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

Ashley Ulery - Wedding Planner, Maui Wedding Planner
  • 0.0 (0)
  • HOW TO

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 your planning process smooth and enjoyable. With years of experience as a Maui-based wedding planner, I’m passionate about helping couples craft beautiful, meaningful weddings that reflect their unique love stories—without the overwhelm. Whether you’re wondering where to splurge, how to save, or simply need inspiration to make your big day unforgettable, each episode will be packed with practical guidance and creative ideas to turn your vision into reality. Join me as we explore everything from designing your dream destination wedding to staying organized and stress-free throughout the process. Together, we’ll make wedding planning feel as magical as the moment you walk down the aisle. Let’s bring your Maui wedding dreams to life—effortlessly. Follow me on Instagram @adreamweddingmaui or visit my website at www.adreamwedding.net for more tips and inspiration. 🌺

  1. 6D AGO

    044 // Deb + Mike’s Maui Elopement: Bright Tropical Blooms, a Conch Shell Ceremony, and Vows Shared in Private

    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 and meaningful—like choosing a non-religious ceremony with Hawaiian traditions, the magic of hearing the conch shell, and the surprising part of the ceremony they still think about: the symbolism of the lei and what it represents in marriage. We also chat about choosing the right beach at the right time of day (hello, golden hour!), the moment Deb saw her dream bouquet—tropical, bright, and joyful—and one small thing she would do differently next time. If you’re considering a Maui elopement, this conversation is full of reassurance, ideas, and permission to do your day your way. In this episode, we cover: Deb + Mike’s 13-year love story and how they met online The daily email tradition that kept their long-distance relationship strong Why they chose an elopement instead of a big wedding (and felt more present because of it) Planning a Maui elopement from the East Coast—and avoiding the “lost in translation” worry Choosing a non-religious ceremony with meaningful Hawaiian traditions The conch shell moment (and why it made the ceremony feel extra special) The symbolism of the lei and other details that made the ceremony feel personal The bouquet reveal: bright tropical flowers, birds of paradise, and total “yes!” energy Beach doubts the day before—and why the wedding-day vibe was completely different Their favorite moment: sharing private vows back at the hotel Advice for couples considering eloping in Maui (including how to handle outside opinions) Key takeaways: The right team makes planning from afar feel easy—and keeps your vision from getting lost. Golden hour + the right beach timing can completely change the vibe. Eloping doesn’t mean “skipping” the meaningful parts—it can actually amplify them. Your best wedding decisions usually come from following your gut. Links + Resources: Learn more about A Dream Wedding Maui: adreamwedding.net Follow along on Instagram: @adreamweddingmaui If you loved this episode: Please subscribe, leave a review, and share it with a friend who’s dreaming of saying “I do” in Maui. 🌺 Mahalo for listening — see you next Wednesday!

    44 min

  2. JAN 30

    043 // By the Book Isn’t the Same as Being Taken Care Of: Why Great Maui Wedding Planning Goes Beyond the Contract

    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 Maui wedding stories, including: A delayed Maui elopement where our vendor team went above and beyond to ensure the couple could still get married on their wedding day A behind-the-scenes moment reconstructing a bride’s wedding dress — not in the contract, but done with heart I also share important questions to ask your wedding vendors, including what happens when something goes wrong and how they support clients beyond the contract. If you’re planning a Maui wedding or elopement, this episode will help you understand what true care looks like — and how to choose vendors who treat your wedding as a relationship, not a transaction. 🎧 New episodes every Wednesday. Learn more at adreamwedding.net Follow along on Instagram @adreamweddingmaui

    16 min

  3. 12/11/2025

    042 // Why Full Service Planning Matters for You Maui Destination Wedding

    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 energy. From eliminating costly mistakes to managing vendor communication to creating a proven planning system that keeps everything running smoothly, full-service planning is designed to protect your peace throughout the entire journey. In this episode, I cover: Why “you don’t know what you don’t know” is often the biggest challenge for couples planning on their own How full-service planning prevents last-minute problems like missing florals or overlooked fees Why Maui vendors typically respond faster to planners and how that benefits your experience How a well-refined planning system can save you over 300 hours of work What I look for in contracts, timelines, and budgets to avoid surprises Why full-service clients enjoy a more peaceful engagement and a calm, grounded wedding day I also share real stories from recent weddings, including catching missing staffing fees in a venue contract, helping a couple navigate a forgotten floral order, and the behind-the-scenes work my team does to constantly improve our planning process. If you’re wondering whether full-service planning is worth it, this episode will give you a clear understanding of what you receive, how it supports your vision, and why the long-term value goes far beyond logistics. Resources Mentioned: Visit adreamwedding.net to learn more about our planning packages Follow me on Instagram @adreamweddingmaui Book a consultation through my website or message me on Instagram If you’re dreaming of a beautiful, effortless, and joy-filled Maui destination wedding, I would love to support you on your planning journey.

