Hotel Deals in Islamorada from $116/night

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Good to Know

Essential information to help you plan your stay in Islamorada.

Cheapest Hotel

$116/night

Lowest nightly rate found on Priceline in Islamorada for Nov 26 – Dec 3.

$115/night below the typical $231/night for these dates.

Captain Pip's Marina & Hideaway · 3-star · 8.4/10

Top-Rated for Less

$122/night

The lowest rate at a 3-star or better hotel guests rate 9+ in Islamorada.

$6/night more than the cheapest hotel.

Dolphin Point Villas · 3.5-star · 9.2/10

Cheapest 4-Star or Better

$130/night

The lowest rate at a 4-star or better hotel in Islamorada for Nov 26 – Dec 3.

$14/night more than the cheapest hotel.

Hilton Key West Resort & Marina · 4-star · 8.5/10

Good Deal Price

$192/night

A 3-star or better hotel at or under $192/night is a good deal in Islamorada for these dates.

75% of the 3-star and better rates we found cost more; only a quarter cost less.

Best Time to Book

The cheapest season and check-in day, when to book, and what a better hotel costs in Islamorada.

Low Season

September

Hotels average $165/night in September, the cheapest month to stay in Islamorada.

$53/night below the yearly average of $218/night.

When to Book

Within a week

Travelers who booked within a week of check-in paid the least in Islamorada, about $165/night. Book a free-cancellation rate now and check again closer to your stay.

$21/night less than booking 1 to 2 months ahead ($186/night).

Cheapest Check-in Day

Tuesdays

Tuesday check-ins average $155/night in Islamorada, the lowest of any day of the week.

$28/night less than the average day ($183/night).

Star Upgrade

3 to 4 stars

Moving up from a 3-star to a 4-star hotel in Islamorada costs about $61/night more.

3-star hotels average $176/night; 4-star $237/night.

Which days have the lowest hotel rates?

Cheapest on Tuesdays at about $155/night

Tuesday check-ins average $155/night in Islamorada, the lowest of any day of the week.

Show the data

Which days have the lowest hotel rates?
Day	Average nightly rate
Mon	$162
Tue	$155
Wed	$169
Thu	$187
Fri	$219
Sat	$214
Sun	$172

Which month has the best hotel rates?

Cheapest in September at about $165/night

Hotels average $165/night in September, the cheapest month to stay in Islamorada. March is the priciest at about $294/night.

Show the data

Which month has the best hotel rates?
Month	Average nightly rate
Jan	$212
Feb	$282
Mar	$294
Apr	$282
May	$230
Jun	$194
Jul	$217
Aug	$182
Sep	$165
Oct	$174
Nov	$187
Dec	$197

How far in advance should I book?

Cheapest booked within a week of check-in at about $165/night

Travelers who booked within a week of check-in paid the least in Islamorada, about $165/night. Book a free-cancellation rate now and check again closer to your stay.

Show the data

How far in advance should I book? (selected points, lowest and highest included)
Days before check-in	Average nightly rate
90 days	$181
86 days	$195
82 days	$180
78 days	$173
74 days	$205
70 days	$183
66 days	$195
62 days	$172
58 days	$182
54 days	$177
50 days	$185
46 days	$200
42 days	$190
38 days	$209
34 days	$182
30 days	$219
26 days	$179
22 days	$154
18 days	$163
14 days	$180
10 days	$211
6 days	$133
2 days	$144
0 days	$173

How much do hotels cost by star rating?

2* about $148, 3* about $176, 4* about $237

Average nightly rates by star class in Islamorada: 2-star $148, 3-star $176, 4-star $237.

Show the data

How much do hotels cost by star rating?
Star rating	Average nightly rate
2-star	$148
3-star	$176
4-star	$237

Methodology: learn how we calculate these charts

The charts “Which days have the lowest hotel rates?”, “Which month has the best hotel rates?”, “How far in advance should I book?” and “How much do hotels cost by star rating?” are built from the nightly rates Priceline customers actually paid for hotels in Islamorada, grouped by check-in month, day of the week, how far ahead they booked (up to 90 days) and the hotel’s star class.

Where a place has too few bookings to fill every point in a chart, we borrow the shape of the curve from nearby places with similar prices and fit it to the rates booked here.

