Cheap Vacations in Kailua

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3-night Kailua vacations

Price found within the past 48 hours. Click for updated prices.
Castle at Waikīkī Grand

Castle at Waikīkī Grand

2.5 out of 5
Price was $559, price is now $470 per person
$470
per person
Feb 27 - Mar 2
found 3 hours ago
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
Price was $1,660, price is now $972 per person
$972
per person
Mar 12 - Mar 15
just found
Roundtrip flight included
Portland (PDX) to Honolulu (HNL)
Waikiki Shore by OUTRIGGER

Waikiki Shore by OUTRIGGER

3 out of 5
Price was $1,329, price is now $1,062 per person
$1,062
per person
Mar 12 - Mar 15
just found
Roundtrip flight included
Portland (PDX) to Honolulu (HNL)
Paradise Bay Resort

Paradise Bay Resort

3.5 out of 5
Price was $1,827, price is now $1,476 per person
$1,476
per person
Mar 20 - Mar 23
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Honolulu (HNL)
Regency on Beachwalk Waikiki by OUTRIGGER

Regency on Beachwalk Waikiki by OUTRIGGER

3.5 out of 5
Price was $901, price is now $733 per person
$733
per person
Mar 6 - Mar 9
found 2 hours ago
Roundtrip flight included
Los Angeles (LAX) to Honolulu (HNL)
Royal Kuhio

Royal Kuhio

3.5 out of 5
Price was $1,368, price is now $1,126 per person
$1,126
per person
Mar 12 - Mar 15
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Honolulu (HNL)
Ala Moana Condo by Zelloo

Ala Moana Condo by Zelloo

3.5 out of 5
Price was $710, price is now $592 per person
$592
per person
Mar 6 - Mar 9
found 6 hours ago
Roundtrip flight included
Los Angeles (LAX) to Honolulu (HNL)
Castle Waikīkī Shore

Castle Waikīkī Shore

3 out of 5
Price was $1,089, price is now $939 per person
$939
per person
Mar 6 - Mar 9
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Honolulu (HNL)
Stay Hotel Waikiki

Stay Hotel Waikiki

3 out of 5
Price was $1,551, price is now $1,352 per person
$1,352
per person
Mar 20 - Mar 23
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Honolulu (HNL)
OUTRIGGER Waikiki Beachcomber Hotel

OUTRIGGER Waikiki Beachcomber Hotel

4 out of 5
Price was $1,191, price is now $1,044 per person
$1,044
per person
Mar 6 - Mar 9
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Honolulu (HNL)
Waikiki Resort Hotel

Waikiki Resort Hotel

3.5 out of 5
Price was $1,579, price is now $1,387 per person
$1,387
per person
Mar 20 - Mar 23
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Honolulu (HNL)
Castle Bamboo Waikīkī Hotel

Castle Bamboo Waikīkī Hotel

3 out of 5
Price was $974, price is now $857 per person
$857
per person
Mar 6 - Mar 9
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Honolulu (HNL)

4-night Kailua vacations

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

Wayfinder Waikiki

4 out of 5
Price was $1,050, price is now $824 per person
$824
per person
Feb 26 - Mar 2
found 1 day ago
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
Price was $1,820, price is now $897 per person
$897
per person
Mar 12 - Mar 16
found 10 hours ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Honolulu (HNL)
Paradise Bay Resort

Paradise Bay Resort

3.5 out of 5
Price was $1,611, price is now $1,128 per person
$1,128
per person
Mar 23 - Mar 27
found 6 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to Honolulu (HNL)
Stay Hotel Waikiki

Stay Hotel Waikiki

3 out of 5
Price was $1,147, price is now $850 per person
$850
per person
Feb 28 - Mar 4
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) 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 $2,974, price is now $2,224 per person
$2,224
per person
Mar 21 - Mar 25
found 18 hours ago
Roundtrip flight included
Los Angeles (LAX) to Honolulu (HNL)
Waikiki Shore by OUTRIGGER

Waikiki Shore by OUTRIGGER

3 out of 5
Price was $1,490, price is now $1,118 per person
$1,118
per person
Mar 21 - Mar 25
found 18 hours ago
Roundtrip flight included
Los Angeles (LAX) to Honolulu (HNL)
Waikiki Circle Hotel

Waikiki Circle Hotel

3 out of 5
Price was $1,197, price is now $914 per person
$914
per person
Feb 28 - Mar 4
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Honolulu (HNL)
Royal Kuhio

