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Holiday Rentals in Kailua

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Our top choices for Kailua holiday rentals

Luxurious five-bedroom modern retreat

Luxurious five-bedroom modern retreat
Enchanted Lake
10.0 out of 10, Exceptional, (2 reviews)
"Great porperty that’s managed excellently, had a wonderful time and place was beautiful!"
United States
Bryan C.
The price is €1,863
includes taxes & fees
17 Jan - 18 Jan
Luxurious five-bedroom modern retreat

Create one of the most unique experiences on the beautiful Lā’ie country side.

Create one of the most unique experiences on the beautiful Lā’ie country side.
Laie
9.6 out of 10, Exceptional, (105 reviews)
"Very cozy and comfortable home. The setting is very quiet and tropical. The beds were very comfy and the amenities were perfect! The host communicated very clear and prompt. "
United States
Susan W.
The price is €238
includes taxes & fees
15 Jan - 16 Jan
Create one of the most unique experiences on the beautiful Lā’ie country side.

Aston at the Waikiki Banyan

Aston at the Waikiki Banyan
3.0 star property
Waikiki
7.2 out of 10, Good, (2,681 reviews)
"Had some hiccups due to lack of pool and hot tub but rest was good. We had diamond head view which made the room extra special "
United States
Dheeraj Reddy
The price is €188
includes taxes & fees
9 Feb - 10 Feb
Aston at the Waikiki Banyan

Skyline Island Colony Hotel

Skyline Island Colony Hotel
3.0 star property
Waikiki
7.2 out of 10, Good, (2,147 reviews)
"Average hotel, great location. "
United States
Carolina
The price is €176
includes taxes & fees
30 Jan - 31 Jan
Skyline Island Colony Hotel

Diamond Head and Partial Ocean views with 2 Beds and Parking

Diamond Head and Partial Ocean views with 2 Beds and Parking
3.5 star property
Waikiki
9.4 out of 10, Exceptional, (34 reviews)
"An amazing place to stay. Location parking and communication was beyond our expectations Loved it so much!!! We will definitely be back "
United States
Rodolfo
The price is €385
includes taxes & fees
23 Jan - 24 Jan
Diamond Head and Partial Ocean views with 2 Beds and Parking

Aloha Suite Near the Sea I, 3 Block Walk to Beach! Great Location!

Aloha Suite Near the Sea I, 3 Block Walk to Beach! Great Location!
Waikiki
9.8 out of 10, Exceptional, (186 reviews)
"The room was very clesn and the building was safe. For being right in downtown Waikiki it was very quiet inside. Easy walking distance to the beach, shopping, and bus routes."
United States
Rishana E.
The price is €237
includes taxes & fees
26 Jan - 27 Jan
Aloha Suite Near the Sea I, 3 Block Walk to Beach! Great Location!

Royal Kuhio

Royal Kuhio
3.5 star property
Waikiki
8.6 out of 10, Excellent, (536 reviews)
"I would have given 4, but the sofa bed was not comfortable. Location was great, and rooms were clean. "
United States
Dixit
The price is €254
includes taxes & fees
24 Jan - 25 Jan
Royal Kuhio

Waikiki Shore by OUTRIGGER

Waikiki Shore by OUTRIGGER
3.0 star property
Waikiki
8.4 out of 10, Very good, (549 reviews)
"Beach view was as pictured."
United States
Maureen
The price is €722
includes taxes & fees
12 Jan - 13 Jan
Waikiki Shore by OUTRIGGER

Steps to Waikiki Beach! Newly Renovated w/ 75" TV

Steps to Waikiki Beach! Newly Renovated w/ 75" TV
Waikiki
9.4 out of 10, Exceptional, (24 reviews)
"Will definitely stay here again. Friendly front desk staff and security."
United States
sean d.
The price is €397
includes taxes & fees
27 Jan - 28 Jan
Steps to Waikiki Beach! Newly Renovated w/ 75" TV

Remodeled High Floor Waikiki Studio

Remodeled High Floor Waikiki Studio
2.0 star property
Waikiki
10.0 out of 10, Exceptional, (2 reviews)
"This was one of the most reasonably priced places with a kitchenette that wasn't a hostel in Oahu. It came with a few beach items that came in really handy like chairs, boogey board and floaties. The pool was great after spending a day on the beach and they had hot tubs and a bbq area which is great way to save some money. They also had a gym which was 5 for the stay and offered a 5/bag storage fee for the last day which allowed us to enjoy the beach before flying out on the red eye. the...
Canada
Ryan R.
The price is €219
includes taxes & fees
14 Jan - 15 Jan
Remodeled High Floor Waikiki Studio

Charming cozy condo in marvelous Honolulu with WiFi

Charming cozy condo in marvelous Honolulu with WiFi
2.0 star property
Waikiki
9.8 out of 10, Exceptional, (21 reviews)
"Wonderful property. "
United States
Chris T.
The price is €229
includes taxes & fees
24 Jan - 25 Jan
Charming cozy condo in marvelous Honolulu with WiFi

