Cheap Vacations in Kailua

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3-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 $800, price is now $685 per person
$685
per person
Mar 19 - Mar 22
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Honolulu (HNL)
Ilikai by Luana Hawaii Vacation Rentals

Ilikai by Luana Hawaii Vacation Rentals

3 out of 5
Price was $7,879, price is now $2,594 per person
$2,594
per person
Mar 7 - Mar 10
found 11 hours ago
Roundtrip flight included
Seattle (SEA) 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 $1,620, price is now $921 per person
$921
per person
Mar 14 - Mar 17
found 1 day ago
Roundtrip non-stop flight included
Portland (PDX) to Honolulu (HNL)
Paradise Bay Resort

Paradise Bay Resort

3.5 out of 5
Price was $1,250, price is now $827 per person
$827
per person
Mar 19 - Mar 22
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Honolulu (HNL)
Waikiki Resort Hotel

Waikiki Resort Hotel

3.5 out of 5
Price was $1,250, price is now $955 per person
$955
per person
Mar 12 - Mar 15
found 21 hours ago
Roundtrip non-stop flight included
Indianapolis (IND) to Honolulu (HNL)
Sheraton Waikiki Beach Resort

Sheraton Waikiki Beach Resort

4.5 out of 5
Price was $1,583, price is now $1,230 per person
$1,230
per person
Mar 12 - Mar 15
found 21 hours ago
Roundtrip non-stop flight included
Indianapolis (IND) to Honolulu (HNL)
Wayfinder Waikiki

Wayfinder Waikiki

4 out of 5
Price was $935, price is now $733 per person
$733
per person
Feb 27 - Mar 2
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Honolulu (HNL)
Stay Hotel Waikiki

Stay Hotel Waikiki

3 out of 5
Price was $1,119, price is now $897 per person
$897
per person
Mar 12 - Mar 15
found 21 hours ago
Roundtrip non-stop flight included
Indianapolis (IND) to Honolulu (HNL)
Royal Kuhio

Royal Kuhio

3.5 out of 5
Price was $1,240, price is now $1,011 per person
$1,011
per person
Mar 12 - Mar 15
found 21 hours ago
Roundtrip non-stop flight included
Indianapolis (IND) to Honolulu (HNL)
Marbella Lane Nohea Stylish Home Makaha

Marbella Lane Nohea Stylish Home Makaha

4 out of 5
Price was $1,107, price is now $914 per person
$914
per person
Mar 7 - Mar 10
found 11 hours ago
Roundtrip flight included
Seattle (SEA) to Honolulu (HNL)
Kaimana Beach Hotel

Kaimana Beach Hotel

4 out of 5
Price was $843, price is now $708 per person
$708
per person
Mar 9 - Mar 12
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Honolulu (HNL)
OUTRIGGER Waikiki Beach Resort

OUTRIGGER Waikiki Beach Resort

4 out of 5
Price was $1,503, price is now $1,277 per person
$1,277
per person
Mar 12 - Mar 15
found 21 hours ago
Roundtrip non-stop flight included
Indianapolis (IND) to Honolulu (HNL)

4-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 $672, price is now $549 per person
$549
per person
Feb 28 - Mar 4
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Honolulu (HNL)
Ilikai by Luana Hawaii Vacation Rentals

Ilikai by Luana Hawaii Vacation Rentals

3 out of 5
Price was $10,362, price is now $3,351 per person
$3,351
per person
Feb 24 - Feb 28
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
Save 100% on your flight
Price was $1,877, price is now $959 per person
$959
per person
Mar 12 - Mar 16
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 $1,746, price is now $1,199 per person
$1,199
per person
Feb 24 - Feb 28
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Honolulu (HNL)
@ Marbella Lane - Stunning Gem w/ MT & Ocean Views

@ Marbella Lane - Stunning Gem w/ MT & Ocean Views

3 out of 5
Save 100% on your flight
Price was $2,663, price is now $1,921 per person
$1,921
per person
Feb 28 - Mar 4
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Honolulu (HNL)
Wayfinder Waikiki

Wayfinder Waikiki

4 out of 5
Price was $1,027, price is now $770 per person
$770
per person
Mar 18 - Mar 22
found 1 day ago
Roundtrip 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 $1,322, price is now $1,009 per person
$1,009
per person
Mar 12 - Mar 16
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Honolulu (HNL)
Castle Waikīkī Shore

