Kailua Holiday Rentals

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Check prices for these dates

Tonight
29 Jul - 30 Jul
Tomorrow
30 Jul - 31 Jul
This weekend
1 Aug - 3 Aug
Next weekend
8 Aug - 10 Aug

Holiday Rentals in Kailua

Maui Beach Vacation Club
Enjoy ocean views from the balcony, featuring a comfortable sofa and a wicker cabinet.

Maui Beach Vacation Club

2.5 star property
8.2 out of 10, Very good, (771)
"Great place to stay. "
Maui Beach Vacation Club
Maui Sunset
Relax by the pool surrounded by lush palm trees and enjoy scenic views of the lake and mountains.

Maui Sunset

3.5 star property
8.8 out of 10, Excellent, (456)
"Nice place would definitely stay again . Staff could be more available but other than that had a wonderful stay"
Maui Sunset
Sugar Beach Resort
Relax by the pool with a view of the ocean.

Sugar Beach Resort

3.0 star property
8.6 out of 10, Excellent, (1078)
"Loved the fully stocked kitchen and amenities available. It was a delightful stay! We would stay here again."
Sugar Beach Resort
Maui Schooner Resort
Relax by the pool surrounded by lush gardens and comfortable lounge chairs.

Maui Schooner Resort

3.5 star property
9.2 out of 10, Wonderful, (482)
"This property was a amazing and we are definitely going to stay here again in the future."
Maui Schooner Resort
Awesome Maui Vista Beach Suite
Walking along the wide, sandy beach is a serene experience.

Awesome Maui Vista Beach Suite

4.0 star property
9.0 out of 10, Wonderful, (17)
"Accommodations were great..would stay again! "
The price is S$655
includes taxes & fees
4 Aug - 5 Aug
Awesome Maui Vista Beach Suite
Yonegan Maui Getaways - Haiku
Garden

Yonegan Maui Getaways - Haiku

3.0 star property
9.0 out of 10, Wonderful, (2)
"Nice nature"
The price is S$313
includes taxes & fees
31 Jul - 1 Aug
Yonegan Maui Getaways - Haiku
Wonderful South Maui Beach Condos
Enjoy a serene beach experience with turquoise waters and palm trees.

Wonderful South Maui Beach Condos

3.5 star property
9.4 out of 10, Exceptional, (22)
"Exactly what we needed with beach access right across the street"
The price is S$655
includes taxes & fees
4 Aug - 5 Aug
Wonderful South Maui Beach Condos
Kaiholo Hale
Enjoy a serene beach experience with turquoise waters and a sandy shore lined with palm trees.

Kaiholo Hale

3.0 star property
9.4 out of 10, Exceptional, (199)
"We stayed here 4 nights, perfect location for our activities. We did sunrise bike ride down Haleakala and Road to Hana. "
Kaiholo Hale
Sugar Beach Resort - Maui Condo & Home
Relax by the ocean-view pool surrounded by lounge chairs and a shaded seating area.

Sugar Beach Resort - Maui Condo & Home

3.0 star property
8.4 out of 10, Very good, (513)
"Love this location, great beach, quiet."
Sugar Beach Resort - Maui Condo & Home
Kihei Bay Surf 227
Relax on the wide, sandy beach with comfortable chairs and umbrellas.

Kihei Bay Surf 227

3.5 star property
9.2 out of 10, Wonderful, (14)
"Clean, quiet location, comfortable bed. Beautiful sunsets from front balcony. Short walk to beach."
Kihei Bay Surf 227
Oceanfront Penthouse Vistas
Relax by the pool surrounded by palm trees and enjoy ocean views.

Oceanfront Penthouse Vistas

4.5 star property
10.0 out of 10, Exceptional, (5)
"I was very happy with everything. I wish I could have stayed longer. "
Oceanfront Penthouse Vistas
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

Hampton Inn & Suites Maui North Shore

Hampton Inn & Suites Maui North Shore

10/10 Excellent
"Wonderful variety of breakfast foods Beds very comfortable Housekeeping did a fantastic job Front desk staff were so helpful and nice!"
Robert Ellis 7-night trip
Posted 7 hours ago
Hampton Inn & Suites Maui North Shore

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.