Kailua Guesthouse - Vacation Rentals in Kailua, Hawaii at America's Best Beach 1998
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View from this spot on Kailua Beach.
Walk to the beach. Run around town. Sleep 'til noon.


Kailua Guesthouse has been named 'our pic' by the editors of Lonely Planet Guide for top Kailua accommodations

HOT FLASH! Kailua Guesthouse has been selected as "our pick" in top Kailua accommodations by Lonely Planet Guide Hawaii 2010. Read all about it!

Availability Calendars

Aloha from Kailua Guesthouse—Fresh new treetop cottages just a 10-minute walk from Kailua Beach Park or shopping and dining in Kailua, Oahu, Hawaii 96734. These are two very nice Kailua vacation rentals.

If you're looking for a cheap Kailua hotel, you're out of luck. Looking for an upscale Kailua vacation rental, you've found it! Take a look at our Beach Bungalow, Palm Cabana and both suites as 2-bedrooms & 2-baths. For all current availability see Availability Calendar. Don't wait. You won't find any last minute reservations at any Kailua hotels. Most of the accommodations in Kailua are booked months in advance so inquire now if you are coming to the Islands.

Seven golf courses in a five-mile radius, tennis courts, Olympic-size pool, fabulous beaches, activity adventures, exciting shopping, and gourmet dining -- Kailua has everything. Ops. Not everything.
Kailua, Hawaii USA

Four miles of white sand beach with no Kailua hotels, no Kailua resorts anywhere. There's no Sheraton, no Outrigger, no Kailua Hyatt. No time shares. No Kailua beachfront condos. And only a few honky tonk bars. Can you imagine? Some visitor destination!

How close are we to the beach? 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 with two terrific tree top cottages about 3 blocks from Kailua Beach in a lovely neighborhood in the nicest place on earth. What more could you ask for? Let us know. We just don't serve breakfast.
Now visit Kailua Guesthouse on Facebook

How close are we to shopping and dining in Kailua town? 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. New "101 Things to do in Kailua"

Our $139 Internet Special is available until Dec. 15, 2016. See rates. To check availability or request a time period, use our online reservation request or call 1-808-261-2637.  From U.S. and Canada call toll-free 1-888-249-5848.

• Each suite sleeps 2 to 3 adults • Extra-long twins and king beds • Assigned parking on property
• Air conditioning & ceiling fan • Full bath with tub • Kitchenette with rice & Kona coffee
• Flat Screen LCD TV with DVD • Video library with 100 CDs • Broadband WIFI Internet access
• In-room digital safe • Spacious lanais (balconies) • Mountain views
FREE Digital HD TV with control box and hundreds of channels FREE Local & Long Distance Phone to the Mainland U.S. & Canada FREE Wireless Broadband High-Speed WIFI at 30 ~ 50 MBPS

Kailua Guesthouse Beach Bungalow Beach Bungalow $139/nite
Kailua Guesthouse Palm Cabana Palm Cabana $159/Night

Click here for Reservations or call for information:
Toll Free: 888-249-5848
Ph: 808-261-2637
E-mail info@kailuaguesthouse.com


Kailua mornings are incredible. Sometimes it's like waking up in heaven.

Shot from the second floor at Kailua Guesthouse, Mount Olomana is visible at the center. Nuuanu Pali is on the right. For more great Kailua photos take a look at our three photo galleries.

Kailua Guesthouse Photo Gallery

Hawaii Beach Wallpaper Gallery

Kailua Beach Photo Gallery


Look for Kailua Guesthouse on these fine guides and directories: KailuaVacationRentals.Net, VRBO 43382 and VRBO 44916, Island Search, and Hawaiian Rainbow.

Let's take a walk to Kailua Beach.

Let's take a walk to Kailua Beach.

Location Map

Kailua Guesthouse Map

Kailua Guesthouse is a relaxed 10-minute walk from the beach as you can see on this larger map showing the way to Kailua Beach Park.

What's it like at the beach? See the new Kailua Beach guide below.

NEW! The Internet's most complete Kailua Beach guide. Visit Kailua Beach Tips.


Suppose you were flying north over Nuuanu Pali Lookout. You veer east and descend towards Mount Olomana. Kailua Guesthouse is in front of you in the foreground -- about 1000 yards from the beach.

Kailua Guesthouse - The standard of fine Kailua hotels



Internet Special
3-Night Minimum - Rates thru Dec. 14, 2016 and after Jan. 10, 2017
Beach Bungalow
$139/Night $910/Week
Palm Cabana
$159/Night $1,050/Week
2015 Holiday Rates
Effective Dec. 15, 2016 - Jan. 10, 2017
Beach Bungalow
$149/Night $980/Week
Palm Cabana
$169/Night $1120/Week

All rates plus $75 cleaning per week or stay and 13.962% state tax.

Rates based on up to three (3) guests. Add'l guests $25/night or $150/week. A deposit of one-half of the total charges for your stay is required to make reservations. The balance is due 30-days prior to check in. $75 cleaning fee per stay or per week. All charges plus 13.962% tax. We accept Visa, MasterCard, AMEX and JCB cards, and checks. See House Rules. We accept reservations up to 1-year before arrival.

Don't put it off. Book your dates now.
For reservations, call toll free 888-249-5848.

For groups up to seven, see our special Two Bedroom Rates.

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Kailua Guesthouse - Vacation rentals in Kailua, Oahu, Hawaii 96734

Hawaii State Transient Accommodations Tax License: W04862082-01