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

Kailua Vacation Rentals

  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals

  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings

  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

In two weeks
Jul 10 - Jul 12
In two months
Aug 21 - Aug 23
In three months
Sep 18 - Sep 20
In four months
Oct 16 - Oct 18

Our top choices for Kailua vacation rentals

On the beach

Beachfront Condo w/ Stunning Ocean Views

Beachfront Condo w/ Stunning Ocean Views
Hauula
9.2 out of 10, Wonderful, (5 reviews)
"Accommodations were perfect for us…clean, well stocked, user friendly. We enjoyed the local food trucks and grocery stores were close by. The Polynesian Culture Center is a definite recommended visit….many activities in close proximity…."
United States
William W.
$691 nightly
The price is $802
Jul 5 - Jul 6
Total with taxes and fees
Beachfront Condo w/ Stunning Ocean Views
Beach nearby

Mea Kanu Paradise, Beach Access, AC, Sleep up to 6

Mea Kanu Paradise, Beach Access, AC, Sleep up to 6
Hauula
9.8 out of 10, Exceptional, (49 reviews)
"Great place. Very clean and close to PCC"
United States
Jordan S.
$725 nightly
The price is $848
Jun 29 - Jun 30
Total with taxes and fees
Mea Kanu Paradise, Beach Access, AC, Sleep up to 6
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.
$693 nightly
The price is $806
Jul 3 - Jul 4
Total with taxes and fees
Luxury Beachfront Condo with View
Dining

"Hina Hideaway", Views, AC, Walkable to Beach

"Hina Hideaway", Views, AC, Walkable to Beach
Punaluu
10.0 out of 10, Exceptional, (51 reviews)
"Great communication and wonderful place. "
United States
Nathan H.
$780 nightly
The price is $913
Jul 12 - Jul 13
Total with taxes and fees
"Hina Hideaway", Views, AC, Walkable to Beach
On the beach

Beachfront Condo with Lanai and View

Beachfront Condo with Lanai and View
Hauula
10.0 out of 10, Exceptional, (4 reviews)
"Thank you it was a wonderful time. We will be back."
United States
Irene U.
$684 nightly
The price is $794
Jul 19 - Jul 20
Total with taxes and fees
Beachfront Condo with Lanai and View
On the beach

Beachfront Condo with Stunning Ocean Views

Beachfront Condo with Stunning Ocean Views
Hauula
8.4 out of 10, Very Good, (7 reviews)
"The lanai truly has a million‑dollar view and was the highlight. "
United States
DAWN G.
$667 nightly
The price is $775
Jun 28 - Jun 29
Total with taxes and fees
Beachfront Condo with Stunning Ocean Views
Apartment, Balcony, Canal View | Lobby

Comfy and Modern Condo By Waikiki

Comfy and Modern Condo By Waikiki
3.5 star property
Waikiki
$335 nightly
The price is $398
Jun 30 - Jul 1
Total with taxes and fees
Comfy and Modern Condo By Waikiki
Beach

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, (36 reviews)
"Close to amenities, clean room. "
Canada
Michael
$239 nightly
The price is $280
Jul 20 - Jul 21
Total with taxes and fees
Cozy condo at Hawaiian monarch- free parking, no resort fee, near beaches, shop
Suite, Mountain View | Mountain view

Bishop Suites At The Executive Centre

Bishop Suites At The Executive Centre
4.0 star property
Downtown Honolulu
7.6 out of 10, Good, (131 reviews)
"Lovely staff!! Nice set up!! Beautiful views!"
United States
Karley
$192 nightly
The price is $229
Jun 29 - Jun 30
Total with taxes and fees
Bishop Suites At The Executive Centre
Exterior

Relaxing Ocean View Boutique Condo - 20th FL

Relaxing Ocean View Boutique Condo - 20th FL
Waikiki
9.2 out of 10, Wonderful, (82 reviews)
"Great location to explore Waikīkī!"
United States
David N.
$203 nightly
The price is $238
Jun 25 - Jun 26
Total with taxes and fees
Relaxing Ocean View Boutique Condo - 20th FL
Apartment (1 Bedroom) | Beach | Private beach, sun loungers, beach umbrellas, beach towels

