
Resort vacation rentals in Kailua-Kona
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Quick stats about resort rentals in Kailua-Kona

Total vacation rentals
Explore 40 vacation rentals in Kailua-Kona

Nightly prices starting at
Kailua-Kona vacation rentals start at ﺩ.ﺇ367 per night before taxes and fees

Verified guest reviews
Over 730 verified reviews to help you choose

Family-friendly vacation rentals
30 properties offer extra space & kid-friendly amenities

Vacation rentals with a pool
40 properties feature pools

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wi-Fi availability
40 of Kailua-Kona vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Kailua-Kona rentals

4.6 Average rating
Kailua-Kona stays receive an average rating of 4.6 out of 5 from guests
Top-rated resort rentals in Kailua-Kona
Guests agree: these resort rentals are highly rated for location, cleanliness, and more.

Marriott Waikoloa Ocean - Stunning one bedroom
We are able to offer reservations in weekly increments with arrivals and departures, Fridays, Saturdays, and Sundays Marriott's Waikoloa Ocean Club mirrors the natural beauty and rich culture that defines Big Island. Sharing the grounds with Waikoloa Beach Marriott Resort & Spa, Marriott's newest Vacation Club property opened in 2017. Guests will enjoy the Hawaii Call Restaurant & Lounge, Mandara Spa, Sunset Luau, a total of three swimming pools, two children's pools, a fitness center and more!

OCEAN FRONT Kona Studio with Spectacular View.
ALOHA! We invite you to sit back, relax in this spectacular view from our lanai. Absolute BEST location with direct ocean front view at historical Alii Drive. This unit has a tropical theme and is 15 minutes from the Kona airport and 1 minute walk to the ocean!! FAST INTERNET - for those of you decided to escape to paradise to work!! Kitchenette with pots and pans, plates and cups and wine glasses. Kona Town right next door with open air. eateries, live music, outdoor market next. door.

Kona, Hawaii 2 Bedroom (sleeps 6) at WorldMark
This 2 Bedroom Suite (Sleeps 6) is located at the Worldmark Resort on Ali'i Drive in Kailua-Kona! Main bedroom with king size bed, second bedroom has two twin beds, large living room with comfortable queen size murphy bed. Full kitchen with all amenities provided. Excellent location rightacross the street from the ocean. Short walk to Kona town with everything from restaurants, bar/nightlife, shopping, activities, etc. You will love the great location of this resort! TA-068-004-5056-01

Club Wyndham Kona Two Bedroom Bungalow
Every detail at Club Wyndham Kona Hawaiian has been designed to re-create the charming traditional island ambiance found back in the 1930s but with all the modern amenities you expect in a tropical resort. This resort is near waterfalls, museums, golf courses, volcanoes and a multitude of shops and restaurants. This suite offers a king bed in each bedroom and a sleeper sofa in the living area. Additional amenities include a kitchen and dining area, whirlpool tub, washer/dryer and lanai.

Newly Renovated King Room in Oceanfront Resort
Discover our newly renovated Outrigger Kona Resort & Spa with island inspired décor and furnished lanais overlooking Keauhou Bay, the lava cliffs, mountains, and beautifully landscaped grounds. The oceanfront pool and water slide offer family-friendly fun for both kids and adults. Immerse in the vibrant history and traditions of Hawai‘i Island with our activities from cultural tours to getting up close with manta rays, as well as Kona’s premier oceanfront lū‘au experience.

Holua Resort at Mauna Loa | 1BR King Bed Suite
Spectacular natural beauty welcomes you the moment you arrive. Stay in spacious villas featuring private lanais with stunning views, then enjoy 18 holes of championship golf or watch the sea turtles at nearby Kahalu'u Beach Park. Holua Resort at Mauna Loa | 1BR King Bed Suite • Size: 780 - 834 • Kitchen: Full • Baths: 1 • Accommodates: 4 Guests • Beds: King Bed - 1 Queen Sleeper Sofa - 1

Kona Hawaiian Resort - 2bd/2ba-2King beds/Sofa bed
On the Big Island’s west coast, you’ll find this delightful retreat built to capture the natural wonder of Kailua-Kona. Beautifully designed to capture the charm of the 1930s, you’ll want for no modern amenity. Outdoor pools and the nearby beach are just the beginning of what’s within reach. Maximum occupancy of 6 person strictly enforced. No exceptions!

Kona Hawaiian Resort-2 bedroom
Kona Hawaiian Resort bungalows are located near the action. Just a short walk to restaurants, shopping, and the beach. Come relax by the pool or watch the waves crash on the black shores of Kona. These spacious 2 bedroom bungalows are nestled among the trees and give you the privacy you want. Enjoy breakfast on your balcony and listen to the birds chirp.

