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.
Oceanfront MK202 - Deluxe Maui Condo in Quiet Resort with Exquisite Views
Escape to oceanfront Ma’alaea Kai #202 and enjoy Special Summer Rates from May to June 2023. This beautiful condo features a clean and tropical design, with bamboo floors, plantation shutters, and colorful island art. The bedroom is serene, featuring a plush king bed,...
Kanai A Nalu-Spectacular Whale Watching, Beachfront, Wifi, Split Air Throughout
Short term rental approved by the state of Hawaii through at least 2030!Beachfront paradise! Enjoy whale watching and beautiful sunsets from your lanai and Sugar Beach in front of Kanai A Nalu (gentle surf). Your 'home away from home' has all of the comforts you need to...
Breathtaking, FRONT ROW seat to the azure Pacific
Maui's best kept oceanfront secret, this adorable one bedroom, one bathroom unit is sure to please! Bluish hues throughout the condo bring an instant calming effect as you enjoy the comforts of home. This condo is breezy and relaxing. Your fully equipped, upgraded and...
2 king bed, 2 bath in-suite washer & dryer. Amazing view!
This professionally decorated two-king-bed, two-bath condo is everything you could hope for and more in a vacation retreat. Recent renovations completed kitchen upgrades in 2020. The last two years also saw the addition of new furniture and finishes. The oceanfront...
Maui Steps from the Sand, A/C in both bedrooms. *Makani A Kai B8*
Experience the ultimate tropical retreat at this gorgeous 2nd-story beachfront condo in Maui. With direct beach access just a 1-minute walk away, you can enjoy unspoiled natural beauty away from the crowds of other Maui beaches. Large native sea turtles and humpback...
Beachfront Complex on Sugar Beach
Hosted by VacaMauiWe chose Hono Kai due to it sitting directly on Sugar Beach.Stainless steel appliances, air conditioning, quartz countertops, and beach gear are some of the amenities you will enjoy during your stay.This unit is steps to the beach, and has a pool for...
Luxurious condo in a prime location - Wailuku
Milowai 401 is a 1-bedroom, 2-bathroom condo featuring amenities such as stunning oceanfront views, an expansive lanai, and air-conditioning. Located on the 4th floor, this unit can accommodate up to 4 guests with a Queen bed in the bedroom, as well as two Queen size...
New Listing! Maalaea Banyans 204 - a Budget-Friendly Ocean Front Getaway on Maui
Dreaming of a Maui vacation without breaking the bank? This budget-friendly condo offers a simple and cozy retreat for two, just steps from the ocean in the serene community of Maalaea. Conveniently located near Kihei, Lahaina, and the airport, this condo provides easy...
Bright, Beautiful, Remodeled Island Sands 505 Condo
Hawaii Tax ID: TA210-586-8288-01TMK: 380140150061 Completely renovated beautiful oceanfront condo overlooking Maalaea Bay.From your private lanai, enjoy the spectacular ocean views with Kahoolawe and Molokini in the backdrop. Or relax by the oceanfront pool and bbq...
IS 210 OceanFront Condo w Expansive Ocean Views Pool AC
FREE daily activities included with your stay value up to $554! Complimentary admission, every day of your stay*: Whale Watching (seasonal), Sunset Dinner Cruise, Molokini Snorkel Trip, Alpaca Farm Tour, Pineapple Farm Tour, and Tea Farm Tour. (S1)*One ticket per...
Oceanview, Air Conditioned, Centrally Located Maalaea Banyan Condo
Oceanfront 2 bedroom, 2 bath condo with a bonus loft bedroom. Oceanfront complex located near the Ma’alaea Harbor with breathtaking views of dormant Haleakala and Kahoolawe, just 20 steps away from the waters edge. The property has a pool, jacuzzi and BBQ. Perfect for...
Beachfront/View MAK-B1 -Quality Remodeled Condo in Ma’alaea Great Value
Special Rates - April 2023 & Summer May - June 2023 - Book Now!!Are you looking for a luxurious and comfortable vacation rental that feels like home? Look no further than Makani A Kai # B-1, a deluxe condo located in a beachfront resort. With a minimum stay requirement...
