Find Hawaii Island Hotels with Adjoining Rooms from S$277

  • Plan, book, stay with confidence
  • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Top Hotels with connecting rooms in Hawaii Island

The Westin Hapuna Beach Resort

4.0 star property
8.6 out of 10, Excellent, (1009)
"The hotel and beach are so nice! Snorkeling on the left side of the beach along the coast was the best we experienced on the big island or Kauai. My only regret is that we stayed and snorkeled here first and so my expectations were set extremely high. Nothing compared! A must stay. "
The price is S$1,001
includes taxes & fees
1 Dec - 2 Dec
The Westin Hapuna Beach Resort

Castle Hilo Hawaiian Hotel

3.5 star property
8.4 out of 10, Very good, (1098)
"A very unique place with an excellent view and very convenient for any activities. "
The price is S$300
includes taxes & fees
26 Nov - 27 Nov
Castle Hilo Hawaiian Hotel

Castle Waimea Country Lodge

2.5 star property
7.0 out of 10, Good, (486)
"This place is terrific! Nice outdoor dining and seating areas, very clean, kitchenette is a nice touch. Rooms were very pretty and spacious. What lovely surprise! Waimea is a fun little town and gave us a different area to explore. Highly recommended."
Castle Waimea Country Lodge

Dolphin Bay Hotel

2.5 star property
9.2 out of 10, Wonderful, (595)
"The rains definitely started to fall two days into our 3 day visit to Hilo and we desired to move from our relatively off-grid Hipcamp (which we loved!) into an actual hotel room with amenities. Dolphin Bay has been a bucket list hotel for me and sure enough, I checked Hotels.com to see if they had a room on the fly and they did! and one with a kitchen...PERFECT! Chrissy was so friendly and welcomed us and told us about things to see locally. The kitchen was immaculate and well set up. We...
The price is S$284
includes taxes & fees
26 Nov - 27 Nov
Dolphin Bay Hotel

Grand Naniloa Hotel Hilo - a Doubletree by Hilton

4.0 star property
8.2 out of 10, Very good, (1230)
"Staff was excellent, easy to get to. love the valet service. "
The price is S$277
includes taxes & fees
1 Dec - 2 Dec
Grand Naniloa Hotel Hilo - a Doubletree by Hilton

Hilton Waikoloa Village

4.0 star property
8.2 out of 10, Very good, (1014)
"The property was great. We arrived early and was able to check in and get into our room prior to arrival. The room was great, just wish they had microwaves inside the unit. But there was a microwave a short walk away. Overall, we enjoyed the property and the views were amazing. We enjoyed watching the dolphins in the morning, and the ocean view was amazing. I’m glad we stayed here, and we will be back again. "
The price is S$411
includes taxes & fees
3 Dec - 4 Dec
Hilton Waikoloa Village

Holiday Inn Express Hotel & Suites Kailua-Kona, an IHG Hotel

2.5 star property
8.4 out of 10, Very good, (1001)
"Clean and very comfortable. Really good breakfast. Very courteous and understanding staff. Two blocks from old town. Two negatives: Limited parking (but, still, $10/night nevertheless). (Very) slow elevator."
The price is S$372
includes taxes & fees
29 Nov - 30 Nov
Holiday Inn Express Hotel & Suites Kailua-Kona, an IHG Hotel

Hilton Grand Vacations Club Kings’ Land Waikoloa

4.0 star property
9.2 out of 10, Wonderful, (1011)
"Fantastic stay with our family. All staff were very kind and helpful. Beautiful sites around to do throughout day. Pool was amazing for kids and adults Thank you!! Highly recommended to others and will definitely return . "
The price is S$388
includes taxes & fees
1 Dec - 2 Dec
Hilton Grand Vacations Club Kings’ Land Waikoloa

Hilton Grand Vacations Club Kohala Suites Waikoloa

3.5 star property
9.2 out of 10, Wonderful, (275)
"Great "
The price is S$514
includes taxes & fees
8 Dec - 9 Dec
Hilton Grand Vacations Club Kohala Suites Waikoloa

Kona Hawaii Guesthouse

2.5 star property
4.6 out of 10, (48)
"Great place to stay, very homely, John is the best he kept me updated with near events and fruits around the complex. I recommend taking advantage of the aloha at a affordable rate with an ocean view. Think minimal & simple. "
Kona Hawaii Guesthouse
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.
Don't see what you're looking for?
See all available properties in Hawaii Island
Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.

Frequently asked questions

Why book your hotel with connecting rooms in Hawaii Island with Expedia?
Getaways with the family shouldn’t be complicated, so if you’re seeking hotels with connecting rooms at an affordable price, Expedia has got your back. Keep costs down and go for a low-cost motel with connecting rooms, or book a 5-star hotel and pamper your loved ones. Take advantage of our search filters to find a stay in Hawaii Island that suits you best.
How can I find cheap hotels with connecting rooms in Hawaii Island?
Expedia can help you narrow your search for cheap hotels with connecting rooms in Hawaii Island. To book a fantastic stay in a matter of clicks, try out our handy filter tool to refine your search by amenities, budget and star rating.