Kaupulehu Vacation Packages 2025 from $827

Kaupulehu flight + hotel vacation packages

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

Kona Islander Vacation Club

Historic Kailua Village

Save 100% on your flight

per person

Sep 6 - Sep 12

found 10 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.

Lea Casa at Casa de Emdeko

Holualoa Village

Save 100% on your flight

per person

Sep 4 - Sep 9

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 11 - Sep 16

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.

Gingerhill Farm Retreat

per person

Aug 31 - Sep 6

found 1 day ago

Roundtrip flight included

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

This farm stay doesn't skimp on freebies - guests receive free WiFi and free self parking. A garden, express check-in, and express check-out are also on offer.

Holua Resort

Kahaluu-Keauhou

per person

Aug 14 - Aug 19

found 19 hours ago

Roundtrip non-stop flight included

Denver (DEN) to Kailua-Kona (KOA)

6 outdoor pools, 10 outdoor tennis courts, and a hot tub are among this hotel's featured amenities. Enjoy the gym and perks like free self parking and free WiFi. A garden, laundry facilities, and concierge services are also on offer.

Top Kaupulehu hotels deals

Four Seasons Resort Hualalai

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

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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

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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

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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

Kona Coast Resort

78-6842 Alii Dr, Kailua-Kona, HI

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This smoke-free hotel features 2 outdoor pools, 2 outdoor tennis courts, and a restaurant. Relax with a drink at the bar/lounge and enjoy perks like free self parking and free WiFi. A terrace, a garden, and express check-out are also on offer.

Pool

Parking included

PACIFIC 19 Kona

75-5646 Palani Rd, Kailua-Kona, HI

Free Cancellation

Reserve now, pay when you stay

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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

Hilton Waikoloa Village

69-425 Waikoloa Beach Dr, Waikoloa, HI

Free Cancellation

Reserve now, pay when you stay

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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.

Pool

Hot Tub

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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

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 $827. 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.