It's practically impossible to find a Kailua vacation home without a good view. Whether you have a balcony overlooking the azure waters of the Pacific Ocean or a front door opening onto a luxurious pool, you'll be able to easily enjoy Hawaii's gorgeous landscape and warm temperatures. When you're tired of all the beach time, Kailua has plenty to keep you busy: markets, restaurants, bars, and adorable boutique shops abound.
Top 15 Recommended vacation rentals in Kailua
Find your perfect vacation rental in Kailua from just $172 per night!
Vacation rentals and apartments with air conditioning
Apartments with a balcony or patio
Best vacation rentals with a balcony
Budget-friendly Rentals in Kailua
Find Fantastic yet Inexpensive Rentals
Top-Rated Offers and Accommodations in Kailua
Book Vacation Rentals with the Highest User Rating
Why choose HomeToGo?
Securely pay and stay your way
Choose local, trusted payment methods, plus trip insurance and add-on services.
Award-winning customer service
Experience seamless, hands-on support for any booking questions or concerns.
Verified reviews
Trust in the quality and comfort of your stay with verified guest reviews.
Price clarity, no surprises
Spend your budget exactly as planned by comparing thousands of providers.
Smart search made simple
Transform vacation planning into a joy with advanced, AI-powered search tools.
Find your dream stay
Explore 15 million+ rentals, the world’s biggest selection of vacation homes.
Popular Rental Amenities in Kailua
One-third of the vacation homes offer a pool, which makes Kailua an excellent vacation destination for vacationers looking to spend vacation poolside. Additionally, more apartment rental have a pool than cottage. Most of the apartment rental with pools in Kailua accommodate 3 guests and have an average cost of $2,074 per night. If you would ideally like to be close to the water, many of the vacation homes providing a pool are located within 2 kilometres of the waterfront.
What are the must-see attractions in Kailua?
Sightseeing in Kailua
Kailua Beach Park
Clear water and pristine white sand make this beach park the perfect place for water sports and aquatic activities. Rent some snorkel gear and look for tropical fish, or grab a kayak and hit the calm waves.
Lanikai Beach
Lanikai means "heavenly sea," and there's no better description for a beach such as this one. Although it's less than a mile long, Lanikai Beach is dubbed one of the best beaches in the world. You'll understand why when you see it.
Lanikai Pillboxes
The Lanikai Pillbox Hike is a moderately difficult but insanely scenic hiking trail with sweeping vistas overlooking the ocean and Kailua's unique landscape. You'll need about 90 minutes to complete this trail, and you'll definitely want to bring your camera.
Kalama Beach Park
Also known as Boettcher Estate, the Kalama Beach Park has the same white sands and turquoise waters of Kailua Beach. This beach is especially popular among windsurfers, bodyboarders, and kitesurfers. If that's not your thing, feel free to relax on the beach with a good book.
Olomana Three Peaks Trail
Olomana Three Peaks Trail is a challenging, rugged hike, but the rewards are well worth it. Thrill seekers, take note: the narrow path sometimes plunges to dramatic depths up to 1,600 feet on each side. Take in the views, but be careful with your footing.
Information about vacation rentals in Kailua
| 🏡 Vacation rentals available | 276 rentals |
|---|---|
| 🌙 Nightly prices starting at | $172 |
| ⭐ Popular amenities | Pool, Internet and Air conditioning |
| 🐾 Pet friendly homes | 22 homes |
| 🏊 Vacation rentals with pools | 103 homes |
Frequently Asked Questions
What is the typical availability of vacation rentals in Kailua?
October has the highest availability of House rental in Kailua, so you can expect a lot of vacation rentals available, even for last-minute bookings.
What are the most popular vacation home amenities in Kailua?
Many travellers are searching for Pool, Internet, and Air conditioning when booking a vacation home in Kailua.
Are there pet-friendly vacation rentals in Kailua?
Yes, there are 22 pet-friendly vacation rentals in Kailua, with an average nightly price of $947.
What's the best month to visit Kailua?
When booking a vacation rental in Kailua, remember that the rainiest months are usually May and July, with November often being the sunniest.
Top cities to visit
Top Vacation Destinations
- Canada Vacation Rentals
- Toronto Vacation Rentals
- Whistler Vacation Rentals
- Calgary Vacation Rentals
- Edmonton Vacation Rentals
- Prince Edward Island Vacation Rentals
- Ottawa Vacation Rentals
- Canmore Vacation Rentals
- Kelowna Vacation Rentals
- Nova Scotia Vacation Rentals
- Algonquin Park Vacation Rentals
- Ucluelet Vacation Rentals
- Niagara Falls NY Vacation Rentals
- Cavendish Vacation Rentals
- Vancouver Island Vacation Rentals
- Alberta Vacation Rentals
- Mont-Tremblant Vacation Rentals
- Sauble Beach Vacation Rentals
- Mississauga Vacation Rentals
- Grand Bend Vacation Rentals
- Cape Breton Island Vacation Rentals
- Cape Breton Island Vacation Rentals
- Revelstoke Vacation Rentals
- New York Vacation Rentals
- Fernie Vacation Rentals
- Hamilton Vacation Rentals
- Saskatoon Vacation Rentals
- Maui Vacation Rentals
- Wasaga Beach Vacation Rentals
- Niagara-on-the-Lake Vacation Rentals
- Osoyoos Vacation Rentals
- Sun Peaks Vacation Rentals
- Paris Vacation Rentals
- Long Beach Vacation Rentals
- London Vacation Rentals
- Barrie Vacation Rentals
- Waskesiu Lake Vacation Rentals
- Port Renfrew Vacation Rentals
- Brampton Vacation Rentals
- British Columbia Vacation Rentals
- Manitoba Vacation Rentals
- Costa Rica Vacation Rentals
- Winnipeg Vacation Rentals
- Bonavista Vacation Rentals
- Waterton Vacation Rentals
- Ingonish Vacation Rentals
- Kamloops Vacation Rentals
- Palm Springs Vacation Rentals
- Parksville Vacation Rentals
- Squamish Vacation Rentals
- Penticton Vacation Rentals
- Wolfville Vacation Rentals
- Oakville Vacation Rentals
- Saskatchewan Vacation Rentals
- Orlando Vacation Rentals
- Radium Hot Springs Vacation Rentals
- Lake Louise Vacation Rentals
- Hinton Vacation Rentals
- Harrison Hot Springs Vacation Rentals
- Cambridge Vacation Rentals