Available and legal for stays less than 30 days | House in Kailua

9.8 (119 Reviews) |   1 Bedroom  1 Bathroom  3 Guests
Kailua House | Available and legal for stays less than 30 days

Experience the Charm of Hawaii Sheffield House - Available and Legal for Stays Less Than 30 Days

Welcome to the Hawaii Sheffield House, your ideal getaway just steps away from the stunning sands of Kailua Beach. As a licensed bed and breakfast, we proudly offer accommodations for short stays of less than 30 days, ensuring you have a legal and hassle-free experience in beautiful Hawaii.

The Garden Suite is perfectly situated on the ground floor with just one step at the entrance. This cozy hideaway features a queen bed, a single daybed with a trundle, and a charming window seat that can also accommodate another guest. You'll enjoy a private bathroom and a separate entrance for added convenience.

Inside, ceiling fans enhance the tropical ambiance, complemented by a quiet split-system air conditioning unit. While enjoying your stay, you'll notice the vibrant wildlife typical of this environment, including geckos, anoles, and chameleons. For your comfort, we utilize pesticides to maintain the property.

Your adventure begins as you discover the secluded beauty of Kailua Beach, located only ten houses from our doorstep. Spend your days sunbathing, swimming, or simply strolling along the pristine shoreline. Keep an eye out for surfers on breezy afternoons or search for sea turtles between Flat Island and Kailua Beach Park.

Awaken early to witness breathtaking sunrises over the Mokulua Islands or catch the enchanting full moonrise once a month. Bird watchers will delight in the variety of species observed at the nearby Kailua Beach Park and Kawainui Marsh, where stilts, herons, and iwa birds can be seen.

The entry area of the Garden Suite features a split rail barrel adorned with a delightful turtle fountain. Your suite boasts Mexican tile floors and Hawaiian quilts that create a warm, inviting atmosphere. A dedicated parking space is conveniently located just steps from your entrance.

This unit is priced between $259-$325 per night for two guests, with an additional charge of $30 per extra person. Please note that for your safety, we currently do not accommodate children under three in this unit; however, arrangements can be made for small children when booked alongside the Ginger Studio (VRBO 572484).

Your kitchenette is well-equipped with granite countertops, a half-size refrigerator, hot plate, toaster, microwave, electric frying pan, and coffeemaker. Enjoy outdoor dining in your private garden area, complete with an umbrella, table, and four chairs. We provide towels, beach towels, and paper towels for your convenience, as well as a hair dryer and a charcoal grill for your use.

Stay connected with complimentary high-speed internet and high-definition cable TV. Additionally, there are two coin-operated laundromats located within one-third of a mile for your laundry needs.

As part of your stay, enjoy a complimentary breakfast featuring Hawaiian juice, fresh fruit, and coffee or tea on your first morning. You will receive a warm welcome from Paul or Rachel Sheffield upon arrival, so please inform us of your expected arrival time.

Check-in is at 3 p.m., and check-out is at 10 a.m., with a $30 fee for each additional guest. Our peaceful residential area observes quiet hours from 10 p.m. to 6:30 a.m. For recreation, a community pool is available just down the street.

Please remember that the Hawaii Sheffield House is a non-smoking property. With over 30 years of hospitality experience in Kailua, Hawaii, we take pride in sharing our little slice of paradise with you.

While we have a minimum night stay policy, feel free to inquire about shorter stays if they fit between existing reservations or are available last minute. Having operated for more than 25 years, we have appeared in renowned guidebooks such as Lonely Planet, Frommers, and Fodors, and even featured in Coastal Living and the Los Angeles Times.

Note that ongoing construction for a roundabout leading to Lanikai may result in increased traffic on our street, but we hope for completion soon. Experience the warmth and hospitality at Hawaii Sheffield House—your perfect retreat in Kailua!

Hawaii License Number - HI TA137-360-9984-01
City and County of Honolulu - License No. 90/BB-0077
For combined accommodations, consider booking the Ginger Studio (VRBO 572484), which also features a queen bed, allowing you to sleep up to five guests when rented together.

