Kailua Holiday Rentals

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Check prices for these dates

In two weeks
12 Sept - 14 Sept
In two months
24 Oct - 26 Oct
In three months
21 Nov - 23 Nov
In four months
19 Dec - 21 Dec

Holiday Rentals in Kailua

Our top choices for Kailua holiday rentals

Just steps from the sand—enjoy a pool, hot tub, bikes, beach gear & more!
Outdoor pool

Just steps from the sand—enjoy a pool, hot tub, bikes, beach gear & more!

9.6 out of 10, Exceptional, (203)
"The location is unbeatable: short walk to the best beach! Beds are comfortable. We probably missed the description that the second bathroom is downstairs, outside the unit, but it wasn't a big issue for us. We had a great stay."
Just steps from the sand—enjoy a pool, hot tub, bikes, beach gear & more!
BEACH FRONT KAILUA ESTATE, OCEAN VIEWS, HUGE LUSH PRIVATE HISTORIC PROPERTY
On the beach, beach towels

BEACH FRONT KAILUA ESTATE, OCEAN VIEWS, HUGE LUSH PRIVATE HISTORIC PROPERTY

9.2 out of 10, Wonderful, (140)
"This is a wonderful place for a family vacation (in my case, three generations). Very well stocked. Steps to a beautiful beach with very few people on it. Paradise!"
BEACH FRONT KAILUA ESTATE, OCEAN VIEWS, HUGE LUSH PRIVATE HISTORIC PROPERTY
Aston Waikiki Sunset
BBQ/picnic Area

Aston Waikiki Sunset

4.0 star property
7.8 out of 10, Good, (2976)
"Every thing was great "
The price is HK$1,052
HK$1,563 total
includes taxes & fees
8 Sept - 9 Sept
Aston Waikiki Sunset
Skyline Island Colony Hotel
Outdoor pool

Skyline Island Colony Hotel

3.0 star property
7.2 out of 10, Good, (2047)
"The hotel provided comfortable beds and great services! We enjoyed our stays. Thank you!"
The price is HK$928
HK$1,325 total
includes taxes & fees
27 Aug - 28 Aug
Skyline Island Colony Hotel
Aston at the Waikiki Banyan
Living area

Aston at the Waikiki Banyan

3.0 star property
7.2 out of 10, Good, (2634)
"Absolutely loved how close it is to the beach "
The price is HK$1,107
HK$1,601 total
includes taxes & fees
20 Sept - 21 Sept
Aston at the Waikiki Banyan
Aston Waikiki Beach Tower
View from room

Aston Waikiki Beach Tower

4.0 star property
9.2 out of 10, Wonderful, (1774)
"Location of the hotel was perfect "
The price is HK$3,770
HK$4,862 total
includes taxes & fees
16 Sept - 17 Sept
Aston Waikiki Beach Tower
Bishop Suites At The Executive Centre
Beach/ocean view

Bishop Suites At The Executive Centre

4.0 star property
7.6 out of 10, Good, (59)
"Large living room!"
The price is HK$1,096
HK$1,523 total
includes taxes & fees
9 Sept - 10 Sept
Bishop Suites At The Executive Centre
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 HK$20,860
HK$24,606 total
includes taxes & fees
2 Sept - 3 Sept
Espacio The Jewel Of Waikiki
Castle Waikīkī Shore
On the beach, sun-loungers, beach umbrellas

Castle Waikīkī Shore

3.0 star property
8.2 out of 10, Very good, (1198)
"Excellent location and friendly staff. Right on the beach."
Castle Waikīkī Shore
Regency on Beachwalk Waikiki by OUTRIGGER
Terrace/patio

Regency on Beachwalk Waikiki by OUTRIGGER

3.5 star property
8.2 out of 10, Very good, (422)
"Nice little condo/hotel"
Regency on Beachwalk Waikiki by OUTRIGGER
Luana Waikiki by Tropical Escapes Realty
Terrace/patio

