The Hawaii Guide
It’s true that every Hawaiian island has something different to offer—but it’s also true that there a lot of different experiences to be had even on a single island. And despite all the arguments to be made for the superiority of any given destination—visitors tend to be overwhelmingly loyal to either the place they went on family vacations growing up or their honeymoon spots—“the best island” is, like most things, a matter of opinion. We started off our Hawaii guide with four of the major islands between which goop loyalties are divided: The Big Island is cool because it’s home to the majority of the world’s climate zones; you can see snowcapped mountains, black and white sand beaches, jungles, and active volcanoes. Maui could be said to be the Big Island’s more luxurious counterpart, while people who favor Kauai’s mountain-and-farm landscape will tell you that it’s preferred because it’s low-key in comparison to the other islands. More urban Oahu is home to the fun surf haven that is the North Shore, and the capital city of Honolulu, which deserves a guide unto itself. In other words, keep checking back with us for more to come on all the islands—in the meantime, here are some of our top picks.

Kukui’ula
2829 Ala Kalanikaumaka, Poipu | 808.742.0234Kauai is paradise, in part because it's the least touristed of Hawaii's islands, but with that comes a dearth of good place to stay. One relatively new and excellent antidote to the housing crunch—particularly for families, or anyone traveling with other couples—is the Lodge at Kukui'ula, a private club in Poipu that stretches across 1,000 acres. Comprised of multi-bedroom homes—most with adjacent guest houses—it is really well done, with plenty of high-end touches and amenities. It is so well done in fact, that you might find yourself spending too much time sprawled out on the couch, and not enough time at the beach. While all the homes are equipped with lavish kitchens, the club restaurant is excellent, and serviced by an on-site organic garden. There's a multi-level pool, complete with hot tubs, a water slide, and a beach (the real beach is just across the road), a keiki play room lined with toys, DVDs, and all the things you might not have packed, including bouncy chairs and strollers, and an on-site outfitters staffed by locals who know all the island's secrets—what's better is that they'll take you there, or pack you a cooler and bag of equipment and send you on your way. For those otherwise inclined, there's a gym, yoga studio, tennis courts, and a Tom-Weiskopf-designed golf course, alone with an excellent spa.

St. Regis Princeville
5520 Ka Haku Rd., Princeville | 808.826.9644Tucked away in a secluded beach cove a few miles from Hanalei, the St. Regis at Princeville is Kauai’s preeminent luxury resort. Boasting everything from pools and a spa to a kid’s club, this is a popular destination for those with a generous budget—but it’s still got the quiet, relaxed atmosphere you’d want for your Hawaiian getaway. The rooms here offer jaw-droppingly gorgeous, unobstructed ocean or mountain views, and their restaurant’s curated menu focuses on local delicacies, meaning you can enjoy an extravagant yet quintessentially Hawaiian experience in their staff’s very capable hands.

The Palmwood
6867 Koolau Rd., Kilauea | 808.823.0752Nestled on a secluded 5-acre estate in the Moloa’a hills on Kauai’s north shore, The Palmwood is a veritable sanctuary—as a bed-and-breakfast, it’s got a personal touch you aren’t likely to find at the major resorts. Inspired by the country inns found in the mountains of Japan, the rooms here are on the cozy side with warm, Eastern-inspired furnishings, and the grounds are lush and green. Best of all: this intimate, peaceful hideaway is close to some of the island’s finest attractions. As it is a real-deal B&B, we also hear that Auntie Eddi makes the very, very best breakfast. (Tip: you can reserve any one of their three rooms on Airbnb.)

Waimea Plantation Cottages
9400 Kaumualii Hwy, Waimea | 808.338.1625So there's nothing particularly splashy about Waimea Plantation, but that's precisely the point. The beach isn't particularly spectacular either, but that's no bother, either. These sprawling cottages, which occupy the grounds of a former sugar plantation, are ramshackle and adorable, and exactly what belongs at the beach. They're also perfect for a family, as they come equipped with kitchens and all that jazz—all the better for enjoying the fresh tuna sashimi from the nearby Japanese grocery store, Ishihara (seriously, it's insane). There's incredible surf to swim in to the west of the cottages in the naval base, and it's close to the bigger resorts on Poipu. The North Side and Princeville are a bit of a drive, but it's worth your while to hike along the Western side of Kauai: it's one of the more spectacular views in the world.

