Holiday Rentals in Wailuku

  • 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 holiday rentals

Unit 24 Waena Inn - Maui Private Suite

Unit 24 Waena Inn - Maui Private Suite
Wailuku
9.6 out of 10, Exceptional, (17 reviews)
"Excellent location, assigned parking"
United States
Virinchi Roy S.
Unit 24 Waena Inn - Maui Private Suite

Elegant Puakenikeni Suite- Historic & Ground Floor

Elegant Puakenikeni Suite- Historic & Ground Floor
Wailuku
10.0 out of 10, Exceptional, (7 reviews)
"I liked the quaint ambiance of the property, beautiful landscape and the room was great."
United States
Wayne
Elegant Puakenikeni Suite- Historic & Ground Floor

Beachfront Complex on Sugar Beach

Beachfront Complex on Sugar Beach
Wailuku
9.6 out of 10, Exceptional, (18 reviews)
"Good place to stay, good host!"
United States
Cory A.
The price is €459
includes taxes & fees
3 Jun - 4 Jun
Beachfront Complex on Sugar Beach

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)
"Beautiful view!!"
United States
Gene E.
The price is €553
includes taxes & fees
5 Jun - 6 Jun
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, (170 reviews)
"Great location on the island, nice accommodations. "
United States
Chris P.
The price is €420
includes taxes & fees
1 Jul - 2 Jul
OCEANFRONT Spectacular 60 ft to the water, Recently Re-modeled! HDTV,WiFi,AC

VIEWS VIEWS VIEWS ~ Bliss on the Bay

VIEWS VIEWS VIEWS ~ Bliss on the Bay
Wailuku
8.0 out of 10, Very good, (1 review)
VIEWS VIEWS VIEWS ~ Bliss on the Bay

Bright, Beautiful, Remodeled Island Sands 505 Condo

Bright, Beautiful, Remodeled Island Sands 505 Condo
Wailuku
9.4 out of 10, Exceptional, (58 reviews)
"The property was very clean and well maintained! We enjoyed our stay. "
United States
Cindy B.
The price is €755
includes taxes & fees
8 Jun - 9 Jun
Bright, Beautiful, Remodeled Island Sands 505 Condo

Unit 18 Waena Inn - Maui Private Suite

Unit 18 Waena Inn - Maui Private Suite
Wailuku
9.0 out of 10, Wonderful, (10 reviews)
"Comfortable, clean, tall ceiling, great location. "
United States
Martin M.
Unit 18 Waena Inn - Maui Private Suite

Romantic Beachfront Getaway

Romantic Beachfront Getaway
Maalaea Bay
9.6 out of 10, Exceptional, (43 reviews)
"Excellent location. "
United States
Thomas
The price is €414
includes taxes & fees
1 Jun - 2 Jun
Romantic Beachfront Getaway

Oceanfront Maalaea Harbor Two Bedroom Condo within walking distance to beach

Oceanfront Maalaea Harbor Two Bedroom Condo within walking distance to beach
Wailuku
9.2 out of 10, Wonderful, (7 reviews)
"Yes, very much so."
United States
Go S.
The price is €473
includes taxes & fees
12 Jun - 13 Jun
Oceanfront Maalaea Harbor Two Bedroom Condo within walking distance to beach

Unit 23 Waena Inn - Maui Private Suite

Unit 23 Waena Inn - Maui Private Suite
Wailuku
10.0 out of 10, Exceptional, (11 reviews)
"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 €290
includes taxes & fees
1 Jul - 2 Jul
Unit 23 Waena Inn - Maui Private Suite

In the center of it all!

In the center of it all!
Maalaea
10.0 out of 10, Exceptional, (109 reviews)
"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 €382
includes taxes & fees
2 Jun - 3 Jun
In the center of it all!

Direct Beachfront with Spectacular Oceanviews!

Direct Beachfront with Spectacular Oceanviews!
Wailuke
9.6 out of 10, Exceptional, (55 reviews)
"Host waa super responsive, place was very nice and well located!!"
United States
Scott C.
Direct Beachfront with Spectacular Oceanviews!

Gorgeous 3-Bedroom Condo in Ma'alaea With Extra Large Waterfront Lanai

Gorgeous 3-Bedroom Condo in Ma'alaea With Extra Large Waterfront Lanai
Wailuku
10.0 out of 10, Exceptional, (4 reviews)
"Unit was as described in pictures, location was perfect, was fun watching fishing boats and tour boats leave harbor each morning… over 6 day period never heard any noise dusk to dawn, unexpected new experience, both bathrooms had bidets last but not least host was super responsive to all my questions and any concerns I had … definitely a great place to stay."
United States
steve n.
Gorgeous 3-Bedroom Condo in Ma'alaea With Extra Large Waterfront Lanai

Budget Downtown Studio C w/European Twin Bunk Beds, AC, WIFI & free Streamers!

Budget Downtown Studio C w/European Twin Bunk Beds, AC, WIFI & free Streamers!
Wailuku
9.4 out of 10, Exceptional, (6 reviews)
"Great budget friendly option in Maui."
United States
Rovie Jay
Budget Downtown Studio C w/European Twin Bunk Beds, AC, WIFI & free Streamers!

Simply Amazing Oceanfront Condo! Milowai 310

Simply Amazing Oceanfront Condo! Milowai 310
Wailuku
10.0 out of 10, Exceptional, (21 reviews)
"Very good location and amenities. "
United States
Jiaxing B.
The price is €460
includes taxes & fees
3 Jun - 4 Jun
Simply Amazing Oceanfront Condo! Milowai 310

Direct Oceanfront Newly Remodeled!

Direct Oceanfront Newly Remodeled!
Wailuku
9.0 out of 10, Wonderful, (20 reviews)
"Clean, great views, great location by the harbor, small. "
United States
Tanna F.
The price is €536
includes taxes & fees
8 Jun - 9 Jun
Direct Oceanfront Newly Remodeled!

Remodeled Oceanfront Condo with Stunning Views

Remodeled Oceanfront Condo with Stunning Views
Wailuku
9.8 out of 10, Exceptional, (36 reviews)
"Very very clean!! View to die for. Quiet complex. Modern furnishings and nice decor. "
United States
MaeLynn J.
The price is €1,099
includes taxes & fees
11 Jun - 12 Jun
Remodeled Oceanfront Condo with Stunning Views

*Maalaea Banyans 104* NEW LISTING Maui Stunning Prime Ocean Front with hot tub!

*Maalaea Banyans 104* NEW LISTING Maui Stunning Prime Ocean Front with hot tub!
Maalaea
*Maalaea Banyans 104* NEW LISTING Maui Stunning Prime Ocean Front with hot tub!

Vibrant Oceanfront Condo: Extraordinary View, Pool

Vibrant Oceanfront Condo: Extraordinary View, Pool
Wailuku
9.8 out of 10, Exceptional, (6 reviews)
"Great property. Can watch whales from your property"
United States
Ronald F.
The price is €802
includes taxes & fees
14 Jun - 15 Jun
Vibrant Oceanfront Condo: Extraordinary View, Pool
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

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, apart-hotels, 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 €267 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, a coffee maker and kitchenware.

How many holiday rentals are there in Wailuku?

With 4 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 Whalers Village 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.