Maui Travel Guide
From trendy hotels to spa getaways to oceanfront resorts, I’ve got the perfect hotel for you!
26 Places • 1 Save • ago
Free

Maui is home to spectacular beaches, scenic drives, waterfalls, national and state parks, resorts, vacation rentals, and water activities.

Here's how to plan an epic trip to Maui!

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Know Before You Go: driving the “backside” of Hāna, on Highway 31, past ʻOheʻo Gulch, is rough, narrow, unpaved, and prone to landslides. Most car rental companies specify certain roads as “unauthorized,” and this is one of those roads.

Where To Stay

Andaz Maui At Wailea Resort - a Concept by Hyatt
@lucyonlocale
This hotel has some of the most spectacular pools you’ll ever find. The four main pools are tiered beneath each other with waterfalls, and there’s an adults-only pool. Plus, some rooms have swim-out pools, and there are villas with private pools. Andaz Maui is also beachfront; you’ll love the five on-site restaurants.
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Hana-Maui Resort - Destination by Hyatt
@lucyonlocale
Most people only visit Hāna as a day trip, but this hotel is reason enough to stay on the off-the-beaten-path Hāna side of the island. This hotel has vintage bungalow and cottage-style rooms, two pools, on-site bike rentals, and one of the best restaurants on the island.
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Fairmont Kea Lani - Maui
@lucyonlocale
Every room in this hotel is a suite with one or two bedrooms, a sleeper sofa, a kitchenette, and a private balcony. This resort’s beach is surrounded on both sides by lava rock walls, giving this property a secluded feel. Plus, you’ll love the three swimming pools, including an adults-only oasis.
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Four Seasons Resort Maui at Wailea
@lucyonlocale
With ‘Four Seasons’ in its name, you know you can expect the epitome of luxury at this resort. You’ll love this property’s pools, spa, beach, restaurants, open-air design, and incredible views. Plus, this hotel is one of the only resorts in Wailea that doesn’t charge a resort fee.
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Sheraton Maui Resort & Spa
@lucyonlocale
Located on the northern stretch of Kaanapali, this resort gives you views of Black Rock, Lanai, and Molokai. The Sheraton Maui has a beach, pool, lazy river, three restaurants, a spa, a fitness center, and incredible snorkeling.
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Ho'olei at Grand Wailea
@lucyonlocale
This hotel gives you access to the facilities and dining at the nearby Grand Wailea. You’ll have a private villa with views of the ocean, two or three bedrooms, at least two bathrooms, a lanai, a patio, a full kitchen, an elevator, a washer and dryer, a garage, and a private outdoor grill.
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The Ritz-Carlton Maui, Kapalua
@lucyonlocale
This oceanfront hotel is surrounded by one of Hawaii’s most expansive natural preserves and two protected marine sanctuaries. Your room, suite, or residence will have incredible views, and the property has a spa, two championship golf courses, eco-adventures, and some of the best food on the island.
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Montage Kapalua Bay
@lucyonlocale
Your spacious one-, two-, three-, or four-bedroom residential-style suite accommodations will have an expansive living room, large private lanai, full kitchen, and elegant master suite. This resort has fine and casual dining, a beach, a spa, an incredible infinity pool, two championship golf courses, tennis courts, and zip-lines.
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When To Go

Maui’s peak travel season is December – March, when prices and tourist numbers will be at their highest everywhere on the island. So book your accommodation, rental cars, and tours in advance to ensure availability. These months have the best surfing conditions, and this is the prime whale-watching season.

June – August is slightly less crowded and expensive than December – March. The weather is perfect during these months – sunny and dry. Summer also has calmer currents, giving you ideal swimming conditions.

The year-round warm weather means Maui doesn’t have an off-season. But April – May and September – November are shoulder seasons when you can score some excellent (by Hawaii standards) accommodation and airfare deals.

Driving the Road to Hana is especially pleasant in these shoulder months since there are fewer tourists, and traffic won’t be as much of an issue along the route.

What To Do

Road To Hana
@lucyonlocale
My favorite stops on this iconic road are Ho’okipa Beach Park, Wailua Valley State Wayside overlook (take the stairs to the right), Hanawi Falls (bring your swimsuit), Hāna Harvest, and Wai’anapanapa State Park.
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Haleakalā
@lucyonlocale
Drive to the summit of Haleakalā volcano. You’ll need to dress warmly, and reservations are required to see the sunrise from the summit.
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Details

-Go outrigger canoe surfing.

-Do a helicopter tour (my favorite is a no-doors helicopter).

-Take a surf lesson.

-See a luau.

