VILLAGE ON VACATION

VILLAGE ON VACATION · DESTINATION GUIDES

Pick your stay.
Plan your days.

Start with the right place to stay, then choose the Kauaʻi experiences that fit your people. Explore the recommendations and open booking options directly—no inquiry needed.

Pick where to stay ↗Read the full Kauaʻi Blueprint →

CURATED BY VILLAGE ON VACATION

Kauaʻi’s Nā Pali coastlineMAKE TIME
FOR TOGETHERKAUAʻI · HAWAIʻI

01 · PICK WHERE TO STAY

Pick where to stay.

See all stay ideas →

Find your fit: condo comfort on the East Side, resort time on the South Shore, or a North Shore escape. Explore rooms and book directly, or ask Stina to compare rates and any eligible Fora perks for your dates.

Waipouli Beach Resort & Spa Kauai by OUTRIGGERStays

Kapaʻa · East Side

MultigenerationalFamily-friendlyCouplesGroups

Waipouli Beach Resort & Spa Kauai by OUTRIGGER

Condo-style comfort with a river-style resort pool and waterslides. Choose a one- or two-bedroom residence with a full kitchen and living space for slow breakfasts and easy evenings together.

BEST FOR

Families, friends, and multiple households who want their own space with a shared resort home base.

Planning details

Choose the exact unit, view, and bedroom layout for your party, and review resort and cleaning fees. Enjoy the resort pool for swimming; OUTRIGGER advises against swimming at the beach directly in front of the property. Confirm specific accessibility arrangements with the property.

COMPARE YOUR STAY

Let Stina compare your unit options, current offers, and total stay cost for the dates you have in mind.

Explore property details ↗
Ask Stina for rates & perks →Explore rooms & book with the hotel ↗

Village Pick

Aerial view of Koloa Landing Resort and its poolsStays

South Shore

MultigenerationalFamily-friendlyGroups

Koloa Landing Resort

Compare studios and one-, two-, and three-bedroom villas, with room to spread out and resort pools for easy afternoons. Check the exact accommodation category before you book.

BEST FOR

Travelers comparing resort services with a villa-style stay.

Planning details

Kitchens, laundry, bedroom counts, and accessibility depend on the exact unit category. Confirm beach distance and total fees.

COMPARE YOUR STAY

Ask Stina to compare room layouts, current offers, and the total stay cost.

Explore property details ↗
Ask Stina for rates & perks →Explore rooms & book with the hotel ↗

Village Pick

Makana Penthouse at 1 Hotel Hanalei Bay; accommodation categories differStays

North Shore

Couples

1 Hotel Hanalei Bay

A North Shore alternative from the earlier VOV guide for a couple’s stay centered on scenery and downtime.

BEST FOR

Couples who want to explore a different base from Poʻipū.

Planning details

Compare your full stay cost, room category, transportation, and the distance to your planned activities.

EXAMPLE FORA PERKS

  • Daily breakfast
  • A $100 hotel / resort credit
  • Possible upgrade and early check-in / late checkout

Example Fora benefits on an eligible advisor-booked rate. Upgrades and extended check-in/out depend on availability. Stina will confirm the exact benefits for your dates and room.

Fora benefit reference ↗

Choose an eligible advisor rate for these benefits; Expedia and standard hotel rates have their own inclusions.

Ask Stina for rates & perks →Explore rooms & book with the hotel ↗

Village Pick

The six-bedroom Kukuiʻula estate from Stina’s supplied StayHvn listingStays

Poʻipū · South Shore

MultigenerationalFamily-friendlyGroups

Six-bedroom Kukuiʻula estate

Six bedrooms, space for up to 15 guests, and a private pool and spa. This Kukuiʻula home brings everyone together with a full kitchen and indoor-outdoor gathering space.

BEST FOR

Households looking for a shared private home, with six ensuite bedrooms including a separate-entry ʻohana suite.

Planning details

The listing notes construction next door and no access to the Club at Kukuiʻula or its golf amenities. The shared page may show sample dates; request your own dates and quote. Confirm current conditions, stairs, room layouts, total pricing, and dates before booking. Dining seats 12 although maximum occupancy is 15.

View this group stay ↗

Village Pick

Stay links open the property or travel-partner website. Current rates, availability, and booking terms are shown there. Prefer help comparing? Ask Stina about your stay.

02 · CHOOSE YOUR DAYS

Things to do in Kauaʻi

See all experiences →

VOV may earn a commission when you book through our Viator links, at no additional cost to you.

Kids / Family-FriendlyCouplesGroupsMultigenerational Travel
Kilohana plantation trainExperiences

Līhuʻe

MultigenerationalFamily-friendlyGroups

Kilohana plantation train

A narrated ride through Kilohana’s working plantation, with tropical crops and a stop to feed farm animals. A little adventure without filling the whole day.

BEST FOR

Families and multiple generations looking for a shorter shared outing.