Royal Kuhio

3.5 out of 5
Price was $1,365, price is now $1,050 per person
$1,050
per person
Feb 28 - Mar 4
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Honolulu (HNL)
@ Marbella Lane - Serene & Lovely MT + Ocean Views

@ Marbella Lane - Serene & Lovely MT + Ocean Views

3 out of 5
Save 100% on your flight
Price was $2,592, price is now $2,049 per person
$2,049
per person
Mar 23 - Mar 27
found 21 hours ago
Roundtrip flight included
Los Angeles (LAX) to Honolulu (HNL)
@ Marbella Lane - Mesmerizing Ocean + MT Views

@ Marbella Lane - Mesmerizing Ocean + MT Views

3 out of 5
Save 100% on your flight
Price was $3,114, price is now $2,482 per person
$2,482
per person
Mar 12 - Mar 16
found 10 hours ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Honolulu (HNL)
Regency on Beachwalk Waikiki by OUTRIGGER

Regency on Beachwalk Waikiki by OUTRIGGER

3.5 out of 5
Price was $1,144, price is now $923 per person
$923
per person
Mar 21 - Mar 25
found 18 hours ago
Roundtrip flight included
Los Angeles (LAX) to Honolulu (HNL)
Marbella Lane Nohea Stylish Home Makaha

Marbella Lane Nohea Stylish Home Makaha

4 out of 5
Save 100% on your flight
Price was $2,592, price is now $2,101 per person
$2,101
per person
Mar 23 - Mar 27
found 21 hours ago
Roundtrip flight included
Los Angeles (LAX) to Honolulu (HNL)

5-night Kailua vacations

Price found within the past 48 hours. Click for updated prices.
Castle at Waikīkī Grand

Castle at Waikīkī Grand

2.5 out of 5
Price was $917, price is now $765 per person
$765
per person
Mar 22 - Mar 27
found 1 day ago
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
Price was $2,051, price is now $990 per person
$990
per person
Mar 1 - Mar 6
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Honolulu (HNL)
Paradise Bay Resort

Paradise Bay Resort

3.5 out of 5
Price was $1,851, price is now $1,006 per person
$1,006
per person
Mar 12 - Mar 17
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) 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 $3,578, price is now $2,539 per person
$2,539
per person
Mar 21 - Mar 26
found 1 day ago
Roundtrip non-stop 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 $1,643, price is now $1,180 per person
$1,180
per person
Mar 1 - Mar 6
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 $1,229, price is now $924 per person
$924
per person
Feb 26 - Mar 3
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Honolulu (HNL)
OUTRIGGER Waikiki Beach Resort

OUTRIGGER Waikiki Beach Resort

4 out of 5
Price was $1,899, price is now $1,515 per person
$1,515
per person
Feb 26 - Mar 3
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Honolulu (HNL)
@ Marbella Lane -coastal Retreat Near Diamond Head

@ Marbella Lane -coastal Retreat Near Diamond Head

2.5 out of 5
Price was $1,432, price is now $1,161 per person
$1,161
per person
Mar 21 - Mar 26
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Honolulu (HNL)
Newly Innovated Oceanview Beach Condo - Sauna Pool

Newly Innovated Oceanview Beach Condo - Sauna Pool

3.5 out of 5
Save 100% on your flight
Price was $1,913, price is now $1,556 per person
$1,556
per person
Mar 1 - Mar 6
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Honolulu (HNL)
Airport Honolulu Hotel, Trademark Collection by Wyndham

Airport Honolulu Hotel, Trademark Collection by Wyndham

2.5 out of 5
Price was $1,014, price is now $825 per person
$825
per person
Feb 26 - Mar 3
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Honolulu (HNL)
Alaula by Avantstay Gated Security Home w Valley, Ocean Views!

Alaula by Avantstay Gated Security Home w Valley, Ocean Views!

