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

A couple sitting on a beach with clear blue water and small islands in the distance.

Change your mind
Book hotels with free cancellation
Treat yourself
Sign in to save 10% or more on thousands of hotels
Sign in
Be picky
Search almost a million properties worldwide

Check availability on Kailua Romantic Hotels

Tonight

Tomorrow

Next weekend

In two weeks

Our top choices for Kailua romantic hotels

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

Waikiki

Jacob B.

￥17,002

￥61,264 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.

￥33,939

￥98,865 total

includes taxes & fees

Aug 30 - Aug 31

Coffee/tea maker, fridge, microwave, oven

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

Waikiki

leslie b.

￥51,792

￥110,722 total

includes taxes & fees

Sep 16 - Sep 17

Iron/ironing board, internet, bed sheets

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

Waikiki

Kristin O.

￥14,984

￥58,533 total

includes taxes & fees

Sep 1 - Sep 2

6. Island Colony studio w/ pool & BBQ

Waikiki

Svetlana N.

￥20,548

￥74,391 total

includes taxes & fees

Aug 30 - Aug 31

Coffee/tea maker, fridge, microwave, stovetop

7. Island Colony (IC14)

Waikiki

Ingrid C.

￥20,812

￥66,458 total

includes taxes & fees

Aug 30 - Aug 31

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

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

Waikiki

Mia

￥20,460

￥82,919 total

includes taxes & fees

Sep 2 - Sep 3

View all properties

Top Kailua Hotel Reviews

'Alohilani Resort Waikiki Beach

10/10 Excellent

"Perfect location literally a 2 min walk to the beach from the hotel lobby beautiful sunset views from my balcony at that time of year (July) very central to lots of food and shopping. Pool was nice later in the day when there was less people but doesn’t get as much sun on the pool deck, but the beach was across the street so it was okay. Room was great. Would definitely stay again."

Waikiki Beach Marriott Resort & Spa

10/10 Excellent

"I loved it, first time ever in Hawaii with my girlfriend and they made the hotel dreamy. Price is expensive but you get what you pay for"

Hyatt Place Waikiki Beach

10/10 Excellent

"Clean room and breakfast was good. Overall I enjoyed"

Holiday Inn Express Waikiki by IHG

10/10 Excellent

"very good location and they have breakfast"

The Twin Fin Hotel

10/10 Excellent

"Awesome location and lt of amenities!!"

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."

Hyatt Regency Waikiki Beach Resort & Spa

8/10 Good

"Good stay, but better value at other properties"

Best Western The Plaza Hotel Honolulu Airport - Free Breakfast

10/10 Excellent

"Stuff most time was helpful, breakfast wss good. Parking i don't i don't drive but do have bus, cab and urber"

Moana Surfrider, A Westin Resort & Spa, Waikiki Beach

10/10 Excellent

"Unbelievable doesn’t even begin to describe the property. We love the historical hotel and that they maintain its culture. The staff is a true example of what hospitality is all about! We came with our two kids and loved the direct access to the beach, the indoor staff and that we were all able to sit back and relax."

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.

Explore a world of travel with Expedia

Kailua Vacations

Book Romantic Hotels in Kailua on Expedia.com

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

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