Road to Hana waterfall surrounded by tropical greenery in Maui Pristine Maui beach with turquoise waters and palm trees Lanikai Beach with pristine white sand and turquoise water Manta ray gliding underwater at night

Best 14 Days in Hawaii — Without Photography

Oahu → Maui → Big Island

14 days · 3 cities · 25 activities · route optimized by distance

Expect lots of nature — parks, scenic views, and outdoor activities. Mostly low-effort and walkable, with a mix of self-guided and guided activities. Includes 11 must-see landmarks across Oahu and Maui and Big Island.

Highlights: Pearl Harbor & USS Arizona Memorial, Pearl Harbor National Memorial, Hanauma Bay Snorkeling, Manta Ray Night Snorkel, Lanikai Beach

Arriving Wed, Jul 1 Change

Your Route — ordered to minimize backtracking

25+ activities scored and ranked · route optimized across 3 cities

Where you'll stay
Hotel in Oahu · From $180/night +2 more
See lodging →
Trip cost
~$3,933 total · $281/day
See budget →
Top picks
Pearl Harbor & USS Arizona Memorial, Hanauma Bay Snorkeling, Pearl Harbor National Memorial
See itinerary →

Day-by-Day Schedule — heavy and light days alternate so you don’t burn out

Oahu

Oahu 8 stops · Open in Google Maps ↗
Day 1 Wed, Jul 1 Full Oahu View on map
Morning USS Arizona Memorial at Pearl Harbor with American flag
Pearl Harbor & USS Arizona Memorial$~4 hrs

Tour the USS Arizona Memorial and Pearl Harbor visitor center

Open year-round; free timed tickets required — book well in advance 📍 Map
Afternoon Hanauma Bay crater with blue waters and snorkelers
Hanauma Bay Snorkeling$$~3 hrs

Snorkel in a protected marine sanctuary with abundant tropical fish

$25 Verified Mar 2026 Calmest May-Sep 📍 Map
🏨 Hotel in Oahu

Waikiki / Kailua

wifipoolair-conditioningbeach-access
Travelers book: Outrigger Waikiki $220-380/nightPark Shore Waikiki $150-250/nightWaikiki Beachside Hostel $60-100/night
Book Hotel in Oahu from $180/night Affiliate link — we may earn a commission at no extra cost to you
Day 2 Thu, Jul 2 Moderate Oahu View on map
Morning
Pearl Harbor National Memorial$~4 hrs

Visit the USS Arizona Memorial and Pearl Harbor museums honoring the 1941 attack

$1 Verified Mar 2026 Year-round. Book USS Arizona tickets 60 days ahead on Recreation.gov. Closed on Thanksgiving, Christmas, and New Year's Day.
Afternoon Waikiki Beach shoreline with hotels and Diamond Head
Waikiki Beach$~4 hrs

Relax on world-famous Waikiki Beach with shopping and dining

Warm and swimmable year-round; calmest May-Sep 📍 Map
🏨 Hotel in Oahu

Waikiki / Kailua

wifipoolair-conditioningbeach-access
Travelers book: Outrigger Waikiki $220-380/nightPark Shore Waikiki $150-250/nightWaikiki Beachside Hostel $60-100/night
Book Hotel in Oahu from $180/night Affiliate link — we may earn a commission at no extra cost to you
Day 3 Fri, Jul 3 Moderate Oahu
Morning
Waikiki Beach & Kalakaua Avenue$~3 hrs

Swim, surf, and stroll the golden sands of Waikiki Beach with Diamond Head as your backdrop

Year-round. Summer months (Apr-Oct) have calmer surf. Free Friday night fireworks at Hilton Hawaiian Village.
Afternoon
North Shore & Haleiwa Town$~4 hrs

Watch world-class surfers at Pipeline, explore Haleiwa, and grab shave ice at Matsumoto's

Year-round. Nov-Feb for big wave season and surf competitions. Summer has calmer water for swimming. Matsumoto's open daily.
🏨 Hotel in Oahu

Waikiki / Kailua

wifipoolair-conditioningbeach-access
Travelers book: Outrigger Waikiki $220-380/nightPark Shore Waikiki $150-250/nightWaikiki Beachside Hostel $60-100/night
Book Hotel in Oahu from $180/night Affiliate link — we may earn a commission at no extra cost to you
Day 4 Sat, Jul 4 Moderate Oahu View on map
Morning Lanikai Beach with pristine white sand and turquoise water
Lanikai Beach$~3 hrs

Relax on one of Hawaii's most beautiful and quieter beaches

Calm water year-round; parking limited, arrive early 📍 Map
Afternoon
Traditional Hawaiian Luau$$~3 hrs

Experience an authentic Hawaiian feast with hula, fire dancing, and kalua pig under the stars

$120 Verified Mar 2026 Year-round; book ahead for Friday and Saturday shows. 📍 Map
🏨 Hotel in Oahu

