Book Holiday Homes in Molokai

More Flash, Less Cash - Take advantage of our Price Pledge** (even on luxey stays)

We keep it easy with the option to pay now or later on select accommodation

Book up 'til the last second - millions of rooms to crash tonight^

Featured Holiday Homes in Molokai

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 Kaanapali Beach and Whalers Village.
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
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 Black Rock.
Opens in a new window100-4 Island living at its best!!
Save an average of 15% on thousands of hotels when you're signed in
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.
Spectacular Oceanfront 4 bedroom 4 bath, AC, pool in tropical oasis.

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

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

Kapalua Golf Villas by KBM Resorts

4 out of 5
Lahaina HI
The price is AU$2,816 per night from 16 Apr to 17 Apr
AU$2,816
16 Apr - 17 Apr
includes taxes & fees
When you stay at this vacation home in Kapalua, you'll be on the beach, within a 15-minute drive of Napili Bay and Kapalua Beach.
Opens in a new windowKapalua Golf Villas by KBM Resorts
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
When you stay at this vacation home in Napili, you'll be on the beach, just steps from Napili Bay and 12 minutes by foot from Kapalua Beach.
Opens in a new windowLegendary Estate 50 Steps to Maui’s Best Beach! New! 5 Bedroom, Pool With Slide!
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, just steps from Napili Bay and 11 minutes by foot from Kapalua Beach.
Opens in a new windowCelebrity Home Across the Street From Beach! Pool With Slide, Pickleball, Gym!
Don't see what you're looking for?
See all available properties in Molokai
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.

Molokai 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 Molokai vacation homes are the perfect way for you to wing it.

Holiday houses in Molokai 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 Molokai 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 Molokai adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Molokai 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 Molokai 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.

Molokai Holiday Homes essential information

Accommodation
127 Holiday Homes
Lowest Price
AU$422
Highest Price
AU$2,816
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!!, Puamana 272-3 presents a unique opportunity to experience oceanfront., Spectacular Oceanfront 4 bedroom 4 bath, AC, pool in tropical oasis., Holomakani Retreat: Your Ohana's Hale (Home) by Kaanapali Beach, Kapalua Golf Villas by KBM Resorts, Legendary Estate 50 Steps to Maui’s Best Beach! New! 5 Bedroom, Pool With Slide!, Celebrity Home Across the Street From Beach! Pool With Slide, Pickleball, Gym!

Top trending hotels in Molokai

Hotel Moloka'i

Hotel Moloka'i

3 out of 5
1300 Kamehameha V Hwy Kaunakakai HI
Fully refundableReserve now, pay when you stay
The price is AU$422 per night from 1 Apr to 2 Apr
AU$422
1 Apr - 2 Apr
includes taxes & fees
When you stay at Hotel Moloka'i in Kaunakakai, you'll be on the waterfront, within a 5-minute drive of St. Joseph's Catholic Church and Kapuaiwa Coconut ...
Opens in a new windowHotel Moloka'i
Castle at Moloka'i Shores

Castle at Moloka'i Shores

3 out of 5
109 Ala Malama St Kaunakakai HI
Located in Kaunakakai, Castle at Moloka'i Shores is by the ocean, within a 5-minute drive of Molokai Harbor and St. Joseph's Catholic Church.
Opens in a new windowCastle at Moloka'i Shores
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$1,198 per night from 12 Apr to 13 Apr
AU$1,198
12 Apr - 13 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
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 AU$550 per night from 30 Mar to 31 Mar
AU$550
30 Mar - 31 Mar
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
Don't see what you're looking for?
See all available properties in Molokai
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

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