Jessica Baker - Maui Realtor

Jessica Baker - Maui Realtor Jessica Baker is the 2021 Realtors Association of Maui Realtor of the Year. Aloha!

Hawaii-licensed Realtor(S) 74063 with Compass Hawaii, actively working with Sellers & Buyers of Maui properties.

✨JUST SOLD! 🗝️🌺 Truly one of the most beautiful homes I’ve ever had the pleasure of representing. This sale was over a y...
04/13/2026

✨JUST SOLD! 🗝️🌺
Truly one of the most beautiful homes I’ve ever had the pleasure of representing. This sale was over a year in the making. Photos were shot in the spring of 2025… but then the home wasn’t offered publicly on the market for sale until January of this year! 🤯
🏝️ When I sit down any with my Sellers to discuss a listing prep and launch plan, I share that there is no “one size fits all” approach to marketing a home. The entire process moves at a pace that’s comfortable for them, and they have choices on action items every step of the way. It’s this open, consistent communication and collaboration that makes for the most successful end result. 🤝
🌺💙🏡 Please enjoy some of my favorite images of “Spanish Modern,” an exquisitely renovated Wailea Kai home in one of the closest lots to Keawakapu Beach. This light & airy residence seamlessly merges timeless style with modern finishes, opening to a central courtyard full of vibrant botanicals and a gently trickling fountain, fully embracing its Spanish-inspired design.
Congratulations to my Sellers in their next big adventure as well as the lucky new homeowners who get to enjoy this special property for many years to come! 🥰
📍8 Manu Ihu Place
Wailea, Maui 96753
4 bed | 4 bath | 2562 SF
$2,780,000
MLS 408345
Exclusively Listed & Sold By:
Jessica Baker R(S)74063
Compass Hawaii
808.250.0840
Aloha from Maui 🌺
📸 : Andrew Keith Photography

✨Today marks my 5-Year Compass Anniversary! 🖤🤍Hands down the best decision I’ve made in my real estate career, I continu...
04/02/2026

✨Today marks my 5-Year Compass Anniversary! 🖤🤍
Hands down the best decision I’ve made in my real estate career, I continue to be grateful for the opportunities, ohana, and inspiration from my very first day forward.
Partnerships have become lasting friendships, brilliant minds openly share resources and encourage growth, and individual dedication to our respective local communities is incomparable.
🥂 Cheers to the next five years! 🖤🤍
Aloha from Maui 🌺

03/10/2026
03/05/2026

✨ONE YEAR FREE HOA DUES! 🏝️🗝️
Welcome to Residence 2804, the gem of the Masters at the Kaanapali Hillside!
Meticulously renovated down to the studs and reinvented as a home with a warm and inviting palette, it features a chef’s kitchen in the open-plan living area along with a built-in entertainment center and custom bar… all with a background of sweeping ocean views.
The primary suite is a sensory delight with a spa bath and a custom closet that can only be described as a vertical masterpiece. Located in the prime row at The Masters, the large lanai is perfectly positioned for year-round dining and relaxing, along with direct sunset views.
It’s just a short drive or golf cart ride to world-famous Kaanapali Beach for ocean recreation and whale watching, and all the shopping, restaurants, and activities at Whaler’s Village.
🤩 To make it even sweeter, the Sellers are offering ONE YEAR of FREE HOA dues to the new owner! 💫
DM for more info. 😎
📍The Masters #2804
Kaanapali, Maui, HI
2 bed | 2 bath | 1512 SF
$1,750,000 FS
MLS 407127
Listed Exclusively By:
Jessica Baker R(S)
Compass Hawaii
Aloha from Maui 🌺
🎥: Andrew Keith Photopgraphy

🏝️ Makena Kai Maui 🩵A Serene Maui Coastal Estate🌅 Discover twilight at the ultimate ocean-lover’s retreat on Maui’s cove...
02/25/2026

🏝️ Makena Kai Maui 🩵
A Serene Maui Coastal Estate

🌅 Discover twilight at the ultimate ocean-lover’s retreat on Maui’s coveted south shore, and delight in incomparable panoramic ocean views spanning all the way to the sandy Big Beach shoreline with an ever-changing palette from sunrise to sunset.
🌊 Neighboring the Ahihi-Kinau Natural Area Reserve, one can observe humpback whales and bountiful marine life directly out front in the channel between Kahoolawe and Molokini Crater, all from the comforts of this private Mākena oasis.

