Cheap Vacations in Waikoloa

Choose two or more items and save on your trip:

Waikoloa vacations

Price found within the past 48 hours. Click for updated prices.
Luxury Beach Front Villa - Kolea

Luxury Beach Front Villa - Kolea

4 out of 5
Save 100% on your flight
Price was $1,046, price is now $797 per person
$797
per person
Sep 5 - Sep 7
found 1 day ago
Roundtrip flight included
Honolulu (HNL) to Kailua-Kona (KOA)
Waikoloa Beach Marriott Resort & Spa

Waikoloa Beach Marriott Resort & Spa

4.5 out of 5
Price was $2,289, price is now $1,685 per person
$1,685
per person
Sep 1 - Sep 6
found 9 hours ago
Roundtrip non-stop flight included
Baltimore (BWI) to Kailua-Kona (KOA)
Hilton Pool Pass Luxe Waikoloa Villa Walk to Beach

Hilton Pool Pass Luxe Waikoloa Villa Walk to Beach

4 out of 5
Save 100% on your flight
Price was $2,247, price is now $1,810 per person
$1,810
per person
Sep 7 - Sep 14
just found
Roundtrip flight included
San Diego (SAN) to Kailua-Kona (KOA)
Fairway Villas Waikoloa by OUTRIGGER

Fairway Villas Waikoloa by OUTRIGGER

4 out of 5
Price was $2,002, price is now $1,639 per person
$1,639
per person
Sep 1 - Sep 6
found 9 hours ago
Roundtrip non-stop flight included
Baltimore (BWI) to Kailua-Kona (KOA)
Kohala Coast Vacation Rental by OUTRIGGER

Kohala Coast Vacation Rental by OUTRIGGER

3.5 out of 5
Price was $1,715, price is now $1,418 per person
$1,418
per person
Sep 1 - Sep 6
found 9 hours ago
Roundtrip non-stop flight included
Baltimore (BWI) to Kailua-Kona (KOA)

3-night Waikoloa vacations

Price found within the past 48 hours. Click for updated prices.
Hilo Vacation Rental

Hilo Vacation Rental

3 out of 5
Price was $427, price is now $323 per person
$323
per person
Sep 4 - Sep 7
found 1 day ago
Roundtrip flight included
Honolulu (HNL) to Kailua-Kona (KOA)
Sea Mountain

Sea Mountain

2.5 out of 5
Save 100% on your flight
Price was $686, price is now $456 per person
$456
per person
Sep 4 - Sep 7
found 1 day ago
Roundtrip flight included
Honolulu (HNL) to Kailua-Kona (KOA)
Lea Casa at Casa de Emdeko

Lea Casa at Casa de Emdeko

3.5 out of 5
Price was $1,461, price is now $979 per person
$979
per person
Sep 18 - Sep 21
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Kailua-Kona (KOA)
Hawaii Magic Skies B&B Farmstay

Hawaii Magic Skies B&B Farmstay

4 out of 5
Save 100% on your flight
Price was $715, price is now $514 per person
$514
per person
Sep 4 - Sep 7
found 1 day ago
Roundtrip flight included
Honolulu (HNL) to Kailua-Kona (KOA)
Waikoloa Beach Marriott Resort & Spa

Waikoloa Beach Marriott Resort & Spa

4.5 out of 5
Price was $1,443, price is now $1,111 per person
$1,111
per person
Sep 18 - Sep 21
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Kailua-Kona (KOA)
Fairmont Orchid Gold Experience

Fairmont Orchid Gold Experience

5 out of 5
Price was $2,137, price is now $1,694 per person
$1,694
per person
Sep 18 - Sep 21
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Kailua-Kona (KOA)
Dragonfly Ranch

Dragonfly Ranch

3 out of 5
Price was $723, price is now $575 per person
$575
per person
Sep 4 - Sep 7
found 1 day ago
Roundtrip flight included
Honolulu (HNL) to Kailua-Kona (KOA)
Gingerhill Farm Retreat

Gingerhill Farm Retreat

3 out of 5
Price was $930, price is now $749 per person
$749
per person
Sep 18 - Sep 21
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Kailua-Kona (KOA)
SCP Hilo Hotel

SCP Hilo Hotel

3.5 out of 5
Price was $604, price is now $489 per person
$489
per person
Sep 4 - Sep 7
found 1 day ago
Roundtrip flight included
Honolulu (HNL) to Kailua-Kona (KOA)
Stunning Views Best Locale Hilo 2BRCondo

