Kailua Vacation Rentals from ￥22,259: Search Short-Term Rentals

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Our top choices for Kailua vacation rentals

A dining area with a marble table, white chairs, and a grey sofa.

1. Bishop Suites Downtown Honolulu

Downtown Honolulu

Callie

￥33,494 total

includes taxes & fees

Nov 3 - Nov 4

A living room with a sofa, a coffee table, a TV, a bed, a balcony with a view of buildings, and a ceiling fan.

2. Aston at the Waikiki Banyan

Waikiki

Kimberly

￥32,805 total

includes taxes & fees

Oct 30 - Oct 31

A hotel room with a bed, a nightstand, a lamp, a balcony with a table and chairs, and a city view.

3. Skyline Island Colony Hotel

Waikiki

Iurii

￥22,259 total

includes taxes & fees

Oct 20 - Oct 21

A beach with clear blue water, a city skyline, and a mountain in the background.

4. Royal Kuhio

Waikiki

Armando

￥40,132 total

includes taxes & fees

Oct 25 - Oct 26

A modern living room with a glass dining table, white chairs, a grey sofa, and a city view through large windows.

5. Ilikai Marina Vacations

Waikiki

Johnathan

￥55,263 total

includes taxes & fees

Oct 18 - Oct 19

A coastal cityscape with a beach, high-rise buildings, and a clear view of the ocean.

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

Waikiki

Jessy

￥75,752 total

includes taxes & fees

Oct 25 - Oct 26

A balcony with a view of a cityscape, furnished with a table, chairs, and a decorative wall.

7. Luana Waikiki by Tropical Escapes Realty

Waikiki

Kate Elizabeth

￥73,030 total

includes taxes & fees

Oct 20 - Oct 21

A coastal cityscape with high-rise hotels, a beach, and a mountain in the background.

8. Cozy condo at Hawaiian monarch- no resort fee, free parking, near beaches, shop

Waikiki

AVenture

￥44,468 total

includes taxes & fees

Oct 21 - Oct 22

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Top Kailua Hotel Reviews

Hilton Hawaiian Village Waikiki Beach Resort

8/10 Good

"The facility and surrounding area was beautiful. The main thing that kept this from being a 5-star review were that it felt they were trying to sell us more things and be involved in all aspects of our trip. The "concierge" only existed to sell you packages and would not answer general questions, only referring us back to the check-in desks, which typically had very long lines. The food and drinks within the resort were overpriced and mediocre, so I would recommend staying here but venturing out of the resort often as well."

Holiday Inn Express Waikiki by IHG

8/10 Good

"Great place to stay with our two kids, the breakfast was great and filling. The only issue I had was the parking was stressful, the garage was small, only about 200 spaces for approx 500 rooms so first come first serve and the spaces were small, so everyone would have to get out of the car so the driver could park"

Ilikai Hotel & Luxury Suites

10/10 Excellent

"Let me start by saying that the Ilikai is the best hotel I’ve chosen for a vacation so far! We absolutely loved our stay, from the location to the wonderful staff. Marie went above and beyond to help us resolve a few issues, and Chester was always friendly, welcoming, and happy to help. Their kindness really made a difference in our experience. The location is perfect! It’s close enough to everything but far enough away from the crowds to enjoy a quieter, more relaxing stay. Many tour companies also offer pickup right from the hotel, which is super convenient. I had considered staying next door at Hilton Hawaiian Village, but I’m so glad we chose the Ilikai. The village is fun, especially if you have younger kids, but our son is 14 and really enjoyed the Ilikai and its more relaxed atmosphere. A few helpful tips for your stay: * If you want to spend a day enjoying Hilton Hawaiian Village, you can purchase a day pass for around $30, which gives you access to the pools and discounts at participating restaurants. * You can rent beach umbrellas regardless of which hotel you’re staying at, and the lagoon is open to everyone. * Goofy Cafe & Dine is amazing! Their kalua pig eggs Benedict are delicious. 😊 * Don’t miss Lappert’s Ice Cream at the village. It’s a must! * Ala Moana Center and Sam’s Club (great for souvenirs!) are only about a 10-minute walk away. * Waikiki Beach is about a 25-minute walk, but we stopped for coffee along the way, so it didn’t feel nearly as far."

Hilton Waikiki Beach Resort & Spa

10/10 Excellent

"Great location close to beaches and restaurants. The staff was extremely helpful in all areas as you navigate your Waikīkī experience. The pool experience was equipped with rooftop pool views and our favorite pool bartender Addy ⭐️⭐️⭐️⭐️⭐️was an amazing she is a super five star hit!!⭐️⭐️⭐️⭐️⭐️ I would definitely recommend staying there again!!!!!!!!!!!!!"

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Kailua Vacations

Car rentals near Royal Hawaiian Golf Club

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.

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 at the Waikiki Banyan

3. Skyline Island Colony Hotel

4. Royal Kuhio

5. Ilikai Marina Vacations

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

7. Luana Waikiki by Tropical Escapes Realty

8. Cozy condo at Hawaiian monarch- no resort fee, free parking, near beaches, shop

9. King Bed • Renovated • Canal & Mountain View • Walk to Beach

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

11. Charming Studio in Waikiki - 2 Full size Beds, Free Wi-Fi

12. Aston Waikiki Sunset

13. Corner Unit Studio@Waikiki Hotel Building 1 day min

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

15. Renovated Specious Studio with Great View

16. 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!

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

19. Waikiki Shore by OUTRIGGER

Find vacation rentals that suit your style

Top Kailua Hotel Reviews

Hilton Hawaiian Village Waikiki Beach Resort

Find out more about Kailua

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