Wailuku Holiday Rentals

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Holiday Rentals in Wailuku

REMODELED Maui Oceanfront Condo w/Pool, Sandy Beach & the sounds of gentle Waves

9.6 out of 10, Exceptional, (97)
"This location was great for island access. The rooms and beds were quite comfortable. Lots of fans to make the condo cooler in the afternoon, if needed. There is a local beach that is within walking distance, either take the sidewalk or scoot along the beach shore. The parking pass was easy to figure out. The door lock, not quite as quick. The condo could use a good scrubbing in the kitchen at the sink and showers in the bathrooms but still a great stay. "
REMODELED Maui Oceanfront Condo w/Pool, Sandy Beach & the sounds of gentle Waves

5 STAR OCEANFRONT—FANTASTIC VIEW & AMENITIES—Newly Renovated Kitchen, Living Rm

9.6 out of 10, Exceptional, (104)
"Amazing trip would do it again."
5 STAR OCEANFRONT—FANTASTIC VIEW & AMENITIES—Newly Renovated Kitchen, Living Rm

Aston Kaanapali Shores

3.5 star property
8.6 out of 10, Excellent, (3350)
"All the staff were awesome, suoer friendly and very helpful. The grounds were very well kept, someone was always cleaning or working on the grounds. The room was amazing and had everything we needed traveling with our 2 young boys. We will stay here again. Ruben in the pool cafe/bar is the man and he deserves a raise !!!"
The price is AU$688
includes taxes & fees
8 Dec - 9 Dec
Aston Kaanapali Shores

OUTRIGGER Honua Kai Resort & Spa

4.0 star property
8.8 out of 10, Excellent, (2627)
"Some things were not working in our room, e.g. master bedroom balcony door would not open, table in the balcony was very wobbly, dryer was not operating properly. All these issues were resolved by the staff when I called them, but they seem to be basic checks that property management should have checked before giving us keys and not have me call about them. "
The price is AU$1,214
includes taxes & fees
8 Dec - 9 Dec
OUTRIGGER Honua Kai Resort & Spa

The Westin Ka'anapali Ocean Resort Villas

4.0 star property
8.6 out of 10, Excellent, (1080)
"Great property in perfect location adjacent to walking path & snorkeling beach. We loved our one-bedroom unit and enjoyed the resorts amenities including pools and restaurants. Well maintained, very clean, friendly staff, wish we could have extended our stay, but not easy to do at a timeshare property like you can at a hotel. That said, we wouldn't hesitate to return, next time for a longer visit. Mahalo!"
The price is AU$869
includes taxes & fees
30 Nov - 1 Dec
The Westin Ka'anapali Ocean Resort Villas

Aston Maui Kaanapali Villas

3.0 star property
8.6 out of 10, Excellent, (2300)
"The Exterior property was A little dated. But the interior rooms were Updated and very clean. The garden area with plants and adorable little cats running around, making sure there were no “pests” around was beautifully manicured. We had a wonderful time. Would visit and stay there again."
The price is AU$682
includes taxes & fees
7 Dec - 8 Dec
Aston Maui Kaanapali Villas

Kaanapali Alii

4.0 star property
9.6 out of 10, Exceptional, (838)
"It needs a bar"
Kaanapali Alii

Aston Mahana at Kaanapali

3.5 star property
9.0 out of 10, Wonderful, (1574)
"We love this place. We stay here to relax and enjoy the view. Also the staff is wonderful!"
Aston Mahana at Kaanapali

The Whaler Resort Kaanapali Beach

4.0 star property
9.4 out of 10, Exceptional, (118)
"Amazing! Right on the beach. Staff was friendly and incredible. Had the best experience! Can’t wait to be back. "
The Whaler Resort Kaanapali Beach

Sugar Beach Resort

3.0 star property
8.6 out of 10, Excellent, (1022)
"The beach was in your backyard. I’ve seen multiple turtles. There’s a cute delicious deli on the property. Away from the busy areas but close enough for a short drive. Just a perfect getaway "
Sugar Beach Resort

Napili Shores Maui by OUTRIGGER

3.0 star property
8.8 out of 10, Excellent, (1533)
"Lovely peaceful place. Lots of grass for kids to play on. Pool was perfect temperature and the gentleman doing maintenance/cleaning was extremely through and very friendly."
Napili Shores Maui by OUTRIGGER

Maui Beach Vacation Club

2.5 star property
8.2 out of 10, Very good, (699)
"Great!"
Maui Beach Vacation Club

Aston Maui Hill

3.0 star property
9.0 out of 10, Wonderful, (752)
"Wonderful upgraded room, friendly staff!"
Aston Maui Hill

