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 $682, price is now $531 per person
$531
per person
Oct 24 - Oct 27
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
Save 100% on your flight
Price was $1,512, price is now $797 per person
$797
per person
Oct 30 - Nov 2
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 $1,136, price is now $647 per person
$647
per person
Oct 30 - Nov 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
Save 100% on your flight
Price was $1,197, price is now $755 per person
$755
per person
Oct 30 - Nov 2
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Honolulu (HNL)
Sheraton Waikiki Beach Resort

Sheraton Waikiki Beach Resort

4.5 out of 5
Price was $1,673, price is now $1,165 per person
$1,165
per person
Oct 22 - Oct 25
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 $945, price is now $713 per person
$713
per person
Oct 30 - Nov 2
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Honolulu (HNL)
Hawaiian Princess at Makaha Beach

Hawaiian Princess at Makaha Beach

4 out of 5
Price was $842, price is now $655 per person
$655
per person
Oct 30 - Nov 2
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Honolulu (HNL)
Sweetwater at Waikiki

Sweetwater at Waikiki

3 out of 5
Price was $768, price is now $600 per person
$600
per person
Oct 24 - Oct 27
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Honolulu (HNL)
Wayfinder Waikiki

Wayfinder Waikiki

4 out of 5
Price was $837, price is now $663 per person
$663
per person
Oct 24 - Oct 27
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 $1,183, price is now $939 per person
$939
per person
Oct 22 - Oct 25
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Honolulu (HNL)
The Laylow Waikiki, Autograph Collection

The Laylow Waikiki, Autograph Collection

4 out of 5
Price was $948, price is now $758 per person
$758
per person
Oct 24 - Oct 27
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Honolulu (HNL)
@ Marbella Lane - Paradise Point Close to Beaches

@ Marbella Lane - Paradise Point Close to Beaches

5 out of 5
Price was $1,876, price is now $1,515 per person
$1,515
per person
Oct 12 - Oct 15
found 2 hours ago
Roundtrip flight included
Los Angeles (LAX) to Honolulu (HNL)

4-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 $888, price is now $640 per person
$640
per person
Oct 14 - Oct 18
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 $5,886, price is now $3,100 per person
$3,100
per person
Oct 26 - Oct 30
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
Save 100% on your flight
Price was $2,078, price is now $1,119 per person
$1,119
per person
Oct 25 - Oct 29
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Honolulu (HNL)
Paradise Bay Resort

Paradise Bay Resort

3.5 out of 5
Price was $1,705, price is now $1,140 per person
$1,140
per person
Nov 3 - Nov 7
found 17 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
Save 100% on your flight
Price was $2,783, price is now $2,038 per person
$2,038
per person
Nov 5 - Nov 9
found 3 hours ago
Roundtrip non-stop flight included
Seattle (SEA) to Honolulu (HNL)
@ Marbella Lane - Serene & Lovely MT + Ocean Views

@ Marbella Lane - Serene & Lovely MT + Ocean Views

5 out of 5
Save 100% on your flight
Price was $2,783, price is now $2,038 per person
$2,038
per person
Nov 5 - Nov 9
found 3 hours ago
Roundtrip non-stop flight included
Seattle (SEA) to Honolulu (HNL)
Holiday Surf Hotel

Holiday Surf Hotel

2.5 out of 5
Price was $1,112, price is now $818 per person
$818
per person
Oct 14 - Oct 18
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Honolulu (HNL)
@ Marbella Lane - Paradise Point Close to Beaches

@ Marbella Lane - Paradise Point Close to Beaches

5 out of 5
Save 100% on your flight
Price was $2,119, price is now $1,594 per person
$1,594
per person
Oct 20 - Oct 24
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Honolulu (HNL)
Hawaiian Princess at Makaha Beach

Hawaiian Princess at Makaha Beach

4 out of 5
Price was $1,010, price is now $763 per person
$763
per person
Oct 21 - Oct 25
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 $1,179, price is now $894 per person
$894
per person
Oct 18 - Oct 22
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Honolulu (HNL)
Executive Center Hotel Honolulu

Executive Center Hotel Honolulu

3 out of 5
Price was $1,040, price is now $793 per person
$793
per person
Oct 14 - Oct 18
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Honolulu (HNL)
Wayfinder Waikiki

Wayfinder Waikiki

4 out of 5
Price was $1,086, price is now $829 per person
$829
per person
Oct 14 - Oct 18
found 1 day 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.
Romer House Waikiki

Romer House Waikiki

4 out of 5
Price was $927, price is now $667 per person
$667
per person
Oct 19 - Oct 24
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 $6,208, price is now $2,484 per person
$2,484
per person
Oct 15 - Oct 20
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 $2,200, price is now $973 per person
$973
per person
Oct 29 - Nov 3
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 $973, price is now $675 per person
$675
per person
Nov 1 - Nov 6
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Honolulu (HNL)
Pacific Monarch Hotel

