Lanai City holiday lettings

We found 126 holiday rentals — enter your dates for availability

Discover a selection of holiday rentals in Lanai City that are perfect for your trip. Whether you're staying in a holiday rental with family or friends, you'll have the amenities that you expect and more, which might include Wi-Fi and a pool. You'll be able to choose a property to rent for everyone's needs, including places that are non-smoking or accessible.
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Take in the beachside beauty of Lanai City

The beaches and other outdoor surroundings create an inviting atmosphere in Lanai City. Travellers to this romantic city praise the restaurants, golfing and snorkelling. If you need more space to accommodate a family holiday or a trip with friends, rental homes often come with separate dining areas and spacious living rooms.

Sightseeing in and around Lanai City

Do you want to find things to do while you're in town? Although it can be tempting to stay in your comfortable holiday rental, you'll want to check out everything that makes Lanai City a one-of-a-kind holiday spot. These are some of the major attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

  • Manele Golf Course (6.3 mi / 10.2 km)
  • Kaanapali Golf Courses (16.6 mi / 26.6 km)
  • Kaanapali Kai Course at Kaanapali Golf Resort (16.6 mi / 26.7 km)
  • Kapalua Golf Resort Bay Course (20.8 mi / 33.4 km)
  • Kapalua Resort (20.9 mi / 33.6 km)
  • Lanai Pine Sporting Clays (0.8 mi / 1.3 km)

Exploring the natural features in Lanai City

Travellers enjoy Lanai City for its beaches and island views. Whether you're an adventurous traveller or just want to appreciate the scenery, you'll be sure to find the perfect setting for your holiday in Lanai City. Here are a few of the area's most enchanting sights, all within 30 miles (48.2 km) of the city centre:

  • Kaanapali Beach (16.2 mi / 26.1 km)
  • Manele Bay (6.8 mi / 10.9 km)
  • Black Rock (16.5 mi / 26.5 km)
  • Hanakaoo Beach Park (16.5 mi / 26.6 km)
  • Kahekili Beach (16.9 mi / 27.3 km)
  • Puamana Beach Park (17.2 mi / 27.8 km)

Seasonal weather in Lanai City

If warm-weather activities are high on your list, September, October, August and July are the hottest months to visit, when temperatures average 25°C.

Transport to and around Lanai City

Fly into Lanai City, HI (LNY-Lanai), the closest airport, located 3.1 mi (4.9 km) from the city centre. If you can't find a flight that works for your travel itinerary, you could book a flight to Kapalua, HI (JHM-West Maui), which is 18.8 mi (30.2 km) away.

Frequently asked questions

What is the best area to stay in Lanai City when booking a holiday rental?
When considering a holiday rental in Lanai City, a popular area to stay is the charming and historic downtown district. This area boasts a delightful selection of properties, often featuring unique Hawaiian architecture that reflects the island's rich history. You'll find a range of accommodations, from cosy cottages to more spacious homes, making it a great choice for couples or families alike.

Staying in downtown Lanai City places you in close proximity to several top attractions. The Lanai Culture & Heritage Centre is a must-visit, where you can immerse yourself in the island's fascinating history and learn about its unique cultural practices. Additionally, the nearby Dole Park offers a lovely green space to relax and enjoy the local atmosphere, often hosting community events and gatherings.

Another appealing area to consider is the neighbourhood surrounding the Four Seasons Resort Lanai, which is just a short drive from Lanai City. This area provides easy access to breathtaking beaches, such as Hulopoe Beach, known for its stunning scenery and excellent snorkelling opportunities. While the resort area tends to be more upscale, it also features a variety of holiday rentals that cater to those seeking a more luxurious experience.
How much does it cost to rent a holiday home in Lanai City?
Prices for holiday rentals in Lanai City vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Lanai City to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for Lanai City holiday house rentals?
You can find great discounts on house rentals in Lanai City on Vrbo, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for Last minute bookings, and Early bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Where are the best areas for renting a beach house in Lanai City?
For renting a beach house in Lanai City, Hawaii, travellers should explore the areas along the southern coast of Lanai, particularly near the stunning Hulopoe Beach. This beach is known for its golden sands and crystal-clear waters, making it an ideal spot for sunbathing and swimming. Properties in this vicinity often come with fantastic amenities, including spacious outdoor lanais for al fresco dining, barbecues for cookouts, and easy access to water sports like snorkelling and paddleboarding.

