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$20,919 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.

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Resort in Kailua-Kona
4.67 out of 5 average rating, 170 reviews

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.

A resort building features warm, earth-toned exterior walls and a distinctive red-tiled roof. Two spacious lanai areas are visible, surrounded by lush green landscaping and palms. A pathway leads towards the entrance, with well-maintained grass and tropical foliage in the foreground.
Resort in Holualoa
4.76 out of 5 average rating, 267 reviews

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.

Superhost
A serene outdoor pool area is surrounded by lush tropical vegetation, featuring a thatched-roof hut nearby. Comfortable lounge chairs are positioned along the pool, which reflects the sky. Palm trees gently sway overhead, creating a relaxing atmosphere in this resort-like setting.
Resort in Holualoa
4.89 out of 5 average rating, 9 reviews

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~

Superhost
The resort is positioned along the coastline, surrounded by lush greenery and clear turquoise waters. A series of pools and pathways can be observed, connecting various amenities. The landscape showcases palm trees and gently rolling hills, emphasizing the serene oceanfront environment.
Resort in Puako

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.

Guest favorite
A spacious outdoor area is surrounded by lush tropical foliage, featuring a patio with a wooden bench. A gazebo is visible, showcasing a barbecue grill under a blue tiled roof, offering a relaxing spot for guests to enjoy the landscaped environment.
Resort in Keauhou
5.0 out of 5 average rating, 5 reviews

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.

Superhost
A serene outdoor swimming pool is framed by palm trees and lush landscaping. Lounge chairs are placed around the pool area, inviting relaxation. A small spa is also seen beside the pool, surrounded by a protective fence ensuring safety.
Resort in Keauhou
4.88 out of 5 average rating, 17 reviews

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

Resort in Holualoa
New place to stay

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. 🌴☀️

Resort in Holualoa

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!

Guest favorite
A tranquil pool area is framed by tropical landscaping, featuring a mixture of palm trees and vibrant greenery. Natural stone accents surround the pool, and comfortable lounge chairs are arranged nearby. Tiki hut structures provide shaded seating, enhancing the relaxed atmosphere of the space.
Resort in Holualoa
5.0 out of 5 average rating, 12 reviews

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.

Resort in Puako
5.0 out of 5 average rating, 3 reviews

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 in Keauhou

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.

Resort in Puako
New place to 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.

Popular amenities for Kailua-Kona resort rentals

When is the best time to visit Kailua-Kona?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$69,659 GYDG$63,802 GYDG$64,429 GYDG$63,174 GYDG$71,542 GYDG$57,944 GYDG$64,638 GYDG$56,899 GYDG$56,062 GYDG$55,434 GYDG$53,970 GYDG$53,342 GYD
Avg. temp6°C6°C6°C7°C9°C10°C9°C9°C9°C9°C7°C6°C

Destinations to explore