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Wailuku Vacation Rentals

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Vacation Rentals in Wailuku

Bright, Beautiful, Remodeled Island Sands 505 Condo

Wailuku
9.4 out of 10, Exceptional, (52)
"Very clean, quiet, nice people all around. Good location."
Canada
Betty T.
Bright, Beautiful, Remodeled Island Sands 505 Condo

Budget Downtown Studio-A with European Bunk Beds, AC, WIFI & 4 free Streamers!

Wailuku
7.0 out of 10, Good, (2)
"Had a good time, this property had everything me and my girlfriend needed we were comfortable and close to the friday market right down the street. "
United States
Axel M.
$171 nightly
The price is $172
Dec 11 - Dec 12
Total with taxes and fees
Budget Downtown Studio-A with European Bunk Beds, AC, WIFI & 4 free Streamers!

OCEANFRONT Spectacular 60 ft to the water, Recently Re-modeled! HDTV,WiFi,AC

Wailuku
9.6 out of 10, Exceptional, (158)
"Everything was great. Kitchen well stocked, beautiful view. "
United States
Eric S.
$403 nightly
The price is $469
Dec 21 - Dec 22
Total with taxes and fees
OCEANFRONT Spectacular 60 ft to the water, Recently Re-modeled! HDTV,WiFi,AC

Cool 1BD Entire Condo On The Beach in Maalaea Harbor

Wailuku
10.0 out of 10, Exceptional, (1)
"Great spot. Host was very helpful with information on what to do etc. Location was nice and right on beach. Just wish there was more to do walking distance like restaurants etc. Not much but the harbor. But still a great location. Condo had everything you needed for house and beach which was nice. Made it comfy for 9 days. The lock to get in was tricky but she assisted when needed. Overall great spot and friendly host and people. "
United States
Alicia T.
$365 nightly
The price is $425
Dec 22 - Dec 23
Total with taxes and fees
Cool 1BD Entire Condo On The Beach in Maalaea Harbor

Unit 10 Waena Inn - Maui Private Suite

Wailuku
9.0 out of 10, Wonderful, (4)
"We needed a place to stay for the night and booked this place with no prior knowledge of it. It was exactly what it claimed to be and more. It was very clean, close to the airport and had very comfortable beds. Close to all typea of ahopping and restaurants. We would definitely stay there again. "
Canada
Chris R.
$236 nightly
The price is $248
Dec 6 - Dec 7
Total with taxes and fees
Unit 10 Waena Inn - Maui Private Suite

Oceanfront condo with WiFi & ground-floor lanai - see turtles right out front

Wailuku
9.6 out of 10, Exceptional, (35)
"We loved everything about this property!! The view, the location, the beach equipment, the amenities and decor were all very much appreciated. It was a great stay!"
United States
Darren H.
$414 nightly
The price is $482
Dec 12 - Dec 13
Total with taxes and fees
Oceanfront condo with WiFi & ground-floor lanai - see turtles right out front

Unit 21 Waena Inn – Maui Suites

Wailuku
9.6 out of 10, Exceptional, (15)
"Clean room, "
United States
Luba
$236 nightly
The price is $248
Dec 6 - Dec 7
Total with taxes and fees
Unit 21 Waena Inn – Maui Suites

Beachfront Resort Gorgeous 2Bd2Ba Oceanview

Wailuku
9.8 out of 10, Exceptional, (36)
"Would stay here again! Great location. Not too many people and close to town. The condo was clean and had everything we needed."
United States
Angie A.
$823 nightly
The price is $932
Dec 31 - Jan 1, 2026
Total with taxes and fees
Beachfront Resort Gorgeous 2Bd2Ba Oceanview

Romantic Beachfront Getaway

Maalaea Bay
9.6 out of 10, Exceptional, (39)
"We were rarely there except to sleep but the apartment has everything we needed. It’s walking distance to the harbor and ocean center. The beach is literally steps outside. The owner was very quickly responsive to our questions."
United States
Amy S.
$412 nightly
The price is $479
Dec 14 - Dec 15
Total with taxes and fees
Romantic Beachfront Getaway

Perch - Maalaea Banyan: Oceanfront 1BR | 20 Steps To Beach

Wailuku
10.0 out of 10, Exceptional, (1)
"The unit is as advertised, with no exceptions, so no need to repeat that. Very nice. No problems. Host Joanne was great. This might be the nicest unit in the complex, being corner and ground floor, and the complex is also really nice. Great views, with one small caveat: there’s a hedge on the right side of the property that obstructs some of the view to the west. The sun rises directly over Haleakala crater in the morning, as viewed from the condo patio. Saw hundreds, maybe thousands of whales...
United States
John O.
$382 nightly
The price is $447
Dec 9 - Dec 10
Total with taxes and fees
Perch - Maalaea Banyan: Oceanfront 1BR | 20 Steps To Beach

Hinano Suite | Historic Maui Hideaway

Wailuku
10.0 out of 10, Exceptional, (3)
"Thank you for a wonderful stay. Our suite was great and comfortable. We well truly be back."
United States
JoAnn H.
$262 nightly
The price is $306
Dec 7 - Dec 8
Total with taxes and fees
Hinano Suite | Historic Maui Hideaway

Unit 23 Waena Inn – Maui Suites

Wailuku
10.0 out of 10, Exceptional, (10)
"Fairly central location. Helpful and due to the length of our stay, offered for us to use washer/dryer, snorkels, beach towels. "
United States
Suzan F.
$240 nightly
The price is $252
Dec 9 - Dec 10
Total with taxes and fees
Unit 23 Waena Inn – Maui Suites

