STRROI is a short-term rental (STR) investment analysis platform. It pulls live MLS listings, scores every property for STR return on investment (ROI) using real Airbnb comps, and generates AI-written deal memos, so investors can underwrite deals faster and with more confidence.

How does the buy rating work?

Every property is scored 1-10 based on cash-on-cash return (35%), cap rate (30%), monthly cash flow (20%), and property quality signals (15%). Scores of 8-10 are Strong Buy, 6-7 are Buy, 4-5 are Hold, and below 4 are Pass.

What data does STRROI use?

STRROI combines live MLS listing data with real short-term rental comp data: the same active listings your competition will be booking. Cap rates, ADR, occupancy, and cash flow are all calculated from real market data, not estimates.

What is an AI Deal Memo?

An AI Deal Memo is a full investment analysis document generated by AI in under 30 seconds. It includes an investment thesis, comparable rental analysis, risk factors, financing scenarios, sensitivity tables, and a buy/pass recommendation, formatted to share with partners or lenders.

Is there a free plan?

Yes. The free plan gives you full access to the STRROI interface using demo market data, so you can explore every feature before committing. Paid plans start at $24/month and unlock live MLS searches, real STR comps, and AI-powered analysis.

How is STRROI different from AirDNA or Mashvisor?

AirDNA and Mashvisor show you STR performance data for properties you already own or are researching manually. STRROI starts from live for-sale MLS listings and automatically underwriting each one for STR viability, so you're finding deals, not just analyzing them. The AI Deal Memo feature is also unique: no other STR tool generates a full underwriting memo from live comps.

Southeast2.1% avg cap rateLive · 41 active listings

Hilton Head Island, SC

Luxury golf and beach island - premium repeat visitor market

Hilton Head Island is the most upscale STR market in South Carolina, combining 12 miles of beach, 24 golf courses, and a gated resort infrastructure that attracts a high-income, repeat-visitor demographic. The island's Sea Pines, Palmetto Dunes, and Shipyard Plantation communities are particularly popular STR markets with strong HOA-managed amenity access.

2.1%

Avg Cap Rate

Net operating income / price

34%

Avg Occupancy

Annual average

$523

Avg Nightly Rate

All property types

$3.5M

Avg List Price

STR-viable properties

41 active listings in Hilton Head Island are analyzed and ranked right now

Scored 1-10 against real Airbnb comps. See which properties rank highest and why.

See the ranked listings

Estimated Annual Performance

Gross rental revenue

34% occ × $523/night

$63,950

Est. operating expenses

Mgmt, cleaning, supplies, insurance (~40%)

- $25,580

Est. net operating income

Before mortgage & depreciation

$38,370

At $3.5M avg price

Implied cap rate

1.1%

* Estimates based on market averages. Individual property performance varies. Always run a full underwriting analysis.

Why Investors Choose Hilton Head Island

24 golf courses including Heritage PGA Tour event venue

Gated plantation communities with managed amenities

High-income repeat visitor demographic - long stays common

Strong shoulder demand from golf groups and family reunions

Peak season: Mar - May (golf), June - Aug (beach)

Top property types: Villa, Single Family, Condo, Golf Course Home

Primary zip: 29928, 29926

Market averages, not guarantees. Cap rates, occupancy, and nightly rates are market-wide averages based on active STR listings and historical data. Individual property performance depends on location, amenities, management, and listing quality. Always run a full underwriting analysis before purchasing.Stats sourced from 41 active listings · last updated Jul 17, 2026

Run a live analysis in Hilton Head Island

Search active MLS listings in Hilton Head Island and instantly see cap rates, cash flow projections, and STR comp-backed nightly rates - all in one underwriting report.

Search Hilton Head Island Listings

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