Best Short-Term Rentals in Kailua

Top Short-Term Rentals in Kailua

Navigate your travels effortlessly with our guide to top short-term rentals in Kailua. Each stay is designed for comfort and convenience, catering to diverse traveler needs.

Short Term Rentals in Kailua
Beautiful Guest House Kailua Beach
House
133 Ulupa Street, Kailua, HI, HI 96734, USA

Featuring a garden, Beautiful Guest House Kailua Beach provides accommodations in Kailua. This property offers access to a balcony, free private parking, and free Wifi. Foster Botanical Garden is 12 miles away and National Memorial Cemetery of the Pacific is 12 miles from the vacation home. Providing a terrace and mountain views, the spacious vacation home includes 1 bedroom, a living room, cable flat-screen TV, an equipped kitchen, and 1 bathroom with a bath and a shower. Towels and bed linen are provided in the vacation home. The property has an outdoor dining area. Kailua Beach is a few steps from the vacation home, while Nuuanu Valley Rain Forest is 8.1 miles away. Honolulu International Airport is 15 miles from the property.

Guest Reviews:

- "Over all satisfied" - "Excellent!" - "It was a great stay." - "Great location and excellent condition - very welcoming host" - "Perfect little place to stay in paradise! Especially liked the large private lanai." - "Beautiful home in a great location close to everything in Kailua!" - "It was a really nice stay." - "We enjoyed our stay. It was nice to have a full kitchen." - "Very nice place in the area" - "Loved the location and would recommend a stay keeping in mind the caveats above."

Short Term Rentals in Kailua
Hawaii's Hidden Hideaway Bed & Breakfast
House
1369 Mokolea Drive, Kailua, HI, 96734, USA

While you're here, you can enjoy all the comforts of home and more, including a refrigerator and free WiFi, as well as a TV and a coffee/tea maker. Other amenities include premium bedding, a pillowtop bed, laundry facilities, and towels.

Guest Reviews:

- "Beautiful area" - "The Hideaway was secluded and safe. The beach was a short walk away and it was tucked in the side of a mountain. I felt welcomed." - "It was very close to the beach. Hearing the birds in the morning was magical. There was plenty of food and nice surprises everywhere " - "Unique location, charm, owner friendliness, comforts" - "We loved everything...peaceful and beautiful...Expedia did a great job getting it for us! Thank you!!"

Short Term Rentals in Kailua
Modern Luxury Beach House Kailua
House
130 Hauoli St, Kailua, HI, HI 96734

A good location for a stress-free holiday in Kailua, Modern Luxury Beach House Kailua is a vacation home surrounded by views of the garden. The property features a garden, tennis court, and parking on-site among other facilities. Both free Wifi and private parking are accessible at the vacation home free of charge. When staying at Modern Luxury Beach House Kailua, guests can use private entrance. The units come with tiled floors and feature a fully equipped kitchen with an oven, a dining area, a flat-screen TV with streaming services, and a private bathroom with bath and a hair dryer. A microwave, a toaster, and fridge are also offered, as well as a coffee machine. At the vacation home, the units include bed linen and towels. Guests at the accommodation will be able to enjoy activities in and around Kailua, like hiking. Kailua Beach is a 3-minute walk from Modern Luxury Beach House Kailua, while Nuuanu Valley Rain Forest is 8.2 miles from the property. Honolulu International Airport is 14 miles away.

Guest Reviews:

- "Amazing! We want to stay here again!" - "Exactly as advertised; whether you're there for the beach, the town, or exploring the islands." - "Beautiful home with a lot of space." - "Relaxing, close to many sights and comfortable!" - "Our stay was perfect, not long enough . The owner met us and made sure we were comfortable and communicated with us thro" - "Excellent cottage , everything you need to stay kitchen, bathroom and spacious studio. Tucked in a private quiet area. I"

Short Term Rentals in Kailua
Hale Oahu Cottage by Avantstay Stunning Beachfront Estate!
House
86 S. Kalaheo Ave., Unit #A, Kailua, HI, 96734, USA

You'll find a kayak on site at this smoke-free vacation home. Kailua Beach is an easy 11-minute walk away, so you can leave your car at the property, which offers onsite parking, or jump in your vehicle to make short work of the 4-minute drive to Lanikai Beach.

You can make the most of the outdoors with the patio and BBQ grill at this vacation home. When you come inside, connect to the free WiFi or get cozy in front of the digital TV (streaming services available).

As you settle into this 1-bedroom rental, you'll find a living room, air conditioning, concierge services, and tour/ticket assistance. Bathroom amenities include free toiletries, towels, and toilet paper. The kitchen is equipped with an oven, a stovetop, and a refrigerator, as well as a coffee maker, a microwave, and cookware. And there's a washer/dryer, so you can even pack a bit lighter.

