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Hilltime

Two floors, five suites, a private spa beside the pool — and sand at the end of the terrace

Property ledger · Live facts

5 Bedrooms

12 Guests

4 Bathrooms

Ocean View View

Beach Access Oceanfront

Ideal For Families, Large Groups

Rates on request

Min Stay Confirmed for your dates

Request availability WhatsApp

Itemized written quotation · Concierge-led planning

Position Rum Point

Outdoor Bbq

Service Concierge

Beach Access Oceanfront

— A quieter coastal stretch away from the density of the island’s main beach and commercial areas, known for calm swimming and nearby snorkeling rather than a walkable dining strip. Groups eating out most nights should factor in drive time. Beachfront, with the terrace as the center of gravity.

About this Property

Hilltime in Rum Point

Hilltime — interior and outdoor living spaces

00 — Overview

Most groups of twelve want two things that conflict: everyone together, and somewhere to go when they are not. A two-story layout answers it — bedrooms can sit away from the main gathering space rather than opening off it, so an early night is possible while the terrace is still busy. Vaulted ceilings and glass run through the main living level, and the family room opens directly onto the beachfront terrace.

Five en-suite bedrooms take up to twelve, so some rooms sleep more than two. The terrace carries the pool and a private spa side by side, with the sand immediately beyond — three water options within the property line. For a group spanning ages, that variety is usually what decides the week.

01 — Indoor Living

Open, layered interiors

Vaulted ceilings and floor-to-ceiling glass define the main living level, with the family room reworked to open straight onto the terrace. The second floor puts distance between some bedrooms and the main gathering space, which is the practical advantage over a single-story house at this capacity. Connectivity and air conditioning cover both floors.

02 — Outdoor & Pool

Designed for the day outside

The beachfront terrace is the main outdoor room, with the pool and a private spa positioned beside each other so guests move between them rather than choosing. The sand lies immediately beyond. Shaded seating runs along the terrace, giving the group somewhere outdoors that is not in full sun through the middle of the day.

03 — Bedrooms

Sleeping for 12

Five en-suite bedrooms split across two levels. The primary has its own terrace access. The remaining four flex between couples, families with children, or a mix. At twelve guests across five rooms, expect some to sleep more than two — ask us about specific bed configurations before you allocate.

04 — Setting & Positioning

Where the house sits

A quieter coastal stretch away from the density of the island’s main beach and commercial areas, known for calm swimming and nearby snorkeling rather than a walkable dining strip. Groups eating out most nights should factor in drive time. Beachfront, with the terrace as the center of gravity.

Outdoor & Pool

Bbq
Outdoor Dining
Private Pool

Services & Staff

Concierge
Housekeeping
Parking

Indoor Living

Air Conditioning
Wi-Fi

Wellness & Leisure

Included With Your Stay

With your booking

Daily housekeeping
Concierge service
Private pool
Private spa
Private beach access
Beachfront terrace
Outdoor dining area
Wi-Fi
Air conditioning
Free parking

Available on Request

Tailored to your stay

In-villa spa treatments
Private chef and in-villa dining
Pre-arrival grocery stocking
Airport transfers
Snorkel gear hire and reef days

Location & Access

Rum Point, Grand Cayman

Hilltime is located in Rum Point, Grand Cayman.

Below are our Rum Point villas. Tell us whether you'd like to be on the sand or somewhere a little quieter, and we'll match the right home to your group.

Set within Caribbean.

Explore Grand Cayman

The Beach & Access

View Ocean View

Getting to the water Terrace/pool deck at beach level — level access, no stairs.