2BR @ Wyndham Mauna Loa Village
Tucked along Hawaii’s scenic Kona Coast, Club Wyndham Mauna Loa Village offers a peaceful tropical retreat beside the Kona Country Club. Enjoy multiple pools, hot tubs, and tennis courts surrounded by lush gardens. Just minutes from Keauhou Bay, beaches, snorkeling, dining, and shopping, it’s the perfect base to explore the Big Island.

Hilton Kings' Land - 2 Bedroom
Lavish Lagoon-Style Pool Escape with Golf Views – Waikoloa Village Begin your morning on your private lanai, overlooking lush golf fairways. Explore lava-rock waterfalls and waterslides at the resort pool, then ride the shuttle to nearby Hilton Waikoloa Village. Finish your day with starlit BBQ.

Waikoloa Ocean - 1 Bedroom
Ocean‑view Villa with Kitchen & Pools – Waikoloa, Big Island Wake to sea breezes over ʻAnaehoʻomalu Bay, sip coffee on your lanai, stroll to the beach or pool, snorkel or BBQ, then catch sunset views from your balcony before resort Luau or dinner.

Hilton The Bay - 2 Bedroom
Resort-Style Villas with Pool, Golf & Island Views – Waikoloa, HI Start your morning with a tropical breeze on your lanai, tee off at the nearby golf courses, unwind by the pool, then enjoy Hawaiian-inspired cuisine as sunset paints the sky.
Popular amenities for Kailua-Kona resort rentals
Family-friendly resort rentals

Wyndham Kona Coast Resort|1BR/1BA King Balc Suite

Holua Resort at Mauna Loa | 2BR King Bed Suite

Wyndham Paniolo Greens | 2BR/2BA King Suite

Wyndham Royal Sea Cliff | 1BR/1BA King Balc Suite

Holua Resort at Mauna Loa | 1BR King Bed Suite

Wyndham Royal Sea Cliff | 2BR/2BA King Balc Suite

Holua Resort at Mauna Loa | 2BR King Bed Suite

Wyndham Royal Sea Cliff | 2BR/2BA King Balc Suite
Resort rentals with a pool

Hilton Ocean Tower - Studio - Resort View

Hilton Ocean Tower - Studio - Resort View

Hilton Ocean Tower - Studio - Resort View

Hilton Ocean Tower - Studio - Resort View

Holua Resort at Mauna Loa | 1BR King Bed Suite

Waikoloa • Pool + Beach • Studio Suite

Hilton Ocean Tower - Studio - Resort View

Hilton Ocean Tower - Studio - Resort View
Resort rentals with a gym

Hilton Ocean Tower - Studio Plus

Studio @ Hilton Ocean Tower Waikoloa Village

Hilton Ocean Tower - Studio - Resort View

Partial Ocean View Villa @ Hilton Ocean Tower

Wyndham Royal Sea Cliff | 1BR/1BA King Balc Suite

Hilton Ocean Tower - Studio - Resort View

Partial Ocean View Studio @ Hilton Ocean Tower

Hilton Ocean Tower - Studio - Resort View
When is the best time to visit Kailua-Kona?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ1,223 | ﺩ.ﺇ1,120 | ﺩ.ﺇ1,131 | ﺩ.ﺇ1,109 | ﺩ.ﺇ1,256 | ﺩ.ﺇ1,017 | ﺩ.ﺇ1,135 | ﺩ.ﺇ999 | ﺩ.ﺇ984 | ﺩ.ﺇ973 | ﺩ.ﺇ948 | ﺩ.ﺇ936 |
| Avg. temp | 6°C | 6°C | 6°C | 7°C | 9°C | 10°C | 9°C | 9°C | 9°C | 9°C | 7°C | 6°C |
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- Resort rentals Hawaii County
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- Hapuna Beach
- Waikoloa Beach
- Waikōloa Beach
- Mauna Lani Beach Club
- Mauna Kea
- Manini'owali Beach
- Makalawena
- Spencer Beach Park
- Kilauea
- Puʻuhonua o Hōnaunau National Historical Park
- Pololū Valley Lookout
- Big Island Retreat
- Kaloko-Honokohau Nat'l Hist Park
- Waialea Beach
- Punaluu Black Sand Beach
- Sea Village
- Kona Farmer's Market
- Magic Sands Beach Park
- Kua Bay
- Hapuna Beach State Recreation Area
- Captain James Cook Monument
- Kealakekua Bay State Historical Park
- Old Kona Airport State Recreation Area
- Kailua Pier
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