Compare Kailua Vacation Rentals
Earn Orbucks instantly: $1 Orbuck = $1 USD, good toward hotels
Save 10% or more on select hotels with Insider Prices
Book on the app to instantly earn 5% on 350,000+ hotels
Kailua Rentals

Skyline Island Colony Hotel

ALA MOANA

Royal Kuhio

Aston at the Waikiki Banyan

Aston Waikiki Sunset

Regency on Beachwalk Waikiki by OUTRIGGER

Aston Waikiki Beach Tower

Espacio The Jewel Of Waikiki

Castle Waikīkī Shore

Waikiki Shore by OUTRIGGER

Bishop Suites At The Executive Centre

Panoramic Oceanview Resort
Kailua Large Group Rentals

Ocean Front-Kailua. Best Location! Licensed Rental 1990/NUC-1777

Your Hawai‘i Home Base • Spacious 3BR/2BA •Sleeps 10, Beach Gear, Full Kitchen

Center of Kailua Bay! Licensed Beach Front Rental #1990/NUC-1774,1775

Just steps from the sand—enjoy a pool, hot tub, bikes, beach gear & more!

BEACH FRONT KAILUA ESTATE, OCEAN VIEWS, HUGE LUSH PRIVATE HISTORIC PROPERTY

Nakoa Estates | Beach Access, Recent Remodel
How to Book Vacation Rentals in Kailua
🏠 What is the best price for Kailua vacation rentals?
Kailua vacation rentals range in price, starting at $153 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.
More to Explore
- Hotels near Friendship Garden
- Hotels near Lanikai Beach
- Beach Resorts & in Lanikai
- Boutique Hotels in Lanikai
- Cheap Hotels in Lanikai
- Luxury Hotels in Lanikai
- Spa Resorts & in Lanikai
- Lanikai Hotels
- Apartments in Kaneohe
- Extended Stay Hotels in Kaneohe
- Kaneohe Hotels
- Hotels near Kalama Beach Park
- Hotels near Olomana Three Peaks Trail
- 4 Star Hotels in Maunawili
- 5 Star Hotels in Maunawili
- Hotels near Ko'olau Golf Club
- Boutique Hotels in Coconut Grove
- Casino Resorts & in Coconut Grove
- Golf Resorts & in Coconut Grove
- Hotels with Bar in Coconut Grove
- Luxury Hotels in Coconut Grove
- Hotels with a Wedding Venue in Coconut Grove
- Coconut Grove Hotels
- B&B in Marine Corps Base Hawaii
- Cottages in Marine Corps Base Hawaii
- Extended Stay Hotels in Marine Corps Base Hawaii
- Marine Corps Base Hawaii Hotels
- Rv Parks in Marine Corps Base Hawaii
- Resorts in Marine Corps Base Hawaii
- Hotels near Bellows Field Beach Park
- Honolulu Hotels
- Golf Resorts & in Kalama Tract
- Hotels with Room Service in Kalama Tract
- Waterpark Hotels & Resorts in Kalama Tract
- Kalama Tract Hotels
- Hotels near Hawaii Pacific University Hawaii Loa Campus
- Hotels near Pali Golf Course
- Hotels near Kaneohe Bay
- 3 Star Hotels in Windward Coast
- 5 Star Hotels in Windward Coast
- Apartments in Windward Coast
- Cabin Rentals in Windward Coast
- Cottages in Windward Coast
- Hotels with Hot Tubs in Windward Coast
- Spa Resorts & in Windward Coast
- Windward Coast Hotels
- Resorts in Windward Coast
- Hotels near Royal Hawaiian Golf Club
- Hotels near Kailua Beach
- Cheap Hotels in Waikiki
- Oceanfront Hotels in Waikiki
- Flights to Kaneohe
- Flights from Marine Corps Base Hawaii
- Flights to Honolulu
- Flights from Atlanta to Honolulu
- Flights from Boston to Honolulu
- Flights from Chicago to Honolulu
- Flights from Dallas to Honolulu
- Flights from Denver to Honolulu
- Flights from Las Vegas to Honolulu
- Flights from Los Angeles to Honolulu
- Flights from New York to Honolulu
- Flights from Portland to Honolulu
- Flights from San Francisco to Honolulu
- Flights from Seattle to Honolulu
- Flights from Sacramento to Honolulu
- Flights from Maui to Honolulu
- Flights from Windward Coast
- Oahu Vacation Rentals
- South Maui Vacation Rentals
- Molokai Vacation Rentals
- Kaunakakai Vacation Rentals
- Haleiwa Vacation Rentals
- Wailea-Makena Vacation Rentals
- Kapalua Vacation Rentals
- Laie Vacation Rentals
- Honolulu Vacation Rentals
- Kahuku Vacation Rentals
- Lanai Vacation Rentals
- Kaanapali Vacation Rentals
- Paia Vacation Rentals
- West Maui Vacation Rentals
- Lanai City Vacation Rentals
- Windward Coast Vacation Rentals
- Wahiawa Vacation Rentals
- Waianae Vacation Rentals
- Lahaina Vacation Rentals
- Makaha Vacation Rentals
- Kihei Vacation Rentals
- Kahului Vacation Rentals
- Leeward Coast Vacation Rentals
- Waialua Vacation Rentals