The beach Private beach

Destination Profile

Grand Cayman

Grand Cayman is the Caribbean at its most polished and easy — a calm, safe, upscale island built around one of the region’s finest beaches. Our Grand Cayman villas concentrate along Seven Mile Beach, the powder-soft stretch that defines the island’s west coast, and at the quieter northern points of Rum Point and Cayman Kai, with a handful along the South Sound and South Coast. Most are beachfront or steps from the sand, with pools, and the calm, clear water here is exceptional for swimming and snorkeling straight off the beach. The island’s draw is the water. Grand Cayman is a world-class diving destination — the wall dives, the wrecks, and the famous shallows of Stingray City, where southern stingrays gather on a sandbar in the North Sound. Seven Mile Beach offers beach bars, resorts, and dining within a short drive, while Rum Point trades that for a laid-back, palm-shaded calm ideal for families. George Town adds duty-free shopping and a growing restaurant scene that has made Cayman a genuine culinary destination. The villas suit families and groups who want reliable, effortless luxury — homes, many on the water, with full staff on request, private chefs, and concierge planning. Cayman’s stability, safety, and infrastructure make it one of the Caribbean’s most dependable choices for multi-generational trips and celebrations, and the calm shallows off Seven Mile Beach and Rum Point are ideal for young swimmers. Owen Roberts International Airport has direct flights from major US hubs and London, and the island’s compact size means everything is a short drive from your door. Share your dates, group size, and whether you want the buzz of Seven Mile Beach or the calm of Rum Point, and we’ll send a curated shortlist of Grand Cayman villas, with every rate, service charge and booking condition itemized in the written quotation.

Country Cayman Islands

Area Rum Point

Airport 10 to 20 minutes to most villa areas

Beach Oceanfront

Climate Tropical climate with warm temperatures year-round.

Languages English

How many guests does Hilltime sleep?

Hilltime sleeps up to 12 guests across 5 bedrooms, with 4 bathrooms. What a group can comfortably use depends on the room-by-room configuration rather than the bedroom count alone, so we confirm the layout against your party before you book.

Where is Hilltime located?

Hilltime is in Rum Point, Grand Cayman. We can confirm drive times from the airport and what is within reach on foot before you commit to the location.

Is there direct beach access?

Yes — the property is beachfront, with sand immediately beyond the terrace alongside the pool and spa.

Who is Hilltime best suited to?

Hilltime works particularly well for families with children and large groups traveling together. Tell us how your group is made up and we will say plainly whether this villa fits, or point you to one that does.

How much does Hilltime cost, and how do we book?

Rates are quoted per stay rather than published as a single number, because they move with the season, the length of stay and the size of the group, and taxes and fees vary by destination. Send your dates and we confirm availability and the rate with the owner before anything is charged.

How does the two-level layout help?

It puts some bedrooms away from the main living space, so people can turn in while the terrace is still going. Single-story houses at this size cannot offer that.

Is the spa private to our group?

Yes. It is part of the house, on the terrace beside the pool — not a shared resort facility.

Does twelve fit comfortably?

Twelve across five en-suite bedrooms means a mix of couples’ rooms and larger shared rooms rather than five identical doubles. Send us your group and we will confirm the configuration works.

Concierge Inquiry

Plan your stay at Hilltime

Send your details and our concierge will confirm availability, share options, and tailor the stay around your group and dates.

Coordination with the villa's own team

Direct contact with a property specialist

Concierge planning from first inquiry

Discreet handling of every request

Your inquiry goes directly to our concierge team. We match you with the right villas for your stay goals, not just what is available.

Explore Further

→ Concierge Services → More villas in Rum Point → More villas in Grand Cayman → Similar 5-bedroom villas → Beach & Oceanfront Villas villas in Grand Cayman → villas for Families in Grand Cayman

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Itemized written quotation · Concierge-led planning · Discreet, personal service

Every stay is concierge-handled. Chef, transfers, wellness, excursions, provisioning — all coordinated through a single specialist.

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Itemized Written Quotation · Concierge Planning

Every villa. Every stay. Handled personally.

Request availability WhatsApp Us

Itemized written quotation · Concierge from inquiry to check-out · Discreet, personal service

Hilltime

Hilltime in Rum Point

Open, layered interiors

Designed for the day outside

Sleeping for 12

Where the house sits

What the villa includes

What's included & available on request

With your booking

Tailored to your stay

Rum Point, Grand Cayman

Questions Before Booking

Plan your stay at Hilltime

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Coconut Beach

Rip Kai

Ocean Kai

Every villa. Every stay. Handled personally.