Pipiwai Trailhead
@lucyonlocale
This moderate-difficult trail is the best hike in Haleakalā National Park.
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Details
Molokini Crater
@lucyonlocale
Take a boat tour to this iconic dive and snorkel site.
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Details

Getting Around

A car is essential on Maui. Many tour companies provide transportation to and from guided tours, and taxis and rideshares can be arranged by your hotel. But these can be expensive.

So if you’re going to leave your hotel more than a couple of times (which I highly recommend!), then a rental car can save you money. Plus, a rental car gives you flexibility over your itinerary and room to store and transport your belongings.

I spent three days on Maui with a rental car and drove all over the island. But because the island is so small, I only had to fill up my tank once.

Where To Eat

Whale’s Tale
@lucyonlocale
Coffee Shop, $$
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Ka'ana Kitchen
@lucyonlocale
Hawaiian, $$$$
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Details
Matteo's Osteria
@lucyonlocale
Italian, $$-$$$
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Monkeypod Kitchen by Merriman - Kaanapali, Maui
@lucyonlocale
Hawaiian, American, $$-$$$
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Merriman's Kapalua
@lucyonlocale
Farm-To-Table, $$$$
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Duke's Beach House Maui
@lucyonlocale
Seafood, $$-$$$
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Hana Harvest
@lucyonlocale
Cafe, $
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Coconut Glen's
@lucyonlocale
Ice Cream, $
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Details
Halfway to Hana
@lucyonlocale
Burgers, $$
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Details
Huelo Lookout
@lucyonlocale
Fruit Stand, $
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Details
Mama's Fish House
@lucyonlocale
Seafood, $$$$
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Details
Hana Ranch Restaurant
@lucyonlocale
American, $$$-$$$$
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I Lava Tacos
@lucyonlocale
Mexican, $$
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Plan The Rest of Your Trip

* * *
CURATED BY
Chicago-based Travel Blogger and Creator specializing in adventure and boutique travel. My page offers straightforward, comprehensive travel itineraries and guides you can easily follow or customize. I also offer services to design and customize trips just for you. Contact me via Instagram (@lucyonlocale) or email me (info@lucyonlocale) to learn more about my personalized travel planning services and bespoke small-group trips.
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Maui Travel Guide
From trendy hotels to spa getaways to oceanfront resorts, I’ve got the perfect hotel for you!
26 Places • 1 Save • ago
Free

Maui is home to spectacular beaches, scenic drives, waterfalls, national and state parks, resorts, vacation rentals, and water activities.

Here's how to plan an epic trip to Maui!

Add to
Details

Know Before You Go: driving the “backside” of Hāna, on Highway 31, past ʻOheʻo Gulch, is rough, narrow, unpaved, and prone to landslides. Most car rental companies specify certain roads as “unauthorized,” and this is one of those roads.

Where To Stay

Andaz Maui At Wailea Resort - a Concept by Hyatt
@lucyonlocale
This hotel has some of the most spectacular pools you’ll ever find. The four main pools are tiered beneath each other with waterfalls, and there’s an adults-only pool. Plus, some rooms have swim-out pools, and there are villas with private pools. Andaz Maui is also beachfront; you’ll love the five on-site restaurants.
Add to
Details
Hana-Maui Resort - Destination by Hyatt
@lucyonlocale
Most people only visit Hāna as a day trip, but this hotel is reason enough to stay on the off-the-beaten-path Hāna side of the island. This hotel has vintage bungalow and cottage-style rooms, two pools, on-site bike rentals, and one of the best restaurants on the island.
Add to
Details
Fairmont Kea Lani - Maui
@lucyonlocale
Every room in this hotel is a suite with one or two bedrooms, a sleeper sofa, a kitchenette, and a private balcony. This resort’s beach is surrounded on both sides by lava rock walls, giving this property a secluded feel. Plus, you’ll love the three swimming pools, including an adults-only oasis.
Add to
Details
Four Seasons Resort Maui at Wailea
@lucyonlocale
With ‘Four Seasons’ in its name, you know you can expect the epitome of luxury at this resort. You’ll love this property’s pools, spa, beach, restaurants, open-air design, and incredible views. Plus, this hotel is one of the only resorts in Wailea that doesn’t charge a resort fee.
Add to
Details
Sheraton Maui Resort & Spa
@lucyonlocale
Located on the northern stretch of Kaanapali, this resort gives you views of Black Rock, Lanai, and Molokai. The Sheraton Maui has a beach, pool, lazy river, three restaurants, a spa, a fitness center, and incredible snorkeling.
Add to
Details
Ho'olei at Grand Wailea
@lucyonlocale
This hotel gives you access to the facilities and dining at the nearby Grand Wailea. You’ll have a private villa with views of the ocean, two or three bedrooms, at least two bathrooms, a lanai, a patio, a full kitchen, an elevator, a washer and dryer, a garage, and a private outdoor grill.
Add to
Details
The Ritz-Carlton Maui, Kapalua
@lucyonlocale
This oceanfront hotel is surrounded by one of Hawaii’s most expansive natural preserves and two protected marine sanctuaries. Your room, suite, or residence will have incredible views, and the property has a spa, two championship golf courses, eco-adventures, and some of the best food on the island.
Add to
Details
Montage Kapalua Bay
@lucyonlocale
Your spacious one-, two-, three-, or four-bedroom residential-style suite accommodations will have an expansive living room, large private lanai, full kitchen, and elegant master suite. This resort has fine and casual dining, a beach, a spa, an incredible infinity pool, two championship golf courses, tennis courts, and zip-lines.
Add to
Details

