The Best Hotels in Kaupulehu, Kailua-Kona - 2026 Updated Prices

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Our top choices for Kaupulehu hotels

A resort with a swimming pool, lounge chairs, and a view of the ocean.

1. Four Seasons Resort Hualalai

Kaupulehu

Robert

37.246.144 ₫ total

includes taxes & fees

25 Sept - 26 Sept

An outdoor seating area with a fire pit, lounge chairs, and a view of the ocean.

2. Kona Village, A Rosewood Resort

Kaupulehu

Karen

38.331.287 ₫ total

includes taxes & fees

27 Sept - 28 Sept

A modern living room with a sectional sofa, round coffee tables, and potted plants.

3. PACIFIC 19 Kona

Historic Kailua Village, 19.1 km from Kaupulehu

Anthony

6.179.249 ₫ total

includes taxes & fees

29 Sept - 30 Sept

Two wooden chairs with cushions, a small round table, and a stone wall.

4. Mango Sunset Bed and Breakfast

10.1 km from Kaupulehu

Jesse

7.698.287 ₫ total

includes taxes & fees

27 Sept - 28 Sept

A large, circular hotel with multiple floors, surrounded by lush greenery and a pool area.

5. Hilton Grand Vacations Club Ocean Tower Waikoloa Village

16.3 km from Kaupulehu

Isaiah

6.944.527 ₫ total

includes taxes & fees

27 Sept - 28 Sept

A modern lounge area with a sofa, chairs, and a coffee station.

6. Holiday Inn Express Hotel & Suites Kailua-Kona by IHG

Historic Kailua Village, 19.4 km from Kaupulehu

Raquel

6.701.595 ₫ total

includes taxes & fees

28 Sept - 29 Sept

An indoor area with a view of the ocean, stone flooring, wooden furniture, and decorative columns.

7. Royal Kona Resort

Historic Kailua Village, 20.1 km from Kaupulehu

ROBERTA

6.774.636 ₫ total

includes taxes & fees

27 Sept - 28 Sept

A balcony with wicker chairs overlooking a beach area with umbrellas and a dock with boats.

8. Courtyard by Marriott King Kamehameha's Kona Beach Hotel

Historic Kailua Village, 19.2 km from Kaupulehu

Dennis

8.600.017 ₫ total

includes taxes & fees

12 Oct - 13 Oct

A resort pool area with multiple pools, a waterfall, and a wooden bridge.

9. Hilton Grand Vacations Club Kings’ Land Waikoloa

17.9 km from Kaupulehu

Hector

7.500.224 ₫ total

includes taxes & fees

27 Sept - 28 Sept

A resort with a pool, beach, and ocean view.

10. Hilton Waikoloa Village

16.2 km from Kaupulehu

Matt

9.541.130 ₫ total

includes taxes & fees

25 Oct - 26 Oct

A resort with multiple swimming pools, palm trees, and a view of the ocean.

11. Waikoloa Beach Marriott Resort & Spa

15.8 km from Kaupulehu

Robert

12.708.504 ₫ total

includes taxes & fees

26 Sept - 27 Sept

A person sliding down a water slide at a resort with a pool and palm trees in the background.

12. OUTRIGGER Kona Resort & Spa

Keauhou, 28.4 km from Kaupulehu

Anthony

8.555.411 ₫ total

includes taxes & fees

21 Oct - 22 Oct

A beachfront hotel with a stone retaining wall, palm trees, and a view of the ocean at sunset.

13. Aston Kona by the Sea

Holualoa Village, 22 km from Kaupulehu

Leith

13.185.481 ₫ total

includes taxes & fees

14 Oct - 15 Oct

A resort with a large swimming pool, palm trees, and a view of the ocean.

14. Marriott's Waikoloa Ocean Club

15.8 km from Kaupulehu

Michael

14.020.848 ₫ total

includes taxes & fees

26 Sept - 27 Sept

A coastal hotel with balconies, a rocky shoreline, and palm trees.

15. Sea Village

Holualoa Village, 21.2 km from Kaupulehu

Rajesh

6.067.033 ₫ total

includes taxes & fees

4 Oct - 5 Oct

A covered outdoor area with a table and chairs, a ceiling fan, and a view of the ocean.

16. Big Island Retreat

Kahaluu Bay, 26 km from Kaupulehu

Valerie

5.472.220 ₫ total

includes taxes & fees

2 Oct - 3 Oct

A beach with a stone wall, palm trees, and a building with a blue roof.

17. Kailua Studio w/ Pool Access & Garden Views!

Historic Kailua Village, 19.7 km from Kaupulehu

Anonymous traveller

9.696.180 ₫ total

includes taxes & fees

25 Sept - 26 Sept

A balcony with a view of a lush garden and a building with a sloped roof.

18. Charming Pu'ukala Sunset - Near Hiking And Golf 1 Bedroom Home by RedAwning

Kalaoa, 8.3 km from Kaupulehu

12.188.018 ₫ total

includes taxes & fees

25 Sept - 26 Sept

A covered entrance with stone walls, wooden benches, and a central planter.

19. Hilton Grand Vacations Club Kohala Suites Waikoloa

16.8 km from Kaupulehu

Paul

9.111.383 ₫ total

includes taxes & fees

2 Oct - 3 Oct

A tropical garden with palm trees and a view of the ocean.

20. Kona Islander Inn Condos

Historic Kailua Village, 19.7 km from Kaupulehu

Mariya

9.405.219 ₫ total

includes taxes & fees

1 Oct - 2 Oct

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Where to stay in Kaupulehu

Find the best Kaupulehu areas for the activities you enjoy most.

