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

Find Romantic Hotels in Kailua, HI from CA $119

  • 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
Oct 19 - Oct 20
Tomorrow
Oct 20 - Oct 21
This weekend
Oct 23 - Oct 25
Next weekend
Oct 30 - Nov 1

Our top choices for Kailua romantic hotels

A serene waterfront property with a wooden deck, lounge chairs, and lush greenery.
A resort with a pool, lounge chairs, and a wooden deck.
A modern interior with a pool, seating area, and large windows.
A hotel room with a large bed, a wooden TV stand, a desk with chairs, and a balcony with curtains.

1. Paradise Bay Resort

Paradise Bay Resort
Kahaluʻu
United States
Jonathan
CA $182
CA $286 total
includes taxes & fees
Nov 15 - Nov 16
Paradise Bay Resort
A hotel lobby with a reception desk, seating area, and a large plant.
A marina with boats docked, a beach in the background, and high-rise buildings with balconies.
A reception area with a stone wall, a counter, and two decorative golden leaves.
A nighttime cityscape with high-rise buildings, a bridge with green railings, and a tiled floor.

2. Ramada Plaza by Wyndham Waikiki

Ramada Plaza by Wyndham Waikiki
Waikiki
United States
Samuel
CA $177
CA $210 total
includes taxes & fees
Nov 15 - Nov 16
Ramada Plaza by Wyndham Waikiki
A balcony with wicker chairs, a table with breakfast items, and a cityscape view.
A spacious lobby with a high ceiling, large windows, and a central seating area.
A rooftop pool area with lounge chairs, a fire pit, and a view of a building.
A room with a large window overlooking a cityscape and mountains.

3. Ala Moana Hotel by Mantra

Ala Moana Hotel by Mantra
Ala Moana
United States
Rina
CA $228
CA $329 total
includes taxes & fees
Nov 16 - Nov 17
Ala Moana Hotel by Mantra
A beach with palm trees, clear water, and a distant view of buildings.
A hotel room with a bed, a desk with a chair, a kitchenette with a stove, a microwave, and a television.
A circular mirror reflecting a pool area with lounge chairs and a building in the background.
Exterior

4. Royal Grove Waikiki

Royal Grove Waikiki
Waikiki
United States
Cristina
CA $101
CA $119 total
includes taxes & fees
Nov 14 - Nov 15
Royal Grove Waikiki
A modern lounge area with wicker chairs, a round wooden coffee table, and a sofa.
A compact room with a view of a cityscape and the ocean. It includes a microwave, a coffee machine, and a seating area with a view.
A hotel room with a large window offering a view of the ocean, a bed, a chair, a small table, and a flat-screen TV mounted on the wall.
A coastal cityscape with a beach, clear blue waters, and a mountain in the background.

5. Holiday Inn Express Waikiki by IHG

Holiday Inn Express Waikiki by IHG
Waikiki
United States
Brianda
CA $168
CA $255 total
includes taxes & fees
Oct 21 - Oct 22
Holiday Inn Express Waikiki by IHG
A swimming pool with lounge chairs and a view of tall buildings in the background.
A hotel entrance with a sign, a pathway, and lush greenery.
A hotel lobby with a reception desk, seating area, and a glass ceiling.
A person seated at a round wooden table with a cup, a bowl of cereal, and a muffin. There is a metal chair in front of the table, and a mesh chair to the left.

6. Oasis Hotel Waikiki

Oasis Hotel Waikiki
Waikiki
United States
Jamai
CA $131
CA $214 total
includes taxes & fees
Nov 16 - Nov 17
Oasis Hotel Waikiki
A poolside area with lounge chairs and a swimming pool.
A balcony with two lounge chairs and a table, overlooking a cityscape and the ocean.
A couple in white bathrobes sitting on a bed with a headboard, holding cookies.
A spacious balcony with a city view, furnished with a sofa and a dining table set for a meal.

7. DoubleTree by Hilton Hotel Alana - Waikiki Beach

DoubleTree by Hilton Hotel Alana - Waikiki Beach
Waikiki
United States
Teresa
CA $214
CA $313 total
includes taxes & fees
Oct 30 - Oct 31
DoubleTree by Hilton Hotel Alana - Waikiki Beach
Room
A man and a woman in a swimming pool with lounge chairs and a table in the background.
A beach scene with palm trees, a sunset, and people sitting on mats.
A spacious lobby with a high ceiling, large columns, and comfortable seating areas.

