Book Holiday Homes in Lanai

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Featured Holiday Homes in Lanai

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

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

Lahaina HI
Stay at this holiday home in Lahaina. Enjoy free Wi-Fi, 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!
OCEANFRONT PUAMANA 136-1 - FUN IN THE SUN!

OCEANFRONT PUAMANA 136-1 - FUN IN THE SUN!

Lahaina HI
Stay at this family-friendly holiday home in Lahaina. Enjoy free Wi-Fi, 2 outdoor pickleball courts and a garden. Popular attractions Kaanapali Beach and Whalers ...
Opens in a new windowOCEANFRONT PUAMANA 136-1 - FUN IN THE SUN!
Spectacular, fully renovated 3-Bedroom Oceanfront Townhome in Kahana

Spectacular, fully renovated 3-Bedroom Oceanfront Townhome in Kahana

Lahaina HI
Stay at this beach holiday home in Kahana. Enjoy free Wi-Fi, a beach locale and a garden. Popular attractions Whalers Village and Kaanapali Beach are located ...
Opens in a new windowSpectacular, fully renovated 3-Bedroom Oceanfront Townhome in Kahana
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Kapalua Golf Villas Resort by KBM

Kapalua Golf Villas Resort by KBM

4 out of 5
Lahaina HI
The price is NZ$4,435 per night from 8 May to 9 May
NZ$4,435
8 May - 9 May
includes taxes & fees
Stay at this holiday home in Kapalua. Enjoy free parking, a beach locale and free food shopping service. Popular attractions Whalers Village and Kaanapali Beach ...
Opens in a new windowKapalua Golf Villas Resort by KBM
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 HI
Stay at this beach holiday home in Napili. Enjoy free Wi-Fi, private pools and a beach locale. Popular attractions Whalers Village and Kaanapali Beach are located ...
Opens in a new windowLegendary 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!

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

Lahaina HI
Stay at this family-friendly holiday home in Napili. Enjoy private pools, a garden and laundry facilities. Popular attractions Whalers Village and Kaanapali ...
Opens in a new windowThe #1 Vacation Rental on Maui!! Steps to Maui's Best Beach! Pickle Ball Ct!
Stunning Views & Tropical Tranquility 429 LS

Stunning Views & Tropical Tranquility 429 LS

Lahaina HI
Stay at this holiday home in Lahaina. Enjoy free Wi-Fi, a garden and laundry facilities. Popular attractions Kaanapali Beach and Whalers Village are located ...
Opens in a new windowStunning Views & Tropical Tranquility 429 LS
Lana’i Oasis and Gem, The Artist's House

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

Lanai HI
Stay at this holiday home in Lanai City. Enjoy free Wi-Fi, a garden and laundry facilities. Popular attractions Munro Trail and Lanaʻi Culture & Heritage Center ...
Opens in a new windowLana’i Oasis and Gem, The Artist's House
Puamana 105-1:  The perfect home base for your family Maui vacation.

Puamana 105-1: The perfect home base for your family Maui vacation.

Lahaina HI
Stay at this beach holiday home in Lahaina. Enjoy free Wi-Fi, a beach locale and a garden. Popular attractions Kaanapali Beach and Whalers Village are located ...
Opens in a new windowPuamana 105-1: The perfect home base for your family Maui vacation.
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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$1,015
Highest Price
NZ$4,435
Popular accommodation
Location, Location.... Just Steps Away from the Ocean!, OCEANFRONT PUAMANA 136-1 - FUN IN THE SUN!, Spectacular, fully renovated 3-Bedroom Oceanfront Townhome in Kahana, Kapalua Golf Villas Resort by KBM, 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!, Stunning Views & Tropical Tranquility 429 LS, Lana’i Oasis and Gem, The Artist's House, Puamana 105-1: The perfect home base for your family Maui vacation.

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$2,044 per night from 16 May to 17 May
NZ$2,044
16 May - 17 May
includes taxes & fees
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 their reviews. ...
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
Stay at this luxury hotel in Lanai City. Enjoy free Wi-Fi, free parking and a golf course. Popular attractions Lanai Pine Sporting Clays and Cavendish Golf Course ...
Opens in a new windowSensei Lanai, A Four Seasons Resort
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$1,405 per night from 8 May to 9 May
NZ$1,405
8 May - 9 May
includes taxes & fees
Stay at this luxury hotel in Kaanapali. Enjoy 3 outdoor pools, a full-service spa and 2 restaurants. Our guests praise the helpful staff and the property condition ...
Opens in a new windowThe Westin Maui Resort & Spa, Ka'anapali
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Hyatt Regency Maui Resort & Spa

Hyatt Regency Maui Resort & Spa

4 out of 5
200 Nohea Kai Dr Lahaina HI
Fully refundableReserve now, pay when you stay
The price is NZ$1,015 per night from 12 May to 13 May
NZ$1,015
12 May - 13 May
includes taxes & fees
Stay at this beach resort in Kaanapali. Enjoy free Wi-Fi, 6 outdoor pools and a full-service spa. Our guests praise the helpful staff and the property condition ...
Opens in a new windowHyatt Regency Maui Resort & Spa
Don't see what you're looking for?
See all available properties in Lanai
View all properties
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.

Top Picks

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^Subject to availability and chosen travel dates.