Kailua Vacation Rentals from $197: Search Short-Term Rentals

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Our top choices for Kailua vacation rentals

1. Bishop Suites Downtown Honolulu

Downtown Honolulu

Callie

$183 nightly

Oct 4 - Oct 5

Total with taxes and fees

Suite, 1 Bedroom, Ocean View | View from room

2. Aston Waikiki Sunset

Waikiki

Daniel

$199 nightly

Sep 27 - Sep 28

Total with taxes and fees

3. Executive Center Hotel Honolulu

Downtown Honolulu

$314 nightly

Sep 23 - Sep 24

Total with taxes and fees

4. Skyline Island Colony Hotel

Waikiki

Tae

$166 nightly

Sep 30 - Oct 1

Total with taxes and fees

5. @ Marbella Lane -coastal Retreat Near Diamond Head

Diamond Head - Kapahulu - St. Louis

$356 nightly

Sep 14 - Sep 15

Total with taxes and fees

6. Royal Kuhio

Waikiki

Jonna Niccole

$269 nightly

Oct 4 - Oct 5

Total with taxes and fees

7. Diamond Head and Partial Ocean views with 2 Beds and Parking

Waikiki

Charles P

$459 nightly

Sep 14 - Sep 15

Total with taxes and fees

8. Marriott Vacation Club, Waikiki

Waikiki

Eliza Mikiye Kawazoye

$327 nightly

Sep 11 - Sep 12

Total with taxes and fees

Condo, 1 Bedroom, City View (Unit 55 ,1Bath) | Terrace/patio

9. Regency on Beachwalk Waikiki by OUTRIGGER

Waikiki

Wai Kuan Jody

$690 nightly

Sep 10 - Sep 11

Total with taxes and fees

Oceanfront Studio Suite, 1 King Bed with 1 Sofa bed, 5-Min Walk to Beach (Fireworks every Friday)

10. Panoramic Oceanview Resort

Waikiki

John

$700 nightly

Oct 1 - Oct 2

Total with taxes and fees

Studio, 1 Queen Bed, Non Smoking, City View 2 | Living area

11. Ilikai Marina Vacations

Waikiki

Dorin

$294 nightly

Sep 16 - Sep 17

Total with taxes and fees

12. Aston at the Waikiki Banyan

Waikiki

Jocelyn

$191 nightly

Sep 15 - Sep 16

Total with taxes and fees

13. ALA MOANA

Ala Moana

Lloyd

$396 nightly

Sep 29 - Sep 30

Total with taxes and fees

Standard Studio, 1 Queen Bed with Sofa bed, Park View | Terrace/patio

14. Luana Waikiki by Tropical Escapes Realty

Waikiki

Alfred

$392 nightly

Sep 23 - Sep 24

Total with taxes and fees

Studio, Beach View (0 Bedroom) | In-room dining

15. @ Marbella Lane - King Studio Steps to Beach Oasis

Waikiki

$574 nightly

Sep 28 - Sep 29

Total with taxes and fees

16. Palms at Waikiki by Tropical Escapes

Waikiki

Leonard Frank

$388 nightly

Oct 4 - Oct 5

Total with taxes and fees

Condo, 1 Bedroom, Ocean View (0126) | Living area

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

Waikiki

Jose

$432 nightly

Sep 13 - Sep 14

Total with taxes and fees

18. Skyline Island Stay-2 Adjoining Studios

Waikiki

Alex

$412 nightly

Sep 15 - Sep 16

Total with taxes and fees

Studio, Ocean View (Unit #1305) | Balcony view

19. Waikiki Shore by OUTRIGGER

Waikiki

Zhengrong

$653 nightly

Sep 10 - Sep 11

Total with taxes and fees

20. Comfy and Modern Condo By Waikiki

Waikiki

$346 nightly

Sep 18 - Sep 19

Total with taxes and fees

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Top Kailua Hotel Reviews

Ramada Plaza by Wyndham Waikiki

10/10 Excellent

"Great stay. Will stay again."

Waikiki Beach Marriott Resort & Spa

8/10 Good

"The rooms were excellent, unfortunately we could not access the balcony. The hotel is well organized and very clean although I was shocked to see how small the pool was. When I think of a resort, I expect a larger pool with greenery. I did enjoy the convenience of retrieving and returning towels. Staff was friendly but the elevator for parking was kind of scary. Overall, it was a good experience."

Waikiki Resort Hotel

8/10 Good

"Staff was very helpful and accommodating very friendly. Great location but wouldn’t stay here again. We encountered 2 roaches . One on our floor outside of elevator and one in our bathroom. Although they do have a warning sign in our room it would be great to know beforehand. We’ve stayed at the hotel next door last vacation and they didn’t have any of these sightings."

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 $197 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.

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Things to do in Honolulu

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 Perfect Kailua Vacation at Ka Hale Lai-House of Serenity-pool and spa..

How many vacation rentals are there in Kailua?

With 137 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.

Kailua Vacation Rentals

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Check prices for these dates

Our top choices for Kailua vacation rentals

1. Bishop Suites Downtown Honolulu

2. Aston Waikiki Sunset

3. Executive Center Hotel Honolulu

4. Skyline Island Colony Hotel

5. @ Marbella Lane -coastal Retreat Near Diamond Head

6. Royal Kuhio

7. Diamond Head and Partial Ocean views with 2 Beds and Parking

8. Marriott Vacation Club, Waikiki

9. Regency on Beachwalk Waikiki by OUTRIGGER

10. Panoramic Oceanview Resort

11. Ilikai Marina Vacations

12. Aston at the Waikiki Banyan

13. ALA MOANA

14. Luana Waikiki by Tropical Escapes Realty

15. @ Marbella Lane - King Studio Steps to Beach Oasis

16. Palms at Waikiki by Tropical Escapes

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

18. Skyline Island Stay-2 Adjoining Studios

19. Waikiki Shore by OUTRIGGER

20. Comfy and Modern Condo By Waikiki

Find vacation rentals that suit your style

Top Kailua Hotel Reviews

Ramada Plaza by Wyndham Waikiki

Find out more about Kailua

Explore a world of travel with Expedia

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