Kailua Holiday Rentals

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Our top choices for Kailua holiday rentals

Yonegan Maui Getaways - Haiku

Yonegan Maui Getaways - Haiku
3.0 star property
Haiku
9.0 out of 10, Wonderful, (25 reviews)
"It is a cozy place. It has all the amenities. It feels like home"
United States
Roberto
The price is NZ$499
includes taxes & fees
25 Feb - 26 Feb
Yonegan Maui Getaways - Haiku

Beautiful Cottage in the heart of Hana, sleeps 2 with 1bed/1bath

Beautiful Cottage in the heart of Hana, sleeps 2 with 1bed/1bath
Hana Town Center
9.6 out of 10, Exceptional, (194 reviews)
"Super lovely place, I wish we were staying longer! Has everything you need. "
United States
Nicole
The price is NZ$800
includes taxes & fees
25 Feb - 26 Feb
Beautiful Cottage in the heart of Hana, sleeps 2 with 1bed/1bath

A/C North Shore Maui - Paia/Kuau <br>Just steps away to Mama’s and beach

A/C North Shore Maui - Paia/Kuau <br>Just steps away to Mama’s and beach
Kuau
9.4 out of 10, Exceptional, (197 reviews)
"Recently renovated and spotless! This condo had everything we needed and was comfortable and conveniently located. Highly recommend!"
United States
Allison H.
The price is NZ$744
includes taxes & fees
7 Mar - 8 Mar
A/C North Shore Maui - Paia/Kuau <br>Just steps away to Mama’s and beach

The Ocean View Residence

The Ocean View Residence
3.0 star property
South Kihei
10.0 out of 10, Exceptional, (1 review)
"Very nice condo for a longer-term stay. We loved being able to cook. "
United States
John
The price is NZ$1,128
includes taxes & fees
25 Feb - 26 Feb
The Ocean View Residence

Maui Modern North Shore Beach Condo - Walk to Mamas Fish House! AC, Fast WiFi

Maui Modern North Shore Beach Condo - Walk to Mamas Fish House! AC, Fast WiFi
Paia
9.8 out of 10, Exceptional, (90 reviews)
"Enjoyed our time and the food!"
United States
K G.
The price is NZ$762
includes taxes & fees
1 Mar - 2 Mar
Maui Modern North Shore Beach Condo - Walk to Mamas Fish House! AC, Fast WiFi

Fisher's Hana Bay Hale, Across from Hana Bay

Fisher's Hana Bay Hale, Across from Hana Bay
Hana Town Center
9.6 out of 10, Exceptional, (418 reviews)
"Very peaceful place to stay. Enjoyed location and would stay again if I come to Hana!"
United States
Nicholas
The price is NZ$678
includes taxes & fees
11 Mar - 12 Mar
Fisher's Hana Bay Hale, Across from Hana Bay

Beautiful home in the Heart of Hana, sleeps 4 with 2br/1b

Beautiful home in the Heart of Hana, sleeps 4 with 2br/1b
Hana Town Center
9.2 out of 10, Wonderful, (151 reviews)
"The location was fantastic and the house was very comfortable, especially the beds."
United States
Lisa H.
The price is NZ$940
includes taxes & fees
25 Feb - 26 Feb
Beautiful home in the Heart of Hana, sleeps 4 with 2br/1b

Stay in Hana #2

Stay in Hana #2
Hana Town Center
9.6 out of 10, Exceptional, (50 reviews)
"Nice location in the woods. Easy checkin"
Netherlands
Peter H.
The price is NZ$577
includes taxes & fees
5 Mar - 6 Mar
Stay in Hana #2

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

Tropical Romance... Lush Gardens.... in Heavenly Hana, Maui
Hāna
10.0 out of 10, Exceptional, (93 reviews)
"Very unique property near Hana. Great experience!"
United States
Keith R.
The price is NZ$944
includes taxes & fees
6 Mar - 7 Mar
Tropical Romance... Lush Gardens.... in Heavenly Hana, Maui

Kuau Surf 2.0 Maui North Shore Locally-Owned

Kuau Surf 2.0 Maui North Shore Locally-Owned
Paia
9.2 out of 10, Wonderful, (22 reviews)
"Clean and convenient"
United States
Ilya L
The price is NZ$567
includes taxes & fees
2 Mar - 3 Mar
Kuau Surf 2.0 Maui North Shore Locally-Owned

Kuau Plaza Paia Condo with Parking

Kuau Plaza Paia Condo with Parking
3.0 star property
Paia
The price is NZ$1,087
includes taxes & fees
1 Mar - 2 Mar
Kuau Plaza Paia Condo with Parking

Oceanview #206 at Hana Kai Maui - Lofted Studio, Upper floor, Great View!

Oceanview #206 at Hana Kai Maui - Lofted Studio, Upper floor, Great View!
Hana Town Center
9.6 out of 10, Exceptional, (25 reviews)
"I would stay again "
United States
Bruce H.
The price is NZ$852
includes taxes & fees
1 Mar - 2 Mar
Oceanview #206 at Hana Kai Maui - Lofted Studio, Upper floor, Great View!

