Holiday Rentals Kailua-Kona from 13.090.207 ₫: Find Short-Term Rentals & Holiday Accommodations

Q: Can I find holiday rentals in Kailua-Kona?

Yes, there are holiday rentals in Kailua-Kona close to Kona Community Aquatic Center, or you can select a more secluded option if you're looking for a relaxing stay. Visitors like the array of shops and scenic seaside in Kailua-Kona. While you're here, grab a bite or have a drink at the top-notch restaurants and charming coffee shops.

Q: How many holiday rentals will I find in Kailua-Kona?

With 566 Expedia holiday rentals, you're guaranteed to find just the right place for your Kailua-Kona stay.

Q: What can I see and do in Kailua-Kona?

Cultural attractions include Hulihee Palace and Hulihe‘e Palace State Monument, whereas Kamakahonu Beach and Old Kona Airport State Recreation Area are a couple of picturesque spots to enjoy the outdoors. While here, Kona Brewing Company and Kaloko-Honokohau National Historical Park are other places worth a visit.

Q: What are holiday rentals like in Kailua-Kona?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Kailua-Kona. Holiday rentals provide amenities like laundry facilities and kitchens so you'll be comfy for your stay. If you're concerned about a sanitised environment, holiday rentals can provide a sense of safety away from shared hotel lifts and bustling concierge desks while still allowing you a great travel experience. You'll also get more space in a holiday rental than in a standard hotel, which makes a holiday rental an attractive option for family trips or small group gatherings.

Check prices for these dates

In two weeks

In two months

In three months

In four months

Our top choices for Kailua-Kona holiday rentals

1. Aston Kona by the Sea

Holualoa Village

Dawn E Van

13.090.207 ₫ total

includes taxes & fees

12 Oct - 13 Oct

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

Historic Kailua Village

Anonymous traveller

9.665.600 ₫ total

includes taxes & fees

14 Sept - 15 Sept

3. 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

8.260.435 ₫ total

includes taxes & fees

16 Sept - 17 Sept

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

Kalaoa

12.149.580 ₫ total

includes taxes & fees

12 Sept - 13 Sept

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

Historic Kailua Village

13.048.158 ₫ total

includes taxes & fees

12 Sept - 13 Sept

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

Historic Kailua Village

57.124.827 ₫ total

includes taxes & fees

23 Sept - 24 Sept

7. Charming Kailua-kona Apartment Near Hiking & Golf!

Kalaoa

Bruce

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

Historic Kailua Village

Brian

14.844.535 ₫ total

includes taxes & fees

3 Oct - 4 Oct

9. 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

8.260.435 ₫ total

includes taxes & fees

15 Sept - 16 Sept

10. Sandy Toes Getaway in Kona

Kahaluu-Keauhou

Evelyn

8.405.394 ₫ total

includes taxes & fees

28 Sept - 29 Sept

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

Holualoa Village

8.005.805 ₫ total

includes taxes & fees

14 Sept - 15 Sept

12. Hale O Aloha Handicap Accessible Gem in Kona!

Holualoa Village

23.070.389 ₫ total

includes taxes & fees

13 Sept - 14 Sept

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

Kalaoa

12.149.580 ₫ total

includes taxes & fees

12 Sept - 13 Sept

14. Marriott's Waikoloa Ocean Club

Waikoloa

Michael

13.968.570 ₫ total

includes taxes & fees

13 Sept - 14 Sept

15. Luxury Beach Front Villa - Kolea

Waikoloa

25.691.094 ₫ total

includes taxes & fees

12 Sept - 13 Sept

16. Waikoloa Colony Villas Resort by KBM

Waikoloa

27.634.078 ₫ total

includes taxes & fees

12 Sept - 13 Sept

17. Halii Kai Resort by KBM

Waikoloa

99.228.540 ₫ total

includes taxes & fees

14 Sept - 15 Sept

Villa, 4 Bedrooms (Oceanfront, Sleeps 11 (Hale Nani)) | Terrace/patio

18. Kolea Kai Resort by KBM

Waikoloa

222.345.796 ₫ total

includes taxes & fees

25 Sept - 26 Sept

Villa, 2 Bedrooms (Fairway View (IML-F3)) | Pool | Outdoor pool

19. The Islands At Mauna Lani Resort by KBM

Kamuela

100.949.380 ₫ total

includes taxes & fees

25 Sept - 26 Sept

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Top Kailua-Kona Hotel Reviews

Kona Coast Resort

10/10 Excellent

"Clean room and full amenities"

OUTRIGGER Kona Resort & Spa

8/10 Good

"Facility is a bit outdated. Loved the power/heated toilet! Bathtub was significantly chipped and has seen better days. Room was good sized, bathroom was nice. In-room mini fridge and coffee service was a plus. Staff was very helpful and friendly. The 'adult' pool is in the middle of the buildings, which means it gets VERY limited sun. The 'everyone' pool is shallow--I don't think it got above 3.5 or 4 feet--and the water temp was in the 90s. The sandy zero-depth entry for the kids spread pebbles everywhere, not fund for us old folks who don't walk around outside that often with no shoes on, and especially not on rocks."

