Kaupulehu Vacation Packages 2025/2026 from $679

Kaupulehu flight + hotel vacation packages

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

Kona Reef, A Raintree Vacation Club Resort

Historic Kailua Village

Save 100% on your flight

per person

Oct 4 - Oct 7

found 23 hours ago

Roundtrip non-stop flight included

Carlsbad (CLD) to Kailua-Kona (KOA)

This condo features an outdoor pool and a hot tub. Guests will appreciate free perks like free self parking and WiFi in public areas. A terrace, a garden, and laundry facilities are also on offer.

Mauna Lani, Auberge Resorts Collection

Save 100% on your flight

per person

Aug 28 - Sep 1

found 1 day ago

Roundtrip non-stop flight included

Dallas (DAL) to Kailua-Kona (KOA)

This luxury resort features a golf course, a full-service spa, and 2 restaurants. Enjoy beachfront dining and relax with beach cabanas and sun loungers. Families will appreciate the children's pool, onsite laundry facilities, and supervised childcare.

Lea Casa at Casa de Emdeko

Holualoa Village

Save 100% on your flight

per person

Sep 6 - Sep 10

found 1 day ago

Roundtrip flight included

Los Angeles (LAX) to Kailua-Kona (KOA)

This condo features 2 outdoor pools, laundry facilities, and barbecue grills. Take advantage of the free self parking.

Castle at Royal Sea Cliff

Holualoa Village

Save 100% on your flight

per person

Sep 4 - Sep 10

found 1 day ago

Roundtrip flight included

Los Angeles (LAX) to Kailua-Kona (KOA)

This apartment doesn't skimp on freebies - guests receive free WiFi and free self parking. Barbecue grills are provided for your convenience.

Kona Islander Vacation Club

Historic Kailua Village

Save 100% on your flight

per person

Aug 18 - Aug 24

found 1 day ago

Roundtrip non-stop flight included

Denver (DEN) to Kailua-Kona (KOA)

This hotel features an outdoor pool and a hot tub. Guests will appreciate free perks like free self parking and WiFi in public areas. A garden, a picnic area, and laundry facilities are also on offer.

Top Kaupulehu hotels deals

Four Seasons Resort Hualalai

72-100 Ka'upulehu Drive, Kailua-Kona, HI

$1,423 nightly

$1,677 total

Jul 26 - Jul 27

Total includes taxes and fees

This luxury resort features a golf course, a full-service spa, and 5 restaurants. There's fun for all ages with a children's pool and an arcade/game room, and in-room childcare is an added bonus. Enjoy the 7 outdoor pools and get free self parking.

Kona Village, A Rosewood Resort

72 300 Maheawalu Drive, Kailua-Kona, HI

$1,276 nightly

$1,506 total

Jul 23 - Jul 24

Total includes taxes and fees

A full-service spa, 2 restaurants, and 3 outdoor pools are all featured at this smoke-free hotel. There's fun for all ages with a children's club and a children's pool, and in-room childcare is an added bonus. Enjoy the 3 hot tubs and perks like free self parking and free WiFi.

Royal Kona Resort

75-5852 Alii Dr, Kailua-Kona, HI

Free Cancellation

Reserve now, pay when you stay

$198 nightly

$234 total

Jul 14 - Jul 15

Total includes taxes and fees

A full-service spa, an outdoor pool, and a restaurant are all featured at this smoke-free hotel. You'll appreciate the gym, bar/lounge, and laundry facilities.

Hilton Waikoloa Village

69-425 Waikoloa Beach Dr, Waikoloa, HI

Free Cancellation

Reserve now, pay when you stay

$356 nightly

$419 total

Jul 30 - Jul 31

Total includes taxes and fees

A full-service spa, 8 restaurants, and 3 outdoor pools are all featured at this resort. Spend a day at the beach snorkeling, or relax with beach cabanas and sun loungers. There's fun for all ages with a children's pool and a waterslide, and families will appreciate the onsite laundry facilities.

OUTRIGGER Kona Resort and Spa

78-128 Ehukai Street, Kailua-Kona, HI

Free Cancellation

Reserve now, pay when you stay

$324 nightly

$382 total

Aug 4 - Aug 5

Total includes taxes and fees

This smoke-free resort features 2 restaurants, 2 outdoor pools, and an outdoor tennis court. Traveling on business? Take advantage of the free WiFi in public areas, laundry service, and valet parking. Make the most of the 24-hour gym and hot tub, and relax with drinks at one of the 2 bars/lounges.

Pool

Hot Tub

Hilton Grand Vacations Club Kings’ Land Waikoloa

69-699 Waikoloa Beach Dr, Waikoloa, HI

$292 nightly

$344 total

Jul 25 - Jul 26

Total includes taxes and fees

This resort features 2 outdoor pools, 2 hot tubs, and a restaurant. Bring the family and enjoy the children's pool, waterslide, and kid-friendly dining. Enjoy the gym and perks like free self parking.

Pool

Hot Tub

Don't see what you're looking for?

See all available properties in Kaupulehu

View all properties

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.

Popular places to visit

Kailua Pier

Find out about the history of Kailua-Kona with a stop at Kailua Pier. Stroll along the seaside or discover the area's beautiful sunsets.

Magic Sands Beach

4.5/5(436 reviews)

Why not spend a carefree afternoon at Magic Sands Beach during your travels in Kailua-Kona?

Kahalu'u Beach Park

4.5/5(572 reviews)

Snorkel with tropical fish and swim with sea turtles at this great dive location.

Frequently asked questions

How much are vacation packages to Kaupulehu?

With a Travelocity vacation package, you could paint the town red in Kaupulehu for a mere $679. Hotels, flights and adventures --- we've got it all. You'll save loads just by combining your bookings together. And with everything taken care of before you set off, you won't have to worry about a thing.

Where can I get the best vacation package deals for Kaupulehu?

For a fun and affordable package deal to Kaupulehu, book with Travelocity. Pick from as many as 400 air carriers and 1,000,000 properties around the globe to create the ideal trip --- you're spoiled for choice!

Why should I book my Kaupulehu vacation bundle with Travelocity?

With superb service, 24/7 support and some of the most idyllic escapes money can buy, you'll never roam alone. And if you find a cheaper price, we'll match it. That's our Price Match Guarantee.

Will I save money on my Kaupulehu car rental if I book it with a hotel or flight?

Certainly. And our Kaupulehu vacation packages are the best way to do it. In only a few clicks you can save money and time by bundling your bookings. Collect the keys to your rental car then set your own course. Need to fill your itinerary? Add a few tours to your package and make savings on those too.