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.
Spectacular Treetop Oceanfront View - Central A/C - Sleeps 6 - Turtles & Whales
Aloha, MAUI IS OPEN for tourists to visit!! The devastating wildfires in Lahaina are incredibly sad, but your condo is far away from them, and on the other side of the mountains. The Eastern side of Maui has hundreds of things to do, visit and see, without ever...
DISCOUNTED! 199.00+ a Night. Steps to Beach, Double Lanai, 3 TV's, Central Air
ENJOY OUR LOW NIGHTLY RATES FOR 2025!! Please ignore the heading...Condo is NOT a 6 min. drive to the beach!!! Look at photos...we are 15 Steps from the ocean.Located in South Maui. Legally licensed since 2005, Tax ID #TA/GE-052-562-5344-01. When purchased, had a tax...
Amazing Oceanfront Condo, Tropical Luxury, Great Value, 2 BR, 2 Bath
Our Ocean Front condo has been remodeled in an island-style with an asian touch. Enjoy Maui sand and surf just steps from the front of our complex. The steps to the beach have been washed away with high surf (10/30/19), so it is best to walk to the park about a block...
Oceanfront with 2 Master Suites, Heated Pool, Fully Stocked, Amazing View!!!
If you like the sun, the beach, and a relaxing vacation this is the place for you!!! It's the perfect home away from home with everything you need! It has king-sized beds in both bedrooms, HDTVs everywhere, and a fully stocked kitchen including...
Paradise in Maui--Aloha! E Komo Mai!!
Escape to Maui Paradise: Experience Unforgettable Oceanfront LuxuryImagine waking up to the gentle sounds of waves, the salty ocean breeze, and a stunning panorama of Sugar Beach stretching out before you. This beautifully designed Maui condo offers more than just a...
Ocean Front complex in Maalaea
Ocean front condo 100’ from the ocean and Ma’alaea harbor.Walk to snorkel boats, restaurants, and the Maui Ocean Center aquarium. Walk down to Haycraft Park and the west end of Sugar Beach. Newly remodeled with concrete floors and walk-in shower. Quiet and private...
Beautiful Oceanfront Maui Condo
Enjoy your stay at this luxury oceanfront condo. It's only 21 steps from the ocean! Right in front of the ocean, you can lay by the resort pool. We are located right next to the Ma 'alea Village where you can take whale watching tours, snorkeling excursions, and deep...
Direct Ocean Front, Incredible Views, Perfect Couples Getaway, Split AC
Enjoy panoramic oceanfront views from Maalaea Kai 311, just 50 feet from the shoreline. This updated 1-bedroom, 1-bath condo features tropical decor, split A/C in the living room and bedroom, high-speed Wi-Fi, and all the comforts of home. Relax to the sound of waves...
Perfect island getaway nestled near Sugar Beach
Welcome to Kanai A Nalu 215, a delightful 2-bedroom, 2-bathroom located on the 2nd floor, this beautiful unit features a private lanai with stunning ocean/pool views, split A/C throughout, and a private washer/dryer. There are elevators at this property for easy access....
Oceanfront Affordable Luxury ~ 2 Bed/Bath En Suite Style ~ Top Floor
Our oceanfront condo, Kanai A Nalu Unit 402, with 1000 sq ft, is perfect and affordable for families or two couples traveling together looking to relax and enjoy Maui for an extended period of time. The floorplan affords comfortable suite-like living with privacy for...
*Lauloa 204* Maui Prime Oceanfront Condo, A/C!
This updated 2nd-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 guest room...
All New! Beachy Chic Remodel, Ocean front with AC
All new! Fully Air conditioned and decorated with a warm beachy chic vibe! Top floor, direct oceanfront.The spacious bedroom offers a new king bed. The living room has AC, new full size sleeper sofa, Smart TV, Free wifi New kitchen is fully equipped. Steps to the...
