Compare Kailua Vacation Rentals

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Kailua Rentals

0.52 mi from city center

At this apartment, guests have access to a garden.

Free Cancellation

Reserve now, pay when you stay

10.04 mi from city center

$164 nightly

$193 total

May 21 - May 22

Total includes taxes and fees

Guests staying at Skyline Island Colony Hotel enjoy an outdoor pool, a gym, and a sauna. Self parking is available for USD 40.00 per day. The 24-hour front desk has staff standing by to help with tours or tickets, luggage storage, and securing valuables. Additional amenities include a rooftop terrace, free newspapers, and a terrace.

Pool

Kitchen

10.07 mi from city center

$307 nightly

$349 total

May 22 - May 23

Total includes taxes and fees

At Ala Moana Condo by Zelloo, guests enjoy features like an outdoor pool, a gym, and free WiFi in public areas. Valet parking is available for USD 45 per day. The front desk is staffed 24/7 to help with luggage storage, concierge services, and dry cleaning/laundry. This apartment building also has laundry facilities.

Free Cancellation

Reserve now, pay when you stay

10.13 mi from city center

$230 nightly

$271 total

May 13 - May 14

Total includes taxes and fees

Guests of Royal Kuhio enjoy features like an indoor pool, free WiFi in public areas, and an arcade/game room. Free parking is available if you drive. Front-desk staff can help with tours or tickets, and provide local restaurant recommendations. Other amenities at this family-friendly condo building include a terrace, laundry facilities, and barbecue grills.

Luana Waikiki by Tropical Escapes Realty

10.13 mi from city center

$328 nightly

$387 total

May 15 - May 16

Total includes taxes and fees

At Luana Waikiki by Tropical Escapes Realty, guests enjoy features like an outdoor pool, a gym, and free WiFi in public areas. Valet parking is offered for USD 40 per night. Front-desk staff are standing by 24/7 to assist with any requests. Additional amenities include laundry facilities, a vending machine, and an ATM.

Free Cancellation

Reserve now, pay when you stay

10.24 mi from city center

$184 nightly

$217 total

May 11 - May 12

Total includes taxes and fees

Aston at the Waikiki Banyan offers an outdoor pool, 2 hot tubs, and a sauna. Self parking is offered for USD 43 per day. The 24-hour front desk has multilingual staff ready to help with luggage storage, and answer any questions about the area. Additional amenities include express check-out, laundry facilities, and an ATM.

Free Cancellation

Reserve now, pay when you stay

10.25 mi from city center

$230 nightly

$271 total

May 11 - May 12

Total includes taxes and fees

Aston Waikiki Sunset features an outdoor pool, a gym, and conference space. Self parking is offered for USD 45 per day. Front-desk staff can answer questions 24/7, and assist with securing valuables, dry cleaning/laundry, and luggage storage. Other amenities at this beach aparthotel include a terrace, laundry facilities, and a garden.

Hilton Grand Vacations Club at Hilton Hawaiian Village

10.25 mi from city center

$410 nightly

$483 total

May 28 - May 29

Total includes taxes and fees

Guests of Hilton Grand Vacations Club at Hilton Hawaiian Village have access to a full-service spa, 4 outdoor pools, and a gym. Valet parking is offered for USD 89 per day. The front desk has multilingual staff on hand 24/7 to help with tours or tickets, luggage storage, and securing valuables. Other amenities at this beach condominium resort include 4 hot tubs, a business center, and a computer station.

Free Cancellation

Reserve now, pay when you stay

10.33 mi from city center

$592 nightly

$698 total

May 27 - May 28

Total includes taxes and fees

At Aston Waikiki Beach Tower, guests enjoy an outdoor pool, a gym, and a hot tub. Limited parking is available. Multilingual staff at the 24-hour front desk can assist with concierge services, dry cleaning/laundry, and luggage storage. Other amenities at this beach aparthotel include a terrace, laundry facilities, and barbecue grills.