Hanalei Bay Massage
5-5161 Kuhio Hwy, Hanalei | 808.826.1455With its in-depth menu of massage offerings—ranging from Swedish and Shiatsu to traditional Hawaiian “Lomi Lomi”—Hanalei Bay beats any hotel spa massage. They also do acupuncture, a signature “Raindrop Therapy” treatment with essential oils, and tarot and astrological readings.

Beach House Restaurant
5022 Lawai Rd., Koloa | 808.742.1424Sure, the views from all sides are stunning—one of the island's best snorkeling beaches is immediately below—but the food here is also reliably fantastic. This is partly due to the fact that it's co-owned by Peter Merriman, who knows exactly how to nail the upscale Hawaiian beach vibe, but a fair share of credit goes to chef Marshall Blanchard who turns out seafood-inflected comfort food that's the perfect amount of fancy. This translates to a really good option for big celebratory family dinners, as well as low-key sunburnt lunches. Don't miss stand-outs like panko-crusted calamari and the fish & chips (with pineapple tartar sauce)—there's a straightforward kid's menu, too.

Bar Acuda
5-5161 Kuhio Hwy, Hanalei | 808.826.7081Chef Jim Moffat opened this Hanalei spot for tapas and fine Mediterranean wines after establishing himself with two restaurants in San Francisco (the jazz club, 42 Degrees, and the bistro, The Slow Club). Thanks to the chef’s close collaboration with island fishermen and local organic farmers, these small plates are brimming with Hawaii-inspired fare made from fresh, regional ingredients—like ono (a kind of mackerel, also known as wahoo), ahi tuna poké, and roasted ali’i mushrooms—which also means the selection changes daily, and ingredients vary by season. Their curated wine list features select Estate-bottled Rhone-style specialties, several of which come from wineries that practice sustainable, organic, or biodynamic farming. As one of the island’s foodiest destinations, it’s likely to be busy—call ahead, or come ready for a bit of a wait.

Merriman’s Fish House
2829 Ala Kalanikaumaka St, Poipu | 808.742.8385Peter Merriman was one of the pioneers of the local food scene in Hawaii—he was at the forefront of efforts to grow vegetables in the local volcanic soils, so they could be eaten fresh (rather than after a lengthy journey on a boat). Today, he partners with local farmers to serve his three restaurants, and there’s one each on Maui, Kauai, and the Big Island. The dining room and menu are dressed up without being overly stuffy, so it’s ideal for a nicer family or group outing. Try the upcountry salad (made with kale and butter lettuce from local farms), the fresh-caught mahi mahi, and vegetarian taro cake.

Pizzetta
5408 Koloa Rd., Koloa | 808.742.8881Inspired by chef Cathy Shyne’s hometown of Altomonte, Calabria in Southern Italy, Pizzetta is a go-to in Old Koloa Town. It has all the classics you’d expect, along with entrées that are Italian-meets-Hawaiian—like kalua pork (grilled in papaya BBQ sauce) and grilled ono (Hawaiian mackerel). Set in an airy, open space with indoor and outdoor seating, it’s perfect for a laid-back meal of quality comfort food.

Kalaheo Café & Coffee Co.
2-2560 Kaumualii Hwy, Kalaheo | 808.332.5858Found in upcountry Kalaheo—not far from the 4,000-acre coffee farm where they source their specialty Kauai, Kona, and Hawaiian coffees—Kalaheo Café is a great choice for breakfast. We love their creative, locally inspired interpretations of classics, like their popular Bonzo breakfast burrito, house-made sausages (chicken, turkey, or Portuguese-style), as well as Belgian waffles and classic fluffy pancakes. For something lighter, try their Anahola granola or half-papaya with fresh fruit and yogurt. But don’t forget the coffee, a staple of this café-slash-coffee company: You can even buy a bag (or two) of Hawaiian-grown beans to bring home.

Kilauea Fish Market
4270 Kilauea Rd., Kilauea | 808.828.6244This quaint and cozy cottage house is a perfect casual lunch spot with outdoor seating for local fish—seared ahi tuna poké wraps, mahi mahi tacos, as well as some very interesting non-fish items, like sea asparagus. If you’re not in the mood for seafood, they also offer delectable BBQ chicken and a few vegetarian options (including big, hearty burritos). Important to note: It gets busy come dinner, and they’re closed Sundays.