Minimalist 1bd with magical views
Oceanfront Designer Condo with Huge Views and Central A/C! Lauloa 402 is a 1-bedroom, 1-bathroom condo that was recently renovated and located on the 4th floor. Unit 402 can accommodate up to 4 guests. This spacious, modern condo will provide you with all the comforts...
GORGEOUS OCEANFRONT GROUND FLOOR UNIT—PARADISE FOUND
Non-Smoking Deluxe Unit - Sleeps 4 adultsTRAVEL TO HAWAII - Beginning March 26, 2022, there will be no COVID-related requirements for arriving domestic passengers. Travelers arriving in Hawaii directly from international airports must still comply with U.S. federal...
Crew Rest Maui - 2BR/2BA, Oceanfront, Superior Views, A/C throughout!
**There are many rumors surrounding vacation rentals on Maui. It's true that there is a proposed ban on some short-term rentals. That bill has not yet become law, and even if it does, it would not go into effect for our property until 2031. In the meantime, Maui is open...
OCEANFRONT GROUND FLOOR TWO BED CONDO AT MAALAEA KAI
GROUND LEVEL TWO BEDROOM, TWO BATH CONDO ON GROUND LEVEL WITH STUNNING VIEW OF OCEAN. UPGRADED KITCHEN AND BATHROOMS. IN UNIT LAUNDRY AND AIR CONDITIONING. MASTER HAS A CALIFORNIA KING AND SECOND BEDROOM HAS A QUEEN AND XL TWIN. PERFECT FOR TWO COUPLES OR A FAMILY. CAN...
Maui- Truly OceanFront at Kanai a Nalu
Approximately 1100 square feet of generously furnished up-scale living above a beach with breath-taking unobstructed views across blue Maalaea Bay to other islands and Maui's south shore below the Haleakala volcano. Watch whales and relax on the lanai after stimulating...
Newly Renovated Modern Cottage: Walk into Historic Wailuku Town!
Brand new, freshly renovated, permitted & legal. Private entry & parking in front of entry. If you were looking for a great deal in Central Maui, you’re in luck as the rates offered for those who book now are very competitive to welcome you to get away to one of the...
Beachfront Resort Gorgeous 2Bd2Ba Oceanview
"Relax, Refresh, and Save - Exclusive Maui Vacation Deals for Fall & Winter!".Oceanfront condo on the third floor with beautiful ocean views! Gorgeous upgraded property. Quiet home listen to the sounds of the seaWelcome to our condo at Kanai A Nalu resort, your ultimate...
Luxury Oceanfront - NEW AC THROUGHOUT - Top Floor Remodeled- Island Sands #608
With the ocean just a stones throw away, you will be amazed by the spectacular breathtaking panoramic views! Immaculate and upgraded this spacious 989 sf 2 bedroom, 2 bath, oceanfront condo is your oasis in paradise. Master bedroom and living room offer direct...
Oceanfront Condo - Steps to the beach, amazing views, perfect for whale watching
Oceanfront 1 bedroom, 1 bath, completely renovated condo. Magnificent ocean views, steps to the ocean. Perfect whale watching location from your lanai. Quiet, central Maui location. Easy access to Paia, Lahaina, Kihei, Wailea/Makena. Sugar Beach is 5 minute walk from...
Oceanfront MAK-A6 - Maui 1st floor Condo With Double Lanai—Epic View; 2BR/2BA
Escape to a beach-front vacation state of mind with special rates for summer stays from May to June 2023! Book now and experience an unforgettable vacation at Makani A Kai #A-6. This ground-floor condo is only a few steps away from the white sand beach, providing the...
Grandiose ocean views with a renovated kitchen
Experience the best of Maui at Ma'alaea Banyans 314, where relaxation and adventure await! Unit 314 is a 1-bedroom, 1-bathroom condo that can accommodate up to 4 guests and offers direct ocean views. As you walk into the open-concept living area you're instantly met...
Panoramic ocean view condo at Maalaea Bay
Island Sands 612 is a two-bedroom, two-bathroom condo located on the 6th floor accessible by an elevator. This condo can accommodate up to 4 guests with a king-size bed in the master bedroom and two twins (that can be converted to a King) in the guest bedroom. The...
