The Best Romantic Hotels in Kailua, HI from ￥40,392 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 clear blue pool with lounge chairs and a pergola, surrounded by high-rise buildings and palm trees.

A compact kitchen with a wooden cabinet, a microwave, a coffee maker, and a small table with a chair.

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

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

Waikiki

Jacob B.

￥12,977

￥56,014 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 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.

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

Waikiki

April B.

￥14,381

￥40,392 total

includes taxes & fees

Sep 23 - Sep 24

A sunset over the ocean with palm trees silhouetted against the sky.

A living room with a sofa, a TV, a table with a bottle and a book, and a balcony with a view of buildings and palm trees.

A multi-story hotel with balconies, palm trees, and a covered seating area.

A balcony with a pool, chairs, and a table.

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

Waikiki

Kimera H.

￥48,736

￥117,661 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 balcony with two chairs and a small table, overlooking a cityscape with mountains in the background.

A bedroom with two beds, a nightstand, a lamp, and a view of the outside.

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

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

Waikiki

leslie b.

￥53,370

￥112,895 total

includes taxes & fees

Sep 4 - Sep 5

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

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

5. Island Colony (IC14)

Waikiki

Ingrid C.

￥28,117

￥76,170 total

includes taxes & fees

Sep 28 - Sep 29

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

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

A balcony with a table set for two, a potted plant, and a view of a cityscape and ocean.

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

6. Island Colony studio w/ pool & BBQ

Waikiki

Svetlana N.

￥26,214

￥81,359 total

includes taxes & fees

Sep 9 - Sep 10

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.

7. 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.

￥30,718

￥103,167 total

includes taxes & fees

Sep 29 - Sep 30

A tropical pool area with a natural rock formation, surrounded by lush greenery and a thatched-roof structure.

A tropical outdoor seating area with wooden lounge chairs and tables, surrounded by lush greenery and palm trees.

A living room with two sofas, a coffee table, and a Buddha statue.

A modern living room with a wooden dining table, two woven stools, a TV, a lamp, and a potted succulent.

8. New Waikiki Boutique Condo 1.5 blocks to the sands of Waikiki Beach!

Waikiki

Stephanie C.

￥17,200

￥59,170 total

includes taxes & fees

Sep 14 - Sep 15

View all properties

Top Kailua Hotel Reviews

Holiday Inn Express Waikiki by IHG

10/10 Excellent

"Very nice and clean. Friendly staff. Location friendly."

Ala Moana Hotel by Mantra

10/10 Excellent

"Hotel staff was very helpful and courteous"

Best Western The Plaza Hotel Honolulu Airport - Free Breakfast

10/10 Excellent

"The breakfast 😋"

Sheraton Waikiki Beach Resort

8/10 Good

"Staff were friendly and nice. Rooms are spacious but cleaning wasn’t as we were expected."

'Alohilani Resort Waikiki Beach

10/10 Excellent

"It was Heavenly"

Hilton Hawaiian Village Waikiki Beach Resort

10/10 Excellent

"the property was maintained well and the whole staff was very friendly and welcoming! Rooms were great as were all the amenities"

Waikiki Resort Hotel

10/10 Excellent

"the parking fee it should be included with the stay"

Ramada Plaza by Wyndham Waikiki

10/10 Excellent

"Very good and clean"

Ilikai Hotel & Luxury Suites

8/10 Good

"Such a wonderful place for families! The property, and the staff were amazing! The valet staff were a little slow and the washer/dryer took some time to connect to pay but other than that loved everything about our stay!"

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