
Holiday rentals in Kailua Bay
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Top-rated holiday rentals in Kailua Bay
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Aloha Paradise! Remodeled with A/C & Ocean View!
Best unit at Kailua-Kona’s popular Sea Village and one of the only with A/C! Captivating ocean views, breezes, tropical sights and sounds greet you in this easily accessible ground floor unit. Start your day on the private lanai watching the spinner dolphins and end it with a glass of wine watching sunset over the ocean. This fully updated, turn-key condo boasts open concept living and is 5 minutes to downtown. An ideal base for an individual, couple or small families to explore the Big Island!

Downtown Kona! Ocean View<1/2mi to Beach!
Say ‘Aloha’ to the good life when you book one of the best located condos in downtown Kailua-Kona! Located in the heart of downtown, this modern loft style home is just a 5-10 minute walk to the beach, the famous Alii Drive, restaurants, and on-the-water fun. Equipped with a private lanai and community amenities, you’ll have everything you need to enjoy Kona to it's fullest. Walk to the best downtown Kona Beach for a fun family-friendly day of sun, white sand, turquoise waters, and snorkeling!

Updated condo with ocean views & air conditioning
Kick back and relax at this renovated condo with partial ocean views, an oceanfront saltwater pool, and lusciously landscaped grounds. This air-conditioned unit boasts a central location just 1.3 miles from the heart of downtown Kona. Conveniently located between downtown Kona and the world-famous Magic Sands beach, this is the perfect home base to explore everything Hawaii Island has to offer. Enjoy the shared BBQs and private sandy beach area as you soak up Kona's sensational sunsets.

Incredible Downtown Kona /Renovated/New Dual AC
Enjoy this wonderful getaway condo located in the heart of Kailua-Kona. Just steps from Alii Drive, the ocean, Kailua-Kona Pier, grocery stores, farmers markets, restaurants, and coffee stores. Fully renovated. Dual AC (in both living and bedroom). In-unit washer/dryer. High speed wifi. One assigned parking space. Beach gears (snorkeling gears, beach chairs, boogie boards, and beach towels) are ready for you to use. And enjoy the saltwater pool that comes with a grill/picnic deck.

Downtown Kona Plaza Condo w/AC
Visit all the Big Island has to offer and lay your head to rest at this comfortable, renovated condo located in the heart of downtown Kona. Situated on historical Ali'i Drive, we are just steps from shops, restaurants, coffee houses, and beaches. Take in the breathtaking sunsets and hear the nightly luau from the enclosed lanai. Enjoy the newly refinished pool, and head up to the sunset deck for a bbq or cocktail. Catch charters, sunset cruises, and snorkel tours off of Kailua Pier.

Hale Kamalai in Kailua Kona
Enjoy all the comforts of home in this stylish guesthouse in the heart of Kailua Kona. This detached one bedroom ohana is centrally located - just minutes from the airport, shops, restaurants and some of the best beaches on Hawai'i Island. Experience Hawaii away from the hustle and bustle of resorts and overcrowded condominiums and stay where the locals live! The designated parking space is just steps from the front door. Private, clean, and convenient.

Blissful paradise with epic view- Hale Mahana
Serenity in Kona- with epic ocean views! Wake up with the ocean waves crashing below. Hang out on the lanai with some Kona coffee from the Green Flash cafe next door. You have a front row seat for whale watching during whale season. Or, hang out and enjoy the sunsets- at times with our local manta ray! We have a queen sofa bed, and AC. Close to town- an 18 minute walk. Quiet, very little road noise here. You can rent bikes too across the street.

Walk around KonaTown Restaurants Beach!
Aloha and E Komo Mai! (Welcome) to Kona Escape! This Hawaiiana inspired 1/bed, 1/bath studio condo with convenience kitchen is beautifully decorated, clean and located on Ali'i Drive in the Village. It is across the street from Kailua Bay and walking distance to restaurants, shops, churches, Kailua Pier, night life, beaches and ocean activities. There is also a large Farmers Market nearby. We are across the street from IronMan Swim Start/Finish line.

Inna's Downtown-Walk to Beach and to Supermarket!
This luxurious condo with custom interior design is located in historic downtown Kona from where you can walk to sandy Kailua Bay beach just 2 blocks away, restaurants, supermarket, shopping and entertainment. The condo features: pool with BBQ deck, private laundry, full kitchen with dishwasher and ice maker, two zoned ultra quiet AC, Cal. King bed, a screened-in Lanai with peekaboo view of the ocean, fiber optic internet, and a 65” 4K smart TV!

Short Walk to Magic Sands Beach!
Aloha and Mahalo for your Interest! After a short break, I am happy to be back hosting this wonderful space ~ Click my profile to check my 1400+ 5-Star Reviews and book with Confidence! You will be a 5 Minute Walk to Magic Sands Beach and Ali'i Drive! You’ll Love the comfy Queen bed in this Private Suite (with air conditioning!) The space also has a kitchen area with refrigerator, hot plate, countertop oven, toaster and coffee maker. Aloha Nui

Lovely studio condo with kitchenette and pool
This lovely studio condo is located in the heart of Kailua-Kona walking distance to Ocean front restaurants, shopping and nightly sunsets. This condo is located on the ground floor for convenience of pool, hot tub, BBQ area, parking and front lobby. Enjoy coffee on the back Lanai with garden views. Kitchenette features a refrigerator, microwave, coffee pot, cups, plates etc. There is AC, Cable TV with ROKU and free wifi.

Ocean view with central location tropical paradise
Aloha and welcome to our tropical paradise located in the heart of Kailua-Kona right on iconic Alii Drive! Our 1-bedroom, 1-bath condo offers you the perfect blend of island-style comfort and modern convenience. Just steps away from the ocean, you'll have a partial ocean view from your private lanai while enjoying the cool ocean breeze, sunset view, and warm Hawaiian sun.
Popular amenities for Kailua Bay holiday rentals
Other great holiday rentals in Kailua Bay

Kona Bali Kai 344 Top Floor Corner Renovated

Luxury couple’s retreat w ocean view/AC/king bed

Bohemian Paradise

1BR Kona Condo w/ Chef’s Kitchen & Tropical Lanai

Kona Getaway! Walkable/Non-Smoking! Washer/Dryer

Palani Hale

Aloha Island Suite - New Interior Design

1br 1b condo-Central Kona, walk to beach & dining
Destinations to explore
- Hapuna Beach
- Waikoloa Beach
- Waikōloa Beach
- Kohanaiki Private Club Community
- Kona Country Club
- Makalawena
- Mauna Lani Beach Club
- Kilauea
- Mauna Kea
- Spencer Beach Park
- Big Island Retreat
- Manini'owali Beach
- Magic Sands Beach Park
- Pololū Valley Lookout
- Waialea Beach
- Sea Village
- Punaluu Black Sand Beach
- Puʻuhonua o Hōnaunau National Historical Park
- Kaloko-Honokohau Nat'l Hist Park
- Hapuna Beach State Recreation Area
- Captain James Cook Monument
- Kua Bay
- Kona Farmer's Market




