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Hotels in Kailua

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Choose from 269 Kailua Hotel Deals

Palione Papalani by Avantstay Steps From Kailua Beach w/ Private Pool & Hot Tub
Palione Papalani by Avantstay Steps From Kailua Beach w/ Private Pool & Hot Tub
22 Palione Pl, Kailua, HI, 96734
  • 5 min drive from Lanikai Beach
Stay at this cottage in Kailua. Enjoy free WiFi, a balcony, and a TV. Popular attractions Kalama Beach Park and Kawainui Park are located nearby. Discover genuine ...
Hawaii's Hidden Hideaway Bed & Breakfast
Hawaii's Hidden Hideaway Bed & Breakfast
3 out of 5
1369 Mokolea Drive, Kailua, HI, 96734
  • 12 min walk from Lanikai Beach
Stay at this 3-star beach guesthouse in Kailua. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the WiFi and the convenient parking in our ...
4.1/5 Very Good! (22 reviews)
"Beautiful area"

Reviewed on Oct 1, 2022

Hale Oahu Cottage by Avantstay Stunning Beachfront Estate!
Hale Oahu Cottage by Avantstay Stunning Beachfront Estate!
86 S. Kalaheo Ave., Unit #A, Kailua, HI, 96734
  • 22 min walk from Lanikai Beach
Stay at this cottage in Kailua. Enjoy free WiFi, barbecue grills, and a patio. Popular attractions Kailua Bay Beach and Kailua Beach are located nearby. Discover ...
Hawaiian Dream - Beachfront /oceanfront Paradise. 5 Bedroom Villa by Redawning
Hawaiian Dream - Beachfront /oceanfront Paradise. 5 Bedroom Villa by Redawning
276 North Kalaheo Avenue, Kailua, HI, 96734
  • 4 min drive from Lanikai Beach
Stay at this golf villa in Kailua. Enjoy free WiFi, free parking, and private spa tubs. Popular attractions Kalama Beach Park and Kailua Bay Beach are located ...
Hale Oahu Estate by Avantstay Kailua Beachfront Estate w/ Guest House
Hale Oahu Estate by Avantstay Kailua Beachfront Estate w/ Guest House
86 S. Kalaheo Ave, Kailua, HI, 96734
  • 22 min walk from Lanikai Beach
Stay at this cottage in Kailua. Enjoy free WiFi, barbecue grills, and a balcony. Popular attractions Kailua Bay Beach and Kailua Beach are located nearby. Discover ...
Hale Oahu Villa by Avantstay Kailua Beachfront House! Coastal Luxury!
Hale Oahu Villa by Avantstay Kailua Beachfront House! Coastal Luxury!
86 S. Kalaheo Ave., Kailua, HI, 96734
  • 22 min walk from Lanikai Beach
Stay at this cottage in Kailua. Enjoy free WiFi, barbecue grills, and a TV. Popular attractions Kailua Bay Beach and Kailua Beach are located nearby. Discover ...
Kailua Beachside 4 Bedroom Home by Redawning
Kailua Beachside 4 Bedroom Home by Redawning
3.5 out of 5
60 Pilipu Place, Kailua, HI, 96734
  • 5 min drive from Lanikai Beach
Stay at this 3.5-star golf vacation home in Kailua. Enjoy free WiFi, free parking, and a fitness center. Popular attractions Kalama Beach Park and Kawainui Park ...
Hawaii Sheffield House
Hawaii Sheffield House
131 Kuulei Road, Kailua, HI, 96734
  • 25 min walk from Lanikai Beach
Stay at this B&B in Kailua. Enjoy free breakfast, free WiFi, and a garden. Popular attractions Kalama Beach Park and Kailua Bay Beach are located nearby. Discover ...
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.

HOTW-Hotel-Deals-726-959@2x.jpg (1918×258)*Savings based on Hot Rate® hotel bookings as compared with the lowest published rates found on leading retail travel sites. Hot Rates are different from retail rates. With Hot Rates you enter the date, location and star rating. Hotel revealed only after booking. All bookings final.

Find cheap hotels in Kailua

You’re not an average traveler—and Hotwire knows it. Your wanderlust takes you off the beaten path to discover unique adventures and every travel destination’s lesser-known tourist scenes. Hotwire has the hookup! Book your Kailua hotel with Hotwire to complete your one-of-a-kind travel checklist.

For you, intrepid voyager, Hotwire has a large selection of the best hotels in Kailua.

Choosing the right hotel in Hawaii has everything to do with the way you want your trip to go. If you’ve scribbled a few obscure destinations on your itinerary, you probably already have a good sense of how your getaway is taking shape. Lean into that by booking one of Kailua’s 269 hotels. Choose the one that best catches your trip’s tourist drift.

If you’re traveling during the week for business, Hotwire can score you a luxury hotel for as low as $139. In town for pleasure? Hotwire still has you covered. If you’re in the mood for a quick last-minute weekend getaway or spa retreat, you can get up to 60% Kailua hotel deals at the last minute.

While traveling, where you stay plays a major role in your overall vacation enjoyment. Choosing the right hotel is just as important as making sure you book the right flight and car rental. If you’re traveling with family or friends, you may need to book a hotel with connecting rooms. If you enjoy an elegant and relaxing hotel ambiance, opt for one of Hotwire’s luxury hotels in Kailua. No matter your reason for visiting Kailua, with Hotwire’s large selection of hotels in the area, you’re sure to book a hotel that meets all your accommodation needs.

Frequently Asked Questions About Kailua hotels

Where can I find the best last-minute travel deals?

If you’re traveling in the spirit of spontaneity, you’ll love the idea of leaving your exact hotel choice up to chance. With Hotwire Hot Rates, you can save up to 60% off your next flight, hotel, or car rental. Just plug in your general preferences and let Hotwire choose last-minute hotel deals in Kailua for as low as $139.

How many hotels are there in Kailua?

With over 269 hotels in Kailua, you’re sure to find one that best matches your travel mood. When you book with Hotwire, you can score a stellar home away from home for as low as $139.

How to find cheap car rentals in Kailua?

Finding a cheap car rental deal in Kailua is as easy as scoring cheap hotels in Kailua. Hotwire partners with top-of-the-line car rental companies to bring you a large selection of affordable options. Whether you’re in need of a large SUV for the entire family or a more compact but stylish vehicle, Hotwire has you covered. You can even save up to 60% off a car rental deal if you book a Hotwire Hot Rate at the last minute.

Is it safe to travel to Kailua now?

With recent COVID-19 closures and reopenings, many people are wondering, “Is it safe to travel to Kailua right now?” When it’s time to book your getaway, be sure to check out the most up-to-date information on all safety measures, any restrictions, and guidance on traveling during the coronavirus pandemic.

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