Castle Waikīkī Shore

3 out of 5
Price was $947, price is now $740 per person
$740
per person
Feb 24 - Feb 28
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) 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 $2,534, price is now $1,984 per person
$1,984
per person
Mar 2 - Mar 6
found 15 hours ago
Roundtrip flight included
Chicago (ORD) to Honolulu (HNL)
Castle Bamboo Waikīkī Hotel

Castle Bamboo Waikīkī Hotel

3 out of 5
Price was $776, price is now $614 per person
$614
per person
Feb 27 - Mar 3
found 1 day 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 $2,403, price is now $1,916 per person
$1,916
per person
Feb 28 - Mar 4
found 1 day 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 $3,132, price is now $2,512 per person
$2,512
per person
Mar 12 - Mar 16
found 1 day ago
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.
Castle Bamboo Waikīkī Hotel

Castle Bamboo Waikīkī Hotel

3 out of 5
Price was $885, price is now $699 per person
$699
per person
Mar 18 - Mar 23
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 $2,098, price is now $962 per person
$962
per person
Feb 26 - Mar 3
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 $2,220, price is now $1,362 per person
$1,362
per person
Mar 12 - Mar 17
found 1 day ago
Roundtrip non-stop flight included
Indianapolis (IND) to Honolulu (HNL)
Waikiki Shore by OUTRIGGER

Waikiki Shore by OUTRIGGER

3 out of 5
Save 100% on your flight
Price was $2,127, price is now $1,445 per person
$1,445
per person
Mar 13 - Mar 18
found 19 hours ago
Roundtrip 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
Save 100% on your flight
Price was $1,507, price is now $1,110 per person
$1,110
per person
Mar 13 - Mar 18
found 19 hours ago
Roundtrip flight included
Los Angeles (LAX) to Honolulu (HNL)
OUTRIGGER Waikiki Beach Resort

OUTRIGGER Waikiki Beach Resort

4 out of 5
Price was $2,007, price is now $1,610 per person
$1,610
per person
Mar 12 - Mar 17
found 1 day ago
Roundtrip non-stop flight included
Indianapolis (IND) to Honolulu (HNL)
Wayfinder Waikiki

Wayfinder Waikiki

4 out of 5
Price was $1,568, price is now $1,263 per person
$1,263
per person
Mar 12 - Mar 17
found 1 day ago
Roundtrip non-stop flight included
Indianapolis (IND) to Honolulu (HNL)
@ Marbella Lane Dreamy Sunset Views by the Sea

@ Marbella Lane Dreamy Sunset Views by the Sea

2 out of 5
Price was $1,262, price is now $1,028 per person
$1,028
per person
Mar 10 - Mar 15
found 19 hours ago
Roundtrip flight included
Los Angeles (LAX) 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 $1,446, price is now $1,180 per person
$1,180
per person
Mar 13 - Mar 18
found 19 hours 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 $2,430, price is now $1,991 per person
$1,991
per person
Mar 13 - Mar 18
found 19 hours ago
Roundtrip flight included
Los Angeles (LAX) to Honolulu (HNL)
OUTRIGGER Reef Waikiki Beach Resort

OUTRIGGER Reef Waikiki Beach Resort

4.5 out of 5
Price was $1,825, price is now $1,512 per person
$1,512
per person
Mar 12 - Mar 17
found 1 day ago
Roundtrip non-stop flight included
Indianapolis (IND) to Honolulu (HNL)
@ Marbella Lane - Marina Studio Near the Beach

@ Marbella Lane - Marina Studio Near the Beach

3 out of 5
Price was $1,190, price is now $987 per person
$987
per person
Mar 13 - Mar 18
found 19 hours 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.
Stay Hotel Waikiki

Stay Hotel Waikiki

3 out of 5
Price was $1,439, price is now $1,015 per person
$1,015
per person
Feb 24 - Mar 2
found 1 day ago
Roundtrip non-stop flight included
Indianapolis (IND) to Honolulu (HNL)
Ilikai by Luana Hawaii Vacation Rentals

Ilikai by Luana Hawaii Vacation Rentals

3 out of 5
Price was $17,376, price is now $5,685 per person
$5,685
per person
Mar 7 - Mar 14
found 1 day ago
Roundtrip non-stop flight included
Chicago (ORD) to Honolulu (HNL)
Ala Moana Hotelcondo by Luana Vacation Rental

