Things to Do in Wailea
34 curated spots from Wailea itineraries
Activities & Attractions
15 curated experiences
Wailea Beach
Swim in calm turquoise waters and spot turtles from shore.
2h · Free
Keawakapu Beach
Build sandcastles, boogie board on gentle waves.
2h · Free
Last Dip at Wailea Beach or Resort Pool
Sneak in a short swim or sit with your feet in the water before packing up.
1h 30m · Free
Leisurely Stroll at The Shops at Wailea
Browse boutiques, art galleries, and resort shops at an open-air center right by the main Wailea hotels.
1h 30m · Free (shopping extra)
Little Beach
Watch sunset; hike short trail for secluded cove views.
1h 30m · Free
Makena Beach
Relax on vast sands; short drive for dramatic views.
2h · Free
Makena Landing Park
Small coastal park and cove popular for launching kayaks and gentle snorkeling; stick to shoreline walks and easy water time.
2h 30m · Free (tours or rentals extra)
Open Beach Morning at Choice of Wailea or Makena Beach
Return to your favorite beach from earlier in the week for a long, flexible morning of swimming, reading, and lounging.
3h · Free
Photography & Sunset Along Wailea Beach Path
Head out late afternoon with a camera or phone to capture light on the water, palms, and resort gardens, then stay for sunset.
2h · Free
Po‘olenalena Beach
Relax on this relatively uncrowded stretch of sand with mild surf and good snorkeling near the rocky end.[9]
3h · Free
Relaxed Afternoon on Ulua Beach
Head to nearby Ulua Beach for a quieter feel, soft sand, and optional snorkeling close to shore.
2h 30m · Free
Ulua Beach
Snorkel reefs near rocks; rent gear cheaply if needed.
2h · Free
Wailea Beach Path
Stroll 1.5-mile paved path linking beaches with ocean views.
1h 30m · Free
Wailea Beach Path Morning Walk
Stroll the coastal path linking Wailea’s main resorts, with viewpoints, beach access points, and plenty of photo stops.
1h 30m · Free
Wailea Beach Snorkeling & Swim
Enjoy relaxed snorkeling near the rocky ends of the beach and easy swimming in typically calm morning water.
2h 30m · Free (gear rental extra)Restaurants & Food
19 local favorites
ABC Store Wailea
Chili dogs or musubi for quick beach bites.
20m · $5-8 per person
Akamai Coffee Co. Wailea Village
Local coffee shop at Wailea Village with quality espresso drinks, cold brew, and light breakfast options like pastries and simple breakfast sandwiches.
45m · $10-20 per person
Akamai Coffee Co. Wailea Village (final visit)
One last leisurely coffee and pastry while you watch Wailea slowly wake up.
45m · $10-20 per person
Akamai Coffee Co. Wailea Village (repeat friendly)
Return for another round of quality coffee and a light breakfast before a nature-focused day in Makena.
45m · $10-20 per person
Da Nani Pirates
Fish tacos and shave ice for casual family dining.
1h · $10-15 per person
Foodland Kihei
Grab poke bowls or fresh fruit smoothies for quick family breakfast.
30m · $8-12 per person
Gannon's Restaurant
Open-air restaurant on the Wailea Golf Club with panoramic views; try fresh fish entrées and a cocktail timed to sunset.
2h · $35-50 per person
Island Gourmet Markets (Wailea Beach Resort area)
Casual market with grab-and-go breakfasts, pastries, and coffee near the Wailea Beach Resort.
30m · $10-18 per person
Island Gourmet Markets Grab-and-Go
Pick up simple breakfasts and snacks to go for a slightly earlier start toward Makena.
20m · $8-15 per person
KAPA Bar & Grill
Poolside-style restaurant at the Wailea Beach Resort serving burgers, fish tacos, and salads.
1h 15m · $22-35 per person
KAPA Bar & Grill (drinks and light dinner)
Enjoy a casual dinner with shared plates and a drink by the pool or terrace.
1h 30m · $25-40 per person
Kihei Caffe
Order loco moco or sandwiches; picnic on nearby beach.
45m · $10-14 per person
Lineage at The Shops at Wailea
Contemporary Hawaiian and Asian-influenced dishes; consider shared plates like local-style noodles or crispy pork and seasonal vegetables.
1h 15m · $25-45 per person
Longhi’s Wailea
Italian and seafood dishes with an island twist at The Shops at Wailea; consider fish preparations and fresh pasta.
1h 45m · $30-45 per person
Matteo's Osteria
Cozy Italian restaurant with an extensive wine list and house-made pastas.
2h · $30-45 per person
Monkeypod Kitchen by Merriman – Wailea
Bustling spot with craft cocktails, excellent pies, and local-sourced dishes like fresh fish, burgers, and saimin.
2h · $25-45 per person
Safeway Kihei
Fresh bakery pastries and yogurt parfaits for easy starts.
30m · $5-10 per person
Wailea Kitchen at Wailea Village
Casual spot at Wailea Village with salads, bowls, and plates featuring fresh local ingredients.
1h · $18-30 per person
Wailea Kitchen at Wailea Village (repeat option)
Stop back at this nearby spot on your return from Makena for a late, fresh lunch.
1h · $18-30 per person