Cheap Vacations in Kailua

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3-night Kailua vacations

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

Waikiki Resort Hotel

3.5 out of 5
Price was $909, price is now $651 per person
$651
per person
Mar 2 - Mar 5
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Honolulu (HNL)
Ilikai by Luana Hawaii Vacation Rentals

Ilikai by Luana Hawaii Vacation Rentals

3 out of 5
Price was $7,178, price is now $2,373 per person
$2,373
per person
Mar 6 - Mar 9
found 21 hours ago
Roundtrip flight included
Los Angeles (LAX) to Honolulu (HNL)
Paradise Bay Resort

Paradise Bay Resort

3.5 out of 5
Price was $1,070, price is now $766 per person
$766
per person
Mar 2 - Mar 5
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Honolulu (HNL)
Sheraton Waikiki Beach Resort

Sheraton Waikiki Beach Resort

4.5 out of 5
Price was $1,477, price is now $1,085 per person
$1,085
per person
Mar 2 - Mar 5
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) 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 $1,406, price is now $1,043 per person
$1,043
per person
Mar 2 - Mar 5
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 $1,228, price is now $987 per person
$987
per person
Feb 19 - Feb 22
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 $1,267, price is now $1,041 per person
$1,041
per person
Mar 2 - Mar 5
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Honolulu (HNL)
OUTRIGGER Reef Waikiki Beach Resort

OUTRIGGER Reef Waikiki Beach Resort

4.5 out of 5
Price was $1,178, price is now $986 per person
$986
per person
Mar 2 - Mar 5
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Honolulu (HNL)
Castle Waikīkī Shore

Castle Waikīkī Shore

3 out of 5
Price was $1,126, price is now $954 per person
$954
per person
Feb 26 - Mar 1
found 24 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to Honolulu (HNL)
Marbella Lane Nohea Stylish Home Makaha

Marbella Lane Nohea Stylish Home Makaha

4 out of 5
Price was $900, price is now $766 per person
$766
per person
Mar 8 - Mar 11
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Honolulu (HNL)
Luxury Oceanview Punaluu Condo

Luxury Oceanview Punaluu Condo

4 out of 5
Price was $1,063, price is now $916 per person
$916
per person
Feb 20 - Feb 23
found 1 day ago
Roundtrip non-stop flight included
Seattle (SEA) to Honolulu (HNL)
Club Wyndham Royal Garden at Waikiki

Club Wyndham Royal Garden at Waikiki

3 out of 5
Price was $1,104, price is now $961 per person
$961
per person
Mar 1 - Mar 4
found 20 hours ago
Roundtrip non-stop flight included
Washington (IAD) to Honolulu (HNL)

4-night Kailua vacations

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

Castle Waikīkī Shore

3 out of 5
Price was $996, price is now $765 per person
$765
per person
Feb 24 - Feb 28
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 $8,336, price is now $2,695 per person
$2,695
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 $2,478, price is now $1,289 per person
$1,289
per person
Mar 3 - Mar 7
found 11 hours ago
Roundtrip non-stop flight included
Baltimore (BWI) to Honolulu (HNL)
Paradise Bay Resort

Paradise Bay Resort

3.5 out of 5
Save 100% on your flight
Price was $1,633, price is now $1,067 per person
$1,067
per person
Feb 27 - Mar 3
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
Price was $2,030, price is now $1,487 per person
$1,487
per person
Mar 3 - Mar 7
found 11 hours ago
Roundtrip non-stop flight included
Baltimore (BWI) 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 $2,637, price is now $2,093 per person
$2,093
per person
Feb 13 - Feb 17
found 17 hours 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
Price was $2,691, price is now $2,143 per person
$2,143
per person
Mar 3 - Mar 7
found 11 hours ago
Roundtrip non-stop flight included
Baltimore (BWI) to Honolulu (HNL)
Newly Innovated Oceanview Beach Condo - Sauna Pool

