Book Holiday Homes in Lanai

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Featured Holiday Homes in Lanai

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 beach vacation home in Napili. Enjoy free WiFi, private pools, and a beach locale. Popular attractions Kaanapali Beach and Napili Bay are ...
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
Stay at this vacation home in Lahaina. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Kaanapali Beach and Whalers Village are located ...
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
Book a stay at this beach vacation home in Napili. Enjoy free WiFi, private pools, and a beach locale. Popular attractions Kaanapali Beach and Napili Bay are ...
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
Book a stay at this family-friendly vacation home in Napili. Enjoy private pools, a garden, and laundry facilities. Popular attractions Kaanapali Beach and Napili ...
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
Book a stay at this beach vacation home in Lahaina. Enjoy free WiFi, a beach locale, and laundry facilities. Popular attractions Kaanapali Beach and Whalers ...
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
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 Whalers ...
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
Book a stay at this family-friendly vacation home in Napili. Enjoy free WiFi, private pools, and a garden. Our guests praise the helpful staff in our reviews. ...
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
Book a stay at this family-friendly vacation home in Launiupoko. Enjoy private pools, a fitness center, and a garden. Popular attractions Kaanapali Beach and ...
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
Book a stay at this golf vacation home in Kaanapali. Enjoy free WiFi, private pools, and a garden. Popular attractions Kaanapali Beach and Whalers Village are ...
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 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 vacation homes are the perfect way for you to wing it.

Holiday houses in Lanai 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 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 adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Lanai 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 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 Holiday Homes essential information

Accommodation
116 Holiday Homes
Lowest Price
NZ$563
Highest Price
NZ$2,465
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

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 30 Nov to 1 Dec
NZ$2,465
30 Nov - 1 Dec
includes taxes & fees
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 ...
Opens in a new windowFour Seasons Resort Lanai
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 NZ$565 per night from 28 Nov to 29 Nov
NZ$565
28 Nov - 29 Nov
includes taxes & fees
Stay at this 3.5-star beach resort in Kaanapali. Enjoy free WiFi, a beach locale, and breakfast (surcharge). Our guests praise the helpful staff and the clean ...
Opens in a new windowOUTRIGGER Kaanapali Beach Resort
Royal Lahaina Resort & Bungalows

Royal Lahaina Resort & Bungalows

4 out of 5
2780 Kekaa Dr, Lahaina, HI
Fully refundableReserve now, pay when you stay
The price is NZ$563 per night from 3 Dec to 4 Dec
NZ$563
3 Dec - 4 Dec
includes taxes & fees
Stay at this 4-star beach hotel in Kaanapali. Enjoy free WiFi, 2 outdoor pools, and a full-service spa. Our guests praise the bar and the helpful staff in our ...
Opens in a new windowRoyal Lahaina Resort & Bungalows
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The Westin Maui Resort & Spa, Ka'anapali

The Westin Maui Resort & Spa, Ka'anapali

4.5 out of 5
2365 Kaanapali Pkwy, Lahaina, HI
Fully refundableReserve now, pay when you stay
The price is NZ$1,026 per night from 6 Dec to 7 Dec
NZ$1,026
6 Dec - 7 Dec
includes taxes & fees
Stay at this 4.5-star luxury hotel in Kaanapali. Enjoy 3 outdoor pools, a full-service spa, and 2 restaurants. Our guests praise the helpful staff and the property ...
Opens in a new windowThe Westin Maui Resort & Spa, Ka'anapali
Don't see what you're looking for?
See all available properties in Lanai
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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.