Kailua Holidays
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Where to stay in Kailua
Find the best Kailua areas and neighborhoods for the activities you enjoy most. Learn more about Kailua
Lanikai
1 out of top 10 points of interest in this area
While Lanikai may not have many sights to explore, venturing just a little farther will lead you to top things to see and do like Lanikai Beach and Kailua Beach.
Beachside
1 out of top 10 points of interest in this area
While there might not be top attractions in Beachside, you can explore the larger area and discover places like Kailua Beach and Lanikai Beach.
Enchanted Lake
While Enchanted Lake may not have many sights to explore, venturing just a little farther will lead you to top things to see and do like Kailua Beach and Lanikai Beach.
Kalama Tract
2 out of top 10 points of interest in this area
When in Kalama Tract, you can plan a visit to Kailua Bay Beach and Kailua Beach, some noteworthy sights in the nearby area.
Coconut Grove
1 out of top 10 points of interest in this area
While Coconut Grove isn't home to many top sights, Kailua Bay Beach and Kailua Beach are some notable places to visit nearby.
Kailua Beach Holiday
Kick back on the shoreline as you admire the sunlight flickering across the water during your Kailua holiday. If you're looking for a full beach experience, a trip to Kailua will deliver. You've probably heard about Lanikai Beach (3 kilometres away). We suggest organising your accommodation nearby. However, many sightseers also go for Kailua packages that are closer to Kailua Bay Beach or Kalama Beach Park, two other great nearby options.
Top hotels in Kailua
Hilton Hawaiian Village Waikiki Beach Resort
2005 Kalia Rd Honolulu HI
Fully refundableReserve now, pay when you stay
S$443
6 Oct - 7 Oct
includes taxes & fees
8.4/10 Very good! (9,954 reviews)
"Loved the stay, great for families, and people who want the group Hawaii experience. I was a little disappointed in the mattress, I prefer a firmer mattress and ours had a substantially soft center. (Older) Breakfast buffet could have a better "island" vibe. It is the start of the day, and some island ..."
Reviewed on 5 Oct, 2026
Hyatt Regency Waikiki Beach Resort & Spa
2424 Kalakaua Ave Honolulu HI
Fully refundableReserve now, pay when you stay
S$492
10 Oct - 11 Oct
includes taxes & fees
Sheraton Waikiki Beach Resort
2255 Kalakaua Ave Honolulu HI
Fully refundableReserve now, pay when you stay
S$449
19 Oct - 20 Oct
includes taxes & fees
9.2/10 Wonderful! (3,645 reviews)
"Our stay was great except our room we originally reserved was not available. We were upgraded to a higher floor with oceanfront view however my husband & I had to sleep in separate beds.. double bed. The beds were uncomfortable for me. I woke up with sore back."
Reviewed on 5 Oct, 2026
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.
Stay near popular Kailua attractions
Lanikai Beach
9.2/10 (3,293 reviews)
Lanikai Beach captivates with powdery white sand and crystal-clear turquoise waters framing the iconic Mokulua Islands. Arrive early for the breathtaking sunrise on this serene stretch of paradise.
Kailua Beach
9.2/10 (4,483 reviews)
Kailua Beach enchants with its powdery white sand and crystal-clear turquoise waters perfect for swimming. Rent a kayak to paddle out to the picturesque Mokulua Islands for an unforgettable adventure.
Kailua Bay Beach
9.8/10 (9 reviews)
Kailua Beach captivates with powdery white sand and crystalline turquoise waters ideal for water sports. Kayak to the nearby Mokulua Islands or try windsurfing in the steady trade winds.
Kaneohe Klipper Golf Course
6.0/10 (1 review)
This oceanfront military golf course winds along Oahu's coastline with stunning Pacific and Ko'olau Mountain views. Play challenging holes right at the water's edge while enjoying one of Hawaii's most scenic courses.