Stunning Views Best Locale Hilo 2BRCondo

4 out of 5
Price was $777, price is now $632 per person
$632
per person
Sep 4 - Sep 7
found 1 day ago
Roundtrip flight included
Honolulu (HNL) to Kailua-Kona (KOA)
Hilo Reeds Bay Hotel

Hilo Reeds Bay Hotel

2 out of 5
Price was $441, price is now $360 per person
$360
per person
Sep 4 - Sep 7
found 1 day ago
Roundtrip flight included
Honolulu (HNL) to Kailua-Kona (KOA)
Royal Sea Cliff Kona by OUTRIGGER

Royal Sea Cliff Kona by OUTRIGGER

4 out of 5
Price was $1,239, price is now $1,043 per person
$1,043
per person
Sep 18 - Sep 21
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Kailua-Kona (KOA)

4-night Waikoloa vacations

Price found within the past 48 hours. Click for updated prices.
Sea Mountain

Sea Mountain

2.5 out of 5
Price was $926, price is now $685 per person
$685
per person
Sep 7 - Sep 11
found 16 hours ago
Roundtrip flight included
San Diego (SAN) to Kailua-Kona (KOA)
Lea Casa at Casa de Emdeko

Lea Casa at Casa de Emdeko

3.5 out of 5
Save 100% on your flight
Price was $1,306, price is now $828 per person
$828
per person
Sep 7 - Sep 11
found 16 hours ago
Roundtrip flight included
San Diego (SAN) to Kailua-Kona (KOA)
Waikoloa Beach Marriott Resort & Spa

Waikoloa Beach Marriott Resort & Spa

4.5 out of 5
Price was $1,732, price is now $1,284 per person
$1,284
per person
Sep 10 - Sep 14
found 17 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Kailua-Kona (KOA)
Sea Village

Sea Village

3.5 out of 5
Price was $1,231, price is now $943 per person
$943
per person
Sep 10 - Sep 14
found 17 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Kailua-Kona (KOA)
Fairway Villas Waikoloa by OUTRIGGER

Fairway Villas Waikoloa by OUTRIGGER

4 out of 5
Price was $1,398, price is now $1,106 per person
$1,106
per person
Sep 7 - Sep 11
found 16 hours ago
Roundtrip flight included
San Diego (SAN) to Kailua-Kona (KOA)
Kona Islander Vacation Club

Kona Islander Vacation Club

2.5 out of 5
Price was $978, price is now $781 per person
$781
per person
Sep 10 - Sep 14
found 17 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Kailua-Kona (KOA)
Hale Maluhia Country Inn

Hale Maluhia Country Inn

3.5 out of 5
Price was $926, price is now $748 per person
$748
per person
Sep 7 - Sep 11
found 16 hours ago
Roundtrip flight included
San Diego (SAN) to Kailua-Kona (KOA)
Fairmont Orchid Gold Experience

Fairmont Orchid Gold Experience

5 out of 5
Save 100% on your flight
Price was $2,648, price is now $2,139 per person
$2,139
per person
Sep 10 - Sep 14
found 17 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Kailua-Kona (KOA)
Kohala Coast Vacation Rental by OUTRIGGER

Kohala Coast Vacation Rental by OUTRIGGER

3.5 out of 5
Price was $1,233, price is now $1,011 per person
$1,011
per person
Sep 7 - Sep 11
found 16 hours ago
Roundtrip flight included
San Diego (SAN) to Kailua-Kona (KOA)
Stunning Views Best Locale Hilo 2BRCondo

Stunning Views Best Locale Hilo 2BRCondo

4 out of 5
Price was $1,132, price is now $943 per person
$943
per person
Sep 7 - Sep 11
found 16 hours ago
Roundtrip flight included
San Diego (SAN) to Kailua-Kona (KOA)
Aston Kona by the Sea

Aston Kona by the Sea

4 out of 5
Price was $1,281, price is now $1,068 per person
$1,068
per person
Sep 10 - Sep 14
found 17 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Kailua-Kona (KOA)
Royal Kona Resort

Royal Kona Resort

4 out of 5
Price was $1,087, price is now $919 per person
$919
per person
Sep 10 - Sep 14
found 17 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Kailua-Kona (KOA)

5-night Waikoloa vacations

Price found within the past 48 hours. Click for updated prices.
Sea Mountain

Sea Mountain

2.5 out of 5
Price was $1,044, price is now $748 per person
$748
per person
Aug 29 - Sep 3
found 1 day ago
Roundtrip non-stop flight included
San Diego (SAN) to Kailua-Kona (KOA)
Lea Casa at Casa de Emdeko

