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Upcountry Villa, Makawao
Upcountry
Home
Beautiful estate with a West Maui view in one of Maui’s most cherished upcountry locations.
Makawao
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Pāʻia Beach House
North Shore
Home
Fantastic North Shore oceanfront location near the beach.
Paia
Surf breaking across the bay at Hoʻokipa with the headland lookout above
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Kāʻanapali Beachfront with Pool
Kāʻanapali
Home
Terrific family estate right on the sand of Kāʻanapali Beach.
Lahaina
Snorkelers in the water beside Black Rock at Kaanapali, with Lanai across the channel
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Kāʻanapali Beachfront Estate (11BR)
Kāʻanapali
Home
One of the most fun homes on Maui, set on one of the best west-side beaches. Perfect for a large group.
Lahaina
Kaanapali Beach from the air, the resort strip and golf greens along a long curve of sand
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Grand Residence at Kapalua
Kapalua
Home
Quiet and private, set at The Resort at Kapalua Bay, one of the best locations in Kapalua.
Kapalua
Aerial view of protected Kapalua Bay with calm turquoise water inside its rocky arms
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Mākena Oceanfront 3BR
Mākena
Home
Set on one of the best oceanfront settings in all of Maui, Mākena Landing.
Mākena
The Mākena coastline at Turtle Town, where honu are commonly seen along the reef
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Beachfront Private Home, Mākena
Mākena
Home
Book this if you’re considering a villa: great location with a private walking path to the beach.
Mākena
Makena Big Beach curving between lava rock and the ocean at golden hour
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Iconic Oceanfront Estate, Mākena
Mākena
Home
One of the best private oceanfront rentals in all of Maui, with a superb location walking distance to the Fairmont.
Mākena
Sunset light on the reef and sand at Maluaka Beach in Mākena, South Maui
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Mākena Oceanfront 4BR
Mākena
Home
Relaxed oceanfront stay on Mākena Landing, one of the best oceanfront locations in all of Maui.
Mākena
The Mākena coastline at Turtle Town, where honu are commonly seen along the reef
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Sandy Beach Estate, Mākena
Mākena
Home
New luxury home set on one of the best sandy beaches on Maui, walking distance to the Fairmont.
Mākena
Big Beach at Makena, a wide curve of pale sand under a blue sky
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Andaz Residence, Wailea
Wailea
Home
Space and privacy of a three-bedroom ocean-view villa with a full kitchen and private hot tub, plus complete access to Andaz Maui’s pools, restaurants, services and Mōkapu Beach.
Wailea
A couple at the boardwalk railing above Mōkapu Beach in Wailea, with the sand and sea below
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Menehune Shores
Kīhei
Condo
A smaller oceanfront complex with an older, low-key Maui feel.
Kihei
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Maui Sunset
Kīhei
Condo
Our favorite North Kīhei condo because it works for almost everyone.
Kihei
Aerial of Maui Sunset's two condo wings on the lawn above the beach in North Kīhei, with Haleakalā behind
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Mana Kai Maui
Kīhei
Condo
One of the best condo settings on Maui.
Kihei
Mana Kai Maui, Kīhei, Maui
royal-mauian
Royal Mauian
Kīhei
Condo
A central Kīhei location on the point between Kamaʻole Beach Parks I and II, with restaurants and shops close by.
Kihei
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Hale Pau Hana
Kīhei
Condo
One of the few Kīhei condo properties set directly on the sand rather than across South Kīhei Road.
Kihei
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Kamaole Sands
Kīhei
Condo
MauiBookIt’s top all-around South Kīhei condo for families.
Kihei
Lawns, palms and the red-roofed wings of Kamaole Sands in Kīhei
maui-coast-hotel
Maui Coast Hotel
Kīhei
Hotel
Kīhei’s strongest full-service hotel and the right choice for travelers who do not want a vacation rental.
Kihei
Maui Coast Hotel entrance at dusk on South Kīhei Road
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Palms at Wailea
Wailea
Condo
The best non-oceanfront Wailea value.
Wailea
Pool and hot tub at Palms at Wailea with the villa buildings behind
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Wailea Ekahi
Wailea
Condo
The relaxed beach-access value within Wailea.
Wailea
Wailea Ekahi, Wailea, Maui
hoolei
Hōʻolei
Wailea
Condo
One of South Maui’s best large-family layouts.
Wailea
Aerial of the Hōʻolei villas on the Wailea hillside, with the ocean and West Maui mountains behind
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Wailea Elua
Wailea
Condo
The best mix of Wailea privacy and oceanfront path access.
