Top Hotels
Insights
FAQs
Hotels in Kailua

Vacation rentals in Kailua, HI

Find deals on vacation rentals in Kailua, HI

momondo compares 3M+ hotel and accommodation options.

Top rentals in Kailua

Find the perfect vacation rental for your stay in Kailua
Price
$96
$4,452
Review Score
0+
6+
7+
8+
9+

Hostels and cheap hotels in Kailua

These hotels and hostels usually make for a cheap way to stay in Kailua
Budget Friendly Camping Experience Photo

Budget Friendly Camping Experience

Kailua, O'ahu, HI, United States

11146786
Charming apartment with AC and WiFi in serene Kailua. Photo

Charming apartment with AC and WiFi in serene Kailua.

Kailua, O'ahu, HI, United States

10514488
1 bedroom steps to white sand beach Photo

1 bedroom steps to white sand beach

Kailua, O'ahu, HI, United States

10.0
1070762681
New 3 Bdrm, Large Lanai, Quiet area, Ocean Breezes, Short Walk to the Beach Photo

New 3 Bdrm, Large Lanai, Quiet area, Ocean Breezes, Short Walk to the Beach

Kailua, O'ahu, HI, United States

9.7
4132469
Footsteps to Hawaii's Best Beach Photo

Footsteps to Hawaii's Best Beach

Kailua, O'ahu, HI, United States

10.0
4118119
Suite By the Sea - a bright and sparkling Apartment Photo

Suite By the Sea - a bright and sparkling Apartment

Kailua, O'ahu, HI, United States

7047580

Get the best value vacation rental in Kailua

These Kailua vacation rentals have the best prices for their ratings
Footsteps to Hawaii's Best Beach Photo

Footsteps to Hawaii's Best Beach

Kailua, O'ahu, HI, United States

10.0
4118119
Come relax on the lake! Beautiful lake and mountain views. Kayaks included. Photo

Come relax on the lake! Beautiful lake and mountain views. Kayaks included.

Kailua, O'ahu, HI, United States

9.5
7468903
1 bedroom steps to white sand beach Photo

1 bedroom steps to white sand beach

Kailua, O'ahu, HI, United States

10.0
1070762681
Coconut Grove Cottage, Walk to Beach and Downtown Photo

Coconut Grove Cottage, Walk to Beach and Downtown

Kailua, O'ahu, HI, United States

10.0
8334446
New 3 Bdrm, Large Lanai, Quiet area, Ocean Breezes, Short Walk to the Beach Photo

New 3 Bdrm, Large Lanai, Quiet area, Ocean Breezes, Short Walk to the Beach

Kailua, O'ahu, HI, United States

9.7
4132469
Secluded Beach Bungalow with Private Garden Photo

Secluded Beach Bungalow with Private Garden

Kailua, O'ahu, HI, United States

10.0
5517611

momondo's favorite vacation rentals in Kailua

Learn more about these user-preferred vacation rentals in Kailua
Since 1985 Legal Lanikai Garden Studio AC, across the street from Lanikai Beach! Photo

Since 1985 Legal Lanikai Garden Studio AC, across the street from Lanikai Beach!

Kailua, O'ahu, HI, United States

9.9
$591
Charming apartment with AC and WiFi in serene Kailua. Photo

Charming apartment with AC and WiFi in serene Kailua.

Kailua, O'ahu, HI, United States

$148
Gigi's Retreat-Kailua Beach Front + Pool - Lic.1990/Nuc-1783 Photo

Gigi's Retreat-Kailua Beach Front + Pool - Lic.1990/Nuc-1783

Kailua, O'ahu, HI, United States

10.0
$2,802
Beachfront spectacular Kailua beach Photo

Beachfront spectacular Kailua beach

Kailua, O'ahu, HI, United States

9.9
$1,850
Close to the Beautiful Kailua Beach-A/C's-Full Kitchen-Covered Patio-Laundry Photo

Close to the Beautiful Kailua Beach-A/C's-Full Kitchen-Covered Patio-Laundry

Kailua, O'ahu, HI, United States

9.8
$256

Stylish 1br Apartment With Ac Full Kitch

Kailua, O'ahu, HI, United States

9.7
$202
Palione Papalani by Avantstay New 1.5m Remodel Steps From Kailua Beach w/ Private Pool & Hot Tub Photo

Palione Papalani by Avantstay New 1.5m Remodel Steps From Kailua Beach w/ Private Pool & Hot Tub

Kailua, O'ahu, HI, United States

9.3
$3,346
The Little Yellow Cottage in Lanikai You Photo

The Little Yellow Cottage in Lanikai You

Kailua, O'ahu, HI, United States

9.6
$265
Beachfront! Barefoot Living On The Best Spot On Lanikai Beach! Photo

Beachfront! Barefoot Living On The Best Spot On Lanikai Beach!

