Wailuku Vacation Rentals

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Wailuku vacation rentals

Budget Downtown Studio C with Dedicated Queen Bed, AC, WIFI & 4 free Streamers!

Budget Downtown Studio C with Dedicated Queen Bed, AC, WIFI & 4 free Streamers!
Wailuku
9.4 out of 10, Exceptional, (3 reviews)
"We really enjoyed our stay here, would book again :)"
United States
Jasmine A.
The price is CA $131
CA $265 total
includes taxes & fees
Feb 10 - Feb 11
Budget Downtown Studio C with Dedicated Queen Bed, AC, WIFI & 4 free Streamers!

Bright, Beautiful, Remodeled Island Sands 505 Condo

Bright, Beautiful, Remodeled Island Sands 505 Condo
Wailuku
9.6 out of 10, Exceptional, (54 reviews)
"Very clean, quiet, nice people all around. Good location."
Canada
Betty T.
The price is CA $212
CA $1,099 total
includes taxes & fees
Mar 4 - Mar 5
Bright, Beautiful, Remodeled Island Sands 505 Condo

3-bedroom upstairs unit in beautiful Wailuku with AC

3-bedroom upstairs unit in beautiful Wailuku with AC
Wailuku
6.0 out of 10, (3 reviews)
"Thanks for an efficient place to stay."
United States
Seth R S.
The price is CA $122
CA $435 total
includes taxes & fees
Feb 10 - Feb 11
3-bedroom upstairs unit in beautiful Wailuku with AC

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

OCEANFRONT Spectacular 60 ft to the water, Recently Re-modeled! HDTV,WiFi,AC
Wailuku
9.6 out of 10, Exceptional, (164 reviews)
"It was a really nice stay. "
Canada
KATHRYN M.
The price is CA $231
CA $611 total
includes taxes & fees
Feb 24 - Feb 25
OCEANFRONT Spectacular 60 ft to the water, Recently Re-modeled! HDTV,WiFi,AC

Updated Ocean front condo overlooking Maalaea Bay

Updated Ocean front condo overlooking Maalaea Bay
Wailuku
8.8 out of 10, Excellent, (15 reviews)
"Condo had everything you need for a wonderful time in Maui. Snorkle gear, beach chairs, cooler, we were able to grill and cook a couple of times. The harbor where most of the cruises depart is a 10 min walk and there is a small mall around there as well. 20 min from the airport and right in the middle of Maui . We love our stay there"
United States
Ericka
The price is CA $212
CA $704 total
includes taxes & fees
Mar 5 - Mar 6
Updated Ocean front condo overlooking Maalaea Bay

Unit 19 Waena Inn - Maui Private Suite

Unit 19 Waena Inn - Maui Private Suite
Wailuku
9.4 out of 10, Exceptional, (8 reviews)
"Excellent stay excellent place and location "
United States
Christopher K.
The price is CA $324
CA $460 total
includes taxes & fees
Mar 1 - Mar 2
Unit 19 Waena Inn - Maui Private Suite

Oceanfront condo with pool & balcony - walk to dining, activities, and more

Oceanfront condo with pool & balcony - walk to dining, activities, and more
Wailuku
9.4 out of 10, Exceptional, (132 reviews)
"The view is amazing"
United States
Carlos A.
The price is CA $264
CA $935 total
includes taxes & fees
Feb 16 - Feb 17
Oceanfront condo with pool & balcony - walk to dining, activities, and more

Stunning Fully remodeled Direct Oceanfront on the beach, AC, pool, spa

Stunning Fully remodeled Direct Oceanfront on the beach, AC, pool, spa
Wailuku
8.0 out of 10, Very good, (4 reviews)
"Great location, gorgeous view."
United States
Debbie N.
The price is CA $328
CA $795 total
includes taxes & fees
Feb 20 - Feb 21
Stunning Fully remodeled Direct Oceanfront on the beach, AC, pool, spa

Ma'alaea Banyans Unit 209 - Direct Oceanfront View

Ma'alaea Banyans Unit 209 - Direct Oceanfront View
Wailuku
8.8 out of 10, Excellent, (5 reviews)
"This property is upgraded and spacious, I have stayed at the Bayans for over 20 years, location is perfect. Unit is upgraded and modern."
United States
Pamela B.
Ma'alaea Banyans Unit 209 - Direct Oceanfront View

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

Oceanfront condo with WiFi & ground-floor lanai - see turtles right out front
Wailuku
9.6 out of 10, Exceptional, (35 reviews)
"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.
The price is CA $258
CA $777 total
includes taxes & fees
Feb 24 - Feb 25
Oceanfront condo with WiFi & ground-floor lanai - see turtles right out front