Furthermore, the Manele Bay area offers additional holiday rentals with breathtaking ocean views and proximity to the picturesque Manele Golf Course. Many of these properties feature luxurious touches such as private pools, hot tubs, and gourmet kitchens, suiting families or groups looking for a bit of indulgence during their stay.
What is the most popular type of holiday rental accomodation in Lanai City?
In Lanai City, holiday houses are quite popular, with several options available that provide a spacious and comfortable stay. These properties typically feature multiple bedrooms, fully equipped kitchens, and outdoor spaces where guests can relax and enjoy the island's natural beauty. Additionally, there are several cottages and condos that offer a more intimate setting, ideal for couples or smaller groups. Most of these rentals are located close to local attractions, allowing visitors easy access to the charming town centre and beautiful beaches.
Are there any family house rentals in Lanai City?
In Lanai City, there are several family-friendly house rentals available, making it a delightful choice for those travelling with children. The town has a charming, laid-back atmosphere, and many properties feature spacious living areas, fully equipped kitchens for preparing meals, and outdoor spaces for family gatherings.

Visitors can explore nearby attractions such as the stunning Lanai Cat Sanctuary, where kids can interact with friendly felines, and the serene beaches of Hulopoe Bay, ideal for swimming and snorkelling. Additionally, families can enjoy outdoor activities like hiking the Munro Trail, offering breathtaking views of the island's diverse landscapes.
Can I rent a holiday home with a pool or hot tub in Lanai City?
In Lanai City, Hawaii, there are several holiday homes available for rent that feature pools and hot tubs, making it a delightful destination for those seeking relaxation. The area is known for its stunning natural beauty and tranquil atmosphere, with properties often set against lush landscapes. Travellers can expect amenities such as private pools, hot tubs, spacious outdoor areas for entertaining, and fully equipped kitchens, ideal for preparing meals after a day of exploration.
Can I find long-stay holiday rentals in Lanai City?
A long-stay holiday rental in Lanai City is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your travel dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Are there pet-friendly house rentals in Lanai City?
In Lanai City, there are several pet-friendly house rentals available, making it a great destination for those travelling with furry friends. Many of these properties come equipped with modern amenities, including spacious living areas, fully equipped kitchens, and outdoor spaces where pets can play.
Are there any remote work holiday rentals in Lanai City?
In Lanai City, Hawaii, there are several remote work-friendly holiday rentals available, making it a suitable destination for those looking to blend work and leisure. Many of these properties come equipped with high-speed internet and dedicated workspaces, allowing for a productive environment amidst the stunning natural scenery.

Travellers can expect amenities such as spacious living areas, fully equipped kitchens, and outdoor spaces to enjoy the beautiful Hawaiian weather. Some rentals may also feature access to community pools or gardens, providing a peaceful setting to unwind after a day of work. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Lanai City holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals in Lanai City with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
What are popular rental amenities in Lanai City?
In Lanai City, popular rental amenities include well-equipped kitchens featuring essential appliances like microwaves and dishwashers, as well as cookware, dishware, and utensils for preparing meals. Travellers can also expect coffee makers in their accommodations, allowing for a convenient start to their day. Most holiday rentals provide a comfortable and homely atmosphere, making it easy to unwind after exploring the stunning landscapes and attractions of Lanai.
When is the best time to visit Lanai City for a holiday rental?
The best time to book a holiday rental in Lanai City is during the peak season from May to July. This period is particularly popular among travellers seeking the stunning beaches and lush landscapes of Lanai, making it an ideal choice for those who appreciate quality and convenience in their holiday experiences. With temperatures averaging around 27°C during these months, visitors can enjoy a delightful blend of outdoor activities, from hiking in the breathtaking scenery of the Munro Trail to relaxing on the pristine shores of Hulopoe Beach.

July stands out as the most popular month, drawing in many visitors who are eager to soak up the sun and partake in water sports like snorkelling and paddleboarding. The vibrant atmosphere during this time creates a sense of community among travellers, making it easier to connect with others who share your passion for adventure.

For those considering a more budget-friendly option, November offers a fantastic opportunity to explore Lanai City with fewer crowds. The weather remains pleasant, hovering around 25°C, and visitors can still enjoy the island's natural beauty without the hustle and bustle of peak season.
How early should I book a Lanai City holiday rental?
Book your Lanai City holiday rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your holiday rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
Can I change or cancel my Lanai City home rental booking on Vrbo?
To find Lanai City holiday rentals with free cancellation, just use Vrbo's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Vrbo makes it easy to list, manage, and succeed. Whether it's a cosy flat or a countryside retreat, you can turn your space into a standout destination—become a host and let Vrbo handle the heavy lifting to help you thrive.
Are all fees included in the Lanai City holiday rental prices shown on Vrbo?
Vrbo provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.

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