Luana Waikiki by Tropical Escapes Realty

2.5 star property
8.0 out of 10, Very good, (47)
"Great property for families! Clean, quiet, perfect location for everything!!!"
The price is HK$1,029
HK$2,597 total
includes taxes & fees
9 Sept - 10 Sept
Luana Waikiki by Tropical Escapes Realty
Hawaiian Sun Holidays
Outdoor pool

Hawaiian Sun Holidays

3.0 star property
8.4 out of 10, Very good, (148)
"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
Waikiki Shore by OUTRIGGER
View from room

Waikiki Shore by OUTRIGGER

3.0 star property
8.4 out of 10, Very good, (530)
"Great location and amazing views. Clean and quiet. Bonus was the Steak Shack on ground level!"
The price is HK$9,428
HK$14,789 total
includes taxes & fees
25 Sept - 26 Sept
Waikiki Shore by OUTRIGGER
Royal Kuhio
Beach nearby

Royal Kuhio

3.5 star property
8.6 out of 10, Excellent, (491)
"Good location walking distance to shopping beach and restaurant and free parking. Enjoyed are stay there."
The price is HK$1,793
HK$2,115 total
includes taxes & fees
1 Sept - 2 Sept
Royal Kuhio
Premium Remodeled Condo in Waikiki with 2 Beds and Parking
Beach nearby, white sand, beach towels, snorkelling

Premium Remodeled Condo in Waikiki with 2 Beds and Parking

4.0 star property
9.8 out of 10, Exceptional, (6)
"The room was nice, had everything we needed! Awesome views from the lanai and great location to the beach and surrounding shops. We were sad to leave, would definitely stay again! "
The price is HK$1,586
HK$3,914 total
includes taxes & fees
27 Aug - 28 Aug
Premium Remodeled Condo in Waikiki with 2 Beds 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, (34)
"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 HK$1,316
HK$3,553 total
includes taxes & fees
27 Aug - 28 Aug
High Floor Ocean View Condo (King Bed and Parking)
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 HK$1,586
HK$3,914 total
includes taxes & fees
29 Aug - 30 Aug
Diamond Head and Ocean views with King Bed and Parking
Marine Surf by Tropical Escapes Realty
1 bedroom, individually decorated, individually furnished

Marine Surf by Tropical Escapes Realty

3.0 star property
8.8 out of 10, Excellent, (42)
"I loved this place! Everything we needed was included in the kitchen! I loved that parking was included, and it was right in the heart of waikiki, so everything was super walkable. Will definitely be staying again!"
The price is HK$1,347
HK$2,742 total
includes taxes & fees
27 Aug - 28 Aug
Marine Surf by Tropical Escapes Realty
Partial Ocean View Condo with King or Queen Bed and Parking
In-room dining

Partial Ocean View Condo with King or Queen Bed and Parking

3.5 star property
9.2 out of 10, Wonderful, (23)
"We had a great time at this property."
The price is HK$1,238
HK$3,448 total
includes taxes & fees
27 Aug - 28 Aug
Partial Ocean View Condo with King or Queen Bed and Parking
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, (4)
"This condo was very well renovated and was extremely clean. The view was amazing!"
The price is HK$1,703
HK$4,071 total
includes taxes & fees
1 Sept - 2 Sept
Ocean View 1BR at Ilikai Marina
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

'Alohilani Resort Waikiki Beach

'Alohilani Resort Waikiki Beach

10/10 Excellent
"Was quite and very clean and nice views "
Szebasztian 7-night trip
Posted 12 hours ago
'Alohilani Resort 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
  • 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 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.

What are some of the best holiday rentals that Kailua has to offer?

Perfect Kailua Vacation at Ka Hale Lai-House of Serenity-pool and spa.: This highly rated holiday home rental in Kailua is located near the beach, and has an outdoor pool, a fireplace and a BBQ to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a patio, a garden and a selection of games so that you can immerse yourself in your holiday. Other favourite homes for rent in Kailua are Just steps from the sand—enjoy a pool, hot tub, bikes, beach gear & more! and Luxurious five-bedroom modern retreat.

How many holiday rentals are there in Kailua?

With 165 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.