Downtown Kailua Holidays from £1,305

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Stay Hotel Waikiki

Stay Hotel Waikiki

3 out of 5
Waikiki
Price was £1,867, price is now £1,305 per person
£1,305
per person
20 Apr - 27 Apr
found 1 day ago
Return flight included
London (LGW) to Honolulu (HNL)
7.8/10 Good! (1,357 reviews)
Rooms were clean and staff welcoming.

Reviewed on 10 Feb 2026

Paradise Bay Resort

Paradise Bay Resort

3.5 out of 5
Kahaluʻu
Price was £2,431, price is now £1,480 per person
£1,480
per person
20 Apr - 27 Apr
found 1 day ago
Return flight included
London (LGW) to Honolulu (HNL)
8.8/10 Excellent! (1,002 reviews)
I can’t say enough about how wonderful the staff are at Paradise Bay. We stayed for two weeks and loved the open-air lobby, listening to ug

Reviewed on 11 Feb 2026

OUTRIGGER Waikiki Beach Resort

OUTRIGGER Waikiki Beach Resort

4 out of 5
Waikiki
Price was £2,464, price is now £1,794 per person
£1,794
per person
20 Apr - 27 Apr
found 1 day ago
Return flight included
London (LGW) to Honolulu (HNL)
9/10 Wonderful! (3,280 reviews)
Great location.Staff were extremely helpful and friendly!

Reviewed on 10 Feb 2026

'Alohilani Resort Waikiki Beach

'Alohilani Resort Waikiki Beach

5 out of 5
Waikiki
Price was £1,981, price is now £1,476 per person
£1,476
per person
20 Apr - 27 Apr
found 1 day ago
Return flight included
London (LGW) to Honolulu (HNL)
8.6/10 Excellent! (3,386 reviews)
Amazing view, welcoming staff, lovely pool, great restaurants. Located in the heart of the lively Waikiki beach strip.

Reviewed on 11 Feb 2026

Waikiki Circle Hotel

Waikiki Circle Hotel

3 out of 5
Waikiki
Price was £1,811, price is now £1,410 per person
£1,410
per person
20 Apr - 27 Apr
found 1 day ago
Return flight included
London (LGW) to Honolulu (HNL)
8.4/10 Very Good! (1,079 reviews)
It was a nice hotel to stay. A little bit pricey for a hotel with room house keeping every third day and no formal lobby. Overall nice staff and room and location.

Reviewed on 8 Feb 2026

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

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 £249 per night from 14 Mar to 15 Mar
£249
14 Mar - 15 Mar
includes taxes & fees
8.8/10 Excellent! (3,835 reviews)
Great staff and the concierge was awesome! Great location to the beach and the best restaurants.

Reviewed on 10 Feb 2026

Waikiki Beach Marriott Resort & Spa
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 £237 per night from 2 Mar to 3 Mar
£237
2 Mar - 3 Mar
includes taxes & fees
8.8/10 Excellent! (4,754 reviews)
The staff was wonderful

Reviewed on 4 Feb 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 £471 per night from 26 Feb to 27 Feb
£471
26 Feb - 27 Feb
includes taxes & fees
9/10 Wonderful! (2,917 reviews)
Great place

Reviewed on 6 Feb 2026

Sheraton Waikiki Beach Resort
See all 5,569 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.
All Inclusive Holidays
All Inclusive Holidays
Beach Holidays
Beach Holidays
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Family Friendly Holidays

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
Kailua Beach which includes kayaking or canoeing, island images and landscape views

Kailua Beach

4.5/5(25 reviews)

Paddle a kayak to the nearby islands, relax in the white sands or enjoy a picnic in the shade of the native trees at one of Oahu’s most popular beaches.

Kailua Beach
Coconut Palm Trees Line The Shore of Kalama Beach Park , Maui, Hawaii, USA

Kalama Beach Park

Kalama Beach Park is just one of the places to see in Kailua, so why not enjoy the other things to explore during your travels? Wander the parks and beaches while you're in the area.

Kalama Beach Park

Things to do

Humpback whale breaching

Early Bird Whale Watch Cruise

£62
per adult
86% of travellers recommend
Early Bird Whale Watch Cruise
Tribute to Pearl Harbor Arizona Memorial and Honolulu City Tour

Tribute to Pearl Harbor Arizona Memorial and Honolulu City Tour

£33
per adult
90% of travellers recommend
Tribute to Pearl Harbor Arizona Memorial and Honolulu City Tour
Waikiki Deluxe Catamaran Whale Watching Cruise

Waikiki Deluxe Catamaran Whale Watching Cruise (Whales Guaranteed)

£56
per adult
86% of travellers recommend
Waikiki Deluxe Catamaran Whale Watching Cruise (Whales Guaranteed)
See all activities in Kailua

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.