Oahu's Windward Coast Bed and Breakfast Inns | Places to Stay in Oahu's Windward Coast

June 7, 2023 Kandra Bartel

Discover the best Bed and Breakfast Inns in Oahu's Windward Coast, Oahu, Hawaii including Lanikai Beach Rentals LLC, Papaya Paradise Bed and Breakfast, Pillows in Paradise Bed & Breakfast, Sheffield House Bed & Breakfast, Ali'i Bluffs Windward Bed and Breakfast, Kailua Guesthouse, Auntie Barbara's, Manu Mele Bed and Breakfast, Hawaii's Hidden Hideaway, Paradise Palms Bed and Breakfast.
Things to do in Oahu's Windward Coast

1. Lanikai Beach Rentals LLC

1277 Mokulua Dr, Kailua, Oahu, HI 96734-3249
Excellent
92%
Good
6%
Satisfactory
0%
Poor
1%
Terrible
1%
Overall Ratings

5 based on 115 reviews

Lanikai Beach Rentals LLC

Our Lanikai Garden Studio has had a complete make-over! New flooring, kitchen, stainless appliances, paint, double pane windows, window treatments and a 24,000 btu Mitsubishi "whisper quiet" air conditioning system. This home within a room is a place where you will be able to relax and feel totally at ease. With ample space and an abundance of windows and tropical flora views. All of this is accessed through the studio's private gated garden entry, and is just 100 yds. to Lanikai Beach.

Perfectly Romantic! Highly recommended!

Reviewed By RomanticTravelers888

The Garden Studio in Lanikai is perfect for couples! The studio is in the small and quiet ocean front “village” of Lanikai, and is very private and perfectly-decorated for a romantic getaway. No one walks past the cottage or can see past the lush tropical flowers and privacy fence, so you can leave the blinds and windows completely open to enjoy the tropical breeze, see the tropical plants, and hear the birds singing in the morning. The decorations are perfect for Hawaii: you feel like you’re living in a local’s cottage, with many shells, paintings, books, and photographs from around Lanikai which creates a very warm and personal environment. There’s even a small hula dancer statue on the kitchen table. We love lounging in the private yard under the garden umbrella. We enjoy Rick & Nina’s property so much that we stay here every time we visit Oahu! The amenities, especially beach chairs, beach towels, and beach umbrella make our days at the beach much more enjoyable, plus we don’t have to pack as much in our bag or buy beach gear for our visits. Rick and Nina are the perfect hosts: you have complete privacy, yet they are readily available by phone. There is a large book full of information about the property, places to eat, and things to do. This side of Oahu is gorgeous and quiet. When you sit on the beach, you have a picture-perfect view of the Mokulua islets (seabird sanctuaries), the turquoise water, palm trees, occasional sand crabs and kayakers. Best of all, you have an unobstructed view of the lushness of Oahu (without high-rise buildings). Honestly, this place is worth every penny we spend.

2. Papaya Paradise Bed and Breakfast

395 Auwinala Rd, Kailua, Oahu, HI 96734-3434
Excellent
69%
Good
21%
Satisfactory
3%
Poor
3%
Terrible
2%
Overall Ratings

4.5 based on 121 reviews

Papaya Paradise Bed and Breakfast

A hosted/licensed Bed and Breakfast home in Kailua, Oahu, Hawaii since 1987 with original owners. The 2 units can accommodate 2 people each are on the ground floor each with a private entry, private bath, AC, TV with DVD and movie library,internet access (bring your laptop) that opens onto a swimming pool with views of the Koolau mountains. One unit has a king size bed, the other unit has a queen size bed and single bed. A daily self-catered breakfast (we provide cereal with milk; bagel with cream cheese, bread for toast with jams,jellies, peanut butter) is included in the price.have . A full size fridge w/freezer, microwave and toaster just for the guests in our 2 units is available in a separate area.Papaya Paradise is located just 1/2 mile from Kailua Beach, which was voted the #1 beach in the country in 1998 (we provide beach accessories)and Kailua town. Free off street parking. Honolulu Airport and Waikiki is just a 20/30 minute drive away. All activities and attractions are within a 60/75 minute drive. TA#W00301866. 90/BB-0021