Watch our video tour here:
Link to Video Tour

Where to Stay in Kailua: Discovering Your Hawaiian Paradise

When considering where to stay in Kailua, you'll find a charming town on Oahu's east coast, known for its stunning natural beauty and laid-back atmosphere. Nestled just ten houses from the world-renowned Kailua Beach, the Hawaii Sheffield House offers unique accommodations with a personal touch, including a delightful Garden Suite featuring a queen bed, a daybed, and a serene outdoor garden area. With a rich history of hospitality spanning over 30 years, this licensed bed and breakfast is unaffected by recent local controversies, ensuring you have a worry-free stay while enjoying the comforts of home.

Your adventure in Kailua starts right outside your door. Spend your days soaking up the sun at the pristine Kailua Beach, where swimming, sunbathing, and windsurfing await. Don't miss the breathtaking sunrise views over the Mokulua Islands or the chance to spot sea turtles just offshore. Take a leisurely walk to Kailua Town for quaint shops, local eateries, and vibrant markets. For nature lovers, nearby Kawainui Marsh offers excellent birdwatching opportunities where you can observe various native species. Plus, enjoy the community pool just a short stroll away, making your stay even more enjoyable. With the comfort of knowing that the Hawaii Sheffield House provides legal accommodations for under 30-day stays, your Hawaiian getaway is ready for you.

Show more
OneKey Logos

This Property is OneKey Eligible

Earn OneKeyCash for every dollar spent on eligible vacation rentals, villas, cottages, cabins, and more when you book on Vrbo.

JOIN TODAY
 
Kailua, 96734, USA

Amenities

Air ConditionerAir Conditioner
ParkingParking
TVTV
ViewView
Ocean ViewOcean View
Balcony/TerraceBalcony/Terrace
OceanfrontOceanfront
Security/SafetySecurity/Safety
Sports/ActivitiesSports/Activities
Bedding/LinensBedding/Linens
Wellness FacilitiesWellness Facilities
EntertainmentEntertainment
BreakfastBreakfast
Barbecue/Outdoor CookingBarbecue/Outdoor Cooking
Child FriendlyChild Friendly
InternetInternet
KitchenKitchen
LaundryLaundry

