Jump start The Road to Hana at The Lookout House!

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review stars
10Outstanding
(44 Ratings)
Amazing views, welcoming hosts, spacious for families, great for relaxation, beautiful property with thoughtful touches and stunning sunrises.
From real guest reviews summarized by AI
Don't miss out! Price and availability may change
10 / 10
Outstanding(44 Ratings)

House in Maui, HI

8 guests · 2 bedrooms · 2 baths

Reasons to book

Guests love it hereGuests give this property a top rating
Top-tier experienceA high end property in this area
Book with confidenceWe partner with the top travel sites so you know you're getting a great deal on the perfect rental

About this house rental

Escape to your ultimate Maui getaway with stunning ocean and mountain views at this private North Shore home. Sleeps 4 adults + 4 kids. Modern amenities include new AC, king bed, shared 44ft pool, full kitchen, and washer/dryer. Enjoy your private hot tub and star gazing. We look forward to welcoming you!

☞ ★NEW CENTRAL AC ✔

★Panoramic Ocean Views ✔
★King Bed ✔
★Private Hot Tub ✔
★44 ft Swimming Pool (shared) ✔
★Sunrise/moonrise View ✔
★Washer/Dryer ✔
★Cliff Walk ✔
★Star Gazing✔
★Full Kitchen✔

★Info regarding the recent Wild Fires:

Maui will welcome you!

90% of our beautiful island was not in the affected fire zone – so please COME VISIT!

You’ll be greeted with warmest ‘aloha’ and your dollars will go towards rebuilding what was lost in Lahaina.
--

☞★Jump-start your journey along "The Road To Hana" and relish in the convenience of our prime location, allowing you to stay ahead of the crowds and truly enjoy the experience!

From The Lookout House, you'll have 200 degree ocean and cliff views sweeping all the way along Maui's north shore cliffs to Hana, and then back inland up to the 10,000' summit of Mount Haleakala.

Experience the beauty of Maui from the comfort of The Lookout House, your perfect getaway situated at the beginning of the Road to Hana! Our top-floor suite boasts breathtaking views of the ocean and cliffs, spanning along the coastline and reaching up to the summit of Mt Haleakala. Whether you're here for a romantic escape or a family vacation, The Lookout House offers a magical retreat away from the stresses of daily life. Plus, we're only a short 15-20 minute drive away from grocery stores and a variety of dining options, making it an ideal base as you explore the island.)

If you're having a more extensive family get together, upper & lower floors may be divided off from each other by interior French doors - so if 2 couples are traveling together, each couple can spread out and have a whole beautiful master suite - so you can be as 'public' or as 'private' as you like.

We're 20 - 25 mins by car to the beautiful "local style" towns of Pa'ia and Makawao for great shopping, dining, beaches etc. Enjoy our organic tropical gardens, 44' "jungle" pool (shared with a few other guests) and your own hot tub. Laze in a hammock ... have fun with our fully equipped kitchen. Sit at our magnificent teak dining table. Enjoy free HIGH SPEED INTERNET ... and we even have snuggly towel warmers to keep your towels hot and fresh! No detail has been overlooked. Relax into the seclusion of a jungle paradise with everything that a Maui vacation has to offer right at your fingertips!


Our property has been totally organic since 1992 - so we're eco-friendly, and we recycle and compost!

Enjoy 'aloha' ... free parking, free WIFI, free laundry, etc.


WE LOVE LAST MINUTE TRAVELERS ... PLEASE ASK ABOUT OUR SPONTANEOUS GETAWAY DISCOUNTS! :)

FUN PROPERTY FEATURES:

Private hot tub on the lower floor ✔
Wraparound lanais ✔
Ample outdoor seating options ✔
Access to 44ft freeform swimming pool (shared)✔
Beautiful tropical fruit and flowers - including ripening bananas ✔
Complementary WIFI and Guest Laundry ✔
Cliff Walk✔

Our beautiful 44 ft" jungle pool" is shared but you rarely see anyone else at all as everyone is out exploring the island! Also, each accommodation is landscaped for absolute max privacy ... each cottage has its own private hot tub, lanais and barbecue areas.

There is now a lovely walk down to the top of the ocean cliffs - especially spectacular round sunset when the greens are fluorescent, the ocean is blinding blue, the hills are velvet and the cows peacefully inquisitive on either side of you in their pasture. A 'must' do (only a 10 minute walk).

We always take our cue from our guests. We're available 24/7 by cell phone for any emergencies, or of course, we're always happy to answer any sight-seeing questions, or solve any 'fixit' problems which may come up occasionally.

Our Maui property is an ideal base for exploring the legendary road-to-Hana, and getting an early start on this iconic drive is a great way to beat the crowds and fully immerse yourself in the natural wonders of the island. Our location offers easy access to stunning beaches, lush jungles, cascading waterfalls, and rugged coastlines that are sure to leave you spellbound.

Beyond the road-to-Hana, our property provides easy access to the best state parks, restaurants, and attractions on the island. Our local-style neighborhood is renowned for its relaxed, friendly, and organic lifestyle, and we kindly ask that you drive slowly along our small local road to blend in seamlessly with our community and show respect to our neighbors.

