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Wailuku Holiday Rentals

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Our top choices for Wailuku holiday 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)
"We really enjoyed our stay here, would book again :)"
United States
Jasmine A.
The price is NZ$326
includes taxes & fees
12 Jan - 13 Jan 2026
Budget Downtown Studio C with Dedicated Queen Bed, AC, WIFI & 4 free Streamers!

Simply Amazing Oceanfront Condo! Milowai 310

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.
The price is NZ$904
includes taxes & fees
18 Dec - 19 Dec
Simply Amazing Oceanfront Condo! Milowai 310

Unit 9 Waena Inn - Maui Private Suite

Unit 9 Waena Inn - Maui Private Suite
Wailuku
9.0 out of 10, Wonderful, (16)
"We had an amazing stay. Really enjoyed the overall privacy we were provided."
United States
Gibran
The price is NZ$531
includes taxes & fees
14 Dec - 15 Dec
Unit 9 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, (131)
"The view is amazing"
United States
Carlos A.
The price is NZ$996
includes taxes & fees
15 Dec - 16 Dec
Oceanfront condo with pool & balcony - walk to dining, activities, and more

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, (158)
"Everything was great. Kitchen well stocked, beautiful view. "
United States
Eric S.
The price is NZ$761
includes taxes & fees
21 Dec - 22 Dec
OCEANFRONT Spectacular 60 ft to the water, Recently Re-modeled! HDTV,WiFi,AC

Unit 4 Maui Ohana Modern Studio

Unit 4 Maui Ohana Modern Studio
Wailuku
10.0 out of 10, Exceptional, (7)
"Clean room, convenient checkin, good communication in advance"
United States
Alan C.
The price is NZ$585
includes taxes & fees
23 Dec - 24 Dec
Unit 4 Maui Ohana Modern Studio

Beachfront retreat with lanai, WiFi, pool, & hot tub - prime turtle spot

Beachfront retreat with lanai, WiFi, pool, & hot tub - prime turtle spot
Wailuku
8.6 out of 10, Excellent, (68)
"We had an excellent time! Everything was as advertised. Gorgeous location and very quiet and peaceful. Only downside is that while we were there the building was under construction for a new elevator so there was limited parking and quite a bit of space taken up by the construction "
United States
Dylan R.
The price is NZ$795
includes taxes & fees
14 Dec - 15 Dec
Beachfront retreat with lanai, WiFi, pool, & hot tub - prime turtle spot

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)
"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 NZ$718
includes taxes & fees
15 Dec - 16 Dec
Perch - Maalaea Banyan: Oceanfront 1BR | 20 Steps To Beach

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

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.
The price is NZ$1,149
includes taxes & fees
31 Dec - 1 Jan 2026
Island Sands 401 Oceanfront Condo with Ocean View. Enjoy the saltwater oceanfront swimming pool.

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

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

Hinano Suite | Historic Maui Hideaway

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.
The price is NZ$928
includes taxes & fees
17 Dec - 18 Dec
Hinano Suite | Historic Maui Hideaway

Experience luxury at The Ulu Suite | Garden patio

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.
The price is NZ$767
includes taxes & fees
14 Dec - 15 Dec
Experience luxury at The Ulu Suite | Garden patio

Romantic Beachfront Getaway

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.
The price is NZ$814
includes taxes & fees
14 Dec - 15 Dec
Romantic Beachfront Getaway

Unit 6 Maui Ohana Modern Studio

Unit 6 Maui Ohana Modern Studio
Wailuku
9.4 out of 10, Exceptional, (9)
"Comfortable, clean, tall ceiling, great location. "
United States
Martin M.
The price is NZ$573
includes taxes & fees
15 Dec - 16 Dec
Unit 6 Maui Ohana Modern Studio

In the center of it all!

In the center of it all!
Maalaea
10.0 out of 10, Exceptional, (109)
"Great location. It really is in the center of it all. We had some trouble with the tv upon arrival. I called Angela and she immediately sent someone to fix the problem. The kitchen was fully stocked with everything we needed. Would recommend. "
United States
Leesa H.
The price is NZ$843
includes taxes & fees
19 Dec - 20 Dec
In the center of it all!

Unit 1 Maui Ohana Modern Studio

Unit 1 Maui Ohana Modern Studio
Wailuku
9.8 out of 10, Exceptional, (17)
"Clean and relaxing "
United States
Angelica K.
The price is NZ$468
includes taxes & fees
15 Dec - 16 Dec
Unit 1 Maui Ohana Modern Studio

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)
"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 NZ$878
includes taxes & fees
18 Dec - 19 Dec
Oceanfront condo with WiFi & ground-floor lanai - see turtles right out front

Unit 23 Waena Inn – Maui Suites

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.
The price is NZ$489
includes taxes & fees
14 Dec - 15 Dec
Unit 23 Waena Inn – Maui Suites

Oceanfront Maalaea Harbor Two Bedroom Condo within walking distance to beach

Oceanfront Maalaea Harbor Two Bedroom Condo within walking distance to beach
Wailuku
10.0 out of 10, Exceptional, (1)
"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 NZ$957
includes taxes & fees
17 Dec - 18 Dec
Oceanfront Maalaea Harbor Two Bedroom Condo within walking distance to beach

Cozy Oceanfront Retreat - Direct Beach Access

Cozy Oceanfront Retreat - Direct Beach Access
Wailuku
9.6 out of 10, Exceptional, (5)
"We couldn’t have picked a better accommodation for our family vacation in Maui! Overlooking the ocean, with the pool out front while still having privacy, we absolutely loved it!! 12/10 recommend!"
Canada
Ghada M.
The price is NZ$3,136
includes taxes & fees
29 Dec - 30 Dec
Cozy Oceanfront Retreat - Direct Beach Access
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

Everything you need to know about Wailuku holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Wailuku holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... 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 holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Wailuku holiday 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Wailuku holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Wailuku holiday rentals we have selected for you start as low as NZ$698 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Wailuku rentals

At Expedia, we put the best Wailuku holiday 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 holiday.

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 holiday rental in Wailuku?

Yes, there are holiday rentals in Wailuku close to Hawaii Nature Center of Iao Valley, or you can select a more secluded option if you're looking for a relaxing 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 holiday rentals that Wailuku has to offer?

Yonegan Maui Getaways - Haiku : This holiday home rental outside of Wailuku is located near the beach, and has 1 hot tub, a BBQ and air conditioning to put you at ease in your new surroundings. Kitchen amenities include a microwave, kitchenware and a coffee maker.

How many holiday rentals are there in Wailuku?

With 7 Expedia holiday rentals, you're guaranteed 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 holiday rental in Wailuku like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Wailuku. Holiday rentals offer extras like kitchens and laundry facilities so you'll be comfy for your stay. If you're concerned about a sanitised environment, a holiday rental can provide a sense of privacy away from shared hotel lifts and busy concierge desks while still allowing you the enjoyment of travel. You'll also find more space in a holiday rental than in a standard hotel, which makes a holiday rental a popular choice for a family trip or a small group gathering.