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Five Day Romantic Honeymooners Itinerary

15.01.2026

Hawai‘i has a unique magic, from warm trade winds to breathtaking sunsets that invite you to slow down and savor the moment. Whether for a honeymoon, anniversary, or romantic getaway, the islands offer unforgettable experiences for couples.

A five-day ultimate honeymoon itinerary provides inspiration for where to stay, dine, and enjoy the best sunset spots.

Days 1–2: Oʻahu — Culture, Coastlines & Sunset Romance

Where to Stay (Romantic Picks)

  • Halekulani (Waikīkī) – Elegant, serene, and beachfront with sunset views
  • The Kahala Hotel & Resort – Secluded luxury away from crowds (very honeymoon
    friendly

Day 1: Arrival & Waikīkī Sunset

Morning / Arrival

Arrive at Honolulu International Airport
Private transfer to your hotel (request a lei greeting for a honeymoon touch)

Afternoon

Light lunch at Orchids (Halekulani) – refined oceanfront dining
Relax on Waikīkī Beach or enjoy a couples spa treatment

Evening

Sunset beach walk along Waikīkī

Dinner

La Mer – One of Hawaiʻi’s most romantic fine-dining experiences (French cuisine,
ocean views)
Moonlit cocktails at House Without a Key with live Hawaiian music

Day 2: Scenic Oʻahu Adventure

Morning

Breakfast overlooking the ocean
Drive or guided tour to Hanauma Bay for snorkeling together in crystal-clear water

Afternoon

Explore the North Shore
Stop at Waimea Valley for waterfalls and botanical gardens

Lunch

at Beach House by Roy Yamaguchi (Turtle Bay) – relaxed but romantic

Evening

Return to Waikīkī
Private sunset catamaran cruise with champagne
Casual but intimate dinner at Azure Restaurant (seafood, oceanfront)

Day 3–5: Maui — Secluded Luxury & Natural Beauty

Where to Stay (Ultra-Romantic)

  • Hotel Wailea (Adults-Only) – Quiet, intimate, honeymoon favorite
  • Four Seasons Resort Maui at Wailea – Luxury, service, and stunning beaches
  • Andaz Maui at Wailea – Modern, stylish, and romantic infinity pool

Day 3: Maui Arrival & Relaxation

Morning

Fly from Oʻahu to Maui (≈45 minutes)
Check into your resort (request rose petals or champagne on arrival)

Afternoon

Poolside relaxation or beach time at Wailea Beach
Couples massage or private cabana experience

Evening

Dinner: Ferraro’s Bar e Ristorante – Italian cuisine with sunset ocean views
Stargazing from the beach afterwar

Day 4: Road to Hāna or Ocean Romance

Option 1: Road to Hāna (Adventure + Romance)

Start early with a private guided tour

Highlights

  • Black sand beach at Waiʻānapanapa
  • Waterfalls and bamboo forests
  • Picnic lunch prepared by your resort
  • Return for a relaxing evening

Option 2: Ocean Day (More Relaxed)

Morning snorkeling tour at Molokini Crater
Afternoon nap and spa time


Evening

Dinner: Mama’s Fish House – Iconic, romantic, and perfect for honeymooners
Request a sunset or ocean-view table in advance

Day 5: Sunrise & Farewel

Early Morning

Sunrise at Haleakalā (guided tour recommended) – magical and unforgettable

Late Morning

Brunch at The Restaurant at Hotel Wailea – panoramic views, refined cuisine
Afternoon
Last swim, souvenir shopping, or vow-renewal photoshoot on the beach

Departure

Private transfer to the airport

Honeymoon Enhancements
  • Private beach picnic setup
  • Professional couples photoshoot at sunset
  • Helicopter tour over Maui’s coastline
  • In-room flower bath or candlelit dinner