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Find Romantic Hotels in Kaupulehu, Kailua-Kona from $213

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Check availability on Kaupulehu Romantic Hotels

Tonight
Dec 7 - Dec 8
Tomorrow
Dec 8 - Dec 9
Next weekend
Dec 12 - Dec 14
In two weeks
Dec 19 - Dec 21

Top Kaupulehu Romantic Hotels

3 outdoor pools, free cabanas, pool umbrellas
Kona Village, A Rosewood Resort

Kona Village, A Rosewood Resort

5.0 star property
Kaupulehu
9.6 out of 10, Exceptional, (71)
"Very nice"
United States
Yuchen
$1,279 nightly
The price is $1,509
Dec 14 - Dec 15
Total with taxes and fees
Kona Village, A Rosewood Resort
4 bars/lounges, 2 poolside bars, swim-up bar
Four Seasons Resort Hualalai

Four Seasons Resort Hualalai

5.0 star property
Kaupulehu
9.6 out of 10, Exceptional, (475)
"Spa"
United States
Tatsu
$1,373 nightly
The price is $1,618
Dec 18 - Dec 19
Total with taxes and fees
Four Seasons Resort Hualalai
Outdoor pool, cabanas (surcharge), pool umbrellas
Royal Kona Resort

Royal Kona Resort

4.0 star property
Historic Kailua Village
8.2 out of 10, Very Good, (2778)
"We enjoyed our stay"
United States
Dustin Fred
$220 nightly
The price is $259
Dec 9 - Dec 10
Total with taxes and fees
Royal Kona Resort
3 outdoor pools, sun loungers
Hilton Grand Vacations Club Ocean Tower Waikoloa Village

Hilton Grand Vacations Club Ocean Tower Waikoloa Village

4.0 star property
Waikoloa
7.6 out of 10, Good, (1070)
"rooms were clean, grounds were spectacular, staff very helpful and courteous."
United States
Matthew
$232 nightly
The price is $274
Jan 2 - Jan 3, 2026
Total with taxes and fees
Hilton Grand Vacations Club Ocean Tower Waikoloa Village
View from property
Courtyard by Marriott King Kamehameha's Kona Beach Hotel

Courtyard by Marriott King Kamehameha's Kona Beach Hotel

3.5 star property
Historic Kailua Village
8.4 out of 10, Very Good, (1007)
" clean rooms ,great staff"
United States
TIMOTHY
$269 nightly
The price is $317
Dec 17 - Dec 18
Total with taxes and fees
Courtyard by Marriott King Kamehameha's Kona Beach Hotel
2 outdoor pools, open 8:00 AM to 10:00 PM, cabanas (surcharge)
OUTRIGGER Kona Resort & Spa

OUTRIGGER Kona Resort & Spa

4.0 star property
Kahaluu-Keauhou
8.6 out of 10, Excellent, (1005)
"Lovely resort and awesome feast and show "
United States
Gerardo
$290 nightly
The price is $344
Jan 4 - Jan 5, 2026
Total with taxes and fees
OUTRIGGER Kona Resort & Spa
Outdoor dining
2 Bedroom Kona Coffee Farm with Ocean Views in Holualoa

2 Bedroom Kona Coffee Farm with Ocean Views in Holualoa

Holualoa
10.0 out of 10, Exceptional, (95)
"Fantastic accommodation and amazing hosts...so friendly and responsive to every question we had. Would absolutely love to stay here again next time we are on the big island...thank you for providing such a comfortable and unique place to call home for a few nights! (Oh, and the coffee was delicious too!)"
United States
Chris
$233 nightly
The price is $273
Jan 6 - Jan 7, 2026
Total with taxes and fees
2 Bedroom Kona Coffee Farm with Ocean Views in Holualoa
Outdoor pool, cabanas (surcharge), pool umbrellas
Fairmont Orchid Gold Experience

Fairmont Orchid Gold Experience

5.0 star property
Kamuela
9.6 out of 10, Exceptional, (71)
"Outstanding property. "
United States
Earl
$897 nightly
The price is $1,058
Dec 15 - Dec 16
Total with taxes and fees
Fairmont Orchid Gold Experience
Beach nearby, sun loungers, beach towels
Lovely Room. Wir Sprechen Deutsch. Tropical Garden, Quiet

Lovely Room. Wir Sprechen Deutsch. Tropical Garden, Quiet

Kalaoa
9.0 out of 10, Wonderful, (18)
"It was an excellent place to stay once again - very comfortable. Nanette, thank you for being such a wonderful host!"
United States
Alex B.
$184 nightly
The price is $213
Dec 10 - Dec 11
Total with taxes and fees
Lovely Room. Wir Sprechen Deutsch. Tropical Garden, Quiet
Beach nearby, sun loungers, beach towels
Wir sprechen Deutsch. Lovely studio with kitchenette, spacious lanai,TV and WiFi

Wir sprechen Deutsch. Lovely studio with kitchenette, spacious lanai,TV and WiFi

Kalaoa
8.6 out of 10, Excellent, (16)
"Crazy rooster crowing all night"
United States
Carol
$216 nightly
The price is $251
Dec 16 - Dec 17
Total with taxes and fees
Wir sprechen Deutsch. Lovely studio with kitchenette, spacious lanai,TV and WiFi
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.
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Top Kaupulehu Hotel Reviews

Fairmont Orchid

Fairmont Orchid

10/10 Excellent
"very nice"
Matthias Johannes 9-night trip
Posted 2 days ago
Fairmont Orchid

Frequently asked questions

Searching for romantic hotels in Kaupulehu?
If you and your partner need a romantic vacation, we've got just the thing. Our guests also enjoy Kaupulehu for its beaches and island views. If you'd like to explore some of the area's notable sights, you might make a stop by Kailua-Kona Beaches, Four Seasons Resort Hualalai Golf Course, or Kua Bay. If you're interested in staying near a particular destination, you can sort by neighborhood or distance to top sights, so you and your partner will get to see everything on your list.
When is the best time of year for a romantic getaway to Kaupulehu?
If you're hoping to get lost in the rain on your romantic getaway, check out these details about year-round temperatures in Kaupulehu: The hottest months are usually August and September with an average temp of 75°F, while the coldest months are January and February with an average of 70°F. The rainiest months in Kaupulehu are August, June, July, and May, with each month seeing an average of 11 inches of rainfall.
What is there to do in Kaupulehu?
There's nothing better than experiencing a new place with your sweetheart, so consider checking out all that Kaupulehu has to offer. Couples looking to see some of the area's natural features will enjoy Kaupulehu for its beaches and island views. You might think about stopping by Kailua-Kona Beaches, Four Seasons Resort Hualalai Golf Course, or Kua Bay while you're seeing the sights.
What's the best way to get to Kaupulehu and around town during my romantic getaway?
These transportation options in Kaupulehu might help your romantic getaway go off without a hitch: Make your way to Kaupulehu with a flight to Kona Intl. Airport (KOA), which is the closest major airport located 6.5 mi (10.4 km) from the city center. If you'd like to explore around the area, consider renting a car to take in more sights.

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