Kailua Vacations

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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
A tropical beach with clear turquoise waters, two small islands, and a dense palm tree line.

Lanikai

1 out of top 10 points of interest in this area

While Lanikai isn't home to many top sights, Lanikai Beach and Kailua Beach are some notable places to visit nearby.

A beach at night with a cloudy sky, palm trees, and distant mountains.

Kalama Tract

2 out of top 10 points of interest in this area

While Kalama Tract might not have many sights to explore, venturing just a little farther will lead you to top things to see and do like Kailua Bay Beach and Kailua Beach.

A coastal town with a clear view of the ocean, a hilly landscape, and a distant mountain range.

Beachside

1 out of top 10 points of interest in this area

Though Beachside might not have many top sights, you can venture to the surrounding area to see attractions like Kailua Beach and Lanikai Beach.

A beach at sunset with two prominent rock formations in the distance and a vibrant sky.

Enchanted Lake

When in Enchanted Lake, you can plan a visit to Kailua Beach and Lanikai Beach, some noteworthy sights in the nearby area.

A couple walking on a beach with two prominent mountains in the background.

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.

Find the Best Kailua Vacation Packages

Kailua Hotel Deals

Hilton Hawaiian Village Waikiki Beach Resort

Hilton Hawaiian Village Waikiki Beach Resort

2005 Kalia Rd Honolulu HI
Fully refundableReserve now, pay when you stay
SAR 983
SAR 1,410 total
7 Sep - 8 Sep
includes taxes & fees
Hilton Hawaiian Village Waikiki Beach Resort
Hyatt Regency Waikiki Beach Resort & Spa

Hyatt Regency Waikiki Beach Resort & Spa

2424 Kalakaua Ave Honolulu HI
Fully refundableReserve now, pay when you stay
SAR 1,010
SAR 1,444 total
1 Sep - 2 Sep
includes taxes & fees
9/10 Wonderful! (5,370 reviews)
"The room was ideal; we had an ocean view and enjoyed the stay. Hotel (housekeeping) was great. Had problem with sink leaking and was fixed in a matter of hour. Highly recommend. Several restaurants inside hotel and close in proximity. Will definitely visit again."

Reviewed on 31 August 2026

Hyatt Regency Waikiki Beach Resort & Spa
Prince Waikiki

Prince Waikiki

100 Holomoana St Honolulu HI
Fully refundableReserve now, pay when you stay
SAR 927
SAR 1,305 total
7 Sep - 8 Sep
includes taxes & fees
Prince Waikiki
See all 5,926 properties in Kailua
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

A beach with clear turquoise water, a sandy shore, and several boats lined up on the right.

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.
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Two people kayaking on turquoise waters with clear skies and two small islands in the background.
Photo by Hawaii Visitors and Convention Bureau

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.
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A beach with clear turquoise water, people swimming and sunbathing, and lush green hills in the background.

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.
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A coastal walkway lined with palm trees, a rocky shoreline, and a clear view of the ocean.

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 favorable winds.
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A golf course with a view of the ocean and mountains in the background.

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.
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A coastal town with clear blue waters, two small islands, and a dense cluster of houses and palm trees.

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.
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A beach with clear turquoise water, a sandy shore, and two small islands in the distance during sunset.

Kalama Beach

Why not spend a lazy afternoon at Kalama Beach during your trip to Kailua?
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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.
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Frequently asked questions

How much does a Kailua vacation package cost?
You can pick up a vacation package to this popular destination on Expedia. But how much your vacation to Kailua costs will depend on factors like the length of stay, season and hotel choice.
What are the cheapest months to go to Kailua?
April, June and November are great times to search for cheap Kailua vacation packages. Traveling in quieter months means you can generally find reduced prices on accommodations and flights.
How to find the best Kailua package deals?
Finding a cheap Kailua package deal is a breeze with Expedia. After you've entered your destination and trip dates under our "Packages" tab, set your maximum budget, apply some filters and browse what's available. You can tweak your search by "Property class," "Number of bedrooms," "Traveler experience" and more. Sort the results by "Price: low to high" to discover the most pocket-friendly Kailua package deals. Want a simple trick to score the biggest savings? Have some flexibility with your departure dates and consider going away on a weekday, when prices are typically lower.
Is it cheaper to book a Kailua vacation as a package?
You can enjoy significant savings on your Kailua escape by booking a personalized vacation package. Click on the "Package" heading, then enter your travel dates and destination to view some great hotel prices and airfares. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a car rental and you may land a better deal.
When to book a vacation package to Kailua?
If you're considering a spur-of-the-moment Kailua vacation, browse our last-minute deals that can be booked up to a week before you take off. Don't want to leave things to the last minute? You can find sensational deals on your flights and hotels by booking ahead.
How to plan a trip to Kailua?
  1. Choose when to get away: Check your diary and get your bags packed. Your favorite time of year and the activities on offer will also help you decide when to visit Kailua.
  2. Figure out your budget: Make sure you have enough money to cover everything from transportation and meals to experiences and flights. Your accommodations will probably be the largest expense during your trip to Kailua.
  3. Decide how long to go away for: Now that you know more about Kailua, you can figure out the ideal length of your break. Create a rough plan and allocate enough time to cover everything you want to do.
  4. Bundle your bookings: With your travel dates in place, you can combine your flights, car rental, hotels and more into a tailored Kailua vacation package.