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Kailua Holiday Rentals

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Our top choices for Kailua holiday rentals

1. Luxurious five-bedroom modern retreat

Luxurious five-bedroom modern retreat
Enchanted Lake
8.8 out of 10, Excellent, (5 reviews)
"Great communication with host - property as advertised- we had a great stay"
United States
Wytske K.
The price is NZ$2,894
includes taxes & fees
15 Aug - 16 Aug
Luxurious five-bedroom modern retreat

2. Bishop Suites At The Executive Centre

Bishop Suites At The Executive Centre
4.0 star property
Downtown Honolulu
7.8 out of 10, Good, (141 reviews)
"Its alright. Just not too fancy like they have on their website. Only have one key for the rest of the people staying in one room"
United States
Evelio
The price is NZ$396
includes taxes & fees
1 Sept - 2 Sept
Bishop Suites At The Executive Centre

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, (38 reviews)
"Location was ideal as it was close to many things and across the street from great food trucks. The parking was a bit of a hike but nice that it was included in the price of the room. Condo was small but kept up well."
United States
Kim S.
The price is NZ$482
includes taxes & fees
20 Aug - 21 Aug
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, (49 reviews)
"It was very convenient with stores near by and lovely having the marina so close. The pub below was great and honestly really tasty. The parking was super efficient and I loved that it had 24 hour access, it was about $35 a day. The host was super great with communication and putting together PDF’s with super helpful information."
United States
Andrea
The price is NZ$612
includes taxes & fees
12 Aug - 13 Aug
Ilikai Marina Vacations

5. Skyline Island Colony Hotel

Skyline Island Colony Hotel
3.0 star property
Waikiki
7.2 out of 10, Good, (2,278 reviews)
"The "
United States
Sebastian
The price is NZ$286
includes taxes & fees
7 Sept - 8 Sept
Skyline Island Colony Hotel

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, (41 reviews)
"Overall experience was great free parking walking distance to the beach plenty of places to keep busy 👍"
United States
Erwin
The price is NZ$925
includes taxes & fees
13 Aug - 14 Aug
Partial Ocean View Condo with King or Queen Bed and Parking

7. Aston at the Waikiki Banyan

Aston at the Waikiki Banyan
3.0 star property
Waikiki
7.2 out of 10, Good, (2,750 reviews)
"Nice and quick staff!! Good location"
United States
Dina
The price is NZ$405
includes taxes & fees
17 Aug - 18 Aug
Aston at the Waikiki Banyan

8. Tropical Studios at Marine Surf Waikiki

Tropical Studios at Marine Surf Waikiki
3.0 star property
Waikiki
8.4 out of 10, Very good, (376 reviews)
"Geselle was so nice and help us with some of our need. Will recommend this place to our friend."
United States
WILLIAM Tomas
The price is NZ$440
includes taxes & fees
26 Aug - 27 Aug
Tropical Studios at Marine Surf Waikiki

9. A Cozy and Romantic Studio at Heart of Waikiki

A Cozy and Romantic Studio at Heart of Waikiki
Waikiki
9.2 out of 10, Wonderful, (22 reviews)
"Great location, beautiful views and clean room!"
United States
Steven
The price is NZ$435
includes taxes & fees
12 Aug - 13 Aug
A Cozy and Romantic Studio at Heart of Waikiki

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

Awesome view. Walking distance to beach, restaurants, shopping
Waikiki
9.4 out of 10, Exceptional, (28 reviews)
"Great value compared to hotels, everything near by"
United States
Philipp G.
Awesome view. Walking distance to beach, restaurants, shopping

11. Skyline Island Stay-2 Adjoining Studios

Skyline Island Stay-2 Adjoining Studios
3.0 star property
Waikiki
7.6 out of 10, Good, (4 reviews)
"Location is perfect ! Close to everything important in Waikiki ! Easy walk to anything you need. Pool was clean. Rooms pleasant. Would stay here again !"
United States
Donald
The price is NZ$690
includes taxes & fees
12 Aug - 13 Aug
Skyline Island Stay-2 Adjoining Studios

