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Downtown Kailua Vacation Packages

Downtown Kailua Flight + Hotel packages

Price found within the past 48 hours. Click for updated prices.
Regency on Beachwalk Waikiki by OUTRIGGER

Regency on Beachwalk Waikiki by OUTRIGGER

3.5 out of 5
Waikiki
Save 100% on your flight
Price was $1,849, price is now $1,285 per person
$1,285
per person
Jul 16 - Jul 21
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Honolulu (HNL)
Stay at this aparthotel in Honolulu. Enjoy free WiFi, 3 restaurants, and parking (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions Waikiki Beach Walk and Royal Hawaiian Center are located nearby.
Ilikai by Luana Hawaii Vacation Rentals

Ilikai by Luana Hawaii Vacation Rentals

3 out of 5
Waikiki
Price was $5,767, price is now $2,255 per person
$2,255
per person
Jul 10 - Jul 18
found 1 hour ago
Roundtrip flight included
Atlanta (ATL) to Honolulu (HNL)
Stay at this hotel in Honolulu. Enjoy free WiFi, valet parking (surcharge), and laundry facilities. Popular attractions Ala Moana Center and Waikiki Beach Walk are located nearby.
Ala Moana Hotelcondo by Luana Vacation Rental

Ala Moana Hotelcondo by Luana Vacation Rental

3.5 out of 5
Ala Moana
Save 100% on your flight
Price was $3,100, price is now $1,710 per person
$1,710
per person
Jul 19 - Jul 25
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Honolulu (HNL)
Stay at this hotel in Honolulu. Enjoy 3 restaurants, 2 bars/lounges, and a fitness center. Popular attractions Ala Moana Center and Waikiki Beach Walk are located nearby.
Paradise Bay Resort

Paradise Bay Resort

3.5 out of 5
Kahaluʻu
Price was $2,205, price is now $1,446 per person
$1,446
per person
Jul 3 - Jul 7
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Honolulu (HNL)
Stay at this hotel in Kaneohe. Enjoy a marina, a fitness center, and WiFi (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Kualoa Beach Park and Aloha Ke Akua Chapel are located nearby.
Stay Hotel Waikiki

Stay Hotel Waikiki

3 out of 5
Waikiki
Price was $1,985, price is now $1,391 per person
$1,391
per person
Jul 19 - Jul 25
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Honolulu (HNL)
Stay at this hotel in Honolulu. Enjoy parking (surcharge), a 24-hour front desk, and a 24-hour business center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Waikiki Beach and Royal Hawaiian Center are located nearby.
@ 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 $4,390, price is now $3,187 per person
$3,187
per person
Jul 12 - Jul 18
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Honolulu (HNL)
Book a stay at this luxury cottage in Waianae. Enjoy free parking, a garden, and a pool table. Popular attractions Makaha Valley Golf Club and Kaneʻaki Heiau are located nearby.
Waikiki Shore by OUTRIGGER

Waikiki Shore by OUTRIGGER

3 out of 5
Waikiki
Price was $2,325, price is now $1,718 per person
$1,718
per person
Jul 23 - Jul 27
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Honolulu (HNL)
Book a stay at this beach condo in Honolulu. Enjoy free WiFi, a beach locale, and a snack bar/deli. Our guests praise the helpful staff in our reviews. Popular attractions Royal Hawaiian Center and Waikiki Beach Walk are located nearby.
@ Marbella Lane - Cozy 2BR w/ Amazing Ocean Views

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

3 out of 5
Waikiki
Save 100% on your flight
Price was $3,054, price is now $2,264 per person
$2,264
per person
Jul 6 - Jul 11
found 21 hours ago
Roundtrip flight included
Los Angeles (LAX) to Honolulu (HNL)
Book a stay at this beach apartment in Honolulu. Enjoy balconies, an in-room coffeemaker, and air conditioning. Popular attractions Ala Moana Center and Waikiki Beach Walk are located nearby.

3-4 Night Vacations in Downtown Kailua

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

Sheraton Waikiki Beach Resort

4.5 out of 5
Waikiki
Price was $1,843, price is now $1,331 per person
$1,331
per person
Jul 3 - Jul 6
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Honolulu (HNL)
Ala Moana Hotelcondo by Luana Vacation Rental

Ala Moana Hotelcondo by Luana Vacation Rental

3.5 out of 5
Ala Moana
Save 100% on your flight
Price was $2,265, price is now $1,368 per person
$1,368
per person
Jul 23 - Jul 27
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Honolulu (HNL)
Paradise Bay Resort

Paradise Bay Resort

3.5 out of 5
Kahaluʻu
Price was $2,205, price is now $1,446 per person
$1,446
per person
Jul 3 - Jul 7
found 1 day ago
Roundtrip flight included
Atlanta (ATL) 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 $3,277, price is now $2,552 per person
$2,552
per person
Jul 15 - Jul 19
found 1 day ago
Roundtrip flight included
San Francisco (SFO) to Honolulu (HNL)

5-7 Night Vacations in Downtown Kailua

Price found within the past 48 hours. Click for updated prices.
Regency on Beachwalk Waikiki by OUTRIGGER

Regency on Beachwalk Waikiki by OUTRIGGER

3.5 out of 5
Waikiki
Save 100% on your flight
Price was $1,849, price is now $1,285 per person
$1,285
per person
Jul 16 - Jul 21
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
Waikiki
Price was $5,164, price is now $2,004 per person
$2,004
per person
Jul 5 - Jul 12
found 8 hours ago
Roundtrip flight included
Minneapolis (MSP) to Honolulu (HNL)
Ala Moana Hotelcondo by Luana Vacation Rental

