Kailua Vacation Rentals

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Our top choices for Kailua vacation rentals

Luxurious five-bedroom modern retreat

Luxurious five-bedroom modern retreat
Kailua
8.6 out of 10, Excellent, (4 reviews)
"Great communication with host - property as advertised- we had a great stay"
United States
Wytske K.
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, (111 reviews)
"The Watsons were very friendly. The house was perfect for our family of three. It was clean and welcoming. "
United States
Lana B.
$278 nightly
The price is $280
Apr 10 - Apr 11
Total with taxes and fees
Create one of the most unique experiences on the beautiful Lā’ie country side.

Luxury Beachfront Condo w/AC

Luxury Beachfront Condo w/AC
Hauula
9.8 out of 10, Exceptional, (99 reviews)
"Gorgeous views!!!!! 25 min drive to North Shore. Great condo. Loved watching Sea Turtles swim from balcony. We tried the bottom bunk beds, but found the bed in the living room better. Only suggestion is to get better curtains for living room that are not so see through. "
United States
Brook H.
$647 nightly
The price is $752
Mar 28 - Mar 29
Total with taxes and fees
Luxury Beachfront Condo w/AC

Luxury Oceanview Punaluu Condo

Luxury Oceanview Punaluu Condo
4.0 star property
Hau`ula
8.2 out of 10, Very Good, (27 reviews)
"Nice and cozy place to stay. Smooth communication and easy check-in. Direct access to the beach is also nice. Recommend for people who like relaxing and enjoy local Hawaiian vibes rather than going to town to do some shopping and touristy activities."
United States
Yoshihiro
$631 nightly
The price is $750
Mar 27 - Mar 28
Total with taxes and fees
Luxury Oceanview Punaluu Condo

Comfy and Modern Condo By Waikiki

Comfy and Modern Condo By Waikiki
3.5 star property
Waikiki
$452 nightly
The price is $537
Mar 22 - Mar 23
Total with taxes and fees
Comfy and Modern Condo By Waikiki

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
9.8 out of 10, Exceptional, (16 reviews)
"Clean room with up to date appliances and friendly customer service "
United States
Maureen
$457 nightly
The price is $494
Mar 25 - Mar 26
Total with taxes and fees
Premium Remodeled Condo in Waikiki with 2 Beds and Parking

Skyline Island Stay-2 Adjoining Studios

Skyline Island Stay-2 Adjoining Studios
3.0 star property
Waikiki
$522 nightly
The price is $620
Apr 7 - Apr 8
Total with taxes and fees
Skyline Island Stay-2 Adjoining Studios

@ Marbella Lane -coastal Retreat Near Diamond Head

@ Marbella Lane -coastal Retreat Near Diamond Head
2.5 star property
Diamond Head - Kapahulu - St. Louis
$380 nightly
The price is $443
Mar 23 - Mar 24
Total with taxes and fees
@ Marbella Lane -coastal Retreat Near Diamond Head

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 traveler
$355 nightly
The price is $383
Mar 22 - Mar 23
Total with taxes and fees
Beautiful Studio in the Heart of Vibrant Waikiki!

Stunning Ocean View/ Exquisite Renovated Studio/King Bed/Walk to Beach

Stunning Ocean View/ Exquisite Renovated Studio/King Bed/Walk to Beach
Waikiki
9.4 out of 10, Exceptional, (21 reviews)
"Nice view, small but cozy "
United States
Alycia
$242 nightly
The price is $283
Mar 22 - Mar 23
Total with taxes and fees
Stunning Ocean View/ Exquisite Renovated Studio/King Bed/Walk to Beach

Top Floor Studio with Balcony & Views 3528

Top Floor Studio with Balcony & Views 3528
Ala Moana
10.0 out of 10, Exceptional, (3 reviews)
"Clean room friendly staff nice location "
United States
Alyssa
$318 nightly
The price is $359
Apr 1 - Apr 2
Total with taxes and fees
Top Floor Studio with Balcony & Views 3528

