Search Deals onKaupulehu Vacation Packages
Kaupulehu Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.

Gingerhill Farm Retreat
Price was $1,408, price is now $1,190 per person
$1,190
per person
Nov 21 - Nov 25
found 22 hours ago
Roundtrip non-stop flight included
Austin (AUS) to Kailua-Kona (KOA)
Stay at this 3-star farm stay in Kealakekua. Enjoy free WiFi, free parking, and a garden. Popular attractions Greenwell Farms and H.N. Greenwell Store Museum are located nearby.

Hilton Pool Pass Included, Kolea - Luxe 2BR Condo
Save 100% on your flight
Price was $3,148, price is now $2,419 per person
$2,419
per person
Dec 4 - Dec 11
found 1 day ago
Roundtrip non-stop flight included
Austin (AUS) to Kailua-Kona (KOA)
Stay at this 4.5-star luxury condo in Waikoloa. Enjoy free WiFi, free parking, and a private beach. Popular attractions Mauna Lani Resort Golf Course and Anaehoomalu Beach are located nearby.

Paniolo Greens At Waikoloa
Price was $1,750, price is now $1,366 per person
$1,366
per person
Nov 20 - Nov 25
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Kailua-Kona (KOA)
Stay at this 3-star golf hotel in Waikoloa. Enjoy free WiFi, free parking, and a fitness center. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Hāpuna Beach State Recreation Area and Mauna Lani Resort Golf Course are located nearby.

Hilton Pool Pass Luxurious Penthouse Oasis
Save 100% on your flight
Price was $2,955, price is now $2,369 per person
$2,369
per person
Dec 4 - Dec 11
found 1 day ago
Roundtrip non-stop flight included
Austin (AUS) to Kailua-Kona (KOA)
Stay at this 3-star apartment in Waikoloa. Enjoy free WiFi, free parking, and laundry facilities. Popular attractions Mauna Lani Resort Golf Course and Hāpuna Beach State Recreation Area are located nearby.

OUTRIGGER Kona Resort and Spa
Keauhou
Price was $2,617, price is now $2,158 per person
$2,158
per person
Nov 23 - Nov 30
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Kailua-Kona (KOA)
Stay at this 4-star golf resort in Kailua-Kona. Enjoy free WiFi, 2 outdoor pools, and 2 restaurants. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Magic Sands Beach and Kailua Pier are located nearby.

Hilton Pool Pass Kolea - Luxe Penthouse
Save 100% on your flight
Price was $3,319, price is now $2,737 per person
$2,737
per person
Dec 4 - Dec 11
found 1 day ago
Roundtrip non-stop flight included
Austin (AUS) to Kailua-Kona (KOA)
Stay at this 4-star beach condo in Waikoloa. Enjoy free WiFi, free parking, and a beach locale. Popular attractions Mauna Lani Resort Golf Course and Anaehoomalu Beach are located nearby.

Club Wyndham Mauna Loa Village
Keauhou
Price was $1,465, price is now $1,219 per person
$1,219
per person
Nov 20 - Nov 25
found 1 day ago
Roundtrip non-stop flight included
Austin (AUS) to Kailua-Kona (KOA)
Stay at this 3.5-star golf hotel in Kailua-Kona. Enjoy free WiFi, 6 outdoor pools, and a 24-hour front desk. Our guests praise the helpful staff in our reviews. Popular attractions Magic Sands Beach and Kailua Pier are located nearby.

Hilton Pool Pass Incl. Serene Resort Gem
Price was $1,566, price is now $1,333 per person
$1,333
per person
Nov 17 - Nov 21
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Kailua-Kona (KOA)
Stay at this 3-star condo in Waikoloa. Enjoy free WiFi, free parking, and laundry facilities. Popular attractions Mauna Lani Resort Golf Course and Hāpuna Beach State Recreation Area are located nearby.
3-4 Night Vacations in Kaupulehu
Price found within the past 48 hours. Click for updated prices.