3 out of 5
Price was $2,326, price is now $1,914 per person
$1,914
per person
Mar 22 - Mar 27
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Honolulu (HNL)
Royal Aloha by Tropical Escapes Realty

Royal Aloha by Tropical Escapes Realty

3.5 out of 5
Save 100% on your flight
Price was $1,929, price is now $1,611 per person
$1,611
per person
Mar 1 - Mar 6
found 1 day ago
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.
Castle Bamboo Waikīkī Hotel

Castle Bamboo Waikīkī Hotel

3 out of 5
Price was $1,025, price is now $803 per person
$803
per person
Mar 19 - Mar 25
found 1 day ago
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
Price was $2,854, price is now $1,266 per person
$1,266
per person
Mar 12 - Mar 19
found 1 day ago
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
Price was $2,419, price is now $1,458 per person
$1,458
per person
Mar 19 - Mar 26
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Honolulu (HNL)
Stay Hotel Waikiki

Stay Hotel Waikiki

3 out of 5
Price was $1,485, price is now $955 per person
$955
per person
Mar 19 - Mar 26
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Honolulu (HNL)
Waikiki Resort Hotel

Waikiki Resort Hotel

3.5 out of 5
Price was $1,698, price is now $1,128 per person
$1,128
per person
Mar 5 - Mar 11
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Honolulu (HNL)
Waikiki Shore by OUTRIGGER

Waikiki Shore by OUTRIGGER

3 out of 5
Save 100% on your flight
Price was $2,142, price is now $1,484 per person
$1,484
per person
Feb 28 - Mar 7
found 23 hours ago
Roundtrip flight included
Los Angeles (LAX) to Honolulu (HNL)
Wayfinder Waikiki

Wayfinder Waikiki

4 out of 5
Save 100% on your flight
Price was $1,412, price is now $996 per person
$996
per person
Mar 11 - Mar 18
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Honolulu (HNL)
Royal Kuhio

Royal Kuhio

3.5 out of 5
Price was $1,619, price is now $1,167 per person
$1,167
per person
Mar 4 - Mar 10
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Honolulu (HNL)
Regency on Beachwalk Waikiki by OUTRIGGER

Regency on Beachwalk Waikiki by OUTRIGGER

3.5 out of 5
Save 100% on your flight
Price was $1,692, price is now $1,227 per person
$1,227
per person
Mar 12 - Mar 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 $1,534, price is now $1,119 per person
$1,119
per person
Mar 17 - Mar 24
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Honolulu (HNL)
Kaimana Beach Hotel

Kaimana Beach Hotel

4 out of 5
Price was $1,863, price is now $1,432 per person
$1,432
per person
Mar 19 - Mar 26
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Honolulu (HNL)
Romer House Waikiki

Romer House Waikiki

4 out of 5
Price was $1,199, price is now $949 per person
$949
per person
Mar 4 - Mar 10
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Honolulu (HNL)

Flight deals to Kailua

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

Tue, May 19 - Sun, May 24
SEA
Seattle
HNL
Oahu
$200 Roundtrip, found 4 days ago
$200
Roundtrip
found 4 days ago
Select Alaska Airlines flight, departing Tue, May 19 from Seattle to Oahu, returning Sun, May 24, priced at $200 found 4 days ago
Mon, May 11 - Tue, May 12
LAX
Los Angeles
HNL
Oahu
$231 Roundtrip, found 1 day ago
$231
Roundtrip
found 1 day ago
Select United flight, departing Mon, May 11 from Los Angeles to Oahu, returning Tue, May 12, priced at $231 found 1 day ago
Tue, Mar 3 - Wed, Mar 4
SFO
San Francisco
HNL
Oahu
$237 Roundtrip, found 5 days ago
$237
Roundtrip
found 5 days ago
Select United flight, departing Tue, Mar 3 from San Francisco to Oahu, returning Wed, Mar 4, priced at $237 found 5 days ago

Top rated hotels for your Kailua vacation

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
$292 nightly
The price is $347 total per night
$347 total
Feb 1 - Feb 2
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
Sheraton Waikiki Beach Resort

Sheraton Waikiki Beach Resort

4.5 out of 5
2255 Kalakaua Ave Honolulu HI
Free Cancellation
Reserve now, pay when you stay
10.35 mi from city center
$541 nightly
The price is $642 total per night
$642 total
Jan 27 - Jan 28
Total with taxes and fees
With a stay at Sheraton Waikiki Beach Resort in Honolulu (Waikiki), you'll be steps from Royal Hawaiian Center and 4 minutes by foot from Waikiki Beach Walk.
Pool
Hot Tub
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
Feb 1 - Feb 2
Total with taxes and fees
Located in Honolulu (Waikiki), Waikiki Beach Marriott Resort & Spa is a 5-minute walk from Waikiki Beach and 7 minutes by foot from Honolulu Zoo.
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.