A Wonderful Spot On O'ahu

Reviewed By R7399QXMD

Papaya Paradise is so close to the best beaches in O'ahu, it is a bit quieter than some other super touristy spots, and the hosts are wonderful. My husband and I stayed here for our very belated honeymoon and we were so happy we did. We had access to Kailua and Lanikai Beach, the hosts offered many great suggestions for places to eat and visit, and we were in a quiet community. The room/space is very homey and we were glad to have air conditioning to put on when we were in the room, as it was very warm in June! We were happy to have a clean and quiet room to rest at the end of each day!

3. Pillows in Paradise Bed & Breakfast

336 Awakea Rd, Kailua, Oahu, HI 96734-3451
Excellent
72%
Good
14%
Satisfactory
5%
Poor
6%
Terrible
3%
Overall Ratings

4.5 based on 65 reviews

Pillows in Paradise Bed & Breakfast

Finding an ideal family-friendly bed and breakfast in Kailua does not have to be difficult. Welcome to Pillows in Paradise Bed & Breakfast, a nice option for travelers like you. You’ll enjoy relaxing rooms that offer a kitchenette, air conditioning, and a refrigerator, and you can stay connected during your stay as Pillows in Paradise Bed & Breakfast offers guests free wifi. Plus, Pillows in Paradise Bed & Breakfast offers a pool and free breakfast, providing a pleasant respite from your busy day. For guests with a vehicle, free parking is available. During your visit, be sure to check out one of Kailua's popular crab restaurants such as Cinnamon's Restaurant, Buzz's Original Steak House, and Kalapawai Cafe & Deli, all a short distance from Pillows in Paradise Bed & Breakfast. During your visit, be sure to check out Lanikai Pillboxes (1.0 mi), which is a popular attraction within walking distance of the bed and breakfast. Pillows in Paradise Bed & Breakfast puts the best of Kailua at your fingertips, making your stay both relaxing and enjoyable.

Home for a week

Reviewed By MominOC

We stayed in the Magnolia room that is quite small. No seating other than the bed since the chairs were needed to keep the suitcases off the floor. It was very nice to have coffee in the morning in the room. Owners leave coffee & creamer for you to use. They also cut the fresh pineapple for you upon arrival....we enjoyed it all week. The lighting in the room is well done - especially the bathroom! Owners were kind.

4. Sheffield House Bed & Breakfast

131 Kuulei Rd, Kailua, Oahu, HI 96734-2719
Excellent
60%
Good
21%
Satisfactory
10%
Poor
6%
Terrible
2%
Overall Ratings

4.5 based on 48 reviews

Sheffield House Bed & Breakfast

Hawaii Sheffield House: in Kailua, Oahu, Honolulu. Walk to sandy Kailua Beach or Kailua Town. Off street parking, private entrance, private baths outdoor shower, complementary FIRST morning breakfast of pastry , juice, coffee, tea provided in your room. Two units: Garden Suite available 2/5-7, 2/24-3/4, 3/7-4/16,4/21-26,5/3-11, 5/18 on more in 2018. With kitchenette and outdoor garden. And Ginger Studio available : 1/28-2/1, 2/24-3/9, 3/16-4/18, 4/27-5/26, 5/29 on 2018 The Ginger Studio breakfast bar microwave, toaster and refrig. secret garden. Rented together sleeps 5 people. Queen beds with Hawaiian quilts. Free high speed WiFi. AC. Towels, paper towels and beach towels . Irons and hairdryers . Both units are non-smoking units. cable TV phone . Licensed by City and County of Honolulu and State of HI. Providing hospitality in Kailua for over 30 years.

