Open Road, Island Style: Riding a 2020 Harley‑Davidson Street Glide out of Waikoloa Village

WAIKOLOA VILLAGE RENTALS FIELD GUIDE

Open Road, Island Style: Riding a 2020 Harley‑Davidson Street Glide out of Waikoloa Village

Rent a 2020 Harley‑Davidson Street Glide (107 cu Milwaukee‑Eight) in Waikoloa Village — a Bluetooth‑equipped, cruise‑control touring bike available by the day or for up to a week; this guide explains the machine, the booking basics, and what to bring.

Open Road, Island Style: Riding a 2020 Harley‑Davidson Street Glide out of Waikoloa Village.

Duration
Contact operator
Location
Waikoloa Village
Operator
Big Island Motorcycle Company
Category
Rentals
Robert Eric Crews
Founder & Editor, The Adventure Collective
Published Verified

From Waikoloa Village, the 2020 Harley‑Davidson Street Glide puts the island’s roads within reach: a touring chassis driven by a 107 Milwaukee‑Eight engine with Bluetooth stereo, cruise control, passenger backrest and locking saddlebags. Rentals run daily — from single 24‑hour blocks to weeklong bookings — and offer convenient options such as night drop‑off for riders who need flexible return times.

Highlights

Outing Highlights

THE MACHINE

107 Milwaukee‑Eight power and touring features

The Street Glide is equipped with the 107 cu Milwaukee‑Eight engine and a touring setup that includes Bluetooth stereo and cruise control—features that make longer island runs more comfortable and connected.

THE PRACTICALITY

Secure luggage and passenger comfort

The bike includes hard locking saddlebags to secure valuables, plus a passenger backrest and luggage carrier—practical touches for day rides or multi‑day rentals.

THE RENTAL OPTIONS

Flexible daily to weeklong rentals with night drop‑off

Rentals are available daily and can be booked as a full day, 24‑hour period, or for up to a week; the operator also offers night drop‑off to accommodate varying schedules.

What the day feels like

What the ride feels like

This is a purpose‑built touring motorcycle offered as a rental from Waikoloa Village: you pick your day and pickup time, collect an equipped Street Glide, and set out to explore the island at your own pace. The bike’s stereo and cruise control smooth longer stretches, while locking saddlebags keep belongings secure on multi‑stop itineraries.

Suitability

Who it's for

Who this rental suits — and who should reconsider.

1
Licensed motorcyclistsThis rental is intended for riders who hold a valid motorcycle license or endorsement—operation requires proper licensing to ride.
2
Adults (21+)Renters must be 21 years or older; younger riders are not eligible to operate this motorcycle.
3
Couples or two‑up ridersThe Street Glide includes a passenger backrest and luggage carrier, making it a fit for riders who plan to travel with a passenger and gear.
4
Flexible schedulersRiders who value flexible pickup and return windows will appreciate options such as full‑day, 24‑hour, weeklong rentals and the night drop‑off provision.

Practical planner

Details to review before reserving

What to Bring

Bring a valid motorcycle license/endorsement and government ID; you’ll enter required reservation information when booking.

Booking & Pickup

Select your rental day, pickup time and the number of bikes during reservation; confirm pickup location and any return arrangements.

Vehicle basics

The Street Glide comes with Bluetooth stereo, cruise control, passenger backrest, luggage carrier and hard locking saddlebags—features to plan around for luggage and rider comfort.

Duration options

Rentals are available daily and can be reserved as a full day, 24‑hour block, or for up to a week; check availability for multi‑day bookings.

Booking Notice

Review cancellation policies before reserving.

Frequently asked questions

Planning Your Outing

What age do I need to be to rent this motorcycle?

Renters must be 21 years or older to operate the rental.

Do I need a motorcycle license to rent?

Yes — a valid motorcycle endorsement or license is required to rent and ride the Street Glide.

How long can I rent the bike for?

Rentals are available daily and may be booked as a full day, 24‑hour period, or for up to a week.

Does the bike have modern features like music or cruise control?

Yes — the 2020 Street Glide is equipped with a Bluetooth stereo system and cruise control.

Can I leave the bike after hours?

The operator offers a night drop‑off option to provide flexible return timing.

Will I have space for luggage and valuables?

The bike includes a luggage carrier and hard locking saddlebags to secure valuables during your rental.