Owner Direct Vacation Rentals in East of Maui

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1792 East of Maui Vacation Homes From $442

Looking for the ideal vacation rental in East of Maui? Discover an extensive gallery of private rentals offering space, comfort, and authentic local character. Owner Direct simplifies your search by matching you with verified property options.

Dewey Beach - Rehoboth By The Sea - 102 Chicago St
Dewey Beach - Rehoboth By The Sea - 102 Chicago St
House
Dewey Beach, DE, USA
0.1k from East of Maui center

Accommodations, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Places to stay

3 Bedrooms6 Guests
New to Booking
$505
Average price / night
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New Listing~ Cutest Little Cottage Ever in the Ocean Block
New Listing~ Cutest Little Cottage Ever in the Ocean Block
Cottage
Dewey Beach, DE, 19971, United States
0.1k from East of Maui center

AC, No Smoking

3 Bedrooms6 Guests
New to Booking
$527
Average price / night
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Houston street 109
Houston street 109
House
Dewey Beach, DE, USA
0.1k from East of Maui center

Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Places to stay

3 Bedrooms8 Guests
New to Booking
$548
Average price / night
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Adorable Coral Cottage, 1 block to the beach, Great Location in Dewey Beach!
Adorable Coral Cottage, 1 block to the beach, Great Location in Dewey Beach!
House
Dewey Beach, DE, 19971, United States
0.1k from East of Maui center

AC, Barbecue, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen, Laundry

3 Bedrooms10 Guests
10.0

Exceptional

3 reviews

$917
Average price / night
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Town of Dewey Beach - 17 Saint Louis St
Town of Dewey Beach - 17 Saint Louis St
House
Dewey Beach, DE, USA
0.1k from East of Maui center

Accommodations, Pools, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Places to stay

1 Bedroom14 Guests
New to Booking
$1576
Average price / night
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NEW TO VRBO-STYLISH DIGS-4 BR-3,5 BA-ELEVATOR-109 Houston, STEPS TO DEWEY BCH
NEW TO VRBO-STYLISH DIGS-4 BR-3,5 BA-ELEVATOR-109 Houston, STEPS TO DEWEY BCH
House
Dewey Beach, DE, 19971, United States
0.1k from East of Maui center

AC, Arcade, Balcony, Barbecue, Dryer, Elevator, Free Parking, Heater, Internet

4 Bedrooms10 Guests
10.0

Exceptional

1 reviews

$494
Average price / night
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Town of Dewey Beach - 303 Wilson Dunes
Town of Dewey Beach - 303 Wilson Dunes
Apartment
Dewey Beach, DE, USA
0.2k from East of Maui center

Oceanfront, Guest Services, Air Conditioner, Accessibility, View, Laundry, Fireplace/Heating

3 Bedrooms8 Guests
New to Booking
$547
Average price / night
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Dewey Beach cottage 1 block from the beach, dog friendly
Dewey Beach cottage 1 block from the beach, dog friendly
House
Dewey Beach, DE, 19971, United States
0.1k from East of Maui center

AC, Balcony, Barbecue, Dryer, Heater, Internet, Kitchen, Microwave, No Smoking

3 Bedrooms6 Guests
9.8

Exceptional

6 reviews

$940
Average price / night
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St louis street 10
St louis street 10
House
Dewey Beach, DE, USA
0.2k from East of Maui center

Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Places to stay

5 Bedrooms10 Guests
New to Booking
$523
Average price / night
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Spectacular pet friendly house walk to beach w/ocean views, private pool
Spectacular pet friendly house walk to beach w/ocean views, private pool
House
Dewey Beach, DE, 19971, United States
0.1k from East of Maui center

AC, Balcony, Barbecue, Crib, Dryer, Fireplace, Heater, Internet, Kitchen

6 Bedrooms14 Guests
10.0

Exceptional

4 reviews

$1250
Average price / night
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Clayton street 17a
Clayton street 17a
House
Dewey Beach, DE, USA
0.2k from East of Maui center

Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Places to stay

1 Bedroom16 Guests
New to Booking
$916
Average price / night
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SWEET 3 BR, DOG-FRIENDLY COTTAGE IN OCEAN BLOCK DEWEY - 24 West St.
SWEET 3 BR, DOG-FRIENDLY COTTAGE IN OCEAN BLOCK DEWEY - 24 West St.
Cottage
Dewey Beach, DE, 19971, United States
0.1k from East of Maui center

AC, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Microwave, No Smoking

3 Bedrooms7 Guests
New to Booking
$442
Average price / night
Check Availability
Clayton street 9
Clayton street 9
House
Dewey Beach, DE, USA
0.2k from East of Maui center

Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Places to stay

5 Bedrooms11 Guests
New to Booking
$1027
Average price / night
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ADDTL.PRICE DROP-JULY 25-AUG 1 IS 75% OFF ORIGINAL PRICE! OCEAN BLOCK,POOL & HT!
ADDTL.PRICE DROP-JULY 25-AUG 1 IS 75% OFF ORIGINAL PRICE! OCEAN BLOCK,POOL & HT!
House
Dewey Beach, DE, 19971, United States
0.1k from East of Maui center