@ Marbella Lane -coastal Retreat Near Diamond Head

@ Marbella Lane -coastal Retreat Near Diamond Head
2.5 star property
Diamond Head - Kapahulu - St. Louis
$521 nightly
The price is $610
Jul 13 - Jul 14
Total with taxes and fees
@ Marbella Lane -coastal Retreat Near Diamond Head
Exterior detail

Aloha Suite Near the Sea III - 2 Block Walk to Beach!

Aloha Suite Near the Sea III - 2 Block Walk to Beach!
Waikiki
10.0 out of 10, Exceptional, (116 reviews)
"Very good"
United States
Serhii
$232 nightly
The price is $271
Jun 24 - Jun 25
Total with taxes and fees
Aloha Suite Near the Sea III - 2 Block Walk to Beach!
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, (12 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.
$236 nightly
The price is $277
Jun 24 - Jun 25
Total with taxes and fees
Aloha Suite Near the Sea IV, 3 Block Walk to Beach
Terrace/patio

@ Marbella Lane - Breezy Studio@Diamond Head Beach Hotel

@ Marbella Lane - Breezy Studio@Diamond Head Beach Hotel
Diamond Head - Kapahulu - St. Louis
9.4 out of 10, Exceptional, (59 reviews)
"Only complaint was the light at night into the room, but other than that, it was a very enjoyable stay"
United States
Kelly P.
$248 nightly
The price is $291
Jun 30 - Jul 1
Total with taxes and fees
@ Marbella Lane - Breezy Studio@Diamond Head Beach Hotel
Interior

Soothing Hawaii Condo - 18th FL

Soothing Hawaii Condo - 18th FL
Waikiki
9.2 out of 10, Wonderful, (76 reviews)
"Great location"
United States
Jacki M.
$220 nightly
The price is $258
Jul 2 - Jul 3
Total with taxes and fees
Soothing Hawaii Condo - 18th FL
Fridge, microwave, stovetop, coffee/tea maker

Studio just minutes to Waikiki Beach

Studio just minutes to Waikiki Beach
Waikiki
9.0 out of 10, Wonderful, (12 reviews)
"Great little place. Served its purpose. Will rent again. "
United States
Keoki H.
$326 nightly
The price is $371
Jul 13 - Jul 14
Total with taxes and fees
Studio just minutes to Waikiki Beach
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
$289 nightly
The price is $343
Jun 24 - Jun 25
Total with taxes and fees
Ilikai Marina Vacations
Exterior

Waikiki renovated modern studio

Waikiki renovated modern studio
Waikiki
9.2 out of 10, Wonderful, (111 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.
$179 nightly
The price is $210
Jul 11 - Jul 12
Total with taxes and fees
Waikiki renovated modern studio
Living area

Island Colony hotel

Island Colony hotel
2.5 star property
Waikiki
10.0 out of 10, Exceptional, (1 review)
"The only down side is the parking structure as I paid for 5 days but could not park in it on 1 of the nights."
United States
Jesus
$267 nightly
The price is $317
Jul 8 - Jul 9
Total with taxes and fees
Island Colony hotel
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Kailua Hotel Reviews

Ala Moana Hotel by Mantra

Ala Moana Hotel by Mantra

10/10 Excellent
"Excellent stay! Adding breakfast is so convenient."
Julie Ann 2-night trip
Posted less than an hour ago
Ala Moana Hotel by Mantra

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 $174 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 BEST LOCATION , LANIKAI registration number W00530010-01 TMK 43005029 Licensed! and Just steps from the sand—enjoy a pool, hot tub, bikes, beach gear & more!.

How many vacation rentals are there in Kailua?

With 142 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 Kailua Bay Beach are a couple of lovely local spots to get outside and enjoy nature. You’ll find favorite places to visit like Waikiki Beach and Ala Moana Center 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.