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Places to stay near Kailua Pier

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Top-rated holiday rentals near Kailua Pier

Guests agree: these stays are highly rated for location, cleanliness and more.

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Guest favourite
A spacious outdoor lanai features a wooden dining table surrounded by six chairs. Hand-carved railings provide a view of the ocean and surrounding greenery. String lights add a warm touch overhead, enhancing the area for al fresco dining.
Home in Kailua-Kona
4.98 out of 5 average rating, 186 reviews

Stunning Serene Bali Retreat [Pool/AC/Ocean View]

Experience true island living! This 2,000 sq ft home features indoor/outdoor living, Thai/Balinese architecture, hand-carved wood, and ample windows and skylights that showcase the beauty of the Big Island. The kitchen/living rooms connect to the owner's retreat via covered dining lanai stretching back to the private pool. Perched on a hill with 180º ocean views, this secluded retreat enjoys cooler temps than busy downtown while not being far from the action. Solar/Tesla batteries keep power on!

Top guest favourite
An aerial view captures a serene oceanfront pool surrounded by lush landscaping and palm trees, with semi-circular lounge chairs and umbrellas arranged on a stone patio. The vibrant blue ocean meets the rocky shoreline, enhancing the picturesque setting.
Apartment in Kailua-Kona
4.95 out of 5 average rating, 230 reviews

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!

Guest favourite
Apartment in Kailua-Kona
4.92 out of 5 average rating, 214 reviews

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!

Top guest favourite
The interior of the geodesic dome features a high, textured ceiling with a skylight offering natural light. Two comfortable chairs are positioned in front of large windows, providing views of the surrounding landscape and the Kona Coast. A wooden door leads to the outdoors.
Dome in Holualoa
5 out of 5 average rating, 281 reviews

The Dome at Ulu Inn: Luxury Couples Retreat, Kona

Overlooking the beautiful Kona Coast...The Dome at Ulu Inn says: "Aloha...let's Disconnect, to Reconnect" Nestled within a gated 5 acre estate, Settle into our exclusive Geodesic Dome suite...experience elevated glamping, designed for ultimate relaxation and ensured seclusion from the outside world. THE DOME & neighboring unit THE CUBE, are an ample distance apart, providing privacy from each other. You may get up close and personal with our Goats, Pigs, Geckos & wild birds that roam freely.

Top guest favourite
A charming cottage with a red exterior features large windows and a welcoming porch. Surrounded by lush greenery and native plants, a well-maintained yard is visible. A paved driveway leads up to the cottage, complemented by a stone wall in the background.
Cottage in Kailua-Kona
4.94 out of 5 average rating, 451 reviews

Radiant Ocean View Cottage on a Coffee Farm. Very Private.

Centrally located between South Kohala's beaches, and the dining and entertainment scene of Kailua-Kona, the Kaloko Coffee Cottage is at a cool elevation making naps after adventures a...well a dream! Far from any roads, the dominant sounds are the many birds who make their homes in the surrounding trees. This is a thoughtfully furnished home with an open layout, on a coffee farm, just bring your food and clothes for which ever adventure you intend; leave the accommodations and ambiance to us.

Top guest favourite
The image captures a lush garden area featuring palm trees and vibrant foliage overlooking bright blue water. Smooth stones and tropical plants frame the scene, with the ocean visible in the background, creating a serene coastal atmosphere.
Home in Kailua-Kona
4.98 out of 5 average rating, 109 reviews

The Mango Cottage on Keauhou Bay

Cottage on private, gated, 1 acre waterfront estate. Swim, surf, kayak, and snorkel from yard. Watch dolphins and boats in the bay. Walking distance to manta ray, snorkeling, kayak, whale and dolphin tours, golf, restaurants, movie theater, and outdoor art market. Two room suite. King bed. Living room. Full kitchen. Bathroom with large shower. Covered deck with partial ocean views. Use of kayaks and stand-up paddle boards. Book alone or with Ocean Cottage. Couples and single travellers only.