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

Perch - Maalaea Banyan: Oceanfront 1BR | 20 Steps To Beach
Wailuku
10.0 out of 10, Exceptional, (1 review)
"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.
The price is CA $290
CA $680 total
includes taxes & fees
Mar 4 - Mar 5
Perch - Maalaea Banyan: Oceanfront 1BR | 20 Steps To Beach

Unit 23 Waena Inn - Maui Private Suite

Unit 23 Waena Inn - Maui Private Suite
Wailuku
10.0 out of 10, Exceptional, (10 reviews)
"Nice place. Thx "
United States
Mary R.
The price is CA $324
CA $479 total
includes taxes & fees
Mar 1 - Mar 2
Unit 23 Waena Inn - Maui Private Suite

Budget Downtown Studio-H w/Queen Bed, Micro-Kitchen AC, WIFI & 4 free Streamers

Budget Downtown Studio-H w/Queen Bed, Micro-Kitchen AC, WIFI & 4 free Streamers
Wailuku
10.0 out of 10, Exceptional, (4 reviews)
"Great option for a budget friendly stay at Maui. Would be happy to come back again one day :) "
United States
Ryan M.
The price is CA $159
CA $296 total
includes taxes & fees
Feb 10 - Feb 11
Budget Downtown Studio-H w/Queen Bed, Micro-Kitchen AC, WIFI & 4 free Streamers

Romantic Maui Hideaway at The Historic Wailuku Inn

Romantic Maui Hideaway at The Historic Wailuku Inn
Wailuku
10.0 out of 10, Exceptional, (3 reviews)
"Loved this B&B. The location worked well from exploring different areas. Will stay here again."
United States
Arthur C.
The price is CA $403
CA $539 total
includes taxes & fees
Feb 16 - Feb 17
Romantic Maui Hideaway at The Historic Wailuku Inn

Beautiful fully AC 2 BR/2BA Kanai a Nalu beachfront condo 20 ft from the waves

Beautiful fully AC 2 BR/2BA Kanai a Nalu beachfront condo 20 ft from the waves
Wailuku
10.0 out of 10, Exceptional, (31 reviews)
"Comfortable condo in a great location. Easy to communicate with owner. Would definitely stay there again!"
United States
Kristen B.
The price is CA $388
CA $876 total
includes taxes & fees
Feb 16 - Feb 17
Beautiful fully AC 2 BR/2BA Kanai a Nalu beachfront condo 20 ft from the waves

Simply Amazing Oceanfront Condo! Milowai 310

Simply Amazing Oceanfront Condo! Milowai 310
Wailuku
10.0 out of 10, Exceptional, (20 reviews)
"We thoroughly enjoyed our stay here! Beautiful views, quiet location, and close proximity to activities. I definitely recommend it!!"
United States
Shavonda T.
The price is CA $354
CA $920 total
includes taxes & fees
Mar 4 - Mar 5
Simply Amazing Oceanfront Condo! Milowai 310

Oceanfront • AC • W/D • Desk • Central Maui

Oceanfront • AC • W/D • Desk • Central Maui
Wailuku
10.0 out of 10, Exceptional, (1 review)
"Thank you. Everything was perfect. Beautiful home with amazing views. "
United States
Rovie V.
The price is CA $442
CA $993 total
includes taxes & fees
Mar 7 - Mar 8
Oceanfront • AC • W/D • Desk • Central Maui

Unit 18 Waena Inn - Maui Private Suite

Unit 18 Waena Inn - Maui Private Suite
Wailuku
9.4 out of 10, Exceptional, (9 reviews)
"Comfortable, clean, tall ceiling, great location. "
United States
Martin M.
The price is CA $363
CA $508 total
includes taxes & fees
Feb 16 - Feb 17
Unit 18 Waena Inn - Maui Private Suite

Kanai A Nalu 220 - Direct Oceanfront - “Sale” into Whale Season with Reduced Rates!

Kanai A Nalu 220 - Direct Oceanfront - “Sale” into Whale Season with Reduced Rates!
Maalaea
9.4 out of 10, Exceptional, (15 reviews)
"Beach view was spectacular! Loved hearing the waves. Only thing is maybe they could add curtains or blinds in bedroom and living room."
United States
Barbara K.
The price is CA $403
CA $1,417 total
includes taxes & fees
Feb 13 - Feb 14
Kanai A Nalu 220 - Direct Oceanfront - “Sale” into Whale Season with Reduced Rates!
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Wailuku Hotel Reviews

Find out more about Wailuku

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Wailuku. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

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.