Because past rates don’t reflect today’s market, each chart is then fitted to the rates found in this page’s current search: its value at the search’s own check-in month, day and booking lead time is set to the current good-deal rate.

The Good to Know deal cards and the hotels listed on this page come directly from that recent search, not from historical bookings.

Frequently Asked Questions

What are typical hotel check-in and check-out times in Islamorada?

Standard hotel check-in is around 3:00 PM (15:00), and check-out is by 11:00 AM. Early check-in or late check-out depends on hotel availability; advance requests are usually required, and some hotels may charge a fee or offer it free for loyalty members.

What taxes and mandatory fees will appear on my hotel bill in Islamorada?

Florida state sales tax of 6% applies. Monroe County and local tourist or occupancy taxes are also charged and vary by municipality and booking channel. Mandatory charges, typically ranging from $15–$45 USD per night at Keys resorts, may include resort or amenity fees and parking. Confirm the total taxes and fees on your booking invoice for the final amount.

When is the high vs. low season for hotels in Islamorada, and how does pricing change?

Peak season is December through April, with higher occupancy and prices. Low season runs June through September during hurricane season (June–November, peaking August–September). Rates rise significantly in winter; confirm current prices with your property before booking.

How do hotel neighborhoods within Islamorada differ in terms of price, walkability, and transit?

Most hotels are on US-1 (Overseas Highway) across Upper Matecumbe Key (around MM 82), Plantation Key, and Windley Key. Walkability to restaurants and shops is limited, with distances typically 0.5–2 miles (10–40 minutes walking) from many hotels to the village center. Waterfront and full-service resorts are generally higher-priced than roadside motels; compare rates by mile marker and waterfront access.

Is Islamorada suitable for remote work, considering Wi-Fi speed, quiet spaces, and coworking options?

Dedicated coworking spaces are limited locally, with the nearest hubs about 32 km (20 mi), or a 30-minute drive, in Marathon or Key Largo. Most hotels offer complimentary Wi-Fi, but reported median speeds are limited. Mobile coverage on US-1 generally provides LTE/5G, but can be spotty near marinas or during storms. If you require guaranteed bandwidth (such as sustained 100+ Mbps) or backup power during hurricane season, confirm specific details and service level agreements with your hotel before booking.

What payment, deposit, and cancellation norms should I expect for hotels in Islamorada?

Payments are in U.S. dollars, with credit and debit cards widely accepted. Hotels usually place an authorization hold on your card at check-in for incidentals, typically $100–$300 USD depending on hotel and stay length. Non-refundable advance rates are generally cheaper; flexible refundable options are available, but savings vary by property. Always check the cancellation window during booking.

What family, child, and pet policies should I expect at Islamorada hotels, and what are typical fees?

Policies differ by property. Many Islamorada hotels allow children to stay without an extra base fee, and crib or rollaway bed availability varies. Some inns and resorts accept pets, but not all do. Pet fees typically range from $15–$75 USD per night or $50–$200 USD per stay, depending on pet size and stay length. Confirm policies during booking, as some luxury resorts might restrict pets or allow only service animals.

Are accessibility features common at Islamorada hotels for guests with disabilities?

Accessibility varies across properties. Newer and larger resorts typically offer ADA-compliant rooms, ramp access, accessible bathrooms, and elevators, while smaller motels and historic properties may have limited step-free rooms. Request detailed accessibility information and photo documentation directly from the hotel for room-specific features.

How do major events or weather patterns affect hotel availability and pricing in Islamorada?

Rates and occupancy often spike for winter holidays and fishing seasons. Events like the Islamorada Seafood Festival (October) or periods of hurricane warnings can push hotel occupancy above 90% and increase rates by 20–40%. Hurricane season (June–November) raises the risk of cancellations and may warrant travel insurance.

What is the typical Wi-Fi speed in Islamorada hotels?

Median Wi-Fi speeds are usually between 25–60 Mbps download and 5–15 Mbps upload. Reliability is generally good, but speed can drop during peak occupancy or at older or remote properties. Confirm speeds with your hotel if remote work is a priority.

Are there specific safety concerns relevant to hotels in Islamorada?

Islamorada is regarded as a safe travel destination. Standard precautions against petty theft—such as securing valuables—are advised, as in any tourist area. No widespread hotel-specific scams have been reported by local authorities.

What are the general norms for hotel tipping in Islamorada?