Oceanfront property with amazing view, clean & quiet end unit
Aloha! Our condo is a 1 BR/1 BA clean and quiet end unit with an amazing ocean view! We understand that the importance of cleanliness has never been more critical. Rest assured that our unit has been professionally cleaned and sanitized so that you can enjoy a peaceful...
Unobstructed ocean views and a 70" flat screen TV
Direct oceanfront condo! Lauloa 102 is a 2-bedroom, 2-bathroom ground-floor condo with a large lanai is well-appointed and offers all the comforts of home. Unit 102 can accommodate up to 4 guests. Enjoy in-house meals using the well-equipped kitchen. This home stays...
Oceanfront MK214 - Maui Vacation Rental Condo in Quiet Resort-Great View!
Ma'alaea Kai #214 offers a tropical haven in a prime Maui location. Quietly nestled in the heart of Ma'alaea, this oceanfront resort tempts you to relax and hang out while its central location and easy access to main roads invite you to explore all that Maui has to...
Central Maui 2bd condo with stunning ocean views
Welcome to Maalaea Kai 220, your perfect island getaway nestled on the second floor of a tranquil oceanfront complex in the heart of Central Maui. This beautifully appointed 2-bedroom, 2-bathroom condo offers a serene retreat for up to 4 guests, making it an ideal...
Beachfront condo in Maalaea - 2 Bedroom 2 Bath - Ground floor, AC!!!
Thank you for looking at our listing! Our ground floor condo has 2 bedrooms 2 bathrooms including 1 King bed, 1 Queen bed, 1 Queen sofa sleeper, 2 Twin rollaways Sleeps 8. It is DIRECT OCEANFRONT & BEACHFRONT with Amazing views!!! Private ocean view patio! This unit is...
Cute Plantation Cottage; Walk into Wailuku Town; Central Location!
Committed To Clean We’re committed to enhanced cleaning protocols developed in partnership with experts in health and hospitality. Here’s what we’re doing to clean and sanitize: We use cleaners and disinfectants effective against COVID-19.We thoroughly check each...
Oceanfront Condo with Gorgeous Views near Harbor with Pool, AC, WIFI
$159 Per Night Special Through September 30th!***Professionally Cleaned Condo, No-Contact Check-In/Check Out*** Welcome to your perfect Maui getaway in the heart of Maalaea! This beautifully renovated 2 bedroom, 2 bathroom condo offers stunning ocean views from the...
Beachfront HK-B16 - Maui Gardenview Condo in Secluded Resort on Ma'alaea Bay
Honu Kai's centrally-located condo, B-16, offers plenty to explore across the island of Maui. Beaches, adventure, and beauty abound, but the best part of B-16 is returning home to an atmosphere akin to a tranquil, tropical treehouse. Though there are no elevators on the...
Ocean Front with Spectacular View
Charming, third floor, non-smoking apartment with panoramic view from kitchen, living room and balcony. Tasteful decor and tile floors create a pleasant and warm home, with new kitchen cabinets and granite counters. You can watch whales during winter from the private...
Maalaea Banyans 411 - Modern Renovation, Direct Ocean Front, Incredible View, AC
Sleep to the sound of the lapping surf on the shore below Maalaea Banyans 411, which features forever, spectacular penthouse level ocean views from the living room and lanai. Located beach front adjacent to picturesque Maalaea Harbor, this property has a stretch of...
Experience Oceanfront Luxury at Kanai A Nalu 209, a Spacious 2-Bd/2Ba Condo, AC!
Kanai A Nalu 209 is a newly renovated 2-bedroom, 2-bath ocean view condo located in the Kanai A Nalu resort in Maalaea, Maui. This second-floor unit offers stunning south-facing views overlooking the tropical courtyard, pool, and the Pacific Ocean .The condo features...
Oceanfront condo with pool & balcony - walk to dining, activities, and more
Maalaea Kai 305Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Enjoy breathtaking views from the private balcony of this two-bedroom oceanfront condo in Ma'alaea. When it's time to...
MAK-B7 - South Maui Beachfront/View Condo in Ma’alaea; Great Value; 2BR/2BA
You are all set to explore the island at centrally located Makani A Kai #B-7 2nd floor, no elevator. It's an easy commute to the West, South, North sides and all their sights and adventures. This condo has two modern split level A/C units; one in the master bedroom. A...
