Book Holiday Homes in Lanai City

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Featured Holiday Homes in Lanai City

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
When you stay at this vacation home in Napili, you'll be on the beach, within a 15-minute drive of Napili Bay and Whalers Village.
Opens in a new windowCelebrity Home Across the Street From Beach! Pool With Slide, Pickleball, Gym!
Location, Location.... Just Steps Away from the Ocean!

Location, Location.... Just Steps Away from the Ocean!

Lahaina
With a stay at this vacation home, you'll be centrally located in Lahaina, within a 15-minute drive of Whalers Village and Black Rock.
Opens in a new windowLocation, Location.... Just Steps Away from the Ocean!
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
When you stay at this vacation home in Napili, you'll be on the beach, within a 15-minute drive of Napili Bay and Whalers Village.
Opens in a new windowLegendary Estate 50 Steps to Maui’s Best Beach! New! 5 Bedroom, Pool With Slide!
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The #1 Vacation Rental on Maui!!  Steps to Maui's Best Beach! Pickle Ball Ct!

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

Lahaina
When you stay at this vacation home in Napili, you'll be by the sea, within a 15-minute drive of Napili Bay and Whalers Village.
Opens in a new windowThe #1 Vacation Rental on Maui!! Steps to Maui's Best Beach! Pickle Ball Ct!
Elegant Oceanfront – Beautiful Remodel - Puamana 254-1.

Elegant Oceanfront – Beautiful Remodel - Puamana 254-1.

Lahaina
With a stay at this vacation home in Lahaina, you'll be on the beach, within a 15-minute drive of Whalers Village and Lahaina Pali Trail.
Opens in a new windowElegant Oceanfront – Beautiful Remodel - Puamana 254-1.
The #1 Luxury OCEAN FRONT Mansion!  Sleeps 32

The #1 Luxury OCEAN FRONT Mansion! Sleeps 32

lahina
When you stay at this vacation home in Honokowai, you'll be on the beach, within a 10-minute drive of Kaanapali Beach and Whalers Village.
Opens in a new windowThe #1 Luxury OCEAN FRONT Mansion! Sleeps 32
Spectacular Ocean View. Close to Beaches & Shopping Plaza. Large Pool & Spa

Spectacular Ocean View. Close to Beaches & Shopping Plaza. Large Pool & Spa

Lahaina
Located in Napili, this vacation home is within a 15-minute drive of Napili Bay and Whalers Village.
Opens in a new windowSpectacular Ocean View. Close to Beaches & Shopping Plaza. Large Pool & Spa
Privacy In Paradise - Top Rated Vacation Home in West Maui

Privacy In Paradise - Top Rated Vacation Home in West Maui

Lahaina
With a stay at this vacation home in Launiupoko, you'll be near the beach, within a 15-minute drive of Kaanapali Beach and Launiupoko Beach Park.
Opens in a new windowPrivacy In Paradise - Top Rated Vacation Home in West Maui
HALE NUI Luxury Retreat 5BD w Private Pool Hot Tub

HALE NUI Luxury Retreat 5BD w Private Pool Hot Tub

Lahaina
When you stay at this vacation home in Kaanapali, you'll be next to a golf course, a 4-minute drive from Whalers Village and 6 minutes from Kaanapali Beach.
Opens in a new windowHALE NUI Luxury Retreat 5BD w Private Pool Hot Tub
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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
152 Holiday Homes
Lowest Price
AU$499
Highest Price
AU$2,051
Popular accommodation
Celebrity Home Across the Street From Beach! Pool With Slide, Pickleball, Gym!, Location, Location.... Just Steps Away from the Ocean!, Legendary Estate 50 Steps to Maui’s Best Beach! New! 5 Bedroom, Pool With Slide!, The #1 Vacation Rental on Maui!! Steps to Maui's Best Beach! Pickle Ball Ct!, Elegant Oceanfront – Beautiful Remodel - Puamana 254-1., The #1 Luxury OCEAN FRONT Mansion! Sleeps 32, Spectacular Ocean View. Close to Beaches & Shopping Plaza. Large Pool & Spa, Privacy In Paradise - Top Rated Vacation Home in West Maui, HALE NUI Luxury Retreat 5BD w Private Pool Hot Tub

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 AU$2,051 per night from 21 Nov to 22 Nov
AU$2,051
21 Nov - 22 Nov
includes taxes & fees
When you a stay at Four Seasons Resort Lanai in Lanai City, you'll be on the beach, just steps from Hulopoe Beach and Kaluakoi Point.
Opens in a new windowFour 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
With a stay at Sensei Lanai, A Four Seasons Resort in Lanai City, you'll be near the beach, just a 1-minute walk from Lanai Pine Sporting Clays and 13 minutes ...
Opens in a new windowSensei Lanai, A Four Seasons Resort
Hotel Lanai

Hotel Lanai

2 out of 5
828 Lanai Ave, Lanai City, HI
Fully refundableReserve now, pay when you stay
The price is AU$777 per night from 14 Nov to 15 Nov
AU$777
14 Nov - 15 Nov
includes taxes & fees
With a stay at Hotel Lanai in Lanai City, you'll be a 5-minute walk from Lanaʻi Culture & Heritage Center and 6 minutes by foot from Munro Trail.
Opens in a new windowHotel Lanai
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OUTRIGGER Kaanapali Beach Resort

OUTRIGGER Kaanapali Beach Resort

3.5 out of 5
2525 Kaanapali Parkway, Lahaina, HI
Fully refundableReserve now, pay when you stay
The price is AU$499 per night from 29 Nov to 30 Nov
AU$499
29 Nov - 30 Nov
includes taxes & fees
With a stay at OUTRIGGER Kaanapali Beach Resort in Kaanapali, you'll be on the beach, within a 10-minute walk of Kaanapali Beach and Black Rock.
Opens in a new windowOUTRIGGER Kaanapali Beach Resort
Don't see what you're looking for?
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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.