Cheap Vacations in Kailua

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3-night Kailua vacations

Price found within the past 48 hours. Click for updated prices.
Stay Hotel Waikiki

Stay Hotel Waikiki

3 out of 5
Price was $772, price is now $567 per person
$567
per person
Apr 12 - Apr 15
found 9 hours ago
Roundtrip non-stop flight included
Denver (DEN) to Honolulu (HNL)
Ilikai by Luana Hawaii Vacation Rentals

Ilikai by Luana Hawaii Vacation Rentals

3 out of 5
Save 100% on your flight
Price was $2,147, price is now $1,050 per person
$1,050
per person
May 1 - May 4
found 23 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Honolulu (HNL)
Waikiki Circle Hotel

Waikiki Circle Hotel

3 out of 5
Price was $898, price is now $646 per person
$646
per person
Apr 12 - Apr 15
found 9 hours ago
Roundtrip non-stop flight included
Denver (DEN) to Honolulu (HNL)
Paradise Bay Resort

Paradise Bay Resort

3.5 out of 5
Price was $1,334, price is now $990 per person
$990
per person
Apr 20 - Apr 23
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Honolulu (HNL)
@ Marbella Lane - 3BR w/ Amazing MT & Ocean Vistas

@ Marbella Lane - 3BR w/ Amazing MT & Ocean Vistas

3 out of 5
Save 100% on your flight
Price was $2,004, price is now $1,516 per person
$1,516
per person
Apr 16 - Apr 19
found 1 day ago
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
Price was $1,187, price is now $905 per person
$905
per person
Apr 30 - May 3
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Honolulu (HNL)
@ Marbella Lane - Lux Condo n Waikiki w/ Pool View

@ Marbella Lane - Lux Condo n Waikiki w/ Pool View

4 out of 5
Price was $1,181, price is now $951 per person
$951
per person
Apr 23 - Apr 26
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Honolulu (HNL)
Castle Bamboo Waikīkī Hotel

Castle Bamboo Waikīkī Hotel

3 out of 5
Price was $760, price is now $612 per person
$612
per person
Apr 12 - Apr 15
found 9 hours ago
Roundtrip non-stop flight included
Denver (DEN) to Honolulu (HNL)
Luana Waikiki Hotel & Suites

Luana Waikiki Hotel & Suites

3.5 out of 5
Price was $1,003, price is now $812 per person
$812
per person
Apr 9 - Apr 12
found 1 day ago
Roundtrip non-stop flight included
Denver (DEN) to Honolulu (HNL)
OUTRIGGER Waikiki Beach Resort

OUTRIGGER Waikiki Beach Resort

4 out of 5
Price was $1,124, price is now $911 per person
$911
per person
Apr 12 - Apr 15
found 9 hours ago
Roundtrip non-stop flight included
Denver (DEN) to Honolulu (HNL)
@ Marbella Lane - Stylish House + Impressive Views

@ Marbella Lane - Stylish House + Impressive Views

3 out of 5
Save 100% on your flight
Price was $2,074, price is now $1,681 per person
$1,681
per person
Apr 16 - Apr 19
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Honolulu (HNL)
Kuhio Banyan Club

Kuhio Banyan Club

2 out of 5
Price was $761, price is now $618 per person
$618
per person
Apr 12 - Apr 15
found 9 hours ago
Roundtrip non-stop flight included
Denver (DEN) to Honolulu (HNL)

4-night Kailua vacations

Price found within the past 48 hours. Click for updated prices.
Luana Waikiki Hotel & Suites

Luana Waikiki Hotel & Suites

3.5 out of 5
Price was $899, price is now $651 per person
$651
per person
Apr 20 - Apr 24
found 1 day ago
Roundtrip non-stop flight included
Denver (DEN) to Honolulu (HNL)
Ilikai by Luana Hawaii Vacation Rentals

Ilikai by Luana Hawaii Vacation Rentals

3 out of 5
Save 100% on your flight
Price was $1,917, price is now $937 per person
$937
per person
Apr 20 - Apr 24
found 1 day ago
Roundtrip non-stop flight included
Denver (DEN) 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
Price was $1,735, price is now $924 per person
$924
per person
Apr 20 - Apr 24
found 1 day ago
Roundtrip non-stop flight included
Denver (DEN) to Honolulu (HNL)
Paradise Bay Resort

