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

Kailua Vacation Rentals

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Kailua vacation rentals

1. Aston Waikiki Sunset

Aston Waikiki Sunset
4.0 star property
Waikiki
8.0 out of 10, Very good, (3,313 reviews)
"The staff was very nice"
United States
Angel
The price is NT$5,124
NT$7,437 total
includes taxes & fees
Nov 10 - Nov 11
Aston Waikiki Sunset

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$5,426
NT$7,408 total
includes taxes & fees
Nov 5 - Nov 6
Bishop Suites Downtown Honolulu

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$10,432
NT$12,384 total
includes taxes & fees
Nov 1 - Nov 2
Marriott Vacation Club, Waikiki

4. Royal Kuhio

Royal Kuhio
3.5 star property
Waikiki
8.6 out of 10, Excellent, (637 reviews)
"Great stay and location."
United States
Armando
The price is NT$6,832
NT$8,111 total
includes taxes & fees
Oct 28 - Oct 29
Royal Kuhio

5. Skyline Island Colony Hotel

Skyline Island Colony Hotel
3.0 star property
Waikiki
7.2 out of 10, Good, (2,310 reviews)
"Great place"
United States
Iurii
The price is NT$3,187
NT$5,138 total
includes taxes & fees
Oct 28 - Oct 29
Skyline Island Colony Hotel

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, (495 reviews)
"Overall an amazing stay."
United States
Ria Flor
The price is NT$7,508
NT$22,376 total
includes taxes & fees
Nov 25 - Nov 26
Regency on Beachwalk Waikiki by OUTRIGGER

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$5,800
NT$15,745 total
includes taxes & fees
Oct 30 - Oct 31
Partial Ocean View Condo with King or Queen Bed and Parking

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$9,785
NT$19,353 total
includes taxes & fees
Nov 2 - Nov 3
Panoramic Oceanview Resort

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$3,552
NT$11,373 total
includes taxes & fees
Oct 30 - Oct 31
Ilikai Marina Vacations

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$13,822
NT$18,923 total
includes taxes & fees
Nov 17 - Nov 18
Aston Waikiki Beach Tower

11. Waikiki Shore by OUTRIGGER

Waikiki Shore by OUTRIGGER
3.0 star property
Waikiki
8.4 out of 10, Very good, (626 reviews)
"Nice beach view, clean room, great location."
United States
Zhengrong
The price is NT$7,796
NT$20,396 total
includes taxes & fees
Nov 25 - Nov 26
Waikiki Shore by OUTRIGGER

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$6,814
NT$16,951 total
includes taxes & fees
Nov 8 - Nov 9
Midway at the Waikiki Banyan

13. Tropical Studios at Marine Surf Waikiki

Tropical Studios at Marine Surf Waikiki
3.0 star property
Waikiki
8.4 out of 10, Very good, (378 reviews)
"Perfect location. View from the balcony was amazing. Bed mattress could be updated."
United States
Alejandro Ray
The price is NT$3,797
NT$8,376 total
includes taxes & fees
Nov 6 - Nov 7
Tropical Studios at Marine Surf Waikiki
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.
Save an average of 15% on thousands of hotels when you're signed in

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:

  • View our selection of featured holiday rentals in Kailua
  • Use the map to find apartments and other holiday homes in the Kailua neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Kailua while they last

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.