The Best Romantic Hotels in Kailua, HI from ￥42,565 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 clear blue pool with lounge chairs and a pergola, surrounded by high-rise buildings and palm trees.

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

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

Waikiki

Jacob B.

￥20,904

￥66,305 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 hotel corridor with a reception desk, ceiling fans, and a view of the outdoor area with plants.

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

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

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

Waikiki

April B.

￥15,895

￥42,565 total

includes taxes & fees

Sep 23 - Sep 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 modern kitchen with a dishwasher, stove, and microwave. It features a large window with a city view.

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

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

Waikiki

leslie b.

￥51,659

￥110,437 total

includes taxes & fees

Sep 11 - Sep 12

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 hotel room with a bed, a sofa, a desk, a chair, a small table, and a view of the city through large windows.

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.

￥17,611

￥61,898 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.

￥20,401

￥73,861 total

includes taxes & fees

Aug 30 - Aug 31

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

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

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.

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

Waikiki

Mia

￥24,198

￥87,657 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 high-rise hotel with multiple floors, overlooking a coastal area with a view of the ocean and palm trees.

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

A modern kitchen with wooden cabinets, a black stovetop, and a sink.

7. Island Colony (IC14)

Waikiki

Ingrid C.

￥19,885

￥64,892 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 paved walkway alongside a beach with palm trees and a mountain in the background.

A modern interior with a wooden floor, a kitchen area with a countertop and cabinets, and a view of the outside through a window.

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

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.

￥35,566

￥110,229 total

includes taxes & fees

Aug 26 - Aug 27

View all properties

Top Kailua Hotel Reviews

Waikiki Beach Marriott Resort & Spa

10/10 Excellent

"Our cleaning staff was amazing. If we needed anything she got it for us immediately."

Hilton Hawaiian Village Waikiki Beach Resort

10/10 Excellent

"Our stay was amazing. The entire staff was so friendly and willing to assist with any needs or concerns. I visited during the storm and got to witness firsthand how things are handled during an emergency. Nevertheless, Hilton did not disappoint, the staff did an excellent job making sure everything ran smoothly. The room was clean and comfy. I was in the rainbow tower which was close to the beach and fireworks that were released Friday evening. I will definitely recommend this hotel it’s something to do there for all ages. You actually don’t need to leave the resort. Shopping, Fun, and Food all on the property. You won’t be disappointed 😊"

Sheraton Waikiki Beach Resort

10/10 Excellent

"N/a"

Hyatt Regency Waikiki Beach Resort & Spa

8/10 Good

"A decent stay. The room overlooked Waikiki beach which was nice, however noisy traffic and the sound of the ocean at night. More swimming pools needed for a 40 floor hotel, one swimming pool is not enough. Also more restaurants/eating places on site. Bathroom and shower was quite cramped. However, staff were quite helpful."

Holiday Inn Express Waikiki by IHG

10/10 Excellent

"The hotel was beautiful, and the staff was friendly, welcoming, and very helpful. The breakfast was good and offered buffet-style options. They also had security on-site, which was a nice added feature and made me feel more comfortable as a traveler. Overall, it’s a nice, family-friendly hotel that I would definitely recommend."

Hyatt Place Waikiki Beach

10/10 Excellent

"Walking distance to the beach!"

Ramada Plaza by Wyndham Waikiki

10/10 Excellent

"Clean room, friendly staff, convenient parking, and a comfortable stay. Overall, I had a good experience and would stay here again."

The Twin Fin Hotel

10/10 Excellent

"Staff is wonderful…getting chairs downstairs for the beach awesome and close to many things you don’t need a daily car. We have stayed several times and keep going back!"

OUTRIGGER Reef Waikiki Beach Resort

10/10 Excellent

"Location is amazing, both restaurants are fantastic. Staff is very friendly and helpful. We loved going to see Auana and the hotel activities. Our little boy loved it! You can’t go wrong! We love it here"

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!