TOP Romantic Hotels in Kailua, HI for 2026

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Our top choices for Kailua romantic hotels

Outdoor pool, open 7:00 AM to 10:00 PM, pool cabanas (surcharge)

1. Courtyard by Marriott Oahu North Shore

Laie

Lisa

₹33,763 total

includes taxes & fees

1 Sept - 2 Sept

2. The Kahala Hotel & Resort

Kahala

Ruchi

₹70,210 total

includes taxes & fees

3 Sept - 4 Sept

3. Wayfinder Waikiki

Waikiki

Christine

₹21,912 total

includes taxes & fees

28 Aug - 29 Aug

4. Aqua Aloha Surf Waikiki

Waikiki

Michael

₹15,348 total

includes taxes & fees

18 Aug - 19 Aug

5. Skyline Island Colony Hotel

Waikiki

Sebastian

₹17,259 total

includes taxes & fees

10 Aug - 11 Aug

6. Ilima Hotel

Waikiki

Hector

₹20,491 total

includes taxes & fees

18 Aug - 19 Aug

7. Coconut Waikiki Hotel

Waikiki

Natalie

₹15,175 total

includes taxes & fees

31 Aug - 1 Sept

8. Pagoda Hotel

Ala Moana

Cheyanne

₹17,642 total

includes taxes & fees

3 Sept - 4 Sept

View all properties

Top Kailua Hotel Reviews

Hilton Hawaiian Village Waikiki Beach Resort

10/10 Excellent

"I have absolutely no complaints. We were there for a week, and we all enjoyed our stay! Beautiful property , with tons of shops, and great staff!"

OUTRIGGER Reef Waikiki Beach Resort

8/10 Good

"Overall, the property is wonderful. The beds were comfy. The lanai was nice to have coffee on in the morning. However, the shower drain in our room didn’t work very well - not a big deal. Multiple plug ins didn’t work - not a big deal. The pool was a bit of a disappointment, due to how deep it was, and a lack of floaties. The other Outrigger has a much nicer pool set up. We also had one night where we were getting packed up because the pool was closing (at 9, which seems kind of early in Hawaii), and were being rushed to get out. And the pool assistant made us drop the pineapple creme brulee we had just waited over an hour and a half for, because the grill restaurant kept forgetting us. I went back up about 5 times. So dropping it due to being rushed, was, incredibly frustrating. Especially for the price of it, and how long we had to wait for it. I started to feel like a bit of an inconvenience. We had a similar experience at Monkeypod. Ordered drinks while waiting for our food - didn’t get the drinks until after our food arrived, again, an hour later. I think it would be helpful to have some extra linens in the room. We were chilly the first night. But without the ac set low, it would get too hot. The second night I requested extra blankets and we were much more comfortable. We also had one cockroach incident, which I was not prepared for at 2:30 in the morning - so I went and woke my mom up 😂 and had her kill it. I understand that this is perhaps to be expected in Hawaii."

Frequently asked questions

Searching for romantic hotels in Kailua?

If you and your partner need a romantic escape, we've got just the thing. Couples choose Kailua for its beautiful beaches and snorkelling. 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 picks a place to stay to be close to top sights or you're looking for certain amenities for your stay, you might consider checking out these 2 romantic hotels and other accommodation options in Kailua.

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, take a look at these details about year-round temperatures in Kailua: The hottest months are usually September and August, with an average temperature of 26°C, while the coldest months are February and March, with an average of 23°C. Average annual precipitation for Kailua is 451 mm.

What is there to do in Kailua?

There's nothing better than seeing a new destination with your sweetheart, so consider checking out all that Kailua has to offer. Couples looking for a little of everything will enjoy Kailua for its island views, beaches and snorkelling. 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 get off to a smooth start: The closest major airport is in Honolulu, HI (HNL-Daniel K. Inouye Intl.), located 12.6 mi (20.2 km) from the city centre. If you'd like to venture out around the area, consider renting a car to explore 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. Courtyard by Marriott Oahu North Shore

2. The Kahala Hotel & Resort

3. Wayfinder Waikiki

4. Aqua Aloha Surf Waikiki

5. Skyline Island Colony Hotel

6. Ilima Hotel

7. Coconut Waikiki Hotel

8. Pagoda Hotel

9. White Sands Hotel

10. Romer House Waikiki

Top Kailua Hotel Reviews

Hilton Hawaiian Village Waikiki Beach Resort

Hyatt Place Waikiki Beach

Ala Moana Hotel by Mantra

Prince Waikiki

Sheraton Waikiki Beach Resort

Stay Hotel Waikiki

Moana Surfrider, A Westin Resort & Spa, Waikiki Beach

OUTRIGGER Reef Waikiki Beach Resort

Ramada Plaza by Wyndham Waikiki

Frequently asked questions

Explore a world of travel with Expedia

Search Romantic Hotels in Kailua

Change your mind

Treat yourself

Be picky

Check availability on Kailua Romantic Hotels

Our top choices for Kailua romantic hotels

1. Courtyard by Marriott Oahu North Shore

2. The Kahala Hotel & Resort

3. Wayfinder Waikiki

4. Aqua Aloha Surf Waikiki

5. Skyline Island Colony Hotel

6. Ilima Hotel

7. Coconut Waikiki Hotel

8. Pagoda Hotel

9. White Sands Hotel

10. Romer House Waikiki

Top Kailua Hotel Reviews

Hilton Hawaiian Village Waikiki Beach Resort

Frequently asked questions

Explore a world of travel with Expedia