✨ For More Information Visit: MakenaKaiMaui.com

Makena Kai Maui
📍7421 Makena Road
Maui, Hawaii
4 Bed | 5 Bath | 4544 SF
$21,850,000
MLS 407419
Listed Exclusively By:
Jessica Baker R(S) Compass Hawaii &
Gail Swanson R(B) Hawaiian Style Realty LLC
Aloha from Maui 🌺
📸: Andrew Keith Photography

02/21/2026

🚨BEST CONDO DEAL! 🏝️🗝️
Now offered at $1,200,000!
Exceptional year-round ocean and sunset views from this spacious, beautifully updated condo at the desirable Sands of Kahana Resort. Offering over 1500 SF of interior space and Central AC throughout, this condo combines luxurious comfort and convenience. Sands of Kahana is Hotel-zoned, offering flexibility for vacation rentals along with personal use. Don’t miss the chance to own this turnkey beachfront retreat - a comparable condo just went into escrow at $2 million! 🤯
📍Sands of Kahana #134
Kahana, Maui, HI
2 bed | 2 bath | 1580 SF
$1,200,000 FS
MLS 406900
Listed Exclusively By:
Jessica Baker R(S) & Diane Bercik R(B)
Compass Hawaii
Aloha from Maui 🌺
📸: ArcherShoots

02/21/2026
01/27/2026
✨OPEN HOUSE TODAY! 🏡 🗝️ 9am - 12pm🏝️ Hosted by: Zoe Berg-Pitt, RealtorHuge corner lot in the convenient and community-or...
01/24/2026

✨OPEN HOUSE TODAY! 🏡 🗝️
9am - 12pm
🏝️ Hosted by: Zoe Berg-Pitt, Realtor
Huge corner lot in the convenient and community-oriented Piilani Villages neighborhood with an inviting & private backyard! Featuring bistro lighting, a large gazebo, and a rare above-ground pool, the fully fenced and gated yard perfectly embodies Maui's indoor-outdoor lifestyle.
‼️ Also today is the annual Piilani Villages neighborhood garage sale! Come see us today to tour your new home, score some great finds, and meet your new neighbors in this one-of-a-kind Kihei community! 🥰
📍117 Kawailani Circle
Kihei, Maui, HI
3 bed | 2 bath | 1256 SF
$1,054,000
MLS 407200
Listed Exclusively By:
Jessica Baker R(S)
Compass Hawaii
Aloha from Maui 🌺
🪑: Aloha Styling
🎥: ArcherShoots

01/24/2026
01/22/2026

COMING SOON!

✨ Charming 2 bed, 2 bath unit in Kihei 🌴
✨ Quiet, private, and filled with bright natural light
✨ Available furnished and turnkey!

Message and I for more info! 📩

Address

116 Wailea Ike Drive #2108
Wailea, HI
96753

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My Journey To Maui

My journey to Maui began at a very early age! Well before I could read I always wanted to look at picture books of tropical fish and marine life. Eventually I would share with anyone who would listen, "When I grow up, I am going to swim with dolphins in Hawaii!" This was a very big dream for a kid in Michigan.

Fast forward to 2006. After graduating summa cm laude from the University of Michigan, I was fortunate enough to take my first (and only) vacation here to Maui with my parents. While we were having dinner that first night at the iconic Pioneer Inn in Lahaina Town, I just knew that the island was calling me. Armed with two suitcases and a bicycle, my next flight back to Maui two months later was as a brand new resident.

Now I have happily lived in Lahaina for over thirteen years. As a child my parents couldn't keep me out of the water - I would spend as much time as possible in the chilly waters of Lake Superior - and I was a competitive swimmer in high school. Surfing was a natural progression, as well as snorkeling and open water swimming. I've completed both the Maui Channel Swim and the Waikiki Roughwater Swim. When I'm not in the ocean, I also enjoy hiking around the island, yoga, baking, reading a good book, and spending time with my husband and our dog Lucy.

I began my professional career here on Maui in Fine Art Sales then transitioned into Real Estate at the end of 2011. It was another natural progression based on my evolving interests and education. That first year I was awarded the Prudential Iwado Realty Rookie of The Year and worked almost exclusively in Commercial Sales & Leasing. Several years later I have now sold commercial properties - and even more single-family homes and condos - all across the island from Napili to Wailea, Wailuku to Kula, even Hana!