Kailua-Kona Vacation Rentals | Hotels



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Kailua-Kona Vacation Rentals and Hotels

Take advantage of the tropical paradise setting by enjoying one of Kailua Kona's glass bottom boat cruises, authentic luaus, snorkeling, SCUBA diving, horseback riding, surfing, hiking, or dolphin cruises. Plenty of shopping, dining, museums, and relaxing are also to be found on Ali'i Drive.

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Looking for Kailua-Kona hotels? View all hotels in the Kailua-Kona area.

We have over 50 properties in the Kailua-Kona, Hawaii area.
Please browse our top 30 properties below

Vacation Rentals in the Kailua-Kona area.

	Hale Nui #1254				From $379/night
	3 Beds	4.5 Baths	Sleeps 6	House
Pristine luxury home with expansive ocean views, custom floor plan and tropical landscaping. Equipped with a complete gourmet kitchen and spacious living area. Featuring three master suites, all of which are detached from the main house and includes a walk-in closet, jetted tub, private outdoor shower ...


	Alii Cove Y-4. #1251				From $3,768/month
	3 Beds	3 Baths	Sleeps 6	Townhouse
Alii Cove is a new gated complex located within walking distance of down town. Featuring a pool, spa, BBQ area and work out room. Available for monthly rentals only. Amenities: Central Air, Washer/Dryer, Multiple TV's, DVD, Stereo, 2 Lanais, Private BBQ, Tropical Furnishings, High Speed Internet Access. ...


	Kona Pacific B509. #1247				From $111/night
	2 Beds	3 Baths	Sleeps 1-6	Condo
This complex is located on the south edge of downtown Kailua-Kona, elevators, pool and BBQ area. Smoking is strictly prohibited at this complex. Visit our direct website at: www.hawaii-kona.com to view photos & amenities for all of our vacation rentals.


	Country Club Villas #1299				From $113/night
	2 Beds	2 Baths	Sleeps 1-4	Condo
Beautifully upgraded condo on the eighteenth fairway overlooking the tenth hole of the Kona Country Club Golf Course. Panoramic ocean views and fabulous sunsets! Air conditioned and designer decorated with granite slab counters, walk-in shower, upgraded kitchen appliances, 52 inch Sony TV and high speed ...


	OUTSTANDING OCEAN VIEW TOWNHOUSE (E-KOMO-MAI) #1939				From $79/night
	1 Beds	1 Baths	Sleeps 4	Townhouse
BOOK YOUR CHRISTMAS THAT YOU WON'T FORGET HERE!!!!! E KOMO MAI (Welcome) TO PARADISE! YOU HAVE FINALLY FOUND IT!!!! REMODELED: ITS FINISHED.. NEW TILE THROUGHOUT, REDECORATED & NEW FURNISHINGS >>>>>> COMPLETELY REMODELED BATHROOM .. BRAND NEW POOL AT OUR RESORT!!! >>>>> ...


	Oceanfront condo complex with spectacular views #3053				From $135/night
	2-3 Beds	2 Baths	Sleeps 1-6	Condo
Oceanfront condo complex with 2 bedroom+ loft and 2 full bathroom is located on the Big Island of Hawaii, just one walkable mile south of Kailua Kona village. Spectacular ocean and sunset views as well as whales and pods of dolphins frolic in front of you as you dine and relax on the large wrap around ...


	You'll love this house! Ocean View pool waterfall #2707				From $399/night
	5 Beds	4.5 Baths	Sleeps 12	House
Our beautiful home features an expansive ocean view from the huge pool with lava rock waterfall and lanai where the main level of the home wraps around the pool for total privacy. It is located in an very quiet, upscale neighborhood close to The Walua Trail - a historic, 3 mile trail used for early morning ...


	Captain Cook House ~ Entire Home #1249				From $385/night
	4 Beds	2 Baths	Sleeps 9	House
Captain Cook House This unique Hawaiian plantation home, built in the early 1900's offers phenomenal oceanfront views overlooking the Captain Cook monument at Napoopoo Bay. Watch the dolphins play or enjoy swimming, snorkeling and kayaking within footsteps. Captain Cook Main House Bedrooms: 3 Bedding: ...


