
Vacation rentals in Kailua-Kona
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Top-rated vacation rentals in Kailua-Kona
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Aloha Paradise! Remodeled with A/C & Ocean View!
Best unit at Kailua-Kona’s popular Sea Village and one of the only with A/C! Captivating ocean views, breezes, tropical sights and sounds greet you in this easily accessible ground floor unit. Start your day on the private lanai watching the spinner dolphins and end it with a glass of wine watching sunset over the ocean. This fully updated, turn-key condo boasts open concept living and is 5 minutes to downtown. An ideal base for an individual, couple or small families to explore the Big Island!

The Dome at Ulu Inn: Luxury Couples Retreat, Kona
Overlooking the beautiful Kona Coast...The Dome at Ulu Inn says: "Aloha...let's Disconnect, to Reconnect" Nestled within a gated 5 acre estate, Settle into our exclusive Geodesic Dome suite...experience elevated glamping, designed for ultimate relaxation and ensured seclusion from the outside world. THE DOME & neighboring unit THE CUBE, are an ample distance apart, providing privacy from each other. You may get up close and personal with our Goats, Pigs, Geckos & wild birds that roam freely.

True Oceanfront, Top-Floor, Downtown, A/C, Parking
Get away from it all right in the heart of Kona! Feel the ocean spray as you watch for turtles on the lanai, or gaze at the tropical paradise through your bedroom window. While only steps away from the active downtown, this top-floor unit is on the ocean side of a boutique complex, meaning no noise from the street or guests above. After a busy day at the beach and a night on the town, you'll appreciate the peace and quiet of your own space with only the sound of the ocean to lull you to sleep.

Radiant Ocean View Cottage on a Coffee Farm. Very Private.
Centrally located between South Kohala's beaches, and the dining and entertainment scene of Kailua-Kona, the Kaloko Coffee Cottage is at a cool elevation making naps after adventures a...well a dream! Far from any roads, the dominant sounds are the many birds who make their homes in the surrounding trees. This is a thoughtfully furnished home with an open layout, on a coffee farm, just bring your food and clothes for which ever adventure you intend; leave the accommodations and ambiance to us.

Zen Sanctuary, Jungle Vibes on Mountainside
Beautiful, peaceful, jungle vibes, surrounded by nature, 15 min from the center of Kona, up on the mountainside, lush lot w/ fruit and mac nut trees! The ADULTS-ONLY space has an open floorplan, with high ceilings and lots of room. Luxury memory foam King bed, two front lanais, nice Weber grill, big Samsung TV with cable, Wifi, shared washer and dryer, and a great kitchen with all the amenities. Also: beach towels, chairs, cooler, & umbrella! This Private space is the largest unit of the home.

Private Kona Oceanview Retreat with parking
Escape to a private oceanview retreat in North Kona! This cozy guesthouse offers breathtaking views from your private deck, surrounded by lush tropical plants. Enjoy your morning coffee while soaking in the serene ocean scenery, and unwind in a tastefully decorated interior with all essentials, a well-equipped kitchen, modern bathroom with a luxurious shower, and convenient laundry facilities. Perfect for couples or solo travelers and easy access to Kona’s attractions! Tax ID W01822068-01

Romantic Kona Hideaway | Modern + Private Hot Tub
Tucked away in a peaceful native Hawaiian forest, this modern hideaway offers the perfect romantic escape just 10 miles from Kona’s beaches, airport, and town. Thoughtfully designed for couples, honeymooners, and those craving serenity, this stand-alone retreat blends minimalist style with beauty. Unwind in the private hot tub surrounded by nature, watch sunsets from the lanai, or grill under the stars. Inside, enjoy 384 sq. ft. of creative space that captures luxury, nature and seclusion.

Your Big Island Escape - King Bed & A/C
Kona sweet spot with private lanai, amazing ocean view, ideal temperatures & personal parking spot. Devoted Super-hosts on-site to maximize your accommodations & experience. Very safe neighborhood. Lots of amenities / beach gear. Only 6 minutes to beaches & great snorkeling, 10 minutes to downtown for diverse food options, shopping & historic sites. Exquisite Kohala beaches 30 minutes north. Popular Walua Trail just 2 blocks away to stroll or jog. * Please no 3rd party bookings. Mahalo.

Suite Magic Sands Beach
Save money & time! Ho'omalu located just off of Alii drive "Ironman Route" is only an 11 minute walk to magic sands beach and many more hot spots. In a private and tranquil gated community this modern day Villa awaits where sophistication meets relaxed Hawaiian living. The inviting pool enveloped with mature tropical landscaping is the centerpiece to this compound and features upscale finishes and flooring. The apartment is on the second level. Ask about our car rental fleet discounts.