8. Waikiki Resort Hotel

Waikiki Resort Hotel
Waikiki
United States
Gary
CA $153
CA $257 total
includes taxes & fees
Nov 20 - Nov 21
Waikiki Resort Hotel
A resort with a swimming pool, beach view, palm trees, and lounge chairs.
A dolphin jumping out of a pool with a hotel in the background.
A resort with a pool, beach, and palm trees.
A resort pool with palm trees, a water fountain, and a view of the ocean.

9. The Kahala Hotel & Resort

The Kahala Hotel & Resort
Kahala
United States
Daniel
CA $776
CA $921 total
includes taxes & fees
Nov 4 - Nov 5
The Kahala Hotel & Resort
A spacious indoor area with seating arrangements, a counter, and a staircase.
A reception area with a wooden reception desk, two wall-mounted lamps, a small stool, and a set of drawers labeled "Suntrack."
A spacious lounge area with a green sofa, wicker chairs, and a small table.
A modern hotel lobby with a seating area featuring a sofa and chairs, a wooden table, and a patterned wall.

10. The Surfjack Hotel & Swim Club

The Surfjack Hotel & Swim Club
Waikiki
Canada
Christina
CA $209
CA $249 total
includes taxes & fees
Oct 27 - Oct 28
The Surfjack Hotel & Swim Club
View all properties

Top Kailua Hotel Reviews

Holiday Inn Express Waikiki by IHG

Holiday Inn Express Waikiki by IHG

10/10 Excellent
"Amazing staff and such a relaxing place to stay at!!"
Elijah 2-night trip
Posted 4 hours ago
Holiday Inn Express Waikiki by IHG
Hilton Hawaiian Village Waikiki Beach Resort

Hilton Hawaiian Village Waikiki Beach Resort

8/10 Good
"Didn’t like that there wasn’t much for kids, no kids club really only the pools and beach. But everything there is beautiful and view in the rainbow tower oceanfront is amazing"
Yaron 3-night trip
Posted 4 hours ago
Hilton Hawaiian Village Waikiki Beach Resort
Waikiki Resort Hotel

Waikiki Resort Hotel

8/10 Good
"You need more mirrors in the rooms. Esp. full body mirrors. Maybe like the ones you have in the fitness center. I only had one mirror in the bathroom and its not very well lit."
Del 4-night trip
Posted 5 hours ago
Waikiki Resort Hotel
'Alohilani Resort Waikiki Beach

'Alohilani Resort Waikiki Beach

10/10 Excellent
"Excellent location. Friendly staff"
Todd 3-night trip
Posted 7 hours ago
'Alohilani Resort Waikiki Beach
Ramada Plaza by Wyndham Waikiki

Ramada Plaza by Wyndham Waikiki

10/10 Excellent
"Accommodating. That doesn't seem like much, but being accommodating (and flexible) went a long way to easing the number of variables at play for planning. Wanted a room with two beds instead of one? Sure, np. Oh,now switchback to the original? No problem. Check in late? Not a problem. Check out early? No issues."
David 5-night trip
Posted 9 hours ago
Ramada Plaza by Wyndham Waikiki
Sheraton Waikiki Beach Resort

Sheraton Waikiki Beach Resort

8/10 Good
"There is a resort fee in fine print if you usually get a rental may not get on everything is there for you and you can Uber the"
Dezette Lorris 5-night trip
Posted 11 hours ago
Sheraton Waikiki Beach Resort
Best Western The Plaza Hotel Honolulu Airport - Free Breakfast

Best Western The Plaza Hotel Honolulu Airport - Free Breakfast

8/10 Good
"Good location ,"
Domingo 4-night trip
Posted 1 day ago
Best Western The Plaza Hotel Honolulu Airport - Free Breakfast
Waikiki Beach Marriott Resort & Spa

Waikiki Beach Marriott Resort & Spa

10/10 Excellent
"This hotel was clean and updated. The staff was always friendly and ready to help. Best of all was the location just across the street from Waikiki Beach. We appreciated that the Kuhio Restaurant was open early so we could eat before our tours without being rushed. The food was great and the service exceptional. We also enjoyed relaxing at the adult pool and bar. The luau was a lot of fun with an excellent buffet!"
Catherine 7-night trip
Posted 1 day ago
Waikiki Beach Marriott Resort & Spa

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 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 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