
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 $100 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.
ValueFamilyNearby

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.
LocationFamilySleep quality

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~
ValueLocationBeach

Holua Resort at Mauna Loa | 2BR 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 | 2BR/2BA King Bed Suite • Kitchen: Full • Baths: 2 • Accommodates: 6 Guests Beds • Bedroom 1: 1 King Bed • Bedroom 2: 1 King Bed or 2 Twin Beds • Living Area: 1 Sleeper Sofa
FamilyLocationAccuracy

Kona @ the Hawaiian Resort- 2Bd Dlx
Authentically Hawaiian in this charming Resort @ Kona Hawaiian. You'll have a great time at this comfortable place to stay. 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 no modern amenity. Outdoor pools and the nearby beach are just the beginning of what’s within reach..~ Mahalo~
LocationComfortWalkability

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-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.
ValueLocationPool

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.
LocationFamilyCleanliness

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.

Ocean Front resort. Pools, waterslides and lagoon
This 2 bedroom 2 bath is steps away from the beach and located within the desirable Hilton Village. This room is a perfect Hawaii destination with immaculate amenities and space for the whole family. A full kitchen gives you flexibility and convenience.

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

Kona, Hawaii 2 Bedroom (sleeps 6) at WorldMark

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

Kona • Couples Island Retreat • Pool + Ocean

Ironman Special: 10/7-10/13 Oceanside Sleeps 6

Hilton Kohala Suites - 2 Bedroom Plus

Royal Sea Cliff at Kona, Hawaii 1 bedroom deluxe.

Holua Resort at Mauna Loa | 1BR King Bed Suite
LocationAmenitiesCleanliness

Wyndham Kona Hawaiian | 2BR/2BA King Bed Suite
FamilyLocationBathroom
Resort rentals with a pool

Marriott's Waikoloa Ocean Club One-Bedroom Suite

Wyndham Paniolo Greens | 2BR/2BA King Suite
FamilyValueSleep quality

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

Wyndham Kona Hawaiian | 2BR/2BA King Bed Suite
LocationValueCheck-in

Holua Resort at Mauna Loa | 1BR King Bed Suite
ValueFamilyAir conditioning

Wyndham Paniolo Greens | 2BR/2BA King Suite
ValueLocationNearby

Holua Resort at Mauna Loa | 1BR King Bed Suite
FamilyValueParking

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

Private Tropical resort in Kona
ValueHot tubBathroom

WYDHAM Paniolo Greens HI
AccuracyHospitality

Wyndham Mauna Loa Village 1BR – Near Kona Coast

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

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

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

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

Wyndham Royal Sea Cliff | 1BR/1BA King Balc 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 | $333 | $305 | $308 | $291 | $263 | $252 | $309 | $272 | $268 | $265 | $258 | $255 |
| Avg. temp | 43°F | 42°F | 43°F | 45°F | 47°F | 49°F | 49°F | 49°F | 49°F | 48°F | 45°F | 43°F |
Destinations to explore
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