A couple sitting on a beach with clear blue water and small islands in the distance.

Kailua Vacation Rentals

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  • Upfront pricing

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Check prices for these dates

In two weeks
Jul 31 - Aug 2
In two months
Sep 11 - Sep 13
In three months
Oct 9 - Oct 11
In four months
Nov 6 - Nov 8

Our top choices for Kailua vacation rentals

5 bedrooms, iron/ironing board, travel crib, WiFi

Luxurious five-bedroom modern retreat

Luxurious five-bedroom modern retreat
Enchanted Lake
8.8 out of 10, Excellent, (5 reviews)
"Great communication with host - property as advertised- we had a great stay"
United States
Wytske K.
$1,976 nightly
The price is $2,311
Jul 14 - Jul 15
Total with taxes and fees
Luxurious five-bedroom modern retreat
On the beach

Luxury Beachfront Condo with View

Luxury Beachfront Condo with View
Hauula
9.8 out of 10, Exceptional, (101 reviews)
"Very nice accommodations "
United States
Cassandra C.
$654 nightly
The price is $760
Aug 9 - Aug 10
Total with taxes and fees
Luxury Beachfront Condo with View
On the beach

Luxury Beachfront Condo with Ocean View

Luxury Beachfront Condo with Ocean View
Hauula
9.4 out of 10, Exceptional, (47 reviews)
"Great location and beautiful scenery "
United States
Heather K.
$610 nightly
The price is $710
Aug 3 - Aug 4
Total with taxes and fees
Luxury Beachfront Condo with Ocean View
On the beach

Beachfront Penthouse w/ 3 Lanais on O’ahu!

Beachfront Penthouse w/ 3 Lanais on O’ahu!
Hauula
9.4 out of 10, Exceptional, (108 reviews)
"The condo was just as described! Fantastic views"
United States
Julie D.
$1,260 nightly
The price is $1,474
Jul 15 - Jul 16
Total with taxes and fees
Beachfront Penthouse w/ 3 Lanais on O’ahu!
Beach

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

Cozy condo at Hawaiian monarch- no resort fee, free parking, near beaches, shop
Waikiki
9.8 out of 10, Exceptional, (37 reviews)
"Location was ideal as it was close to many things and across the street from great food trucks. The parking was a bit of a hike but nice that it was included in the price of the room. Condo was small but kept up well."
United States
Kim S.
$237 nightly
The price is $278
Jul 20 - Jul 21
Total with taxes and fees
Cozy condo at Hawaiian monarch- no resort fee, free parking, near beaches, shop
Apartment, Balcony, Canal View | Lobby

Comfy and Modern Condo By Waikiki

Comfy and Modern Condo By Waikiki
3.5 star property
Waikiki
$359 nightly
The price is $426
Jul 20 - Jul 21
Total with taxes and fees
Comfy and Modern Condo By Waikiki
Studio Suite, Mountain View | Mountain view

Bishop Suites At The Executive Centre

Bishop Suites At The Executive Centre
4.0 star property
Downtown Honolulu
7.8 out of 10, Good, (132 reviews)
"Lovely staff!! Nice set up!! Beautiful views!"
United States
Karley
$191 nightly
The price is $227
Jul 20 - Jul 21
Total with taxes and fees
Bishop Suites At The Executive Centre
Iron/ironing board, free WiFi, bed sheets

**Diamond Head, Ocean, and Park Views**

**Diamond Head, Ocean, and Park Views**
Waikiki
9.0 out of 10, Wonderful, (30 reviews)
"The accommodation has an excellent location, truly close to everything -restaurants, shops, beaches, food trucks, Ala Moana and waikiki- which makes getting around very easy and convenient. It is also very well equipped, with everything needed for a comfortable stay -beach gear, a coffee maker with coffee pods, shampoo, conditioner, soap, detergents and cleaning supplies- and the building itself offers great amenities, including a pool and a laundry room.The only downside is the air...
United States
Carolina Y.
$342 nightly
The price is $390
Jul 15 - Jul 16
Total with taxes and fees
**Diamond Head, Ocean, and Park Views**
Beach nearby, white sand, beach umbrellas, beach towels

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
9.4 out of 10, Exceptional, (20 reviews)
"The check-in process was smooth, clean and nice view."
United States
Marzena
$479 nightly
The price is $569
Jul 17 - Jul 18
Total with taxes and fees
Premium Remodeled Condo in Waikiki with 2 Beds and Parking
Interior

Stylish, Newly Renovated Condo Near Waikiki Beach

Stylish, Newly Renovated Condo Near Waikiki Beach
Waikiki
9.8 out of 10, Exceptional, (21 reviews)
"Great location and good value for a budget friendly stay. "
United States
Adam C.
$256 nightly
The price is $300
Jul 14 - Jul 15
Total with taxes and fees
Stylish, Newly Renovated Condo Near Waikiki Beach
Beach nearby, sun loungers, beach towels

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

Aloha Suite Near the Sea II, 3 Block Walk to Beach
Waikiki
9.6 out of 10, Exceptional, (159 reviews)
"Great location and host was very helpful"
United States
kwinam
$244 nightly
The price is $286
Jul 17 - Jul 18
Total with taxes and fees
Aloha Suite Near the Sea II, 3 Block Walk to Beach
Iron/ironing board, free WiFi

