Cheap Vacations in Kailua-Kona

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Kailua-Kona vacations

Price found within the past 48 hours. Click for updated prices.
Royal Sea Cliff Kona by OUTRIGGER

Royal Sea Cliff Kona by OUTRIGGER

4 out of 5
Holualoa Village
Save 100% on your flight
Price was $658, price is now $491 per person
$491
per person
May 18 - May 20
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
Holualoa Village
Price was $2,191, price is now $1,425 per person
$1,425
per person
May 31 - Jun 5
found 1 day ago
Roundtrip flight included
Mesa (AZA) to Kailua-Kona (KOA)
Kona Islander Vacation Club

Kona Islander Vacation Club

2.5 out of 5
Historic Kailua Village
Save 100% on your flight
Price was $779, price is now $534 per person
$534
per person
May 19 - May 22
found 1 day ago
Roundtrip flight included
Honolulu (HNL) to Kailua-Kona (KOA)
Holua Resort

Holua Resort

3.5 out of 5
Keauhou
Save 100% on your flight
Price was $1,053, price is now $740 per person
$740
per person
May 22 - May 26
found 1 day ago
Roundtrip flight included
Honolulu (HNL) to Kailua-Kona (KOA)
Club Wyndham Mauna Loa Village

Club Wyndham Mauna Loa Village

3.5 out of 5
Keauhou
Save 100% on your flight
Price was $903, price is now $646 per person
$646
per person
May 22 - May 26
found 1 day ago
Roundtrip flight included
Honolulu (HNL) 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
Historic Kailua Village
Price was $1,694, price is now $1,302 per person
$1,302
per person
May 31 - Jun 5
found 1 day ago
Roundtrip flight included
Mesa (AZA) to Kailua-Kona (KOA)
Club Wyndham Kona

Club Wyndham Kona

3.5 out of 5
Holualoa Village
Price was $1,894, price is now $1,481 per person
$1,481
per person
May 31 - Jun 5
found 1 day ago
Roundtrip flight included
Mesa (AZA) to Kailua-Kona (KOA)
Sea Village

Sea Village

3.5 out of 5
Holualoa Village
Price was $1,806, price is now $1,416 per person
$1,416
per person
May 31 - Jun 5
found 1 day ago
Roundtrip flight included
Mesa (AZA) to Kailua-Kona (KOA)

3-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
Save 100% on your flight
Price was $779, price is now $534 per person
$534
per person
May 19 - May 22
found 1 day ago
Roundtrip flight included
Honolulu (HNL) to Kailua-Kona (KOA)
Mango Sunset Bed and Breakfast

Mango Sunset Bed and Breakfast

3.5 out of 5
Price was $863, price is now $732 per person
$732
per person
May 19 - May 22
found 1 day ago
Roundtrip flight included
Honolulu (HNL) to Kailua-Kona (KOA)
Kona Pacific B409

Kona Pacific B409

4 out of 5
Price was $690, price is now $602 per person
$602
per person
May 19 - May 22
found 1 day ago
Roundtrip flight included
Honolulu (HNL) to Kailua-Kona (KOA)
Keauhou Kona Surf & Racquet Club #6-104

Keauhou Kona Surf & Racquet Club #6-104

3.5 out of 5
Price was $801, price is now $702 per person
$702
per person
May 19 - May 22
found 1 day ago
Roundtrip flight included
Honolulu (HNL) to Kailua-Kona (KOA)
Outstanding Oceanfront Studio - Kona Islander Inn Condos Condo by RedAwning

Outstanding Oceanfront Studio - Kona Islander Inn Condos Condo by RedAwning

3.5 out of 5
Price was $922, price is now $813 per person
$813
per person
May 19 - May 22
found 1 day ago
Roundtrip flight included
Honolulu (HNL) to Kailua-Kona (KOA)
Big Island Kona Reef D-22 3 Bedroom Condo

Big Island Kona Reef D-22 3 Bedroom Condo

3.5 out of 5
Save 100% on your flight
Price was $1,758, price is now $1,556 per person
$1,556
per person
May 19 - May 22
found 1 day ago
Roundtrip flight included
Honolulu (HNL) to Kailua-Kona (KOA)
Kona Village, A Rosewood Resort

