Kailua Kona Vacation Rentals
135 vacation rentals found. Page 4 of 14 shows 10 properties (10 per page, same as the live site).
Kailua Kona Vacation Rentals
Page 4 of 14 — 135 properties total — 10 per page (matches site listing view).
HK2H Hale Pikake
Kamuela, HI, US- 3 Bed
- 2 Full Baths
From $440.45 / night — Total price: $1321.35
Hali‘i Kai 3BR in Waikoloa Beach Resort

Hokuea Hale - 3BR Home Ocean View King
Kailua Kona, Big Island- 4 Bed
- 2 Full Baths
From $800.00 / night — Total price: $2400.00
Welcome to Hoku'Ea Hale, a very private oceanfront residence featuring spectacular ocean views, ocean entry and abundance of covered outdoor living space. Every room opens to the outdoor ocean, where you'll experience tropical paradise and unparalleled views of the Pacific. Named for the property's exquisite sea life Turtle art entry gate; Hoku'Ea features beachfront Jacuzzi spa, wading pools, 3 bedrooms, 2.5 bathrooms, outdoor seaview hot/cold shower, 1 a/c unit and accommodates up to 9 guests
Holua Kai - 3BR Home Ocean View King #15
Kailua Kona, Big Island- 3 Bed
- 3 Full Baths
From $595.00 / night — Total price: $1785.00
Holua Kai Luxury Retreat#15 Single-Level Private Pool Home in Kailua-Kona Welcome to Holua Kai at Keauhou Resort, where modern island elegance meets timeless Hawaiian charm. Nestled within one of Konas most exclusive gated communities, this 3-bedroom, 3.5-bathroom single-level luxury home offers the perfect blend of resort-style comfort and relaxed island living. Step inside and experience Kona island living at its finest. The homes spacious open-concept design invites in natural light and co
Holualoa Bay Villas - 2BR Condo King #103
Kailua Kona, Big Island- 2 Bed
- 2 Full Baths
From $135.00 / night — Total price: $405.00
Holualoa Bay Villas, Unit#103 is absolutely GORGEOUS! This beautiful remodeled 2 bedroom, 2 bathroom condo is right in the heart of Kailua-Kona, just across the street from the ocean, specifically gorgeous "Holualoa Bay". Watch waves crashing against the rocky coastline, outrigger canoe paddlers and spectacular gorgeous sunsets right from your HUGE 280 square foot lanai. Lymans surf break, beaches and shopping all are close by! 1232 interior square feet of just gorgeousness. A comfortable fu
Kailua Bay Resort - 1BR Condo King #4-206
Kailua Kona, Big Island- 1 Bed
- 1 Full Baths
From $139.00 / night — Total price: $417.00
Looking to be in in the heart of Downtown Kona? Look no further, you've found a PERFECT property to meet those needs. Kailua Bay Resort#4-206 is in the best part of town. This fantastic unit can accommodate up to 4 people who want to be where theres so much happening in downtown Kailua-Kona. This beautiful condo on the second floor, corner location of building#4 at Kailua Bay Resort provides stunning views, its walking distance to everything, and the swimming pool and spa have recently been res
Kailua Bay Resort - 1BR Condo Ocean View #4-204
Kailua Kona, Big Island- 1 Bed
- 1 Full Baths
From $98.00 / night — Total price: $294.00
Experience the ease and energy of island living from this inviting second-floor walk-up condo at Kailua Bay Resort, Unit 4-204, perfectly positioned in the heart of downtown Kailua-Kona. From the moment you arrive, youre immersed in the true Kona lifestylesunshine, ocean breezes, and everything you love just steps away. This thoughtfully laid-out one-bedroom, one-bath retreat feels bright and welcoming, with natural light pouring in and gentle mauka-to-makai trade winds flowing through the spac
Kailua Bay Resort - 2BR Condo #2-306
Kailua Kona, Big Island- 2 Bed
- 2 Full Baths
From $225.00 / night — Total price: $675.00
Top-Floor Gem in the Heart of Kona Kailua Bay Resort 2-306 Welcome to your Hawaiian getaway at Kailua Bay Resort, Unit 2-306 a stunning top-floor 2-bedroom, 2-bathroom condo that has been beautifully remodeled for modern island living. Located in the heart of Kailua-Kona, this immaculate vacation rental offers comfort, style, and unbeatable convenience. Step inside to discover soaring vaulted ceilings, sleek flooring, and a bright, open-concept design filled with natural light. The updated k
Kailua Bay Resort - 2BR Condo #4-303
Kailua Kona, Big Island- 2 Bed
- 2 Full Baths
From $220.00 / night — Total price: $660.00
Looking to be in in the heart of Downtown Kona? Look no further, you've found a PERFECT property to meet those needs. Kailua Bay Resort#4-303 has the absolute perfect location. Located on the top floor(3rd)of building#4 at Kailua Bay Resort. Stunning Views & Walking Distance to Everything. The Perfect Unit for up to 6 people looking to be in the Heart of Downtown Kailua Kona. You'll be able to see views of the Ocean & the gorgeous foliage within the resort. This is a BRAND NEW VACATION RENTAL
Kailua Bay Resort - 2BR Condo #4-306
Kailua Kona, Big Island- 2 Bed
- 2 Full Baths
From $190.00 / night — Total price: $570.00
Located in the heart of downtown Kailua Kona, this top floor (third floor), 2-bedroom, 2-bathroom end corner unit condo features ocean & mountain views, open beam ceilings, extra windows for abundant light & breezes and a large lanai for anytime relaxing. This Stunning Top Floor 2 Bedroom Condo in Downtown Kona is ready for for enjoyment of perfect Hawaii Vacation. Escape to paradise with this beautifully appointed property! Step inside and be greeted by an open-concept living area thats f
Kailua Village - 1BR Condo Ocean View King #604
Kailua Kona, Big Island- 1 Bed
- 1 Full Baths
From $90.00 / night — Total price: $270.00
Welcome to your newly renovated island retreat at Kailua Village Condos Unit 604, perfectly positioned on the 6th floor in the absolute heart of Kailua-Kona. From the moment you step inside, youll feel the fresh, modern energy of this beautifully upgraded condo. Brand-new luxury vinyl plank flooring flows seamlessly throughout, giving the space a clean, coastal feel thats both stylish and durable for island living. The open-concept kitchen invites connection and comfort, featuring gorgeous qu