We Look Forward to Hosting You in Our Luxury Vacation Rentals

About Heritage Vacation Homes

We own houses at beaches we love and love sharing those houses with families like yours. Our hope is that you will experience the joys of these magical destinations as much as we do!

Our goal is to give you the best beach house vacation rental experience we can through:

  • Coastal Home Ambiance 
  • Luxury Amenities
  • Easy Access to the Ocean

Our vision at Heritage Vacation Homes is for families to create lifelong memories that will be treasured forever. We aim for you to love our homes so much that you will want to return again and again.

Our Story

We are Dennis and Lara, a father and daughter team. We began with a single property on the Oregon coast, and our love for these stunning locations inspired us to share them with others. Today, we proudly offer a collection of exquisite beach house vacation rentals in Cannon Beach, Oregon, and Maui, Hawaii, each designed to offer a unique and luxurious getaway.

Arch Cape Oceanside Escape view from back deck

Consistently High Guest Satisfaction Since 2015

Named VRBO Premier Hosts and Airbnb Super hosts

Arch Cape Oceanside Escape living room, focusing on chairs and dining table, overlooking the beach.
Breakfast on the lanai of Makena Surf C-107 overlooking the beach.
The House at Arch Cape carved sculpture First Breath
Primary bedroom at Makena Surf C-107 focusing on the bed and night stand
We Offer a Unique Vacation Experience

Why Choose Us

Family Owned & Operated

We are Dennis and Lara, a father-daughter team. What started with a love for the dramatic Oregon Coast and the relaxing island of Maui eventually turned into a thoughtfully modeled business. We began with a single property on the Oregon coast, and our love for these stunning locations inspired us to share them with others.

Communication is Key

Our reservation process is simple, and our cell phones are always on. Lara is your point person and she loves interacting with you!

Curated Luxury Homes

The homes are spacious, beautiful, and situated in prime locations. Each home is either oceanfront or has beautiful ocean views.

Abundant Amenities

We strive to anticipate every possible vacation home need and seek to provide the highest quality of amenities. Whether it’s linens, mattresses, furniture, or household supplies–you can trust us to provide you with luxury.

Savoring TIme Together

Lara's Favorite Day on the Oregon Coast

Whether it’s staying at our Arch Cape Oceanside Escape or The House at Arch Cape, there’s nothing I enjoy more than starting the day by making a big breakfast for the family to gather around. We all linger on the decks with a cup of coffee before traipsing down to explore the tidepools, caves, and waterfalls just north of these homes.

We can experience bald eagles overhead, sand dollars in the sand at our feet, and tidepool creatures at low tide. Stopping by the hot water stations outside the homes, we wash off the sand from our adventures and head back inside.

Later in the day, we often plan a trip into town to explore the art galleries, boutiques, and candy shops, or we head out for an afternoon hike to take in the Oregon coast beauty from the middle of the Oregon forest.

Evenings are finished with a bonfire, gazing intently for the ever-elusive Green Flash, and savoring the opportunity to just be still together underneath the giant Milky Way that slowly emerges as the sunlight fades. 

Any day together on the Oregon coast is a perfect day!

Haystack rock with beautiful clouds and a pink tinged sunset. People are walking along the water's edge.

What Our Guests are Saying

Yellow Apple Bananas, a tropical fruit in Maui are sitting in a rattan bowl.
So Many Decisions to Make on What to DO

Dennis’s Favorite Day in Maui

My day always starts with coffee, using Maui Coffee Roasters’ Maui Blend, which we pick up right after we touch down in Kahului.  A couple of apple bananas, and we’re off to the Dumps for the best snorkeling on Maui (that’s if I haven’t scheduled a whale-watching tour on a zodiac). I always take some cash for our 8:00 am swim to stop at our favorite roadside fruit stand on the way back to the condo to buy fresh pineapple, mango, and papaya (and probably more apple bananas!).  If I didn’t see a Honu (green sea turtle) at the Dumps, then I’ll take a quick swim at “Turtle Town”, the point right in front of the condo where I am sure to see 5-10 of these beautiful sea creatures. 