Lea Casa at Casa de Emdeko

3.5 out of 5
Save 100% on your flight
Price was $2,141, price is now $1,369 per person
$1,369
per person
Sep 1 - Sep 6
found 9 hours ago
Roundtrip non-stop flight included
Baltimore (BWI) to Kailua-Kona (KOA)
Waikoloa Beach Marriott Resort & Spa

Waikoloa Beach Marriott Resort & Spa

4.5 out of 5
Price was $2,289, price is now $1,685 per person
$1,685
per person
Sep 1 - Sep 6
found 9 hours ago
Roundtrip non-stop flight included
Baltimore (BWI) to Kailua-Kona (KOA)
Paniolo Greens At Waikoloa

Paniolo Greens At Waikoloa

3 out of 5
Price was $1,229, price is now $957 per person
$957
per person
Aug 29 - Sep 3
found 1 day ago
Roundtrip non-stop flight included
San Diego (SAN) to Kailua-Kona (KOA)
Hale Maluhia Country Inn

Hale Maluhia Country Inn

3.5 out of 5
Price was $1,513, price is now $1,185 per person
$1,185
per person
Sep 1 - Sep 6
found 9 hours ago
Roundtrip non-stop flight included
Baltimore (BWI) to Kailua-Kona (KOA)
Gingerhill Farm Retreat

Gingerhill Farm Retreat

3 out of 5
Price was $1,016, price is now $795 per person
$795
per person
Sep 5 - Sep 10
found 1 day ago
Roundtrip flight included
San Diego (SAN) to Kailua-Kona (KOA)
PACIFIC 19 Kona

PACIFIC 19 Kona

3.5 out of 5
Price was $1,659, price is now $1,309 per person
$1,309
per person
Sep 1 - Sep 6
found 9 hours ago
Roundtrip non-stop flight included
Baltimore (BWI) to Kailua-Kona (KOA)
OUTRIGGER Kona Resort & Spa

OUTRIGGER Kona Resort & Spa

4 out of 5
Price was $1,719, price is now $1,365 per person
$1,365
per person
Sep 1 - Sep 6
found 9 hours ago
Roundtrip non-stop flight included
Baltimore (BWI) to Kailua-Kona (KOA)
Fairmont Orchid

Fairmont Orchid

4.5 out of 5
Price was $2,347, price is now $1,874 per person
$1,874
per person
Sep 1 - Sep 6
found 9 hours ago
Roundtrip non-stop flight included
Baltimore (BWI) to Kailua-Kona (KOA)
Fairmont Orchid Gold Experience

Fairmont Orchid Gold Experience

5 out of 5
Price was $3,445, price is now $2,765 per person
$2,765
per person
Sep 1 - Sep 6
found 9 hours ago
Roundtrip non-stop flight included
Baltimore (BWI) to Kailua-Kona (KOA)
Stunning Views Best Locale Hilo 2BRCondo

Stunning Views Best Locale Hilo 2BRCondo

4 out of 5
Price was $1,337, price is now $1,081 per person
$1,081
per person
Aug 29 - Sep 3
found 1 day ago
Roundtrip non-stop flight included
San Diego (SAN) to Kailua-Kona (KOA)
Fairway Villas Waikoloa by OUTRIGGER

Fairway Villas Waikoloa by OUTRIGGER

4 out of 5
Price was $2,002, price is now $1,639 per person
$1,639
per person
Sep 1 - Sep 6
found 9 hours ago
Roundtrip non-stop flight included
Baltimore (BWI) to Kailua-Kona (KOA)

6-7 night Waikoloa vacations

Price found within the past 48 hours. Click for updated prices.
Hilo Vacation Rental

Hilo Vacation Rental

3 out of 5
Price was $1,014, price is now $784 per person
$784
per person
Sep 7 - Sep 14
found 10 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Kailua-Kona (KOA)
Lea Casa at Casa de Emdeko

Lea Casa at Casa de Emdeko

3.5 out of 5
Save 100% on your flight
Price was $2,097, price is now $1,239 per person
$1,239
per person
Sep 7 - Sep 14
found 10 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Kailua-Kona (KOA)
Kona Reef, A Raintree Vacation Club Resort

Kona Reef, A Raintree Vacation Club Resort

3 out of 5
Save 100% on your flight
Price was $1,956, price is now $1,159 per person
$1,159
per person
Aug 29 - Sep 5
found 10 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Kailua-Kona (KOA)
Kona Islander Vacation Club

