Find Vacation Rentals in Kailua

Kailua
Anytime
2 guests

Popular Kailua Vacation Homes and Apartments

Find the perfect Kailua vacation accommodation

Apartment ∙ 2 guests
Kailua, Honolulu County, Hawaii, United States
from $93
VRBO
4.2
Details
House ∙ 2 guests
Kailua, Honolulu County, Hawaii, United States
from $125
VRBO
4.6
Details
Apartment ∙ 3 guests
Kailua, Honolulu County, Hawaii, United States
from $193
VRBO
4.9
Details
House ∙ 3 guests
Kailua, Honolulu County, Hawaii, United States
from $263
VRBO
4.6
Details
Apartment ∙ 2 guests
Kailua, Honolulu County, Hawaii, United States
from $81
VRBO
4.6
Details
Apartment ∙ 2 guests ∙ 1 bedroom
Kailua, Honolulu County, Hawaii, United States
from $155
VRBO
4.9
Details
House ∙ 2 guests ∙ 1 bedroom
Kaneohe, Honolulu County, Hawaii, United States
from $59
Airbnb
4.5
Details
Private room ∙ 2 guests ∙ 1 bedroom
Kaneohe, Honolulu County, Hawaii, United States
from $63
Airbnb
5.0
Details
Private room ∙ 2 guests ∙ 1 bedroom
Kaneohe, Honolulu County, Hawaii, United States
from $63
Airbnb
4.5
Details
View more

Vacation Properties for Fishing

Fishing
Apartment ∙ 2 guests ∙ 1 bedroom
Kailua, Honolulu County, Hawaii, United States
from $138
VRBO
4.8
Details
Fishing
House ∙ 4 guests ∙ 1 bedroom
Kailua, Honolulu County, Hawaii, United States
from $213
VRBO
4.9
Details
Fishing
Apartment ∙ 2 guests ∙ 1 bedroom
Kailua, Honolulu County, Hawaii, United States
from $116
VRBO
5.0
Details
View more

Recommended Rentals With Pools

Pool
House ∙ 2 guests ∙ 1 bedroom
Kailua, Honolulu County, Hawaii, United States
from $132
VRBO
5.0
Details
Pool
Cottage ∙ 2 guests
Kailua, Honolulu County, Hawaii, United States
from $194
Airbnb
5.0
Details
Pool
Apartment ∙ 3 guests
Kailua, Honolulu County, Hawaii, United States
from $105
Airbnb
5.0
Details
View more

Vacation Homes With Terraces

Balcony/Patio
Apartment ∙ 3 guests
Kailua, Honolulu County, Hawaii, United States
from $207
VRBO
4.8
Details
Balcony/Patio
House ∙ 10 guests ∙ 5 bedrooms
Kailua, Honolulu County, Hawaii, United States
from $673
VRBO
4.8
Details
Balcony/Patio
House ∙ 4 guests ∙ 1 bedroom
Kailua, Honolulu County, Hawaii, United States
from $228
Booking.com
4.4
Details
View more
Finding the perfect vacation home has never been easier. Tripping.com searches the world's top vacation rental sites to find the best properties in 190 countries worldwide. One search lets you filter, compare and sort over 10 million available vacation rentals from trusted partners including HomeAway, VRBO, TripAdvisor, Booking.com and more. When you use Tripping.com to plan your trip and book your vacation rental, you never have to wonder if you're getting the best deal.

Kailua Information

About Kailua

Located on the Windward side of Oahu, Kailua is a popular destination for locals and visitors alike. Just a 30 minute drive from Waikiki, a popular beach neighbourhood in Honolulu, it is said that Kailua is “Like stepping into a post card." Kailua is home to two of the most famous beaches in America, Lanikai Beach and Kailua Beach.

Things to do in Kailua

The top of your to-do list should be to visit the world-famous beaches. Both Lanikai Beach and Kailua Beach have been rated #1 in different publications. Once you see the turquoise water and the soft, white sand, you’ll know why. Lanikai is a 5 minute drive South of Kailua Beach and both are equally as suitable for a great day of sun and sand. Grab your breakfast and sunscreen and get to these hot spots as soon as possible. Being an island favorite, these beaches get pretty crowded early on in the day. There are plenty of watersports to be enjoyed for the adventurous; kayaking, kite boarding, body boarding, parasailing, and windsurfing are among the most popular. Snorkeling is never a bad option, either! Want to spend a day off the beach? No problem! Check out Mount Olomana Three Peaks Trail for an exhilarating, challenging, yet very rewarding hike. Maunawili Falls is another scenic hike with a breathtaking waterfall at the end. If you’re looking for some history, visit the Heiau (an ancient Hawaiian temple) that can be found on the outskirts of Kailua, or head over to Pearl Harbor, a site 35 minutes away that is dedicated to those who fought and lost their lives in the Pacific during World War II. When your day comes to an end, stop in at one of the many spas for a famous Lomi Lomi massage.

Kailua Accommodations

Kailua is 19 miles from the Honolulu International Airport where you can catch a bus, a taxi, a shuttle, or rent a car. Once in Kailua, grocery stores and other amenities are all just a short distance away. Whether you’re looking for a beachfront beauty or something a few blocks back, Tripping.com has your perfect Hawaiian getaway covered!

Vacation Rentals in Kailua

Looking for the perfect vacation rental for your Kailua getaway? Tripping.com’s got you covered. Whether you’re seeking a vacation home, cabin rental or cottage, Kailua offers 1155 affordable vacation home rentals to choose from, with far more amenities, space and comforts than the average hotel room. Select from 1074 properties with high-speed WiFi Internet, 369 full with jacuzzi and pool, and homes complete with outdoor patio, great for entertaining with guests. Whatever your needs, find the perfect home rental that best matches your accommodation style and budget.

For travelers planning for an extended stay, long-term lodging and corporate rentals only cost an average of €42837 a month. Save hundreds with affordable vacation rentals on Tripping.com and, in many cases, book directly online so you’re all set to go. Kailua has 1155 gorgeous homes with 52 pet-friendly rentals to choose from, perfect for your dog or cat. Check out our vacation rental listings now to get the latest deals, and book the right vacation home rental for you and the whole family. Feel at home wherever you are and experience an unforgettable vacation with Tripping.com.

Search properties from 11 vacation rental sites in Kailua where the top providers in that area are HomeAway, TripAdvisor, and Expedia. There are 873 HomeAway rentals, 156 TripAdvisor short term rentals and 49 Expedia vacation rentals.

Top Destinations in Hawaii

Destinations Close to Kailua