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 Spectacular Condo - Breathtaking Ocean Views and 60ft From the Water!
Allow the sound of the waves to relax you as you enjoy a beautiful condo with all the modern amenities directly on the Ocean in Maui. Fourth Floor condo (top) with elevator, high end appliances throughout. Modern decor professionally accessorized by Swan Interiors....
Today...Tonight...Turtles...Turtles...Turtles!
Our condo and area was NOT affected by the fires on the West side of Maui. We never had any damage or fire or smoke. Our harbor is open, the rest of Maui is open.This condo has everything....and more.... you need for your stay in Maui. The bedroom features a king size...
Beautiful, Luxury Oceanfront Condo- Great View, A/C, Wi-Fi, Central Location
Enjoy cool island breezes, breathtaking ocean views, and whale watching in a brand new, fully renovated 3rd floor condo by the ocean. The convenient location in Maalaea leaves you minutes away from beautiful beaches, restaurants, and all Maui destinations. An open...
Five Star Inspired--NEWLY Remodeled direct Ocean Front!
Remodeled unit boasts kitchen with all new stainless steel appliancesgranite countertops,Enjoy and relax on the lanai marveling at the sweeping ocean views.Unit is so close to the water you can watch the turtles floating in the water below.Grab your swimming and...
Now with optional car add-on
Car is a 2022 Tucson compact SUV, Special rate of $30 a day for cottage guests. After you book the cottage, Jordan's email will be shown and you can contact him for the details. You'll pick up the car in the parking across from baggage claim. No lines or paperwork...
*Lauloa 306* Maui Prime Oceanfront Condo, A/C!
This nicely remodeled 3rd-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...
Maui Stunning Prime Ocean Front View of the Bay and Haleakala! *Maalaea Kai 212*
Enjoy this 2nd 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 bedroom to keep you...
Super Luxury, Direct Oceanfront, 20 yards From Ocean, Whale Watchers Paradise
In Hawaii's lush tropics, discover your dream home at this stunning 2-bedroom retreat. Nestled just an 11-minute walk from the picturesque Maalaea Harbor, you'll be perfectly positioned to explore the stunning West Maui Mountains and the pristine Wailea Beach, just a...
BEAUTIFUL OCEANFRONT CONDO* EXCELLENT VIEW* PERFECT LOCATION & A/C
Dream your most desired vacation. Then come to magical Maui, one of the world’s most elite vacation destinations. How better to experience our island than by renting from an owner who has combined her own personal getaway with the conveniences of home and the leisurely...
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 condo with lanai, pool, grill, beach gear, smart TV, W/D, partial AC
Lauloa Resort 110Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Overlooking Maalaea Bay, this Lauloa Resort condo is surrounded by swaying palms and the sunshine's rays! When you...
*Lauloa 305* Maui Prime Oceanfront Condo, A/C!
This updated and spacious 3rd-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 Cal king bed and ensuite bathroom with a walk-in shower...
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...
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...
Ocean Front complex in Maalaea
Discover the beauty of Ma'alaea while relaxing in this recently constructed studio condo, formerly part of the iconic WATERFRONT RESTAURANT. With 1 queen bed, and spacious living area. The condo features a split air conditioning unit making your stay comfortable and...
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...
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...
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...
*Hono Kai B8* Maui Beach Condo Steps to the Sand!
Immerse yourself in the rich tropical views and ocean sounds while enjoying your private patio just steps from prime beach access! Located just steps away from the longest beach on Maui with sugary sand, this remodeled condo on the 2nd floor has ocean views from every...
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...
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...
Garden view condo just steps to white sand beach
Hono Kai C10 is a 1-bedroom, 1-bathroom, 3rd-floor condo that offers tropical views from your private lanai, high-vaulted ceilings, and ceiling fans in the living room and bedroom. This property does not have elevators. Unit C10 can accommodate up to 4 guests. The...
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...
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...
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...
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...
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...
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...
Beachfront Resort Gorgeous 2Bd2Ba Oceanview
"Escape to Maui's Warm Aloha and Enjoy Exceptional Savings on Last-Minute Getaways".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...
Oceanfront, Luxurious Bed & Bedding, Air Conditioned, fast WiFi!
Description of CondoOur beautifully decorated one bedroom/one bath oceanfront condominium is at Maalaea Kai in beautiful Maalaea Maui. We are always working to keep our condo updated and as nice as we can. In 2017, we installed beautiful bamboo flooring in the living...
