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
Sep 11 - Sep 13
In two months
Oct 23 - Oct 25
In three months
Nov 20 - Nov 22
In four months
Dec 18 - Dec 20

Our top choices for Kailua vacation rentals

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

1. Ilikai Marina Vacations

Ilikai Marina Vacations
3.0 star property
Waikiki
8.6 out of 10, Excellent, (51 reviews)
"This condo is close to the Ilikai and Hilton Hawaiian Village. Also very near the Trolley stops. Conveniently located near the Ala Moana mall. The condo has everything you need. A small kitchen with a stove, microwave and refrigerator. Highly recommend."
United States
Gina
$294 nightly
The price is $349
Aug 28 - Aug 29
Total with taxes and fees
Ilikai Marina Vacations
Studio City View | City view

2. Skyline Island Colony Hotel

Skyline Island Colony Hotel
3.0 star property
Waikiki
7.2 out of 10, Good, (2,288 reviews)
"Staff was super nice"
United States
Luis
$154 nightly
The price is $183
Aug 31 - Sep 1
Total with taxes and fees
Skyline Island Colony Hotel
Beach

3. Partial Ocean View Condo with 2 Beds and Parking

Partial Ocean View Condo with 2 Beds and Parking
4.0 star property
Waikiki
8.6 out of 10, Excellent, (14 reviews)
"Clean room and great location!"
United States
Deavyn
$371 nightly
The price is $440
Aug 29 - Aug 30
Total with taxes and fees
Partial Ocean View Condo with 2 Beds and Parking
Suite, 1 Bedroom, Ocean View | View from room

4. Aston Waikiki Sunset

Aston Waikiki Sunset
4.0 star property
Waikiki
7.8 out of 10, Good, (3,263 reviews)
"It was great stay very convenient close to the beach and everything at short walking distance."
United States
Daniel
$203 nightly
The price is $241
Aug 29 - Aug 30
Total with taxes and fees
Aston Waikiki Sunset
Beach

5. Hotel Suite in Waikiki, near the beach

Hotel Suite in Waikiki, near the beach
Waikiki
9.4 out of 10, Exceptional, (29 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
Hotel Suite in Waikiki, near the beach
Exterior

6. 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.
$254 nightly
The price is $297
Sep 5 - Sep 6
Total with taxes and fees
King Bed/Renovated/Canal& Mountain View/Walk Beach
Exterior

7. Waikiki renovated modern studio

Waikiki renovated modern studio
Waikiki
9.2 out of 10, Wonderful, (114 reviews)
"I like everything about this hotel 💯"
United States
Kreta
$182 nightly
The price is $213
Sep 11 - Sep 12
Total with taxes and fees
Waikiki renovated modern studio
Exterior

8. Entire 2 Bedroom Condo, King Bed, FREE Parking, Sleeps 6, Walk to Waikiki Beach

Entire 2 Bedroom Condo, King Bed, FREE Parking, Sleeps 6, Walk to Waikiki Beach
Waikiki
8.6 out of 10, Excellent, (44 reviews)
"This find was a great deal and great location, we really enjoyed the convenience of entry and also the included free parking spot. Would definitely stay here again."
United States
Parker C.
$447 nightly
The price is $523
Sep 11 - Sep 12
Total with taxes and fees
Entire 2 Bedroom Condo, King Bed, FREE Parking, Sleeps 6, Walk to Waikiki Beach
Beach

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

Awesome view. Walking distance to beach, restaurants, shopping
Waikiki
9.4 out of 10, Exceptional, (29 reviews)
"Great value compared to hotels, everything near by"
United States
Philipp G.
$248 nightly
The price is $290
Aug 31 - Sep 1
Total with taxes and fees
Awesome view. Walking distance to beach, restaurants, shopping
Exterior

10. 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
$179 nightly
The price is $209
Aug 28 - Aug 29
Total with taxes and fees
Renovated Specious Studio with Great View
Pool

11. A Cozy and Romantic Studio at Heart of Waikiki

A Cozy and Romantic Studio at Heart of Waikiki
Waikiki
9.4 out of 10, Exceptional, (24 reviews)
"Great location, beautiful views and clean room!"
United States
Steven
$235 nightly
The price is $275
Sep 10 - Sep 11
Total with taxes and fees
A Cozy and Romantic Studio at Heart of Waikiki
Beach