Paradise Bay Resort

3.5 out of 5
Price was $1,797, price is now $1,196 per person
$1,196
per person
Apr 16 - Apr 20
found 23 hours ago
Roundtrip flight included
New York (JFK) to Honolulu (HNL)
@ Marbella Lane - 3BR w/ Amazing MT & Ocean Vistas

@ Marbella Lane - 3BR w/ Amazing MT & Ocean Vistas

3 out of 5
Save 100% on your flight
Price was $2,406, price is now $1,803 per person
$1,803
per person
Apr 15 - Apr 19
found 13 hours ago
Roundtrip flight included
Los Angeles (LAX) to Honolulu (HNL)
@ Marbella Lane - Cozy 2BR w/ Amazing Ocean Views

@ Marbella Lane - Cozy 2BR w/ Amazing Ocean Views

3 out of 5
Save 100% on your flight
Price was $2,526, price is now $1,946 per person
$1,946
per person
May 3 - May 7
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to Honolulu (HNL)
Stay Hotel Waikiki

Stay Hotel Waikiki

3 out of 5
Price was $1,268, price is now $1,003 per person
$1,003
per person
Apr 12 - Apr 16
found 1 day ago
Roundtrip non-stop flight included
Denver (DEN) to Honolulu (HNL)
OUTRIGGER Reef Waikiki Beach Resort

OUTRIGGER Reef Waikiki Beach Resort

4.5 out of 5
Price was $1,380, price is now $1,092 per person
$1,092
per person
Apr 20 - Apr 24
found 1 day ago
Roundtrip non-stop flight included
Denver (DEN) to Honolulu (HNL)
Holiday Inn Express Waikiki by IHG

Holiday Inn Express Waikiki by IHG

3 out of 5
Price was $860, price is now $683 per person
$683
per person
Apr 20 - Apr 24
found 1 day ago
Roundtrip non-stop flight included
Denver (DEN) to Honolulu (HNL)
Waikiki Shore by OUTRIGGER

Waikiki Shore by OUTRIGGER

3 out of 5
Price was $1,811, price is now $1,455 per person
$1,455
per person
Apr 22 - Apr 26
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Honolulu (HNL)
Royal Kuhio

Royal Kuhio

3.5 out of 5
Price was $1,123, price is now $908 per person
$908
per person
Apr 24 - Apr 28
found 16 hours ago
Roundtrip non-stop flight included
Denver (DEN) to Honolulu (HNL)
@ Marbella Lane - Lux Condo n Waikiki w/ Pool View

@ Marbella Lane - Lux Condo n Waikiki w/ Pool View

4 out of 5
Price was $1,490, price is now $1,204 per person
$1,204
per person
Apr 24 - Apr 28
found 16 hours ago
Roundtrip non-stop flight included
Denver (DEN) to Honolulu (HNL)

5-night Kailua vacations

Price found within the past 48 hours. Click for updated prices.
Luana Waikiki Hotel & Suites

Luana Waikiki Hotel & Suites

3.5 out of 5
Price was $1,073, price is now $757 per person
$757
per person
Apr 9 - Apr 14
found 1 day ago
Roundtrip flight included
Denver (DEN) to Honolulu (HNL)
Ilikai by Luana Hawaii Vacation Rentals

Ilikai by Luana Hawaii Vacation Rentals

3 out of 5
Price was $2,567, price is now $1,095 per person
$1,095
per person
Apr 23 - Apr 28
found 16 hours ago
Roundtrip non-stop flight included
Denver (DEN) 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
Price was $2,080, price is now $1,081 per person
$1,081
per person
Apr 9 - Apr 14
found 1 day ago
Roundtrip flight included
Denver (DEN) to Honolulu (HNL)
@ Marbella Lane - 3BR w/ Amazing MT & Ocean Vistas

@ Marbella Lane - 3BR w/ Amazing MT & Ocean Vistas

3 out of 5
Save 100% on your flight
Price was $2,840, price is now $2,103 per person
$2,103
per person
Apr 15 - Apr 20
found 14 hours ago
Roundtrip flight included
Los Angeles (LAX) to Honolulu (HNL)
'Alohilani Resort Waikiki Beach

