The Best Romantic Hotels in Kailua, HI from ￥39,491 in 2026

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Our top choices for Kailua romantic hotels

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

Waikiki

Jacob B.

￥13,335

￥54,938 total

includes taxes & fees

Sep 20 - Sep 21

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

Waikiki

April B.

￥14,119

￥39,491 total

includes taxes & fees

Sep 20 - Sep 21

On the beach, sun loungers, beach towels

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

Waikiki

Kimera H.

￥30,748

￥92,424 total

includes taxes & fees

Sep 23 - Sep 24

Iron/ironing board, internet, bed sheets

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

Waikiki

Kristin O.

￥25,838

￥71,423 total

includes taxes & fees

Oct 14 - Oct 15

5. 2BR Iconic Whale Building Condo with Free Parking & Beach Gear!

Waikiki

leslie b.

￥50,986

￥107,849 total

includes taxes & fees

Oct 5 - Oct 6

6. Penthouse Studio in Western Waikiki - convenient location, & stunning views!

Waikiki

Tatyana T.

￥27,109

￥70,960 total

includes taxes & fees

Oct 10 - Oct 11

7. Island Colony studio w/ pool & BBQ

Waikiki

Svetlana N.

￥23,203

￥76,050 total

includes taxes & fees

Sep 30 - Oct 1

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

Waikiki

Cece F.

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Top Kailua Hotel Reviews

Sheraton Waikiki Beach Resort

10/10 Excellent

"The location was perfect, with beautiful ocean views and easy access to the beach, restaurants, and shops. Our room was comfortable and the overall experience was very relaxing. The views were definitely one of our favorite parts of the stay. The staff were also very helpful,"

Wayfinder Waikiki

10/10 Excellent

"."

The Twin Fin Hotel

10/10 Excellent

"Good"

Waikiki Resort Hotel

8/10 Good

"This is a small hotel owned by SONO, not a well known resort. We stayed here a week because my husband had work and this was one of the government rate approved hotels. I would not refer to this property as a resort, only because it does not have the same amenities expected at Waikiki resorts. We had an issue with our initial room, the hotel front desk resolved the issue quickly. PROS >Smaller hotel >Near to beach- approximately 2 blocks >Close to many eating establishments >Friendly staff- beginning with front desk all the way to cleaning staff >On site breakfast options >Bar for evening music and cocktails >Clean >Quiet >Mostly adult patrons >Rooms have fridge, wet bar, Kuerig coffee machine, water kettle, a few dishes & microwave >Air Conditioning >Rooms have balconies >Parking available for $45 per day which is LESS than most Waikiki properties CONS >Small pool (clean), no umbrellas, no poolside service. (Allowed me to doordash food to pool area) >Rooms are a bit dated, could use some freshening up (paint, furnishings are not modern) >Beach towels available, guests must retrieve and return them from basement/garage >Small car garage"

Ilikai Hotel & Luxury Suites

8/10 Good

"The property was clean and had everything we needed for our last minute change of plans! Was close to other things making getting around easy without a car. The only pitfalls were housekeeping skipped us a couple of times which is no big deal but when we really needed it just happened to be on days we needed it. The TV was hard to navigate and the balcony doors we couldn't close properly due to the doors or tracks being out of wack. Otherwise it was great watching the fireworks from our room on our first night."

'Alohilani Resort Waikiki Beach

8/10 Good

"Good."

The Kahala Hotel & Resort

10/10 Excellent

"One of the best experiences in hotel lodging I’ve been able to enjoy. Finer than hotels in Europe, with service unmatched in any island or beach destination. Definitely will be back. Their concierge and front desk staff were incredible accommodating to any request. Thank you to all staff, especially Danny at the pool bar."

Best Western The Plaza Hotel Honolulu Airport - Free Breakfast

8/10 Good

"Very convenient to airport and free shuttle. Very nice free breakfast in a large cafe style room. The elevators were very slow and one of them was broken. Very confusing where the front lobby was located because of poor front entrance signage."

Sheraton Princess Kaiulani Waikiki Beach

10/10 Excellent

"Great place that we enjoy staying at"

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'd like to soak in a hot tub or watch the sunset from your balcony, you'll be sure to find accommodation in Kailua to make for a relaxing weekend away.

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 a hot tub.

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

5. 2BR Iconic Whale Building Condo with Free Parking & Beach Gear!