VIP Private Full-Day Road to Hana Tour from Wailea – Kihei

Traveling Maui’s famed Road to Hana is often considered a must-do for visitors craving a taste of lush landscapes, waterfalls, and a slice of local life. This private tour, offered by Keep It Simple Hawaii Surf School & Private Tours, promises a personalized adventure that takes you beyond the usual crowded buses and impersonal group outings. We haven’t personally been on this exact tour, but based on reviews and detailed itineraries, it’s an experience that combines flexibility, comfort, and authentic Maui highlights.

What we love about this tour? First, the full customization and private setting mean you’re in the driver’s seat (or the guide’s, if you prefer). Second, the expert guides—particularly Victoria—are repeatedly praised for their knowledge and engaging personalities. The one snag? The $450 price tag per person might seem steep compared to standard group tours, but the tailored experience and included perks make it worth considering for those seeking intimacy and flexibility. This trip suits travelers who want a comprehensive, stress-free day with plenty of photo stops, light hikes, and local flavor, especially families, couples, or small groups wanting a high-quality, personalized experience.

Key Points

• Private, fully customizable day trip with flexible timing
• Expert guides with high praise for local knowledge and personable approach
• Includes snacks, bottled water, water shoes, and door-to-door pickup/drop-off
• Numerous iconic sights like waterfalls, black sand beaches, and bamboo forests
• Approximately 10-12 hours, ideal for travelers with a full day to spare
• Premium price reflects personalized service and curated stops

Introduction: Why This Tour Stands Out

If you’re dreaming of exploring Maui’s Road to Hana without the hassle of large tour buses or rigid schedules, this private full-day trip might be your best option. It offers the chance to go at your own pace, stop where you want, and enjoy the company of knowledgeable guides who know the island inside and out.

Two standout features that catch our eye are the personalized itinerary—you’ll have the flexibility to include your specific interests—and the inclusive extras like bottled water, snacks, and water shoes. These details make a noticeable difference in comfort and convenience throughout the long day.

One aspect worth considering is the price: at $450 per person, this tour is an investment. But for travelers who value exclusivity, tailored experiences, and expert guidance, it’s a very compelling offer. This trip would suit those who want a luxury experience on Maui’s most famous scenic drive, especially families, honeymooners, or small groups seeking an authentic, relaxed adventure.

Why Choose a Private Full-Day Tour?

Many travelers opt for group tours on the Road to Hana, but what stands out here is the exclusive, private setting. That means no strangers sharing your space, no tight schedules, and the ability to customize your stops. It’s ideal if you have specific interests—like waterfalls or local food—or if you’re traveling with kids or seniors who need a comfortable pace.

This tour’s duration of 10 to 12 hours ensures you get ample time for each stop, avoiding the hurried feeling that can come with shorter or group outings. Plus, with door-to-door pickup and drop-off anywhere between Wailea and Kihei, it’s super convenient—no need to navigate busy rental car parking or worry about parking at each stop.

The Itinerary: What’s Included in the Ultimate Maui Road Trip?

This tour covers a comprehensive selection of Maui’s most iconic sights, with a few special surprises along the way. Here’s a detailed breakdown of each stop, along with what you can expect:

Stop 1: Paia

Your journey begins in the eclectic town of Paia, a former plantation town full of character. It’s a quick drive-through, perfect for soaking in the vibe of old Hawaii before heading into the lush countryside. The best part? No entrance fee, just a chance to see a slice of local life.

Stop 2: Ho’okipa Beach Park

Next, you’ll witness the world’s windsurfing capital. Watch brave windsurfers and kiteboarders challenge the ocean, with vibrant winds and waves making for an exciting spectacle. It’s also a hotspot for Hawaiian Green Sea Turtles, which often feed and bask along the shoreline. Many reviews emphasize how special it is to see these gentle giants up close—”200-pound turtles feeding along the shoreline and basking on the beach all day long,” as one visitor notes.

Stop 3: Jaws Country Store

A quick 20-minute stop for a bathroom break and perhaps a locally brewed coffee or snack. It’s a casual spot with a laid-back vibe—great for stretching your legs before hitting the twists and turns of the road.

Stop 4: Hana Highway – The Road to Hana

This is the heart of the adventure. The route features over 640 curves and 59 one-lane bridges, many dating back to 1910. We love the way guides can share stories and history as you navigate this serpentine stretch through tropical rainforest and scenic vistas. It’s a memorable drive and a reminder of Maui’s engineering feats.

Stop 5: Bamboo Forest & Rainbow Eucalyptus Trees

Lose yourself in Maui’s lush greenery with a walk amid towering bamboo and rainbow-hued eucalyptus trees. Many travelers comment on how the vibrant colors and towering stalks make for fantastic photos and peaceful moments amidst the jungle.

Stop 6: Ke‘anae Point & Aunty Sandy’s Banana Bread

This spot offers a chance to enjoy legendary banana bread from Aunty Sandy’s, a featured stop on Gordon Ramsay’s “Uncharted.” The Ke‘anae Lava Fields provide stark, rugged scenery—perfect for photos and exploring volcanic history at your own pace.

Stop 7: Pua’a Ka’a State Park

Here, you’ll find a beautiful waterfall that runs year-round—an idyllic spot for photos and a quick swim (weather permitting). Many reviewers appreciate having their bathing suits handy to cool off in the refreshing waters.

