A couple sitting on a beach with clear blue water and small islands in the distance.

Kailua Vacation Rentals

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Check prices for these dates

In two weeks
Nov 13 - Nov 15
In two months
Dec 25 - Dec 27
In three months
Jan 22 - Jan 24
In four months
Feb 19 - Feb 21

Our top choices for Kailua vacation rentals

A modern living room with a large flat-screen TV, a sofa, a coffee table, and a view of the ocean through large sliding doors.

1. Aston Waikiki Sunset

Aston Waikiki Sunset
4.0 star property
Waikiki
8.0 out of 10, Very good, (3,314 reviews)
"The staff was very nice"
United States
Angel
The price is NT$5,374
NT$7,726 total
includes taxes & fees
Nov 11 - Nov 12
Aston Waikiki Sunset
A hotel room with a large window offering a view of the city skyline and a body of water.

2. Bishop Suites Downtown Honolulu

Bishop Suites Downtown Honolulu
4.0 star property
Downtown Honolulu
7.6 out of 10, Good, (165 reviews)
"Beautiful view clean property friendly staff The laundry wasn't well maintained besides that it was a lovely experience"
United States
Kimberly
The price is NT$5,398
NT$7,370 total
includes taxes & fees
Nov 3 - Nov 4
Bishop Suites Downtown Honolulu
Two cocktails on a round table by a poolside with a view of palm trees and the ocean.

3. Marriott Vacation Club, Waikiki

Marriott Vacation Club, Waikiki
4.0 star property
Waikiki
9.6 out of 10, Exceptional, (197 reviews)
"Amazing stay valet people are so nice!"
United States
Jennifer
The price is NT$10,375
NT$12,316 total
includes taxes & fees
Nov 1 - Nov 2
Marriott Vacation Club, Waikiki
A hotel room with a bed, a nightstand, a lamp, a balcony with a table and chairs, and a city view.

4. Skyline Island Colony Hotel

Skyline Island Colony Hotel
3.0 star property
Waikiki
7.2 out of 10, Good, (2,311 reviews)
"Great place"
United States
Iurii
The price is NT$3,268
NT$5,227 total
includes taxes & fees
Nov 16 - Nov 17
Skyline Island Colony Hotel
A beach with clear blue water, a city skyline, and a mountain in the background.

5. Royal Kuhio

Royal Kuhio
3.5 star property
Waikiki
8.6 out of 10, Excellent, (638 reviews)
"Great stay and location."
United States
Armando
The price is NT$7,101
NT$8,429 total
includes taxes & fees
Nov 2 - Nov 3
Royal Kuhio
A modern apartment with a balcony, dining area, and kitchen.

6. Regency on Beachwalk Waikiki by OUTRIGGER

Regency on Beachwalk Waikiki by OUTRIGGER
3.5 star property
Waikiki
8.4 out of 10, Very good, (496 reviews)
"Overall an amazing stay."
United States
Ria Flor
The price is NT$6,259
NT$20,824 total
includes taxes & fees
Nov 29 - Nov 30
Regency on Beachwalk Waikiki by OUTRIGGER
A coastal cityscape with a beach, high-rise buildings, and a clear view of the ocean.

7. Partial Ocean View Condo with King or Queen Bed and Parking

Partial Ocean View Condo with King or Queen Bed and Parking
3.5 star property
Waikiki
9.6 out of 10, Exceptional, (44 reviews)
"Clean room, excellent view, close to beach and shopping. Friendly staff. Highly recommend!"
United States
Susan
The price is NT$5,771
NT$15,664 total
includes taxes & fees
Oct 30 - Oct 31
Partial Ocean View Condo with King or Queen Bed and Parking
A balcony with a view of a beach and ocean, furnished with a table, chairs, and a cat tree.

8. Panoramic Oceanview Resort

Panoramic Oceanview Resort
4.0 star property
Waikiki
9.0 out of 10, Wonderful, (31 reviews)
"The room was spotless and pristine, just like a model home, and the ocean view from the balcony was absolutely stunning. Everything was exactly as we had hoped! We were traveling with my in-laws, so the peaceful location a little away from the busy town center was perfect for us. They were absolutely blown away by the beauty of the place, saying, “This is paradise! Did we somehow end up in heaven?” It was wonderful to see them so happy! I would definitely come back for our next trip :)"
Japan
Kaori
The price is NT$9,735
NT$19,254 total
includes taxes & fees
Nov 1 - Nov 2
Panoramic Oceanview Resort
A modern living room with a glass dining table, white chairs, a grey sofa, and a city view through large windows.

9. Ilikai Marina Vacations

Ilikai Marina Vacations
3.0 star property
Waikiki
8.6 out of 10, Excellent, (59 reviews)
"Great stay enjoyed everything about it"
United States
Johnathan
The price is NT$3,534
NT$11,315 total
includes taxes & fees
Oct 30 - Oct 31
Ilikai Marina Vacations
Room

10. Aston Waikiki Beach Tower

Aston Waikiki Beach Tower
4.0 star property
Waikiki
9.2 out of 10, Wonderful, (1,909 reviews)
"Amazing service Amazing property Such friendly people Beautiful room and balcony oceanfront view"
United States
Priscilla
The price is NT$13,751
NT$18,826 total
includes taxes & fees
Nov 11 - Nov 12
Aston Waikiki Beach Tower
A balcony with a view of a cityscape, furnished with a table, chairs, and a decorative wall.

11. Luana Waikiki by Tropical Escapes Realty

Luana Waikiki by Tropical Escapes Realty
2.5 star property
Waikiki
8.0 out of 10, Very good, (67 reviews)
"We loved our stay at the Luana Waikiki. The concierge was always polite. The check in process was easy. We were surprised with all the extra cool lights in the room. We thought the bed was very comfortable and the room was clean. It's a fairly short walk to Waikiki beach and there are food trucks right across the street."
United States
Kate Elizabeth
The price is NT$4,799
NT$15,473 total
includes taxes & fees
Oct 30 - Oct 31
Luana Waikiki by Tropical Escapes Realty
A modern apartment with a kitchen, dining area, and a balcony with a view of the ocean.

12. Midway at the Waikiki Banyan

Midway at the Waikiki Banyan
4.0 star property
Waikiki
9.4 out of 10, Exceptional, (65 reviews)
"Everything was as described. With a rental car, it was great having a parking garage."
United States
Dave
The price is NT$6,186
NT$16,157 total
includes taxes & fees
Oct 30 - Oct 31
Midway at the Waikiki Banyan
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

Hilton Hawaiian Village Waikiki Beach Resort

Hilton Hawaiian Village Waikiki Beach Resort

10/10 Excellent
"We had a wonderful staycation at the Hilton Hawaiian Village Hotel!! The entire staff was amazing, from the check-in(Gary), to greeters/ helpers like Christopher, room cleaners, pool/ towel attendants, restaurant workers in the Rainbow Lanai, Aoki Teppanyaki , Doraku, valet parking, parking booth attendants…the customer service was always exemplary!! The pools(slides and jacuzzi included)and beaches were awesome! Our meals were delicious! Loved browsing/ shopping through the multitude of cute boutiques & eateries They made my 92 yr. old mom & me feel so so special and valued! Thank you for a magical 1 week of fun that we will truly cherish! Bless all of you!"
Julia 7-night trip
Posted 5 hours ago
Hilton Hawaiian Village Waikiki Beach Resort

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

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 139 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?

Kalama Beach Park 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 Ala Moana Center and Waikiki Beach Walk 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.