Book Holiday Homes in Lanai

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Featured Holiday Homes in Lanai

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 Napili Bay.
The #1 Luxury OCEAN FRONT Mansion! Sleeps 32
Maui Vacation Home w/Dazzling Oceanfront Views Honu Hale (Turtle House)

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

Lahiana
When you stay at this vacation home in Napili, you'll be on the beach, within a 15-minute drive of Kaanapali Beach and Napili Bay.
Maui Vacation Home w/Dazzling Oceanfront Views Honu Hale (Turtle House)
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 by the sea, just steps from Napili Bay and Napili Bay Beach.
Celebrity Home Across the Street From Beach! Pool With Slide, Pickleball, Gym!
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THE WHALE HOUSE - POOL & OCEAN VIEWS near BEAUTIFUL KAANAPALI BEACH

THE WHALE HOUSE - POOL & OCEAN VIEWS near BEAUTIFUL KAANAPALI BEACH

Lahaina
When you stay at this vacation home in Kaanapali, you'll be next to a golf course, within a 10-minute drive of Kaanapali Beach and Napili Bay.
THE WHALE HOUSE - 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 AU$1,291 per night from 22 Jan to 23 Jan
AU$1,291
includes taxes & fees
22 Jan - 23 Jan
With a stay at this vacation home in Lanai City, you'll be a 2-minute walk from Munro Trail and 10 minutes by foot from Lanaʻi Culture & Heritage Center.
Lana’i Oasis and Gem, The Artist's House
Secluded Ocean View Napili Home - Sleeps 14

Secluded Ocean View Napili Home - Sleeps 14

Lahaina
When you stay at this vacation home in Napili, you'll be near the beach, within a 15-minute drive of Kaanapali Beach and Napili Bay.
Secluded Ocean View Napili Home - Sleeps 14
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
When you stay at this vacation home in Napili, you'll be by the sea, within a 5-minute walk of Napili Bay and Napili Bay Beach.
The #1 Vacation Rental on Maui!! Steps to Maui's Best Beach!
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
When you stay at this vacation home in Kahana, you'll be on the beach, a 4-minute drive from Napili Bay and 10 minutes from Kaanapali Beach.
Private gated home with 300 Foot private beach front, beach toys and much more!
Beautifully Remodeled 3bedrooms/2bathrooms

Beautifully Remodeled 3bedrooms/2bathrooms

Lahaina
When you stay at this vacation home in Kaanapali, you'll be near the beach, a 5-minute drive from Kaanapali Beach and 8 minutes from Napili Bay.
Beautifully Remodeled 3bedrooms/2bathrooms
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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
46 Holiday Homes
Lowest Price
AU$610
Highest Price
AU$2,505
Popular accommodation
The #1 Luxury OCEAN FRONT Mansion! Sleeps 32, Maui Vacation Home w/Dazzling Oceanfront Views Honu Hale (Turtle House), Celebrity Home Across the Street From Beach! Pool With Slide, Pickleball, Gym!, THE WHALE HOUSE - POOL & OCEAN VIEWS near BEAUTIFUL KAANAPALI BEACH, Lana’i Oasis and Gem, The Artist's House, Secluded Ocean View Napili Home - Sleeps 14, The #1 Vacation Rental on Maui!! Steps to Maui's Best Beach!, Private gated home with 300 Foot private beach front, beach toys and much more!, Beautifully Remodeled 3bedrooms/2bathrooms

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 AU$2,505 per night from 4 Feb to 5 Feb
AU$2,505
includes taxes & fees
4 Feb - 5 Feb
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.
Four Seasons Resort Lanai
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 AU$1,149 per night from 25 Jan to 26 Jan
AU$1,149
includes taxes & fees
25 Jan - 26 Jan
When you stay at The Westin Maui Resort & Spa, Ka'anapali in Kaanapali, you'll be on the beach, just steps from Kaanapali Beach and 5 minutes by foot from Whalers ...
The Westin Maui Resort & Spa, Ka'anapali
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 AU$610 per night from 20 Jan to 21 Jan
AU$610
includes taxes & fees
20 Jan - 21 Jan
When you stay at Aston Kaanapali Shores in Kaanapali, you'll be on the beach, within a 10-minute drive of Kaanapali Beach and Napili Bay.
Aston Kaanapali Shores
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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$737 per night from 19 Feb to 20 Feb
AU$737
includes taxes & fees
19 Feb - 20 Feb
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.
OUTRIGGER Kaanapali Beach Resort
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.