Beginning of main content
Trip Type
Flight 1
Flight 2
Flight 3
Flight 4
Flight 5

Historic Kailua Village Vacations

Pack those stellar shades. We have Historic Kailua Village vacation deals for you!

If there’s one thing you should spend in this busy world, it’s your vacation days. We know it’s easy to hang onto them, but Hotwire votes for putting them to use. It’s time to let an adventure lead you away from the daily grind. Stock up on what really matters on your trip to Historic Kailua Village – great memories and a tall tale or two.

Hotwire can help you find your travel bliss with Historic Kailua Village vacation packages. Bundling your hotel, car and flight means more unexpected fun with the money you saved. We’ll cover the bases; now it’s time for you to get up and go!

Pack everything you want – then take half of it out

We mean it. It’s far too easy to over-pack. We recommend picking your essentials and washing them along the way. Then you’ll have room for that goofy souvenir you know you want – or for some new outfits from that cute boutique you discover.

Bring comfortable walking shoes on your trip to Historic Kailua Village

No one should have to endure walking tours in dress shoes or high heels. No one.

Bring photocopies of your passport or license

You flew home from a great Historic Kailua Village vacation but your most important documents stayed behind. We’ve heard that story before and recommend keeping an extra copy on hand – just in case. Hey, at least it wasn’t a family member.

Don’t underestimate the power of earplugs

Among crying babies, rowdy crowds and honking horns, take our word for it. One pair can save you from the zombie-like state of a sleepless night.

Always carry some cash

You’ll be ready for anything from an evil ATM to lost credit cards. Holding a little extra cash in your wallet and carry-on means you can breathe easy if anything unexpected pops up.

Explore like a local

Guidebooks and maps are great for getting an overview of the place, but to really dig in, go where the locals go. Pick up a newspaper or city magazine to see what restaurants and neighborhoods are hot. Check events listings and go see a band or attend a street festival. Or ask your friends for recommendations. You’d be surprised who in your circle knows Historic Kailua Village well.

Historic Kailua Village Flight + Hotel packages

Top Hotel Deals

See all 147 Hotels in Historic Kailua Village
Royal Kona Resort

Royal Kona Resort

75-5852 Alii Dr, Kailua-kona
3.5 out of 5.0

Royal Kona Resort is perched on the edge of Kailua Bay, just a 10-minute walk from the fishing village of Kailua-Kona. It’s 11 minutes on foot to Hulihee Palace, ...

$185

$185
Uncle Billy's Kona Bay Hotel

Uncle Billy's Kona Bay Hotel

75-5739 Alii Dr, Kailua-Kona
2.0 out of 5.0

Located in Historic Kailua Village, this hotel is within 1 mi (2 km) of Mokuaikaua Church and Hulihee Palace. Kailua-Kona Wharf and Hulihe‘e Palace State Monument ...

$160

$160
Holiday Inn Express Hotel & Suites Kailua-Kona

Holiday Inn Express Hotel & Suites Kailua-Kona

75-146 Sarona Ln, Kailua-Kona
3.0 out of 5.0

Located in Historic Kailua Village, this hotel is within 1 mi (2 km) of Mokuaikaua Church and Hulihee Palace. Kailua-Kona Wharf and Hulihe‘e Palace State Monument ...

$216

$216
Kona Seaside Hotel

Kona Seaside Hotel

75-5646 Palani Rd, Kailua-Kona
2.5 out of 5.0

Glass-bottom boat tours, snorkeling excursions, and deep-sea fishing are all within reach of this hotel located in Kailua-Kona Village, across the street from ...

$169

$169
Courtyard by Marriott King Kamehameha's Kona Beach Hotel

Courtyard by Marriott King Kamehameha's Kona Beach Hotel

75-5660 Palani Road, Kailua-kona

Located on the water next to Kona Pier, Courtyard by Marriott King Kamehameha's Kona Beach Hotel is ideally situated for walking around Kailua-Kona village; ...

$297

$297
Vacation Condos In Kona

Vacation Condos In Kona

75-5776 Kuakini Highway, Kailua-Kona
3.0 out of 5.0

Located in Historic Kailua Village, this condo building is within 1 mi (2 km) of Mokuaikaua Church and Hulihee Palace. Kailua-Kona Wharf and Hulihe‘e Palace ...

$185

$185
Castle Kona Reef, a Condominium Resort

Castle Kona Reef, a Condominium Resort

75-5888 Alii Dr, Kailua-Kona
3.5 out of 5.0

Set on Hawaii's Big Island, Castle Kona Reef, a Condominium Resort at the southern edge of Kailua-Kona, a famous deep-sea fishing village; shops, restaurants, ...

$229

$229
Kona Islander Vacation Club

Kona Islander Vacation Club

75-5776 Kuakini Hwy, Kailua-Kona
3.0 out of 5.0

Located in Historic Kailua Village, this hotel is within 1 mi (2 km) of Mokuaikaua Church and Hulihee Palace. Kailua-Kona Wharf and Hulihe‘e Palace State Monument ...

$192

$192
Kona West

Kona West

75-5680 Kuakini Hwy., Kailua-Kona
3.5 out of 5.0

Located in Historic Kailua Village, this condo building is steps from Mokuaikaua Church and Hulihee Palace. Hulihe‘e Palace State Monument and Kailua-Kona Wharf ...

$169

$169
Kona Reef, A Raintree Vacation Club Resort

Kona Reef, A Raintree Vacation Club Resort

75-5888 Alii Drive, Kailua-Kona
3.5 out of 5.0

Located in Historic Kailua Village, this condo building is within 1 mi (2 km) of Mokuaikaua Church and Hulihee Palace. Kailua-Kona Wharf and Hulihe‘e Palace ...

Top Flight Deals

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