Facility Overview

Air ConditionerAir Conditioner
  • Air conditioningAir conditioning
  • Ceiling fanCeiling fan
BathroomsBathrooms
  • ShowerShower
  • Towels providedTowels provided
  • SoapSoap
  • Hair dryerHair dryer
  • Toilet paperToilet paper
  • 1 bathroom1 bathroom
  • ShampooShampoo
BedroomBedroom
  • 1 bedroom1 bedroom
  • Bed sheets providedBed sheets provided
  • Day bedDay bed
  • Breakfast available for a feeBreakfast available for a fee
  • Living roomLiving room
KitchenKitchen
  • Electric kettleElectric kettle
  • SpicesSpices
  • Paper towelsPaper towels
  • StovetopStovetop
  • RefrigeratorRefrigerator
  • ToasterToaster
  • MicrowaveMicrowave
  • Coffee/tea makerCoffee/tea maker
  • Cookware/dishes/utensilsCookware/dishes/utensils
LaundryLaundry
  • Near laundromatNear laundromat
Ocean viewOcean view
  • Beach towelsBeach towels
  • Near the beachNear the beach
  • Beach sun loungersBeach sun loungers
ParkingParking
  • Car recommendedCar recommended
  • Onsite parkingOnsite parking
  • Onsite parking includes off-street optionsOnsite parking includes off-street options
Pet FriendlyPet Friendly
  • No pets allowedNo pets allowed
AccessibilityAccessibility
  • Smoke-free propertySmoke-free property
  • If you have requests for specific accessibility needs, please contact the property using the information on the reservation confirmation received after booking.If you have requests for specific accessibility needs, please contact the property using the information on the reservation confirmation received after booking.
  • Tile flooring in public areasTile flooring in public areas
ActivitiesActivities
  • Tennis on siteTennis on site
  • Scuba diving nearbyScuba diving nearby
  • Kayak on siteKayak on site
  • Kayaking nearbyKayaking nearby
  • Power boating nearbyPower boating nearby
  • Snorkeling nearbySnorkeling nearby
  • Hiking nearbyHiking nearby
  • Water sports equipmentWater sports equipment
  • Fitness facilities nearbyFitness facilities nearby
  • Boat on siteBoat on site
  • Basketball nearbyBasketball nearby
  • Mountain biking nearbyMountain biking nearby
  • Golfing on siteGolfing on site
  • Horse riding nearbyHorse riding nearby
  • Swimming nearbySwimming nearby
EntertainmentEntertainment
  • BooksBooks
  • GamesGames
  • Smart TV with cable/satellite serviceSmart TV with cable/satellite service
GeneralGeneral
  • Unit size: 400 sq ft (37 sq m)Unit size: 400 sq ft (37 sq m)
  • EnglishEnglish
  • Near a health or beauty spaNear a health or beauty spa
  • Near the bayNear the bay
  • Near a hospitalNear a hospital
  • Near the seaNear the sea
  • In a villageIn a village
  • Near a zooNear a zoo
Guest ServicesGuest Services
  • Children's booksChildren's books
  • Children's toysChildren's toys
  • Iron/ironing boardIron/ironing board
  • Guidebooks/recommendationsGuidebooks/recommendations
InternetInternet
  • Free WiFiFree WiFi
OutdoorsOutdoors
  • Fenced yardFenced yard
  • Outdoor furnitureOutdoor furniture
  • PatioPatio
  • GardenGarden
  • Charcoal grillCharcoal grill
Security/SafetySecurity/Safety
  • First aid kitFirst aid kit
  • No carbon monoxide detector (host has indicated there is no carbon monoxide detector or gas appliances on the property)No carbon monoxide detector (host has indicated there is no carbon monoxide detector or gas appliances on the property)
  • Deadbolt lockDeadbolt lock
  • Fire extinguisherFire extinguisher
  • Smoke detector installed (host has indicated there is a smoke detector on the property)Smoke detector installed (host has indicated there is a smoke detector on the property)

Policies

Check-in
Check-in
Check-in time starts at 3:00 pm minimum check-in age: 4
Check-out
Check-out
Check-out before 10:00 am contactless check-out available
Child Policy
Child Policy
Children are welcome.
Event Policy
Event Policy
No events allowed
Pet Policy
Pet Policy
Pets not allowed
Smoking Policy
Smoking Policy
Smoking is not permitted
Extra-person charges may apply and vary depending on property policy government-issued photo identification and a credit card, debit card, or cash deposit may be required at check-in for incidental charges host has indicated there are no carbon monoxide detectors or gas appliances on the property host has indicated there is a smoke detector on the property onsite parties or group events are strictly prohibited property registration number ta-137-360-9984-01, ge-137-360-9984-01, 430720040000 safety features at this property include a fire extinguisher, a first aid kit, and a deadbolt lock special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed this property is managed through our partner, vrbo. you will receive an email from vrbo with a link to a vrbo account, where you can change or cancel your reservation
License number: TA-137-360-9984-01, GE-137-360-9984-01, 430720040000

Reviews

Mackenzie F.
Dec 19, 2025 04:44:32 AM
Review Score:   10
Summary: An incredibly cozy nook right nect to one of the most beautiful beaches on the island
See All Reviews

FAQ's

Is this Kailua house pet-friendly for guests?

No, pets are not allowed at this property. Check the guest reviews to learn what guests had to share.

Does the Kailua house have a swimming pool?

No, this Kailua house does not have a swimming pool. Check the Facility Overview section for details about the pool and other available facilities.

How much does it cost per night to stay in Kailua house?

