Kailua-Kona Holiday Rentals, Hawaii: Private House Rentals

A coastal town with houses, a beach, and the ocean.

Change your mind
Book hotels with free cancellation
Treat yourself
Sign in to save 10% or more on thousands of hotels
Sign in
Be picky
Search almost a million properties worldwide

Go beyond your typical stay in Kailua-Kona

Pet friendly

Pool

Resort

Apartment

Condo

Hot tub

Spa

Family friendly

Waterpark

Check prices for these dates

Tonight

Tomorrow

This weekend

Next weekend

Our top choices for Kailua-Kona hotels

Outdoor pool, open 9:00 AM to 9:00 PM, pool umbrellas, pool loungers

Apartment Suite | Premium bedding, in-room safe, blackout curtains, free rollaway beds

Premium bedding, in-room safe, blackout curtains, free rollaway beds

1. PACIFIC 19 Kona

Historic Kailua Village

Anthony

4.568.165 ₫

6.196.836 ₫ total

includes taxes & fees

8 Sept - 9 Sept

2. Royal Kona Resort

Historic Kailua Village

ROBERTA

5.075.304 ₫

6.793.918 ₫ total

includes taxes & fees

9 Sept - 10 Sept

In-room safe, desk, iron/ironing board, free cots/infant beds

2 restaurants; breakfast, lunch and dinner served

3. Courtyard by Marriott King Kamehameha's Kona Beach Hotel

Historic Kailua Village

Mayra

7.483.238 ₫

9.564.293 ₫ total

includes taxes & fees

13 Sept - 14 Sept

Outdoor pool, open 8:00 AM to 10:00 PM, pool umbrellas, pool loungers

4. Holiday Inn Express Hotel & Suites Kailua-Kona by IHG

Historic Kailua Village

Brandy

5.714.805 ₫

6.784.159 ₫ total

includes taxes & fees

28 Sept - 29 Sept

Suite, 1 Bedroom, 2 Bathrooms, Ocean View | View from room

5. Aston Kona by the Sea

Holualoa Village

Dawn E Van

7.862.554 ₫

13.918.425 ₫ total

includes taxes & fees

18 Sept - 19 Sept

6. OUTRIGGER Kona Resort & Spa

Keauhou

Vahe

6.787.309 ₫

9.141.598 ₫ total

includes taxes & fees

18 Sept - 19 Sept

Classic Room, 1 Queen Bed, Garden View | Coffee and/or coffee maker

Classic Room, 1 Queen Bed, Garden View | Premium bedding, pillow-top beds, iron/ironing board, free WiFi

7. Mango Sunset Bed and Breakfast

Kailua-Kona

Jose

6.503.299 ₫

7.720.197 ₫ total

includes taxes & fees

12 Sept - 13 Sept

Ali'i Suite | Private kitchen | Coffee/tea maker, fridge, microwave, electric kettle

8. Big Island Retreat

Kahaluu-Keauhou

Valerie

2.323.193 ₫

5.487.795 ₫ total

includes taxes & fees

12 Sept - 13 Sept

9. Kailua Studio w/ Pool Access & Garden Views!

Historic Kailua Village

Anonymous traveller

3.885.026 ₫

9.723.777 ₫ total

includes taxes & fees

7 Sept - 8 Sept

Coffee/tea maker, full-sized fridge, microwave, toaster

10. Kona Islander Inn Condos

Historic Kailua Village

Mariya

2.328.978 ₫

9.439.583 ₫ total

includes taxes & fees

1 Oct - 2 Oct

Ocean Front Accessible Four Bedroom Kumukea Kauhale | Terrace/patio

Tree Top King Hale | Egyptian cotton sheets, premium bedding, down duvets, minibar

