Kaupulehu Vacation Packages 2025/2026 from $591

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

$591

per person

Oct 28 - Nov 2

found 2 days ago

Roundtrip flight included

Los Angeles (LAX) 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.

Kona Islander Vacation Club

Historic Kailua Village

Save 100% on your flight

$648

per person

Dec 12 - Dec 16

found 24 hours 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.

Aston Kona by the Sea

Holualoa Village

Save 100% on your flight

$814

per person

Nov 10 - Nov 14

found 1 day ago

Roundtrip non-stop flight included

Denver (DEN) to Kailua-Kona (KOA)

This aparthotel features an outdoor pool and a hot tub. A terrace, a garden, and a picnic area are also on offer.

OUTRIGGER Kona Resort and Spa

Kahaluu-Keauhou

Save 100% on your flight

$1,675

per person

Dec 18 - Dec 25

found 2 days ago

Roundtrip non-stop flight included

Denver (DEN) to Kailua-Kona (KOA)

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.

Kona Village, A Rosewood Resort

Save 100% on your flight

$3,038

per person

Nov 6 - Nov 11

found 1 day ago

Roundtrip flight included

Denver (DEN) to Kailua-Kona (KOA)

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.

Top Kaupulehu hotels deals

Four Seasons Resort Hualalai

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

$1,208 nightly

$1,424 total

Sep 29 - Sep 30

Total with 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.

Pool

Hot Tub

Kona Village, A Rosewood Resort

72 300 Maheawalu Drive, Kailua-Kona, HI

$1,270 nightly

$1,498 total

Sep 29 - Sep 30

Total with 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.

Pool

Hot Tub

Royal Kona Resort

75-5852 Alii Dr, Kailua-Kona, HI

Free Cancellation

Reserve now, pay when you stay

$220 nightly

$259 total

Sep 28 - Sep 29

Total with 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.

Pool

Spa

Hilton Grand Vacations Club Ocean Tower Waikoloa Village

69-425 Waikoloa Beach Drive, Waikoloa, HI

$215 nightly

$254 total

Oct 2 - Oct 3

Total with taxes and fees

A full-service spa, 6 restaurants, and 3 outdoor pools are all featured at this resort. Enjoy the gym and perks like free WiFi. There's a bar/lounge on site, and laundry facilities and concierge services are also provided.

Pool

Spa

Hilton Grand Vacations Club Kings’ Land Waikoloa

69-699 Waikoloa Beach Dr, Waikoloa, HI

$251 nightly

$296 total

Sep 29 - Sep 30

Total with 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

PACIFIC 19 Kona

75-5646 Palani Rd, Kailua-Kona, HI

Free Cancellation

Reserve now, pay when you stay

$177 nightly

$209 total

Sep 29 - Sep 30

Total with taxes and fees

An outdoor pool, self parking, and laundry facilities are featured at this hotel. WiFi in public areas is free. A coffee shop and luggage storage are also provided.

Pool

Pet friendly

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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.

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

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

Kahalu'u Beach Park

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 $591. 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.