Bishop Suites At The Executive Centre

Bishop Suites At The Executive Centre
4.0 star property
Downtown Honolulu
7.6 out of 10, Good, (93 reviews)
"Clean room and the staff is friendly. "
United States
Cameron
$180 nightly
The price is $214
Mar 29 - Mar 30
Total with taxes and fees
Bishop Suites At The Executive Centre

Stylish, Newly Renovated Condo Near Waikiki Beach

Stylish, Newly Renovated Condo Near Waikiki Beach
Waikiki
9.6 out of 10, Exceptional, (16 reviews)
"Great location and good value for a budget friendly stay. "
United States
Adam C.
$253 nightly
The price is $296
Mar 24 - Mar 25
Total with taxes and fees
Stylish, Newly Renovated Condo Near Waikiki Beach

A Cozy and Romantic Studio at Heart of Waikiki

A Cozy and Romantic Studio at Heart of Waikiki
Waikiki
9.6 out of 10, Exceptional, (17 reviews)
"Had an everything we needed, close to everything and great pool and hot tub area.Great three days before our cruise."
United States
Sandra B.
$205 nightly
The price is $241
Mar 24 - Mar 25
Total with taxes and fees
A Cozy and Romantic Studio at Heart of Waikiki

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, (148 reviews)
"Short stroll to the beach, awesome food right next door and across the street and a great jumping off point to the rest of the island."
United States
Alex
$243 nightly
The price is $285
Mar 27 - Mar 28
Total with taxes and fees
Aloha Suite Near the Sea II, 3 Block Walk to Beach

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, (37 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
$424 nightly
The price is $455
Mar 27 - Mar 28
Total with taxes and fees
Diamond Head and Partial Ocean views with 2 Beds and Parking

18Fl Ocean Views, A/C, Parking, Near Waikiki Beach

18Fl Ocean Views, A/C, Parking, Near Waikiki Beach
Waikiki
9.4 out of 10, Exceptional, (43 reviews)
"Great place to stay for the price in Honolulu. Room was clean and the views were great, would recommend to anybody traveling to Honolulu!"
United States
Michael T.
$428 nightly
The price is $465
Mar 28 - Mar 29
Total with taxes and fees
18Fl Ocean Views, A/C, Parking, Near Waikiki Beach

Charming cozy condo in marvelous Honolulu with WiFi

Charming cozy condo in marvelous Honolulu with WiFi
Waikiki
9.8 out of 10, Exceptional, (30 reviews)
"We loved our stay. The condo was super cute and cozy, convenient to everything! Thank you!"
United States
Abby C.
$208 nightly
The price is $244
Mar 25 - Mar 26
Total with taxes and fees
Charming cozy condo in marvelous Honolulu with WiFi

Ocean View Studio, Steps to Waikiki Beach!

Ocean View Studio, Steps to Waikiki Beach!
Waikiki
9.0 out of 10, Wonderful, (73 reviews)
"We stayed 8 days and really enjoyed our time. Super good communication with the host and the location was perfect "
Canada
Olivea R.
$432 nightly
The price is $467
Mar 28 - Mar 29
Total with taxes and fees
Ocean View Studio, Steps to Waikiki Beach!

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

❤️AWESOME STUDIOS❤️ 5min to 🏄‍♀️🏊‍♀️🏖🐠🐋🦈FREE 🚙🅿️ 250mbps+💻-FREE PARKING
Waikiki
9.4 out of 10, Exceptional, (129 reviews)
"Great location "
Canada
Terri Lynn C.
$226 nightly
The price is $263
Mar 22 - Mar 23
Total with taxes and fees
❤️AWESOME 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

Price trends for vacation rentals in Kailua

Less expensive
More expensive
Next month
July
April
$662
Month
Price
January
$523
February
$622
March
$613
April
$662
May
$493
June
$484
July
$457
August
$508
September
$588
October
$540
November
$537
December
$527
Price trend information excludes taxes and fees and is based on base rates for a nightly stay for 2 adults found in the last 7 days on our site and averaged for commonly viewed vacation rentals in Kailua. Select dates and complete search for nightly totals inclusive of taxes and fees.

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 $183 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.

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 150 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?

Kalama Beach Park 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.