Newly Innovated Oceanview Beach Condo - Sauna Pool

3.5 out of 5
Price was $1,896, price is now $1,533 per person
$1,533
per person
Mar 3 - Mar 7
found 11 hours ago
Roundtrip non-stop flight included
Baltimore (BWI) to Honolulu (HNL)
Kuhio Banyan Club

Kuhio Banyan Club

2 out of 5
Price was $1,271, price is now $1,032 per person
$1,032
per person
Feb 13 - Feb 17
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Honolulu (HNL)
OUTRIGGER Waikiki Beach Resort

OUTRIGGER Waikiki Beach Resort

4 out of 5
Price was $1,661, price is now $1,348 per person
$1,348
per person
Feb 27 - Mar 3
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Honolulu (HNL)
Waikiki Marina Resort at the Ilikai

Waikiki Marina Resort at the Ilikai

3.5 out of 5
Price was $1,264, price is now $1,063 per person
$1,063
per person
Feb 20 - Feb 24
found 13 hours 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 $1,551, price is now $1,309 per person
$1,309
per person
Mar 3 - Mar 7
found 11 hours ago
Roundtrip non-stop flight included
Baltimore (BWI) to Honolulu (HNL)

5-night Kailua vacations

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

Waikiki Resort Hotel

3.5 out of 5
Save 100% on your flight
Price was $1,513, price is now $874 per person
$874
per person
Feb 20 - Feb 25
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Honolulu (HNL)
Ilikai by Luana Hawaii Vacation Rentals

Ilikai by Luana Hawaii Vacation Rentals

3 out of 5
Price was $11,592, price is now $3,695 per person
$3,695
per person
Mar 7 - Mar 12
found 16 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
Price was $2,661, price is now $1,176 per person
$1,176
per person
Mar 7 - Mar 12
found 16 hours ago
Roundtrip flight included
Seattle (SEA) to Honolulu (HNL)
Paradise Bay Resort

Paradise Bay Resort

3.5 out of 5
Save 100% on your flight
Price was $1,696, price is now $1,096 per person
$1,096
per person
Mar 1 - Mar 6
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 $2,032, price is now $1,382 per person
$1,382
per person
Mar 7 - Mar 12
found 16 hours ago
Roundtrip flight included
Seattle (SEA) to Honolulu (HNL)
Royal Kuhio

Royal Kuhio

3.5 out of 5
Price was $2,265, price is now $1,550 per person
$1,550
per person
Feb 11 - Feb 16
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 $1,267, price is now $886 per person
$886
per person
Feb 20 - Feb 25
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Honolulu (HNL)
@ Marbella Lane - Pōmaika'i Ocean Love Paradise

@ Marbella Lane - Pōmaika'i Ocean Love Paradise

3 out of 5
Save 100% on your flight
Price was $3,191, price is now $2,331 per person
$2,331
per person
Mar 7 - Mar 12
found 16 hours ago
Roundtrip flight included
Seattle (SEA) to Honolulu (HNL)
White Sands Hotel

White Sands Hotel

3.5 out of 5
Price was $1,848, price is now $1,371 per person
$1,371
per person
Feb 11 - Feb 16
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Honolulu (HNL)
Marine Surf by Tropical Escapes Realty

Marine Surf by Tropical Escapes Realty

3 out of 5
Price was $2,129, price is now $1,611 per person
$1,611
per person
Feb 11 - Feb 16
found 21 hours ago
Roundtrip non-stop 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 $2,309, price is now $1,752 per person
$1,752
per person
Feb 11 - Feb 16
found 22 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to Honolulu (HNL)
Sheraton Waikiki Beach Resort

Sheraton Waikiki Beach Resort

4.5 out of 5
Price was $2,680, price is now $2,056 per person
$2,056
per person
Feb 11 - Feb 16
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) 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
Save 100% on your flight
Price was $1,443, price is now $862 per person
$862
per person
Mar 4 - Mar 11
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
Save 100% on your flight
Price was $1,586, price is now $905 per person
$905
per person
Mar 4 - Mar 11
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Honolulu (HNL)
Paradise Bay Resort