Amenities:

Bedding/Linens • Kitchen • Tv • Security/Safety • Barbecue/Outdoor Cooking • Other • Internet • Laundry • Child Friendly • Guest Services • Parking • Balcony/Terrace

Short Term Rentals in Kailua
Kailani Loft, Kailua Coconut Grove 1-bedroom
Apartment
539 Halela Street, Kailua, HI, HI 96734, USA

Kailani Loft, Kailua Coconut Grove 1-bedroom is located in Kailua, just 8.5 miles from Nuuanu Valley Rain Forest and 11 miles from Foster Botanical Garden. The air-conditioned accommodation is a 18-minute walk from Kailua Beach, and guests can benefit from on-site private parking and complimentary Wifi. Honolulu Museum of Art is 12 miles away and National Memorial Cemetery of the Pacific is 12 miles from the apartment. Offering a balcony and mountain views, the spacious apartment includes 1 bedroom, a living room, cable flat-screen TV, an equipped kitchen, and 1 bathroom with a walk-in shower. Towels and bed linen are featured in the apartment. For added privacy, the accommodation has a private entrance and soundproofing. Bishop Museum is 12 miles from the apartment, while Manoa Falls is 13 miles away. Honolulu International Airport is 15 miles from the property.

Guest Reviews:

- "Felt right at home" - "In a great location away from the crowds of Waikiki, I highly recommend staying at Kailani Loft." - "Gorgeous and very comfortable" - "We had the best time! Mahalo." - "Super comfy" - "Beautiful Loft" - "Was a great location and best place to stay great neighborhood and friendly neighbors" - "Perfect! Amazing!" - "Great place!" - "It was a pleasant peaceful stay." - "Great apartment in a great location."

Short Term Rentals in Kailua
Palione Papalani by Avantstay New $1.5m Remodel Steps From Kailua Beach w/Private Pool & Hot Tub
Condo
22 Palione Pl, Kailua, HI, 96734, USA

Located in Kailua, this welcoming condo brings it all within your reach. Kailua Bay Beach is just steps away and Kalama Beach Park is within an easy 6-minute walk, so leave your car at the property, which offers onsite parking.

After you return, you can unwind by the outdoor pool or sip a drink on the balcony; you may also like the outdoor furniture and BBQ grill. When you come inside, connect to the free WiFi or get cozy in front of the digital TV (streaming services available).

This 6-bedroom rental features air conditioning, a desk, concierge services, and tour/ticket assistance. Bathroom amenities include free toiletries, towels, and toilet paper. Prepare a home-cooked meal in the kitchen, complete with an oven, a stovetop, and a refrigerator, as well as a coffee maker, a microwave, and cookware. And because there's a washer/dryer, you can go a bit lighter on your packing.

Amenities:

Parking • Internet • Tv • Kitchen • Guest Services • Other • Child Friendly • Balcony/Terrace • Security/Safety • Laundry • Ocean View • Bedding/Linens

Short Term Rentals in Kailua
Kalama Room
Apartment
Kailua, HI, USA

Kalama Room is located in Kailua, just a 6-minute walk from Kailua Beach and 8.6 miles from Nuuanu Valley Rain Forest. This property offers access to a terrace, tennis at the tennis court, free private parking, and free Wifi. The accommodation provides a 24-hour front desk. This air-conditioned apartment comes with a fully equipped kitchen, a seating area, a dining area, and a satellite TV. Towels and bed linen are featured in the apartment. For added privacy, the accommodation features a private entrance. A water park is available on-site and golfing can be enjoyed close to the apartment. Foster Botanical Garden is 12 miles from Kalama Room, while Bishop Museum is 12 miles away. Honolulu International Airport is 14 miles from the property.

Amenities:

View • Other • Ocean View • Parking • Sports/Activities • Internet • Air Conditioner • Barbecue/Outdoor Cooking • Oceanfront • Balcony/Terrace • Security/Safety • Guest Services

Short Term Rentals in Kailua
PRIVATE BEACHFRONT RENTAL
Bed & Breakfast
Kailua, Hawaii, USA

2 Nt's MIN ... 8 Nt's MAX . . . NOTE* Added nights "REQUIRE" Hosts consent.
2 person accommodation only.

Our Hawaiian Style Vacation Rental apartment is "Legally operated", and sits on Kailua Beach, one of Hawaii's most beautiful of white sand beaches, and rated among one of the USA's best.
The apartment is located in the front portion of a beachfront home with a beautiful view of Kailua bay. It has it's own private entrance and has convenient FREE parking on driveway just down sidewalk from the rental unit. The bedroom has one queen-size bed and over head ceiling fan for extra ventilation and comfort. There is a connecting private bathroom and shower supplied with bath towels sets an beach towels.The unit also has a dining table, TV with cable, and unit is computer “WIFI” wireless ready.
There is AC is available for cool air as preferred. The kitchenette is fully equipped with a microwave, large sink, Kreuig coffeemaker with 4 complimentary K- coffee cups to start tenants off, electric hot water kettle, refrigerator with freezer, toaster, dishes, and utensils. There is microwave cooking only . Tenants are responsible for their own food an beverages and all personal soap an toiletries.
Rental has direct side walk private access to front lawn sitting area where tenants can relax an enjoy the spectacular panoramic view of Kailua Bay and Mokulua Twin Islands, with steps just at the yards corner to beach. The front lawn is shared with tenants of second rental on premise. For extra privacy during day, the unit window has been tinted at 82% view protection from outside, an inside there's partial view a full coverage shades for further privacy. Lounge & beach chairs are included for use at rental beach premise only. There are out side hose's and faucets for rinsing off sand after going to beach and swimming. There are convenient clothes lines right outside rental door for drying suits, towels, an clothes. No W/D.

RESERVATIONS: 2 nt MIN - 8 nt MAX - Added nights "REQUIRE" hosts consent + Mid-Stay cleaning

During Christmas & New Year holiday periods - 3 weeks before 12/25, and 1 week after 12/31, we prioritize a 4 day minimum booking, including the holiday..
Arrival/depart fee: Christmas/Thanksgiving $50.