Top guest favourite
An outdoor area features a covered patio with wooden beams, a gas grill, and a dining table. Steps lead from the ground level to the deck, where a private hot tub and additional seating await. The warm tones of the wooden walls add to the inviting ambiance.
Cabin in Kailua-Kona
4.98 out of 5 average rating, 177 reviews

Romantic Kona Hideaway | Modern + Private Hot Tub

Tucked away in a peaceful native Hawaiian forest, this modern hideaway offers the perfect romantic escape just 10 miles from Kona’s beaches, airport, and town. Thoughtfully designed for couples, honeymooners, and those craving serenity, this stand-alone retreat blends minimalist style with beauty. Unwind in the private hot tub surrounded by nature, watch sunsets from the lanai, or grill under the stars. Inside, enjoy 384 sq. ft. of creative space that captures luxury, nature and seclusion.

Top guest favourite
A spacious living area features large windows with stained glass accents, allowing natural light to fill the room. A comfortable seating area is situated beside a wooden coffee table, and a staircase leads to the upper level. Sliding glass doors provide access to the outdoor environment.
Guest house in Kailua-Kona
5 out of 5 average rating, 233 reviews

Romantic Cabin Treehouse | Birdwatching | Hiking

Tucked high above Kailua-Kona in Hawaii’s enchanting cloud forest, this peaceful retreat invites you to slow down and reconnect with nature. Wake to song birds, sip coffee surrounded by lush tree ferns, and enjoy cool mountain air for sleeping( (no air conditioning needed!) Stunning glowing sunsets. Perfect for romantic escapes, creative retreats, or quiet relaxation, this serene hideaway blends tropical beauty, privacy, and cozy comfort into an unforgettable island experience.

Top guest favourite
Home in Holualoa
4.98 out of 5 average rating, 255 reviews

Kona Sanctuary · Ocean View Hot Tub · A/C

Aolani Coffee Cottage: A Tranquil Sanctuary in the Heart of Hawaii Welcome to Aolani Coffee Cottage, an enchanting retreat nestled among the lush coffee farms of Holualoa and only a 10 minute drive from the stunning Magic Sands Beach.. Here, serenity abounds, offering you a haven to rest, recharge, and reconnect with the beauty of Hawaii. Our cottage is the embodiment of peace and creativity, providing the perfect escape to recharge and find inspiration.

Top guest favourite
The image displays a refreshing saltwater pool, surrounded by tropical plants and equipped with lounge chairs. A barbecue deck and shaded umbrellas are visible nearby, providing an inviting outdoor area. The sleek pool design features a gentle slope, melding with the natural landscape.
Apartment in Kailua-Kona
4.96 out of 5 average rating, 314 reviews

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!

Guest favourite
A refreshing pool area is highlighted, featuring a clear blue pool surrounded by a spacious deck. Multiple lounge chairs are arranged around the pool, and a covered seating area is visible nearby, providing shade and a place for relaxation.
Flat in Kailua-Kona
4.93 out of 5 average rating, 275 reviews

Great Location, In Town, Modern and Clean

Great condo, right in town. Walk to the beach, shops, and restaurants. Newly remodeled condo, furnished with full kitchen and in unit washer and dryer. Fast wifi, air conditioning, and beach equipment for your use. You don't need a rental car, and you can enjoy the pool, hot tub, and BBQ area as well. Free parking stall included, you can walk to most restaurants and shops on Alii drive without having to pay the parking fees.

Top guest favourite
Apartment in Kailua-Kona
4.95 out of 5 average rating, 164 reviews

Kona 1BR Condo w/ Pool, Office, Walk to Beach

Wake up in the heart of sunny Kailua-Kona, sip fresh-ground Kona coffee on your private lanai, then stroll five minutes to the waterfront, cafés, and the open-air farmers’ market. Whether you’re dialing into work on dual monitors or floating in the palm-lined pool, this newly upgraded 1-bedroom condo is built for travelers who refuse to choose between productivity and play.

Popular amenities for holiday rentals near Kailua Pier

  1. Airbnb
  2. United States
  3. Hawaii
  4. Hawaii County
  5. Kailua-Kona
  6. Kailua Pier