Kalama Beach Park
9.2/10 (5 reviews)
Kalama Beach Park offers gentle waves perfect for beginner surfers and bodyboarders in a tranquil setting. Enjoy the shady spots under native trees while watching kiteboarders harness the favourable winds.
Lanikai Pillboxes Trailhead
9.4/10 (6 reviews)
This historic WWII trail offers breathtaking 360-degree views of Lanikai Beach and the Mokulua Islands. Arrive at sunrise to witness golden light illuminating the Ko'olau Mountains from the pillbox vantage points.
Kalama Beach
Why not spend a lazy afternoon at Kalama Beach during your trip to Kailua?
Mokapu Point
10.0/10 (2 reviews)
Commune with nature and explore the great outdoors at Mokapu Point during your travels in Marine Corps Base Hawaii. Wander the beautiful beaches in this relaxing area.
What to do in Kailua
Ultimate Circle Island Tour with Pearl Harbor Dole Plantation & USS Arizona
S$167
per adult
92% of travellers recommend
Circle Island Tour including Lunch, Waimea Falls & Byodo-in Admissions
S$231
per adult
94% of travellers recommend
Pearl Harbor, Arizona & City Tour with Optional Battleship Missouri Upgrade
S$97
per adult
88% of travellers recommend
Frequently asked questions
How much does a Kailua holiday package cost?
You'll find cheap prices on Expedia for your Kailua break. However, a range of factors like the season, choice of hotel and length of stay will determine how much your holiday to Kailua costs.
What are the cheapest months to go to Kailua?
If you'd like to score a cheap Kailua holiday package, consider visiting in April, June and November. You'll usually find lower prices on flights and hotels during these quieter months — perfect for budget-conscious travellers.
How many days is enough for Kailua?
We'd recommend booking a Kailua holiday for a minimum of 6 days. This gives you plenty of time to check off popular sights such as Kailua Bay Beach and Kalama Beach Park, as well as explore neighbourhoods like Lanikai and Kalama Tract. You could even fit in a day trip (or two) from Kailua.
Is it worth booking a holiday package to Kailua?
Kailua has all the ingredients you need for an awesome trip — distilleries and craft breweries, golfing and hiking are just the start. Whether you'd like to check out attractions like Lanikai Beach and Kailua Beach, or venture off the beaten track, there's plenty to explore on your Kailua holiday.
How to find the best Kailua package deals?
Begin your search for a Kailua package deal by entering your destination and preferred travel dates under our "Packages" tab. Then apply a few filters, like "Guest rating" and "Property type," to tailor the results to your exact needs. You can also sort by "Package discount" and discover offers that come with unbeatable savings. If you don't find the perfect Kailua package deal straight away, simply tweak your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your Kailua getaway off to a flying start.
Is it cheaper to book a Kailua holiday as a package?
You can enjoy significant savings on your Kailua escape by booking a tailored holiday package. Click on the "Package" heading, then enter your destination and travel dates to browse some great hotel and flight prices. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a rental car and you may score a better deal.
When to book a holiday package to Kailua?
If you're considering a spur-of-the-moment Kailua trip, check out our last-minute deals that can be booked up to one week before you go. Prefer not to wait until the last minute? You can land sensational deals on your flights and hotels by booking ahead.
How to plan a trip to Kailua?
- Choose the right time to travel: Your schedule, preferred season and the type of weather you enjoy can all influence your decision on when to go to Kailua.
- Plan your budget wisely: In addition to the cost of your accommodation, you should consider other expenses too. These include food, transportation and flights. Also, put aside some extra funds for unexpected costs that could crop up during your trip to Kailua.
- Decide how long to go away for: Now that you're more familiar with Kailua, you can work out the perfect length of your break. Pull together a rough plan and give yourself enough time to cover everything you want to do.
- Bundle your airfare and accommodation: After you've nailed down your trip dates and duration, lock in the ideal Kailua holiday package for you.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.