Tipping is customary for good service. Bellhops typically receive $1–$2 USD per bag. Housekeeping staff appreciate $2–$5 USD per day, usually left in the room at checkout. Restaurant servers in hotel dining rooms should be tipped 18–20% of the bill.

How much do hotel rates typically vary between peak and off-season in Islamorada?

Mid-range hotel prices can increase by 70–100% from off-peak to peak season (December–April). Average nightly rates are around $300–$450 USD in peak season compared with $150–$250 USD in the low season.

How suitable are Islamorada hotels for remote workers?

Many mid-range and luxury hotels offer quiet workspaces. Dedicated coworking spaces are limited; the closest major hub is in Key Largo, about 32 km (20 mi) or a 30-minute drive. Power outages are rare but possible during storms, so ask hotels about backup power and specific amenities if you plan to work remotely.

What’s the typical cancellation flexibility for Islamorada hotels?

Advance-purchase rates are usually 15–20% cheaper but are often non-refundable. Flexible rates, which cost 10–20% more, allow free cancellation up to 24–48 hours before check-in. Review booking terms for your specific cancellation window.

Top Tips

Book 3 to 6 months in advance for winter peak season in Islamorada, when hotel rates from November to April may climb 25%-50%. May to October off-peak bookings typically offer 20%-40% savings. Compare price changes for your exact dates before committing.
Expect a 12.5% tax on hotel rooms in Islamorada (6% state, 6.5% county), adding $15–50 nightly. Review your booking summary for tax inclusion, as some OTAs may not display this upfront.
Choose hotels in central Islamorada, especially near Mile Marker 82, where reported petty theft rates are under 5%. Select properties with gated access for added security; confirm with the hotel ahead of arrival.
Select hotels with backup generators for reliable power, especially during hurricane season. Storm-related outages in Islamorada can last 1-3 hours; generator-equipped hotels consistently provide air conditioning and Wi-Fi during interruptions.
Support sustainability by choosing Florida Green Lodging certified hotels, with 15% of Islamorada’s options having this status. These properties often use low-flow fixtures and conserve water during dry months. Ask for proof of certification if unclear.
Use credit cards directly at hotels to avoid $15 per withdrawal ATM fees and dynamic currency conversion. Decline non-USD charges to sidestep 3%-7% extra costs.
About 60% of Islamorada hotels offer step-free access. Reserve accessible rooms in advance and request ADA-compliant features to accommodate beach layouts or older properties.
Year-round humidity in Islamorada ranges from 70%-90% with a UV index of 7-10. Prioritize hotels offering enclosed patios, sunscreen, or portable fans for comfortable adaptation; verify amenity availability before booking.
Book hotels 6-9 months ahead for peak tarpon fishing season (April-June), when demand drives a 20%-30% price increase. Check event calendars for exact tournament dates.
Choose properties with generator backup during the June-November hurricane season for uninterrupted Wi-Fi and air conditioning. Ask properties to confirm backup power details prior to booking.
Negotiate custom fishing packages with your hotel, which may include guided tours, gear rental, and room discounts—potentially saving 10%-20% on your stay. Request sample package inclusions before arrival.
For lower rates and fewer crowds, visit December-March for off-season discounts of 15%-25%. Confirm available discounts directly with the property.
Factor in parking and resort fees when booking: parking averages $15-20 per night, and resort fees run $15-30. Verify all extra fees with the hotel to avoid surprises at checkout.
Choose hotels supporting sustainable initiatives such as coral reef and sea turtle protection. Request details on eco-friendly practices if not visibly listed.
Join hotel loyalty programs like Marriott Bonvoy or Hilton Honors to earn points redeemable for free nights or upgrades after 5-10 eligible stays. Register via the chain’s website or app before your visit.
Check the Islamorada Chamber of Commerce events calendar before booking. Festivals and tournaments can increase rates and limit availability, particularly at waterfront hotels.
Book at least 6 months ahead for winter high season (December-April), when room rates are typically 30%-50% higher than off-season. Monitor rate changes for your preferred hotels.
Beachfront hotels in Islamorada average $300-500 per night, which is 25%-35% less than comparable property rates in other Keys destinations. Review location maps to ensure direct beach access.
Staying 7 or more nights can unlock 10%-20% weekly discount rates at many Islamorada hotels. Confirm eligibility before finalizing your booking.
Parking at most hotels costs $15-25 per day; select a property with included parking or locate nearby free public lots for savings. Check parking policies prior to arrival.
For easy access to restaurants, shops, and marinas, prioritize hotels in central Plantation Key. Most venues are within a 1-mile walk.
Islamorada has a high proportion of Green Lodging-certified hotels, providing more sustainable choices. Look for the Florida Green Lodging logo or ask hotels to confirm their certification.
Peak-season rates (December-April) increase by 40%-60%, with over 85% occupancy at waterfront properties January-March. Book 3-4 months in advance to secure options and better pricing.
Bayside rentals average $180-280 per night, compared to $250-400+ for oceanside stays, and face 30% lower hurricane disruption risk. Review location descriptions and ask about storm history.
Choose hotels with a hurricane evacuation plan and backup generator. These properties typically maintain power 3-5 times longer during outages. Ask hotels to share their plan details before booking.
Avoid dynamic currency conversion (DCC) at marinas and dive shops. DCC adds a 3%-7% hidden fee; always pay in USD when prompted to reduce extra charges.
Local ATMs (Keys Cooperative Credit Union or Bank of the Islands) charge $15 per withdrawal, compared to $15 at non-local banks. Check ATM network before withdrawing cash.
Ensure your booking is in Islamorada proper by checking for 'Key Largo' or 'Islamorada, FL' zip codes. Some listings marketed as 'Islamorada' are actually in Tavernier (zip 33070), 20-25 minutes north by car.