12. Charming cozy condo in marvelous Honolulu with WiFi

Charming cozy condo in marvelous Honolulu with WiFi
Waikiki
9.8 out of 10, Exceptional, (50 reviews)
"Great stay, wish we were staying longer!"
United States
Mariah H.
The price is NZ$436
includes taxes & fees
8 Sept - 9 Sept
Charming cozy condo in marvelous Honolulu with WiFi

13. 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.
The price is NZ$449
includes taxes & fees
15 Aug - 16 Aug
Charming Studio in Waikiki - 2 Full size Beds, Free Wi-Fi

14. 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, (94 reviews)
"Very easy to communicate with host. Amazing location for the price."
United States
Derek B.
The price is NZ$492
includes taxes & fees
24 Aug - 25 Aug
Bamboo Hotel - Privately owned Queen Studio - Balcony, Steps to Waikiki Beach

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

**Diamond Head, Ocean, and Park Views**
Waikiki
9.0 out of 10, Wonderful, (30 reviews)
"Everything was great! Awesome location!"
United States
Kristina S.
The price is NZ$665
includes taxes & fees
12 Aug - 13 Aug
**Diamond Head, Ocean, and Park Views**

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, (38 reviews)
"It was a nice stay"
United States
Charles P
The price is NZ$925
includes taxes & fees
12 Aug - 13 Aug
Diamond Head and Partial Ocean views with 2 Beds and Parking

17. Aloha Suite Near the Sea II, 3 Block Walk to Beach

Aloha Suite Near the Sea II, 3 Block Walk to Beach
Waikiki
9.6 out of 10, Exceptional, (160 reviews)
"Great location and host was very helpful"
United States
kwinam
The price is NZ$479
includes taxes & fees
12 Aug - 13 Aug
Aloha Suite Near the Sea II, 3 Block Walk to Beach

18. 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
The price is NZ$352
includes taxes & fees
28 Aug - 29 Aug
Renovated Specious Studio with Great View

19. 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, (109 reviews)
"Perfect stay for my husband and I!! "
United States
Bobi Jo D.
The price is NZ$409
includes taxes & fees
18 Aug - 19 Aug
Waikiki Hotel Studio @ Hawaiian Monarch Building 1 day min

20. 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
The price is NZ$352
includes taxes & fees
12 Aug - 13 Aug
Waikiki renovated modern studio
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

Everything you need to know about Kailua holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Kailua holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... 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 holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Kailua holiday 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Kailua holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Kailua holiday rentals we have selected for you start as low as NZ$286 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Kailua rentals

At Expedia, we put the best Kailua holiday 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 holiday.

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 holiday rentals in Kailua?

Yes, there are holiday rentals close to the most popular sights in Kailua, or you can select a more secluded option if you're looking for a relaxing stay. Nature enthusiasts will enjoy the popular beaches in Kailua.

What are some of the best holiday rentals that Kailua has to offer?

Perfect Kailua Vacation at Ka Hale Lai-House of Serenity-pool and spa.: This highly rated holiday home rental in Kailua is located near the beach, and has an outdoor pool, a patio and a BBQ to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a garden, a selection of games and 1 hot tub so that you can immerse yourself in your holiday. Other favourite homes for rent in Kailua are BEACH FRONT KAILUA ESTATE, OCEAN VIEWS, HUGE LUSH PRIVATE HISTORIC PROPERTY and Just steps from the sand—enjoy a pool, hot tub, bikes, beach gear & more!.

How many holiday rentals are there in Kailua?

With 141 Expedia holiday rentals, you're guaranteed to find just the right place for your Kailua stay.

What’s there to see and do in Kailua?

Lanikai Beach and Kalama Beach Park are a couple of lovely local spots to get outside and enjoy nature. You’ll find favourite places to visit such as Ala Moana Center and Waikiki Beach Walk in the wider area.

What’s a holiday rental in Kailua like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Kailua. Holiday rentals feature amenities such as patios, hot tubs and fire pits so you'll have everything you need. If you're concerned about cleanliness, a holiday rental can offer a sense of seclusion away from public hotel lifts and busy lobbies while still allowing you the experience of travel. You'll also have more space in a holiday rental than in a hotel, which is another reason why a holiday rental is an attractive choice for family gatherings.