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

9.8 (126 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.

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Kailua, 96734, USA

Amenities

Air ConditionerAir Conditioner
ParkingParking
TVTV
ViewView
Ocean ViewOcean View
Balcony/TerraceBalcony/Terrace
Security/SafetySecurity/Safety
Sports/ActivitiesSports/Activities
Bedding/LinensBedding/Linens
Wellness FacilitiesWellness Facilities
Guest ServicesGuest Services
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
  • 1 bathroom1 bathroom
  • SoapSoap
  • ShampooShampoo
  • Towels providedTowels provided
  • Toilet paperToilet paper
  • Hair dryerHair dryer
BedroomBedroom
  • Breakfast available for a feeBreakfast available for a fee
  • Day bedDay bed
  • 1 bedroom1 bedroom
  • Bed sheets providedBed sheets provided
KitchenKitchen
  • Coffee/tea makerCoffee/tea maker
  • StovetopStovetop
  • Cookware/dishes/utensilsCookware/dishes/utensils
  • Electric kettleElectric kettle
  • Paper towelsPaper towels
  • RefrigeratorRefrigerator
  • ToasterToaster
  • SpicesSpices
  • MicrowaveMicrowave
LaundryLaundry
  • Near laundromatNear laundromat
Ocean ViewOcean View
  • Beach towelsBeach towels
  • Beach sun loungersBeach sun loungers
  • Near the beachNear the beach
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
  • 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.
  • Smoke-free propertySmoke-free property
  • Tile flooring in public areasTile flooring in public areas
ActivitiesActivities
  • Snorkeling nearbySnorkeling nearby
  • Scuba diving nearbyScuba diving nearby
  • Basketball nearbyBasketball nearby
  • Mountain biking nearbyMountain biking nearby
  • Water sports equipmentWater sports equipment
  • Kayak on siteKayak on site
  • Boat on siteBoat on site
  • Golfing on siteGolfing on site
  • Swimming nearbySwimming nearby
  • Tennis on siteTennis on site
  • Hiking nearbyHiking nearby
  • Fitness facilities nearbyFitness facilities nearby
  • Golf nearbyGolf nearby
  • Birdwatching nearbyBirdwatching nearby
  • Horse riding nearbyHorse riding nearby
EntertainmentEntertainment
  • GamesGames
  • Smart TV with cable/satellite serviceSmart TV with cable/satellite service
  • BooksBooks
GeneralGeneral
  • Near a hospitalNear a hospital
  • In a villageIn a village
  • Near the seaNear the sea
  • Near the bayNear the bay
  • Near a health or beauty spaNear a health or beauty spa
  • Near a zooNear a zoo
  • EnglishEnglish
  • Unit size: 400 sq ft (37 sq m)Unit size: 400 sq ft (37 sq m)
Guest ServicesGuest Services
  • Children's booksChildren's books
  • Children's toysChildren's toys
  • Guidebooks/recommendationsGuidebooks/recommendations
  • Iron/ironing boardIron/ironing board
InternetInternet
  • Free WiFi, with speed of 250+ Mbps (good for 3–5 people or up to 10 devices)Free WiFi, with speed of 250+ Mbps (good for 3–5 people or up to 10 devices)
OutdoorsOutdoors
  • GardenGarden
  • Charcoal grillCharcoal grill
  • Outdoor furnitureOutdoor furniture
  • PatioPatio
  • Fenced yardFenced yard
Security/SafetySecurity/Safety
  • 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)
  • 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)
  • First aid kitFirst aid kit
  • Fire extinguisherFire extinguisher
  • Deadbolt lockDeadbolt lock

Policies

Check-in
Check-in
Check-in time starts at 3:00 pm
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 special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed onsite parties or group events are strictly prohibited 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 safety features at this property include a fire extinguisher, a first aid kit, and a deadbolt lock this property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children; if you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room 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 property registration number ta-137-360-9984-01, ge-137-360-9984-01, 430720040000, 1990/nuc-1817 property registration number ta-137-360-9984-01, ge-137-360-9984-01, 430720040000
License number: TA-137-360-9984-01, GE-137-360-9984-01, 430720040000, 1990/NUC-1817

Reviews

Ann J.
Jun 17, 2026 11:05:27 AM
Review Score:   10
Summary: This is a beautiful property in an excellent location. It is close to the beach and some great restaurants. The AC kept us cool in the evenings. Paul and Rachel were wonderful hosts.
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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 $483 per night with includes Air Conditioner, Parking, TV, View, Ocean View, Balcony/Terrace, Security/Safety, Sports/Activities, Bedding/Linens, Wellness Facilities, Guest Services, Entertainment, Breakfast, Barbecue/Outdoor Cooking, Child Friendly, Internet, Kitchen, Laundry 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.