. This centrally located property is in a quiet area on Maui, but everything is just minutes away!Maui's beautiful southern 7 Mile beach...
2 Bed Maui Retreat with 5 miles of beach!
Kanai A Nalu, what a gorgeous beach front condo! It's a great remodel with tile flooring throughout, island-style furniture, and a stunning kitchen with a full-size front load W/D! All the comforts and conveniences of home, but it's in paradise! With 2 bedrooms, one...
Luxury Beachfront Condo with Amazing 180° Ocean Views!! Corner Unit.
Kana'i A Nalu 317 by KNOWLES MAUI• Recent full-condo remodel, new everything• Third-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,...
Maui Stunning Prime Ocean Front View of the Bay and Haleakala! *Maalaea Kai 212*
Enjoy this 2nd floor unit featuring gorgeous 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 a portable a/c unit in the bedroom to keep you...
OCEANFRONT Spectacular Condo - Breathtaking Ocean Views and 60ft From the Water!
Allow the sound of the waves to relax you as you enjoy a beautiful condo with all the modern amenities directly on the Ocean in Maui. High end appliances throughout. Modern decor professionally accessorized by Swan Interiors. Enjoy all the modern conveniences; free high...
*Hono Kai A11* Maui condo steps to the sand!
In the beautiful ground floor Hono Kai A11 garden-view unit, you will be immersed in rich tropical foliage from your spacious private lanai only steps from the complex beach access! Remodeled and decorated with the spirit of Aloha, this unit features a primary bedroom...
Beautiful Oceanfront Condo with Stunning Views in the Heart of Maui!
***Professionally Cleaned Condo, No-Contact Check-In/Check Out*** Welcome to your perfect slice of paradise in this stunning oceanfront condo in the heart of Maui. This condo is located on the top floor of the complex, offering breathtaking panoramic views of South...
Beautifully Upgraded, Beachfront, Ground Floor....Dream Vacation!!! #118
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 simply cannot get any closer to the ocean than our beautifully upgraded, ground floor unit!From the lanai,...
Two Bedroom Oasis!
This upscale, high end condo has all the amenities and comforts you could ever want in a vacation rental. A large dining table is located on the lanai where you can sit and watch the whales, boats and surfers. The weekend brings the canoe club and kayakers going by your...
Ground floor just steps away from sandy beaches
Hono Kai A4 is a ground-floor, 1-bedroom, 1-bathroom condo that offers a portable A/C in the bedroom and ceiling fans throughout, which helps to keep you cool. Unit A4 can accommodate up to 4 guests. The bedroom presents a queen-size bed, while a queen-size sofa sleeper...
Prime Location for Oceanfront Lovers
Situated in Maalaea, just a short drive from the airport, Island Sands 110 is the perfect base to enjoy all that Maui has to offer. The condo is steps away from the daily bustle of Maalaea Harbor, where you can indulge in a variety of ocean activities, including snorkel...
*Lauloa 306* Maui Prime Oceanfront Condo, A/C!
This nicely remodeled 3rd-floor condo offers breathtaking views of Maalaea Bay, the grand volcano Haleakala, and the sparkling Kihei lights at night from the private lanai! The primary suite features a comfy king bed and ensuite bathroom with a walk-in shower and a...
Magnificent....Marvelous....Open Dates...Wonderful Waves!
Magnificent.....Marvelous...that's what you will say upon entering this 2 bedroom/2 bath oceanfront air conditioned home away from home. You will be greeted by comfort and impeccable decor and comfortable furnishings....a walk-in shower in the master bathroom! If you...
Oceanfront Remodeled Condo! Can't Beat Views!! Air Conditioning
Premium 2 Bedroom/2 Bath ocean front condo with amazing ocean views and the best location in Central Maui (half way between Lahaina and Kihei). Enjoy the best views of Maalaea Bay from your large, private Lanai -- see the whales jumping, and enjoy beautiful sunrises and...
Beachfront ocean View Condo With Unobstructed Ocean Views. 5 star reviews *****
Beachfront condominium! Watch the sunrise and sunset from the deck, whale watching from the balcony and snorkeling right in front of this recently updated property. Access to the longest sand beach on Maui. Centrally located 20 minutes from the airport, Lahaina and...
Oceanfront Bliss Pool & Stunning Views Hono Kai C3
Relax and rejuvenate with stunning Ocean and Haleakala views from your living room and lanai. Perfect for whale watching, this beachfront escape features a fully stocked kitchen and all the comforts you need. Lounge by the oceanfront pool, savor BBQs, bask in the Maui...
Cozy Oceanfront 2BR Condo with Pool and Epic Views
Summary:Embrace the ultimate Hawaiian escape in this stunning oceanfront condo, meticulously remodeled to capture the luxurious yet laid-back essence of Maui. Enjoy breathtaking views as sea turtles gracefully swim by while you sip your morning coffee on the private...
Beautiful fully AC 2 BR/2BA Kanai a Nalu beachfront condo 20 ft from the waves
Grand reopening starts 10/15/25! We helped FEMA house Lahaina fire responders and then fire survivors, and now our condo returns, refreshed throughout with all repairs and replacements complete, as a vacation rental where YOU can “have it all”! Updated photos coming...
Oceanfront HK-B7 - Maui Condo on the Beautiful Serene Beach of Ma’alaea Bay
Experience the ideal beachfront getaway at Hono Kai B-7, a charming condo nestled in the serene beauty of Maui. This idyllic retreat offers stunning ocean views from the living room, bedroom, and lanai, providing a picturesque backdrop for your vacation. The...
Gratitude Bed and Breakfast BBWK2022/0001
This is a Bed and BREAKFAST, I provide you with Local food for breakfast!We are within walking distance to Wailuku town which has coffee shops, restaurants, boutiques, antique shops and Local Acting Theater. You’ll love my place because of the coziness, the vaulted...
Today...Tonight...Turtles...Turtles...Turtles!n
Our condo and area was NOT affected by the fires on the West side of Maui. We never had any damage or fire or smoke. Our harbor is open, the rest of Maui is open.This condo has everything....and more.... you need for your stay in Maui. The bedroom features a king size...
Oceanfront Chic | 2BR Ocean View High Floor
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 the 5th floor of a coveted oceanfront resort in Ma'alaea, Island Sands 502 is a fully remodeled and beautifully...
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...
Look No Further...All You Need Is Here....including the sea turtles!
YOUR PERFECT MAUI VACATION ADVENTURE AWAITS! You'll enjoy amazing views from the lanai, including whale watching ( Dec-April) and sea turtles and the occasional visit from a monk seal year-round! Sunrises over Haleakala, tranquil Ma'alaea Bay, and of course surfers....
Perch - Maalaea Banyan: Oceanfront 1BR | 20 Steps To Beach
Welcome to your recently updated home away from home! New appliances, new kitchen, and new paint throughout. Enjoy the panoramic ocean view while you are relaxing on the couch or preparing a drink in the kitchen. As a ground floor unit, you can extend your relaxation...