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Kailua Pier Winter Rentals & Holiday Homes
Discover winter rentals Kailua Pier - We found 1320 exact matches
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About Kailua Pier Winter Rental on Rent By Owner
Planning on a winter vacation in Kailua Pier? Discover 1320 places to stay in Kailua Pier, for those traveling with their family, friends, in groups, or for a wedding retreat.
At Rent By Owner, we have a wide range of listings for accommodations in Kailua Pier, HI that are perfect for your winter trip or seasonal escape. Our listings have private vacation homes, cabins, condos, villas, resorts, or pet-friendly apartments that you would love. RBO winter vacation homes have top amenities, including Wi-Fi, heated indoor/outdoor swimming pools, spas, hot tubs, outdoor grills, and cozy fireplaces.
Kailua Pier winter accommodation starts at GB £358, and the most popular properties in Kailua Pier are cabins, bungalows, and rental homes by owner. Planning snowboarding on your next winter vacation? We have many snowboard-friendly ski resorts, chalets, and cabins that are available for you to rent. These rentals are available for both short-term stays and long-term stays, whether you are traveling for a weekend, monthly, or a longer stay, RBO will make your winter trip memorable.
Rent By Owner offers a great deal for travelers planning on renting a place in Kailua Pier, to enjoy these benefits and to book your winter vacation homes, go to RBO filter option, enter your travel date, check the filters to narrow down your property type and amenities, then choose from a long list of our winter vacation rentals without hassle. Our interactive map is also available, to view all places to stay in or around Kailua Pier and unlock even more amazing deals.
Frequently Asked Questions About Kailua Pier Winter Rentals
There are a lot of options in Kailua Pier. If you plan on staying in the Kailua Pier area, consider making a reservation for a few nights at one of these properties as these have been rated the top Winter Rentals in Kailua Pier:
- Prime Oceanfront Kona Reef Vacation Condo - D Building
- Direct Oceanfront Condo: New Remodel, AC, Tidepools, Sunsets, Turtles & Surfers
- 306-AirCon. Upgraded Corner Unit w/Expansive Ocean Views and Extra Large Lanai.
- Oceanfront Penthouse - AC, Crashing Waves, Spectacular Sunsets, Surfers, Turtles
- Kona Reef B34/20% Discount for 2026/Beachfront/Top Floor/Air Con/WiFi
- Oceanfront Condo, 5G Wi-Fi, King Bed, Hot Tub/Pool, Free Parking
- Oceanfront Luxury! - Affordable Oceanfront Condo Now with A/C!
- Oceanfront, Top Floor, Two-Bedroom/Updated including split system AC!
- Kitchen and Bath Remodel! - Ocean Front - Central Air - Featured on Today Show
- Oceanfront Penthouse, As Close As You Can Stay To Ocean, Stunning Views, A/C!
- Ideal Kona location-Spacious 1 Bedroom at WorldMark Kona
- Luxury Kona Mansion - Infinity Pool & Epic Views
- Hale Maluhia Country Inn
- Kailani Vista - 3-Story Oceanfront Home w/Hot Tub, Elevator & Putting Green
See all pet-friendly vacation rentals in Kailua Pier on Rent By Owner