	Private Ocean View home in Kailua Kona, HI #470				From $75/night
	4 Beds	3 Baths	Sleeps 12	House
This big and beautiful ocean view 3 story Home has a 4 bedroom 3 bath vacation rental unit that will sleep 12 with the use of two hid-a-bed couches in the upper floor and a Studio apartment called "Slice" on the ground floor that will sleep 2 and now "Paradise" that can sleep 8. You ...


	Kona Sea Ridge K-4. #1252				From $2,760/month
	3 Beds	3 Baths	Sleeps 1-6	Condo
This newer complex is located just 1 mile from Kailua town. It features a pool, spa, BBQ area, work out room, assigned covered parking and much more. Available for Monthly rentals only. Visit our direct website at: www.hawaii-kona.com to view photos & amenities for all of our vacation rentals.


	Captain Cook ~ Main House #1246				From $285/night
	3 Beds	1 Baths	Sleeps 6	House
This unique Hawaiian plantation home, built in the early 1900's offers phenomenal oceanfront views overlooking the Captain Cook monument at Napoopoo Bay. Watch the dolphins play or enjoy swimming, snorkeling and kayaking within footsteps. Captain Cook Main House Bedrooms: 3 Bedding: King, Full, ...


	Kona Makai #2099				From $101/night
	1-3 Beds	1-2 Baths	Sleeps 1-8	Condo
Offers one bedroom, one bedroom plus loft and two bedroom condos with oceanviews. The complex is located one mile south of Kailua-Kona on the famous Alii Drive. There is an oceanfront pool, spa BBQ area, exercise room, tennis courts and high speed internet access.


	Kona Bali Kai Complex #1256				From $111/night
	1-2 Beds	1-2 Baths	Sleeps 1-6	Condo
This oceanfront complex is great for watching waves and sunsets. Gardenview accommodations are also available across the street from the ocean. Ranging from economy to luxury, each unit features a full kitchen, TV/VCR, some with washer/dryers in unit and some with large lanai's. The complex offers pool, ...


	Captain Cook ~ Cottage #1248				From $140/night
	1 Beds	1 Baths	Sleeps 3	Cottage
This unique Hawaiian plantation home, built in the early 1900's offers phenomenal oceanfront views overlooking the Captain Cook monument at Napoopoo Bay. Watch the dolphins play or enjoy swimming, snorkeling and kayaking within footsteps. Captain Cook Cottage Bedrooms: 1 Bedding: Full, sets of twins Baths: ...


	Alii Cove Y-4. #1245				From $3,480/month
	3 Beds	3 Baths	Sleeps 1-6	Condo
New gated complex located within walking distance of down town. Featuring a pool, spa, BBQ area and work out room. Available for monthly rentals only. Visit our direct website at: www.hawaii-kona.com to view photos & amenities for all of our vacation rentals.


	Alii Cove X-21. #1244				From $2,592/month
	3 Beds	2 Baths	Sleeps 1-6	Condo
New gated complex located within walking distance of down town. Featuring a pool, spa, BBQ area and work out room. Available for monthly rentals only. Visit our direct website at: www.hawaii-kona.com to view photos & amenities for all of our vacation rentals.


	Sea Village 3309. #1243				From $143/night
	2 Beds	2 Baths	Sleeps 1-6	Condo
This complex offers an oceanfront pool, spa, and BBQ area. Wireless internet access available throughout complex. Located one mile from Kailua-Kona. Visit our direct website at: www.hawaii-kona.com to view photos & amenities for all of our vacation rentals.


	Alii Cove O-1. #1240				From $2,592/month
	3 Beds	2 Baths	Sleeps 1-6	Condo
New gated complex located within walking distance of down town. Featuring a pool, spa, BBQ area and work out room. Available for monthly rentals only. Visit our direct website at: www.hawaii-kona.com to view photos & amenities on all of our vacation rentals.


	Sea Village 3203. #1238				From $128/night
	2 Beds	2 Baths	Sleeps 1-6	Condo
This complex offers an oceanfront pool, spa, and BBQ area. Wireless internet access available throughout complex. Located one mile from Kailua-Kona. Visit our direct website at: www.hawaii-kona.com to view photos & amenities for all of our vacation rentals.


