Kailua Vacation Rentals

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Check prices for these dates

Tonight
Nov 18 - Nov 19
Tomorrow
Nov 19 - Nov 20
This weekend
Nov 21 - Nov 23
Next weekend
Nov 28 - Nov 30

Vacation Rentals in Kailua

Garden
Yonegan Maui Getaways - Haiku

Yonegan Maui Getaways - Haiku

3.0 star property
Haiku
9.2 out of 10, Wonderful, (9)
"Loved having the hot tub to come home to!!"
United States
Pedro
The price is P7,218
P14,349 total
includes taxes & fees
Nov 30 - Dec 1
Yonegan Maui Getaways - Haiku
Beach nearby, white sand, sun loungers, beach towels
Kuau Plaza Paia Condo with Parking

Kuau Plaza Paia Condo with Parking

3.0 star property
Paia
The price is P13,553
P32,428 total
includes taxes & fees
Nov 19 - Nov 20
Kuau Plaza Paia Condo with Parking
Blackout drapes, iron/ironing board, free WiFi
The Ocean View Residence

The Ocean View Residence

3.0 star property
South Kihei
10.0 out of 10, Exceptional, (1)
"Very nice condo for a longer-term stay. We loved being able to cook. "
United States
John
The Ocean View Residence
Outdoor dining
Menehune Shores 227 2 Bedroom Condo

Menehune Shores 227 2 Bedroom Condo

3.5 star property
North Kihei
The price is P14,172
P47,070 total
includes taxes & fees
Dec 2 - Dec 3
Menehune Shores 227 2 Bedroom Condo
On the beach, white sand, beach towels
Waiohuli Beach Hale Ocean View Condos with Parking

Waiohuli Beach Hale Ocean View Condos with Parking

3.0 star property
Central Kihei
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 P10,453
P28,969 total
includes taxes & fees
Dec 1 - Dec 2
Waiohuli Beach Hale Ocean View Condos with Parking
Beach nearby, white sand, beach towels
Kihei Ali'i Kai Condos with Free Parking

Kihei Ali'i Kai Condos with Free Parking

4.0 star property
South Kihei
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
The price is P7,547
P24,225 total
includes taxes & fees
Nov 20 - Nov 21
Kihei Ali'i Kai Condos with Free Parking
Pool
Luana Kai C210 2 Bedroom Condo

Luana Kai C210 2 Bedroom Condo

3.0 star property
Central Kihei
The price is P15,353
P48,828 total
includes taxes & fees
Dec 1 - Dec 2
Luana Kai C210 2 Bedroom Condo
Living area
Maui Vista 3213 1 Bedroom Condo

Maui Vista 3213 1 Bedroom Condo

3.0 star property
South Kihei
The price is P13,361
P35,873 total
includes taxes & fees
Dec 8 - Dec 9
Maui Vista 3213 1 Bedroom Condo
Pool
Menehune Shores 223 2 Bedroom Condo

Menehune Shores 223 2 Bedroom Condo

3.0 star property
North Kihei
The price is P23,655
P60,718 total
includes taxes & fees
Nov 19 - Nov 20
Menehune Shores 223 2 Bedroom Condo
Pool
Luana Kai C104 1 Bedroom Condo

Luana Kai C104 1 Bedroom Condo

3.0 star property
Central Kihei
The price is P17,652
P42,049 total
includes taxes & fees
Dec 8 - Dec 9
Luana Kai C104 1 Bedroom Condo
Pool
Menehune Shores 601 2 Bedroom Condo

Menehune Shores 601 2 Bedroom Condo

3.0 star property
North Kihei
The price is P19,952
P55,446 total
includes taxes & fees
Dec 1 - Dec 2
Menehune Shores 601 2 Bedroom Condo
Beach
Maui Vista 1315 1 Bedroom Condo

Maui Vista 1315 1 Bedroom Condo

3.0 star property
South Kihei
The price is P13,361
P35,873 total
includes taxes & fees
Dec 1 - Dec 2
Maui Vista 1315 1 Bedroom Condo
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

Kohea Kai Hotel Maui

Kohea Kai Hotel Maui

10/10 Excellent
"Staff was great. My coffee maker didn’t work and housekeeper brought me a new one for the second morning. They had coffee in the lobby area too. Quiet location right across from the beach "
Christy 2-night trip
Posted 3 days ago
Kohea Kai Hotel Maui

Find out more about Kailua

Search for holiday rentals in Kailua on Expedia! You can easily find your home rentals, villas, holiday apartments in Kailua using one of the methods below:

  • View our selection of featured holiday rentals in Kailua
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  • Enter your travel dates to view the best deals on holiday rentals in Kailua while they last

Look no further and take a look at our great range of rental properties in Kailua!

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?

Yonegan Maui Getaways - Haiku : This vacation home rental near Kailua is located near the beach and has a hot tub, a barbecue grill, 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 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.