Wailea
Aerial of the Wailea Elua villas above Ulua Beach, with Haleakalā behind
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Makena Surf
Mākena
Condo
One of South Maui’s best condo settings for both privacy and beach walkability.
Kihei
Aerial of Makena Surf on the lava point above clear water in Mākena
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Wailea Beach Villas
Wailea
Condo
The best luxury condo option for families who want a full kitchen and residential space without giving up a central beachfront location.
Wailea
View over the Wailea Beach Villas rooftops to Wailea Beach
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Hotel Wailea
Wailea
Hotel
The most romantic resort in South Maui.
Wailea
Hotel Wailea pool and gardens looking out to the ocean and West Maui mountains
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Wailea Beach Resort
Wailea
Resort
A strong family choice for its NALU Adventure Pool, four slides and central Wailea location.
Wailea
Wailea Beach Resort, Wailea, Maui
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Andaz Maui
Wailea
Resort
The trendiest of Wailea’s large resorts, with modern design, tiered pools and direct access to Mōkapu Beach.
Wailea
Andaz Maui's tiered infinity pools stepping down to Mōkapu Beach
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Fairmont Kea Lani
Wailea
Resort
The calmest of Wailea’s large family resorts.
Wailea
Fairmont Kea Lani's white wings, pools and cabanas above the ocean in Wailea
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Grand Wailea
Wailea
Resort
The best family resort on Maui, particularly for younger children.
Wailea
Aerial of Grand Wailea above Wailea Beach at golden hour, with Haleakalā behind
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Four Seasons Resort Maui
Wailea
Resort
MauiBookIt’s pick for the most complete luxury resort stay on Maui.
Wailea
Four Seasons Resort Maui pools and cabanas above Wailea Beach, with the West Maui mountains across the water
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Royal Kahana
Kahana
Condo
A practical value choice for longer stays, with studios plus one- and two-bedroom units, full kitchens, central air-conditioning and in-unit laundry.
Lahaina
Royal Kahana tower above its oceanfront pool in Kahana
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Kahana Sunset
Kahana
Condo
A good smaller condo choice for families comfortable with a quieter, car-dependent stay.
Lahaina
Kahana Sunset, Maui
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Honua Kai
Kāʻanapali
Condo
The best West Maui condo resort for families.
Lahaina
A Honua Kai tower above Kāʻanapali North Beach, with Lānaʻi across the channel
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Aston at The Whaler
Kāʻanapali
Condo
The easiest central Kāʻanapali condo recommendation.
Lahaina
Aston at The Whaler tower, gardens and pool on Kāʻanapali Beach at golden hour
napili-kai-beach-resort
Nāpili Kai Beach Resort
Nāpili
Resort
The best fit for travelers who want a low-rise resort directly on Nāpili Bay.
Lahaina
Nāpili Kai Beach Resort, Nāpili, Maui
royal-lahaina
Royal Lahaina
Kāʻanapali
Resort
A more relaxed resort stay on the quieter northern stretch of the Kāʻanapali coast.
Lahaina
Royal Lahaina tower and bungalows above Kāʻanapali Beach, with Molokaʻi behind
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Sheraton Maui
Kāʻanapali
Resort
The best choice for travelers who want to stay beside Puʻu Kekaʻa, commonly called Black Rock.
Lahaina
Aerial of Sheraton Maui and Black Rock (Puʻu Kekaʻa) on Kāʻanapali Beach
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Hyatt Regency Maui
Kāʻanapali
Resort
A strong family alternative at the south end of the Kāʻanapali resort strip.
Lahaina
Hyatt Regency Maui, Kāʻanapali, Maui
the-westin-maui
The Westin Maui
Kāʻanapali
Resort
The best family resort in West Maui.
Lahaina
The Westin Maui pools and Kāʻanapali Beach, with Lānaʻi across the channel
the-resort-at-kapalua-bay
The Resort at Kapalua Bay
Kapalua
Condo
Formerly Montage Kapalua Bay, this is the best residence-style luxury stay in West Maui.
Lahaina
Aerial of The Resort at Kapalua Bay on the point above Kapalua Bay
the-ritz-carlton-maui-kapalua
The Ritz-Carlton Maui, Kapalua
Kapalua
Resort
MauiBookIt’s top traditional luxury-resort pick in West Maui.
Kapalua
Aerial of The Ritz-Carlton Maui, Kapalua on the golf course above Honokahua Bay, with Molokaʻi behind
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