Kailua Vacation Rentals

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Vacation Rentals in Kailua

Maui Beach Vacation Club

2.5 star property
8.2 out of 10, Very Good, (761)
"Great place to stay!!"
Maui Beach Vacation Club

Sugar Beach Resort

3.0 star property
8.6 out of 10, Excellent, (1071)
"Loved the fully stocked kitchen and amenities available. It was a delightful stay! We would stay here again."
Sugar Beach Resort

Maui Schooner Resort

3.5 star property
9.2 out of 10, Wonderful, (475)
"This property was a amazing and we are definitely going to stay here again in the future."
Maui Schooner Resort

Maui Sunset

3.5 star property
8.8 out of 10, Excellent, (444)
"Beautiful and centrally located. "
Maui Sunset

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

3.0 star property
8.4 out of 10, Very Good, (512)
"You can’t have a better view at any other resort with beach access right out the door. Spent our 40th anniversary there and had the best time."
Sugar Beach Resort - Maui Condo & Home

Oceanfront Penthouse Vistas

4.5 star property
10.0 out of 10, Exceptional, (4)
"We loved this condo! Had everything we needed and then some. The views were spectacular!"
Oceanfront Penthouse Vistas

Kihei Bay Surf B212

3.5 star property
7.8 out of 10, Good, (19)
"Overall a great stay at this place. Great spot to be close to a lot of things and also very quiet. Only complaint would be that it was a little hot at times in the room but the fan really helped with that. Would recommend."
Kihei Bay Surf B212
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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Frequently asked questions

Can I find a vacation rental in Kailua?

Yes, there are vacation rentals near top sights in Kailua, or you can select a more secluded option if you're looking for relaxation.

What are some of the best vacation home rentals that Kailua has to offer?

Kaiholo Hale: You might like this vacation home rental near Kailua. It is by the ocean and equipped with free WiFi and a TV to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a full-sized fridge, a stovetop, and a microwave.

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 larger area, you’ll find Garden of Eden Arboretum and Maui Garden Of Eden - Botanical Gardens & Arboretum.

What’s a vacation rental in Kailua like?

A vacation rental is a private property where you can stay for a few weeks or just a few days in Kailua. Vacation rentals feature extras such as laundry facilities and kitchens so your stay will be comfortable. If you're concerned about cleanliness, vacation rentals can provide a sense of seclusion away from shared hotel elevators and busy front desks while still allowing you a great travel experience. You'll also get more space in a vacation rental than in a hotel, which makes a vacation rental an attractive option for a small group gathering.