Kailua Holiday Rentals

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Holiday Rentals in Kailua

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

Laie
9.6 out of 10, Exceptional, (101)
"My daughter and I had a lovely time staying here and the hosts were very kind and attentive. "
United States
Rod S.
The price is NZ$442
includes taxes & fees
26 Nov - 27 Nov
Create one of the most unique experiences on the beautiful Lā’ie country side.

Aston at the Waikiki Banyan

3.0 star property
Waikiki
7.2 out of 10, Good, (2671)
"Location, friendly staff, kitchen "
United States
IRINA V
The price is NZ$354
includes taxes & fees
6 Dec - 7 Dec
Aston at the Waikiki Banyan

Bishop Suites At The Executive Centre

4.0 star property
Downtown Honolulu
7.8 out of 10, Good, (66)
"Nice place to stay"
United States
Olive
The price is NZ$325
includes taxes & fees
18 Nov - 19 Nov
Bishop Suites At The Executive Centre

Partial Ocean View Condo with King or Queen Bed and Parking

3.5 star property
Waikiki
9.6 out of 10, Exceptional, (28)
"everything was great, I'm sure I'll come to this hotel again"
United States
Nazar
The price is NZ$710
includes taxes & fees
16 Nov - 17 Nov
Partial Ocean View Condo with King or Queen Bed and Parking

Beautiful Studio in the Heart of Vibrant Waikiki!

Waikiki
9.8 out of 10, Exceptional, (18)
"Nice studio with a comfortable bed, very close to Waikiki. Would stay again!"
United States
Brandon W.
The price is NZ$640
includes taxes & fees
14 Nov - 15 Nov
Beautiful Studio in the Heart of Vibrant Waikiki!

Skyline Island Colony Hotel

3.0 star property
Waikiki
7.2 out of 10, Good, (2110)
"Have stayed here a couple of times and always had a great experience "
Canada
Aida
The price is NZ$263
includes taxes & fees
17 Nov - 18 Nov
Skyline Island Colony Hotel

Island Colony hotel

2.5 star property
Waikiki
The price is NZ$567
includes taxes & fees
26 Nov - 27 Nov
Island Colony hotel

Aloha Suite Near the Sea II, 3 Block Walk to Beach

Waikiki
9.6 out of 10, Exceptional, (136)
"The stay was phenomenal, next time we come hoping you’re available!!"
United States
Brian R.
The price is NZ$461
includes taxes & fees
17 Nov - 18 Nov
Aloha Suite Near the Sea II, 3 Block Walk to Beach

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

Waikiki
9.8 out of 10, Exceptional, (184)
"Excellent location! Great for walking anywhere."
United States
Robert
The price is NZ$466
includes taxes & fees
15 Nov - 16 Nov
Aloha Suite Near the Sea I, 3 Block Walk to Beach! Great Location!

Relaxing Ocean View Boutique Condo - 20th FL

Waikiki
9.4 out of 10, Exceptional, (72)
"Great space, loved the pool, and location!"
United States
Sadey S.
The price is NZ$395
includes taxes & fees
9 Dec - 10 Dec
Relaxing Ocean View Boutique Condo - 20th FL

Partial Ocean King Studio with Kitchenette, AC, and Free WIFI!

Waikiki
9.8 out of 10, Exceptional, (27)
"Great location and lovely service! Shout out to the staff that were so kind and welcoming during our stay. "
United States
Sorah P.
The price is NZ$682
includes taxes & fees
18 Nov - 19 Nov
Partial Ocean King Studio with Kitchenette, AC, and Free WIFI!