Rates are based on 1-2 adults and all reservations are booked on a “first come basis”.
WE ACCEPT 21 YRS & OLDER . . . NO CHILDREN

ALL CANCELLATIONS "MUST" BE MADE:

- 30 DAYS PRIOR TO ARRIVAL, FOR FULL REFUND.
- 15-29 DAYS PRIOR TO ARRIVAL, FOR HALF REFUND
- 14 DAYS OR LESS, PRIOR TO ARRIVAL, NO REFUND

PRIOR TO ARRIVAL, WE REMIND TENANTS TO PLEASE "REVIEW & VERIFY" OUR

HOUSE POLICIES & GUIDELINE:

* RENTAL FACILITY IS FOR TENANTS USE ONLY

* NO OVERNIGHT GUESTS

* NO MORE THAN 1-2 GUESTS VISITING AT A TIME

* VISITING WITH GUESTS MUST BE "OUTSIDE" ON FRONT LAWN
OR BEACH ONLY

* TENANTS GUESTS MUST PARK ON STREET SIDE BEYOND
CAL-DE-SAC

* MICROWAVE COOKING ONLY

* NO PARTIES OR ENTERTAINING IN RENTAL, OR ON PREMISES

* NO CHILDREN

* SURFBOARDS, BIKES, & LARGE EQUIP "MUST" BE KEPT OUTSIDE ON WALL LEDGE OFF SIDEWALK

* PLEASE TURN OFF ANY LIGHTS, ELECTRICAL APPLIANCES,
AND FANS WHEN NOT IN USE, OR LEAVING RENTAL

* PLEASE RINSE SAND OFF FEET & BEACH CHAIRS

* PLEASE SHAKE SAND OFF BEACH TOWELS, ETC.. PRIOR
TO ENTERING RENTAL

* NO SMOKING

NOTE** WE KINDLY ASK TENANTS TO LEAVE RENTAL STRAIGHTENED IN CONDITION IT WAS IN WHEN ARRIVED

WE THANK YOU VERY MUCH FOR ADHERING!

** This is a licensed rental unit.

~ Hawaii Tax Certificate NUC-90/BB-0029

~ GE/TA tax: 168-049-0496

Keywords: Apartment

Guest Reviews:

- "I wanted a home base while moving my daughter into the University of Hawaii…A place that we could come back to after long days of moving and shopping for dorm supplies that we could just detox and relax. This was the perfect place! The unit was immaculate, the neighborhood was perfect, and you cannot beat the beautiful ocean views, and the ability to be on the sand within steps! Thank you for offering this beautiful studio! it was perfect for quality time with my daughter! Would love to visit again!"

Short Term Rentals in Kailua
Stylish 1BR Apartment with AC Full Kitchen & WD - Just Steps to the Beach
Apartment
Kailua, HI, USA

Stylish 1BR Apartment with AC Full Kitchen & WD - Just Steps to the Beach offers accommodations in Kailua, a 13-minute walk from Kailua Beach and 7.4 miles from Nuuanu Valley Rain Forest. This property offers access to a patio, free private parking, and free Wifi. Honolulu Museum of Art is 12 miles from the apartment and Bishop Museum is 12 miles away. The air-conditioned apartment consists of 1 bedroom, a living room, a fully equipped kitchen with an oven and a coffee machine, and 1 bathroom with a shower and a hair dryer. Towels and bed linen are available in the apartment. For added privacy, the accommodation features a private entrance. A water park is available on-site, and both golfing and windsurfing can be enjoyed close to the apartment. Foster Botanical Garden is 11 miles from Stylish 1BR Apartment with AC Full Kitchen & WD - Just Steps to the Beach, while National Memorial Cemetery of the Pacific is 11 miles from the property. Honolulu International Airport is 14 miles away.

Amenities:

Sports/Activities • Ocean View • Pool • Oceanfront • Barbecue/Outdoor Cooking • Internet • Air Conditioner • View • Other • Parking • Security/Safety • Child Friendly

Short Term Rentals in Kailua
Koi Palms 1 bedroom Cottage - Great location! 5 Minute Walk to Kailua Beach!
Cottage
Kailua, Hawaii, USA

Come and enjoy our island home with us. Koi Palms Cottage is located within our gated property alongside our lovely Koi pond, in the quaint town of Kailua. The owners live on the property in the main house.
The cottage is a 600 square foot 1 bedroom unit. The kitchen is equipped with 2 induction hot plates with stainless steel cookware and a convection oven / microwave oven suitable for baking. A full size refrigerator, dishwasher and a large granite island complete the kitchen space. The bedroom has a king sized bed with luxury linens and a flat screen TV. The living room area is comfortable and inviting. With a 40 inch LED Smart TV and a small library of books from titles we've read to books guests have left behind. Feel free to take one for the plane ride home.
Stroll two blocks to the white sands of Kailua Beach with your morning coffee or tea to see a breathtaking sunrise or through Kailua town at night. Relax and enjoy the tumbling waters of our pond and its colorful Koi fish dancing below your windows. The vacation cottage has one parking space and is a private entrance.
Special Notes:
- This is strictly a non-smoking and no pets property.
- City and County Compliance Statement:
Advertisements for rentals that are not registered or allowed by a NUC must also include the following statement: "this property may not be rented for less than 90 consecutive days. Rental prices will not be reduced or adjusted based on the number of days the rental is actually used or occupied.”

