Thanksgiving, Christmas, and New Year’s are just around the corner. Imagine spending the holidays in the Hawaiian Islands—watching the sunset from your lanai, enjoying warm ocean breezes, and making memories with family and friends. Our Big Island Stays vacation rentals are booking quickly for the holiday season, so now is the time to reserve your preferred home before the best dates are gone.

Whether you are planning a Thanksgiving gathering, a Christmas escape, or a memorable start to the New Year, Big Island Stays offers a selection of professionally managed vacation homes and condominiums along Hawaiʻi Island’s beautiful west coast. From relaxing resort retreats to spacious homes ideal for traveling together, there is a place to make your holiday feel extraordinary.

Our local team is here to help you find the right setting for your stay. Browse available properties, compare your options, and secure your dates while holiday availability remains.

Featured Holiday Stays

Explore a few of our featured properties below.

Kona Makai 3301

Enjoy beautiful ocean views from both lanais in this top-floor condo. Featuring three sleeping areas with king and queen beds, air conditioning, and free Wi-Fi, it’s a comfortable choice for a Hawaiian holiday.

Guests can also enjoy community amenities including a pool, hot tub, fitness room, tennis courts, and oceanfront sunning deck.

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Golf Villas at Mauna Lani J23

Enjoy refined island living in this 2-bedroom, 2-bathroom villa overlooking lush golf course fairways. With central air conditioning, a fully equipped kitchen, and a private grill, it’s a relaxing setting for a Hawaiian getaway.

Guests can unwind at the community pool and hot tub or explore nearby shops and restaurants. It’s a wonderful option for a holiday escape surrounded by the beauty of Mauna Lani.

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Vista Waikoloa B202

Enjoy a spacious, stylish two-bedroom condo in a gated resort community, just a 10-minute walk from Anaehoʻomalu Bay. With 1,236 square feet of living space and an oversized lanai overlooking more than 200 palm trees, this vacation rental offers a relaxing setting for your island getaway.

Guests can enjoy a 75-foot heated lap pool, two hot tubs, a fitness room, and a barbecue pavilion. Inside, you’ll find a fully equipped kitchen, air conditioning, in-unit laundry, and comfortable living spaces ideal for families or friends.

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Waikoloa Beach Villas #O23

Enjoy a relaxing island getaway in this luxury two-bedroom, two-bathroom condo with a spacious lanai overlooking the golf course. The well-equipped kitchen, central air conditioning, and in-unit laundry offer the comforts of home, while the private lanai—with its Viking barbecue grill and wet bar—is perfect for outdoor dining and sunset views.

Guests can enjoy two lagoon-style pools, two hot tubs, a poolside gym, and a barbecue pavilion. The condo is also within walking distance of the beach, Queens’ Marketplace, and Kings’ Shops, making it easy to enjoy nearby dining, shopping, and island activities.

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Your island holiday is waiting. Reserve your stay today.

Explore vacation rentals at BigIslandStays.com

Post Date: 10/28/2026