
Resort vacation rentals in Kailua-Kona
Find and book unique resort rentals on Airbnb
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 G$20,913 GYD per night before taxes and fees

Verified guest reviews
Over 790 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!

CONTEMPORARY Studio by the Ocean!!
🌊 Escape to Paradise on Historic Alii Drive 🌺 Welcome to your beachside retreat in the heart of Kona! Just one minute from the oceanfront and located along the iconic Alii Drive, this beautifully renovated unit offers the ultimate Hawaiian getaway. Unbeatable location — walk to the beach, shops, and restaurants Fully upgraded with a kitchenette (includes pots, pans, dishware, and wine glasses) High-speed internet — perfect for remote work Only 15 minutes from Kona International Airport

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.

Kailua-Kona, Hawaii- Kona Coast Resort 2-Bedroom
Kona Coast Resort, Kailua-Kona 21acres of lush, tropical gardens amidst the panoramic backdrop of Hawaii's Kona Coast, on Hawaii's Big Island offers spectacular views of palm trees and calm waters. Here you'll find endless resort activities, spectacular natural beauty, and the best of the Big Island right at your door. Shell Vacations Club Kona Coast Resort is the perfect place for sport fishing, snorkeling, hiking, sunset cruises and cave explorations. Steps from the beach!

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

2BR @ Wyndham Kona Hawaiian Resort
Unwind at Club Wyndham Kona Hawaiian Resort, a charming hideaway just steps from the beach in beautiful Kailua‑Kona on Hawaii’s Big Island. Palm‑lined paths and lush gardens surround two outdoor pools and spa tubs, while a picnic and BBQ area invites relaxed gatherings. With easy access to the waterfront, shops and local dining, you’ll be perfectly placed to soak in island life.

Two Bedroom Deluxe Suite Hawaii
Escape to paradise at Kona Hawaiian Resort on the Big Island of Hawaii. Enjoy spacious condo-style accommodations, tropical gardens, pools, hot tubs, tennis courts, and BBQ areas. Just minutes from beaches, shopping, dining, and downtown Kailua-Kona, it’s the perfect home base for snorkeling, island adventures, or simply relaxing in the Hawaiian sunshine. 🌴☀️

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.

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.

Outrigger Kona Resort and Spa
Resort view room with one king bed offers tropical resort views, balcony with outdoor seating, wifi, flat screen TV, mini refrigerator, coffee and tea maker, work desk, in room safe, premium bath amenities, and calming decor, ideal for a relaxing and convenient stay.

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.
Popular amenities for Kailua-Kona resort rentals
Family-friendly resort rentals

Hilton Kohala Suites - 2 Bedroom Premier

Kona • Couples Island Retreat • Pool + Ocean

WYDHAM Paniolo Greens HI

Holua Resort at Mauna Loa | 1BR King Bed Suite

Holua Resort at Mauna Loa | 1BR King Bed Suite

Holua Resort at Mauna Loa | 1BR King Bed Suite

Kona, Hawaii 2 Bedroom (sleeps 6) at WorldMark

Marriott's Waikoloa Ocean Club One-Bedroom Suite
Resort rentals with a pool

Hilton Ocean Tower - Studio Plus

Waikoloa • Pool + Beach • Studio Suite

Hilton Ocean Tower - Studio - Resort View

Hilton Ocean Tower - Studio Resort View

Hilton Ocean Tower - Studio - Resort View

Waikoloa • Pool + Beach • Studio Suite

Waikoloa • Pool + Beach • Studio Suite

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

Studio Suite | Hilton Ocean Tower Waikoloa

Waikoloa • Pool + Beach • Studio Suite

Hilton Ocean Tower - Studio - Resort View

1BR Partial Ocean View | Hilton Ocean Tower

Hilton Ocean Tower - 2 Bedroom Resort View

Partial Ocean View Studio | Hilton Ocean Tower

Hilton Ocean Tower - Studio - Resort View

2BR @ Wyndham Mauna Loa Village
When is the best time to visit Kailua-Kona?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$69,641 GYD | G$63,785 GYD | G$64,413 GYD | G$63,158 GYD | G$71,523 GYD | G$57,930 GYD | G$64,622 GYD | G$56,884 GYD | G$56,047 GYD | G$55,420 GYD | G$53,956 GYD | G$53,329 GYD |
| 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 |
Destinations to explore
- Smoking-friendly rentals Kailua-Kona
- Rentals with a fireplace Kailua-Kona
- Townhouse rentals Kailua-Kona
- Beachfront rentals Kailua-Kona
- Rentals with beach access Kailua-Kona
- Hotel rooms Kailua-Kona
- Rentals with breakfast Kailua-Kona
- Condo rentals Kailua-Kona
- Villa rentals Kailua-Kona
- House rentals Kailua-Kona
- Beach condo rentals Kailua-Kona
- Luxury rentals Kailua-Kona
- Rentals with a washer and dryer Kailua-Kona
- Rentals with a patio Kailua-Kona
- Rentals with an EV charger Kailua-Kona
- Fitness-friendly rentals Kailua-Kona
- Rentals with outdoor seating Kailua-Kona
- Rentals with a kayak Kailua-Kona
- Serviced apartment rentals Kailua-Kona
- Guesthouse rentals Kailua-Kona
- Waterfront rentals Kailua-Kona
- Cabin rentals Kailua-Kona
- Rentals with a hot tub Kailua-Kona
- Beach house rentals Kailua-Kona
- Apartment rentals Kailua-Kona
- Family-friendly rentals Kailua-Kona
- Private suite rentals Kailua-Kona
- Rentals with pools Kailua-Kona
- Pet-friendly rentals Kailua-Kona
- Rentals with a fire pit Kailua-Kona
- Rentals with a home theater Kailua-Kona
- Resort rentals Hawaii County
- Resort rentals Hawaii
- Resort rentals United States
- Hapuna Beach
- Waikōloa Beach
- Kohanaiki Private Club Community
- Mauna Kea
- Waikoloa Beach
- Mauna Lani Beach Club
- Kilauea
- Sea Village
- Manini'owali Beach
- Kona Country Club
- Makalawena
- Spencer Beach Park
- Puʻuhonua o Hōnaunau National Historical Park
- Magic Sands Beach Park
- Waialea Beach
- Big Island Retreat
- Kaloko-Honokohau Nat'l Hist Park
- Pololū Valley Lookout
- Punaluu Black Sand Beach
- Kua Bay
- Kona Farmer's Market
- Hapuna Beach State Recreation Area
- 49 Black Sand Beach
- Kealakekua Bay State Historical Park
- Things to do Kailua-Kona
- Sports activities Kailua-Kona
- Food and drink Kailua-Kona
- Things to do Hawaii County
- Art and culture Hawaii County
- Food and drink Hawaii County
- Nature and outdoors Hawaii County
- Sports activities Hawaii County
- Things to do Hawaii
- Tours Hawaii
- Sightseeing Hawaii
- Sports activities Hawaii
- Wellness Hawaii
- Food and drink Hawaii
- Art and culture Hawaii
- Entertainment Hawaii
- Nature and outdoors Hawaii
- Things to do United States
- Tours United States
- Sightseeing United States
- Entertainment United States
- Sports activities United States
- Art and culture United States
- Wellness United States
- Nature and outdoors United States
- Food and drink United States






