
Deals on vacations and trips to Kaupulehu
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Kaupulehu flight + hotel vacation packages
Price found within the past 48 hours. Click for updated prices.


Kona Reef, A Raintree Vacation Club Resort
Historic Kailua Village
Save 100% on your flight
per person
Jul 24 - Jul 31
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Kailua-Kona (KOA)
This condo features an outdoor pool and a hot tub. Guests will appreciate free perks like free self parking and WiFi in public areas. A terrace, a garden, and laundry facilities are also on offer.

Kona Islander Vacation Club
Historic Kailua Village
Save 100% on your flight
per person
Jun 5 - Jun 12
found 19 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Kailua-Kona (KOA)
This hotel features an outdoor pool and a hot tub. Guests will appreciate free perks like free self parking and WiFi in public areas. A garden, a picnic area, and laundry facilities are also on offer.


Hilton Pool Pass Included, Kolea - Luxe 2BR Condo
Save 100% on your flight
per person
Jun 17 - Jun 22
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Kailua-Kona (KOA)
A private beach and an outdoor pool are featured at this luxury condo. Spend a day at the beach surfing, or relax with sun loungers and beach umbrellas. Enjoy the hot tub and perks like free self parking and free WiFi.
Top Kaupulehu hotels deals

Four Seasons Resort Hualalai
72-100 Ka'upulehu Drive, Kailua-Kona, HI
The price is $1,424 per night
$1,424
includes taxes & fees
$1,208 per night
May 9 - May 10
This luxury resort features a golf course, a full-service spa, and 5 restaurants. There's fun for all ages with a children's pool and an arcade/game room, and in-room childcare is an added bonus. Enjoy the 7 outdoor pools and get free self parking.
Pool
Hot Tub

Kona Village, A Rosewood Resort
72 300 Maheawalu Drive, Kailua-Kona, HI
The price is $1,387 per night
$1,387
includes taxes & fees
$1,176 per night
May 10 - May 11
A full-service spa, 2 restaurants, and 3 outdoor pools are all featured at this smoke-free hotel. There's fun for all ages with a children's club and a children's pool, and in-room childcare is an added bonus. Enjoy the 3 hot tubs and perks like free self parking and free WiFi.
Pool
Hot Tub

Royal Kona Resort
75-5852 Alii Dr, Kailua-Kona, HI
Free Cancellation
Reserve now, pay when you stay
The price is $259 per night
$259
includes taxes & fees
$220 per night
May 11 - May 12
A full-service spa, an outdoor pool, and a restaurant are all featured at this smoke-free hotel. You'll appreciate the gym, bar/lounge, and laundry facilities.
Pool
Spa

OUTRIGGER Kona Resort and Spa
78-128 Ehukai Street, Kailua-Kona, HI
Free Cancellation
Reserve now, pay when you stay
The price is $342 per night
$342
includes taxes & fees
$290 per night
May 26 - May 27
This smoke-free hotel features 2 restaurants, 2 outdoor pools, and an outdoor tennis court. Traveling on business? Take advantage of the free WiFi in public areas, laundry service, and valet parking. Make the most of the 24-hour gym and hot tub, and relax with drinks at one of the 2 bars/lounges.
Pool
Hot Tub

Hilton Grand Vacations Club Kings’ Land Waikoloa
69-699 Waikoloa Beach Dr, Waikoloa, HI
The price is $356 per night
$356
includes taxes & fees
$302 per night
May 8 - May 9
This resort features 2 outdoor pools, 2 hot tubs, and a restaurant. Bring the family and enjoy the children's pool, waterslide, and kid-friendly dining. Enjoy the gym and perks like free self parking.
Pool
Hot Tub

Hilton Waikoloa Village
69-425 Waikoloa Beach Dr, Waikoloa, HI
Free Cancellation
Reserve now, pay when you stay
The price is $355 per night
$355
includes taxes & fees
$301 per night
May 11 - May 12
A full-service spa, 8 restaurants, and 3 outdoor pools are all featured at this resort. Spend a day at the beach snorkeling, or relax with beach cabanas and sun loungers. There's fun for all ages with a children's pool and a waterslide, and families will appreciate the onsite laundry facilities.
Pool
Hot Tub
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

Magic Sands Beach
4.5/5(436 reviews)
If a restful vacation is part of your travel plans, Magic Sands Beach might be the perfect place to seek out during your trip to Kailua-Kona. Amble around the area's seaside or seek out the snorkeling spots.

Kailua Pier
Find out about the history of Kailua-Kona with a stop at Kailua Pier. Stroll along the beautiful beaches or discover the area's beautiful sunsets.

Kahalu'u Beach Park
4.5/5(572 reviews)
Snorkel with tropical fish and swim with sea turtles at this great dive location.
Photos of local treasures
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