Wake up to a full day designed around the best of South Maui - where ocean adventures, local flavors, and golden sunsets come together effortlessly. From your first surf lesson at sunrise to a sunset dinner by the beach, this itinerary blends adventure, relaxation, and true island hospitality - all in one unforgettable day.
Start your perfect Maui day the way locals do - on the water. A surf lesson at Kalama Park or Cove Beach Park lets you greet the day with salt air, soft morning light, and that first exhilarating stand on a board. With expert instructors and calm conditions, Kihei is one of the best places in Hawai'i to learn. It's more than a lesson - it's a rite of passage.
After your morning in the surf, refuel with Kihei's best island-style breakfast. Whether it's banana pancakes at a beach café or a local plate with island coffee, these spots blend Maui comfort with oceanfront views. Don't rush - brunch in Kihei is all about slowing down and soaking in the sunshine.
1280 S Kihei Rd, Kihei, HI 96753
A casual, open-air eatery serving local Hawaiian cuisine with live music.
Local Tip: Try the Local Style Loco Moco or fresh-squeezed POG mimosas.
1945 S Kihei Rd, Kihei, HI 96753
A popular breakfast spot known for its hearty portions and local vibe, so be prepared for a line!
Local Tip: Go early for banana macadamia nut pancakes - they sell out fast!
As the day warms, trade your surfboard for a seat aboard a Maui whale watch. From December to April, humpback whales return to these calm waters to breed and play - and few sights compare to seeing one breach against the backdrop of Haleakalā. Even outside whale season, these tours offer dolphins, sea turtles, and panoramic views of the West Maui coastline.
End your perfect day with Maui's most romantic hour. Whether you're cruising offshore with a drink in hand or snorkeling as the light fades over Turtle Town, the Kihei coastline puts on a show you'll never forget. The colors deepen, the trade winds soften, and everything slows to a glow - a reminder that every day in Maui is worth celebrating.
Close the day with a meal that captures the island's warmth. Kihei's dining scene is equal parts laid-back and refined, with menus featuring fresh local catch, farm-grown ingredients, and tropical cocktails that taste like vacation. Whether you're watching the stars from a beachfront bar or sharing poke nachos under tiki lights, dinner here feels like the perfect finale.
10 Wailea Gateway Pl B-201, Kihei, HI 96753
Famous for its handcrafted cocktails, wood-fired pizzas, and fresh island fish. Don't miss the signature Mai Tai topped with lilikoi foam.
Local Tip: The Mai Tai with lilikoi foam is a must.
1945 S Kihei Rd Suite G, Kihei, HI 96753
A favorite among locals and visitors alike, offering a mix of Hawaiian, Asian, and Southwestern flavors. Live music adds to the lively vibe.
Local Tip: Don't miss their Happy Hour poke tacos and live local music.
Kihei is famous for having some of the sunniest, driest weather on Maui — perfect for beach days year-round. Winter months (December–April) bring cooler trade winds and the chance to see humpback whales offshore, while summer offers calmer seas and ideal snorkeling conditions.
Yes. Kihei is one of Maui's most popular destinations, and top tours — like surf lessons, whale watches, and sunset cruises — often sell out days or even weeks ahead. Booking online guarantees your spot and saves you time once you're on island.
Absolutely. The gentle, rolling waves at Cove Park and Kalama Beach make Kihei one of the best beginner surf spots in Hawai'i. Instructors provide all gear, from rash guards to boards, and lessons are usually held in waist-deep water for a fun, safe experience.
Plan for a mix of sun and sea — reef-safe sunscreen, a hat, sunglasses, a reusable water bottle, and a light cover-up are essentials. Bring a swimsuit and towel for water activities, and wear sandals or flip-flops that are easy to slip off. For sunset cruises or dinner, a light jacket is perfect once the trade winds pick up.
Yes! This itinerary was designed so you can enjoy each stop without rushing. Everything is within a short drive of central Kihei, and you can skip or swap activities depending on your interests. It's balanced between fun, food, and relaxation.
Anywhere along South Kihei Road is ideal — you'll be close to beaches, restaurants, and the marina. Resorts in Wailea are just a few minutes away and offer a more upscale stay, while Kihei condos and vacation rentals give a local, homey vibe.
Renting a car is the most flexible option, especially if you plan to explore beyond town. Most tours include free parking near departure points, and the roads are easy to navigate. Rideshare options like Uber and Lyft are also available in the main areas.
Both are great, but Kihei offers calmer conditions in the mornings and easy beach access for first-timers. Lahaina and Ka'anapali have deeper reefs and more boat tours, while Kihei's reefs — like Turtle Town — are perfect for quick, spontaneous swims.
Top picks include Monkeypod Kitchen by Merriman for farm-to-table cuisine and craft cocktails, and Three's Bar & Grill for a lively happy hour with local music. For something more romantic, many visitors head to Wailea's oceanfront dining spots just minutes away.
Yes, though options are more limited. Many tours offer hotel pickup in the Kihei/Wailea area, and most of the beaches, cafés, and shops are within walking distance of South Kihei Road. E-bike and scooter rentals are also a fun and convenient way to get around.
Very much so. Kihei is known for being friendly, walkable, and welcoming to all types of travelers. As with any beach destination, keep an eye on ocean conditions and secure valuables in your car or accommodation.
Discover hundreds of tours, classes, and experiences across the island - all vetted and bookable right here on MauiNow.com. Whether you're exploring waterfalls, whale watching, or chasing the next beach day, we'll help you make it unforgettable.
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