Wailuku Holiday Rentals

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Holiday Rentals in Wailuku

Property grounds
REMODELED Maui Oceanfront Condo w/Pool, Sandy Beach & the sounds of gentle Waves
9.6 out of 10, Exceptional, (91)
"Barbs condo was absolutely perfect! Great location- we were able to walk to the harbor with shops and restaurants. Central location to easily access all parts of Maui. Condo was super clean and well equipped. Barb has everything you need to make you feel at home. Beach chairs, umbrellas, bamboo beach mats, towels, toys, a couple pairs of snorkel gear We would definitely stay here again!.."
REMODELED Maui Oceanfront Condo w/Pool, Sandy Beach & the sounds of gentle Waves
Dining
5 STAR OCEANFRONT—FANTASTIC VIEW & AMENITIES—Newly Renovated Kitchen, Living Rm
9.6 out of 10, Exceptional, (96)
"The view was stunning, location centrally located to all activities. I would highly recommend this property"
5 STAR OCEANFRONT—FANTASTIC VIEW & AMENITIES—Newly Renovated Kitchen, Living Rm
Hypo-allergenic bedding, in-room safe, blackout curtains
Aston Kaanapali Shores
3.5 star property
8.6 out of 10, Excellent, (3009)
"Parking spots are quite small. Luckily we had a small car. "
The price is NZ$459
per night
27 May - 28 May
Aston Kaanapali Shores
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Exterior
Aston Maui Kaanapali Villas
3.0 star property
8.6 out of 10, Excellent, (2153)
"My friends and I loved our stay at the Aston Villas in Maui! All staff were very helpful and so kind with anything we needed! We had a huge shared balcony on the second floor of the lobby building which we turned out to love! One of our favorite parts was having Castaway Cafe only a few steps away to enjoy some breakfast, mid-day appetizers/lunch, and some delicious lava flows! They have an activities booth right near the pool and Cafe to get anything you need for a fun day on the beach, which...
The price is NZ$459
per night
27 May - 28 May
Aston Maui Kaanapali Villas
4 outdoor pools
OUTRIGGER Honua Kai Resort & Spa
4.0 star property
8.8 out of 10, Excellent, (2534)
"Loved staying and celebrating Mother’s Day and my son’s birthday! Couldn’t have asked for a better stay! "
The price is NZ$1,346
per night
10 Jun - 11 Jun
OUTRIGGER Honua Kai Resort & Spa
Standard Room, 1 Bedroom | Living area
Kahana Beach Vacation Club
3.0 star property
8.2 out of 10, Very good, (542)
"Probably one of the cleanest rooms I’ve stayed in. The balcony directly faced the ocean with Molokai in full view."
Kahana Beach Vacation Club
Exterior
The Whaler Resort Kaanapali Beach
4.0 star property
9.4 out of 10, Exceptional, (27)
"Great 2 bedroom condo. Spacious and very clean. Walkable to many restaurants including Whalers village which is right next door. 2 drawbacks : shower temperature was off and hard to adjust, shower was cold for at least 5 min before becoming warm and a very loud noise was always present coming from the generators in whalers village. Our balcony was on that side and it took away from the experience of just sitting outside. Recommend u get condo unit on the opposite side. But otherwise truly a...
The Whaler Resort Kaanapali Beach
On the beach
Napili Shores Maui by OUTRIGGER
3.0 star property
8.8 out of 10, Excellent, (1473)
"Very clean and pretty!!! Staff is very helpful and friendly! Would recommend to anyone!!"
Napili Shores Maui by OUTRIGGER
Suite, 2 Bedrooms | Living area
Maui Beach Vacation Club
2.5 star property
8.2 out of 10, Very good, (618)
"Nice and clean. Great value for the price "
Maui Beach Vacation Club
Outdoor pool
Aston Mahana at Kaanapali
3.5 star property
9.0 out of 10, Wonderful, (1472)
"The views are amazing. I watched dolphins swim by from my couch but… My couch was infested with tiny ants and the HVAC in the living room was so loud, I learned to spend time only in the bedroom or outside. The place was safe, quiet, friendly. The other guests were friendly and well mannered. The location was great. Off the beaten path but convenient to amazing snorkeling and easy access to food. My place was dated and not well cleaned. Dried rice grains on the couch, a hair on the pillow,...
The price is NZ$1,015
per night
27 May - 28 May
Aston Mahana at Kaanapali
Outdoor pool
Sugar Beach Resort
3.0 star property
8.6 out of 10, Excellent, (981)
"I liked this place because it was centrally located on the island, on the beach, nice view, spacious and clean."
Sugar Beach Resort
Outdoor pool, pool loungers
Aston Maui Hill
3.0 star property
9.0 out of 10, Wonderful, (692)
"Great location, able to walk to the beach. Clean, peaceful, comfortable place to wind down after long day exploring. Would definitely stay there again if i return to Maui. "
Aston Maui Hill
Aerial view
Maui Banyan Vacation Club
3.0 star property
8.0 out of 10, Very good, (288)
"Everything was close to us enjoyed our stay planning a second trip soon "
Maui Banyan Vacation Club
Suite, 1 Bedroom
The Gardens at West Maui
3.0 star property
8.4 out of 10, Very good, (376)
"We loved staying here!!! The best location- walkable to Napili and Kapalua. Clean, nice pool and hot tub. We will definitely be back!!"
The Gardens at West Maui
Outdoor pool
Aston at Papakea Resort
3.0 star property
8.2 out of 10, Very good, (1329)
"nice "
Aston at Papakea Resort
Outdoor pool
Sands of Kahana
3.0 star property
8.2 out of 10, Very good, (375)
"Loved the size of the rooms and decor. The only negative were the pools could be better."
Sands of Kahana
View from room
Aston at The Whaler on Kaanapali Beach
4.0 star property
9.2 out of 10, Wonderful, (1400)
"The property is kept immaculate, just beautiful to walk around. Safe and quiet."
The price is NZ$1,458
per night
25 May - 26 May
Aston at The Whaler on Kaanapali Beach
3 outdoor pools, pool loungers
Kaanapali Alii
4.0 star property
9.4 out of 10, Exceptional, (787)
"Loved this property from beginning to end. So clean and spacious. Personnel was super friendly and helpful. We had one issue with a drain and it was fixed w/in the hour. You are near everything...beach, restaurants and Whalers shopping center. Loved the pool area as well. Lots of chairs and lots of tables if you want to eat near the pool while looking over at the ocean. I have stayed 6x at different resorts on Kaanapali and this is in my top 2. We were sad to leave, great experience. "
Kaanapali Alii
Beach nearby, white sand
Kahana Falls Maui by VRI Americas
3.5 star property
8.0 out of 10, Very good, (779)
"The staff where so nice and friendly "
Kahana Falls Maui by VRI Americas
2 outdoor pools, pool umbrellas
The Westin Ka'anapali Ocean Resort Villas
4.0 star property
8.6 out of 10, Excellent, (1049)
"As always an incredible experience We love this property"
The price is NZ$1,004
per night
30 May - 31 May
The Westin Ka'anapali Ocean Resort Villas
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See all available properties in Wailuku
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.