Unit 6 Maui Ohana Modern Studio

Wailuku
9.4 out of 10, Exceptional, (9)
"Comfortable, clean, tall ceiling, great location. "
United States
Martin M.
$270 nightly
The price is $282
Dec 7 - Dec 8
Total with taxes and fees
Unit 6 Maui Ohana Modern Studio

Ma'alaea Banyans Unit 209 - Direct Oceanfront View

Wailuku
8.6 out of 10, Excellent, (4)
"The condo is very nice, clean, and modern. There is AC in the unit, but I never used it, as I prefer enjoying the sounds and smells of the ocean, so I keep the windows open. The ceiling fans do a good job of keeping the condo comfortable. The condo grounds are well maintained and very clean. "
United States
Brian B.
$564 nightly
The price is $634
Dec 7 - Dec 8
Total with taxes and fees
Ma'alaea Banyans Unit 209 - Direct Oceanfront View

In the center of it all!

Maalaea
10.0 out of 10, Exceptional, (109)
"Overall nice place to stay"
United States
Danny H.
$434 nightly
The price is $445
Dec 8 - Dec 9
Total with taxes and fees
In the center of it all!

Experience luxury at The Ulu Suite | Garden patio

Wailuku
10.0 out of 10, Exceptional, (4)
"Parking and check in was easy and just as described. The interior was simple, yet felt upscale. Lovely original art on the walls, comforts bed, and bathroom and shower were wonderful. Would stay here again. "
United States
e o.
$275 nightly
The price is $320
Dec 7 - Dec 8
Total with taxes and fees
Experience luxury at The Ulu Suite | Garden patio

Island Sands 401 Oceanfront Condo with Ocean View. Enjoy the saltwater oceanfront swimming pool.

Wailuku
9.6 out of 10, Exceptional, (44)
"Island sands is my favorite Condos"
United States
michelle p.
$638 nightly
The price is $718
Dec 31 - Jan 1, 2026
Total with taxes and fees
Island Sands 401 Oceanfront Condo with Ocean View. Enjoy the saltwater oceanfront swimming pool.

Unit 13 Waena Inn - Maui Private Suite

Wailuku
9.8 out of 10, Exceptional, (17)
"Clean and relaxing "
United States
Angelica K.
$239 nightly
The price is $251
Dec 12 - Dec 13
Total with taxes and fees
Unit 13 Waena Inn - Maui Private Suite

Ocean Front & Budget Friendly: Maalaea Banyans 204 - The Perfect Couples Getaway

2.0 star property
Wailuku
9.6 out of 10, Exceptional, (17)
"central location, with easy access. We always stay in the Maalaea Banyans."
United States
Daniel G.
$663 nightly
The price is $772
Dec 9 - Dec 10
Total with taxes and fees
Ocean Front & Budget Friendly: Maalaea Banyans 204 - The Perfect Couples Getaway

Simply Amazing Oceanfront Condo! Milowai 310

Wailuku
10.0 out of 10, Exceptional, (19)
"We thoroughly enjoyed our stay here! Beautiful views, quiet location, and close proximity to activities. I definitely recommend it!!"
United States
Shavonda T.
$473 nightly
The price is $554
Dec 6 - Dec 7
Total with taxes and fees
Simply Amazing Oceanfront Condo! Milowai 310
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Wailuku Hotel Reviews

Price trends for vacation rentals in Wailuku

Less expensive
More expensive
This month
Next month
November
March
$351
$413
Month
Price
January
$413
February
$413
March
$418
April
$373
May
$333
June
$339
July
$351
August
$317
September
$355
October
$298
November
$288
December
$351
Price trend information excludes taxes and fees and is based on base rates for a nightly stay for 2 adults found in the last 7 days on our site and averaged for commonly viewed vacation rentals in Wailuku. Select dates and complete search for nightly totals inclusive of taxes and fees.

Find out more about Wailuku

Everything you need to know about Wailuku vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Wailuku vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Wailuku vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Wailuku vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Wailuku. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Wailuku in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $341 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Wailuku rentals

At Expedia, we put the best Wailuku vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Wailuku rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Wailuku vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Wailuku. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Frequently asked questions

Can I find a vacation rental in Wailuku?

Yes, we give you a choice of vacation rentals in Wailuku near Hawaii Nature Center of Iao Valley, or you can select a secluded option if you'd like a relaxing place to stay. Visitors to Wailuku speak positively about the beaches and restaurants in this destination. Make sure you have time to check out the shopping and live music during your trip.

What are some of the best vacation home rentals that Wailuku has to offer?

Yonegan Maui Getaways - Haiku : This vacation home rental near Wailuku is located near the beach and has a hot tub, a barbecue grill, and air-conditioning to put you at ease in your new surroundings. Kitchen amenities include a microwave, a coffee maker, and kitchenware.

How many vacation rentals are there in Wailuku?

With 5 Expedia vacation rentals, you're sure to find just the right place for your Wailuku stay.

What’s there to see and do in Wailuku?

Cultural attractions include Iao Theater and Bailey House Museum, whereas Maui Tropical Plantation and Kahului Bay are a couple of picturesque spots to enjoy the outdoors. Kaanapali Beach and Wailea Beach are other popular places to visit in the area.

What’s a vacation rental in Wailuku like?

A vacation rental is a private property you can book for a few weeks or just a few days in Wailuku. Vacation rentals offer extras like laundry facilities and kitchens so you'll have a home away from home. If you're concerned about a clean environment, a vacation rental can provide a sense of security away from shared hotel elevators and busy front desks while still allowing you to travel. You'll also get more space in a vacation rental than in a standard hotel, which makes a vacation rental a popular choice for family trips or small group gatherings.