Anniversary trip

Reviewed By 592daliam

Rachel and Paul were great host. The ginger suite was perfect. Loved the private suite and courtyard. Location was close to beautiful beach and good restaurants. Rachel assists us with ice. Mike and I really enjoyed our stay.

5. Ali'i Bluffs Windward Bed and Breakfast

46-251 Ikiiki St, Kaneohe, Oahu, HI 96744-4034
Excellent
73%
Good
17%
Satisfactory
6%
Poor
4%
Terrible
0%
Overall Ratings

4.5 based on 48 reviews

Ali'i Bluffs Windward Bed and Breakfast

This is a traditional B&B which is located on the Windward Coast of O'ahu, overlooking a 700 year old Hawaiian Fish Pond and Kaneohe Bay. It offers two guest rooms - the Victorian Room with a Queen bed and attached private bath and the Circus Room with two extra long twin beds and a private bath located across the corridor from the room. Breakfast is served by the pool each morning and the guests are welcome to use the living room, lanai and pool area. The house is filled with artwork and antiques and a wonderful collection of Persian carpets. Iced water and glasses are provided in the rooms, glasses and ice are in the bar area, refrigerator space is provided for guest's drinks and prepared foods. Free wireless connection is available. Parking is in the driveway. A wonderful location for exploring the entire island and hosts who go out of their way to advise, assist and welcome guests to O'ahu. There are no extra charges above and beyond the nightly room charge

Awesome

Reviewed By Pennybridge

Was just checking in and noticed something about you guys maybe selling your place. Thats too bad, but I guess there's a time for everything huh? Just wanted you guys to know that me and Sanna still talk about you guys from time to time and remember our stay at your place fondly, even though its 4 years ago now. Time really flies huh! Well, I hope this finds you and finds you well. During our around the world trip. We stayed at 27 places all around the world. Yours is pretty much the only one we still remember like it was yesterday. Fondly Chris and Sanna

6. Kailua Guesthouse

345 Wanaao Rd, Kailua, Oahu, HI 96734-3467
Excellent
72%
Good
21%
Satisfactory
3%
Poor
0%
Terrible
3%
Overall Ratings

4.5 based on 29 reviews

Kailua Guesthouse

Aloha from Kailua Guesthouse - Fresh new vacation rental cottages just a 10-minute walk from America's Beast Beach at Kailua, Oahu, Hawaii. We have two beautiful suites - our Beach Bungalow and Palm Cabana. Each suite has a king bed and additional sofa bed or futons for up to three guests plus a private bath with shower and tub, kitchenette and lanai. • Each suite sleeps 2 to 3 adults • Assigned parking on property • Air conditioning & ceiling fan • Full bath with tub • Kitchenette with rice & Kona coffee • Color TV with VHS and DVD • Video library with 100 tapes and DVD's • Free WIFI Internet access • In-room digital safe • Spacious lanais (balconies) • Mountain views • FREE Local & Long Distance Phone to the Mainland U.S. & Canada At Kailua Guesthouse, you can hear the surf at night. If you're looking for out of the way Hawaii vacation rental or a terrific Oahu bed and breakfast, look no further. We're a third-generation kama'aina residence 3-blocks from Kailua Beach in a lovely neighborhood in the nicest place on earth. Kailua Guesthouse is a pleasant 10-minute walk to Kailua Shopping Center, Hahani Plaza, Kailua Village Shops and the Post Office. There are two bus stops just steps from our front gate. You don't even need to rent a car. Kailua has over 100 restaurants with all sorts of ethnic and regional cuisines. An entire island of fine dining is yours from our Oahu vacation rental.

Highly recommend

Reviewed By elenageorge_nz

We enjoyed our recent stay in the Beach Bungalow. Fully equipped and very clean with everything you need including free laundry facilities. Some aspects of the unit were very dated and could be refreshed and the yard could be tidier, but we were very comfortable and would stay again. Only 10 minute walk to beach or town. The owners are helpful and live onsite if you need them but otherwise respect your privacy which we liked. The only thing I would like to suggest is a washing line outside so laundry doesn't go straight in the dryer! With such beautiful weather I was shocked that the dryer is used at all as it would dry pretty fast outside and avoid the cost and energy use of a dryer.

