Kailua Vacation Rentals - HomeToGo base64Hash Kailua Vacation Rentals - HomeToGo

Kailua Vacation Rentals

Find 276 available home rentals from 8 partners
Anytime
Guests
Anytime
Guests

Top 15 Recommended vacation rentals in Kailua

Find your perfect vacation rental in Kailua from just $172 per night!

House Kailua
House ∙ 7 guests ∙ 3 bedrooms

House

Kailua, Honolulu County, Hawaii, United States
from $760
per night
Outstanding(39 ratings)
from $760
per night
View deal
House Kailua
House ∙ 2 guests ∙ 1 bedroom

House

Kailua, Honolulu County, Hawaii, United States
from $209
per night
Outstanding(10 ratings)
from $209
per night
View deal
House Kailua
House ∙ 15 guests ∙ 6 bedrooms

293 m² House

Kailua, Honolulu County, Hawaii, United States
from $1,168
per night
Outstanding(8 ratings)
from $1,168
per night
View deal
House Kailua
House ∙ 5 guests ∙ 2 bedrooms

House

Kailua, Honolulu County, Hawaii, United States
from $866
per night
Outstanding(237 ratings)
from $866
per night
View deal
House Kailua
House ∙ 6 guests ∙ 2 bedrooms

House

Kailua, Honolulu County, Hawaii, United States
from $271
per night
Outstanding(2 ratings)
from $271
per night
View deal
House Kailua
House ∙ 4 guests ∙ 2 bedrooms

84 m² House

Kailua, Honolulu County, Hawaii, United States
from $571
per night
Outstanding(4 ratings)
from $571
per night
View deal
House Kailua
House ∙ 8 guests ∙ 4 bedrooms

297 m² House

Kailua, Honolulu County, Hawaii, United States
from $931
per night
Outstanding(131 ratings)
from $931
per night
View deal
House Kailua
House ∙ 20 guests ∙ 5 bedrooms

House

Kailua, Honolulu County, Hawaii, United States
from $1,151
per night
from $1,151
per night
View deal
House Kailua
House ∙ 6 guests ∙ 3 bedrooms

218 m² House

Kailua, Honolulu County, Hawaii, United States
from $861
per night
Outstanding(80 ratings)
from $861
per night
View deal
Bed and breakfast Kailua
Bed and breakfast ∙ 3 guests ∙ 4 bedrooms

Award Winner - Hawaii's Hidden Hideaway - Bed and Breakfast

Kailua, Honolulu County, Hawaii, United States
from $505
per night
Excellent(116 ratings)
from $505
per night
View deal
House Kailua
House ∙ 12 guests ∙ 4 bedrooms

House

Kailua, Honolulu County, Hawaii, United States
from $447
per night
from $447
per night
View deal
House Kailua
House ∙ 6 guests ∙ 4 bedrooms

116 m² House

Kailua, Honolulu County, Hawaii, United States
from $1,018
per night
Outstanding(90 ratings)
from $1,018
per night
View deal
House Kailua
House ∙ 10 guests ∙ 5 bedrooms

House

Kailua, Honolulu County, Hawaii, United States
from $1,570
per night
Outstanding(49 ratings)
from $1,570
per night
View deal
Cabin Kailua
Cabin ∙ 5 guests ∙ 2 bedrooms

Cabin

Kailua, Honolulu County, Hawaii, United States
from $697
per night
Excellent(177 ratings)
from $697
per night
View deal
House Kailua
House ∙ 8 guests ∙ 4 bedrooms

186 m² House

Kailua, Honolulu County, Hawaii, United States
from $560
per night
Outstanding(52 ratings)
from $560
per night
View deal

Vacation rentals and apartments with air conditioning

Villa  Kailua
from $639 per night
Villa ∙ 12 guests ∙ 5 bedrooms

Villa

Kailua, Honolulu County, Hawaii, United States
Air conditioning
View deal
House  Kailua
from $351 per night
House ∙ 7 guests ∙ 3 bedrooms

139 m² House

5.0
Outstanding(8 ratings)
Kailua, Honolulu County, Hawaii, United States
Air conditioning
View deal
House  Kailua
from $891 per night
House ∙ 2 guests ∙ 1 bedroom