Ocean Front Accessible Four Bedroom Kumukea Kauhale | Private pool

11. Kona Village, A Rosewood Resort

Kaupulehu

Alexandra

30.883.432 ₫

39.586.547 ₫ total

includes taxes & fees

5 Sept - 6 Sept

7 outdoor pools, pool cabanas (surcharge), pool umbrellas

12. Four Seasons Resort Hualalai

Kaupulehu

Robert

31.314.000 ₫

37.382.236 ₫ total

includes taxes & fees

8 Sept - 9 Sept

13. Island Elegance Prime Spot

Kahaluu-Keauhou

"It is really very close to the beach, you can even walk it.i also love the place itself. very quiet. The only thing really is the air con is very loud that you can’t sleep! That is the tie breaker. Either you sleep in comfort with the loud sound of the air conditioner blasting loud into your ear or hot but quiet during the night. I always end up turning off the air and just taking off my clothes under the covers Lol. Also the small window by the back porch doesn’t have a curtain so the neighbor...

Melinda

2.213.079 ₫

8.310.155 ₫ total

includes taxes & fees

20 Sept - 21 Sept

House, 1 Bedroom | 1 bedroom, iron/ironing board, free WiFi

House, 1 Bedroom | Bathroom | Towels, shampoo

House, 1 Bedroom | Private kitchen | Coffee/tea maker, fridge, oven, toaster

14. Charming Pu'ukala Sunset - Near Hiking And Golf 1 Bedroom Home by RedAwning

Kalaoa

5.016.116 ₫

12.222.708 ₫ total

includes taxes & fees

7 Sept - 8 Sept

15. Kailua-kona Group Getaway: 5-unit Bundle!

Historic Kailua Village

22.892.972 ₫

57.468.660 ₫ total

includes taxes & fees

23 Sept - 24 Sept

16. Kailua-kona Condo: Steps to Beach & Downtown!

Historic Kailua Village

Brian

3.809.870 ₫

13.427.965 ₫ total

includes taxes & fees

6 Sept - 7 Sept

17. Sunset Shores - Unit B Kauipoho

Kahaluu-Keauhou

"Excellent location. Room was different than expected with pictures shown. They are a mix of rooms. Once I figured out some things, all was amazing. Quiet. Safe. Comfortable.Great location for exploring the island. Walkable small beaches. Received a lot of different emails about the property and checking in. It made it confusing but figured it out. Its kind of like staying in a friend's guest room. Never really saw anyone."

Linda

2.286.823 ₫

8.397.699 ₫ total

includes taxes & fees

11 Sept - 12 Sept

18. Sandy Toes Getaway in Kona

Kahaluu-Keauhou

Evelyn

2.753.934 ₫

8.952.215 ₫ total

includes taxes & fees

5 Sept - 6 Sept

19. Tropical Kailua-kona Escape < 7 Mi to Keauhou Bay!

Historic Kailua Village

5.475.540 ₫

13.126.695 ₫ total

includes taxes & fees

6 Sept - 7 Sept

20. Enjoy the Sunset Ocean Front 1BR Apt-pool On-site

Holualoa Village

2.728.542 ₫

8.265.869 ₫ total

includes taxes & fees

20 Sept - 21 Sept

View all properties

Holiday Rentals in Kailua-Kona

Condo

House, Multiple Beds (Kona Makai 5-305) | Property grounds

House, Multiple Beds (Kona Makai 5-305) | Private kitchen | Oven, toaster, paper towels

Kona Makai 5-305

Historic Kailua Village

Condo

Condo, Multiple Beds, Balcony, Ocean View (Kona Alii #204) | 1 bedroom, free WiFi, individually decorated, individually furnished

Condo, Multiple Beds, Balcony, Ocean View (Kona Alii #204) | Living area | 42-inch flat-screen TV with digital channels

Kona Alii Oceanview Pool Shops & Restaurants

Historic Kailua Village

"Had a wonderful stay!"

Holiday Home

Sunset Shores - Unit B Kauipoho

Kahaluu-Keauhou

Condo

White Sands Village Oceanfront

Kahaluu-Keauhou

"Great rental and location with all living, beach supplies you need"

Holiday Home

House, Multiple Beds, Patio, Ocean View (Kaikea Hale) | Dining

House, Multiple Beds, Patio, Ocean View (Kaikea Hale) | Living area | 42-inch flat-screen TV with digital channels

House, Multiple Beds, Patio, Ocean View (Kaikea Hale) | Private kitchen | Coffee/tea maker, fridge, microwave, oven

Kaikea Hale Oceanfront Paradise

Holualoa Village

"Berry good everything we had a good vacations thank you very much "

Condo

Hale Kona Kai by Casago Kona

Historic Kailua Village

"Great price and location!"

