Romantic getaways: A couples guide to buying a second home

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Pacaso
December 3, 2025
A couple spends time by the pool, living in one of the best countries to retire in.

Buying a second home for romantic getaways

Couples trips feel different when you have a place that is truly yours. If you are thinking about buying a second home, consider destinations that set the tone for connection and ease. Napa brings vineyard views and candlelit dinners, Maui offers warm water and pastel sunsets, Aspen delivers alpine charm, and Kiawah Island pairs wide beaches with quiet mornings. Pacaso co-ownership gives you access to a beautifully designed home in sought-after locations, so the weekend you want is always within reach.

Napa for wine country romance

Napa rewards an unhurried pace. Start with a late brunch, wander through tasting rooms, and end with a private soak under the stars. Many Napa vacation homes make outdoor living the focus, with dining terraces, fire features and space to open a favorite bottle after a day among the vines.
  • Book a driver for a two-winery afternoon and save evenings for the patio
  • Schedule a private chef dinner to pair with your cellar finds
  • Float in a heated pool at dusk, then stargaze by the fire
  • Ride e-bikes along vineyard lanes for a relaxed morning
For an intimate Napa home base, consider Grove, a contemporary retreat with expansive indoor-outdoor living. The setting and layout invite slow mornings and long, quiet evenings.
Grove in Napa pairs a pool, spa and lounge patio with open-concept living, creating a private setting for wine country date nights.

Maui for oceanfront seclusion

Maui luxury homes put you close to sunrise swims, coastal drives and quiet dinners on the lanai. Wailea and Kapalua offer sheltered coves and golden sand, while upcountry drives lead to cool breezes and sweeping vistas. For two-person retreats, look for a private lanai, direct beach access or a calm neighborhood with easy paths to the shoreline.
  • Start the day with a beach walk before breakfast on the lanai
  • Snorkel a sheltered bay, then relax by the pool during golden hour
  • Book a table for sunset sushi and a nightcap back at home
  • Set aside one morning for a scenic drive for island views together
A Maui sunset surf captures the island’s intimate, adventurous energy for couples planning a romantic coastal escape.
Settle into Lani, where indoor outdoor flow leads to a private yard at dusk and sweeping coastal scenery. It is a soothing spot to slow down after beach days. Explore Lani.
Lani in Maui features lush landscaping and a private outdoor setting that is ideal for two-person evenings under the palms.

Aspen for alpine romance

Aspen luxury homes balance mountain energy with quiet interiors. Whether you prefer a bluebird ski day or a summer hike to a creekside picnic, the town’s walkable core and fine dining make date nights simple. Seek views of Shadow Mountain or a private hot tub to turn a crisp evening into a memorable night for two.
  • Share a late lunch on a sunlit patio after morning turns
  • Catch live music, then unwind back home by the fire
  • Hike to a lookout and return for a steam and soak
  • Browse galleries and end with an intimate chef’s counter
Aspen’s snow-lined streets and mountain views set the stage for cozy evenings and winter strolls for two.
Set in Aspen, Hallam offers a refined mountain setting with seamless indoor-outdoor living and a private hot tub for end-of-day unwinding.
Remodeled Aspen Pacaso with vaulted ceilings, wet bar and indoor-outdoor flow, perfect for apres-ski lounging and entertaining.

Kiawah Island for coastal calm

Wide beaches, winding bike paths and quiet mornings define Kiawah Island vacation homes. Days here move easily from a beach walk to poolside reading, with time left for an oyster bar dinner and a twilight ride along the lagoon’s edge. Look for outdoor lounges and quick paths to the sand for a smooth, two-person rhythm.
  • Bike to sunrise, then sip coffee on a shaded deck
  • Pause for a long lunch and a dip in a private pool
  • Toast at golden hour from an elevated terrace
  • Plan a quiet stargazing walk before turning in
Eugenia delivers a serene pool setting and effortless indoor-outdoor living on Kiawah Island, ideal for quiet coastal weekends together.
Eugenia on Kiawah Island features a private pool and lounge areas that set the mood for a relaxed couples getaway.

How buying a second home elevates your time together

The right home turns quick trips into a ritual. By buying a second home, you gain a ready-to-enjoy setting with design, location and comforts dialed in. Pacaso’s co-ownership model gives you a refined home in a world-class market without the full-time hassle, so more of your energy goes to shared experiences. If you love regular wine country weekends, powder days or beach escapes, buying a second home through Pacaso means the drive or flight ends at a front door that already feels familiar.

Start your couples escape with Pacaso

Choose the setting that fits your style, then explore Pacaso listings to make it yours. Browse Napa Valley, Hawaiian Islands, Aspen & Snowmass and Kiawah Island. For more on ownership, read What is co-ownership, compare models in Pros and cons of fractional ownership, and map your budget with the Second home calculator. From Napa vacation homes to Aspen luxury homes, from Maui luxury homes to Kiawah Island vacation homes, Pacaso helps you spend more time in the places you love.Note: This article was generated with the help of an AI agent and reviewed by our editorial team to ensure accuracy and clarity.

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