Paradise Bay Resort

3.5 out of 5
Save 100% on your flight
Price was $2,273, price is now $1,356 per person
$1,356
per person
Mar 4 - 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 $2,637, price is now $1,850 per person
$1,850
per person
Feb 12 - Feb 18
found 1 hour ago
Roundtrip flight included
Chicago (ORD) to Honolulu (HNL)
Castle Waikīkī Shore

Castle Waikīkī Shore

3 out of 5
Price was $1,293, price is now $979 per person
$979
per person
Feb 25 - Mar 3
found 1 day ago
Roundtrip non-stop flight included
Chicago (ORD) to Honolulu (HNL)
Kaimana Beach Hotel

Kaimana Beach Hotel

4 out of 5
Price was $1,792, price is now $1,365 per person
$1,365
per person
Mar 4 - Mar 11
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Honolulu (HNL)
'Alohilani Resort Waikiki Beach

'Alohilani Resort Waikiki Beach

5 out of 5
Price was $1,913, price is now $1,486 per person
$1,486
per person
Mar 4 - Mar 11
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) 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 $2,226, price is now $1,731 per person
$1,731
per person
Mar 4 - Mar 11
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) 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 $2,273, price is now $1,767 per person
$1,767
per person
Feb 20 - Feb 27
found 19 hours ago
Roundtrip flight included
Seattle (SEA) to Honolulu (HNL)
Airport Honolulu Hotel, Trademark Collection by Wyndham

Airport Honolulu Hotel, Trademark Collection by Wyndham

2.5 out of 5
Price was $1,201, price is now $936 per person
$936
per person
Mar 4 - Mar 11
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
Save 100% on your flight
Price was $2,387, price is now $1,862 per person
$1,862
per person
Mar 4 - Mar 11
found 1 day ago
Roundtrip non-stop 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 $1,868, price is now $1,462 per person
$1,462
per person
Feb 25 - Mar 4
found 1 day ago
Roundtrip flight included
Seattle (SEA) to Honolulu (HNL)

Flight deals to Kailua

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

Mon, Feb 2 - Thu, Feb 5
SFO
San Francisco
HNL
Oahu
$219 Roundtrip, found 4 days ago
$219
Roundtrip
found 4 days ago
Select Hawaiian Airlines flight, departing Mon, Feb 2 from San Francisco to Oahu, returning Thu, Feb 5, priced at $219 found 4 days ago
Thu, Mar 26 - Tue, Mar 31
CLD
Carlsbad
HNL
Oahu
$236 Roundtrip, found 2 days ago
$236
Roundtrip
found 2 days ago
Select American Airlines flight, departing Thu, Mar 26 from Carlsbad to Oahu, returning Tue, Mar 31, priced at $236 found 2 days ago
Tue, Apr 14 - Tue, Apr 21
SAN
San Diego
HNL
Oahu
$236 Roundtrip, found 4 days ago
$236
Roundtrip
found 4 days ago
Select United flight, departing Tue, Apr 14 from San Diego to Oahu, returning Tue, Apr 21, priced at $236 found 4 days ago

Top rated hotels for your Kailua vacation

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
$571 nightly
The price is $677 total per night
$677 total
Feb 9 - Feb 10
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
$270 nightly
The price is $320 total per night
$320 total
Jan 19 - Jan 20
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
Hilton Hawaiian Village Waikiki Beach Resort

Hilton Hawaiian Village Waikiki Beach Resort

4.5 out of 5
2005 Kalia Rd Honolulu HI
Free Cancellation
Reserve now, pay when you stay
10.4 mi from city center
$334 nightly
The price is $396 total per night
$396 total
Jan 25 - Jan 26
Total with taxes and fees
With a stay at Hilton Hawaiian Village Waikiki Beach Resort in Honolulu (Waikiki), you'll be within a 5-minute drive of Ala Moana Center and Waikiki Beach.
Pool
Spa
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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.