Aloha Juice Bar
Ching Young Village Shopping Center, Hanalei | 808.826.6990No question, this shack-stand at Ching Young Village Shopping Center in Hanalei serves the best acai bowls on the island. Also in Aloha’s line-up: juices, smoothies, teas, small treats, nuts, and bars. And attached to the juice bar is a produce stand with fresh fruit to-go. Photo: Brave Heart

Banana Joe’s Fruit Stand
5-2719 Kuhio Hwy, Kilauea | 808.828.1092On the road to Kauai’s North Shore, before Princeville and Hanalei, and just past the town of Kilauea, look for the yellow hut on the side of the mauka (mountain) side of Kuhio Highway (between mile marker 23 and 24 if you’re headed north). This old-fashioned fruit stand has been in business since 1986, specializing in exotic fruits like atemoya, rambutan, and starfruit, and classic tropical fruits like banana (several varieties), Kauai’s strawberry papaya, and mango. Get one of their entirely fruit frosties (pineapple, banana, or pineapple-banana mix—can’t go wrong on flavor) that they press through a Champion Juicer. Easily rivals most soft-serve. Photos: Peter Burka, e.t.

Kauai Juice Co.
4-1384 Kuhio Hwy, Kapaa | 808.631.3893There are so many good cold-pressed juices and kombucha teas at this Kauai shop, which has locations in Kappa and Kilauea. Most of their drinks are made from local, organic produce, and they are all served in glass bottles, which you can return to Kauai Juice Co. to be recycled, and for a refund. Bonus: A portion of proceeds goes to Hawai‘i SEED, a nonprofit that supports local farmers, sustainable agriculture, and GMO education and labeling legislation.

Sushi Girl
5-6607 Kuhio Hwy, Wainiha | 808.827.8171Stop here on your way to Ke’e Beach (sometimes called the beach at the end of the road/world). Everything here is gluten-free (even the soy sauces), sourced from local fish, and made with organic vegetables. Get the ahi sushi burrito.

Living Foods Market Café & Juice Bar
2829 Ala Kalanikaumaka, Koloa | 808.742.2323While you'll certainly find larger grocery stores in Kauai, you won't find nearly the same sort of health-centric offering, from organic and local produce, to bio-dynamic wines. There's also a prepared food counter where you can pick up fresh juice, sandwiches, smoothies, and salads, including pretty excellent egg and cheese sandwiches and gluten-free crepes.

Java Kai
4-1384 Kuhio Hwy, Kapaa | 808.823.6887The exterior of this eclectic Kapaa cafe is painted a bright turquoise blue with a red, French-door entrance. The coffee here is serious business: Java Kai hand-roasts all their brews—you can usually catch a glimpse of the process through the back windows on Monday and Friday morning. In addition to the famed Kona coffee from the Big Island, Java Kai also makes coffee using beans from Maui, Kauai, and Molokai. They serve breakfast and lunch, too, until 3pm but the shop can get really busy, especially in the mornings, so ordering online or over the phone can save time. Or if you’re just getting coffee, try their smaller barista spot, The Kai Bar, which is in the back of the building, next to Kauai Juice Co., and typically open until 11am.

Wishing Well Shave Ice
5-5070 Kuhio Hwy, Hanalei | 808.342.5005Open since 1983, Wishing Well Shave Ice, which operates out of a white food truck on Kuhio Highway, has long been a staple in Hanalei. More recently, though, it’s taken a fresh, organic turn under new owners—Kauai natives, Jesse Merle Jones and Aamion Goodwin—who have done away with artificially flavored syrups and powders, while still making really tasty, refreshing shave ice. This is also an easy spot to pick up a breakfast acai bowl and cup of coffee.

Hanalei Bread Company
5-5161 Kuhio Hwy, Hanalei | 808.826.7081This brand-new, open-air coffee shop café—from the same people as Bar Acuda—is one of those spots that's perpetually packed, though you can generally always snag a spot (they also do a lot of perfect pre-packed beach picnic fare). While it's not exclusively allergen-free, there are tons of options for the gluten- and dairy-averse, including really good almond milk lattes and delicious rolls and breads. Brunch-time is particularly prime (consider a stop on your way to hike the Napali coast), as they offer very kid-friendly crepes, as well as lots of egg dishes.

