Kailua holiday rentals

We found 4,982 holiday rentals — enter your dates for availability
Select from 139 houses, 34 apartments and other holiday rentals to find the perfect place for your stay in Kailua. Holiday rentals provide the best amenities for your family, friends or furry companion, such as air conditioning and Wi-Fi. You'll be sure to find a property to rent to meet everyone's needs, including options that are accessible or non-smoking.

Holiday rentals with weekly discounts – Kailua

Showing deals for:1 Jan - 8 Jan

Interior
Exterior
Swimming
Exterior detail
Exceptional
(8 reviews)

Family/Friends Hotel in Terrific Honolulu Room, AC

Honolulu

7% off
S$1,325
for 7 nights, 1 room
S$189 per night
includes taxes & fees
Family/Friends Hotel in Terrific Honolulu Room, AC
Lobby
Pool
Dining
Room
Exceptional
(10 reviews)

Glam Condo Located in Central Waikiki, Panoramic Ocean View, & Full Kitchen!

Honolulu

8% off
S$3,052
for 7 nights, 1 apartment
S$436 per night
includes taxes & fees
Glam Condo Located in Central Waikiki, Panoramic Ocean View, & Full Kitchen!
The lobby of the Ilikai
Second floor pool
Enjoy your view of Honolulu while sipping coffee or tea on your lanai! (balcony)
Property grounds
Exceptional
(5 reviews)

Waikiki - Resort amenities for condo prices, just steps from the beach!

Honolulu

12% off
S$3,234
for 7 nights, 1 apartment
S$462 per night
includes taxes & fees
Waikiki - Resort amenities for condo prices, just steps from the beach!
Interior
Interior
Pool
Room
Very good
(9 reviews)

Entire condo in Waikiki - Ocean View 2 BR & 4 bed

Honolulu

8% off
S$3,054
for 7 nights, 1 apartment
S$436 per night
includes taxes & fees
Entire condo in Waikiki - Ocean View 2 BR & 4 bed
Grand entry of Italian marble.
Grand lobby furnished with European luxury.
ATM in lobby.
Pool and garden area.
Wonderful
(41 reviews)

Affordable Luxury in Waikiki

Honolulu

7% off
S$1,510
for 7 nights, 1 apartment
S$216 per night
includes taxes & fees
Affordable Luxury in Waikiki
Beautiful wood and glass motif in Lobby
Koi Pond in Lobby Unit is in Tower 1 Makai
Property grounds
Lobby
Exceptional
(102 reviews)

⛱ Ocean Escape - Your Perfect Spot! Clean, Ocean View, 5 min walk to Beach, Prkg

Honolulu

7% off
S$3,478
for 7 nights, 1 apartment
S$497 per night
includes taxes & fees
⛱ Ocean Escape - Your Perfect Spot! Clean, Ocean View, 5 min walk to Beach, Prkg

  • Peace of mind

    Our Book with Confidence guarantee gives you 24/7 support

  • More quality time

    From booking to staying, the whole process is simple and enjoyable

  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more

  • More for less

    More space, more privacy, more amenities — more value

Delight in the waterfront landscape of Kailua

The island views and surrounding scenery provide a peaceful ambience to your holiday home in Kailua. This city's kayaking, coral reefs and hiking draw many visitors. Ala Moana Center and Waikiki Beach Walk are just a couple of the must-see attractions in the area. Are you looking for specific amenities for your getaway? Many of our holiday rentals feature full kitchens and laundry facilities.

Sightseeing in and around Kailua

Do you want to find attractions to visit during your stay? Although it can be tempting to stay in your comfortable holiday rental, you'll want to experience everything that makes Kailua a fun place to get away to. Here are some of the most popular attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

  • Kaneohe Klipper Golf Course (3.4 mi / 5.5 km)
  • Honolulu Zoo (10.4 mi / 16.8 km)
  • Ko'olau Golf Club (3.6 mi / 5.8 km)
  • Waialae Country Club (9.4 mi / 15.1 km)
  • Ala Wai Golf Course (10 mi / 16.2 km)
  • Waikele Golf Club (17.1 mi / 27.6 km)

Exploring the beaches and other natural features in Kailua

Whether you're an outdoor enthusiast or just want to spend some time taking in the scenery, Kailua is a great place to get outside. These are some of the area's most eye-catching natural features, all within 30 miles (48.2 km) of the city centre:

  • Waikiki Beach (10.4 mi / 16.8 km)
  • Honolulu Harbor (10.6 mi / 17 km)
  • Diamond Head (10.6 mi / 17 km)
  • Kalama Beach Park (0.2 mi / 0.3 km)
  • Kailua Bay Beach (0.8 mi / 1.2 km)
  • Kailua Beach (0.9 mi / 1.4 km)

Seasonal weather averages in Kailua

Travellers enjoy Kailua for its snorkelling. If you're planning a holiday around warm-weather activities, September, August, October and July are the hottest months to visit, when temperatures average 26°C.

Transport to and around Kailua

The nearest airport is in Honolulu, HI (HNL-Daniel K. Inouye Intl.), located 12.6 mi (20.2 km) from the city centre. If you're unable to find a flight that fits your schedule, you could also fly into Kapolei, HI (JRF-Kalaeloa), which is 22.2 mi (35.7 km) away.

Frequently asked questions

What is the most popular type of holiday rental accommodation in Kailua?
Based on our research, houses are the most desirable holiday rental type in Kailua. But naturally, everyone's idea of an epic stay isn't going to be the same. Vrbo has holiday rentals of all shapes and sizes, so you're sure to discover your perfect match.
How much does it cost to rent a holiday rental in Kailua?
Different things affect what you'll pay for your holiday rental in Kailua, such as the season, length of stay and type of property. But, all of our holiday homes have something in common — incredible value. Just add your travel dates to find your perfect match.
How much does it cost to rent a beach house in Kailua?
When you travel and the size and style of the property will influence how much you'll pay for your beachside escape. Enter your Kailua travel dates to see all your options on Vrbo. Did someone just say "hot tub"? Use the filters to pick the features and amenities you want in your beach house.
What are popular rental amenities in Kailua?
Some of the most popular rental amenities people search for in Kailua are a sauna, a barbecue grill and ski-in/ski-out facilities. Whether you're holidaying with family, pals or even pets, Vrbo holiday properties feature the best amenities for fun and relaxation with the people that matter most.
What are the top attractions for families in Kailua?
There are lots of amazing things to do and see with the family in Kailua, such as:
  • Kailua Beach
  • Lanikai Beach
  • Waimanalo Beach
Can I find two-bedroom holiday rentals in Kailua?
Kailua has 28 two-bedroom holiday rentals to choose from. Discover a holiday home with all the comfort and privacy you're looking for at a price that's hard to resist on Vrbo.
Are there holiday rentals with WiFi in Kailua?
Kailua has 91 holiday rentals with WiFi, so you can stay connected while travelling. Simply check the "WiFi" box in our search filter for a list of properties with this feature. From streaming movies with the family to catching up on social media, these Vrbo homes make it a cinch to go online.
How old do you have to be to rent a holiday rental in Kailua?
The minimum age requirements can vary across properties on Vrbo, so look at the rules of the holiday rental in Kailua you want to book. But in general, it's 16, 18 or 21.
How long can I rent a holiday rental in Kailua for?
The amount of time you can stay in a Kailua holiday home for depends on the property. Simply put in your travel dates to find available options offering longer term stays. They include the things you need to make your extended getaway more enjoyable like kitchens and yards. Some Vrbo holiday homes may also offer weekly or monthly discounts, so you can stay even longer for less.

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