Looking for somewhere to travel during the months between November and April? Look no further than Hawaii and the island of Maui. It’s our favourite island for many reasons: it has reliably warm and sunny climate, great cycling, and plenty of other non-biking water sport activities to fill your days including surfing, stand-up paddle-boarding, and outrigger canoeing. You will see whales, loggerhead turtles, birdlife and more. We’ve designed this itinerary to have you stay in Kihei, on the Napili Coast in West Maui, and Pa’ai to give you access to the best riding (without requiring shuttles) and to allow you to experience the variety of this island.



Kihei, HI, United States

Day 1+2

Napili Bay

Napili Bay, Hawaii, USA

Day 3


Paia, Hawaii, United States

Day 4+5+6+7

What’s Included in the Cost of Your Trip?


6 nights hotels
Use of a racing bike (Cannondale Synapse 105)
Luggage transfers
Detailed route instructions and maps
Area Manager available throughout the tour



Start any date of the year, but best time is between November and April
Custom trips also available and can start any day. Call or email for details.


7 days / 6 nights


Kihei / Pa'ai


40-80 km daily average distance (30-50 miles)


Moderate with some rewarding climbs


Classic Accommodation: US$1750
Single supplement: US$450

Luxe Accommodation: US$2650
Single supplement: US$1150

Please note: Final itinerary is subject to revision; any changes made are done so in an attempt to provide the best possible trip given route conditions and available services. Due to the nature of our business and exchange rates, prices are subject to change. All prices quoted are U.S. dollars but we gladly accept payment in Canadian dollars also. If you have any questions before making your reservation, please contact us at info@randonneetours.com or by telephone at 604.730.1247.
Getting There The principal airport on Maui is in Kahaluli. Transfers to Kihei/Wailea to the first hotel will cost around $40USD and taxis are readily available.


Day 1

Arrival. Your hotel is included on this day and you check-in anytime after 2:00 pm.  If you arrive in time, consider riding out to La Perouse Bay. Settle in, then hit the beach, swim and relax. If you are here between December and February, look for whales which can be often seen from shore. We recommend dinner at a local restaurant, Coconuts, that serves superb  fish tacos in a casual setting, or if staying at the Mana Kai, the restaurant at the hotel has one of the best oceanfront settings in Maui.
Ride Distance: 23 km, 173 m gain.*


Day 2

Optional early morning yoga class. Meet your bike. For the first day of cycling, we recommend a ride from Kihei through upscale Wailea to Makena Beach to the Lava Flow and La Perouse Bay (Nature Area Reserve) and back or alternatively, out to Iao Valley State Park. Afterwards, you will have time for surfing, ocean kayaking (sit on top style) or stand-up paddle-boarding, where you will have a good chance to see loggerhead turtles.
Ride Distance: 23 km, 173 m gain or 55 km; 440 m gain.*


Day 3

Napili Bay
Start the day with yoga or a jog along a trail east of Wakapu Beach. Cycle south through Kihei reaching Lahaina for lunch. Stop and admire the banyon tree planted in 1873 whose branches extend over 200 feet from side to side. Lahaina is the oldest village on Maui and is filled with shops and galleries. Continue through Kanapali, and Hononowai to Napili Beach, stopping along the way where you please; there are pristine beaches all along this coast.
Ride Distance: 58 km, elevation gain 270 m.*


Day 4

Your circumnavigation of West Maui will continue, following the coastal road past Kapanou Point and Kahului Bay, past Spreckelsville Beach, where windsurfers and kitesurfers entertain. Arrive to Pa’ia, the hippest village on Maui, filled with surfers (Laird Hamilton and Francisco Goya live here, among others). You may also bump into pro cyclist Ryder Hesjedal who lives and trains here off-season. Paia is filled with great restaurants (Flatbread and Cafes des Amis are two of our favourites), coffee shops (Anthony’s is our ‘go to’ for java), yoga studios and surf stores and unique shops. 
Ride Distance: 57 km, elevation gain 977 m.*


Day 5

The road to Hana is an epic ride, and the scenery is spectacular the entire way. You’ll pass Hookipa, and Jaws,  world-class surf beaches;  turn around at Keanae (half-way)  or descend all the way to Hana. Should you wish to return by helicopter (add cost-$200pp) this would make for a spectacular return trip!
Ride Distance: 70-100 km one way, elevation gain 1129-1374 m.*


Day 6

Enjoy a ride up to the upcountry village of Makawao, where historic buildings, now filled with hip galleries and eclectic shops make for an ideal lunch stop and visit. Those wanting a real challenge can continue up to Haleakala Crater; it’s 10,000 ft and 38 mi from Paia to the top- it takes even strong riders several hours!  An alternate ride is to take a shuttle up to Kula (we arrange; you can pay provider directly) and cycle from there along the Kula Highway as far as Nu’u Bay along a beautifully paved road with very little traffic. Back at your hotel, you may decide on a massage to reward your legs or swim at Baldwin Beach, reached easily on dedicated bike path from Paia.
Ride Distance: 52 km, elevation gain 2660 m.*


Day 7

Depart at your leisure. The airport is a 15 minute taxi ride away and your hotel will help arrange.

*Distance and elevation gains may vary depending on hotels chosen for specific departure.


Mana Kai, Kihei

We’ve been staying here for years and think it is one of the best kept secrets on Maui. Recently renovated with contemporary décor, large pool this hotel is just meters from the ocean and a dramatic stretch of beach. We like the bar and restaurant on site also!

Maui Coast Hotel, Maui

Located across the street from the beach in Kihei, this hotel has all the amenities one would want, including a very nice swimming pool and large well designed rooms. (Maui Coast is an alternate to Mana Kai and you have a choice between the two)

The Mauian on Napili Beach

We chose this hotel for its location and small number of rooms. Built in 1960, it has a nice swimming pool and you can walk to several excellent restaurants.

The Kuau Inn, Pa'ai

This 4 room inn is a classic plantation house in the beach village of Kuau, just outside (1 mi.) outside of Paia. Your room here will have private facilities and breakfast included.


Mariott Wailea

Adjacent to Ulua beaches and just steps from the Shops at Wailea, this hotel has 3 on site restaurants, beautiful swimming pool and spa facilities.

Ritz Carlton

The hotel rises on a knoll, in a singularly spectacular setting between the rainforest and the sea. It reopened in 2008, after an extensive $160- million renovation- you can now enjoy a 10,000 square foot, 3-tired pool and 17,500-square-foot Waihua Spa.

Lumeria, Pa'ai

This is the newest boutique hotel on Maui and is located up Baldwin Avenue between Paia and Makawao. Restored from a historic plantation property by Xorin Balbes, for those seeking quiet, food comes from its own organic garden, yoga classes are offered daily and the vibe is definitely new-age upmarket hip. There will be a new pool in early 2013 and the restaurant is highly regarded.

The Paia Inn, Pa'ai

This hip hotel is right on the main street in Paia and has the advantage that you are right in town. Rooms are smartly designed with flat screen tvs, and the common rooms invite guest socializing. Rooms are smallish but everything else about this boutique hotel (only 14 rooms) is hip-heavenly. There is no pool, but Baldwin beach is a short walk away.

Randonnee Tours offers cycling and hiking tours in Piedmont, Italy
Randonnee Tours offers cycling trips in Hawaii
Randonnee tours offers cycling and walking trips in Europe & North America
Randonnee tours offers cycling and walking trips in Europe & North America
Trips starting at
US $1,750

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