Incredible Direct Oceanfront Views!
New Owners, Completely remodeled throughout!1 bed (Cal King), 1 bath, beachfront condo, Free Wi-FiYou Can Not Get Closer to the Ocean on Maui!This romantic getaway is quiet & private yet central to everything. Please scroll through all of the information and photos...
LUANA MOANA SIGNATURE OCEANFRONT MAUI-Ocean&Haleakala Views-FreeWiFi-A/C-Romance
Luana Moana's Lanai is 50 ft from Maui Ocean in Maalaea Bay with 180 degree views of the Ocean. Relish in the Trade Winds blowing through your Hair and the warmth of the Sun against your skin. You will See Life All Around You. When You have entered Luana Moana: You have...
OCEANFRONT 2 BEDROOM LAULOA 207
Two bedroom-two bath condo on second floor of Lauloa. Walk to end of block and visit the Maui Ocean Center, several restaurants and shops, or take a cruise from the harbor with the Pacific Whale Foundation.At the other end of the block you can walk along the longest...
Ocean view condo with sandy beach just steps away
Hono Kai A6 is a ground-floor, 1-bedroom, 1-bathroom condo that is just a few short steps from the pool and close to the ocean. Unit A6 can accommodate up to 4 guests. The bedroom is furnished with a queen-size bed. As you step into the living room you'll find a...
Maalaea Milowai 5star 1bed Oceanfront- far from the fire - safe & normal stay
A wonderful modern unit on Maalaea Bay with a beautiful ocean view that was recently renovated with all new kitchen, bathroom, floor surfaces and furniture. The oceanfront pool is a wonderful place to spend the day followed by a wonderful evening and dinner at the...
Premium Ocean Views at this 2bd/2ba Loft Unit *BRAND NEW AC THROUGHOUT*
This 2 bedroom 2 bathroom loft unit is extremely spacious and boasts high ceilings, a fully supplied kitchen and an airy living space to relax and watch all of your favorite shows or simply unwind after a busy day of exploring. Updated with stainless steel appliances -...
Kanai A Nalu Unit 302 Direct Oceanfront View
"Relax, Refresh, and Save - Exclusive Maui Vacation Deals for Fall & Winter!".Oceanfront ocean view third floor! Gorgeous upgraded condo. Quiet home listen to the sounds of the sea.Please review the property description and pictures carefully prior to booking, and...
Oceanfront condo with WiFi & ground-floor lanai - see turtles right out front
Maalaea Banyans 113Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Watch passing whales, their newborn calves, and spectacular sunsets at this oceanfront Maalaea condo, where you'll...
Budget Downtown Studio-G w/Queen Bed, Micro-Kitchen AC, WIFI & 4 free Streamers
For travelers seeking an urban, budget homebase from which to explore the rest of Maui, Yonegan Central might be your ideal getaway location. From your rental, you'll step into the beating heart of downtown Wailuku - with its many eateries, bohemian shopping and the...
REMODELED Maui Oceanfront Condo w/Pool, Sandy Beach & the sounds of gentle Waves
Suite Dreams Can Come True! This UPDATED and UPGRADED Maui vacation rental condo is located in the Kana’i A Nalu! (Quiet Surf) complex of Ma’alaea Village. This third-floor oceanview condo has a BEAUTIFULLY REMODELED and FULLY EQUIPPED KITCHEN with granite...
OCEANFRONT Spectacular 60 ft to the water, Recently Re-modeled! HDTV,WiFi,AC
We welcome you to our luxurious Milowai ocean front condominium located along the shore of Maalaea Bay. Come experience the spirit of Aloha where you will find the best of Hawaiian living along with the relaxing comforts of being in paradise in this beautiful vacation...
Breathtaking Oceanfront Beach Condo One Bedroom -Local Maui Owner
Serene and peaceful Breathtaking Oceanfront Condo.The best location on Maui! Maalaea is a small ocean village the way Maui was 50 ago. True Aloha Spirit. Walk to shops, restaurants, ocean adventures at the Harbor, Aquarium, Dinner Sails and cruises, diving, snorkeling...
