Kilauea lava flowing into the Pacific Ocean on Big Island Hawaii Pristine Maui beach with turquoise waters and palm trees Haleakala crater at sunrise with clouds below the summit North Shore waves and palm trees overlooking the ocean

Best 14 Days in Hawaii — Summer

Oahu → Maui → Big Island

14 days · 3 cities · 24 activities · route optimized by distance

Expect lots of nature — parks, scenic views, and outdoor activities. A moderate mix of walking and active experiences, with a mix of self-guided and guided activities. Includes 18 must-see landmarks across Oahu and Maui and Big Island.

Highlights: Haleakala Sunrise Experience, Pearl Harbor & USS Arizona Memorial, Pearl Harbor National Memorial, Haleakala National Park Sunrise & Summit, Hawai'i Volcanoes National Park

Arriving Wed, Jul 1 Change

Your Route — ordered to minimize backtracking

24+ 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
~$3,798 total · $271/day
See budget →
Top picks
Pearl Harbor & USS Arizona Memorial, Diamond Head Crater Hike, 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 Diamond Head crater viewed from Waikiki Beach
Diamond Head Crater Hike$~2h 30m

Hike to the summit of iconic Diamond Head crater for panoramic views

$5 Verified Mar 2026 Open year-round; advance reservations required for non-residents 📍 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 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 3 Fri, Jul 3 Moderate Oahu View on map
Morning
Hanauma Bay Snorkeling$$~3 hrs

Snorkel with tropical fish in a volcanic crater bay, Oahu's top marine preserve

$25 Verified Mar 2026 Year-round (Wed-Sun only). Summer has calmer water and best snorkeling visibility. Closed Mon-Tue. Online reservation required.
Afternoon Waikiki Beach shoreline with hotels and Diamond Head
Waikiki Beach$~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 $180/night Affiliate link — we may earn a commission at no extra cost to you
Day 4 Sat, Jul 4 Moderate Oahu View on map
Morning
Waikiki Beach & Kalakaua Avenue$~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
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 $180/night Affiliate link — we may earn a commission at no extra cost to you
Day 5 Sun, Jul 5 Moderate Oahu View on map
Morning Lanikai Beach with pristine white sand and turquoise water
Lanikai Beach$~3 hrs

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

Calm water year-round; parking limited, arrive early 📍 Map
Afternoon Kualoa Ranch windward valley with Ko'olau mountains
Kualoa Ranch Movie Tour & Activities$$~3 hrs

Explore legendary movie set locations and windward coast scenic views

$63 Verified Mar 2026 Open year-round; book 2-3 weeks ahead in peak season 📍 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 6 Mon, Jul 6 Moderate Oahu
Morning
Historic Honolulu & Iolani Palace$$~4 hrs

Explore Iolani Palace, Chinatown, and the Bishop Museum in Hawaii's capital city

$27 Verified Mar 2026 Year-round. Iolani Palace closed Sundays and Mondays. Book palace tickets online in advance — no walk-ups.
Afternoon
Windward Coast Drive$~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
Oahu → Maui
1h 30m ~$100 Inter-island flight from Honolulu to Kahului (40min)

Maui

Maui 5 stops · Open in Google Maps ↗
Day 7 Tue, Jul 7 Full Maui View on map
Morning Haleakala crater at sunrise with clouds below the summit
Haleakala Sunrise Experience$$~3 hrs

Watch sunrise above the clouds from a dormant volcano summit

$30 Verified Mar 2026 Open year-round; sunrise reservations required 3-7am, book 60 days ahead 📍 Map
Afternoon Waterfall along Road to Hana with rainforest
Road to Hana Scenic Drive$~8 hrs

Drive the famous winding coastal road past waterfalls and rainforests

$30 Verified Mar 2026 Best May-Oct 📍 Map
🏨 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 $200/night Affiliate link — we may earn a commission at no extra cost to you
Day 8 Wed, Jul 8 Moderate Maui
Morning
Haleakala National Park Sunrise & Summit$~4 hrs

Watch sunrise from the 10,023 ft summit of Haleakala, then hike the otherworldly volcanic crater trails.

$30 Verified Mar 2026 Year-round. Sunrise reservations required (3am-7am). Summit temps near freezing — bring layers.
Afternoon
Road to Hana Scenic Drive$~10 hrs

Drive the legendary 64-mile coastal highway through rainforests, waterfalls, and black sand beaches.

Year-round but drier months (Apr-Oct) offer better road conditions. Winter rains can cause rockslides and closures.
🏨 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 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

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
Molokini Crater Snorkeling & Turtle Town$$~5 hrs

Snorkel a volcanic crescent crater with 150 ft visibility, then swim with sea turtles at Turtle Town.

$150 Verified Mar 2026 Year-round. Calmest waters and best visibility Apr-Sep. Winter swells may cause cancellations. Book this tour →
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
Maui → Big Island
1h 15m ~$85 Inter-island flight from Kahului to Kona or Hilo (30min)

Big Island

Big Island 4 stops · Open in Google Maps ↗
Day 11 Sat, Jul 11 Full Big Island
Full Day Kilauea crater with volcanic steam at Hawaii Volcanoes National Park
Hawai'i Volcanoes National Park$~5 hrs

Explore Kilauea's craters, lava tubes, and Chain of Craters Road at this UNESCO World Heritage Site

$30 Verified Mar 2026 Open year-round 24/7. Drier months (Apr-Oct) best for hiking. Evening visits may reveal lava glow at Halema'uma'u. Construction project may affect some summit trails.
🏨 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 $170/night Affiliate link — we may earn a commission at no extra cost to you
Day 12 Sun, Jul 12 Light Big Island
Full Day Hawaii Volcanoes National Park volcanic crater landscape
Hawaii Volcanoes National Park$~4 hrs

Explore Kilauea Caldera, lava tubes, and steam vents at this UNESCO volcanic park

$15 Verified Mar 2026 Best Apr-Oct 📍 Map
🏨 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 Moderate 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 Milky Way galaxy visible above Mauna Kea observatory
Mauna Kea Stargazing Experience$$$~4 hrs

Stargaze from the 13,796-foot summit of Mauna Kea with guided telescopes

$260 Verified Mar 2026 Clearest skies Apr-Oct; tours run year-round weather permitting 📍 Map
🏨 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

$3,798 estimated total per person
$271 per day
Lodging $2,390
Activities $1,223
Transport $185

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

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