Maui
Above the entrances of many stores and businesses throughout Hawaii, you are likely to see the phrase "E komo mai" which means "welcome" in Hawaiian. It is this sort of warm hospitality that permeates throughout the Hawaiian islands and people. An escape to the Hawaiian islands puts you in a sense of pure serenity that is difficult to define unless you've been here and leave you looking back on your journey for a lifetime.
18-25 May | 7 nights | Hilton Grand Vacations
In May, Maui enjoys a pleasant transition into summer with warm temperatures averaging from the low 70s to mid-80s Fahrenheit, making it perfect for beach outings and outdoor activities. This month often sees lower rainfall compared to the winter, offering clear skies and sunny days ideal for exploring the island's natural beauty.
Maui, known also as “The Valley Isle”, because of the lush landscape between its two volcanoes, is the second largest Hawaiian island. The island is beloved for its world-famous beaches, the sacred Iao Valley, views of migrating humpback whales, farm-to-table cuisine and the magnificent sunrise and sunset from Haleakalā.
Why we love it for you: The Hilton Vacation Club offers a luxurious and serene escape on the beautiful island of Maui. Located in the picturesque region of Kihei, this vacation club provides spacious and well-appointed suites with modern amenities, perfect for families and couples alike. Guests can enjoy stunning views of the Pacific Ocean, direct access to pristine beaches, and an array of on-site amenities, including multiple swimming pools, a fitness center, and dining options. Its convenient location also allows easy exploration of nearby attractions, such as the Haleakalā National Park and the charming town of Lahaina, ensuring a memorable Hawaiian vacation experience.
- 2 King Beds, 2 Double Beds
- Sofa Bed
- Full Kitchen
- Private Balcony
1 Bedroom King Suite, 1 Bedroom Partial Ocean View
- 1 King Bedroom Suite, 1 Bedroom with 2 Double Beds and partial ocean views
- Sofa Bed
- Full Kitchen
- Private Balcony
Once you've settled into your accommodation, take the rest of the day to explore the true beauty of Maui.
Kihei, located on the sunny southwest coast of Maui, is a vibrant beach town known for its laid-back atmosphere and beautiful coastline. Stretching over six miles, Kihei boasts numerous pristine beaches perfect for swimming, snorkeling, and sunbathing.
The town offers a variety of dining options, from casual food trucks to fine dining, as well as local shops and markets.
Kihei's central location makes it an excellent base for exploring Maui's attractions, including the nearby Wailea resort area, Haleakalā National Park, and the scenic Road to Hana. With its warm weather and welcoming vibe, Kihei is a favorite destination for both locals and visitors seeking a relaxed Hawaiian getaway.
Here are recommendations for breakfast, lunch, and dinner in Kihei:
Breakfast:
Kihei Caffe: Known for its hearty and delicious breakfast options, Kihei Caffe serves a variety of dishes such as macadamia nut pancakes, loco moco, and breakfast burritos. The portions are generous, and the atmosphere is casual and friendly.
Lunch:
South Maui Fish Company: This popular food truck serves up delicious poke bowls and fish plates made with the freshest catch of the day. It's a fantastic spot for enjoying flavorful seafood.
Dinner:
Nalu's South Shore Grill: For a relaxed dinner experience, Nalu's South Shore Grill offers a diverse menu featuring Hawaiian-inspired dishes, fresh seafood, and hearty burgers. The open-air setting and live music often provide a perfect backdrop for a leisurely evening meal.
Aloha! Spend your first full day in relaxation mode. Visit one of the 80 accessible beaches Maui offers on your first full beach day.
Three beautiful beaches close to the Hilton Vacation Club are:
- Kamaole Beach Park I, II, and III: These three adjacent beaches are just a short drive away and offer excellent swimming, snorkeling, and picnicking opportunities. Each beach has its own charm, with soft golden sand, gentle waves, and well-maintained facilities.
- Keawakapu Beach: Located just north of Wailea, Keawakapu Beach is known for its long stretch of sandy shoreline and clear waters, making it perfect for swimming, snorkeling, and enjoying breathtaking sunsets.
- Ulua Beach: Situated in Wailea, Ulua Beach is a great spot for snorkeling and scuba diving due to its vibrant coral reefs and diverse marine life. The beach also has a lovely walking path and is ideal for a relaxing day by the ocean.
Essentials:
- Towel
- Beach bag
- Sunscreen
- Hat (for sun protection)
- Sunglasses
- Flip-flops or water shoes
- Water bottle (stay hydrated!)
