Holidays in Kailua Beach

Kailua Beach featuring landscape views, island views and kayaking or canoeing
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Get out on the water on a kitesurf or windsurf or explore the incredible mountainous scenery inland at this beach on eastern O’ahu.

Kailua Beach is known for windsurfing and kitesurfing. The waves here are smaller than at the North Shore and there are fewer crowds than you’ll find in Waikiki. The eastern beach is also in close proximity to rewarding hikes and stunning mountain scenery.

Check the weather, waves and crowds ahead of time on the online Kailua beach cam. If the conditions on one beach aren’t right on the day, you can always move on to somewhere further north or south where the conditions are better.

Hire a windsurf or kitesurf from a vendor or sign up for lessons. The further out from shore you go, the windier and therefore harder the conditions. If you’re up for a challenge, don’t be afraid to venture out with the pros.

There are all-terrain wheelchairs available for hire that have large wheels and can easily move through the sand. Ring ahead to secure a chair if you’re travelling with someone with limited mobility. There is also a mat that covers the sand from the shower block to the water making the ground firmer and easier to move along.

If you want to get active, go for a hike through the mountains behind Kailua Beach. Some of the trails here are strenuous but rewarding. Take the Olomana Trail, which is often described as “scrambling on a knife’s edge”, but also offers some of the best views on O’ahu. Look for the start of the trail near the Royal Hawaiian golf course. Many hikers get lost even finding the track so don’t be afraid to ask for directions. It takes about 3 hours to reach the first peak and back, with some rope climbing required along the way. Come prepared with comfortable shoes and plenty of water. If it sounds like too much of a challenge, spend a day on the green at the Royal Hawaiian golf course.

Get to Kailua by car from Honolulu, a 19-kilometre (12-mile) trip.

4996 Cheap Hotels Near Kailua Beach

Hawaii's Hidden Hideaway Bed & Breakfast
Hawaii's Hidden Hideaway Bed & Breakfast
3 out of 5
1369 Mokolea Drive, Kailua, HI, 96734
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 their ...
4/5 Very Good! (21 reviews)
"The Hideaway was secluded and safe. The beach was a short walk away and it was tucked in the side of a mountain. I felt welcomed."

Reviewed on 9 May 2022

Hawaii's Hidden Hideaway Bed & Breakfast
Newly Renovated and Listed 3 Bedroom 2 bathroom Home
Newly Renovated and Listed 3 Bedroom 2 bathroom Home
Honolulu, HI
Stay at this golf holiday home in Honolulu. Enjoy free WiFi, on-site parking and a garden. Popular attractions Lanikai Beach and Waimanalo Beach are located ...
3/5 (1 review)
Adequate
"This was my first experience with a VRBO. The house was clean and appears updated for rental purposes. This location is hot and dry and the house is not air conditioned. There are lots of fans but the house remained hot nearly all the time. I thought it was a little expensive for what we got."

Reviewed on 13 Aug. 2022

Newly Renovated and Listed 3 Bedroom 2 bathroom Home
Paradise Bay Resort
Paradise Bay Resort
3.5 out of 5
47-039 Lihikai Drive, Kaneohe, HI, 96744
Stay at this 3.5-star hotel in Kaneohe. Enjoy free WiFi, a marina and a fitness centre. Our guests praise the helpful staff and the comfy beds in their reviews. ...
4.3/5 Excellent! (999 reviews)
"The property is beautiful surrounded by lush greenery and well kept. There’s a few things that made me forget how beautiful the property is though. First the room: so we had a double bed with kitchenette and the room has everything you need, but the fact that they only offer housekeeping through ..."

Reviewed on 14 Aug. 2022

Paradise Bay Resort
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.

Plan a trip to see Kailua Beach

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Top Kailua Beach Hotel & Accommodation Deals

Ala Moana Hotel by Mantra
Ala Moana Hotel by Mantra
3.5 out of 5
410 Atkinson Drive, Honolulu, HI, 96814
The price is AU$334 per night from 6 Sep. to 7 Sep.
Ala Moana Hotel by Mantra
Hawaii's Hidden Hideaway Bed & Breakfast
Hawaii's Hidden Hideaway Bed & Breakfast
3 out of 5
1369 Mokolea Drive, Kailua, HI, 96734
Hawaii's Hidden Hideaway Bed & Breakfast
Newly Renovated and Listed 3 Bedroom 2 bathroom Home
Newly Renovated and Listed 3 Bedroom 2 bathroom Home
Honolulu, HI
Newly Renovated and Listed 3 Bedroom 2 bathroom Home
Paradise Bay Resort
Paradise Bay Resort
3.5 out of 5
47-039 Lihikai Drive, Kaneohe, HI, 96744
Paradise Bay Resort
Hilton Hawaiian Village Waikiki Beach Resort
Hilton Hawaiian Village Waikiki Beach Resort
4 out of 5
2005 Kalia Rd, Honolulu, HI, 96815
The price is AU$460 per night from 29 Aug. to 30 Aug.
Hilton Hawaiian Village Waikiki Beach Resort
'Alohilani Resort Waikiki Beach
'Alohilani Resort Waikiki Beach
5 out of 5
2490 Kalakaua Avenue, Honolulu, HI, 96815
The price is AU$468 per night from 30 Aug. to 31 Aug.
'Alohilani Resort Waikiki Beach
Hyatt Regency Waikiki Beach Resort & Spa
Hyatt Regency Waikiki Beach Resort & Spa
4 out of 5
2424 Kalakaua Ave, Honolulu, HI, 96815
The price is AU$502 per night from 29 Aug. to 30 Aug.
Hyatt Regency Waikiki Beach Resort & Spa
The Kahala Hotel & Resort
The Kahala Hotel & Resort
5 out of 5
5000 Kahala Ave, Honolulu, HI, 96816
The price is AU$1,000 per night from 20 Aug. to 21 Aug.
The Kahala Hotel & Resort
Manoa Valley Inn
Manoa Valley Inn
3 out of 5
2001 Vancouver Dr, Honolulu, HI, 96822
The price is AU$368 per night from 29 Aug. to 30 Aug.
Manoa Valley Inn
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.