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8‑Day Kawaii Honeymoon in Maui – Late May 2026

Viewed by 94 travelers

Day 1: Arrival & Relaxation

Morning: Arrive at Kahului Airport (OGG) and enjoy a private luxury transfer to Hotel Wailea, an adults‑only boutique resort perched on a cliff with panoramic ocean views.
Afternoon: Settle into your spacious ocean‑front suite, sip a welcome cocktail on the private lanai, and take a leisurely stroll along the resort’s secluded beach.
Evening: Dine under the stars at the resort’s acclaimed Hawaiian‑Fusion Restaurant, where fresh island flavors are paired with an extensive wine list.

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Day 2: Beach Day & Spa

Morning: Relax on the soft sands of Wailea Beach, perfect for sunbathing and gentle snorkeling in crystal‑clear waters.
Afternoon: Indulge in a side‑by‑side Couples Massage at the resort’s award‑winning spa, followed by a rejuvenating tropical facial.
Evening: Enjoy a romantic sunset dinner at Mama’s Fish House in Paia, famous for its fresh catch and island ambiance.

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Day 3: Haleakalā Sunrise & Upcountry

Morning: Depart before dawn for a guided drive to the summit of Haleakalā National Park to witness a breathtaking sunrise above the clouds.
Afternoon: Explore the charming upcountry town of Makawao, visiting art galleries and boutique shops, then savor a farm‑to‑table lunch at Hali‘imaile General Store.
Evening: Return to the resort for a relaxed evening by the adults‑only pool, sipping tropical cocktails and stargazing.

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Day 4: Road to Hana Adventure

Morning: Embark on a private guided tour of the iconic Road to Hana, stopping at waterfalls such as Wailua Falls and the black‑sand beach of Waianapanapa State Park.
Afternoon: Picnic lunch at the lush Garden of Eden, followed by a short hike to the towering Hana Lava Tube.
Evening: Return to Wailea for a quiet night in, perhaps enjoying a private in‑room dinner service.

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Day 5: Iao Valley & Cultural Experience

Morning: Visit the dramatic Iao Valley State Monument for a gentle hike to the Iao Needle, surrounded by lush rainforest.
Afternoon: Participate in a traditional Hawaiian luau at Old Lahaina Luau, learning hula, fire dancing, and tasting authentic kalua pork.
Evening: Return to the resort for a moonlit dip in the adults‑only pool and a late‑night couples’ wine tasting.

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Day 6: Snorkeling & Sunset Cruise

Morning: Board a private catamaran for a snorkeling excursion at Molokini Crater, where vibrant coral reefs teem with tropical fish.
Afternoon: Relax on the deck with light bites, then enjoy a brief stop at Turtle Town to observe Hawaiian green sea turtles.
Evening: Sail on a romantic sunset cruise along the West Maui coastline, complete with champagne and a live acoustic duo.

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Day 7: Leisure & Couples Massage

Morning: Take a leisurely sunrise walk on the resort’s private beach, followed by a yoga session on the lawn.
Afternoon: Return to the spa for a second, indulgent Couples Massage with volcanic stone therapy, then unwind in the hydro‑therapy pool.
Evening: Celebrate the final night with a private beachfront dinner catered by the resort’s chef, featuring a custom menu of your favorite island dishes.

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Day 8: Departure

Morning: Enjoy a final leisurely breakfast on your lanai while soaking in the sunrise over the Pacific.
Afternoon: Check‑out and enjoy a complimentary private transfer to Kahului Airport, with time to browse the duty‑free shops.
Evening: Depart Maui with cherished memories of a dreamy, luxurious honeymoon.

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Time and Cost Estimates

  • Hotel Wailea (7 nights, adults‑only suite) – 7 nights – $8,400
  • Adults‑only pool & beach access – All day – Included
  • Couples Massage (Day 2) – 1.5 hrs – $350
  • Couples Massage (Day 7) – 1.5 hrs – $350
  • Haleakalā Sunrise Tour – 5 hrs – $250
  • Road to Hana Private Guided Tour – 10 hrs – $600
  • Iao Valley & Lahaina Luau – 5 hrs – $180
  • Molokini Snorkeling Charter – 4 hrs – $400
  • Sunset Cruise – 3 hrs – $200
  • Private Beachfront Dinner (Day 7) – 2 hrs – $250
  • Dinner at Mama’s Fish House – 2 hrs – $180
  • Dinner at Hotel Wailea Restaurant – 2 hrs – $150
  • Private Transfers (airport & tours) – All days – $300
  • Miscellaneous (tips, souvenirs) – – $300
  • Total Estimated Cost: $12,410

Tips

To extend the romance, add an extra night at the resort for a sunrise paddle‑boarding session or a day‑trip to Lanai for secluded beaches. If you need to shorten the itinerary, combine Day 5 and Day 6 by swapping the luau for a beachfront dinner and skipping the sunset cruise, still preserving the highlights of hiking, snorkeling, and spa indulgence.

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