Pacific Monarch Hotel

3 out of 5
Price was $987, price is now $727 per person
$727
per person
Nov 1 - Nov 6
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Honolulu (HNL)
Panoramic Oceanview Resort

Panoramic Oceanview Resort

4 out of 5
Save 100% on your flight
Price was $2,201, price is now $1,679 per person
$1,679
per person
Oct 30 - Nov 4
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Honolulu (HNL)
@ Marbella Lane Scenic Ocean & Lagoonview Studio

@ Marbella Lane Scenic Ocean & Lagoonview Studio

3.5 out of 5
Price was $1,503, price is now $1,168 per person
$1,168
per person
Oct 29 - Nov 3
found 13 hours ago
Roundtrip flight included
Los Angeles (LAX) to Honolulu (HNL)
Skyline Island Colony Hotel

Skyline Island Colony Hotel

3 out of 5
Price was $938, price is now $729 per person
$729
per person
Nov 1 - Nov 6
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Honolulu (HNL)
Wayfinder Waikiki

Wayfinder Waikiki

4 out of 5
Price was $1,070, price is now $832 per person
$832
per person
Oct 30 - Nov 4
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Honolulu (HNL)
@marbella Lane - Stylish Island Stay w/ City Views

@marbella Lane - Stylish Island Stay w/ City Views

4 out of 5
Price was $1,221, price is now $969 per person
$969
per person
Oct 29 - Nov 3
found 13 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 $2,068, price is now $1,644 per person
$1,644
per person
Oct 27 - Nov 1
found 18 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to Honolulu (HNL)
@ Marbella Lane - Wind'kissed Oceanfront Seascape

@ Marbella Lane - Wind'kissed Oceanfront Seascape

4 out of 5
Price was $1,239, price is now $987 per person
$987
per person
Oct 29 - Nov 3
found 13 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.
Ala Moana Hotelcondo by Luana Vacation Rental

Ala Moana Hotelcondo by Luana Vacation Rental

3.5 out of 5
Price was $2,046, price is now $997 per person
$997
per person
Nov 2 - Nov 8
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 $2,528, price is now $1,423 per person
$1,423
per person
Oct 21 - Oct 28
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 $1,717, price is now $1,156 per person
$1,156
per person
Oct 21 - Oct 28
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 $1,587, price is now $1,094 per person
$1,094
per person
Oct 21 - Oct 28
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Honolulu (HNL)
Wayfinder Waikiki

Wayfinder Waikiki

4 out of 5
Price was $1,692, price is now $1,223 per person
$1,223
per person
Oct 12 - Oct 19
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

3 out of 5
Price was $1,433, price is now $1,044 per person
$1,044
per person
Oct 21 - Oct 28
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 $1,677, price is now $1,234 per person
$1,234
per person
Oct 12 - Oct 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 $1,480, price is now $1,090 per person
$1,090
per person
Oct 21 - Oct 28
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 $2,221, price is now $1,661 per person
$1,661
per person
Oct 13 - Oct 20
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Honolulu (HNL)
Renaissance Honolulu Hotel & Spa

Renaissance Honolulu Hotel & Spa

4.5 out of 5
Save 100% on your flight
Price was $1,472, price is now $1,130 per person
$1,130
per person
Oct 28 - Nov 3
found 1 day 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 $2,358, price is now $1,810 per person
$1,810
per person
Oct 21 - Oct 28
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 $2,123, price is now $1,640 per person
$1,640
per person
Oct 12 - Oct 19
found 1 day ago
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, Nov 15 - Wed, Nov 18
SFO
San Francisco
HNL
Oahu
$280 Roundtrip, found 1 day ago
$280
Roundtrip
found 1 day ago
Select Bargain Flight flight, departing Sun, Nov 15 from San Francisco to Oahu, returning Wed, Nov 18, priced at $280 found 1 day ago
Wed, Oct 28 - Tue, Nov 10
SEA
Seattle
HNL
Oahu
$297 Roundtrip, found 4 days ago
$297
Roundtrip
found 4 days ago
Select Bargain Flight flight, departing Wed, Oct 28 from Seattle to Oahu, returning Tue, Nov 10, priced at $297 found 4 days ago
Sat, Oct 24 - Sat, Oct 31
YVR
Vancouver
HNL
Oahu
$299 Roundtrip, found 2 days ago
$299
Roundtrip
found 2 days ago
Select Air Canada flight, departing Sat, Oct 24 from Vancouver to Oahu, returning Sat, Oct 31, priced at $299 found 2 days ago

Top rated hotels for your Kailua vacation

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
The price is $346 total per night
$346 total
per night
Sep 20 - Sep 21
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 Honolulu Zoo.
Pool
Spa
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
The price is $385 total per night
$385 total
per night
Sep 27 - Sep 28
With a stay at Sheraton Waikiki Beach Resort in Honolulu (Waikiki), you'll be steps from Royal Hawaiian Center and Waikiki Beach.
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
The price is $373 total per night
$373 total
per night
Sep 13 - Sep 14
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
Don't see what you're looking for?
See all available properties in Kailua
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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.

Top Picks

^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.