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
Oct 23 - Oct 25
In two months
Dec 4 - Dec 6
In three months
Jan 1 - Jan 3
In four months
Jan 29 - Jan 31

Our top choices for Kailua vacation rentals

A modern dining area with a glass partition, a round mirror, and a dining table set for two.

1. Bishop Suites Downtown Honolulu

Bishop Suites Downtown Honolulu
4.0 star property
Downtown Honolulu
7.8 out of 10, Good, (159 reviews)
"Great stay\! The place was clean, comfortable, and exactly as described\. The host was friendly and responsive, and everything was easy from check\-in to check\-out\. Would definitely stay here again\!"
United States
Nicholas
$160 nightly
The price is $190
Nov 3 - Nov 4
Total with taxes and fees
Bishop Suites Downtown Honolulu
A hotel room with a bed, a nightstand, a lamp, a balcony with a table and chairs, and a city view.

2. Skyline Island Colony Hotel

Skyline Island Colony Hotel
3.0 star property
Waikiki
7.2 out of 10, Good, (2,306 reviews)
"Great place"
United States
Iurii
$140 nightly
The price is $166
Oct 11 - Oct 12
Total with taxes and fees
Skyline Island Colony Hotel
A coastal cityscape with high-rise hotels, a beach, and a mountain in the background.

3. 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, (40 reviews)
"Wonderful place and wonderful host! Will come again."
United States
AVenture
$238 nightly
The price is $279
Oct 21 - Oct 22
Total with taxes and fees
Cozy condo at Hawaiian monarch- no resort fee, free parking, near beaches, shop
A modern living room with a glass dining table, white chairs, a grey sofa, and a city view through large windows.

4. Ilikai Marina Vacations

Ilikai Marina Vacations
3.0 star property
Waikiki
8.6 out of 10, Excellent, (54 reviews)
"Nice place. Maybe a little attention to cleanliness. Other than that everything is perfect and location is really good."
United States
Dorin
$294 nightly
The price is $349
Oct 10 - Oct 11
Total with taxes and fees
Ilikai Marina Vacations
A building with a sign reading "KUHIO VILLAGE TOWER 2463".

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

Aloha Suite Near the Sea III - 2 Block Walk to Beach!
Waikiki
9.8 out of 10, Exceptional, (127 reviews)
"Clean, had everything i needed, and even had beach chairs to borrow. Super close to rhe beach and owner was very communicative and made checking in and out easy!"
United States
Sarah
$255 nightly
The price is $299
Oct 21 - Oct 22
Total with taxes and fees
Aloha Suite Near the Sea III - 2 Block Walk to Beach!
A high-rise building with multiple floors, likely a hotel, with lights on each floor, situated by a body of water with reflections.

6. King Bed • Renovated • Canal & Mountain View • Walk to Beach

King Bed • Renovated • Canal & Mountain View • Walk to Beach
Waikiki
9.6 out of 10, Exceptional, (68 reviews)
"Clean space, great location, very responsive host. Would gladly stay here again!"
United States
Emily K.
$234 nightly
The price is $274
Oct 14 - Oct 15
Total with taxes and fees
King Bed • Renovated • Canal & Mountain View • Walk to Beach
A balcony with a table and chairs overlooking a cityscape and ocean.

7. Aston Waikiki Sunset

Aston Waikiki Sunset
4.0 star property
Waikiki
7.8 out of 10, Good, (3,297 reviews)
"It was a pleasant stay… I’m definitely coming back."
United States
andrea
$197 nightly
The price is $233
Oct 23 - Oct 24
Total with taxes and fees
Aston Waikiki Sunset
A bathroom with a large window, a sink, and toiletries on the counter.

8. Corner Unit Studio@Waikiki Hotel Building 1 day min

Corner Unit Studio@Waikiki Hotel Building 1 day min
Waikiki
8.2 out of 10, Very good, (108 reviews)
"Good location, easy check in and out"
United States
Manuel
$227 nightly
The price is $265
Oct 28 - Oct 29
Total with taxes and fees
Corner Unit Studio@Waikiki Hotel Building 1 day min
A beach with palm trees, umbrellas, and people.

9. 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, (216 reviews)
"The location was wonderful, not far from the beach and delicious eateries and great coffee shops close by.Thoroughly enjoyed our stay."
United States
Vicki G.
$248 nightly
The price is $280
Oct 15 - Oct 16
Total with taxes and fees
Aloha Suite Near the Sea I, 3 Block Walk to Beach! Great Location!
A nighttime cityscape with high-rise buildings along a waterfront, palm trees, and reflections on the water.

10. Renovated Specious Studio with Great View

Renovated Specious Studio with Great View
Waikiki
9.0 out of 10, Wonderful, (52 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
$180 nightly
The price is $211
Oct 17 - Oct 18
Total with taxes and fees
Renovated Specious Studio with Great View
A tiki statue in a garden with palm trees and tropical plants, under a covered walkway.