Step-free entry and roll-in showers are listed in only 1 of 7 VRBO rentals between Mile Marker 82-87. Call property managers directly to confirm accessibility before reserving.
Tap water in Islamorada is safe and chlorinated. Single-use bottled water costs $15-2.50 per bottle (about 30% markup at local stores). Refillable bottles reduce waste and save money.
Rental properties generally offer 50-100 Mbps Wi-Fi; upload speeds average 12-18 Mbps. If working remotely, ask your host for verified speed details before arrival.
The standard tip at on-water restaurants like Morada Bay Beach Café or Lazy Days is 18%. Tipping 20%-25% is reserved for full-service fishing charters.
Scooter rentals for under-10-mile trips cost $45-65 per day and reduce parking challenges along Mile Markers 90-82. Reserve in advance during high season.
Many 'pet-friendly' rentals in Islamorada charge $125-200 non-refundable cleaning fees, with 40% requiring these extra charges. Always confirm all pet fees directly before booking.
Booking 30 days in advance for peak season can save 12%-20%, as hotel rates jump 25%-40% from December to April. Compare early-bird and last-minute rates for your dates.
Upper Islamorada (Mile Markers 85-90) is quieter and preferred by remote workers. Lower Islamorada (Mile Markers 75-80) offers nightlife and busier traffic. Select your area based on your noise and activity preferences.
Older waterfront hotels may lack step-free access. Always confirm step-free options or request accessible rooms in advance, particularly at properties built before 1980.
At hotel check-out, decline dynamic currency conversion (DCC). Islamorada hotels may charge 3%-5% more for international cards using DCC; opt to pay in USD at the posted rate.
Fishing charters can be 20%-30% cheaper May-November (low season), with hotels sometimes bundling these savings into stay packages. Ask about bundled discounts before booking.
Islamorada lodging tax totals 12.5% (6% state plus 6.5% local). Always check if your online travel agent displays the full tax before paying.
Select hotels with solar panels for reduced environmental impact. Many eco-friendly Islamorada properties use solar energy to supplement power needs. Ask hotels for sustainability details if important to you.
ATMs at Publix charge $15 per withdrawal—lower than most hotel ATMs. Check for network compatibility (such as Presto! or STAR) with your card.
For summer visits, confirm your hotel is equipped with hurricane shutters, as storms can occur from June to November. Ask about emergency procedures when you check in.
Dining in nearby Lower Keys Marathon is typically 20%-30% less expensive than Islamorada restaurants. Compare sample menus online before choosing where to eat.
Staying 3 or more nights during high season may unlock 10%-15% discounts at select hotels. Ask about multi-night savings prior to booking.
Some hotels offer free shuttle service to top attractions like Florida Keys Brewing Company. Check shuttle schedules and routing before relying on this amenity.
Choose hotels with private docks for easy boat rental and fishing access. Confirm availability and policies regarding boat size and slip reservation before arrival.
East-side hotels provide direct sunrise views over the Atlantic, ideal for early risers seeking scenic starts to their day. Ask for room orientation specifics if this is a priority.
Fishing tournaments can raise hotel prices by 15%-25% and reduce room availability. Check Islamorada’s event calendar before confirming your stay.
To experience Islamorada’s waterfront vibe, choose accommodations with direct water access or private docks. Confirm property location and amenities via a verified map before booking.
If bringing a boat, confirm the hotel offers slips—fees range from $50-150 per night. Not all waterfront hotels can accommodate vessels; contact in advance to secure a spot.
Bring insect repellent, as mosquitos often appear at waterfront resorts during warm, humid months, especially at dusk and dawn. Ask about onsite control measures or amenities.
While Islamorada’s tap water is treated and safe, some guests prefer bottled water due to its mineral content. Factor $15-2.50 per bottle into your budget if relevant.
Limited public transit in Islamorada means you’ll need a car or use ride shares. Budget $15-30 per short trip if not driving; confirm ride availability and surge pricing during peak periods.
Some high-end resorts offer day passes for pool or beach access to non-guests, typically priced $50-100 per day. Check directly with resort reception for availability and what’s included.
Not all 'beachfront' hotels offer sandy beaches—many have rocky or narrow shores or require crossing roads. For true sandy access, book properties like Cheeca Lodge & Spa (500 ft private beach) or Postcard Inn (direct access).
Chain resorts often add $25-40 nightly resort fees, while independent motels rarely do. Check for mandatory fees in your total price during booking.
Friday and Saturday night rates at marinaside hotels (such as Pelican Cove) are commonly 20% higher. Midweek stays (Sunday-Thursday) offer best value. Compare nightly rates before booking.
Ocean views improve on upper floors, as ground-level rooms may have obstructed sightlines from landscaping. Request specific floor levels and view guarantees before confirming your reservation.
Average Wi-Fi speed at Islamorada hotels is 15-25 Mbps. Premium properties (such as The Moorings Village) reach 30-50 Mbps and offer dedicated workspace desks. Verify internet capacity if planning remote work.
High-demand amenities like free kayaks at mid-tier hotels (such as La Siesta) are often fully booked by 9 AM. For guaranteed rental, book at Robbie’s Marina for $20/hr.
West-facing hotel rooms (such as Marina Del Mar) deliver sunset views and reduced morning glare. East-side rooms receive direct sun by 10 AM. Request preferred orientation before arrival.
Pre-pay for parking at high-demand resorts, where spots (such as $30/night at Amara Cay) fill by early afternoon. Free lots at Bud n’ Mary’s Marina require a 5-minute walk.
Hotel restaurants generally charge $25+ per entrée, while local restaurants like Hobo’s Cafe or Midway Cafe offer meals for $15-18. Pierre’s is an upmarket option if planning a special occasion.