At this point, Lara normally talks me into a dip in the hot tub. If it’s a Saturday we may hurry this all along so we can get to the Maui Swap Meet in Kahului.  If it’s winter, we may hang out at the condo and look for hump-back whales.  Watching them from our dining room table or lanai is such a treat.  

My wife and I love to explore the island so now we have a decision to make – do we head to Kaanapali, the Upcountry, Paia and beyond, or Central Maui?  I know that I can find some of my favorite art studios on any of these trips, as well as incredible views and great food!

If we head to West Maui, we get to enjoy snorkeling at Honolua Bay, whale watching while eating Portuguese fried rice at the Gazebo Restaurant and shopping for a new art piece at Totally Hawaiian Gift Gallery. The evening winds down with us soaking in the sunset while eating dinner at Hula Grill.

Visiting the Sherri Reeve and Maui Hands Art Galleries in Makawao, touring the Kula Botanical Gardens, and getting to visit with either the Worcester glass-blowing family or painter Curtis Wilson Cost in their galleries might call us Upcountry.  Of course, the sunset will either be viewed from the top of Haleakala with dinner in Paia afterwards or we can watching it over dinner at the Kula Lodge before heading back to Makena Surf.

 

Top Low Tide Locations Near Cannon beach

Dennis’s Favorite Day Continues

But then again, we might go to the Maui Hands Gallery in Paia before running out to watch turtles and surfers at Ho’okipa Beach Park.  Wondering if Aunty Sandy’s will be open selling her Maui’s best banana bread, we consider a drive to Ke’anae Penninsula, knowing that we will get to experience a bit of the Road to Hana without committing the day to it.  If I feel generous (and remembered to make reservations well in advance!), we might enjoy a fabulous dining experience at Mama’s Fish House on our way home.  But with our design-the-day-as-it-happens approach to Maui, it’s more likely that we’ll enjoy the same fresh fish prepared more simply at Paia Fish House in Paia as we make our way back to Makena Surf.

Finally, we would certainly consider a trip to Central Maui, where we usually start out at the Maui Swap Meet but will certainly leave time to take in the ‘Iao Valley and Needle, making sure to stop for some banana bread and fresh fruit at another favorite road-side fruit stand.  This trip might include driving the Kahekili Highway to see Steve and Christine Turnbull in their art gallery.  It would certainly include a stop at the Maui Tropical Plantation, hopefully on the way home so we can enjoy dinner at Café O’lei.  Regardless of what entree we choose there, we are going to finish the evening off with their version of Malasadas – such a treat! 

But wait, maybe we just stay local! There’s also a Maui Hands Gallery at the Shops of Wailea, malasadas at Sugar Beach Bake Shop, whale watching with a walk along the Wailea Oceanfront Boardwalk, fish tacos at South Maui Fish Company, and all the water sports you could want right here.  And there’s both Paia Fish House and Café O’lei here in Kihei as well, not to mention da Kitchen with their wonderful Hawaiian BBQ!  And we can take any of these food items back to watch the sunset from our own private lanai.

Hmm, maybe I need one more apple banana while I ponder this hard decision.  Just another average day in paradise!

Homemade banana bread with walnuts sliced and sitting on a wood serving. The board is placed on a blue picnic bench.
A plate of sugar-dusted malasadas, some filled with creamy lilikoi (passion fruit), others with various sweet fillings.

Book Your Stay Now!

We Love These Activities So Much That We’ve Dedicated Entire Pages to Them!

Our Love for Art

At Heritage Vacation Homes, we love celebrating the local art scene by showcasing pieces from nearby art galleries. Instead of a home filled with generic art, you will find each room decorated with a variety of art mediums from local artists that capture the essence of the area.

We hope that these carefully chosen pieces give you an immersive experience that provides both the opportunity to enjoy the breathtaking beauty of the area when indoors while also building a deeper connection to the community.