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

Kailua Vacation Rentals

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Check prices for these dates

In two weeks
Aug 21 - Aug 23
In two months
Oct 2 - Oct 4
In three months
Oct 30 - Nov 1
In four months
Nov 27 - Nov 29

Our top choices for Kailua vacation rentals

On the beach

1. Luxury Beachfront Condo with Ocean View

Luxury Beachfront Condo with Ocean View
Hauula
9.2 out of 10, Wonderful, (49 reviews)
"Great location and beautiful scenery "
United States
Heather K.
$619 nightly
The price is $718
Aug 10 - Aug 11
Total with taxes and fees
Luxury Beachfront Condo with Ocean View
On the beach

2. Luxury Beachfront Condo with View

Luxury Beachfront Condo with View
Hauula
9.8 out of 10, Exceptional, (102 reviews)
"Very nice accommodations "
United States
Cassandra C.
$619 nightly
The price is $720
Aug 9 - Aug 10
Total with taxes and fees
Luxury Beachfront Condo with View
Dining

3. "Hina Hideaway", Views, A/C, ~5 min Walk to Beach

"Hina Hideaway", Views, A/C, ~5 min Walk to Beach
Punaluu
10.0 out of 10, Exceptional, (54 reviews)
"Perfect place to visit North Shore. Close to lots of great things to do. Perfect view of ocean. "
United States
David P.
$674 nightly
The price is $789
Sep 1 - Sep 2
Total with taxes and fees
"Hina Hideaway", Views, A/C, ~5 min Walk to Beach
Studio City View | City view

4. Skyline Island Colony Hotel

Skyline Island Colony Hotel
3.0 star property
Waikiki
7.2 out of 10, Good, (2,276 reviews)
"The "
United States
Sebastian
$152 nightly
The price is $180
Aug 30 - Aug 31
Total with taxes and fees
Skyline Island Colony Hotel
Studio Suite, Mountain View | Mountain view

5. Bishop Suites At The Executive Centre

Bishop Suites At The Executive Centre
4.0 star property
Downtown Honolulu
7.6 out of 10, Good, (139 reviews)
"Its alright. Just not too fancy like they have on their website. Only have one key for the rest of the people staying in one room"
United States
Evelio
$187 nightly
The price is $222
Aug 31 - Sep 1
Total with taxes and fees
Bishop Suites At The Executive Centre
Room, 1 Bedroom, Partial Ocean View | In-room safe, desk, laptop workspace, blackout drapes

6. Aston at the Waikiki Banyan

Aston at the Waikiki Banyan
3.0 star property
Waikiki
7.2 out of 10, Good, (2,750 reviews)
"Nice and quick staff!! Good location"
United States
Dina
$201 nightly
The price is $238
Sep 2 - Sep 3
Total with taxes and fees
Aston at the Waikiki Banyan
Exterior

7. King Bed/Renovated/Canal& Mountain View/Walk Beach

King Bed/Renovated/Canal& Mountain View/Walk Beach
Waikiki
9.6 out of 10, Exceptional, (64 reviews)
"Clean space, great location, very responsive host. Would gladly stay here again!"
United States
Emily K.
$292 nightly
The price is $342
Sep 5 - Sep 6
Total with taxes and fees
King Bed/Renovated/Canal& Mountain View/Walk Beach
Exterior

8. Renovated Specious Studio with Great View

Renovated Specious Studio with Great View
Waikiki
9.0 out of 10, Wonderful, (49 reviews)
"Ash was excellent in communicating. He even allowed us early entry which was so appreciated as we had flown from Calgary to Vancouver to Honolulu and were very sleep deprived!"
Canada
John
$177 nightly
The price is $207
Aug 28 - Aug 29
Total with taxes and fees
Renovated Specious Studio with Great View
Exterior detail

9. 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, (118 reviews)
"Yea it was pretty epic, loveddddd the walk being real close to an ABC store and the beach"
United States
ariadne
$254 nightly
The price is $297
Aug 31 - Sep 1
Total with taxes and fees
Aloha Suite Near the Sea III - 2 Block Walk to Beach!
Beach

10. 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.
$245 nightly
The price is $287
Aug 14 - Aug 15
Total with taxes and fees
Cozy condo at Hawaiian monarch- no resort fee, free parking, near beaches, shop
Beach nearby, sun loungers, beach towels

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

Aloha Suite Near the Sea I, 3 Block Walk to Beach! Great Location!
Waikiki
9.8 out of 10, Exceptional, (209 reviews)
"The place was exactly what we wanted -- clean, efficient and in very convenient to beach, amenities, parks and bus route. Nice and clean with everything we needed. Top notch!"
United States
Caroline
$247 nightly
The price is $289
Aug 11 - Aug 12
Total with taxes and fees
Aloha Suite Near the Sea I, 3 Block Walk to Beach! Great Location!
Studio, 1 Queen Bed, Non Smoking, City View 2 | Living area | 32-inch TV with cable channels

