Cheap Vacations in Kailua-Kona

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Kailua-Kona vacations

Kona Reef, A Raintree Vacation Club Resort

Kona Reef, A Raintree Vacation Club Resort

3 out of 5
Historic Kailua Village
per person
May 26 - May 30
Roundtrip flight included
San Francisco (SFO) to Kailua-Kona (KOA)
Kanaloa at Kona by OUTRIGGER

Kanaloa at Kona by OUTRIGGER

3 out of 5
Kahaluu-Keauhou
Save 100% on your flight
per person
May 26 - May 30
Roundtrip flight included
San Francisco (SFO) to Kailua-Kona (KOA)
Kona Village, A Rosewood Resort

Kona Village, A Rosewood Resort

5 out of 5
Save 100% on your flight
per person
Jun 2 - Jun 9
Roundtrip flight included
San Francisco (SFO) to Kailua-Kona (KOA)
CASTLE at Kona Bali Kai

CASTLE at Kona Bali Kai

3 out of 5
Holualoa Village
per person
May 26 - May 30
Roundtrip flight included
San Francisco (SFO) to Kailua-Kona (KOA)
CASTLE at Kona Reef

CASTLE at Kona Reef

3 out of 5
Historic Kailua Village
per person
May 26 - May 30
Roundtrip flight included
San Francisco (SFO) to Kailua-Kona (KOA)
Banyan Tree Sanctuary

Banyan Tree Sanctuary

3 out of 5
per person
May 26 - May 30
Roundtrip flight included
San Francisco (SFO) to Kailua-Kona (KOA)
Lea Casa at Casa de Emdeko

Lea Casa at Casa de Emdeko

3.5 out of 5
Holualoa Village
per person
May 26 - May 30
Roundtrip flight included
San Francisco (SFO) to Kailua-Kona (KOA)
Prices and availability subject to change. Additional terms may apply.

3-night Kailua-Kona vacations

Mauna Lani, Auberge Resorts Collection

Mauna Lani, Auberge Resorts Collection

5 out of 5
Save 100% on your flight
per person
May 24 - May 27
Roundtrip non-stop flight included
San Francisco (SFO) to Kailua-Kona (KOA)
OUTRIGGER Kona Resort and Spa

OUTRIGGER Kona Resort and Spa

4 out of 5
per person
May 24 - May 27
Roundtrip non-stop flight included
San Francisco (SFO) to Kailua-Kona (KOA)
Fairmont Orchid Gold Experience

Fairmont Orchid Gold Experience

5 out of 5
per person
May 24 - May 27
Roundtrip non-stop flight included
San Francisco (SFO) to Kailua-Kona (KOA)
Hilton Waikoloa Village

Hilton Waikoloa Village

4 out of 5
per person
May 24 - May 27
Roundtrip non-stop flight included
San Francisco (SFO) to Kailua-Kona (KOA)
Fairmont Orchid

Fairmont Orchid

4.5 out of 5
per person
May 24 - May 27
Roundtrip non-stop flight included
San Francisco (SFO) to Kailua-Kona (KOA)
Aston Kona by the Sea

Aston Kona by the Sea

4 out of 5
per person
May 24 - May 27
Roundtrip non-stop flight included
San Francisco (SFO) to Kailua-Kona (KOA)
Club Wyndham Kona Hawaiian Resort

Club Wyndham Kona Hawaiian Resort

3.5 out of 5
per person
May 24 - May 27
Roundtrip non-stop flight included
San Francisco (SFO) to Kailua-Kona (KOA)
Holua Resort

Holua Resort

3.5 out of 5
per person
May 24 - May 27
Roundtrip non-stop flight included
San Francisco (SFO) to Kailua-Kona (KOA)
Gingerhill Farm Retreat

Gingerhill Farm Retreat

3 out of 5
per person
May 24 - May 27
Roundtrip non-stop flight included
San Francisco (SFO) to Kailua-Kona (KOA)
Four Seasons Resort Hualalai

Four Seasons Resort Hualalai

5 out of 5
Save 100% on your flight
per person
May 24 - May 27
Roundtrip non-stop flight included
San Francisco (SFO) to Kailua-Kona (KOA)
Kanaloa at Kona by OUTRIGGER

Kanaloa at Kona by OUTRIGGER

3 out of 5
per person
May 24 - May 27
Roundtrip non-stop flight included
San Francisco (SFO) to Kailua-Kona (KOA)
Kona Coast Resort

Kona Coast Resort

3.5 out of 5
per person
May 24 - May 27
Roundtrip non-stop flight included
San Francisco (SFO) to Kailua-Kona (KOA)
Prices and availability subject to change. Additional terms may apply.

