Kailua Holiday Rentals

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Our top choices for Kailua holiday rentals

Yonegan Maui Getaways - Haiku

Yonegan Maui Getaways - Haiku
3.0 star property
Haiku
9.0 out of 10, Wonderful, (28 reviews)
"The location was great, especially if you plan to see the whole island! Easy check in and check out. Clean place."
United States
Weronika
The price is HK$1,382
HK$2,816 total
includes taxes & fees
5 Apr - 6 Apr
Yonegan Maui Getaways - Haiku

Kuau Plaza Paia Condo with Parking

Kuau Plaza Paia Condo with Parking
3.0 star property
Paia
The price is HK$2,750
HK$5,451 total
includes taxes & fees
1 Apr - 2 Apr
Kuau Plaza Paia Condo with Parking

Endless & Elegant Vistas

Endless & Elegant Vistas
4.0 star property
Central Kihei
10.0 out of 10, Exceptional, (5 reviews)
"Perfect location, very clean, great communication!!"
United States
Agnieszka
Endless & Elegant Vistas

The Ocean View Residence

The Ocean View Residence
3.0 star property
South Kihei
10.0 out of 10, Exceptional, (1 review)
"Very nice condo for a longer-term stay. We loved being able to cook. "
United States
John
The price is HK$592
HK$4,520 total
includes taxes & fees
1 Apr - 2 Apr
The Ocean View Residence

Kauhale Makai by Maui Rental Group

Kauhale Makai by Maui Rental Group
3.5 star property
Central Kihei
8.6 out of 10, Excellent, (41 reviews)
"Perfect place "
United States
Rebeca
Kauhale Makai by Maui Rental Group

Maui Vista 1315 1 Bedroom Condo

Maui Vista 1315 1 Bedroom Condo
3.0 star property
South Kihei
The price is HK$1,485
HK$5,194 total
includes taxes & fees
15 Apr - 16 Apr
Maui Vista 1315 1 Bedroom Condo

The Kalama Residence

The Kalama Residence
3.0 star property
South Kihei
8.0 out of 10, Very good, (3 reviews)
"My stay was okay. "
United States
Rosalba
The Kalama Residence

Kihei Ali'i Kai Condos with Free Parking

Kihei Ali'i Kai Condos with Free Parking
4.0 star property
South Kihei
9.2 out of 10, Wonderful, (29 reviews)
"We absolutely loved our stay! We appreciated the full kitchen, washer/dryer, and the beautiful patio!"
United States
Brittany Rose
The price is HK$1,089
HK$3,340 total
includes taxes & fees
4 Apr - 5 Apr
Kihei Ali'i Kai Condos with Free Parking

Luana Kai C210 2 Bedroom Condo

Luana Kai C210 2 Bedroom Condo
3.0 star property
Central Kihei
The price is HK$1,941
HK$7,547 total
includes taxes & fees
26 Apr - 27 Apr
Luana Kai C210 2 Bedroom Condo

Maui Vista 3307 1 Bedroom Condo

Maui Vista 3307 1 Bedroom Condo
3.0 star property
South Kihei
The price is HK$1,477
HK$5,179 total
includes taxes & fees
18 Apr - 19 Apr
Maui Vista 3307 1 Bedroom Condo

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, (5 reviews)
"Easy access to the beach, nice kitchen, view of the water"
United States
Phillip J
The price is HK$1,441
HK$3,928 total
includes taxes & fees
8 Apr - 9 Apr
Waiohuli Beach Hale Ocean View Condos with Parking

Menehune Shores 227 2 Bedroom Condo

Menehune Shores 227 2 Bedroom Condo
3.5 star property
North Kihei
The price is HK$1,914
HK$7,498 total
includes taxes & fees
13 Apr - 14 Apr
Menehune Shores 227 2 Bedroom Condo

2BR/2BA Oceanfront Condo in Maui Sunset

2BR/2BA Oceanfront Condo in Maui Sunset
3.5 star property
Central Kihei
8.0 out of 10, Very good, (1 review)
The price is HK$2,437
HK$5,118 total
includes taxes & fees
1 Apr - 2 Apr
2BR/2BA Oceanfront Condo in Maui Sunset

Menehune Shores 601 2 Bedroom Condo

Menehune Shores 601 2 Bedroom Condo
3.0 star property
North Kihei
The price is HK$2,805
HK$9,095 total
includes taxes & fees
13 Apr - 14 Apr
Menehune Shores 601 2 Bedroom Condo

Menehune Shores 223 2 Bedroom Condo

Menehune Shores 223 2 Bedroom Condo
3.0 star property
North Kihei
The price is HK$2,161
HK$7,941 total
includes taxes & fees
11 Apr - 12 Apr
Menehune Shores 223 2 Bedroom Condo

Maui Vista 3213 1 Bedroom Condo

Maui Vista 3213 1 Bedroom Condo
3.0 star property
South Kihei
The price is HK$1,543
HK$5,298 total
includes taxes & fees
9 Apr - 10 Apr
Maui Vista 3213 1 Bedroom Condo

Halama Hale Private Home 4 Bedroom Home

Halama Hale Private Home 4 Bedroom Home
2.5 star property
Central Kihei
Halama Hale Private Home 4 Bedroom Home
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

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:

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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 Haleakala National Park. In the wider area, you’ll find Twin Falls 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.