
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$20,886 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.

OCEAN FRONT Kona Studio with Ocean 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.
LocationValueCleanliness

Ironman Week•2BR/2BA•Walk to Kailua Pier•Oct 4-11
Stay at Club Wyndham Kona Hawaiian Resort during Ironman World Championship Week! This newly renovated 2BR/2BA villa sleeps 6 and is about a 25-minute walk (1.4 miles) along scenic Aliʻi Drive to Kailua Pier—ideal for athletes and spectators who want to avoid race-day parking. Enjoy a full kitchen with stainless steel appliances, private lanai, A/C, in-unit washer/dryer, plus resort pools, hot tubs, BBQs, lush tropical grounds, and nearby beaches, dining, shopping, and breathtaking Kona sunsets.

Hilton Grand Vacations Club Kings' Land Waikoloa
Our Kings' Land resort is perched among oceanfront golf courses designed by Robert Trent Jones, Jr. Discover sand-bottomed pools, waterfalls, lava-rock scenery, and a lush lawn event area. Visit the concierge for assistance with tee times and excursions including swimming with dolphins or manta rays, horseback riding, tours of Kilauea Volcano or plantations for a nominal fee. Perks include a free shuttle to Hilton Waikoloa Village, where guests can enjoy a salt water lagoon and full-service spa.

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.
LocationValueLaundry

Kailua-Kona, Hawaii-Kona Hawaiian Resort 2 BD Dlx
We welcome you to come and experience the charm of Kona Hawaiian Resort, where vintage island style meets modern comfort in the heart of Kailua-Kona. Relax by the outdoor pools and whirlpools, then explore nearby beaches, golf, shopping, dining, coffee farms, and local museums. Venture out to waterfalls, volcanoes, whale watching, snorkeling, and unforgettable Big Island adventures, all just minutes from your tropical retreat. *Kamaʻāina discounts available~ Mahalo~
FamilyLocationBeach

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. 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!

Resort@ Mauna Loa Village-Kona- 1Bd Deluxe Suite
Escape to the tropical beauty of Hawaii’s Big Island at Mauna Loa Village. Set along the stunning Kona Coast, this peaceful resort features spacious villa-style accommodations surrounded by lush gardens and swaying palms. Relax by sparkling pools, play a round of golf, or explore nearby beaches, snorkeling, coffee farms, and Hawaiʻi Volcanoes National Park. It’s the perfect retreat for couples, families, and island adventurers alike.
LocationCleanlinessAccuracy

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
LocationAmenitiesQuiet

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.

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.
FamilyValueCheck-in

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.
LocationFamilyHospitality

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

Tropical 1bd - Check-in's Fri, Sat & Sun ONLY!

Kona Hawaiian Resort - 2bd/2ba-2King beds/Sofa bed

Wyndham Mauna Loa Village - 2 Bedroom
Cleanliness

Kona • Island Family Trip • Pool + Views • 2Br

Kona, Hawaii 2 Bedroom (sleeps 6) at WorldMark

Ironman Special: 10/7-10/14 Oceanside Sleeps 6

Hilton Kohala Suites - 2 Bedroom Premier

Royal Sea Cliff at Kona, Hawaii 1 bedroom deluxe.
Resort rentals with a pool

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

Holua Resort at Mauna Loa | 2BR King Bed Suite
LocationFamilyPool

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

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

Wyndham Paniolo Greens | 2BR/2BA King Suite
ValueLocationCheck-in

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

Holua Resort at Mauna Loa | 2BR King Bed Suite
ValueLocationHospitality

Wyndham Paniolo Greens | 2BR/2BA King Suite
ValueComfortBeach
Resort rentals with a gym

Private Tropical resort in Kona
ValueHot tubHospitality

WYDHAM Paniolo Greens HI
HospitalityAccuracy

Wyndham Mauna Loa Village 1BR – Near Kona Coast

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

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

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

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

Wyndham Kona Coast Resort|1BR/1BA King Balc Suite
LocationComfortGetting around
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$69,552 GYD | G$63,704 GYD | G$64,330 GYD | G$60,779 GYD | G$54,931 GYD | G$52,634 GYD | G$64,539 GYD | G$56,811 GYD | G$55,976 GYD | G$55,349 GYD | G$53,887 GYD | G$53,260 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 |
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