    15 min

  4. 11/19/2025

    041 // How to Break the Holiday (and Wedding) Hamster Wheel: Creating a Wedding That Feels Authentic to You

    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 clarity that came when my family and I talked honestly about what truly matters to us this season. Spoiler: we’re not scaling back everything… we’re actually going bigger on what brings us joy and letting go of the rest. Yes, tacos for Christmas dinner and yes… hiring a DJ for our house party! This realization ties beautifully into how I encourage my couples to plan their weddings: Focus on what matters most. Let go of the pressure. Create a celebration that feels like YOU. If you’re planning a destination wedding, feeling overwhelmed by decisions, or struggling with expectations from family, friends, or social media — this episode will help you breathe again. I’m giving you the same framework my family used: ✨ Identify your non-negotiables ✨ Invest your time, energy, and budget in what lights you up ✨ Release the traditions and expectations that don’t serve you ✨ Create a wedding experience that fills you with joy — not stress Whether your dream wedding includes a packed dance floor, stunning florals, intimate moments with your closest people, or a simple, unfussy menu… you deserve a celebration that reflects your values and vision. Inside the episode, you’ll hear: • Why holiday overwhelm mirrors wedding overwhelm • The emotional moment that shifted how I’m approaching this season • What my family chose as our “non-negotiable” — and what we’re letting go • How to identify your wedding priorities • Why you don’t need to impress anyone or follow traditions that don’t fit • How to plan a wedding that feels authentic, intentional, and meaningful • Three questions every couple should ask before (and during!) wedding planning If you’ve ever wondered how to stay grounded, connected, and true to yourselves during the wedding planning process — this one’s for you. Resources Mentioned: Follow me on Instagram: @adreamweddingmaui Learn more about planning your Maui wedding: adreamwedding.net If this episode resonates with you, please share it with an engaged friend or leave a review — it means the world and helps more couples plan their dream wedding with ease and intention.

    17 min

  5. 11/12/2025

    040 // Real Maui Wedding: Danyelle & Scott’s Joy-Filled Celebration at Olowalu Plantation House

    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 chart!), and the lessons she learned along the way. We also chat about: 💍 The moment she knew Olowalu Plantation House was “the one” 🌸 Designing her dream wedding with Rochelle from Friday Flowers Every Day 🎨 Infusing personality into elegant, tropical design 🎥 Why trusting your planner makes all the difference in choosing vendors 💖 The emotional surprises from her husband that brought everyone to tears Plus, I include a quick note about vendor professionalism and why it’s so important to work with a planner you trust before booking any vendors — a small decision that makes a huge impact on your wedding-day experience. Whether you’re planning your own Maui destination wedding or just love hearing real love stories, this episode will give you all the island wedding feels. 🌺

    31 min

  6. 11/06/2025

    039 // How to Legally Get Married in Hawaii — Everything You Need to Know

    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 for your marriage license before you arrive 📅 When and where to meet with a licensed agent on Maui 💌 How long it takes to receive your certified marriage certificate 🙌 What to do if your officiant is a friend or pastor from the mainland 🌺 Bonus: Answers to the most common questions I get — from symbolic ceremonies to witnesses and same-day weddings. Whether you’re planning a simple beach elopement or a full celebration with family and friends, this step-by-step guide will help you feel confident that your wedding will be beautiful, stress-free, and legally official. 💕 Connect with Me: 🌐 @adreamweddingmaui 💌 Book your complimentary consultation today!

    10 min

  7. 10/22/2025

    038 // A Maui Wedding from Berlin: Corissa & Jason’s Destination Love Story at Olowalu Plantation House

    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 couples, and how she and Jason navigated time zones, planning stress, and post-wedding blues with grace and humor. Whether you’re planning from afar or dreaming of Olowalu, this conversation is packed with inspiration and heart. ✨ In This Episode You’ll Hear: How Corissa and Jason planned their Maui wedding while living in Berlin The story behind their elegant, art-inspired design at Olowalu Plantation House Why they chose a long engagement and how it helped them stay grounded The vendors that brought their vision to life — from Maui Bars to Noni from Maui Palm Tree Floral Honest reflections on post-wedding emotions and the magic of slowing down to soak it all in Vendors Mentioned: Planner: A Dream Wedding Maui Venue: Olowalu Plantation House Florals: Maui Palm Tree Floral (Noni) Catering: Food for the Soul Bar Service: Maui Bars Rentals: Rio Event Design Transportation: Maui Tours & Transport Photography: Jacqueline Locke Videography: Stephan Böker DJ: Jesse with Maui DJ Services 🌺 Connect with Us: Visit adreamwedding.net for Maui wedding inspiration and planning resources. Follow along on Instagram: @adreamweddingmaui

    1h 17m

  8. 10/10/2025

    037 // Why We Ditched the Giant Wedding Checklist: Embracing Effortless Planning

    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 actually overwhelm couples instead of helping them 🌺 How her team redesigned their planning system into easy, stress-free phases 🗓️ The five signature planning phases — from vendor selection to go time ✨ Why “effortless” has become her signature word, not only for planning but in life and personal style 🤍 How simplicity builds trust and gives couples more space to enjoy their engagement If you’ve ever felt buried under a never-ending wedding to-do list, this episode will feel like a breath of fresh Maui air. 🌴 Connect with Ashley: Website: adreamwedding.net Instagram: @adreamweddingmaui

    14 min
See All (45)

About

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 your planning process smooth and enjoyable. With years of experience as a Maui-based wedding planner, I’m passionate about helping couples craft beautiful, meaningful weddings that reflect their unique love stories—without the overwhelm. Whether you’re wondering where to splurge, how to save, or simply need inspiration to make your big day unforgettable, each episode will be packed with practical guidance and creative ideas to turn your vision into reality. Join me as we explore everything from designing your dream destination wedding to staying organized and stress-free throughout the process. Together, we’ll make wedding planning feel as magical as the moment you walk down the aisle. Let’s bring your Maui wedding dreams to life—effortlessly. Follow me on Instagram @adreamweddingmaui or visit my website at www.adreamwedding.net for more tips and inspiration. 🌺

Information