Kailua, O'ahu, HI, United States

10.0
$326
Christmas Availability! Charming Lanikai Kailua Cottage. Custom Stay Requests. Photo

Christmas Availability! Charming Lanikai Kailua Cottage. Custom Stay Requests.

Kailua, O'ahu, HI, United States

10.0
$367
Steps to Beach, Private Street, Ac, Heated Pool, Contact Host for Desired Dates Photo

Steps to Beach, Private Street, Ac, Heated Pool, Contact Host for Desired Dates

Kailua, O'ahu, HI, United States

10.0
$1,573
Zen Home Near Kailua Beach. Ask For Short Stays Photo

Zen Home Near Kailua Beach. Ask For Short Stays

Kailua, O'ahu, HI, United States

9.5
$1,183
Footsteps to Hawaii's Best Beach Photo

Footsteps to Hawaii's Best Beach

Kailua, O'ahu, HI, United States

10.0
$145
New 3 Bdrm, Large Lanai, Quiet area, Ocean Breezes, Short Walk to the Beach Photo

New 3 Bdrm, Large Lanai, Quiet area, Ocean Breezes, Short Walk to the Beach

Kailua, O'ahu, HI, United States

9.7
$178
Lanikai Breeze: Beautiful Private Home w/Pool, Yard & AC - Walk to the Beach Photo

Lanikai Breeze: Beautiful Private Home w/Pool, Yard & AC - Walk to the Beach

Kailua, O'ahu, HI, United States

$730
Beach Front Kailua Estate, Ocean Views, Huge Lush Private Historic Property Photo

Beach Front Kailua Estate, Ocean Views, Huge Lush Private Historic Property

Kailua, O'ahu, HI, United States

9.2
$1,002
Minutes To Kailua Beach-Fabulous Pool Great Indoor/ Outdoor Living Photo

Minutes To Kailua Beach-Fabulous Pool Great Indoor/ Outdoor Living

Kailua, O'ahu, HI, United States

10.0
$424
Secluded Beach Bungalow with Private Garden Photo

Secluded Beach Bungalow with Private Garden

Kailua, O'ahu, HI, United States

10.0
$245
Perfect Kailua Vacation at Ka Hale Lai-House of Serenity-pool and spa. Photo

Perfect Kailua Vacation at Ka Hale Lai-House of Serenity-pool and spa.

Kailua, O'ahu, HI, United States

9.8
$1,569
Suite By the Sea - a bright and sparkling Apartment Photo

Suite By the Sea - a bright and sparkling Apartment

Kailua, O'ahu, HI, United States

$189

Useful insights on Kailua vacation rentals

Get a quick overview on price and accommodation trends for your visit in Kailua

Average Length of Stay

7 days
On average, people stay for 7 days when lodging at vacation rentals in Kailua. The average accommodation price for 7 days in Kailua in the past week is $5,625.

When to book a vacation rental in Kailua

Check out the information below to find the best deal on a vacation rental in Kailua
Low SeasonJanuarycheapest month to stay
High SeasonAprilmost expensive time to stay
88%expected price decrease
77%expected price increase

Price

$95 - $3,352

Cheapest day of weekWednesdayis the cheapest day of the week to book
Highest day of weekSaturdayis the most expensive day of the week to book
$118is the average per night cost for a vacation rental on this day
$733is the average per night cost for a vacation rental on this day

Information about staying in Kailua

Read these important travel tips before booking a vacation rental in Kailua

How long do people typically book vacation apartments for in Kailua?

Those choosing vacation rental apartments in Kailua typically book for at least 7 nights.

When is the best time to book a vacation rental in Kailua?

Vacation apartments in Kailua are often cheapest in July - rental prices can be around 65% lower than the average during this period.

How many operators does momondo search for hotels in Kailua?

The number of operators available for hotels in Kailua is 200 as of September 2026.

When did momondo last update prices for hotels in Kailua?

Prices for hotels in Kailua refresh daily.

Save money when you book vacation rentals with momondo

Best deals on hotels

Best deals on hotels

See deals from 3M+ hotels and accommodations in one place.

Free cancellation

Free cancellation

Use our filter to find stays with free cancellation.

Millions of reviews

Millions of reviews

Check ratings based on millions of real guest reviews.

Price Alerts

Price Alerts

Not ready to book? to track prices.

An easier way to manage your Kailua trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.
Start using Trips
Find my bookings

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.
2 guests, 1 room
Kailua, O'ahu, HI
Tue 9/22
Wed 9/23
By creating a price alert you accept our terms of use and privacy policy.

Find better results for your stay in Kailua