Stop 8: Hana Lava Tubes

Explore a 200,000-year-old lava tube with a provided headlamp, giving you a glimpse into Maui’s volcanic past. It’s a unique underground experience that many find fascinating.

Stop 9: Wai’anapanapa State Park & Black Sand Beach

The signature black sand beach, along with freshwater caves, makes Wai’anapanapa a must-see. Swimming here is possible if weather allows, and the scenery is strikingly different from typical beaches.

Stop 10: Hana Farms Roadside Stand & Bakery

Sample fresh, local food—think Hana coffee, snacks, and perhaps a slice of freshly baked pizza. It’s also a good spot for souvenirs and a bathroom break.

Stop 11: Wailua Falls

One of Maui’s most photographed waterfalls, Wailua Falls cascades 80 feet into a plunge pool. It’s a quick stop but offers stunning views and photo opportunities.

Stop 12: Ohe’o Gulch (Closed Currently)

Often called “The Seven Sacred Pools,” this area features numerous pools and a scenic loop trail. But, as of the latest info, access is closed indefinitely. We advise checking the NPS website before your trip.

Stop 13: Charles Lindbergh’s Grave

Visit the resting place of the famous aviator Charles Lindbergh, set in the peaceful grounds of Palapala Ho’omau Church. It’s a spot for quiet reflection and scenic cliff views.

Stop 14: Kaupo & the Back Side of Hana

This rugged, unpaved stretch offers spectacular views and a taste of remote Maui. It’s a bit off the beaten path, perfect for adventurous spirits wanting to see the less-visited side of the island.

Stop 15: Kula at Keokea Park

Finish the day at a high-altitude park, with sweeping views of Haleakala. It’s a quick but scenic bathroom stop, perfect for catching your breath before heading back.

What Sets This Tour Apart: The Experience & Value

This private tour isn’t just about ticking off sights; it’s about creating a memorable, personalized day. The inclusion of water shoes, snacks, and bottled water shows attention to comfort, especially considering the long hours and outdoor nature of the stops. The air-conditioned vehicle ensures you’re cool and comfortable, even during the hottest parts of the day.

What travelers rave about most are the knowledgeable guides, especially Victoria, whose reviews mention her engaging, friendly manner and deep understanding of local lore, plants, and history. Multiple reviews highlight how she “went above and beyond,” customizing stops based on guest interests and making the day personal and fun.

The long duration means you’re not rushed. You’ll explore waterfalls, lush forests, volcanic landscapes, and beaches, spreading your experience across the entire day. The door-to-door pickup and drop-off between Wailea and Kihei make logistics simple, freeing you from worries about parking or navigating.

The Price & Overall Value

While $450 per person is on the higher end for Maui tours, the private, tailored experience justifies this for many. When you consider snacks, water shoes, private transportation, and the personalized attention, it becomes a more attractive value. Especially if you’re traveling with family or a small group, the comfort and flexibility are worth it.

This isn’t a cheap tour, but it’s a luxury experience in every sense—designed for travelers who want to see Maui’s top sights without the crowds and with a guide who’s as passionate as they are knowledgeable.

The Sum Up: Who Will Love This Tour?

This private Road to Hana tour is perfect for those who prioritize comfort, flexibility, and expert guidance. It’s especially suited for travelers who want a comprehensive, customized experience that covers Maui’s most iconic sights without feeling rushed or overwhelmed. Families with kids, small groups, or couples celebrating a special occasion will find this an ideal way to explore the island’s natural beauty with the help of a friendly and informed guide.

If you’re the type of traveler who appreciates attention to detail—from included water shoes to personalized stops—and values an authentic, less commercialized adventure, this tour is a top contender. You’ll leave with stunning photos, new knowledge, and a real sense of Maui’s diverse landscapes.

For those looking for a luxurious, personalized journey that balances scenic wonder, local flavor, and expert insights, this private Road to Hana experience ticks all boxes.

FAQ: Practical Questions About the Tour

• What is included in the tour?
  Water hiking shoes, air-conditioned vehicle, bottled water, snacks, and private transportation are included. Door-to-door pickup/drop-off is available between Wailea and Kihei.

• How long does the tour last?
  The experience runs approximately 10 to 12 hours, giving ample time to enjoy each stop without feeling rushed.

• Can I customize the stops?
  Yes, the tour is private and customizable based on your interests. Guides are known for tailoring the experience.

• Is this suitable for children or seniors?
  Yes, especially with the flexibility, comfort, and included water shoes. Many reviews mention it’s great for families and those with mobility issues.

• What should I bring?
  Bring your swimsuit and towel for swimming spots, sun protection, and a camera. Water shoes are provided, but you might prefer your own.

• Are meals included?
  No, meals are not included. There are stops for snacks, drinks, and local food at Hana Farms.

• What if it rains?
  The tour requires good weather. If canceled due to rain, you’ll be offered a different date or a full refund.

• Can I join if I’m staying outside Wailea or Kihei?
  Pickup is offered between Wailea and Kihei. If staying elsewhere, contact the provider to see if arrangements can be made.

• Is there a minimum age or physical requirement?
  Most travelers can participate, but those with mobility issues should inform the guide. Water stops and some walking may be involved.

• How far in advance should I book?
  On average, most travelers book about 21 days ahead. Due to high demand, early reservations are recommended.

To sum it up, if you’re after a private, flexible, and comfortable way to experience Maui’s legendary Road to Hana, this tour offers a well-curated, personalized adventure. Expect stunning scenery, insightful guides, and the freedom to enjoy Maui on your terms.