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 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
** Discounted Rates - Book Now! **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...
OCEANFRONT BEACHFRONT - SPECTACULAR VIEWS - WATCH WHALES - 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...
Oceanfront remodeled condo with panoramic views, pool & grill access, with WiFi
Maalaea Kai 416Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Indulge in a world of captivating activities during your stay at Maalaea Kai 416! Every day you'll be able to delight...
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...
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...
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...
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...
Oceanfront Serenity at Maʻalaea Banyans Unit 315
Step into your own oceanfront escape at Maʻalaea Banyans 315 — a beautifully maintained 1-bedroom, 1-bathroom vacation rental with stunning, unobstructed views of the Pacific Ocean. Wake up to the sound of gentle waves and enjoy morning coffee or sunset cocktails...
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...
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....
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 Condo MIL 104 - Shearer Bliss ~ 1 bedroom/1 bath - Maalaea Harbor!
** 2025 Discount Rate - Book Now! **Shearer Bliss Oceanfront Milowai Condo 104 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...
Ocean View KAN405 - Maui - Ma’alaea Condo Great Views and Value 2BR/2BA Sleep
Experience the ultimate beachfront getaway at Kanai A Nalu Resort 405, where this charming condo awaits to provide you with a truly memorable vacation. Nestled in a secluded spot, this hidden gem offers a serene escape with breathtaking ocean views and a range of...
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!Welcome to Ma'alaea Banyans, home to panoramic views of the majestic Pacific Ocean,...
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...
Ocean view condo just steps to miles of beach
Welcome to Hono Kai A7, an oceanfront ground-floor, 1-bedroom 1-bath condo where you will be immersed in tropical views and soothed by the sound of the waves. Unit A7 can accommodate up to 4 guests. The master bedroom features a king-size bed in the bedroom and a...
Ocean View KAN106 - Maui Beach Front, Lovely & Charming Ground-Floor Condo
Looking for a tranquil oceanview condo for your vacation in Maui, Hawaii? Look no further than Kanai A Nalu #106. This 2 bedroom/2 bath unit is fully furnished and can comfortably accommodate up to 4 guests. With a serene master bedroom, fully equipped kitchen, and...
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...
Delightful condo 2-bd condo close to the beach
Island Sands 105 is a 2-bedroom, 2-bathroom ground-floor condo that offers easy access, 1 window A/C in the living room, and a private washer and dryer. This property has elevators for easy access. Unit 105 can accommodate up to 6 guests. The master bedroom offers a...
Ocean View KAN316 - Maui Condo in Quiet Beachfront Resort—Great Views & Value
Experience a relaxing Maui vacation at this serene oceanview condo Kanai A Nalu Unit 316 in Ma'alaea. Recently renovated with new flooring, this comfortable unit offers a full kitchen, washer/dryer, split AC system in the living room and master bedroom, and...
Oceanfront MK213 - Maui Vacation Rental Condo in Quiet Resort-Great View!
**2025 Discount Rate - Book now! **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...
Oceanfront Condo with Gorgeous Views near Harbor with Pool, AC, WIFI
***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 living room, kitchen, lanai, and primary bedroom,...
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...
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...
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...
Direct Oceanfront Newly Remodeled!
Hosted by VacaMauiWe chose Maalaea Banyans because of it's fabulous views sitting right right on the ocean.The unit was finished being remodeled in August 2023. Stainless steel appliances, split air conditioning, quartz countertops, and beach gear are some of the...
Garden view condo on beachfront resort with A/C
Hono Kai A16 is a 1-bedroom, 1-bathroom condo that offers 1 window A/C located in the bedroom, additionally, there is easy ground-floor access. Unit A16 can accommodate up to 4 guests. The master bedroom is equipped with a king-size bed and a ceiling fan. For additional...
Oceanview 2 Bdrm/2 Bath - KAN114 -1st floor Gorgeous / Upgraded Condo
Kanai A Nalu ocean view condo #114 is a stunning vacation rental that has been remodeled with exquisite attention to detail. From high-end materials, finishes, and furniture to beautiful doors and light fixtures, every detail has been meticulously thought through to...
Island Sands Resort Condo w/ Ocean View, Private W/D-Beach Lovers Dream
Island Sands Resort 111Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'The Island Sands Resort on Maui is located oceanfront in Maalaea, just a short four miles to Kihei and a scenic...
Beachfront at Kana'I a Nalu - FREE PRIVATE WIFI!
