Book Holiday Homes in Lanai

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Featured Holiday Homes in Lanai

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
Spectacular Sunset and Ocean Views with Pool & Hotbub near Kaanapali Beach

Spectacular Sunset and Ocean Views with Pool & Hotbub near Kaanapali Beach

Lahaina
Book a stay at this family-friendly vacation home in Kaanapali. Enjoy free WiFi, private pools, and a garden. Popular attractions Kaanapali Beach and Whalers ...
Opens in a new windowSpectacular Sunset and Ocean Views with Pool & Hotbub near Kaanapali Beach
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!
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OCEANFRONT PUAMANA 136-1 - FUN IN THE SUN!

OCEANFRONT PUAMANA 136-1 - FUN IN THE SUN!

Lahaina
Book a stay at this family-friendly vacation home in Lahaina. Enjoy free WiFi, 2 outdoor pickleball courts, and a garden. Popular attractions Kaanapali Beach ...
Opens in a new windowOCEANFRONT PUAMANA 136-1 - FUN IN THE SUN!
#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 Whalers ...
Opens in a new window#1 Luxury BEACHFRONT! Pickleball, Sand Volleyball, 2 Gyms, Pool
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
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!
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
Spectacular Oceanfront 4 bedroom 4 bath, AC, pool in tropical oasis.

Spectacular Oceanfront 4 bedroom 4 bath, AC, pool in tropical oasis.

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 windowSpectacular Oceanfront 4 bedroom 4 bath, AC, pool in tropical oasis.
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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$555
Highest Price
NZ$2,486
Popular accommodation
Privacy In Paradise - Top Rated Vacation Home in West Maui, Spectacular Sunset and Ocean Views with Pool & Hotbub near Kaanapali Beach, The #1 Vacation Rental on Maui!! Steps to Maui's Best Beach! Pickle Ball Ct!, OCEANFRONT PUAMANA 136-1 - FUN IN THE SUN!, #1 Luxury BEACHFRONT! Pickleball, Sand Volleyball, 2 Gyms, Pool, The #1 Luxury OCEAN FRONT Mansion! Sleeps 32, Celebrity Home Across the Street From Beach! Pool With Slide, Pickleball, Gym!, HALE NUI Luxury Retreat 5BD w Private Pool Hot Tub, Spectacular Oceanfront 4 bedroom 4 bath, AC, pool in tropical oasis.

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$2,486 per night from 3 Oct to 4 Oct
NZ$2,486
3 Oct - 4 Oct
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
Aston Kaanapali Shores

Aston Kaanapali Shores

3.5 out of 5
3445 Lower Honoapiilani Hwy, Lahaina, HI
Fully refundableReserve now, pay when you stay
The price is NZ$585 per night from 29 Sept to 30 Sept
NZ$585
29 Sept - 30 Sept
includes taxes & fees
Book a stay at this beach aparthotel in Kaanapali. Enjoy 2 outdoor pools, a full-service spa, and a beach locale. Our guests praise the pool and the restaurant ...
Opens in a new windowAston Kaanapali Shores
Aston Maui Kaanapali Villas

Aston Maui Kaanapali Villas

3 out of 5
45 Kai Ala Dr, Lahaina, HI
Fully refundableReserve now, pay when you stay
The price is NZ$613 per night from 2 Oct to 3 Oct
NZ$613
2 Oct - 3 Oct
includes taxes & fees
Book a stay at this beach aparthotel in Kaanapali. Enjoy 2 outdoor pools, a full-service spa, and a beach locale. Our guests praise the helpful staff and the ...
Opens in a new windowAston Maui Kaanapali Villas
Save an average of 15% on thousands of hotels when you're signed in
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$555 per night from 28 Sept to 29 Sept
NZ$555
28 Sept - 29 Sept
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
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.

**Terms and Conditions apply.
^Subject to availability and chosen travel dates.