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Jump start The Road to Hana at The Lookout House!

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A two-story house with a balcony, surrounded by lush greenery and palm trees.
A swimming pool surrounded by lush greenery and palm trees, with lounge chairs and a clear blue sky.
A tropical resort with a swimming pool, lush greenery, and a view of the ocean.
A modern kitchen with a large island, built-in appliances, and a view to a balcony.
A lush garden path leading to a pool area, surrounded by tropical plants and palm trees.

Reviews

10 out of 10, Loved by Guests
Top 10% of guest reviews in this area

Highlights

  • Made for relaxation
    Top-rated for comfort — guests feel right at home here.
2 bedrooms2 bathroomsSleeps 6

Popular amenities

  • Swimming pool
  • Onsite parking available
  • Kitchen
  • Washing machine
  • Air-conditioning
  • Veranda

Explore the area

View map
Haiku, HI
  • Place, Twin Falls
    ‪8 min drive‬
  • Place, Garden of Eden Arboretum
    ‪16 min drive‬
  • Place, Maui Garden Of Eden - Botanical Gardens & Arboretum
    ‪17 min drive‬
  • Airport, Kahului, HI (OGG)
    ‪39 min drive‬

Rooms & beds

2 bedrooms (sleeps 6)

2 bathrooms

Bathroom 1

Bathroom 2

Spaces

Kitchen

About this property

Jump start The Road to Hana at The Lookout House!

The Lookout House at Huelo Point Lookout in Maui is the perfect home base for exploring the island. The location of the house off the Hana Highway makes it a great starting point for your Road to Hana adventure. The famous scenic drive to Hana is a must-do activity for visitors to Maui, with breathtaking views of waterfalls, rainforests, and beaches. By staying at The Lookout House, you can beat the crowds and fully immerse yourself in the beauty of the island.

After a long day of exploring, come back to the house and soak in the hot tub with a chilled glass of wine, and take in the spectacular starry night sky. The wraparound decks on both levels of the house boast ocean and mountain views from every room. You can enjoy your morning coffee with a view of the sunrise over the ocean or relax in the evening with a view of the sunset over the mountains.

The Lookout House provides a great balance of privacy and convenience. Located just 45 minutes from Kahului Airport and 15-20 minutes from restaurants and shopping, you can easily explore the nearby towns and restaurants while having a secluded oasis to come back to.

The house is also equipped with all the amenities you need to feel at home. You can prepare your meals in the fully equipped kitchen and enjoy them on the teak dining table or the outdoor treetop barbecue lanai. For added convenience, the house features a private washer and dryer, big fluffy towels, and heated towel dryers. You can truly feel at home and enjoy a comfortable stay in this tranquil oasis.

Whether you're on a romantic vacation or a long-overdue family getaway, The Lookout House is the perfect place to retreat from the hustle and bustle of everyday life and immerse yourself in the beauty of Maui.

We look forward to welcoming you:))

PLEASE NOTE:
-------- PLEASE UNDERSTAND THAT THE POOL IS SHARED BETWEEN THE LOOKOUT HOUSE, HALEAKALA COTTAGE, RAINBOW COTTAGE, AND STAR COTTAGE :)!...
-Most guests are out during the day, so you'll usually have the pool all to yourself... however, we are a romantic retreat, so please make sure you respect the quiet hours from 9 p.m to 8 a.m :)!

