
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 G$20,893 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.

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

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.

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!

Studio Suite | Hilton Ocean Tower Waikoloa
Stay at Hilton Ocean Tower Waikoloa Village and experience one of Hawaii's premier resort destinations along the Kohala Coast. This expansive oceanfront resort offers the perfect blend of island beauty, relaxation, and resort-style amenities. Enjoy multiple pools, waterslides, a saltwater lagoon, on-site dining, tennis courts, and more while exploring the resort's 62-acre tropical property. Enjoy free WiFi and no resort fees during your stay.

Ironman Special: 10/7-10/13 Oceanside Sleeps 6
This spacious two-bedroom deluxe suite at Kona Royal Sea Cliff sleeps 6 and features a fully equipped kitchen, living and dining areas, and private lanais with beautiful ocean or garden views. Free wifi, non-smoking rooms. Enjoy amenities such as pools, hot tubs, tennis courts, fitness center, and lush tropical grounds, all just minutes from the shops, restaurants, and beaches of Kailua-Kona.

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

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.

Resort view 1 king bed
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.
Popular amenities for Kailua-Kona resort rentals
Family-friendly resort rentals

Wyndham Royal Sea Cliff - 1 Bedroom Deluxe

Kona • Couples Island Retreat • Pool + Ocean

Hilton Kohala Suites - 2 Bedroom Premier

Royal Sea Cliff at Kona, Hawaii 1 bedroom deluxe.

Marriott's Waikoloa Ocean Club One-Bedroom Suite

Private Tropical resort in Kona

WYDHAM Paniolo Greens HI

Wyndham Mauna Loa Village 1BR – Near Kona Coast
Resort rentals with a pool

Wyndham Paniolo Greens | 2BR/2BA King Suite

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

Wyndham Kona Hawaiian | 2BR/2BA King Bed Suite

Wyndham Kona Coast Resort|2BR/2BA Queen Balc Suite

Holua Resort at Mauna Loa | 2BR King Bed Suite

Wyndham Paniolo Greens | 2BR/2BA King Suite

Holua Resort at Mauna Loa | 1BR King Bed Suite

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

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

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

Wyndham Kona Coast Resort|2BR/2BA Queen Balc Suite

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

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

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

Holua Resort at Mauna Loa | 2BR King Bed Suite

Wyndham Paniolo Greens | 2BR/2BA King Suite
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$69,574 GYD | G$63,724 GYD | G$64,351 GYD | G$63,097 GYD | G$71,454 GYD | G$57,874 GYD | G$64,560 GYD | G$56,829 GYD | G$55,994 GYD | G$55,367 GYD | G$53,904 GYD | G$53,277 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
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