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Three Waters Resort and Marina Islamorada, Florida
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Hotel comparison guide

Three Waters Resort and Marina vs Islander Resort

Three Waters Resort and Marina is a large, newly rebranded Islamorada waterfront resort with a full-service marina, multiple pools and an adults-only Cove — read this if you want boating, multiple dining venues, or a family stay with an adults-only enclave. Islander Resort is a classic, oceanfront Matecumbe hotel with a relaxed beachfront vibe and two pools — read this if you prefer a familiar, straightforward Keys beachfront resort with several on-site restaurants.

Updated · about 1.1 km apart

Aerial view of Three Waters Resort and Marina pool, decks and oceanfront shoreline.

Three Waters Resort and Marina

Full-service marina · Adults-only Cove · Multiple pools & beaches

Best for boaters, groups and families who want a marina, many on-site dining options, and both family and adults-only spaces.

See rooms & suites
Islander Resort, Islamorada, Florida

Islander Resort

Classic oceanfront · 2 outdoor pools · 3 restaurants

Best for travelers who want a straightforward, classic Islamorada beachfront resort with simple access to local bars, restaurants, and walking-distance neighborhood sights.

Quick Verdict: Three Waters Resort and Marina vs Islander Resort

When Three Waters wins: choose Three Waters Resort and Marina if you want a full-service marina (72 slips), more on-site restaurants and bars, multiple pools including a dedicated adults-only Cove, and access to a broader resort-collection network via water taxi and shuttle.

When Islander wins: choose Islander Resort if you want a familiar, single-site oceanfront hotel with a compact layout, two outdoor pools, several on-site restaurants, and an easy walk to nearby Matecumbe attractions.

Bottom line: both are solid oceanfront picks in Islamorada; pick Three Waters for choice, boating access, and resort amenities, and pick Islander for a classic, simpler beachfront stay close to local attractions.

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Three Waters Resort and Marina vs Islander Resort – At a Glance

Side-by-side facts for Three Waters Resort and Marina and Islander Resort
CategoryThree Waters Resort and MarinaIslander Resort
Overall vibeResort-collection waterfront property with marina, varied dining, family areas plus a 21+ CovePopular classic oceanfront resort with laid-back beachfront atmosphere
Location (address)84001 Overseas Hwy, Islamorada, FL 3303682100 Overseas Highway, Islamorada, FL 33036
Size (rooms)214 rooms, suites & cottagesNot published
Who it's for / agesAll ages property overall; The Cove is adults-only (21+)All ages (not adults-only)
Pools & beachThree year-round pools (including swim-up bar) plus multiple beaches and a private adults-only Cove beachTwo outdoor pools and a private beach (beachfront property)
Restaurants & barsMany on-site options (9–12 culinary destinations including Kindler, Little Limón rooftop, Tiki Bar and a swim-up Kokomo bar)Three on-site restaurants plus pool & beach bars
Spa & wellnessOceanside massages / on-site oceanside spa treatments; open-air fitness spaces including Wave Motion Studio (21+)Health/beauty spa listed as nearby; 24-hour fitness facilities on site
Marina & boatingFull-service marina with 72 slips (including transient slips) and deepest Upper Keys channelNo full-service marina listed
Accessibility & family extrasPet-friendly, kids' activities, arcade, family beaches, daily resort-fee inclusions like activity rentals and water taxiWheelchair-accessible features, evening entertainment, some pool cabanas & beach cabanas (surcharge)
Event / meeting spaceExtensive event space with multiple beachfront wedding venues (capacities up to ~400) and ~10 event roomsMeeting rooms and a conference center (13 meeting rooms listed)

A Look Inside Three Waters Resort and Marina

Three Waters Resort and Marina: rooms & suitesRooms & suitesThree Waters Resort and Marina: pools & beachPools & beachThree Waters Resort and Marina: diningDiningThree Waters Resort and Marina: spa & wellnessSpa & wellness
See all photos →

Location: Three Waters Resort and Marina vs Islander Resort

Three Waters Resort and Marina – Location

Three Waters sits on 15 waterfront acres at mile marker 84 with direct marina access and nearby island attractions.

  • Address: 84001 Overseas Hwy, Islamorada; near Windley Key Fossil Reef and Theater of the Sea
  • Onsite full-service marina offers boating and fishing charters with 72 slips
  • Complimentary Rum Runner water taxi and resort shuttle connects to sister properties and nearby Mile Marker destinations

Choose Three Waters if you want a larger waterfront campus with marina access and inter-resort transport options.

Islander Resort – Location

Islander Resort is an established Matecumbe oceanfront property set within walking distance of local restaurants and cultural spots.

  • Address: 82100 Overseas Highway, Islamorada; close to Lorelei Restaurant & Cabana Bar and Keys History & Discovery Center
  • On private beach with pool access and beach bars
  • Convenient walking access to nearby dining, brewery/distillery and arts/cultural district

Choose Islander if you want a straightforward beachfront location with easy access to neighborhood spots on foot.

Rooms: variety & who they suit

Three Waters Resort and Marina – Rooms

Three Waters offers 214 rooms, suites and cottages across a wide mix of categories including an adults-only Cove collection.

  • 25 room types including Cove-specific rooms and multiple suite layouts
  • Options range from standard rooms to one- and two-bedroom suites and oceanfront suites
  • Some Cove rooms are restricted to guests 21+

Three Waters is a better fit for groups and families who want choice plus an adults-only option on property.

