
Wyndham Shearwater vacation rentals
We found 31 vacation rentals — enter your dates for availability
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Find the best place to stay - Wyndham Shearwater
Quiet Condo With Ocean, Golf Course, And Mountain Views
Sleeps 5 · 2 bedrooms · 2 bathrooms
9.09.0 out of 10
Wonderfulwonderful
58 reviews(58 reviews)
Beautiful Shearwater Villas - 2BR/2BA
Sleeps 6 · 2 bedrooms · 2 bathrooms
Edge of Cliff Luxury Penthouse over largest coral reef in HI - Beach access & AC
Sleeps 6 · 2 bedrooms · 2+ bathrooms
1010 out of 10
Exceptionalexceptional
92 reviews(92 reviews)
Oceanfront Air Conditioned Condo ~ Walk to Beach ~ Amazing Views
Sleeps 6 · 2 bedrooms · 2+ bathrooms
1010 out of 10
Exceptionalexceptional
113 reviews(113 reviews)
Beautiful Shearwater Villa - 2Bed/2Bath
Sleeps 6 · 2 bedrooms · 2 bathrooms
1010 out of 10
Exceptionalexceptional
4 reviews(4 reviews)
Kamahana 19: 2 BR, 2 BA Condominium in Princeville, Sleeps 4
Sleeps 4 · 2 bedrooms · 2 bathrooms
1010 out of 10
Exceptionalexceptional
7 reviews(7 reviews)
Top rated rentals - Wyndham Shearwater
Great location
1010 out of 10
Exceptionalexceptional
83 reviews(83 reviews)
Spend 2 weeks at the studio, has everything we needed, large studio, large deck, clean, quiet, would rate higher if we could. Thx Bill, wish we could stay longer.
Tee D.
Stayed Jan 2024
Princeville on Golf Course
1010 out of 10
Exceptionalexceptional
12 reviews(12 reviews)
Excellent property. Great views of the ocean.
Mark C.
Stayed Jan 2023
Welcoming condo with an incredible view
1010 out of 10
Exceptionalexceptional
113 reviews(113 reviews)
Condo was incredible - location, view, kitchen add ons like spices and condiments, layout of the condo, as well as the friendliness of the entire area. We were welcomed by the maintenance man and met the neighbors during our stay. Everyone of the island is incredibly friendly, which we loved 😊
Communication from The owners was great, offering suggestions of things to do during our stay here. The added bonus of having boogie boards, bikes, beach chairs, etc was incredible. We used them everyday!! The best beach on the island is only about a 15 min drive 😎
The area was incredible and did I say the view was spectacular!! Amazing time spent during our stay. Loved it!
Shauna G.
Stayed Dec 2022
Incredible views !
9.89.8 out of 10
Exceptionalexceptional
96 reviews(96 reviews)
We stayed 7 nights and can’t say enough about how awesome this place is. The views are breathtaking and worth setting an alarm in the morning to catch the sunrise.The day bed quickly became a favorite !Grocery store nearby and Hanalei 15 minutes away !Perfect spot for a perfect vacation !
Luc B.
Stayed Mar 2025
Light, clean, breezy, green, well stocked and whales
9.89.8 out of 10
Exceptionalexceptional
29 reviews(29 reviews)
2 bed spacious condo with comfortable furniture lots of sliding doors for true outdoor living. Walk out on to golf course and a sit on the patio and watch whales breaching. Well equipped with spices pots pans Tupperware and dishes. Ice maker. Washer dryer. Internet was fine. Didn’t watch tv. Walked to sea lodge beach. Would stay here again.
kellie l.
Stayed Mar 2025
Amazing!!
9.89.8 out of 10
Exceptionalexceptional
87 reviews(87 reviews)
We absolutely loved the condo. Clean, modern and in a beautiful area.
Dana M.
Stayed Jan 2025
A week in Princeville!
9.89.8 out of 10
Exceptionalexceptional
30 reviews(30 reviews)
The space was clean, bright and very nicely decorated. It had a cooler and chairs for the beach which came in super handy!
The condo did get pretty warm during the day, but the AC in the bedroom was a good relief from the heat if needed.
We would 10/10 recommend booking a stay here!
lauren s.
Stayed Sep 2024
Great Location
9.69.6 out of 10
Exceptionalexceptional
134 reviews(134 reviews)
Everything you need to enjoy your vacation.
Lisa S.
Stayed Dec 2022
- Peace of mindOur Book with Confidence guarantee gives you 24/7 support
- More quality timeFrom booking to staying, the whole process is simple and enjoyable
- All the privacy of homeEnjoy full kitchens, laundry, pools, yards and more
- More for lessMore space, more privacy, more amenities — more value