Tropical Studios at Marine Surf Waikiki

Tropical Studios at Marine Surf Waikiki
3.0 star property
Waikiki
8.4 out of 10, Very good, (368 reviews)
"The staff was amazing The place was very clean And the location was excellent "
United States
Lawrence Thomas
The price is €244
includes taxes & fees
21 Jan - 22 Jan
Tropical Studios at Marine Surf Waikiki

Aston Waikiki Sunset

Aston Waikiki Sunset
4.0 star property
Waikiki
7.8 out of 10, Good, (3,101 reviews)
"Great location"
Canada
Julianna
The price is €208
includes taxes & fees
25 Jan - 26 Jan
Aston Waikiki Sunset

Waikiki Banyan Oasis with Partial Ocean View: 1-Block to Beach + Parking!

Waikiki Banyan Oasis with Partial Ocean View: 1-Block to Beach + Parking!
Waikiki
9.6 out of 10, Exceptional, (57 reviews)
"Home was clean, parking felt safe for me and my kids, the air conditioning worked perfectly, and communication with host was always fast and efficient. "
United States
Janicka S.
Waikiki Banyan Oasis with Partial Ocean View: 1-Block to Beach + Parking!

Premium Remodeled Condo in Waikiki with 2 Beds and Parking

Premium Remodeled Condo in Waikiki with 2 Beds and Parking
4.0 star property
Waikiki
9.6 out of 10, Exceptional, (13 reviews)
"Breathtaking view, clean and with all we needed, this apartment exceeded our expectations! "
United States
Daniela
The price is €386
includes taxes & fees
12 Jan - 13 Jan
Premium Remodeled Condo in Waikiki with 2 Beds and Parking

1-bedroom apartment just 5minutes walk to Ala Moana Center

1-bedroom apartment just 5minutes walk to Ala Moana Center
Waikiki
9.8 out of 10, Exceptional, (27 reviews)
"Clean room, good location!"
United States
CHING FEN
1-bedroom apartment just 5minutes walk to Ala Moana Center

Cozy condo at Hawaiian monarch- free parking, no resort fee, near beaches, shop

Cozy condo at Hawaiian monarch- free parking, no resort fee, near beaches, shop
Waikiki
9.8 out of 10, Exceptional, (30 reviews)
"Great value for the price. Excellent location. Especially loved the parking space — very convenient. Definitely the best choice."
Canada
Daffy
The price is €319
includes taxes & fees
27 Jan - 28 Jan
Cozy condo at Hawaiian monarch- free parking, no resort fee, near beaches, shop

Beautiful Studio in the Heart of Vibrant Waikiki!

Beautiful Studio in the Heart of Vibrant Waikiki!
Waikiki
9.8 out of 10, Exceptional, (18 reviews)
"Great place, location was great and nice and clean room. The chairs were perfect to bring to the beach as well and the hosts were easy to contact as well"
Canada
Anonymous traveller
The price is €355
includes taxes & fees
2 Feb - 3 Feb
Beautiful Studio in the Heart of Vibrant Waikiki!

Waikiki Hotel Studio @ Hawaiian Monarch Building 1 day min

Waikiki Hotel Studio @ Hawaiian Monarch Building 1 day min
Waikiki
8.2 out of 10, Very good, (104 reviews)
"The room was well appointed and clean. Highly recommend."
Australia
Adam
The price is €212
includes taxes & fees
20 Jan - 21 Jan
Waikiki Hotel Studio @ Hawaiian Monarch Building 1 day min

Charming 1BR: Waikiki Banyan, Ocean View + Parking!

Charming 1BR: Waikiki Banyan, Ocean View + Parking!
Waikiki
9.8 out of 10, Exceptional, (10 reviews)
"Great location, good size living room, bed room, comfortable stay, powerful washing machine and dryer, staff is helpful, thanks. "
United States
Shanlin
The price is €411
includes taxes & fees
5 Feb - 6 Feb
Charming 1BR: Waikiki Banyan, Ocean View + 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

Find out more about Kailua

Everything you need to know about Kailua holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Kailua holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Kailua holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Kailua holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Kailua. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Kailua holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Kailua holiday rentals we have selected for you start as low as €168 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Kailua rentals

At Expedia, we put the best Kailua holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Kailua rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Kailua holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Kailua. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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?

BEST LOCATION , LANIKAI registration number W00530010-01 TMK 43005029 Licensed!: This highly rated holiday home rental in Kailua is located in the mountains, and has a balcony, a garden and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. You and your friends and family can relax into your holiday with amenities such as a selection of books. Other favourite homes for rent in Kailua are Luxurious five-bedroom modern retreat and Center of Kailua Bay! Licensed Beach Front Rental #1990/NUC-1774,1775.

How many holiday rentals are there in Kailua?

With 155 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?

Kailua Bay Beach and Kailua 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.