Kona Islander Vacation Club

2.5 out of 5
Save 100% on your flight
Price was $1,420, price is now $967 per person
$967
per person
Sep 8 - Sep 15
found 10 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Kailua-Kona (KOA)
Sea Village

Sea Village

3.5 out of 5
Save 100% on your flight
Price was $1,789, price is now $1,235 per person
$1,235
per person
Aug 29 - Sep 5
found 10 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Kailua-Kona (KOA)
Sea Mountain

Sea Mountain

2.5 out of 5
Price was $1,423, price is now $1,012 per person
$1,012
per person
Aug 29 - Sep 5
found 10 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Kailua-Kona (KOA)
Gingerhill Farm Retreat

Gingerhill Farm Retreat

3 out of 5
Price was $1,216, price is now $872 per person
$872
per person
Sep 7 - Sep 14
found 10 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Kailua-Kona (KOA)
Fairmont Orchid

Fairmont Orchid

4.5 out of 5
Save 100% on your flight
Price was $2,667, price is now $1,981 per person
$1,981
per person
Aug 29 - Sep 5
found 10 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Kailua-Kona (KOA)
Hale Maluhia Country Inn

Hale Maluhia Country Inn

3.5 out of 5
Price was $1,466, price is now $1,118 per person
$1,118
per person
Aug 29 - Sep 5
found 10 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Kailua-Kona (KOA)
Fairway Villas Waikoloa by OUTRIGGER

Fairway Villas Waikoloa by OUTRIGGER

4 out of 5
Save 100% on your flight
Price was $2,000, price is now $1,547 per person
$1,547
per person
Aug 26 - Sep 2
found 10 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Kailua-Kona (KOA)
Kohala Coast Vacation Rental by OUTRIGGER

Kohala Coast Vacation Rental by OUTRIGGER

3.5 out of 5
Price was $1,840, price is now $1,433 per person
$1,433
per person
Sep 7 - Sep 14
found 10 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Kailua-Kona (KOA)
Fairmont Orchid Gold Experience

Fairmont Orchid Gold Experience

5 out of 5
Save 100% on your flight
Price was $4,149, price is now $3,261 per person
$3,261
per person
Sep 7 - Sep 14
found 10 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Kailua-Kona (KOA)

Flight deals to Waikoloa

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

Sat, Dec 12 - Wed, Dec 16
HNL
Oahu
KOA
Kona Coast
$138 Roundtrip, found 8 hours ago
$138
Roundtrip
found 8 hours ago
Select Southwest Airlines flight, departing Sat, Dec 12 from Oahu to Kona Coast, returning Wed, Dec 16, priced at $138 found 8 hours ago
Wed, Sep 30 - Tue, Oct 6
LAX
Los Angeles
KOA
Kona Coast
$271 Roundtrip, found 3 days ago
$271
Roundtrip
found 3 days ago
Select United flight, departing Wed, Sep 30 from Los Angeles to Kona Coast, returning Tue, Oct 6, priced at $271 found 3 days ago
Wed, Nov 11 - Mon, Nov 16
SFO
San Francisco
KOA
Kona Coast
$304 Roundtrip, found 4 days ago
$304
Roundtrip
found 4 days ago
Select Bargain Flight flight, departing Wed, Nov 11 from San Francisco to Kona Coast, returning Mon, Nov 16, priced at $304 found 4 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
6.66 mi from city center
$312 nightly
The price is $370 total per night
$370 total
Aug 18 - Aug 19
Total with taxes and fees
With a stay at Hilton Waikoloa Village in Waikoloa, you'll be on the beach, within a 15-minute drive of Mauna Lani Resort Golf Course and Waikoloa Beach Golf Course.
Pool
Hot Tub
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
$231 nightly
The price is $274 total per night
$274 total
Aug 9 - Aug 10
Total with taxes and fees
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
Hilton Grand Vacations Club Ocean Tower Waikoloa Village

Hilton Grand Vacations Club Ocean Tower Waikoloa Village

4 out of 5
69-425 Waikoloa Beach Drive Waikoloa HI
6.63 mi from city center
$235 nightly
The price is $279 total per night
$279 total
Aug 2 - Aug 3
Total with taxes and fees
When you stay at Hilton Grand Vacations Club Ocean Tower Waikoloa Village in Waikoloa, you'll be by the ocean, within a 15-minute drive of Mauna Lani Beach and Mauna Lani Resort Golf Course.
Pool
Spa
Don't see what you're looking for?
See all available properties in Waikoloa
View all properties
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 Picks

^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.