Skip to main content

Vacation Homes in Hillcrest

Find the vacation homes that appeal to you the most

August 2026

1
2345678
9101112131415
16171819202122
23242526272829
3031

September 2026

12345
6789101112
13141516171819
20212223242526
27282930
Flexible date options
Select occupancy

The best vacation homes in Hillcrest

Check out our selection of great vacation homes in Hillcrest

Filter by:

Review score

Casa Aloha Designer Condo w Oceanfront Pool

Kailua-Kona (Near Hillcrest)

Casa Aloha Designer Condo w Oceanfront Pool offers accommodations in Kailua-Kona, a 9-minute walk from Honl’s Beach and 5.2 miles from Kaloko-Honokohau National Historic Park.

S
Scott
From
United States
Place had everything, close to water and town
Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 17 reviews
Price from
$322.51
1 night, 2 adults

UNIT C - Sandy Toes Getaway in Kona

Kailua-Kona (Near Hillcrest)

UNIT C - Sandy Toes Getaway in Kona is located in Kailua-Kona, just a 8-minute walk from White Sands Beach Park and 8.3 miles from Kaloko-Honokohau National Historic Park.

R
Rodney
From
Australia
Great location, quiet street, kitchen & laundry.
Scored out of 10, guest rating 9.1
Wonderful - What previous guests thought, 71 reviews
Price from
$315
1 night, 2 adults

Earthy Beach House

Kailua-Kona (Near Hillcrest)

Featuring a garden, Earthy Beach House features accommodations in Kailua-Kona. This property offers access to a terrace, free private parking, and free Wifi.

P
Pooja
From
United States
Loved the whole bohemian vibe Everything needed was there. We had an infant with us and there were high chair, play mats, toys everything. Kitchen was well equipped. We prepared two meals everyday and the dining area was minimal & perfect for 6 of us. Everything was just 5-10 mins drive.
Scored out of 10, guest rating 9.3
Wonderful - What previous guests thought, 15 reviews
Price from
$515.50
1 night, 2 adults

Direct Oceanview Paradise in a luxury condo 2B2B,AC

Kailua-Kona (Near Hillcrest)

A 15-minute walk from Pahoehoe Beach Park in Kailua-Kona, Direct Oceanview Paradise in a luxury condo 2B2B, AC provides accommodations with access to a spa center, fitness room, and open-air bath.

S
Sophear
From
United States
The home and property has everything you need. Full kitchen, pool, gym, walking distance beaches and minutes away from many food by car
Scored out of 10, guest rating 8.5
Very Good - What previous guests thought, 71 reviews
Price from
$493.40
1 night, 2 adults

Beautiful ocean house, walk to MAGIC SAND BEACH

Kailua-Kona (Near Hillcrest)

A 10-minute walk from White Sands Beach Park in Kailua-Kona, Beautiful ocean house, walk to MAGIC SAND BEACH features accommodations with access to an open-air bath.

W
Wayne
From
United States
Beautiful view, good vibes, good energy, felt like a real home. I will come back again. I recommend for family, couple, single etc to stay there and enjoy it. No regrets, feels heaven sent. Ac 8n the bed rooms blow cold and feels so awesome.
Scored out of 10, guest rating 7.7
Good - What previous guests thought, 23 reviews
Price from
$780
1 night, 2 adults

Waterfall House - Hawaii

Kailua-Kona (Near Hillcrest)

8.7 miles from Kaloko-Honokohau National Historic Park in Kailua-Kona, Waterfall House - Hawaii provides accommodations with access to a hot tub. This property offers a private pool and free Wifi.

N
Nancy
From
United States
The location was great, and the house is beautiful.
Scored out of 10, guest rating 6.0
Pleasant - What previous guests thought, 9 reviews
Price from
$1,735.70
1 night, 2 adults

Stylized Captain's House

Captain Cook (Near Hillcrest)

Stylized Captain's House is located in Captain Cook, just 2.1 miles from Kealakekua Bay and 5 miles from Kealakekua Bay State Historical Park.

K
Katherine
From
United States
Host was very kind and gave me great recommendations from beaches to food and activities. When we had a question he replied quickly. We felt like we were in a jungle, lots of nature night life sounds but he provided ear plugs and by night 3 we were used to it and enjoyed it that when we went to another part of the island we missed the night sounds! But the house was so beautiful, every room was decorated uniquely & beautifully. They provided a crib and shower essentials, cooking seasonings, even let us borrow a crock pot when I asked if he had one, we were near Capitan cook and Honaunau Bay & Keauhou Bay for site seeing and snorkeling, many coffee farms, had amazing Hawaiian Ninja shave ice near the Choice Mart, and we enjoyed the tropical feel of this area. The home was comfy, very children friendly, the deck & swing set & zip line was a plus for our 6 year old. Would stay here again if we come back to visit! (I ACCIDENTALLY ADDED PHOTOS OF MY DAUGHTER & I NEAR A WATERFALL & CANNOT DELETE THEM. THE LOCATION IS NEAR HILO NOT NEAR CAPITAN COOK.
Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 7 reviews
Price from
$414.98
1 night, 2 adults

Gated Tropical Estate in Kailua Kona with Hot Tub

Kailua-Kona (Near Hillcrest)

6.2 miles from Kaloko-Honokohau National Historic Park in Kailua-Kona, Gated Tropical Estate in Kailua Kona with Hot Tub features accommodations with access to a hot tub.

