Samish Island Luxury Vacations

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Top Luxury vacation packages in Samish Island

Price found within the past 48 hours. Click for updated prices.
Morning Glory by Avantstay Lower-level Whidbey Hideaway Water Views + Shared Hot Tub

Morning Glory by Avantstay Lower-level Whidbey Hideaway Water Views + Shared Hot Tub

$875
per person
Sep 17 - Sep 21
found 13 hours ago
Roundtrip flight included
Los Angeles (LAX) to Bellingham (BLI)
No reviews
Otters Pond Bed & Breakfast

Otters Pond Bed & Breakfast

$1,027
per person
Oct 18 - Oct 22
found 3 hours ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Eastsound (ESD)
10/10 Exceptional! (69 reviews)
Sehome Garden Inn

Sehome Garden Inn

Sehome
$936
per person
Oct 18 - Oct 22
found 3 hours ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Bellingham (BLI)
10/10 Exceptional! (256 reviews)
Amazing stay!!! We will be back. I cannot say enough about the hospitality, comfort, quiet, and general welcomeness of this inn. 100% recommend.

Reviewed on Aug 13, 2026

Chrysalis Inn & Spa Bellingham, Curio Collection by Hilton

Chrysalis Inn & Spa Bellingham, Curio Collection by Hilton

South Hill
$1,691
per person
Sep 23 - Sep 29
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Bellingham (BLI)
9.2/10 Wonderful! (939 reviews)
We had a fun girls night. Enjoyed the spa - the restaurant was wonderful and the view from our room was to die for! Staff was fantastic. It was a lovely stay! And good running area by the water in front of the hotel. They warn you about train noise (and we were right above it) and we were not disturbed in the least.

Reviewed on Aug 13, 2026

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3 Night Luxury vacations in Samish Island

Price found within the past 48 hours. Click for updated prices.
Morning Glory by Avantstay Lower-level Whidbey Hideaway Water Views + Shared Hot Tub

Morning Glory by Avantstay Lower-level Whidbey Hideaway Water Views + Shared Hot Tub

$676
per person
Oct 29 - Nov 1
found 2 hours ago
Roundtrip flight included
Dallas (DFW) to Bellingham (BLI)
No reviews
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4 Night Luxury vacations in Samish Island

Price found within the past 48 hours. Click for updated prices.
Raintree's Sandcastle

Raintree's Sandcastle

Save 100% on your flight
$553
per person
Sep 18 - Sep 22
found 24 hours ago
Roundtrip flight included
Dallas (DFW) to Bellingham (BLI)
9.4/10 Exceptional! (672 reviews)
Paul went above and beyond to provide great customer service and help us every step of the way. I celebrated my birthday at Reintree and we will be back! It was an amazing trip!

Reviewed on Aug 13, 2026

Inn to the Woods B&B

Inn to the Woods B&B

Save 100% on your flight
$893
per person
Sep 18 - Sep 22
found 24 hours ago
Roundtrip flight included
Dallas (DFW) to Friday Harbor (FBS)
9.8/10 Exceptional! (103 reviews)
We can’t say enough about our time at Inn to the Woods, from the supportive and flexible communications around travel and arrival to the extremely welcoming amenities. We had privacy to enjoy our time together from our lovely sweet and private hot tub and also enjoyed connecting with other guests during locally sourced breakfasts with the lake in view and the seat warmers making us comfortable.

Reviewed on Aug 9, 2026

@ Marbella Lane - Seas the Bay Sanctuary

@ Marbella Lane - Seas the Bay Sanctuary

Save 100% on your flight
$1,113
per person
Sep 18 - Sep 22
found 24 hours ago
Roundtrip flight included
Dallas (DFW) to Bellingham (BLI)
8/10 Very Good! (3 reviews)
It was beautiful! View outstanding. The pictures you have need to be updated. The outside looks nothing like the photos. Overgrown- weeds by the front door area and so much sand. Cliff we can tell has been slowly eroding. Next door the neighbors are loosing their yard. Your yard the fence dangerous. I would not have any children in yard. grassy and things including old tables and wire fencing laying around. Deck falling apart. Lots of sand- we understand but none cleaned up. Bbq horrible even though I asked if we can use it. Unusable and the fire table no propane tank just lying there. Inside good. Only we had to replace the batteries on the smoke detector. One of our washcloths in bathroom gross and bloody. Not goood. Had to ask for keys to garage was not in your book. We did see whales hanging in the area. I would not have pets there dangerous yard. Soo much sand out front. Could have been cleaned or swept for new guests arrival.

Reviewed on May 13, 2026

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All you need to know about luxury vacations in Samish Island

What can I expect from a luxury Samish Island vacation?

Luxury means the very finest of the things you enjoy most. Indulge your every waking moment—and restful night—with a luxury Samish Island vacation. Sip handcrafted cocktails by an infinity pool, sink into bliss at a full-service spa with a massage cabana on the beach, and chat, cheers, and laugh through exquisite breakfasts, lunches, and dinners with spectacular views. 

How can I find all-inclusive luxury vacation packages in Samish Island?

By refining your filters, the most opulent all-inclusive vacation packages will appear before your eyes. Check the 5* filter to find truly sensational stays. You barely need to lift a finger. 

Can I book a cheap Samish Island luxury vacation?

Affordable luxury is only ever a few clicks away. Enter your travel dates and sort the grandiose getaways on offer by price to see the most fiscally friendly retreats first. Filter by budget, too, to find your perfect balance of luxury. Right now, luxury vacations start at $553. Prices and availability are subject to change. Additional terms may apply.

How can I book a luxury family vacation in Samish Island?

Tailor your luxury family escape by checking the filters that set the whole family’s hearts a-flutter. Whether that’s wet and wild water parks, heavenly hot tubs, or the kid-quieting magic of free Wi-Fi. 

Can I book a package in Samish Island with a luxury vacation home?

A private paradise is true luxury! Filter by property type for houses, villas, and apartments. For an amazingly affordable all-in-one luxury experience, book your accommodation, airfare, and car rental as a package.   

How can I find the best luxury vacation deals in Samish Island?

Find absolute delight in the dropdown! Simply sort your tempting search results by deals to find that lean-budget luxury. For a budget conscious stay, consider booking a stay away from big cities or outside the peak months.

Can I book a luxury holiday in Samish Island with free cancellation and/or flexible dates?

Freedom and flexibility are the greatest luxuries of all. Get both when you filter by payment option and book a trip with free cancellation or on a buy now, pay later plan. 

Why should I book my luxury trip to Samish Island with Expedia?

A luxurious trip follows a stress-free booking experience. Find, build, and book the most glorious of getaways in seconds—with ATOL protection for added peace of mind.

More vacations you might like

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.