5 Star Hotels in Windward Coast, Hawaii

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Check availability on Windward Coast 5 Star Hotels

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Top Windward Coast 5 Star Hotels

Paradise Bay Resort

3.5 star property
8.8 out of 10, Excellent, (1009)
"This place was absolutely nice to be at. My husband and I shared our honeymoon here and enjoyed how peaceful and quiet it was. Enjoyed the view and loved the nice staff. Every morning they served fresh banana bread that my husband and I absolutely looked forward to every day. Driving anywhere was a bit of a drive BUT totally worth it because the island is absolutely gorgeous and meant we were able to explore more. Before our stay we called to make sure we could get a full list of all the upfront...
The price is €246
includes taxes & fees
10 Feb - 11 Feb
Paradise Bay Resort

Award Winner - Hawaii's Hidden Hideaway - Bed and Breakfast

9.2 out of 10, Wonderful, (65)
"Janice thought of everything. Room was well stocked, private and comfortable. Close to beach and Kailua town center. Enjoyed the stay!"
Award Winner - Hawaii's Hidden Hideaway - Bed and Breakfast

PRIVATE BEACHFRONT RENTAL

10.0 out of 10, Exceptional, (120)
"Perfect set up. Perfect setting. Awesome host. "
PRIVATE BEACHFRONT RENTAL

Kaneohe Bay B&B Waterfront & mountain views galore~saltwater pool

9.6 out of 10, Exceptional, (127)
"It was unforgettable. The house and the view are spectacular. The whole family has been very kind, warm and helpful. While they gave us a space, they helped in anything we asked for without a heartbeat. I would stay here again. Gail and Malia, we appreciate this hospitality so much! "
Kaneohe Bay B&B Waterfront & mountain views galore~saltwater pool

La Bella’s Bed & Breakfast-Honu (Turtle) Suite-Walk to beach-In Kailua (O’ahu)

10.0 out of 10, Exceptional, (6)
"Really enjoyed my stay at La Bella’s serene atmosphere. I felt very welcomed, and Shannon & Gabriel were very helpful what ever the question. Breakfast was heavenly, and every detail in the living space was thought and designed. Definitely coming back !"
La Bella’s Bed & Breakfast-Honu (Turtle) Suite-Walk to beach-In Kailua (O’ahu)

La Bella's Bed and Breakfast-Nai’a Suite-Walk to beach-In Kailua (O’ahu)

10.0 out of 10, Exceptional, (2)
"Great Hosts"
La Bella's Bed and Breakfast-Nai’a Suite-Walk to beach-In Kailua (O’ahu)

Kaaawa Home With Mountain View’s - 30 Day Min

9.8 out of 10, Exceptional, (32)
"I wanted to thank you for the opportunity to stay in your place. I love this home, location and time that we spend there It is amazing place, amazing hosts. You can not wish for anything more."
Kaaawa Home With Mountain View’s - 30 Day Min

Lovely Private Kailua Cottage

10.0 out of 10, Exceptional, (21)
"The cottage was very comfortable and convenient for our stay in Kailua. Many thanks to Tobi and Yvonne for their great hospitality! They thought of everything to make our stay as comfortable as possible. We definitely want to stay again on our next visit to Kailua. 🌺"
Lovely Private Kailua Cottage

Beautiful Kailua Hale Studio

10.0 out of 10, Exceptional, (53)
"We had such a great time here. I am lucky enough to say that I lived in Kailua back in 2021, coming back and staying in a location like this was really lovely! We were close enough to the beach but also so close to town and all of the shops and restaurants that I love, including the grocery store Whole Foods. Everything we needed was provided, the host was absolutely fantastic and even had a really cool Alexa system that answered all of our questions. He was available to answer questions as well...
Beautiful Kailua Hale Studio

Cozy Kaaawa Studio with Mountain Views - 30 Day Min

9.8 out of 10, Exceptional, (25)
"The studio looks just like the pictures. Very comfortable and clean. Nicely maintained landscaping, well equipped, outdoor shower to rinse off the beach sand. Friendly and helpful onsite host. Beautiful view of the Koolau mountains. We will definitely stay here again! Thank you Angelo and Micah. 🏝️"
Cozy Kaaawa Studio with Mountain Views - 30 Day Min

DaLight - A beautiful home in a quiet neighborhood

9.0 out of 10, Wonderful, (2)
"The house is one of the nicest I have stayed in in Kailua. The room was a little warm at night when I was trying to sleep but Adrien (the home owner) told me they have a plan to fix that."
DaLight - A beautiful home in a quiet neighborhood

Hawaii Sheffield House

2.0 star property
Hawaii Sheffield House
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Frequently asked questions

How much does it cost to stay in a 5-star hotel in Windward Coast?
The amount you pay for a 5-star hotel in Windward Coast depends on things such as when you plan to travel and the length of your trip. A top tip for scoring the best deal? Use our pricing filters to check out all of the available hotels for your preferred dates.

  • Search for the lowest price per night

What makes a hotel 5 stars in Windward Coast?
From high-end dining venues and 24/7 fitness centres to swimming pools and deluxe bedding, the 5-star experience in Windward Coast is all about comfort and luxury. But it calls for more than just top-notch amenities to receive a 5-star rating. Accommodation also have to deliver remarkable services like in-room massages, laundry and dry cleaning and 24-hour room service.
Are there any 5-star all-inclusive resorts in Windward Coast?
Our filters are the quickest way to narrow down what you’re looking for. Select “All inclusive” and “5-star” to see the most upscale properties in Windward Coast where your lodging, meals, activities and entertainment are included in the price. At these getaways, your trip is pure leisure from the moment you pull up to the entrance.
Are there any 5-star holiday rentals in Windward Coast?
Although there aren’t any 5-star holiday rentals in Windward Coast on our site, we have a range of properties that promise a fabulous getaway. Find one that suits your style by searching our holiday rentals in Windward Coast.