Ala Moana Hotelcondo by Luana Vacation Rental

3.5 out of 5
Price was $3,029, price is now $1,433 per person
$1,433
per person
Mar 13 - Mar 20
found 23 hours 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 $2,380, price is now $1,444 per person
$1,444
per person
Feb 24 - Mar 2
found 1 day ago
Roundtrip non-stop flight included
Indianapolis (IND) to Honolulu (HNL)
Waikiki Circle Hotel

Waikiki Circle Hotel

3 out of 5
Price was $1,465, price is now $1,017 per person
$1,017
per person
Feb 24 - Mar 2
found 1 day ago
Roundtrip non-stop flight included
Indianapolis (IND) to Honolulu (HNL)
Waikiki Shore by OUTRIGGER

Waikiki Shore by OUTRIGGER

3 out of 5
Save 100% on your flight
Price was $2,703, price is now $1,894 per person
$1,894
per person
Feb 24 - Mar 2
found 1 day ago
Roundtrip non-stop flight included
Indianapolis (IND) to Honolulu (HNL)
@marbella Lane - Paradise Gem W/breathtaking Views

@marbella Lane - Paradise Gem W/breathtaking Views

3 out of 5
Save 100% on your flight
Price was $5,045, price is now $3,548 per person
$3,548
per person
Mar 7 - Mar 14
found 1 day ago
Roundtrip non-stop flight included
Chicago (ORD) to Honolulu (HNL)
Royal Kuhio

Royal Kuhio

3.5 out of 5
Price was $1,802, price is now $1,312 per person
$1,312
per person
Feb 24 - Mar 2
found 1 day ago
Roundtrip non-stop flight included
Indianapolis (IND) to Honolulu (HNL)
OUTRIGGER Waikiki Beach Resort

OUTRIGGER Waikiki Beach Resort

4 out of 5
Save 100% on your flight
Price was $2,400, price is now $1,751 per person
$1,751
per person
Feb 24 - Mar 2
found 1 day ago
Roundtrip non-stop flight included
Indianapolis (IND) to Honolulu (HNL)
Regency on Beachwalk Waikiki by OUTRIGGER

Regency on Beachwalk Waikiki by OUTRIGGER

3.5 out of 5
Price was $2,188, price is now $1,624 per person
$1,624
per person
Feb 24 - Mar 2
found 1 day ago
Roundtrip non-stop flight included
Indianapolis (IND) to Honolulu (HNL)
Ala Moana Hotel by LSI Resorts

Ala Moana Hotel by LSI Resorts

3 out of 5
Price was $1,568, price is now $1,217 per person
$1,217
per person
Mar 17 - Mar 24
found 1 day ago
Roundtrip non-stop flight included
Chicago (ORD) to Honolulu (HNL)
The Royal Hawaiian, a Luxury Collection Resort, Waikiki

The Royal Hawaiian, a Luxury Collection Resort, Waikiki

5 out of 5
Price was $1,903, price is now $1,487 per person
$1,487
per person
Feb 24 - Mar 2
found 1 day ago
Roundtrip non-stop flight included
Indianapolis (IND) to Honolulu (HNL)

Flight deals to Kailua

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

Sat, Apr 25 - Sun, Apr 26
SEA
Seattle
HNL
Oahu
$199 Roundtrip, found 22 hours ago
$199
Roundtrip
found 22 hours ago
Select Alaska Airlines flight, departing Sat, Apr 25 from Seattle to Oahu, returning Sun, Apr 26, priced at $199 found 22 hours ago
Tue, Apr 14 - Wed, Apr 15
LAX
Los Angeles
HNL
Oahu
$236 Roundtrip, found 1 hour ago
$236
Roundtrip
found 1 hour ago
Select Alaska Airlines flight, departing Tue, Apr 14 from Los Angeles to Oahu, returning Wed, Apr 15, priced at $236 found 1 hour ago
Tue, Mar 3 - Wed, Mar 4
SFO
San Francisco
HNL
Oahu
$237 Roundtrip, found 1 day ago
$237
Roundtrip
found 1 day ago
Select United flight, departing Tue, Mar 3 from San Francisco to Oahu, returning Wed, Mar 4, priced at $237 found 1 day 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
Jan 29 - Jan 30
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.
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.
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 25 - Jan 26
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
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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.