Kanai a Nalu condo near great beaches & waves with pool on-site, washer/dryer
Kana'i A Nalu 312Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Sitting oceanfront along five miles of white-sand coastline is the Kana’i A Nalu complex in the town of Maalaea....
OCEANFRONT BEACHFRONT - SPECTACULAR VIEWS - WHALE WATCHING - WALK TO ATTRACTIONS
Oceanfront Beachfront Retro Style Condo in Maui – Fully Furnished with Stunning Views.Welcome to your dreamy Hawaiian getaway! Our fully furnished oceanfront beachfront condo offers a nostalgic retro vintage vibe paired with all the comforts of home. From the moment...
Ocean front Quiet Top Floor Maalaea Kai
Welcome to your top-floor oceanfront getaway in peaceful and centrally located Maalaea Bay, Maui. This bright and breezy condo offers the perfect mix of comfort, convenience, and unforgettable views — ideal for couples, families, or small groups looking to unwind and...
Amazing oceanfront views, 2bd spacious condo
Kanai A Nalu 202 is a 2nd-floor condo with 2 bedrooms and 2 bathrooms that offers 1 window A/C unit in the living room, ocean and pool views, and a private washer/dryer. This property has elevators for easy access. Unit 202 can accommodate up to 6 guests. This spacious...
Ocean Views, Beach Access, and a Cozy Hawaiian Retreat: Ma'alaea Banyan 416
Maalaea Banyans 416 offers stunning ocean views and is a real charmer, making for the perfect Hawaiian retreat. You can enjoy your morning coffee while watching a whale breach, especially during the season, or turtles almost nightly right from your private...
Stunning ocean front views with tropical decor
Island Sands 609 is a beautifully remodeled 1-bedroom, 1-bathroom 6th-floor condo offering stunning panoramic ocean views, with Haleakala visible in the distance, and a split A/C system in both the living room and bedroom. This property has elevators for easy access....
Oceanfront Condo MIL 104 - Shearer Bliss ~ 1 bedroom/1 bath - Maalaea Harbor!
Shearer Bliss Oceanfront Condo is a perfect vacation rental for 2-4 people on the beautiful Island of Maui. If you are looking for a centrally located, spacious, and comfortable accommodation that offers modern amenities and breathtaking views of the ocean and the...
Ocean View KAN405 - Maui - Ma’alaea Condo Great Views and Value 2BR/2BA Sleep
This charming condo is a hidden gem nestled in the secluded, beachfront Kanai A Nalu Resort. As you walk in, the inviting and clean full kitchen greets you, perfect for crafting easy meals to full-on tropical feasts to live like a local. Traveling conveniences abound...
Discover Ma'alaea Banyans: Ocean Views, Beach Access, and Perfect Maui Getaway!
Don't miss your amazing opportunity to soak in Panoramic ocean views mere steps to the beach! Ma'alaea is a hidden gem on Maui waiting to be discovered for your perfect Maui Vacation!Update on 2/24/2025 - The elevators on property will be closed until the end of...
Maui Spacious Ocean Front: Amazing Sea Turtle Views *Island Sands 606*
Cooling breeze throughout the condo in living room and both bedrooms! This 6th story unit offers gorgeous views of the ocean, Sea Turtle sanctuary, Haleakala and peaceful Maalaea Bay that you can enjoy on your large, shady, private lanai which is accessible from the...
Tropical view condo just steps to white sand beach
Hono Kai B15 is a bright 1-bedroom, 1-bathroom condo that offers tropical views from your private lanai. There are no elevators at this property. Unit B15 can accommodate up to 4 guests. The master bedroom is equipped with a queen-size bed and there is a queen-size...
Beautiful Beachfront Condo - Big Nightly Discounts!!!
Come in and visit paradise in our remodeled, air conditioned two bedroom, two bath second story condo located right on one of Maui's finest beaches. All that’s missing is you and your swimsuit!The master suite features a queen size bed with views of the ocean and...
1BR Wailuku House; Renovated Plantation Home; Walk into Wailuku Town!
