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 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...
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...
Top-floor oceanfront condo with sweeping ocean views, lanai, partial A/C
Island Sands Resort 602Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Located on the top floor of Island Sands, the tallest complex in Maalaea, this condo will offer you incredible...
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,...
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...
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...
Direct Oceanfront 2B/2B ~ Maalaea Banyans 409 ~ Gorgeous Views, Great Location!
Enjoy being lulled to sleep by the sounds of the surf and the palm leaves swaying in the cool tropical breezes in this charming ocean front condo. Private lanai showcases a beautiful view that can be seen from the living room and kitchen. Also found here is an open air...
Waterfront gem with heated pool, hot tub, private beach, lanai, grill, W/D, & AC
Maalaea Banyans 214Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Sitting just 70 feet from the water, this oceanfront Wailuku condo is full of aloha! As a part of the Maalaea...
Tropical views just steps from Sugar Beach
No Resort or Parking Fees!Hono Kai C8 is a 2-bedroom, 2-bathroom condo that offers tropical views from the 3rd floor and high-vaulted ceilings. This property does not have an elevator. Unit C8 can accommodate up to 6 guests. Both the master and guest bedrooms are...
Island Sands Resort Condo w/ Free WiFi, Ocean View-Near Everything
Island Sands Resort 107Our 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...
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...
Stunning Fully remodeled Direct Oceanfront on the beach, AC, pool, spa
Welcome to your Oceanfront Maui condo with Pool and Hot Tub, perfectly situated for exploring all the wonders of Maui while enjoying the soothing sounds of ocean waves .From your porch you'll be treated to stunning sunrises and breathtaking ocean views. Relax by the...
Suite Maui Paradise Condo - New Listing, Experienced Host!
This centrally located gem is in Maalaea, a cute little harbor town in South Maui and conveniently located 15 minutes from the airport and between Kihei and Lahaina. You will see more whales than birds during peak whale season. This condo is a relaxing one bed room...
Luxurious 1-Bedroom Oceanfront Condo: Breathtaking Views & Prime Maui Location
This exquisite one-bedroom condo is the perfect escape for your tropical getaway. With its unbeatable location, luxurious amenities, and breathtaking ocean views, you're guaranteed to have an unforgettable stay.Update on 2/24/2025 - The elevators on property will be...
Ma'alaea Banyans Unit 209 - Direct Oceanfront View
"Relax, Refresh, and Save - Exclusive Maui Vacation Deals for Fall & Winter!".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 seem to go...
Tropical ambiance in Maalaea with ocean views
Welcome to Kanai A Nalu 310, a 2-bedroom, 2-bathroom condo on the third floor, offering pool/ocean views and a state-of-the-art split A/C system in both the living area and the master bedroom. There are elevators at this property for easy access. This beautiful...
Island Sands Resort Condo w/ Free WiFi, Private W/D-Close to Beaches
Island Sands Resort 208Our 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...
Island Sands Resort Condo w/ Shared Grill, Ocean View-Close to Beaches
Island Sands Resort 302Our 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...
Oceanfront 3rd-floor condo with heated pool, BBQ, gorgeous ocean views, balcony
Island Sands #306Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Picture yourself in paradise at this premier oceanfront condo on the third floor of the Island Sands resort! This...
Long Term Rental Maalaea Yacht Marina Oceanfront
Paradise awaits you at Maalaea Yacht Marina, Maui. This third floor oceanfront corner unit has extra-large windows and an expanded wrap around lanai (balcony) that offers breathtaking unobstructed views of the Pacific Ocean and Maalaea Harbor.INQUIRY ONLY: Long-Term...
Historic Wailuku Inn: 10 Ensuite Bedrooms | Gourmet Chef Breakfast Included
Summary:Welcome to The Historic Wailuku Inn, a fully restored 1924 estate with 10 en-suite bedrooms surrounded by lush tropical landscaping and meandering plumeria-lined pathways. Wake to a chef-prepared farm-to-table breakfast, unwind on grand lanais, and explore Maui...
Aloha Vibes Road to Hana explorer
Immerse Yourself in the Aloha Spirit with Our Cozy Camper Van!Experience Maui like never before in this ultra-comfortable, fuel-efficient camper van—perfect for two adventurous travelers looking to relax, explore, and embrace island life. With all the essentials and...