Best-rates for the Kailua house starts from $387 per night with includes Bedding/Linens, Wellness Facilities, Internet, Kitchen, View, Oceanfront, Breakfast, Laundry, TV, Security/Safety, Sports/Activities, Child Friendly, Balcony/Terrace, Barbecue/Outdoor Cooking, Entertainment, Air Conditioner, Parking, Ocean View with all amenities included. HawaiiVillas pairs each traveler with their ideal accommodation, whether traveling with a group, family, friends, or pets.

Is Kailua house a family-friendly place to stay?

Based on the information we have received from the owner or our partner, this is considered to be a family-friendly property. Families have rated this house good or guests have recommended them suitable for families. As reported by the owner or manager, the house has specified that children are welcome. Please see details about suitability for your family or inquire with the property to learn more.

Is the Kailua house wheelchair accessible or offer services for disabled guests?

Based on the information received from our partner, the Kailua house has not specified they are wheelchair accessible. Likewise, there is not an elevator specified as being available at the property. Specific accessibility details may be addressed in the property details section of this page.

What is the minimum night stay policy for the Kailua house?

Based on the information reported by the owner or manager, the Kailua house indicates 1 day stay policy at this house. Guests are cautioned that the minimum stay policy may differ based on seasonality or availability and may be at the discretion of the owner or manager.

What cancellation policy is in place for Kailua house?

Based on the information reported by the owner or manager, details for the cancellation policy for the Kailua house are as follows: Cancellation policy Guests are cautioned that the cancellation policy may differ based on seasonality, availability, or current travel restrictions. Guests should also be aware that this policy may be subject to change and should be confirmed prior to booking. More details may be available on this page in the property description. However, early check-in or late check-out can sometimes be negotiated between the guest and the owner or the manager of this property.

