The Best Romantic Hotels in Kailua, HI from ￥42,372 in 2026

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Our top choices for Kailua romantic hotels

A hotel room with a bed, a desk with a TV, a view of a cityscape, and a window with a view of a river.

A tall building with a modern design, featuring a grid-like facade and multiple windows.

A small wooden table with two chairs, a woven pendant light, and a framed tropical artwork on the wall.

A clear blue pool with lounge chairs and a pergola, surrounded by high-rise buildings and palm trees.

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

Waikiki

Jacob B.

￥18,086

￥62,074 total

includes taxes & fees

Sep 8 - Sep 9

A tiki statue in a garden with palm trees and tropical plants, under a covered walkway.

A beach walkway lined with palm trees and a view of the ocean.

A coffee shop interior with an 'OPEN' sign, a counter displaying pastries and coffee, and a menu board listing coffee types.

A hotel corridor with a reception desk, ceiling fans, and a view of the outdoor area with plants.

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

Waikiki

April B.

￥15,823

￥42,372 total

includes taxes & fees

Aug 23 - Aug 24

A high-rise hotel with a distinctive mural of a whale and dolphin on its side.

A poolside area with lounge chairs and tables, a pool, and a view of tall buildings and palm trees.

A balcony with two chairs and a small table, overlooking a cityscape with mountains in the background.

A modern kitchen with a dishwasher, stove, and microwave. It features a large window with a city view.

3. 2BR Iconic Whale Building Condo with Free Parking & Beach Gear!

Waikiki

leslie b.

￥51,425

￥109,274 total

includes taxes & fees

Sep 8 - Sep 9

A spacious living area with wicker furniture, a stone wall, and large windows offering a view of palm trees.

A multi-story hotel with a central entrance, balconies, and a landscaped area with plants.

A balcony with blue furniture, a view of a cityscape, and a wooden table with a plant.

Two wooden chairs with blue cushions and blue and white patterned pillows, a potted plant, and a black lantern on a balcony with a city view.

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

Waikiki

Kristin O.

￥20,744

￥66,084 total

includes taxes & fees

Sep 1 - Sep 2

A beach with clear turquoise waters, a sandy shore, and a mountainous backdrop.

A hotel lobby with a reception desk, elevators, and a large window with a view of the ocean.

A poolside area with lounge chairs, a warning sign, and a tree.

A hotel lobby with a central seating area, a bar, and a reception desk.

5. Island Colony studio w/ pool & BBQ

Waikiki

Svetlana N.

￥21,385

￥74,973 total

includes taxes & fees

Aug 23 - Aug 24

A modern hotel room with a large bed, a balcony with a view of the city, and a small seating area.

A modern living room with a red leather sofa, a white armchair, a black leather chair, a glass coffee table, and a TV on a stand.

A hotel room with a bed, a bedside table with a lamp, a small table with chairs, and a view of the city through large sliding doors.

A tall hotel with a grid of balconies, a clear blue sky, and palm trees.

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

Waikiki

Mia

￥31,472

￥97,134 total

includes taxes & fees

Sep 2 - Sep 3

A modern living room with a sofa, coffee table, and a view of the city through large windows.

A swimming pool with a pergola and a view of a high-rise building.

A spacious lobby with wicker furniture, a counter with a menu, and a view of the outdoors.

A high-rise hotel with multiple floors, overlooking a coastal area with a view of the ocean and palm trees.

7. Island Colony (IC14)

Waikiki

Ingrid C.

￥26,181

￥73,203 total

includes taxes & fees

Aug 30 - Aug 31

A balcony with a wicker chair and table, overlooking a cityscape with high-rise buildings and a view of the ocean.

A rectangular pool with clear blue water, surrounded by beige tiles.

A paved walkway alongside a beach with palm trees and a mountain in the background.

A hotel lobby with a check-in counter, a reception area, and a glass-fronted liquor store.

8. Be at the center of action while enjoying a beautifully upgraded studio with top quality finishes

Waikiki

"This property is really in the heart of it all. Easy walking distance to beaches, shopping, groceries, restaurants, nightlife, and more. Being a corner unit with 2 lanais was a definite bonus. Lots of light and great ocean and city views. Dedicated parking spot was also a real luxury. The unit was very clean and Lia was helpful and responsive throughout the reservation and rental process. Another bonus was that this unit was stocked with lots of great supplies which made hanging at the beach...

Jill E.

￥34,679

￥108,460 total

includes taxes & fees

Sep 20 - Sep 21

View all properties

Top Kailua Hotel Reviews

The Twin Fin Hotel

10/10 Excellent

"I would recommend this hotel 100%!!"

Prince Waikiki

8/10 Good

"Wonderful, helpful and friendly housekeeping staff. Josephine was amazing and was attentive to all of our needs."

Ramada Plaza by Wyndham Waikiki

8/10 Good

"Parking was very hard to find. Parking staff was very helpful."

Sheraton Waikiki Beach Resort

10/10 Excellent

"Amazing place if you’re going to Hawaii with kids. Great pool, accessible beach, tons of stores. My daughter had an amazing time and everyone was very friendly. Definitely plan to stay again soon"

Waikiki Resort Hotel

10/10 Excellent

"Great location, close enough to the beach, but off of the main road and it's noise. Not saying it's church quiet. Rarely long wait for elevators. Utilized the free ice and water fountain often, save some bottles. Friendly staff. Clean room. Didn't utilize pool, gym, restaurant, etc. so can't comment. Like many hotels on that side of the strip they are older than further west. But that didn't bother me a bit, stayed here before and will consider in the future. Some of the other nearby properties seemed to always have the same complaints over and over for long periods of time. But everyone's mileage may vary."

Moana Surfrider, A Westin Resort & Spa, Waikiki Beach

10/10 Excellent

"everything was good as expected."

Stay Hotel Waikiki

8/10 Good

"We stayed here just as the hurricane Lala was passing and the staff was very helpful with making sure we had everything we needed. The staff was very friendly and welcoming. Our group of 4 had one room and I would say it was spacious enough for us. No other complains besides the noise of the dumpster or loud machines from the road at night."

OUTRIGGER Reef Waikiki Beach Resort

10/10 Excellent

"Very friendly staff, especially during hurricane Lala"

Best Western The Plaza Hotel Honolulu Airport - Free Breakfast

10/10 Excellent

"Rose at the front desk was amazing. She worked so well with me at check in even though they were booked solid"

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 Lanikai Beach, Kailua Bay Beach, or Kailua 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. Lanikai Beach, Kailua Bay Beach, and Kailua 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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Room 1

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