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PODCAST

A Dream Wedding Maui | Stress-Free Wedding Planning, Destination Weddings, Personalizing Your Wedding

Ashley Ulery - Wedding Planner, Maui Wedding Planner

Welcome to Dream Wedding Maui, your guide to effortless weddings in paradise! If you’re newly engaged and dreaming of saying “I do” on the stunning island of Maui, you’ve come to the right place. Planning a destination wedding should be a joyful journey, not a stressful one, and this podcast is here to help you every step of the way. From navigating venues and vendors to creating a celebration that’s authentically you, I’ll share insider tips, budget-friendly strategies, and expert advice to make

education how to

All Episodes

15:37

049 // The Invisible Work Behind a Seamless Wedding Day

A Dream Wedding Maui | Stress-Free Wedding Planning,... ·

2026/04/02

In this episode of the Dream Wedding Maui podcast, I’m pulling back the curtain on what wedding planners actually do behind the scenes to create a seamless and effortless wedding day.Most couples think wedding planning is about choosing florals, rentals, and designing a beautiful space. And while that is part of it, it’s only a small piece of the full picture. The real work—and the real creativity—happens in the decisions you don’t see. I’m sharing how wedding planning is truly about

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16:46

048 // 3 Questions to Ask Your Wedding Planner (and...

A Dream Wedding Maui | Stress-Free Wedding Planning,... ·

2026/03/19

After one of the most intense storm weekends I’ve experienced in nearly 30 years on Maui, I’m sharing a quick but powerful episode you don’t want to skip.Because here’s the truth: ✨ 99% of the time, Maui weddings are absolutely perfect… But it’s that 1%—when things don’t go as planned—that truly defines your vendor team. In this episode, I’m walking you through the top 3 questions you should ask your wedding planner (and any vendor) before you book—so you can feel confident, supported, and prepared

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19:31

047 // What Happens If It Rains on Your Maui Wedding...

A Dream Wedding Maui | Stress-Free Wedding Planning,... ·

2026/03/12

If you're planning a destination wedding in Hawaii, one question almost every couple asks is: What happens if it rains on our wedding day?The good news is that Maui weather is beautiful about 99% of the time. But occasionally storms or rain showers do roll through, and when that happens, having an experienced wedding planner can make all the difference. In this episode of the Dream Wedding Maui Podcast, I’m sharing how we handle weather on Maui weddings and what actually happens behind the scenes

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12:20

046 // Who Walks Down the Aisle First? Wedding...

A Dream Wedding Maui | Stress-Free Wedding Planning,... ·

2026/03/04

Planning your ceremony processional might seem simple… until you start adding parents, grandparents, stepparents, and your entire wedding party into the mix.In this episode of Dream Wedding Maui, Maui wedding planner Ashley breaks down the traditional ceremony processional order and the most common ways couples customize it for modern weddings — especially destination weddings in Hawaii. You’ll learn how to design a processional that feels natural, personal, and beautifully organized so everyone

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14:29

045 // How to Give a Great Wedding Toast (Plus the...

A Dream Wedding Maui | Stress-Free Wedding Planning,... ·

2026/02/25

If you’re planning a Maui destination wedding or have been asked to give a wedding speech, this episode is for you.In today’s short and sweet episode of the Dream Wedding Maui Podcast, I’m sharing: ✨ The traditional order of wedding toasts ✨ When to schedule speeches during your reception ✨ How long a wedding toast should be ✨ 5 simple tips for delivering a heartfelt, memorable speech ✨ What to avoid (inside jokes, rambling, too many cocktails 😉) As a Maui wedding planner, I’ve coordinated

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44:11

044 // Deb + Mike’s Maui Elopement: Bright Tropical...

A Dream Wedding Maui | Stress-Free Wedding Planning,... ·

2026/02/11

n today’s episode of A Dream Wedding Maui Podcast, I’m joined by Deb and Mike—an East Coast couple who chose to elope in Maui in December. We talk about their 13-year love story (including the daily morning emails that helped nurture their long-distance relationship), why they chose an intimate elopement over a traditional wedding, and what it’s really like planning a Maui wedding from five time zones away.They share the behind-the-scenes moments that made their day feel personal

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16:04

043 // By the Book Isn’t the Same as Being Taken Care...