AC, Barbecue, Dryer, Elevator, Extra Bed, Fireplace, Free Parking, Heater, Hot Tub

15 Bedrooms32 Guests
10.0

Exceptional

126 reviews

$1967
Average price / night
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Clayton street 17b
Clayton street 17b
House
Dewey Beach, DE, USA
0.2k from East of Maui center

Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Places to stay

1 Bedroom16 Guests
New to Booking
$787
Average price / night
Check Availability
Dewey Beach 4BR Condo Ocean Block w/ Parking, Outdoor Shower
Dewey Beach 4BR Condo Ocean Block w/ Parking, Outdoor Shower
House
Rehoboth Beach, DE, 19971, United States
0.1k from East of Maui center

AC, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

4 Bedrooms10 Guests
9.6

Exceptional

28 reviews

$574
Average price / night
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Spacious 6 Bedroom 3100 sf home ready for your multi family beach getaway.
Spacious 6 Bedroom 3100 sf home ready for your multi family beach getaway.
House
Dewey Beach, DE, 19971, United States
0.1k from East of Maui center

AC, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

6 Bedrooms12 Guests
9.4

Superb

25 reviews

$778
Average price / night
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Private Pool Downtown Dewey Ocean Block Beach House
Private Pool Downtown Dewey Ocean Block Beach House
House
Rehoboth Beach, DE, 19971, United States
0.1k from East of Maui center

AC, Balcony, Barbecue, Dryer, Extra Bed, Free Parking, Heater, Internet, Kitchen

7 Bedrooms16 Guests
10.0

Exceptional

25 reviews

$1514
Average price / night
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Large Downtown Dewey Beach House Parking Pet Friendly
Large Downtown Dewey Beach House Parking Pet Friendly
House
Dewey Beach, DE, 19971, United States
0.1k from East of Maui center

AC, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

6 Bedrooms14 Guests
10.0

Exceptional

13 reviews

$874
Average price / night
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Large Spacious rental with fenced in backyard and pet friendly!
Large Spacious rental with fenced in backyard and pet friendly!
House
Dewey Beach, DE, 19971, United States
0.1k from East of Maui center

AC, Barbecue, Dryer, Free Parking, Heater, Kitchen, Laundry, Living Area, Microwave

8 Bedrooms16 Guests
9.4

Superb

25 reviews

$1020
Average price / night
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BEACH VIEWS FROM ALL 5 DECKS! HOT TUB! STEPS TO THE BEACH - 3 DAY RENTALS
BEACH VIEWS FROM ALL 5 DECKS! HOT TUB! STEPS TO THE BEACH - 3 DAY RENTALS
House
Dewey Beach, DE, 19971, United States
0.1k from East of Maui center

AC, Balcony, Barbecue, Dryer, Fireplace, Free Parking, Heater, Hot Tub, Internet

4 Bedrooms10 Guests
10.0

Exceptional

28 reviews

$774
Average price / night
Check Availability

Pro Tip:
OwnerDirectVacationRental aggregates the best inventory from leading travel sites, including Booking.com, Agoda.com, Expedia.com, Vrbo.com, and Airbnb.com. Use our Advanced Filters to compare verified homes, villas, cabins, condos, cottages, vacation rentals, hotels, and eco-friendly stays. Our goal is to help you find the absolute best Vacation Rentals in East of Maui.

East of Maui Vacation Rentals on the Map

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Frequently Asked Questions

There are a lot of options in East of Maui. If you plan on staying in the East of Maui area, consider making a reservation for a few nights at one of these properties as these have been rated the top Vacation Rentals in East of Maui

You can explore 1792 verified vacation rentals in East of Maui. Our listings are sourced from a range of trusted providers, giving you access to a wide selection of private homes, apartments, and unique stays—all in one place.

Vacation rental prices in East of Maui vary depending on the season, property size, and location. Rates typically start from around $442 per night, with higher prices for larger homes or peak travel periods. Comparing available options can help you find a stay that matches both your budget and travel plans.

Most vacation rentals in East of Maui include fully equipped kitchens, making it easy to prepare meals and enjoy a more flexible stay. This is especially useful for families, longer stays, or travelers who prefer a home-like experience.

Yes, many vacation rentals in East of Maui welcome pets. Currently, 35 listings allow pets, although specific policies may vary by property. You can filter for pet-friendly options to quickly find suitable accommodations.

For popular travel periods such as holidays or peak seasons, it's recommended to book your vacation rental 60 to 90 days in advance to secure the best options. During quieter times, you may still find good availability closer to your travel dates.

Vacation rentals in East of Maui often include amenities such as Laundry, Fireplace/Heating, and View. These features provide added comfort and convenience, making them a popular choice for travelers seeking more space and privacy.

You can use filters to narrow down your search by criteria such as number of bedrooms, guest ratings, or specific amenities like private pools or beachfront access. This makes it easier to find a property that fits your exact needs and preferences.