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Kaupulehu Vacation Packages

Kaupulehu Flight + Hotel packages

Price found within the past 48 hours. Click for updated prices.
Kona Reef, A Raintree Vacation Club Resort

Kona Reef, A Raintree Vacation Club Resort

3 out of 5
Historic Kailua Village
Price was $1,886, price is now $993 per person
$993
per person
Dec 12 - Dec 17
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Kailua-Kona (KOA)
Stay at this condo in Kailua-Kona. Enjoy free WiFi, free parking, and a garden. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Magic Sands Beach and Honl's Beach are located nearby.
Kona Islander Vacation Club

Kona Islander Vacation Club

2.5 out of 5
Historic Kailua Village
Price was $1,870, price is now $1,144 per person
$1,144
per person
Dec 25 - Dec 30
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Kailua-Kona (KOA)
Stay at this hotel in Kailua-Kona. Enjoy free parking, daily housekeeping, and a garden. Our guests praise the property condition in our reviews. Popular attractions Magic Sands Beach and Kona Farmers Market are located nearby.
Hilton Pool Pass Luxurious Penthouse Oasis

Hilton Pool Pass Luxurious Penthouse Oasis

3 out of 5
Price was $10,711, price is now $6,727 per person
$6,727
per person
Dec 25 - Jan 2
found 1 day ago
Roundtrip flight included
Denver (DEN) to Kailua-Kona (KOA)
Stay at this apartment in Waikoloa. Enjoy free WiFi, free parking, and laundry facilities. Popular attractions Mauna Lani Beach and Mauna Lani Resort Golf Course are located nearby.
Sea Village

Sea Village

3.5 out of 5
Holualoa Village
Save 100% on your flight
Price was $1,768, price is now $1,283 per person
$1,283
per person
Dec 10 - Dec 15
found 23 hours ago
Roundtrip flight included
Los Angeles (LAX) to Kailua-Kona (KOA)
Stay at this aparthotel in Kailua-Kona. Enjoy free WiFi, free parking, and in-room washers/dryers. Popular attractions Magic Sands Beach and Honl's Beach are located nearby.
Gingerhill Farm Retreat

Gingerhill Farm Retreat

3 out of 5
Price was $1,954, price is now $1,421 per person
$1,421
per person
Dec 23 - Dec 29
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Kailua-Kona (KOA)
Stay at this country house in Kealakekua. Enjoy free WiFi, free parking, and a garden. Popular attractions Greenwell Farms and H.N. Greenwell Store Museum are located nearby.
Royal Sea Cliff Kona by OUTRIGGER

Royal Sea Cliff Kona by OUTRIGGER

4 out of 5
Holualoa Village
Price was $3,697, price is now $2,795 per person
$2,795
per person
Dec 27 - Jan 2
found 1 day ago
Roundtrip flight included
Denver (DEN) to Kailua-Kona (KOA)
Stay at this condo in Kailua-Kona. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the helpful staff in our reviews. Popular attractions Magic Sands Beach and Honl's Beach are located nearby.
OUTRIGGER Kona Resort & Spa

OUTRIGGER Kona Resort & Spa

4 out of 5
Keauhou
Price was $3,667, price is now $2,779 per person
$2,779
per person
Dec 27 - Jan 2
found 1 day ago
Roundtrip flight included
Denver (DEN) to Kailua-Kona (KOA)
Book a stay at this golf resort in Kailua-Kona. Enjoy free WiFi, 2 outdoor pools, and 2 restaurants. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Magic Sands Beach and Holua Tennis Center are located nearby.
Fairway Villas Waikoloa by OUTRIGGER

Fairway Villas Waikoloa by OUTRIGGER

4 out of 5
Price was $1,800, price is now $1,367 per person
$1,367
per person
Jan 4 - Jan 8
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Kailua-Kona (KOA)
Book a stay at this golf condo in Waikoloa. Enjoy free WiFi, free parking, and a fitness center. Popular attractions Mauna Lani Beach and Mauna Lani Resort Golf Course are located nearby.

3-4 Night Vacations in Kaupulehu

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 $1,538, price is now $1,096 per person
$1,096
per person
Dec 31 - Jan 3
found 1 day ago
Roundtrip non-stop flight included
Denver (DEN) to Kailua-Kona (KOA)
Hilton Pool Pass Luxurious Penthouse Oasis

Hilton Pool Pass Luxurious Penthouse Oasis

3 out of 5
Price was $4,430, price is now $2,969 per person
$2,969
per person
Dec 31 - Jan 3
found 1 day ago
Roundtrip non-stop flight included
Denver (DEN) to Kailua-Kona (KOA)
Kona Reef, A Raintree Vacation Club Resort

Kona Reef, A Raintree Vacation Club Resort

3 out of 5
Historic Kailua Village
Price was $3,193, price is now $2,158 per person
$2,158
per person
Dec 23 - Dec 27
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 $1,510, price is now $1,145 per person
$1,145
per person
Jan 4 - Jan 8
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Kailua-Kona (KOA)

5-7 Night Vacations in Kaupulehu

Price found within the past 48 hours. Click for updated prices.
Kona Reef, A Raintree Vacation Club Resort

