Maui Travel Tips: Exploring South/West Maui’s Beaches & Towns

The DINKs

After an adventurous drive along the Road to Hana, the DINKs made their way to South and West Maui to unwind while still taking in the sights. They spent mornings lounging on the golden sands of Kihei and Wailea, enjoyed sunset strolls along Charley Young Beach, and sampled local flavors at seaside restaurants.

Even in “relaxation mode,” they couldn’t resist exploring charming towns like Lahaina and Napili, hiking coastal trails in Kapalua, and snorkeling in hidden coves. This mix of laid-back beach time and light adventure made their South and West Maui visit both rejuvenating and full of memorable experiences.

Road Trip along the West Maui Loop:

A road trip around the West Maui Loop is one of the most scenic and adventurous drives on the island. While less famous than the Road to Hana, it offers dramatic cliffs, ocean views, hidden beaches, and cultural gems Discover charming towns like Lahaina, known for its historic whaling village and vibrant art scene, and the coastal town of Paia, famous for its eclectic shops and cafes. The full loop starts in Lahaina or Kaanapali, winds north through Kapalua and Kahakuloa, and returns via Wailuku and Kahului. The northern stretch (between Honolua Bay and Wailuku) is very narrow and winding; best suited for confident drivers in good weather.

• Lahaina (starting point): While the town is now in recovery following the 2023 wildfires, it remains a meaningful cultural and historical stop (More details below). Be sure to check access status and support local efforts if possible.
• Kaanapali Beach: A classic Maui resort area with beautiful beaches, shopping at Whalers Village, and the nightly cliff diving ceremony at Black Rock (Puu Keka‘a). Great for snorkeling, paddleboarding, or a quick beach break. (More details below)
• Kapalua: Known for luxury resorts and world-class golf, Kapalua also offers access to beautiful trails like the Kapalua Coastal Trail and snorkeling spots like Honolua Bay.
• Honolua Bay: One of Maui’s top snorkeling destinations (in summer), Honolua is protected as a marine life conservation district. You’ll park off the road and take a short jungle walk to the bay.
• Nakalele Blowhole: A natural wonder where ocean water shoots dramatically through a lava rock blowhole. Nearby is the “Heart-Shaped Rock”, a popular photo spot. Use caution, especially during high surf.
• Kahakuloa Village: A remote, picturesque Hawaiian village nestled between cliffs and coastline. Stop at Julia’s Banana Bread for one of Maui’s most famous roadside treats, and take in views of the towering Kahakuloa Head.
• Waiheʻe Ridge Trail (optional hike): If you’re up for a hike, this 4-mile roundtrip trail offers incredible views of the West Maui Mountains and lush valleys. Trailhead is just off the loop as you near Wailuku.
• Wailuku & Iao Valley: As you return to central Maui, consider a detour into Iao Valley State Monument, known for its dramatic green peaks and cultural significance. Wailuku is also home to historic architecture and local eateries.
• Kahului (end point or loop back to Lahaina): This central town is Maui’s transportation hub and a convenient place to refuel, grab a bite, or hit Costco for snacks or souvenirs before heading back toward South or West Maui.

Lahaina, Maui

We visited Lahaina before the devastating 2023 wildfires, and it was one of the most charming and vibrant towns on the island. Front Street was alive with historic buildings, oceanfront restaurants, local art galleries, and the iconic banyan tree anchoring the town square. We explored Lahaina’s whaling history, browsed local shops, and enjoyed sunset views from the harbor. Knowing much of what we experienced has since been lost makes those memories all the more meaningful. While Lahaina is now in recovery, its spirit and cultural significance remain an enduring part of Maui’s story.

