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

Find Romantic Hotels in Kailua, HI from CA $341

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Check availability on Kailua Romantic Hotels

Tonight
Sep 9 - Sep 10
Tomorrow
Sep 10 - Sep 11
This weekend
Sep 11 - Sep 13
Next weekend
Sep 18 - Sep 20

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.
CA $138
CA $504 total
includes taxes & fees
Sep 20 - Sep 21
”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.
CA $124
CA $341 total
includes taxes & fees
Sep 20 - Sep 21
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.
CA $449
CA $959 total
includes taxes & fees
Oct 5 - Oct 6
2BR Iconic Whale Building Condo with Free Parking & Beach Gear!

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

Near WAIKIKI Beach, FREE parking, POOL View, Sleep 6
Waikiki
United States
Kimera H.
CA $311
CA $862 total
includes taxes & fees
Oct 5 - Oct 6
Near WAIKIKI Beach, FREE parking, POOL View, Sleep 6

5. Island Colony studio w/ pool & BBQ

Island Colony studio w/ pool & BBQ
Waikiki
United States
Svetlana N.
CA $157
CA $611 total
includes taxes & fees
Sep 11 - Sep 12
Island Colony studio w/ pool & BBQ

6. Island Colony (IC14)

Island Colony (IC14)
Waikiki
United States
Ingrid C.
CA $216
CA $612 total
includes taxes & fees
Sep 28 - Sep 29
Island Colony (IC14)

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

IC 43th Floor Studio with balcony to enjoy Mountain View
Waikiki
United States
Cece F.
CA $271
CA $687 total
includes taxes & fees
Oct 6 - Oct 7
IC 43th Floor Studio with balcony to enjoy Mountain View

8. 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.
CA $169
CA $535 total
includes taxes & fees
Sep 29 - Sep 30
New Waikiki Boutique Condo 1.5 blocks to the sands of Waikiki Beach!

9. 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
Chris V.
CA $247
CA $861 total
includes taxes & fees
Sep 29 - Sep 30
Be at the center of action while enjoying a beautifully upgraded studio with top quality finishes

10. just 5minutes walk to Beach,convention center,shopping mall.

just 5minutes walk to Beach,convention center,shopping mall.
Waikiki
United States
Brent F.
CA $175
CA $589 total
includes taxes & fees
Sep 17 - Sep 18
just 5minutes walk to Beach,convention center,shopping mall.
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Top Kailua Hotel Reviews

OUTRIGGER Reef Waikiki Beach Resort

OUTRIGGER Reef Waikiki Beach Resort

10/10 Excellent
"Clean newly renovated hotel and nice facilities"
Bingjie 7-night trip
Posted 1 hour ago
OUTRIGGER Reef Waikiki Beach Resort
Ramada Plaza by Wyndham Waikiki

Ramada Plaza by Wyndham Waikiki

8/10 Good
"The smell, really need some upgrades. Good location"
Sandra Arevalos 6-night trip
Posted 1 hour ago
Ramada Plaza by Wyndham Waikiki
The Twin Fin Hotel

The Twin Fin Hotel

8/10 Good
"Overall stay was pleasant, but air conditioning doesn’t function properly. After speaking to front desk they sent someone over and the AC continued not to work. We were offered a fan but sleeping was very uncomfortable."
Jennifer 5-night trip
Posted 3 hours ago
The Twin Fin Hotel
Best Western The Plaza Hotel Honolulu Airport - Free Breakfast

Best Western The Plaza Hotel Honolulu Airport - Free Breakfast

8/10 Good
"I’ll promote to another person about you"
Pio 5-night trip
Posted 4 hours ago
Best Western The Plaza Hotel Honolulu Airport - Free Breakfast
Prince Waikiki

Prince Waikiki

10/10 Excellent
"Every day clean room,"
Simin 3-night trip
Posted 4 hours ago
Prince Waikiki
Hilton Hawaiian Village Waikiki Beach Resort

Hilton Hawaiian Village Waikiki Beach Resort

10/10 Excellent
"Our housekeeper was so sweet!! The resort was convenient to everything. Loved the fireworks on Friday."
JASON 7-night trip
Posted 8 hours ago
Hilton Hawaiian Village Waikiki Beach Resort
Sheraton Waikiki Beach Resort

Sheraton Waikiki Beach Resort

10/10 Excellent
"Absolutely one of my favorite places to stay"
Yolanda 4-night trip
Posted 13 hours ago
Sheraton Waikiki Beach Resort
Hyatt Regency Waikiki Beach Resort & Spa

Hyatt Regency Waikiki Beach Resort & Spa

10/10 Excellent
"Beautiful views! Loved the location"
Amy 4-night trip
Posted 1 day ago
Hyatt Regency Waikiki Beach Resort & Spa
Moana Surfrider, A Westin Resort & Spa, Waikiki Beach

Moana Surfrider, A Westin Resort & Spa, Waikiki Beach

10/10 Excellent
"clean rooms, small outdoor pool, had to rent beach chairs"
Kyle 4-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 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.

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