11. Charming Studio in Waikiki - 2 Full size Beds, Free Wi-Fi

Charming Studio in Waikiki - 2 Full size Beds, Free Wi-Fi
Waikiki
9.0 out of 10, Wonderful, (137 reviews)
"Really convenient location, a beautiful view, comfortable amenities. Pleasant and helpful communication with host."
United States
April B.
$228 nightly
The price is $267
Oct 10 - Oct 11
Total with taxes and fees
Charming Studio in Waikiki - 2 Full size Beds, Free Wi-Fi
A high-rise hotel with multiple floors, a rooftop pool, and a view of the ocean.

12. Relaxing Ocean View Boutique Condo - 20th FL

Relaxing Ocean View Boutique Condo - 20th FL
Waikiki
9.2 out of 10, Wonderful, (86 reviews)
"Bright, clean, very close to the beach and amenities. Would highly recommend!"
United States
Anna E.
$203 nightly
The price is $238
Oct 15 - Oct 16
Total with taxes and fees
Relaxing Ocean View Boutique Condo - 20th FL
A room with a large window offering a view of a cityscape and greenery.

13. Soothing Hawaii Condo - 18th FL

Soothing Hawaii Condo - 18th FL
Waikiki
9.2 out of 10, Wonderful, (78 reviews)
"Great location"
United States
Jacki M.
$220 nightly
The price is $258
Oct 18 - Oct 19
Total with taxes and fees
Soothing Hawaii Condo - 18th FL
A modern apartment with a kitchen, dining area, and a balcony with a view of the ocean.

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, (63 reviews)
"Amazing property, incredible views I would book again"
United States
Jose
$413 nightly
The price is $490
Oct 15 - Oct 16
Total with taxes and fees
High Floor Ocean View Condo (King Bed and Parking)
A modern hotel room with a sofa, a bed, a TV, a dresser, and a sliding glass door to the balcony.

15. 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, (15 reviews)
"Very clean and convenient location. Would stay here again for sure."
United States
DE W.
$254 nightly
The price is $298
Oct 17 - Oct 18
Total with taxes and fees
Aloha Suite Near the Sea IV, 3 Block Walk to Beach
A beach with palm trees and a building in the background.

16. Awesome view. Walking distance to beach, restaurants, shopping

Awesome view. Walking distance to beach, restaurants, shopping
Waikiki
9.4 out of 10, Exceptional, (33 reviews)
"Great location and view"
United States
Tarin K.
$242 nightly
The price is $283
Oct 14 - Oct 15
Total with taxes and fees
Awesome view. Walking distance to beach, restaurants, shopping
A living room with a sofa, a coffee table, a TV, a bed, a balcony with a view of buildings, and a ceiling fan.

17. Aston at the Waikiki Banyan

Aston at the Waikiki Banyan
3.0 star property
Waikiki
7.2 out of 10, Good, (2,789 reviews)
"It’s family friendly and the rooms were really roomy but checking out was challenging with the elevators…you might want to get a jump on checking out or look into late check out…"
United States
Nadine
$175 nightly
The price is $208
Oct 24 - Oct 25
Total with taxes and fees
Aston at the Waikiki Banyan
A pier structure with a sunset view through its open end.

18. Tropical Studios at Marine Surf Waikiki

Tropical Studios at Marine Surf Waikiki
3.0 star property
Waikiki
8.4 out of 10, Very good, (378 reviews)
"Perfect location. View from the balcony was amazing. Bed mattress could be updated."
United States
Alejandro Ray
$228 nightly
The price is $271
Oct 19 - Oct 20
Total with taxes and fees
Tropical Studios at Marine Surf Waikiki
A cityscape at dusk with illuminated buildings.

19. Charming cozy condo in marvelous Honolulu with WiFi

Charming cozy condo in marvelous Honolulu with WiFi
Waikiki
9.8 out of 10, Exceptional, (59 reviews)
"Great stay, wish we were staying longer!"
United States
Mariah H.
$223 nightly
The price is $261
Oct 22 - Oct 23
Total with taxes and fees
Charming cozy condo in marvelous Honolulu with WiFi
A hotel room with a balcony, a bed, a dining table with chairs, and a painting on the wall.

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

**Diamond Head, Ocean, and Park Views**
Waikiki
9.0 out of 10, Wonderful, (32 reviews)
"Everything was great! Awesome location!"
United States
Kristina S.
$343 nightly
The price is $391
Oct 12 - Oct 13
Total with taxes and fees
**Diamond Head, Ocean, and Park Views**
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

Hilton Hawaiian Village Waikiki Beach Resort

Hilton Hawaiian Village Waikiki Beach Resort

10/10 Excellent
"Very nice resort. Lots of activities. Staff are very friendly. My only complaint was the elevators took a long time and were often full, having to wait a long time Other than that a great choice."
Carole 4-night trip
Posted less than an hour ago
Hilton Hawaiian Village 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 $166 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 LICENSED LOCATION The VIEWHOUSE LANIKAI 1990NUC-1739 and Perfect Kailua Vacation at Ka Hale Lai-House of Serenity-pool and spa..

How many vacation rentals are there in Kailua?

With 139 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 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.