Wailua Holiday Rentals

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Holiday Rentals in Wailua

STHA-2017/0002 Across from Hana Bay
9.6 out of 10, Exceptional, (292)
"Amazing. thank you. "
STHA-2017/0002 Across from Hana Bay
Fisher's Hana Bay Hale, Across from Hana Bay
9.6 out of 10, Exceptional, (308)
"We loved this place! Very homey and cute. Very easy to walk into town with beautiful views. The property has gorgeous landscaping and is well taken care of."
The price is NZ$644
per night
28 Jun - 29 Jun
Fisher's Hana Bay Hale, Across from Hana Bay
Secluded cottage on Tropical flower farm
9.6 out of 10, Exceptional, (226)
"We loved our stay here. The place was very clean, and the scenery was stunning. It was a very relaxing and enjoyable place to stay. There were issues on the island with power going out due to a fallen tree in the forest, but the owners were very responsive to texts and even drove out to give us lanterns in case there was another outage. I highly recommend staying here!"
The price is NZ$909
per night
19 Jun - 20 Jun
Secluded cottage on Tropical flower farm
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Embark on a journey through Maui with Aloha Glamp
9.6 out of 10, Exceptional, (31)
"We really enjoyed staying in the jeep tent,and traveling to top of"
The price is NZ$548
per night
16 Jun - 17 Jun
Embark on a journey through Maui with Aloha Glamp
Evergreen Cottage @ Maui Adventure Villa.
9.8 out of 10, Exceptional, (143)
"Was very helpful and great with communication. Hopefully we will get to stay at John’s property again! Gorgeous location and perfect of you are planning on stay near paia."
Evergreen Cottage @ Maui Adventure Villa.
Oceanview #103 at Hana Kai Maui - 1 Bedroom, Amazing View - Easy Access
9.6 out of 10, Exceptional, (88)
"This is a great property right on a black sand beach. The staff at Hana Kai are very helpful and friendly, and made our stay great. The condo we stayed in had a great view of the beach, was comfortable and is located in a great spot to get around easily."
The price is NZ$819
per night
19 Jun - 20 Jun
Oceanview #103 at Hana Kai Maui - 1 Bedroom, Amazing View - Easy Access
Special quiet, romantic, cozy home in a special place, Heavenly Hana. Lucky you!
9.8 out of 10, Exceptional, (193)
"We had a wonderful experience."
The price is NZ$965
per night
17 Jun - 18 Jun
Special quiet, romantic, cozy home in a special place, Heavenly Hana. Lucky you!
Private lush 2 Acre Mountain Home Maui Permitted#STMP 2013-0001 many amenities
10.0 out of 10, Exceptional, (199)
"We were a large family but there was plenty of room for us all (10 and babies). The location was perfect for anywhere you wanted to go on the island and the house met the highest standards. We had everything we needed for cooking, for washing and for the beach. One hiccup was we lost air condenser the first day but the owner resolved it right away. Not a problem most would ever encounter. Oh, and we laughed at the goats, cows, and birds interacting next door. A calf was born the first day. And...
Private lush 2 Acre Mountain Home Maui Permitted#STMP 2013-0001 many amenities
IDEAL BEACH LOCATION 2 BR LARGE DECK "PRIVATE'
10.0 out of 10, Exceptional, (160)
"So happy we found this wonderful spot so we could easily get to the Kipahulu side of the park. The owners/managers were so helpful in providing lots of information about Hana. The architecture of the house is really unique... we loved it!"
IDEAL BEACH LOCATION 2 BR LARGE DECK "PRIVATE'
Couples & Honeymooners. Privacy & Romance! 7 Sacred Pools
9.8 out of 10, Exceptional, (221)
"The most magical stay imaginable! We loved the uniqueness of staying in a garden paradise. The gardens, views and cool breezes were amazing. We won’t forget this place anytime soon."
Couples & Honeymooners. Privacy & Romance! 7 Sacred Pools
Beautiful Home in paradise!
9.6 out of 10, Exceptional, (150)
"Beyond expectations! Beautiful property,"
Beautiful Home in paradise!
Great location between Hana Town and Hamoa Beach, private, family-friendly
9.8 out of 10, Exceptional, (208)
"Nice small house just outside Hana, but close to everything. 1min to food trucks and stores, 5min to two beaches (and Huli Huli Chicken). It is a good place to start for day trips to do all the road to Hana things without hurry and be the first at Waimoku Falls, Waiʻānapanapa State Park or Lava Tube. If we (family of 4) come back to Hana, we happily would stay here again."
Great location between Hana Town and Hamoa Beach, private, family-friendly
Beautiful Cottage in the heart of Hana, sleeps 2 with 1bed/1bath
9.6 out of 10, Exceptional, (162)
"Wonderful! Great location."
The price is NZ$830
per night
30 Jun - 1 Jul
Beautiful Cottage in the heart of Hana, sleeps 2 with 1bed/1bath
Hana Bay Oceanfront Cottage
10.0 out of 10, Exceptional, (6)
"My husband and I spent two weeks in Maui for his birthday and to get some R&R. Staying in Hana was at the top of our vacation list, and we spent quite a bit of time looking for top-notch lodging. This cottage was absolutely spectacular! The unobstructed views of the beach, the sounds of the surf, and the quiet neighborhood were beyond our expectations! We spent a lot of time on the lanai just watching the waves crash on the beach, reading our books, eating homemage meals.... it was so...
Hana Bay Oceanfront Cottage
Relaxing home away from home- honeymoon friendly
10.0 out of 10, Exceptional, (261)
"The quintessential country cottage with a view that’s unmatched."
Relaxing home away from home- honeymoon friendly
Breathtaking Oceanfront Location, Gorgeous Views, Stroll to Hamoa Beach, Hot Tub
9.8 out of 10, Exceptional, (158)
"This is a solid five star review. The house is absolutely perfect and right on the water. The breeze is heavenly and the location couldn’t be better. It is a very nice home and extremely comfortable and well appointed in every way the back porch is fantastic for being outside as a group, the hot tub is a nice bonus and is also very nice. We would for sure like to return sometime."
Breathtaking Oceanfront Location, Gorgeous Views, Stroll to Hamoa Beach, Hot Tub
Upcountry Kula - Private House On The Slopes Of Haleakala - Multi-Island View
10.0 out of 10, Exceptional, (151)
"Amazing property!!! Hosts are super welcoming and our 2 kids very much enjoyed the chickens. The location in Upcountry is relaxing and the views are stunning. Easy access to all Maui had to offer. Property came with everything listed along with fresh eggs, juice, milk, and a fresh loaf of bread. We'll be returning to Maui and most likely staying here again. Cannot say how much we enjoyed our stay. It was like our home away from home."
Upcountry Kula - Private House On The Slopes Of Haleakala - Multi-Island View
Kuau Surf North shore Maui
9.4 out of 10, Exceptional, (9)
"Thank you for the great condo! It had everything we needed for a fun trip!"
The price is NZ$591
per night
16 Jun - 17 Jun
Kuau Surf North shore Maui
Oceanview #104 at Hana Kai Maui - 1 Bedroom, Easy Access (no steps), Great View!
9.6 out of 10, Exceptional, (64)
"Great place to stay"
The price is NZ$787
per night
19 Jun - 20 Jun
Oceanview #104 at Hana Kai Maui - 1 Bedroom, Easy Access (no steps), Great View!
Stay in Hana #1
9.0 out of 10, Wonderful, (36)
"Just as described, cosy little room, with a decent sized bathroom & space for a small refrigerator & microwave. A nice lanai on one side (we did not use it) & a front patio where you can sit out as well. Very private & nestled amongst greenery. We just stayed the night, so did not get to enjoy the location fully as much as we would have otherwise."
The price is NZ$613
per night
6 Jul - 7 Jul
Stay in Hana #1
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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 Wailua you may be interested in