44 m² House

4.7
Excellent(183 ratings)
Kailua, Honolulu County, Hawaii, United States
Air conditioning
View deal
See all offers

Apartments with a balcony or patio

House  Kailua
from $327 per night
House ∙ 6 guests ∙ 3 bedrooms

House

5.0
Outstanding(34 ratings)
Kailua, Honolulu County, Hawaii, United States
Balcony/Patio
View deal
Cabin  Kailua
from $384 per night
Cabin ∙ 4 guests ∙ 2 bedrooms

93 m² Cabin

4.7
Excellent(66 ratings)
Kailua, Honolulu County, Hawaii, United States
Balcony/Patio
View deal
House  Kailua
from $489 per night
House ∙ 3 guests ∙ 1 bedroom

37 m² House

4.9
Outstanding(131 ratings)
Kailua, Honolulu County, Hawaii, United States
Balcony/Patio
View deal
See all offers

Best vacation rentals with a balcony

Apartment  Kailua
from $913 per night
Apartment ∙ 2 guests ∙ 1 bedroom

47 m² Apartment

4.7
Excellent(176 ratings)
Kailua, Honolulu County, Hawaii, United States
Balcony
View deal
House  Kailua
from $1,576 per night
House ∙ 6 guests ∙ 3 bedrooms

139 m² House

5.0
Outstanding(82 ratings)
Kailua, Honolulu County, Hawaii, United States
Balcony
View deal
Apartment  Kailua
from $295 per night
Apartment ∙ 6 guests ∙ 3 bedrooms

121 m² Apartment

4.9
Outstanding(36 ratings)
Kailua, Honolulu County, Hawaii, United States
Balcony
View deal
See all offers

Budget-friendly Rentals in Kailua

Find Fantastic yet Inexpensive Rentals

House Kailua
from $349 per night
House ∙ 7 guests ∙ 3 bedrooms

139 m² House

4.8
Outstanding(4 ratings)
Kailua, Honolulu County, Hawaii, United States
View deal
House Kailua
from $1,554 per night
House ∙ 10 guests ∙ 5 bedrooms

167 m² House

5.0
Outstanding(12 ratings)
Kailua, Honolulu County, Hawaii, United States
View deal
House Kailua
from $950 per night
House ∙ 12 guests ∙ 4 bedrooms

242 m² House

4.7
Excellent(106 ratings)
Kailua, Honolulu County, Hawaii, United States
View deal

Top-Rated Offers and Accommodations in Kailua

Book Vacation Rentals with the Highest User Rating

Apartment Kailua
from $375 per night
Apartment ∙ 5 guests ∙ 2 bedrooms

79 m² Apartment

4.8
Outstanding(59 ratings)
Kailua, Honolulu County, Hawaii, United States
View deal
House Kailua
from $1,190 per night
House ∙ 14 guests ∙ 4 bedrooms

306 m² House

5.0
Outstanding(30 ratings)
Kailua, Honolulu County, Hawaii, United States
View deal
House Kailua
from $582 per night
House ∙ 8 guests ∙ 3 bedrooms

House

5.0
Outstanding(8 ratings)
Kailua, Honolulu County, Hawaii, United States
View deal

Why choose HomeToGo?

Securely pay and stay your way

Securely pay and stay your way

Choose local, trusted payment methods, plus trip insurance and add-on services.

Award-winning customer service

Award-winning customer service

Experience seamless, hands-on support for any booking questions or concerns.

Verified reviews

Verified reviews

Trust in the quality and comfort of your stay with verified guest reviews.

Price clarity, no surprises

Price clarity, no surprises

Spend your budget exactly as planned by comparing thousands of providers.

Smart search made simple

Smart search made simple

Transform vacation planning into a joy with advanced, AI-powered search tools.

Find your dream stay

Find your dream stay

Explore 15 million+ rentals, the world’s biggest selection of vacation homes.

Popular Rental Amenities in Kailua

  • Pool (103)
  • WiFi (267)
  • Air conditioning (236)
  • Kitchen (266)
  • TV (251)
  • Parking (21)
  • Balcony/patio (159)
  • Washing machine (244)
  • Grill (191)
  • Microwave (237)
  • No smoking (256)
  • Pet-friendly (22)

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.

Soak up Paradise at your Kailua vacation house

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.

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

Show more
image-tag