Kailua Holiday Rentals - HomeToGo base64Hash Kailua Holiday Rentals - HomeToGo

Kailua Holiday Rentals

Find 312 available offers from 13 partners
Anytime
Guests
Anytime
Guests

Popular Filters to discover the perfect holiday home in Kailua

2 Adults
House
Pets allowed
Hot tub
Cottage
Cabin
Lodge

Holiday lettings and apartments with air conditioning

House  Kailua
17 Oct - 24 Oct
£270 per night
House ∙ 4 guests ∙ 2 bedrooms

Nice House in Kailua

3.3
Kailua, Honolulu County, Hawaii, United States
Air conditioning
Agoda
View deal
House  Kailua
31 Aug - 7 Sept
-37%
£1,062
£666 per night
House ∙ 4 guests ∙ 1 bedroom

House in Kailua with Tropical Garden

4.8
Outstanding(46 ratings)
Kailua, Honolulu County, Hawaii, United States
Air conditioning
HomeToGo
View deal
Apartment  Kailua
8 Mar - 15 Mar
-29%
£246
£174 per night
Apartment ∙ 2 guests ∙ 1 bedroom

Holiday Apartment in Kailua

Kailua, Honolulu County, Hawaii, United States
Free cancellation
Air conditioning
Agoda
View deal
See all offers

Best holiday homes with a patio or terrace

House  Kailua
from £375 per night
House ∙ 6 guests ∙ 3 bedrooms

Holiday Home in Hawaii Kai with Barbecue, Garden & Terrace + Panoramic Views

4.6
Excellent(39 ratings)
Kailua, Honolulu County, Hawaii, United States
Balcony/Patio
Vacasa
View deal
Condo  Kailua
from £90 per night
Condo ∙ 4 guests ∙ 1 bedroom

Flat in Hawaii Kai

Kailua, Honolulu County, Hawaii, United States
Balcony/Patio
Vrbo
View deal
Studio flat  Kailua
from £147 per night
Studio flat ∙ 2 guests ∙ 1 bedroom

Studio in Hawaii Kai

Kailua, Honolulu County, Hawaii, United States
Balcony/Patio
Vacasa
View deal
See all offers

Holiday homes and cottages with a garden

House  Kailua
from £687 per night
House ∙ 10 guests ∙ 5 bedrooms

Holiday Home in Kailua with Barbecue, Pool, Hot Tub + Tropical Views

5.0
Outstanding(6 ratings)
Kailua, Honolulu County, Hawaii, United States
Garden
Vrbo
View deal
House  Kailua
from £87 per night
House ∙ 10 guests ∙ 5 bedrooms

House in Kailua with Barbecue, Pool & Garden + Tropical Views

5.0
Outstanding(6 ratings)
Kailua, Honolulu County, Hawaii, United States
Garden
HomeToGo
View deal
House  Kailua
from £1,562 per night
House ∙ 16 guests ∙ 6 bedrooms

House in Kuliouou - Kalani Iki with Private Pool + Mountain View

5.0
Outstanding(26 ratings)
Kailua, Honolulu County, Hawaii, United States
Garden
Vrbo
View deal
See all offers

Best holiday rental deals in Kailua

Save up to 53%

House Kailua
16 Nov - 23 Nov
-53%
£6,589
£3,129 per night
House ∙ 16 guests ∙ 6 bedrooms

House in Kailua with Barbecue & Pool

Kailua, Honolulu County, Hawaii, United States
Free cancellation
HomeToGo
View deal
Resort Kailua
2 Jan - 9 Jan
-34%
£366
£242 per night
Resort ∙ 127 guests ∙ 1 bedroom

Beautiful Resort in Kahaluu with Outdoor Pool

4.2
Very good
Kailua, Honolulu County, Hawaii, United States
Agoda
View deal

Find a holiday rental that matches your needs among the 312 great accommodation options from 13 partner websites in Kailua. Our algorithm immediately compares the offers, so you can save up to 54%.

Recommended holiday lettings in Kailua

Rent a holiday home, apartment or cottage in Kailua from just £90 per night

House Kailua
from £112 per night
House ∙ 4 guests ∙ 1 bedroom

Holiday Home in Kailua with Garden & Terrace

5.0
Outstanding(1 rating)
Kailua, Honolulu County, Hawaii, United States
Vrbo
View deal
Villa Kailua
from £801 per night
Villa ∙ 14 guests ∙ 6 bedrooms

Villa in Kailua with Weekly Pool + Ocean Views

5.0
Outstanding(4 ratings)
Kailua, Honolulu County, Hawaii, United States
Vrbo
View deal
House Kailua
from £479 per night
House ∙ 8 guests ∙ 4 bedrooms

Charming Holiday Home in Kailua with Terrace

5.0
Outstanding(1 rating)
Kailua, Honolulu County, Hawaii, United States
Vrbo
View deal
House Kailua
from £1,689 per night
House ∙ 14 guests ∙ 8 bedrooms

House in Kailua with Pool, Terrace & Garden + Close to Beach

4.7
Excellent(102 ratings)
Kailua, Honolulu County, Hawaii, United States
Vrbo
View deal
House Kailua
from £832 per night
House ∙ 7 guests ∙ 3 bedrooms

Lovely House in Kailua with Tropical Garden + Mountain Views

5.0
Outstanding(70 ratings)
Kailua, Honolulu County, Hawaii, United States
Vrbo
View deal
House Kailua
from £222 per night
House ∙ 7 guests ∙ 3 bedrooms

House in Kailua with Botanical Garden

Kailua, Honolulu County, Hawaii, United States
Vrbo
View deal
House Kailua
from £507 per night
House ∙ 7 guests ∙ 3 bedrooms

