Wailua Holiday Rentals from €198: Search Short-Term Rentals

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Holiday Rentals in Wailua

"Loved having the hot tub to come home to!!"

includes taxes & fees

5 Oct - 6 Oct

"A good place to stay "

includes taxes & fees

8 Oct - 9 Oct

"Area was quiet but close to amenities. We could drive anywhere on Maui easily. There was a lovely beach less than a block from the suite with good snorkeling and friendly locals. Bed in the suite was very comfortable, and it had everything we needed for a relaxing vacation."

"A little work to get there but the setting and activities on this side of the island are fabulous and worth several days. Eating option are limited so need to pack in some groceries. Beautiful, relaxing setting!"

"The property was excellent, highly recommend. "

includes taxes & fees

8 Oct - 9 Oct

"Great place !!"

includes taxes & fees

16 Oct - 17 Oct

"Beautiful views and beautiful accommodations! We loved being in the up country and this house was perfect for my family of five. "

"Wonderful property and a great place to stay in Hana"

includes taxes & fees

4 Oct - 5 Oct

"The cottage was great. Check-in was stress-free and Ms. Rebecca was always responsive. "

includes taxes & fees

5 Oct - 6 Oct

"This property is on a working banana plantation. It is in a beautiful rural area not far from the north coast of Maui. The cabin was perfect for two people with a private bath and kitchen and a beautiful Lanai, screened in porch. It did not have air conditioning but lots of air flow and evening rains. Staying there in the summer was rather hot, but it cooled down at night. John was an excellent host, available for questions but mostly out of sight. I would recommend this place to friends. "

"We stayed over night there and it was amazing just right for a one night stay"

includes taxes & fees

4 Oct - 5 Oct

"After eight trips to Hawaii, this is the first place where I really felt I was in paradise. "

includes taxes & fees

26 Oct - 27 Oct

"Amazing Property!! Host was very friendly and gracious with time for checking in and out. Our whole family wish we could have stayed longer. Perfect spot for all of our activities"

"He had everything for our camping, great experience "

includes taxes & fees

4 Oct - 5 Oct

Beach nearby, sun-loungers, beach towels

"We had a great time. The house was very well organized and equipped "

"Wonderful location!"

includes taxes & fees

8 Oct - 9 Oct

"A beautiful property. Exactly what we were looking for. "

On the beach, sun-loungers, beach towels

"Great place, very convenient and amazing settings! "

"Will certainly be returning"

"This property was beautiful. We were a little nervous with no air conditioning but the breeze during the day and night was just fine. Loved having a great kitchen and washer/dryer. I would love to stay here again and hopefully one day we will. Beautiful location and viewing all the flowers and plants was amazing. "

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Top Wailua Hotel Reviews

Oceanview Condo in Hana-Let the ocean lull you to sleep

10/10 Excellent

"A good place to stay "

Hale Akua Garden Farm & Eco-Retreat

10/10 Excellent

"Stayed in the 1800sq ft house and was awesome! Was so nice having our own pool and hot tub overlooking the valley and a waterfall. Perfect way to end our Maui trip. Round bed needs a new mattress now. Very soft and not easy to get out of. The shower outside I didn't mind but my wife didn't like much. You're rather far from places but that was the point of staying there. Loved the little geckos climbing the walls. Huge comfy place "

Fisher’s Hana Bay Hale - In Hana Town across from the Bay STHA-2017 0002

10/10 Excellent

"We stayed at the Fisher's Hana Bay Hale, bottom unit, early September 2025. We decided to stay here after taking the long "Road to Hana" drive. The location was great, it was clean, parking was available, and it had some necessary items for comfort, such as games, puzzles, dishes, pots and pans, and basic cooking spices. At the time of our visit, there was an impending threat of Hurricane Kiko. I was in contact with the host. She quickly responded and shared my same concerns. As it turned out, Kiko posed no threat, and we were able to complete our stay. Coming from a desert climate, we were not prepared for the humidity and lack of air conditioning for sleeping. There were 3 fans on the property, which made it comfortable. If you are looking for AC, I wouldn't book here. (This is listed in the amenities, so no surprise) But everything else was very nice. Overall, a 5-star rating for location, cleanliness, and friendliness of the host and amenities. (Side note, if you wanted to visit the Black Sand beaches, it now requires a reservation. We did not know this. They will enforce this and NOT let you just go take a look.) "

