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

Find Romantic Hotels in Kailua, HI

  • 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
Aug 27 - Aug 28
Tomorrow
Aug 28 - Aug 29
This weekend
Aug 28 - Aug 30
Next weekend
Sep 4 - Sep 6

Our top choices for Kailua romantic hotels

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

”Old Hawaii" Great Location at Waikiki (H7)
Waikiki
United States
Jacob B.
¥16,341
¥60,269 total
includes taxes & fees
Sep 8 - Sep 9
”Old Hawaii" Great Location at Waikiki (H7)

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

Charming Studio in Waikiki - 2 Full size Beds, Free Wi-Fi
Waikiki
United States
April B.
¥14,334
¥40,426 total
includes taxes & fees
Sep 1 - Sep 2
Charming Studio in Waikiki - 2 Full size Beds, Free Wi-Fi

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

2BR Iconic Whale Building Condo with Free Parking & Beach Gear!
Waikiki
United States
leslie b.
¥51,763
¥110,659 total
includes taxes & fees
Sep 8 - Sep 9
2BR Iconic Whale Building Condo with Free Parking & Beach Gear!

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

High floor, Newly furnished Condo at Island Colony in Waikiki!
Waikiki
United States
Kristin O.
¥15,194
¥58,742 total
includes taxes & fees
Sep 1 - Sep 2
High floor, Newly furnished Condo at Island Colony in Waikiki!

5. Island Colony studio w/ pool & BBQ

Island Colony studio w/ pool & BBQ
Waikiki
United States
Svetlana N.
¥20,442
¥74,009 total
includes taxes & fees
Aug 30 - Aug 31
Island Colony studio w/ pool & BBQ

6. Island Colony (IC14)

Island Colony (IC14)
Waikiki
United States
Ingrid C.
¥19,208
¥64,007 total
includes taxes & fees
Aug 30 - Aug 31
Island Colony (IC14)

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

Modern 43rd Floor 1BD - Views of Panoramic Ocean & Diamond Head!
Waikiki
United States
Mia
¥19,781
¥81,813 total
includes taxes & fees
Sep 2 - Sep 3
Modern 43rd Floor 1BD - Views of Panoramic Ocean & Diamond Head!

8. Be at the center of action while enjoying a beautifully upgraded studio with top quality finishes

Be at the center of action while enjoying a beautifully upgraded studio with top quality finishes
Waikiki
United States
Jill E.
¥35,606
¥110,019 total
includes taxes & fees
Sep 27 - Sep 28
Be at the center of action while enjoying a beautifully upgraded studio with top quality finishes

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

New Waikiki Boutique Condo 1.5 blocks to the sands of Waikiki Beach!
Waikiki
United States
Stephanie C.
¥15,803
¥57,215 total
includes taxes & fees
Sep 9 - Sep 10
New Waikiki Boutique Condo 1.5 blocks to the sands of Waikiki Beach!

10. Bamboo Hotel - Privately owned Queen Studio - Balcony, Steps to Waikiki Beach

Bamboo Hotel - Privately owned Queen Studio - Balcony, Steps to Waikiki Beach
Waikiki
United States
Derek B.
¥18,635
¥51,593 total
includes taxes & fees
Sep 1 - Sep 2
Bamboo Hotel - Privately owned Queen Studio - Balcony, Steps to Waikiki Beach
View all properties

Top Kailua Hotel Reviews

Hilton Hawaiian Village Waikiki Beach Resort

Hilton Hawaiian Village Waikiki Beach Resort

10/10 Excellent
"Everithing was amazing"
Valentina 4-night trip
Posted less than an hour ago
Hilton Hawaiian Village Waikiki Beach Resort
Prince Waikiki

Prince Waikiki

10/10 Excellent
"Really great! Only bad thing was they didn’t allow for a late check out."
Sabrina 5-night trip
Posted 1 hour ago
Prince Waikiki
The Twin Fin Hotel

The Twin Fin Hotel

8/10 Good
"N/A"
Jorge 4-night trip
Posted 1 hour ago
The Twin Fin Hotel
Sheraton Waikiki Beach Resort

Sheraton Waikiki Beach Resort

10/10 Excellent
"Awesome stay with amazing balcony and view. This place made my birthday magical!!!"
Ikeisha 3-night trip
Posted 3 hours ago
Sheraton Waikiki Beach Resort
Stay Hotel Waikiki

Stay Hotel Waikiki

10/10 Excellent
"The location is central to a lot of shops and restaurants and the staff were super nice and helpful!"
David 5-night trip
Posted 3 hours ago
Stay Hotel Waikiki
Ala Moana Hotel by Mantra

Ala Moana Hotel by Mantra

10/10 Excellent
"Have stayed here more than a few times with family and am never disappointed. Excellent customer service and accommodations!"
Anthony 4-night trip
Posted 5 hours ago
Ala Moana Hotel by Mantra
Waikiki Resort Hotel

Waikiki Resort Hotel

10/10 Excellent
"Extremely friendly and helpful staff! There's a breakfast buffet, pool, market store, game room, bar and a help desk to book activities around the Island. The hotel is one block away to the beach."
Jake 7-night trip
Posted 20 hours ago
Waikiki Resort Hotel
OUTRIGGER Reef Waikiki Beach Resort

OUTRIGGER Reef Waikiki Beach Resort

10/10 Excellent
"Customer service not good"
Lisa 1-night trip
Posted 20 hours ago
OUTRIGGER Reef Waikiki Beach Resort
Moana Surfrider, A Westin Resort & Spa, Waikiki Beach

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."
Kjersti 6-night trip
Posted 2 days ago
Moana Surfrider, A Westin Resort & Spa, Waikiki Beach

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 Lanikai Beach, Kailua Bay Beach, or Kailua 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. 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 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