5-7 Night Vacations in Kaupulehu
Price found within the past 48 hours. Click for updated prices.



Cheap Hotel Deals in Kaupulehu

Four Seasons Resort Hualalai
72-100 Ka'upulehu Drive, Kailua-Kona, HI
Stay at this 5-star luxury resort in Kailua-Kona. Enjoy free WiFi, free parking, and 7 outdoor pools. Popular attractions Four Seasons Resort Hualalai Golf Course ...

Kona Village, A Rosewood Resort
72 300 Maheawalu Drive, Kailua-Kona, HI
Stay at this 5-star luxury hotel in Kailua-Kona. Enjoy free WiFi, free parking, and 3 outdoor pools. Popular attractions Four Seasons Resort Hualalai Golf Course ...

Royal Kona Resort
75-5852 Alii Dr, Kailua-Kona, HI
Stay at this 3.5-star beach hotel in Kailua-Kona. Enjoy a full-service spa, breakfast (surcharge), and a fitness center. Our guests praise the pool and the restaurant ...
Save an average of 15% on thousands of hotels when you're signed in

OUTRIGGER Kona Resort and Spa
78-128 Ehukai Street, Kailua-Kona, HI
Stay at this 4-star golf resort in Kailua-Kona. Enjoy free WiFi, 2 outdoor pools, and 2 restaurants. Our guests praise the pool and the helpful staff in our ...

Hilton Grand Vacations Club Ocean Tower Waikoloa Village
69-425 Waikoloa Beach Drive, Waikoloa, HI
Stay at this 4-star spa resort in Waikoloa. Enjoy 3 outdoor pools, a full-service spa, and 6 restaurants. Our guests praise the pool and the helpful staff in ...

Hilton Grand Vacations Club Kings’ Land Waikoloa
69-699 Waikoloa Beach Dr, Waikoloa, HI
Stay at this 4-star golf resort in Waikoloa. Enjoy free parking, 2 outdoor pools, and 2 hot tubs. Our guests praise the pool and the helpful staff in our reviews. ...

PACIFIC 19 Kona
75-5646 Palani Rd, Kailua-Kona, HI
Stay at this 3.5-star hotel in Kailua-Kona. Enjoy free WiFi, parking (surcharge), and a 24-hour front desk. Our guests praise the pool and the helpful staff ...

Hilton Waikoloa Village
69-425 Waikoloa Beach Dr, Waikoloa, HI
Stay at this 4-star beach resort in Waikoloa. Enjoy free WiFi, 3 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in our ...
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.
Top Flight Deals
Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Tue, Nov 18 - Tue, Nov 18
HNL
Daniel K. Inouye Intl.
KOA
Kona Intl.
$94 Roundtrip, found 2 days ago
$94
Roundtrip
found 2 days ago

Mon, Nov 10 - Mon, Nov 17
LAX
Los Angeles Intl.
KOA
Kona Intl.
$195 Roundtrip, found 2 days ago
$195
Roundtrip
found 2 days ago

Wed, Nov 12 - Thu, Nov 20
PDX
Portland Intl.
KOA
Kona Intl.
$235 Roundtrip, found 2 days ago
$235
Roundtrip
found 2 days ago

Mon, Feb 9 - Wed, Feb 25
SAN
San Diego Intl.
KOA
Kona Intl.
$238 Roundtrip, found 13 hours ago
$238
Roundtrip
found 13 hours ago
Discover Other Travel Deals
- Four Seasons Resort Hualalai Golf Course Vacations
- Kua Bay Vacations
- Manini'owali Beach Vacations
- Kikaua Point Beach Park Vacations
- King's Pond Vacations
- Kaʻupulehu Cultural Center Vacations
- Mauna Kea Beach Vacations
- Hāpuna Beach State Recreation Area Vacations
- Kailua Pier Vacations
- Magic Sands Beach Vacations
- Mauna Lani Resort Golf Course Vacations
- Mauna Lani Beach Vacations