Wailuku Vacation Rentals

Start date: Check-in selected.
End date: Check-out
    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In one month
In two months
In three months

Vacation Rentals in Wailuku

Kanai A Nalu-Spectacular Whale Watching, Beachfront, Wifi & Split Air thru out

9.6 out of 10, Exceptional, (96)
"Great place to stay right in the middle of Maui. The condo was clean, comfortable, and had everything we needed for our week long stay. The beach is just a short walk from the unit. The owner and management were very responsive. The water heater went out on our second night and they had a plumber out the next day to install a new one! We will definitely stay here again if we come back to Maui."
Kanai A Nalu-Spectacular Whale Watching, Beachfront, Wifi & Split Air thru out

195-295/night, Oceanfront with 2 Master Suites, Fully Stocked, Amazing View!!!

9.8 out of 10, Exceptional, (131)
"It was a nice place to stay and the location made things easier to get around on the island. The place is very well kept by the owner and ground facilities. We would stay again."
195-295/night, Oceanfront with 2 Master Suites, Fully Stocked, Amazing View!!!

Aston Kaanapali Shores

3.5 star property
8.6 out of 10, Excellent, (3696)
"Great area and great place to stay"
The price is CA $229
CA $310 total
includes taxes & fees
Sep 10 - Sep 11
Aston Kaanapali Shores

Mahana at Kaanapali, Spectacular Oceanfront, Amazing Sunsets & Sea Life Unit1014

10.0 out of 10, Exceptional, (263)
"We loved our stay! The views are breathtaking, we felt like we were on our own little private beach, and the condo had everything we needed for a wonderful vacation. We saw turtles everyday and loved sitting on the lanai/patio and looking at the ocean. "
The price is CA $433
CA $965 total
includes taxes & fees
Sep 3 - Sep 4
Mahana at Kaanapali, Spectacular Oceanfront, Amazing Sunsets & Sea Life Unit1014

Aston Maui Kaanapali Villas

3.0 star property
8.8 out of 10, Excellent, (2449)
"Great place! Room was a good size, very clean spacious, full kitchen, nice staff. We enjoyed our stay! "
The price is CA $192
CA $348 total
includes taxes & fees
Sep 20 - Sep 21
Aston Maui Kaanapali Villas

The Whaler Resort Kaanapali Beach

4.0 star property
9.6 out of 10, Exceptional, (226)
"Perfect location right on the beach. Shopping and restaurants next door."
The price is CA $307
CA $885 total
includes taxes & fees
Sep 3 - Sep 4
The Whaler Resort Kaanapali Beach

Napili Shores Maui by OUTRIGGER

3.0 star property
9.0 out of 10, Wonderful, (1654)
"Check-in was easy, the staff were very friendly and helpful. The room was clean and comfortable. Great place to stay."
The price is CA $342
CA $403 total
includes taxes & fees
Sep 16 - Sep 17
Napili Shores Maui by OUTRIGGER

Aston Maui Hill

3.0 star property
9.0 out of 10, Wonderful, (819)
"The apartment was big, equipped with everything. The style is a bit "old" and it could use a freshen up but it is cozy. All the complex run mainly on solar power that is a plus."
Aston Maui Hill

OUTRIGGER Honua Kai Resort & Spa

4.0 star property
8.8 out of 10, Excellent, (2829)
"Really liked the resort"
The price is CA $434
CA $1,143 total
includes taxes & fees
Oct 2 - Oct 3
OUTRIGGER Honua Kai Resort & Spa

Aston at The Whaler on Kaanapali Beach

4.0 star property
9.2 out of 10, Wonderful, (1484)
"It was a nice place to stay"
Aston at The Whaler on Kaanapali Beach

Maui Beach Vacation Club

2.5 star property
8.2 out of 10, Very good, (793)
"Just a great stay! "
Maui Beach Vacation Club

Kahana Falls Maui by VRI Americas

3.5 star property
8.0 out of 10, Very good, (917)
"Great Aloha spirit and a great location and pool."
Kahana Falls Maui by VRI Americas

#1 Luxury BEACHFRONT! Pickleball, Sand Volleyball, 2 Gyms, Pool

2.0 star property
10.0 out of 10, Exceptional, (11)
"We had an amazing vacation with our kids and grandkids. We have already booked again for next year"
#1 Luxury BEACHFRONT! Pickleball, Sand Volleyball, 2 Gyms, Pool

Aston at Papakea Resort

3.0 star property
8.2 out of 10, Very good, (1382)
"Everything was excellent "
Aston at Papakea Resort

The Westin Ka'anapali Ocean Resort Villas

4.0 star property
8.6 out of 10, Excellent, (1114)
"The resort was beautiful. The hospitality in all seas was top notch. "
The price is CA $614
CA $725 total
includes taxes & fees
Sep 9 - Sep 10
The Westin Ka'anapali Ocean Resort Villas

Aston Mahana at Kaanapali

3.5 star property
9.0 out of 10, Wonderful, (1643)
"Beautiful location "
Aston Mahana at Kaanapali

Kapalua Villas Maui

4.0 star property
8.8 out of 10, Excellent, (952)
"The view of the ocean was great and I was happy just to be there. It was old and a little poorly built, windows or doors were hard to open, etc. Some renovated parts were comfortable. The dryer was broken, which was inconvenient, but housekeeping provided new towels daily and offered to do laundry for free. Cooking utensils were very well stocked"
The price is CA $316
CA $1,102 total
includes taxes & fees
Oct 1 - Oct 2
Kapalua Villas Maui

The Westin Nanea Ocean Villas, Ka'anapali

4.0 star property
9.2 out of 10, Wonderful, (466)
"Very nice place to stay"
The price is CA $658
CA $777 total
includes taxes & fees
Sep 19 - Sep 20
The Westin Nanea Ocean Villas, Ka'anapali

Maui Sunset

3.5 star property
8.8 out of 10, Excellent, (468)
"Good place to spend your vacation "
Maui Sunset

Castle Kama'ole Sands

3.0 star property
8.0 out of 10, Very good, (2255)
"Great location for beach with beautiful garden views and easy close parking."
Castle Kama'ole Sands
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

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, 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 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 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 vacation 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 vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Wailuku vacation rentals we have selected for you start as low as CA $192 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 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, kitchenware, and a coffee maker.

How many vacation rentals are there in Wailuku?

With 7 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.