A Dream Wedding Maui | Stress-Free Wedding Planning,... ·

2026/01/30

In this episode of the Dream Wedding Maui Podcast, I share why doing something “by the book” isn’t the same as truly being taken care of — especially when you’re planning a destination wedding in Maui.After reflecting on recent experiences with service providers who technically did everything right but lacked care, I talk about what separates good service from great service and why couples hire wedding professionals in the first place: guidance, trust, and support. In this episode, I share real

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15:01

042 // Why Full Service Planning Matters for You Maui...

A Dream Wedding Maui | Stress-Free Wedding Planning,... ·

2025/12/11

In this episode, I’m sharing why full-service wedding planning is one of the best investments you can make when planning a destination wedding in Maui. After helping thousands of couples get married here, I’ve seen firsthand how full planning transforms the experience from stressful and overwhelming to calm, organized, and truly enjoyable.I’m pulling back the curtain on what really happens behind the scenes and why having a full-service planner saves you time, money, and emotional

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16:53

041 // How to Break the Holiday (and Wedding) Hamster...

A Dream Wedding Maui | Stress-Free Wedding Planning,... ·

2025/11/19

As the holidays roll in this year, I’ve been feeling something I know many of you can relate to — that sense of being on a hamster wheel of expectations. Between the shopping, events, travel, traditions, pressure to “make it magical,” and worrying what everyone thinks… it’s so easy to lose sight of what the holidays are really about.And you know what? The same thing happens with weddings. In this deeply personal episode, I share the emotional moment I experienced last Christmas — and the surprising

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30:35

040 // Real Maui Wedding: Danyelle & Scott’s...

A Dream Wedding Maui | Stress-Free Wedding Planning,... ·

2025/11/12

In this episode of Dream Wedding Maui, I sit down with my sweet bride Danyelle to relive her stunning summer wedding at Olowalu Plantation House. From her 12-year love story with Scott to her vibrant floral design and heart-melting father-of-the-bride moment, this conversation is packed with warmth, laughter, and inspiration.Danyelle shares what it was like planning a destination wedding on Maui, how she personalized her design with thoughtful touches (including a basketball-bracket-style seating

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9:47

039 // How to Legally Get Married in Hawaii —...

A Dream Wedding Maui | Stress-Free Wedding Planning,... ·

2025/11/06

Getting married in Hawaii? 🌴 In this episode of Dream Wedding Maui, I’m sharing exactly what you need to know to make your marriage legal in paradise.I’ll walk you through how to apply for your Hawaii marriage license, what to bring to your appointment, how long it takes to receive your official marriage certificate, and what to do if you’re bringing your own officiant from the mainland. Here’s what I cover: 💍 Who can legally get married in Hawaii (no residency required!) 📝 How to apply online

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77:20

038 // A Maui Wedding from Berlin: Corissa & Jason’s...

A Dream Wedding Maui | Stress-Free Wedding Planning,... ·

2025/10/22

In this week’s episode, I chat with Corissa, who planned her stunning Olowalu Plantation House wedding all the way from Berlin! From an intimate welcome party at Hotel Wailea’s Birdcage Bar to a whale watch with Trilogy and a heartfelt ceremony surrounded by loved ones from around the world — Corissa’s Maui wedding was filled with creativity, connection, and emotion.We dive into her thoughtful design vision (inspired by volcanic tones and still-life art), her best advice for other destination

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14:11

037 // Why We Ditched the Giant Wedding Checklist:...