Royal Kona Resort

10/10 Excellent

"I was very pleased with this resort. My favorite part was the private lagoon area. I had a partial ocean view room that was lovely. Listening to the ocean waves as I fell asleep was memorable. My only peeve was: I walked to town specifically to grab a coffee then enjoy breakfast at the resort. The waitress told me I could not have an outside drink. She was quite rude. I ended up having breakfast elsewhere. Not a big deal but I think that was a bit excessive. Other than one rude staff member all the others were so kind and helpful. Danny (one of the pool attendant) was great. And recommended water shoes to avoid foot injuries in the lagoon. He was right!! (Thank you Danny) I would definitely stay here again!"

Kona Village, A Rosewood Resort

8/10 Good

"Beautiful property, individual thatched-roof homes feel very authentic and very much vacation vibe. The restaurants are good (there are three - the Moana main restaurant, then two beach restaurants) but the cocktails were inconsistent. The breakfast buffet is excellent but expensive at $60. The water sports are limited. The front desk service was also inconsistent - a long check-in experience but then very helpful during the stay. Two beautiful pools. Gorgeous property. Excellent spa with great massage and plunge pool (hot and cold). Spa access is free even without a treatment Careful when you book to note if your room is ocean view or ocean front. And note that there is a $95 per room per day resort fee"

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!"

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Frequently asked questions

Can I find holiday rentals in Kailua-Kona?

Yes, there are holiday rentals in Kailua-Kona close to Kona Community Aquatic Center, or you can select a more secluded option if you're looking for a relaxing stay. Visitors like the array of shops and scenic seaside in Kailua-Kona. While you're here, grab a bite or have a drink at the top-notch restaurants and charming coffee shops.

How many holiday rentals will I find in Kailua-Kona?

With 566 Expedia holiday rentals, you're guaranteed to find just the right place for your Kailua-Kona stay.

What can I see and do in Kailua-Kona?

Cultural attractions include Hulihee Palace and Hulihe‘e Palace State Monument, whereas Kamakahonu Beach and Old Kona Airport State Recreation Area are a couple of picturesque spots to enjoy the outdoors. While here, Kona Brewing Company and Kaloko-Honokohau National Historical Park are other places worth a visit.

What are holiday rentals like in Kailua-Kona?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Kailua-Kona. Holiday rentals provide amenities like laundry facilities and kitchens so you'll be comfy for your stay. If you're concerned about a sanitised environment, holiday rentals can provide a sense of safety away from shared hotel lifts and bustling concierge desks while still allowing you a great travel experience. You'll also get more space in a holiday rental than in a standard hotel, which makes a holiday rental an attractive option for family trips or small group gatherings.

Room 1

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Kailua-Kona holiday rentals

1. Aston Kona by the Sea

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

3. Sunset Shores - Unit B Kauipoho

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

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

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

7. Charming Kailua-kona Apartment Near Hiking & Golf!

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

9. Island Elegance Prime Spot

10. Sandy Toes Getaway in Kona

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

12. Hale O Aloha Handicap Accessible Gem in Kona!

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

14. Marriott's Waikoloa Ocean Club

15. Luxury Beach Front Villa - Kolea

16. Waikoloa Colony Villas Resort by KBM

17. Halii Kai Resort by KBM

18. Kolea Kai Resort by KBM

19. The Islands At Mauna Lani Resort by KBM

Find holiday rentals that suit your style

Top Kailua-Kona Hotel Reviews

Kona Coast Resort

Courtyard by Marriott King Kamehameha's Kona Beach Hotel

OUTRIGGER Kona Resort & Spa

Royal Kona Resort

Aston Kona by the Sea

Castle Kanaloa at Kona

Kona Village, A Rosewood Resort

Holua Resort

Club Wyndham Kona

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Frequently asked questions

Expedia's Latest Trends

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Search Holiday Rentals in Kailua-Kona

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Kailua-Kona holiday rentals

1. Aston Kona by the Sea

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

3. Sunset Shores - Unit B Kauipoho

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

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

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

7. Charming Kailua-kona Apartment Near Hiking & Golf!

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

9. Island Elegance Prime Spot

10. Sandy Toes Getaway in Kona

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

12. Hale O Aloha Handicap Accessible Gem in Kona!

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

14. Marriott's Waikoloa Ocean Club

15. Luxury Beach Front Villa - Kolea

16. Waikoloa Colony Villas Resort by KBM

17. Halii Kai Resort by KBM

18. Kolea Kai Resort by KBM

19. The Islands At Mauna Lani Resort by KBM

Find holiday rentals that suit your style

Top Kailua-Kona Hotel Reviews

Kona Coast Resort

Explore a world of travel with Expedia

Frequently asked questions

Expedia's Latest Trends

Go further with the Expedia app