Guest Reviews:

- "Lovely spot, great location, very comfortable, well-appointed, perfect for the two of us. We will definitely return!" - "Great location! The cottage had absolutely everything you could ask for and more. So close to beach and shopping/dinning. Trica and Eric were very accommodating. Would not want to stay anywhere else on our next visit to Hawaii." - "Perfect spot for us!" - "My husband and I had a fabulous stay. The cottage was exactly as advertised. Although we didn't prepare meals the kitchen had everything you could possibly need if you wanted to. Very comfy king sized bed. Beach towels and chairs were very appreciated. The owner was very responsive and helpful up to and during our stay. Just a short walk to beautiful beach and easy access to dining options. Our stay here helped make our anniversary trip very special."

Short Term Rentals in Kailua
Sunny Kailua Home with Covered Lanai 1 Mi to Beach!
House
Kailua, HI, USA

Sunny Kailua Home with Covered Lanai 1 Mi to Beach! is located in Kailua, just one mile from Kailua Beach and 8.1 miles from Nuuanu Valley Rain Forest. Among the facilities at this property are a 24-hour front desk and an elevator, along with free Wifi throughout the property. National Memorial Cemetery of the Pacific is 12 miles away and Honolulu Museum of Art is 12 miles from the vacation home. The air-conditioned vacation home consists of 3 bedrooms, a living room, a fully equipped kitchen with a dishwasher and a coffee machine, and 2 bathrooms with a shower and a hair dryer. Towels and bed linen are featured in the vacation home. For added privacy, the accommodation features a private entrance. Foster Botanical Garden is 12 miles from the vacation home, while Bishop Museum is 12 miles away. Honolulu International Airport is 14 miles from the property.

Amenities:

Guest Services • Sports/Activities • Child Friendly • Internet • Other • Parking • Accessibility • Security/Safety

Short Term Rentals in Kailua
'Kailua Lani Suite' short walk to Kailua Beach. Air conditioned and private.
Apartment
Kailua, Hawaii, USA

"In order to comply with Oahu's 90 day minimum short term rental laws, we may not advertise to rent for a period shorter than 90 days."

Come enjoy island life while staying in our newly built, 600 sq. ft. upstairs suite. Beautifully furnished with a modern meets the beach flare that will have you feeling relaxed and pampered. Fully air conditioned.

View the Ko'olau mountains from the bedroom and the main living area. Gorgeous grey washed wood cabinets, glass and ceramic tile, and diamond white quartz countertops run throughout. The bedroom is appointed with a new king size pillow top bed, dark wood blinds, a 40" TV and split air conditioner. The kitchen is well equipped including a full size refrigerator, dishwasher, convection microwave and 2 induction hotplates. The living area has a large dining island, counter stools, sectional sofa and ottoman, another split air conditioner and 46" TV. Other amenities include a full size washer and dryer, BBQ grill, private patio with outdoor hot/cold shower, beach towels, chairs and umbrella, wheeled cooler and boogie boards.
Free wifi is also available.

Kailua Lani is located on the owners property with a private side entrance and on site parking. Located in Kailua Town on the windward side of Oahu, just a short walk to famous Kailua and Lanikai beaches. On the way to the beach stop by Kailua Beach Center for beach rentals such as kayaks, surfboards, Segways, kite boards and windsurfers. Pick up a plate lunch, slice of pizza or a shave ice there too. Go for a morning walk on the beach with a specialty coffee from Kailua's own Kalapawai market and deli. And don't miss Buzz's Steakhouse for lunch or dinner just around the corner.

You can also walk to the heart of Kailua Town where you will find bike rentals, surf and dive shops, local restaurants and markets such as Whole Foods and many unique island boutiques. Public swimming pool, tennis courts, golf courses, parks, and hiking trails are all nearby.

Special Notices
- This is a no smoking or vaping and no pets property.

Guest Reviews:

- "Everything was perfect. Great location, very nice suite. Thoughtfully appointed. Very clean and modern decor exactly as pictured. Would stay again." - "Very nice place, clean and comfortable, convenient to beaches and Kailua town. Stayed one month and felt a lot like local residents. Excellent shower and bed, well organized kitchen with the slight exception of having to use electric induction units to cook, no integrated range or cooktop. Great tropical breezes so very little need to use A/C. Quiet except for the occasional dog barking next door or birds chirping and fighting outside. Jean and Keith excellent hosts."

Short Term Rentals in Kailua
Relax at Kapakai Cottage 2-Bedroom Comfort with Full Kitchen & WD
Apartment
Kailua, HI, USA

Relax at Kapakai Cottage 2-Bedroom Comfort with Full Kitchen & WD is located in Kailua, just 9 miles from Nuuanu Valley Rain Forest and 12 miles from Foster Botanical Garden. This property offers access to a balcony, free private parking, and free Wifi. Hanauma Bay Nature Preserve is 13 miles from the apartment and National Memorial Cemetery of the Pacific is 13 miles away. Composed of 2 bedrooms, this spacious air-conditioned apartment features 1 bathroom with a hot tub, a bath, and a hair dryer. There is a dining area and a kitchen complete with an oven, a microwave, and a toaster. For added privacy, the accommodation features a private entrance. Guests at the apartment will be able to enjoy activities in and around Kailua, like golfing, windsurfing, and cycling. Honolulu Museum of Art is 13 miles from Relax at Kapakai Cottage 2-Bedroom Comfort with Full Kitchen & WD, while Hawaii Convention Center is 15 miles away. Honolulu International Airport is 16 miles from the property.

