7-Nights Maui in Style: Ka'anapali, Road to Hana & Haleakala - Beach Vacations from $5,947

Goway Travel

OFFER ID 1722932

Epic Scenery A private-guided Hawaii escape through Maui’s wild coasts, golden beaches and volcanic peaks, blending island beauty with tranquil days in the sun.

Trip Overview:

A private-guided Hawaii escape through Maui’s wild coasts, golden beaches and volcanic peaks, blending island beauty with tranquil days in the sun.

Highlights:

Begin in Ka’anapali, where ocean breezes and sunset sails set a serene Maui rhythm.
Unwind in Kapalua’s peaceful embrace, surrounded by pristine beaches and rolling green landscapes.
Follow the Road to Hana, discovering waterfalls, rainforest canopies, and hidden black-sand shores.
Watch sunrise from Haleakala’s summit as light spills across the vast volcanic crater.
End in Wailea, where calm seas, coastal dining, and soft sands invite complete relaxation.

Included Services:

Private arrival and departure airport transfers
3 nights deluxe accommodation in Kapalua
4 nights deluxe accommodation in Wailea
Shared Deluxe Ka’anapali Sunset Sail with private transfers (max 40 guests)
Private Deluxe Road to Hana Tour
Shared Haleakala Sunrise Tour (max 24 guests)
Private transfer from Kapalua to Wailea
1 Breakfast, 1 Lunch

Excluded Services:

Travel insurance
International and domestic airfare & airfare taxes
Entrance fees to sites not explicitly listed as included
Meals and beverages not mentioned
Gratuities
Items of a personal nature
Passport & Visa fees if applicable

7 nights from $5,947 per person

Itinerary

Day 1: Welcome to Maui

Transfer: Kahului Airportto Kapalua HI

Hotel: The Ritz-Carlton Maui, Kapalua (5 Star Rating)

The Ritz-Carlton Maui, Kapalua offers an elevated ocean-front retreat set on 54 lush acres along Maui's northwest shoreline. Guests enjoy beautifully renovated guest rooms and suites, featuring private lanais, luxurious marble bathrooms, and serene tropical decor. Rejuvenate in the full-service spa, savor Pacific-inspired cuisine at onsite restaurants, and unwind beside multiple ocean-view pools, including an adults-only sanctuary. Outdoor enthusiasts will appreciate the well-appointed fitness center, tennis courts, and assigned access to two championship golf courses. The resort's calm elegance is reflected in warm, attentive service-creating a refined yet relaxed atmosphere that invites guests to connect with Maui's natural beauty.

Day 2: Deluxe Ka’anapali Sunset Sail

Transfer: Kapalua HI to Kaanapali Beach HI

Enjoy stunning panoramic views of the West Maui Mountains, kissed with rainbows, aboard Maui's newest sailing catamaran. Step away from the bustle of a crowded restaurant and slip into sunset at tables set for intimacy and comfort. Allow yourself to be lulled into relaxation while the world-class Trilogy Crew members serve several tasty pupus (appetizers), signature cocktails, and knowledge of Maui's history and marine life. Departing from world-famous Ka'anapali Beach, sip and sail with Maui's oldest and most experienced sailing company!

Transfer: Kaanapali Beach HI to Kapalua HI

Day 3: At Leisure in Kapalua

Day 4: From Kapalua to Wailea

Transfer: Kapalua HI to Wailea HI

Hotel: Four Seasons Resort Maui at Wailea (5 Star Rating)

At Four Seasons Resort Maui at?Wailea, every detail radiates effortless island elegance from the koi-pond courtyards to the soothing salt-water pools framed by manicured gardens. The 383 guest rooms and suites, many with private lanais and ocean views, range from sleek Club-Floor retreats to expansive three-bedroom Lokelani residences with gardens and butler-level service. Daydream by one of three pools adults-only infinity, family waterfall, or serene fountain while cabana attendants ensure iced treats and comfort. The spa blends indoor and open-air hales with Hawaiian-inspired treatments, and championship golf, pickleball courts, boutique shopping, and refined eateries complete the serene luxury.

