Downtown Kailua Holidays

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Where to stay in Downtown Kailua

Find the best Downtown Kailua areas and neighborhoods for the activities you enjoy most. Learn more about Downtown Kailua
With a spectacular view of Lanikai Beach below, Lanikai Pillboxes Hike is one of my favorite places on Oahu, HI. In the distance you can see The Mokes islands. The hike is pretty short, maybe a half hour to hour up to the top where there are a few pillboxes like the one in this photo. #lifeatexpedia

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.

Find hotels in Lanikai

Top hotels in Downtown Kailua

Hyatt Regency Waikiki Beach Resort & Spa

Hyatt Regency Waikiki Beach Resort & Spa

4 out of 5
2424 Kalakaua Ave Honolulu HI
Fully refundableReserve now, pay when you stay
The price is S$420 per night from 1 Mar to 2 Mar
S$420
1 Mar - 2 Mar
includes taxes & fees
8.8/10 Excellent! (4,734 reviews)
Staff were the very definition of Aloha. Everyone we interacted with were just so friendly and helpful. Room was a good size, view was immaculate, and the water pressure was solid.

Reviewed on 24 Jan, 2026

Hyatt Regency Waikiki Beach Resort & Spa
Sheraton Waikiki Beach Resort

Sheraton Waikiki Beach Resort

4.5 out of 5
2255 Kalakaua Ave Honolulu HI
Fully refundableReserve now, pay when you stay
The price is S$811 per night from 31 Jan to 1 Feb
S$811
31 Jan - 1 Feb
includes taxes & fees
9/10 Wonderful! (2,903 reviews)
Everything wonderful

Reviewed on 19 Jan, 2026

Sheraton Waikiki Beach Resort
Waikiki Beach Marriott Resort & Spa

Waikiki Beach Marriott Resort & Spa

4 out of 5
2552 Kalakaua Ave Honolulu HI
Fully refundableReserve now, pay when you stay
The price is S$430 per night from 18 Feb to 19 Feb
S$430
18 Feb - 19 Feb
includes taxes & fees
8.8/10 Excellent! (3,794 reviews)
The room was very clean and well serviced throughout. The hotel amenities were terrific. We enjoyed our stay, thank you

Reviewed on 23 Jan, 2026

Waikiki Beach Marriott Resort & Spa
See all 5,555 properties in Downtown 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.

Popular places to visit

Lanikai Beach on the windward coast of Oahu, Hawaii Vacation

Lanikai Beach

5/5(16 reviews)

Why not spend a care-free afternoon at Lanikai Beach during your travels in Kailua? You can seek out the snorkelling spots while in the area.

Lanikai Beach

Hawaii Pacific University Hawaii Loa Campus

Walk around the campus at Hawaii Pacific University Hawaii Loa Campus as part of your travels around Kailua. Add the area's temples or shops to your travel plans.

Hawaii Pacific University Hawaii Loa Campus

Things to do

Honolulu: Glass Bottom Boat Tour along Oahu's South Shore

Honolulu: Glass Bottom Boat Tour along Oahu's South Shore

S$52
per adult
92% of travellers recommend
Honolulu: Glass Bottom Boat Tour along Oahu's South Shore
Luau performers in grass skirts

Germaine's Hawaiian Luau

S$148
per adult
86% of travellers recommend
Germaine's Hawaiian Luau
Waikiki Sunset Cocktail Cruise Aboard the Majestic

Waikiki Sunset Cocktail Cruise or Fireworks on Fridays

S$93
per adult
90% of travellers recommend
Waikiki Sunset Cocktail Cruise or Fireworks on Fridays
See all activities in Kailua

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