Aston Waikiki Sunset

4.0 star property
Waikiki
7.8 out of 10, Good, (3037)
"Room was clean with all you need and more, staff was very nice and the hotel has a great pool, great views and perfectly located to get around the island."
United States
Arun
The price is NZ$385
includes taxes & fees
26 Nov - 27 Nov
Aston Waikiki Sunset

Charming Studio in Waikiki - 2 Full size Beds, Free Wi-Fi

Waikiki
9.0 out of 10, Wonderful, (130)
"Perfect for a quick getaway, centrally located to stores and restaurants, and the beach. Well worth the value. "
United States
James Alcordo
The price is NZ$494
includes taxes & fees
8 Dec - 9 Dec
Charming Studio in Waikiki - 2 Full size Beds, Free Wi-Fi

Cozy Studios at Aloha Surf Close to Waikiki Beach

3.0 star property
Waikiki
10.0 out of 10, Exceptional, (4)
"Our stay was great. The property management responded to concerns in a timely manner. We will definitely recommend this place. Mahalo"
Canada
Maria Rhoda
The price is NZ$538
includes taxes & fees
26 Nov - 27 Nov
Cozy Studios at Aloha Surf Close to Waikiki Beach

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

Waikiki
9.8 out of 10, Exceptional, (29)
"The studio is exactly as described. It's a clean and comfy place to rest after a day of exploring Oahu. It's also well appointed with a microwave, coffee maker and beach gear. The complimentary parking at a nearby garage is a huge perk since parking a car in Honolulu is either expensive or a challenge."
United States
Stéphanie B.
The price is NZ$552
includes taxes & fees
28 Nov - 29 Nov
Cozy condo at Hawaiian monarch- free parking, no resort fee, near beaches, shop

Charming cozy condo in marvelous Honolulu with WiFi

2.0 star property
Waikiki
9.6 out of 10, Exceptional, (18)
"The apartment was great for the two of us. It was clean and comfortable with a good layout.Lots of bus options nearby and walkable to many restaurants.Thanks for a great stay."
United States
Peter G.
The price is NZ$424
includes taxes & fees
17 Nov - 18 Nov
Charming cozy condo in marvelous Honolulu with WiFi

Ilikai Marina Vacations

3.0 star property
Waikiki
8.2 out of 10, Very good, (28)
"The room was absolutely spotless and perfectly suited to meet all our needs for the two of us. "
United States
Jessica
The price is NZ$629
includes taxes & fees
25 Nov - 26 Nov
Ilikai Marina Vacations

Soothing Hawaii Condo - 18th FL

Waikiki
9.2 out of 10, Wonderful, (68)
"Perfect location for us"
United States
Robert M.
The price is NZ$417
includes taxes & fees
18 Nov - 19 Nov
Soothing Hawaii Condo - 18th FL

Waikiki shore - Spectacular ocean views studio unit w/ nearby parking

Waikiki
9.4 out of 10, Exceptional, (49)
"Amazing location with beautiful view of the ocean. We were able to see seals and sea turtles right outside the building and were close to everything without needing a car. "
United States
Nina L.
The price is NZ$616
includes taxes & fees
15 Nov - 16 Nov
Waikiki shore - Spectacular ocean views studio unit w/ nearby parking

💎PERFECT STUDIOS💎 5min to 🏄‍♀️🏊‍♀️🏖🐠🐋🦈FREE 🚙🅿️ 250mbps+💻-FREE PARKING

Waikiki
9.2 out of 10, Wonderful, (116)
"We booked this place last minute due to our last minute trip. Loved that we were in walking distance of everything. We had a pleasant stay & would definitely stay again."
United States
Tanya A.
The price is NZ$475
includes taxes & fees
14 Nov - 15 Nov
💎PERFECT STUDIOS💎 5min to 🏄‍♀️🏊‍♀️🏖🐠🐋🦈FREE 🚙🅿️ 250mbps+💻-FREE 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, 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 NZ$263 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?

Just steps from the sand—enjoy a pool, hot tub, bikes, beach gear & more!: This highly rated holiday home rental in Kailua offers an outdoor pool, 1 hot tub and a BBQ to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. Make the most of books in this rental home to help you unwind. Other favourite homes for rent in Kailua are BEACH FRONT KAILUA ESTATE, OCEAN VIEWS, HUGE LUSH PRIVATE HISTORIC PROPERTY and Perfect Kailua Vacation at Ka Hale Lai-House of Serenity-pool and spa..

How many holiday rentals are there in Kailua?

With 161 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.