	Kona Pacific B511. #1237				From $94/night
	1 Beds	2 Baths	Sleeps 1-4	Condo
This complex is located on the south edge of downtown Kailua-Kona, elevators, pool and BBQ area. Smoking is strictly prohibited at this complex. Visit our direct website at: www.hawaii-kona.com to view photos & amenities for all of our vacation rentals.


	Kona Pacific B510. #1236				From $111/night
	1 Beds	2 Baths	Sleeps 1-4	Condo
This complex is located on the south edge of downtown Kailua-Kona, elevators, pool and BBQ area. Smoking is strictly prohibited at this complex. Visit our direct website at: www.hawaii-kona.com to view photos & amenities for all of our vacation rentals.


	Kona Pacific B208. #1235				From $115/night
	2 Beds	3 Baths	Sleeps 1-6	Condo
This complex is located on the south edge of downtown Kailua-Kona, elevators, pool and BBQ area. Smoking is strictly prohibited at this complex. Visit our direct website at: www.hawaii-kona.com to view photos & amenities for all of our vacation rentals.


	Kona Makai 6301. #1232				From $200/night
	2 Beds	2 Baths	Sleeps 1-6	Condo
Kona Makai offers one bedroom, one bedroom plus loft and two bedroom condos with oceanviews. The complex is located one mile south of Kailua-Kona on the famous Alii Drive. There is an oceanfront pool, spa BBQ area, exercise room, tennis courts and high speed internet access. Visit our direct website ...


	Kona Makai 6101. #1231				From $200/night
	2 Beds	2 Baths	Sleeps 1-6	Condo
Kona Makai offers one bedroom, one bedroom plus loft and two bedroom condos with oceanviews. The complex is located one mile south of Kailua-Kona on the famous Alii Drive. There is an oceanfront pool, spa BBQ area, exercise room, tennis courts and high speed internet access. Visit our direct website ...


	Sea Village 1102. #1230				From $143/night
	2 Beds	2 Baths	Sleeps 1-6	Condo
This complex offers an oceanfront pool, spa, and BBQ area. Wireless internet access available throughout complex. Located one mile from Kailua-Kona. Visit our direct website at: www.hawaii-kona.com to view photos & amenities for all of our vacation rentals.


	Kona Makai 5204. #1229				From $101/night
	1 Beds	1 Baths	Sleeps 1-4	Condo
Kona Makai offers one bedroom, one bedroom plus loft and two bedroom condos with oceanviews. The complex is located one mile south of Kailua-Kona on the famous Alii Drive. There is an oceanfront pool, spa BBQ area, exercise room, tennis courts and high speed internet access. Visit our direct website ...


	Kona Makai 3105. #1138				From $101/night
	1 Beds	1 Baths	Sleeps 1-4	Condo
Kona Makai offers one bedroom, one bedroom plus loft and two bedroom condos with oceanviews. The complex is located one mile south of Kailua-Kona on the famous Alii Drive. There is an oceanfront pool, spa BBQ area, exercise room, tennis courts and high speed internet access. Visit our direct website ...


	Kona Makai 2101. #1136				From $126/night
	2 Beds	2 Baths	Sleeps 1-6	Condo
Offers one bedroom, one bedroom plus loft and two bedroom condos with oceanviews. The complex is located one mile south of Kailua-Kona on the famous Alii Drive. There is an oceanfront pool, spa BBQ area, exercise room, tennis courts and high speed internet access. Visit our direct website at: www.hawaii-kona.com ...


	Kona Bali Kai 305. #1115				From $143/night
	2 Beds	2 Baths	Sleeps 1-6	Condo
This oceanfront complex is great for watching waves and sunsets. Gardenview accommodations are also available across the street from the ocean. Ranging from economy to luxury, each unit features a full kitchen, TV/VCR, some with washer/dryers in unit and some with large lanai's. The complex offers pool, ...


	Kona Bali Kai 225. #1112				From $111/night
	0 Beds	1 Baths	Sleeps 1-4	Condo
This oceanfront complex is great for watching waves and sunsets. Gardenview accommodations are also available across the street from the ocean. Ranging from economy to luxury, each unit features a full kitchen, TV/VCR, some with washer/dryers in unit and some with large lanai's. The complex offers pool, ...

We have over 50 properties in the Kailua-Kona, Hawaii area.
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Kailua-Kona Vacation Rentals | Hotels