What your quote can include
- Round-trip flightsFrom your home airport in the US
- 6 nights of lodgingKīhei condo or Wailea resort
- Airport transfersArranged to match your flight times
- Tours & reservationsFor the activities in this plan
- Your day-by-day planPlus a book-ahead checklist
Pick only what you need. Each part is quoted with current prices before anything is booked.
Trip overview
A slower week with beach mornings, shorter drives and kid-friendly highlights, plus a lūʻau night. When to go: April–May and September–November usually bring good weather, lower rates and fewer crowds. For seasonal details, see our best time to visit Maui guide.
- Suggested base
- Kīhei condo or Wailea resort
- Fly into
- Kahului Airport (OGG)
- Trip style
- Family & relaxation
Day-by-day itinerary
A sample plan. We adjust the days, pace and activities to fit your trip.
Arrive
Settle in and keep it easy.
- Wailea beach day. Wailea and Makena beaches have soft sand and generally calm morning water. Walk the coastal path that links the resorts.
Snorkel and beach
Calm morning water is perfect for young snorkelers.
- Molokini Crater snorkel. A morning boat trip to a partly submerged crater with famously clear water, often paired with a turtle snorkeling stop. Seas are calmest early.
ʻĪao Valley and Pāʻia
A short walk in a lush valley and turtle spotting.
- ʻĪao Valley State Monument. A lush valley with the green ʻĪao Needle and a short paved walk. It's an important site in Hawaiian history. Out-of-state visitors need a timed reservation.
- Pāʻia and Hoʻokipa turtles. Browse Pāʻia's surf shops and cafés, then watch windsurfers and basking green sea turtles at Hoʻokipa Beach Park. Give turtles plenty of space.
Beach day and lūʻau
Rest up for an evening of music, hula and food.
- Mākena (Big Beach). A long, wide, undeveloped golden beach in a state park. The shorebreak can be powerful, so swim with caution.
- Lūʻau dinner. A traditional feast with hula and storytelling about Hawaiian culture. Book well ahead; well-regarded shows sell out.
Whales or reef
Whale watching in winter; reef snorkeling when seas are calm.
- Whale-watching cruise. In season, humpback whales breach and sing just offshore. Many boats leave from Mālaea and Kāʻanapali.
- Shore snorkel at Honolua or Kapalua Bay. When the water is calm (usually in summer), these protected bays have healthy reef and colorful fish. Use reef-safe mineral sunscreen; Hawaii bans sunscreens containing oxybenzone and octinoxate.
Haleakalā by day
Visit the summit in daylight if a sunrise start is too early for the kids, then farms in Kula.
- Upcountry farms and Makawao. Visit lavender and goat-cheese farms in Kula, sample local produce and wander the paniolo (cowboy) town of Makawao.
Departure
A last swim before your flight.
- Wailea beach day. Wailea and Makena beaches have soft sand and generally calm morning water. Walk the coastal path that links the resorts.
Choose your comfort level
The same itinerary works at different budgets. Pick the level that fits, and we'll quote it for your dates.
Essential
- A comfortable, well-reviewed 3-star hotel
- Economy flights at sensible times
- Shared airport transfers
- The plan's must-do tours, the rest at your own pace
Area to consider: Wailea and Kīhei (South Maui)
Choose EssentialSignature
- A 4-star hotel in a well-located area
- Economy or premium economy, best-timed flights
- Private airport transfers
- Guided tours and reservations for the key days
Area to consider: Hāna
Choose SignatureLuxury
- A 5-star hotel, with room upgrades where available
- Premium cabins where available
- Private transfers and guides
- Spa, dining and special-occasion reservations
Area to consider: Wailea and Kīhei (South Maui)
Choose LuxuryPrices depend on your dates, departure city and hotel, so we quote each comfort level on request. You can mix and match, for example a Signature hotel with Essential transfers.
Where to stay
Wailea and Kīhei (South Maui)
The sunniest, driest side of the island. Wailea has polished resorts and beach paths; Kīhei next door has condos and casual restaurants. Close to Molokini boat departures and good snorkeling.
Book these ahead
These parts of the trip need reservations or timed tickets that can sell out:
- ʻĪao Valley State Monument
- Lūʻau dinner
Pricing and policies, up front
Your quote shows the total trip price, per person and for your group, with taxes and the mandatory fees we can see included. Anything paid separately, such as some resort fees collected at check-in, local tourist taxes or checked bags on some fares, is listed clearly.
Many hotels, resorts, cruise lines and tour operators offer a deposit with the balance due before departure. Options vary by supplier, and we confirm them before you book.
Policies depend on the supplier and fare. We tell you the exact cancellation deadlines and any fees in writing before you commit.
Fares and rates change until they're booked. Some suppliers let us hold a rate briefly and many airfares can't be held, so we'll tell you what's possible for your trip.
You pay the travel provider directly, and RoamPlanned never takes payment for travel. How booking works.
Similar trips
Prefer a different pace? Try the 5-Day Maui Itinerary: Haleakalā, Road to Hana & Molokini, read the full Maui travel guide, or build your own Maui plan.