Hotel Deals in Islamorada from $116/night

Good to Know

Best Time to Book

Available hotels

Which days have the lowest hotel rates?

Which month has the best hotel rates?

How far in advance should I book?

How much do hotels cost by star rating?

Frequently Asked Questions

What are typical hotel check-in and check-out times in Islamorada?

What taxes and mandatory fees will appear on my hotel bill in Islamorada?

When is the high vs. low season for hotels in Islamorada, and how does pricing change?

How do hotel neighborhoods within Islamorada differ in terms of price, walkability, and transit?

Is Islamorada suitable for remote work, considering Wi-Fi speed, quiet spaces, and coworking options?

What payment, deposit, and cancellation norms should I expect for hotels in Islamorada?

What family, child, and pet policies should I expect at Islamorada hotels, and what are typical fees?

Are accessibility features common at Islamorada hotels for guests with disabilities?

How do major events or weather patterns affect hotel availability and pricing in Islamorada?

What is the typical Wi-Fi speed in Islamorada hotels?

Are there specific safety concerns relevant to hotels in Islamorada?

What are the general norms for hotel tipping in Islamorada?

How much do hotel rates typically vary between peak and off-season in Islamorada?

How suitable are Islamorada hotels for remote workers?

What’s the typical cancellation flexibility for Islamorada hotels?

Top Tips

Hotels in Islamorada