Cheap Vacations in Kailua-Kona

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Kailua-Kona vacations

Price found within the past 48 hours. Click for updated prices.
Kona Islander Vacation Club

Kona Islander Vacation Club

2.5 out of 5
Historic Kailua Village
Price was $1,200, price is now $834 per person
$834
per person
Sep 10 - Sep 15
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Kailua-Kona (KOA)
Lea Casa at Casa de Emdeko

Lea Casa at Casa de Emdeko

3.5 out of 5
Holualoa Village
Price was $1,828, price is now $1,222 per person
$1,222
per person
Sep 3 - Sep 7
found 12 hours ago
Roundtrip flight included
Baltimore (BWI) to Kailua-Kona (KOA)
Sea Village

Sea Village

3.5 out of 5
Holualoa Village
Price was $1,481, price is now $1,090 per person
$1,090
per person
Sep 10 - Sep 15
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Kailua-Kona (KOA)
Club Wyndham Kona

Club Wyndham Kona

3.5 out of 5
Holualoa Village
Price was $1,657, price is now $1,339 per person
$1,339
per person
Sep 10 - Sep 15
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Kailua-Kona (KOA)
PACIFIC 19 Kona

PACIFIC 19 Kona

3.5 out of 5
Historic Kailua Village
Price was $1,511, price is now $1,225 per person
$1,225
per person
Sep 3 - Sep 7
found 12 hours ago
Roundtrip flight included
Baltimore (BWI) to Kailua-Kona (KOA)
Aston Kona by the Sea

Aston Kona by the Sea

4 out of 5
Holualoa Village
Price was $1,490, price is now $1,222 per person
$1,222
per person
Sep 10 - Sep 15
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Kailua-Kona (KOA)

3-night Kailua-Kona vacations

Price found within the past 48 hours. Click for updated prices.
Kehena Mauka Nui LGBTQ Clothing Optional

Kehena Mauka Nui LGBTQ Clothing Optional

2 out of 5
Price was $687, price is now $554 per person
$554
per person
Sep 4 - Sep 7
found 7 hours ago
Roundtrip flight included
Los Angeles (LAX) to Hilo (ITO)
Lea Casa at Casa de Emdeko

Lea Casa at Casa de Emdeko

3.5 out of 5
Price was $1,088, price is now $777 per person
$777
per person
Aug 26 - Aug 29
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Kailua-Kona (KOA)
Waikoloa Beach Marriott Resort & Spa

Waikoloa Beach Marriott Resort & Spa

4.5 out of 5
Price was $1,302, price is now $959 per person
$959
per person
Aug 26 - Aug 29
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Kailua-Kona (KOA)
Sea Village

Sea Village

3.5 out of 5
Price was $962, price is now $727 per person
$727
per person
Aug 26 - Aug 29
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Kailua-Kona (KOA)
Sea Mountain

Sea Mountain

2.5 out of 5
Price was $988, price is now $753 per person
$753
per person
Sep 4 - Sep 7
found 7 hours ago
Roundtrip flight included
Los Angeles (LAX) to Kailua-Kona (KOA)
Hamakua Hotel

Hamakua Hotel

4 out of 5
Price was $1,683, price is now $1,319 per person
$1,319
per person
Aug 23 - Aug 26
found 4 hours ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Hilo (ITO)
Kona Islander Vacation Club

Kona Islander Vacation Club

2.5 out of 5
Price was $731, price is now $584 per person
$584
per person
Aug 26 - Aug 29
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Kailua-Kona (KOA)
Fairmont Orchid Gold Experience

Fairmont Orchid Gold Experience

5 out of 5
Save 100% on your flight
Price was $2,000, price is now $1,606 per person
$1,606
per person
Sep 10 - Sep 13
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Kailua-Kona (KOA)
Hawaii Magic Skies B&B Farmstay

Hawaii Magic Skies B&B Farmstay

4 out of 5
Price was $952, price is now $778 per person
$778
per person
Aug 23 - Aug 26
found 4 hours ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Kailua-Kona (KOA)
Stylish Villa with Pool Access

Stylish Villa with Pool Access

4 out of 5
Price was $1,712, price is now $1,407 per person
$1,407
per person
Sep 3 - Sep 6
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Kailua-Kona (KOA)
Gingerhill Farm Retreat

Gingerhill Farm Retreat

3 out of 5
Price was $699, price is now $578 per person
$578
per person
Aug 26 - Aug 29
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Kailua-Kona (KOA)
Hilo Vacation Rental