Unit: Wailuku 1BR House | Maui GuidebookCommitted To Clean We’re committed to enhanced cleaning protocols developed in partnership with experts in health and hospitality. Here’s what we’re doing to clean and sanitize: We use cleaners and disinfectants effective...
50 steps to the Ocean! Newly remodeled!
Thank you for looking at our listing! Our ground floor condo has 1 bedroom 1 bathroom and a sleeper sofa. Sleeps 4. Condo complex is oceanfront. (50 steps from our condo entrance)!!! Large enclosed private patio! This unit is immaculate and pride of ownership is evident...
Ocean View KAN106 - Maui Beach Front, Lovely & Charming Ground-Floor Condo
Kanai A Nalu #106 is a stunning 2 bedroom/2 bath beachfront condo located in Maui, Hawaii. This unit is perfect for a summer vacation and is offering special rates for May - June 2023. The unit is fully furnished and can accommodate up to 4 guests comfortably with a...
Luxurious Maui Getaway w/ Panoramic Ocean Views!
Wake up to the calming sounds of the sea with a stay at this luxurious Maui condo! The 1-bedroom, 2-bathroom Wailuku vacation rental is ideally located for exploring the lush and mountainous landscape of the island, with Maalaea Harbor, Baldwin Beach Park, and Iao...
2bd with ocean views, steps from beach
Kana'i A Nalu 210 is a 2-bedroom, 2-bathroom condo located on the 2nd floor and offers an ocean, pool, and garden view along with 2 split A/C units, and a private washer/dryer. This property has an elevator for easy access. Unit 210 can accommodate up to 6 guests. The...
Maalaea Condo w/ Pool Access - Walk to Beach!
Island life is right around the corner when you book a stay at this 2-bedroom, 2-bathroom vacation rental in Maalaea! Located steps from the beach, this lovely condo boasts a newly remodeled interior, a fully equipped kitchen, and a balcony overlooking the pool and...
Maalaea 5 star Island Sands 100 2 bed Oceanfront
A wonderful modern unit on Maalaea Bay with a beautiful ocean view. The unit was just totally renovated throughout to Five Star Quality with all new floor, bathroom, kitchen, bedroom, living room, and lanai surfaces and furniture. Pleae see the wonderful attached...
Ocean View KAN316 - Maui Condo in Quiet Beachfront Resort—Great Views & Value
This beachfront condo in Ma'alaea is the perfect destination for an unforgettable Maui vacation. With new flooring throughout the unit, you'll step into luxury from the moment you arrive. The full kitchen is perfect for preparing meals to enjoy in your own private...
Charming Direct Oceanfront North Shore Beach House
Hosted by VacaMauiDirect oceanfront north shore beach house! This home is directly off Sand piles surf break. It sits on the edge of Waiehu Beach and is the last oceanfront home before Waiehu golf course. It is perfect for a laid back local Maui experience away from the...
Maalaea Banyans 418 - Oceanfront! - Free Fun! - Special Rates
Maalaea Banyans 418 direct ocean front location will be the jewel of your stay. Located on the shores of the Pacific, the full panorama from your lanai captures the ever changing spectacles of the beautiful blue Pacific ocean. Humpback whales (during the winter months),...
Oceanfront MK213 - Maui Vacation Rental Condo in Quiet Resort-Great View!
Ma’alaea Kai # 213 is a charming oceanfront condo located in the tranquil and picturesque town of Ma’alaea, Maui. The condo boasts a comfortable queen-sized bed in the bedroom and a cozy sofa sleeper in the living room, making it an ideal accommodation option for up...
Island Sands 500, Breathtaking Ocean Views, Spacious Lanais, Renovated, Split AC
Welcome to Island Sands 500, your perfect Maui escape with breathtaking ocean and West Maui Mountain views. This beautifully remodeled fifth-floor unit offers two separate private lanais, accessible from the living room and primary bedroom, where you can soak in the...
Panoramic ocean front at Maalaea Bay
Island Sands 311, this 3rd-floor, 2-bedroom, 2-bathroom condo features offers a window A/C in the living area and panoramic ocean views! This property has elevators for easy access. Unit 311 can accommodate up to 6 guests. Inside the master bedroom, you will find a...