Kona Reef, A Raintree Vacation Club Resort

3 out of 5
Historic Kailua Village
Price was $1,886, price is now $993 per person
$993
per person
Dec 12 - Dec 17
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
Historic Kailua Village
Price was $1,870, price is now $1,144 per person
$1,144
per person
Dec 25 - Dec 30
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Kailua-Kona (KOA)
Hilton Pool Pass Luxurious Penthouse Oasis

Hilton Pool Pass Luxurious Penthouse Oasis

3 out of 5
Price was $8,321, price is now $5,693 per person
$5,693
per person
Dec 28 - Jan 4
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Kailua-Kona (KOA)
Sea Village

Sea Village

3.5 out of 5
Holualoa Village
Save 100% on your flight
Price was $1,768, price is now $1,283 per person
$1,283
per person
Dec 10 - Dec 15
found 23 hours ago
Roundtrip flight included
Los Angeles (LAX) to Kailua-Kona (KOA)

Cheap Hotel Deals in Kaupulehu

Kona Village, A Rosewood Resort

Kona Village, A Rosewood Resort

5 out of 5
72 300 Maheawalu Drive Kailua-Kona HI
Book a stay at this luxury hotel in Kailua-Kona. Enjoy free WiFi, free parking, and 3 outdoor pools. Popular attractions Four Seasons Resort Hualalai Golf Course ...
Opens in a new windowKona Village, A Rosewood Resort
Four Seasons Resort Hualalai

Four Seasons Resort Hualalai

5 out of 5
72-100 Ka'upulehu Drive Kailua-Kona HI
Book a stay at this luxury resort in Kailua-Kona. Enjoy free WiFi, free parking, and 7 outdoor pools. Popular attractions Four Seasons Resort Hualalai Golf Course ...
Opens in a new windowFour Seasons Resort Hualalai
Royal Kona Resort

Royal Kona Resort

4 out of 5
75-5852 Alii Dr Kailua-Kona HI
Book a stay at this beach hotel in Kailua-Kona. Enjoy a full-service spa, breakfast (surcharge), and a fitness center. Our guests praise the pool and the restaurant ...
Opens in a new windowRoyal Kona Resort
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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
Book a stay at this golf resort in Waikoloa. Enjoy 2 outdoor pools, 2 hot tubs, and breakfast (surcharge). Our guests praise the pool and the helpful staff in ...
Opens in a new windowHilton Grand Vacations Club Kings’ Land Waikoloa
Hilton Waikoloa Village

Hilton Waikoloa Village

4 out of 5
69-425 Waikoloa Beach Dr Waikoloa HI
Book a stay at this beach resort in Waikoloa. Enjoy free WiFi, 3 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in our ...
Opens in a new windowHilton Waikoloa Village
Kona Coast Resort

Kona Coast Resort

3.5 out of 5
78-6842 Alii Dr Kailua-Kona HI
Book a stay at this golf hotel in Kailua-Kona. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the pool and the helpful staff in our reviews. ...
Opens in a new windowKona Coast Resort
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
Book a stay at this beach hotel in Kailua-Kona. Enjoy free WiFi, a full-service spa, and 2 restaurants. Our guests praise the helpful staff and the clean rooms ...
Opens in a new windowCourtyard by Marriott King Kamehameha's Kona Beach Hotel
OUTRIGGER Kona Resort & Spa

OUTRIGGER Kona Resort & Spa

4 out of 5
Ehukai Street, 78-128 Kailua-Kona HI
Book a stay at this golf resort in Kailua-Kona. Enjoy free WiFi, 2 outdoor pools, and 2 restaurants. Our guests praise the pool and the helpful staff in our ...
Opens in a new windowOUTRIGGER Kona Resort & Spa
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 Flight Deals

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

Alaska Airlines
Tue, Dec 1 - Sat, Dec 5
HNL
Daniel K. Inouye Intl.
KOA
Kona Intl.
$138 Roundtrip, found 2 hours ago
$138
Roundtrip
found 2 hours ago
Select Alaska Airlines flight, departing Tue, Dec 1 from Daniel K. Inouye Intl. to Kona Intl., returning Sat, Dec 5, priced at $138 found 2 hours ago
Bargain Flight
Tue, Sep 14 - Tue, Sep 21
LAX
Los Angeles Intl.
KOA
Kona Intl.
$368 Roundtrip, found 1 day ago
$368
Roundtrip
found 1 day ago
Select Bargain Flight flight, departing Tue, Sep 14 from Los Angeles Intl. to Kona Intl., returning Tue, Sep 21, priced at $368 found 1 day ago
Bargain Flight
Mon, Feb 22 - Mon, Mar 1
PHX
Sky Harbor Intl.
KOA
Kona Intl.
$382 Roundtrip, found 5 hours ago
$382
Roundtrip
found 5 hours ago
Select Bargain Flight flight, departing Mon, Feb 22 from Sky Harbor Intl. to Kona Intl., returning Mon, Mar 1, priced at $382 found 5 hours ago
Bargain Flight
Mon, Feb 1 - Thu, Feb 4
SEA
Seattle - Tacoma Intl.
KOA
Kona Intl.
$400 Roundtrip, found 2 days ago
$400
Roundtrip
found 2 days ago
Select Bargain Flight flight, departing Mon, Feb 1 from Seattle - Tacoma Intl. to Kona Intl., returning Thu, Feb 4, priced at $400 found 2 days ago