Cheap Vacations in Kailua

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3-night Kailua vacations

Price found within the past 48 hours. Click for updated prices.
Ilikai by Luana Hawaii Vacation Rentals

Ilikai by Luana Hawaii Vacation Rentals

3 out of 5
Save 100% on your flight
per person
Jun 20 - Jun 23
Roundtrip flight included
Los Angeles (LAX) to Honolulu (HNL)
Paradise Bay Resort

Paradise Bay Resort

3.5 out of 5
Save 100% on your flight
per person
Jul 4 - Jul 7
Roundtrip flight included
Los Angeles (LAX) to Honolulu (HNL)
Ala Moana Hotelcondo by Luana Vacation Rental

Ala Moana Hotelcondo by Luana Vacation Rental

3.5 out of 5
Save 100% on your flight
per person
Jun 24 - Jun 27
Roundtrip non-stop flight included
Ontario (ONT) to Honolulu (HNL)
OUTRIGGER Waikiki Beach Resort

OUTRIGGER Waikiki Beach Resort

4 out of 5
Save 100% on your flight
per person
Jun 16 - Jun 19
Roundtrip flight included
Los Angeles (LAX) to Honolulu (HNL)
Stay Hotel Waikiki

Stay Hotel Waikiki

3 out of 5
per person
Jun 27 - Jun 30
Roundtrip flight included
Los Angeles (LAX) to Honolulu (HNL)
Ocean Bungalows at Turtle Bay Resort

Ocean Bungalows at Turtle Bay Resort

5 out of 5
Save 100% on your flight
per person
Jun 27 - Jun 30
Roundtrip flight included
Los Angeles (LAX) to Honolulu (HNL)
OUTRIGGER Waikiki Beachcomber Hotel

OUTRIGGER Waikiki Beachcomber Hotel

4 out of 5
per person
Jun 21 - Jun 24
Roundtrip flight included
Los Angeles (LAX) to Honolulu (HNL)
Aston Waikiki Sunset

Aston Waikiki Sunset

4 out of 5
per person
Jun 16 - Jun 19
Roundtrip flight included
Los Angeles (LAX) to Honolulu (HNL)
Waikiki Resort Hotel

Waikiki Resort Hotel

3.5 out of 5
per person
Jun 27 - Jun 30
Roundtrip flight included
Los Angeles (LAX) to Honolulu (HNL)
OHANA Waikiki East by OUTRIGGER

OHANA Waikiki East by OUTRIGGER

3 out of 5
per person
Jun 27 - Jun 30
Roundtrip flight included
Los Angeles (LAX) to Honolulu (HNL)
Hilton Hawaiian Village Waikiki Beach Resort

Hilton Hawaiian Village Waikiki Beach Resort

4 out of 5
per person
Jun 16 - Jun 19
Roundtrip flight included
Los Angeles (LAX) to Honolulu (HNL)
Turtle Bay Resort

Turtle Bay Resort

4.5 out of 5
Save 100% on your flight
per person
Jun 21 - Jun 24
Roundtrip flight included
Los Angeles (LAX) to Honolulu (HNL)

4-night Kailua vacations

Price found within the past 48 hours. Click for updated prices.
Ilikai by Luana Hawaii Vacation Rentals

Ilikai by Luana Hawaii Vacation Rentals

3 out of 5
per person
Jul 3 - Jul 7
Roundtrip non-stop flight included
Los Angeles (LAX) to Honolulu (HNL)
Ala Moana Hotelcondo by Luana Vacation Rental

Ala Moana Hotelcondo by Luana Vacation Rental

3.5 out of 5
Save 100% on your flight
per person
Jun 27 - Jul 1
Roundtrip flight included
Los Angeles (LAX) to Honolulu (HNL)
OUTRIGGER Waikiki Beach Resort

OUTRIGGER Waikiki Beach Resort

4 out of 5
Save 100% on your flight
per person
Jul 9 - Jul 13
Roundtrip flight included
Los Angeles (LAX) to Honolulu (HNL)
OUTRIGGER Reef Waikiki Beach Resort

OUTRIGGER Reef Waikiki Beach Resort

4 out of 5
Save 100% on your flight
per person
Jul 9 - Jul 13
Roundtrip flight included
Los Angeles (LAX) to Honolulu (HNL)
Turtle Bay Resort

Turtle Bay Resort

4.5 out of 5
Save 100% on your flight
per person
Jul 9 - Jul 13
Roundtrip flight included
Los Angeles (LAX) to Honolulu (HNL)
OUTRIGGER Waikiki Beachcomber Hotel

OUTRIGGER Waikiki Beachcomber Hotel

4 out of 5
Save 100% on your flight
per person
Jul 9 - Jul 13
Roundtrip flight included
Los Angeles (LAX) to Honolulu (HNL)
Stay Hotel Waikiki

Stay Hotel Waikiki

3 out of 5
per person
Jun 21 - Jun 25
Roundtrip flight included
Los Angeles (LAX) to Honolulu (HNL)
Sweetwater at Waikiki by VRI Americas