Pool

Hot Tub

Free Cancellation

10.34 mi from city center

$3,500 nightly

$4,129 total

May 11 - May 12

Total includes taxes and fees

Guests staying at Espacio The Jewel Of Waikiki enjoy access to a full-service spa, an outdoor pool, and a sauna. You can take advantage of free valet parking, along with a free airport shuttle (available 24 hours). Multilingual staff at the front desk are standing by 24/7 to help with luggage storage, tours or tickets, and dry cleaning/laundry. Other amenities at this beach aparthotel include free WiFi in public areas, express check-out, and a terrace.

Pool

Breakfast included

10.4 mi from city center

Guests of Castle Waikīkī Shore enjoy free WiFi in public areas, a free grocery shopping service, and laundry facilities. Self parking is offered for USD 40 per day. The front desk has multilingual staff that can help with tours or tickets, and offer advice about sights and eateries nearby. This beach condo building also has a gift shop.

10.1 mi from city center

Guests of Bishop Suites At The Executive Centre enjoy features like an outdoor pool, a hot tub, and laundry facilities. Self parking is offered for USD 58.98 per day. Helpful staff is there to provide front-desk service during limited hours, as well as offer insight about the area.

Pool

Hot Tub

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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.

Kailua Large Group Rentals

Hale Aloha - AC, Beachfront

Kauku

10/10 Exceptional! (5 reviews)

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

Kailua

10/10 Exceptional! (64 reviews)

Hawaii Palm B - Beachfront, Hot Tub

Laie

8.6/10 Excellent! (23 reviews)

Sunset View Oasis - Steps from beach

Hauula

7.4/10 Good! (6 reviews)

Nani Iki - Close to beach!

Hauula

Direct Oceanfront in the Heart of Waikiki! Spectacular New Custom Reno!!!

Honolulu

$899 nightly

$1,047 total

May 24 - May 25

Total includes taxes and fees

How to Book Vacation Rentals in Kailua

🏠 What is the best price for Kailua vacation rentals?

Kailua vacation rentals range in price, starting at $193 total per night.

🏠 What types of vacation rentals in Kailua can I rent?

Orbitz offers a wide range of Kailua rentals so you can plan the perfect vacation. Whether you're on a budget or looking for luxury, our rentals include spots for families, couples, activities, leisure, summer, winter, and more. Explore unique property types available such as cabins, cottages, private vacation homes, and Kailua condo rentals.

🏠 Is it free to cancel my Kailua vacation rental with Orbitz?

Most vacation rentals are free to cancel when you do so before the cancellation deadline. However, cancellation policies vary by property. Non-refundable bookings will not receive a refund. We recommend booking with free cancellation in case your plans change.

🏠 How do I find the best deals to rent a Kailua vacation rental with Orbitz?

There are many different options for finding the best deal to suit your needs. Choose exclusive offers on rentals in various locations in Kailua. You can filter by price range, guest rating, property type, neighborhood, and more to customize your search and view the best deals for you.

🏠 How can I cancel my vacation rental booking through Orbitz?

Change of plans? We get it. You can cancel most vacation rentals bookings by getting in touch with the property manager. Sign in to your account and navigate to ‘My Trips’. Choose ‘Itinerary’ to view the property’s contact details. For questions and concerns, you can always visit our customer service portal.

🏠 What are the advantages of booking a vacation rental in Kailua?

Vacation rentals are your home away from home, offering a different kind of experience than traditional hotels. They’re often the best option if you're looking for more space, more privacy, and a place to make your own. Find homes for all kinds of stays with Orbitz. Plan group vacations with short-term rentals or choose from our Kailua apartments and enjoy an extended stay.

🏠 Why should I book my vacation rental with Orbitz in Kailua?

Orbitz offers incredible deals and offers on a large selection of vacation rentals as your one-stop-shop for travel. You’ll get rewards back with every booking, and when you book your stay along with a rental car, flight, or activity, our Kailua package deals will get you even more savings.