
Kaupulehu Vacation Packages
Book a Stay + Flight or Car to save on your trip
Top Kaupulehu vacation package deals
Price found within the past 48 hours. Click for updated prices.

3.0-star property
Kona Reef, A Raintree Vacation Club Resort
Historic Kailua Village
8.4/10 Very Good! (492 reviews)
Sep 28 - Oct 3
5 night stay
Burbank (BUR) to Kailua-Kona (KOA)
Southwest Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $1,835, price is now $1,089 per person
$1,089
per person
found 1 hour ago
It is pretty good experience. I would definitely recommend it.
Reviewed on Jul 5, 2026

3.5-star property
Lea Casa at Casa de Emdeko
Holualoa Village
9/10 Wonderful! (77 reviews)
Aug 21 - Aug 27
6 night stay
Burbank (BUR) to Kailua-Kona (KOA)
United • Non-stop roundtrip • Coach
Save 100% on your flight
Price was $1,989, price is now $1,155 per person
$1,155
per person
found 1 day ago
Great location, quiet.
Unit pretty dark and very dated looking.
Had all the amenities I needed.
Reviewed on Apr 28, 2026

4.0-star property
OUTRIGGER Kona Resort & Spa
Keauhou
8.8/10 Excellent! (1,126 reviews)
Aug 21 - Aug 27
6 night stay
Burbank (BUR) to Kailua-Kona (KOA)
United • Non-stop roundtrip • Coach
Save 100% on your flight
Price was $1,957, price is now $1,230 per person
$1,230
per person
found 1 day ago
Very clean resort. Good pool for kids.
Reviewed on Jul 13, 2026


4.5-star property
Waikoloa Beach Marriott Resort & Spa
8.6/10 Excellent! (1,000 reviews)
Sep 28 - Oct 3
5 night stay
Burbank (BUR) to Kailua-Kona (KOA)
Southwest Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $2,154, price is now $1,430 per person
$1,430
per person
found 1 hour ago
The rooms were clean with great views. No amenities past 9pm. Everything shuts down. Cannot even buy a water.
Reviewed on Jul 8, 2026
Top rated hotels for your Kaupulehu vacation package

Four Seasons Resort Hualalai
72-100 Ka'upulehu Drive Kailua-Kona HI
1 mi from Kaupulehu
$1,608 nightly
The price is $1,907 total per night
$1,907 total
Jul 23 - Jul 24
Total with taxes and fees
Awarded Conde Nast Hot List status in 2022, Four Seasons Resort Hualalai features a golf course, a full-service spa, and 7 outdoor pools. Onsite parking is available, both free self and paid valet parking (USD 45 per night)—also useful is limo/town car service. Multilingual staff at the 24-hour front desk can assist with concierge services, dry cleaning/laundry, and luggage storage. Other amenities at this beach resort include a children's pool, a gym, and outdoor tennis courts.
Pool
Hot Tub

Kona Village, A Rosewood Resort
72 300 Maheawalu Drive Kailua-Kona HI
1.33 mi from Kaupulehu
$1,604 nightly
The price is $1,905 total per night
$1,905 total
Aug 1 - Aug 2
Total with taxes and fees
Guests of Kona Village, A Rosewood Resort have access to a full-service spa, 3 outdoor pools, and a children's pool. You can take advantage of free parking if you drive. The front desk has multilingual staff on hand 24/7 to help with luggage storage, securing valuables, and dry cleaning/laundry. If you like to take your furry friend along on your adventures, this pet-friendly property offers food and water bowls. Other amenities at this beach hotel include a gym, 3 hot tubs, and free WiFi in public areas.

Hilton Waikoloa Village
69-425 Waikoloa Beach Dr Waikoloa HI
Free Cancellation
Reserve now, pay when you stay
10.09 mi from Kaupulehu
$344 nightly
The price is $409 total per night
$409 total
Jul 27 - Jul 28
Total with taxes and fees
Guests of Hilton Waikoloa Village have access to a full-service spa, 3 outdoor pools, and a children's pool. Valet parking is available for USD 55 per night. The 24-hour front desk has multilingual staff ready to assist with securing valuables, concierge services, and luggage storage. Other amenities at this beach resort include a gym, 3 hot tubs, and a sauna.
Pool
Hot Tub
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.
Things to do

The Sunset Luau at the Waikoloa Beach Marriott Resort
$197
per adult
86% of travellers recommend

Glass-Bottom Boat Tour in Waikoloa
$50
per adult
94% of travellers recommend

Mauna Kea Summit & Stars Adventure
$297
per traveler
90% of travellers recommend
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