12. 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, (41 reviews)
"Overall experience was great free parking walking distance to the beach plenty of places to keep busy 👍"
United States
Erwin
$371 nightly
The price is $440
Aug 29 - Aug 30
Total with taxes and fees
Partial Ocean View Condo with King or Queen Bed and Parking
Beach

13. 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, (95 reviews)
"Very easy to communicate with host. Amazing location for the price."
United States
Derek B.
$273 nightly
The price is $319
Aug 31 - Sep 1
Total with taxes and fees
Bamboo Hotel - Privately owned Queen Studio - Balcony, Steps to Waikiki Beach
Room, 1 Bedroom, Partial Ocean View

14. Aston at the Waikiki Banyan

Aston at the Waikiki Banyan
3.0 star property
Waikiki
7.2 out of 10, Good, (2,758 reviews)
"Nice and quick staff!! Good location"
United States
Dina
$187 nightly
The price is $222
Aug 31 - Sep 1
Total with taxes and fees
Aston at the Waikiki Banyan
Exterior detail

15. 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, (122 reviews)
"Yea it was pretty epic, loveddddd the walk being real close to an ABC store and the beach"
United States
ariadne
$256 nightly
The price is $299
Sep 10 - Sep 11
Total with taxes and fees
Aloha Suite Near the Sea III - 2 Block Walk to Beach!
Dining

16. Newly Renovated · Ocean View Corner Studio · King Bed · Walk to Beach

Newly Renovated · Ocean View Corner Studio · King Bed · Walk to Beach
Waikiki
9.2 out of 10, Wonderful, (35 reviews)
"Would not hesitate to stay here again. It was perfect for our needs - accessible to everything in Waikiki, great views, clean, comfortable, and cozy."
United States
Robert A.
$265 nightly
The price is $310
Sep 7 - Sep 8
Total with taxes and fees
Newly Renovated · Ocean View Corner Studio · King Bed · Walk to Beach
Exterior detail

17. 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, (134 reviews)
"Really convenient location, a beautiful view, comfortable amenities. Pleasant and helpful communication with host."
United States
April B.
$217 nightly
The price is $254
Sep 1 - Sep 2
Total with taxes and fees
Charming Studio in Waikiki - 2 Full size Beds, Free Wi-Fi
Beach

18. 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, (213 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
$252 nightly
The price is $295
Aug 29 - Aug 30
Total with taxes and fees
Aloha Suite Near the Sea I, 3 Block Walk to Beach! Great Location!
Exterior

19. Relaxing Ocean View Boutique Condo - 20th FL

Relaxing Ocean View Boutique Condo - 20th FL
Waikiki
9.2 out of 10, Wonderful, (83 reviews)
"Great location to explore Waikīkī!"
United States
David N.
$226 nightly
The price is $264
Aug 28 - Aug 29
Total with taxes and fees
Relaxing Ocean View Boutique Condo - 20th FL
Interior

20. Little Paradise in Waikiki with Lovely Ocean -15th FL

Little Paradise in Waikiki with Lovely Ocean -15th FL
Waikiki
9.0 out of 10, Wonderful, (45 reviews)
"Clean and good access to shops and restaurant's."
United States
Kim S.
$211 nightly
The price is $247
Aug 28 - Aug 29
Total with taxes and fees
Little Paradise in Waikiki with Lovely Ocean -15th FL
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

Holiday Inn Express Waikiki by IHG

Holiday Inn Express Waikiki by IHG

10/10 Excellent
"Great place to stay. It is within walking distance to shops, restaurants, and Waikiki Beach."
Stephanie 5-night trip
Posted 1 hour ago
Holiday Inn Express Waikiki by IHG

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 $183 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 Perfect Kailua Vacation at Ka Hale Lai-House of Serenity-pool and spa. and Just steps from the sand—enjoy a pool, hot tub, bikes, beach gear & more!.

How many vacation rentals are there in Kailua?

With 138 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.