Skyline Island Stay-2 Adjoining Studios

Skyline Island Stay-2 Adjoining Studios
3.0 star property
Waikiki
5.0 out of 10, (2 reviews)
$326 nightly
The price is $387
Jul 14 - Jul 15
Total with taxes and fees
Skyline Island Stay-2 Adjoining Studios
On the beach

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

❤️AWESOME STUDIOS❤️ 5min to 🏄‍♀️🏊‍♀️🏖🐠🐋🦈FREE 🚙🅿️ 250mbps+💻-FREE PARKING
Waikiki
9.2 out of 10, Wonderful, (133 reviews)
"Most of the stuffs were old. Tv was very old and absolute pain to operate, AC was not able to change the temperature, microwave oven was very dirty and small, carpet was wet at some places, there was no blanket for the other two guests. It was delivered after 2 days of request"
United States
Manu
$225 nightly
The price is $262
Jul 14 - Jul 15
Total with taxes and fees
❤️AWESOME STUDIOS❤️ 5min to 🏄‍♀️🏊‍♀️🏖🐠🐋🦈FREE 🚙🅿️ 250mbps+💻-FREE PARKING
Beach towels

Awesome view. Walking distance to beach, restaurants, shopping

Awesome view. Walking distance to beach, restaurants, shopping
Waikiki
9.4 out of 10, Exceptional, (26 reviews)
"Great stay! Place was clean and we were able to walk to many landmarks in the city!"
Canada
Melanie S.
$239 nightly
The price is $280
Jul 15 - Jul 16
Total with taxes and fees
Awesome view. Walking distance to beach, restaurants, shopping
1 bedroom, iron/ironing board, WiFi, bed sheets

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

Aloha Suite Near the Sea IV, 3 Block Walk to Beach
Waikiki
10.0 out of 10, Exceptional, (13 reviews)
"Great location and had everything we needed from beach towels, chairs, umbrella, toys, cooler and great food options right outside. Would definitely do another stay"
United States
Gretchen H.
$244 nightly
The price is $286
Jul 25 - Jul 26
Total with taxes and fees
Aloha Suite Near the Sea IV, 3 Block Walk to Beach
Exterior

Waikiki renovated modern studio

Waikiki renovated modern studio
Waikiki
9.2 out of 10, Wonderful, (113 reviews)
"The room was clean and exactly what we needed. Check-in was smooth and a good location to catch the bus, walk to the beach, or walk to Honolulu itself."
United States
Hanne N.
$177 nightly
The price is $207
Jul 16 - Jul 17
Total with taxes and fees
Waikiki renovated modern studio
Pool

Waikiki Stay 1 BR w/Kitchen, 2 blocks from the beach

Waikiki Stay 1 BR w/Kitchen, 2 blocks from the beach
Waikiki
9.8 out of 10, Exceptional, (19 reviews)
"Great location and availability "
United States
K N.
$378 nightly
The price is $442
Aug 2 - Aug 3
Total with taxes and fees
Waikiki Stay 1 BR w/Kitchen, 2 blocks from the beach
Dining

Aloha Condos, Ilikai Marina, Condo 1190, Oceanfront, AC

Aloha Condos, Ilikai Marina, Condo 1190, Oceanfront, AC
Waikiki
8.6 out of 10, Excellent, (95 reviews)
"Welcoming room with perfect amenities. Would stay again! "
United States
Michael B.
$429 nightly
The price is $499
Jul 15 - Jul 16
Total with taxes and fees
Aloha Condos, Ilikai Marina, Condo 1190, Oceanfront, AC
Beach nearby, white sand, sun loungers, beach umbrellas

Partial Ocean View Condo with 2 Beds and Parking

Partial Ocean View Condo with 2 Beds and Parking
4.0 star property
Waikiki
9.0 out of 10, Wonderful, (12 reviews)
"Clean room and great location!"
United States
Deavyn
$459 nightly
The price is $545
Jul 15 - Jul 16
Total with taxes and fees
Partial Ocean View Condo with 2 Beds and Parking
Studio, 1 Queen Bed, Non Smoking, City View 2 | Living area | 32-inch TV with cable channels

Ilikai Marina Vacations

Ilikai Marina Vacations
3.0 star property
Waikiki
8.4 out of 10, Very Good, (44 reviews)
"Had a great stay, the room had everything we needed and more, great location close to everything, for sure coming back again with my whole family:)"
United States
Laura
$319 nightly
The price is $379
Jul 14 - Jul 15
Total with taxes and fees
Ilikai Marina Vacations
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

Waikiki Resort Hotel

Waikiki Resort Hotel

10/10 Excellent
"Very good service and clean property."
Myungchan 2-night trip
Posted 2 hours ago
Waikiki Resort Hotel

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 $192 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?

BEACH FRONT KAILUA ESTATE, OCEAN VIEWS, HUGE LUSH PRIVATE HISTORIC PROPERTY: This Kailua vacation home rental is located on the beach and has a balcony, a private yard, and air-conditioning to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You and your friends and family can relax into your vacation with amenities like a selection of games. Other favorite homes for rent in Kailua are Luxurious five-bedroom modern retreat and Just steps from the sand—enjoy a pool, hot tub, bikes, beach gear & more!.

How many vacation rentals are there in Kailua?

With 141 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?

Lanikai Beach and Kalama Beach Park 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 Walk 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.