Lanai City holiday lettings

We found 157 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:

  • 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)
  • Manele Golf Course (6.3 mi / 10.2 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)
  • Baby Beach (16.1 mi / 25.9 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)

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, Hawaii, a popular area to stay is in close proximity to the charming downtown district. This area offers a delightful mix of local shops, restaurants, and cultural experiences, making it an ideal base for exploring the island. You will find a variety of properties available, ranging from quaint cottages to more spacious options, which cater to different preferences and group sizes.

One of the top attractions in this area is the Lanai Culture & Heritage Centre, where visitors can delve into the rich history and traditions of the island. Additionally, the nearby Munro Trail offers stunning views and a lovely opportunity for outdoor enthusiasts to experience the island's natural beauty.
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, the area around Hulopoe Beach is particularly appealing. This stunning beach is famous for its clear waters and excellent snorkelling opportunities, making it a prime spot for beach lovers. Many properties in this region offer amenities such as spacious outdoor decks, private pools, and full kitchens, ensuring a comfortable stay for families or groups.

Additionally, the nearby Manele Bay area boasts luxurious holiday rentals that often feature stunning ocean views and easy access to the beach. Many of these accommodations come with modern conveniences, such as air conditioning, high-speed internet, and outdoor grills, superb for enjoying meals al fresco while soaking in the beautiful Hawaiian sunsets.

For those looking to explore further, Lanai City provides a charming, laid-back atmosphere with local shops and restaurants, allowing visitors to immerse themselves in the island's culture. Hiking trails in the adjacent Lanai State Forest Reserve offer opportunities for adventure, with some rentals providing access to outdoor gear and equipment for a fun-filled day in nature.
What is the most popular type of holiday rental accomodation in Lanai City?
In Lanai City, holiday houses are the most popular type of holiday rental, with about 12 available in the area. These homes typically feature spacious interiors, multiple bedrooms, fully equipped kitchens, and outdoor spaces for enjoying the pleasant Hawaiian climate. Additionally, there are several condos and cottages that provide alternative accommodation options. Condos often come with amenities such as swimming pools and fitness centres, while cottages can offer a more quaint, intimate atmosphere.
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 area boasts charming properties that often feature spacious living rooms, fully equipped kitchens, and outdoor areas where families can unwind and enjoy the beautiful Hawaiian weather.

Visitors will appreciate amenities such as air conditioning, Wi-Fi, and laundry facilities, ensuring a comfortable and convenient stay. The locale is close to points of interest like the Lanai Culture & Heritage Centre, where families can learn about the island's rich history, and the stunning beaches nearby, great for sandcastle building and swimming.
Can I rent a holiday home with a pool or hot tub in Lanai City?
In Lanai City, there are several holiday homes available for rent that feature pools and hot tubs. This tranquil Hawaiian destination offers a unique blend of natural beauty and relaxation, making it an ideal spot for a getaway. Many of these properties come with amenities such as private pools, spacious outdoor areas, and fully equipped kitchens, allowing guests to enjoy both comfort and convenience during their stay.

Travellers can expect to find accommodations with lush gardens and terraces, great for soaking up the island's sunshine. Additionally, some rentals may provide easy access to local attractions, including stunning beaches and hiking trails, ensuring a fulfilling experience in this serene setting.
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 any remote work holiday rentals in Lanai City?
In Lanai City, there are some remote work holiday rentals available, with around 16 options to choose from. The properties typically provide essential amenities such as free Wi-Fi in rooms, ensuring that guests can stay connected while enjoying their tropical getaway. Many rentals also come with spacious living areas, comfortable workspaces, and kitchen facilities, making it convenient for those who wish to blend work with leisure.

The charm of Lanai City lies in its unique blend of natural beauty and local culture. Guests can explore nearby points of interest like the historic Lanai City Square, where they can find local shops and restaurants. Additionally, the island offers stunning landscapes and outdoor activities, including hiking trails and beautiful beaches. 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, holiday rentals commonly feature amenities that enhance the comfort and convenience of travellers. Most properties include a fully equipped kitchen, allowing guests to prepare their meals with ease. Many rentals also come with a deck or patio, superb for enjoying the stunning views and warm Hawaiian evenings. Additional amenities often include onsite parking for those with vehicles, and some properties may even provide a blender for making refreshing smoothies or cocktails.
When is the best time to visit Lanai City for a holiday rental?
The peak season for visiting Lanai City is from May to July, with July being particularly popular among holidaymakers. During this time, the island buzzes with activity as visitors enjoy its stunning beaches, hiking trails, and unique cultural experiences. The warm tropical climate, with temperatures typically ranging from 24 to 31 degrees Celsius, provides a great backdrop for outdoor adventures and relaxation.

For those who prefer a quieter experience, November is an excellent month to consider. While it falls outside the high tourist season, November still offers pleasant weather and a chance to enjoy the island's beauty without the crowds. You can explore the enchanting landscapes, visit the historic sites, and perhaps indulge in some local cuisine at a leisurely pace.
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.
What are the top attractions in Lanai City?
In Lanai City, visitors can take part in the unique charm of this small Hawaiian town. One of the top attractions is the charming Lanai Culture & Heritage Centre, where you can learn about the island's history and culture through various exhibits and displays. The nearby Dole Park is a lovely spot for a picnic, featuring beautiful landscapes and shaded areas to relax.

For outdoor enthusiasts, the surrounding areas offer stunning natural beauty, such as the lush landscapes of the Munro Trail, which provides breathtaking views of the island and the neighbouring islands. Additionally, the nearby Lanai Pineapple Express is a fun way to explore the island's scenic terrain.

While not directly in Lanai City, the stunning beaches of Hulopoe Bay are just a short drive away, offering opportunities for swimming, snorkeling, and enjoying the picturesque coastal scenery.
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 cabin or a beach house, you can turn your space into a standout destination, become a host and let Vrbo handle the heavy lifting to help you thrive.

Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.
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.
What is VrboCare™ and how does it work?
Vrbo's mission is to help guests relax, reconnect, and enjoy precious time together. With VrboCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable.

If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
What can I expect from Vrbo customer service and VrboCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to support you every step of the way.

Vrbo also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
Can I plan a group trip on Vrbo?
Vrbo's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favorites, and build the perfect itinerary together.

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