Maui Real Estate Blog - Kapalua, Upcountry, Wailea News and More.

Overlooking the ocean with views of Molokai, this Pineapple Hill Estates 4-bedroom, 4.5-bathroom property is the highest sale the resort community has seen in the last 15 years. 


(Lahaina, Maui) – A recent transaction from Island Sotheby’s International Realty agent, Courtney M. Brown R(S) 56519, marks the first sale of 2023 in Pineapple Hill Estates at $5.775 million. The property serves as a quiet and private retreat, overlooking one of the most pristine coastlines in Hawaii. 

Kapalua, known for its stunning cliffsides, breathtaking beaches, and renowned Kapalua Wine & Food Festival, is one of the most spectacular areas on Maui. Nestled amongst the majestic pines, you’ll find 222 Crestview Road.

“There are many things about this home that

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Overlooking the ocean, this 4-bedroom, 3.5-bathroom estate is the highest sale in Kialoa. 

(Wailea, Maui) – A recent transaction from Island Sotheby’s International Realty agents, Ryan MacLaughlin, PB, and Alex Cortez R(B), marked the largest sale in Kialoa at $5.7 million. 182 Heleuma Pl is one of the most exclusive properties in the Wailea master-planned resort community. The executive home had never been offered on the market and presented an incredible opportunity for the savvy buyer looking for perfection in South Maui. 

The impeccably-maintained property offers the privacy of being in a gated community and the exclusivity of being in one of Wailea's most sought-after enclaves, all while in the midst of bustling Wailea. 5-star

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Jake Shimabukuro at the Maui Arts and Culture Center

With special guest PURE HEART, Saturday, January 21st, 2023, at 7:30 PM at the Castle Theater. 

"Over the past two decades, Jake Shimabukuro has proved that there isn't a style of music that he can't play. While versatility for any musician is impressive, what's remarkable about Jake's transcendent skills is how he explores his seemingly limitless vocabulary – whether it's jazz, rock, blues, bluegrass, folk, or even classical – on perhaps the unlikeliest of instruments: the 'ukulele. Responding to the urgent calls of his fervent imagination, Jake has taken the 'ukulele to points previously thought impossible, and in the process, he's reinvented the applications for this tiny, heretofore

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There is no better way to discover Maui's stunning outdoors and scenic landscapes than by exploring the many golf courses on the island. 

It is no secret that golfing on Maui has captured the hearts of many who live and visit the island! With perfect weather year-round and plenty of green, it's almost impossible to meet someone who doesn't consider it one of the best places to golf in the world. There are over 10 courses, all of which span from easy-going to impeccably designed by famous golfers such as Arnold Palmer. 

Among these courses is The Kapalua Plantation Course, which has been recognized as the best golf course in Hawaii for 15 consecutive years by Golfweek. It is also the home to the famous annual PGA Tour Sentry Tournament of

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A curated list of Maui or Hawaiʻi-made treasures that these Island Sotheby’s International Realty team members hope Santa puts under their tree this year! 


  1. Kianna Hawai’i’s Pakalana Lei 

For my Christmas wish, I would have to say that I am dying to have this lei necklace made by Kianna Hawaii. It's something I would wear to work and parties in 2023!  In fact, I'll put the Papale Piko Kona lauhala hat on my list as well (see in the photo above) since it goes so well with the lei. I am just amazed at all her pieces because a part of me wishes we could go back in time to wear traditional Hawaiin clothes like mu'u mu'us again (especially to work)!  I would also put the stunning Holoholo Surf’s Hanohano Muu in Retro Ilima on my

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Back by popular demand (and because we love supporting local so much) we are sharing our 2022 holiday shopping guide that features local and Maui-owned businesses from all over the island. Find the perfect gifts and treasures for your ohana and loved ones, near and far. Shopping local is one of the best ways to support our Maui community and give back to those striving to make our island a better place. There are countless hidden gems, brilliant artists, generous creators, and hard-working small business owners who make Maui the beautiful place that is. 



Itsy Bitsy Keiki by Anuhea Medeiros

Itsy Bitsy Keiki was started by a Native Hawaiian Infant/Toddler, Kumu (teacher). She began Itsy Bitsy Keiki during the pandemic to bridge the

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Tell us about your history with Pickleball and how you became passionate about it. 

Mino: I trained as a tennis player — playing 20 years of competitive tennis, but was sidelined during covid with an injury. Pickleball was a way to remain competitive and social without as much pain. I have grown to love it so much so, that I rarely play tennis now. I enjoy it because it's fast-paced, a new challenge, and a super fun community of players who are all equally addicted. On any given day, you can find a match on this island.  

Ryan: My history with Pickleball was born out of Covid! It was a sport that everyone got into with the lockdown. In Hawaii especially, there was nothing to do other than surf, so it was a great outlet, and all of my friends

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If there's one thing we know about the holiday season, travel is at an all-time high, especially here in Maui. So many people love making the trip to the Valley Isle, where they can spend their winter months laying out on the beach and exploring lush forests and crystal clear waters. For some, the 2022 holiday season will be their first time visiting the island! So we thought we'd put together our favorite seven things you should know before stepping off the plane at OGG. 


1. Maui and The Valley Isle are one and the same.

If you have been racking your brain about why "Valley Isle" pops up when you're googling what to do on Maui, don't be alarmed. Maui and all the other Hawaiian Islands have famous nicknames that highlight something

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It's no secret that food is one of the easiest ways to bring family and friends together, especially in Hawaii, where there is a melting pot of culture and cuisine to explore. This is why we felt a distinct responsibility to share our favorite kitchens on the market right now. It has everything you need to create your oasis, from breathtaking ocean views, pristine countertops, chef-level appliances, and editorial-like design details. 


35 Hulimoku Place Maunaloa, Hawaii

Tropical, tranquil, and remote, this resort-level estate sits on 5.73 acres and is a Molokai masterpiece for those wanting a peaceful lifestyle. The kitchen adds its own level of elevated luxury with a custom island and Sapele cabinets, updated appliances featuring a

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Overlooking Palauea Beach, the Makena ocean view estate 5-bedroom, 8-bathroom property is the highest sale on Maui year to date. 


(Makena, Maui) – A recent transaction from Island Sotheby’s International Realty agents, Ryan MacLaughlin, PB and Alex Cortez R(B), marked the largest sale on Maui this year at $28,500,000 — the highest in the last 15 months on the Valley Isle. 38 Ualei Place is one of the most exclusive offerings to ever come on the market. The property boasts brand new construction and serves as a quiet getaway, overlooking one of the most pristine beaches in Hawaii. 

This heavenly Makena estate is an awe-inspiring family compound that highlights endless ocean, sunrise & sunset views and offers the best of all worlds. 


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