Book the Best ROMANTIC Hotels in Kailua, HI from CA $363 - Kailua Romantic Getaways

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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 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.

CA $151

CA $521 total

includes taxes & fees

Sep 20 - Sep 21

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 hot tub with water jets, a pool, lounge chairs, and a pergola.

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.

CA $138

CA $363 total

includes taxes & fees

Sep 20 - Sep 21

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.

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

Waikiki

leslie b.

CA $449

CA $960 total

includes taxes & fees

Oct 1 - Oct 2

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

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

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 room with a tropical theme, including palm tree wall decals, a clock, a welcome sign, a bottle, and a guidebook.

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

Waikiki

Kimera H.

CA $345

CA $923 total

includes taxes & fees

Oct 5 - Oct 6

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

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

5. Island Colony studio w/ pool & BBQ

Waikiki

Svetlana N.

CA $157

CA $612 total

includes taxes & fees

Sep 9 - Sep 10

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

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

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

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

6. Island Colony (IC14)

Waikiki

Ingrid C.

CA $237

CA $639 total

includes taxes & fees

Sep 28 - Sep 29

A balcony with a view of a cityscape and the ocean.

A modern living room with a large sliding glass door leading to a balcony, a sofa, a coffee table, and a desk with a chair.

A balcony with a city view, a cushioned seating area, and a tiled wall.

A high-rise hotel with multiple floors, a central courtyard, and a view of the ocean.

7. IC 43th Floor Studio with balcony to enjoy Mountain View

Waikiki

Cece F.

CA $257

CA $670 total

includes taxes & fees

Oct 6 - Oct 7

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

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

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

Waikiki

Stephanie C.

CA $103

CA $448 total

includes taxes & fees

Sep 9 - Sep 10

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Top Kailua Hotel Reviews

Ala Moana Hotel by Mantra

10/10 Excellent

"Convenient location for dining and shopping"

Hyatt Regency Waikiki Beach Resort & Spa

10/10 Excellent

"This was an amazing hotel! So beautiful and classy."

Holiday Inn Express Waikiki by IHG

8/10 Good

"Overall, I had a good experience at the hotel, with the exception of the breakfast—I think they should vary it a bit—and the limited parking."

Sheraton Princess Kaiulani Waikiki Beach

10/10 Excellent

"I don’t typically write views on Expedia but this resort really deserves its stars. I had a lovely experience with the entire staff. Everyone was so accomdodating and made our vacation an amazing one. I would definitely come back!"

Hilton Hawaiian Village Waikiki Beach Resort

10/10 Excellent

"Great experience"

Moana Surfrider, A Westin Resort & Spa, Waikiki Beach

10/10 Excellent

"clean rooms, small outdoor pool, had to rent beach chairs"

Hyatt Place Waikiki Beach

8/10 Good

"A couple of days we stayed in our room and there was a lot of outside noise. They were fixing the balcony."

Best Western The Plaza Hotel Honolulu Airport - Free Breakfast

8/10 Good

"Overall, everything was fine. The only thing I didn't like was the parking; the spaces were too small, really small."

The Twin Fin Hotel

8/10 Good

"Incredible views, Beach Candy is super convenient, can’t beat the location. The elevator situation is not ideal, especially when on a higher floor, but overall we love the Twin Fin."

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