Book Holiday Homes in Milolii

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 Milolii

RELAXING, Away-from-it-All home on the water with small Natural Pool

RELAXING, Away-from-it-All home on the water with small Natural Pool

Milolii HI
When you stay at this vacation home in Captain Cook, you'll be on the beach and 12 minutes by foot from Papa Bay.
Opens in a new windowRELAXING, Away-from-it-All home on the water with small Natural Pool
Ocean Beach Home In The Heart Of Authentic Old Hawaii

Ocean Beach Home In The Heart Of Authentic Old Hawaii

Captain Cook HI
With a stay at this vacation home in Captain Cook (Opihihale), you'll be steps from Pebbles Beach and South Kona Beaches.
Opens in a new windowOcean Beach Home In The Heart Of Authentic Old Hawaii
AS SEEN ON HGTV BEACH HUNTERS! Oceanfront, Amazing Whale Watching and Snorkeling

AS SEEN ON HGTV BEACH HUNTERS! Oceanfront, Amazing Whale Watching and Snorkeling

Captain Cook HI
When you stay at this vacation home in Captain Cook, you'll be on the waterfront and 5 minutes by foot from Papa Bay.
Opens in a new windowAS SEEN ON HGTV BEACH HUNTERS! Oceanfront, Amazing Whale Watching and Snorkeling
Save an average of 15% on thousands of hotels when you're signed in
180 Degree Ocean View! Steps to Beach! REDUCED rate May+June 2026

180 Degree Ocean View! Steps to Beach! REDUCED rate May+June 2026

Captain Cook HI
With a stay at this vacation home in Captain Cook (Opihihale), you'll be within a 5-minute walk of Pebbles Beach and South Kona Beaches.
Opens in a new window180 Degree Ocean View! Steps to Beach! REDUCED rate May+June 2026
Ohana house Nature Retreat that is family and pet friendly.

Ohana house Nature Retreat that is family and pet friendly.

Ocean View HI
Located in Ocean View, this vacation home is in the mountains, within a 15-minute drive of Honoma and Coastal Nature Trail.
Opens in a new windowOhana house Nature Retreat that is family and pet friendly.
Spectacular Oceanfront! 20' from the Sea

Spectacular Oceanfront! 20' from the Sea

Captain Cook HI
This family-friendly vacation home is 17.3 mi (27.8 km) from Hawaii Volcanoes National Park and 0.8 mi (1.2 km) from Papa Bay.
Opens in a new windowSpectacular Oceanfront! 20' from the Sea
Relax and Enjoy! Five Star Accommodations at Affordable Rates!

Relax and Enjoy! Five Star Accommodations at Affordable Rates!

Captain Cook HI
With a stay at this vacation home in Captain Cook, you'll be within a 5-minute drive of Paleaku Gardens Peace Sanctuary and Bay View Farm.
Opens in a new windowRelax and Enjoy! Five Star Accommodations at Affordable Rates!
Paradise at Bay View Farms w/ Private Infinity Pool, Hot Tub & Incredible Views

Paradise at Bay View Farms w/ Private Infinity Pool, Hot Tub & Incredible Views

Captain Cook HI
With a stay at this vacation home in Captain Cook, you'll be near the bay, just a 1-minute walk from Bay View Farm and 13 minutes by foot from Painted ...
Opens in a new windowParadise at Bay View Farms w/ Private Infinity Pool, Hot Tub & Incredible Views
Kona Ocean Villa with Pool, Hot Tub

Kona Ocean Villa with Pool, Hot Tub

Captain Cook HI
With a stay at this vacation home in Captain Cook (Opihihale), you'll be within a 15-minute drive of Ka Lae Paakai and Pebbles Beach.
Opens in a new windowKona Ocean Villa with Pool, Hot Tub
Don't see what you're looking for?
See all available properties in Milolii
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.

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

Holiday houses in Milolii 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 Milolii 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 Milolii adventures, obvs.

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

Milolii Holiday Homes essential information

Accommodation
45 Holiday Homes
Lowest Price
AU$282
Highest Price
AU$282
Popular accommodation
RELAXING, Away-from-it-All home on the water with small Natural Pool , Ocean Beach Home In The Heart Of Authentic Old Hawaii, AS SEEN ON HGTV BEACH HUNTERS! Oceanfront, Amazing Whale Watching and Snorkeling, 180 Degree Ocean View! Steps to Beach! REDUCED rate May+June 2026, Ohana house Nature Retreat that is family and pet friendly., Spectacular Oceanfront! 20' from the Sea, Relax and Enjoy! Five Star Accommodations at Affordable Rates! , Paradise at Bay View Farms w/ Private Infinity Pool, Hot Tub & Incredible Views, Kona Ocean Villa with Pool, Hot Tub

Top trending hotels in Milolii

Dragonfly Ranch

Dragonfly Ranch

3 out of 5
84-5146 Keala O Keawe Road Captain Cook HI
Fully refundableReserve now, pay when you stay
The price is AU$282 per night from 17 May to 18 May
AU$282
17 May - 18 May
includes taxes & fees
Located in Captain Cook, Dragonfly Ranch is within a 5-minute drive of Painted Church and Bay View Farm.
Opens in a new windowDragonfly Ranch
RELAXING, Away-from-it-All home on the water with small Natural Pool

RELAXING, Away-from-it-All home on the water with small Natural Pool

Milolii HI
When you stay at this vacation home in Captain Cook, you'll be on the beach and 12 minutes by foot from Papa Bay.
Opens in a new windowRELAXING, Away-from-it-All home on the water with small Natural Pool
AS SEEN ON HGTV BEACH HUNTERS! Oceanfront, Amazing Whale Watching and Snorkeling

AS SEEN ON HGTV BEACH HUNTERS! Oceanfront, Amazing Whale Watching and Snorkeling

Captain Cook HI
When you stay at this vacation home in Captain Cook, you'll be on the waterfront and 5 minutes by foot from Papa Bay.
Opens in a new windowAS SEEN ON HGTV BEACH HUNTERS! Oceanfront, Amazing Whale Watching and Snorkeling
Save an average of 15% on thousands of hotels when you're signed in
Ocean Beach Home In The Heart Of Authentic Old Hawaii

Ocean Beach Home In The Heart Of Authentic Old Hawaii

Captain Cook HI
With a stay at this vacation home in Captain Cook (Opihihale), you'll be steps from Pebbles Beach and South Kona Beaches.
Opens in a new windowOcean Beach Home In The Heart Of Authentic Old Hawaii
Don't see what you're looking for?
See all available properties in Milolii
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.