'Alohilani Resort Waikiki Beach

5 out of 5
Price was $1,479, price is now $1,097 per person
$1,097
per person
May 2 - May 7
found 1 day ago
Roundtrip non-stop flight included
Denver (DEN) to Honolulu (HNL)
OUTRIGGER Waikiki Beach Resort

OUTRIGGER Waikiki Beach Resort

4 out of 5
Price was $1,768, price is now $1,343 per person
$1,343
per person
Apr 9 - Apr 14
found 1 day ago
Roundtrip flight included
Denver (DEN) to Honolulu (HNL)
Regency on Beachwalk Waikiki by OUTRIGGER

Regency on Beachwalk Waikiki by OUTRIGGER

3.5 out of 5
Price was $1,390, price is now $1,079 per person
$1,079
per person
Apr 9 - Apr 14
found 1 day ago
Roundtrip flight included
Denver (DEN) to Honolulu (HNL)
@ Marbella Lane - Lux Condo n Waikiki w/ Pool View

@ Marbella Lane - Lux Condo n Waikiki w/ Pool View

4 out of 5
Save 100% on your flight
Price was $1,743, price is now $1,372 per person
$1,372
per person
Apr 23 - Apr 28
found 16 hours ago
Roundtrip non-stop flight included
Denver (DEN) to Honolulu (HNL)
Waikiki Shore by OUTRIGGER

Waikiki Shore by OUTRIGGER

3 out of 5
Price was $1,861, price is now $1,471 per person
$1,471
per person
Apr 9 - Apr 14
found 14 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Honolulu (HNL)
Waikiki Beach Marriott Resort & Spa

Waikiki Beach Marriott Resort & Spa

4 out of 5
Price was $1,259, price is now $998 per person
$998
per person
Apr 9 - Apr 14
found 1 day ago
Roundtrip flight included
Denver (DEN) to Honolulu (HNL)
Hotel Renew

Hotel Renew

3.5 out of 5
Price was $994, price is now $790 per person
$790
per person
Apr 9 - Apr 14
found 1 day ago
Roundtrip flight included
Denver (DEN) to Honolulu (HNL)
OUTRIGGER Reef Waikiki Beach Resort

OUTRIGGER Reef Waikiki Beach Resort

4.5 out of 5
Price was $1,679, price is now $1,342 per person
$1,342
per person
Apr 9 - Apr 14
found 1 day ago
Roundtrip flight included
Denver (DEN) to Honolulu (HNL)

6-7 night Kailua vacations

Price found within the past 48 hours. Click for updated prices.
OUTRIGGER Waikiki Paradise Hotel

OUTRIGGER Waikiki Paradise Hotel

4 out of 5
Price was $1,497, price is now $1,227 per person
$1,227
per person
Apr 25 - May 2
found 1 day ago
Roundtrip non-stop flight included
Denver (DEN) to Honolulu (HNL)
Ala Moana Hotelcondo by Luana Vacation Rental

Ala Moana Hotelcondo by Luana Vacation Rental

3.5 out of 5
Price was $2,682, price is now $1,251 per person
$1,251
per person
Apr 10 - Apr 17
found 1 day ago
Roundtrip non-stop flight included
Denver (DEN) to Honolulu (HNL)
Wayfinder Waikiki

Wayfinder Waikiki

4 out of 5
Price was $1,618, price is now $1,242 per person
$1,242
per person
Apr 25 - May 2
found 1 day ago
Roundtrip non-stop flight included
Denver (DEN) to Honolulu (HNL)
OUTRIGGER Waikiki Beach Resort

OUTRIGGER Waikiki Beach Resort

4 out of 5
Save 100% on your flight
Price was $2,354, price is now $1,816 per person
$1,816
per person
Apr 25 - May 2
found 1 day ago
Roundtrip non-stop flight included
Denver (DEN) to Honolulu (HNL)
@ Marbella Lane - Lux Condo n Waikiki w/ Pool View

@ Marbella Lane - Lux Condo n Waikiki w/ Pool View

4 out of 5
Save 100% on your flight
Price was $2,211, price is now $1,711 per person
$1,711
per person
Apr 26 - May 2
found 1 day ago
Roundtrip non-stop flight included
Denver (DEN) to Honolulu (HNL)
Marbella Lane Nohea Stylish Home Makaha

