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.
Direct Beachfront with Spectacular Oceanviews!
Hosted by VacaMauiWe chose Milowai in Maalaea due to it's fantastic convenient and direct oceanfront location. It is only 20 minutes to almost anywhere on the Island and we love to see and do it all.The unit is on the ground floor directly on the ocean and is literally...
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...
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...
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...
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...
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...
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*:...
*Lauloa 312* Maui Prime 3 Bedroom Oceanfront Condo
This spacious and quiet 3rd-floor condo just steps from the ocean offers three bedrooms and stunning panoramic views of the Pacific and southwest Maui with brilliant sunrises over the Haleakala volcano each morning. The primary suite has a comfy king bed and ensuite...
*Maalaea Kai 104* NEW LISTING Maui Stunning Prime Ocean Front!
Enjoy this ground 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 portable a/c unit in the living room and...
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...
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 room...
IS 210 OceanFront Condo w Expansive Ocean Views Pool AC
Island Sands 210 1Bedroom Condo Tranquil Oceanfront Getaway for Relaxation and Enjoyment 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...
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...
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...
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...
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
"Escape to Maui's Warm Aloha and Enjoy Exceptional Savings on Last-Minute Getaways".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 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...
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 comfortable...
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...
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...
Paradise..Million Dollar View From Oceanfront Lanai!
This third floor piece of Paradise has the most fantastic oceanfront view you will ever see. Lauloa means 'long wave' and when you sit on the lanai you will understand how it was named. Look across the bay to Mt. Haleakela, Makenna Point Waialea and Kihei.Dusk from 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 countertops...
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...
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...
Relax...Recharge...Retreat!
The perfect place to relax and recharge with the expanse of the ocean and sound of the waves right in front of you....plus every once in a while a rainbow will mesmerize you with its beauty....right from your lanai. A central air system in every room to cool you off!...
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...
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...
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...
Romantic Beachfront Getaway
Your beachfront escape awaits... This is the perfect spot for your romantic getaway! Right on the beach, you'll enjoy days in the sun, romantic meals dining on the private garden lanai with views of the azure Pacific and nights falling asleep in the luxurious canopy bed...
*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...
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...
*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...
Wheelchair Accessible Ground Floor 2BR/2BA Makani a Kai
This is a unique property on Maalaea Bay. Recently upgraded and renovated, it boasts wheelchair accessible features such as a large master bathroom, ADA compliant, including a large roll-in shower. Ground floor accessibility and very close accessible parking stalls make...
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...
A Luxury Dolphin Suite with Magnificent Oceanfront..The Ultimate Family Hideaway
As you enter the Dolphin Suite from your private elevator, you will be met with excellence in every way…The Dolphin Suite at Milowai Ma’alaea offers a luxurious and comfortable family hideaway. It stands out as an exceptional vacation condo for families seeking a...
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...
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...
Kanai A Nalu 220 - Direct Oceanfront - Discount Specials!
The true spirit of “aloha” awaits you at this highly desirable upgraded two bedroom/two bath spacious Kana'i A Nalu beachfront condominium in Maalaea. Upon first entering, you will be greeted by breathtaking views of the pristine blue Pacific. Spend the day relaxing in...
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...
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 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 you...
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...
Oceanfront IS310 - Charming One Bedroom Maalaea Bay is an Incredible Value
Experience the breathtaking views and serene atmosphere of Island Sands #310. This oceanfront condo offers a stunning panorama of the Kihei coastline and the majestic Haleakala. From December to mid-April, witness the spectacle of Humpback whales birthing their calves...
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...
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...
Island Sands 401 Oceanfront Condo with Ocean View. Enjoy the saltwater oceanfront swimming pool.
"Escape to Maui's Warm Aloha and Enjoy Exceptional Savings on Last-Minute Getaways".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...
Beachfront HK-B16 - Maui Gardenview Condo in Secluded Resort on Ma'alaea Bay
Experience the best of Maui at Honu Kai's centrally-located condo, B-16. This tranquil oasis offers a serene bedroom with A/C and a comfortable queen-sized bed on the second floor, while the living area provides privacy with a shoji door, a queen-sized sofa sleeper, and...