Castle Napili Surf Beach Resort

3.5 star property
10.0 out of 10, Exceptional, (78)
"We had a great stay at the Napili Surf Resort. We travel with seniors and kid. The staff are helping and welcolmeing. Everybody is happy. The full kitchen gave us additional option for food. There are 2 restaurants on the beach and Napili market is around the corner. And the resort was very quiet after 8 or 9pm. There are not so many people crowed down on the beach so we enjoyed a calm and relaxed time on the beach either. We will definitely come back. "
Castle Napili Surf Beach Resort

Aston at The Whaler on Kaanapali Beach

4.0 star property
9.2 out of 10, Wonderful, (1447)
"We loved our time at the Whaler however our room needed an upgrade as it looked like it was from the 80’s. Everything else perfect. Staff wonderful!!"
The price is AU$999
includes taxes & fees
26 Nov - 27 Nov
Aston at The Whaler on Kaanapali Beach

Napili Sunset on the Beach

2.5 star property
9.2 out of 10, Wonderful, (600)
"Very Nice Soot! Cozy!"
The price is AU$390
includes taxes & fees
30 Nov - 1 Dec
Napili Sunset on the Beach

Aston at Papakea Resort

3.0 star property
8.2 out of 10, Very good, (1353)
"Originally we were checked into a smaller 3rd story room when we believed we were supposed to have a different ground floor. We advised them at check in, and though we would have still had a great vacation in this room, the management quickly remedied the situation and made our stay so much more pleasant. Everyone was so kind and gracious. The property and stay were perfect!"
Aston at Papakea Resort

Maui Sunset

3.5 star property
8.8 out of 10, Excellent, (403)
"The pool and the location of the proximity to the rims was very good also the proximity to Beach and the view of the ocean was very nice and the proximity to shopping and dining was very good also the only thing we did not really like is the size of the restrooms and the updating of the restrooms were not very good and they should be renovated "
Maui Sunset

Wailea Ekahi - CoralTree Residence Collection

3.0 star property
9.2 out of 10, Wonderful, (494)
"It is a nice rental property in a nice location overall. It has multiple buildings and units with b ACH direct access. There are several swimming pools, many people have fun playing in swimming poor. Also it is one of best sunsets from the main swimming poor and from the central lawn field. I am really enjoyed. The unit we stayed is large one bed room equipped with a full kitchen set, if someone like cook inside. There are many high ended restaurants and a shopping mall in a short during...
Wailea Ekahi - CoralTree Residence Collection

Kapalua Villas Maui

4.0 star property
8.6 out of 10, Excellent, (910)
"Loved the property and location. Only issue is that eating establishments are somewhat limited in variety and price and most require advance reservations. I found I would drive to kanapali for more options"
The price is AU$1,199
includes taxes & fees
12 Dec - 13 Dec
Kapalua Villas Maui
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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Other types of properties in Wailuku you may be interested in

Howzit Hostels

1.0 star property
8.8 out of 10, Excellent, (266)
"This was my first time in a hostel, and it was such a great experience! The staff and other guests at the hostel were very friendly, there were plenty of clean bathrooms, seating areas if you want to just sit and relax, as well as plenty of free/low cost activities provided by the hostel, 10/10 will return and stay for longer, this was such a good experience!"
The price is AU$203
includes taxes & fees
26 Nov - 27 Nov
Howzit Hostels

REMODELED Maui Oceanfront Condo w/Pool, Sandy Beach & the sounds of gentle Waves

9.6 out of 10, Exceptional, (97)
"This location was great for island access. The rooms and beds were quite comfortable. Lots of fans to make the condo cooler in the afternoon, if needed. There is a local beach that is within walking distance, either take the sidewalk or scoot along the beach shore. The parking pass was easy to figure out. The door lock, not quite as quick. The condo could use a good scrubbing in the kitchen at the sink and showers in the bathrooms but still a great stay. "
REMODELED Maui Oceanfront Condo w/Pool, Sandy Beach & the sounds of gentle Waves

5 STAR OCEANFRONT—FANTASTIC VIEW & AMENITIES—Newly Renovated Kitchen, Living Rm

9.6 out of 10, Exceptional, (104)
"Amazing trip would do it again."
5 STAR OCEANFRONT—FANTASTIC VIEW & AMENITIES—Newly Renovated Kitchen, Living Rm
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.
Beautiful view of the beach with palm trees

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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?

The #1 Luxury OCEAN FRONT Mansion! Sleeps 32: This holiday home rental outside of Wailuku is located on the beach, and has an outdoor pool, a balcony and a BBQ to put you at ease in your new surroundings. It has 11 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You can relax into your holiday with a garden and a selection of games.

How many holiday rentals are there in Wailuku?

With 12 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 Iao Valley State Park and Maui Tropical Plantation are a couple of picturesque spots to enjoy the outdoors. West Maui Mountains and Kahului Bay are other places to visit while you're in town.

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.