12. Ilikai Marina Vacations

Ilikai Marina Vacations
3.0 star property
Waikiki
8.6 out of 10, Excellent, (48 reviews)
"It was very convenient with stores near by and lovely having the marina so close. The pub below was great and honestly really tasty. The parking was super efficient and I loved that it had 24 hour access, it was about $35 a day. The host was super great with communication and putting together PDF’s with super helpful information."
United States
Andrea
$284 nightly
The price is $337
Aug 9 - Aug 10
Total with taxes and fees
Ilikai Marina Vacations
Beach nearby

13. Royal Kuhio

Royal Kuhio
3.5 star property
Waikiki
8.6 out of 10, Excellent, (612 reviews)
"Great location"
United States
Rodolfo Luz
$214 nightly
The price is $253
Aug 16 - Aug 17
Total with taxes and fees
Royal Kuhio
Condo, 1 Bedroom, Ocean View (0126) | Living area

14. High Floor Ocean View Condo (King Bed and Parking)

High Floor Ocean View Condo (King Bed and Parking)
3.5 star property
Waikiki
9.4 out of 10, Exceptional, (61 reviews)
"Amazing property, incredible views I would book again"
United States
Jose
$459 nightly
The price is $545
Aug 9 - Aug 10
Total with taxes and fees
High Floor Ocean View Condo (King Bed and Parking)
Iron/ironing board, WiFi (free)

15. Skyline Island Stay-2 Adjoining Studios

Skyline Island Stay-2 Adjoining Studios
3.0 star property
Waikiki
7.6 out of 10, Good, (4 reviews)
"Location is perfect ! Close to everything important in Waikiki ! Easy walk to anything you need. Pool was clean. Rooms pleasant. Would stay here again !"
United States
Donald
$369 nightly
The price is $438
Aug 12 - Aug 13
Total with taxes and fees
Skyline Island Stay-2 Adjoining Studios
Suite, 1 Bedroom, Ocean View | View from room

16. Aston Waikiki Sunset

Aston Waikiki Sunset
4.0 star property
Waikiki
7.8 out of 10, Good, (3,244 reviews)
"Very good view and nice hotel"
United States
Tirrell
$204 nightly
The price is $242
Aug 9 - Aug 10
Total with taxes and fees
Aston Waikiki Sunset
Bar (on property)

17. Marriott Vacation Club, Waikiki

Marriott Vacation Club, Waikiki
4.0 star property
Waikiki
9.6 out of 10, Exceptional, (180 reviews)
"Very friendly staff and a great location. Right in the heart of the shopping district 5 minute walk to the beach."
United States
NICHOLAS
$327 nightly
The price is $388
Aug 29 - Aug 30
Total with taxes and fees
Marriott Vacation Club, Waikiki
Beach nearby

18. Bamboo Hotel - Privately owned Queen Studio - Balcony, Steps to Waikiki Beach

Bamboo Hotel - Privately owned Queen Studio - Balcony, Steps to Waikiki Beach
Waikiki
9.2 out of 10, Wonderful, (94 reviews)
"Very easy to communicate with host. Amazing location for the price."
United States
Derek B.
$262 nightly
The price is $307
Aug 10 - Aug 11
Total with taxes and fees
Bamboo Hotel - Privately owned Queen Studio - Balcony, Steps to Waikiki Beach
Beach nearby, sun loungers

19. Hotel Suite in Waikiki, near the beach

Hotel Suite in Waikiki, near the beach
Waikiki
9.4 out of 10, Exceptional, (28 reviews)
"Awesome cozy and clean property.The bed configuration with two beds and one large sofa bed is perfect for a family of 4. Host is very responsive and attentive to all our needs. This place is close to everything and walking distance to Waikiki Beach, Shopping, Grocery and restaurants. If you want to explore rest of Honolulu, the Bus stop is also within one block. We explored Pearl Harbor and Ala Moana mall via bus and it was fun. Definitely recommend and will rebook next time I am in Honolulu."
United States
Naeem
$291 nightly
The price is $341
Aug 25 - Aug 26
Total with taxes and fees
Hotel Suite in Waikiki, near the beach
Property grounds

20. Charming cozy condo in marvelous Honolulu with WiFi

Charming cozy condo in marvelous Honolulu with WiFi
Waikiki
9.8 out of 10, Exceptional, (49 reviews)
"Great stay, wish we were staying longer!"
United States
Mariah H.
$213 nightly
The price is $250
Aug 11 - Aug 12
Total with taxes and fees
Charming cozy condo in marvelous Honolulu with WiFi
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

Sheraton Waikiki Beach Resort

Sheraton Waikiki Beach Resort

10/10 Excellent
"The resort was so clean the best resort"
kristinebo 5-night trip
Posted 1 hour ago
Sheraton Waikiki Beach Resort

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 $180 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?

Perfect Kailua Vacation at Ka Hale Lai-House of Serenity-pool and spa.: This Kailua vacation home rental is located near the beach and has an outdoor pool, a patio, and a barbecue grill to put you at ease in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a garden, a selection of games, and a hot tub so you can immerse yourself in your vacation. Other favorite homes for rent in Kailua are BEACH FRONT KAILUA ESTATE, OCEAN VIEWS, HUGE LUSH PRIVATE HISTORIC PROPERTY 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.