Marbella Lane Nohea Stylish Home Makaha

4 out of 5
Price was $3,593, price is now $2,899 per person
$2,899
per person
May 1 - May 7
found 1 day ago
Roundtrip flight included
New York (JFK) to Honolulu (HNL)
OUTRIGGER Waikiki Beachcomber Hotel

OUTRIGGER Waikiki Beachcomber Hotel

4 out of 5
Price was $1,787, price is now $1,442 per person
$1,442
per person
Apr 25 - May 2
found 1 day ago
Roundtrip non-stop flight included
Denver (DEN) to Honolulu (HNL)
Royal Kuhio

Royal Kuhio

3.5 out of 5
Price was $1,611, price is now $1,308 per person
$1,308
per person
Apr 26 - May 2
found 1 day ago
Roundtrip non-stop flight included
Denver (DEN) to Honolulu (HNL)
Waikiki Place - the Place to be in Waikiki

Waikiki Place - the Place to be in Waikiki

3.5 out of 5
Price was $1,761, price is now $1,437 per person
$1,437
per person
Apr 25 - May 2
found 1 day ago
Roundtrip non-stop flight included
Denver (DEN) to Honolulu (HNL)
Waikiki Shore by OUTRIGGER

Waikiki Shore by OUTRIGGER

3 out of 5
Price was $2,658, price is now $2,192 per person
$2,192
per person
Apr 26 - May 2
found 1 day ago
Roundtrip non-stop flight included
Denver (DEN) to Honolulu (HNL)

Flight deals to Kailua

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

Mon, Apr 13 - Wed, Apr 22
LAX
Los Angeles
HNL
Oahu
$211 Roundtrip, found 6 days ago
$211
Roundtrip
found 6 days ago
Select Alaska Airlines flight, departing Mon, Apr 13 from Los Angeles to Oahu, returning Wed, Apr 22, priced at $211 found 6 days ago
Sun, Apr 26 - Thu, Apr 30
SEA
Seattle
HNL
Oahu
$262 Roundtrip, found 6 days ago
$262
Roundtrip
found 6 days ago
Select United flight, departing Sun, Apr 26 from Seattle to Oahu, returning Thu, Apr 30, priced at $262 found 6 days ago
Wed, Apr 15 - Mon, Apr 20
SAN
San Diego
HNL
Oahu
$264 Roundtrip, found 6 days ago
$264
Roundtrip
found 6 days ago
Select United flight, departing Wed, Apr 15 from San Diego to Oahu, returning Mon, Apr 20, priced at $264 found 6 days ago

Top rated hotels for your Kailua vacation

Waikiki Beach Marriott Resort & Spa

Waikiki Beach Marriott Resort & Spa

4 out of 5
2552 Kalakaua Ave Honolulu HI
Free Cancellation
Reserve now, pay when you stay
10.4 mi from city center
$287 nightly
The price is $340 total per night
$340 total
Mar 20 - Mar 21
Total with taxes and fees
With a stay at Waikiki Beach Marriott Resort & Spa in Honolulu (Waikiki), you'll be steps from Waikiki Beach and 7 minutes by foot from Honolulu Zoo.
Pool
Hot Tub
'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
10.33 mi from city center
$335 nightly
The price is $398 total per night
$398 total
Mar 10 - Mar 11
Total with taxes and fees
With a stay at 'Alohilani Resort Waikiki Beach in Honolulu (Waikiki), you'll be steps from Kuhio Beach and 4 minutes by foot from Duke Kahanamoku Statue.
Pool
Hot Tub
Hyatt Regency Waikiki Beach Resort & Spa

Hyatt Regency Waikiki Beach Resort & Spa

4 out of 5
2424 Kalakaua Ave Honolulu HI
Free Cancellation
Reserve now, pay when you stay
10.31 mi from city center
$294 nightly
The price is $349 total per night
$349 total
Mar 10 - Mar 11
Total with taxes and fees
With a stay at Hyatt Regency Waikiki Beach Resort & Spa in Honolulu (Waikiki), you'll be within a 5-minute walk of Kuhio Beach and International Market Place.
Pool
Hot Tub
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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.