Luxurious Family Weekend in Kaanapali Paradise
FamilyWeekend
$$$$ Treat Yourself

Kaanapali

Luxurious Family Weekend in Kaanapali Paradise

Sun-kissed beaches, luxury vibes, and family magic in Kaanapali

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Indulge in a special family getaway along Kaanapali's stunning beaches with luxury resorts, ocean adventures, and fine dining. This 2-3 day itinerary balances relaxation, family fun, and unforgettable Maui experiences tailored for quality time together. Perfect for creating lasting memories in a treat-yourself setting.

Where to Stay

The Westin Nanea Ocean Villas, Ka'anapali
Stay

The Westin Nanea Ocean Villas, Ka'anapali

Spacious oceanfront villas with full kitchens, multiple pools including kid-friendly areas, and direct beach access.

$600-900/night
Royal Lahaina Resort & Bungalows
Stay

Royal Lahaina Resort & Bungalows

Beachfront resort with private bungalows, lush gardens, multiple pools, and ocean views.

$500-800/night

Good to Know

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Know

Pack reef-safe sunscreen

Use only mineral-based sunscreen to protect coral reefs and marine life during water activities.

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Reserve activities early

Book luaus, ziplines, and boat tours weeks ahead, especially for larger families.

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Rent a car for flexibility

Drive to explore nearby Lahaina or Napili; resorts offer valet parking.

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Bring water shoes

Protect feet from rocky areas at Black Rock and lava formations.

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Watch for humpback whales

January is peak season; scan horizons from beach or join ethical tours.

Your Weekend Itinerary

Leilani's On The Beach
Eatmorning

Leilani's On The Beach

Beachfront dining with fresh seafood; try the Huli Huli chicken or poke bowls.

1h 15m
$60-100 per person
Kaanapali Beach
Domorning

Kaanapali Beach

Swim, build sandcastles, or stroll the boardwalk; rent kayaks for family paddling.

2h
Free or $20-50 gear rental
Whalers Village
Doafternoon

Whalers Village

Explore shops, watch cliff divers at Black Rock, and enjoy live music.

1h 30m
Free entry
Hula Grill Kaanapali
Eatevening

Hula Grill Kaanapali

Oceanfront Hawaiian fusion; order fresh fish tacos or kalua pork sliders.

1h 30m
$70-120 per person
Snorkeling at Black Rock
Domorning

Snorkeling at Black Rock

Snorkel in calm waters teeming with fish and turtles; gear provided.

1h 30m
$40-80 per person
Monkeypod Kitchen by Merriman
Eatafternoon

Monkeypod Kitchen by Merriman

Craft cocktails and mai tais with mai mai mai tais; try wood-fired pizzas and fresh catch.

1h 15m
$80-140 per person
Outrigger Ka'anapali Beach Resort Luau
Doevening

Outrigger Ka'anapali Beach Resort Luau

Traditional imu ceremony, buffet feast, hula shows, and fire dancing.

3h
$150-200 per person

11 activities across 3 days

Map

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