Amenities:

Sports/Activities • Guest Services • Internet • Oceanfront • View • Air Conditioner • Parking • Barbecue/Outdoor Cooking • Other • Ocean View • Pool • Security/Safety

Short Term Rentals in Kailua
Available and legal for stays less than 30 days.
Apartment
Kailua, Hawaii, USA

Hawaii Sheffield House has been a legal bed and breakfast for over 35 years. We are available and legal for stays of less than 30 days. We provide a unique neighborhood stay in Kailua Hawaii that is just down the street from Kailua Beach.

The Hawaii Sheffield House Ginger Studio has a 'Secret Garden. The night lighting is enchanting. We are Located at 131 Kuulei Road in Kailua . It has a private entrance and is on the ground floor with windows opening to a tropical bank of Areca palms. The Ginger Studio has a private entrance and a private bath that has a huge walk-in shower . A breakfast bar with toaster oven and coffeemaker and under counter refrigerator is provided in the room. Check the calendar for last minute vacations or specials.

Just outside the door in the garden, is a bubbling fountain in a Chinese steamer pot. There is a comfortable queen size bed. The beach is calling and there are activities galore, a perfect Hawaii vacation. Take a beach chair and a boogie board located by the entry door and walk to Kailua Beach and enjoy some beach time.

There is an Olympic size community swimming pool and tennis courts 13 houses up the street toward Kailua Town. In the other direction is our beach access to Kailua Bay . Hike the Lanikai pillboxes, Visit our wetland, Kawainui marsh. Kailua Beach by Sheffield House is a perfect boogie board spot. Watch the kite surfers or join in. Plan an early morning walk to watch the sunrise.

The Ginger Studio and the Garden Suite 30018 can be combined to make a two bedroom two bath unit and sleep a party of five.

The Ginger Studio has a queen-sized bed with Hawaiian applique quilts and a newly remodeled private bath with a Breccia marble counter top. It has a large shower -big enough for two (no tub). It is equipped with a breakfast bar or kitchenette (No kitchen sink) with a microwave, toaster oven, coffee maker, and under counter refrigerator and a table for two.

While it is air conditioned, ceiling fans are usually all that is needed. Evenings on the beach you will need a light sweater or jacket all year round. The Ginger Studio has an iron, ironing board, hair dryer, cable TV and wifi. There is an indoor rattan table for two as well as an outdoor table for two/three. Towels, beach towels, and paper towels are provided. At this time we are not accepting reservations which include children under the age of three in this room. .

We only accept reservations with small children when this unit is rented together with VRBO 30018. It is possible to sleep a party of 5 with adjoining VRBO 30018

Yes, we are in the tropics so you may see geckos, anoles, chameleons and flying insects. Yes, we do use pesticides.

Note that there are two coin operated laundromats within 1/3 of a mile away.

Hawaii Sheffield House is a non smoking property. The Ginger Studio is a self contained vacation rental with everything there that you might need. There is one free parking space in the driveway of Hawaii Sheffield House just steps from the entrance the Ginger Studio.
(Note: You do not have to circle the block or parking garage looking for parking.)

Sadly, at this time our street can be busier than normal. It is from time to time being used as a detour for the construction at the roundabout at the entry of Lanikai. Hopefully, by the time you read this the detour will be removed.

Contact us regarding specials
early December and early May

Location:
Hawaii Sheffield House
Kailua Oahu Hawaii 96734

State of Hawaii License Number -HI TA137-360-9984-01
City and County of Honolulu -License No. 90/BB-0077

Akamai or smart travelers
The best travel rates are the first three weeks of May. Last three weeks of September, and First three weeks of December.
Always inquire about last minute openings!

Yes, check the calendar . We will take one or two night stays if it fits between other bookings or if it is done within a month or so of travel.
Hawaii Sheffield House has been in business for over 35 years.

Walk to Kailua Beach, Walk to Kailua town, Minutes to beach, Relaxing near beach, 5 minutes to beach, sandy Kailua beach, Walk to Kailua Starbucks, Walk to Kailua Whole Foods,

Guest Reviews:

- "This is the second year in a row we stayed in the Ginger room. We love the location close to the beach and Kailua downtown. The lanai gives you a feeling of space. Exactly as advertised." - "Loved my stay here! The hosts were so generous and helpful. I appreciated that the place was clean, well stocked with coffee and snacks, and located in a perfect location for beach and town activities. The garden courtyard was absolutely beautiful as well. Will definitely be staying here again during my next visit."

Short Term Rentals in Kailua
Your Perfect Home Charming 2BR2BA Apartment with Full Kitchen WD & AC
Apartment
Kailua, HI, USA

Your Perfect Home Charming 2BR2BA Apartment with Full Kitchen WD & AC is located in Kailua, just a 6-minute walk from Kailua Beach and 8.6 miles from Nuuanu Valley Rain Forest. This property offers access to a patio, free private parking, and free Wifi. Foster Botanical Garden is 12 miles away and Bishop Museum is 12 miles from the apartment. The air-conditioned apartment consists of 2 bedrooms, a living room, a fully equipped kitchen with an oven and a coffee machine, and 2 bathrooms with a shower and a hair dryer. Towels and bed linen are featured in the apartment. For added privacy, the accommodation features a private entrance. Guests at the apartment will be able to enjoy activities in and around Kailua, like cycling. A water park is available on-site, and both golfing and windsurfing can be enjoyed close to Your Perfect Home Charming 2BR2BA Apartment with Full Kitchen WD & AC. National Memorial Cemetery of the Pacific is 13 miles from the accommodation, while Honolulu Museum of Art is 13 miles away. Honolulu International Airport is 14 miles from the property.