• EAT: Mahi sandwich from PAIA, Fried Calamari from Down the Hatch, and other favorites have yet to reopen.
• DRINK: Adult Shave Ice from Break Wall – Mudslide was our favorite – it too has yet to reopen
• STAY: Lahaina Shores Beach Resort (Hyatt Vacation property) in Lahaina, Maui – has yet to reopen

When we visited, there was a self‑guided Lahaina walking tour map available at the Welcome Center in the Old Lahaina Courthouse:

• Lahaina Visitor Center (Old Courthouse, 648 Wharf St) – Starting Point: pick up the fold‑out “Ala Hele Mo‘olelo o Lāhainā” map
• Front & Dickenson – start here and follow the dotted trail on the map
• Lahaina Shores Penthouse – Masters’ Reading Room: coral‑stone missionary/officer building.
• Baldwin Home Museum – 1830s missionary residence and early chapel
• Richards House site & Taro patch – historic landmarks of early Hawaiian agriculture and leadership.
• Ha‘uola healing stone & Brick Palace remains – spiritual and structural remnants of Lahaina’s earliest non‑Hawaiian architecture
• Old Lahaina Fort & Banyan Court Park – site of the 1830s fort/prison, now the iconic banyan tree square. Lahaina’s iconic Banyan Tree Park is home to one of the largest banyan trees in the United States. This sprawling tree, planted in 1873, provides ample shade and serves as a gathering place for locals and visitors alike. Relax on the benches beneath its canopy or attend one of the many events and festivals held in the park throughout the year.
• Wo Hing Society Hall – restored Chinese social hall from the plantation era
• Lahaina Heritage Museum – artifacts tracing pre‑contact Hawaiʻi through missionary, whaling, and plantation periods
• Pioneer Inn & Front Street – vintage hotel and bustling corridor once central to whaling days. Front Street is the heart of Lahaina, lined with historic buildings that now house an array of shops, art galleries, restaurants, and cafes. Take a leisurely stroll along the waterfront and soak in the vibrant atmosphere while browsing for souvenirs or enjoying a delicious meal with ocean views.
• Lahaina Harbor: Explore Lahaina Harbor, a bustling hub for boating and water activities. Join a snorkeling or whale-watching tour departing from the harbor, or simply admire the colorful boats and yachts bobbing in the crystal-clear waters. Don’t miss the chance to capture panoramic views of the West Maui Mountains and neighboring islands from the harbor’s scenic vantage points.

Kaanapali Beach, Maui

A classic Maui resort area with beautiful beaches, shopping at Whalers Village, and the nightly cliff diving ceremony at Black Rock (Puu Keka‘a). Great for snorkeling, paddleboarding, or a quick beach break.

• Sunset at Ka’anapali Beach: Conclude your day with a mesmerizing sunset at Ka’anapali Beach, one of Maui’s most picturesque stretches of coastline. Watch as the sun dips below the horizon, painting the sky with hues of orange, pink, and purple, and experience the magic of aloha spirit as you reflect on your unforgettable journey through Maui’s paradise.
• Nightly cliff diving ceremony at Black Rock (Puu Keka‘a): The nightly cliff-diving ceremony at Black Rock (Puʻu Keka‘a) in Ka‘anapali is a mesmerizing blend of culture, tradition, and spectacle. Dating back to 1963 at the Sheraton Maui, the ritual honors King Kahekili, the last chief of Maui, who famously leapt from this sacred lava outcrop to prove his spiritual prowess Just before sunset, a youth adorned in traditional malo lights torches along the rocks, offers a lei to the ocean, and blows a conch to invoke ancestral spirits, echoing ancient Hawaiian beliefs that Black Rock was a portal to the spirit world. Then, to the rhythm of chant and chanting, he dives roughly 20 to 30 feet into the Pacific—a thrilling act both physical and spiritual. The ceremony is free and open to the public, best viewed from the beach.
• Whalers Village: Open-air beachfront shopping and dining complex featuring a mix of brand-name retailers, local boutiques, art galleries, and a variety of restaurants—many with ocean views.

Olowalu Petroglyphs

On our way to the airport, we made a quick stop at the Olowalu Petroglyphs, located behind the Olowalu General Store just off mile marker 15. It was a neat little detour, especially if you’re interested in Hawaiian history and ancient rock art. The site features around 70 petroglyphs carved into the face of Puʻu Kilea, depicting human figures and symbols.