Islander Resort – Rooms

Islander Resort provides oceanfront rooms with private lanais and standard hotel-room amenities.

  • Guest rooms feature Smart TVs and private lanais per supplier listing
  • Complimentary Wi‑Fi and typical beachfront room amenities
  • Exact room-type mix and total room count not published in supplier listing

Islander is a simple beachfront hotel choice; room count detail is not published in the listing provided.

Dining & drinks: scope and character

Three Waters Resort and Marina – Dining & drinks

Three Waters has multiple distinct venues from a signature wood-fired restaurant to a historic Tiki Bar and a swim-up pool bar.

  • Kindler Wood-Fired Fare is the signature restaurant with breakfast, brunch and dinner service
  • Little Limón rooftop offers elevated Latin-Asian fusion and ocean views; Tiki Bar is a longtime local landmark
  • Casual options include Islamorada Pizza Co., Lucky Twist soft-serve, and Kokomo swim-up bar

Pick Three Waters if you want variety and venues that range from casual to elevated without leaving the property.

Islander Resort – Dining & drinks

Islander Resort lists three on-site restaurants and bars, plus a beachfront bar for pool and beach service.

  • Tides Beachside Bar is one of the resort's restaurants and a beach bar option
  • Three restaurants on property give straightforward dining choices for guests
  • Full breakfasts available for an extra fee

Islander is a good choice for guests who want reliable, walkable on-site dining without a large complex of venues.

Pools, beach & signature amenity

Three Waters Resort and Marina – Pools, beach & signature amenity

Three Waters provides three year-round pools, multiple beaches and a marina; The Cove is a secluded adults-only pool and beach lagoon.

  • Kokomo Pool includes a swim-up bar (open 11 am–sunset)
  • The Cove Pool is reserved for guests 21+ and has a quieter vibe
  • Property includes several beaches across the resort collection and beach amenities included with the resort fee

Three Waters gives you dedicated family and adults-only water spaces plus the Keys’ only swim-up bar in the resort collection.

Islander Resort – Pools, beach & signature amenity

Islander has two outdoor pools and a private stretch of beachfront for guests to use.

  • Two outdoor pools listed in supplier amenities
  • Beach cabanas and pool cabanas available for surcharge
  • Beach umbrellas and loungers available; complimentary Wi‑Fi extends to public areas

Islander is straightforward: fewer pools but direct beachfront access and cabana options.

Wellness & nightlife

Three Waters Resort and Marina – Wellness & nightlife

Three Waters pairs open-air fitness and oceanside massages with live-music venues and casual evening options.

  • Open-air Outdoor Fitness Center and a 21+ Wave Motion Studio with Peloton
  • Oceanside massages and Ooh La La spa treatments available on the beach
  • Live music at the Tiki Bar and multiple happy-hour offerings across venues

Choose Three Waters for on-site fitness variety, beach massages, and more evening entertainment options.

Islander Resort – Wellness & nightlife

Islander lists 24-hour fitness facilities and evening entertainment among its amenities.

  • 24-hour fitness facilities on site
  • Evening entertainment and nightlife-oriented bars/lounges available at the property
  • Health/beauty spa is listed as nearby rather than necessarily on-site

Islander covers basic fitness and evening entertainment needs; spa services may require a short trip.

Who Wins? Best Pick by Travel Style

Best for boaters & anglers
Three Waters Resort and Marina lobby seating area with green chairs and sculptural stone feature.

Three Waters Resort and Marina

Three Waters — full-service 72-slip marina and easy access to fishing charters.

Best for classic beachfront simplicity
Islander Resort, Islamorada, Florida

Islander Resort

Islander Resort — a familiar, no-frills oceanfront hotel with two pools and beach access.

Best for dining variety on property
Three Waters Resort and Marina lobby lounge with velvet chairs and wood display shelving.

Three Waters Resort and Marina

Three Waters — multiple distinct restaurants and bars from wood-fired dining to a rooftop and swim-up bar.

Best for walkable local dining & neighborhood feel
Islander Resort, Islamorada, Florida

Islander Resort

Islander Resort — steps from Lorelei and within easy walking distance of local spots and cultural sites.

Frequently asked questions

Three Waters Resort and Marina vs Islander Resort: FAQs

See all FAQs →
Which property is better if I want to bring a boat?

Three Waters — it has a full-service marina with 72 slips and transient options; Islander does not list a full-service marina.

Are either of these adults-only hotels?

No — both welcome guests of all ages overall. Three Waters includes The Cove, a 21+ adults-only enclave with its own pool and beach; Islander is not adults-only.

Which property has more on-site dining choices?

Three Waters — the resort lists numerous culinary venues (including a signature wood-fired restaurant, rooftop bar, Tiki Bar and swim-up bar) compared with Islander’s three restaurants.

Is there an on-site spa at both properties?

Three Waters offers oceanside massages and spa treatments on property. Islander’s listing notes a health/beauty spa nearby rather than confirming an on-site full spa.

More Three Waters Resort and Marina Comparison Guides

Explore how Three Waters Resort and Marina stacks up against other hotels nearby:

Private pool cabana and loungers with ocean view at Three Waters Resort and Marina
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The nightly rate shown is the lowest nightly rate we found for Three Waters Resort and Marina after searching every available night up to 12 months in advance, based on single occupancy (one guest). We compared that rate with publicly available rates on other online travel agencies (OTAs), such as Expedia, Hotels.com and similar sites, and show the price difference we found. We don't name the specific site each comparison came from.

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