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...
Great Listing/Price/AC in the bedroom!
New....New....New.......everything new here. All new furniture, new bedding, new linens.....new owners!This is the place for you....direct oceanfront....with the surf, turtles and whales right in front of you! Sit on your oceanfront lanai and have a front row seat!...
Maui's Best OCEANFRONT Condo!!! See whales, turtles & sunrises from our lanai!
Aloha and Mahalo for visiting our condo. The Maalaea community is Maui's best kept secret. Our 2nd floor oceanfront condo has been completely updated and modernized for your enjoyment. Upon opening the door you will be greeted with an amazing view of the ocean and feel...
OCEANFRONT - TWO OCEANVIEW bedrooms - 20 feet from water - Kanai a Nalu 401
This condo has what you come to Maui for. Twenty feet from the water. In our opinion we have the best Maui location on Maui(peaceful, central, uncrowded and non 'touristy' Maalaea), the best building in Maalaea - Kanai a Nalu (first one on the 4 mile beach) and about...
Relax In The Heart of Lana'i
The Jasmine House is a traditional Hawaiian style home built in 2000 by Castle and Cooke Ltd and upgraded in 2010. Casper beds were purchased in 2018. Red mahogany floors run through the entire home. Both baths have tile flooring, granite counter tops, one has a tub the...
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...
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...
DISCOUNTED! 199.00+ a Night. Steps to Beach, Double Lanai, 3 TV's, Central Air
Regarding Bill 9: Currently, I have until 2031 to l rent out my condo. On Dec. 29th, attorneys filed a class action lawsuit representing owners on the Minatoya List (vacation rentals) against Maui County seeking preliminary and permanent injunctive relief. Stay tuned....
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 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...
Oceanfront Penthouse Paradise ~Heaven on Earth
The Ma'alaea Kai Penthouse Suite is a two-story, non-smoking unit with two full bedrooms, 2 full bathrooms, living room, and lanai. It can easily accommodate two couples or a family of four. Probably the best feature is a two-story, open-beam ceiling living room, and...
GORGEOUS OCEANFRONT GROUND FLOOR UNIT—PARADISE FOUND
Non-Smoking Deluxe Unit - Sleeps 4 adultsLocated on Maalaea Bay, Kanai A Nalu is called “Maui’s best kept secret.” Quiet, romantic and tropical, it’s located at the north end of Maalaea Bay in South Maui. A spectacular setting for your Hawaiian vacation. Enjoy this...
Sunshine by the sea!nA two-bedroom with a three-bedroom suite area.
Fabulous Oceanfront Condo at the Milowai, Ma'alaeaWelcome to Sunshine by the Sea—your luxurious 2-bedroom, that can converts into a 3-bedroom suite if needed for additional guests. One of the standout features of this fabulous condo is an end unit with double lanai,...
Maalaea Kai 2BR/2BA Oceanfront, New Furnishings, Hawaiian Decor, Immaculate
Spectacular Ocean Views at Maalaea KaiClean, well-maintained Maui two-bedroom, two-bath condo away from the crowds, with fantastic views, located in Maalaea Bay with easy access to local beaches and towns. This condo is our second home and before each visitor the unit...
Spectacular Oceanfront Views
Remodeled floors, kitchen and bathroom!(To see our reviews for our other units in this building, search on this site for 1070628 and 1893280)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...
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...
*Island Sands 512* Maui Spacious Prime Oceanfront! SPLIT A/C! Amazing Views.
New split system a/c cooling living room and both bedrooms! This 5th story unit offers gorgeous views of the ocean, Haleakala and peaceful Maalaea Bay that you can enjoy on your large, shady, private lanai which is accessible from the living room and master bedroom. The...
Maui beachfront, steps to the sand!*Hono Kai C1*
In this direct ocean and beach view unit, you will feel immersed in the rich tropical views and ocean sounds as you enjoy your private patio only steps away from prime beach access! Soak in amazing ocean views on your private 3rd-floor lanai in this updated 2-story...
*Makani A Kai B9* Maui Condo Steps To The Sand!
This 2nd story beach front condo offers direct beach access from complex grounds with views of the breathtaking Maalaea Bay, the grand volcano Haleakala and the sparkling Kihei lights at night. Enjoy your private lanai. The loft style primary bedroom features a king...
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...