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

Oceanview Condo in Hana-Let the ocean lull you to sleep
Hana Town Center
9.2 out of 10, Wonderful, (133 reviews)
"Great location."
United States
John
The price is NZ$801
includes taxes & fees
12 Mar - 13 Mar
Oceanview Condo in Hana-Let the ocean lull you to sleep

Yonegan Maui Getaways - Haiku - Unit 3

Yonegan Maui Getaways - Haiku - Unit 3
Haiku-Pauwela
9.0 out of 10, Wonderful, (19 reviews)
"Host was very welcoming. "
United States
Douglas M.
The price is NZ$437
includes taxes & fees
25 Feb - 26 Feb
Yonegan Maui Getaways - Haiku - Unit 3

Unit 25 Waena Inn - Maui Private Suite

Unit 25 Waena Inn - Maui Private Suite
Wailuku
10.0 out of 10, Exceptional, (13 reviews)
"Great place "
United States
Noah S.
The price is NZ$608
includes taxes & fees
25 Feb - 26 Feb
Unit 25 Waena Inn - Maui Private Suite

Oceanview #204 at Hana Kai Maui - 1 Bedroom Upper Floor, Amazing View!

Oceanview #204 at Hana Kai Maui - 1 Bedroom Upper Floor, Amazing View!
Hana Town Center
9.6 out of 10, Exceptional, (77 reviews)
"Great view, excellent location. 2 -3 nights is the perfect amount of time in Hana."
United States
Jim
The price is NZ$999
includes taxes & fees
8 Mar - 9 Mar
Oceanview #204 at Hana Kai Maui - 1 Bedroom Upper Floor, Amazing View!

Ocean View 2-bedroom condo with pool and AC in wonderful Kihei

Ocean View 2-bedroom condo with pool and AC in wonderful Kihei
North Kihei
9.8 out of 10, Exceptional, (23 reviews)
"Convenient nice place to stay on Maui"
United States
Giovanni B.
The price is NZ$862
includes taxes & fees
5 Mar - 6 Mar
Ocean View 2-bedroom condo with pool and AC in wonderful Kihei

Oceanview #105 at Hana Kai Maui - Sweet Studio Unit, Great View and Decor!

Oceanview #105 at Hana Kai Maui - Sweet Studio Unit, Great View and Decor!
Hana Town Center
9.8 out of 10, Exceptional, (84 reviews)
"The location was very good."
United States
Jim B.
The price is NZ$932
includes taxes & fees
8 Mar - 9 Mar
Oceanview #105 at Hana Kai Maui - Sweet Studio Unit, Great View and Decor!

Beachfront ,Ground floor, Sugar Beach, Corner unit 114 - Steps to the Ocean!!!

Beachfront ,Ground floor, Sugar Beach, Corner unit 114 - Steps to the Ocean!!!
North Kihei
9.8 out of 10, Exceptional, (204 reviews)
"10/10 recommendation this place. The beach access right in front is unbeatable. Near the pool, clean, had the comfiest bed, very well stocked kitchen supplies. We stayed 7 nights and already booked another 9 next year. Joan is very responsive and really took care of us! "
United States
Ginny S.
The price is NZ$931
includes taxes & fees
20 Mar - 21 Mar
Beachfront ,Ground floor, Sugar Beach, Corner unit 114 - Steps to the Ocean!!!

Yonegan Maui Getaways - Haiku - Unit 4

Yonegan Maui Getaways - Haiku - Unit 4
Haiku
8.8 out of 10, Excellent, (17 reviews)
"The property was strategically located near the Road to Hana and Haleakala National Park."
United States
C T.
The price is NZ$496
includes taxes & fees
8 Mar - 9 Mar
Yonegan Maui Getaways - Haiku - Unit 4
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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Top Kailua Hotel Reviews

Find out more about Kailua

Everything you need to know about Kailua 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 Kailua holiday rental for you. At Expedia, you can take your pick from private holiday 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 Kailua holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Kailua holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Kailua. 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 Kailua 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 Kailua holiday rentals we have selected for you start as low as NZ$499 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Kailua rentals

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

Yes, there are holiday rentals close to the most popular sights in Kailua, 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 Kailua has to offer?

Yonegan Maui Getaways - Haiku : This holiday home rental outside of Kailua 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, a coffee maker and kitchenware.

What’s there to see and do in Kailua?

While exploring the area, visit family-friendly sights like Waikamoi Preserve, or get outside and enjoy nature at Garden of Eden Arboretum. In the wider area, you’ll find Maui Garden Of Eden - Botanical Gardens & Arboretum and Maui Spa Retreat.

What’s a holiday rental in Kailua like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Kailua. Holiday rentals offer amenities such as WiFi and washers and dryers so you'll feel just like you're at home. If you're concerned about a clean environment, holiday rentals can offer a sense of seclusion away from shared hotel lifts and bustling concierge desks while still allowing you a great travel experience. You'll also get more space in a holiday rental than in a hotel, which makes a holiday rental a great option for a small group gathering.