A Dream Wedding Maui | Stress-Free Wedding Planning,... ·

2025/10/10

Remember when every couple wanted a massive, super-detailed wedding checklist? The longer, the better? Well… those days are gone — and for good reason.In this episode of A Dream Wedding Maui, Ashley shares how her approach to wedding planning checklists has completely evolved over the years. What used to be hundreds of detailed tasks has now become a simple, streamlined, effortless process — because that’s what modern couples truly want. Ashley dives into: 💡 Why ultra-detailed checklists can

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14:47

036 // How to Stay Present on Your Wedding Day

A Dream Wedding Maui | Stress-Free Wedding Planning,... ·

2025/10/01

Your wedding day goes by in the blink of an eye—and after months (or years!) of planning, the best gift you can give yourself is the ability to be truly present. In this episode of Dream Wedding Maui, I’m sharing six powerful ways to slow down, soak in the magic, and create memories that last a lifetime.From handing off logistics to your planning team, to building intentional pauses, to anchoring your favorite moments—you’ll walk away with simple, heartfelt strategies to actually enjoy your wedding

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14:19

035 // Why a Wedding Weekend Beats a Wedding Day

A Dream Wedding Maui | Stress-Free Wedding Planning,... ·

2025/09/17

Your wedding day will be unforgettable—but what if you could stretch that joy across an entire weekend? In today’s episode of the Dream Wedding Maui Podcast, Ashley shares how planning multi-day celebrations can transform your destination wedding into a full guest experience.Fresh off a three-day birthday celebration packed with unforgettable activities, Ashley shows how the same ideas can be reimagined for wedding weekends. From private luaus and canoe regattas to sandcastle competitions and

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17:06

034 // The Amazon Wedding Problem

A Dream Wedding Maui | Stress-Free Wedding Planning,... ·

2025/09/11

Hey friends, it’s Ashley!Today I’m diving into a problem that’s been growing in the wedding world lately — and especially here in Maui. And I’ll be honest…I’ve been part of it, too. It’s Amazon. What used to be one or two simple boxes from couples — a card box, some cocktail napkins, a few favors — has now turned into my team feeling like an Amazon fulfillment center. Dozens of boxes filled with candles, signage, chargers, and fragile glass arrive at venues, leaving us knee-deep in bubble wrap

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9:10

033 // Why You Should Hire a Wedding Planner Before...

A Dream Wedding Maui | Stress-Free Wedding Planning,... ·

2025/09/04

Most couples think the first step in planning a wedding is locking in the venue. But here’s the truth: booking your venue first is actually step two. In this episode of A Dream Wedding Maui Podcast, I’m sharing why hiring your wedding planner before you choose your venue can save you time, money, and stress — and make the entire experience so much more enjoyable.Fresh from a full day of site inspections with one of my couples, I’ll walk you through: The common pitfalls couples face when booking a

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14:47

032 // Unreasonable Hospitality: Going Above and...

A Dream Wedding Maui | Stress-Free Wedding Planning,... ·

2025/08/27

In today’s episode of Dream Wedding Maui, I’m sharing how the book Unreasonable Hospitality by Will Guidara has inspired me—and how it perfectly translates into the way we serve our couples.Unreasonable hospitality isn’t just about doing a good job. It’s about surprising and delighting people in deeply personal ways—in the small details, the big gestures, and the quiet moments that aren’t written on the timeline. I’ll share three real stories from weddings we’ve planned: The last-minute LED

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16:10

031 // Top 10 Songs You Need to Pick for Your Wedding

A Dream Wedding Maui | Stress-Free Wedding Planning,... ·

2025/08/21

Music is one of the most powerful parts of your wedding day. Long after the flowers fade and the cake is gone, the songs you choose will instantly transport you back to those unforgettable moments.In this episode of Dream Wedding Maui, I’m walking you through the top 10 songs every couple should select for their wedding day—from the processional and bridal entrance to the dance floor opener and the very last song of the night. You’ll learn: Which songs set the tone for your ceremony Fun options

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09:57

030 // Maui Micro Weddings: Sarah & Aaron’s Intimate...

A Dream Wedding Maui | Stress-Free Wedding Planning,... ·

2025/08/13

Micro weddings are having a moment—and I am here for it! In this episode of Dream Wedding Maui, I’m sharing all about Sarah and Aaron’s beautiful and intimate wedding at the Sheraton’s hidden gem: the Ali‘i Suite.From a sunset ceremony on a private lawn to a relaxed dinner on the lanai with their closest people, this day was low-stress, high-style, and absolutely unforgettable. Tune in to hear: What really defines a “micro wedding” (hint: it’s not just about the guest count) Why I love planning

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