Hilo Vacation Rental

3 out of 5
Price was $729, price is now $615 per person
$615
per person
Sep 4 - Sep 7
found 7 hours ago
Roundtrip flight included
Los Angeles (LAX) to Kailua-Kona (KOA)

4-night Kailua-Kona vacations

Price found within the past 48 hours. Click for updated prices.
Kona Islander Vacation Club

Kona Islander Vacation Club

2.5 out of 5
Price was $1,104, price is now $863 per person
$863
per person
Aug 25 - Aug 29
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Kailua-Kona (KOA)
Lea Casa at Casa de Emdeko

Lea Casa at Casa de Emdeko

3.5 out of 5
Price was $1,828, price is now $1,222 per person
$1,222
per person
Sep 3 - Sep 7
found 12 hours ago
Roundtrip flight included
Baltimore (BWI) to Kailua-Kona (KOA)
Hamakua Hotel

Hamakua Hotel

4 out of 5
Price was $2,125, price is now $1,558 per person
$1,558
per person
Aug 25 - Aug 29
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Hilo (ITO)
Waikoloa Beach Marriott Resort & Spa

Waikoloa Beach Marriott Resort & Spa

4.5 out of 5
Price was $1,945, price is now $1,473 per person
$1,473
per person
Sep 3 - Sep 7
found 12 hours ago
Roundtrip flight included
Baltimore (BWI) to Kailua-Kona (KOA)
Sea Village

Sea Village

3.5 out of 5
Price was $1,412, price is now $1,070 per person
$1,070
per person
Aug 25 - Aug 29
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Kailua-Kona (KOA)
Sea Mountain

Sea Mountain

2.5 out of 5
Price was $1,291, price is now $1,016 per person
$1,016
per person
Sep 3 - Sep 7
found 12 hours ago
Roundtrip flight included
Baltimore (BWI) to Kailua-Kona (KOA)
Fairmont Orchid Gold Experience

Fairmont Orchid Gold Experience

5 out of 5
Price was $2,930, price is now $2,325 per person
$2,325
per person
Sep 3 - Sep 7
found 12 hours ago
Roundtrip 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 $1,309, price is now $1,058 per person
$1,058
per person
Aug 20 - Aug 24
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Kailua-Kona (KOA)
Gingerhill Farm Retreat

Gingerhill Farm Retreat

3 out of 5
Price was $1,101, price is now $893 per person
$893
per person
Sep 3 - Sep 7
found 12 hours ago
Roundtrip flight included
Baltimore (BWI) to Kailua-Kona (KOA)
PACIFIC 19 Kona

PACIFIC 19 Kona

3.5 out of 5
Price was $1,511, price is now $1,225 per person
$1,225
per person
Sep 3 - Sep 7
found 12 hours ago
Roundtrip flight included
Baltimore (BWI) to Kailua-Kona (KOA)
KBM Resorts Free CAR Ocean View NEW Premium 3 Bedroom Villa With Private Pool and Hot Tub, A/c! One Ocean Estates

KBM Resorts Free CAR Ocean View NEW Premium 3 Bedroom Villa With Private Pool and Hot Tub, A/c! One Ocean Estates

4.5 out of 5
Save 100% on your flight
Price was $5,344, price is now $4,395 per person
$4,395
per person
Aug 24 - Aug 28
found 18 hours ago
Roundtrip non-stop flight included
New York (NYC) to Kailua-Kona (KOA)
Royal Sea Cliff Kona by OUTRIGGER

Royal Sea Cliff Kona by OUTRIGGER

4 out of 5
Price was $1,428, price is now $1,178 per person
$1,178
per person
Aug 27 - Aug 31
found 18 hours ago
Roundtrip non-stop flight included
New York (JFK) to Kailua-Kona (KOA)

5-night Kailua-Kona vacations

Price found within the past 48 hours. Click for updated prices.
Holua Resort

Holua Resort

3.5 out of 5
Price was $1,006, price is now $791 per person
$791
per person
Aug 23 - Aug 28
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) 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 $1,534, price is now $890 per person
$890
per person
Aug 23 - Aug 28
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Kailua-Kona (KOA)
Waikoloa Beach Marriott Resort & Spa