Embark on an unforgettable sunrise excursion to the summit of Mt. Haleakala, the 10,000ft dormant volcano that offers panoramic views of the House of the Sun. Bring warm jackets to stay cozy in the chilly morning air!

Our private listings, including Rainbow Lookout, Star Lookout, Haleakala Cottage, and Ocean Lookout, also on airbnb. They all offer their own unique charm and breathtaking views while maintaining privacy and tranquility.

Discover the captivating beauty and allure of Maui's North Shore, and we guarantee that you'll be hooked on this paradise. Our property is the perfect base for your Hawaiian adventure, offering unbeatable access to all the island has to offer.

We look forward to welcoming you!

Here is a list of some of our favorite places nearby:

★Twin Falls Maui Waterfall (10 minutes)
★Colleen's at the cannery (19 minutes)
★Freshies Maui Restaurant (27 minutes)
★Pa’ia and Makawao Towns for shopping/dining/beaches (20 minutes)
★Garden of Eden Arboretum & Botanical Garden (30 minutes)
★Ho’okipa Beach Park (23 minutes)
★Haleakalā National Park (1hr 35 minutes)

A car is essential to fully experience the natural beauty of Maui's North Shore. We're a 45-minute drive from the airport and within easy driving distance of Lahaina, Kihei, and Wailea. The legendary road-to-Hana is a 90-minute drive, and the summit of Haleakala is also a 90-minute journey. Our property offers an unbeatable location for exploring the island's best beaches, state parks, and restaurants. Come and discover the alluring ambiance and spellbinding beauty of Maui's North Shore with the freedom and flexibility of a car.

No resort fees, free WIFI, free laundry and most importantly, lots of Aloha!

-We don't do daily maid service, but will happily supply you with fresh linens or cleaning supplies. Ocean Lookout has its own private laundry.

-We make the security and privacy of our guests a priority and as such request that OUR ACCOMMODATIONS ARE FOR REGISTERED GUESTS ONLY.

Another note - we're a SMOKE FREE PROPERTY.

-We request that you please please please shower off all sunscreens/body lotions etc before using our hot tubs or pool! Also, please do NOT use any scents or soaps in the tubs as this will necessitate a complete draining of the tub, replacement of filters etc and you would be charged $100 from your security deposit. Also please rinse off after the beach as it's no fun vacuuming sand out of our hot tubs!


Also note: WE DO NOT HAVE CABLE, but we do HIGH SPEED INTERNET so you can stream Netflix, Amazon video, etc on your smart TV. We're an ideal home base if you need / want to plan a 'working' vacation, and need to conduct business calls from your place.

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

Amenities

Free Parking
Air conditioning
Pool
Non-smoking
TV
Heating
Coffee/tea maker
Refrigerator
Kitchen
WiFi/Internet
Parking Available
Microwave
Dishwasher
Washing machine
Dryer
Washer/dryer
Kitchenware
No pets allowed
Oven
Stove
Laundry services
Bath or shower
Ironing facilities
Linens
Fire extinguisher

Map of Maui, HI

city location on map

Ratings and reviews

10 / 10
Outstanding(44 Ratings)
review starsSummary of reviews
Amazing views, welcoming hosts, spacious for families, great for relaxation, beautiful property with thoughtful touches and stunning sunrises.
From real guest reviews summarized by AI
10 / 10Outstanding·Jul 2026
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.
10 / 10Outstanding·Jul 2026
We just stayed here and loved it. It is the perfect location to get a jump start on the Road to Hāna. It’s just a mile from Twin Falls, and just a few minutes into Haiku for groceries. Picturesque scenery, comfortable beds, clean house, and a very nice host. I’d love to go back!
10 / 10Outstanding·Jul 2026
Our first time staying on the north side and it was awesome. Sharyn and the team were great at communication and everything was as advertised.
10 / 10Outstanding·Jun 2026
Our family of seven absolutely loved our stay here. From the moment we arrived, it felt like we'd discovered one of Maui's hidden gems.The property was incredibly peaceful and secluded, giving us the perfect place to unwind after days of exploring the island. There was plenty of room for everyone to spread out, yet it still felt cozy and inviting which is a rare combination for a larger family.Every morning felt magical, waking up surrounded by lush tropical beauty, and every evening was the perfect way to slow down and reconnect. It truly became our home away from home.If you're looking for an authentic Maui experience that's quiet, private, and perfect for creating lifelong family memories, this is it. We would come back in a heartbeat. Mahalo for sharing such a special place with us!

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FAQs

Is parking included with this house?

Yes, parking is listed as an amenity at Jump start The Road to Hana at The Lookout House!. For more information, we encourage you to contact the property about where to park.

Is there a pool at this house?

Yes, a swimming pool is available for use at Jump start The Road to Hana at The Lookout House!. Enjoy the water!

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

Unfortunately, this house is not pet-friendly. Try searching again and filter for "Pets Allowed"

What amenities are available at Jump start The Road to Hana at The Lookout House!?

We found 25 amenities for this rental. This includes free parking, air conditioning, pool, non-smoking, and tv.


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