Holiday Home

Condo, Multiple Beds, Lanai, Ocean View (Kanaloa At Kona #3701) | Outdoor dining

Kanaloa At Kona Enjoy Peace in Paradise!

Keauhou

"Condo was perfect! Large, clean, great view and well stocked with everything we needed and more. We loved being there."

Condo

Condo, 2 Queen Beds, Balcony, Partial Ocean View (Grace's Oasis) | Dining

Plan Your Hawaii Vacay at Grace's Oasis!

Keauhou

"Beautiful, spacious layout. Conveniently appointed with comfortable beds, and situated in a great area on the Island. We enjoyed the pickleball courts and being able to cook and grill when we wanted. We would definitely stay here again!"

Condo

White Sands Village #217 Perfect Tropical Escape

Kahaluu-Keauhou

"Beautiful place to stay only complaint the second bathroom didn't have hot water"

Apartment

2 Bedroom Oceanfront with Loft | View from room

2 Bedroom Ocean View with Loft | Living room | TV

Castle Kanaloa at Kona

Keauhou

"Greta property, great location, check in/out was smooth."

Condo

Casa De Emdeko 330

Historic Kailua Village

"Had issues with air conditioning. It was addressed but 2 days before it worked properly. Also smelled musty…another visitor that was on tour with us stated the same. In pretty good location, decent pool and nice ocean view!"

Condo

White Sands Village #309 A/c, Tennis & Pool!

Kahaluu-Keauhou

"White Sands Village is located in the perfect location right across the street of Magic Sands Beach. I will definitely be staying here again. "

Holiday Home

Sandy Toes Getaway in Kona

Kahaluu-Keauhou

"Overall, liked the place. The only issue I had was trying to communicate with someone. I just had a quick question and I couldn’t get an answer. But the place was great. "

Holiday Home

House, 1 Bedroom | Living area | Smart TV, streaming services

House, 1 Bedroom | 1 bedroom, desk, laptop workspace, iron/ironing board

Cozy Sunset Views W/ Lanai - Close To Beach 1 Bedroom Home by RedAwning

Kalaoa

Condo

Room, 3 Bedrooms, Oceanfront (Unit 108, 3Bath) | View from room

Condo, 2 Bedrooms, Oceanfront | Balcony view

Royal Sea Cliff Kona by OUTRIGGER

Holualoa Village

"Our room was lovely, very spacious for a 1 bedroom apartment. The grounds were lovely and well maintained. All the staff were very friendly and accommodating. We didn’t have a car, so we had to catch the local bus to the nearest shops. The bus was free which was an extra bonus. The Royal Sea Cliff is a nice resort."

See all holiday rentals

Save an average of 15% on thousands of hotels when you're signed in

Where to stay in Kailua-Kona

Find the best Kailua-Kona areas for the activities you enjoy most.Learn more about Kailua-Kona

A sunset over the ocean with a tree on the shore.

A church with a white steeple and a stone building.

A coastal town with a prominent church steeple, lush greenery, and a beach.

A church with a white steeple and stone walls.

A tropical beach with clear turquoise water, palm trees, and red boats docked at a pier.

Historic Kailua Village

Historic Kailua Village blends Hawaiian royal heritage with stunning ocean views along Kailua Bay. Stroll Alii Drive's waterfront promenade to discover Hulihee Palace and coral-stone Mokuaikaua Church. The village pulses with island culture while offering excellent snorkelling spots and dining options. The historic district preserves significant cultural landmarks amid a lively tourist scene. Visitors can explore Kailua Pier, browse local shops, or enjoy fresh seafood at oceanfront restaurants. Calm waters make this walkable area perfect for swimming and sunset viewing.

See properties

A coastal landscape with a church, a parking lot, and dense greenery.

An aerial view of a coastal landscape with a clear sky, a large body of water, and a small island with buildings.