People Also Ask

Check House Availability
Nightly rates from:
US $387
You will be redirected to  
Hot Deal - It has been viewed 29 times today
Not the right fit? Check out our other properties in Kailua
10.0
Exceptional
(136 Reviews)
600 ft² 2 Guests 1 Bedroom 1 Bathroom
Ocean View Cottage
  • Oceanfront
  • Ocean View
  • Balcony/Terrace
US $317/Night For 7 Nights US $2,219
9.2
Exceptional
(87 Reviews)
1797.57 ft² 7 Guests 3 Bedrooms 4 Bathrooms
Ocean View House
  • Oceanfront
  • Ocean View
  • View
US $275/Night For 7 Nights US $1,925
10.0
Exceptional
(1 Review)
3500 ft² 18 Guests 5 Bedrooms 2 Bathrooms
Ocean View House
  • Oceanfront
  • Ocean View
  • Balcony/Terrace
US $2,802/Night For 7 Nights US $19,611
10.0
Exceptional
(111 Reviews)
3400 ft² 6 Guests 3 Bedrooms 4 Bathrooms
Ocean View House
  • Private Pool
  • Oceanfront
  • Hot Tub
US $710/Night For 7 Nights US $4,969
9.1
Exceptional
(75 Reviews)
1194.79 ft² 2 Guests 1 Bedroom 1 Bathroom
House
  • Balcony/Terrace
  • View
  • Parking
US $284/Night For 7 Nights US $1,988
10.0
Exceptional
(72 Reviews)
1800 ft² 6 Guests 3 Bedrooms 2 Bathrooms
Ocean View House
  • Oceanfront
  • Ocean View
  • Balcony/Terrace
US $450/Night For 7 Nights US $3,149
9.1
Exceptional
(65 Reviews)
64.58 ft² 4 Guests 1 Bedroom 1 Bathroom
Free Cancellation Boat Rental
  • View
  • Parking
  • Child Friendly
US $125/Night For 7 Nights US $875
9.8
Exceptional
(79 Reviews)
604 ft² 2 Guests 1 Bedroom 1 Bathroom
Ocean View Cottage
  • Oceanfront
  • Ocean View
  • Balcony/Terrace
US $147/Night For 7 Nights US $1,029
9.0
Exceptional
(1 Review)
139.93 ft² 8 Guests 4 Bedrooms 2 Bathrooms
House
  • Private Beach
  • Oceanfront
  • Ocean View
US $1,224/Night For 7 Nights US $8,568
9.8
Exceptional
(73 Reviews)
2349 ft² 6 Guests 3 Bedrooms 3 Bathrooms
Ocean View House
  • Private Pool
  • Oceanfront
  • Hot Tub
US $593/Night For 7 Nights US $4,148
8.6
Fabulous
(52 Reviews)
645.83 ft² 3 Guests 1 Bedroom 1 Bathroom
Apartment
  • Oceanfront
  • Ocean View
  • Balcony/Terrace
US $193/Night For 7 Nights US $1,351
9.8
Exceptional
(74 Reviews)
750 ft² 4 Guests 2 Bedrooms 1 Bathroom
Ocean View Cottage
  • Oceanfront
  • Ocean View
  • Balcony/Terrace
US $211/Night For 7 Nights US $1,478
3.5
Average
(2 Reviews)
2 Guests 1 Bedroom 1 Bathroom
House
  • Air Conditioner
  • Internet
  • Security/Safety
US $235/Night For 7 Nights US $1,645
9.8
Exceptional
(44 Reviews)
2000 ft² 8 Guests 4 Bedrooms 1 Bathroom
Ocean View House
  • Private Pool
  • Oceanfront
  • Pool
US $427/Night For 7 Nights US $2,988
9.6
Exceptional
(13 Reviews)
828 ft² 4 Guests 2 Bedrooms 2 Bathrooms
Ocean View Cottage
  • Private Pool
  • Oceanfront
  • Pool
US $591/Night For 7 Nights US $4,139
10.0
Exceptional
(228 Reviews)
4400 ft² 14 Guests 5 Bedrooms 5 Bathrooms
Ocean View House
  • Oceanfront
  • Pool
  • Ocean View
US $2,823/Night For 7 Nights US $19,762
10.0
Exceptional
(134 Reviews)
3157 ft² 14 Guests 5 Bedrooms 4 Bathrooms
Ocean View House
  • Oceanfront
  • Ocean View
  • Balcony/Terrace
US $4,635/Night For 7 Nights US $32,447
10.0
Exceptional
(120 Reviews)
600 ft² 2 Guests 1 Bedroom 1 Bathroom
Ocean View Apartment
  • Oceanfront
  • Ocean View
  • Balcony/Terrace
US $280/Night For 7 Nights US $1,962
9.8
Exceptional
(76 Reviews)
3759 ft² 16 Guests 6 Bedrooms 5 Bathrooms
Ocean View House
  • Private Pool
  • Oceanfront
  • Hot Tub
US $4,216/Night For 7 Nights US $29,513
9.8
Exceptional
(76 Reviews)
700 ft² 4 Guests 1 Bedroom 1 Bathroom
Ocean View House
  • Oceanfront
  • Ocean View
  • Balcony/Terrace
US $240/Night For 7 Nights US $1,681
9.6
Exceptional
(44 Reviews)
416 ft² 4 Guests 1 Bedroom 1 Bathroom
Ocean View House
  • Private Pool
  • Oceanfront
  • Pool
US $752/Night For 7 Nights US $5,261
10.0
Exceptional
(107 Reviews)
400 ft² 2 Guests 1 Bedroom 1 Bathroom
Ocean View Cottage
  • Oceanfront
  • Ocean View
  • Balcony/Terrace
US $415/Night For 7 Nights US $2,908
9.4
Exceptional
(168 Reviews)
500 ft² 2 Guests 1 Bedroom 1 Bathroom
Ocean View House
  • Pool
  • Ocean View
  • Balcony/Terrace
US $686/Night For 7 Nights US $4,805
9.4
Exceptional
(163 Reviews)
500 ft² 2 Guests 1 Bedroom 1 Bathroom
Ocean View Apartment
  • Pool
  • Ocean View
  • Balcony/Terrace
US $642/Night For 7 Nights US $4,491