Our Permit Information:
BBPH 2009:0015
SUP2 2001/0027
TA-105-110-5280-01
TMK: (2) 2-9-007-058

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House Rules

Check in after 4:00 PM
Minimum age to rent: 20
Check out before 11:00 AM
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Children

Adults only
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Events

No events allowed
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Pets

No pets allowed
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Smoking

Smoking is not permitted

Important information

You need to know

Property Registration Number 290070580000, TA-105-110-5280-01, GE-105-110-5280-01
Property # 806145vb
Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
On-site parties or group events are strictly prohibited
Host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher
This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room

About the area

Haiku

Located in Haiku, this holiday home is in the mountains. Haleakala Bike Company and Maui Spa Retreat are worth checking out if an activity is on the agenda, while those wishing to experience the area's natural beauty can explore Kaumahina State Wayside Park and Pua'a Ka'a State Park. Garden of Eden Arboretum and Maui Garden Of Eden - Botanical Gardens & Arboretum are also worth visiting.
View more Holiday homes in HaikuOpens in a new window
Map
Haiku, HI

What's nearby

  • Twin Falls - 8 min drive - 4.4 km
  • Garden of Eden Arboretum - 16 min drive - 14.2 km
  • Maui Garden Of Eden - Botanical Gardens & Arboretum - 17 min drive - 14.5 km
  • Kaumahina State Wayside Park - 18 min drive - 15.7 km
  • Hoʻokipa Beach Park - 24 min drive - 24.3 km

Getting around

  • Kahului, HI (OGG) - 43 min drive

Restaurants

  • ‪Aunty Sandy's Banana Bread - ‬30 min drive
  • ‪Baked On Maui - ‬15 min drive
  • ‪Savor Maui - ‬17 min drive
  • ‪Maui Garden Grove Cafe - ‬7 min drive
  • ‪Pe’ahi Farm Stand And Cafe - ‬14 min drive

Frequently asked questions

Does Jump start The Road to Hana at The Lookout House! have a pool?

Yes, this property has a pool.

How much does it cost to stay at Jump start The Road to Hana at The Lookout House!?

As of 1 August 2026, prices found for a 1-night stay for 2 adults at Jump start The Road to Hana at The Lookout House! on 30 August 2026 start from NZ$3,290, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

Is Jump start The Road to Hana at The Lookout House! pet-friendly?

No, pets are not allowed at this property.

How much is parking at Jump start The Road to Hana at The Lookout House!?

On-site parking is available at the property.

What time is check-in at Jump start The Road to Hana at The Lookout House!?

Check-in begins at 4:00 PM.

What time is check-out at Jump start The Road to Hana at The Lookout House!?

Checkout is at 11:00 AM.

Where is Jump start The Road to Hana at The Lookout House! located?

Situated in the mountains, this holiday home is 2.4 mi (3.9 km) from Twin Falls and within 9 miles (15 km) of Garden of Eden Arboretum and Maui Garden Of Eden - Botanical Gardens & Arboretum. Haiku Park and Kaumahina State Wayside Park are also within 12 miles (20 km).

Reviews

10

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window
Rating 10 - Excellent. 42 out of 44 reviews
Rating 8 - Good. 2 out of 44 reviews
Rating 6 - Okay. 0 out of 44 reviews
Rating 4 - Poor. 0 out of 44 reviews
Rating 2 - Terrible. 0 out of 44 reviews

10/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

Verified review

10/10 Excellent

Elizabeth L.

Liked: Cleanliness, check-in, communication, location, listing accuracy
SUPERB host, communication, cleanliness, location! There are not enough words to explain how much we enjoyed our stay at this fabulous place! It is paradise! It was the perfect location to explore the north shore before moving over to the west side for a conference. Our adult daugher loved having her own space on the ground level when we weren't spending family time together on the second floor. We are still lovingly recalling "our Maui house" and look forward to going back asap.
Stayed 3 nights in Jul 2026
Verified review

8/10 Good

Reesa

Liked: Cleanliness, check-in, communication, listing accuracy
Kitchen was great they even provided us with eggs, bread, jam butter, coffee, wine and snacks! It was a wonderful surprise! The house is so cute and in a beautiful serene setting! Watching the sunset and all the stars come out and the sunrise was my fave part of being there!
Moon rising over the ocean!
Stayed 2 nights in Apr 2026
Verified review

10/10 Excellent

Eric J.

