Book Holiday Homes in Lanai City

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Featured Holiday Homes in Lanai City

The #1 Luxury OCEAN FRONT Mansion!  Sleeps 32

The #1 Luxury OCEAN FRONT Mansion! Sleeps 32

lahina HI
When you stay at this vacation home in Honokowai, you'll be on the beach, within a 10-minute drive of Whalers Village and Kaanapali Beach.
Opens in a new windowThe #1 Luxury OCEAN FRONT Mansion! Sleeps 32
Lana’i Oasis and Gem, The Artist's House

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

Lanai HI
The price is AU$1,160 per night from 15 Apr to 16 Apr
AU$1,160
15 Apr - 16 Apr
includes taxes & fees
With a stay at this vacation home in Lanai City, you'll be near the beach, just a 2-minute walk from Munro Trail and 10 minutes by foot from Lanaʻi Culture & ...
Opens in a new windowLana’i Oasis and Gem, The Artist's House
100-4 Island living at its best!!

100-4 Island living at its best!!

Lahaina HI
With a stay at this vacation home, you'll be centrally located in Lahaina, within a 15-minute drive of Whalers Village and Lahaina Pali Trail.
Opens in a new window100-4 Island living at its best!!
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272-1 Large oceanfront home- fully air conditioned, 25 feet from the water

272-1 Large oceanfront home- fully air conditioned, 25 feet from the water

Lahaina HI
With a stay at this vacation home, you'll be centrally located in Lahaina, within a 15-minute drive of Whalers Village and Lahaina Pali Trail.
Opens in a new window272-1 Large oceanfront home- fully air conditioned, 25 feet from the water
Puamana 272-3 presents a unique opportunity to experience oceanfront.

Puamana 272-3 presents a unique opportunity to experience oceanfront.

Lahaina HI
This vacation home is 4.3 mi (6.9 km) from Kaanapali Beach and 5.4 mi (8.8 km) from Whalers Village.
Opens in a new windowPuamana 272-3 presents a unique opportunity to experience oceanfront.
Holomakani Retreat: Your Ohana's Hale (Home) by Kaanapali Beach

Holomakani Retreat: Your Ohana's Hale (Home) by Kaanapali Beach

Lahaina HI
When you stay at this vacation home in Kaanapali, you'll be next to a golf course, within a 15-minute walk of Kaanapali Beach and Whalers Village.
Opens in a new windowHolomakani Retreat: Your Ohana's Hale (Home) by Kaanapali Beach
Spectacular Oceanfront 4 bedroom 4 bath, AC, pool in tropical oasis.

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

Lahaina HI
With a stay at this vacation home in Lahaina, you'll be on the beach, within a 15-minute drive of Whalers Village and Lahaina Pali Trail.
Opens in a new windowSpectacular Oceanfront 4 bedroom 4 bath, AC, pool in tropical oasis.
Kapalua Golf Villas by KBM Resorts

Kapalua Golf Villas by KBM Resorts

4 out of 5
Lahaina HI
The price is AU$3,043 per night from 30 Apr to 1 May
AU$3,043
30 Apr - 1 May
includes taxes & fees
When you stay at this vacation home in Kapalua, you'll be on the beach, within a 15-minute drive of Whalers Village and Napili Bay.
Opens in a new windowKapalua Golf Villas by KBM Resorts
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 HI
When you stay at this vacation home in Napili, you'll be on the beach, within a 15-minute drive of Whalers Village and Napili Bay.
Opens in a new windowCelebrity Home Across the Street From Beach! Pool With Slide, Pickleball, Gym!
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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 City 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 City vacation homes are the perfect way for you to wing it.

Holiday houses in Lanai City 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 City 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 City adventures, obvs.

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

Accommodation
165 Holiday Homes
Lowest Price
AU$539
Highest Price
AU$3,043
Popular accommodation
The #1 Luxury OCEAN FRONT Mansion! Sleeps 32, Lana’i Oasis and Gem, The Artist's House, 100-4 Island living at its best!!, 272-1 Large oceanfront home- fully air conditioned, 25 feet from the water, Puamana 272-3 presents a unique opportunity to experience oceanfront., Holomakani Retreat: Your Ohana's Hale (Home) by Kaanapali Beach, Spectacular Oceanfront 4 bedroom 4 bath, AC, pool in tropical oasis., Kapalua Golf Villas by KBM Resorts, Celebrity Home Across the Street From Beach! Pool With Slide, Pickleball, Gym!

Top trending hotels in Lanai City

Four Seasons Resort Lanai

Four Seasons Resort Lanai

5 out of 5
1 Manele Bay Road Lanai City HI
The price is AU$1,740 per night from 14 Apr to 15 Apr
AU$1,740
14 Apr - 15 Apr
includes taxes & fees
When you stay at Four Seasons Resort Lanai in Lanai City, you'll be on the beach, just steps from Hulopoe Beach and Kaluakoi Point.
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
With a stay at Sensei Lanai, A Four Seasons Resort in Lanai City, you'll be near the beach, just a 1-minute walk from Lanai Pine Sporting Clays and 13 minutes ...
Opens in a new windowSensei Lanai, A Four Seasons 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 AU$539 per night from 3 May to 4 May
AU$539
3 May - 4 May
includes taxes & fees
With a stay at Royal Lahaina Resort & Bungalows in Kaanapali, you'll be on the beach, within a 15-minute walk of Kaanapali Beach and Black Rock.
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 AU$1,208 per night from 24 Apr to 25 Apr
AU$1,208
24 Apr - 25 Apr
includes taxes & fees
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 Whalers Village.
Opens in a new windowThe Westin Maui Resort & Spa, Ka'anapali
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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.