Henry's Favorites in Poipu 2025 | Sunny South Shore Paradise | Aloha Henry
Sunny Paradise Guide

Henry's Poipu
Favorites

Where year-round sunshine meets family paradise

Explore Poipu

ALOHA, THIS IS HENRY.
Poipu is Kauai's sunny south shore paradise where perfect weather meets perfect beaches. This resort town offers the ideal blend of family-friendly attractions, romantic dining, championship golf, and some of Hawaii's most beautiful beaches. With more sunny days than anywhere else on the island, Poipu delivers that tropical paradise lifestyle you've been dreaming about.

My Favorite Restaurants

From Romance to Local Flavors

Beach House Restaurant

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Oceanfront • Most Romantic
Most Romantic Oceanfront Sunset Dining
Aloha Henry Says

Consistently voted Kauai's most romantic restaurant, and for good reason. Perched right on the beach with unobstructed ocean views, the sunset dining here is absolutely magical. The contemporary Hawaiian cuisine matches the spectacular setting, making it perfect for anniversaries, proposals, or celebrating a successful property closing. Reserve well in advance for sunset tables.

Da Crack

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Mexican • Local Favorite
Local Institution Authentic Mexican Casual Dining
Aloha Henry Says

Don't let the unassuming exterior fool you - this place serves some of the best Mexican food on Kauai. The portions are generous, the flavors are authentic, and the prices can't be beat. It's where locals go when they want great food without the resort markup. Perfect for casual family dinners or grabbing a quick bite after beach days.

Merrimans

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Farm-to-Table • Fine Dining
Farm-to-Table Local Ingredients Fine Dining
Aloha Henry Says

Peter Merriman's commitment to local ingredients and sustainable cuisine creates an exceptional dining experience that truly represents Hawaii's culinary evolution. The fish is caught locally, the vegetables are grown on island, and the preparation showcases why Hawaii Regional Cuisine has gained international recognition. A perfect choice for special occasions.

Stevensons Library

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Sports Bar • Casual Dining
Sports Bar Live Entertainment Relaxed Atmosphere
Aloha Henry Says

The perfect spot for catching the game, enjoying live music, or just relaxing with friends over good food and drinks. The atmosphere is lively but comfortable, with a great mix of locals and visitors. It's the kind of neighborhood gathering place that makes Poipu feel like a real community, not just a resort destination.

My Favorite Experiences

Championship Golf & Natural Wonders

Poipu Bay Golf Course

This Robert Trent Jones Jr. design consistently ranks among Hawaii's top golf courses, offering dramatic ocean views and challenging play. The course hosted the PGA Grand Slam of Golf for 13 years, and every hole showcases the natural beauty of Kauai's south shore. With trade winds and stunning scenery, it's not just golf - it's an experience that defines luxury island living.

Championship Golf Ocean Views PGA Tournament Host World-Class Design

Maha'ulepu Heritage Trail

This spectacular coastal walk takes you through some of Kauai's most pristine and culturally significant landscapes. The trail winds along dramatic cliffs, secluded beaches, and ancient Hawaiian sites, offering both natural beauty and cultural education. It's a perfect way to experience the island's history while enjoying some of the most photogenic coastline in Hawaii.

Coastal Hiking Cultural Sites Dramatic Cliffs Photography

Spouting Horn

Kauai's famous blowhole creates dramatic water spouts that can reach 50 feet high when conditions are right. This natural wonder showcases the power of the Pacific Ocean meeting Kauai's volcanic coastline. The easy access and reliable performance make it perfect for all ages, while the surrounding area offers great photo opportunities and a glimpse into Hawaiian geological forces.

Natural Wonder Easy Access Family Friendly Photo Opportunity

My Favorite Beaches

Perfect Weather, Perfect Beaches

Brennekes Beach

A local favorite known for excellent boogie boarding and body surfing conditions. The consistent waves and sandy bottom make it perfect for those who love playing in the surf, while the adjacent Poipu Beach Park offers calmer waters for swimming. It's where south shore residents come to catch waves and enjoy the reliable sunshine that Poipu is famous for.

Boogie Boarding Body Surfing Local Favorite Consistent Waves

Shipwrecks Beach

Named for the old shipwreck visible offshore, this expansive beach offers dramatic scenery and excellent walking conditions. The strong trade winds make it popular for kite flying and wind sports, while the long stretch of sand is perfect for romantic sunset strolls. The powerful waves and scenic backdrop make it one of Kauai's most photographed beaches.

Dramatic Scenery Beach Walking Photography Wind Sports

Poipu Beach

Consistently rated among America's best beaches, this crescent-shaped paradise offers something for everyone. The natural sand bar creates a protected lagoon perfect for families with small children, while snorkeling around the rocky points reveals tropical fish and occasional monk seal sightings. It's the beach that defines Poipu's reputation as a family paradise.

America's Best Beach Family Paradise Protected Lagoon Snorkeling

My Favorite Shopping

Resort Style Meets Local Character

The Shops at Kukuiula

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Luxury Shopping Village
Luxury Shopping Multiple Boutiques Resort Style
Aloha Henry Says

This upscale shopping village perfectly captures the refined Poipu lifestyle with a carefully curated collection of boutiques, art galleries, and specialty shops. From high-end fashion to local artisan works, you'll find everything needed for luxury resort living. The beautiful setting and quality offerings make shopping here an experience, not just a transaction.

Honoloa Surf

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Surf & Beach Gear
Surf Culture Beach Gear Local Knowledge
Aloha Henry Says

The go-to spot for authentic surf and beach gear in Poipu. Whether you're a serious surfer or just need quality beach equipment, the staff here knows the local conditions and can set you up properly. It's where south shore residents shop for the gear that makes beach living work - from the right board for local breaks to sun protection that actually lasts.

Koloa Trading Post

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Local Goods & Souvenirs
Local Products Hawaiian Made Historic Koloa
Aloha Henry Says

Located in historic Koloa town, this trading post offers authentic Hawaiian products and local crafts that tell the real story of island life. It's the perfect place to find meaningful gifts or items that help make your new Poipu home feel connected to Hawaiian culture and history. The emphasis on local artisans and genuine island products sets it apart from typical tourist shops.

Ready for Poipu Paradise?

Discover these premier south shore condos with sunshine and beach access

Live the Poipu Lifestyle

Ready to enjoy year-round sunshine, world-class beaches, and resort amenities just steps from your door? Let me show you which Poipu properties deliver the perfect south shore paradise lifestyle.