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Kailua Vacation Rentals

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In two weeks
Dec 5 - Dec 7
In two months
Jan 16 - Jan 18
In three months
Feb 13 - Feb 15
In four months
Mar 13 - Mar 15

Vacation Rentals in Kailua

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

Mobile Home in Laie

9.6 out of 10, Exceptional, (101)
"Awesome stay! Prime location for an authentic Hawaiian / North shore experience experience away from the city. Place was clean and so memorable. Comes with tons of amenities and beach stuff including surf boards which saves you a lot of money renting or buying. "
United States
landan d.
$202 nightly
The price is $236
Nov 25 - Nov 26
Total with taxes and fees
Create one of the most unique experiences on the beautiful Lā’ie country side.
On the beach
Beach Front Condo w/ Beautiful Sunrises on Private Sandy Beach + Turtles + Perfect Snorkel Spot

Condo in Hauula

2.5 star property
10.0 out of 10, Exceptional, (12)
"Very clean unit. They thought of everything that you would need to make your stay fun."
United States
Mark S.
$632 nightly
The price is $786
Nov 23 - Nov 24
Total with taxes and fees
Beach Front Condo w/ Beautiful Sunrises on Private Sandy Beach + Turtles + Perfect Snorkel Spot
Standard Room, 1 Bedroom | Living area | 32-inch LCD TV with cable channels, TV, DVD player
Aston at the Waikiki Banyan

Aparthotel in Waikiki

3.0 star property
7.2 out of 10, Good, (2672)
"Amazing check on smooth friendly amazing room and view will only stay here when I visit now! "
United States
John
$171 nightly
The price is $202
Dec 7 - Dec 8
Total with taxes and fees
Aston at the Waikiki Banyan
BBQ/picnic area
Skyline Island Colony Hotel

Aparthotel in Waikiki

3.0 star property
7.2 out of 10, Good, (2117)
"Have stayed here a couple of times and always had a great experience "
Canada
Aida
$106 nightly
The price is $124
Dec 1 - Dec 2
Total with taxes and fees
Skyline Island Colony Hotel
Condo, 1 Bedroom, Balcony, Partial Sea View (0107) | In-room dining
Partial Ocean View Condo with King or Queen Bed and Parking

Apartment in Waikiki

3.5 star property
9.6 out of 10, Exceptional, (29)
"everything was great, I'm sure I'll come to this hotel again"
United States
Nazar
$398 nightly
The price is $429
Nov 25 - Nov 26
Total with taxes and fees
Partial Ocean View Condo with King or Queen Bed and Parking
Beach nearby, sun loungers, beach towels
Aloha Suite Near the Sea II, 3 Block Walk to Beach

Apartment in Waikiki

9.6 out of 10, Exceptional, (136)
"The stay was phenomenal, next time we come hoping you’re available!!"
United States
Brian R.
$217 nightly
The price is $253
Dec 16 - Dec 17
Total with taxes and fees
Aloha Suite Near the Sea II, 3 Block Walk to Beach
Iron/ironing board, free WiFi
Island Colony hotel

Aparthotel in Waikiki

2.5 star property
$274 nightly
The price is $295
Nov 23 - Nov 24
Total with taxes and fees
Island Colony hotel
Outdoor pool, a heated pool
Charming Studio in Waikiki - 2 Full size Beds, Free Wi-Fi

Apartment in Waikiki

9.0 out of 10, Wonderful, (131)
"Pros:Amazing viewGreat location, walking distance to downtown Waikiki7 eleven is outside of the building Working ACCons:50 cash for 24 hr parking"
Canada
Jason G.
$240 nightly
The price is $279
Dec 8 - Dec 9
Total with taxes and fees
Charming Studio in Waikiki - 2 Full size Beds, Free Wi-Fi
Pool
Deluxe studio with kitchenette, furnished lanai, pool, & hot tub

Apartment in Waikiki

8.8 out of 10, Excellent, (41)
"Centrally located. The room is a little dated, and could use some replenishing. But it was a comfortable stay. As the only time I spent in the room was for naps and sleeping."
United States
Dante A.
$340 nightly
The price is $396
Dec 19 - Dec 20
Total with taxes and fees
Deluxe studio with kitchenette, furnished lanai, pool, & hot tub
Building design
Ilikai Marina Vacations

Apartment in Waikiki

3.0 star property
8.2 out of 10, Very Good, (29)
"Clean and good use of space. "
United States
Cristina Katia Garcia
$289 nightly
The price is $341
Nov 24 - Nov 25
Total with taxes and fees
Ilikai Marina Vacations
Suite, Ocean View | Beach/ocean view
Bishop Suites At The Executive Centre

Aparthotel in Downtown Honolulu

4.0 star property
7.8 out of 10, Good, (66)
"Large living room!"
United States
Elika
$180 nightly
The price is $213
Nov 24 - Nov 25
Total with taxes and fees
Bishop Suites At The Executive Centre
Sun loungers, beach towels
Beautiful Studio in the Heart of Vibrant Waikiki!