Planning details

Choose the Signature Train Tour for the approximately 40-minute ride. The train-and-lunch option adds a substantial walk and is a different outing. Confirm boarding access and current departure times.

Check train times & tickets ↗

Village Pick

Representative Hawaiian dance performance, not the exact showExperiences

Līhuʻe

MultigenerationalFamily-friendlyCouplesGroups

Lūʻau Kalamakū

A dinner-and-show option when you want one shared evening on the calendar. Choose a night with room for naps and an unhurried departure.

BEST FOR

Groups looking for a common evening rather than a full day of activities.

Planning details

Confirm show length, transport, seating, dietary accommodations, and how late younger children can comfortably stay.

Check dates & availability ↗

Village Pick

Representative Hawaiian sunset sailing scene, not the exact tourExperiences

West Side departure

CouplesGroups

Nā Pali sunset dinner cruise

Make a sunset cruise an optional highlight for the travelers who are excited to spend several hours on the water.

BEST FOR

Couples and willing group members who are comfortable with boat travel.

Planning details

Confirm age and health restrictions, boarding access, departure location, cancellation policy, and expected sea conditions. The route is weather-dependent.

Check dates & availability ↗

Village Pick

Kauaʻi coastline viewed from the listed helicopter experienceExperiences

Kauaʻi

CouplesGroups

Private Kauaʻi helicopter tour

An optional aerial adventure for the travelers who want to see Kauaʻi’s waterfalls, canyons, and coastline from above. The current listing is a private doors-off experience.

BEST FOR

Couples and small parties comfortable with this style of flight. A larger group may need separate departures.

Planning details

Confirm age, weight, seating, capacity, and doors-off requirements directly. Your pilot selects the route for the day’s weather and flying conditions.

Check flights & availability ↗

Village Pick

River boat on the Wailua River; representative river-cruise photographyExperiences

Wailua Marina · East Side

MultigenerationalFamily-friendlyCouplesGroups

Smith’s Wailua River & Fern Grotto cruise

Hawaiian songs and stories bring this scenic river journey to life. Cruise with the Smith family, then enjoy a short rainforest walk to the Fern Grotto on an approximately 80-minute outing.

BEST FOR

Families, couples, and groups looking for a relaxed river experience during their Kauaʻi stay.

Planning details

Meet at Wailua Marina and arrive 15 minutes before your departure. State park entrance and parking fees are paid separately. Ask the operator about boarding and walking arrangements for your party.

Check river cruise dates & tickets ↗

Village Pick

Representative snorkeling scene; not the exact operatorExperiences

Port Allen

Family-friendlyCouplesGroups

Nā Pali snorkel catamaran

An optional adventure for capable swimmers and families with older children who meet the operator’s requirements.

BEST FOR

Active travelers and families with older children who enjoy open-water adventures and meet the operator’s requirements.

Planning details

Confirm minimum age, swimming requirements, equipment, health restrictions, and boarding access. Snorkeling and route depend on conditions.

Check dates & availability ↗

Village Pick

Representative Kauaʻi waterfall scenery; not the specific hikeExperiences

East Side

CouplesGroups

Wailua kayak and waterfall hike

Pair paddling and a guided hike for the active part of your group. Give everyone else an equally good slower-day option.

BEST FOR

Travelers comfortable with physical activity and uneven terrain.

Planning details

Ask about trail conditions, river crossings, fitness and age requirements, footwear, and weather cancellation terms.

Check dates & availability ↗

Village Pick

Representative tropical resort sceneryExperiences

South Shore

CouplesGroups

Anara Spa

A treatment at Grand Hyatt Kauaʻi can be the quiet half of a split-interest day. Reunite with your people over dinner.

BEST FOR

Adults who want some time to recharge independently or as a couple.

Planning details

Confirm treatment availability, age requirements, and which facilities are included. Ask which spa facilities are included with your treatment.

Explore treatments & booking ↗

Village Pick

Representative Kauaʻi golf settingExperiences

South Shore

CouplesGroups

Poipu Bay golf

An optional round at the South Shore’s ocean-side golf course for the golfers in your village.

BEST FOR

A shared-interest outing; pair with a different activity for non-golfers.

Planning details

Confirm current tee-time availability, rates, equipment, and course conditions.

Check tee times ↗

Village Pick

Booking links open the supplied provider or travel-partner pages. VOV may earn a commission through participating links. Photography is representative unless noted and may not show the exact tour or property.

BRING EVERY GENERATION

Different rhythms.
One memorable trip.

A few shared moments, room to rest, and activities people can opt into. Multigenerational travel works best when the plan fits the people.

Explore multigenerational ideas ↗

Read the multigenerational planning notes →

WANT A LITTLE HELP?

Enjoy the guide.
Hand over the planning if you’d like.

Book the pieces yourself, or let Stina turn them into a personal plan for your group.

Explore custom planning →

Custom planning: $149 founding-client rate.
Just need the right stay? Stay matching is complimentary.