Sweetwater at Waikiki by VRI Americas

3 out of 5
per person
Jun 14 - Jun 18
Roundtrip flight included
Los Angeles (LAX) to Honolulu (HNL)
Waikiki Resort Hotel

Waikiki Resort Hotel

3.5 out of 5
per person
Jul 9 - Jul 13
Roundtrip flight included
Los Angeles (LAX) to Honolulu (HNL)
OHANA Waikiki East by OUTRIGGER

OHANA Waikiki East by OUTRIGGER

3 out of 5
per person
Jul 9 - Jul 13
Roundtrip flight included
Los Angeles (LAX) to Honolulu (HNL)
Ocean Bungalows at Turtle Bay Resort

Ocean Bungalows at Turtle Bay Resort

5 out of 5
Save 100% on your flight
per person
Jul 9 - Jul 13
Roundtrip flight included
Los Angeles (LAX) to Honolulu (HNL)
Ilikai Hotel & Luxury Suites

Ilikai Hotel & Luxury Suites

3.5 out of 5
per person
Jul 3 - Jul 7
Roundtrip non-stop flight included
Los Angeles (LAX) to Honolulu (HNL)

5-night Kailua vacations

Price found within the past 48 hours. Click for updated prices.
Ilikai by Luana Hawaii Vacation Rentals

Ilikai by Luana Hawaii Vacation Rentals

3 out of 5
per person
Jun 18 - Jun 23
Roundtrip flight included
Los Angeles (LAX) to Honolulu (HNL)
OUTRIGGER Waikiki Beach Resort

OUTRIGGER Waikiki Beach Resort

4 out of 5
Save 100% on your flight
per person
Jun 18 - Jun 23
Roundtrip flight included
Los Angeles (LAX) to Honolulu (HNL)
Stay Hotel Waikiki

Stay Hotel Waikiki

3 out of 5
per person
Jun 18 - Jun 23
Roundtrip flight included
Los Angeles (LAX) to Honolulu (HNL)
Waikiki Resort Hotel

Waikiki Resort Hotel

3.5 out of 5
Save 100% on your flight
per person
Jun 13 - Jun 18
Roundtrip flight included
Los Angeles (LAX) to Honolulu (HNL)
Ocean Bungalows at Turtle Bay Resort

Ocean Bungalows at Turtle Bay Resort

5 out of 5
Save 100% on your flight
per person
Jul 7 - Jul 12
Roundtrip flight included
Los Angeles (LAX) to Honolulu (HNL)
OUTRIGGER Reef Waikiki Beach Resort

OUTRIGGER Reef Waikiki Beach Resort

4 out of 5
Save 100% on your flight
per person
Jun 18 - Jun 23
Roundtrip flight included
Los Angeles (LAX) to Honolulu (HNL)
Turtle Bay Resort

Turtle Bay Resort

4.5 out of 5
Save 100% on your flight
per person
Jul 7 - Jul 12
Roundtrip flight included
Los Angeles (LAX) to Honolulu (HNL)
OHANA Waikiki East by OUTRIGGER

OHANA Waikiki East by OUTRIGGER

3 out of 5
per person
Jun 18 - Jun 23
Roundtrip flight included
Los Angeles (LAX) to Honolulu (HNL)
Sweetwater at Waikiki by VRI Americas

Sweetwater at Waikiki by VRI Americas

3 out of 5
Save 100% on your flight
per person
Jul 1 - Jul 6
Roundtrip flight included
Los Angeles (LAX) to Honolulu (HNL)
Waikiki Shore by OUTRIGGER

Waikiki Shore by OUTRIGGER

3 out of 5
Save 100% on your flight
per person
Jun 18 - Jun 23
Roundtrip flight included
Los Angeles (LAX) to Honolulu (HNL)
Queen Kapiolani Hotel

Queen Kapiolani Hotel

4 out of 5
per person
Jun 18 - Jun 23
Roundtrip flight included
Los Angeles (LAX) to Honolulu (HNL)
Hilton Hawaiian Village Waikiki Beach Resort

Hilton Hawaiian Village Waikiki Beach Resort

4 out of 5
per person
Jun 18 - Jun 23
Roundtrip flight included
Los Angeles (LAX) to Honolulu (HNL)

6-7 night Kailua vacations

Price found within the past 48 hours. Click for updated prices.
Ilikai by Luana Hawaii Vacation Rentals

Ilikai by Luana Hawaii Vacation Rentals

3 out of 5
per person
Jun 24 - Jun 30
Roundtrip flight included
Los Angeles (LAX) to Honolulu (HNL)
OUTRIGGER Waikiki Beach Resort

OUTRIGGER Waikiki Beach Resort

4 out of 5
Save 100% on your flight
per person
Jul 6 - Jul 13
Roundtrip flight included
Los Angeles (LAX) to Honolulu (HNL)
Stay Hotel Waikiki

Stay Hotel Waikiki

3 out of 5
Save 100% on your flight
per person
Jun 23 - Jun 30
Roundtrip flight included
Los Angeles (LAX) to Honolulu (HNL)
OUTRIGGER Reef Waikiki Beach Resort

