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Check prices for these dates

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12 Dec - 14 Dec
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23 Jan - 25 Jan
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20 Mar - 22 Mar

Top Holiday Rentals in Kailua

Garden
Yonegan Maui Getaways - Haiku

Holiday Home in Haiku

3.0 star property
9.2 out of 10, Wonderful, (9)
"Loved having the hot tub to come home to!!"
United States
Pedro
The price is ฿4,419
฿8,402 total
includes taxes & fees
1 Dec - 2 Dec
Yonegan Maui Getaways - Haiku
Beach nearby, white sand, sun-loungers, beach towels
Kuau Plaza Paia Condo with Parking

Apartment in Paia

3.0 star property
The price is ฿6,541
฿16,705 total
includes taxes & fees
1 Dec - 2 Dec
Kuau Plaza Paia Condo with Parking
Elite Apartment, Balcony, Ocean View | Blackout curtains, iron/ironing board, free WiFi
The Ocean View Residence

Apartment in South Kihei

3.0 star property
10.0 out of 10, Exceptional, (1)
"Very nice condo for a longer-term stay. We loved being able to cook. "
United States
John
The price is ฿2,401
฿18,119 total
includes taxes & fees
1 Dec - 2 Dec
The Ocean View Residence
Condo, 2 Bedrooms | Outdoor dining
Menehune Shores 227 2 Bedroom Condo

Condo in North Kihei

3.5 star property
The price is ฿7,749
฿25,738 total
includes taxes & fees
1 Dec - 2 Dec
Menehune Shores 227 2 Bedroom Condo
Beach nearby, white sand, beach towels
Kihei Ali'i Kai Condos with Free Parking

Apartment in South Kihei

4.0 star property
9.0 out of 10, Wonderful, (20)
"I loved that it was a short walk to the beach and there were grocery stores nearby. Lots of options of places to eat and shop and explore the island!"
United States
Emma
Kihei Ali'i Kai Condos with Free Parking
On the beach, white sand, beach towels
Waiohuli Beach Hale Ocean View Condos with Parking

Apartment in Central Kihei

3.0 star property
10.0 out of 10, Exceptional, (3)
"We had a wonderful stay in this condo. It had everything we needed for a fun Hawaiian beach vacation. They stocked it with beach chairs, a cooler, and even a boogie board. The kitchen had everything we needed, although we didn't cook that much. Management was super responsive whenever we had any issues. It was just enough space for our family of four. The beach was just steps away and the pool was also very nice. "
United States
Anthony
The price is ฿6,088
฿16,329 total
includes taxes & fees
11 Dec - 12 Dec
Waiohuli Beach Hale Ocean View Condos with Parking
Condo, 2 Bedrooms | Pool
Luana Kai C210 2 Bedroom Condo

Condo in Central Kihei

3.0 star property
The price is ฿8,416
฿26,694 total
includes taxes & fees
8 Dec - 9 Dec
Luana Kai C210 2 Bedroom Condo
Aerial view
1015 Maui Sunset B-515

Apartment in Central Kihei

3.5 star property
The price is ฿12,144
฿23,417 total
includes taxes & fees
1 Dec - 2 Dec
1015 Maui Sunset B-515
Condo, 1 Bedroom | Beach | Beach nearby
Maui Vista 1315 1 Bedroom Condo

Condo in South Kihei

3.0 star property
The price is ฿7,290
฿19,573 total
includes taxes & fees
7 Dec - 8 Dec
Maui Vista 1315 1 Bedroom Condo
Condo, 1 Bedroom | Living area | Smart TV
Maui Vista 3307 1 Bedroom Condo

Condo in South Kihei

3.0 star property
The price is ฿6,200
฿18,003 total
includes taxes & fees
11 Dec - 12 Dec
Maui Vista 3307 1 Bedroom Condo
Condo, 2 Bedrooms | Pool
Luana Kai A104 2 Bedroom Condo

Condo in Central Kihei

3.0 star property
Luana Kai A104 2 Bedroom Condo
Condo, 2 Bedrooms | Pool
Menehune Shores 601 2 Bedroom Condo

Condo in North Kihei

3.0 star property
The price is ฿10,883
฿30,244 total
includes taxes & fees
1 Dec - 2 Dec
Menehune Shores 601 2 Bedroom Condo
Condo, 2 Bedrooms | Pool
Menehune Shores 223 2 Bedroom Condo

Condo in North Kihei

3.0 star property
The price is ฿12,973
฿33,252 total
includes taxes & fees
8 Dec - 9 Dec
Menehune Shores 223 2 Bedroom Condo
Condo, 1 Bedroom | Pool
Luana Kai C104 1 Bedroom Condo

Condo in Central Kihei

3.0 star property
Luana Kai C104 1 Bedroom Condo
Condo, 1 Bedroom | Living area | Smart TV
Maui Vista 3213 1 Bedroom Condo

Condo in South Kihei

3.0 star property
The price is ฿7,288
฿19,567 total
includes taxes & fees
8 Dec - 9 Dec
Maui Vista 3213 1 Bedroom Condo
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

Kohea Kai Hotel Maui

Kohea Kai Hotel Maui

10/10 Excellent
"Quaint and cozy place for a quick getaway. Centrally located in Kihei."
Rosario 3-night trip
Posted 1 day ago
Kohea Kai Hotel Maui

Find out more about Kailua

Search for holiday rentals in Kailua on Expedia! You can easily find your home rentals, villas, holiday apartments in Kailua using one of the methods below:

  • View our selection of featured holiday rentals in Kailua
  • Use the map to find apartments and other holiday homes in the Kailua neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Kailua while they last

Look no further and take a look at our great range of rental properties in Kailua!

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 Twin Falls. In the wider area, you’ll find Garden of Eden Arboretum and Maui Garden Of Eden - Botanical Gardens & Arboretum.

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.