Waikiki / Kailua

wifipoolair-conditioningbeach-access
Travelers book: Outrigger Waikiki $220-380/nightPark Shore Waikiki $150-250/nightWaikiki Beachside Hostel $60-100/night
Book Hotel in Oahu from $180/night Affiliate link — we may earn a commission at no extra cost to you
Day 5 Sun, Jul 5 Moderate Oahu View on map
Morning North Shore big waves and surfers during winter swells
North Shore Beach & Surf Culture$~3 hrs

Experience legendary surfing beaches and casual beach town atmosphere

Surf Nov-Feb 📍 Map
Afternoon
Windward Coast Drive$~4 hrs

Drive the dramatic Windward Coast past Ko'olau cliffs, Byodo-In Temple, and pristine beaches

$7 Verified Mar 2026 Year-round. Windward side gets more rain; summer months are drier. Byodo-In Temple open daily 8:30 AM-4:30 PM.
🏨 Hotel in Oahu

Waikiki / Kailua

wifipoolair-conditioningbeach-access
Travelers book: Outrigger Waikiki $220-380/nightPark Shore Waikiki $150-250/nightWaikiki Beachside Hostel $60-100/night
Book Hotel in Oahu from $180/night Affiliate link — we may earn a commission at no extra cost to you
Day 6 Mon, Jul 6 Moderate Oahu View on map
Morning
Kualoa Ranch Adventure Tours$$$~4 hrs

Explore the Jurassic Park valley on ATV, horseback, or movie-site tours at Kualoa Ranch

$125 Verified Mar 2026 Year-round. Drier months (Apr-Oct) are best. Book popular tours 2-3 weeks ahead. Book this tour →
Afternoon
Oahu Poke Bowl Crawl$~2 hrs

Sample Hawaii's iconic raw fish dish at the island's top poke shops from Waikiki to the North Shore

$15 Verified Mar 2026 Year-round; fresh ahi tuna is always available. 📍 Map
🏨 Hotel in Oahu

Waikiki / Kailua

wifipoolair-conditioningbeach-access
Travelers book: Outrigger Waikiki $220-380/nightPark Shore Waikiki $150-250/nightWaikiki Beachside Hostel $60-100/night
Book Hotel in Oahu from $180/night Affiliate link — we may earn a commission at no extra cost to you
Oahu → Maui
1h 30m ~$100 Inter-island flight from Honolulu to Kahului (40min)

Maui

Maui 6 stops · Open in Google Maps ↗
Day 7 Tue, Jul 7 Full Maui View on map
Morning Molokini Crater island in turquoise water
Molokini Crater Snorkeling Boat Tour$$~5 hrs

Snorkel at an island crater teeming with tropical fish and marine life

$150 Verified Mar 2026 Calmest May-Sep 📍 Map
Afternoon
Maui's Best Beaches$~4 hrs

Relax at world-class beaches — snorkel Kapalua Bay, bodysurf Big Beach, or sunbathe at Wailea.

Year-round. Summer (Apr-Oct) has calmer waters; winter brings bigger surf and whale sightings from shore.
🏨 Hotel in Maui

Wailea / Lahaina / Kihei

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Travelers book: Grand Wailea $300-500/nightMaui Ocean Pavilions $180-300/nightPaia Inn Hotel $150-250/night
Book Hotel in Maui from $200/night Affiliate link — we may earn a commission at no extra cost to you
Day 8 Wed, Jul 8 Moderate Maui View on map
Morning Lush green valley with dramatic mountain peaks in Hawaii
Iao Valley State Monument$~2 hrs

Hike to the 1,200-foot Iao Needle rock pinnacle in a lush green valley

$5 Verified Mar 2026 Open year-round; timed reservations required; visit morning for clearest views 📍 Map
Afternoon
Mama's Fish House$$$~2 hrs

Dine on fresh-caught Hawaiian fish at Maui's most iconic oceanfront restaurant in Paia

$125 Verified Mar 2026 Year-round; lunch and dinner service daily. 📍 Map
🏨 Hotel in Maui

Wailea / Lahaina / Kihei

wifipoolair-conditioningbeach-access
Travelers book: Grand Wailea $300-500/nightMaui Ocean Pavilions $180-300/nightPaia Inn Hotel $150-250/night
Book Hotel in Maui from $200/night Affiliate link — we may earn a commission at no extra cost to you
Day 9 Thu, Jul 9 Moderate Maui View on map
Morning
Maui Whale Watching Tour$$~2 hrs

Get up close to humpback whales on a 2-hour boat tour — Maui is the world's best whale watching destination.