Kona Village, A Rosewood Resort

5 out of 5
Save 100% on your flight
Price was $3,509, price is now $3,114 per person
$3,114
per person
May 19 - May 22
found 1 day ago
Roundtrip flight included
Honolulu (HNL) to Kailua-Kona (KOA)
OCEAN VIEW 2 BEDROOM DOWNTOWN CONDO 2 Condo by RedAwning

OCEAN VIEW 2 BEDROOM DOWNTOWN CONDO 2 Condo by RedAwning

4 out of 5
Price was $1,124, price is now $1,002 per person
$1,002
per person
May 19 - May 22
found 1 day ago
Roundtrip flight included
Honolulu (HNL) to Kailua-Kona (KOA)
Nautical Theme Garden View Studio - Kona Islander Inn Condos Condo by RedAwning

Nautical Theme Garden View Studio - Kona Islander Inn Condos Condo by RedAwning

3 out of 5
Price was $734, price is now $655 per person
$655
per person
May 19 - May 22
found 1 day ago
Roundtrip flight included
Honolulu (HNL) to Kailua-Kona (KOA)
Garden View Studio - Kona Islander Inn Condos Condo by RedAwning

Garden View Studio - Kona Islander Inn Condos Condo by RedAwning

3.5 out of 5
Price was $741, price is now $662 per person
$662
per person
May 19 - May 22
found 1 day ago
Roundtrip flight included
Honolulu (HNL) to Kailua-Kona (KOA)
Ocean Front - Fantastic Location - Walk To Kona Town - Vrkcv

Ocean Front - Fantastic Location - Walk To Kona Town - Vrkcv

3.5 out of 5
Price was $988, price is now $884 per person
$884
per person
May 19 - May 22
found 1 day ago
Roundtrip flight included
Honolulu (HNL) to Kailua-Kona (KOA)
Breathtaking Ocean Front AC Next to Beach & Town - Vrkcv

Breathtaking Ocean Front AC Next to Beach & Town - Vrkcv

3.5 out of 5
Price was $887, price is now $799 per person
$799
per person
May 19 - May 22
found 1 day ago
Roundtrip flight included
Honolulu (HNL) to Kailua-Kona (KOA)

4-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
Save 100% on your flight
Price was $455, price is now $242 per person
$242
per person
May 22 - May 26
found 1 day ago
Roundtrip flight included
Honolulu (HNL) to Hilo (ITO)
Lea Casa at Casa de Emdeko

Lea Casa at Casa de Emdeko

3.5 out of 5
Price was $1,295, price is now $669 per person
$669
per person
May 22 - May 26
found 1 day ago
Roundtrip flight included
Honolulu (HNL) to Kailua-Kona (KOA)
Kona Islander Vacation Club

Kona Islander Vacation Club

2.5 out of 5
Save 100% on your flight
Price was $1,108, price is now $609 per person
$609
per person
May 22 - May 26
found 1 day ago
Roundtrip flight included
Honolulu (HNL) to Kailua-Kona (KOA)
Mauna Lani, Auberge Collection

Mauna Lani, Auberge Collection

5 out of 5
Save 100% on your flight
Price was $3,183, price is now $1,941 per person
$1,941
per person
May 22 - May 26
found 1 day ago
Roundtrip flight included
Honolulu (HNL) to Kailua-Kona (KOA)
Sea Village

Sea Village

3.5 out of 5
Save 100% on your flight
Price was $1,089, price is now $679 per person
$679
per person
May 22 - May 26
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 $866, price is now $550 per person
$550
per person
May 22 - May 26
found 1 day ago
Roundtrip flight included
Honolulu (HNL) 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
Save 100% on your flight
Price was $833, price is now $530 per person
$530
per person
May 22 - May 26
found 1 day ago
Roundtrip flight included
Honolulu (HNL) to Kailua-Kona (KOA)
Club Wyndham Kona

Club Wyndham Kona

3.5 out of 5
Save 100% on your flight
Price was $1,331, price is now $876 per person
$876
per person
May 22 - May 26
found 1 day ago
Roundtrip flight included
Honolulu (HNL) 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 $1,118, price is now $743 per person
$743
per person
May 22 - May 26
found 1 day ago
Roundtrip flight included
Honolulu (HNL) to Kailua-Kona (KOA)
Paniolo Greens At Waikoloa

Paniolo Greens At Waikoloa

3 out of 5
Save 100% on your flight
Price was $944, price is now $638 per person
$638
per person
May 22 - May 26
found 1 day ago
Roundtrip flight included
Honolulu (HNL) to Kailua-Kona (KOA)
Kona Coast Resort

