Book Holiday Homes in Lanai City

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Featured Holiday Homes in Lanai City

272-1 Large oceanfront home- fully air conditioned, 25 feet from the water

272-1 Large oceanfront home- fully air conditioned, 25 feet from the water

Lahaina
Book a stay at this beach vacation home in Lahaina. Enjoy free WiFi, a beach locale, and a garden. Popular attractions Kaanapali Beach and Whalers Village are ...
272-1 Large oceanfront home- fully air conditioned, 25 feet from the water
The #1 Luxury OCEAN FRONT Mansion!  Sleeps 32

The #1 Luxury OCEAN FRONT Mansion! Sleeps 32

lahina
Book a stay at this beach vacation home in Honokowai. Enjoy private pools, a beach locale, and a fitness center. Popular attractions Kaanapali Beach and Black ...
The #1 Luxury OCEAN FRONT Mansion! Sleeps 32
#1 Luxury BEACHFRONT! Pickleball, Sand Volleyball, 2 Gyms, Pool

#1 Luxury BEACHFRONT! Pickleball, Sand Volleyball, 2 Gyms, Pool

2 out of 5
Lahaina
Book a stay at this beach vacation home in Kaanapali. Enjoy private pools, a beach locale, and a fitness center. Popular attractions Kaanapali Beach and Napili ...
#1 Luxury BEACHFRONT! Pickleball, Sand Volleyball, 2 Gyms, Pool
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Celebrity Home Across the Street From Beach! Pool With Slide, Pickleball, Gym!

Celebrity Home Across the Street From Beach! Pool With Slide, Pickleball, Gym!

Lahaina
Book a stay at this family-friendly vacation home in Napili. Enjoy free WiFi, private pools, and a garden. Popular attractions Kaanapali Beach and Napili Bay ...
Celebrity Home Across the Street From Beach! Pool With Slide, Pickleball, Gym!
Spectacular, fully renovated 3-Bedroom Oceanfront Townhome in Kahana

Spectacular, fully renovated 3-Bedroom Oceanfront Townhome in Kahana

Lahaina
Book a stay at this beach vacation home in Kahana. Enjoy free WiFi, a beach locale, and a garden. Popular attractions Kaanapali Beach and Napili Bay are located ...
Spectacular, fully renovated 3-Bedroom Oceanfront Townhome in Kahana
The #1 Vacation Rental on Maui!!  Steps to Maui's Best Beach!

The #1 Vacation Rental on Maui!! Steps to Maui's Best Beach!

Lahaina
Book a stay at this family-friendly vacation home in Napili. Enjoy private pools, a garden, and patios. Popular attractions Kaanapali Beach and Napili Bay are ...
The #1 Vacation Rental on Maui!! Steps to Maui's Best Beach!
Legendary Estate 50 Steps to Maui’s Best Beach! New! 5 Bedroom, Pool With Slide!

Legendary Estate 50 Steps to Maui’s Best Beach! New! 5 Bedroom, Pool With Slide!

Lahaina
Book a stay at this family-friendly vacation home in Kapalua. Enjoy free WiFi, private pools, and a garden. Popular attractions Kaanapali Beach and Napili Bay ...
Legendary Estate 50 Steps to Maui’s Best Beach! New! 5 Bedroom, Pool With Slide!
Private home with POOL & OCEAN VIEWS near BEAUTIFUL KAANAPALI BEACH

Private home with POOL & OCEAN VIEWS near BEAUTIFUL KAANAPALI BEACH

Lahaina
Book a stay at this golf vacation home in Kaanapali. Enjoy private pools, a garden, and patios. Popular attractions Kaanapali Beach and Napili Bay are located ...
Private home with POOL & OCEAN VIEWS near BEAUTIFUL KAANAPALI BEACH
Lana’i Oasis and Gem, The Artist's House

Lana’i Oasis and Gem, The Artist's House

Lanai
The price is NZ$1,361 per night from 10 Mar to 11 Mar
NZ$1,361
includes taxes & fees
10 Mar - 11 Mar
Stay at this vacation home in Lanai City. Enjoy free WiFi, a garden, and tennis courts. Popular attractions Munro Trail and Lanaʻi Culture & Heritage Center ...
Lana’i Oasis and Gem, The Artist's House
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Lanai City Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Lanai City vacation homes are the perfect way for you to wing it.

Holiday houses in Lanai City let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Lanai City in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Lanai City adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Lanai City with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Lanai City vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Lanai City Holiday Homes essential information

Accommodation
134 Holiday Homes
Lowest Price
NZ$1,102
Highest Price
NZ$2,465
Popular accommodation
272-1 Large oceanfront home- fully air conditioned, 25 feet from the water, The #1 Luxury OCEAN FRONT Mansion! Sleeps 32, #1 Luxury BEACHFRONT! Pickleball, Sand Volleyball, 2 Gyms, Pool, Celebrity Home Across the Street From Beach! Pool With Slide, Pickleball, Gym!, Spectacular, fully renovated 3-Bedroom Oceanfront Townhome in Kahana, The #1 Vacation Rental on Maui!! Steps to Maui's Best Beach!, Legendary Estate 50 Steps to Maui’s Best Beach! New! 5 Bedroom, Pool With Slide!, Private home with POOL & OCEAN VIEWS near BEAUTIFUL KAANAPALI BEACH, Lana’i Oasis and Gem, The Artist's House

Top trending hotels in Lanai City

Four Seasons Resort Lanai

Four Seasons Resort Lanai

5 out of 5
1 Manele Bay Road, Lanai City, HI
The price is NZ$2,465 per night from 13 Mar to 14 Mar
NZ$2,465
includes taxes & fees
13 Mar - 14 Mar
Stay at this 5-star luxury resort in Lanai City. Enjoy free parking, 2 outdoor pools, and a full-service spa. Our guests praise the property condition in our ...
Four Seasons Resort Lanai
Sensei Lanai, A Four Seasons Resort

Sensei Lanai, A Four Seasons Resort

5 out of 5
1 Keomoku Hwy, Lanai City, HI
Stay at this 5-star luxury hotel in Lanai City. Enjoy free WiFi, free parking, and a golf course. Popular attractions Lanai Pine Sporting Clays and Cavendish ...
Sensei Lanai, A Four Seasons Resort
The Westin Maui Resort & Spa, Ka'anapali

The Westin Maui Resort & Spa, Ka'anapali

4 out of 5
2365 Kaanapali Pkwy, Lahaina, HI
Fully refundableReserve now, pay when you stay
The price is NZ$1,239 per night from 8 Mar to 9 Mar
NZ$1,239
includes taxes & fees
8 Mar - 9 Mar
Stay at this 4-star beach hotel in Kaanapali. Enjoy 3 outdoor pools, a full-service spa, and 2 restaurants. Our guests praise the helpful staff and the property ...
The Westin Maui Resort & Spa, Ka'anapali
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Hyatt Regency Maui Resort & Spa

Hyatt Regency Maui Resort & Spa

4 out of 5
200 Nohea Kai Dr, Lahaina, HI
Fully refundableReserve now, pay when you stay
The price is NZ$1,102 per night from 13 Mar to 14 Mar
NZ$1,102
includes taxes & fees
13 Mar - 14 Mar
Book a stay at this beach resort in Kaanapali. Enjoy free WiFi, 6 outdoor pools, and a full-service spa. Our guests praise the helpful staff and the property ...
Hyatt Regency Maui Resort & Spa
Don't see what you're looking for?
See all available properties in Lanai City
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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^Subject to availability and chosen travel dates.