Ocean Front Beautiful Remodeled Unit 418! - Maalaea Bay
**Special Introductory Rate September - November 23rd - 2025!! New Unit to Vacation Rental!! Book Now!!**Looking for the perfect tropical escape? Book now and let the island vibes take over! Kanai A Nalu 418 at Ma'alaea Resort is calling your name! This oceanfront,...
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...
Makani A Kai A4 - Oceanfront Walkout - 15 feet from beach
Oceanfront Escape at Makani A Kai A4 – Maalaea, Maui. Welcome to your own slice of paradise on Maui's southern shore! This 1B/1B walkout sits on the beach in Maalaea, offering breathtaking ocean views, and private access to 3 miles of the secluded sandy Sugar beach....
3-bedroom upstairs unit in beautiful Wailuku with AC
Get ready to unwind in this spacious 3-bedroom home located on the second floor in charming Wailuku. With two king beds and one twin bed, it’s the perfect spot for families or small groups seeking comfort and relaxation.Enjoy the convenience of private guest parking...
New Luxury Oceanfront Condo ★ Amazing 180° Ocean Views ★ Top-Floor Corner-Unit
Kana'i A Nalu 417 by KNOWLES MAUI• Recent full-condo remodel, new everything• Top-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,...
Specials in 2025 Beautiful 2 b/2ba beachfront condo Oceanview in Maalaea Maui
Welcome to our luxurious Condo at Kanai A Nalu Maalaea, Ocean & Beachfront newly remodeled 2 bedroom, 2 bathroom Condo. This lovely unit is situated on famous “Sugar Beach”, a beautiful and quiet white sands beach that stretches for miles—all the way to Kihei....
🏝️Summer Deals - Romantic Beach Getaway - Steps to Beach 🏝️
This one-bedroom/one-bathroom condo has been remodeled and beautifully furnished without missing any details for your romantic getaway. Everywhere you look you will appreciate the beachy details and Hawaiian theme with clean modern design. From the lanai, you have view...
Kanai A Nalu 416 Oceanfront 2 bedroom Overlooking South Maui Ocean
Book with us and come to Maui to explore everything we have to offer!Enjoy the ocean breeze in your luxury 2 bedroom/2 bath condo home. Wander right out to the beach. The split air-conditioned unit is fully equipped, including an in-unit washer/dryer. The primary...
Seaside Surf Spot Oceanfront 1-bedroom in Ma'alaea with AC
The Seaside Surf spot is on the water's edge in Ma'alaea Bay, Maui, Hawaii at Ma'alaea Kai. "Freight Trains" Surf spot is just outside your door. With beautiful, unobstructed views of Haleakala looming over Ma'alaea Bay from the lanai and Molokini and the harbor from...
Makani A Kai B5 Ocean Front condo 10 yards from private beach access.
Oceanfront Escape at Makani A Kai B5 – Maalaea, MauiWelcome to your personal paradise on Maui’s southern coast! Nestled directly on the beach in Maalaea, this 2-bedroom, 2-bathroom oceanfront condo offers the ultimate island retreat. With sweeping views of the...
Oceanfront Bliss at Makani A Kai, AC Included!
Welcome to Makani A Kai Unit A8, your perfect Hawaiian retreat nestled on the tranquil shores of Maalaea Bay in Maui. This charming 1-bedroom, 1-bathroom beachfront ground-floor condo offers a serene escape with all the comforts of home, ideal for couples or small...
NEW! Spacious 3BR Home in Old Wailuku Town | Central to All of Maui
*Reduced Introductory Rates and discount for stays 7 nights or more. Excludes Dec 20-Jan 5*Modern Comfort in Old Wailuku Town – 3BR Ground Floor of DuplexStay where Maui locals live, in the historic Wailuku Town—an authentic small town with coffee shops, galleries,...
❤ Spectacular Full Ocean View - Beachfront - Oceanfront - Hono Kai C3 ❤
There are spectacular unobstructed views of the ocean and Haleakala with floor to ceiling windows from inside the condo and on the lanai! You simply can't get closer to the beach or ocean! Perfect for whale watching! Steps away from the ocean, equipped with a fully...
Oceanfront Condo w/ Big Views & Modern Designer Style
The Space: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...