N
Nicole C.
From
United States
This is the most beautiful property, we feel so blessed that we were able to stay here. Everything we needed was available for cooking, doing laundry, even the hot tub to relax in was such a bonus! We would stay here again in a heartbeat 🩵
Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 14 reviews

Oceanfront Condo 120 in Kailua-Kona

Kailua-Kona (Near Hillcrest)

Oceanfront Condo 120 in Kailua-Kona is located in Kailua-Kona, just a 2-minute walk from White Sands Beach Park and 7.4 miles from Kaloko-Honokohau National Historic Park.

S
Simon
From
United States
This property was a beautiful two bed condo set right behind Magic Sands beach. Literally a 1 min walk to one of the most fun beaches in Kona! The building had a nice pool. It felt very comfortable and homely. We had everything we needed to have a wonderful stay.
Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 6 reviews

White Sands Village Condo with Ocean View

Kailua-Kona (Near Hillcrest)

White Sands Village Condo with Ocean View is located in Kailua-Kona, just a 2-minute walk from White Sands Beach Park and 7.4 miles from Kaloko-Honokohau National Historic Park.

C
Candice
From
United States
We loved everything. Especially the beach closet with boogie boards, beach towels. Chairs. Umbrellas. Pool noodles and more! Fully stocked kitchen. Take along bowls for lunches or snacks. Laundry soap pods for the washer and dryer in the unit! Bonus! Charmin tp. Not the cheap 1 ply stuff. Haha.
Scored out of 10, guest rating 9.1
Wonderful - What previous guests thought, 7 reviews
All vacation homes in Hillcrest

Looking for a vacation home?

Great for families or large parties, vacation homes are privately owned accommodations, available for long or short-term rental. These homes are furnished and equipped with kitchen facilities, though breakfast might be offered as an add-on. These properties have their own independent front door, which makes them different than apartments.

Most booked vacation homes in Hillcrest and surrounding area in the past month

See all

Popular with guests booking vacation homes in Kailua-Kona

Scored out of 10, guest rating 8.5
Very Good - What previous guests thought, 71 reviews

Popular with guests booking vacation homes in Kailua-Kona

Scored out of 10, guest rating 8.7
Excellent - What previous guests thought, 43 reviews

Popular with guests booking vacation homes in Kailua-Kona

Scored out of 10, guest rating 8.0
Very Good - What previous guests thought, 1 review

Popular with guests booking vacation homes in Kailua-Kona

Scored out of 10, guest rating 9.1
Wonderful - What previous guests thought, 71 reviews

Popular with guests booking vacation homes in Kailua-Kona

Scored out of 10, guest rating 9.0
Wonderful - What previous guests thought, 10 reviews

Popular with guests booking vacation homes in Kailua-Kona

Scored out of 10, guest rating 9.1
Wonderful - What previous guests thought, 13 reviews

Popular with guests booking vacation homes in Kailua-Kona

Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 7 reviews

Popular with guests booking vacation homes in Kailua-Kona

Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 14 reviews

Popular with guests booking vacation homes in Kailua-Kona

Scored out of 10, guest rating 8.7
Excellent - What previous guests thought, 27 reviews

Popular with guests booking vacation homes in Holualoa

Scored out of 10, guest rating 9.0
Wonderful - What previous guests thought, 78 reviews

Vacation Homes with swimming pools in Hillcrest and nearby

See all

Kona Mansions#105

Swimming pool
Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 6 reviews

Kona Mansions#124

Swimming pool
Scored out of 10, guest rating 8.0
Very Good - What previous guests thought, 1 review

Kona Mansions#304

Swimming pool
Scored out of 10, guest rating 8.0
Very Good - What previous guests thought, 1 review

Kona Mansions#226

Swimming pool

Kona Mansions#208

Swimming pool

Kona Mansions#302

Swimming pool
Scored out of 10, guest rating 8.2
Very Good - What previous guests thought, 5 reviews

Kona Pacific A306

Swimming pool
Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 10 reviews

Save money on vacation homes in Hillcrest and nearby – budget options available

See all
Scored out of 10, guest rating 8.0
Very Good - What previous guests thought, 1 review

Kona Pacific E630

Budget options available
Scored out of 10, guest rating 9.4
Wonderful - What previous guests thought, 10 reviews

Kona Pacific D524 Kauhale

Budget options available
Scored out of 10, guest rating 9.7
Exceptional - What previous guests thought, 4 reviews

Kona Pacific C319

Budget options available
Scored out of 10, guest rating 8.0
Very Good - What previous guests thought, 2 reviews
Scored out of 10, guest rating 8.8
Excellent - What previous guests thought, 5 reviews

Scored out of 10, guest rating 8.5
Very Good - What previous guests thought, 2 reviews
Scored out of 10, guest rating 8.0
Very Good - What previous guests thought, 5 reviews

Great access to the city center. Check these vacation homes in Hillcrest and nearby

See all
Scored out of 10, guest rating 9.7
Exceptional - What previous guests thought, 4 reviews
Scored out of 10, guest rating 8.3
Very Good - What previous guests thought, 16 reviews

Scored out of 10, guest rating 8.7
Excellent - What previous guests thought, 10 reviews

Kona Pacific A206

Central location
Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 1 review

Kona Pacific C317

Central location
Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 1 review
Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 1 review