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Oahu & Maui: Hawaii Highlights

Experience the best of Hawaii with a perfect mix of Oahu's energy and Maui's natural wonders.

7days
24stops
342km
DAY01

HNL Airport → Waikiki Sunset

23 km · 50m driving · Overnight in Waikiki Sunset
  1. 11:00
    HNL Airport· start
  2. 14 km · 25m
  3. 13:00
    Waikiki Beach
  4. 5 km · 15m
  5. 15:30
    Diamond Head
  6. 4 km · 10m
  7. 17:30
    Waikiki Sunset· overnight
Accommodation
Waikiki Beach, Honolulu
Island Eats
  • Musubi Cafe Iyasume · The ultimate Spam Musubi. Grab a few for the beach.
  • Duke's Waikiki · Classic beachfront dining. Get the Hula Pie, it's legendary.
Today's Budget
Lodging
$350
Food
$80
Gas
$10
DAY02

Hanauma Bay → Lanikai Beach

23 km · 45m driving · Overnight in Lanikai Beach
  1. 08:00
    Hanauma Bay· start
  2. 3 km · 10m
  3. 11:00
    Halona Blowhole
  4. 5 km · 10m
  5. 12:30
    Makapuʻu Point
  6. 15 km · 25m
  7. 14:30
    Lanikai Beach· overnight
Accommodation
Waikiki Beach, Honolulu
Local Grinds
  • Kono's North Shore · Famous kalua pork sliders and breakfast bombers.
  • Leonard's Bakery · You haven't lived until you've had a hot Malasada.
Today's Budget
Lodging
$350
Food
$70
Tickets
$25
Gas
$15
DAY03

Dole Plantation → Haleiwa Town

25 km · 40m driving · Overnight in Haleiwa Town
  1. 09:30
    Dole Plantation· start
  2. 12 km · 15m
  3. 11:30
    Laniakea Beach
  4. 5 km · 10m
  5. 13:30
    Waimea Bay
  6. 8 km · 15m
  7. 16:00
    Haleiwa Town· overnight
Accommodation
Waikiki Beach, Honolulu
North Shore Bites
  • Giovanni's Shrimp Truck · The OG garlic shrimp. Messy and delicious.
  • Matsumoto Shave Ice · Classic Haleiwa treat. Get it with condensed milk.
Today's Budget
Lodging
$350
Food
$60
Gas
$25
DAY04

OGG Airport → Ka'anapali Beach

60 km · 1h 15m driving · Overnight in Ka'anapali Beach
  1. 11:30
    OGG Airport· start
  2. 15 km · 25m
  3. 13:30
    Iao Valley
  4. 45 km · 50m
  5. 16:00
    Ka'anapali Beach· overnight
Accommodation
Ka'anapali Beach
Maui Flavors
  • Star Noodle · Asian fusion with killer ocean views. Book ahead.
  • Ululani’s Shave Ice · Widely considered the best shave ice in the world.
Today's Budget
Lodging
$450
Food
$90
Flight
$120
Gas
$15
DAY05

Paia Town → Hana Town

65 km · 2h 5m driving · Overnight in Hana Town
  1. 08:00
    Paia Town· start
  2. 15 km · 20m
  3. 09:30
    Twin Falls
  4. 45 km · 1h 30m
  5. 13:00
    Black Sand Beach
  6. 5 km · 15m
  7. 16:00
    Hana Town· overnight
Accommodation
Hana Village
Roadside Snacks
  • Aunty Sandy’s Banana Bread · Warm, fresh, and world-famous. Stop at Keanae.
  • Hana Farms · Great wood-fired pizza and local fruit stands.
Today's Budget
Lodging
$300
Food
$60
Gas
$40
DAY06

Pipiwai Trail → Haleakala Summit

111 km · 2h 35m driving · Overnight in Haleakala Summit
  1. 08:30
    Pipiwai Trail· start
  2. 1 km · 5m
  3. 11:00
    Ohe'o Gulch
  4. 110 km · 2h 30m
  5. 16:30
    Haleakala Summit· overnight
Accommodation
Kula or Makawao
Upcountry Eats
  • Kula Lodge · Amazing views and hearty food for the mountain air.
  • Hali'imaile General Store · Upscale Hawaiian comfort food in a historic setting.
Today's Budget
Lodging
$250
Food
$80
Tickets
$30
Gas
$30
DAY07

Makena Beach → OGG Airport

35 km · 50m driving
  1. 09:00
    Makena Beach· start
  2. 15 km · 20m
  3. 12:00
    Kihei Town
  4. 20 km · 30m
  5. 15:00
    OGG Airport
Accommodation
Airport Area (Transit)
Last Meal
  • Kihei Caffe · Huge portions of Loco Moco and Mac Nut pancakes.
  • Coconut’s Fish Cafe · The best fish tacos on the island. Period.
Today's Budget
Food
$50
Gas
$15
Heads Up
  • Book Hanauma Bay and Haleakala sunrise/sunset early
  • Rental cars are essential on both islands
  • Pack reef-safe sunscreen only