Kaupulehu Holiday Deals

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Top Kaupulehu holiday deals

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 AU$5,180, price is now AU$3,661 per person
AU$3,661
per person
28 Dec - 3 Jan
found 1 day ago
Return flight included
Brisbane (BNE) to Kailua-Kona (KOA)
With a stay at Kona Islander Vacation Club, you'll be centrally located in Kailua-Kona, a 2-minute drive from Kailua Pier and 8 minutes from Magic Sands Beach.
Royal Sea Cliff Kona by OUTRIGGER

Royal Sea Cliff Kona by OUTRIGGER

3 out of 5
Holualoa Village
Price was AU$6,745, price is now AU$4,734 per person
AU$4,734
per person
28 Dec - 3 Jan
found 1 day ago
Return flight included
Brisbane (BNE) to Kailua-Kona (KOA)
With a stay at Royal Sea Cliff Kona by OUTRIGGER in Kailua-Kona (Holualoa Village), you'll be a 4-minute drive from Magic Sands Beach and 7 minutes from Kailua Pier.
Hawaii Island Retreat

Hawaii Island Retreat

4 out of 5
Price was AU$5,266, price is now AU$3,717 per person
AU$3,717
per person
28 Dec - 3 Jan
found 1 day ago
Return flight included
Brisbane (BNE) to Kailua-Kona (KOA)
Located in Kapaau, Hawaii Island Retreat is by the ocean, a 4-minute drive from Kamehameha Park and 6 minutes from Kenjis House.
Fairmont Orchid Gold Experience

Fairmont Orchid Gold Experience

5 out of 5
Save 100% on your flight
Price was AU$12,215, price is now AU$9,004 per person
AU$9,004
per person
28 Dec - 3 Jan
found 1 day ago
Return flight included
Brisbane (BNE) to Kailua-Kona (KOA)
When you stay at Fairmont Orchid Gold Experience in Kamuela, you'll be by the ocean, within a 10-minute drive of Mauna Lani Resort Golf Course and Mauna Lani Beach.
Fairmont Orchid

Fairmont Orchid

4.5 out of 5
Save 100% on your flight
Price was AU$11,620, price is now AU$8,642 per person
AU$8,642
per person
28 Dec - 3 Jan
found 1 day ago
Return flight included
Brisbane (BNE) to Kailua-Kona (KOA)
Located in Kamuela, Fairmont Orchid is by the ocean, a 1-minute drive from Puakō Petroglyph Park and 9 minutes from Mauna Lani Beach.

Top hotels for your Kaupulehu holiday

Four Seasons Resort Hualalai

Four Seasons Resort Hualalai

5 out of 5
72-100 Ka'upulehu Drive, Kailua-Kona, HI
The price is AU$2,144 per night from 7 Dec to 8 Dec
AU$2,144
7 Dec - 8 Dec
includes taxes & fees
With a stay at Four Seasons Resort Hualalai in Kailua-Kona (Kaupulehu), you'll be steps from Four Seasons Resort Hualalai Golf Course and Kaʻupulehu Cultural ...
What an amazing property but even more importantly what a superamazing staff!! Ryan deserves all the credit. Her quick thinking kindness solved our issue so elegantly. This is indeed a VIP in all the senses. The fact that she is so likeablle made it even better!! Isiah from in room dining was great ...

Reviewed on 15 Oct 2025

Opens in a new windowFour Seasons Resort Hualalai
Kona Village, A Rosewood Resort

Kona Village, A Rosewood Resort

5 out of 5
72 300 Maheawalu Drive, Kailua-Kona, HI
The price is AU$2,193 per night from 17 Nov to 18 Nov
AU$2,193
17 Nov - 18 Nov
includes taxes & fees
Located in Kailua-Kona (Kaupulehu), Kona Village, A Rosewood Resort is within a 15-minute drive of Manini'owali Beach and Kua Bay.
Food was not great…. Every restaurant has the same menu…. Food wasn’t worth the trip or the price…. But the staff and surroundings were fab…. Went to the Canoe House for great food ( Mauna Lani)

Reviewed on 30 Sept 2025

Opens in a new windowKona Village, A Rosewood Resort
Royal Kona Resort

Royal Kona Resort

4 out of 5
75-5852 Alii Dr, Kailua-Kona, HI
Fully refundableReserve now, pay when you stay
The price is AU$397 per night from 19 Nov to 20 Nov
AU$397
19 Nov - 20 Nov
includes taxes & 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 ...
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Reviewed on 8 Nov 2025

Opens in a new windowRoyal Kona Resort
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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.

Popular places to visit

Kailua-Kona Beaches

Kailua-Kona Beaches

Why not spend a lazy afternoon at Kailua-Kona Beaches during your trip to Kaupulehu? Stroll along the beaches or visit the spas in this relaxing area.

Kailua-Kona Beaches
Kua Bay showing a sandy beach and a coastal town

Kua Bay

Commune with nature and explore the great outdoors at Kua Bay during your travels in Kailua-Kona. Stroll along the beaches or visit the spas in this relaxing area.

Kua Bay
Manini'owali Beach

Manini'owali Beach

If a restful holiday is part of your travel plans, Manini'owali Beach might be the perfect place to visit during your trip to Kailua-Kona. Take some time to visit the spas in this relaxing area.

Manini'owali Beach