Kailua Vacation Rentals

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Check prices for these dates

Tonight
Jan 6 - Jan 7
Tomorrow
Jan 7 - Jan 8
This weekend
Jan 9 - Jan 11
Next weekend
Jan 16 - Jan 18

Our top choices for Kailua vacation rentals

Terrace/patio
Yonegan Maui Getaways - Haiku

Yonegan Maui Getaways - Haiku

Yonegan Maui Getaways - Haiku
3.0 star property
Haiku
9.0 out of 10, Wonderful, (16)
"It is a cozy place. It has all the amenities. It feels like home"
United States
Roberto
The price is P9,020
P16,559 total
includes taxes & fees
Jan 28 - Jan 29
Yonegan Maui Getaways - Haiku
Interior
Kuau Plaza Paia Condo with Parking

Kuau Plaza Paia Condo with Parking

Kuau Plaza Paia Condo with Parking
3.0 star property
Paia
The price is P25,712
P47,014 total
includes taxes & fees
Jan 18 - Jan 19
Kuau Plaza Paia Condo with Parking
Dining room
The Ocean View Residence

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 price is P7,017
P39,595 total
includes taxes & fees
Jan 8 - Jan 9
The Ocean View Residence
Interior
Menehune Shores 223 2 Bedroom Condo

Menehune Shores 223 2 Bedroom Condo

Menehune Shores 223 2 Bedroom Condo
3.0 star property
North Kihei
The price is P22,532
P71,070 total
includes taxes & fees
Jan 8 - Jan 9
Menehune Shores 223 2 Bedroom Condo
In-room dining
Kihei Ali'i Kai Condos with Free Parking

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, (21)
"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
Kihei Ali'i Kai Condos with Free Parking
On the beach, white sand, beach towels
Waiohuli Beach Hale Ocean View Condos with Parking

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, (4)
"Easy access to the beach, nice kitchen, view of the water"
United States
Phillip J
The price is P10,935
P29,722 total
includes taxes & fees
Jan 9 - Jan 10
Waiohuli Beach Hale Ocean View Condos with Parking
Living area
2BR/2BA Oceanfront Condo in Maui Sunset

2BR/2BA Oceanfront Condo in Maui Sunset

2BR/2BA Oceanfront Condo in Maui Sunset
3.5 star property
Central Kihei
2BR/2BA Oceanfront Condo in Maui Sunset
Pool
Luana Kai C210 2 Bedroom Condo

Luana Kai C210 2 Bedroom Condo

Luana Kai C210 2 Bedroom Condo
3.0 star property
Central Kihei
The price is P15,907
P59,246 total
includes taxes & fees
Jan 12 - Jan 13
Luana Kai C210 2 Bedroom Condo
Terrace/patio
Maui Vista 1315 1 Bedroom Condo

Maui Vista 1315 1 Bedroom Condo

Maui Vista 1315 1 Bedroom Condo
3.0 star property
South Kihei
The price is P14,235
P44,619 total
includes taxes & fees
Jan 8 - Jan 9
Maui Vista 1315 1 Bedroom Condo
Beach
Maui Vista 3307 1 Bedroom Condo

Maui Vista 3307 1 Bedroom Condo

Maui Vista 3307 1 Bedroom Condo
3.0 star property
South Kihei
Maui Vista 3307 1 Bedroom Condo
Property grounds
Menehune Shores 601 2 Bedroom Condo

Menehune Shores 601 2 Bedroom Condo

Menehune Shores 601 2 Bedroom Condo
3.0 star property
North Kihei
The price is P19,098
P64,915 total
includes taxes & fees
Jan 10 - Jan 11
Menehune Shores 601 2 Bedroom Condo
Interior
Menehune Shores 227 2 Bedroom Condo

Menehune Shores 227 2 Bedroom Condo

Menehune Shores 227 2 Bedroom Condo
3.5 star property
North Kihei
Menehune Shores 227 2 Bedroom Condo
Pool
Luana Kai A104 2 Bedroom Condo

Luana Kai A104 2 Bedroom Condo

Luana Kai A104 2 Bedroom Condo
3.0 star property
Central Kihei
Luana Kai A104 2 Bedroom Condo
Living area
Maui Vista 3213 1 Bedroom Condo

Maui Vista 3213 1 Bedroom Condo

Maui Vista 3213 1 Bedroom Condo
3.0 star property
South Kihei
Maui Vista 3213 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

Maui Coast Hotel

Maui Coast Hotel

10/10 Excellent
"Friendly and helpful staff"
Roger 4-night trip
Posted 1 day ago
Maui Coast Hotel

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

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.