Hana-Maui Resort, a Destination by Hyatt Residence
4.0 star property
9.0 out of 10, Wonderful, (892)
"Loved the location, but property is a bit dated. Also, I had an activity booked and no hotel staff showed up to lead it. When I called the front desk, they said they'd ask their activity lead if anyone was coming and text me back. 30 min later I got a text that so activities that day were cancelled. That's a big reason why the resort was so appealing and they didn't even have the courtesy to tell me when I checked in and told them how excited I was for the activities (hula dancing, lei making,...
The price is NZ$1,101
per night
17 Jun - 18 Jun
Hana-Maui Resort, a Destination by Hyatt Residence
Paia Inn
3.5 star property
9.0 out of 10, Wonderful, (244)
"Definitely an inn and attached to a sushi restaurant- not a lot of privacy but very quaint "
The price is NZ$572
per night
17 Jun - 18 Jun
Paia Inn
Lumeria Maui Educational Retreat Center
3.5 star property
8.4 out of 10, Very good, (172)
"This place is very peaceful. From the minute we drove in we felt tranquility come upon us. The staff was wonderful and very helpful. "
The price is NZ$591
per night
29 Jun - 30 Jun
Lumeria Maui Educational Retreat Center
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 Wailua 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 Wailua. 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 Wailua. Seeing all the best attractions is bound to make you fall in love with Wailua. 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 Wailua short-term rentals, that won’t be hard to do.

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?

STHA-2017/0002 Across from Hana Bay: This holiday home rental outside of Wailua is located in a rural location, and has a patio, a garden and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop and a microwave. Make the most of games in this rental home to help you unwind.

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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