Amenities:

View • Child Friendly • Ocean View • Internet • Oceanfront • Barbecue/Outdoor Cooking • Sports/Activities • Pool • Security/Safety • Air Conditioner • Other • Parking

Short Term Rentals in Kailua
Charming Lanikai Cottage. Close to beach, A/C, parking.
Cottage
Kailua, Hawaii, USA

Please contact owner for custom stay requests! There may be additional availability. 8085547738

Enjoy this lovely and elegant cottage, one short block from world famous Lanikai beach! The cottage has acacia hardwood floors, and charming shaker style custom cabinetry. It is tastefully decorated with an island style flair. There are granite countertops throughout, and a quaint wine and coffee nook! The unit also provides a comfortable queen-size bed for a peaceful night's rest. There is a 40 inch flat screen TV, as well as a full-size refrigerator, toaster-convection oven, hot plate, coffee maker, and microwave. All cooking utensils are provided. The bathroom has stylish Italian tile and floral accents. The walk-in shower is spacious and includes a convenient bench for sitting as well. Beach towels and chairs are also available to take to world-famous Lanikai beach, just steps away! Swim, snorkel, or just lounge on the sand while gazing at the breathtaking Mokulua islands. Or take a short hike up to the Lanikai pillboxes, and enjoy a magnificent view of Lanikai and Kailua bay. Quaint Kailua town is just a short drive away, featuring boutique shopping, and superb dining. Parking is provided. Come and enjoy this unique island paradise!

Please inquire about availability, custom dates and questions! Contact owner 8085547738. Rental agreement provided.

Travel insurance is also recommended in the event of unforeseen circumstances which would impact the reservation.

Guest Reviews:

- "The cottage is well laid out, beautifully maintained and spotlessly clean. We loved the location in a quiet neighborhood just a short walking distance from Lanikai beach. It was very well equipped with everything we might need in the cottage and at the beach. Kate was excellent communicating us. We could not have had a better experience." - "Amazing location (<5 min walk to the beach, 5 min drive into Kailua - cutest little town!!), perfectly clean cottage with everything you could need, including beach chairs and snorkel gear. Although the cottage is on Kate and Dan's property, it was incredibly private with our own private yard/patio. Bed was incredibly comfortable. I'm a picky gal when it comes to hotels/VRBOs and we honestly couldn't have been happier with our stay."

Short Term Rentals in Kailua
Charming Hale Mokolea in Lanikai 2BR 2BA Full Kitchen
Apartment
Kailua, HI, USA

Charming Hale Mokolea in Lanikai 2BR 2BA Full Kitchen is located in Kailua, just a 13-minute walk from Kailua Beach and 7.4 miles from Nuuanu Valley Rain Forest. Both Wifi and private parking are accessible at the apartment free of charge. Honolulu Museum of Art is 12 miles away and Bishop Museum is 12 miles from the apartment. Featuring a patio, this apartment also includes a satellite TV, a well-equipped kitchen with an oven, a microwave, and a toaster, as well as 2 bathrooms with a bath and a hair dryer. For added privacy, the accommodation features a private entrance. A water park is available on-site, and both golfing and windsurfing can be enjoyed close to Charming Hale Mokolea in Lanikai 2BR 2BA Full Kitchen. Foster Botanical Garden is 11 miles from the accommodation, while National Memorial Cemetery of the Pacific is 11 miles from the property. Honolulu International Airport is 14 miles away.

Amenities:

Internet • Pool • Ocean View • Oceanfront • View • Barbecue/Outdoor Cooking • Guest Services • Security/Safety • Other • Parking • Pet Friendly • Sports/Activities

Short Term Rentals in Kailua
Come relax on the lake! Beautiful lake and mountain views. Kayaks included.
House
Kailua, Hawaii, USA

Contact host for updated calendar. Come and experience life on the lake! This 750 sq ft, second floor one bedroom, one bath with kitchenette, private lanai and private entrance is just what you are looking for. Located in a nice, quiet neighborhood right on Enchanted Lake in Kailua. Wonderful tropical breezes, beautiful views of the lake and mountains. Drop a kayak in the water to cruise around the lake or paddle to Kailua Beach for an adventure! Two miles from Kailua and Lanikai Beach and 1.5 miles to Kailua Town. Parking WiFi, Flat screen TV, Induction hot plate, convection toaster oven, microwave, coffee maker, full size fridge, beach chairs and towels. Please contact owner for availability. TA 064-829-8496-01

Guest Reviews:

- "Marcie’s apartment is absolutely perfect for a stay in Kailua and Kailua is a perfect place for a stay in Oahu (opposed to the hustle and bustle of the Honolulu’s surroundings). Its view is spectacular and neighborhood very familiar and quiet. The kitchen is very well equipped and we used a lot! It’s very close to Kailua and Lanikai beaches, Kailua center, grocery stores and half way to the North Shore and Honolulu! Perfect in all aspects, would love to come back!"