Love Kona farm life *Superstar Truss Cabin!
If you like nature and animals, come and enjoy our hobby farm! It's glamping in a tiny house with the incredible view. (It is a farm, not a hotel) The loft bed with ladder as picture shown. Screened/no windows so you can enjoy breeze and view. Cute living room and big shower/restroom down stairs. Patio with outdoor grill and sink. Beautiful sunset and infinity sea/sky line from the bedroom. Galaxy and shooting stars at the night. About 20mins from many beaches, and downtown.

Lilikoi Loft
Introducing a private oasis of comfort and charm, our newly renovated tiny house. This simple retreat is a testament to minimalist luxury and offers a convenient escape near Kona International Airport and downtown Kailua Kona. The exterior of the tiny house is a harmonious blend of rustic charm and simple design, featuring a quaint porch, perfect for sipping your morning coffee or working on the computer while gazing at the pacific ocean.

Cozy, Private Studio with an Incredible View!
Just 10 minutes from Kona International Airport, this private studio is perfectly situated as the start for your Big Island adventure. The space is bright and airy with French doors that open to the lanai for an even more spacious feel. There is a closet, a private washer and dryer, basic amenities, a 65” smart TV, and USB outlets. There is a queen bed and a comfortable couch. Transient Accommodation License TA-018-066-6368-01
Popular amenities for Kailua-Kona vacation rentals
Kailua-Kona oceanfront vacation rentals

Direct-On-Ocean/Walkable inTown/Quiet/PoolElevator

Oceanfront Condo/Hawaiian Style. 1Bd, w/AC & Wifi

2 Bedroom Penthouse Condo With Ocean View And Pool

Hawai'i paradise at Kona Isle

Ocean Front Corner Condo in Paradise

O/F View, on ocean 1 Bdrm, Casa De Emdeko Ironman

*Oceanfront Penthouse in Kona with AC!*

Kona Reef Sand and Surf (Beachfront, Walk to Town)
Kailua-Kona fishing vacation rentals

