Kailua Holiday Rentals

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Check prices for these dates

Tonight
19 Feb - 20 Feb
Tomorrow
20 Feb - 21 Feb
This weekend
21 Feb - 23 Feb
Next weekend
28 Feb - 2 Mar

Holiday Rentals in Kailua

Maui Sunset
View from property

Maui Sunset

3.5 star property
8.8 out of 10, Excellent, (415)
"We enjoyed our stay. Grounds and pool are very well tended. Our unit was very tired and needed a deep clean. But the beds, pillows, linens and towels were very good. The A/C wall unit in the living room struggles to keep the space comfortable. I informed the property and hopefully they will replace it. The dedicated lap swimming in the morning is wonderful otherwise it’s overrun with kids even during the non-spring break time window. Good location and very close to Azeka Shopping Center with...
Maui Sunset
Maui Schooner Resort
Terrace/patio

Maui Schooner Resort

3.5 star property
9.2 out of 10, Wonderful, (443)
"Love it!"
Maui Schooner Resort
Sugar Beach Resort
Outdoor pool

Sugar Beach Resort

3.0 star property
8.6 out of 10, Excellent, (1044)
"It was so great and so pretty! Loved it !"
Sugar Beach Resort
Maui Beach Vacation Club
Living area

Maui Beach Vacation Club

2.5 star property
8.2 out of 10, Very good, (726)
"Property was in excellent condition and had well maintained common areas. While it’s true there is no AC, large ceiling fans and louvered shutters make it easy to cool the place down quickly, "
Maui Beach Vacation Club
Awesome Maui Vista Beach Suite
Individually decorated, individually furnished, iron/ironing board

Awesome Maui Vista Beach Suite

4.0 star property
8.8 out of 10, Excellent, (11)
"Clean, nice, very close to the beach. Had washer and dryer which was perfect! Easy to communicate with the property manager. "
Awesome Maui Vista Beach Suite
Sugar Beach Resort - Maui Condo & Home
Outdoor pool

Sugar Beach Resort - Maui Condo & Home

3.0 star property
8.4 out of 10, Very good, (512)
"Very nice. They need more help in the bar and sandwich shop"
Sugar Beach Resort - Maui Condo & Home
Hawaiian Dream Temple
Outdoor pool

Hawaiian Dream Temple

4.0 star property
Hawaiian Dream Temple
Wonderful South Maui Beach Condos
Exterior

Wonderful South Maui Beach Condos

3.5 star property
9.4 out of 10, Exceptional, (19)
"Exactly what we needed with beach access right across the street"
Wonderful South Maui Beach Condos
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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Other types of properties in Kailua you may be interested in

Maui Seaside Hotel
Outdoor pool, open 9:00 AM to 7:00 PM, pool umbrellas, pool loungers

Maui Seaside Hotel

3.0 star property
8.8 out of 10, Excellent, (1247)
"Staff was very friendly and helpful. Dont be fooled by street view. Hotel is old but well maintained. "
The price is S$393
includes taxes & fees
20 Mar - 21 Mar
Maui Seaside Hotel
Maui Beach Hotel
Exterior

Maui Beach Hotel

3.0 star property
7.2 out of 10, Good, (1006)
"Excellent location near the Kahului airport and the bus transit that services the island"
The price is S$393
includes taxes & fees
20 Mar - 21 Mar
Maui Beach Hotel
Kohea Kai Hotel Maui
Sun deck

Kohea Kai Hotel Maui

3.0 star property
8.6 out of 10, Excellent, (732)
"Friendly desk people, always happy to help with any questions "
The price is S$427
includes taxes & fees
24 Feb - 25 Feb
Kohea Kai Hotel Maui
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.

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’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.