To get there, you follow the paved road behind the fruit stand, then continue past a cultural reserve sign until the road turns to dirt—about 200 yards beyond that, you’ll spot the carvings on the rock wall. While it was interesting to see, it’s not something I’d go out of my way for again. Still, if you’re passing by or have some extra time, it’s a quick and quiet stop that offers a glimpse into Maui’s ancient past.

Makena Beach, Maui

Makena Beach, also known as Big Beach, located at 6600 Makena Alanui in Kihei. With its wide stretch of golden sand, turquoise waves, and dramatic views of Molokini and Kahoolawe, it’s easy to see why this is considered one of Maui’s most stunning beaches. We parked at Entrance 1, which is closest to the main beach access.

After soaking up the scenery, we ventured just south of the third entrance to find Pa‘ako Cove, also known as Secret Cove; a small, hidden beach tucked behind a lava rock wall. You’ll spot a tiny opening in the wall near a blue beach access sign next to a speed table; climb the small hill, and you’ll be rewarded with postcard-worthy views. This little slice of paradise, framed by black lava rock and swaying palms, is a popular wedding photo spot for good reason. It felt like discovering a secret, one well worth the effort.

Kihei, Maui

Kihei is a sunny, laid-back town on South Maui, popular with families and budget-conscious travelers. Its long stretches of beaches, calm waters, and easy access to snorkeling spots make it ideal for outdoor fun. With plenty of casual dining, vacation rentals, and local shops, Kihei is a great base for exploring the island.

• Kamaole Beach Parks (I, II, III) – Relax, swim, and watch sunsets.
• Keawakapu Beach – Calm waters perfect for snorkeling.
• Kalama Park – Beachfront park with picnic areas and playgrounds.

Wailea, Maui

Wailea is Maui’s upscale resort area, known for luxury hotels, pristine beaches, and world-class golf courses. It offers a quieter, more refined experience with art galleries, high-end shopping, and beautiful coastal trails. Ideal for couples or those seeking relaxation in a beautiful setting.

• Wailea Beach – Soft sand and calm waters for swimming and sunbathing.
• Makena Golf & Beach Club – Scenic golfing with ocean views.
• Wailea Coastal Walk – Scenic trail connecting beaches and resorts.

Napili, Maui

Napili is a small, relaxed beach community on West Maui with calm waters that are perfect for swimming and snorkeling. It’s family-friendly and less crowded than some of the bigger resort areas, offering a mix of casual vacation rentals and charming local restaurants.

• Napili Bay – Gentle waves, great for snorkeling and kayaking.
• Kapalua Bay – Nearby protected cove with excellent snorkeling.
• Napili Farmers Market – Local produce and artisanal goods.

Helicopter ride

Our helicopter tour in West Maui didn’t go quite as planned. Originally, we had booked the highly anticipated West Maui and Molokai route, excited to soar above dramatic sea cliffs and cascading waterfalls.

But when we arrived, we were told the weather wasn’t cooperating, and we had just seconds to decide whether to cancel or switch to a different route. Not wanting to miss out, we reluctantly agreed to a substitute tour that stayed solely over West Maui. Unfortunately, the rain didn’t let up, and it poured the entire flight.

The windows fogged up, and visibility was poor, making it hard to enjoy the scenery or capture any decent photos. While flying over Maui is still a unique experience, we were disappointed overall and left wishing we had taken the chance to reschedule.

Molokini Crater

This was one place that we unfortunately were not able to visit but is on our bucket list. Molokini Crater is a crescent-shaped volcanic crater just offshore from Maui, famous for world-class snorkeling and diving. The clear, calm waters offer incredible visibility and vibrant marine life, making it a must-visit for underwater adventures.

• Snorkeling Tours – Swim among tropical fish and coral reefs.
• Diving Excursions – Explore the crater’s underwater walls.
• Wildlife Spotting – See manta rays, turtles, and sometimes dolphins.

Summary