Liked: Cleanliness, check-in, communication, location, listing accuracy
We adored this house and loved our stay in North Shore! The views were incredible, especially in the morning. The kitchen was well appointed and the beds were comfy, with great views from almost every corner of the house. It really made a difference for our drive time on the Road to Hana and Haleakala- we hope to return soon!
Stayed 3 nights in Nov 2025
Verified review

10/10 Excellent

Holly G.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Perfect Family Getaway

This home was the perfect home base for us to experience all Maui has to offer! On top of that the ocean views and stargazing made for a trip we will never forget.
Stayed 7 nights in Dec 2024
Verified review

10/10 Excellent

Peter R.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Wonderful, Unique Maui stay!

Very special spot on road to Hana, perfect place for our family to enjoy tropical paradise…truly fabulous rental!
Stayed 7 nights in Feb 2023
Response from VrboOwner on 13 May 2024
So glad you and your family loved staying in this special part of Maui, Peter! :)Sharyn
Verified review

10/10 Excellent

Adam D.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great stay!

Lovely house with welcoming hosts & lots of thoughtful extra touches. Beautiful view of the ocean. Great location to explore!
Stayed 2 nights in Aug 2024
Verified review

10/10 Excellent

Beth U.

Liked: Cleanliness, check-in, communication, location, listing accuracy

amazing and so worth it!

This was by far our favorite stay on our vacation. the sunrises in the mornings over the coast was just amazing. I loved the breeze and the peace and really everything about the house. it was such a peaceful place to come back to after a day out exploring maui.
Stayed 4 nights in Jun 2025
Verified review

10/10 Excellent

Lewis J.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great unique location part way on Road to Hana. Really enjoyed it! House has AC and was comfortable. Amazing views out every window. Very private.
Stayed 3 nights in Jul 2025
Verified review

10/10 Excellent

Christopher M.

Liked: Cleanliness, check-in, communication, location, listing accuracy
The lookout house was amazing! This side of the island is a complete different experience from the west side. The house is a great jumping off point for the road to Hana. The grounds are truely magical and the house is very comfortable. 5 Stars!
Stayed 3 nights in Jun 2025
Verified review

10/10 Excellent

Shawna H.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Peaceful setting, beautiful views!

We loved our stay at The Lookout House! The house was perfect for our family of five. We couldn’t get enough of the views from the deck and loved star gazing at night. The location was secluded, quiet and peaceful. Great location if you want to drive the road to Hana, too! The host(s) were lovely, we felt so welcomed here.
Stayed 3 nights in Feb 2025
Verified review

10/10 Excellent

Paul W.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Absolutely perfect

What a wonderful place to stay in Hawaii. We stayed for 3 nights to get a jump start on the Road to Hana but this would be perfect to do any and everything on Maui. Such a beautiful spot, home was very well appointed and very secluded.
Stayed 3 nights in Jul 2024
Verified review

10/10 Excellent

Benedict L.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Beautiful Rainforest Getaway

So much space to enjoy a unique experience on the North Shore of Maui! We enjoyed the hot tub and pool, and the hosts left us beautiful surprises throughout the house. We had a great time enjoying the property!
Stayed 2 nights in Feb 2024
Response from VrboOwner on 13 May 2024
So glad you had a fun time with us, Benedict! :)Sharyn
Verified review

10/10 Excellent

Laura M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great Home Base to Explore Island

This home was gorgeous! From check-in to check-out communication was great! Can’t thank the crew enough for restaurant recommendations (prior to checking in)to the detailed touches throughout the home once we arrived! Great home base to be able to wind down after exploring the Island!
Stayed 3 nights in Mar 2024
Response from VrboOwner on 13 May 2024
Bless you for being such delightful guests, Laura! :)Sharyn
Verified review

10/10 Excellent

Kelly O.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Beautiful Property!

