Kailua Holiday Rentals

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Check prices for these dates

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

Holiday Rentals in Kailua

Maui Beach Vacation Club
Living area

Maui Beach Vacation Club

2.5 star property
8.2 out of 10, Very good, (798)
"Just a great stay! "
Maui Beach Vacation Club
Maui Schooner Resort
BBQ/picnic Area

Maui Schooner Resort

3.5 star property
9.2 out of 10, Wonderful, (487)
"Room setup is very convenient for a group of 6 with 2 full baths. Landscape looks nice."
Maui Schooner Resort
Yonegan Maui Getaways - Haiku
Garden

Yonegan Maui Getaways - Haiku

3.0 star property
9.0 out of 10, Wonderful, (4)
"It was a last minute stay and it had what we needed. "
The price is S$298
includes taxes & fees
5 Oct - 6 Oct
Yonegan Maui Getaways - Haiku
Maui Sunset
Terrace/patio

Maui Sunset

3.5 star property
8.8 out of 10, Excellent, (470)
"Good place to spend your vacation "
Maui Sunset
Sugar Beach Resort
Outdoor pool

Sugar Beach Resort

3.0 star property
8.6 out of 10, Excellent, (1089)
"We loved it there! "
Sugar Beach Resort
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, (514)
"Love this location, great beach, quiet."
Sugar Beach Resort - Maui Condo & Home
Kaiholo Hale
Beach nearby

Kaiholo Hale

3.0 star property
9.4 out of 10, Exceptional, (200)
"Area was quiet but close to amenities. We could drive anywhere on Maui easily. There was a lovely beach less than a block from the suite with good snorkeling and friendly locals. Bed in the suite was very comfortable, and it had everything we needed for a relaxing vacation."
Kaiholo Hale
Kihei Bay Surf B212
Property amenity

Kihei Bay Surf B212

3.5 star property
7.8 out of 10, Good, (21)
"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
Chic & Elegant Oceanfront Vistas
Private kitchen

Chic & Elegant Oceanfront Vistas

4.0 star property
9.8 out of 10, Exceptional, (25)
"Pretty standard condos. Nice beaches and restaurants nearby. "
Chic & Elegant Oceanfront Vistas
Kihei Bay Surf 227
Property amenity

Kihei Bay Surf 227

3.5 star property
9.4 out of 10, Exceptional, (16)
"Loved having the beach chairs, towels, and umbrellas! Wish there was an additional life jacket! "
Kihei Bay Surf 227
Wonderful South Maui Beach Condos
Exterior

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"
Wonderful South Maui Beach Condos
Awesome Maui Vista Beach Suite
1 bedroom, individually decorated, individually furnished

Awesome Maui Vista Beach Suite

4.0 star property
9.0 out of 10, Wonderful, (18)
"Accommodations were great..would stay again! "
Awesome Maui Vista Beach Suite
Tropical & Serene Garden Vistas
Exterior

Tropical & Serene Garden Vistas

4.5 star property
9.6 out of 10, Exceptional, (14)
"very clean, has anything you might need and more "
Tropical & Serene Garden 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

Sugar Beach Resort

Sugar Beach Resort

10/10 Excellent
"Room was clean and worked perfect for a graduation trip with our daughter. Grounds were beautiful, nice pool and easy access to beach."
Doug 6-night trip
Posted 2 days ago
Sugar Beach Resort

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 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.