Kailua Holiday Rentals

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Check prices for these dates

Tonight
13 Dec - 14 Dec
Tomorrow
14 Dec - 15 Dec
Next weekend
19 Dec - 21 Dec
In two weeks
26 Dec - 28 Dec

Our top choices for Kailua holiday rentals

Terrace/patio
Yonegan Maui Getaways - Haiku

Holiday Home in Haiku

Yonegan Maui Getaways - Haiku
3.0 star property
9.0 out of 10, Wonderful, (12)
"Loved having the hot tub to come home to!!"
United States
Pedro
The price is S$337
includes taxes & fees
15 Dec - 16 Dec
Yonegan Maui Getaways - Haiku
In-room dining
Kihei Ali'i Kai Condos with Free Parking

Apartment in South Kihei

Kihei Ali'i Kai Condos with Free Parking
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

Waiohuli Beach Hale Ocean View Condos with Parking
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 S$634
includes taxes & fees
17 Dec - 18 Dec
Waiohuli Beach Hale Ocean View Condos with Parking
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

Maui Beach Hotel

Maui Beach Hotel

10/10 Excellent
"Room was clean and did not see any roaches or signs of roaches as mentioned in some comments. Staff were friendly and courteous. Every night, we sat outside in the beautiful courtyard by the beach. Located close to shops, restaurants, and the airport. Would stay again because of value and location. "
Roman 5-night trip
Posted 1 day ago
Maui Beach Hotel

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, kitchenware and a coffee maker.

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.