Puka Dog
2360 Kiahuna Plantation Dr., Koloa | 808.320.3069So much better than your typical (open-faced) ballgame dog, Puka Dog serves their variation in their own Hawaiian sweet bread, which they toast on custom skewers. Rather than slicing the bread open, Puka serves their Polish sausages and veggie dogs—along with your choice of garlic lemon secret sauce, Hawaiian fruit relish, and mustard sauce—fully enclosed in the roll, which makes them surprisingly easier to eat. All that said, this meal is best followed by an afternoon nap at the beach, as opposed to say, a hike.

Shipwrecked
4-1384 Kuhio Hwy, Kapaa | 808.821.0805Shipwrecked has a good edit of women’s, men’s, and kid’s clothing, plus home decor, accessories, and jewelry. Pretty much everything you’d want to wear while in Hawaii (i.e. bikinis, one-pieces, cover-ups, cut-offs, crop tops, loose-fitting midi dresses, gladiator sandals, sunglasses) is here, along with plenty of gifts you’ll want to bring home.

Waimea Canyon State Park Hike
Waimea Canyon Dr., WaimeaYou can hike your way to an 800-foot, two-tiered waterfall, which is known as the Grand Canyon of the Pacific. Take the extra time to hike the Canyon Trail: It brings you through a forest until you reach the exposed ridge, where you’ll be greeted by an incredible view of the canyon’s monumental rock formations (take care, as there are no guardrails). Hike up from there to a peaceful pool above Waipo’o Falls; the whole trek takes a few hours roundtrip.

Salt Pond Beach
Lokokai Rd., Hwy 50, HanapepeA natural lava rock ridge protects this crescent beach, meaning its gentle lagoon makes for safe, easy swimming and snorkeling with kids. (Plus, its glimmering red-and-gold sand is too pretty to miss.) Located close to Hawaii’s last remaining traditional salt-gathering ponds (hence the name), it’s known to be a preferred hangout for Monk Seals, as well as local families. That said, in order to protect the fragile natural environment, the namesake salt ponds are off-limits to the public.

Nāpali Coast
Nāpali Coast State Park, Nāpali CoastYou can explore the stunning thousand-foot-drop cliffs of Kauai’s coastline by sailboat (or luxe sunset cruise), or, if you’re up for the challenge, you can take the scenic route—there’s an 11-mile hike (yes, that’s 11 miles each way) that takes you along the coast, and a gentler, 2-mile hike to Hanakapiai Beach (about 4 miles round-trip). Not only will you encounter some incredible natural beauty, but some essential Hawaii activities, too, as this is a great area for snorkeling and kayaking tours.

Ke’e Beach
Haena State Park, North ShoreThis peaceful ocean lagoon at Ke'e Beach is the last car-accessible stop on the north shore, and as this part of the coastline is shielded by coral reef, it’s perfect for snorkeling—particularly during the summer months, when the water is calmest. It also offers views of the Nāpali coast.

Princeville Ranch Adventures
Hwy 56, Princeville | 808.826.7669For an adventurous, action-packed day trip, Princeville Ranch is the place: their team of locals can lead you through everything from ziplining to horseback riding. There's also swimming, guided tours through the rainforest (where you’ll encounter challenges like scaling down a 10-foot wall of rock and crossing a waterfall—pro-level assistance and safety gear included), and hikes up to Kalihiwai Falls; theirs is the only tour with access to the peak of Pu’u O’ Henui, with a panoramic view of the North Shore.

Kayak Wailua River & Hike to Waterfall
Wailua River State Park, WailuaThis stunning natural adventure takes you up the Wailua River by kayak, followed by a short hike to a secret enclosure with a gorgeous waterfall; it’s pretty easy to do on your own, though there are tours as well. The trip takes about four hours roundtrip—don’t forget to pack a lunch.

Hanapepe Friday Art Night
Hanapepe | 808.335.5944Every Friday night from 5pm-9pm, you’ll find a community festival and art walk in the cute little town of Hanapepe, stocked with local vendors and food stalls. There are more than a dozen art galleries, too, where local artists mingle, along with live music (and gorgeous sunsets). Kids love it, too.

Anini Beach
Anini Beach, KalihiwaiProtected even in strong surf by what is, in fact, Hawaii’s largest coral reef, the crystal-clear waters of Anini (which was called Wanini until a hurricane knocked the W off the sign, and the locals decided to leave it) are shallow and calm enough for little ones. Better yet, there’s ample public parking, and grassy picnic spots abound.