Condo in Waikiki

9.8 out of 10, Exceptional, (18)
"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 traveler
$353 nightly
The price is $369
Nov 23 - Nov 24
Total with taxes and fees
Beautiful Studio in the Heart of Vibrant Waikiki!
BBQ/picnic area
Aston Waikiki Sunset

Aparthotel in Waikiki

4.0 star property
7.8 out of 10, Good, (3046)
"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
$188 nightly
The price is $221
Dec 5 - Dec 6
Total with taxes and fees
Aston Waikiki Sunset
Exterior
Relaxing Ocean View Boutique Condo - 20th FL

Condo in Waikiki

9.4 out of 10, Exceptional, (72)
"Clean, bright, has most everything you need. Perfect location. "
United States
Matthew D.
$194 nightly
The price is $226
Nov 24 - Nov 25
Total with taxes and fees
Relaxing Ocean View Boutique Condo - 20th FL
On the beach, white sand
High Floor Ocean View Condo (King Bed and Parking)

Apartment in Waikiki

3.5 star property
9.4 out of 10, Exceptional, (40)
"It was the perfect place to stay especially for the price!"
United States
Abigail
$381 nightly
The price is $409
Nov 23 - Nov 24
Total with taxes and fees
High Floor Ocean View Condo (King Bed and Parking)
1 bedroom, iron/ironing board, free WiFi, bed sheets
Aloha Suite Near the Sea I, 3 Block Walk to Beach! Great Location!

Apartment in Waikiki

9.8 out of 10, Exceptional, (184)
"We really enjoyed our stay. Our room had everything we needed and more. The location was excellent, placing us minutes from entertainment in every direction! Thank you "
United States
Lyle J.
$235 nightly
The price is $273
Nov 24 - Nov 25
Total with taxes and fees
Aloha Suite Near the Sea I, 3 Block Walk to Beach! Great Location!
Lobby
Charming cozy condo in marvelous Honolulu with WiFi

Condo in Waikiki

2.0 star property
9.6 out of 10, Exceptional, (19)
"Wonderful property. "
United States
Chris T.
$206 nightly
The price is $240
Nov 30 - Dec 1
Total with taxes and fees
Charming cozy condo in marvelous Honolulu with WiFi
Lobby
Soothing Hawaii Condo - 18th FL

Apartment in Waikiki

9.2 out of 10, Wonderful, (68)
"Great"
United States
Maan
$257 nightly
The price is $299
Dec 21 - Dec 22
Total with taxes and fees
Soothing Hawaii Condo - 18th FL
Beach
Cozy condo at Hawaiian monarch- free parking, no resort fee, near beaches, shop

Condo in Waikiki

9.8 out of 10, Exceptional, (29)
"Great value for the price. Excellent location. Especially loved the parking space — very convenient. Definitely the best choice."
Canada
Daffy
$264 nightly
The price is $306
Nov 28 - Nov 29
Total with taxes and fees
Cozy condo at Hawaiian monarch- free parking, no resort fee, near beaches, shop
Exterior
King Bed/Renovated/Canal& Mountain View/Walk Beach

Condo in Waikiki

9.8 out of 10, Exceptional, (36)
"Thanks for everything. "
United States
Marcus S.
$255 nightly
The price is $296
Nov 24 - Nov 25
Total with taxes and fees
King Bed/Renovated/Canal& Mountain View/Walk Beach
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

Prince Waikiki

Prince Waikiki

10/10 Excellent
"Spotless, quiet, beautiful view, convenient location."
June 4-night trip
Posted 14 hours ago
Prince Waikiki

Find out more about Kailua

Everything you need to know about Kailua vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Kailua vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Kailua vacation 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 low season months. For more hustle and bustle, you may prefer to visit Kailua in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $124 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Kailua rentals

At Expedia, we put the best Kailua vacation 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 vacation.

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.

Explore a world of travel with Expedia

Frequently asked questions

Are there vacation rentals in Kailua?

Yes, we offer vacation rentals near the most popular sights in Kailua, or you can select a more secluded option if you want a relaxing place to stay. Nature enthusiasts will enjoy the popular beaches in Kailua.

What are some of the best vacation home rentals in Kailua?

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

How many vacation rentals are there in Kailua?

With 161 Expedia vacation rentals, you're sure 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 favorite places to visit like Ala Moana Center and Waikiki Beach in the larger area.

What’s a vacation rental in Kailua like?

Vacation rentals are privately owned properties where you can stay for a few weeks or just a few days in Kailua. Vacation rentals feature extras such as kitchens and laundry facilities so you'll feel just like you're staying in your own home. If you're concerned about cleanliness, vacation rentals can provide a sense of seclusion away from public hotel elevators and busy reception areas while still allowing you to travel. You'll also find more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is an attractive option for a small group gathering.