Kaupulehu Vacation Packages 2025/2026 from $599

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

$599

per person

Nov 17 - Nov 21

found 1 day 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

$660

per person

Dec 11 - Dec 18

found 1 day ago

Roundtrip non-stop flight included

Los Angeles (LAX) 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.

Mauna Lani, Auberge Collection

$2,134

per person

Dec 11 - Dec 18

found 1 day ago

Roundtrip non-stop flight included

Los Angeles (LAX) 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.

Aston Kona by the Sea

Holualoa Village

Save 100% on your flight

$1,033

per person

Dec 11 - Dec 18

found 1 day ago

Roundtrip flight included

Los Angeles (LAX) 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.

Hale Maluhia Country Inn

Holualoa Village

Save 100% on your flight

$637

per person

Dec 11 - Dec 18

found 1 day ago

Roundtrip non-stop flight included

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

A hot tub, free self parking, and laundry facilities are featured at this guesthouse. WiFi in public areas is free. A garden, a picnic area, and express check-out are also on offer.

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.

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

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 $599. 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.