日落美景夏威夷大島,Kona best sunset ,pickup airpot 早餐

Fairway Villas Waikoloa O21

Calming Volcano Studio 2 Blocks From The Ocean

WYDHAM Paniolo Greens HI

Golf Pkg, Waikoloa Beach, Serene Tropical Escape

Designer Remodel | Kings + Sunset + Murals + Aloha

Coastline Views just steps from the Ocean with A/C

Private 2 Story Beach Villa at Mauna Lani
Private Kailua-Kona vacation rentals

Kona Coffee Vacation Rental Holualoa

Holualoa Sunset Cottage

Kona Paradise Sunset Homebase

Longboard Studio at Kona Magic Sands Beach

Piece of Paradise Coffee Farm

Private Pool - 180° Ocean View - Minutes to Beach

Cottage with Ocean and Sunset view

Picturesque Private Studio / Panoramic Ocean Views
Quick stats about vacation rentals in Kailua-Kona
Total rentals
2.4K properties
Total number of reviews
107K reviews
Family-friendly rentals
1.2K properties are a good fit for families
Pet-friendly rentals
100 properties allow pets
Rentals with a pool
1.9K properties have a pool
Rentals with dedicated workspaces
1.2K properties have a dedicated workspace
Your guide to Kailua-Kona
All About Kailua-Kona
The largest town on the island of Hawaii, Kailua-Kona is known for its prime diving and deep-sea fishing conditions and its extensive coffee production. There are hundreds of coffee farms here, which means plenty of opportunities to sample world-class beans. When all that sipping has you working up an appetite, the restaurants offer renowned chefs serving up modern twists on island classics.
And when you’re looking to get in the ocean, the waters in southern Kona are often clear and calm as they’re shielded from the wind by Mauna Loa. This makes for excellent snorkeling and diving conditions, with a potential dolphin or Hawaiian green sea turtle occasionally making an appearance. Manta ray boat tours are also in high demand here, with people itching to catch a glimpse of the second largest species native to local waters.
Back on land, head to Kaloko Honokohau National Historical Park for opportunities to explore sacred temples, petroglyphs, and fishponds central to Native Hawaiian life.
The best time to stay in a vacation rental in Kailua-Kona
Hawaii’s perennially warm weather makes it a great place to visit all year round, with temperatures very rarely dropping below 75 degrees Fahrenheit. That said, there’s always an increased chance of showers and surf swells during the winter. The big waves make winter time a draw for seasoned surfers. For those looking for calmer seas, late spring or early fall are good times to go as the beaches aren’t quite as popular as during peak summer months.
Top things to do in Kailua-Kona
Hulihe‘e Palace
Built from lava rock, this museum was originally a summer palace for Hawaiian royalty. Today you can view traditional Hawaiian koa furniture, feather work, quilts, and other artifacts on display. On one Sunday each month, the palace holds a cultural day featuring traditional Hawaiian music and hula on the lawn.
Pololu Valley
Just a short drive up the Kohala coast you’ll find Awini Trail, a 25-minute hiking trail leading to Pololu Valley Lookout. This is one of the best lookouts on the island — but note that you’ll be working up a sweat to earn that perfect Hawaii photo. Cool off on your way down the trail with a stop on the stunning black sands of Pololu Valley Beach.
Night scuba dives
Manta rays are nocturnal creatures, and hundreds of them flock to the plankton-rich waters near Kona for their daily feast. Local outfitters offer snorkeling and scuba diving trips where you can witness these gentle creatures without disturbing them in their natural habitat.
Frequently Asked Questions
How is the weather in Kailua-Kona?
Kailua-Kona has a tropical climate with warm temperatures all year round. The dry season is from April to October with average temperatures around 85°F (29°C), while the wet season is from November to March with temperatures averaging around 80°F (27°C).
What are some of the best things to do in Kailua-Kona?
Popular activities in Kailua-Kona include snorkeling in Kealakekua Bay, touring local coffee farms, and exploring the historic Hulihe'e Palace. Additionally, visitors can engage in water sports at Kahalu'u Beach Park or take a sunset cruise.
What is the best time of year to visit Kailua-Kona?
Many visitors choose to explore Kailua-Kona between December and March when the weather is warm and there's less rainfall. During October, the famous Ironman World Championship takes place, which may interest sports enthusiasts.
What are the best places to stay in Kailua-Kona?
Popular areas to stay in Kailua-Kona include Ali'i Drive for its oceanfront accommodations, Keauhou for its tranquility and historic sites, and Holualoa for its coffee farms and art galleries. For a resort-like experience, the Waikoloa area is also a popular choice.
What are the best places to visit in Kailua-Kona?
Popular places to visit in Kailua-Kona include the Kaloko-Honokohau National Historical Park, Hulihe'e Palace, Kona Coffee Living History Farm, and Kealakekua Bay. Visitors also enjoy exploring the Mokuaikaua Church, the first Christian church in Hawaii.
What are some hiking trails in Kailua-Kona?
The Kona area has numerous hiking trails for all skill levels. The Captain Cook Monument trail, the Kekaha Kai State Park trail, and the Pololu Valley Lookout trail offer wonderful opportunities to enjoy Hawaii's natural beauty and wildlife.
What are some family activities to do in Kailua-Kona?
Families can explore the region's beautiful beaches, visit the Kona Coffee Living History Farm to learn about coffee production, or engage with marine life at Kahalu'u Bay where sea turtles are frequently spotted. The Ocean Rider Seahorse Farm is also a unique educational experience for kids.
What are some of the best day trip ideas in Kailua-Kona?
Day trip ideas include a visit to the Hawaii Volcanoes National Park, which is about 96 miles (154 km) from Kailua-Kona, or a trip to the historic town of Hilo. Another option is exploring the Pololu Valley, which presents hiking opportunities and scenic views.
What types of vacation rentals are available in Kailua-Kona?
Uncover the perfect home-away-from-home with our diverse selection of vacation rentals in Kailua-Kona. From over 1,180 condo rentals to over 330 house rentals, we've got you covered.
Are there vacation rentals with a dedicated workspace in Kailua-Kona?
Yes! Work meets play with ease at over 1,270 vacation rentals in Kailua-Kona featuring dedicated workspaces. Stay connected and productive in your home away from home.
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- Hapuna Beach
- Mauna Lani, Auberge Resorts Collection
- Four Seasons Resort Hualalai
- Kaunaoa Beach
- Pahoa Beach
- Kohanaiki Private Club Community
- Mauna Kea Golf Course
- Ke‘EI Beach
- Waikōloa Beach
- Mauna Lani Golf
- Volcano Golf and Country Club
- Waikoloa Beach Golf Course
- 49 Black Sand Beach
- Hapuna Golf Course
- Kona Country Club
- Kona Dog Beach
- Nanea Golf Club
- Kuki’o Golf & Beach Club
- Kealakekua Bay State Historical Park
- Makalawena Beach
- Mauumae Beach
- ʻAlula Beach
- Honokohau Beach
- Pololū Beach
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