Trade Winds Blow..Surrounded by Glass!
This magnificent 2 bedroom/2 bath luxury home is waiting for you with its spacious, upscale furnishings, located steps from the ocean. Walls of glass highlight the panoramic ocean view with Haleakala as a backdrop. The sound of the ocean serenades as you read your book...
Maalaea 5 star Island Sands 501 1 bed Oceanfront
A wonderful just renovated modern unit on Maalaea Bay with a beautiful ocean view that was recently renovated with all new kitchen, bathroom, floor surfaces and furniture. The oceanfront pool is a wonderful place to spend the day followed by a wonderful evening and...
Oceanview KAN108 - Gorgeous Ground-Floor Condo in Maui—Ocean View 2 BR/2 BA
Escape to Kanai A Nalu 108, a charming oceanfront condo offering breathtaking views of the ocean. This ground-floor unit features 2 bedrooms and 2 baths, making it an ideal vacation rental for up to 6 guests. The air-conditioned living room and well-appointed bedrooms...
Oceanfront View - Tranquil & Beautifully Upgraded 2 bedroom 2 bath - MK 317
**2025 Discount Rate - Book Now! **Oceanfront, beautifully upgraded, Ma'alaea Kai unit 317 with tranquility in mind; a lovely match with the resort’s laid-back vibe. It is beautifully done with custom cabinetry and granite in the full kitchen, and quality solid...
Lauloa 410 - Top Floor, Direct Ocean Front, Stunning Renovation, Wi-Fi, Split AC
Welcome to Lauloa 410, a stunning top-floor retreat offering unparalleled views of Maalaea Bay, the majestic Haleakala volcano, and the twinkling Kihei lights at night. From your private lanai, take in the soothing sounds of the ocean and the breathtaking scenery that...
*Kana'i A Nalu 119* Prime Beachfront Maui Condo!
This prime ground-floor unit is just 30 feet from the ocean with a private walk-out lanai boasting gorgeous views of the surf and Haleakala Volcano to the east! The primary suite features a comfy king bed and ensuite bathroom with a walk-in shower and a guest suite with...
KAN 211 Remodeled OceanFront 2BD for Whale Watching w Pool
Kanai A Nalu 211 Spectacular Remodeled OceanFront 2Bedroom with Ocean Views of Maalaea Bay. Idyllic Front Row Sunsets and Whale Watching. Year Round Pool REE daily activities included with your stay value up to $554! Complimentary admission, every day of your stay*:...
Island Sands 401 Oceanfront Condo with Ocean View. Enjoy the saltwater oceanfront swimming pool.
"Relax, Refresh, and Save - Exclusive Maui Vacation Deals for Fall & Winter!".Oceanfront Condo with Ocean and Mountain Views on Beautiful Ma`alaea Bay. Features oceanfront saltwater swimming pool.Please review the property description and pictures carefully prior to...
Oceanfront Penthouse at Maalaea in South Maui
Immerse yourself in the splendor of direct oceanfront living at this charming fourth-floor condo, offering unparalleled panoramic views of the Pacific. Start your day by savoring your morning coffee while turtles gracefully swim below and whales breach during their...
Best view in Maui. Condo fully remodeled. August special 10% weekly discount.
This is one of the best views in Maui. The condo is on the 6th floor. Condo has 2 bedrooms and 2 bathrooms. Couch is a pull-out queen size bed. The main room has a king size bed. The second room has a queen size bed with a bathroom attached. Both rooms have two end...
Oceanfront MK202 - Deluxe Maui Condo in Quiet Resort with Exquisite Views
** 2025 Discount Rates - Book Now! **Escape to oceanfront Ma’alaea Kai #202 features a clean and tropical design, with bamboo floors, plantation shutters, and colorful island art. The bedroom is serene, featuring a plush king bed, while the living room has a...
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...