Kailua Vacation Rentals

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Our top choices for Kailua vacation 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 ¥28,000
¥57,049 total
includes taxes & fees
Apr 5 - Apr 6
Yonegan Maui Getaways - Haiku

Kuau Plaza Paia Condo with Parking

Kuau Plaza Paia Condo with Parking
3.0 star property
Paia
The price is ¥55,714
¥110,426 total
includes taxes & fees
Apr 2 - Apr 3
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 ¥10,873
¥89,185 total
includes taxes & fees
Apr 2 - Apr 3
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 ¥29,916
¥104,927 total
includes taxes & fees
Apr 13 - Apr 14
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 ¥22,069
¥67,666 total
includes taxes & fees
Apr 2 - Apr 3
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 ¥43,221
¥159,867 total
includes taxes & fees
Apr 2 - Apr 3
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 ¥29,916
¥104,927 total
includes taxes & fees
Apr 4 - Apr 5
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 ¥29,206
¥79,599 total
includes taxes & fees
Apr 9 - Apr 10
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 ¥38,772
¥151,894 total
includes taxes & fees
Apr 2 - Apr 3
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 ¥49,365
¥103,681 total
includes taxes & fees
Apr 2 - Apr 3
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 ¥64,003
¥197,121 total
includes taxes & fees
Apr 13 - Apr 14
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 ¥43,617
¥160,578 total
includes taxes & fees
Apr 13 - Apr 14
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 ¥31,085
¥107,021 total
includes taxes & fees
Apr 4 - Apr 5
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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Find out more about Kailua

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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?

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, 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 larger area, you’ll find Twin Falls 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.