4-night Kailua-Kona vacations

Kona Reef, A Raintree Vacation Club Resort

Kona Reef, A Raintree Vacation Club Resort

3 out of 5
per person
May 26 - May 30
Roundtrip flight included
San Francisco (SFO) to Kailua-Kona (KOA)
OUTRIGGER Kona Resort and Spa

OUTRIGGER Kona Resort and Spa

4 out of 5
Save 100% on your flight
per person
May 26 - May 30
Roundtrip flight included
San Francisco (SFO) to Kailua-Kona (KOA)
Mauna Lani, Auberge Resorts Collection

Mauna Lani, Auberge Resorts Collection

5 out of 5
Save 100% on your flight
per person
May 26 - May 30
Roundtrip flight included
San Francisco (SFO) to Kailua-Kona (KOA)
Hilton Waikoloa Village

Hilton Waikoloa Village

4 out of 5
Save 100% on your flight
per person
May 26 - May 30
Roundtrip flight included
San Francisco (SFO) to Kailua-Kona (KOA)
Aston Kona by the Sea

Aston Kona by the Sea

4 out of 5
Save 100% on your flight
per person
May 26 - May 30
Roundtrip flight included
San Francisco (SFO) to Kailua-Kona (KOA)
Gingerhill Farm Retreat

Gingerhill Farm Retreat

3 out of 5
Save 100% on your flight
per person
May 26 - May 30
Roundtrip flight included
San Francisco (SFO) to Kailua-Kona (KOA)
Fairmont Orchid

Fairmont Orchid

4.5 out of 5
Save 100% on your flight
per person
May 26 - May 30
Roundtrip flight included
San Francisco (SFO) to Kailua-Kona (KOA)
Fairmont Orchid Gold Experience

Fairmont Orchid Gold Experience

5 out of 5
Save 100% on your flight
per person
May 26 - May 30
Roundtrip flight included
San Francisco (SFO) to Kailua-Kona (KOA)
Kanaloa at Kona by OUTRIGGER

Kanaloa at Kona by OUTRIGGER

3 out of 5
Save 100% on your flight
per person
May 26 - May 30
Roundtrip flight included
San Francisco (SFO) to Kailua-Kona (KOA)
Club Wyndham Kona Hawaiian Resort

Club Wyndham Kona Hawaiian Resort

3.5 out of 5
Save 100% on your flight
per person
May 26 - May 30
Roundtrip flight included
San Francisco (SFO) to Kailua-Kona (KOA)
Club Wyndham Mauna Loa Village

Club Wyndham Mauna Loa Village

3.5 out of 5
Save 100% on your flight
per person
May 26 - May 30
Roundtrip flight included
San Francisco (SFO) to Kailua-Kona (KOA)
Kona Coast Resort

Kona Coast Resort

3.5 out of 5
Save 100% on your flight
per person
May 26 - May 30
Roundtrip flight included
San Francisco (SFO) to Kailua-Kona (KOA)
Prices and availability subject to change. Additional terms may apply.

5-night Kailua-Kona vacations

Island Goode's - Luxury Adults Only Accommodation

Island Goode's - Luxury Adults Only Accommodation

3 out of 5
per person
May 23 - May 28
Roundtrip non-stop flight included
San Jose (SJC) to Hilo (ITO)
Prices and availability subject to change. Additional terms may apply.

6-7 night Kailua-Kona vacations

Mauna Lani, Auberge Resorts Collection

Mauna Lani, Auberge Resorts Collection

5 out of 5
Save 100% on your flight
per person
Jun 2 - Jun 9
Roundtrip flight included
San Francisco (SFO) to Kailua-Kona (KOA)
Aston Kona by the Sea

Aston Kona by the Sea

4 out of 5
Save 100% on your flight
per person
May 31 - Jun 7
Roundtrip non-stop flight included
San Francisco (SFO) to Kailua-Kona (KOA)
Gingerhill Farm Retreat

Gingerhill Farm Retreat

3 out of 5
Save 100% on your flight
per person
May 31 - Jun 7
Roundtrip non-stop flight included
San Francisco (SFO) to Kailua-Kona (KOA)
Fairmont Orchid

Fairmont Orchid

4.5 out of 5
Save 100% on your flight
per person
Jun 2 - Jun 9
Roundtrip flight included
San Francisco (SFO) to Kailua-Kona (KOA)
Fairmont Orchid Gold Experience

Fairmont Orchid Gold Experience

5 out of 5
Save 100% on your flight
per person
Jun 2 - Jun 9
Roundtrip flight included
San Francisco (SFO) to Kailua-Kona (KOA)
Club Wyndham Kona Hawaiian Resort