A coastal cityscape with a clear view of the ocean, a marina, and a rainbow.

A coastal landscape with a golf course, beach, and ocean.

A lush garden with palm trees, a stone wall, and a well-maintained lawn.

Holualoa Village

Holualoa Village blends artistic charm with Hawaiian coffee heritage on the slopes of Hualalai volcano. The historic high street features century-old wooden buildings housing artist studios and galleries. Traditional Hawaiian and Japanese cultural influences shine through local art and architecture. Walk this creative mountain hamlet to discover koa wood sculptures and island paintings in family-run galleries. Coffee farms dot the volcanic landscape, offering bean-to-cup tours for curious travellers. The annual Holualoa Music & Light Festival showcases local talent in this peaceful artist community.

See properties

A beach with rocky areas, palm trees, and people swimming and walking.

A tropical beach with clear turquoise water, palm trees, and a lifeguard tower.

A coastal area with surfers on the water, palm trees, and houses on a hillside.

A beach with surfers on blue boards, palm trees, and a house with a green roof.

A coastal scene with surfers, a clear blue sky, and a house surrounded by palm trees.

Kahaluu-Keauhou

Explore Hawaii's sacred past and natural wonders in Kahaluu-Keauhou. This coastal paradise offers world-class snorkelling at Kahaluu Beach Park and glimpses into royal Hawaiian heritage. Ancient lava formations create stunning tide pools where tropical fish dart through crystal-clear waters. The area preserves important cultural treasures like the Keauhou Holua Slide, a remarkable ancient sledding course carved into volcanic rock. Visitors can wander along scenic waterfront paths at Keauhou Bay, birthplace of King Kamehameha III. Resort amenities blend seamlessly with historical sites, creating a uniquely Hawaiian experience.

See properties

Kahaluu Bay

Kahaluu Bay offers a peaceful coastal escape where crystal-clear waters meet black lava rock shores. The protected reef creates ideal conditions for snorkellers to observe colourful marine life. This prime Hawaiian spot centers around its famous beach park with convenient amenities and historic temple ruins. Bring snorkel gear to explore the vibrant underwater ecosystem teeming with tropical fish. The picturesque Little Blue Church provides a charming backdrop against the volcanic coastline. Visit early morning to avoid crowds and experience the tranquil bay at its best.

See properties

Alii Kai

While there might not be top attractions in Alii Kai, you can explore the larger area and discover places like Magic Sands Beach and Honl's Beach.

See properties

Stay near popular Kailua-Kona attractions

Kailua Pier

9.0/10 (666 reviews)

This historic pier marks the start of the Ironman World Championship and many ocean adventures. Book snorkelling tours or fishing charters and experience Kailua-Kona's vibrant maritime culture.

See properties

A sandy beach with palm trees, ocean waves, and a few people.

Magic Sands Beach

8.8/10 (1,633 reviews)

Magic Sands Beach transforms with the seasons, as ocean currents sweep away its white sand to reveal ancient lava rock. Swim in turquoise waters or snorkel among vibrant marine life when the ocean is calm.

See properties

Kahalu'u Beach Park

9.0/10 (2,088 reviews)

Kahalu'u Beach Park offers Hawaii's most accessible snorkelling with vibrant coral reefs and gentle green sea turtles. Wade into the calm waters with reef-safe sun cream to explore this protected sanctuary.

See properties

A carved stone statue on a rocky beach with turquoise waters and palm trees in the background.

Kailua-Kona Beaches

9.2/10 (80 reviews)

Why not spend a lazy afternoon at Kailua-Kona Beaches during your trip to Kaupulehu? Stroll along the beaches or visit the spas in this relaxing area.

See properties

A beach with clear turquoise water and a sandy shore.

Kua Bay

9.2/10 (379 reviews)

Commune with nature and explore the great outdoors at Kua Bay during your travels in Kailua-Kona. Stroll along the beaches or visit the spas in this romantic area.

See properties

A coastal landscape with rocky terrain, palm trees, and a calm sea.

