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Top Holiday Rentals in Kailua

Aston Waikiki Sunset

4.0 star property
7.8 out of 10, Good, (2994)
"We had a nice trip "
The price is 3.157.823 ₫
4.815.127 ₫ total
includes taxes & fees
25 Oct - 26 Oct
Aston Waikiki Sunset

Aston at the Waikiki Banyan

3.0 star property
7.2 out of 10, Good, (2649)
"Location, friendly staff, kitchen "
The price is 3.544.334 ₫
5.177.605 ₫ total
includes taxes & fees
12 Oct - 13 Oct
Aston at the Waikiki Banyan

Skyline Island Colony Hotel

3.0 star property
7.2 out of 10, Good, (2070)
"Nice stay "
The price is 2.613.699 ₫
3.861.736 ₫ total
includes taxes & fees
28 Sept - 29 Sept
Skyline Island Colony Hotel

Aston Waikiki Beach Tower

4.0 star property
9.2 out of 10, Wonderful, (1782)
"Beautiful beach front property. Great location, walkable to many restaurants and shops. We stayed here twice Sep. 2024 & 2025 We’ll definitely be back!"
The price is 13.799.184 ₫
17.680.008 ₫ total
includes taxes & fees
23 Oct - 24 Oct
Aston Waikiki Beach Tower

Espacio The Jewel Of Waikiki

5.0 star property
9.6 out of 10, Exceptional, (19)
"The hotel was great, the staff were amazing, and the view from the balcony was beautiful."
The price is 79.203.000 ₫
93.429.442 ₫ total
includes taxes & fees
5 Oct - 6 Oct
Espacio The Jewel Of Waikiki

Castle Waikīkī Shore

3.0 star property
8.2 out of 10, Very good, (1213)
"Nice and quiet, love the view."
Castle Waikīkī Shore

Regency on Beachwalk Waikiki by OUTRIGGER

3.5 star property
8.2 out of 10, Very good, (427)
"Staff is very friendly and the location is convenient. Plenty of room for a family of 4."
Regency on Beachwalk Waikiki by OUTRIGGER

Bishop Suites At The Executive Centre

4.0 star property
7.6 out of 10, Good, (62)
"Absolutely loved my stay! The only thing I was thrown off about was an extra fifty eight dollar charge when checking in and a separate deposit charge of two hundred and fifty. Currently still awaiting my money back on that."
The price is 3.702.740 ₫
5.151.363 ₫ total
includes taxes & fees
25 Oct - 26 Oct
Bishop Suites At The Executive Centre

Royal Kuhio

3.5 star property
8.6 out of 10, Excellent, (508)
"Clean room and easy parking"
The price is 4.729.475 ₫
5.578.983 ₫ total
includes taxes & fees
30 Sept - 1 Oct
Royal Kuhio

Waikiki Shore by OUTRIGGER

3.0 star property
8.4 out of 10, Very good, (535)
"Great location and amazing views. Clean and quiet. Bonus was the Steak Shack on ground level!"
Waikiki Shore by OUTRIGGER

Hawaiian Sun Holidays

3.0 star property
8.4 out of 10, Very good, (150)
"This was a wonderful place to stay. A bit older and could use some renovations however, the parking was free and it was so close to the beach. We felt safe and comfortable. "
Hawaiian Sun Holidays

Ocean View 1BR at Ilikai Marina

3.0 star property
10.0 out of 10, Exceptional, (6)
"Great location for family with kids."
The price is 4.517.307 ₫
12.100.968 ₫ total
includes taxes & fees
29 Sept - 30 Sept
Ocean View 1BR at Ilikai Marina

High Floor Ocean View Condo (King Bed and Parking)

3.5 star property
9.4 out of 10, Exceptional, (37)
"This was a great property and the location was perfect for a family of 4 to get around and to the beach. I would highly recommend this location if you are staying in Waikiki."
The price is 3.875.374 ₫
11.241.021 ₫ total
includes taxes & fees
30 Sept - 1 Oct
High Floor Ocean View Condo (King Bed and Parking)

ALA MOANA

3.5 star property
2.0 out of 10, (1)
"Refused to clean room, made them pay to add bags in room aw"
The price is 1.504.857 ₫
9.318.599 ₫ total
includes taxes & fees
29 Sept - 30 Sept
ALA MOANA

Partial Ocean View Condo with King or Queen Bed and Parking

3.5 star property
9.4 out of 10, Exceptional, (25)
"We had a great time at this property."
The price is 3.801.744 ₫
11.138.722 ₫ total
includes taxes & fees
29 Sept - 30 Sept
Partial Ocean View Condo with King or Queen Bed and Parking

Tropical Studios at Marine Surf Waikiki

3.0 star property
8.4 out of 10, Very good, (358)
"Loved it. Close to everything that you could possibly need. Nothing fancy, but clean and the location can’t be beat. We would definitely stay here again. "
The price is 2.931.613 ₫
6.574.391 ₫ total
includes taxes & fees
4 Oct - 5 Oct
Tropical Studios at Marine Surf Waikiki

Luana Waikiki by Tropical Escapes Realty

2.5 star property
8.0 out of 10, Very good, (49)
"Close to the stores and beach. Quiet "
Luana Waikiki by Tropical Escapes Realty

Ilikai Marina Vacations

3.0 star property
8.2 out of 10, Very good, (22)
"The property has kitchen"
The price is 2.589.130 ₫
8.507.541 ₫ total
includes taxes & fees
27 Sept - 28 Sept
Ilikai Marina Vacations

Diamond Head and Ocean views with King Bed and Parking

3.5 star property
9.8 out of 10, Exceptional, (10)
"Great location."
The price is 4.303.363 ₫
11.810.701 ₫ total
includes taxes & fees
28 Sept - 29 Sept
Diamond Head and Ocean views with King Bed and Parking

Marine Surf by Tropical Escapes Realty

3.0 star property
8.6 out of 10, Excellent, (52)
"Great stay had a pleasant stay property management was very responsive like that parking was free"
Marine Surf by Tropical Escapes Realty
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

Frequently asked questions

Are there holiday rentals 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. Nature enthusiasts will enjoy the popular beaches in Kailua.

How many holiday rentals are there in Kailua?

With 160 Expedia holiday rentals, you're guaranteed 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 favourite places to visit such as Ala Moana Center and Waikiki Beach in the wider area.

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 feature amenities such as patios, hot tubs and fire pits so you'll have everything you need. If you're concerned about cleanliness, a holiday rental can offer a sense of seclusion away from public hotel lifts and busy lobbies while still allowing you the experience of travel. You'll also have more space in a holiday rental than in a hotel, which is another reason why a holiday rental is an attractive choice for family gatherings.