OUTRIGGER Reef Waikiki Beach Resort

4 out of 5
Save 100% on your flight
per person
Jul 6 - Jul 13
Roundtrip flight included
Los Angeles (LAX) to Honolulu (HNL)
OUTRIGGER Waikiki Beachcomber Hotel

OUTRIGGER Waikiki Beachcomber Hotel

4 out of 5
Save 100% on your flight
per person
Jul 6 - Jul 13
Roundtrip flight included
Los Angeles (LAX) to Honolulu (HNL)
Ala Moana Hotelcondo by Luana Vacation Rental

Ala Moana Hotelcondo by Luana Vacation Rental

3.5 out of 5
Save 100% on your flight
per person
Jun 15 - Jun 22
Roundtrip flight included
Los Angeles (LAX) to Honolulu (HNL)
Ocean Bungalows at Turtle Bay Resort

Ocean Bungalows at Turtle Bay Resort

5 out of 5
Save 100% on your flight
per person
Jul 6 - Jul 13
Roundtrip flight included
Los Angeles (LAX) to Honolulu (HNL)
Waikiki Resort Hotel

Waikiki Resort Hotel

3.5 out of 5
Save 100% on your flight
per person
Jul 6 - Jul 13
Roundtrip flight included
Los Angeles (LAX) to Honolulu (HNL)
OHANA Waikiki East by OUTRIGGER

OHANA Waikiki East by OUTRIGGER

3 out of 5
Save 100% on your flight
per person
Jun 17 - Jun 24
Roundtrip flight included
Los Angeles (LAX) to Honolulu (HNL)
Turtle Bay Resort

Turtle Bay Resort

4.5 out of 5
Save 100% on your flight
per person
Jul 6 - Jul 13
Roundtrip flight included
Los Angeles (LAX) to Honolulu (HNL)
Romer Waikiki at the Ambassador

Romer Waikiki at the Ambassador

4 out of 5
Save 100% on your flight
per person
Jul 6 - Jul 13
Roundtrip flight included
Los Angeles (LAX) to Honolulu (HNL)
Ilikai Lite

Ilikai Lite

3 out of 5
Save 100% on your flight
per person
Jun 23 - Jun 30
Roundtrip flight included
Los Angeles (LAX) to Honolulu (HNL)

Flight deals to Kailua

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Sun, Sep 1 - Thu, Sep 5
SAN
San Diego
HNL
Honolulu
$230 Roundtrip, found 6 days ago
$230
Roundtrip
found 6 days ago
Select Bargain Flight flight, departing Sun, Sep 1 from San Diego to Honolulu, returning Thu, Sep 5, priced at $230 found 6 days ago
Tue, Nov 12 - Tue, Nov 12
LAX
Los Angeles
HNL
Honolulu
$231 Roundtrip, found 2 days ago
$231
Roundtrip
found 2 days ago
Select Hawaiian Airlines flight, departing Tue, Nov 12 from Los Angeles to Honolulu, returning Tue, Nov 12, priced at $231 found 2 days ago
Wed, May 15 - Wed, May 22
SFO
San Francisco
HNL
Honolulu
$257 Roundtrip, found 5 days ago
$257
Roundtrip
found 5 days ago
Select Alaska Airlines flight, departing Wed, May 15 from San Francisco to Honolulu, returning Wed, May 22, priced at $257 found 5 days ago

Top rated hotels for your Kailua vacation

Updated and Contemporary. Close to Kailua Beach w/heated pool and spa!

Updated and Contemporary. Close to Kailua Beach w/heated pool and spa!

1.08 mi from city center
Get rates
When you stay at this vacation home in Kailua, you'll be by the sea, within a 15-minute drive of Kailua Beach and Lanikai Beach.
Pool
Hot Tub
Hilton Hawaiian Village Waikiki Beach Resort

Hilton Hawaiian Village Waikiki Beach Resort

4 out of 5
2005 Kalia Rd, Honolulu, HI
Free Cancellation
Reserve now, pay when you stay
10.4 mi from city center
The price is $263 per night
$263
per night
May 15 - May 16
With a stay at Hilton Hawaiian Village Waikiki Beach Resort in Honolulu (Waikiki), you'll be a 2-minute drive from Ala Moana Center and 5 minutes from Honolulu Zoo.
Pool
Spa
'Alohilani Resort Waikiki Beach

'Alohilani Resort Waikiki Beach

5 out of 5
2490 Kalakaua Avenue, Honolulu, HI
Free Cancellation
Reserve now, pay when you stay
10.35 mi from city center
The price is $325 per night
$325
per night
May 15 - May 16
Located in Honolulu (Waikiki), 'Alohilani Resort Waikiki Beach is within a 5-minute walk of Kuhio Beach Park and Duke Kahanamoku Statue.
Pool
Pet friendly
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

^Savings based on all package bookings with Flight + Hotel made on CheapTickets.com from 2019-04-01 - 2020-03-31 as compared to the price of the same components booked separately. Savings will vary based on origin/destination, length of trip, stay dates and selected travel supplier(s). Savings not available on all packages.