We thoroughly enjoyed our stay! It was such a beautiful property; very comfortable and inviting. My favorite part was waking up to the beautiful sunrises through our bedroom window. That and the cliffs. We loved it!
Stayed 10 nights in Jan 2024
Verified review

10/10 Excellent

Monique R.

Liked: Cleanliness, check-in, communication, location, listing accuracy
If you’re looking to get away and truly enjoy the beauty of Maui this is the place to be! My husband and i enjoyed morning runs, the quiet property and the most amazing sunrises. The kids enjoyed playing in the pool and relaxing in the hot tub. You can tell this property is very loved. We were welcomed with fresh eggs (which were amazing), fresh coffee beans, bread, lemonade and a nice chilled bottle of white wine. I never experienced a vrbo like this and it was truly special.I hope one day we can return with my mom and inlaws.Thank you for sharing your piece of heaven with use!
Stayed 5 nights in Oct 2025
Verified review

10/10 Excellent

Allison P.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Amazing Views!

Wow! The views were absolutely stunning! We enjoyed the Cliff walk and getting a jump start on the Road to Hana. We loved family time in the hot tub each evening after our fun day adventures.
Stayed 2 nights in Jul 2023
Response from VrboOwner on 13 May 2024
Love that hot tub! Love those sunrises! So glad you enjoyed, Allison! :)Sharyn
Verified review

10/10 Excellent

David E.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Peaceful family relaxation

This house was all that was promised and more. We loved the chance to relax and be on the road to Hana. We woke up to the best sunrise around with tropical birds singing to us. The pool and hot tub were the kids favorite. We could not have asked for a more peaceful place to enjoy Maui.
Stayed 2 nights in Nov 2024
Verified review

10/10 Excellent

Kelli B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Huelo lookout house

Our stay was amazing! The views were great, hosts were always available if needed, and very welcoming. It’s a great jump start to the road to Hana. Plenty of space for a large family, really great get away from hustle and bustle of town. We piggy backed this off of time at Ka’anapali and it was great to get both experiences in for a fabulous balanced trip ❤️. Hawaii is truly one of a kind!
Stayed 7 nights in Jun 2024
Response from VrboOwner on 28 June 2024
So glad you had a great stay with us, Kelli! And thank YOU all for being such sweeties! Do come back again, ok? Best wishes & warmest 'aloha' Sharyn
Verified review

10/10 Excellent

Jennifer P.

Liked: Cleanliness, check-in, communication, location, listing accuracy

A spectacular property, best for adults

This property is just amazing. It is part of a "compound"style that is best for couples and not large families and its a more quiet, peaceful, serene location and while it has a pool its not heated and it more of a relaxing than boisterous place. Cannot recommend it enough for relaxation, beauty and the most beautiful part of the island, The owners are amazing as well
Stayed 3 nights in Dec 2023
Response from VrboOwner on 13 May 2024
Bless you, Jennifer - we're always happy to share our beautiful & serene location (and yes, we agree it's the most beautiful part of the island - though we're a little prejudiced). :)Sharyn
Verified review

10/10 Excellent

Wilsaan J.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Fantatic Vacation

My wife, daughters and I loved staying at The Lookout House. Sharyn and Kai were great. Our kids loved the pool and cliff walk. My wife and I loved the views, space and privacy. Watching the sunrise from the upper deck was amazing! Overall a very beautiful property with helpful and thoughtful hosts. Great place to stay in Maui.
Stayed 4 nights in Apr 2023
Response from VrboOwner on 13 May 2024
So glad you & your family enjoyed your stay with us, Wilsaan! :)Sharyn
Verified review

10/10 Excellent

Thomas M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Beautiful location

House did not disappoint! Beautiful location and views, great vicinity for the road to Hana and volcano summit, and comfortable stay. Due to water shortages on the island the water ran out but the hosts did everything possible to resolve it quickly for us.
Stayed 2 nights in Nov 2023
Response from VrboOwner on 13 May 2024
Thanks, Tom - we have a VERY complex water system with backups here, so we always have a water solution for you, no worries! :)Sharyn
Verified review