A coastal landscape with clear turquoise waters, rocky outcrops, and dense green vegetation.

Keauhou

A noteworthy feature of Keauhou is its stunning beaches. While you're in town, be sure to stop and check out Keauhou Shopping Center and Keauhou Bay Beach.

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An aerial view of a coastal landscape with a clear sky, a large body of water, and a small island with buildings.

Holualoa Village

While visiting Holualoa Village, you might make a stop by sights like Honl's Beach and Sadie Seymour Botanical Garden.

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A beach with rocky areas, palm trees, and people swimming and walking.

Kahaluu-Keauhou

If you're spending some time in Kahaluu-Keauhou, Keauhou Shopping Center and Keauhou Bay Beach are top sights worth seeing.

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A sunset over the ocean with a tree on the shore.

Historic Kailua Village

Are you interested in stunning beaches, island views and popular shops? A visit to Historic Kailua Village might be the perfect thing. You can also explore top sights like Kona Brewing Company and Kamakahonu Beach.

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A rocky shoreline with clear turquoise water and a clear sky.

Kalaoa

Unique features of Kalaoa include the coffee shops and seaside views. Make a stop by Kaloko-Honokohau National Historical Park or Kailua-Kona Beaches while you're exploring the area.

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Top Kaupulehu Hotel Reviews

Holua Resort

10/10 Excellent

"The setting is excellent. It is very suitable for couples or families staying for either short or long periods, though some of the indoor facilities are relatively old. Overall, the experience is a 9 out of 10."

Hilton Grand Vacations Club Ocean Tower Waikoloa Village

8/10 Good

"Our first room was very clean, nice balcony and seemed to have ac. We returned from lunch to find the ac was not cooling the room. The staff was very helpful in finding us a similar room with just as lovely balcony, working ac and very clean. Our complaint regarding this issue is prior to asking for another room, the front desk was very insistent upon sending a technician to "fix" the ac. We did explain the ac had not cooled the room in several hours but also smelled electrical and we were not comfortable staying in that room. The grounds & pools were extremely clean. Nice views and gorgeous sunsets. Could use caution signs as the stones surrounding the pool area are extremely slippery when wet. My husband had a mishap down some wet stairs and is still recovering from a bruised tailbone. When arriving the valet personnel was helpful when approached. No one on hand to greet us, open doors or take luggage without asking. However, they are very accommodating after the fact. They delivered all our luggage and cooler to our room within minutes of calling for it after checking in. Bed was comfortable as are the pillows. The tram you can take around the property was a bonus, when it was operational. It was only down for half a day during our stay. It's a great way to get cool and relax to your next stop."

Frequently asked questions

What's it like in Kaupulehu?

Kaupulehu is a welcoming neighbourhood that travellers like for its beaches and island views. Make sure that you visit Kailua-Kona Beaches and Four Seasons Resort Hualalai Golf Course as part of your Kaupulehu travel plans.

How many hotels will I find in the Kaupulehu area?

If you're searching for places to stay in Kailua-Kona, Expedia has something to meet your needs with 114 Kaupulehu hotels and other accommodation options to choose from.

If I need to cancel my hotel reservation in Kaupulehu, will I receive a refund?

Yes! Most hotel room reservations are fully refundable if you cancel before the accommodation's cancellation deadline, which often is within 24-48 hours of your scheduled arrival. If you have a reservation that's non-refundable, it might still be possible to cancel it and receive a refund within a 24-hour period of booking. Add dates, click "Search", then filter by "fully refundable" to view top deals in Kaupulehu.

What is there to do in this Kailua-Kona neighbourhood?

Dip your toes in the water at Kailua-Kona Beaches, Manini'owali Beach and Kikaua Point Beach Park while you're in Kaupulehu. You could also plan a visit to Four Seasons Resort Hualalai Golf Course or Kua Bay while you're in the neighbourhood. Kaʻupulehu Cultural Center, King's Pond and Kekaha Kai State Park are just a few of the places to visit in and around Kaupulehu. You might also plan a visit to Makalawena Beach when you're sightseeing in Kailua-Kona.

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Our top choices for Kaupulehu hotels

1. Four Seasons Resort Hualalai

2. Kona Village, A Rosewood Resort

3. PACIFIC 19 Kona

4. Mango Sunset Bed and Breakfast

5. Hilton Grand Vacations Club Ocean Tower Waikoloa Village

6. Holiday Inn Express Hotel & Suites Kailua-Kona by IHG

7. Royal Kona Resort

8. Courtyard by Marriott King Kamehameha's Kona Beach Hotel

9. Hilton Grand Vacations Club Kings’ Land Waikoloa

10. Hilton Waikoloa Village

11. Waikoloa Beach Marriott Resort & Spa

12. OUTRIGGER Kona Resort & Spa

13. Aston Kona by the Sea

14. Marriott's Waikoloa Ocean Club

15. Sea Village

16. Big Island Retreat

17. Kailua Studio w/ Pool Access & Garden Views!

18. Charming Pu'ukala Sunset - Near Hiking And Golf 1 Bedroom Home by RedAwning

19. Hilton Grand Vacations Club Kohala Suites Waikoloa

20. Kona Islander Inn Condos

Where to stay in Kaupulehu

Keauhou

Holualoa Village

Kahaluu-Keauhou

Historic Kailua Village

Kalaoa

Top Kaupulehu Hotel Reviews

Holua Resort

Frequently asked questions

Explore a world of travel with Expedia