Book Holiday Homes in Lanai

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Featured Holiday Homes in Lanai

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

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

Lanai
The price is NZ$1,248 per night from 22 Nov to 23 Nov
NZ$1,248
includes taxes & fees
22 Nov - 23 Nov
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
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 ...
The #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
Stay at this vacation home in Napili. Enjoy free WiFi, private pools, and a garden. Popular attractions Kaanapali Beach and Napili Bay are located nearby.
Celebrity Home Across the Street From Beach! Pool With Slide, Pickleball, Gym!
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Private gated home with 300 Foot private beach front, beach toys and much more!

Private gated home with 300 Foot private beach front, beach toys and much more!

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 ...
Private gated home with 300 Foot private beach front, beach toys and much more!
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!
Summit Residence at KAANAPALI VISTA~4500 sf~5B/5.5B Pool/Ocean View~

Summit Residence at KAANAPALI VISTA~4500 sf~5B/5.5B Pool/Ocean View~

Lahaina
Book a stay at this golf vacation home in Kaanapali. Enjoy private pools, a fitness center, and a garden. Popular attractions Kaanapali Beach and Whalers Village ...
Summit Residence at KAANAPALI VISTA~4500 sf~5B/5.5B Pool/Ocean View~
Maui Vacation Home w/Dazzling Oceanfront Views Honu Hale (Turtle House)

Maui Vacation Home w/Dazzling Oceanfront Views Honu Hale (Turtle House)

Lahiana
Book a stay at this beach vacation home in Napili. Enjoy free WiFi, a beach locale, and patios. Popular attractions Kaanapali Beach and Napili Bay are located ...
Maui Vacation Home w/Dazzling Oceanfront Views Honu Hale (Turtle House)
Puamana 167-4. See and hear the ocean 200 feet away! 2 huge 20' x 15' lanais!

Puamana 167-4. See and hear the ocean 200 feet away! 2 huge 20' x 15' lanais!

Lahaina
Book a stay at this beach vacation home in Lahaina. Enjoy free WiFi, private pools, and a beach locale. Popular attractions Kaanapali Beach and Whalers Village ...
Puamana 167-4. See and hear the ocean 200 feet away! 2 huge 20' x 15' lanais!
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
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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
48 Holiday Homes
Lowest Price
NZ$655
Highest Price
NZ$2,413
Popular accommodation
Lana’i Oasis and Gem, The Artist's House, The #1 Luxury OCEAN FRONT Mansion! Sleeps 32, Celebrity Home Across the Street From Beach! Pool With Slide, Pickleball, Gym!, Private gated home with 300 Foot private beach front, beach toys and much more!, Legendary Estate 50 Steps to Maui’s Best Beach! New! 5 Bedroom, Pool With Slide!, Summit Residence at KAANAPALI VISTA~4500 sf~5B/5.5B Pool/Ocean View~, Maui Vacation Home w/Dazzling Oceanfront Views Honu Hale (Turtle House), Puamana 167-4. See and hear the ocean 200 feet away! 2 huge 20' x 15' lanais!, Spectacular, fully renovated 3-Bedroom Oceanfront Townhome in Kahana

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$2,413 per night from 19 Nov to 20 Nov
NZ$2,413
includes taxes & fees
19 Nov - 20 Nov
Book a stay at this 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
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$655 per night from 24 Nov to 25 Nov
NZ$655
includes taxes & fees
24 Nov - 25 Nov
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 ...
Aston Kaanapali Shores
Sheraton Maui Resort & Spa

Sheraton Maui Resort & Spa

4 out of 5
2605 Kaanapali Pkwy, Lahaina, HI
The price is NZ$827 per night from 14 Dec to 15 Dec
NZ$827
includes taxes & fees
14 Dec - 15 Dec
Stay at this 4-star beach resort in Kaanapali. Enjoy a full-service spa, 5 restaurants, and a beach locale. Our guests praise the helpful staff in our reviews. ...
Sheraton Maui Resort & Spa
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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$1,063 per night from 14 Dec to 15 Dec
NZ$1,063
includes taxes & fees
14 Dec - 15 Dec
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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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.