Andaz Maui at Wailea
3550 Wailea Alanui Dr., Wailea
The new Andaz Maui is a relaxed and affordable changeup from the Wailea beach big-hitters (Four Seasons, Fairmont…). Designed by David Rockwell, we hear the open-air lobby is insanely cool: You enter on a footbridge that crosses an infinity pool to arrive at a sandpit (where you’re encouraged to remove your shoes) while checking in…on an iPad. It’s super contemporary—even the apothecary-style spa, which means your therapist will custom-blend locally grown herbs, plants, and fruits for your treatment. Oh, and in addition to Ka'ana Kitchen, an onsite restaurant with a great breakfast spread, Morimoto is here, too. There are also lots of beachside activities, from boogie and paddle board rentals to snorkeling gear (which can be deployed right in front of the hotel), all of which are included in your resort fee. They book up fast, so make a reservation at the kiosk off the beach right when you check in. Friends have also told us that it's worth taking advantage of the hotel's car service for exploring Wailea, as the über situation is still pretty few-and-far-between.
1 N. Kaniku Dr., Kohala Coast
Set on 32 acres along the Kohala Coast, the Fairmont Orchid spills onto a white-sand lagoon beach and the bright blue-green waters of Pauoa Bay. Every room here comes with its own lanai, many with lovely views of the ocean, or the island’s waterfalls and the Fairmont's tropical gardens. The most luxurious rooms and suites are on the sixth floor of the resort’s North Tower, known as “Fairmont Gold.” The spa here has several private oceanfront huts (hale) adjacent to cascading waterfalls (not a bad setting for a massage), as well as indoor treatment rooms, a sauna and a steam room. The resort also plays host to 10 quality tennis courts (with lights for night). And next to the Fairmont is the Francis H. I'i Brown Golf Course, which encompasses two different 18-hole courses.
Four Seasons Maui at Wailea
3900 Wailea Alanui Dr., Wailea
Along with the expected Four Seasons fare (beachside cabanas, sunglasses cleaning, poolside Evian spritzing), an abundance of only-in-Hawaii extras make the Maui at Wailea outpost a playground for kids and adults alike. For one thing, Kids For All Seasons—a daily camp for littles ages 5 to 12—allows mom and dad to explore the spa, spend the day surfing (lessons and board rentals are readily available), or lay out at the adults-only serenity pool while the kiddos build sand castles, craft Leis, and take Hula lessons, all under the watchful eye of trained staff. Thoughtful touches from complimentary swim diapers by the pool to a lengthy roster of family activities (snorkeling, boogie boarding, putting greens) make vacationing en masse a total joy. At night, take your pick of three on-site restaurants, including Wolfgang Puck’s award-winning standby, Spago. Best part? Kids 5 and under eat free at Italian/Hawaiian fusion eatery, Ferraro’s and at the seafood-centric DUO. For the surfing-inclined, surfing legend Dave Kalama hosts surf camp and lessons here.
Four Seasons Resort Hualalai
72-100 Ka`upulehu Dr., Kohala Coast
The seven varied pools at the Four Seasons on the Kona-Kohala coast provide ample opportunity for R&R, as well as fun and games for the kids. The adults-only pool faces the ocean and has a swim-up bar with bench seating. The lagoon-shaped family pool has an infinity edge that seems to bleed into the ocean and is dotted with cabanas big enough for the whole gang. (Next to this is a smaller, freshwater kiddie pool with a sand bottom. And for kids ages 5 to 12 who might enjoy more organized activities, the Four Seasons offers a camp-like program at their Cultural Center—shell necklace making, star navigation, Ukelele lessons, Hawaiian classes are all on offer.) There’s also “King’s Pond,” a 1.8-million gallon pool that combines fresh and ocean water and is home to 4,000 tropical fish for those who feel too timid to snorkel in the open ocean. Plus, a lap pool, an incredible spa, and a fitness complex where they even stage occasional Iron Man workshops. The rooms here, needless to say, are well-appointed, but the private two- and three-bedroom villas are on another level: set in secluded…
Ka’anapali Beach Hotel
2525 Kaanapali Pkwy, Lahaina
If you are looking for the kitschy, camp Hawaiian vibe—leis draped around your neck, hula dancing, a whale-shaped pool, tiki bars, umbrellas in your drinks, snorkeling—this is the place. It’s really well-priced, especially for being on the beach in Maui, with rooms at just $169 a night. There are often more "Swimmies" in the pool than people, so this is definitely more a family place than a romantic getaway.
2829 Ala Kalanikaumaka, Poipu
Kauai 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…
1813 Baldwin Ave., Makawao
Chill out surrounded by lush, tropical gardens at this historic Maui compound and learn to live Aloha for a while. Here you can practice mindfulness, learn to meditate, take an aromatherapy class–or learn about the land through their horticulture programs. The beauty and serenity of the island attracts yogis of all disciplines and from all over the world to practice, so check the calendar for upcoming retreats and workshops. You'll leave feeling completely refreshed.
Mauna Kea Beach Hotel
62-100 Mauna Kea Beach Dr., Puako
When Mauna Kea opened in the mid-1960s as part of Laurance S. Rockefeller's hotel group, it was said to be the most expensive hotel ever built, at $15 million. Designed by architect Edward Charles Bassett of the firm Skidmore, Owings and Merrill, the hotel itself is a stunning modernist masterpiece. In the decades since, it’s remained a favorite Big Island hotel—thanks in part to a $150 million renovation in the mid-2000s that helped Mauna Kea keep pace with the newer luxury resorts on Hawaii. The beach here (white-sand Kauna‘oa) is one of the best hotel beaches you’ll find on the island. Mauna Kea is also known for its famed golf course, which was built by Robert Trent Jones, Sr. and debuted in 1964 with the Big Three (Arnold Palmer, Jack Nicklaus, Gary Player) on the course. Like the hotel, Mauna Kea Golf Course underwent a thoughtful renovation (overseen by Rees Jones, son of Robert Trent Jones) that maintained all its beauty (and challenges). For those who favor tennis, there’s an also an 11-court seaside club at Mauna Kea. The restaurant to dine at here is Manta though they also…
Montage Kapalua Bay
1 Bay Dr., Lahaina
Seeing as this is a Montage and all, this lavish, 24-acre beach-front resort is splashy in the best possible way: there's a huge golf course, camps for both kids and teens, tennis, plenty of pools, hiking, snorkeling, and really good on-site restaurants. It's all suites, with many multi-bedroom options for families, meaning it's the sort of place where you can easily spend an entire holiday vacation—the fully decked-out spa (with plenty of daily fitness classes) certainly helps.
St. Regis Princeville
5520 Ka Haku Rd., Princeville
Tucked 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.
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