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Check prices for these dates

In two weeks
24 Oct - 26 Oct
In one month
7 Nov - 9 Nov
In two months
5 Dec - 7 Dec
In three months
2 Jan - 4 Jan

Top Holiday Rentals in Kailua

Aston Waikiki Sunset
BBQ/picnic Area

Aston Waikiki Sunset

4.0 star property
7.8 out of 10, Good, (3003)
"This hotel was clean, close to the beach, easy parking and felt the aloha spirit "
The price is ฿5,103
฿7,361 total
includes taxes & fees
24 Oct - 25 Oct
Aston Waikiki Sunset
Aston at the Waikiki Banyan
Standard Room, 1 Bedroom | Living area | 32-inch LCD TV with cable channels, TV, DVD player

Aston at the Waikiki Banyan

3.0 star property
7.2 out of 10, Good, (2654)
"Location, friendly staff, kitchen "
The price is ฿4,482
฿6,513 total
includes taxes & fees
1 Nov - 2 Nov
Aston at the Waikiki Banyan
Skyline Island Colony Hotel
BBQ/picnic Area

Skyline Island Colony Hotel

3.0 star property
7.2 out of 10, Good, (2075)
"Nice stay "
The price is ฿3,865
฿5,517 total
includes taxes & fees
29 Oct - 30 Oct
Skyline Island Colony Hotel
Aston Waikiki Beach Tower
View from room

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 ฿37,786
฿46,297 total
includes taxes & fees
1 Nov - 2 Nov
Aston Waikiki Beach Tower
Castle Waikīkī Shore
On the beach, sun-loungers, beach umbrellas

Castle Waikīkī Shore

3.0 star property
8.2 out of 10, Very good, (1215)
"Nice and quiet, love the view."
Castle Waikīkī Shore
Espacio The Jewel Of Waikiki
Beach/ocean view

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 ฿97,335
฿114,818 total
includes taxes & fees
10 Oct - 11 Oct
Espacio The Jewel Of Waikiki
Royal Kuhio
Beach nearby

Royal Kuhio

3.5 star property
8.6 out of 10, Excellent, (514)
"Shops and everything is nearby "
The price is ฿5,175
฿6,105 total
includes taxes & fees
27 Oct - 28 Oct
Royal Kuhio
Bishop Suites At The Executive Centre
Suite, Ocean View | Beach/ocean view

Bishop Suites At The Executive Centre

4.0 star property
7.6 out of 10, Good, (64)
"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 ฿4,555
฿6,338 total
includes taxes & fees
13 Oct - 14 Oct
Bishop Suites At The Executive Centre
Regency on Beachwalk Waikiki by OUTRIGGER
Condo, 1 Bedroom, City View (Unit 55 ,1Bath) | Terrace/patio

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
Waikiki Shore by OUTRIGGER
Room, 1 Bedroom, Ocean View (Unit #1006) | View from room

Waikiki Shore by OUTRIGGER

3.0 star property
8.4 out of 10, Very good, (537)
"Great location and amazing views. Clean and quiet. Bonus was the Steak Shack on ground level!"
Waikiki Shore by OUTRIGGER
Panoramic Oceanview Resort
Honeymoon Studio Suite, 1 King Bed with Sofa bed, Balcony, Ocean View | Beach/ocean view

Panoramic Oceanview Resort

4.0 star property
The price is ฿8,094
฿17,211 total
includes taxes & fees
22 Oct - 23 Oct
Panoramic Oceanview Resort
Hawaiian Sun Holidays
Outdoor pool

Hawaiian Sun Holidays

3.0 star property
8.4 out of 10, Very good, (153)
"Enjoyed my stay in this spacious condo. Although a little dated, the condo was clean, had a great view, comfy bed, and great water pressure in the shower. Staff was friendly and accommodating. Free parking was a big plus and no issues with finding an available stall. I definitely recommend and look forward to staying here again."
Hawaiian Sun Holidays
Ocean View 1BR at Ilikai Marina
Beach nearby, white sand, beach towels

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 ฿6,781
฿16,514 total
includes taxes & fees
16 Oct - 17 Oct
Ocean View 1BR at Ilikai Marina
ALA MOANA
Terrace/patio

ALA MOANA

3.5 star property
5.0 out of 10, (2)
"Refused to clean room, made them pay to add bags in room aw"
The price is ฿2,563
฿12,221 total
includes taxes & fees
13 Oct - 14 Oct
ALA MOANA
Partial Ocean View Condo with King or Queen Bed and Parking
Condo, 1 Bedroom, Balcony, Partial Sea View (0107) | In-room dining

Partial Ocean View Condo with King or Queen Bed and Parking

3.5 star property
9.8 out of 10, Exceptional, (23)
"We had a great time at this property."
The price is ฿4,497
฿13,454 total
includes taxes & fees
9 Oct - 10 Oct
Partial Ocean View Condo with King or Queen Bed and Parking
High Floor Ocean View Condo (King Bed and Parking)
On the beach, white sand

High Floor Ocean View Condo (King Bed and Parking)

3.5 star property
9.4 out of 10, Exceptional, (38)
"It was the perfect place to stay especially for the price!"
The price is ฿4,906
฿14,002 total
includes taxes & fees
9 Oct - 10 Oct
High Floor Ocean View Condo (King Bed and Parking)
Luana Waikiki by Tropical Escapes Realty
Superior Studio, 2 Queen Beds, Ocean View | Terrace/patio

Luana Waikiki by Tropical Escapes Realty

2.5 star property
8.2 out of 10, Very good, (50)
"Close to the stores and beach. Quiet "
Luana Waikiki by Tropical Escapes Realty
Tropical Studios at Marine Surf Waikiki
Beach nearby, white sand, sun-loungers, beach umbrellas

Tropical Studios at Marine Surf Waikiki

3.0 star property
8.4 out of 10, Very good, (363)
"Everything was great! Mahalo!"
The price is ฿3,604
฿8,083 total
includes taxes & fees
19 Oct - 20 Oct
Tropical Studios at Marine Surf Waikiki
Ilikai Marina Vacations
Building design

Ilikai Marina Vacations

3.0 star property
8.2 out of 10, Very good, (23)
"Very clean, well equipped and lots of mirrors "
The price is ฿3,501
฿10,828 total
includes taxes & fees
13 Oct - 14 Oct
Ilikai Marina Vacations
Diamond Head and Ocean views with King Bed and Parking
Beach nearby, white sand, beach towels

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 ฿5,781
฿15,183 total
includes taxes & fees
21 Oct - 22 Oct
Diamond Head and Ocean views with King Bed and Parking
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

Hyatt Place Waikiki Beach

Hyatt Place Waikiki Beach

10/10 Excellent
"Room was clean staff was great parking "
Christina Michelle 5-night trip
Posted 20 hours ago
Hyatt Place Waikiki Beach

Find out more about Kailua

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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  • 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 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 162 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.