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Wailuku Vacation Rentals

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Our top choices for Wailuku vacation rentals

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.
The price is ¥59,355
¥78,670 total
includes taxes & fees
Jan 11 - Jan 12, 2026
Experience luxury at The Ulu Suite | Garden patio
9.4 out of 10, Exceptional, (3)
"We really enjoyed our stay here, would book again :)"
United States
Jasmine A.
The price is ¥12,865
¥28,160 total
includes taxes & fees
Dec 30 - Dec 31
Budget Downtown Studio C with Dedicated Queen Bed, AC, WIFI & 4 free Streamers!
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.
The price is ¥54,698
¥72,522 total
includes taxes & fees
Jan 7 - Jan 8, 2026
Hinano Suite | Historic Maui Hideaway
9.4 out of 10, Exceptional, (131)
"The view is amazing"
United States
Carlos A.
The price is ¥36,178
¥106,081 total
includes taxes & fees
Jan 19 - Jan 20, 2026
Oceanfront condo with pool & balcony - walk to dining, activities, and more
9.8 out of 10, Exceptional, (38)
"The studio is super cute and in a convenient location, it was very clean and the check in process was really easy!"
United States
Claire R.
The price is ¥36,743
¥54,475 total
includes taxes & fees
Jan 10 - Jan 11, 2026
Unit 22 Waena Inn - Maui Private Suite
8.6 out of 10, Excellent, (12)
"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 ¥35,087
¥94,681 total
includes taxes & fees
Jan 12 - Jan 13, 2026
Updated Ocean front condo overlooking Maalaea Bay
9.4 out of 10, Exceptional, (9)
"Comfortable, clean, tall ceiling, great location. "
United States
Martin M.
The price is ¥36,743
¥53,659 total
includes taxes & fees
Jan 18 - Jan 19, 2026
Unit 18 Waena Inn - Maui Private Suite

Condo in Maalaea Bay

Romantic Beachfront Getaway
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.
The price is ¥28,849
¥78,438 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Romantic Beachfront Getaway
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.
The price is ¥40,388
¥128,418 total
includes taxes & fees
Dec 31 - Jan 1, 2026
Beachfront Resort Gorgeous 2Bd2Ba Oceanview
9.6 out of 10, Exceptional, (160)
"Everything was great. Kitchen well stocked, beautiful view. "
United States
Eric S.
The price is ¥38,829
¥85,294 total
includes taxes & fees
Jan 23 - Jan 24, 2026
OCEANFRONT Spectacular 60 ft to the water, Recently Re-modeled! HDTV,WiFi,AC
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.
The price is ¥42,260
¥94,397 total
includes taxes & fees
Dec 27 - Dec 28
Oceanfront condo with WiFi & ground-floor lanai - see turtles right out front
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.
The price is ¥35,367
¥76,587 total
includes taxes & fees
Jan 21 - Jan 22, 2026
Perch - Maalaea Banyan: Oceanfront 1BR | 20 Steps To Beach
9.4 out of 10, Exceptional, (45)
"Island sands is my favorite Condos"
United States
michelle p.
The price is ¥22,611
¥100,879 total
includes taxes & fees
Dec 31 - Jan 1, 2026
Island Sands 401 Oceanfront Condo with Ocean View. Enjoy the saltwater oceanfront swimming pool.
8.0 out of 10, Very Good, (4)
"Great location, gorgeous view."
United States
Debbie N.
The price is ¥38,829
¥92,316 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Stunning Fully remodeled Direct Oceanfront on the beach, AC, pool, spa
9.4 out of 10, Exceptional, (13)
"Enjoyed our stay"
United States
Margaret P.
The price is ¥70,173
¥193,222 total
includes taxes & fees
Jan 12 - Jan 13, 2026
Kanai A Nalu 220 - Direct Oceanfront - “Sale” into Whale Season with Reduced Rates!
9.4 out of 10, Exceptional, (16)
"Great for our first night. Great location close to the airport "
United States
Jade D.
The price is ¥101,946
¥121,780 total
includes taxes & fees
Jan 6 - Jan 7, 2026
Beachfront Complex on Sugar Beach
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.
The price is ¥36,790
¥54,709 total
includes taxes & fees
Jan 13 - Jan 14, 2026
Unit 23 Waena Inn - Maui Private Suite
8.0 out of 10, Very Good, (1)
The price is ¥42,104
¥91,981 total
includes taxes & fees
Dec 29 - Dec 30
VIEWS VIEWS VIEWS ~ Bliss on the Bay

Condo in Wailuku

Direct Ocean Front
10.0 out of 10, Exceptional, (16)
"We had a great stay. Loved to see the whales from the deck and the turtles on the beach."
United States
Janae S.
The price is ¥56,138
¥111,122 total
includes taxes & fees
Jan 3 - Jan 4, 2026
Direct Ocean Front
7.0 out of 10, Good, (2)
"Great, quiet location on the water. We enjoyed sitting on the lanai listening to the waves and watching sea turtles pop their heads above the water."
United States
Beth W.
The price is ¥46,626
¥93,057 total
includes taxes & fees
Jan 9 - Jan 10, 2026
Oceanfront Maalaea Harbor Two Bedroom Condo within walking distance to beach
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

Find out more about Wailuku

Search for holiday rentals in Wailuku on Expedia! You can easily find your home rentals, villas, holiday apartments in Wailuku using one of the methods below:

  • View our selection of featured holiday rentals in Wailuku
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Look no further and take a look at our great range of rental properties in Wailuku!

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, kitchenware, and a coffee maker.

How many vacation rentals are there in Wailuku?

With 6 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.