Historic Upcountry Maui Property With Pool, 7Bedrooms, Sleeps 16

10/10 Excellent

"We had an amazing vacation here. We had 4 generations ranging from 4 months to 81 years and everyone had a great time. There was room to spread out and room to all gather together. Having the private pool and spa was perfect. Host was available when we needed her and the B and B was well stocked. We also loved the Maui feel of the accommodations and being out of the busier parts of Maui. I highly recommend this venue for larger groups! "

Find out more about Wailua

Everything you need to know about Wailua 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 Wailua 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 Wailua holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Wailua holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Wailua. 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 Wailua 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 Wailua holiday rentals we have selected for you start as low as €198 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Wailua rentals

At Expedia, we put the best Wailua 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 Wailua 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 Wailua 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 Wailua. 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 Wailua?

Yes, there are holiday rentals in Wailua close to Keʻanae Arboretum, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Wailua has to offer?

Yonegan Maui Getaways - Haiku : This holiday home rental outside of Wailua 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.

What can I see and do in Wailua?

Wailua Valley State Wayside and Ching's Pond are a couple of lovely local spots to get outside and enjoy nature. Keʻanae Arboretum and Maui Garden Of Eden - Botanical Gardens & Arboretum are a couple of places you'll find in the wider area.

What are holiday rentals like in Wailua?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Wailua. Holiday rentals provide amenities like kitchens and laundry facilities so you'll feel right at home. If you're concerned about cleanliness, a holiday rental can provide a sense of safety away from public hotel lifts and busy reception areas while still allowing you a great travel experience. You'll also find more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a great option for small groups.

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Holiday Rentals in Wailua

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Holiday Rentals in Wailua

Yonegan Maui Getaways - Haiku

Oceanview Condo in Hana-Let the ocean lull you to sleep

Kaiholo Hale

Couples & Honeymooners. Privacy & Romance! 7 Sacred Pools

Fisher’s Hana Bay Hale - In Hana Town across from the Bay STHA-2017 0002

Island Sunset Villa: Your Maui Escape with Ocean & Stunning Sunsets Views

Exceptional Upcountry Villa with breathtaking views

Fisher's Hana Bay Hale, Across from Hana Bay

Secluded cottage on Tropical flower farm

Evergreen Cottage @ Maui Adventure Villa

Stay in Hana #2

Tropical Romance... Lush Gardens.... in Heavenly Hana, Maui

Historic Upcountry Maui Property With Pool, 7Bedrooms, Sleeps 16

Embark on a journey through Maui with Aloha Glamp

Ocean View Retreat – Walk to Town and Beaches– A/C – Fast WiFi - Self Check-In

Special quiet, romantic, cozy home in a special place, Heavenly Hana. Lucky you!

HAWAIIAN DREAM TEMPLE - w/Private Hot Tub and Shared Pool - Permit#BBPH2012-0004

Oceanfront Hana Bay Beach Cottage. 5-Minute Walk to Hana town & beaches!

Mountain to Ocean Views Pole House @ Maui Adventure Villa

IDEAL BEACH LOCATION 2 BR LARGE DECK "PRIVATE'

Top Wailua Hotel Reviews

Oceanview Condo in Hana-Let the ocean lull you to sleep

Evergreen Cottage @ Maui Adventure Villa

Hana-Maui Resort, a Destination by Hyatt Residence

Lumeria Maui Educational Retreat Center

Yonegan Maui Getaways - Haiku

Hale Akua Garden Farm & Eco-Retreat

Fisher’s Hana Bay Hale - In Hana Town across from the Bay STHA-2017 0002

Historic Upcountry Maui Property With Pool, 7Bedrooms, Sleeps 16

Island Sunset Villa: Your Maui Escape with Ocean & Stunning Sunsets Views

Find out more about Wailua

Frequently asked questions

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