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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, (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
The price is CA $207
CA $287 total
includes taxes & fees
Nov 3 - Nov 4
Bishop Suites Downtown Honolulu

2. Aston at the Waikiki Banyan

Aston at the Waikiki Banyan
3.0 star property
Waikiki
7.2 out of 10, Good, (2,790 reviews)
"Best vacation place to stay at."
United States
Kimberly
The price is CA $203
CA $295 total
includes taxes & fees
Oct 30 - Oct 31
Aston at the Waikiki Banyan

3. 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
The price is CA $126
CA $209 total
includes taxes & fees
Oct 13 - Oct 14
Skyline Island Colony Hotel

4. Royal Kuhio

Royal Kuhio
3.5 star property
Waikiki
8.6 out of 10, Excellent, (633 reviews)
"Great stay and location."
United States
Armando
The price is CA $312
CA $371 total
includes taxes & fees
Nov 2 - Nov 3
Royal Kuhio

5. Ilikai Marina Vacations

Ilikai Marina Vacations
3.0 star property
Waikiki
8.6 out of 10, Excellent, (55 reviews)
"Great stay enjoyed everything about it"
United States
Johnathan
The price is CA $155
CA $498 total
includes taxes & fees
Oct 18 - Oct 19
Ilikai Marina Vacations

6. Partial Ocean View Condo with King or Queen Bed and Parking

Partial Ocean View Condo with King or Queen Bed and Parking
3.5 star property
Waikiki
9.6 out of 10, Exceptional, (43 reviews)
"Overall everything was great the property is next to the shopping center and store"
United States
Jessy
The price is CA $248
CA $682 total
includes taxes & fees
Oct 25 - Oct 26
Partial Ocean View Condo with King or Queen Bed and Parking

7. Luana Waikiki by Tropical Escapes Realty

Luana Waikiki by Tropical Escapes Realty
2.5 star property
Waikiki
8.0 out of 10, Very good, (65 reviews)
"We loved our stay at the Luana Waikiki. The concierge was always polite. The check in process was easy. We were surprised with all the extra cool lights in the room. We thought the bed was very comfortable and the room was clean. It's a fairly short walk to Waikiki beach and there are food trucks right across the street."
United States
Kate Elizabeth
The price is CA $201
CA $668 total
includes taxes & fees
Oct 15 - Oct 16
Luana Waikiki by Tropical Escapes Realty

8. 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 $399 total
includes taxes & fees
Oct 21 - Oct 22
Cozy condo at Hawaiian monarch- no resort fee, free parking, near beaches, shop

9. 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.
The price is CA $105
CA $382 total
includes taxes & fees
Oct 17 - Oct 18
King Bed • Renovated • Canal & Mountain View • Walk to Beach

10. Waikiki Hotel Studio @ Hawaiian Monarch Building 1 day min

Waikiki Hotel Studio @ Hawaiian Monarch Building 1 day min
Waikiki
8.0 out of 10, Very good, (112 reviews)
"A simple, well-stocked studio apartment in an older building. Location and price were excellent, and it had everything I needed."
Canada
Theresa
The price is CA $126
CA $357 total
includes taxes & fees
Oct 24 - Oct 25
Waikiki Hotel Studio @ Hawaiian Monarch Building 1 day min

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.
The price is CA $143
CA $376 total
includes taxes & fees
Oct 13 - Oct 14
Charming Studio in Waikiki - 2 Full size Beds, Free Wi-Fi

12. Aston Waikiki Sunset

Aston Waikiki Sunset
4.0 star property
Waikiki
7.8 out of 10, Good, (3,300 reviews)
"It was a pleasant stay… I’m definitely coming back."
United States
andrea
The price is CA $230
CA $333 total
includes taxes & fees
Oct 25 - Oct 26
Aston Waikiki Sunset

13. 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 $377 total
includes taxes & fees
Oct 28 - Oct 29
Corner Unit Studio@Waikiki Hotel Building 1 day min

14. WAIKIKI 1 BR CRN, FREE PKG NO RESORT FEE BEACH ITEMS, CALLS YOUTUBE, NETFLIX

WAIKIKI 1 BR CRN, FREE PKG NO RESORT FEE BEACH ITEMS, CALLS YOUTUBE, NETFLIX
Waikiki
9.4 out of 10, Exceptional, (304 reviews)
"Excellent stay"
United Kingdom
Anonymous traveller
The price is CA $255
CA $653 total
includes taxes & fees
Oct 13 - Oct 14
WAIKIKI 1 BR CRN, FREE PKG NO RESORT FEE BEACH ITEMS, CALLS YOUTUBE, NETFLIX

15. 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

16. 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
9.2 out of 10, Wonderful, (41 reviews)
"It was a nice stay"
United States
Charles P
The price is CA $289
CA $731 total
includes taxes & fees
Oct 13 - Oct 14
Diamond Head and Partial Ocean views with 2 Beds and Parking

17. 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.
The price is CA $100
CA $398 total
includes taxes & fees
Oct 15 - Oct 16
Aloha Suite Near the Sea I, 3 Block Walk to Beach! Great Location!

18. 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.
The price is CA $133
CA $402 total
includes taxes & fees
Oct 14 - Oct 15
Awesome view. Walking distance to beach, restaurants, shopping

19. Waikiki Shore by OUTRIGGER

Waikiki Shore by OUTRIGGER
3.0 star property
Waikiki
8.4 out of 10, Very good, (620 reviews)
"Nice beach view, clean room, great location."
United States
Zhengrong
The price is CA $256
CA $791 total
includes taxes & fees
Nov 10 - Nov 11
Waikiki Shore by OUTRIGGER
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.