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Day 5: Private-Guided Deluxe Road to Hana Tour

Enjoy one of our world's most scenic and captivating roads circling around Haleakala. Tour around Maui's eastern volcano to see countless waterfalls, lush rainforest, breathtaking mountain views, and magnificent ocean scenes. Hana Highway features over 600 coastal turns and nearly 60 bridges, mostly one lane. Swim in a freshwater pool by a waterfall and in the ocean at Wai'anapanapa's black sand beach. We'll take care of the required park reservation in Hana, provide lunch, cold drinks, and more. Let our experienced guides take the wheel, and enjoy a full day tour along this historic road of awe inspiring views.

Day 6: Haleakala Sunrise Tour

Ascend Mt. Haleakala to a soaring 9,740 feet elevation and witness the dawning of a new day. Feel the raw power of being one with the clouds and face to face with the sun. After the spectacular light show, wander the slopes of Haleakala to gaze at rare Silversword plants and catch sight of Hawaii's State Bird, the endemic Nene geese flying overhead.

Take note of the drastically changing landscape from arid desert to fertile farmland on the descent and enjoy breakfast at Cafe O'Lei at the Plantation. Locally and family owned, this restaurant provides an idyllic dining experience, situated at the old sugar mill amidst a peaceful, country landscape.

Day 7: At Leisure in Wailea

Day 8: Depart from Maui

Transfer: Wailea HI to Kahului Airport

Featured Destinations

Maui

Travelers who can go anywhere in the world come back to Maui again and again, because their Maui moments are some of the most treasured of their lives. The majestic leaps of Maui's humpback whales are the perfect symbol for the magic of this island, where natural wonders set your spirit free and the warm aloha of Maui's people fills your heart with a sense of belonging.

Maui's prime resort areas are Kapalua, Kaanapali, Kihei, Wailea and Makena. Strung like jewels on the sunny western and southern shores of Maui, they offer pristine beaches and a wide range of hotel and condominium accommodations. At serene, secluded Hana, you'll discover Hawaii the way it used to be.

The best golf in paradise is yours to enjoy on Maui. There are challenges for players of all skill levels and incredible views no matter where you play, from the public courses to the championship layouts of Maui's Golf Coast. Plus, nowhere else in the world will you find the array of oceansports and activities that Maui offers.

Then there are the 42 miles of world famous beaches, ranging Only on Maui... from the little jewel of Red Sand Beach to the black sand beach at Waianapanapa State Park. The best snorkeling is at Honolua Bay or the small islet of Molokini, a submerged crater.

For the nature enthusiast, Maui has breathtaking hiking trails. The Hawaii Nature Center in Iao Valley is a good starting place. The rangers at Haleakala National Park lead free nature walks, both at the 10,000 foot summit of Maui's awe-inspiring, long-dormant volcano and at Oheo Gulch with its famous Seven Pools.

One of the best ways to experience Upcountry Maui is on horseback. The green pastures and sweeping vistas will remind you of range land in Wyoming. And Makawao town provides a taste of the "Old West."

Discover the fascinating artifacts of Maui's ancient culture at the Bailey House Museum or explore the island's heiau ruins (Hawaiian religious temples). If you get a chance, don't miss the performance of hula kahiko (ancient hula) by one of Maui's hula halau (hula schools).

Vacation Details

Valid Date Ranges

11/11/2026 - 12/31/2028

from $5,947 per person

* This departure has been designated a guaranteed departure by the operator, meaning that the minimum number of guests has been met, although still subject to weather and other conditions.

Prices Start At

from $5,947 per person

Length

7 Nights

Air City

Call for airfares from your city.

Vacation Rating

Deluxe
Fine dining, on-site bars or lounges and room service with extended hours are characteristic of deluxe establishments. Guest services usually include valet parking, concierge services, baggage assistance and laundry services. Other on-site facilities often include shops and boutiques, full service spas, full fitness facilities with pools and tennis courts. Business amenities may include available up-to-date technology and support staffs available for services. Attention to detail is apparent in the guestrooms which typically have stylish furnishings, quality bedding and bath products and often provide an evening turn down service.

Remarks

Pricing is dynamic and subject to change based on specific travel dates, room categories and availability. Prices are "from" per person based on twin/double share accommodation and for travel in low season. Seasonal surcharges and blackout dates may apply. Limited seat/spaces and all pricing is subject to change and availability. Rates for single or triple travelers are available on request - please inquire with your Travel Advisor.

All fares are quoted in US Dollars.

OFFER ID

1722932

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Travels with Passion

(540) 498-0859