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Kailua Vacation Rentals

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Our top choices for Kailua vacation rentals

1. Bishop Suites Downtown Honolulu

Bishop Suites Downtown Honolulu
4.0 star property
Downtown Honolulu
7.8 out of 10, Good, (157 reviews)
"Loved this stay! So spacious! Great views"
United States
Callie
The price is CA $218
CA $302 total
includes taxes & fees
Nov 5 - Nov 6
Bishop Suites Downtown Honolulu

2. Skyline Island Colony Hotel

Skyline Island Colony Hotel
3.0 star property
Waikiki
7.2 out of 10, Good, (2,302 reviews)
"Great place"
United States
Iurii
The price is CA $126
CA $209 total
includes taxes & fees
Oct 11 - Oct 12
Skyline Island Colony Hotel

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
The price is CA $73
CA $400 total
includes taxes & fees
Oct 21 - Oct 22
Cozy condo at Hawaiian monarch- no resort fee, free parking, near beaches, shop

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
The price is CA $155
CA $498 total
includes taxes & fees
Oct 10 - Oct 11
Ilikai Marina Vacations

5. 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, (126 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
The price is CA $114
CA $437 total
includes taxes & fees
Oct 21 - Oct 22
Aloha Suite Near the Sea III - 2 Block Walk to Beach!

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, (67 reviews)
"Clean space, great location, very responsive host. Would gladly stay here again!"
United States
Emily K.
The price is CA $130
CA $418 total
includes taxes & fees
Oct 7 - Oct 8
King Bed • Renovated • Canal & Mountain View • Walk to Beach

7. Aston Waikiki Sunset

Aston Waikiki Sunset
4.0 star property
Waikiki
7.8 out of 10, Good, (3,289 reviews)
"It was a pleasant stay… I’m definitely coming back."
United States
andrea
The price is CA $217
CA $316 total
includes taxes & fees
Oct 15 - Oct 16
Aston Waikiki Sunset

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
The price is CA $140
CA $372 total
includes taxes & fees
Oct 7 - Oct 8
Corner Unit Studio@Waikiki Hotel Building 1 day min

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, (215 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.
The price is CA $107
CA $410 total
includes taxes & fees
Oct 16 - Oct 17
Aloha Suite Near the Sea I, 3 Block Walk to Beach! Great Location!

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
The price is CA $120
CA $299 total
includes taxes & fees
Oct 17 - Oct 18
Renovated Specious Studio with Great View

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, (136 reviews)
"Really convenient location, a beautiful view, comfortable amenities. Pleasant and helpful communication with host."
United States
April B.
The price is CA $143
CA $374 total
includes taxes & fees
Oct 9 - Oct 10
Charming Studio in Waikiki - 2 Full size Beds, Free Wi-Fi

12. Relaxing Ocean View Boutique Condo - 20th FL

Relaxing Ocean View Boutique Condo - 20th FL
Waikiki
9.2 out of 10, Wonderful, (85 reviews)
"Bright, clean, very close to the beach and amenities. Would highly recommend!"
United States
Anna E.
The price is CA $114
CA $334 total
includes taxes & fees
Oct 15 - Oct 16
Relaxing Ocean View Boutique Condo - 20th FL

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.
The price is CA $135
CA $366 total
includes taxes & fees
Oct 25 - Oct 26
Soothing Hawaii Condo - 18th FL

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
The price is CA $289
CA $731 total
includes taxes & fees
Oct 12 - Oct 13
High Floor Ocean View Condo (King Bed and Parking)

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.
The price is CA $121
CA $443 total
includes taxes & fees
Oct 18 - Oct 19
Aloha Suite Near the Sea IV, 3 Block Walk to Beach

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

Awesome view. Walking distance to beach, restaurants, shopping
Waikiki
9.4 out of 10, Exceptional, (32 reviews)
"Great location and view"
United States
Tarin K.
The price is CA $133
CA $400 total
includes taxes & fees
Oct 9 - Oct 10
Awesome view. Walking distance to beach, restaurants, shopping

17. Aston at the Waikiki Banyan

Aston at the Waikiki Banyan
3.0 star property
Waikiki
7.4 out of 10, Good, (2,779 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
The price is CA $215
CA $310 total
includes taxes & fees
Oct 30 - Oct 31
Aston at the Waikiki Banyan

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
The price is CA $176
CA $378 total
includes taxes & fees
Oct 17 - Oct 18
Tropical Studios at Marine Surf Waikiki

19. Charming cozy condo in marvelous Honolulu with WiFi

Charming cozy condo in marvelous Honolulu with WiFi
Waikiki
9.8 out of 10, Exceptional, (58 reviews)
"Great stay, wish we were staying longer!"
United States
Mariah H.
The price is CA $154
CA $391 total
includes taxes & fees
Oct 22 - Oct 23
Charming cozy condo in marvelous Honolulu with WiFi

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.
The price is CA $126
CA $551 total
includes taxes & fees
Oct 13 - Oct 14
**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

Find out more about Kailua

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Kailua. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

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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.