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.
Lovely oceanfront 3-bedroom, first floor corner unit
Vacation with the whole family at our lovely Maalaea oceanfront, ground-floor unit end unit with outstanding views, five windows from the sides plus 2 sliding glass doors to the ocean side, wonderful amenities, and a perfect laid-back location. Plenty of room in this...
Oceanfront with Panoramic Views I Maalaea Kai 416
Wake up each morning to sweeping panoramic ocean vistas visible from the lanai and the expansive floor-to-ceiling windows. From November through March, witness the unforgettable sight of humpback whales breaching just offshore, while sea turtles make their daily...
Gorgeous 3-Bedroom Condo in Ma'alaea With Extra Large Waterfront Lanai
A true hidden Maui gem! Discover the beauty of Ma'alaea while relaxing in this recently constructed 3-bedroom condo, formerly the iconic WATERFRONT RESTAURANT. With 2 king beds, 1 queen sofa bed, a fold out bunk bed, extra large living room, and one of the largest condo...
Ma'alaea Kai #102 – Oceanfront Ground-Floor Escape with AC and Tranquil Views
Ma'alaea Kai #102 – Oceanfront Ground-Floor Escape with AC and Tranquil ViewsWelcome to Ma'alaea Kai #102, a beautifully updated 1-bedroom, 1-bathroom ground-floor condo offering peaceful oceanfront living with modern comforts. This inviting retreat features a private...
Direct Oceanfront Condo – Chasing Life On Maui - AC, Heated Pool & Hot Tub
Escape to Maui and settle into your freshly remodeled, ultra-stylish condo perched right on the shimmering edge of Maʻalaea Bay. In Unit 205 at Maʻalaea Banyans, you’re treated to true ocean-front living—imagine starting each morning with coffee on your private lanai...
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 curated...
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...
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...
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...
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...
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...
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...
Maalaea Kai 307 Maui Prime Oceanfront King Beds w/ ensuite Dedicated 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...
Ocean Front Condo at Kanai A Nalu
WELCOME to Our Beautiful Ocean Front Condo at Kanai A Nalu, on the quiet side of Maui. Our ocean front unit, located on the third floor overlooks the grounds Lush Tropical Garden as well as the Crystal Blue Waters of Maalaea Bay. Kanai A Nalu is a beautiful beachfront...
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...
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...
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...
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...
*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...
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...
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...
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...
Coastal Chic Ocean Front Stunning View w AC
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, heated pool and hot tub. Fall asleep to the waves crashing in the comfy king-sized bed or...
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...
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...
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 recently completed with all brand new designer furniture/appliances/finishes/surfaces/accessories, and stunning original art paying respect...
DAZZLING OCEANFRONT! Stunning views and steps to Sugar Beach, vacay awaits!
🌴 Oceanfront Maui Getaway – Kanai A Nalu #319 🌊Wake up to the sound of the ocean and step onto Sugar Beach, Maui’s longest sandy shoreline. This true oceanfront condo offers uninterrupted views of the Pacific, glowing sunsets year-round, and a front-row seat to seasonal...
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...
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...
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...
Relaxing Ocean Front Views on Maui! Island Sands Condominium
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 Hawaiian Green Sea Turtles all year long! Located a five minute walk from boats, Maui Ocean Center Aquarium, shops and...
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...
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...
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 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...
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, snorkeling,...
'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 music...
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...
Oceanfront Luxury 1 BR Condominium - Perfect Honeymoon Spot!
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 Mountains, you'll be surrounded by breathtaking natural beauty. Take a leisurely 13-minute stroll to the vibrant Maalaea Harbor,...
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, gaze out and...
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...
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...
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...
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 remodeled...
Beautiful fully AC 2 BR/2BA Kanai a Nalu beachfront condo 20 ft from the waves
Grand reopening 12/20/25/! 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...
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...
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 near the...
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...
*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...
Look No Further...All You Need Is Here....including the sea turtles!
FEBRUARY 2026 DATES NOW OPEN.....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...