Cheap Vacations in Waikoloa

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Waikoloa vacations

Prices and availability subject to change. Additional terms may apply.
Hilton Waikoloa Village

Hilton Waikoloa Village

4 out of 5
Save 100% on your flight
per person
May 25 - Jun 1
Roundtrip non-stop flight included
Chicago (ORD) to Kailua-Kona (KOA)
Paniolo Greens At Waikoloa

Paniolo Greens At Waikoloa

3 out of 5
per person
May 25 - Jun 1
Roundtrip non-stop flight included
Chicago (ORD) to Kailua-Kona (KOA)
CASTLE Hali'i Kai at Waikoloa

CASTLE Hali'i Kai at Waikoloa

4 out of 5
per person
May 25 - Jun 1
Roundtrip non-stop flight included
Chicago (ORD) to Kailua-Kona (KOA)
Waikoloa Beach Villas J32

Waikoloa Beach Villas J32

4.5 out of 5
per person
Jun 8 - Jun 14
Roundtrip flight included
Seattle (SEA) to Kailua-Kona (KOA)

3-night Waikoloa vacations

Prices and availability subject to change. Additional terms may apply.
Kona Reef, A Raintree Vacation Club Resort

Kona Reef, A Raintree Vacation Club Resort

3 out of 5
per person
Jun 15 - Jun 18
Roundtrip non-stop flight included
Portland (PDX) to Kailua-Kona (KOA)
OUTRIGGER Kona Resort and Spa

OUTRIGGER Kona Resort and Spa

4 out of 5
per person
Jun 14 - Jun 17
Roundtrip non-stop flight included
Chicago (ORD) to Kailua-Kona (KOA)
Fairmont Orchid Gold Experience

Fairmont Orchid Gold Experience

5 out of 5
Save 100% on your flight
per person
Jun 12 - Jun 15
Roundtrip flight included
Seattle (SEA) to Kailua-Kona (KOA)
Mauna Lani, Auberge Resorts Collection

Mauna Lani, Auberge Resorts Collection

5 out of 5
per person
Jun 14 - Jun 17
Roundtrip non-stop flight included
Chicago (ORD) to Kailua-Kona (KOA)
Hilton Waikoloa Village

Hilton Waikoloa Village

4 out of 5
per person
Jun 14 - Jun 17
Roundtrip non-stop flight included
Chicago (ORD) to Kailua-Kona (KOA)
Fairmont Orchid

Fairmont Orchid

4.5 out of 5
per person
Jun 14 - Jun 17
Roundtrip non-stop flight included
Chicago (ORD) to Kailua-Kona (KOA)
Courtyard by Marriott King Kamehameha's Kona Beach Hotel

Courtyard by Marriott King Kamehameha's Kona Beach Hotel

3.5 out of 5
per person
Jun 14 - Jun 17
Roundtrip non-stop flight included
Chicago (ORD) to Kailua-Kona (KOA)
Kona Coast Resort

Kona Coast Resort

3.5 out of 5
per person
Jun 14 - Jun 17
Roundtrip non-stop flight included
Chicago (ORD) to Kailua-Kona (KOA)
CASTLE Hali'i Kai at Waikoloa

CASTLE Hali'i Kai at Waikoloa

4 out of 5
per person
Jun 12 - Jun 15
Roundtrip flight included
Seattle (SEA) to Kailua-Kona (KOA)
Holua Resort

Holua Resort

3.5 out of 5
per person
Jun 15 - Jun 18
Roundtrip non-stop flight included
Portland (PDX) to Kailua-Kona (KOA)
Villa Sea Renity

Villa Sea Renity

4 out of 5
per person
Jun 12 - Jun 15
Roundtrip flight included
Seattle (SEA) to Kailua-Kona (KOA)

4-night Waikoloa vacations

Prices and availability subject to change. Additional terms may apply.
Kona Reef, A Raintree Vacation Club Resort

Kona Reef, A Raintree Vacation Club Resort

3 out of 5
Save 100% on your flight
per person
Jun 19 - Jun 23
Roundtrip non-stop flight included
San Jose (SJC) 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
Jun 3 - Jun 7
Roundtrip non-stop flight included
Chicago (ORD) 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 19 - Jun 23
Roundtrip non-stop flight included
San Jose (SJC) 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
Jun 3 - Jun 7
Roundtrip non-stop flight included
Chicago (ORD) 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
Jun 19 - Jun 23
Roundtrip non-stop flight included
San Jose (SJC) to Kailua-Kona (KOA)
Fairmont Orchid Gold Experience