Lower VRBO Internet Pricing. Welcome to our comfortable luxurious Kana'i a Nalu (Gentle Surf) Ground Floor Condo in quiet Ma'alaea, often called 'Maui's Best Kept Secret'. Located on one end of a peaceful dead end road and fronting a pristine and uncrowded 3 mile long...
Oceanfront MAK-A3 - South Maui Condo on Sandy Beach- Awesome Views; 2BR/2BA
Ground floor Makani A Kai unit A-3 offers a charming beachfront experience, perfect for your Maui vacation. Imagine stepping off your lanai and onto the white sands of a beautiful beach. A corner unit, A-3 boasts extra-large windows, offering stunning and expansive...
Lovely 2bd gem with breathtaking ocean views
Welcome to Kana'i A Nalu 214, this 2-bedroom, 2-bathroom, 2nd-floor condo offers breathtaking views of the Pacific Ocean, pool, and lush gardens. Enjoy the convenience of a private washer/dryer, split A/C unit, and ceiling fans throughout. There are elevators at this...
Oceanfront MB202 - Ma'alaea Maui Condo with Spectacular Ocean Views; 1BR/1BA
**2025 Discount Rates - Book Now! **Charming Ma’alaea Banyans 202 is a fully equipped condominium located in a serene resort with 180-degree ocean views. The bedroom boasts a queen-sized bed while the living room has a sofa sleeper, making it an ideal accommodation...
Top Floor Ocean View Unit: 2 Bed, 2 Bath, AC, Maui Retreat! Island Sands 600
This top floor corner unit offers amazing ocean views!! Enjoy radiant sunsets from your private lanai overlooking Ma'alaea Bay. Light and bright as you enter, this beautifully designed 2 bedroom, 2 bathroom unit features fresh paint and new wood flooring throughout. The...
OCEANFRONT*Deluxe Ocean View NEAR Sugar Beach!
Indulge in the serenity of this picturesque gem! Embrace the enchantment of a mesmerizing full-on ocean view coupled with a charming partial mountain view in this delightful, 559 square foot condo. Your beautifully tiled lanai invites you to soak in the scenery,...
Steps To The Sand Ground level Makani A Kai A1
This ground floor level beach front condo offers direct beach access from the complex grounds with views of the breathtaking Maalaea Bay, the grand volcano Haleakala and the sparkling Kihei lights at night. Enjoy your private lanai and small grassy area overlooking the...
Ground floor beachfront escape at Maalaea
Hono Kai A3 is a charming ground-floor, 1-bedroom, 1-bathroom condo that features a window A/C in the bedroom and ceiling fans throughout for added comfort. Unit A3 can accommodate up to 4 guests. The bedroom boasts a queen-size bed and a queen-size sofa sleeper in the...
Beachfront Oceanview HK-B4 - Maui Vacation Charming Condo at Ma’alaea Bay
Experience the ultimate beachfront getaway at our charming resort! Wake up to the soothing sound of waves and the invigorating scent of the ocean. Our two-story, second-floor loft condo offers ocean views and plenty of natural light. With comfortable sleeping...
2nd-floor resort condo near beach with outdoor pool, lanai, BBQ area, W/D, AC
Hono Kai B17Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Experience a fantastic and unforgettable coastal escapade when you book this delightful second-floor condo in Hono Kai, a...
Ground-floor condo with ocean view, steps to beach
Kana'i A Nalu 116 is a ground floor, ocean view, pool view, garden view gem. This 2-bedroom, 2-bathroom condo accommodates up to 6 guests; perfect for families or groups, this unit is sure to please! Enjoy stunning views of the Pacific from the moment you enter. The...
Ocean front condo overlooking Maalaea Bay
Wake up to full view of Hale'Akala beyond Maalaea Bay in this completely updated 1 bed / 1 bath, 3rd floor condo. Enjoy your morning coffee while watching whales (in seasons) feed in the bay and Hawaiian green turtles play in the waves. This is why you have come to...
Beachfront retreat with lanai, WiFi, pool, & hot tub - prime turtle spot
Maalaea Banyans 105Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Enjoy lying on lounge chairs in front of a beach, watching sunsets from your lanai, or just seeing if the sandy...
Ma'alaea Banyans Unit 209 - Direct Oceanfront View
"Escape to Maui and Experience Warm Aloha! Enjoy Last-Minute Deals Through March 2026!".Ma'alaea Banyans is located in a quaint harbor village on Ma'alaea Bay. Watch turtles, dolphins and whales directly from the oceanfront lanai (balcony). Enjoy the ocean views that...