7. Auntie Barbara's

516A N Kainalu Dr, Kailua, Oahu, HI 96734-7117
Excellent
63%
Good
19%
Satisfactory
6%
Poor
6%
Terrible
6%
Overall Ratings

4.5 based on 16 reviews

Auntie Barbara's

Located in beautiful Kailua a block and 1/2 from the beach. One unit for 2 people with private entrance, microwave, refrigerator, coffee maker and toaster with Kbed. The larger unit sleeps 5 and has a living room, bedroom (Qbed) and kitchen. Both units have private lanai with grills. We are a 5 min. drive from Kailua town. We supply tea and coffee.

Perfect

Reviewed By thornhillr59

Short walk to the beach, an extremely clean and comfortable place to stay. Landlord on site, good people. Beach equipment to use for free. A large rental and a small rental. Read all the descriptions. Small is small but all that is needed if you are outside ENJOYING Kailua and Oahu! Shower, sleep and get outside again! A great place to stay.

8. Manu Mele Bed and Breakfast

153 Kailuana Pl, Kailua, Oahu, HI 96734-1671
Excellent
60%
Good
27%
Satisfactory
9%
Poor
1%
Terrible
2%
Overall Ratings

4.5 based on 81 reviews

Manu Mele Bed and Breakfast

Welcome to Manu Mele Bed and Breakfast, your Kailua “home away from home.” Manu Mele Bed and Breakfast aims to make your visit as relaxing and enjoyable as possible, which is why so many guests continue to come back year after year. The rooms offer a refrigerator and air conditioning, and getting online is possible, as free wifi is available, allowing you to rest and refresh with ease. In addition, as a valued Manu Mele Bed and Breakfast guest, you can enjoy a pool that is available on-site. Guests arriving by vehicle have access to free parking. While in Kailua be sure to experience local shrimp favorites at Boots & Kimo's Homestyle Kitchen, Buzz's Original Steak House, or Uahi Island Grill. There is no shortage of things to do in the area: explore popular state parks such as Ulupo Heiau State Monument. Manu Mele Bed and Breakfast puts the best of Kailua at your fingertips, making your stay both relaxing and enjoyable.

Wonderful Stay In The Hibiscus Room

Reviewed By ajh0009

We found out about Manu Mele Bed & Breakfast through AirBnB, and booked our stay through AirBnb, but for future trips, it’s awesome that we will be able to book directly! We booked the Hibiscus room with king bed. We actually booked it pretty last minute so I was very thankful Carol was able to work with me and add us into her bookings. She was also very flexible with check in and made it very easy, Carol was an amazing host. We loved talking to her and getting to know her and appreciated all of her recommendations. She provided everything we needed for a great stay in Kailua. It was so nice that she had fresh fruit available upon check in. All of the other food items she provided were also great for snacks and breakfast. It is an amazing location that includes safe, guaranteed parking, and easy, walking access to the beach. The garden area and pool were also great to have available to use! It was also one of the most comfortable beds that we have ever stayed on so we got the sleep we needed after busy days exploring! Thank you again Carol! We hope to come back soon! Amanda & Joy