Kona Coast Resort

3.5 out of 5
Save 100% on your flight
Price was $827, price is now $568 per person
$568
per person
May 22 - May 26
found 1 day ago
Roundtrip flight included
Honolulu (HNL) to Kailua-Kona (KOA)
Fairmont Orchid Gold Experience

Fairmont Orchid Gold Experience

5 out of 5
Save 100% on your flight
Price was $2,879, price is now $2,004 per person
$2,004
per person
May 22 - May 26
found 1 day ago
Roundtrip flight included
Honolulu (HNL) to Kailua-Kona (KOA)

5-night Kailua-Kona vacations

Price found within the past 48 hours. Click for updated prices.
Courtyard by Marriott King Kamehameha's Kona Beach Hotel

Courtyard by Marriott King Kamehameha's Kona Beach Hotel

3.5 out of 5
Price was $1,694, price is now $1,302 per person
$1,302
per person
May 31 - Jun 5
found 1 day ago
Roundtrip flight included
Mesa (AZA) to Kailua-Kona (KOA)
Lea Casa at Casa de Emdeko

Lea Casa at Casa de Emdeko

3.5 out of 5
Price was $2,191, price is now $1,425 per person
$1,425
per person
May 31 - Jun 5
found 1 day ago
Roundtrip flight included
Mesa (AZA) to Kailua-Kona (KOA)
Mauna Lani, Auberge Collection

Mauna Lani, Auberge Collection

5 out of 5
Save 100% on your flight
Price was $4,277, price is now $2,866 per person
$2,866
per person
May 31 - Jun 5
found 1 day ago
Roundtrip flight included
Mesa (AZA) to Kailua-Kona (KOA)
Waikoloa Beach Marriott Resort & Spa

Waikoloa Beach Marriott Resort & Spa

4.5 out of 5
Price was $2,675, price is now $1,956 per person
$1,956
per person
May 31 - Jun 5
found 1 day ago
Roundtrip flight included
Mesa (AZA) to Kailua-Kona (KOA)
Lux Retreat 3BR

Lux Retreat 3BR

3.5 out of 5
Price was $2,875, price is now $2,173 per person
$2,173
per person
May 31 - Jun 5
found 1 day ago
Roundtrip flight included
Mesa (AZA) to Kailua-Kona (KOA)
Fairmont Orchid

Fairmont Orchid

4.5 out of 5
Price was $2,736, price is now $2,117 per person
$2,117
per person
May 31 - Jun 5
found 1 day ago
Roundtrip flight included
Mesa (AZA) to Kailua-Kona (KOA)
Club Wyndham Kona

Club Wyndham Kona

3.5 out of 5
Price was $1,894, price is now $1,481 per person
$1,481
per person
May 31 - Jun 5
found 1 day ago
Roundtrip flight included
Mesa (AZA) to Kailua-Kona (KOA)
Fairway Villas Waikoloa by OUTRIGGER

Fairway Villas Waikoloa by OUTRIGGER

4 out of 5
Price was $1,935, price is now $1,515 per person
$1,515
per person
May 31 - Jun 5
found 1 day ago
Roundtrip flight included
Mesa (AZA) to Kailua-Kona (KOA)
Sea Village

Sea Village

3.5 out of 5
Price was $1,806, price is now $1,416 per person
$1,416
per person
May 31 - Jun 5
found 1 day ago
Roundtrip flight included
Mesa (AZA) to Kailua-Kona (KOA)
Royal Kona Resort

Royal Kona Resort

4 out of 5
Price was $1,604, price is now $1,309 per person
$1,309
per person
May 31 - Jun 5
found 1 day ago
Roundtrip flight included
Mesa (AZA) to Kailua-Kona (KOA)
Fairmont Orchid Gold Experience

Fairmont Orchid Gold Experience

5 out of 5
Price was $3,876, price is now $3,172 per person
$3,172
per person
May 31 - Jun 5
found 1 day ago
Roundtrip flight included
Mesa (AZA) to Kailua-Kona (KOA)
PACIFIC 19 Kona

PACIFIC 19 Kona

3.5 out of 5
Price was $1,649, price is now $1,350 per person
$1,350
per person
May 31 - Jun 5
found 1 day ago
Roundtrip flight included
Mesa (AZA) 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 $1,129, price is now $795 per person
$795
per person
May 30 - Jun 6
found 1 day ago
Roundtrip flight included
Phoenix (PHX) 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 $2,412, price is now $1,459 per person
$1,459
per person
May 20 - May 27
found 1 day ago
Roundtrip non-stop flight included
Phoenix (PHX) to Kailua-Kona (KOA)
Mauna Lani, Auberge Collection