10/10 Excellent

Kim M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Piece of paradise

We couldn’t have asked for a better place to stay. This house is tucked back away from the hustle and bustle. The views are amazing and the privacy unmatched! The bread, coffee and fresh eggs were such a nice touch and we appreciate the composting and gardening that is occurring. We would love to stay here again!!!
Stayed 3 nights in Jun 2023
Response from VrboOwner on 14 June 2023
"Aloha" Kim & Kevin - you were such lovely, appreciative, laid back guests! You made our job very easy. Thank you both for being a true pleasure to host! :)Sharyn & Kai
Verified review

10/10 Excellent

Robert H.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Perfect getaway in Paradise

Host did everything possible to make us feel at home. It was more roomy then we expected. Many extras were provided. Beautiful sunrises and spectacular landscaping especially around the pool.
Stayed 2 nights in Mar 2023
Response from VrboOwner on 13 May 2024
Love that pool, right, Robert? Perfect place to relax amidst tropical flowers and the soft sound of the waterfall! Blessings! and, of course, do come back! :)Sharyn
Verified review

10/10 Excellent

Lorna H.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Lovely house, wonderful hosts

A lovely house in a tropical garden setting - very comfortable, and thoughtful details in the design and decor. A very well equipped kitchen. A special thank you for the fresh eggs, coffee, bread and fruit, and the welcoming set table and fresh flowers throughout. Hope to return again 😊
Stayed 3 nights in Mar 2023
Response from VrboOwner on 3 April 2023
We LOVED hosting Lorna and her sweet family! And we'd be delighted to see them come back again!
Verified review

10/10 Excellent

Austin F.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Hide away in the hills.

This is a perfect spot for a family. You could get all your food in town and enjoy youre whole stay at this place. The staff was extremely nice and good with communication. The host went above and beyond and were more than accommodating to our stay. I would say if youre looking for a place with a pool and amazing views this is it. Dont miss this one. 10/10 for a reason!
Stayed 3 nights in Oct 2024

About the host

Hosted by Sharyn

Host profile image
Jeff is a retired dentist - now he specializes in counseling and is expanding his hypnosis practice into Subconscious Training. (Previously he used these skills in working with phobic patients in dentistry - but these skills have much wider applications and he's having fun expanding them). Sharyn is an actress, writer, speech therapist, permaculturalist & interior decorator. At the moment, she's enjoying theatre improv, comedy sketch writing, and is working on her next one-woman show (for post-Covid times, of course). We have one young son, Kai Nalu, aged 23. And also an older son, Adrian, who lives in England with his lovely German wife, Antje and their 2 totally cute kids. We're too young to have grandchildren! aaaggghh!!! But what a treat!

Why they chose this property

Huelo Pt Lookout is an off the beaten path, wild and wonderful part of Haiku. Who could resist? We have a constant trade wind, so we never 'bake' like the west side ... and here the landscape is lush, so it's easy to do our organic gardening. We wanted a Maui dream escape, but also wanted some conveniences, and these we have aplenty! A perfect combination.

What makes this property unique

Privacy. relaxation and, these days, SAFETY & SECLUSION are things that are priceless. So many people find they rediscover those things, when they stay with us. Romance too, of course. All our spaces are specifically and lovingly created for maximum privacy, so you feel that you're our ONLY guests! This is the natural part of Maui - not 'manicured' or 'manufactured' to be part of a Hollywood image. Here, you discover the 'real' Maui - exotic ... waterfalls ... bamboo forests ... soaring ocean cliffs ... nesting seabirds ... wild ocean ... what we dream of, when we say 'Hawaii'. Here, you'll feel 'remote', but still enjoy the conveniences of having access to 3 small towns (Pa'ia, Makawao and Haiku) for easy grocery pickup, P.O., delightful boutiques & fun restaurants.

Languages:

English

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