9. Hawaii's Hidden Hideaway

1369 Mokolea Dr, Kailua, Oahu, HI 96734-3240
Excellent
56%
Good
9%
Satisfactory
4%
Poor
12%
Terrible
18%
Overall Ratings

3.5 based on 89 reviews

Hawaii's Hidden Hideaway

You are invited to be our guest in this award winning, licensed bed & breakfast. Considered one of the best vacation spots on the island and recipient of the Most Romantic Hideaway Award, Hawaii’s Hidden Hideaway B&B is second to none. We are ideal for honeymooners, special occasions, a family or those on business. With a unique style of accommodation and three gorgeous private units - including one suite and two studios, all of our guests enjoy private baths, kitchenettes, and lanais (beautiful patios) and gorgeous garden views. We are always open to offering suggestions for day trips and hikes and your stay always includes parking and wifi free of charge. We want you to relax and enjoy the island as much as we do. Only a short walk to the world famous Lanikai and Kailua Beaches, with pristine turquoise waters and fine white sand. Watch the sunrise from your private lanai, listen to the ocean on a quiet night or walk on the beach and watch the moonrise between the islands. This distinctive spot on the Windward side of Oahu is only a 30-minute drive from Waikiki, Honolulu or from the airport. Five minutes away, in the quaint town of Kailua, are some of the top restaurants on the island, antique shops, and rentals for kayaks and windsurfing. Don't forget to check out one of the best hikes on the island right behind the B&B. Plan your stay with us today!

Wonderful B&B in Lanikai

Reviewed By Melorafern

Hawaii Hideaway B&B is the perfect location, comfortable, clean and very accommodating! I stayed for two weeks and loved every minute! Janice has thought of every little thing you may need - from many kitchen items, to extra food, to extra towels, cooler, beach bag, beach mats and even umbrellas for those occasional rain showers. Nestled back in a quiet neighborhood, minutes walk or bike ride to the beach and carport parking - the location is great! I rented a bike (The Bike Shop recommended by Janice) and rode all over Kailua - mostly to the beach. Nearby Lanikai and Kailua beach are often rated the best because they are beautiful, full of activity but also quiet spots and great for sunrises, long walks and swimming. The room is very clean, with a small table, comfortable bed and great bathroom suite. The shower and all the provided toiletries worked great and were much appreciated. Janice provides fresh fruit, juices, water, pastries and more upon arrival. The kitchenette is well stocked with a mini fridge, microwave, coffee pot, hot plate, dishes, silverware, pots, pans and many kitchen utensils. The outdoor spaces were great too - I spent many mornings on my private lanai enjoying the beautiful tropical plants, birds and breezes. The room has A/C and plenty of fans - I felt very comfortable and secure. I highly recommend the Hawaii Hideaway Bed and Breakfast and hope to come back soon!

10. Paradise Palms Bed and Breakfast

804 Mokapu Rd, Kailua, Oahu, HI 96734-1631
Excellent
50%
Good
25%
Satisfactory
13%
Poor
0%
Terrible
13%
Overall Ratings

4 based on 8 reviews

Paradise Palms Bed and Breakfast

Paradise Palms Bed and Breakfast is an excellent choice for travelers visiting Kailua, offering many helpful amenities designed to enhance your stay. Rooms at Paradise Palms Bed and Breakfast provide a kitchenette, a refrigerator, and air conditioning. Travelers looking to enjoy some filet mignon can head to Buzz's Original Steak House. Otherwise, you may want to check out a cafe such as Moke's Bread and Breakfast, Boots & Kimo's Homestyle Kitchen, or Muddy Waters Espresso. If you’re looking for something to do, Aikahi Playground (0.3 mi) is a nice way to spend some time, and it is within walking distance of Paradise Palms Bed and Breakfast. Enjoy your stay in Kailua!

Everything was great except the bed and breakfast...

Reviewed By Tox1cShamrock

My husband and I stayed at Paradise Palms for 2 nights. Peter was very friendly and greeted us upon arrival. He was a great host and gave us several pointers of the area. There are many good dining options nearby. The room itself was extremely clean and decorated nicely. The bathroom was huge and featured a beautiful tiled shower. The reason for the average review is because the bed was very uncomfortable. We felt the springs digging into our backs and neither of us slept well during our stay here. We are also pretty sure it was a full size bed and not a queen as advertised. We were also disappointed with the breakfast. Normally, you get a hot breakfast with some protein at a B&B but this was just some bread and yogurt left in a fridge. The beach wasn’t an easy trek. You have to walk 10-15 minutes on a busy road with no sidewalks. We were under the impression it was much closer. Overall, it was fine but we wouldn’t stay here again.

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