The Best Romantic Hotels in Kailua, HI from ￥40,634 in 2026

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Our top choices for Kailua romantic hotels

1. ”Old Hawaii" Great Location at Waikiki (H7)

Waikiki

Jacob B.

￥16,857

￥61,091 total

includes taxes & fees

Sep 8 - Sep 9

2. Charming Studio in Waikiki - 2 Full size Beds, Free Wi-Fi

Waikiki

April B.

￥14,408

￥40,634 total

includes taxes & fees

Sep 1 - Sep 2

On the beach, sun loungers, beach towels

3. Near WAIKIKI Beach, FREE parking, POOL View, Sleep 6

Waikiki

Kimera H.

￥34,323

￥98,817 total

includes taxes & fees

Aug 31 - Sep 1

Coffee/tea maker, fridge, microwave, oven

4. 2BR Iconic Whale Building Condo with Free Parking & Beach Gear!

Waikiki

leslie b.

￥52,029

￥111,229 total

includes taxes & fees

Sep 8 - Sep 9

Iron/ironing board, internet, bed sheets

5. High floor, Newly furnished Condo at Island Colony in Waikiki!

Waikiki

Kristin O.

￥15,129

￥58,705 total

includes taxes & fees

Sep 1 - Sep 2

6. Island Colony studio w/ pool & BBQ

Waikiki

Svetlana N.

￥26,263

￥82,014 total

includes taxes & fees

Sep 10 - Sep 11

Coffee/tea maker, fridge, microwave, stovetop

7. Island Colony (IC14)

Waikiki

Ingrid C.

￥31,121

￥80,203 total

includes taxes & fees

Sep 28 - Sep 29

1 bedroom, iron/ironing board, internet, bed sheets

8. Modern 43rd Floor 1BD - Views of Panoramic Ocean & Diamond Head!

Waikiki

Mia

￥20,748

￥83,431 total

includes taxes & fees

Sep 2 - Sep 3

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Top Kailua Hotel Reviews

Holiday Inn Express Waikiki by IHG

10/10 Excellent

"Xxxx"

Sheraton Waikiki Beach Resort

10/10 Excellent

"We had an excellent stay and experience. The hotel staff is amazing. We loved thr 2 pools 😎"

Hyatt Regency Waikiki Beach Resort & Spa

10/10 Excellent

"The overall experience was amazing! Everyone was very friendly and willing to help you at the drop of a dime. The food was absolutely fantastic, a bit pricey but what isn’t in Waikīkī? Get the regency club it’s worth it for the breakfast alone. I would suggest if you’re going to get a car you rent it in the hotel so you get valet parking at no additional cost. The parking deck sucks! There was a free performance right outside the resort on Saturday night. The views are spectacular all the way around the resort so there is no such thing as a bad room. The room was clean with plenty of linens. The lobby is just breath taking, with lots of plants and trees and a couple of waterfalls coming down from the third floor. There is a small shopping center inside the resort with a pretty good coffee shop that I visited a few times. You’re within walking distance of all the great shops, restaurants, farmers markets and my personal favorite Dukes ally. The pool is slightly heated and the hot tub is huge, and the perfect temperature. You are only a few steps away from the ocean and the drive to all the cool snorkeling spots and sights are manageable from this location. I would highly recommend the Hyatt and I will be staying there again."

Moana Surfrider, A Westin Resort & Spa, Waikiki Beach

10/10 Excellent

"Hotel was located by the beach, so easy access. And close to all shops and restaurants. Very convenient location. Property was well maintained and staff were friendly. I had a very enjoyable stay here"

OUTRIGGER Reef Waikiki Beach Resort

8/10 Good

"Property is clean, location is great. Steps away from the beach. Staff are friendly and helpful. Things I didn't like: You have to pay for microwave. You have to request for a table. No table in the room. We learned on day 2 from the maid that a table can be requested. Would have been nice to know this upfront. At the front desk during check-in. No blower in the bathroom. No hand towel ring. We had to hang handtowel on the cabinet door below the sink. Room was good for 5 ppl, would be good to have 5 towel holders/hangers. For a $447-$500+ a night room, the above are basic yet not part of the room. I hope they can make these accommodations in the near future. You are paying for the location. Not for the basic needs in the room."

Ramada Plaza by Wyndham Waikiki

10/10 Excellent

"Overall it was a nice stay. The onsite parking was limited but there is a garage around the corner that we could park. You just need to get the voucher from the staff."

Frequently asked questions

Searching for romantic hotels in Kailua?

If you and your partner need some romantic time away, we've got just the thing. Couples choose Kailua for its beautiful beaches and snorkeling. During your trip, you may want to go for a sunset stroll along the water with your love at Kailua Bay Beach, Kailua Beach, or Lanikai Beach. Whether you're a couple that enjoys staying near top sights or you're looking for certain amenities for your stay, you might consider checking out these 2 romantic accommodation choices in Kailua.

What's the best hotel for couples in Kailua?

Steps to the Beach Guesthouse is a favorite guesthouse for couples, and features in-room kitchens and laundry facilities.

When is the best time of year for a romantic getaway to Kailua?

If you're hoping to get lost in the rain on your romantic getaway, check out these details about year-round temperatures in Kailua: The hottest months are usually September and August with an average temp of 78°F, while the coldest months are February and March with an average of 73°F. Average annual precipitation for Kailua is 18 inches.

What is there to do in Kailua?

There's nothing better than wandering around a new destination with your sweetheart, so consider taking time to discover all that Kailua has to offer. Couples looking for a little of everything will enjoy Kailua for its island views, beaches, and snorkeling. Kailua Bay Beach, Kailua Beach, and Lanikai Beach are worth a stop when you're out and about.

What's the best way to get to Kailua and around town during my romantic getaway?

This information about transportation options in Kailua might help your romantic trip go off without a hitch: The closest major airport is Daniel K. Inouye Intl. Airport (HNL), located 12.6 mi (20.2 km) from the city center. If you'd like to venture out around the area, consider renting a car to take in more sights.

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Change your mind

Treat yourself

Be picky

Check availability on Kailua Romantic Hotels

Our top choices for Kailua romantic hotels

1. ”Old Hawaii" Great Location at Waikiki (H7)

2. Charming Studio in Waikiki - 2 Full size Beds, Free Wi-Fi

3. Near WAIKIKI Beach, FREE parking, POOL View, Sleep 6

4. 2BR Iconic Whale Building Condo with Free Parking & Beach Gear!