- Snacks or a picnic lunch
- Beach umbrella or tent, beach chair (for shade)
Safety and Comfort:
- First aid kit
- Insect repellent
- Lip balm with SPF
- Wet wipes or hand sanitizer
- Plastic bags (for wet clothes or trash)
- Aloe vera gel (in case of sunburn)
After a full day of fun in the sun, head back to your accommodation to freshen up before heading to dinner.
Seafood and Hawaiian Cuisine
- Mamas Fish House: A renowned spot offering fresh seafood and local Hawaiian dishes.
Mexican
- Maui Tacos: Known for combining traditional Mexican dishes with Hawaiian flavors.
Asian
- Star Noodle: A modern eatery offering a fusion of Asian flavors, known for its noodles and sharable plates.
- 2 King Beds, 2 Double Beds
- Sofa Bed
- Full Kitchen
- Private Balcony
1 Bedroom King Suite, 1 Bedroom Partial Ocean View
- 1 King Bedroom Suite, 1 Bedroom with 2 Double Beds and partial ocean views
- Sofa Bed
- Full Kitchen
- Private Balcony
Spend the day being one with the fish. Dive into one of Maui's most popular activities on a snorkeling tour.
Molokini Crater is one of Maui's most renowned snorkeling destinations, drawing visitors with its stunning underwater visibility and vibrant marine life. Located just a few miles off the southwestern coast of Maui, this crescent-shaped volcanic caldera is a Marine Life Conservation District and Bird Sanctuary. The clear, calm waters within the crater provide ideal conditions for snorkeling, often boasting visibility of up to 150 feet. Snorkelers at Molokini can expect to encounter a dazzling array of marine species, including colorful tropical fish, moray eels, and sometimes even manta rays or small reef sharks. The coral reefs are teeming with life, making it a paradise for underwater photographers and nature enthusiasts alike. Due to its protected status, Molokini offers a pristine and relatively untouched snorkeling experience, making it a must-visit spot for anyone exploring the natural wonders of Maui.
Enjoy some time relaxing at the resort or head into town for a bit of local flair.
- 2 King Beds, 2 Double Beds
- Sofa Bed
- Full Kitchen
- Private Balcony
1 Bedroom King Suite, 1 Bedroom Partial Ocean View
- 1 King Bedroom Suite, 1 Bedroom with 2 Double Beds and partial ocean views
- Sofa Bed
- Full Kitchen
- Private Balcony
Get ready for another dreamy beach day. Find your way to Wailea and spend the day on Wailea Beach.
Essentials:
- Towel
- Beach bag
- Sunscreen
- Hat (for sun protection)
- Sunglasses
- Flip-flops or water shoes
- Water bottle (stay hydrated!)
- Snacks or a picnic lunch
- Beach umbrella or tent, beach chair (for shade)
Safety and Comfort:
- First aid kit
- Insect repellent
- Lip balm with SPF
- Wet wipes or hand sanitizer
- Plastic bags (for wet clothes or trash)
- Aloe vera gel (in case of sunburn)
After spending a day in the sun, return to your accommodation and freshen up before heading out on a breathtaking sunset cruise off the coast of Maluaka Beach.
The Kai Kanani Sunset Cruise in Wailea offers an unforgettable experience, combining luxury and natural beauty. Departing from Maluaka Beach, this catamaran cruise provides panoramic views of Maui's coastline as the sun sets, painting the sky with vibrant colors. Guests can enjoy premium drinks and gourmet appetizers while sailing the serene waters, often spotting marine life such as dolphins and sea turtles. The relaxed ambiance and stunning scenery make the Kai Kanani Sunset Cruise a perfect way to end the day in paradise.
- 2 King Beds, 2 Double Beds
- Sofa Bed
- Full Kitchen
- Private Balcony
1 Bedroom King Suite, 1 Bedroom Partial Ocean View
- 1 King Bedroom Suite, 1 Bedroom with 2 Double Beds and partial ocean views
- Sofa Bed
- Full Kitchen
- Private Balcony
Get ready for a full day of experiencing jaw-dropping views as you travel along the Road to Hana. You will start the day off in the air, seeing Hana from above. You will then continue your day with a private tour guide, giving you all the local insights and spots along the way.
You haven’t seen Maui unless you’ve seen it from the best view possible – the sky. Miles of pristine coastline await you on exquisite tours departing from a heliport in Maui. Whether it is the Haleakala Crater, the Hana Rainforest, or the sea cliffs of Molokai you’re sure to experience a one-of-a-kind adventure on a helicopter tour of Maui.
The Road to Hana is more than just a great drive through a beautiful area of Maui. The road leads you through flourishing rainforests, flowing waterfalls, plunging pools and dramatic seascapes.