Waikoloa Beach Marriott Resort & Spa

4.5 out of 5
Save 100% on your flight
Price was $1,894, price is now $1,274 per person
$1,274
per person
Aug 23 - Aug 28
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Kailua-Kona (KOA)
Kona Islander Vacation Club

Kona Islander Vacation Club

2.5 out of 5
Price was $1,200, price is now $834 per person
$834
per person
Sep 10 - Sep 15
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Kailua-Kona (KOA)
Sea Village

Sea Village

3.5 out of 5
Price was $1,481, price is now $1,090 per person
$1,090
per person
Sep 10 - Sep 15
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Kailua-Kona (KOA)
Kohala Coast Vacation Rental by OUTRIGGER

Kohala Coast Vacation Rental by OUTRIGGER

3.5 out of 5
Price was $1,374, price is now $1,060 per person
$1,060
per person
Aug 23 - Aug 28
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Kailua-Kona (KOA)
Gingerhill Farm Retreat

Gingerhill Farm Retreat

3 out of 5
Price was $1,196, price is now $938 per person
$938
per person
Aug 28 - Sep 2
found 1 day ago
Roundtrip non-stop flight included
New York (LGA) to Kailua-Kona (KOA)
Club Wyndham Mauna Loa Village

Club Wyndham Mauna Loa Village

3.5 out of 5
Price was $1,063, price is now $834 per person
$834
per person
Aug 23 - Aug 28
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Kailua-Kona (KOA)
Hale Maluhia Country Inn

Hale Maluhia Country Inn

3.5 out of 5
Price was $1,076, price is now $856 per person
$856
per person
Aug 25 - Aug 30
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Kailua-Kona (KOA)
Fairway Villas Waikoloa by OUTRIGGER

Fairway Villas Waikoloa by OUTRIGGER

4 out of 5
Price was $1,410, price is now $1,128 per person
$1,128
per person
Aug 23 - Aug 28
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Kailua-Kona (KOA)
OUTRIGGER Kona Resort & Spa

OUTRIGGER Kona Resort & Spa

4 out of 5
Price was $1,450, price is now $1,164 per person
$1,164
per person
Sep 10 - Sep 15
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Kailua-Kona (KOA)
Fairmont Orchid

Fairmont Orchid

4.5 out of 5
Price was $2,155, price is now $1,737 per person
$1,737
per person
Sep 10 - Sep 15
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Kailua-Kona (KOA)

6-7 night Kailua-Kona vacations

Price found within the past 48 hours. Click for updated prices.
Kehena Mauka Nui LGBTQ Clothing Optional

Kehena Mauka Nui LGBTQ Clothing Optional

2 out of 5
Price was $1,053, price is now $717 per person
$717
per person
Aug 21 - Aug 28
found 16 hours ago
Roundtrip non-stop flight included
New York (JFK) to Hilo (ITO)
Lea Casa at Casa de Emdeko

Lea Casa at Casa de Emdeko

3.5 out of 5
Save 100% on your flight
Price was $2,248, price is now $1,352 per person
$1,352
per person
Aug 21 - Aug 28
found 16 hours ago
Roundtrip non-stop flight included
New York (JFK) to Kailua-Kona (KOA)
Hilton Pool Pass Luxurious Penthouse Oasis

Hilton Pool Pass Luxurious Penthouse Oasis

3 out of 5
Save 100% on your flight
Price was $2,650, price is now $1,792 per person
$1,792
per person
Sep 8 - Sep 15
found 1 day ago
Roundtrip non-stop flight included
Salt Lake City (SLC) to Kailua-Kona (KOA)
Sea Mountain

Sea Mountain

2.5 out of 5
Save 100% on your flight
Price was $1,700, price is now $1,170 per person
$1,170
per person
Aug 21 - Aug 28
found 16 hours ago
Roundtrip non-stop flight included
New York (JFK) to Kailua-Kona (KOA)
Hale Maluhia Country Inn

Hale Maluhia Country Inn

3.5 out of 5
Price was $1,670, price is now $1,192 per person
$1,192
per person
Aug 21 - Aug 28
found 16 hours ago
Roundtrip non-stop flight included
New York (JFK) to Kailua-Kona (KOA)
Hamakua Hotel

Hamakua Hotel

4 out of 5
Price was $4,558, price is now $3,359 per person
$3,359
per person
Sep 1 - Sep 8
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Hilo (ITO)
Fairmont Orchid Gold Experience