Keauhou Shopping Center

8.2/10 (274 reviews)

This vibrant retail hub blends shopping with authentic Hawaiian cultural experiences. Catch weekly farmers markets on Saturdays or enjoy hula performances while exploring local boutiques and ocean-view dining.

See properties

Four Seasons Resort Hualalai Golf Course

8.4/10 (309 reviews)

This Jack Nicklaus masterpiece weaves through dramatic black lava landscapes with breathtaking ocean views. Resort guests can enjoy the championship course that hosts the annual Mitsubishi Electric Championship.

See properties

Keauhou Bay Beach

9.2/10 (466 reviews)

Historic Keauhou Bay marks the birthplace of King Kamehameha III in 1814. Experience its royal heritage by day, then join evening excursions to witness majestic manta rays in their natural habitat.

See properties

Learn more about Kailua-Kona

Snorkel Kailua Bay's crystal waters in the morning for best visibility, then explore the historic Hulihe'e Palace along Ali'i Drive. Coffee lovers shouldn't miss touring the nearby plantations where you can taste fresh Kona beans straight from volcanic slopes.

See all hotels in Kailua-Kona

A sunset over the ocean with palm trees silhouetted against the sky.

Top Kailua-Kona Hotel Reviews

Kona Coast Resort

10/10 Excellent

"."

Club Wyndham Kona

10/10 Excellent

"This property was wonderful! Clean and best of both worlds- a hotel that had everything we needed (all we had to do was ask if we needed fresh towels or coffee, etc.) but set up like a little condo with living room, lanai, kitchen, and two bedrooms. It even had a laundry machine that was very convenient. Would gladly stay again!"

OUTRIGGER Kona Resort & Spa

10/10 Excellent

"Check-in was a little tricky because a huge tour bus got off right in front of us so that took probably 45 minutes. But the property was nice and we could see the luau from our room."

Royal Kona Resort

10/10 Excellent

"This was our second time staying at Royal Kona and we loved the Aloha that was shared by everyone you met on property. Beautiful pool and the sound of the waves crashing on the rocks was priceless."

Aston Kona by the Sea

10/10 Excellent

"Great staff! Especially letting us pre-check in, so when it came to check in time it was smooth sailing! Got a nice drink and chocolate to celebrate for my birthday! Which was a very nice surprise!"

Courtyard by Marriott King Kamehameha's Kona Beach Hotel

10/10 Excellent

"Mahalo!"

Kanaloa at Kona by OUTRIGGER

10/10 Excellent

"I enjoyed the property. We got there at 10:30 pm, security explained everything to us and was very friendly. The resort interior was like Golden Girls decor style(1970’s beachy) it was great. The handle on the dryer popped off but talked to the property mgr and he mentioned it happens, response time was really quick too. A great place to stay and the location was perfect for what we needed."

Mango Sunset Bed and Breakfast

10/10 Excellent

"Mango and Sunset sits on an active coffee farm and the property is stunning. We are already looking forward to our next stay. Kriss and Gene are warm and lovely hosts. As someone who has allergies one of the reasons I booked our accommodations at this unforgettable bread and breakfast was the hypoallergenic bedding and hardwood floors. The breakfast menu is thougtfully planned and scrumptious! Bonus: beautiful roosters and chickens as well as cute, friendly kitties who roam the property!"

Royal Sea Cliff Kona by OUTRIGGER

8/10 Good

More cheap stays in Kailua-Kona

Holiday Inn Express Hotel & Suites Kailua-Kona by IHG

75-146 Sarona Ln Kailua-Kona HI

5.714.805 ₫

6.784.159 ₫ total

28 Sept - 29 Sept

includes taxes & fees

Island Elegance Prime Spot

Kailua-Kona HI

2.213.079 ₫

8.310.155 ₫ total

20 Sept - 21 Sept

includes taxes & fees

8/10 Very good! (1 review)

Kona Islander Vacation Club

75-5776 Kuakini Hwy Kailua-Kona HI

Get rates

7/10 Good! (388 reviews)

Shell Vacations Club Holua Resort at the Mauna Loa Village

78-7190 Kaleiopapa St Kahaluu-Keauhou Hawaii

Get rates

Kona Tiki Hotel

75-5968 ALII DRIVE Kailua-Kona HI

Get rates

9.4/10 Exceptional! (258 reviews)

Kona Bali Kai

76-6246 Alii Drive Kailua-Kona HI

Get rates

8/10 Very good! (106 reviews)

Hotels in Kailua-Kona with star rating

Frequently asked questions

What's the seasonal weather in Kailua-Kona?

