
Resort holiday rentals in Kailua-Kona
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Top-rated resort rentals in Kailua-Kona
Guests agree: these resort rentals are highly rated for location, cleanliness and more.

Amazing Kona 2BR Mauna Loa Village Pool HotTub BBQ
##Please verify availability first. Mahalo! Escape to a serene Big Island oasis at Mauna Loa Village (a beautiful timeshare resort). Located just next door to the Kona Country Club, which features a championship golf course. This tantalizing Kailua-Kona resort is a quiet oasis tucked away from the town traffic and crowds, yet only two blocks from shopping, restaurants, and movie theaters. Plus, there's a wide array of golf courses, beaches, as well as hiking/biking/horseback riding trails nearby

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.

Newly Renovated King Room in Oceanfront Resort
Discover our newly renovated Outrigger Kona Resort & Spa with island inspired décor and furnished lanais overlooking Keauhou Bay, the lava cliffs, mountains, and beautifully landscaped grounds. The oceanfront pool and water slide offer family-friendly fun for both kids and adults. Immerse in the vibrant history and traditions of Hawai‘i Island with our activities from cultural tours to getting up close with manta rays, as well as Kona’s premier oceanfront lū‘au experience.

Studio @ Hilton Ocean Tower Waikoloa Village
Experience paradise at Hilton Ocean Tower Waikoloa Village, perched along the Kohala Coast in Waikoloa Village. Steps from beautiful A-Bay beach and part of Hilton Waikoloa Village's 62-acre oceanfront playground. Access to multiple pools, lagoon, dolphin encounters, and waterslides. Minutes from world-class golf, shopping, and dining. Perfect base for exploring Big Island's volcanoes, beaches, and cultural sites.

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

Perfect 2 Bedroom Suite for Group Visits to Kona
Grand 2 bedroom suite at Kona Coast Resort w/ lush, tropical gardens amidst the panoramic backdrop of Hawaii's Kona Coast. • Must be 21+ to book • Must provide $250 fully refundable deposit to the resort at check in for incidentals (credit card only) • Resort tax of $14/night payable at check in • A/C is optional $15/night • Name on reservation must match photo I.D

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.

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 resort rentals in Kailua-Kona
Family-friendly resort rentals

Partial Ocean View Villa @ Hilton Ocean Tower

Partial Ocean View Studio @ Hilton Ocean Tower

Holua Resort at Mauna Loa | 2BR King Bed Suite

2BR @ Hilton Kohala Suites Waikoloa

2BR @ Wyndham Kona Hawaiian Resort

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

Wyndham Paniolo Greens | 2BR/2BA King Suite

Wyndham Kona Coast Resort|1BR/1BA King Balc Suite
Resort rentals with a pool

Hilton The Bay - 2 Bedroom

Shell Kona Coast Resort Ohana Suite Honu

Club Wyndham Mauna Loa Village Two-Bedroom Condo

Waikoloa Ocean - 1 Bedroom

Hilton Kings' Land - 1 Bedroom

Club Wyndham Mauna Loa Village One-Bedroom Condo

Waikoloa Ocean - 1 Bedroom

2BR Hawaiian Suite w/ all the comforts of home
Resort rentals with a gym

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

Holua Resort at Mauna Loa | 1BR King Bed Suite

Holua Resort at Mauna Loa | 2BR King Bed Suite

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

WYDHAM Paniolo Greens HI

Holua Resort at Mauna Loa | 1BR King Bed Suite

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

Wyndham Paniolo Greens | 2BR/2BA King Suite
Quick stats about resort rentals in Kailua-Kona

Total holiday rentals
Explore 40 holiday rentals in Kailua-Kona

Nightly prices starting at
Kailua-Kona holiday rentals start at £81 per night before taxes and fees

Verified guest reviews
Over 690 verified reviews to help you choose

Family-friendly holiday rentals
30 properties offer extra space & child-friendly amenities

Holiday rentals with a pool
40 properties feature pools

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wifi availability
40 of Kailua-Kona holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Kailua-Kona rentals

4.7 Average rating
Kailua-Kona stays receive an average rating of 4.7 out of 5 from guests
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- Hapuna Beach
- Waikoloa Beach
- Waikōloa Beach
- Kohanaiki Private Club Community
- Kona Country Club
- Makalawena
- Mauna Kea
- Kilauea
- Spencer Beach Park
- Mauna Lani Beach Club
- Pololū Valley Lookout
- Punaluu Black Sand Beach
- Magic Sands Beach Park
- Manini'owali Beach
- Big Island Retreat
- Kaloko-Honokohau Nat'l Hist Park
- Waialea Beach
- Sea Village
- Puʻuhonua o Hōnaunau National Historical Park
- Hapuna Beach State Recreation Area
- Kua Bay
- Captain James Cook Monument
- Kona Farmer's Market
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