With group business rebounding, Trinity Real Estate Investments believes in the power of big boxes that can also attract leisure business in smiley markets like south Florida.
Believing in its thesis to acquire big assets that appeal to
both group and leisure business in smiling markets like south Florida,
Honolulu-based Trinity Real Estate Investments, along with Credit Suisse Asset
Management, have closed on the reported $835 million acquisition from
Brookfield Properties of Hollywood, Florida’s iconic, 1,000-room oceanfront
hotel, The Diplomat Beach Resort.
The buyers, who also proved deals can get done when the
right partnerships align, used equity to buy the asset and are going to assume
an existing CMBS debt reported at $168 million. Trinity Managing Partner,
President and CEO Sean Hehir also told Hotel Investment Today on Friday that
plans are in the works to sell an adjacent parcel of land where condominiums could
be developed.
The new owners also want to invest in the hotel to make it
more experiential for the leisure crowd. Hilton will continue to manage the
property under its Curio Collection brand, but after the renovation Hehir said
it plans to move into Hilton’s premium Signia by Hilton portfolio.

Sean Hehir, Trinity Investments
“We love these types of hotels, these bigger box,
destination-type hotels, irreplaceable assets,” Hehir said. “And when we can
see what’s happening in the group space through our Grand Lakes, Desert Ridge
and Westin Maui hotels, we are seeing the upside.”
Hehir added that Trinity repositioned and succeeded with those
three group-oriented assets by also making them attractive to leisure travelers
with more bespoke experiences. “We’ve put in hundreds of millions of dollars
between those three assets and now they are achieving record months, every
month… We believe in that approach.”
At The Diplomat, plans call for focusing on the pool
experience, club lounges and a beach club. “So, if you’re a leisure guest, you
have a private place so you’re not bumping into conference people with badges
on all the time,” Hehir quipped. “We can attract multiple market segments and we’re
defining the PIP with Hilton right now.”

We also understand the irreplaceability of assets like this. Nobody’s going to build, even if they wanted to, a 1,000-room hotel in South Florida. You can’t buy 10 acres on the beach – it doesn’t exist.
Sean Hehir
Hehir further explained that adding the Signia brands puts
the asset in the consortium business, which allows it to go after high rated
groups and leisure business. “We also understand the irreplaceability of assets
like this,” he said. “Nobody’s going to build, even if they wanted to, a
1,000-room hotel in South Florida. You can’t buy 10 acres on the beach – it doesn’t
exist. And you can’t have another 10 acres on the Intercoastal… We know how to
reposition them; we’re very brand friendly; we only focus on assets that are
300 rooms and bigger; and we just know what to do to them.”
Evidently, Credit Suisse believes in Trinity’s approach as
well, helping to assume the debt for The Diplomat and getting the deal across
the finish line. “It was a longer process, but it takes a village to put it
together,” Hehir said. “Having Brookfield as a cooperative seller, having
Credit Suisse, having the CMBS lender being cooperative on the assumption
process, having Hilton being incredible and wanting to get this done. We all
got together and got it done.”
Hehir said the deal, one of the largest hotel acquisitions
in the United States since August 2021, started to materialize in earnest in mid-2022
after a potential deal between Brookfield and Jeffrey Soffer’s Fontainebleau
Development and Koch Real Estate went sideways in late 2021.
This purchase marks the $500 million Trinity GP Fund I
L.P.’s eighth investment since its final closing in June 2021, representing
$2.1 billion in total transaction value. The 26-year-old hospitality investment
firm has invested more than $9 billion in the United States, Mexico, Europe,
and Japan and Hehir added that the current fund has three more deals in the
works – destination hotels with north of 300 rooms, including one that will
close in the next four to six week.
Hehir said that Trinity would historically put in 5% to 10%
of the equity on each deal and bring in a large private equity firm. But this
fund has enabled them to do more. It’s a discretionary fund with about 70% from
the City and private banks and 30% from sovereign wealth funds. “It enables us
to write larger checks and go after larger opportunities,” he said. “The Diplomat
is a case in point where we’re still the
GP and the operating partner.”
With this challenging capital market, Hehir said it has
really forced Trinity to become creative to get deals done. “In this instance,
we assumed the existing debt. In another instance, we’re going to be working
with a relationship lender who we’ve done business with before and understands
us and our team and our business plan. So, they’re giving us decent financing.”
Trinity also closed on the Hyatt Regency in Greenwich, Connecticut
in October 2022 when there was no debt market, working with the Bank of Hawaii,
who ended up providing the financing at very attractive rates that nobody else
was matching, according to Hehir. “What I really learned going through COVID is
that we have to be hyper-disciplined about the markets that we’re in and the
types of assets. Fortunately, we were. So, these assets that we owned going
through COVID really bounced back well. And we’ve continued that theme with the
types of assets we’re buying now.”
In closing, Hehir through bouquets to JLL Hotels &
Hospitality for the role it played in finalizing the deal, adding, “That’s my
takeaway for doing transactions in this challenging environment. For lack of a
better term, being in bed with the right people that you trust and work with
matters and made this deal happen.”