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Okaloosa County · Destin

Holiday Isle

An upscale peninsula between the Gulf and Destin Harbor: waterfront homes, boating, and walkable beach-and-harbor living.

★ No cost to you, the buyer. Our fee comes from the brokerage side.
Best for
Waterfront & boating buyers
Median price
~$1M+ (home)
Property type
Waterfront homes & condos
Walkability
Walkable pockets
Vibe
Upscale & coastal
To the beach
On the beach
The overview

What it's like to live in Holiday Isle

Holiday Isle is an upscale peninsula at the tip of Destin, framed by the Gulf on one side and Destin Harbor on the other, with waterfront homes, condos, boating, and walkable beach access.

It appeals to buyers who want both Gulf beaches and harbor boating in one prized location.

Honest fit

Is Holiday Isle right for you?

You'll love it if…

  • You want Gulf-and-harbor waterfront living
  • Boating and deep-water access appeal
  • Walkable beach access matters
  • An upscale peninsula suits you

Look elsewhere if…

  • You want a gated golf community
  • You want a budget-friendly home
  • You want a quiet inland lot
  • You want a big-city urban core
The day-to-day

Lifestyle highlights

⛵

Harbor boating

Destin Harbor and deep water.

🏖

Gulf beaches

Sugar-white sand on the Gulf.

🏘

Waterfront homes

Gulf- and harbor-front houses.

񌬾

Walkable

Beach and harbor on foot.

Price context

What buying here looks like

Broad, indicative ranges to orient you, not a market analysis:

Condo
~$600k+
Single-family home
~$1.1M+
Waterfront home
~$2M+
Gulf-front estate
$5M+

For current listings and the homes that fit your budget, ask us for the Florida Buyer Guide, plus a current look at Holiday Isle, tailored to what you're actually looking for.

Your next step

Let's talk about Holiday Isle

Tell us what you're looking for and we'll start with a short, no-pressure conversation, no obligation. From there we connect you with an experienced local agent who knows Holiday Isle, and help map out your move, in English or Portuguese.

  • An honest read on whether Holiday Isle fits your budget and goals
  • An experienced local agent who knows the neighborhood firsthand
  • Support in English or Portuguese
  • A clear next-steps roadmap for your move

The first step is simply a conversation, no pressure, no commitment, and no cost to you.

Send me the Florida Buyer Guide

No cost · No commitment · We never share your details

Good to know

Holiday Isle questions, answered

Does Holiday Isle have boat access?
Yes. Many homes front Destin Harbor with docks and deep-water access, while others face the Gulf. An experienced local agent can identify which homes offer the boating access you want.
Can international buyers purchase here?
Yes. There's no citizenship or residency requirement to buy property in Florida. We help you compare areas and match you with a licensed local Realtor who has worked with international buyers.
What are HOA / condo fees like?
They vary widely by building and amenities and can be significant in luxury oceanfront towers, and they make a real difference to your monthly cost. An experienced local agent can walk you through the fees building by building before you commit.
Prices & figures shown are broad, indicative placeholders, to be verified against current market data before relying on them.

More in Destin

Other areas buyers compare alongside this one.

Crystal BeachDestin PointeKelly PlantationRegatta Bay
Florida Relocation Desk

Florida Relocation Desk

Relocation market analysis team

The numbers first. The decision is yours.

Our analysts compare the areas you are considering side by side, so you walk into every conversation already informed.

A RESEARCH DESK, NOT A PORTAL

How we help

A neighborhood can feel like a good fit before the numbers have been read. Looking at how a market has behaved over time shows where it stands today, so the financial side of the decision is as clear as the personal one.

  1. A comparative market analysis.The areas you are considering, measured on the same terms and set side by side, using data from a trusted third-party provider. Delivered as a written report.
  2. The Florida Home Buyer Guide.The questions worth asking before an offer, in English and Portuguese.
  3. A Realtor report and an introduction.When you are ready, a Realtor report on licensed agents who work that market, followed by an introduction, with the questions to raise in your first conversation.

Free for buyers.We never ask for a credit card or any payment details.

Contact us

Let's find your place in Florida.