Hawaii · United States
Cycling in South Maui (Kīhei)
Best season: Year-round (mornings are calmest before the trade winds)
South Maui — Kīhei, Wailea, and Mākena — is the island’s warm, dry, easy-riding side. The spine is South Kīhei Road, one of Maui’s most bike-friendly stretches: flat and sunny, running past a string of beaches (Kamaole I–III, Kalama Park, and the mellow beginner surf at Cove Park). It’s cruiser country — roll north toward North Kīhei and Māʻalaea, or south onto the paved Wailea path that threads the resorts, oceanfront restaurants, and beaches on toward Mākena, Turtle Town, and the ʻĀhihi-Kīnaʻu lava fields.
You don’t have to bring a bike. A Kīhei beachfront hotel lends guests complimentary cruisers from the pool desk, and a Wailea resort includes beach cruisers in its resort fee. If you’d rather ride something faster, Kīhei’s shops rent everything from Trek road bikes to e-bikes, and there are counters up and down South Kīhei Road — plus island-wide delivery if you’d rather have a bike dropped at your condo.
It rides year-round; go in the morning before the afternoon trade winds pick up, and carry water — South Maui is hot and low on shade.
The marquee Haleakalā sunrise-descent tours start Upcountry in East Maui, a drive from here — South Maui riding is the flat, breezy coast.
Weather in South Maui (Kīhei)
Live · NWSLoading current conditions…
Bike-friendly hotels
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Maui Coast Hotel
Kīhei beachfront hotel right on the South Kīhei Road path — borrow complimentary cruiser bikes and helmets from the pool desk.
Before you book: Confirm the loaner cruisers are active for 2026, fleet size, and whether they’re first-come or reservable.
Bike program verified via source (2026-07-14)
Grand Wailea, A Waldorf Astoria Resort
Wailea resort with on-site beach cruisers included in the daily resort fee — ride the Wailea coastal path past the beaches toward Mākena.
Before you book: Confirm cruiser availability and limits under the resort fee, plus helmets.
Bike program verified via source (2026-07-14)
Where to rent or borrow a bike
South Maui Bicycles
Rates by phone
Kīhei’s road-bike specialist at 1215 S Kīhei Rd (Ste N) — high-performance Trek road bikes plus comfort/city bikes, daily and weekly, with full service and accessories.
Verified via source (2026-07-14)
Maui Sunriders (Kīhei)
From $65/day (carbon road)
Full-service Kīhei shop at 1847 S Kīhei Rd — carbon road, e-bike, and hybrid rentals plus guided tours. Bring your own pedals and they’ll install them.
Verified via source (2026-07-14)
Auntie Snorkel (Kīhei)
From $24.50/day (cruiser)
Kīhei beach-cruiser rentals (Electra single-speeds) with helmet, lock, and basket included, at the Rainbow Mall on S Kīhei Rd.
Call ahead: Confirm current Kīhei address/suite, hours, and rates.
Reported via source (2026-07-14)
Boss Frog’s (Kīhei, 1215 S Kīhei Rd)
From $16.75/day (cruiser)
Boss Frog’s Kīhei, 1215 S Kīhei Rd counter (1215 S Kīhei Rd, Kīhei, (808) 891-0077) — beach cruisers ($16.75/day), hybrids, a Cannondale carbon road bike, and e-bikes.
Verified via source (2026-07-14)
Boss Frog’s (Kīhei, 2395 S Kīhei Rd)
From $16.75/day (cruiser)
Boss Frog’s Kīhei, 2395 S Kīhei Rd counter (2395 S Kīhei Rd, Kīhei, (808) 875-4477) — beach cruisers ($16.75/day), hybrids, a Cannondale carbon road bike, and e-bikes.
Verified via source (2026-07-14)
Boss Frog’s (Kīhei, 2463 S Kīhei Rd)
From $16.75/day (cruiser)
Boss Frog’s Kīhei, 2463 S Kīhei Rd counter (2463 S Kīhei Rd, Kīhei, (808) 874-5577) — beach cruisers ($16.75/day), hybrids, a Cannondale carbon road bike, and e-bikes.
Verified via source (2026-07-14)
Boss Frog’s (Māʻalaea Harbor)
From $16.75/day (cruiser)
Boss Frog’s Māʻalaea Harbor counter (300 Māʻalaea Rd, Wailuku, (808) 242-0088) — beach cruisers ($16.75/day), hybrids, a Cannondale carbon road bike, and e-bikes.
Verified via source (2026-07-14)
Cloud of Goods (Maui delivery rentals)
From $50/day
Delivery bike-rental marketplace — hybrids, cruisers, and mountain bikes dropped at your Kīhei/Wailea hotel or condo (island-wide Maui delivery). No storefront.
Call ahead: Confirm delivery to your South Maui address and current rates.
Reported via source (2026-07-14)
Where these are on the map South Maui (Kīhei)
Hotels Rentals & loaners · 10 of this destination's listings located · © OpenStreetMap contributors