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Cities for Luxury Travelers in Hawaii 

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  • 1

    Honolulu

    4.5
    293 reviews

    About as far west of the Mississippi as you can get in the U.S., Honolulu tends to prepare its barbecue smoked over local wood. One prime example is Good to Grill, where the specialties are prime rib and short ribs smoked over kiawe, similar to mesquite. Lunch-only joint Guava Smoked smokes salmon bellies and turkey tails over strawberry guava wood, ...

  • 2

    Wailea

    4.5
    22 reviews

    South of the condoville of Kihei, Wailea is the upper-crust resort enclave in South Maui. Not that that's a bad thing, though. The beaches are beautiful, with shoreline snorkeling and offshore scuba diving spots, most famously Molokini Crater (take a morning boat tour, rather than in the afternoon when it's most crowded and the waters are more murky). You've got ...

  • 3

    Ka'anapali

    4.5
    15 reviews

    A resort stretch of beaches north of Lahaina in Maui, the area's Black Rock Cove is a spectacular spot for snorkeling, probably the best and most accessible such place on the island. There's a spot for modest cliff-jumping overlooking the cove, but even if you stay firmly in the water, Ka'anapali rates as one of the finest beaches on the ...

  • 4

    Lahaina

    4.5
    67 reviews

    Just love it here - last time I was here on Halloween !!! Tons of fun & great food Take it easy & slow down

  • 5

    Hawaii Volcanoes National Park

    4.5
    85 reviews

    Incredible and best seen from the air by helicopter. You won't see anything by bus and a helicopter virtually guarantees that you will see lava flows from Kilauea. Stunning.

  • 6

    Haleiwa (North Shore)

    4.5
    51 reviews

    When winter arrives with waves topping 50 feet, thrill-seekers converge on Oahu’s north shore, the self-proclaimed surf capital of the world. Pastel-hued Haleiwa town brims with art galleries and cafés where surfers fuel up before challenging nearby Waimea Bay and the Banzai Pipeline. For those looking for a real chill out, stop at Matsumoto’s for a serving of shave ice, ...

  • 7

    Waikoloa

    3.5
    8 reviews

    One of the richer sections of the Big Island of Hawaii located on the Kona side of the island a bit North of downtown Kailua. Waikaloa is where all the resorts are located like the Hilton Waikaloa, the largest resort in all of the Hawaiian Islands.

  • 8

    Kapalua

    4.5
    15 reviews

    Kapalua is gorgeous, and you'll find multi-million dollar homes and luxury resorts here. The only reason why I'm not giving it 5 stars is because it seems to be overcast and rain a lot more there than other parts of Maui. While the rainfall isn't usually for a long period of time, it is pretty consistent, except for during summer ...

  • 9

    Kohala

    5
    1 review

    North of the Kailua-Kona tourist madness on the Big Island, the resort hotels of the Kohala Coast are generally quieter and more upscale than the condovilles further south. Our fave beaches are at the Mauna Kea resort (public access free) and Hapuna. Plenty of outfitters all along the coast offer scuba diving trips, including exciting night dives with manta rays.

  • 10

    Kailua

    4.5
    36 reviews

    About a 20-minute drive over the pali (mountains) from Honolulu or Waikiki, Kailua is a little beach town on Oahu's Windward Coast. For families, it's a great alternative vacation destination to crowded Waikiki. Here, for the same price as a hotel room in Waikiki, you can rent a cottage or apartment within walking distance of the beach. Because this is ...

  • 11

    Paia

    4.5
    29 reviews

    How could you not like Paia? Great shopping, superb food, and a wonderful grocery store. Life is good.

  • 12

    Volcano

    4.5
    7 reviews

    Hardly even a town, this tiny speck of a village outside Hawaii Volcanoes National Park makes it living on artists retreats and vacation rentals and B&Bs for park visitors. Hidden in the rain forest, it's an atmospheric place (nobody has described it better than Garrett Hongo in his book "Volcano"). If you need gas, snacks or Thai food, this is ...

  • 13

    Kula

    4.5
    14 reviews

    Upcountry is the kind of place where people leave fruit out by the road with a can for payment--it's like a garden, and HAS a few gardens--including a lavender farm--that's delighful.

  • 14

    Kailua-Kona

    4.5
    44 reviews

    The hot, dry, desert side of the Big Island. If you are looking for sun tanning and white sand beaches on the Big Island you have come to the right place! Our beaches on the other side are volcanic rock and sand. Apparently Hawaii is the only place in the US where coffee is grown and Kona is famous for ...

  • 15

    Hanalei

    5
    26 reviews

    Another really nice north shore town. Hanalei has some of the best surfing in Kauai, and is very beautiful!

  • 16

    Kaneohe

    4
    11 reviews

    Love the drive to the windward side. The cliffs of the Pali are breathtaking, usually lined with streams of waterfalls or shrouded in mist.

  • 17

    Hilo

    4.5
    21 reviews

    Hilo is small and quaint but manageable much better for living in than touring. I've spent much of the past year that I've been in Hawaii living in Hilo. I love the warm days sprinkled with intermittent rain to keep the temperatures from getting unbearably hot. For me the weather is perfect!

  • 18

    Kihei

    4.5
    42 reviews

    Southern Maui has some of the best beaches! It's a nice drive down down the south west coast to Kamaole Beaches. You can snorkel and swim, and spot some sea turtles in the ocean. Some of the best resorts on the island are located in Kihei.

  • 19

    Lanai City

    4.5
    9 reviews

    I am probably not in the majority when I say that I really love Lanai City. It is a complete contradiction of both of the main hotels. What it does offer is charm and personality. Good enough for me.

  • 20

    Hana

    4.5
    47 reviews

    The Road to Hana is world famous for the natural beauty of its unblemished landscapes and towering waterfalls. Maui is understandably proud of Heavenly Hana’s successful fight against overdevelopment and the destruction of their Hawaiian culture. Although Hāna is only about 52 miles/84km from Kahului, a typical trip to Hāna takes about three hours, as the road is very winding, ...

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