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Kailua Vacation Rentals

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Our top choices for Kailua vacation rentals

Comfy and Modern Condo By Waikiki

Comfy and Modern Condo By Waikiki
3.5 star property
Waikiki
The price is P7,311
P24,021 total
includes taxes & fees
Jun 30 - Jul 1
Comfy and Modern Condo By Waikiki

Ilikai Marina Vacations

Ilikai Marina Vacations
3.0 star property
Waikiki
8.4 out of 10, Very Good, (44 reviews)
"Had a great stay, the room had everything we needed and more, great location close to everything, for sure coming back again with my whole family:)"
United States
Laura
The price is P7,631
P21,844 total
includes taxes & fees
Jun 29 - Jun 30
Ilikai Marina Vacations

Skyline Island Stay-2 Adjoining Studios

Skyline Island Stay-2 Adjoining Studios
3.0 star property
Waikiki
2.0 out of 10, (1 review)
The price is P8,698
P25,621 total
includes taxes & fees
Jun 29 - Jun 30
Skyline Island Stay-2 Adjoining Studios

Panoramic Oceanview Resort

Panoramic Oceanview Resort
4.0 star property
Waikiki
9.4 out of 10, Exceptional, (23 reviews)
"Great stay with beautiful beaches! Only complaint only 4 towels for an entire week with 4 guest"
United States
Dena
The price is P25,769
P45,158 total
includes taxes & fees
Jun 29 - Jun 30
Panoramic Oceanview Resort

@ Marbella Lane -coastal Retreat Near Diamond Head

@ Marbella Lane -coastal Retreat Near Diamond Head
2.5 star property
Diamond Head - Kapahulu - St. Louis
The price is P22,333
P37,285 total
includes taxes & fees
Jul 13 - Jul 14
@ Marbella Lane -coastal Retreat Near Diamond Head

Luana Waikiki by Tropical Escapes Realty

Luana Waikiki by Tropical Escapes Realty
2.5 star property
Waikiki
8.0 out of 10, Very Good, (62 reviews)
"Everything was great! Would definitely recommend. The location was excellent also "
United States
Dawn Marie Cowie
The price is P9,142
P29,352 total
includes taxes & fees
Jun 27 - Jun 28
Luana Waikiki by Tropical Escapes Realty

Bishop Suites At The Executive Centre

Bishop Suites At The Executive Centre
4.0 star property
Downtown Honolulu
7.6 out of 10, Good, (131 reviews)
"Lovely staff!! Nice set up!! Beautiful views!"
United States
Karley
The price is P11,908
P15,963 total
includes taxes & fees
Jun 29 - Jun 30
Bishop Suites At The Executive Centre

Island Colony hotel

Island Colony hotel
2.5 star property
Waikiki
10.0 out of 10, Exceptional, (1 review)
"The only down side is the parking structure as I paid for 5 days but could not park in it on 1 of the nights."
United States
Jesus
The price is P6,646
P18,849 total
includes taxes & fees
Jul 8 - Jul 9
Island Colony hotel
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

Are there vacation rentals in Kailua?

Yes, we offer vacation rentals near the most popular sights in Kailua, or you can select a more secluded option if you want a relaxing place to stay. Nature enthusiasts will enjoy the popular beaches in Kailua.

How many vacation rentals are there in Kailua?

With 138 Expedia vacation rentals, you're sure to find just the right place for your Kailua stay.

What’s there to see and do in Kailua?

Lanikai Beach and Kailua Bay Beach are a couple of lovely local spots to get outside and enjoy nature. You’ll find favorite places to visit like Waikiki Beach and Ala Moana Center in the larger area.

What’s a vacation rental in Kailua like?

Vacation rentals are privately owned properties where you can stay for a few weeks or just a few days in Kailua. Vacation rentals feature extras such as kitchens and laundry facilities so you'll feel just like you're staying in your own home. If you're concerned about cleanliness, vacation rentals can provide a sense of seclusion away from public hotel elevators and busy reception areas while still allowing you to travel. You'll also find more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is an attractive option for a small group gathering.