2026 Top 10 Hotels with Connecting Rooms in Hawaii Island

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Our top choices for Hawaii Island hotels with connecting rooms

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

A woman sitting on a rocky ledge by a clear, shallow water body with waves crashing nearby.

An aerial view of a resort with a pool, multiple buildings, and a rocky coastline.

A coastal hotel with multiple floors, a curved roof, and a view of the ocean.

1. Royal Kona Resort

Historic Kailua Village

Steve Anthony

RM794

RM1,063 total

includes taxes & fees

20 Oct - 21 Oct

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

An outdoor dining area with tables and chairs, overlooking the ocean.

A resort with a large building, a beach, and a clear blue ocean.

A hotel room with a bed, a desk, and a view of the ocean.

2. Hilton Waikoloa Village

Waikoloa

Dawn

RM1,034

RM1,470 total

includes taxes & fees

21 Oct - 22 Oct

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

A well-maintained golf course with a clear view of the ocean and palm trees.

A terrace with wicker furniture and a round table, overlooking a coastal view with the ocean and palm trees.

A coastal resort with a large pool, multiple buildings, and lush greenery.

3. OUTRIGGER Kona Resort & Spa

Keauhou

Brijes

RM934

RM1,278 total

includes taxes & fees

2 Nov - 3 Nov

An aerial view of a resort with a pool surrounded by lounge chairs, a building with multiple floors, and a rocky shoreline.

A balcony with a glass table and two chairs, overlooking a body of water.

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

A modern lounge with a curved ceiling, a sofa area, and a view of the outdoors.

4. Grand Naniloa Hotel Hilo - a Doubletree by Hilton

Keaukaha

Shawn

RM699

RM1,018 total

includes taxes & fees

25 Oct - 26 Oct

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

A coastal area with a sandy beach, palm trees, and boats on the water.

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

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

5. Waikoloa Beach Marriott Resort & Spa

Waikoloa

"This hotel is a dream! We loved being so close to Anaeho’omalu Bay! It was well maintained, and the staff was extremely helpful! My only main critiques are that the food was overpriced for what it was, and if you book an Expedia room, your room view may get blocked by a tree… All in all though we enjoyed our stay and the property location and would definitely return. The daybeds by the pool are also a great deal imo. In general, we would definitely recommend this hotel."

Hayley

RM1,335

RM1,778 total

includes taxes & fees

10 Nov - 11 Nov

A balcony with wicker chairs facing a river with palm trees, a clear sky, and a distant bridge.

A pool with lounge chairs, surrounded by tropical vegetation and a view of a large body of water.

A spacious lobby with wooden flooring, seating areas, and large windows offering views.

A dining table set with plates, glasses, and cutlery, overlooking a body of water with trees and a distant shoreline.

6. Hilo Hawaiian Hotel, Trademark Collection by Wyndham

Keaukaha

Conrado

RM611

RM870 total

includes taxes & fees

17 Nov - 18 Nov

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

A resort with a beach, palm trees, and a pool.

An aerial view of a resort with a large building, a beach, and clear turquoise water.

A tropical beach with palm trees, clear blue water, and a pathway leading to the shore.

7. Fairmont Orchid

Kohala Coast

Deepak

RM2,363

RM3,048 total

includes taxes & fees

29 Oct - 30 Oct

A spacious atrium with a large circular skylight, a hanging spherical light fixture, and a view of the ocean.

A spacious lobby with a central seating area, large pillars, and a view of the outdoors.

An aerial view of a coastal resort with multiple buildings, a sandy beach, and a clear view of the ocean.

A resort pool with palm trees, beach umbrellas, and lounge chairs.

8. The Westin Hapuna Beach Resort

Kamuela

Larry Michael

RM2,384

RM3,008 total

includes taxes & fees

25 Oct - 26 Oct

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Top Hawaii Island Hotel Reviews

Royal Kona Resort

10/10 Excellent

"The room was clean. The hotel looks a little dated from the outside, but the rooms are nice. The breakfast was large portions and decent enough, but there are better options within walking distance. The resort experience was wasted on me a little, as I hardly used the amenities. I selected this place because it was on the water and I wanted to view/hear the ocean. The view was nice"

Hilton Grand Vacations Club Kings’ Land Waikoloa

10/10 Excellent

"The property is beautiful and the rooms are clean and spacious. We enjoyed our stay and wouldn’t hesitate to book accommodations at this hotel again."

Grand Naniloa Hotel Hilo - a Doubletree by Hilton

10/10 Excellent

"Clean"

Hilo Hawaiian Hotel, Trademark Collection by Wyndham

8/10 Good

"Loved the view of Coconut Island and being able to explore near by. Didn't like the ripped/stained curtains for the lanai. Restraunt was excellent. Vending machine gave us warm sodas and ice machine didnt work majority of the time for the floor we were on."

Holiday Inn Express Hotel & Suites Kailua-Kona by IHG

10/10 Excellent

"Very well maintained."

Frequently asked questions

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How can I find cheap hotels with connecting rooms in Hawaii Island?

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Room 1

Change your mind

Treat yourself

Be picky

Check availability on Hawaii Island Hotels with connecting rooms

Our top choices for Hawaii Island hotels with connecting rooms

1. Royal Kona Resort

2. Hilton Waikoloa Village

3. OUTRIGGER Kona Resort & Spa

4. Grand Naniloa Hotel Hilo - a Doubletree by Hilton

5. Waikoloa Beach Marriott Resort & Spa

6. Hilo Hawaiian Hotel, Trademark Collection by Wyndham

7. Fairmont Orchid

8. The Westin Hapuna Beach Resort

9. Aloha Crater Lodge

10. Mauna Kea Beach Hotel, Autograph Collection

Top Hawaii Island Hotel Reviews

Royal Kona Resort

Hilton Grand Vacations Club Kings’ Land Waikoloa

Grand Naniloa Hotel Hilo - a Doubletree by Hilton

Hilo Hawaiian Hotel, Trademark Collection by Wyndham

Holiday Inn Express Hotel & Suites Kailua-Kona by IHG

Frequently asked questions

Explore a world of travel with Expedia

Hawaii Island Hotels with Adjoining Rooms

Change your mind

Treat yourself

Be picky

Check availability on Hawaii Island Hotels with connecting rooms

Our top choices for Hawaii Island hotels with connecting rooms

1. Royal Kona Resort

2. Hilton Waikoloa Village

3. OUTRIGGER Kona Resort & Spa

4. Grand Naniloa Hotel Hilo - a Doubletree by Hilton

5. Waikoloa Beach Marriott Resort & Spa

6. Hilo Hawaiian Hotel, Trademark Collection by Wyndham

7. Fairmont Orchid

8. The Westin Hapuna Beach Resort

9. Aloha Crater Lodge

10. Mauna Kea Beach Hotel, Autograph Collection

Top Hawaii Island Hotel Reviews

Royal Kona Resort

Hilton Grand Vacations Club Kings’ Land Waikoloa

Grand Naniloa Hotel Hilo - a Doubletree by Hilton

Hilo Hawaiian Hotel, Trademark Collection by Wyndham

Holiday Inn Express Hotel & Suites Kailua-Kona by IHG

Frequently asked questions

Explore a world of travel with Expedia