Other types of properties in Wailuku you may be interested in

Exterior
Howzit Hostels
1.0 star property
8.6 out of 10, Excellent, (221)
"You don't absolutely need a car for Howzit Maui, but it's really helpful. The hostel arranges daily tours and activities, but if you don't make it onto the sign up sheet, then you need to make your own arrangements. There are plenty of people who have car rentals, so making alternate plans isn't a big deal. There are six shared bathrooms (with showers) and a seventh just for women. There are two more washrooms on the main floor. They get pretty busy in the morning and at night. Pancakes and...
The price is NZ$263
per night
5 Jun - 6 Jun
Howzit Hostels
Property grounds
REMODELED Maui Oceanfront Condo w/Pool, Sandy Beach & the sounds of gentle Waves
9.6 out of 10, Exceptional, (91)
"Barbs condo was absolutely perfect! Great location- we were able to walk to the harbor with shops and restaurants. Central location to easily access all parts of Maui. Condo was super clean and well equipped. Barb has everything you need to make you feel at home. Beach chairs, umbrellas, bamboo beach mats, towels, toys, a couple pairs of snorkel gear We would definitely stay here again!.."
REMODELED Maui Oceanfront Condo w/Pool, Sandy Beach & the sounds of gentle Waves
Dining
5 STAR OCEANFRONT—FANTASTIC VIEW & AMENITIES—Newly Renovated Kitchen, Living Rm
9.6 out of 10, Exceptional, (96)
"The view was stunning, location centrally located to all activities. I would highly recommend this property"
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.

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Wailuku holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Wailuku. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Wailuku. Seeing all the best attractions is bound to make you fall in love with Wailuku. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Wailuku short-term rentals, that won’t be hard to do.

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 14 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 West Maui Mountains are a couple of picturesque spots to enjoy the outdoors. Maalaea Harbor and Maui War Memorial Center 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.

Recent reviews of Wailuku properties
Expedia verified reviews