Mauna Lani, Auberge Collection

5 out of 5
Save 100% on your flight
Price was $5,580, price is now $3,786 per person
$3,786
per person
May 30 - Jun 6
found 1 day ago
Roundtrip flight included
Phoenix (PHX) 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 $3,259, price is now $2,253 per person
$2,253
per person
May 30 - Jun 6
found 1 day ago
Roundtrip flight included
Phoenix (PHX) 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
Price was $1,881, price is now $1,334 per person
$1,334
per person
May 30 - Jun 6
found 1 day ago
Roundtrip flight included
Phoenix (PHX) to Kailua-Kona (KOA)
Sea Village

Sea Village

3.5 out of 5
Save 100% on your flight
Price was $2,497, price is now $1,773 per person
$1,773
per person
May 30 - Jun 6
found 1 day ago
Roundtrip flight included
Phoenix (PHX) to Kailua-Kona (KOA)
Club Wyndham Kona

Club Wyndham Kona

3.5 out of 5
Save 100% on your flight
Price was $2,647, price is now $1,886 per person
$1,886
per person
May 30 - Jun 6
found 1 day ago
Roundtrip flight included
Phoenix (PHX) to Kailua-Kona (KOA)
Kona Islander Vacation Club

Kona Islander Vacation Club

2.5 out of 5
Save 100% on your flight
Price was $2,146, price is now $1,535 per person
$1,535
per person
May 20 - May 27
found 1 day ago
Roundtrip non-stop flight included
Phoenix (PHX) to Kailua-Kona (KOA)
Fairway Villas Waikoloa by OUTRIGGER

Fairway Villas Waikoloa by OUTRIGGER

4 out of 5
Price was $2,162, price is now $1,569 per person
$1,569
per person
May 30 - Jun 6
found 1 day ago
Roundtrip flight included
Phoenix (PHX) to Kailua-Kona (KOA)
Royal Sea Cliff Kona by OUTRIGGER

Royal Sea Cliff Kona by OUTRIGGER

4 out of 5
Price was $2,166, price is now $1,572 per person
$1,572
per person
May 30 - Jun 6
found 1 day ago
Roundtrip flight included
Phoenix (PHX) to Kailua-Kona (KOA)
Fairmont Orchid

Fairmont Orchid

4.5 out of 5
Save 100% on your flight
Price was $3,454, price is now $2,552 per person
$2,552
per person
May 30 - Jun 6
found 1 day ago
Roundtrip flight included
Phoenix (PHX) to Kailua-Kona (KOA)
Royal Kona Resort

Royal Kona Resort

4 out of 5
Price was $1,773, price is now $1,348 per person
$1,348
per person
May 30 - Jun 6
found 1 day ago
Roundtrip flight included
Phoenix (PHX) 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, May 12 - Tue, May 12
HNL
Oahu
ITO
Hawaii Island
$95 Roundtrip, found 11 hours ago
$95
Roundtrip
found 11 hours ago
Select Alaska Airlines flight, departing Tue, May 12 from Oahu to Hawaii Island, returning Tue, May 12, priced at $95 found 11 hours ago
Mon, Jun 29 - Thu, Jul 2
HNL
Oahu
KOA
Kona Coast
$144 Roundtrip, found 2 days ago
$144
Roundtrip
found 2 days ago
Select Alaska Airlines flight, departing Mon, Jun 29 from Oahu to Kona Coast, returning Thu, Jul 2, priced at $144 found 2 days ago
Wed, May 13 - Thu, May 21
SFO
San Francisco
KOA
Kona Coast
$273 Roundtrip, found 1 day ago
$273
Roundtrip
found 1 day ago
Select United flight, departing Wed, May 13 from San Francisco to Kona Coast, returning Thu, May 21, priced at $273 found 1 day ago

Top rated hotels for your Kailua-Kona vacation

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
$224 nightly
The price is $266 total per night
$266 total
Apr 19 - Apr 20
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
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
$220 nightly
The price is $261 total per night
$261 total
Apr 19 - Apr 20
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
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
$310 nightly
The price is $368 total per night
$368 total
May 18 - May 19
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.