Short Term Rentals in Kailua
A Place of Peace Where Heaven Meets the Ocean
House
Kailua, HI, USA

A Place of Peace Where Heaven Meets the Ocean is located in Kailua, just a 15-minute walk from Kailua Beach and one mile from Lanikai Beach. This property offers access to a terrace, tennis at the tennis court, free private parking, and free Wifi. Honolulu Museum of Art is 14 miles from the vacation home and Hanauma Bay Nature Preserve is 16 miles away. The vacation home features 2 bedrooms, a fully equipped kitchen with a dishwasher and a microwave, a washing machine, and 2 bathrooms with a hair dryer. Towels and bed linen are available in the vacation home. The accommodation is non-smoking. Guests at A Place of Peace Where Heaven Meets the Ocean will be able to enjoy activities in and around Kailua, like golfing, windsurfing, and cycling. Nuuanu Valley Rain Forest is 10 miles from the accommodation, while National Memorial Cemetery of the Pacific is 14 miles from the property. Honolulu International Airport is 17 miles away.

Amenities:

Parking • Barbecue/Outdoor Cooking • Balcony/Terrace • Internet • Oceanfront • View • Ocean View • Security/Safety • Child Friendly • Other • Sports/Activities

Short Term Rentals in Kailua
KAILUA-STEPS TO THE BEACH
House
Kailua Beach, Hawaii, USA

Welcome all guests...long term or min 30 days stays welcome ...Kailua is a relaxed lifestyle, and a Hawaiian home to relax and vacation with your family and friends.The beauty of Judys' Beachside Corner is that you can have one bedroom upstairs, and one downstairs. If you are only 2 guests I can close off the bottom bedroom. Upstairs is the master bedroom with a king bed, living room, kitchen and
bathroom with a tub and shower. Down stairs is a queen bed and a single futon bed ...Island living. You can walk or drive to Kailua town with restaurants and shops, or dine at home. We have beach chairs, towels, and boogie boards, for your day at the beach. The guests who have stayed with me for the past several years continue to come back and love the accommodations, Very clean, updated and fully equipped. It IS A TROPICAL PARADISE, COME AND SHARE THE EXPERIENCE .Aloha in Kailua... THIS IS A MINIMUM 30 DAY RENTAL.....ALL THE RATES ARE FOR 30 DAYS....
EXECPTIONS FOR LESSOR DATES ARE AVAILABLE FOR MILITARY WITH ORDERS, HEALTH CARE WORKERS AND STUDENTS..PLEASE INQUIRE WITH THE HOST. CURRENTLY ONLY 30 DAY RENTALS...Please note effective 1-1-26 all taxes go to 18.5%
Please note there is a $150 maximum allowed per month of use of Electric .any excess will be billed to the tenant....
MAHALO Judy 808-258-3089
Only steps to the Beach.
COME VISIT US AND YOU WILL NEVER STAY IN A HOTEL AGAIN.
Hawaii tax ID# TA & GET: # 131-046-6048-01
TMK:143-080-011-0000

Keywords: Hawaiian Tropical House

Guest Reviews:

- "We just spent an exceptional month at Judy’s beach house and it is a real pleasure to write our impressions. Judy’s beach house is in a wonderful location; indeed at a short walking distance from a beautiful long sandy Kailua beach. Judy has thought of every detail that makes one’s stay comfortable and enjoyable. The decoration is tasteful and blends well with the Hawaiian spirit: the living space is well thought of, the bedrooms and bedding are very comfortable, the kitchen is extremely well equipped and made it possible to prepare family meals at home. Everything was generously provided, from bathroom towels, to paper towels, many condiments, water filter, so many small details that you rarely find in rentals anywhere! Judy provided beach chairs, snorkeling masks, umbrellas. Without these we would not have been able to enjoy the beach as we did. Also Judy kindly made available to us a lot of useful visitor documentation and information on Oahu and Kailua. Most importantly, Judy is an amazing host: her welcoming was heartwarming, after travelling for many many hours it was a blessing to land at her beach house. Judy puts a lot of love and attention in her place, not only is it beautiful, but is clean, and well-kept and maintained. She is a very responsive and helpful host with plenty of great ideas and advice, and she is fun to chat with. Our stay at Judy’s is to be remembered and we would love to have the chance to come back!"

Kailua Short Term Rentals with Parking

Kailua Family Friendly Short Term Rentals

Kailua Short Term Rentals with Entertainment

Kailua Pet Friendly Short Term Rentals

Kailua Short Term Rentals with Private Beach

Kailua Short-Term-Rentals on the Map

Compare the Best Short-Term-Rentals in Kailua – Addresses, Prices, Stars, Rating, and Review Count