Fairmont Orchid Gold Experience

5 out of 5
Save 100% on your flight
per person
Jun 19 - Jun 23
Roundtrip non-stop flight included
San Jose (SJC) to Kailua-Kona (KOA)
Kanaloa at Kona by OUTRIGGER

Kanaloa at Kona by OUTRIGGER

3 out of 5
per person
Jun 19 - Jun 23
Roundtrip non-stop flight included
San Jose (SJC) to Kailua-Kona (KOA)
Hilton Waikoloa Village

Hilton Waikoloa Village

4 out of 5
per person
Jun 3 - Jun 7
Roundtrip non-stop flight included
Chicago (ORD) to Kailua-Kona (KOA)
Fairmont Orchid

Fairmont Orchid

4.5 out of 5
per person
Jun 3 - Jun 7
Roundtrip non-stop flight included
Chicago (ORD) to Kailua-Kona (KOA)
Club Wyndham Kona Hawaiian Resort

Club Wyndham Kona Hawaiian Resort

3.5 out of 5
per person
Jun 19 - Jun 23
Roundtrip non-stop flight included
San Jose (SJC) to Kailua-Kona (KOA)
Gingerhill Farm Retreat

Gingerhill Farm Retreat

3 out of 5
per person
Jun 19 - Jun 23
Roundtrip non-stop flight included
San Jose (SJC) to Kailua-Kona (KOA)
Courtyard by Marriott King Kamehameha's Kona Beach Hotel

Courtyard by Marriott King Kamehameha's Kona Beach Hotel

3.5 out of 5
per person
Jun 12 - Jun 16
Roundtrip flight included
Portland (PDX) to Kailua-Kona (KOA)

5-night Waikoloa vacations

Prices and availability subject to change. Additional terms may apply.
Kona Reef, A Raintree Vacation Club Resort

Kona Reef, A Raintree Vacation Club Resort

3 out of 5
Save 100% on your flight
per person
May 26 - May 31
Roundtrip non-stop flight included
Seattle (SEA) 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
Jun 2 - Jun 7
Roundtrip flight included
Chicago (ORD) 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 31
Roundtrip non-stop flight included
Seattle (SEA) 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
Jun 2 - Jun 7
Roundtrip flight included
Chicago (ORD) to Kailua-Kona (KOA)
Hilton Waikoloa Village

Hilton Waikoloa Village

4 out of 5
per person
Jun 2 - Jun 7
Roundtrip flight included
Chicago (ORD) to Kailua-Kona (KOA)
Gingerhill Farm Retreat

Gingerhill Farm Retreat

3 out of 5
per person
May 26 - May 31
Roundtrip non-stop flight included
Seattle (SEA) to Kailua-Kona (KOA)
Fairmont Orchid

Fairmont Orchid

4.5 out of 5
per person
Jun 2 - Jun 7
Roundtrip flight included
Chicago (ORD) to Kailua-Kona (KOA)
Kanaloa at Kona by OUTRIGGER

Kanaloa at Kona by OUTRIGGER

3 out of 5
per person
May 26 - May 31
Roundtrip non-stop flight included
Seattle (SEA) to Kailua-Kona (KOA)
Club Wyndham Kona Hawaiian Resort

Club Wyndham Kona Hawaiian Resort

3.5 out of 5
per person
May 26 - May 31
Roundtrip non-stop flight included
Seattle (SEA) 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 31
Roundtrip non-stop flight included
Seattle (SEA) to Kailua-Kona (KOA)
Club Wyndham Mauna Loa Village

Club Wyndham Mauna Loa Village

3.5 out of 5
per person
May 26 - May 31
Roundtrip non-stop flight included
Seattle (SEA) to Kailua-Kona (KOA)
CASTLE Hali'i Kai at Waikoloa

CASTLE Hali'i Kai at Waikoloa

4 out of 5
per person
May 26 - May 31
Roundtrip non-stop flight included
Seattle (SEA) to Kailua-Kona (KOA)

6-7 night Waikoloa vacations

Prices and availability subject to change. Additional terms may apply.
Kona Reef, A Raintree Vacation Club Resort

Kona Reef, A Raintree Vacation Club Resort

3 out of 5
Save 100% on your flight
per person
May 25 - Jun 1
Roundtrip non-stop flight included
Chicago (ORD) 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 25 - Jun 1
Roundtrip non-stop flight included
Chicago (ORD) 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 25 - Jun 1
Roundtrip non-stop flight included
Chicago (ORD) to Kailua-Kona (KOA)
Hilton Waikoloa Village