Fairmont Orchid Gold Experience

5 out of 5
Save 100% on your flight
Price was $4,422, price is now $3,267 per person
$3,267
per person
Aug 18 - Aug 25
found 13 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Kailua-Kona (KOA)
Hawaii Magic Skies B&B Farmstay

Hawaii Magic Skies B&B Farmstay

4 out of 5
Price was $1,571, price is now $1,190 per person
$1,190
per person
Sep 4 - Sep 10
found 1 day ago
Roundtrip non-stop flight included
Salt Lake City (SLC) to Kailua-Kona (KOA)
Gingerhill Farm Retreat

Gingerhill Farm Retreat

3 out of 5
Price was $1,638, price is now $1,242 per person
$1,242
per person
Sep 5 - Sep 12
found 1 day ago
Roundtrip non-stop flight included
Houston (IAH) to Kailua-Kona (KOA)
Aloha Junction Bed and Breakfast

Aloha Junction Bed and Breakfast

2.5 out of 5
Price was $1,481, price is now $1,128 per person
$1,128
per person
Sep 4 - Sep 10
found 1 day ago
Roundtrip non-stop flight included
Salt Lake City (SLC) to Hilo (ITO)
Kohala Coast Vacation Rental by OUTRIGGER

Kohala Coast Vacation Rental by OUTRIGGER

3.5 out of 5
Price was $1,900, price is now $1,462 per person
$1,462
per person
Aug 21 - Aug 28
found 16 hours ago
Roundtrip non-stop flight included
New York (JFK) to Kailua-Kona (KOA)
Hilo Vacation Rental

Hilo Vacation Rental

3 out of 5
Price was $1,094, price is now $847 per person
$847
per person
Aug 21 - Aug 28
found 16 hours ago
Roundtrip non-stop flight included
New York (JFK) to Kailua-Kona (KOA)

Flight deals to Kailua-Kona

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

Tue, Sep 29 - Tue, Sep 29
HNL
Oahu
ITO
Hawaii Island
$133 Roundtrip, found 9 hours ago
$133
Roundtrip
found 9 hours ago
Select Southwest Airlines flight, departing Tue, Sep 29 from Oahu to Hawaii Island, returning Tue, Sep 29, priced at $133 found 9 hours ago
Mon, Sep 21 - Wed, Sep 23
HNL
Oahu
KOA
Kona Coast
$148 Roundtrip, found 6 days ago
$148
Roundtrip
found 6 days ago
Select Alaska Airlines flight, departing Mon, Sep 21 from Oahu to Kona Coast, returning Wed, Sep 23, priced at $148 found 6 days ago
Wed, Sep 2 - Wed, Sep 30
SFO
San Francisco
KOA
Kona Coast
$304 Roundtrip, found 5 days ago
$304
Roundtrip
found 5 days ago
Select United flight, departing Wed, Sep 2 from San Francisco to Kona Coast, returning Wed, Sep 30, priced at $304 found 5 days ago

Top rated hotels for your Kailua-Kona vacation

PACIFIC 19 Kona

PACIFIC 19 Kona

3.5 out of 5
75-5646 Palani Rd Kailua-Kona HI
Free Cancellation
Reserve now, pay when you stay
0.09 mi from city center
$209 nightly
The price is $248 total per night
$248 total
Aug 12 - Aug 13
Total with taxes and fees
With a stay at PACIFIC 19 Kona in Kailua-Kona, you'll be 6.4 mi (10.4 km) from Kahalu'u Beach Park and 11.7 mi (18.9 km) from Mahai'ula Beach.
Pool
Pet friendly
Royal Kona Resort

Royal Kona Resort

4 out of 5
75-5852 Alii Dr Kailua-Kona HI
Free Cancellation
Reserve now, pay when you stay
0.74 mi from city center
$219 nightly
The price is $261 total per night
$261 total
Aug 2 - Aug 3
Total with taxes and fees
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
Spa
OUTRIGGER Kona Resort & Spa

OUTRIGGER Kona Resort & Spa

4 out of 5
78-128 Ehukai Street Kailua-Kona HI
Free Cancellation
Reserve now, pay when you stay
5.97 mi from city center
$277 nightly
The price is $329 total per night
$329 total
Aug 7 - Aug 8
Total with taxes and fees
Located in Kailua-Kona (Keauhou), OUTRIGGER Kona Resort & Spa is within a 15-minute walk of Keauhou Bay Beach and Kona Country Club.
Pool
Hot Tub
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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.

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.