Our experienced guides will take you on a customized tour of the famous Road to Hana, where you'll have the opportunity to see some of the island's most breathtaking landscapes and natural wonders. Our guides are knowledgeable about the history and culture of Maui, and they'll share fascinating insights about the area and its traditions.
Take the rest of your day at your leisure.
- 2 King Beds, 2 Double Beds
- Sofa Bed
- Full Kitchen
- Private Balcony
1 Bedroom King Suite, 1 Bedroom Partial Ocean View
- 1 King Bedroom Suite, 1 Bedroom with 2 Double Beds and partial ocean views
- Sofa Bed
- Full Kitchen
- Private Balcony
Spend more time on the water observing the island and the remarkable creatures that surround it. End the evening with a local tradition.
Glide along the South Maui coast where you'll have the opportunity to see some of the island's most incredible marine life up close, including tropical fish, vibrant coral reefs, and majestic sea turtles.
Our two-hour tour is perfect for anyone who wants to experience the thrill of snorkeling and with our outrigger canoe, you'll have the opportunity to see Maui's stunning coastline from a unique perspective.
Once you've finished gliding along the South Maui Coast, spend the rest of your afternoon relaxing by the pool, beach, or spa before spending the night experiencing one of Hawaii's oldest traditions.
Allow us to take you on a historical journey of Polynesian ancestors arriving to Maui and settling in the ahupua’a (land division) while we give insight and life to Hawaiian values that focus on the love of, connection to, and kuleana (responsibility) to the land. While enjoying interactive storytelling, indulge in a generous plating of traditional Hawaiian dishes expertly prepared by the culinary team. Handcrafted cocktails personalized to your liking will also be available to enhance this culinary experience for a delightful Wailea luau.
- 2 King Beds, 2 Double Beds
- Sofa Bed
- Full Kitchen
- Private Balcony
1 Bedroom King Suite, 1 Bedroom Partial Ocean View
- 1 King Bedroom Suite, 1 Bedroom with 2 Double Beds and partial ocean views
- Sofa Bed
- Full Kitchen
- Private Balcony
By now you are a beach pro! Soak in some last minute rays on your final beach day.
Go ahead and live like a local at these two very cool spots. Secret Cove is a really beautiful, hidden little pocket of sand that's actually not so secret anymore. However, if you get there bright and early in the morning, before anyone else has had a chance to leave fresh footprints in the sand, it will FEEL secret... if only for a little while!
After some nice photos, head to a large beach for some fun in the sun, body surfing, and finishing up those tan lines!
Essentials:
- Towel
- Beach bag
- Sunscreen
- Hat (for sun protection)
- Sunglasses
- Flip-flops or water shoes
- Water bottle (stay hydrated!)
- Snacks or a picnic lunch
- Beach umbrella or tent, beach chair (for shade)
Safety and Comfort:
- First aid kit
- Insect repellent
- Lip balm with SPF
- Wet wipes or hand sanitizer
- Plastic bags (for wet clothes or trash)
- Aloe vera gel (in case of sunburn)
Spend your last night enjoying an excellent culinary experience at one of the restaurants offered at the Four Seasons Resort in Wailea.
At a renowned chef's Hawaiian outpost (and Forbes Four Star and AAA Four Diamond restaurant), sit down to a fusion of Hawaiian and California cuisine, paired with panoramic ocean views.
Embark on a culinary voyage at a stunning oceanfront dining destination in Wailea. Experience the charm of coastal Italian cuisine beneath the mesmerizing Maui stars. Secure your spot now for an unforgettable culinary experience.
The heart of our Resort, the Lobby Lounge offers a nightly hula show, torch lighting at sunset and live music throughout the evening. With stunning views, the lounge is widely known for its craft cocktail program and imaginative menu of pupus, including handmade sushi, using the freshest ingredients.
- 2 King Beds, 2 Double Beds
- Sofa Bed
- Full Kitchen
- Private Balcony
1 Bedroom King Suite, 1 Bedroom Partial Ocean View
- 1 King Bedroom Suite, 1 Bedroom with 2 Double Beds and partial ocean views
- Sofa Bed
- Full Kitchen
- Private Balcony
Unfortunately, all good things must come to an end...
Thank you for traveling with us! We hope this trip was everything and more for you and your family.
While on the trip, you can access your support team if any need arises to make your trip as smooth as possible. We are here to support you.
If you like what you read and are ready to pull the trigger on this once-in-a-lifetime adventure, please send a message in the app or an email to let us know.
We would be thrilled to secure all the reservations and make sure everything is taken care of, including special surprises along the way.