Property Name Address Price ($) Star Rating Review Count Book
Beautiful Guest House Kailua Beach 133 Ulupa Street, Kailua, HI, HI 96734, USA 284 4.0 9.1 75 Click here
Hawaii's Hidden Hideaway Bed & Breakfast 1369 Mokolea Drive, Kailua, HI, 96734, USA 325 3.0 8.4 67 Click here
Modern Luxury Beach House Kailua 130 Hauoli St, Kailua, HI, HI 96734 275 4.0 9.1 73 Click here
Hale Oahu Cottage by Avantstay Stunning Beachfront Estate! 86 S. Kalaheo Ave., Unit #A, Kailua, HI, 96734, USA 1106 3.0 1 Click here
Kailani Loft, Kailua Coconut Grove 1-bedroom 539 Halela Street, Kailua, HI, HI 96734, USA 193 4.0 9.3 47 Click here
Palione Papalani by Avantstay New $1.5m Remodel Steps From Kailua Beach w/Private Pool & Hot Tub 22 Palione Pl, Kailua, HI, 96734, USA 2892 3.0 1 Click here
Kalama Room Kailua, HI, USA 104 4.0 1 Click here
PRIVATE BEACHFRONT RENTAL Kailua, Hawaii, USA 507 10.0 148 Click here
Stylish 1BR Apartment with AC Full Kitchen & WD - Just Steps to the Beach Kailua, HI, USA 173 4.0 1 Click here
Koi Palms 1 bedroom Cottage - Great location! 5 Minute Walk to Kailua Beach! Kailua, Hawaii, USA 317 10.0 135 Click here
Sunny Kailua Home with Covered Lanai 1 Mi to Beach! Kailua, HI, USA 209 4.0 1 Click here
'Kailua Lani Suite' short walk to Kailua Beach. Air conditioned and private. Kailua, Hawaii, USA 189 10.0 120 Click here
Relax at Kapakai Cottage 2-Bedroom Comfort with Full Kitchen & WD Kailua, HI, USA 219 4.0 1 Click here
Available and legal for stays less than 30 days. Kailua, Hawaii, USA 372 10.0 106 Click here
Your Perfect Home Charming 2BR2BA Apartment with Full Kitchen WD & AC Kailua, HI, USA 261 4.0 1 Click here
Charming Lanikai Cottage. Close to beach, A/C, parking. Kailua, Hawaii, USA 430 10.0 103 Click here
Charming Hale Mokolea in Lanikai 2BR 2BA Full Kitchen Kailua, HI, USA 273 4.0 1 Click here
Come relax on the lake! Beautiful lake and mountain views. Kayaks included. Kailua, Hawaii, USA 228 10.0 101 Click here
A Place of Peace Where Heaven Meets the Ocean Kailua, HI, USA 662 4.0 1 Click here
KAILUA-STEPS TO THE BEACH Kailua Beach, Hawaii, USA 191 10.0 86 Click here

Note: The prices for each Short-Term-Rentals in Kailua do vary. This can be because of the number of people you are booking for, how far in advance you book and the season. The prices above are only meant as a rough estimate for comparison purposes. Click the buttons above (or click here) to get the latest prices.

Frequently Asked Questions

Short-term rentals in Kailua that include a pool include:

  • Palione Papalani by Avantstay New $1.5m Remodel Steps From Kailua Beach w/Private Pool & Hot Tub.- Review Count: 0, Rating: 0.0
  • Stylish 1BR Apartment with AC Full Kitchen & WD - Just Steps to the Beach.- Review Count: 0, Rating: 0.0
  • Relax at Kapakai Cottage 2-Bedroom Comfort with Full Kitchen & WD.- Review Count: 0, Rating: 0.0

Short-term rentals in Kailua that offer shuttle or transport services include:

  • Oahu Camper Adventures.- Review Count: 1, Rating: 10.0

Family-friendly short-term rentals in Kailua include:

  • Hawaii's Hidden Hideaway Bed & Breakfast.- Review Count: 67, Rating: 8.4
  • Modern Luxury Beach House Kailua.- Review Count: 73, Rating: 9.1
  • Hale Oahu Cottage by Avantstay Stunning Beachfront Estate!.- Review Count: 0, Rating: 0.0

Pet-friendly short-term rentals in Kailua include:

  • Charming Hale Mokolea in Lanikai 2BR 2BA Full Kitchen.- Review Count: 0, Rating: 0.0
  • Oahu Camper Adventures.- Review Count: 1, Rating: 10.0
  • Beachfront spectacular Kailua beach.- Review Count: 1, Rating: 9.0

Short-term rentals in Kailua that offer breakfast options include:

  • Modern Luxury Beach House Kailua.- Review Count: 73, Rating: 9.1
  • Beachfront spectacular Kailua beach.- Review Count: 1, Rating: 9.0

Short-term rentals in Kailua with guest parking include:

  • Beautiful Guest House Kailua Beach.- Review Count: 75, Rating: 9.1
  • Modern Luxury Beach House Kailua.- Review Count: 73, Rating: 9.1
  • Hale Oahu Cottage by Avantstay Stunning Beachfront Estate!.- Review Count: 0, Rating: 0.0

Some of the best Short Term Rentals in Kailua are:

  • Beautiful Guest House Kailua Beach.- Review Count: 75, Rating: 9.1
  • Modern Luxury Beach House Kailua.- Review Count: 73, Rating: 9.1
  • Kailani Loft, Kailua Coconut Grove 1-bedroom.- Review Count: 47, Rating: 9.3

Some of the popular Short Term Rentals in Kailua are:

  • PRIVATE BEACHFRONT RENTAL.- Review Count: 148, Rating: 10.0
  • Koi Palms 1 bedroom Cottage - Great location! 5 Minute Walk to Kailua Beach!.- Review Count: 135, Rating: 10.0
  • 'Kailua Lani Suite' short walk to Kailua Beach. Air conditioned and private..- Review Count: 120, Rating: 10.0