Club Wyndham Kona Hawaiian Resort

3.5 out of 5
Save 100% on your flight
per person
May 31 - Jun 7
Roundtrip non-stop flight included
San Francisco (SFO) to Kailua-Kona (KOA)
Paniolo Greens At Waikoloa

Paniolo Greens At Waikoloa

3 out of 5
per person
Jun 2 - Jun 9
Roundtrip flight included
San Francisco (SFO) to Kailua-Kona (KOA)
Royal Kona Resort

Royal Kona Resort

3.5 out of 5
per person
Jun 2 - Jun 9
Roundtrip flight included
San Francisco (SFO) to Kailua-Kona (KOA)
Kona Coast Resort

Kona Coast Resort

3.5 out of 5
per person
Jun 2 - Jun 9
Roundtrip flight included
San Francisco (SFO) to Kailua-Kona (KOA)
Club Wyndham Mauna Loa Village

Club Wyndham Mauna Loa Village

3.5 out of 5
per person
May 31 - Jun 7
Roundtrip non-stop flight included
San Francisco (SFO) to Kailua-Kona (KOA)
Kona Village, A Rosewood Resort

Kona Village, A Rosewood Resort

5 out of 5
Save 100% on your flight
per person
Jun 2 - Jun 9
Roundtrip flight included
San Francisco (SFO) to Kailua-Kona (KOA)
Holua Resort

Holua Resort

3.5 out of 5
per person
Jun 9 - Jun 16
Roundtrip non-stop flight included
San Francisco (SFO) to Kailua-Kona (KOA)
Prices and availability subject to change. Additional terms may apply.

Flight deals to Kailua-Kona

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Wed, May 1 - Sat, May 11
HNL
Honolulu
ITO
Hilo
$130 Roundtrip, found 1 day ago
$130
Roundtrip
found 1 day ago
Select Hawaiian Airlines flight, departing Wed, May 1 from Honolulu to Hilo, returning Sat, May 11, priced at $130 found 1 day ago
Thu, Jun 27 - Tue, Jul 2
HNL
Honolulu
KOA
Kailua-Kona
$130 Roundtrip, found 3 days ago
$130
Roundtrip
found 3 days ago
Select Hawaiian Airlines flight, departing Thu, Jun 27 from Honolulu to Kailua-Kona, returning Tue, Jul 2, priced at $130 found 3 days ago
Tue, May 7 - Thu, May 9
LAX
Los Angeles
KOA
Kailua-Kona
$217 Roundtrip, found 4 days ago
$217
Roundtrip
found 4 days ago
Select Hawaiian Airlines flight, departing Tue, May 7 from Los Angeles to Kailua-Kona, returning Thu, May 9, priced at $217 found 4 days ago

Top rated hotels for your Kailua-Kona vacation

Royal Kona Resort

Royal Kona Resort

3.5 out of 5
75-5852 Alii Dr, Kailua-Kona, HI
Free Cancellation
Reserve now, pay when you stay
0.74 mi from city center
The price is $195 per night
$195
per night
Apr 21 - Apr 22
With a stay at Royal Kona Resort in Kailua-Kona (Historic Kailua Village), you'll be a 1-minute drive from Hulihee Palace and 6 minutes from Magic Sands Beach.
Pool
Breakfast available
Courtyard by Marriott King Kamehameha's Kona Beach Hotel

Courtyard by Marriott King Kamehameha's Kona Beach Hotel

3.5 out of 5
75-5660 Palani Road, Kailua-Kona, HI
Free Cancellation
Reserve now, pay when you stay
0.07 mi from city center
The price is $239 per night
$239
per night
Apr 22 - Apr 23
With a stay at Courtyard by Marriott King Kamehameha's Kona Beach Hotel in Kailua-Kona (Historic Kailua Village), you'll be steps from Kailua-Kona Wharf and 3 minutes by foot from Kailua Pier.
Pool
Hot Tub
Kona Coast Resort

Kona Coast Resort

3.5 out of 5
78-6842 Alii Dr, Kailua-Kona, HI
5.21 mi from city center
Get rates
With a stay at Kona Coast Resort in Kailua-Kona (Kahaluu-Keauhou), you'll be within a 15-minute drive of Magic Sands Beach and Kailua Pier.
Pool
Spa
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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.

^Savings based on all package bookings with Flight + Hotel made on CheapTickets.com from 2019-04-01 - 2020-03-31 as compared to the price of the same components booked separately. Savings will vary based on origin/destination, length of trip, stay dates and selected travel supplier(s). Savings not available on all packages.