Holiday Home in Kailua with Garden, Terrace & Barbecue + Ocean Views

4.6
Excellent(130 ratings)
Kailua, Honolulu County, Hawaii, United States
Vrbo
View deal
House Kailua
from £260 per night
House ∙ 7 guests ∙ 3 bedrooms

Holiday Home in Kailua with Beautiful Pool + Amazing Views

4.9
Outstanding(39 ratings)
Kailua, Honolulu County, Hawaii, United States
Vrbo
View deal
Boat Kailua
12 Oct - 19 Oct
£94 per night
Boat ∙ 4 guests ∙ 1 bedroom

Boat in Kailua

4.6
Excellent
Kailua, Honolulu County, Hawaii, United States
Agoda
View deal
See all offers

Budget-friendly Holiday Homes in Kailua

Find Fantastic yet Cheap Lettings

House Kailua
from £196 per night
House ∙ 7 guests ∙ 3 bedrooms

Family Friendly Holiday Home in Kailua with Pool

4.8
Outstanding(4 ratings)
Kailua, Honolulu County, Hawaii, United States
HomeToGo
View deal
House Kailua
from £196 per night
House ∙ 7 guests ∙ 3 bedrooms

Family Friendly House in Kailua with Pool

5.0
Outstanding(6 ratings)
Kailua, Honolulu County, Hawaii, United States
Vrbo
View deal
Villa Kailua
from £729 per night
Villa ∙ 12 guests ∙ 6 bedrooms

Spacious Villa in Kailua with Barbecue & Garden + Ocean View

Kailua, Honolulu County, Hawaii, United States
Vrbo
View deal

Top-Rated Lettings and Properties in Kailua

Book Holiday Letting Offers with the Highest User Rating

House Kailua
from £160 per night
House ∙ 6 guests ∙ 2 bedrooms

Charming Holiday Home in Kailua with Pool, Garden & Barbecue

4.7
Excellent(85 ratings)
Kailua, Honolulu County, Hawaii, United States
Vrbo
View deal
House Kailua
from £436 per night
House ∙ 12 guests ∙ 4 bedrooms

House in Kailua with Garden, Terrace & Barbecue

4.6
Excellent(102 ratings)
Kailua, Honolulu County, Hawaii, United States
Vrbo
View deal
House Kailua
from £778 per night
House ∙ 14 guests ∙ 7 bedrooms

House in Kailua with Private Pool

5.0
Outstanding(40 ratings)
Kailua, Honolulu County, Hawaii, United States
Vrbo
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 holiday 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 holiday homes.

Popular holiday rental amenities in Kailua

  • Pool (120)
  • WiFi (302)
  • Air conditioning (264)
  • Kitchen (307)
  • TV (280)
  • Balcony/patio (173)
  • Parking (28)
  • Garden (180)
  • Washing machine (276)
  • Hot tub (6)
  • Grill (207)
  • Microwave (257)

Kailua is a great holiday destination if you want to rent a holiday home with a pool. One-third of the accommodation options here have this amenity. More apartment rental have a pool than cottage. Most of the apartment rental with pools in Kailua accommodate 4 holidaymakers and cost £1,020 a night. You can also choose a holiday home providing a pool near the water, which is the case for many of the properties there.

Soak up paradise at your Kailua holiday accommodation

It's practically impossible to find Kailua holiday accommodation 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 holiday rentals in Kailua

🏡 Holiday homes available 309 rentals
💳 Discounts available up to 53%
🌙 Nightly prices from £90
⭐ Popular amenities Pool, Internet and Air conditioning
🐾 Pet friendly rentals 29 properties
🏊 Holiday rentals with pools 120 properties

Frequently Asked Questions

What is the price per night for a holiday rental in Kailua?

The nightly price in Kailua is £90 on average. The average rate for renting a apartment rental is £211 per night. House rentals will be £880 per night.

How many holiday lettings are available to book in Kailua?

Currently there are 309 holiday homes from 12 providers on offer in Kailua.

What is the most searched holiday home amenity in Kailua?

Travellers planning trips to Kailua usually search for Pool, Internet, and Air conditioning when it comes to holiday home amenities.

How many holiday homes with a pool there are on offer in Kailua?

Holiday rentals with pools are 39 of all offers in Kailua. In addition, there are 66 of apartments with pools near water.

Can i bring my pet while staying in an accommodation in Kailua?

Dogs are welcome in Kailua which is home to 29 pet-friendly holiday rentals.

What is the perfect time to travel to Kailua?

August and September are the best months for sun lovers in Kailua.

Can you get discounts on holiday accommmodation in Kailua?

You can find fabulous discounts on holiday rentals in Kailua with prices for a letting beginning at £90 - and HomeToGo has created plenty of filters that mean it's quick and simple to locate some awesome offers. If you don't have set dates for your holiday, try a search using HomeToGo's flexible dates technology to easily look for low-price timings and see discounts of up to 53%. Additionally, HomeToGo's 'distance from' filter can help you uncover top quality accommodation offers in great value, under-the-radar locales with good proximity to the area of your choice, whether that's sand and sea, a mountain for snowboarding, or a city's urban hub. Book early to get the benefits of a wide range of offers and low prices - and do so without worries by selecting HomeToGo's 'free cancellation' filter when using the website or app.

What are the advantages of booking a holiday letting in Kailua with HomeToGo?

From increased privacy away from the crowds to more space in which to chill out with your loved ones, holiday rentals in Kailua have plenty of advantages. HomeToGo shows you genuine ratings from verified visitors, and searching is secure, easy, and stress-free - so with 309 lets from 12 providers in the region, you're guaranteed to discover the right holiday home with the amenities and features you need in Kailua.

Top cities to visit

Top holiday destinations near Kailua

Top holiday ideas

Find holiday inspiration for your next trip

image-tag