Hilton Waikoloa Village

4 out of 5
Save 100% on your flight
per person
May 25 - Jun 1
Roundtrip non-stop flight included
Chicago (ORD) 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 25 - Jun 1
Roundtrip non-stop flight included
Chicago (ORD) to Kailua-Kona (KOA)
Fairmont Orchid

Fairmont Orchid

4.5 out of 5
Save 100% on your flight
per person
May 25 - Jun 1
Roundtrip non-stop flight included
Chicago (ORD) to Kailua-Kona (KOA)
Royal Sea Cliff Kona by OUTRIGGER

Royal Sea Cliff Kona by OUTRIGGER

3 out of 5
per person
Jun 16 - Jun 22
Roundtrip flight included
Seattle (SEA) to Kailua-Kona (KOA)
Kanaloa at Kona by OUTRIGGER

Kanaloa at Kona by OUTRIGGER

3 out of 5
per person
May 25 - Jun 1
Roundtrip non-stop flight included
Chicago (ORD) to Kailua-Kona (KOA)
Gingerhill Farm Retreat

Gingerhill Farm Retreat

3 out of 5
per person
May 25 - Jun 1
Roundtrip non-stop flight included
Chicago (ORD) to Kailua-Kona (KOA)
Fairmont Orchid Gold Experience

Fairmont Orchid Gold Experience

5 out of 5
Save 100% on your flight
per person
May 25 - Jun 1
Roundtrip non-stop flight included
Chicago (ORD) to Kailua-Kona (KOA)
Club Wyndham Kona Hawaiian Resort

Club Wyndham Kona Hawaiian Resort

3.5 out of 5
per person
May 25 - Jun 1
Roundtrip non-stop flight included
Chicago (ORD) to Kailua-Kona (KOA)
Kona Coast Resort

Kona Coast Resort

3.5 out of 5
per person
May 25 - Jun 1
Roundtrip non-stop flight included
Chicago (ORD) to Kailua-Kona (KOA)

Flight deals to Waikoloa

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

Tue, Jul 16 - Wed, Jul 17
HNL
Honolulu
KOA
Kailua-Kona
$114 Roundtrip, found 3 days ago
$114
Roundtrip
found 3 days ago
Select Hawaiian Airlines flight, departing Tue, Jul 16 from Honolulu to Kailua-Kona, returning Wed, Jul 17, priced at $114 found 3 days ago
Tue, May 7 - Thu, May 9
SAN
San Diego
KOA
Kailua-Kona
$223 Roundtrip, found 1 day ago
$223
Roundtrip
found 1 day ago
Select Hawaiian Airlines flight, departing Tue, May 7 from San Diego to Kailua-Kona, returning Thu, May 9, priced at $223 found 1 day ago
Fri, May 3 - Fri, May 10
OAK
Oakland
KOA
Kailua-Kona
$223 Roundtrip, found 5 days ago
$223
Roundtrip
found 5 days ago
Select Hawaiian Airlines flight, departing Fri, May 3 from Oakland to Kailua-Kona, returning Fri, May 10, priced at $223 found 5 days ago

Top rated hotels for your Waikoloa vacation

Hilton Waikoloa Village

Hilton Waikoloa Village

4 out of 5
69-425 Waikoloa Beach Dr, Waikoloa, HI
Free Cancellation
Reserve now, pay when you stay
6.64 mi from city center
The price is $304 per night
$304
per night
May 8 - May 9
With a stay at Hilton Waikoloa Village in Waikoloa, you'll be on the waterfront, within a 15-minute drive of Mauna Lani Resort Golf Course and Waikoloa Beach Golf Course.
Pool
On private beach
Hilton Grand Vacations Club Kings’ Land Waikoloa

Hilton Grand Vacations Club Kings’ Land Waikoloa

4 out of 5
69-699 Waikoloa Beach Dr, Waikoloa, HI
5.29 mi from city center
The price is $296 per night
$296
per night
May 1 - May 2
With a stay at Hilton Grand Vacations Club Kings’ Land Waikoloa in Waikoloa, you'll be next to a golf course, just steps from Waikoloa Kings Golf Course and a 3-minute drive from Waikoloa Beach Golf Course.
Pool
Hot Tub
Waikoloa Beach Marriott Resort & Spa

Waikoloa Beach Marriott Resort & Spa

4 out of 5
69-275 Waikoloa Beach Dr, Waikoloa, HI
Free Cancellation
Reserve now, pay when you stay
6.56 mi from city center
The price is $424 per night
$424
per night
Apr 26 - Apr 27
When you stay at Waikoloa Beach Marriott Resort & Spa in Waikoloa, you'll be on the beach, just steps from Kings Shops and 8 minutes by foot from Anaehoomalu Beach.
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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.