The hottest months are usually August and September, with an average temperature of 24°C, while the coldest months are February and January, with an average of 22°C. The rainiest months in Kailua-Kona are August, June, July and May, with each month seeing an average of 268 mm of rainfall.

Explore a world of travel with Expedia

Book Hotels in Kailua-Kona on Expedia.com

Find hotels in Kailua-Kona, HI from 5.487.795 ₫

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Kailua-Kona

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for Kailua-Kona hotels

1. PACIFIC 19 Kona

2. Royal Kona Resort

3. Courtyard by Marriott King Kamehameha's Kona Beach Hotel

4. Holiday Inn Express Hotel & Suites Kailua-Kona by IHG

5. Aston Kona by the Sea

6. OUTRIGGER Kona Resort & Spa

7. Mango Sunset Bed and Breakfast

8. Big Island Retreat

9. Kailua Studio w/ Pool Access & Garden Views!

10. Kona Islander Inn Condos

11. Kona Village, A Rosewood Resort

12. Four Seasons Resort Hualalai

13. Island Elegance Prime Spot

14. Charming Pu'ukala Sunset - Near Hiking And Golf 1 Bedroom Home by RedAwning

15. Kailua-kona Group Getaway: 5-unit Bundle!

16. Kailua-kona Condo: Steps to Beach & Downtown!

17. Sunset Shores - Unit B Kauipoho

18. Sandy Toes Getaway in Kona

19. Tropical Kailua-kona Escape < 7 Mi to Keauhou Bay!

20. Enjoy the Sunset Ocean Front 1BR Apt-pool On-site

Holiday Rentals in Kailua-Kona

Kona Makai 5-305

Kona Alii Oceanview Pool Shops & Restaurants

Sunset Shores - Unit B Kauipoho

White Sands Village Oceanfront

Kaikea Hale Oceanfront Paradise

Hale Kona Kai by Casago Kona

Kanaloa At Kona Enjoy Peace in Paradise!

Plan Your Hawaii Vacay at Grace's Oasis!

White Sands Village #217 Perfect Tropical Escape

Castle Kanaloa at Kona

Casa De Emdeko 330

White Sands Village #309 A/c, Tennis & Pool!

Sandy Toes Getaway in Kona

Cozy Sunset Views W/ Lanai - Close To Beach 1 Bedroom Home by RedAwning

Royal Sea Cliff Kona by OUTRIGGER

Where to stay in Kailua-Kona

Historic Kailua Village

Holualoa Village

Kahaluu-Keauhou

Kahaluu Bay

Alii Kai

Stay near popular Kailua-Kona attractions

Kailua Pier

Magic Sands Beach

Kahalu'u Beach Park

Kailua-Kona Beaches

Kua Bay

Keauhou Shopping Center

Four Seasons Resort Hualalai Golf Course

Keauhou Bay Beach

Learn more about Kailua-Kona

Top Kailua-Kona Hotel Reviews

Kona Coast Resort

Club Wyndham Kona

OUTRIGGER Kona Resort & Spa

Royal Kona Resort

Aston Kona by the Sea

Courtyard by Marriott King Kamehameha's Kona Beach Hotel

Kanaloa at Kona by OUTRIGGER

Mango Sunset Bed and Breakfast

Royal Sea Cliff Kona by OUTRIGGER

More cheap stays in Kailua-Kona

Holiday Inn Express Hotel & Suites Kailua-Kona by IHG

Island Elegance Prime Spot

Kona Islander Vacation Club

Shell Vacations Club Holua Resort at the Mauna Loa Village

Kona Tiki Hotel

Kona Bali Kai

Hotels in Kailua-Kona with star rating