When To Go

Maui’s peak travel season is December – March, when prices and tourist numbers will be at their highest everywhere on the island. So book your accommodation, rental cars, and tours in advance to ensure availability. These months have the best surfing conditions, and this is the prime whale-watching season.

June – August is slightly less crowded and expensive than December – March. The weather is perfect during these months – sunny and dry. Summer also has calmer currents, giving you ideal swimming conditions.

The year-round warm weather means Maui doesn’t have an off-season. But April – May and September – November are shoulder seasons when you can score some excellent (by Hawaii standards) accommodation and airfare deals.

Driving the Road to Hana is especially pleasant in these shoulder months since there are fewer tourists, and traffic won’t be as much of an issue along the route.

What To Do

Road To Hana
@lucyonlocale
My favorite stops on this iconic road are Ho’okipa Beach Park, Wailua Valley State Wayside overlook (take the stairs to the right), Hanawi Falls (bring your swimsuit), Hāna Harvest, and Wai’anapanapa State Park.
Add to
Details
Haleakalā
@lucyonlocale
Drive to the summit of Haleakalā volcano. You’ll need to dress warmly, and reservations are required to see the sunrise from the summit.
Add to
Details

-Go outrigger canoe surfing.

-Do a helicopter tour (my favorite is a no-doors helicopter).

-Take a surf lesson.

-See a luau.

Pipiwai Trailhead
@lucyonlocale
This moderate-difficult trail is the best hike in Haleakalā National Park.
Add to
Details
Molokini Crater
@lucyonlocale
Take a boat tour to this iconic dive and snorkel site.
Add to
Details

Getting Around

A car is essential on Maui. Many tour companies provide transportation to and from guided tours, and taxis and rideshares can be arranged by your hotel. But these can be expensive.

So if you’re going to leave your hotel more than a couple of times (which I highly recommend!), then a rental car can save you money. Plus, a rental car gives you flexibility over your itinerary and room to store and transport your belongings.

I spent three days on Maui with a rental car and drove all over the island. But because the island is so small, I only had to fill up my tank once.

Where To Eat

Whale’s Tale
@lucyonlocale
Coffee Shop, $$
Add to
Details
Ka'ana Kitchen
@lucyonlocale
Hawaiian, $$$$
Add to
Details
Matteo's Osteria
@lucyonlocale
Italian, $$-$$$
Add to
Details
Monkeypod Kitchen by Merriman - Kaanapali, Maui
@lucyonlocale
Hawaiian, American, $$-$$$
Add to
Details
Merriman's Kapalua
@lucyonlocale
Farm-To-Table, $$$$
Add to
Details
Duke's Beach House Maui
@lucyonlocale
Seafood, $$-$$$
Add to
Details
Hana Harvest
@lucyonlocale
Cafe, $
Add to
Details
Coconut Glen's
@lucyonlocale
Ice Cream, $
Add to
Details
Halfway to Hana
@lucyonlocale
Burgers, $$
Add to
Details
Huelo Lookout
@lucyonlocale
Fruit Stand, $
Add to
Details
Mama's Fish House
@lucyonlocale
Seafood, $$$$
Add to
Details
Hana Ranch Restaurant
@lucyonlocale
American, $$$-$$$$
Add to
Details
I Lava Tacos
@lucyonlocale
Mexican, $$
Add to
Details

Plan The Rest of Your Trip

* * *
CURATED BY
Chicago-based Travel Blogger and Creator specializing in adventure and boutique travel. My page offers straightforward, comprehensive travel itineraries and guides you can easily follow or customize. I also offer services to design and customize trips just for you. Contact me via Instagram (@lucyonlocale) or email me (info@lucyonlocale) to learn more about my personalized travel planning services and bespoke small-group trips.
Send A Tip
Support Lucy On Locale’s work.
Select your tip amount
$5
$10
$20
$50
Or type in other amount
Powered by Thatch
The home for unique & authentic travel
Powered by Thatch: Where great trips are made.
© Lucy On Locale Privacy Terms