Ala Moana Hotelcondo by Luana Vacation Rental

3.5 out of 5
Ala Moana
Save 100% on your flight
Price was $3,100, price is now $1,710 per person
$1,710
per person
Jul 19 - Jul 25
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Honolulu (HNL)
Waikiki Shore by OUTRIGGER

Waikiki Shore by OUTRIGGER

3 out of 5
Waikiki
Save 100% on your flight
Price was $2,287, price is now $1,528 per person
$1,528
per person
Jul 22 - Jul 27
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Honolulu (HNL)

Cheap Hotel Deals in Downtown Kailua

Hilton Hawaiian Village Waikiki Beach Resort

Hilton Hawaiian Village Waikiki Beach Resort

4.5 out of 5
2005 Kalia Rd Honolulu HI
Book a stay at this luxury resort in Honolulu. Enjoy 5 outdoor pools, a full-service spa, and 9 restaurants. Our guests praise the pool and the helpful staff ...
Opens in a new windowHilton Hawaiian Village Waikiki Beach Resort
Hyatt Regency Waikiki Beach Resort & Spa

Hyatt Regency Waikiki Beach Resort & Spa

4 out of 5
2424 Kalakaua Ave Honolulu HI
Book a stay at this beach resort in Honolulu. Enjoy free WiFi, a full-service spa, and 4 restaurants. Our guests praise the helpful staff and the clean rooms ...
Opens in a new windowHyatt Regency Waikiki Beach Resort & Spa
'Alohilani Resort Waikiki Beach

'Alohilani Resort Waikiki Beach

5 out of 5
2490 Kalakaua Avenue Honolulu HI
Book a stay at this luxury resort in Honolulu. Enjoy free WiFi, 5 restaurants, and a beach locale. Our guests praise the pool and the helpful staff in our reviews. ...
Opens in a new window'Alohilani Resort Waikiki Beach
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The Twin Fin Hotel

The Twin Fin Hotel

4 out of 5
2570 Kalakaua Ave Honolulu HI
Book a stay at this beach hotel in Honolulu. Enjoy free WiFi, a beach locale, and breakfast (surcharge). Our guests praise the breakfast and the pool in our ...
Opens in a new windowThe Twin Fin Hotel
Prince Waikiki

Prince Waikiki

4.5 out of 5
100 Holomoana St Honolulu HI
Book a stay at this luxury resort in Honolulu. Enjoy free WiFi, 2 outdoor pools, and 2 restaurants. Our guests praise the pool and the restaurant in our reviews. ...
Opens in a new windowPrince Waikiki
Sheraton Waikiki Beach Resort

Sheraton Waikiki Beach Resort

4.5 out of 5
2255 Kalakaua Ave Honolulu HI
Book a stay at this luxury hotel in Honolulu. Enjoy free WiFi, 2 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in our ...
Opens in a new windowSheraton Waikiki Beach Resort
Waikiki Resort Hotel

Waikiki Resort Hotel

3.5 out of 5
2460 Koa Avenue Honolulu HI
Book a stay at this family-friendly hotel in Honolulu. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Our guests praise the breakfast and the ...
Opens in a new windowWaikiki Resort Hotel
Best Western The Plaza Hotel Honolulu Airport - Free Breakfast

Best Western The Plaza Hotel Honolulu Airport - Free Breakfast

3 out of 5
3253 N Nimitz Hwy Honolulu HI
Book a stay at this business-friendly hotel in Honolulu. Enjoy free breakfast, a free airport shuttle, and a fitness center. Our guests praise the breakfast ...
Opens in a new windowBest Western The Plaza Hotel Honolulu Airport - Free Breakfast
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 Flight Deals

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

Bargain Flight
Mon, Aug 24 - Tue, Aug 25
LAX
Los Angeles Intl.
HNL
Daniel K. Inouye Intl.
$287 Roundtrip, found 2 days ago
$287
Roundtrip
found 2 days ago
Select Bargain Flight flight, departing Mon, Aug 24 from Los Angeles Intl. to Daniel K. Inouye Intl., returning Tue, Aug 25, priced at $287 found 2 days ago
Alaska Airlines
Tue, Nov 3 - Tue, Nov 10
SFO
San Francisco Intl.
HNL
Daniel K. Inouye Intl.
$342 Roundtrip, found 4 hours ago
$342
Roundtrip
found 4 hours ago
Select Alaska Airlines flight, departing Tue, Nov 3 from San Francisco Intl. to Daniel K. Inouye Intl., returning Tue, Nov 10, priced at $342 found 4 hours ago
Bargain Flight
Tue, Sep 22 - Tue, Sep 22
SAN
San Diego Intl.
HNL
Daniel K. Inouye Intl.
$375 Roundtrip, found 5 hours ago
$375
Roundtrip
found 5 hours ago
Select Bargain Flight flight, departing Tue, Sep 22 from San Diego Intl. to Daniel K. Inouye Intl., returning Tue, Sep 22, priced at $375 found 5 hours ago
Air Canada
Thu, Aug 27 - Sun, Sep 13
YVR
Vancouver Intl.
HNL
Daniel K. Inouye Intl.
$393 Roundtrip, found 3 days ago
$393
Roundtrip
found 3 days ago
Select Air Canada flight, departing Thu, Aug 27 from Vancouver Intl. to Daniel K. Inouye Intl., returning Sun, Sep 13, priced at $393 found 3 days ago