$85 Verified Mar 2026 Seasonal: Dec 15 - Apr 12 only. Peak sightings late Jan through early Mar. No tours May-Nov.
Afternoon Lahaina historic town with ocean view
Lahaina Town & Banyan Tree (Rebuilding)$~3 hrs

Visit Lahaina's historic Banyan Tree as the town rebuilds from the 2023 wildfire

📍 Map
🏨 Hotel in Maui

Wailea / Lahaina / Kihei

wifipoolair-conditioningbeach-access
Travelers book: Grand Wailea $300-500/nightMaui Ocean Pavilions $180-300/nightPaia Inn Hotel $150-250/night
Book Hotel in Maui from $200/night Affiliate link — we may earn a commission at no extra cost to you
Day 10 Fri, Jul 10 Moderate Maui View on map
Morning
Maui Food Truck Trail$~2 hrs

Sample loco moco, kalbi ribs, and acai bowls at Maui's best roadside food trucks

$15 Verified Mar 2026 Year-round; some trucks close Sundays. 📍 Map
Afternoon
Maui Sunset Sail$$~2 hrs

Sail along Maui's coast as the sun sets over the Pacific — cocktails and appetizers included on most cruises.

$95 Verified Mar 2026 Year-round. Dec-Apr adds whale sighting chances. Summer sunsets are later and warmer.
🏨 Hotel in Maui

Wailea / Lahaina / Kihei

wifipoolair-conditioningbeach-access
Travelers book: Grand Wailea $300-500/nightMaui Ocean Pavilions $180-300/nightPaia Inn Hotel $150-250/night
Book Hotel in Maui from $200/night Affiliate link — we may earn a commission at no extra cost to you
Maui → Big Island
1h 15m ~$85 Inter-island flight from Kahului to Kona or Hilo (30min)

Big Island

Big Island 3 stops · Open in Google Maps ↗
Day 11 Sat, Jul 11 Full Big Island View on map
Morning Kealakekua Bay with snorkelers and pristine water
Captain Cook Monument Snorkeling$$~5 hrs

Snorkel Kealakekua Bay's coral reefs at the Captain Cook Monument

$130 Verified Mar 2026 Calmest May-Sep 📍 Map
Afternoon Manta ray gliding underwater at night
Manta Ray Night Snorkel$$~2h 30m

Snorkel with giant manta rays during their nightly feeding off the Kona Coast

$140 Verified Mar 2026 Year-round; calmer ocean in summer months (Apr-Oct). Book ahead — tours sell out frequently. Sighting rate is ~90%+ year-round. Book this tour →
🏨 Hotel in Big Island

Kona / Hilo

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Travelers book: Fairmont Orchid Hawaii $350-600/nightKona Tiki Hotel $140-250/nightUncle Billy's Hilo Bay Hotel $100-150/night
Book Hotel in Big Island from $170/night Affiliate link — we may earn a commission at no extra cost to you
Day 12 Sun, Jul 12 Moderate Big Island View on map
Morning Akaka Falls cascading waterfall in tropical rainforest
Akaka Falls State Park$~1h 30m

Hike a short loop trail to the 442-foot Akaka Falls through tropical forest

$5 Verified Mar 2026 Open year-round; waterfall most impressive after rain 📍 Map
Afternoon Mauna Kea observatory under starry night sky
Mauna Kea Summit & Stargazing Tour$$$~8 hrs

Watch sunset from the 13,796-ft Mauna Kea summit, then stargaze with telescopes

$315 Verified Mar 2026 Year-round; winter months may have summit snow/ice closures. Summit road requires 4WD (most rental companies prohibit it — tours are the practical option). Children under 13 not permitted above the Visitor Station. Book this tour →
🏨 Hotel in Big Island

Kona / Hilo

wifipoolair-conditioningbeach-access
Travelers book: Fairmont Orchid Hawaii $350-600/nightKona Tiki Hotel $140-250/nightUncle Billy's Hilo Bay Hotel $100-150/night
Book Hotel in Big Island from $170/night Affiliate link — we may earn a commission at no extra cost to you
Day 13 Mon, Jul 13 Full Big Island
Full Day Punalu'u black sand beach with sea turtles on the Big Island
Papakolea Green & Punalu'u Black Sand Beaches$~6 hrs

Hike to the rare green sand beach and visit Punalu'u's black sand shore with sea turtles

Year-round; drier months offer easier hiking. No fees or permits required. The shuttle service to Papakolea is unofficial/illegal — hike in only.
🏨 Hotel in Big Island

Kona / Hilo

wifipoolair-conditioningbeach-access
Travelers book: Fairmont Orchid Hawaii $350-600/nightKona Tiki Hotel $140-250/nightUncle Billy's Hilo Bay Hotel $100-150/night
Book Hotel in Big Island from $170/night Affiliate link — we may earn a commission at no extra cost to you
Day 14 Tue, Jul 14 Big Island
Checkout & Depart

Check out of your hotel, grab a final breakfast, and head to the airport. Safe travels from Big Island!

Where You’ll Stay

Estimated total: $1,912–$2,868

Trip Budget Estimate

$3,933 estimated total per person
$281 per day
Lodging $2,390
Activities $1,358
Transport $185

Estimates based on listed activity prices and hotel rates. Actual costs vary by season, availability, and personal spending.

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